32789 Zip Code FL Real Estate, Homes with Formal Dining Room Separate for Sale

3 Beds ⋅ 3 Baths ⋅ Trotters Rep SubDv. ⋅ 32789 Zip Code

Welcome to 796 McIntyre Avenue, Winter Park, FL 32789. This stunning and serene retreat is the ideal place to call home, perfectly situated on a tree-lined brick street within walking distance to Rollins College and all that Park Avenue has to offer. A charming driveway leads to your two-car garage and private front entrance. Upon entering, you'll be greeted by a bright and airy townhome that will instantly impress. The living room features a wood-burning fireplace, soaring ceilings with high windows, and is surrounded by two peaceful patios, bringing in abundant natural light. The updated kitchen offers modern cabinetry, an open breakfast bar, and a delightful eat-in area that opens to a patio. The formal dining room, currently used as a home office, provides access to the second patio, ideal for al fresco dining. Upstairs, you'll find an AMAZING 23x12 primary bedroom with a spacious 20x8 ensuite bathroom. Two guest suites with a Jack-and-Jill bathroom complete the second floor. The owner has meticulously maintained this lovely home, with new patio decks in 2018, a new HVAC, water heater, washer/dryer in 2019, new ceiling fans and refrigerator in 2020, and a new roof and skylights in 2021. Zoned for Audubon K-8 and Winter Park High School. Welcome home!

796 Mcintyre Avenue, Winter Park

$1,450,000

6 Beds ⋅ 5 Baths ⋅ J Kronenberger SubDv. ⋅ 32789 Zip Code

Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat, nestled just steps from the iconic Kraft Azalea Garden on the shores of Lake Maitland, and walking distance to the renowned boutiques and dining of Park Avenue. Positioned on a beautiful 0.30-acre lot, this residence is enveloped with manicured landscaping, meandering brick pathways, and outdoor living spaces designed for effortless entertaining. This home captivates with exceptional curb appeal—complete with vibrant florals, a stately new blue front door, and architectural charm. The total square footage is 3784sf with the main home 5 bedrooms/4 bathrooms and 3304sf; the guest retreat is 1 bedroom/1 bathroom with 480sf. Recent updates include new flooring, fresh interior and exterior paint, a renovated kitchen, three new bathroom renovations, almost all new windows, and numerous decorative touches like new crown molding and plantation shutters. The heart of the home features a spacious open-concept layout ideal for entertaining. The living room with an updated gas fireplace flows into the kitchen, which boasts new Bosch appliances, bar seating, a walk-in pantry, and a charming picture window with garden views. The elegant dining space, with 11-foot ceilings and a wall of windows, frames the picturesque backyard. The first floor offers three bedrooms and two full bathrooms, including an en-suite, as well as an office. The second floor includes two large bedroom suites with high ceilings and a laundry room. The upstairs luxurious primary suite impresses with a tray ceiling, cozy fireplace, dual walk-in closets, and a renovated bathroom with granite dual vanities, a freestanding soaking tub, and an oversized walk-in shower. The secondary suite includes its own walk-in closet, spacious bath with double vanities, and a large climate-controlled storage area for ultimate flexibility. Features include French doors, hardwood floors, custom built-ins, crown molding, and plantation shutters throughout. But the crown jewel of the property is the brand-new 2024 detached pied-à-terre—a versatile studio suite with a full bedroom and bathroom, a refreshment area, and a private balcony with tranquil views, ideal as a guest house, executive office, fitness studio, or artist’s retreat. Outdoor living is a dream with a screened brick patio beneath a beamed ceiling, a charming open-air terrace, an enchanting fountain, and complete privacy thanks to a 6-foot concrete wall surrounding the grounds. With ample space to add a custom pool, the possibilities are endless. Located just steps from the 5-acre Kraft Azalea Garden with lakefront trails and a fishing dock, and a short stroll to Park Avenue to enjoy a scenic boat tour or one of the many museums—this is a truly exceptional offering in one of Winter Park’s most sought-after enclaves.

1299 Harding Street, Winter Park

$2,935,000

5 Beds ⋅ 6 Baths ⋅ Gibbs Sub SubDv. ⋅ 32789 Zip Code

One of Winter Park’s iconic and cherished homes, just a short distance from Park Avenue. On one of the most picturesque, brick-lined streets in downtown Winter Park, this extraordinary residence is a rare opportunity to own a piece of the city’s rich architectural history, fully reimagined with modern elegance and thoughtful design. On the same city block as the Alfond Inn and a two-block stroll to the world-renowned Park Avenue, this home offers not only luxurious living but an unparalleled lifestyle in one of Central Florida’s sought-after communities. Park Avenue is the heartbeat of Winter Park, a tree-lined promenade brimming with charm, home to award-winning restaurants, boutique shopping, art galleries and cultural landmarks. Residents and visitors alike are drawn to its timeless ambiance, where the rhythm of the day flows from morning coffee at a corner café to evening dinners under twinkling lights. Whether enjoying “Movies in the Park,” seasonal art festivals, the lively Winter Park Farmers’ Market or beloved holiday parades, living here means having a front-row seat to all of Winter Park’s treasured traditions. Originally built in the 1930s, this five-bedroom, 5.5-bath home has been meticulously renovated in recent years to preserve its historic character while seamlessly incorporating every modern convenience. From the moment you enter, you’re greeted by gleaming hardwood floors, classic architectural details and a warm, inviting atmosphere. The gracious living room centers around a charming fireplace, flanked by two sets of French doors that lead to a cozy sunroom, ideal for morning coffee or afternoon reading. A formal dining room provides an elegant setting for entertaining, while the open-concept kitchen and family room encompass a blend of functionality and style. The kitchen is a showpiece, featuring a large 15-foot Soma quartz island and countertops and marble backsplash, handcrafted cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a custom wet bar with under-counter wine refrigerator. It’s a space designed for gatherings, large or small. The expansive and private primary suite is on the main level and features a walk-in closet with custom built-ins and a luxurious en-suite bath with dual sinks and a marble/glass shower. Upstairs, you’ll find three additional bedroom suites, including one that could easily serve as a second primary suite, complete with French doors leading to a covered balcony. Each bedroom offers its own en-suite bath, hardwood floors and thoughtfully designed closet space with built-ins. A spacious first-floor laundry room offers ample storage, while the detached two-car garage includes a beautifully renovated first-floor guest cottage. Complete with a kitchenette, full bath, and cedar-lined walk-in closet, it’s the ideal space for guests, a home office or extended family. Surrounded by lush landscaping and a charming circular driveway, this home radiates curb appeal and classic Winter Park style. Whether you're walking to Park Avenue for dinner, enjoying a leisurely afternoon in Central Park, or simply soaking in the historic beauty of your neighborhood, this home places you at the center of it all. This is more than just a home, it’s a lifestyle and a rare chance to own one of Winter Park’s rare downtown area treasured properties.

266 Chase Avenue, Winter Park

$1,250,000

5 Beds ⋅ 6 Baths ⋅ Galloway Place Rep SubDv. ⋅ 32789 Zip Code

Discover luxurious lakeside living in prestigious Winter Park, where this extensively updated pool home offers the perfect blend of sophisticated main residence and private guest cottage. Just minutes from Park Avenue's renowned shopping and dining, this property provides coveted access to Lake Osceola, creating an ideal setting for the Florida lifestyle. The main residence showcases elegant living spaces, including a grand room with hardwood floors and a welcoming fireplace. The gourmet kitchen is a chef's dream, featuring premium Wolf and Sub-Zero appliances, gleaming granite countertops, and a distinctive bead-board center island that opens to a spacious family room. A wall of French doors in the formal dining room creates seamless indoor-outdoor flow to the screened pool and spa area. The thoughtful floor plan includes a downstairs master suite with custom walk-in closet, dual-sink bathroom, and versatile 13x12 flex space. Two additional en-suite bedrooms upstairs provide comfortable accommodations for family or guests. The separate guest cottage adds tremendous value with two bedrooms, a full kitchen, and bathroom – perfect for long-term guests or home office. Recent updates ensure peace of mind: new roof (2025), two new AC units (2023), complete replumbing (2015), and updated electrical. The property offers abundant parking with a two-car garage plus an additional one-car garage with full bath. Located in Winter Park's prestigious school district, this home represents the perfect combination of luxury, convenience, and long-term value.

1370 Alberta Drive, Winter Park

$840,000

4 Beds ⋅ 3 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code

Location! Location! Location! A modern, newer build in a perfect location in the heart of Winter Park with views of Lake Killarney. This 4 bedroom, 3 full bath property is ready for you to call it home. Upon entering, you'll be welcomed with tall ceilings, gorgeous dark hardwood floors and a formal dining room to your left. Towards the rear of the home, you'll find a spacious great room and an open gourmet kitchen- perfect for entertaining. No expense was spared for the chef in the family- custom cabinetry with under cabinet lighting, stainless steel appliances, quartz countertops and a hidden walk in pantry. Around the corner, you'll find a full bed and bath on the first floor, perfect for guests or older parents. Upstairs are the remaining primary bed + 2 other beds and a full bath. The primary suite has ample room for a king sized bed, a HUGE walk in closet, drop zone space, and a gorgeous bath suite featuring a separate soaking tub and walk in shower. The best part of this home is it's location. Winter Park Village, Hillstone, Mills District, Park Ave and access to the I-4 are all a skip and hop away. Easy to see. Call/Text for a private showing today.

440 Shoreview Avenue, Winter Park

$2,910,000

4 Beds ⋅ 6 Baths ⋅ Stonehurst Estates SubDv. ⋅ 32789 Zip Code

Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built traditional estate exemplifies refined luxury, modern convenience, and an unparalleled lifestyle. The red brick façade, covered porches with glass doors, and gated side porte-cochere set a timeless tone, while two-story fluted columns add stately elegance. Inside, classic architectural details merge with modern design, highlighted by two-story coffered ceilings, intricate millwork, and expansive windows and French doors that flood the home with natural light. Thoughtfully designed for both entertaining and everyday living, the gourmet kitchen includes a 6-burner Viking gas cooktop, double dishwashers and sinks, a paneled refrigerator and separate full-sized freezer, a walk-in pantry, and an oversized island with breakfast bar seating. The first floor features a private primary retreat, two powder rooms, a workstation/mudroom accessible off the porte-cochere, and one of two laundry rooms. Upstairs offers three spacious bedroom suites with walk-in closets, a versatile bonus room, and a second laundry room. Embrace the Florida lifestyle from a two-story covered brick patio with a built-in gas grill, overlooking the private, fenced-in backyard oasis and breathtaking saltwater pool and heated spa, all elevated by a three-tier fountain and fire pit area, and wrapped in lush landscaping; this outdoor space is truly magical and not easily replicated in Winter Park! A circular driveway provides ample parking, while a gated side drive leads to an oversized, detached three-car garage with a bonus room above—ideal for a gym or studio. This particularly grand, wide street in the City of Winter Park is something truly special. Ideally located near Baldwin Park, Corrine Drive, and Park Avenue, and zoned for highly regarded Audubon K-8, this estate is more than a home—it’s a statement in timeless elegance. *Ask for a list of improvements, the floorplan and click on the virtual tour!

1911 Stonehurst Road, Winter Park

$1,305,000

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

Back on the market at no fault of the seller. Step into the charm of old Florida with this stunning historic home in the heart of Winter Park's exclusive Sevilla neighborhood. Built in 1973 by Charles Clayton, this beautifully preserved residence seamlessly blends timeless elegance with modern comforts. Featuring original hardwood floors, intricate crown molding, and a cozy wood-burning fireplace, every detail reflects meticulous craftsmanship and a timeless aesthetic. The updated gourmet kitchen boasts high-end appliances while maintaining its classic appeal. Nestled on a tree-lined brick street, the home sits on a lushly landscaped lot with a spacious backyard, including a 64,000 gallon custom pool, perfect for enjoying Florida's warm evenings. Just minutes from Park Avenue's boutiques, restaurants, and within walking distance of A-rated schools, this rare gem offers the perfect blend of history, luxury, and location. Don't miss your chance to own a piece of Winter Park's rich heritage!

1600 Barcelona Way, Winter Park

$1,850,000

5 Beds ⋅ 5 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining rooms off the foyer offer flexibility and additional space to entertain with ease. To the left of the foyer, enjoy a large, private office with a storage closet. Just past the office, the Primary Suite is situated on one end of the home for optimal privacy and features his and hers walk-in closets, a renovated bathroom, and access to the screened rear patio. At the other end of the home, a secondary bedroom with a full en-suite bathroom makes a great guest or in-law suite, while 2 additional bedrooms, a full hall bath, storage closet, and spacious laundry room complete the 1st floor. Upstairs, the private bonus room, complete with a walk-in closet and full en-suite bathroom, makes a perfect 5th bedroom. French doors from the family room, living room, and Primary bedroom all lead to a screened rear patio that overlooks a fully-fenced backyard where lush landscaping wraps around the resort-style heated pool and spa with water features. In addition to the massive driveway and expanded parking pad, the oversized 3-car garage provides extra parking and storage space. As one of the most coveted neighborhoods in Winter Park, Windsong offers countless amenities, including private lake access for residents. This premium location is just steps from Baldwin Park, East End Market, the Corrine Drive corridor, and minutes from downtown Park Avenue.

1627 Elizabeths Walk, Winter Park

$1,500,000

4 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, this stunning 4-bedroom, 3-bathroom pool home offers the perfect balance of elegance and convenience. Just minutes from shopping, fantastic dining, popular Phelps Park, the YMCA, the renowned Interlachen Country Club, and the lively Park Avenue, this location has it all. As you approach, a charming front porch shaded by majestic oak trees welcomes you home. Step inside to discover a beautifully designed main floor, featuring a formal dining room, a versatile office space, and a kitchen that effortlessly flows into the family room. The kitchen is every chef’s dream, with gorgeous granite countertops, premium stainless steel appliances, a large breakfast bar, and a cozy breakfast nook. From here, enjoy stunning views of the lagoon-style pool, making meal prep a breeze. The family room, complete with custom built-in shelving and French doors, opens up to a screened-in lanai, offering the perfect space for relaxation or entertaining. The spacious primary suite on the main floor is a true sanctuary, featuring a walk-in closet, a luxurious soaking tub, dual sinks, and a spacious shower. Large windows provide beautiful views of the pool and tranquil backyard. A generously sized laundry room, a full bathroom, and a flexible room complete the main floor. The flexible room, conveniently located just off the kitchen, could serve as a guest room or playroom. Upstairs, you'll find three spacious bedrooms and a Jack and Jill bathroom with a soaking tub, separate shower, and dual sinks. The third bedroom can easily function as a bonus room, depending on your needs. Entertain in style in the private, peaceful backyard, where the lagoon-style pool and spa with a rock feature and waterfall from the spa create a serene ambiance. The screened-in lanai is the perfect spot to sip your morning coffee or unwind with a glass of wine while enjoying nature’s beauty. Plus, with top-rated Winter Park Schools, this home offers everything you need!

1741 Pine Avenue, Winter Park

$3,550,000

3 Beds ⋅ 5 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The home boasts breathtaking lake views from the primary retreat, family room, dining room, and Florida room, providing a seamless connection to nature. Upon entering, you're greeted by a spacious living room that flows effortlessly into the family room. Adjacent to the living room is a formal dining room, ideal for entertaining guests. The expansive primary retreat has dual closets. Across from the primary, a generously sized bedroom features its own ensuite bathroom. The kitchen, located off the dining room, also captures stunning views of the lake, making it a delightful space. An additional bedroom with an ensuite bathroom provides privacy and comfort, while a half bath is conveniently located near this bedroom. A second half bathroom is situated in the garage. A recent update includes a new roof installed in 2022. The property spans .61 acres, providing plenty of room for future development. Located on one of Winter Park's most beautiful streets, this home is just a short walk from the charming shops and restaurants of Park Avenue and Rollins College. Experience the best of lakeside living and the vibrant Winter Park community from this stunning property. Opportunity awaits the buyer of this gorgeous property!

443 Lakewood Drive, Winter Park

$2,800,000

3 Beds ⋅ 4 Baths ⋅ Trovillion Condo SubDv. ⋅ 32789 Zip Code

Discover the pinnacle of luxury and privacy in this stunning Villa Siena penthouse residence, perfectly positioned in the charming brick-lined streets of Winter Park. While nestled in the heart of the city's vibrant dining, shopping, and cultural scene, this exclusive retreat offers unparalleled tranquility and seclusion. Designed for those who appreciate sophistication, this secured building boasts lavish amenities that extend your living space beyond the walls of your penthouse. Host guests in the elegant resident lounge, complete with a bar for entertaining, marvel at rocket launches from the spectacular rooftop terrace, or take advantage of the private conference room, ideal for high-level meetings or remote work. Stay active in the state-of-the-art exercise room, offering convenience and wellness steps from your front door. With private, secured covered parking and concierge-level service, every detail has been designed to elevate your lifestyle. Inside, refined elegance meets cutting-edge technology—custom millwork, exquisite tile work, and smart-home automation blend seamlessly with high-end video conferencing capabilities. Expansive living spaces, soaring ceilings, and generous room sizes create an inviting atmosphere, while every bedroom features a spa-like ensuite and a private balcony to take in the beauty of Winter Park. Enjoy world-class restaurants, boutique shopping, and lively events at the park, all just steps from your front door. With the nearby train station providing effortless access to Orlando and even Miami, your next adventure is always within reach. This penthouse is a rare opportunity—luxury, location, and lifestyle converge in perfect harmony. Schedule your private tour today!

315 E New England Avenue Unit 30, Winter Park

$4,273,211

4 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in main house plus detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and an elegantly appointed bath with an expansive dual-sink vanity, a separate water closet, and a washroom with a shower-tub combination. A Jack and Jill bath, adorned with Maharam wallpaper, serves the additional upstairs bedrooms. The Poliform TWELVE kitchen showcases European craftsmanship with Gaggenau and Sub-Zero appliances, sleek Italian cabinetry, and natural basalt countertops. The formal dining room, framed by arched windows and French doors, opens to a vine-covered courtyard, while the sunroom offers uninterrupted lake views. A fireplace in the living room, flanked by custom built-ins, adds warmth to the home’s contemporary aesthetic. Beyond its striking interiors, the estate is an architectural rarity, featuring original woodwork by Gene Leedy, a key figure in the Sarasota School of Architecture. The home is crowned with sought-after Ludowici-Celadon Imperial roof tiles. Poliform built-ins extend throughout, including a dedicated upstairs office/library. An integration of art and architecture, the property features site-specific installations by acclaimed artist Matt Olson. His No Separation project finds a compelling continuation here, with a sculptural installation of galvanized steel surrounding a crepe myrtle, accompanied by a matching bike rack. The entryway, designed by Olson’s firm OOIEE and inspired by Sol LeWitt, makes a striking first impression. Designed for seamless indoor-outdoor living, the estate’s exterior spaces are as refined as its interiors. A covered deck overlooks a heated saltwater pool and spa, while a custom cedar hot tub blends into the landscape. A wood-clad pergola shelters the outdoor kitchen, featuring a Röshults system with a professional-grade grill, sink and storage. The boathouse includes a partial bath, creating a waterfront sanctuary. A Sonos-integrated sound system extends from the main house to the patio, guesthouse and boathouse, ensuring a seamless sensory experience. The detached guesthouse is a private retreat with a full bedroom, bath, kitchenette and Poliform built-ins. Floor-to-ceiling windows frame manicured grounds and lake views, while a private covered porch provides a tranquil space for relaxation. Every detail has been meticulously curated, from designer lighting to motorized roller shades and a wood-burning fireplace anchoring the living room. A private wine library enhances the home’s sophisticated appeal. Meticulously maintained by E2 Concierge services, the residence undergoes routine wellness checks and meticulous upkeep. A distinctive home of this caliber is rarely available, a residence where history, architecture and art converge in harmony. This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties.

1336 College Point, Winter Park

$1,835,000

4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

A timeless masterpiece, this 1935 English Cottage, designed by the renowned Gamble Rogers, stands as a testament to classic elegance and enduring craftsmanship. Nestled on nearly half an acre in one of Winter Park’s most coveted neighborhoods, this home has been thoughtfully updated with modern luxuries while preserving its original charm. Inside, warm Heart of Pine floors, beadboard vaulted ceilings, restored period hardware, and custom built-ins create an inviting ambiance. Spacious formal and casual living areas include a dining room, separate living and family rooms, an office, and a versatile flex space. The expanded and renovated kitchen is a chef’s dream, now featuring marble countertops, custom white cabinetry, a Wolf gas range, stainless steel appliances, a built-in Miele espresso machine, and a farmhouse sink. The thoughtful redesign includes a custom range hood, a new ventilation system, and an integrated refrigerator/freezer drawer in the island. The first-floor primary suite is a private retreat with serene backyard views, two walk-in closets, and a bathroom with dual vanities, a clawfoot tub, and a separate shower. Upstairs, two bedrooms share a charming bathroom. Outside, a lushly landscaped backyard offers an idyllic escape with a newly installed pool heater (2023), a restored koi pond, and extensive hardscape additions. A covered porch and a newly added summer kitchen with plumbing make this home an entertainer’s paradise. The fully fenced property is surrounded by mature landscaping, refreshed with new perennials and heirloom camellias. Additional recent upgrades include a new roof (2021), restored siding, new gutters with leaf guards, and a new irrigation system. A detached guest house with a sitting area and loft provides the perfect private space for visitors. Located just minutes from Park Avenue, downtown Orlando, and zoned for the sought-after Audubon Park K-8 and Winter Park High School, this home embodies the perfect blend of historic elegance and modern convenience.

160 Glenridge Way, Winter Park

$2,495,000

5 Beds ⋅ 4 Baths ⋅ Cortland Park SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully renovated century home on one of the most picturesque brick streets in Olde Winter Park. Take a leisurely stroll down to Lake Mizell or enjoy the views from its large front patio. This classic pool home is filled with charm, natural light and is designed for easy entertaining. The spacious layout offers multiple rooms for every occasion, including a bright sunroom, cozy living room with a fireplace, and a large welcoming family room. The gourmet kitchen features custom wood cabinets, quartzite counters, a convenient office nook and an adjoining breakfast room, while the formal dining room boasts elegant moldings and built-in corner cabinets. A secret basement presents options for additional storage or a wine cellar. The second floor features a generously- sized master suite, two additional bedrooms, two updated baths, and a versatile nursery or bonus room, perfect for a study or home office. The property includes a detached two-car garage and a charming guest house with a bedroom, bath, and loft area. Newly renovated resort back yard includes heated salt water pool and spa, multiple seating areas, complete with gas hookups for fire pit and outdoor kitchen and a maintenance-free travertine and turf pool scape. You’ll love the inviting ambiance of both this home and its vibrant Winter Park location.

140 Cortland Avenue, Winter Park

$1,075,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Step into this stunning one-story Spanish Mediterranean home, beautifully renovated in 2006 by renowned E2 Homes. Offering four bedrooms and three baths, this thoughtfully designed residence seamlessly blends timeless charm with modern comforts. The inviting living room features a cozy gas fireplace, setting a warm tone for the home. A formal dining room connects to the spacious kitchen through a convenient butler’s pantry. Designed for the chef at heart, the kitchen boasts a large island with a gas range and hood, abundant cabinetry, and generous counter space, along with a breakfast nook that overlooks the family room. Beautiful brand new (May 2025) Silestone countertops in kitchen, butler's pantry, office/study & laundry room, making each space light & bright. French doors open from the family room to a covered lanai, creating a space for indoor-outdoor living. A dedicated office/study or flex space leads to the private primary suite. The primary bedroom has its own set of French doors opening to the lanai and includes a custom walk-in closet. The primary bath is a serene retreat with dual sinks, a large soaking tub and a walk-in shower. The second bedroom enjoys an en-suite bath, while two additional bedrooms feature custom closet systems for maximum organization. The large fenced backyard offers ample space for a future pool, providing endless possibilities for outdoor enjoyment. Close proximity to the shopping and dining district of Park Avenue in downtown Winter Park, this remarkable home offers the ideal blend of comfort, convenience and style. ***NOTE: all interior walls recently painted neutral soft white... also, this home has accessible elements to it, including a handicapped ramp in garage.

1690 Oneco Avenue, Winter Park

$905,000

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 02 SubDv. ⋅ 32789 Zip Code

Welcome to 533 Balmoral Road, a beautifully updated mid-century modern gem nestled in the desirable Kenilworth Shores neighborhood of Winter Park. This 3-bedroom, 3-bathroom residence, spanning 1,900 square feet, offers a harmonious blend of classic design and contemporary upgrades. As you step inside, you'll be greeted by an open-concept layout that seamlessly connects the living area and kitchen, with a wood burning fire place creating an inviting space perfect for both relaxation and entertaining. The heart of the home is its modernized kitchen, featuring sleek cabinetry, quartz countertops, and stainless steel appliances, catering to the needs of today's discerning homeowner. One of the standout features of this home is the unique central courtyard, visible from the main living areas, providing a serene outdoor retreat and flooding the interior with natural light. The thoughtful design ensures a seamless indoor-outdoor living experience, ideal for Florida's pleasant climate. The private quarters include three generously sized bedrooms. Two of these boast en suite bathrooms, offering added convenience and privacy, while the third bedroom is serviced by a well-appointed hall bath. An additional bonus room could be used as an office, dining, sunroom or whatever you desire. Each space has been thoughtfully designed to provide comfort and style. Situated in the heart of Winter Park, this property offers more than just a beautiful home and lush landscaping. Residents will appreciate the proximity to top-rated schools, picturesque parks, and the vibrant local dining and shopping scenes. The community's tree-lined streets and friendly atmosphere make it a sought-after location for families and professionals alike. Experience the perfect blend of mid-century charm and modern amenities at 533 Balmoral Road—a place you'll be proud to call home. Upgrades include: New Paint & Finishes, Modernized Bathrooms (New vanities and a renovated master shower) Custom Master Closet, New Interior Doors and windows, New Upgraded HVAC System (2021), Tankless gas hot water heater, Roof (2020), HVAC (2021) Exterior Stone Façade, Updated Landscaping & Outdoor Living spaces (Lanai, pergola, and firepit) irrigation, New Front Door & Exterior Lighting, Solar Panels (paid off) Security System Ready (Wired for easy setup) Upgraded Laundry Room (Added storage, tile, and cabinetry)

533 Balmoral Road, Winter Park

$1,877,500

5 Beds ⋅ 6 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.

1446 Berkshire Avenue, Winter Park

$1,555,000

4 Beds ⋅ 3 Baths ⋅ College Place Rep SubDv. ⋅ 32789 Zip Code

Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality and charm. This thoughtfully designed home boasts detailed moldings and millwork, wood floors, high ceilings, and beautiful oversized windows throughout. A grand foyer leads to a central gallery with an atrium and a custom-designed bannister, while a unique glass ceiling allows for an abundance of natural light. Perfect for entertaining, the home features a large dining room and a chef's kitchen equipped with professional-style appliances, a walk-in pantry, and a built-in banquette. The spacious family room, complete with a fireplace, has French doors that open to a charming outdoor terrace. The versatile floor plan incorporates both formal spaces and options for a home office, nursery, or music room. The main home includes four bedrooms and three baths. The upstairs primary suite is a luxurious retreat, offering a spa-like bath, an oversized closet with built-ins, and a separate room perfect for an office or nursery. The large secondary bedrooms have walk-in closets and are connected by a Jack and Jill bath. Your guests will appreciate the detached apartment, which offers privacy with a full bath, kitchen, and separate courtyard—ideal as a fifth bedroom. Situated on one of Winter Park’s most charming brick streets in the historic College Quarter, this home is just a short stroll to a private neighborhood dock on Lake Virginia. Walk to Park Avenue’s shops and restaurants, Rollins College, the farmer's market, and the Sunrail station. The home celebrates its Federalist architecture with precise and thoughtful details while seamlessly integrating modern amenities. Additional features include an oversized side-entry two-car garage, a new roof installed in 2022, and many windows replaced in 2020. This property is zoned for top-rated schools, including Audubon K-8 and Winter Park High School. Don't miss the opportunity to schedule a private viewing of this unique, one-of-a-kind treasure!

817 Antonette Avenue, Winter Park

$1,950,000

5 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area. This modern Mediterranean-inspired residence seamlessly blends timeless elegance with contemporary luxury, offering an exceptional living experience with high-end finishes, thoughtfully designed spaces, and unmatched attention to detail. Step inside to whitewashed oak wood and travertine flooring, setting the tone for a warm and sophisticated ambiance. The open floor plan begins with a private front office, ideal for remote work, and a guest suite with a full bath—perfect for visitors or multi-generational living. The first-floor primary suite serves as a private retreat, featuring direct access to the patio for a peaceful outdoor escape. The spa-like en-suite bathroom boasts dual vanities, a walk-in shower, and a freestanding soaking tub, while the custom-built walk-in closet offers elegant storage solutions. Thoughtful details, like built-in wiring for a wall-mounted TV, enhance both convenience and luxury. At the heart of the home is the gourmet kitchen, designed to impress with a solid walnut breakfast bar, quartzite, Carrara, and travertine countertops, Grohe faucets, and custom pullout/swivel cabinetry. A hidden pantry blends seamlessly into the custom cabinetry, while top-tier Thermador gas appliances, including a 42” refrigerator, make cooking a breeze. Flowing effortlessly into the family room and private courtyard, this space is perfect for entertaining. Upstairs, you'll find stunning Venetian plaster walls and a modern glass stair railing leading to a versatile loft space. Three additional bedrooms are located on this level, each featuring custom-built walk-in closets for optimal organization. One of the upstairs bedrooms includes a private en-suite, while the bonus loft opens to a covered balcony through elegant French doors, providing a tranquil indoor-outdoor retreat. Plush new carpeting in the bedrooms enhances the comfort and style of the upper level. Designed for seamless outdoor living, this home features a custom-built gas fire pit, summer kitchen, and outdoor grill, making it perfect for year-round entertaining. The expansive upstairs balcony offers additional entertainment space, large enough for a ping pong table, outdoor lounge, or media area. A two-car rear side-entry garage, connected to the main house by a charming esplanade walkway, offers both privacy and convenience while enhancing the home’s architectural beauty. The freshly painted exterior adds to the home’s pristine appeal, making it truly move-in ready. Located within one of Winter Park’s most desired school districts, this home is zoned for Audubon K-8 and Winter Park High School. Plus, you’re just minutes from East End Market and Park Avenue, with the area's finest dining, shopping, and cultural attractions. This is more than a home—it’s an expression of refined living and timeless design. Schedule your private tour today!

141 Oakwood Way, Winter Park

$1,975,000

3 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Elegant French Country Estate in Prestigious Winter ParkNestled in the heart of Winter Park’s picturesque, tree-lined streets near Lake Sue, this exquisite French Country estate blends timeless elegance with modern luxury. Situated on an oversized, gated lot, this stunning home offers privacy, sophistication, and an unparalleled living experience.The expansive primary suite, located on the first floor, is a private retreat with spa-like amenities. The open-concept living and dining areas flow seamlessly into the gourmet kitchen, complete with top-of-the-line gas appliances, custom cabinetry, and a separate catering kitchen—ideal for entertaining. The sun-drenched Florida room, surrounded by floor-to-ceiling windows and French doors, provides breathtaking views of the serene private patio and courtyard.A separate office/den on the first floor offers the perfect work-from-home space, while an elevator leads to the second-floor loft-style living area, two additional bedrooms, and a well-appointed Jack-and-Jill bathroom.The detached three-car garage provides ample storage and the opportunity to add a mother-in-law suite above, making this estate both functional and future-ready. The gated driveway and fully fenced property ensure security and exclusivity, all within one of Winter Park’s most sought-after neighborhoods.This is a rare opportunity to own a luxurious estate in a prestigious Winter Park location, surrounded by the beauty of the Lake Sue neighborhodd and just moments from the best shopping, dining, and cultural experiences the area has to offer.

140 Dana Way, Winter Park

$1,625,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Elegant 5-Bedroom Estate in the Heart of Winter Park. Nestled on a picturesque double lot in the highly sought-after Via’s, this stunning 5-bedroom, 4 full bath, 2 half bath traditional home offers over 4,200 sq. ft. of refined living space. With timeless architectural details, modern upgrades, and an unbeatable location just minutes from Park Avenue’s shops and restaurants, this home is a rare find. Step inside to find newly refinished Brazilian Rosewood floors throughout the main living areas. The formal living room features a wood-burning fireplace and two sets of French doors that open to a covered lanai with a remote-controlled motorized screen, perfect for seamless indoor-outdoor living. The formal dining room sets the stage for elegant entertaining, while the spacious open-concept kitchen overlooks the family room. Designed for the culinary enthusiast, the kitchen boasts an Italian porcelain island, a brand-new Kucht Professional 8-burner gas range/oven, double ovens, and a walk-in pantry. The family room offers another wood-burning fireplace and French doors leading to the screened-in saltwater heated pool, refinished just three years ago with new equipment. The first-floor primary suite is a true retreat, featuring serene pool views, a large walk-in closet with California Closet system, and a spacious en-suite bath. Two additional first-floor bedrooms, each with walk-in closets, provide comfort and convenience. Upstairs, a private bedroom, full bath, and large bonus room offer the perfect space for guests or a secondary living area, with easy access to walk-in attic storage. A two-car attached garage includes built-in storage and a private staircase leading to a guest apartment/bedroom suite complete with a wet bar and full bath—ideal for multi-generational living or an au pair. Outdoor living is at its finest with a covered lanai, new tile flooring, and a remote-controlled motorized screen, plus a poolside half bath and outdoor shower. Situated in a Grade A school district and offering easy access to major roadways, this exquisite home blends elegance, comfort, and prime location. Please see attachments for the full list of improvements.

1470 Place Picardy, Winter Park

$1,300,000

4 Beds ⋅ 3 Baths ⋅ Banks Colonial Estates SubDv. ⋅ 32789 Zip Code

Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location. You will be amazed at this fully remodeled one level four bedroom home on a fenced corner lot. This home has amazing curb appeal, with its wide half circle paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and entertaining with designers porcelain tile, trendy light fixtures, plantation shutters and a family room with high vaulted ceilings. The designer kitchen has just been totally remodeled with Custom cabinets, Viking stainless steel appliances,custom vented hood and breakfast bar seating. To beautiful for words. A must see!! The spacious master bedroom suite boasts wood floors, 2 walk in closets duel vanities, a completely remodeled bathroom with a tiled shower and a separate soaking tub. The secondary bathroom, has been completely remodeled with marble flooring, double vanity sinks. The guest bedroom is its own en-suite. You will feel like you're on vacation when stepping out through the sliding glass doors leading to your private oasis with trex composite decking. The backyard was designed for entertaining and gathering around the wood burning fire pit, the summer kitchen with DCS gas grill, or just relaxing under the aluminum gazebo equip with fans. The entire home was remodeled in 2024. Short distance to Rollins College, Winter Park High school, Park Ave, Lake Virginia, the best restaurants, shopping and more. Don't miss out on this extraordinary property. Be sure and schedule a viewing.

1400 S Pennsylvania Avenue, Winter Park

$745,000

4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

This beautiful 4 bedroom, 2.5 bath home with an oversized 1-car garage is truly special, offering a perfect blend of charm, modern upgrades, and thoughtful design in the highly desirable Orwin Manor neighborhood. Upgrades include a FULL RENOVATION in 2016 (Kitchen, Bathrooms, Electrical, Plumbing, HVAC, Water Heater and most of the Windows) PLUS a new Roof, Electric Gate, new pavered Driveway and Front Walkway in 2022, and new Hardie Plank Siding and Exterior Paint in 2018. From the moment you pull up, you’ll love the curb appeal with new landscaping, a beautiful pavered driveway with an electric gate, and a welcoming pavered walkway that leads you to the front door. Inside, the open floor plan has an abundance of natural light, showcasing beautiful floors, tall ceilings, and an inviting, spacious layout. The family room is the perfect space to relax or entertain. It flows seamlessly into the dining room and gourmet kitchen, which is a dream for any chef. The kitchen features quartz countertops with a breakfast bar, an induction cooktop with a sleek vent hood, stainless steel appliances, and 42” solid wood cabinetry with plenty of storage and counter space. On the first floor, you’ll also find a convenient powder room for guests and a home office, ideal for working remotely or creating your own private retreat. On the second floor, you’ll find three of the four bedrooms, including the spacious primary suite. The primary suite boasts custom window treatments, generous closet space, and a beautifully updated ensuite bathroom featuring a custom vanity with quartz countertops and a custom glass-enclosed tiled shower. The two additional bedrooms are bright and spacious, conveniently located near the upgraded second full bathroom and the laundry room. The fourth bedroom is located on its own level, running the full length of the home. This versatile space can easily serve as a bonus room, home gym, playroom, or whatever fits your needs! Step outside into your private, fenced backyard, with a Trex planked deck, lush green space, and an oversized detached 1-car garage for additional storage. The extended driveway offers plenty of parking, perfect for family and guests. This home is centrally located, just a short drive to I4, and a quick walk or bike ride to nearby shops and restaurants in Winter Park, Downtown Orlando and College Park. If you’ve been looking for the perfect home in a wonderful neighborhood, this is it. Don’t miss your chance to see it - schedule your showing today!

1375 Suffolk Road, Winter Park

$2,300,000

5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Stunning New Construction Pool Home – Available Now! Completed in 2024, this exquisite 5-bedroom, 4-bathroom home with an office and bonus room offers a perfect blend of luxury, comfort, and functionality. Available for immediate move-in, this exceptional residence features high-end finishes and is designed for modern living. As you step inside, you're greeted by soaring ceilings and rich hardwood floors that flow seamlessly throughout the home—no carpeting here! The spacious master suite is conveniently located on the first floor, offering a serene retreat complete with a spa-like bath and a custom walk-in closet. A second bedroom on the first floor is ideal for guests, providing them with a private and comfortable space. Upstairs, you'll find three generously sized bedrooms, two full baths, and a large bonus room—perfect for a media room, play area, or home gym. Plus, there's a huge walk-in storage room lined with shelves, offering an abundance of organizational space. For those who love to entertain, the formal dining room features an impressive walk-in wine room, adding a touch of sophistication. The gourmet kitchen is a chef's dream, boasting top-of-the-line appliances, a spacious island with ample seating, and plenty of cabinetry for storage. An adjacent fully equipped summer kitchen with gas appliances and phantom screens ensures seamless indoor-outdoor living. Additional highlights include custom plantation shutters throughout, a heated spa/pool combo for year-round enjoyment, and an oversized two-car garage with plenty of storage options. This home has it all—luxury, convenience, and modern design, all in a prime location. Don't miss the opportunity to make this dream home yours today! Contact us for a private tour and more information!

2172 Temple Drive, Winter Park

$1,400,000

3 Beds ⋅ 3 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

Tuscan-inspired Mediterranean gem in the Via’s of olde Winter Park. Step into the charm of an Italian villa with this elegant residence located on a quiet tree-lined street off Via Tuscany and near the Winter Park Racquet Club. Featuring hardwood floors throughout, this residence combines timeless elegance with modern functionality. The open-concept kitchen boasts a central island, casual dining and overlooks the spacious gathering room. A wall of French doors floods in natural light and opens onto a tranquil outdoor retreat — a gorgeous pool surrounded by a brick-paver deck, evoking the serenity of a quaint European escape. The home offers a formal dining room or works well for a private den/office by adding French doors. The first-floor primary suite is a true sanctuary, with more French doors offering picturesque backyard views. The luxurious primary bath is designed for relaxation, featuring a large soaking tub, dual sinks, a walk-in closet, and a private water closet. The second level of the home hosts two spacious bedrooms, ideal for family or guests. The mudroom/laundry area provides access to a half bath en route to a 2-car attached garage — complete with a cabinet system — adds convenience to everyday living. The meticulously maintained landscaping enhances the home’s curb appeal, while its location in a grade-A school district offers access to quality education. The immediate Via’s neighborhood includes Chain of Lakes access through a park-like setting with boat ramp leading to Lake Maitland only footsteps away at the intersection of Venetian Way & Poinciana Lane (1 block to the S of this property). Also, easy access to major roadways for stress-free commutes and just minutes from the vibrant shopping and dining of downtown Winter Park, this home is a unique jewel box.

907 Moss Lane, Winter Park

$2,797,500

4 Beds ⋅ 4 Baths ⋅ Point Mizell Rep SubDv. ⋅ 32789 Zip Code

Discover an extraordinary opportunity to own a one-story lakefront retreat on the picturesque Lake Mizell, part of the coveted Winter Park Chain of Lakes. This stunning 4-bedroom, 4-bath home, completely remodeled in 2020, offers nearly 3,000 square feet of thoughtfully designed living space on a tranquil, half-acre lot. The tri-split floor plan ensures privacy and functionality, with walls of glass sliders and expansive picture windows that flood the home with natural light and showcase breathtaking lake views. Gleaming hardwood floors flow throughout, complementing the modern updates and timeless charm of this exceptional residence. The spacious primary suite is a serene oasis with unparalleled views of the lake, while the fourth bedroom serves as a secondary primary suite, featuring a large en-suite bath and an oversized walk-in closet, making it ideal for guests or multigenerational living. The gourmet kitchen, equipped with high-end appliances, a central island, and a walk-in pantry, is both a chef’s dream and a stylish gathering space. The living room, complete with a gas fireplace and custom built-ins, exudes warmth and comfort, and the dining area provides a stunning backdrop of the lake, perfect for unforgettable meals and entertaining. Step outside to experience true Florida lakefront living. The expansive back deck is an ideal space for relaxation or hosting, while the newer Trex deck and covered boat dock with lift offer seamless access to boating and water activities. Situated across Lake Mizell from the scenic Windsong Preserve, this home provides a sense of seclusion while remaining just a short stroll from the renowned shops and restaurants of Park Avenue in downtown Winter Park. This rare lakefront masterpiece combines unmatched views, modern updates, and an unbeatable location. Don’t miss the chance to make this slice of paradise your own — schedule your private showing today.

884 Audubon Lane, Winter Park

$2,100,000

4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM.

1032 Early Avenue, Winter Park

$615,000

3 Beds ⋅ 3 Baths ⋅ Trotter Rep SubDv. ⋅ 32789 Zip Code

Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming foyer leading to a bright and open living room, seamlessly connected to the dining area. Adorned with crown molding and charming Spanish tile, this space is bathed in natural light from sliding glass doors that open to a private outdoor patio. The kitchen features white cabinets, stainless steel appliances, a pantry, and a cozy eat-in nook. A convenient half bath completes the main floor. The second floor opens with a wonderful family room featuring a fireplace and French doors that lead to a picturesque balcony overlooking the street. Two generously sized bedrooms, one with custom built-ins, share a spacious bathroom, and there’s also an indoor laundry closet for added convenience. The third-floor primary retreat is a sanctuary, with a large bathroom boasting travertine details, a jetted tub, a separate shower, dual sinks, and a large walk-in closet. The oversized bedroom is bright and airy, with French doors that open to a private balcony. A dedicated office with built-in furniture completes the third floor. This home is as functional as it is beautiful, featuring a metal lifetime roof - installed 12 years ago, whole-house replumbing in 2022, and premium new carpeting with the thickest padding installed throughout the home in 2022. Additional updates include a new water heater and irrigation system added in 2023. A two-car carport and an unbeatable location short distance to Rollins College and the iconic dining and shopping of Park Avenue complete the package. Experience the best of Winter Park living! Motivated Seller all reasonable offers will be considered.

735 Maryland Avenue, Winter Park

$950,000

3 Beds ⋅ 3 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

**Stunning Winter Park Home Near Rollins College, Park Ave & Lake Virginia** Located in historic Winter Park, this exceptional 3-bedroom, 2.5-bathroom home offers the perfect blend of modern luxury and classic charm. Just minutes from Rollins College, the upscale dining and shopping of Park Avenue, and the serene beauty of Lake Virginia, this home is ideally situated in a vibrant yet peaceful neighborhood. **Private Backyard Oasis** Step outside to your own private retreat. The fully fenced-in yard features a free-form pool, a large deck, and a pergola, offering a perfect space for outdoor relaxation and entertaining. Whether you’re enjoying a quiet afternoon by the pool or hosting guests, this backyard provides an ideal setting for any occasion. **Interior Features for Comfortable Living** Inside, the home boasts a spacious and functional layout. The chef’s kitchen is equipped with high-end appliances, custom cabinetry, and ample counter space, perfect for preparing meals and entertaining. The open-concept living and dining areas create a seamless flow throughout the home. The oversized primary bedroom is a serene escape, featuring a luxurious en-suite bathroom with a soaking tub, separate walk-in shower, and elegant finishes. The massive walk-in closet offers plenty of storage space for all your needs. **Modern Updates for Peace of Mind** This home is move-in ready, with a brand-new A/C system, new A/C ducts, and a newer roof, ensuring long-term comfort and reliability. **Ample Parking & Storage** With a 2-car garage and multiple driveways accommodating up to 12 cars, parking is never a concern. Additionally, a side gate allows access to a secured side yard that can store up to 2 more cars, adding extra convenience and protection. **Top-Rated Schools & Prime Location** Located in a highly-rated school district, this home offers access to excellent educational opportunities. It’s also ideally positioned for easy access to major highways, making downtown Orlando and surrounding areas easily reachable while maintaining the tranquility of Winter Park. **Development Potential** Sitting on a large 12,000-square-foot lot, this property presents a prime opportunity for future development. Whether you’re looking to build your dream home or invest in a high-demand Winter Park location, this lot offers significant potential. --- With its prime location, stylish updates, and ample outdoor space, this home is a rare find. Don’t miss your chance to own a piece of Winter Park—schedule a private tour today!

241 W Lake Sue Avenue, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

On one of Winter Park's most desirable streets, this charming two-story, four-bedroom, 3.5-bath home offers over 4,200 square feet of a bright-open floor plan with high ceilings, and lots of glass walls of windows and doors. Featuring wood and tile floors in the main living areas, this home has been well maintained by owners! Roof replaced 2019, Pella windows replaced 2019 and pool redone 2020. The main level includes all living areas such as kitchen, family room, living room, dining room, half bath and laundry, plus two secondary bedrooms that share a bath. The open kitchen with a cozy breakfast area opens to French doors that lead to a private paver patio and a sparkling pool with spa, ideal for outdoor entertaining. The expansive primary suite includes room for a sitting area and a generous walk-in closet. Across from Lake Virginia lakefront homes on the Winter Park Chain of Lakes, enjoy leisurely days on the pool deck or visit nearby Park Avenue’s vibrant shopping and dining scene. Note: Tremendous value in the land alone at this price as well, with lots of redevelopment in and around this neighborhood. This property is not subject to the historical district and under standard City of Winter Park building codes, to be verified with the city building department again by buyer/builder during any inspection period. Just a short distance from Rollins College and downtown Winter Park. Additionally, well located only 10-15 minutes to downtown Orlando, hospitals and major roadways, this home offers luxury and convenience in one of Winter Park’s most sought-after neighborhoods.

1321 Lakeview Drive, Winter Park

$670,000

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This lovely 2 bedroom/2-bathroom condo is in the newest building in gated community of Park West Winter Park. The unit has 9ft ceilings, crown molding, and beautiful hardwood floors, and a private office. The primary bedroom is spacious with a large walk-in closet. The bathroom includes a large soaker tub and a walk-in shower with dual vanities. The second bedroom utilizes the hallway bathroom, which is complete with a shower/tub combination. The kitchen has wood cabinets, granite countertops, and newer stainless steel appliances. There is one covered parking space and additional open parking spaces. The community amenities include a large clubhouse, pool, and tennis/pickleball courts. Located just one block from beautiful Park Avenue, you're just steps away from an array of upscale boutiques, gourmet restaurants, and cultural attractions. <iframe src="https://my.matterport.com/show/?m=WqHS8ffboym&brand=0&mls=1&" width="640" height="360" style="border: 0;" allow="fullscreen"></iframe>

350 Carolina Avenue Unit 304, Winter Park

$1,105,000

4 Beds ⋅ 4 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

Priced BELOW appraisal! New PEX plumbing and water heater replaced January 2025. Highly desirable Lugano Terrace, 4-bedroom, 3.5-bath brick home offering timeless charm and modern amenities just steps from the serene shores of Lake Knowles. Set amidst lush, mature landscaping, providing excellent value in this sought-after location. Inside, you'll be greeted by real hardwood floors that flow throughout the main living areas, complementing the vaulted ceilings and spacious, open design. The inviting living room features a cozy wood-burning fireplace, while the formal dining room offers a peaceful view of the pool and backyard. The open kitchen is a chef's dream, with sleek granite countertops, white cabinetry, and an eat-in island that opens to the family room, which is anchored by a gas fireplace. Additional pantry space in a second pantry adds convenience for storage and organization. The expansive upstairs, primary suite is a true retreat, offering generous space for a sitting area and a stunning, spa-like bath with a dual-entry shower, standalone soaking tub, dual vanities, and ample storage. A light-filled office, a library/conservatory, and a loft added in 1993 provide flexible living spaces. Three nicely sized bedrooms are located downstairs, offering privacy and convenience for family or guests. The outdoor space is equally impressive, with a private backyard that includes a sparkling pool, a grassy area perfect for play, and a lovely porch ideal for entertaining or simply enjoying the tranquil surroundings. The home also features a roundabout in the front for easy access and abundant parking, along with a 2-car garage that includes a workshop for added functionality. Additional updates include a new roof (2021). Located just minutes from Winter Park’s iconic Park Avenue, the Winter Park Racquet Club, and within walking distance to top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High. With its blend of classic design and modern updates, this home is an unforgettable opportunity in one of Winter Park's most coveted neighborhoods.

1885 Temple Drive, Winter Park

$3,900,000

4 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

This custom lakefront home on Winter Park's Chain of Lakes offers stunning views of Lake Virginia and is in the historic Virginia Heights neighborhood, just a short walk from Rollins College and downtown Park Avenue. Facing north, it provides picturesque sunrise views over the lake, highlighting Rollins College and its chapel. Lovingly maintained and improved over time, the 4279 square feet does not include an additional 310 square foot finished bonus room with separate HVAC, perfect for game room or office. Upon entering, you are greeted by lake views and a foyer that leads to separate formal living and dining spaces, featuring wood floors, crown molding, plantation shutters, and 10’ ceilings throughout the first floor. The main living space showcases an open-concept kitchen and family room, and flows to the outdoor patio. The spacious kitchen has a gas cooktop, a built-in desk, island seating, an eat-in breakfast space, a walk-in pantry, and a built-in bar with beverage refrigerator. The family room has custom built-ins and a gas fireplace, and overlooks the manicured backyard, pool, and lake. The large downstairs owners’ retreat with picture windows overlooks the lake and a private screened porch with unobstructed views, and the updated bathroom has double vanities and sinks, glass shower, spa tub, and custom walk-in closet. Upstairs there are three bedrooms with attached bathrooms, two bonus spaces, and a media room, offering abundant flex space and storage. Comfort, luxury, and tranquility abound in the backyard with a pool surrounded by paver patio, grassy yard, and boathouse with a lift. The property also includes an oversized two-car garage. Improvements include new roof/2023, whole-house generator/2021, boathouse deck replaced with Trex decking and new roof/2021.

1341 College Point, Winter Park

$1,630,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Residential Condominium 9541/3489 Unit SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship which exudes classic Americana to the meticulously finished gourmet kitchen, this home truly speaks of timeless elegance. The stunning condo features three spacious ensuite bedrooms, including a primary suite with a charming fireplace and generous setback terrace. A private elevator ensures seamless access, while a lovely atrium, perfect for morning coffee or an evening glass of wine, enhances the serene ambiance. Pella windows and beautiful wood plantation shutters provide both tranquility and refined style. Step outside, and you’re immersed in the heart of Winter Park, surrounded by charming boutiques, renowned restaurants, lush parks, and vibrant entertainment. Prefer a lighter aesthetic? A paint quote and virtual renderings with lighter wood tones are available upon request.

101 S New York Ave Unit 302, Winter Park

$3,125,000

4 Beds ⋅ 5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 125 feet of water frontage, this home offers breathtaking views and absolutely stunning sunsets. As you step through the front door, you’re greeted by captivating lake views that flow from front to back. The spacious foyer leads to a charming living room, complete with a brick wood-burning fireplace. This area seamlessly transitions into the Florida room, an entertainer’s paradise featuring a wet bar, seating area and pool table, with easy access to a full bathroom that is equipped with a steamer shower. Open the French doors to reveal a tranquil outdoor oasis, where mature landscaping ensures privacy for the heated spa, creating a resort-like atmosphere in your own backyard. The heart of the home is a state-of-the-art chef's kitchen, boasting a large island, oversized GE refrigerator, Thermador dual ovens, elegant custom cabinetry, granite countertops, and a cozy breakfast nook. The spacious formal dining and living rooms offer beautiful lake views and lead out to a tranquil front terrace. For those who work from home, a private office on the main floor with a lake view provides an ideal and serene workspace. The large family room is perfect for everyday gatherings and is conveniently located next to a half bath. Upstairs, the primary suite overlooks the lake and features a walk-in closet and ensuite bathroom with a standalone Jacuzzi tub and separate shower. Two additional bedrooms share a full bath, while a generous fourth bedroom serves as a secondary primary suite with its own ensuite and walk-in closet. The property includes a paver circular driveway leading to a side-entry two-car garage. Cross the brick paved road to a sprawling lakefront lawn, leading to a private boat dock with a lift, perfect for enjoying all the water activities. Located on Lake Sue, a private ski lake, this home is just minutes from Park Avenue's shopping and dining, Downtown Orlando, Baldwin Park, playgrounds, parks and excellent public schools. Don’t miss the opportunity to make this stunning lakefront home your own!

1900 W Fawsett Road, Winter Park

$3,325,000

4 Beds ⋅ 6 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake Virginia. This handcrafted Georgian style home, designed to emulate New York City townhouse living was masterfully crafted on a magical lot abundant with pristine natural vegetation. Enjoy the Florida lifestyle with frontage on Howell Creek…kayak or paddleboard amongst incredible wildlife to the Winter Park Chain of Lakes. As you arrive, you are greeted by an enticing mix of traditional and old Florida plantings, highlighted by Bevolo exterior lighting and gas lanterns leading the way to your custom mahogany/iron work front entry door. The grand foyer with soaring ceilings, stunning black and white marble flooring, and grand staircase which was built in place, with hand molded railing providing a welcoming signature. Flanked by separate formal living and dining areas on either side, the formal dining room features custom hand painted Gracie brand wallpaper and leads to the butler’s pantry with wine refrigerator. The gourmet kitchen boasts Busby cabinetry, new six burner Decor gas range, new Bosch dishwasher, Subzero refrigerator, large island with prep sink, built-in oven, and naturally lit breakfast area overlooking the backyard oasis. The kitchen opens to the spacious family room with extensive venetian painted millwork, gas/wood burning fireplace with custom Italian made marble surround, 11’4” ceilings, and French doors leading to the terrace and backyard retreat. The formal living room complete with venetian plaster, gas fireplace with custom marble is connected to the family room with a stunning barreled ceiling hallway conveniently located to a chic powder bath. The main floor also includes a full pool bath with access to one of the two garages with air conditioned work room, and a 2nd back staircase. The upstairs primary suite is a sanctuary, graced with an antiqued mirror entry, gas fireplace, double French doors leading to the serene balcony overlooking the statement backyard, and two custom closets with vast cabinetry and lighting. The spa-like bath features Walker Zanger flooring, generous walk-in shower, soaking tub and dual vanities with make-up area. Two additional ensuite bedrooms are also upstairs along with an office/flex room, full bath and laundry room. The second detached garage features a bonus room/convenient home gym. No expense was spared when building which displays antique and unique lighting fixtures, custom millwork, surround sound, central vacuum, reverse osmosis water filtration, and extensive storage throughout. Notable window treatments from the finest textile manufacturers worldwide (Clarence House, Elitis, Nancy Corzine, Carragio), wallcoverings (Fornasetti, Gracie, Schalamandre), lighting (Aerin, Niermann Weeks). This bespoke home is an entertainer’s dream with multiple outdoor areas to relax amongst the secret garden of terraced landscaping and four thoughtfully placed fountains. Celebrate nature’s wildlife which range from owls, great white egrets, blue herons, hawks, bunnies, and otters in your private sanctuary minutes to Winter Park’s premier dining, upscale shopping, Mead Botanical Garden, and the highly coveted Audubon K-8, and Winter Park High!

1391 Richmond Road, Winter Park

$1,000,000

3 Beds ⋅ 2 Baths ⋅ Tuscany Place SubDv. ⋅ 32789 Zip Code

Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a formal living room, separate dining room, family room, sunporch, and kitchen with a breakfast nook. It also has a two-car rear entry garage. The spacious backyard provides room for outdoor gatherings and gardening, with mature landscaping. The location is excellent, within walking distance to Winter Park Racquet Club, and just moments from Winter Park and Maitland's vibrant dining, shopping, and cultural scene. Zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. This home is perfect for investors or homeowners seeking a project in a sought-after neighborhood. Being sold AS IS, please see Realtor Remarks for comments.

1001 Tuscany Place, Winter Park

$845,000

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this enchanting 1935-built home nestled in the heart of Orwin Manor, a neighborhood known for its historic charm and serene ambiance and conveniently located off Orange Avenue with easy access to Park Avenue, Downtown Orlando, College Park, and Thorton Park. This charming residence features 2 spacious bedrooms and 2 bathrooms, perfect for modern living while retaining its historic allure. The original hardwood floors add warmth and character, flowing seamlessly throughout the home. The charming kitchen offers a cozy and inviting space for culinary adventures, complete with updated appliances. Gather around the wood-burning fireplace in the living room, creating the perfect setting for cozy evenings. The expansive yard provides ample space for outdoor activities and gardening. Additionally, the home boasts versatile flex spaces, ideal for a home office, a formal den, or even a nursery, ensuring it suits your lifestyle needs. This home is a true gem.

1423 Westchester Avenue, Winter Park

$330,000

2 Beds ⋅ 3 Baths ⋅ Huntington Condo SubDv. ⋅ 32789 Zip Code

Seize the opportunity to own this delightful townhouse within walking distance of downtown Winter Park, where the charm of Park Avenue and the vibrant Rollins College campus await just steps from your door. This two-bedroom, two-and-a-half-bathroom home presents an ideal canvas for creating your haven. As you enter, you'll be welcomed by a well-planned layout featuring a spacious great room with a cozy wood-burning fireplace, perfect for gathering with friends and family. The adjacent dining area flows seamlessly into a bright sunroom, offering a versatile space that could easily function as a home office or a tranquil retreat for reading and relaxation. Upstairs, discover two generously sized bedrooms, each boasting its covered balcony where you can enjoy peaceful mornings or unwind in the evening. The primary suite is a highlight, featuring a walk-in closet and a unique loft area that provides additional storage or a private nook for relaxation. The en-suite bath adds to the convenience and comfort. Step outside to a large, private backyard patio, ideal for hosting outdoor dinners, barbecues or simply soaking up the Florida sunshine in your secluded space. The property includes a covered, assigned parking space, with additional guest parking available for visitors. On a quiet dead-end street, this townhouse offers the ease of a lock-and-leave lifestyle, allowing you to fully embrace the vibrant offerings of Winter Park, from its eclectic dining and boutique shopping to the nearby SunRail station and bustling farmer’s market. Zoned for the highly regarded Audubon K-8 and Winter Park High School, this property combines convenience with potential to create the home you've always envisioned. Don’t let this rare opportunity pass you by.

647 Huntington Avenue Unit 8, Winter Park

$1,330,000

5 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

1458 Aloma Avenue, Winter Park

$4,100,000

5 Beds ⋅ 7 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$3,625,000

3 Beds ⋅ 6 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite 3-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. Set back 150 feet from the picturesque brick street, this stunning residence offers unparalleled privacy and elegance, exuding sophistication from the moment you arrive. Stately double-front doors open into a grand foyer with direct views of the beautiful pool and meticulously landscaped backyard. Step inside to discover a magnificent custom concrete and iron staircase that sets the tone for the remarkable craftsmanship throughout the home. The spacious open kitchen overlooks the family room and breakfast area, providing seamless access to the covered lanai. Outfitted with sleek European custom cabinetry by NEFF, double islands, two dishwashers, and top-of-the-line Wolf/Subzero/Miele appliances, the kitchen is a chef’s dream with ample storage for all your needs. The inviting family room features a stunning gas fireplace, coffered ceilings, and a large custom bar complete with a wine refrigerator. Designed for grand entertaining, the home offers large-scale rooms with soaring ceilings that create an open and airy ambiance. The formal living and dining areas are enhanced by large picture windows that bathe the rooms in natural light, offering picturesque views of the sprawling grounds. The outdoor living space is nothing short of extraordinary, featuring a cozy outdoor living room with a gorgeous gas fireplace, a dining area, and a built-in grill. Motorized screens open to reveal the pool and manicured backyard, creating an idyllic setting for relaxation and entertainment. The primary suite on the first floor is a sanctuary of luxury, offering two separate baths, each with its walk-in closet and access to the pool area. An elegant office or optional fourth bedroom and a secondary bedroom with an en-suite bath are also on the first floor. Upstairs, you'll find a secondary primary suite with a spacious en-suite bath, featuring dual vanities, a luxurious spa-like soaking tub, and a glass-enclosed shower. For added convenience, there’s an upstairs wet bar perfect for refreshments, alongside ample cabinetry providing extra storage and space for hanging clothes. Additional features include a full-house generator, well irrigation system, a five-zone A/C system for optimal climate control, and a three-car attached garage with a brick paver-gated driveway leading to a motor court, ensuring ample parking and privacy. This truly unique property has been done and maintained to the highest standards, offering an unparalleled lifestyle. Situated in a top-notch location, just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course, this home is a rare opportunity to experience the epitome of luxury living in Winter Park.

850 Georgia Avenue, Winter Park

$4,330,000

5 Beds ⋅ 6 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Discover an exquisite Santa Barbara style Mediterranean that's undergone extensive renovations completed in 2024 to blend timeless elegance with modern luxury... This property is nestled in the heart of the prestigious Winter Park "Vias" - one of the area's most coveted locations, and only three houses from the WPRC... This stunning 5-bedroom (w/ the primary & guest suite both on 1st floor), 6-bath residence + office + bonus spaces, offers all the benefits of new construction without the wait or stress, boasting professionally designed interiors that exude sophistication and style… Step into the grand foyer, where a sweeping staircase and soaring ceilings welcome you into the heart of the home. The light-filled gathering room, adorned with a beautiful fireplace and is illuminated by three sets of French doors and expansive 2nd story windows as well, allowing natural light to cascade throughout the space. The gourmet kitchen is a chef's dream, featuring two striking waterfall islands, custom cabinetry, Caesarstone countertops, a 48-inch gas range, a Sub-Zero refrigerator, and a Meile coffee maker and steam oven. A secondary back staircase allows for easy access to the second floor from the kitchen with its four arched picture windows... The adjacent gathering room enjoys a two-story soaring ceiling with wall of glass flooding light in and included a fireplace, adjacent wine cellar and lanai - ideal space for entertainment… The private owner’s suite is a luxurious retreat, complete with a cozy sitting area, a stunning stone fireplace, vaulted ceilings, and large picture windows that frame serene views of the pool and manicured grounds. This suite also includes a custom walk-in closet/dressing room and a spa-like bath with a stand-alone soaking tub, dual vanities, and a beautifully appointed walk-in shower. The main level also features a front-facing office, perfect for working from home, and a private guest-suite with an ensuite bath and walk-in closet... Ascend the elegant, curved staircase to the second level, where a cozy loft and three additional bedrooms with ensuite baths, marble floors, and custom closets await. Additionally, the upstairs living encompasses a study alcove and a wonderful, oversized bonus/flex space... The outdoor living is equally impressive, with a covered lanai offering a serene spot for lounging and alfresco dining while overlooking the sparkling saltwater pool and wonderful, expansive back yard that is rare to find in Olde Winter Park homes. Note: The total AC area in this home per building plans is apprx 5,550SF... the main living area is ~4,500SF and lives/feels larger with spacious, open living areas that include 2-story ceilings, plus the additional ~1,000SF in a secluded, expansive bonus room that is a really cool, flex room for so many uses... The oversized lot (approximately 108-by-165 feet) provides ample space for outdoor activities and also benefits from a tranquil, very private setting… A covered drive through porte-cochere leads to the generous side-entry 3-car attached garage, adding to the convenience and grandeur of this stately property. This magnificent residence is just footsteps from the Winter Park Racquet Club and 5 minutes from Interlachen Country Club as well as the upscale shops and restaurants of Park Avenue… This is truly a unique opportunity to purchase a like-new, current design “like new” home offering an unparalleled lifestyle in one of Winter Park's most desirable addresses!!

1157 Tom Gurney Drive, Winter Park

$689,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code

Perfectly situated on a tree-lined street in sought-after Winter Park, this charming, mid-century home has been fully updated with modern style. The main house features 3 bedrooms and 2 bathrooms, while a detached suite offers flexible use with its own walk-in closet and full bath. The spacious great room, bathed in natural light from stylish windows, invites you to relax or entertain guests. A large open kitchen with a breakfast bar, white soft-close cabinetry, granite countertops, and stainless-steel appliances, plus a bright dining room are the center of the house. The primary suite is a retreat, complete with a newly renovated bathroom featuring a walk-in shower, standalone soaking tub, dual sinks, and French doors that fill the space with light. A secondary bedroom and updated bath with classic subway tile enhance the home’s charm, and an office off the dining room offers the flexibility to serve as a third bedroom with its own closet. Outside, enjoy two open patios surrounded by new landscaping, perfect for gatherings or serene relaxation. AC was updated in 2022 and roof was installed in 2016. Updates include an AC unit installed in 2022 and a roof installed in 2016. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High Schools and just 10 minutes from iconic Park Avenue shopping and dining. This stylish home is move-in ready and invites you to enjoy the best of Winter Park living!

1321 Magnolia Avenue, Winter Park

$702,000

3 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover a unique chance to own a home in the delightful Winter Park Hills neighborhood, zoned for top-rated Winter Park Schools (Dommerich, Maitland, and WPHS). This move-in ready, 3-bedroom, 2.5-bath house has been fully renovated with numerous updates, including a 3-car garage, a swimming pool, and a spacious, fully fenced yard. Situated on a corner lot, this home is filled with natural light and features an open, bright floor plan that seamlessly connects the kitchen, living room, and formal dining room. The stunning kitchen boasts 42” white soft-close cabinets, granite countertops, crown molding, and stainless steel appliances. French doors lead out to the oversized patio and backyard, highlighted by a sparkling Pebbletec-finished swimming pool with a sun shelf. The ample outdoor space is perfect for entertaining and relaxing with family and friends year-round. The spacious master bedroom includes French doors that open directly onto the pool deck, a second closet, and a walk-in master closet with custom shelving. The second full bath was updated with a new shower tub in 2022. The laundry room offers generous cabinet and counter space and also doubles as a mudroom. Additional updates include a new roof in 2021 and a new A/C unit in 2023. Don't miss this exceptional opportunity to own a beautifully updated home in Winter Park Hills!

1612 Neola Trail, Winter Park

$842,500

3 Beds ⋅ 3 Baths ⋅ Virginia Heights Pt Rep SubDv. ⋅ 32789 Zip Code

ENJOY ALL DOWNTOWN WINTER PARK OFFERS INCLUDING LAKE ACCESS WITH THIS MOVE-IN READY TOWNHOUSE! This spacious abode has 3 bedrooms and 3 baths with 2284 sq. feet, 10’ ceilings, custom details throughout and natural lighting-all ready for immediate enjoyment. Foyer with slate flooring welcomes guests to enjoy the doubled sided gas fireplace in the living and dining area with wood floors. Nearby a butler bar with custom cabinetry and wine refrigerator is ready for your beverages. Chef-inspired kitchen has a long granite sitting bar overlooking the family room. GE Monogram ovens and refrigerator, gas cooktop with griddle, specialty lighting and soft close cabinets with pullouts will inspire your cook! Through French doors is the covered courtyard with stainless gas grill: perfect for entertaining. Nearby is an ideal guest suite or office with a customized closet and full bath. Large laundry room near the garage has granite countertops, cabinets, utility sink and LG Smart washer/dryer! Upstairs is a spacious primary bedroom with French doors to a private covered balcony! Also 2 walk-in closets with custom shelving, jacuzzi bath, oversized shower, and dual vanities with granite countertops. Additional ensuite bedroom and laundry area. Attached 2-car garage with epoxy flooring , and an additional parking pad in rear makes this true maintenance free living in the heart of WP. Walk to Park Ave for dining and shopping, WP Tennis Center, new WP outdoor park, and Rollins College! Neighborhood Lake Virginia access for kayak and paddleboard launching to the Winter Park Chain of Lakes. Top schools: Audubon K-8 and WPHS. New Roof- 7/2024; 2 HVAC- 7/2021; outdoor grill serviced yearly. HOA maintains landscape, irrigation, building maintenance and outdoor lighting.

1134 S Pennsylvania Avenue, Winter Park

$1,730,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Presenting an extraordinary custom traditional home crafted by esteemed builder George Driscoll. Situated on Place Vendome, this remarkable property impresses from the moment you arrive. The bricked drive seamlessly continuing into the garage sets the stage for timeless elegance. Boasting four bedrooms and three and a half baths, including a pool bath, this spacious home offers refined living. Spanning approximately 4,049 square feet under air, this residence provides ample space for comfort and relaxation. As the first and only owners, meticulous care and attention to detail are evident throughout. Step through the inviting entryway and experience the artistry of this exceptional home. The primary living spaces, including the family room and living room, exude warmth and sophistication, setting the stage for memorable gatherings. Adjacent to the garage, a mudroom and laundry room combination connects the kitchen, featuring Wolf, Sub-Zero, and Bosch appliances, as well as a dinette and breakfast bar, creating a seamless flow for everyday living. Retreat to the luxurious primary suite, complete with an updated bath and a spacious walk-in closet. From the primary bed, enjoy enchanting views of the pool, creating a serene sanctuary for relaxation. An elegant office space provides a tranquil setting for work or study. Ascend to the second floor, where a versatile living space beckons. Here, a wet bar complements the entertainment possibilities, while a hidden doorway leads to a hallway connecting the areas near the wet bar to the exclusive theater room, enhancing the cinematic experience. Three additional bedrooms offer comfort and privacy, with two bedrooms conveniently sharing a Jack and Jill bath. All bedroom closets are thoughtfully built out to optimize storage and organization. Stepping outside, the motorized screen-enclosed lanai invites you to embrace the Florida lifestyle. The resurfaced heated pool, adorned with beautiful stone accents, includes an integrated jacuzzi for ultimate relaxation. The fully fenced yard provides an expansive and secure space for pets to roam freely. This exceptional property offers an exquisite place to call home with convenient access to the Winter Park Racquet Club, Park Avenue, Maitland, and the picturesque Chain of Lakes.

1350 Place Vendome, Winter Park

$755,000

4 Beds ⋅ 2 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Established Winter Park neighborhood - a hidden gem! Located on a quiet cul-de-sac, this ranch-style one story home w/pool was solidly constructed in 1968 and still retains many original mid-century architectural features. Fully fenced private back yard has a large pool and landscaping that features chemical-free gardens and native butterfly plantings - safe for children and pets. The home features birchwood and tile floors throughout with a light-filled split plan. 2024 and other recent updates include new patio roof, new interior/exterior electrical panels, new LED lights in kitchen and baths, new hot water heater, laundry appliances, custom fence and more. The kitchen, updated in 2012, overlooks the patio and pool and opens to the den, which features a large built-in bookshelf, skylight and red brick wall w/fireplace for gathering on Winter nights. The Laundry room, accessed through the two-car garage or the bedroom/office, has washer, wash tub and dryer with overhead cabinets and shelved storage area. The garage has plastic tile flooring and a workbench, as well as drawers, shelves and pegboard walls for storage. This community is a friendly neighborhood with sidewalks, lovely tree canopies and no through streets, making it peaceful and safe. The Neighborhood Association invites voluntary participation with a small $80 annual fee to help maintain a sense of community and keep the entrances attractive. Winter Park Hills is centrally located - just a short distance to historic Park Avenue, Kraft Azalea Gardens, many cultural institutions, major highways and is zoned for some of the area's best schools - Dommerich Elementary, Maitland Middle and WPHS. Four bedrooms, two baths, fireplace, pool, wonderful porch, 2030 sf - SINGLE STORY!! Definitely worth a look if you are in the market for a nice home!

2436 Tioga Trail, Winter Park

$1,200,000

3 Beds ⋅ 3 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Under contract, accepting backup offers. Welcome to 1417 Williams Drive, in the highly desirable Park Grove neighborhood in the heart of Winter Park. This home has been lovingly maintained, having only one set of owners. This well-maintained home sits in a cul-de-sac, with an oversized lot of 0.37 acres. It additionally boasts 2,080 square feet, three bedrooms, 2.5 baths, with pool, covered patio, as well as ample additional backyard space for whatever your vision desires. This is a rare opportunity to be in the desired and secluded Park Grove neighborhood, which is a short distance or brief drive to Park Avenue, Winter Park Golf Course, Winter Park Village and Enzian Theater. It's all at your fingertips! Schools are all A-rated with Dommerich Elementary, Maitland Middle and Winter Park High School all the zoned schools. Additionally, Park Maitland K-8 is within short distance. Don't miss this amazing opportunity to make this house your dream home, as well as be a part of the highly sought-after 32789 community.

1417 Williams Drive, Winter Park

$389,000

1 Beds ⋅ 1 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box, now offered at an improved price of $399,000. This fully renovated one-bedroom, one-bathroom condo spans 900 square feet and offers single-story, ground-floor, corner-unit living just steps from Park Avenue. The 2018 full renovation was extensive and included new electrical re-wiring and plumbing. The scope of the renovation extended to creating new conditioned space, currently being used as the dining room from old patio space. The kitchen and bathroom updates were numerous. A few highlights are new cabinets, stainless steel appliances, quartz countertops, a farmhouse-style sink, lighting, hardware, knobs/pulls, a bathroom vanity with a marble top, and more! The corner-unit calls for expansive windows which were replaced and certainly add to the light and airy feeling inside. A LG washer-dryer combination unit that is vented to the outside was installed to make laundry easier and more enjoyable. The sparkling community pool is adjacent to Building 7, but wet feet are no concern on the neutral-colored, large-format tile that was installed in all of the main living areas. There is one deeded parking space in the gated/secured, basement-level parking garage with a small storage space and elevator service. Amenities include an on-site manager, pool, club room, and wonderful outdoor spaces throughout the community and boat slips on the shore of Lake Osceola. The charming water features and meandering walking paths complete the charming character of the community. The condominium fee includes electricity, water, trash, gas, exterior/building maintenance, budget reserves, exterior/building insurance, and maintenance of the beautiful common areas. Don't miss the rare opportunity to make this fully renovated, ground-floor, corner unit in the heart of Winter Park your new home!

311 E Morse Boulevard Unit 7-2, Winter Park

$2,560,000

5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code

Prestigious Windsong community-Discover luxury living at its finest in this exquisite 5-bedroom, 5 full and 2 half-bathroom estate built by renowned Hal George (Parkland Homes). Boasting a traditional, red brick exterior and surrounded by a private 12 ft hedge, this meticulously maintained, light-filled home offers unparalleled privacy and modern elegance. Upon entry, you're greeted by a grand foyer, setting the tone for the home's impeccable craftsmanship and attention to detail. The main level features a well-appointed office and a spacious primary bedroom retreat that opens gracefully to the pool lanai, offering a seamless indoor-outdoor lifestyle. Beautiful primary bath features travertine marble, a spacious soaking tub, and a large shower, epitomizing luxury and relaxation. The heart of the home revolves around an open yet distinct layout, perfect for daily living and entertaining. The family, dining, and living rooms flow effortlessly, enhanced by new LED lighting and a gas fireplace for added ambiance. The gourmet kitchen is a chef's dream, showcasing granite countertops, pale oak cabinetry, and top-of-the-line appliances including a Wolf gas range, Subzero refrigerator, Bosch dishwasher, and Perrin and Rowe faucets; a window wall behind the dining banquette floods the kitchen with natural light and looks out onto the pool area and private backyard. Dual pantries provide ample storage space. Upstairs, a separate staircase on one side of the house leads to the fifth bedroom/bonus room with walk-in closet and bathroom, ideal for guests or a private retreat. Upstairs from the main living area are three bedrooms with en-suite bathrooms and a fourth “loft” room, perfect for a library, studio or playroom. Outdoors, indulge in resort-style amenities including a recently resurfaced, heated saltwater pool with a gas-heated spa, fiberoptic light tower, and Jandy Digital Assistant controller. The pool deck is at the center of a private, beautifully landscaped, backyard “room” surrounded by walls of green hedges, perfect for early morning coffee and birdsong or a glass of wine in the evening as the sun sets, washing the pool with color. The 2022 designer summer kitchen boasts marble countertops and a stainless steel Wolf gas grill. A pool bathroom adds convenience for guests. A mudroom and laundry area offer practicality and organization. Additional features include completely refinished wood floors throughout, a new security system with video cameras, a central vacuum, three AC units installed between 2015-2018, a whole house dehumidifier installed in 2023, and two hot water heaters. Outside, enjoy immaculate landscaping, a long driveway leading to a three-car garage with Tesla charging station, and serene touches like a Buddha garden. Located in the highly desirable Windsong, residents benefit from exclusive access to the Winter Park Chain of Lakes, pools and water park area for entertaining, and playgrounds. Minutes away from Park Avenue shopping and restaurants, Baldwin Park, parks, playgrounds, and excellent public schools including Brookshire Elementary, Glenridge Middle, and Winter Park High School. Don’t miss this rare opportunity to own a masterpiece in one of Winter Park’s most coveted neighborhoods. Contact us today to schedule your private tour and experience luxury living at its finest.

1450 Mizell Avenue, Winter Park

$777,500

4 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in Winter Park Hills, nestled on a serene cul-de-sac with lush landscaping and an inviting front porch. This charming home features a cozy living room with a wood-burning fireplace and bay window, a versatile dining room, and a kitchen with solid wood cabinets, granite countertops, and a picturesque window overlooking the backyard and pool. The family room offers built-in shelving and French doors leading to a spacious screened-in porch, perfect for enjoying morning coffee while taking in the private oasis featuring a newly resurfaced sparkling pool and new patio pavers. Upstairs, the primary bedroom boasts an updated en-suite bathroom, while two additional bedrooms provide ample space. Recent updates include engineered hardwood flooring, double-paned windows, updated electrical, re-plumbed, a new HVAC (2021) system, roof (2021), and water heater (2017), along with a resurfaced pool and new vinyl side fencing. Located minutes from Park Avenue, Winter Park Racquet Club, Interlachen Country Club, YMCA, Phelps Park, shopping, restaurants, and excellent Winter Park/Maitland schools, this beautifully maintained home offers modern comforts and traditional elegance in a prime location.

2616 Verona Trail, Winter Park

$1,250,000

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Nestled in the prestigious "Tree Streets" of Winter Park, this stunning Modern European Cottage-style home exudes elegance and charm. Boasting four generous bedrooms, three full baths, and a spacious second-level bonus room, this pool home combines exquisite design with practical functionality. Enter this welcoming home and feel embraced by the warmth of the wood floors and the exquisite craftsmanship of the base and crown molding, which together create a timeless ambiance that you will love returning to. A formal dining room with a pass-through bar opens to a modern kitchen featuring an extended bar top island, quartz countertops, a Viking Appliance package with a 48' gas range, microwave drawer, and ample cabinet storage. This truly is a chef's dream workspace and an ideal gathering spot for hosting guests. The open-concept floorplan seamlessly flows to the great room with a cozy gas fireplace, and 11'7" height tongue-and-groove wood ceiling. The main level primary bedroom is a private sanctuary overlooking the pool with private lanai access and an exceptional luxurious spa bath with dual walk-in closets, a private water closet, and an oversized two-sided walk-in shower. The spacious covered lanai beckons you to relax and unwind by the inviting BEACH ENTRY pool, creating a perfect oasis for both solitude and entertainment. Additional main-level highlights include a guest bedroom, full bath, and laundry room. A rear access stairwell takes you to a versatile 22’ x 14’ bonus room with cathedral ceilings on level two. Two unique bedrooms and a modern full bath can also be found on this level. This home is thoughtfully designed for everyday living, boasting premium finishes throughout. Outside, you'll find a paver drive and covered entry, a 2-car garage, and a fenced yard, offering privacy and convenience. Enjoy the vibrant neighborhood amenities including a park and nearby lakes, while being just minutes away from premier shopping destinations like Park Avenue, Winter Park Village, and Whole Foods. Don't miss the opportunity to experience luxury living at its finest. Schedule your private tour today and make this exquisite Winter Park home your own.

1601 Chestnut Avenue, Winter Park

$2,550,000

4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Exceptional Custom-Built Home in the Heart of Winter Park Located on a peaceful brick street with park views, this unique 4-bedroom, 4-bathroom pool home is perfectly situated between Corrine Drive and Park Avenue. As you arrive, the meticulously manicured landscape, inviting front porch, and charming weeping mortar greet you with warmth. Upon entering the grand foyer, your guests will be captivated by the impressive design. The open floor plan boasts soaring ceilings and hardwood floors, with all bedrooms conveniently located on the main floor. The dramatic kitchen, which opens to the family room, features a stunning tongue and groove ceiling. It includes custom-built cabinetry, an exquisite ceiling-high backsplash, marble countertops, a 5-burner gas cooktop, Thermador appliances, and a cozy breakfast nook with a built-in bench and large window overlooking the pool. The primary bedroom offers a private vestibule, a beautiful tray ceiling with a designer chandelier, fixed windows for added light, and French doors with views of the serene backyard and pool. The elegant primary bathroom includes dual sinks, a soaking tub, a spacious shower, and a custom-built closet. The spacious laundry room is equipped with custom cabinetry and a built-in desk. Upstairs, you will find an exercise room, a generous second family or bonus room with a tongue and groove ceiling, a music room or office, a playroom/storage room, and a full bath. The serene private backyard, surrounded by a concrete wall adorned with gorgeous roses and lush landscaping, is perfect for family gatherings. The generous saltwater pool and spa offer a refreshing retreat during hot summers. Enjoy morning coffee or evening wine on the covered back porch, equipped with remote screens to keep bugs at bay. Additional features of this stunning home include remote shades throughout, all LED and designer lighting, incredible millwork, surround sound, 3-way split plan and a central vacuum system. Excellent K-8 Audubon Park School and Winter Park High School.

350 E Reading Way, Winter Park

$2,232,500

5 Beds ⋅ 4 Baths ⋅ Tuscany Place 1st Add SubDv. ⋅ 32789 Zip Code

A rare opportunity in the Vias of Winter Park to own .63 of an acre in a secluded cul-de-sac framed with mature oaks and landscaping. This home has been carefully renovated and stretches nearly 4,000 square feet on mostly one-level living making daily function effortless for today’s modern family. Five-bedroom four-bath home with split living bedroom plan, formal living and dining spaces and large open kitchen gathering space that spills into the covered porch and outdoor living and pool area. Kitchen has been completely redesigned with beautiful custom cabinetry, quartz counters, a spacious island for gatherings and preparation, light and bright finishes, and custom backsplash. The kitchen blends family space with custom milled bookcases providing terrific storage with views through glass doors and transom windows that lead to the outdoors and allowing beautiful ambient light through the house. Primary suite is in its own wing of the home for incredible privacy. This suite also features large closets, a large primary bath with double sinks and a seamless glass shower with marble porcelain tile accents for a clean and timeless look. Other bedrooms enjoy a split plan and are nestled on the other side of the house. With fully renovated baths, this home is ready to move in. One of the bedrooms is currently being used as a den but generous enough to be a mother-in-law suite or designed to be a secondary primary. The outdoor spaces makes the house an incredible home for entertaining with its summer kitchen. The large Florida pool and spa and a backdrop of greenery encourage relaxation at the end of the day. Professionally landscaped and outdoor lighting create an oasis that is hard to find in the Vias. It is a prime location and unique opportunity to find a property of this size in old Winter Park! Walk to WPRC, community parks and near the ICC, Phelps Park and a YMCA, zoned for Dommerich Elementary, Maitland Middle and Winter Park High.

1061 Tuscany Place, Winter Park

$1,890,000

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This modern traditional one-story pool home is located in one of Winter Park’s finest neighborhoods, Sevilla. Situated on over ¾ of an acre on the creek of Mead Gardens with no rear neighbors. This special home features 4 bedrooms plus a den/office or nursery, boasting over 3600 square feet of living space. Lovely front porch, once inside one is greeted by a flood of natural light illuminating the large living and dining rooms. There are 2 primary bedrooms and spacious secondary bedrooms. The gourmet kitchen is a chef’s delight, appointed with custom wood cabinets providing an abundance of storage, ample counter and workspace, stainless steel appliances, granite countertops, an island, a workstation with a desk, and an eat-in area. Seamlessly connected to the kitchen is an oversized family room with vaulted beamed ceilings, fireplace and French doors to an outside oasis! The large covered lanai is perfect for entertaining, features an outdoor kitchen equipped with an Alfresco grill with side burner, refrigerator, sink, bar overlooking the large sparkling pool with a sun shelf, outdoor lighting, travertine and an expansive, private rear yard. The owner's retreat is a haven of tranquility with direct access to pool and a private terrace. Enjoy high ceilings and lots of natural light. It includes an attached den that could serve many uses. The spa-like bath is equipped with his-and-her baths, a soaking tub, a walk-in shower, and two walk-in closets. The exterior has been meticulously maintained with a newer roof, exterior paint (2018), pavered circular drive, a well and lush tropical landscape enhance the curb appeal. The home also features a three-car side entry garage, a super laundry room which offers plenty of additional storage, pool heater, designer light fixtures and colors throughout, engineered hardwood floors and crown molding. Situated within the sought-after Winter Park School District, with Audubon K-8 and Winter Park High School. Located just a short drive to Winter Park’s famed Park Avenue of shops, galleries and cafe's, Central Park, Rollins College, SunRail, the Farmer’s Market, and more. Call today for your private viewing of this pristine, well loved Sevilla home.

1711 Barcelona Way, Winter Park

$925,000

3 Beds ⋅ 4 Baths ⋅ Orwin Manor SubDv. ⋅ 32789 Zip Code

Step back in time while indulging in contemporary comforts with this exquisite historic property boasting 3 bedrooms, 3 full baths, and 1 half bath. Take a dip in the luxurious inground swimming pool featuring a lavish Jacuzzi hot tub and a beautiful travertine deck surround. Elegant hardwood floors flow throughout the main areas of this home and stylish wood work is abundant throughout. Channel your inner chef in the fully remodeled gourmet kitchen equipped with gorgeous granite countertops, large eat-in island, stainless steel appliances, gas cook top, and ample storage space. Whether preparing a casual meal or hosting a dinner party, this kitchen is sure to inspire culinary creativity. Situated just minutes from downtown Winter Park and Orlando, this property offers unparalleled access to cultural landmarks, upscale dining establishments, boutique shops, and vibrant entertainment venues. Immerse yourself in the rich tapestry of history and culture while enjoying the convenience of modern urban living. Roof, HVAC, electrical, and plumbing were all replaced in 2016 during a renovation/addition. An inground swimming pool equipped with a Pentair automation package, led lighting, deck & spa jets, added in 2020. A 600 sq-ft guest-house/pool cabana was also added in 2021. Too many other upgrades to list. The Orwin Manor development dates back to the mid-1800’ and is located at the intersection of Orlando and Winter Park, hence the name "Orwin". Along with the residents, the convenient location, variety of architecture with many historic homes, mature street tree landscape and caring neighbors are what makes Orwin Manor such a great place to live. Come see this classic Orwin Manor upgraded historic home. To learn more about the history of Orwin Manor, visit https://orwinmanor.org/history/#_

1355 Pelham Road, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Jenkins Second Add SubDv. ⋅ 32789 Zip Code

Welcome to a one-story custom-built contemporary home in Winter Park, completed in 2019 with new landscaping recently added. This stunning property offers 5 bedrooms, 4 full bathrooms, and one powder room in a split-floor plan with luxury finishes throughout. Upon entry, a grand foyer with soaring ceilings and exquisite lighting sets the tone for sophistication in the entire home. The formal dining room, adorned with designer fixtures and custom flooring, provides an elegant space for gatherings. A pass-through bar, featuring beautiful display shelves, connects the dining room to the great room, adding both convenience and style. The kitchen features top-of-the-line appliances, including a gas cooktop, ample cabinets, quartz countertops, an island, and a hidden walk-in pantry. The great room, with its stunning architecture and abundant natural light, features a gas fireplace and opens up to a tranquil outdoor space overlooking a heated pool and spa. This serene oasis is accessible through 10-foot sliding doors that seamlessly create a smooth transition for indoor and outdoor entertaining. The spacious primary suite, with a view of the pool area, creates a peaceful retreat. It includes a generous walk-in closet upon entry, a dedicated coffee bar nook, and a double-sided gas fireplace linking the bedroom with the luxurious bathroom that serves as a tranquil sanctuary, boasting double sinks, a lavish walk-in shower equipped with body jets, and a distinct vanity section. Each of the three additional bedrooms offers private en-suite bathrooms. The guest suite has direct access to the pool area for convenience. The fifth bedroom is a versatile space that can serve as a bedroom, office, or nursery, conveniently located near the master suite. Highly acclaimed Winter Park schools, proximity to local hospitals, Interlachen Country Club, Winter Park Racquet Club, walking distance to YMCA, Phelps Park, and minutes from shopping and dining on Park Ave make the location of this home very desirable! With numerous exceptional features, this home invites you to experience its luxurious beauty firsthand.

1770 Oakhurst Avenue, Winter Park

$5,770,000

4 Beds ⋅ 5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

HISTORIC LAKEFRONT ESTATE ON THE CHAIN OF LAKES – WALK TO PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

500 N Interlachen Avenue, Winter Park

$1,725,000

5 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Stunning SINGLE STORY, four-way split plan masterpiece. Inspired by California's award-winning "House of Windsor" (architect Windsor Smith) design and purchased by Gwyneth Paltrow. Home is located in one of Winter Park's most cherished neighborhoods. Completed in November 2014, this property stands out with five bedrooms plus an office, all nestled on a spacious 1/3 acre lot along a picturesque brick street. Upon entering, you're greeted by an inviting open floor plan adorned with striking marble foyer and white oak engineered flooring. The family room serves as the centerpiece, boasting a modern fireplace, while the adjacent dining area features a tray ceiling and grasscloth wallpaper. The kitchen is a culinary haven, showcasing Quartzite waterfall countertops, white cabinetry, complemented by high-end appliances including a Verona 36-inch Dual Fuel gas range, Bosch dishwasher, and a GE French Door refrigerator. Whether entertaining guests or preparing family meals, this kitchen is sure to impress. Retreat to the private large primary suite, where luxury abounds with Carrera marble counters, a marble-tiled shower, and a claw foot tub in the primary bathroom. Primary closet caters to the most extensive wardrobes. Ample storage and organizational features. The four additional bedrooms offer comfort and privacy, with one serving as a quiet guest suite, ideal for accommodating visitors. Step outside to discover a resort-like oasis, featuring a saltwater pool surrounded by travertine paving and a beautiful screened porch, providing the perfect setting for outdoor relaxation and entertaining. Recent improvements include two enlarged bedrooms, one with built-in custom bunk beds, built-out closets, completely renovated bathroom, custom locker built-ins in laundry room and a tankless water heater added. Home updated with "smart" technology Lutron lighting system to control and schedule lights, dimmers added throughout controlled by mobile device, Alexa or Google Home. Security System with touch screen keypad and points on all windows and doors. Black metal gate entrance, remote controlled for cars and detached 2 car garage. Side entry for grocery and package drop off. Gravel driveway sets the tone as you arrive. Ideally situated in one of Winter Park's most coveted neighborhoods, this home offers easy access to Park Avenue, Phelps Park, and Rollins College. Excellent Schools- Lakemont Elementary, Maitland Middle School and Winter Park High School. Experience this Winter Park masterpiece, where every detail has been thoughtfully considered. Original Windsor Home-http://www.nicolegibbonsstyle.com/2012/07/magnificent-house-windsor-gwyneth-paltrow.html<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=um1jfojVRWw&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1540 Palm Avenue, Winter Park

$1,450,000

5 Beds ⋅ 5 Baths ⋅ J E Swindley Sub SubDv. ⋅ 32789 Zip Code

Beautiful one-story home nestled in the sought-after neighborhood of Park Grove. Located on a large lot with plenty of room for a pool. The home offers a large formal living room with a fireplace, a formal dining room, and a completely renovated kitchen overlooking the family room. A bonus room is set off the kitchen - perfect for a game room, additional TV viewing room, or a fitness room. The primary suite has an ensuite bath, a cozy sitting area with a fireplace and French doors that lead out to the tranquil backyard. Enjoy the peaceful backyard in the covered lanai and open patio with a brick fireplace. A detached two-car garage with a covered walkway also houses a separate studio/office/guest suite with a full bath and private entrance. Ride bikes to Park Avenue, the Farmer's Market, Central Park and more. Minutes to top-notch public and private schools.

1702 Summerland Avenue, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

1503 Palmer Avenue, Winter Park

$4,100,000

5 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

$1,625,000

3 Beds ⋅ 3 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. You can build approximately 5,000sq.ft. on the lot. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.

1181 Via Capri, Winter Park

$2,600,000

5 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 32789 Zip Code

Truly exceptional Downtown Winter Park home with all of the character and amenities that make this lifestyle so sought -after. Well designed floor plan combines expansive open kitchen/gathering room as well as a large formal dining room and separate living room. Three way split bedroom plan offers two bedrooms downstairs and three bedrooms upstairs. Fifth bedroom is best suited for additional office or media room upstairs. Well-appointed kitchen with Wolf gas range, unique onyx mosaic backsplash, loads of storage and island seating. Ideal for entertaining with French doors leading to large covered terrace overlooking an incredible waterfall pool. The backyard feels like a private resort- in addition to the heated pool and spa, enjoy a gas firepit with built-in seating and an outdoor kitchen- all surrounded by lush tropical landscaping. Relaxing upstairs terrace with views of WP golf course. Other notable features include newly painted interior, charming front porch. Ten foot ceilings and walls of windows throughout afford abundant natural light. Downstairs laundry room plus a second floor laundry closet for another washer& dryer. There is a charming second entry designed with built-ins for an ideal mudroom/drop zone. Architectural details include crown moldings, custom designed wrought iron, stone columns and a beautifully lit tray ceiling in primary bedroom. Real (not paver) brick driveway, porches and pool deck. Mature landscaping with tropical palms, magnolias and signature oaks. This home has been impeccably maintained and exudes quality throughout. Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away.

1108 N New York Avenue, Winter Park

$1,325,000

4 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Luxurious custom pool home in highly desired Winter Park on a beautiful brick street with mature trees! From the moment you walk into the grand entry, you will see that every detail was impeccably thought through from the custom carpentry, including extensive crown molding, to the 10’ ceilings to the ¼” hardwood oak flooring to the built-in living room and office bookshelves and cabinets to the spacious kitchen to multiple storage closets to the electronic lift for storing items in the attic in the garage. This four-bedroom, three-bathroom home has it all. The kitchen is equipped with stainless steel appliances, soft close Busby cabinets, gas cook top, double convection ovens, warming drawer, a custom-built Busby pantry, and a large island for food preparation and/or entertaining. Whether it is casual dining in the breakfast nook with pool views through the bay windows surrounded by beautiful wainscoting and bench seating with storage or entertaining in your formal dining room with an elegant tray ceiling, you, your family, and guests will feel at home. The Butler’s Pantry, located between the kitchen and formal dining room, is equipped with a wine fridge and is the perfect place to stage food when entertaining or for use as a bar or coffee station. The first-floor bedroom can be used as a bedroom, library or office. It is equipped with a walk-in closet and has an ensuite bathroom with a curbless walk-in shower. A beautiful hardwood staircase leads you to the second floor where you will find the remaining bedrooms and laundry room, which includes a laundry tub, built-in storage, built-in ironing board and attic storage with plywood decking. The front of the home has a beautiful porch with ceiling fans for relaxing and waving to the neighbors, while the back porch, also with ceiling fans, offers privacy and a summer kitchen with a beverage cooler and a DCS multipurpose grill that includes rotisserie and smoker options. The pool will invite you in on hot summer days and the hot tub will take all your worries away. The Plantation Shutters throughout the home let the natural light in or provide privacy. The grill, stove and fireplace are fueled by propane. The fireplace can be wood burning as well. There is a vinyl gate that can be closed across the driveway for additional privacy. The detached garage is oversized and will store two cars. There is lots of attic storage with plywood decking and is accessed by wood stairs and the electronic lift for ease of putting items in the attic! Pool/spa heater (2024). Water Heater (2020). Roof (2020). Two HVACs (2016 and 2019). Your stunning new Winter Park home is conveniently located between Park Avenue and Baldwin Park offering a wide array of restaurants and shopping options. This home is covered by a 2-10 Home Buyers Warranty during the listing period only. Buyer has opportunity to continue coverage at closing. Please ask your real estate agent for more details. See links for WALKTHROUGH VIDEO and MATTERPORT TOUR.

1741 Laurel Road, Winter Park

$1,595,000

3 Beds ⋅ 3 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Nestled in the heart of The Vias, this Mediterranean masterpiece encompasses 3,217 square feet of beauty and elegance for your enjoyment of living. Dating back to 1953, this iconic home rests on a corner lot, offering captivating views of Lake Knowles. A stately entrance greets you with a large open living and dining space adorned with a beautiful gas fireplace and hardwood floors. Continue your journey through the first floor to find your incredible gourmet kitchen accompanied by custom cabinetry, Viking gas range, marble backsplash, quartz countertops, stainless steel appliances, a warming drawer, oversized walk-in pantry and an abundance of natural light illuminating the space well. The main floor features a guest suite, a full bath, a spacious laundry room and an office that leads to the private backyard. The owner’s suite beckons you with its grandeur and features French doors that lead to a large, covered balcony overlooking Lake Knowles and an en-suite bath boasting a glass-enclosed shower, dual vanities, two custom walk-in closets, and a clawfoot tub where you can soak and take in some of the best views Winter Park has to offer. A second private staircase leads to an additional guest en suite, providing seclusion and luxurious living quarters for your family or guests. The enclosed backyard offers low-maintenance landscaping and also features a gas generator for additional peace of mind. Revel in the glorious views of the sunrise over Lake Knowles and enjoy being situated ideally, just a short golf cart ride from Park Avenue shops and restaurants, the Winter Park Racquet Club, and near Kraft Azalea Garden, Phelps Park and the Winter Park YMCA. An exclusive respite, this home represents the epitome of Winter Park living at its finest.

1250 Via Capri, Winter Park

$1,725,000

4 Beds ⋅ 5 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Step into timeless elegance and modern luxury with this meticulously renovated Mediterranean-style home nestled in the historic charm of Winter Park. As you enter through the inviting blue, iron-detailed door, you're greeted by the artisanal beauty of Moroccan Zellige hand-painted tiles, guiding you into the sunlit dining room adorned with a custom Moroccan arch and vintage crystal chandelier. Entertain easily with the adjacent butler pantry, boasting bespoke cabinetry, marble counters, and a dual-zone wine fridge, all seamlessly blending sophistication and functionality. The heart of the home lies in the open-concept kitchen/living area, where high-end Thermador appliances, including a 60-inch dual fuel range, elevate culinary experiences. Walnut countertops and polished nickel fixtures complement white shaker cabinets, while a breakfast banquette offers a cozy spot for casual dining or gathering with loved ones. Retreat to the primary wing, where plush carpeting and crown molding set a serene tone. A cerulean-blue door beckons you into the primary bath oasis, featuring herringbone-laid porcelain tile, marble countertops, and a spa-like shower and luxurious bathtub. A custom-built closet system with an impeccable display case ensures organization meets elegance. The first-floor office exudes warmth with classic wooden beams and French doors, while the adjacent powder room delights with hand-painted Moroccan Zellige flooring and Schumacher wallpaper. Upstairs, three spacious secondary bedrooms each boast ensuite full baths and exquisite wood floors, providing comfort and privacy for family or guests. Outside, the lush turfed yard invites al fresco dining amidst fragrant blooms of hydrangeas, crepe myrtles, camellias, and jasmine, creating a private oasis for relaxation. Embrace the coveted Winter Park lifestyle with convenient access to the Baldwin Fitness Trail, Lake Sue, local shops, and coffee spots, all while basking in the tranquility of this idyllic neighborhood. Discover the perfect blend of historic charm and modern luxury in this exquisite home—a true sanctuary in the heart of Winter Park.

331 E Reading Way, Winter Park

$2,100,000

4 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Captivating and bathed in abundant natural sunlight, this enchanting 4 bed, 3.5 bath home sits nestled in the heart of Winter Park, boasting over 60' of serene Lake Sylvan frontage. Recently renovated to perfection, this residence seamlessly combines charm with modern elegance. Step inside to discover a haven flooded with natural light, accentuating the stunning hardwood floors and welcoming atmosphere. Entertaining is a breeze with three wood-burning fireplaces, including one in the formal living area, where glass sliders offer panoramic lake views. The heart of the home lies in its gourmet kitchen, featuring stainless steel Bosch appliances, glass cabinetry, and a generously sized butcher block island—a culinary delight and a gathering space for friends and family. Upstairs, the luxurious master suite features cozy wood burning fireplace, his/her walk-in closets, and a spa-like bath boasting a zero-entry shower, soaking tub, and marble countertops—a true retreat for relaxation. Flexibility with a lower level that can serve as a fourth bedroom, home office, or game room, and added gym, while the transformed garage into a second family room and bedroom suite adds even more functionality and style. Step outside where a large front porch, newer back Trex deck, and downstairs patio invite you to enjoy breathtaking lake views . Impeccable additional upgrades in 2021, including a new roof, electrical updates, fresh paint, and modern lighting fixtures, ensure both beauty and functionality. Conveniently located just minutes from Park Avenue shops and restaurants, top-rated schools, and Rollins College, this home offers the quintessential Winter Park lifestyle. Water enthusiasts will appreciate the option for a dock for pontoon boats, kayaks, paddleboards and fishing making this residence perfect for those who crave the tranquility of lakeside living combined with the convenience of urban amenities. Motor boats not permitted. Don't miss the opportunity to experience the captivating charm and natural beauty of this Winter Park gem.<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=UN1Zg9YAWtQ&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1551 Harris Circle, Winter Park

$1,902,500

4 Beds ⋅ 5 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

Don’t miss out on this stunning 4-bedroom, 3 full and 2 half bath, corner lot home in the heart of Winter Park’s sought-after Via’s neighborhood. Fully updated with high-end finishes, hardwood flooring, crown molding, stainless steel appliances, granite countertops and much more. The first floor features a library/den with a gas fireplace, a formal dining room with coffered ceiling, and 2 large bedrooms that share a full bathroom. The gourmet kitchen includes an induction top, stainless appliances, a large closet pantry and spacious eat in area. The cozy family room and kitchen overlook a lush, private fenced back yard and beautiful pool. A large private primary suite is upstairs and showcases 2 walk-in closets with organizers and a large master bath with a walk-in shower, soaking tub and dual sinks with beautiful cabinetry. French doors in the primary suite open to a huge deck overlooking the backyard, a serene spot to relax and enjoy your morning coffee or evening glass of wine. Also upstairs is an en suite bedroom. Offering ample closets and storage space throughout, the home includes a large, 2-car attached garage with a side entrance and workbench, a natural gas-fired whole house generator, and new tiled roof. Just a short stroll to the Winter Park Park Racquet Club, this beautiful home is in the top-rated Dommerich Elementary, Maitland Middle, and Winter Park High School district. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1205 Via Lugano, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Welcome to 160 Trismen Terrace. This brilliant home has much to offer. Spotlighting an inviting formal living room, formal dining room with built in cabinetry and side board, a luminous family room with french doors to the pool deck, expansive kitchen with stainless steel appliances, prep sink, numerous cabinets, and vaulted ceilings complete with breakfast area. The generous primary en-suite bedroom features his and hers custom closets, newly remodeled primary contemporary bath with a stand alone tub, walk-in shower, dual vanities and water closet. Guest en-suite bedroom with new modern updated bath, 3rd bedroom can be used for the perfect office featuring views of the pool, and 4th bedroom with new Jack and Jill bathroom. This vibrant home also features a circular drive way with a considerable two car garage, crown moldings, recessed lighting through the entire home, built in bookshelves in the main hall, pristine polished terrazzo and high gloss snowwhite floors, ample inside laundry room with storage, dual HVAC systems with added air purification system, ADT security system, heated immense pool with travertine pool decking, and an abundant half acre lot with vinyl fencing for privacy. Termite bond conveys with the property. Roof replaced in 2019, Pex plumbing 2023, HVAC 2019, Pool 2018, Pella sliding and french doors 2024. This alluring Winter Park home is conveniently located just minutes from all the shops and restaurants of Historic Park Avenue, Trismen Park and so much more. 160 Trismen Terrace is truly a home for those who appreciate entertaining.

160 Trismen Terrace, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the coveted Waterbridge neighborhood! This stunning one-story pool home boasts everything you've been searching for and more, including a three-car garage. Situated on a spacious corner lot, this residence offers both elegance and comfort. Step inside to discover a welcoming ambiance, highlighted by a gathering living room featuring a double-sided gas fireplace, perfect for cozy evenings or entertaining guests. The dining room is conveniently located off the kitchen, complete with double built-in ovens and overlooking the inviting family room. A sunny Florida room extends off the family room, offering picturesque views of the lush backyard oasis and sparkling pool—a true haven for relaxation and enjoyment. Retreat to the primary suite, featuring a spacious walk-in closet for all your wardrobe needs. Two additional bedrooms, each boasting generous walk-in closets, ensure ample space for family or guests. Plantation shutters throughout add a touch of sophistication, while the large laundry room with cabinetry provides convenience and storage. Step outside to your own private paradise, where a gorgeous pool awaits, complete with a heated spa, sun shelf, and seating bench—all within the confines of a large privacy fenced backyard. Waterbridge residents enjoy access to community amenities including a park and tennis courts, fostering a sense of community and recreation. Conveniently located near shopping, restaurants, and minutes from Park Avenue, this home offers easy access to all the best Winter Park has to offer. Plus, with sought-after Winter Park schools just a stone's throw away, you'll enjoy peace of mind knowing your family is in a top-notch educational environment.

1203 Germaine Drive, Winter Park

$4,923,750

5 Beds ⋅ 6 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every room. This custom home is located in the Via's of Winter Park and is close distance to downtown Park Ave and the Winter Park Racquet Club. This home was built by Gallimore and features five bedroom, five & one half bath. As you enter the foyer, you are immediately greeted by high ceilings, open floor plan and panoramic views of the lake. The family room is a fantastic place for entertaining, featuring a gas fireplace, wet bar with refrigerator and opens to the screened pool and gorgeous lakefront. The gourmet kitchen is a chef’s dream featuring a large center island, custom cabinetry, quartz surfaces, top of the line Thermador appliances, and walk-in pantry. The spacious master bedroom is a retreat of its own with amazing views of the lake and a sitting area. The master bathroom has custom cabinets with dual sinks, makeup vanity, modern stand alone tub, walk-in shower and a large walk around closet. There is a guest suite on the first floor with en suite bathroom and walk in closet. Two additional bedrooms upstairs with en suite bathrooms and a huge bonus room or fifth bedroom. This home also features a 3 car garage, a home office, laundry room and walk-in storage room with a large wine refrigerator. Step outside to the backyard paradise, where the pool, heated spa and sun shelf beckons you to relax and unwind. The large covered boat dock is a perfect place to watch the colorful sunset at night and has a separate enclosed storage room. Bring your boat and all your toys and enjoy lakefront living at its best! Roof and boathouse roof updated 2022.

1761 Pinetree Road, Winter Park

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

JUST LISTED!!!! FANTASTIC WINTER PARK POOL HOME IN WINDSONG! Located in the heart of Winter Park, this upscale neighborhood is one of the most sought-after communities in the Metro Orlando/Winter Park area! Home boasts a grand, sophisticated, elegant, yet fun feel that lives large. Custom level finishes and timeless design features all come together in an incredibly well thought out floor plan. Home has an estate like feel and boasts an open kitchen/family room combo that opens to the exterior patio and pool area perfectly making this entire outdoor space a fantastic natural extension of the interior living space. Perfect for family get-togethers and entertaining! Grounds are beautifully landscaped! One of the unique features of this home is the builder/designer's interior/exterior space integration utilizing multiple French doors, two primary suite balconies and an additional second level balcony on the front to expand the beautiful interior spaces into the light and airy feel of their surroundings! 4 Bedrooms plus office/study including a fabulous large private primary suite with great closet on the second floor with an additional 3 bedrooms and laundry room completing the second level composition. Kitchen is well appointed with double Kitchen Aid Refrigerator, Gas Range and additional GE Monogram appliances! Fantastic double sided gas fireplace in family room and a great open main floor plan! NOTE, recent updates and add-ons include New Generac Whole Home Generator, powers entire house, (2020), 2 New HVAC Systems (2020) and (2019), New Tankless Gas Hot Water Heater (2020) and New Pool Pump! This is an unbeatable opportunity at this price point in Windsong! Amazing location across from Blue Jacket Park - Baldwin Park. Minutes to downtown Winter Park - Park Ave, and Orlando's trending hot spots on Corrine Drive, DT Orlando and more. Short drive to Advent Health and Orlando Regional Medical Center. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Windsong offers great amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splash pad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Central Florida living at its best in one of Winter Park's most sought-after communities.

1425 Chapman Circle, Winter Park

$2,312,000

5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom, four-bath pool/spa home embraces high-end finishes and true quality craftsmanship that can be noted throughout. First glance upon arriving to the booming two-story home is the mature landscaping design that has a tropical feel. The floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, gas cook-top and opulence of high-end appliances. Dine in the formal dining that features a frameless glass walk-in wine closet with dry bar and wine chiller for the best selections of wines for entertaining. After a long day head over to the first-floor huge primary suite and primary bathroom for tranquility and relaxation that represents opulence and elegance. Additionally, the luxurious primary closet was designed to give gratification and enjoyment on a daily basis. This breathtaking custom-built home offers 10 ft high ceilings on the first and second floors and a guest suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being an En-suite. The second floor Playroom/Entertaiment room sits perfectly between the second-floor bedrooms. To add, fourteen high-end audio speakers fill the home, pre-wired for security cameras and pre-wired Ev charging located in the massive two-car garage. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the huge functional open or closed screened Lanai with views of the nice sized heated salt/water pool and huge spa that can entertain plenty of a guest. To add, the summer kitchen is well equipped with a gas grille and chiller for beverages and prep space. This marvelous home additionally includes a private flex room/office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

2172 Temple Drive, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Unlock the potential of building your dream home with this rare opportunity on an oversized corner lot. The home and property are being sold in as-is condition with all value being placed in the land. An A-plus location and a wonderful setting to embark on the journey of creating a custom masterpiece from the ground up. Situated on almost half an acre along one of Winter Park's most enchanting streets, this property is a canvas awaiting your vision. Enjoy the prime location, offering a swift drive to Winter Park's vibrant Park Avenue. Surrounded by multi-million dollar homes, this property embodies exclusivity and prestige, inviting you to become part of this distinguished neighborhood.

810 Bonita Drive, Winter Park

$1,060,000

4 Beds ⋅ 4 Baths ⋅ Hamilton Place SubDv. ⋅ 32789 Zip Code

4 bedrooms including a possible multigenerational family bedroom with its own entrance, AND a huge BONUS FLEX ROOM! Elegance prevails in this highly customized modernized Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart of Old Winter Park. Walk into the estate to a private garden patio. Plenty of private outdoor space. This home boasts bright natural light throughout with an abundance of windows. The downstairs features an open floor plan PLUS a formal dining room with trey ceilings that aligns with the character of the kitchen! Any Chef will welcome the abundant kitchen space and the beautifully hand-crafted custom wood cabinetry and island. Built in cook top, oven, microwave, and refrigerator! The additional pantry is a must see with all real wood pull out drawers and shelves allowing for tons of space and organization. Downstairs also offers an amazing bonus for multigenerational families! The ground floor front bedroom offers large windows with a large walk in closet customized by California closets. It also offers an ensuite bathroom and ITS OWN ENTRANCE to the Garden patio. Walk up the stairs and enjoy two more bedrooms with built in window seating and closet organizing systems. Also you will find an additional 20'x13' media/office/bonus flex room with exquisitely augmented by custom moldings and tray ceilings and a bar quipped with plenty of cabinets, granite countertops, and a beverage cooler! After the shared full bath you will find the master suite. A large room with plenty of space for a reading nook or extra sofa space. French doors going out to a Juliet balcony overlook the garden patio. A huge walk in closet equipped with California closet organizing system and a large bathroom with dual sinks, large shower, and a soaking jetted tub. The home boasts tons of craftsmanship, ornate additions, built ins, crown molding, tray ceilings, central vacuum system and plenty of freshly modern updates in addition to its traditional character. Premiere Location is in the heart of Old Winter Park. Short distance to Park Ave. and a few blocks from Winter Park Village with tons of art galleries, shopping, and restaurants. Everything else you could imagine along Orlando Ave in Winter Park.

814 Hamilton Place Court, Winter Park

$2,320,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores SubDv. ⋅ 32789 Zip Code

Exquisite total remodel in downtown Winter Park. Walk to Park Avenue, restaurants, shops and parks. No detail was overlooked! From the flooring to the appliances, light fixtures, and magnificent primary closet! You will feel like you are in Palm Beach inside and out, especially outside on the oversized lot, at the pool, on the porch, or in the summer kitchen. You will feel like you are at a five-star resort! This is a gem!

440 Lakewood Drive, Winter Park

$925,000

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite Orwin Manor Cape Cod classic home, meticulously updated and remodeled to perfection! Boasting 3 bedrooms, 2 full baths, and a convenient half bath, this charming property offers a blend of modern convenience and timeless elegance. Enter the heart of the home, where a stunning kitchen awaits with granite countertops, a chef's island for culinary creations, and ample dining space. Flowing seamlessly into the cozy family room, this area is ideal for cherished gatherings with loved ones. Experience the grace of the formal living and dining rooms, with gleaming wood floors and a welcoming fireplace, creating a cozy ambiance on cooler evenings. Indulge in the expansive primary bedroom of this delightful residence, where comfort and spaciousness harmonize effortlessly. A generously sized walk-in closet provides ample storage, ensuring effortless organization. The epitome of luxury awaits in the primary bathroom, boasting dual sinks for both style and functionality, a spacious walk-in shower for rejuvenating showers, and a luxurious jetted tub for unwinding after a long day. Step outside to the private sitting porch, overlooking the lushly landscaped backyard, offering a serene retreat to savor the beauty of nature and moments of peaceful solitude. Situated on a corner lot, this home features a spacious deck, perfect for outdoor activities and entertaining guests, with ample space to envision your dream pool oasis. Parking is a breeze with a 2-car garage providing additional storage options for your convenience. Conveniently located near Florida Hospital, Park Ave, and Interstate 4, this property offers easy access for a quick commute to downtown Orlando, blending comfort, convenience, and style seamlessly. Don't miss the chance to make this your dream home!

1651 Westchester Avenue, Winter Park

$3,000,000

5 Beds ⋅ 6 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

1727 Lake Berry Drive, Winter Park

$2,350,000

3 Beds ⋅ 4 Baths ⋅ Versailles Winter Park Condo SubDv. ⋅ 32789 Zip Code

Versailles of Winter Park stands as an epitome of exclusive luxury, strategically located mere steps away from the vibrant ambiance of Park Avenue, renowned for its eclectic array of dining, shopping, and special events. A rare opportunity, this distinguished property offers only seven private residences, each boasting expansive one-level living spaces spanning over 3000 square feet, complete with private two-car garages. Upon entering through the secure guest lobby, an elevator ride ascends to the elegant fourth-floor lobby, exclusively serving the two private homes on the floor. As the doors of Residence #400 swing open, guests are greeted by an atmosphere of refined sophistication. Oak wood floors, soaring ceilings exceeding 9 feet, and intricate crown moldings adorn the spacious living area, complemented by a wall of custom built-ins illuminated with accent lighting and expansive windows & French doors ushering in abundant natural light. A wet bar niche, equipped with a sink, beverage refrigerator, and storage, seamlessly integrates into the living space, facilitating effortless entertainment, while a charming outdoor terrace, adorned with Chicago brick and stone railing, extends the living area outdoors, fostering an enchanting indoor-outdoor experience. A highlight of this residence is the impeccably redesigned and renovated kitchen, boasting custom shaker-style cabinetry, bespoke templated concrete countertops infused with terrazzo, marble, and stone, and a striking counter-to-ceiling marble backsplash. High-end appliances by Subzero and Wolf, including an induction cooktop and integrated microwave drawer, grace the culinary space, accompanied by a built-in breakfast nook bench and a truly custom statement hutch for showcasing cherished collections. The adjoining dining room is impressive & features a built-in buffet for serving/storage & can easily accommodate a table for 10-12. With the versatility the floor plan offers, this space is currently being used & works well as a den & media room. A bonus is the designated office boasting rich wood wall-to-wall built-ins. Privacy is assured by the split-bedroom layout, with the expansive primary suite separated & accessible via a double-door vestibule entrance. This luxurious retreat showcases vaulted ceilings, a wall of custom cabinetry, a private balcony, and an opulent bath with dual marble vanities, a spa tub, a separate shower, and a spacious walk-in closet. You will find the additional bedrooms are very comfortably sized with the spacious 2nd bedroom featuring extensive custom cabinetry, shelving & a built in desk with French doors to side balcony. The 3rd bedroom has wood floors and access to balcony also. Both additional baths have custom vanities with marble counters. The residence further delights with four balconies offering outdoor retreats, newly refinished hardwood floors, a freshly repainted garage interior with storage. Surrounded by meticulously maintained landscaping, well-kept walkways, and a charming patio area, the property epitomizes elegance and tranquility. Don't miss the opportunity to reside in one of Winter Park's most coveted addresses, adjacent to the esteemed Alfond Inn & Spa, and embrace the exceptional lifestyle this residence affords. Room Feature: Linen Closet In Bath (Primary Bedroom).

200 S Interlachen Avenue Unit 400, Winter Park

$785,000

4 Beds ⋅ 3 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

ZONED R-2. GREAT POTENTIAL INCOME GENERATOR!! This historic beauty is spacious and features a FULL APARTMENT ON TOP OF THE GARAGE. This apartment offers a private entrance so would be a fabulous, income producing unit or a great space for the in-laws or adult children needing a little more privacy. The options are endless. We’ve even heard buyers suggest a game room, gym, separate office, or man cave for the hunter in your life to hang their trophies. We love the enthusiasm. The open front porch is quite welcoming thanks to the side garage entry. No big garage door taking away from your curb appeal! Step inside to see the cozy living room with gas fireplace and to your right, a guest bedroom currently stages as an office. Head back to the large dining space then continue on to the lovely kitchen which is updated with white cabinets, stainless steel appliances, and granite counters. Enjoy a gas stove for the chefs in the home. To the right of the kitchen you will find a full sized bathroom, the 2nd bedroom and the master with en suite bathroom. You may be surprised to find such a spacious bathroom in a 1925 home! There are dual sinks and lots of cabinet storage, a jetted soaking tub, large walk-in shower and designer walk-in closet. The back of the home offers a huge desk area along with a pantry and the washer and dryer closet. This bonus space would make the perfect playroom or game room but again…endless possibilities to accommodate a creative homeowner. Step out the back door to a foyer which offers an additional storage closet and gives you the option of heading to the oversized two car garage or up the stairs to the garage apartment. This apartment has it’s own A/C unit and is laid out as an L shaped loft. You walk in to the bedroom area then turn left to the living area and the kitchen is in the corner. All a great, open floor plan. The door on the right leads to the full bathroom with its shower/tub combo. You’ll notice the space is light and bright thanks to the windows and French doors which lead to the long balcony. This PRIME location is in the heart of the highly sought after city of Winter Park. You’re less than a mile from Park Ave and all of its high ends shops and variety of restaurants. You’re walking distance from fabulous city parks and Rollins College. The Winter Park boat tour, art festivals, farmer’s market, etc etc are all a short walk from this unique gem of a home. Not to mention the easy access to I-4, the shops and restuarants on 1792 which lead to Maitland and downtown Orlando AND the Winter Park Village which is wrapping up a modern renovation. It’s truly the best of the best!!

1000 S Kentucky Avenue, Winter Park

$1,297,000

4 Beds ⋅ 4 Baths ⋅ Phillips Place Winter Park SubDv. ⋅ 32789 Zip Code

Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park

$1,550,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

This one of a kind Winter Park residence blends timeless charm with contemporary comforts, creating a home that is not only aesthetically pleasing but also efficient and technologically advanced. With meticulous attention to detail, this property stands as a testament to luxurious living in this highly desired Winter Park location. The home recently underwent a comprehensive remodel, enhancing the property's allure and modern functionality. No expense was spared, as upgrades include a grand front door, redesigned stairs, and revamped dining and living rooms. The kitchen has been transformed into a culinary masterpiece, boasting leather granite countertops and Italian-style cabinets. The extensive upgrades continue on the exterior with a new roof, insulation, multiple air conditioners, tankless gas heater, and new pavers in the oversized backyard. This list goes on. The residence is conveniently close to the Phelps Park and the YMCA, with the added advantage of being within minutes to Park Avenue and all the amenities Winter Park has to offer. Excellent schools further enhance the appeal of this pristine location. Don't miss the opportunity to call this stunning property home. SEE ATTATCHMENTS FOR ALL UPGRADES AND FEATURES. http://1540wilbar.website/Video-MLS

1540 Wilbar Circle, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Rev SubDv. ⋅ 32789 Zip Code

Beautifully appointed "Italian Villa" style home in the heart of Winter Park. Just a few blocks from Rollins College and Winter Park's famed Park Avenue where you will find high-end shops and plenty of fabulous restaurants. This is as close as you can get to a "lock-and-leave" residence and still have the privacy of a detached single-family home. Built by a custom home builder for their personal residence, no expense was spared to create wonderful living spaces perfect for entertaining friends and family or enjoying the Winter Park lifestyle peacefully. As you enter the foyer you are greeted with a flex room to your left that can be utilized for dining, office, exercise or whatever your lifestyle desires. Interior features include stone flooring, high ceilings, extensive detail in the millwork, custom built-ins, and open floor plan. The living areas are light and bright with tons of natural light and views of the private backyard. The chef's kitchen boasts Carrara marble countertops, custom cabinets, Sub-Zero refrigeration, a double oven Wolf gas range, and a window-framed banquette eat-in area. All 3 bedrooms are en-suite with walk-in closets and the primary bathroom has a marble enveloped soaking tub and separate glass shower, and dual marble vanities. Another primary suite features is the "Juliette" balcony overlooking the pool area. The bonus space upstairs is perfect for additional TV area, study, or office space. Other interior details include gorgeous hardwood and tile floors upstairs, designer lighting throughout, high-end fixtures and hardware, and multiple-zone audio. The tropical backyard pool area has complete privacy, a lagoon-style pool, maintenance-free artificial turf, and "award-winning" landscaping installed and maintained by Signature. This home has been designed to take advantage of every inch of space. Perfectly located with easy access to all the Central Florida amenities and top-rated Winter Park schools.

621 Huntington Avenue, Winter Park

$2,495,000

4 Beds ⋅ 7 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite custom-built Mediterranean oasis nestled on a tranquil brick street in the heart of Winter Park. Recently updated and only one mile from Park Avenue's vibrant shops and restaurants, this home offers 4,240 square feet of luxurious living space, featuring 4 bedrooms, 5 full baths, and two half baths. Crafted in 2008 by Arlington Homes, this meticulously designed residence transforms every gathering into an unforgettable event. The expansive screened lanai, complete with a summer kitchen and full pool bath, seamlessly merges indoor and outdoor living, perfect for entertaining guests. The primary suite, located on the first floor, overlooks the serene screened pool/lanai and boasts his and her vanities, a lavish soaking tub, spacious shower, and ample walk-in closets. Indulge in the 145-bottle climate-controlled wine cellar or enjoy the convenience of the laundry room adjacent to the primary closet, featuring abundant storage and dual washer and dryer sets, one on each level. The gourmet kitchen dazzles with custom cabinetry, premium countertops, top-of-the-line appliances, and multiple dishwashers, complemented by refrigerator and freezer drawers. Upstairs, discover three bedroom en-suites, along with a sprawling media/bonus/game room featuring a wet bar and expansive private balcony. Conveniently situated near Baldwin Park, Park Avenue, and downtown Orlando, this residence also offers access to top-rated Winter Park Schools and Lake Highland Preparatory School, mere minutes away. This home epitomizes luxury living and unparalleled convenience, promising a lifestyle of sophistication and serenity in Winter Park's premier locale. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

360 Cortland Avenue, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Back on market. Buyer's financing fell thru. Located 2 miles from historic downtown Winter Park, this 3 bedroom/ 2 bath, 2,220 sq ft mid-century modern is a unique gem. The parcel is a great opportunity to build new or renovate. Perched on a knoll overlooking spring fed Lake Forest, this property is surrounded by the beauty and tranquility of Nature. Cozy and charming, the floor plan is functional, open, and bright. The main living areas and bedrooms have beautiful, mint-condition paraquet floors. The kitchen, located off the carport, has a new range, stainless sink, built-in pantry and room for a washer and dryer. Formal dining room overlooks the library. With 2 walls flanked with floor to ceiling bookcases, the library could make a great home office or additional living space. The family room and Florida room have a bank of windows that overlook the terraced back yard and have views of the lake. With a wood-burning fireplace, built-ins, concrete floors and beamed ceiling, the Florida room would make a great artist’s studio. The spacious bedrooms are located on the right side of the property with 2 bedrooms sharing a Jack ‘N’ Jill bath. The backyard is an oasis with ample grassy space framed with a concrete block wall with 2 more terraced levels down to the lake. The front yard has citrus trees, Brazilian grape vine, lychee and loquat trees and an abundance of camellias and azaleas. Improvements include AC in 2017, roof in 2015 and some windows in 2001. Central location close to Corrine Dr. shops and restaurants, Baldwin Park and downtown Orlando. Top-rated school district with zoning for Audubon K-8 and Winter Park High. Lots of new construction in the area. Peaceful and private make this a paradise. Welcome home!

2837 Wright Avenue, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Sylvan Park SubDv. ⋅ 32789 Zip Code

House being sold as-is. Value is based on land only. Land above water is 18,000 square feet. A quintessential Winter Park lakefront property situated on .64 acres on Lake Sylvan, with 69’ of frontage. This piece of land provides you with the perfect opportunity to build your lakefront dream home in a prime Winter Park location, a mere 0.7 miles from the Crosby Wellness Center. Downtown Winter Park, and famed Park Avenue is a short 1.3 miles away. Lake Sylvan is a private lake with an abundance of bass and catfish. This property offers sweeping views of Lake Sylvan and is a peaceful and tranquil location.

313 Sylvan Drive, Winter Park

$500,000

5 Beds ⋅ 5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

2500 Euston Road, Winter Park

$899,000

4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

1400 Canterbury Road, Winter Park

$3,350,000

6 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park

$3,217,500

4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$3,450,000

3 Beds ⋅ 4 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

Sold Data

300 S Interlachen Avenue Unit 503, Winter Park

$1,495,000

4 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

This fabulous, 2-story home, located just 1 block from Phelps Park and the YMCA, offers a BRAND NEW ROOF (Dec 2023) and features a long list of amenities, including a spacious downstairs Primary Suite, large open living area, dinette with a gas fireplace, upstairs bonus room, 2 flex/storage rooms, a covered rear patio with a summer kitchen, and so much more! Additional recent updates include a new HVAC system for the 2nd floor, new modern light fixtures & LED bulbs throughout, new ceiling fans, and newer wood flooring upstairs. The 1st floor, anchored by rich wood floors throughout, features an open kitchen with a gas cooktop, large island with room for seating, a large pantry, and a butler’s pantry with a side entrance. On one end of the kitchen, the spacious dinette is appointed with a gas fireplace, and provides access to the rear covered patio. The living room is accented by stylish wooden beams above, with French doors that open to a fabulous, covered patio and Summer kitchen, landscaped courtyard, and the 2-car garage. Tucked behind the staircase on the 1st floor is the Primary Suite, overlooking the back courtyard, with an enormous custom closet (13’ x 11.5’). The primary bathroom offers dual vanities, a large soaking tub, walk-in shower, linen closet, and a private water closet. The 2nd bedroom, conveniently situated just past the powder bathroom located under the staircase, is currently used as an office. A wooden staircase leads up to the second floor where you’ll find a bonus room with hardwood floors, 2 bedrooms, 2 full bathrooms, and 2 multi-purpose rooms that can be used for storage or an office/hobby room. The detached, 2-car garage sits behind the home, and is lined with 3 closets for great storage space, while additional space beyond the garage would be great for parking a golf cart. The property is fenced on 3 sides, while a gate closes off the covered patio area between the garage and the rear of the home for added privacy. Walk to Phelps Park and the YMCA, or jump in your car for a quick drive to all the boutiques and restaurants on Park Avenue. Please see the attachments for the floorplan, list of updates, and more!

1717 Pine Avenue, Winter Park

$4,250,000

6 Beds ⋅ 7 Baths ⋅ Ardmore SubDv. ⋅ 32789 Zip Code

Enjoy your private lakefront retreat in one of Winter Park's most exclusive neighborhoods on Lake Mizell, just a short walk from Rollins College and Park Avenue's restaurants and shops. This spacious 6-bedroom, 7-bath home features gorgeous views of the lake from formal living and dining rooms, a large primary suite, and several other areas of the home. A large bonus room with a full bath over the detached garage is perfect for a potential guest house. Amenities include an open foyer with marble floors, hardwood dining and living room floors, and plantation shutters and and detailed crown molding throughout. A gourmet chef's kitchen includes island seating for 6, as well as a large dine-in area overlooking the pool and lake. The kitchen includes a warming drawer, subzero refrigerator, dual dishwashers, a 6-burner Wolf gas stove, 3 sinks, and granite countertops. A large family room is adjacent to the kitchen, while a roomy office includes stately finishes and built-ins, including a murphy bed. The first-floor primary suite includes a sitting area with beautiful water views, two large walk-in closets, and a bathroom with dual sinks, a large shower, and separate soaking tub. Upstairs are 5 bedrooms, 1 ensuite and 4 with shared Jack and Jill bathrooms. Another large bonus room could be converted into a workout room, and the house includes both an upstairs and downstairs laundry room. This 6,115 square foot gem on a .62-acre lot off Genius Drive is an unparalleled quiet, tranquil lakefront oasis in the heart of old Winter Park. In addition to the beautiful large swimming pool, the lakefront side includes a boat house with electric hoist. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

201 Genius Drive, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Elegant Charleston-style residence resting on an elevated lot across the street from lakefront residences with city owned lake access to Lake Osceola directly across the street. Premier location off Bonita Drive on a quiet, beautiful tree-lined brick street in the heart of Olde Winter Park. Oversized lot of .33 acres and 122 feet across the front of the property. Secluded dead-end street with only three neighbors. Gracious five-bedroom plus bonus room, five-bath home with a welcoming circular driveway. Wonderful floorplan with no wasted space. Downstairs enjoys a den and office or formal living room, plus a formal dining room, island kitchen open to gathering room and the fifth bedroom, and guest room off the bright two-story foyer provides sophistication with a wood-burning fireplace, new carpentry, tray ceiling, contemporary lighting and French doors leading to the covered porch. A formal dining room allows for seamless entertaining featuring beautiful built-ins. Spectacular chef’s kitchen of Skolfield Homes 2016 offers marble countertops, stainless steel appliances of Miele, Wolf and Sub-Zero, gas range with hood, built-in double oven, an oversized island and open eating space. Adjacent to the kitchen is the family room, with an abundance of windows and French doors, all overlooking the beautiful pool and brick patio. Downstairs guest/in-law suite with private bath, coffered ceilings and fireplace. Upstairs you will find the primary retreat with access to second floor balcony and a relaxing all new primary bath of Skolfield 2023 complete with dual sinks, glass shower, soaking tub and spacious walk-in closet. Three additional oversized, designer bedrooms and two full baths complete the upstairs. Wood floors, crown molding, top-of-the-line finishes can be found throughout this stunning home. Private shaded backyard offers several amenities including covered patio with summer kitchen and a tropical pool ideal for those hot Florida summer days. Air conditioners Trane and Nexia replaced in 2019. Rinnai gas water heater in 2022. All new interior paint, wallpaper in dining, office, powder bath, primary bath and guest bedroom. Interiors completed by Steele Street Designs. Surrounded by multi-million-dollar homes. Winter Park Chain consists of six lakes connected by navigable canals. Lake access via a city-owned lot across the street. Fishing public dock area to launch paddleboards, canoes and kayaks. Long driveway and roundabout are perfect for guests, multiple cars and parking. Ample storage spaces with under stairs closet, mud room, large hallway closet upstairs, attic and garage storage. Improvements list available upon request and attached to MLS. Home is "staged only" and ready for a flexible and fast closing.

1411 Elizabeth Drive, Winter Park

$1,250,000

4 Beds ⋅ 5 Baths ⋅ Chantilly Sub SubDv. ⋅ 32789 Zip Code

Nestled on a quiet street in the “Heart of Winter Park”, this beautiful and meticulously maintained pool home is equipped with 4 bedrooms, 3 full bathrooms, 2 half baths, office, and bonus room. Upon arrival you are greeted with lush landscaping and a quaint front porch. The foyer is open and has a direct view of the pool and lush backyard. An array of windows throughout the home brings in an incredible amount of natural light. The flow from the kitchen to the family room and backyard are perfect for entertaining with family and friends, showcasing two sets of French doors which open to the back porch and pool area. The spacious kitchen is equipped with newer SS appliances, granite countertops, built-in desk and a large island featuring a breakfast bar, lots of storage & gas cooktop. The family room is plenty big for family gatherings and features a cozy gas fireplace. Just beyond the kitchen is an office/exercise room. The downstairs showcases beautiful heart of pine wood flooring, crown molding and 10ft. ceilings. Upstairs you will find 4 bedrooms, 3 bathrooms and a laundry room. The primary suite is spacious with a gas fireplace and two walk-in closets. The primary bath features two vanities, clawfoot tub, shower, linen closet & a private water closet. A covered breezeway takes you from the kitchen to the oversized two car garage and above that is a wonderful bonus room which is perfect for a home office or hangout room for teenagers. The private backyard is a true “oasis” featuring a lovely covered lanai, newly resurfaced pool with fountains, lush landscaping, outdoor shower, pool bath & landscape lighting. Additional updates include, New Roof (2018), Carpet (4yrs), New Hot Water Heater (2020), New Driveway & Sidewalk (2021), Pool Resurfaced (2019), HVAC (2013 & 2021), New Pool Pump (2021), New Electrical Panels (2023) and a New Mini-Split in Bonus Rm (2023). Walking distance to the Winter Park Racquet Club and a short drive to the YMCA, Phelps Park and Popular Park Avenue featuring wonderful shops and restaurants. Excellent Schools!

2301 Chantilly Avenue, Winter Park

$1,900,000

7 Beds ⋅ 6 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

$5,995,000

4 Beds ⋅ 5 Baths ⋅ Residences Condo SubDv. ⋅ 32789 Zip Code

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

300 S Interlachen Avenue Unit 601, Winter Park

32789 Zip Code Real Estate & Homes with Formal Dining Room Separate

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