32789 Zip Code FL 1/3 Acre Real Estate, Homes for Sale

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park this exquisite modern residence built by Vimaro Homes features almost 5,000 square feet of luxury living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors and custom archways, setting the tone for the exceptional finishes throughout this stunning home. From the gorgeous wood floors laid in a herring bone pattern, to the designer light fixtures, arched doorways, and beautiful mill work, no expense was spared in the construction of this remarkable residence. The chef’s kitchen features exquisite custom cabinetry, marble countertops, a massive butler’s pantry, top of the line appliances including a ILVE Nostalgie range, and a wine cellar. The great room features a wall of glass that opens to the spacious covered lanai blending the indoor and outdoor spaces. The primary bedroom suite overlooks the private back yard and features a spa bath that would rival even the most prominent spas. Last but not least there is a massive walk in closet with separate his and hers sections, and a washer and dryer. Additional features include a first-floor game room, home office, formal dining room, a second floor loft area, 4 additional bedrooms, and second floor laundry room. Situated on a spacious lot, this property features a circular driveway, and a large, fenced yard with mature landscaping, perfect for outdoor activities and entertaining. The highlight of this home is the inviting pool, providing a refreshing oasis for those hot summer days. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Don’t miss your opportunity to own this stunning Winter Park home crafted by renowned builder Vimaro Homes.

1833 Loch Berry Road, Winter Park

$580,000

4 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Discover the perfect blend of classic charm and modern potential in this delightful single-family home with endless possibilities, nestled in a prime Winter Park location! This inviting fully fenced home features a comfortable layout with 3 bedrooms and 1 bathroom in the main living area. An exciting attached addition has a separate entrance leading to a spacious 4th bedroom and 2nd bathroom, providing incredible flexibility for your lifestyle. Imagine the possibilities: a private in-law suite, a dedicated home office, or a fantastic game/play room – the choice is yours! This blank slate is ready for your personal touches and creative vision, allowing you to transform it into your dream home. Step inside to find a light-filled interior boasting higher ceilings in the living and dining rooms, creating an airy and welcoming atmosphere.Natural sunlight streams through the windows, highlighting the durable and updated laminate flooring – no carpet here! The kitchen is equipped with newer appliances and classic wood cabinets, ready for your culinary adventures. Recent updates include a new AC unit (2024) ensuring year-round comfort, and a roof that’s only 10 years old, providing peace of mind. Outside, a generously sized, fully fenced yard offers the perfect setting for gatherings, barbecues, and outdoor enjoyment. Don't miss this incredible opportunity to own a versatile and well-located home, walking distance to Baldwin Park, access to top-rated schools, premier shopping, and major roadways. This is your opportunity to own a piece of Winter Park paradise, combining a sought-after location with versatile living options. Don't miss out and schedule your private tour today!

3006 Northwood Boulevard, Winter Park

$602,500

3 Beds ⋅ 3 Baths ⋅ Arbors/Aragon SubDv. ⋅ 32789 Zip Code

This beautifully updated 3 bedroom, 3 bath home offers a perfect blend of rustic charm and modern convenience in a highly desirable location. The open floor plan is warm and inviting, with stylish finishes and thoughtful updates that make it truly move-in ready. Each bedroom features its own ensuite bath and a spacious walk-in closet, with both upstairs suites offering the flexibility to serve as a primary retreat. Recent improvements include a brand new hot water heater, new refrigerator, an added mini-split in the garage for enhanced comfort, a water softener system, and a recently replaced A/C. The fenced backyard has been upgraded to turf for easy maintenance, complemented by a private deck—perfect for relaxing or entertaining. Two balconies, including one with a view of the Rollins College baseball field, provide additional peaceful retreats. The attached two-car garage offers both convenience and extra security. Located within walking distance of Park Avenue, Rollins College, and Hannibal Square, this home provides easy access to shopping, dining, and entertainment while maintaining a quiet and private feel. A rare opportunity in an unbeatable location—don’t miss it!

777 S Denning Drive Unit B, Winter Park

$478,000

2 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

FSBO

2877 Euston Road, 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

$1,800,000

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

Under Construction. Modern elegance and timeless sophistication define 1682 Arbor Park Dr, a meticulously crafted new construction home in the heart of Winter Park, FL. Spanning 2,950 square feet, this 4-bedroom, 3.5-bathroom residence also features a dedicated office and a conditioned attic that can be used as a fifth bedroom, offering flexible living space to accommodate a variety of needs. The gourmet kitchen is a standout feature, boasting Thermador appliances, custom cabinetry, and an expansive island, making it ideal for both daily use and entertaining. Included appliances are a 36” gas range, microwave drawer, 36” refrigerator, and dishwasher. Flowing effortlessly into the living and dining areas, the home is bathed in natural light, enhancing its modern yet warm aesthetic. The primary suite, located on the second floor, offers a spa-like retreat with dual vanities, a soaking tub, and a walk-in shower. Also on the second floor are bedrooms three, four, and a conditioned attic space, which serves as an optional fifth bedroom. The first floor includes bedroom two and a dedicated office, offering privacy and convenience. The outdoor living spaces have been thoughtfully curated to provide the ultimate in relaxation and entertainment, featuring a private pool surrounded by lush, manicured landscaping. A separate, elegantly appointed pool cabana further enhances the home’s allure, creating an idyllic space for leisure or hosting guests in style. Located just moments from Park Avenue, this home offers unrivaled access to Winter Park’s finest boutique shopping, gourmet dining, and the vibrant lifestyle for which the area is known. Utilities include electricity, water, sewer, and gas connection. 1682 Arbor Park Dr is a rare opportunity to experience the pinnacle of luxury living, where modern sophistication and timeless charm come together to create an exceptional residence. Please note: Images shown are renderings and are for illustrative purposes only. Final construction details, finishes, and features may vary.

1682 Arbor Park Drive, Winter Park

$367,500

3 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an Investor! Fantastic location! Welcome to this charming 3-bedroom, 2-bathroom Winter Park home. The combination of original wood floors and plaster walls keep the integrity of the home. An updated kitchen with gorgeous cabinets and granite countertops with space for 3 bar stools and NEW APPLIANCES adds a perfect blend of charm and modern convenience. The interior has been freshly painted. The bathroom was renovated to maintain the character of the home. The large living room is filled with light, and the additional versatile family room can be used as a home office, dining room, or exercise space. There are two nice sized bedrooms on the main floor and the upstairs bonus room includes a bedroom an ensuite bathroom and air conditioned attic space for storage. It could also be a great man cave, office or teenager private space. The beautiful totally fenced treed backyard and one-car garage with a workshop area and its own toilet, along with a carport, add to the home's appeal. The seller is offering a two year home warranty! Conveniently located near I-4, Park Avenue, Winter Park Village, Dubsdread Golf Course, restaurants and shopping and downtown Orlando

1975 Staunton Avenue, Winter Park

$640,000

4 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully designed home in Winter Park! This residence features an open floor plan, modern finishes, and a spacious two-car garage. The home includes tile flooring throughout the living areas, quartz countertops, upgraded light fixtures, and premium appliances. $64,900 in recent upgrades add tremendous value, including a $30,000 lanai, plantation shutters, custom blinds on sliding doors, a storage shed, privacy fencing, upgraded switches and dimmers, and custom cabinetry. The laundry room includes a butcher block folding table for added convenience. With a 2023 roof, HVAC, electrical, and plumbing systems, this home is ready for immediate occupancy. Located just minutes from Park Avenue, offering a variety of shopping, dining, and entertainment options in Winter Park. Contact us today to schedule a showing!

2739 Riddle Drive, Winter Park

$260,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This spacious 2-bedroom, 2-bathroom condo awaits you in a vibrant community. The mid-century modern complex offers the convenience of a community pool, on-site laundry, and picturesque pond views while being centrally located near Downtown Orlando, Downtown Winter Park, and Mead Gardens. Embrace a comfortable and active lifestyle in this desirable residence

700 Melrose Avenue Unit B-4, Winter Park

$1,400,000

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

Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow seamlessly through the open-concept living spaces, where abundant windows frame views of the lush gardens and flood the home with natural light. The thoughtfully designed floor plan incorporates two distinct living areas - one integrated with the kitchen for casual gatherings, and a separate space with soaring vaulted ceilings and custom built-ins perfect for formal entertaining or quiet evenings. The primary retreat offers a private sanctuary with vaulted ceilings, spa-like ensuite bath, and walk-in closet, while three additional bedroom suites provide comfortable accommodations for family or guests. Step outside to discover multiple outdoor living spaces, including a patio ideal for al fresco dining and a spacious backyard with mature landscaping and room for a future pool. Located in one of Orlando's most sought after neighborhoods, this turnkey home offers access to top-rated schools including Audubon K-8 and Winter Park High School. This is more than a house - it's an invitation to experience the refined Winter Park lifestyle you've been dreaming of.

1750 Winchester Drive, Winter Park

$649,000

3 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Charming pool home zoned for Audubon K-8 and Winter Park High, tucked behind a private courtyard with artificial turf that feels like your own little secret garden. Vaulted ceilings with tongue-and-groove details add warmth and character to the living and dining areas. The eat-in kitchen features a large passthrough window overlooking the great room, perfect for entertaining. The bright Florida room brings in natural light and opens to the screened-in patio and pool—ready for relaxing weekends. The primary suite offers sliding glass doors to the patio, a walk-in closet, and an en-suite bathroom. Two additional bedrooms share a hall bath with an updated vanity and a shower/tub combo. Outside, the screened patio and pool create a private oasis, with a low-maintenance yard offering potential for customization. Additional features include a two-car garage, plantation shutters throughout, 2021 roof, 2018 AC, and whole-house re-plumbed in 2004. Conveniently located minutes from Park Avenue, Baldwin Park, and Winter Park's dining and shopping scene. Call today to schedule your private showing!

721 Glenridge Way, Winter Park

$1,265,000

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

Data entry only.

420 Sylvan Drive, Winter Park

$1,395,000

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

Welcome to your new home in Timberlane Shores. This one-story ranch offers a delightful living experience. The generously sized master suite features a spacious bath and walk-in closet. The split floor plan ensures privacy, with three well-appointed rooms on the opposite side of the house. Wood floors throughout, granite counters in the kitchen and bathrooms. Kitchen features soft touch cabinets and stainless-steel appliances. Step outside and immerse yourself in the serene surroundings, with an expansive front and back yard adorned with well-kept lawns. The backyard oasis features a refreshing pool, offering a private escape. This home is perfect for entertaining, making it an ideal space for hosting gatherings with friends. Located in a sought-after school district, this neighborhood offers an exceptional educational environment.

1771 Winchester Drive, Winter Park

$586,500

3 Beds ⋅ 1 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

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2361 Mulbry Drive, Winter Park

$799,000

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

A pristine location to build the home of your dreams in the heart of the Tree Streets of Winter Park. Elm is a quiet tree-lined street providing tranquility while providing the lifestyle Winter Park is known for. Elm is a block from Phelps Park, a short walk to YMCA, Interlachen Country Club and Winter Park Racquet Club. The lot is roughly 75 by 122 feet and among multimillion-dollar homes. Home to the best schools, zoned for Lakemont, Maitland Middle and Winter Park High. Homes on this street don’t come up often. Call us for a private showing.

Winter Park

$340,000

Winter Park SubDv. ⋅ 32789 Zip Code

Unleash your imagination and seize the opportunity of a lifetime with this incredible vacant lot in the heart of Winter Park! This gem is priced to sell and is just two blocks away from the vibrant Hannibal Square. Imagine crafting your dream home on this prime piece of land, where every day can be filled with adventure and excitement! You’ll find yourself mere steps from the best attractions Winter Park has to offer. Stroll over to delightful bars, mouthwatering restaurants, and charming shops along Hannibal Square and Park Avenue. Enjoy the stunning parks, fascinating museums, and picturesque chain of lakes that make Winter Park truly special. Plus, you’re right in time for the Winter Park Art Festival—no more stressing about parking! And don’t forget about the must-visit Sunday farmers' market for fresh produce! This location also keeps you close to Rollins College, the New Winter Park Library, Trader Joe's, and even the lovely Sunrail and Amtrak train station. When it’s time to venture further out, enjoy quick access to I-4 for easy trips to the beach, exploring the new Universal's Epic Universe Park or magical time at Disney World. With exciting renovations and new constructions popping up all around, now is a fantastic time to get involved in this thriving community! Don’t miss your chance to transform this vacant lot into your personal paradise! Act fast—this opportunity won’t last long!

829 W New England Avenue, Winter Park

$610,000

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Welcome to 2812 Mulford Avenue. This updated 3 bedroom and 2 bath home is located perfectly in Winter Park. Walking distance to East End Market, close to Rollins College, steps from Baldwin Park, 1 mile from Mills 50 area, and close to Mead Gardens, Leu Gardens and Loch Haven Park. The neighborhood is quiet with low traffic, oversized lots, and NO HOA, yet surrounded by amazing schools, local coffee shops, incredible restaurants & bars, and world-class shopping. The home itself is completely move-in ready, offering an amazing kitchen and is open to the formal living room/dining room. This open space connects to the den, which is an oversized room that leads to the expansive backyard with a great patio deck for entertaining, and convenient storage shed. The living room also connects via french doors to a great flex space that could morph into a homework station, home office, or new laundry room. Welcome Home!

2812 Mulford Avenue, Winter Park

$835,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Completely remodeled, coastal-inspired home is located in the highly sought-after Winter Park neighborhood of Kenilworth Shores in Winter Park 32789. Minutes from the world-renowned Park Avenue and upscale shopping, dining, parks, community events, Sunrail and more lifestyle. The home is zoned for some of Winter Park's most desirable schools, including Brookshire Elementary, Glenridge Middle, and Winter Park High School. This home is a true gem, meticulously and completely remodeled for a coastal feel that blends modern elegance with comfort. Featuring 4 spacious bedrooms + office, the residence is designed to impress. The entry showcases a custom, German-made solid front door that opens into a bright, airy living space with engineered wood floors throughout. The raised ceilings enhance the sense of openness, complemented by beautiful wood beams that add character to the home. A shiplap-clad eat-in area creates a charming focal point, while the kitchen is equipped with premium Badger Woodworks self-closing cabinetry, gorgeous granite countertops, and new appliances including espresso bar and wine fridge. No detail has been overlooked in this home, with recent upgrades including a new HVAC system and ductwork in 2024, as well as completely updated plumbing, windows, and light fixtures. Replumbed with Pex piping in 2015. The walls have been professionally retextured, and the home also offers the convenience of an interior laundry room and brand new barn door. Outside, the covered porch provides the perfect space for entertaining, with the hot tub conveys for relaxation. The outdoor bar showcases a custom millwork bar with a grill, kegerator, and fountain, ideal for hosting gatherings. A shed on a concrete slab and a workshop area in the garage offer ample storage and workspace. The property is fully fenced, ensuring privacy and security. 625 Worthington home is located in the heart of Winter Park, home to Rollins College, one of America's top-ranked liberal arts colleges. With its prime location, luxury finishes, and family-friendly neighborhood, this home offers an exceptional living experience in one of Central Florida’s most desirable areas. With the neighborhood rapidly evolving, many homes around this property are being torn down to make way for new, custom-built estates, including expansive 4,000 square foot homes valued at over $3 million.

625 Worthington Drive, 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

$411,250

2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4. As you step inside, you're greeted by a bright sunroom with warm, stylish Saltillo tile flooring which seamlessly flows into the spacious living room featuring stunning Red Oak hardwood floors. The eat-in kitchen boasts sleek quartz countertops, modern cabinets with crown molding, a built-in pantry with convenient slide-out drawers and newer appliances. This home has been thoughtfully updated with double-paned windows, a 2018 roof replacement and updated plumbing, ensuring peace of mind for years to come. Both bedrooms are generous in size and feature Red Oak wood flooring and modern ceiling fans, with a full bath conveniently situated in between that retains timeless charm with original custom tiling, a pedestal sink, and shower/tub combo. The private, fully fenced backyard is a true tropical retreat, perfect for relaxation or entertaining guests. The recently replaced wood deck with sail awnings and a concrete patio create ideal spaces to enjoy Florida's year-round beauty. A charming brick paver walkway leads to a separate laundry and storage shed, with additional cabinets and space to meet your storage needs. This home has gutters installed along with a rain barrel designed to capture and conserve water for your landscaping watering needs. Kitchen appliances, washer, dryer and lawn mower, edger, and blower are all included in sale. Combining the perfect blend of modern updates and original character, this home is a must-see in the heart of Winter Park!

767 Baffie Avenue, Winter Park

$480,000

3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

NO HOA! Beautifully Remodeled Home with Expansive Garden in Winter Park Welcome to this charming and fully remodeled two-story, 3-bedroom, 3-bathroom home nestled in the heart of Winter Park. Offering a blend of modern upgrades and historic charm, this property is surrounded by a vibrant community with easy access to top destinations. Prime Location: 5 minutes to Whole Foods and Trader Joe’s 8 minutes to Downtown Orlando via I-4 (Exits 87 & 88) Surrounded by Winter Park’s historic charm Private library with an excellent book collection Weekly Farmers’ Market just minutes away Extensively Renovated in 2019: New Roof, New Windows, New A/C New Electrical Wiring & Plumbing New Driveway & Fully Fenced Yard with Entry Gate New Porch & Open-Concept Kitchen Versatile Living Space: This single-family home offers flexible living arrangements and can also function as a duplex: Downstairs: 1 bed, 1 bath, spacious living room with modern kitchen combo Upstairs: 2 beds, 2 baths, large family room, and a covered porch with scenic views Outdoor space on the porch for entertaining All permits are available on the Orange County Property Permit website for complete peace of mind. Don't miss this rare opportunity to own a beautifully updated home with endless potential in a highly desirable location! Contact us today for a private showing.

423 Ololu Drive, Winter Park

$1,180,000

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

Charming One-Story Home in the Heart of Winter Park with an incredible pool area. Nestled in the heart of Winter Park, this elegant one-story home features a classic brick circular driveway and a welcoming covered front porch. Inside, the original hardwood floors add warmth and character to this four-bedroom, four-bathroom residence plus an exquisite detached home-office room , located in the beautiful outdoor patio area. This fifth bedroom offers a versatility that could be used as an office or a cozy den. The spacious living and dining area boasts high vaulted ceilings and a wood-burning fireplace, creating the perfect atmosphere for entertaining. The open floor plan seamlessly connects each space, offering both style and functionality. The primary suite is a peaceful retreat, with French doors opening to the pool area, a large walk-in closet, and an en-suite bathroom featuring a glass tile shower. Step outside into your private oasis, where the brick patio, wood trellis, and sparkling pool with water features create a serene escape. The oversized 95 x 150 lot is shaded by mature oak trees, with paved walkways enhancing the peaceful ambiance. Additional House Benefits include: Remodeled living room ; Original wood fireplace ; New AC (2021) ; Tankless water heater 2021 ; Dual masters ; 4 full baths ; Insulated 2 car garage with exAC Garage ; New vinyl flooring ; Remodeled office / guest room with built-in cabinets ; Heated swimming pool ; Renovated backyard with artificial grass and summer kitchen (outdoor furniture negotiable) ; New detached office space w/ air conditioning ; Outdoor ambient lighting ; New alarm system ; All appliances will stay ; Extended Kitchen Island ; New sprinkler system ; Outdoor shed storage; Acclimate Attic ; New PVC Wood Deck ; Water filtration system in the kitchen ; Underground gas line for stovetop, water heater, and pool heater Located just minutes from Windsong, Park Avenue, Baldwin Park, top-rated schools (Brookshire, Glenridge, WPHS), parks, dining, and shopping, this home offers both charm and convenience.

181 N Phelps Avenue, Winter Park

$1,516,500

3 Beds ⋅ 2 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

A special opportunity awaits on one of Winter Park’s most sought-after streets, BELOIT AVENUE! This charming 3-bedroom, 2-bathroom home is perfectly positioned just two blocks from the vibrant energy of Park Avenue and steps from the lush greens of the Winter Park 9 Golf Course. Brimming with character and warmth, this jewel box offers over 2,400 square feet of beautifully designed living space. High ceilings, elegant crown molding, and a seamless mix of tile and gleaming hardwood floors in every bedroom create a sense of lightness and luxury. The expansive family room extends off the back of the home, opening effortlessly to a screened-in patio, perfect for enjoying the Florida lifestyle year-round. With an ideal blend of charm, location, and livability, this home is a true treasure in the heart of Winter Park. Enter through the foyer and prepare for seamless indoor/outdoor entertaining, with an inviting living room and dining room, elegantly separated by a gorgeous double-sided gas fireplace, and lined with sliding glass doors that lead to the open, paver patio. The kitchen is complete with stainless steel appliances, a natural-gas cooktop, timeless cabinetry that offers an abundance of storage, and a built-in breakfast bar. You’ll love the ideal split-bedroom floor plan, featuring an oversized primary suite that overlooks the expansive side patio accessible through sliding glass doors. Off the front living room hallway are 2 secondary bedrooms with walk-in closets, and a full bathroom. Wrapped in low-maintenance landscaping with elegant uplighting, all surrounded by concrete privacy walls with gates, this turnkey home is perfect for an active lifestyle. A private alley drive for Beloit homeowners leads to a spacious 2-car garage with built-in cabinets and attic storage. Enjoy a NEW A/C unit (2024), new washer/dryer (2024), and one of the best locations in the City of Winter Park!!

335 Beloit 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

$380,000

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

Winter Park location with access to Lake Killarney & walking distance to Trader Joes & Winter Park Village. Renovated 2 bedroom 2.5 bath 2 story condo with Pool & lake view amenities. Gorgeous wood floors throughout, Granite counters, Stainless Steele appliances , Soft close cabinets & glass tile backsplash. Inside Laundry room with Washer/Dryer included. Under stair storage. Wood burning Fire place, Bar sink, Ceiling Fans, Both bedrooms have large walk-in closets and the primary has a walk out balcony patio. The Primary bath offers double shower heads & double vanity. Outside Storage closet & Enclosed screen patio. The pool is set with majestic sunset views of the lake where you can fish off the dock or kayak the lake. HOA updates include repaved asphalt parking & exterior paint, dock repainted & pool sealant in 2020. Fees include exterior maintenance, pool, dock & trash.

350 Killarney Bay Court Unit 5, 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

$987,500

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

Charming Spanish-Style Bungalow with Private Oasis in the Heart of Winter Park. Step into the elegance of Old Florida with this exquisite Spanish-style bungalow, nestled in Winter Park. Offering the perfect blend of historic charm and modern luxury, this 4-bedroom, 2.5-bath retreat is a hidden gem surrounded by lush, mature landscaping, creating a private sanctuary just minutes from the best Winter Park has to offer. From the moment you arrive, you’ll be captivated by the stunning curb appeal, featured on the front cover of Home & Garden magazine. The beautifully maintained exterior, with its 2023 terracotta-styled flat roof sets the stage for what lies within. Inside, timeless character meets contemporary upgrades. French terracotta flooring, antique hardware, and neutral warm tones create an inviting atmosphere, while thoughtful renovations ensure every modern convenience is at your fingertips. The kitchen is a chef’s dream, boasting vanilla quartz countertops with gold flecks, beautifully complementing the bronze accents and upgraded appliances. The open-concept design seamlessly connects the kitchen, dining, and living area ideal for entertaining. For more intimate gatherings, unwind in the spacious family room or soak in the natural light from the attached sunroom, which overlooks the lush backyard retreat. Step outside to a tranquil space perfect for morning coffee or evening cocktails, all while enjoying the peaceful sounds of nature. The pool and jacuzzi (new heater installed in 2021) add a touch of resort-style living, surrounded by meticulously curated landscaping with extensive landscape lighting (2022) that enhances the homes enchanting ambiance. Situated in a vibrant, walkable neighborhood known for its tree-lined streets and friendly atmosphere, this home is just a short stroll to Lake Knowles, the YMCA, and Phelps Park. Bring your golf cart and enjoy easy access to Interlachen Golf & Country Club or the Winter Park Racquet Club. Plus, you’re less than a mile from the newly renovated Winter Park Hospital and just minutes from Park Ave world-class dining and shopping. Top-rated schools: Zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. This rare, character-filled home offers a perfect blend of privacy, luxury, and location. Don’t miss your chance to own a piece of Winter Parks most desirable neighborhood!

1585 Chestnut Avenue, Winter Park

$635,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a family-sized island with seating and storage, stone countertops, new cabinetry and stainless-steel appliances, and Clearly® water filtration system. Timeless features include southern plantation shutters, wainscoting and hand-carved ceiling fans in every room, plus spa-inspired bathrooms, custom closets and plenty of storage, and a full-sized Bosch washer and dryer. The frosted glass barn door glides shut for your master suite retreat overlooking internal garden courtyard. Unit comes with assigned covered parking and air-conditioned storage closet. The Cloisters lifestyle boasts lakefront seating, docks, kayak storage and boat slips; workout rooms, Swedish dry sauna and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and pool; professional on-site management and custodial staff—all set within established landscaping for unparalleled leisure. Unit 111 is light, bright and quiet. Being on the ground floor, this unit is perfect for those with a pet. Offered at under $700K with optional turnkey package available. Welcome home.

100 S Interlachen Avenue Unit 111, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Flora Park SubDv. ⋅ 32789 Zip Code

VALUE IS IN THE LAND. LOT IS 90 X 150+- GREAT OPPORTUNITY TO BUILD YOUR DREAM HOUSE IN 32789. HOUSE NEEDS EVERYTHING AND WILL BE DIFFICULT TO GET INSURANCE. LOCATED ON PRIVATE, DEAD END STREET. CLOSE TO YMCA, PHELPS PARK, INTERLACHEN CC. GREAT WP SCHOOLS. SURVEY AVAILABLE IN ATTACHMENTS.

1811 Oneco Avenue, Winter Park

$429,000

2 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

ATTENTION INVESTORS!!! DIAMOND LOCATION!! THIS IS THE MOST WONDERFUL OPORTUNITY FOR BUYING YOUR DREAM DUPLEX WITH 1 BED 1 BATH ON EACH OF TWO FLOORS IN THE MOST DISERABLE AREA FOR LIVING CALLED WINTER PARK IN THE 32789 ZIDE CODE. NO HOA NEITHER CDD. IT IS LOCATED JUST MINUTES FROM PARK AVE., ROLLING COLLEGE, AND TONE OF RESTAURANTS!! EACH UNIT HAS 1 BED 1 BATH WITH ITS COZY KITCHEN, AND NICE FAMILY ROOM. THIS DUPLEX HAS A ENORMEOUS POTENTIAL INCOME. GREAT SCHOOLS!!, NEAR TO HIGH-WAYS!! RIGHT PRICE!! IT WILL NOT LAST LONG!!

441 Clay Street, Winter Park

$685,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Experience a lifestyle of refined sophistication and effortless tranquility at The Cloisters Condominium, ideally between Park Avenue and the serene shores of Lake Osceola. This exquisitely remodeled residence offers a seamless blend of timeless elegance and thoughtful design. Set on the second floor, this sun-drenched retreat is bathed in natural light from its northeast-facing sunroom, where expansive windows frame picturesque views of the lush gardens and pool, creating an inviting ambiance throughout the living space. Rich wood floors flow gracefully through the open layout, enhancing the home’s warm and sophisticated character. The primary suite is a private haven, featuring custom-built cabinetry and drawers, a dressing area with abundant closet space and a beautifully updated en-suite bath. A dedicated laundry closet with a built-in washer and dryer adds everyday convenience. The second bedroom offers a custom-built office setup and dual access from the hall and living area, providing effortless versatility as a bedroom, sitting room or private study. The Cloisters offers an array of exclusive amenities designed to elevate everyday living. Guest parking is immediately below the unit in the forward parking circle, as well as along Morse Boulevard, ensuring seamless accessibility for visitors. Additional perks include an assigned covered parking space near the elevator, a dock with boat slips available for lease, two well-appointed fitness rooms, and a beautifully redesigned community space featuring a newly remodeled kitchen and bath. Just steps from the vibrant energy of Park Avenue, this exceptional home provides unparalleled access to fine dining, boutique shopping, cultural attractions, fitness centers and the distinguished Rollins College. Every detail has been carefully curated to create an extraordinary living experience in the heart of Winter Park. Seize this rare opportunity to own a desirable residence at The Cloisters, schedule your private tour today and embrace a home where elegance meets effortless living.

100 S Interlachen Avenue Unit 203, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and beckons the green of an outdoor lifestyle. Over 2,400 square feet in main house and the garage was converted to an additional dwelling unit, adding an additional 400 square feet or so, current use is a studio, can easily transform to a guest house, mother-in-law suite or back to a garage, whatever function fits your needs. Front motor court can accommodate lots of vehicles, easy in and out and includes electric car charging station. The kitchen is open to the gathering room with spacious volume ceilings. Home was recently renovated with stainless appliances, including a Thermador gas range, clean-line cabinets with glass door accents, Cambria Gold quartz countertops, counter seating, a farmhouse sink and gorgeous window to the outside. Main living space is anchored by warm wood floors, with marble floors in bedrooms, all generous in size, with fresh light walls and an extensive lighting package throughout. All baths are updated with marble-influenced accents and gold finishes. Primary suite enjoys sleek authentic Carrera marble seamlessly throughout with walk-in closet for great organization. A luxurious bath retreat showcases a soaking tub, dual sinks and a chic open shower with a frosted window. The natural light in this home adds to the beauty in all spaces. Glass slider doors invite you to the outdoor oasis with an expansive covered pergola, cover is waterproof with the Hercules roof system. Lush greenery and mature landscape and majestic oaks round out the space and topped off with an upscale bar for making entertainment simple. This home was extensively renovated including roof and gutters, re-pipe, newer air conditioners, electrical panels, gas tankless water heater, parking motor court, professional landscape and landscape lighting, the additional separate studio recently updated, paved courtyard, bistro lighting and more. Location is paramount near Winter Park Racquet Club, terrific schools, zoned for Winter Park High, close to Park Avenue, fantastic shopping and restaurants. A great investment opportunity to live among the finest homes in Winter Park and in well-established neighborhood providing a lifestyle like no other.

1932 Temple Drive, Winter Park

$520,000

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

Welcome Home to Orwin Manor – Where Historic Charm Meets Modern Comfort! Nestled in the heart of Winter Park’s highly sought-after Orwin Manor, this 1926 historic gem is brimming with character and thoughtfully updated for today’s lifestyle. Priced below a recent appraisal, this four-bedroom, three-bath home showcases original hardwood floors, a brand-new roof (2024), and reinforced crawl space floor joists, preserving its timeless beauty. Zoned R2, this property offers incredible flexibility with an in-law suite and a detached ADU (Accessory Dwelling Unit) featuring its own private entrance and bathroom—perfect for multi-generational living, a home office, or income-producing rental potential. Step inside to find modern upgrades, including all-new windows, a new irrigation system, a freshly paved driveway, a new water heater, interior paint, granite kitchen countertops, and remodeled bathrooms. Plus, enjoy peace of mind with a transferable termite bond and a recently serviced A/C. Beyond your front door, enjoy a prime location just minutes from Rollins College, boat tours, art festivals, farmers markets, and charming local coffee shops. With easy access to I-4, 1792, Maitland, and downtown Orlando, you’re perfectly positioned for both work and play. Located near top-rated schools like UCF, Rollins College, and Stetson, and just a short drive to world-renowned beaches and theme parks, this home offers endless possibilities. Don’t miss out on this rare opportunity—schedule your private showing today!

1481 Harmon Avenue, Winter Park

$305,000

2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 01 SubDv. ⋅ 32789 Zip Code

Completely Renovated from Top to Bottom – Best Value in Winter Park! Welcome to this stunning 2-bedroom, 2.5-bathroom condo has been fully renovated from top to bottom, offering modern style, comfort, and unbeatable value in one of Winter Park’s most desirable locations. It is situated more as a townhome, so you will never have to worry about neighbors above or below you. Every inch of this home has been updated, including brand-new luxury vinyl plank flooring, fresh interior paint, modern cabinetry, quartz countertops, and fully remodeled bathrooms with sleek new finishes. The kitchen shines with new stainless steel appliances, while the entire home is brightened by all-new recessed lighting and stylish light fixtures. Major upgrades like a new HVAC system, new plumbing, and a new water heater ensure worry-free living. All for a reasonable HOA, you get to enjoy a well-run community with a community pool, and a hassle-free low maintenance lifestyle. Located just minutes from Park Avenue and Downtown Maitland, you’ll have premier shopping, dining, and entertainment at your fingertips. Plus, it's zoned for top-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. This is one of the most affordable, move-in-ready homes in Winter Park—a rare find in today’s market. Don’t miss out—schedule your private showing today!

311 Sandlewood Trail Unit 4, Winter Park

$690,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of luxury lakeside living in Winter Park at our exclusive townhome community. This remarkable collection of 30 modern townhomes offers an unparalleled blend of sophistication and leisure, all set against the stunning backdrop of Lake Killarney. Introducing this state-of-the-art three-bedroom, three-and-a-half-bath residence, which not only redefines contemporary elegance but also boasts concrete block construction on both the first and second floors. This feature ensures durability, energy efficiency, and peace of mind for years to come. As you enter, you are greeted by a grand foyer and a convenient half bath, setting the stage for seamless entertaining. The open-concept kitchen flows effortlessly into an elegant dining area and an inviting great room, creating the perfect space for gatherings with family and friends. Experience culinary excellence with sleek white cabinetry, exotic stone countertops, and a premium KitchenAid appliance package, including a natural gas range. The striking contrast of bright cabinetry against rich dark wood flooring adds warmth and sophistication, while expansive floor-to-ceiling storefront glass fills the space with natural light and offers breathtaking views of your surroundings. Step outside to stroll along the community's scenic sidewalks or unwind in the serene shade of your private bamboo oasis. Upstairs, you will discover three lavish bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet equipped with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or evening relaxation on the expansive balcony, and benefit from the practicality of a second-floor laundry room. The spacious two-car garage, designed for durability with a stylish painted floor, includes an EV charging plug for eco-friendly convenience. This is the best-priced option within the community, making it a final opportunity to acquire a unit at this incredible price point. Welcome to a new era of refined, convenient living—welcome to your dream lifestyle. Don’t miss out on this exceptional opportunity to call this stunning townhome your own!

1806 Mondrian Circle, Winter Park

$230,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. 2 Bedroom 2 Bath second floor Unit has been meticulously maintained by Winter Resident. Furniture purchased in 2020. Many Updates to Unit include new windows and window treatments, 2024 new Hot Water Heater, Baths redone in 2018-2019, New Appliances within last 5 years. Spacious Room Sizes, Private Balcony. Perfect location! Easy walk to Shopping, Restaurants, Movie Theater, close to Park Avenue and Farmers Market, minutes to I-4. One of Winter Park's best kept secrets! Don't miss this opportunity to view and own in this lovely community!

1500 Gay Road Unit 10C, Winter Park

$3,295,000

4 Beds ⋅ 6 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Stunning turnkey luxury home in one of the sought-after neighborhoods of Winter Park. Experience unparalleled luxury in this breathtaking four-bedroom, six-bath estate built in 2020, offering over 4,300 square feet of exquisitely designed living space. Every bedroom is a private retreat with its en-suite bath, and the home is adorned with designer finishes and exceptional craftsmanship throughout. Step into the expansive great room, a versatile space that seamlessly blends formal and casual living, featuring a glass-enclosed temperature-controlled wine room, a gas fireplace and a chic dry bar. The chef’s kitchen is a culinary dream, showcasing a massive quartz island, top-of-the-line Thermador six-burner plus griddle gas range with double ovens, a separate freezer and refrigerator, beverage refrigerator, and a spacious walk-in butler’s pantry with a built-in convection microwave and warming drawer. The primary suite is a sanctuary of luxury, featuring dual spa-like baths, a stunning soaking tub, a steam shower, a smart toilet, custom-designed dressing rooms and a hidden safe room. French doors lead to a private lanai with a seating area, an outdoor tub and a serene open-air shower. Upstairs, a spacious 23-by-15-foot family room connects three additional bedroom suites, each with its private bath. One of the bedrooms features a hidden passageway to a 12-by-7-foot bonus room, ideal as a playroom, private media space or climate-controlled storage. Designed for seamless indoor-outdoor living, a 21-by-20-foot covered lanai with a gas fireplace and motorized screens extends from the kitchen and great room via folding glass doors. The two outdoor retreats include a sun-soaked pool deck, built-in grill, firepit, turf lawn, built-in trampoline and basketball court. Additional highlights include a drop-zone off the two-car garage for added convenience. On a charming brick-lined street, this home offers prime access to Park Avenue’s premier dining and shopping, downtown Orlando, major hospitals and Orlando International Airport just 25 minutes away. A rare opportunity to own a turnkey masterpiece that offers the ideal balance of comfort style, and exceptional entertainment spaces.

100 E Rockwood Way, Winter Park

$890,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Act now - only two new units remain! Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 ½ bath home boasts luxury features that exceed expectations for its price point. A unique layout featuring the main living space on the second level allows you to revel in the seamless flow of the modern kitchen, dining room, and great room. Also located on the second level, a stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, a beautifully appointed bath with designer tile, a frameless glass shower, and a private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedroom suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury. Additional highlights include the elegant touch of level four drywall throughout, providing a seamless and flawless finish that exudes sophistication in every corner of your home. Illuminate your space with designer-selected lighting fixtures that are sure to make a statement and create the perfect ambiance in every room. Say goodbye to clutter and hello to organization with custom closet systems in every corner, from coat closets to pantries to bedrooms, ensuring maximum storage and style. Walk with grace on Mohawk engineered flooring that offers both durability and beauty, creating a warm and inviting atmosphere throughout your home. Experience the ultimate cooking experience with our Samsung appliance package, featuring a natural gas cooktop and tankless water heater for efficiency and convenience. Embrace luxury with quartz countertops and a stunning waterfall edge island in the kitchen, perfect for cooking, entertaining, and creating unforgettable memories. Step outside to relax and unwind on level three's composite cool decking, a perfect spot for outdoor gatherings and enjoying the fresh air. Park with ease in the oversized two-car garage with an epoxy-painted floor, equipped with a 220V EV outlet for electric vehicles, making it convenient and eco-friendly to power up your ride. Welcome to your dream home, where every detail has been carefully crafted to elevate your lifestyle and offer the perfect blend of comfort, style, and sustainability. Live the life you deserve in our exceptional townhome!

1762 Mondrian Circle, Winter Park

$3,130,000

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

Exquisite Winter Park residence built by Davila Homes, where luxury meets functionality. This impressive home features 5 spacious bedrooms, 5.5 beautifully designed bathrooms, and a generous 4,188 square feet of meticulously crafted living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of beautiful hardwood floors and the high ceilings. The chef-inspired kitchen boasts quartz countertops, custom cabinetry, and top-of-the-line Thermador Appliances, perfect for the chef in the family. The open-concept living, dining, and kitchen areas flow seamlessly, creating an inviting atmosphere for everyday living and entertaining. The primary bedroom suite offers a peaceful retreat with a separate sitting area and massive glass sliding doors with views of the pool and back yard. The spa bath features a wet room with a large walk-in shower and freestanding tub, there is also a spacious walk in closet, and dual vanities with custom cabinetry and quartz countertops. On the second floor you will find three additional bedrooms, each with its own private bathroom, and a massive bonus room with a secret hidden playroom for the little ones. Outside, the home continues to impress with a full covered lanai with retractable screen, ideal for relaxing and enjoying Florida’s beautiful weather. There is also a full summer kitchen, a sparkling pool with a hot tub, and ample backyard space with lush landscaping. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park features. Schedule your private showing today and experience the epitome of luxury Winter Park living.

210 E Lake Sue 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

$505,000

3 Beds ⋅ 1 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Stunning Mid-Century Modern Home in Prime Winter Park Location Discover this exceptional 3-bedroom, 1-bath home, perfectly situated just one block from Baldwin Park and backing up to the serene Blue Jacket Park. Located in one of Winter Park’s most sought-after neighborhoods, this property offers unparalleled access to everything, with trendy shops, dining, and top-rated schools just minutes away. Surrounded by newly built, multi-million-dollar custom homes, this gem also presents a unique opportunity for future development, with the land alone offering significant value. Inside, this meticulously maintained home has been updated with modern upgrades while preserving its timeless charm. Features include beautiful wood flooring throughout, spacious closets, and an open-concept kitchen and living area that creates a welcoming atmosphere. The bonus patio room opens to a screened lanai, offering a perfect spot for outdoor dining and relaxation, overlooking the expansive backyard. Notable Upgrades Include: Roof (2018) New AC with UV filter (2021) New Windows (2022) Rewired Electrical (2021) Hybrid Water Heater (2022) Pex Repipe with Auto Shut-Off Valve (2023) Solar Panels (Fully Paid Off in 2023) New LED Light Fixtures & Ceiling Fans (2023) Wooden Fence & Gate (2021) Fiber Optic Internet (2024) Newly Painted Interior & Exterior (2022) Screened Lanai (2023) With a newly installed solar system, hybrid water heater, and upgraded electrical and plumbing, this home is as energy-efficient as it is stylish. Plus, the convenience of fiber optic internet is a huge bonus for today’s digital needs. Whether you're looking for a move-in-ready home with a spacious yard or a prime lot for future development, this property is the perfect choice. Don’t miss your chance to own a piece of Winter Park’s finest real estate!

2341 Mulbry Drive, 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

$385,000

2 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

Tucked away on a quiet street yet just minutes from downtown Winter Park, College Park, and downtown Orlando, this beautifully updated 1955 ranch offers the perfect blend of peaceful living and urban convenience. With 2 bedrooms, 2 baths, and 1,262 square feet of thoughtfully renovated space, this home is move-in ready and full of character. As you enter, you’re greeted by a large, open living space that’s filled with natural light from the many windows. The spacious living room flows seamlessly into the dining area, making it perfect for both everyday living and hosting gatherings. The recently renovated kitchen is the heart of the home, showcasing sleek gray shaker cabinetry, black stainless steel appliances, quartz countertops, and a Mediterranean tile floor. It’s a bright and functional space where cooking and entertaining come together. The kitchen opens to the dining area, which leads out to a massive paver patio and a large, fully fenced backyard—ideal for outdoor relaxation, grilling, or even future expansion. The master bedroom is generously sized with space for a king-sized bed and features a built-in closet. A small but mighty ensuite bathroom with original vintage pink and grey tile adds charm and character to this space. The second bedroom is perfect as a guest room, children’s room, or home office. The second bathroom also embraces the vintage aesthetic with its green and white tile, while the bathtub has been reglazed and is ready for your next soak. Built with durable concrete block construction, this home offers low maintenance and energy efficiency. The one-car garage, accessed from the kitchen, provides ample storage space and houses the laundry area. The HVAC system was replaced in 2019, ensuring comfort year-round. Repipe done in 2020. Water heater replaced in 2020. Located just minutes from Winter Park’s renowned dining, boutique shopping, and cultural attractions, as well as being close to AdventHealth, Downtown Orlando, and major highways, this home offers the perfect balance of suburban tranquility and urban accessibility. With thoughtful updates already completed, this home is ready for its new owner. Don’t miss out on this opportunity to own in one of Central Florida’s most desirable neighborhoods.

1930 Albert Lee Parkway, Winter Park

$1,255,000

4 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,814 square feet), has been completely remodeled with exceptional attention to detail. It boasts a custom Calacatta surface and brand-new stainless steel appliances, including a sleek glass cooktop, all cabinets come with soft-close drawers. The elegant two-tone cabinetry adds a custom touch that will impress your guests. The heart of the home is bathed in natural light thanks to a large front window in the dining area, creating an inviting atmosphere. Sliding glass doors connect the living space to the outdoor oasis, where you’ll find a spacious pool with a screened enclosure, a beautifully landscaped yard, and a cozy fire pit, perfect for relaxing or entertaining from the comfort of your own home. The dining area also features a convenient coffee bar that enhances functionality. Nestled in one of Winter Park’s most sought-after neighborhoods, this property is just minutes away from exclusive dining and boutique shopping. Zoned for top-rated Audubon K-8 and Winter Park High School, this neighborhood is a true gem, benefiting from its prime location and excellent schools, in an area experiencing rapid transformation.

2258 E Howard Drive, Winter Park

$460,000

3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

Here's your opportunity to own a charming Winter Park bungalow with convenient access to 1792, I4, and all of the best shopping and dining in Winter Park, Maitland, and College Park. On the exterior of the home, you'll appreciate with the mature landscaping and the very low traffic, dead-end street that is Eland Ave. Notable systems include the roof, which was replaced in 2015, the 2018 windows, and the HVAC, which was replaced in 2022. In the backyard, the pool and hot tub provide an oasis environment that you're sure to fall in love with. The pool was resurfaced in 2023, along with new pavers, LED lighting, and tile so it looks and feels brand new! The hot tub was added in 2018 and will convey with the property. Inside, the space is perfect for entertaining and the layout is highly multifunctional. The kitchen overlooks the family room with all of its natural light and original wood flooring and there is a large bonus room, ideal for a home office or a playroom/secondary living space depending on the buyers' needs. 3 bedrooms and 2 bathrooms can be found down the hall. Additional upgrades to this property include windows, exterior LED lighting, and the irrigation system. This home is zoned for Hungerford Elementary, which is an OCPS Magnet Program for Advanced Curriculum (STEAM). In less than 10 minutes, you can get from this property to Park Avenue (6 minutes), Hannibal Square (7 minutes), Winter Park Village (5 minutes), Edgewater Drive (7 minutes), I-4 (3 minutes), Rollins College (10 minutes), and Lake Lily Park (6 minutes).

1937 Eland Avenue, Winter Park

$280,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

HUGE PRICE CHANGE! Welcome to this beautifully updated second-floor unit, offering a fresh and modern living experience. Featuring brand-new luxury vinyl flooring, new appliances, granite countertops, as well as upgraded fans and light fixtures, this home combines style and comfort. Enjoy breathtaking, floor-to-ceiling pond views from the sunroom, creating the perfect spot to relax and unwind. The building has been fully replumbed for added peace of mind. CLICK ON VIRTUAL TOUR to get an overview of the complex. Nestled within over 8 acres of lush gardens, the complex boasts majestic live oaks, lighted walking paths, a serene pond, and a beautiful pool oasis – providing a tranquil, park-like setting. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, offering an unparalleled location just a short walk from everything Winter Park has to offer. Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of!

700 Melrose Ave Unit A 22, Winter Park

$585,000

2 Beds ⋅ 1 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to 1424 Cavendish Road. This Beautiful 1940’s Pool Home is tucked between the tree-lined streets of highly desired, Orwin Manor, offering the perfect blend of classic appeal and modern convenience. Step into this charming home and experience its warm and inviting ambiance. The living room is bathed in natural light, with a cozy wood-burning fireplace that adds timeless character and comfort. Beyond, discover your personal backyard retreat—a serene oasis with mature landscaping, a spacious lounge area, and a private saltwater pool, perfect for summer relaxation. The refreshed kitchen is both stylish and functional, featuring granite countertops, newer appliances, updated sink and faucet, and GAS STOVE, complemented by an adjacent dining area. The two bedrooms are thoughtfully designed, separated by a fully remodeled bathroom boasting sleek modern tiles, a chic vanity, updated fixtures, and elegant lighting. This home also offers practical upgrades, including enhanced attic insulation, updated plumbing and electrical, natural gas, and a tankless water heater for endless energy-efficient hot showers. Every detail has been considered to blend modern convenience with timeless charm. Orwin Manor is one of Winter Park’s most cherished neighborhoods, known for its tree-lined streets, historic homes, and central location. Residents love the community’s proximity to Park Avenue, Downtown Orlando and College Park. Enjoy the convenience of walking to Orange Avenue’s restaurants or take a quick drive to Park Avenue, Winter Park’s premier shopping and dining destination, where you can explore boutiques, favorite local restaurants, and charming coffee shops. For professionals, the location couldn’t be better. Major hospitals such as Advent Health Orlando and Orlando Health are within close proximity, providing excellent career opportunities and peace of mind for healthcare access. The area is also conveniently located near Downtown Orlando, making commutes to major corporate offices and job hubs a breeze. Experience the best of Winter Park living in a neighborhood that combines a serene suburban feel with the vibrancy of city life. Don’t miss the opportunity to make this Gem your new home!

1424 Cavendish Road, Winter Park

$410,000

3 Beds ⋅ 1 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Welcome to a delightful property that boasts a modern, neutral-colored paint scheme throughout. The kitchen is a chef's dream, equipped with all stainless steel appliances. The outdoor area is perfect for entertaining, featuring a deck and covered patio in the backyard. The property also includes a fenced-in backyard, providing privacy and security. The interior has been recently updated with fresh paint, adding to the overall appeal. This property is a true gem, offering comfort and sophistication.

2111 Staunton Avenue, Winter Park

$600,000

3 Beds ⋅ 2 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

**PRICED TO SELL** Welcome to this beautifully remodeled ranch-style home, where modern elegance meets timeless charm. Located less than half a mile from the vibrant heart of Park Avenue, this home has 1,750 square feet of living space, presenting the perfect blend of contemporary functionality. Remodeled in 2022, Roof replaced in 2023. New Paver Patio and Turf. Step inside to discover an open-concept floor plan that is ideal for both everyday living and entertaining. The chef-inspired kitchen features premium stainless steel appliances, shaker cabinetry, and luxurious quartz countertops, all designed to elevate your cooking experience. The kitchen seamlessly flows into the spacious dining area (currently a library) and family room, creating an inviting space for family gatherings or hosting guests. Retreat to the large primary suite, a true sanctuary featuring a spa-like bathroom with a soothing atmosphere. Each of the two additional bedrooms is generously sized, providing ample space for family or guests. The oversized, fully fenced backyard is a true gem – beautifully landscaped and endless possibilities for outdoor living and relaxation. Whether you're hosting a summer BBQ or enjoying a peaceful afternoon, this backyard provides the perfect backdrop. This home is ideally situated to enjoy the best of Winter Park living, with easy access to Park Avenue’s renowned shops, restaurants, and galleries. You'll also be close to Rollins College, Winter Park Village, the SunRail, the Winter Park Farmers' Market, the WP9 Golf Course, and the vibrant dining scene in Hannibal Square. With so many perks, this is the perfect place to call home. Don’t miss the opportunity to own this meticulously renovated home in one of Winter Park’s most sought-after neighborhoods. Come see it for yourself – this is luxury living at its finest.

631 Callahan Street, Winter Park

$1,707,880

5 Beds ⋅ 4 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and smooth drywall walls and ceilings finish - no orange peel here!! The first floor primary suite features a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and a spacious closet with custom built ins. Also on the first floor is a conveniently located laundry room and secondary bedroom/flex room with a walk in closet and ensuite bathroom. The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package, custom cabinetry and a walk in pantry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover a large activity space, bedroom with an en suite bathroom and walk in closet. On the opposite side of the second floor are two more spacious bedrooms with carpet flooring, walk in closets and a shared bathroom with dual sinks. Completing the exterior is a transitional room with a full summer kitchen, pool with sunshelf and paver deck, shingle roof and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417 Miller Avenue, Winter Park

$420,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Welcome to 1025 Early Avenue, a fully updated home in Winter Park’s sought-after Lake Bell neighborhood. This bright, modern residence has been fully renovated with a timeless design. Updates include a new kitchen with custom shaker cabinetry, quartz counters, new appliances, and custom tile backsplash, beautiful original hardwood floors have been sanded and refinished, new windows, new air conditioning system, all new light fixtures throughout, updated electrical panels, new trim and hardware, and much, much more. Both bathrooms have been remodeled with stylish, contemporary finishes, while the open living and dining areas are filled with natural light and beautiful hardwood floors. The large back porch, with new tongue-and-groove ceilings and adjustable lighting, offers the ideal space for outdoor relaxation. Roof was replaced in 2019. With a fresh, move-in ready feel and a prime location, this is a must-see. Schedule your showing today!

1025 Early Avenue, Winter Park

$704,700

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

JUST LISTED – Beautiful 2-bedroom end unit at Winter Park’s Park West Condominiums! Tastefully remodeled this spacious 1,544 SF home features an open floor plan with a split-bedroom layout. The home offers dark, engineered wood flooring throughout the common living rooms, comfortable ceiling height, glass sliders that open to Juliet balconies, and windows on 3 sides of the unit, allowing an abundance of natural light throughout the day. The kitchen has been updated and features white cabinetry, Quartz countertops, stainless steel appliances, and a bar top for seating. The primary bedroom is oversized and offers a large, private en suite complete with double vanities, a standalone shower, garden bath, and two separate walk-in closets with built-ins. The second bedroom is also generously sized and has direct access to a guest bath with a tub/shower combo. An interior laundry closet houses a full-size, side by side, washer and dryer, with built-in storage and shelving. Additional interior amenities include plantation shutters, updated light fixtures, newer HVAC (2023), and more. This unit also comes with one reserved parking spot in the under-building garage. Park West offers its residents exclusive use of a community pool, tennis courts, a recreation room/clubhouse, and gated access. Located just one-block from Park Avenue, this luxury condo is a very short walk to award-winning dining and boutique shops. This unit is gem and units of this quality hardly come on market – schedule your showing today.

350 Carolina Avenue Unit 301, 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

$1,100,000

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

Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 ½ bath home with award winning finishes. Quality features include beautiful hardwood floors, intricate crown moldings, high ceilings and an expansive wraparound front porch. The open living area has a spacious dining room/living room combo with fireplace and is great for entertaining. Large windows make the kitchen and home light and bright with custom cabinetry, recessed under plus inner cabinet lighting and marble countertops. An expansive primary suite includes a large sitting area with a fireplace, luxurious bath and large walk-in closet. The 2020 renovation added new AC, insulation, new impact and triple pane windows for efficiency. Parking is easy with a circular driveway, carport and a 2-car garage with plenty of storage. Call today for an appointment!

567 Osceola Avenue, Winter Park

$2,500,000

5 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality.

1506 Chestnut Ave., Winter Park

$310,000

2 Beds ⋅ 1 Baths ⋅ Olympia Heights Annex SubDv. ⋅ 32789 Zip Code

Charming 3-Bedroom Home in the Heart of Winter Park! Welcome to 2259 Minnesota Avenue, a well-maintained 2-bedroom, 1-bathroom single-family home offering 1,015 sq. ft. of cozy and functional living space in the highly sought-after Winter Park area. Step into this inviting home, where the thoughtfully designed layout ensures comfort and ease. The kitchen is equipped with modern appliances and spacious counters, making meal preparation a breeze. Each of the three bedrooms provides a comfortable retreat, and the home’s meticulous upkeep ensures it’s move-in ready. Situated minutes from Park Avenue, Winter Park’s vibrant hub of shopping, dining, and cultural attractions. The property features a yard space perfect for gardening, entertaining, or relaxing under the Florida sun. Close to top-rated schools, lush parks, and convenient transportation options. Take a scenic boat tour through the Winter Park Chain of Lakes or enjoy outdoor adventures at Mead Botanical Garden. Stroll through Park Avenue, known for its upscale boutiques, cafes, and the beautiful Central Park. Immerse yourself in art and history at the renowned Morse Museum of American Art or the Winter Park History Museum. This home is a rare find in one of Central Florida’s most desirable neighborhoods, offering a perfect blend of suburban tranquility and urban convenience. Don’t miss this opportunity to own a piece of Winter Park charm. Schedule your private tour today!

2259 Minnesota Avenue, Winter Park

$610,000

3 Beds ⋅ 3 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Nestled in a peaceful, lakefront community, this beautifully updated 3-bedroom, 3-bathroom, 1732 sq. ft. home sits on an expansive,easily maintained 1/3-acre lot. Thoughtfully enhanced with high-end upgrades and modern conveniences, this home offers both comfort and timeless appeal. The newly added primary suite is a true sanctuary, featuring raised ceilings, custome closet and a luxurious ensuite bathroom complete with high-end fixtures, a spacious walk-in shower w/relaxing rain showerhead. The second bedroom boasts its own renovated ensuite bathroom for added privacy, while the third bedroom—currently serving as an office—features a built-in Murphy bed and closet. Throughout the home, you’ll find premium upgrades, including NEW: bamboo flooring in the living and bedroom areas, updated kitchen tile, fresh interior and exterior paint, crown molding, baseboards, new front door and interior doors, new windows in bedrooms 2 &3, upgraded lighting, and a new inside laundry closet. Step into the spacious backyard, where endless possibilities await. The refreshed pergola and patio area create a delightful outdoor gathering space, and the lot’s size provides plenty of room for a pool to complete your outdoor oasis. Rest easy knowing the home has been meticulously maintained and updated with key system improvements, including a complete electrical rewiring (2022), roof (2021), AC system (2022), septic drain field replacement (2021), replumbing (2011). Located just minutes from Winter Park Village and surrounding shopping areas, you’ll enjoy a huge selection of restaurants and entertainment options. Plus, with convenient access to I-4, you can quickly travel into Downtown Orlando or head out to the beautiful beaches along Florida’s east coast. This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today!

2127 Lake Drive, Winter Park

$1,235,739

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

Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter Park. As you enter the foyer, you will notice the gorgeous wood flooring and modern, open floor plan with high ceilings that create a spacious, airy atmosphere. The chef’s kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, custom cabinetry, and a large island perfect for both cooking and entertaining. Natural light floods the home through numerous windows and skylights. The living area includes a cozy fireplace and a separate dining room space, perfect for hosting gatherings. The expansive master suite offers a large bedroom, walk-in closet, and ensuite bathroom, complete with dual sinks and a walk-in shower. On the opposite side of the home is the oversized guest bedroom, with its own HVAC system, hot water heater, walk-in closet and stunning bathroom with beautiful stone countertops. Outside, a brick paved patio provides a wonderful space for entertaining in the private, beautifully landscaped backyard. At dusk, landscape lighting adds to the evening enjoyment. The oversized two car garage includes room for a golf cart, and the outside of the home features woodgrain James Hardie plank siding and trim. Located close to Park Avenue and Baldwin Park, this property is situated on one of Winter Park’s most desirable brick paved streets at the corner of Laurel Road and Lake Sue Avenue. Just one block from Lake Virginia, you can take in scenic views from the front yard. No HOA. The home is zoned for the highly desired Audubon K-8 and Winter Park High School, and is nearby many restaurants, cultural attractions, beautiful parks and nature trails. Don’t miss the chance to own a piece of Winter Park’s charm.

370 E Lake Sue Avenue, Winter Park

$900,000

3 Beds ⋅ 3 Baths ⋅ Tax Equities Inc Rep SubDv. ⋅ 32789 Zip Code

***MODERN LUXURY LIVING IN THE HEART OF WINTER PARK.*** Welcome to your Dream Home at 830 W Canton Av. Every detail of this Architectural Masterpiece has been carefully crafted to create a perfect blend of form, function, and style. This Custom Home offers an expansive, light-filled open floor plan. Well equipped Chef’s Kitchen with exquisite Cafe Appliances, oversized waterfall Quartz Kitchen Island, and sleek Custom Cabinetry. Adjacent to the kitchen, you’ll find a built-in wet bar with Quartz countertops and stainless steel Monogram wine cooler. The Owner’s Suite, on the first floor, is a peaceful retreat with a spa-inspired bathroom featuring a Frameless shower with Double Shower Towers, Dual vanities, Freestanding soaking tub, Marble tile walls and floor. Upstairs has two large bedrooms, one featuring board and batten wall moulding accent and a walk-in-closet. Secondary bath is spacious, modern and fashionable. 16x12 Flex Room can be used as a Game/workout room, Home office, or as a 4th Bedroom. Fully Fenced Patio has been recently upgraded with a beautiful Landscaping Package and wraparound all weather Decking. Some of the Smart Features include smart doorbell, thermostat, garage door opener and video cameras. Pella Windows with superior insulation/soundproof features. Oversized Porcelain Tile Flooring in living areas, Engineered Hardwood Floors in all rooms. Prime location, walking distance to vibrant Winter Park Village, Hannibal Square, and beloved Park Avenue with its renowned shops, restaurants and art galleries. You are guaranteed to enjoy the vibrant culture and lifestyle of this coveted neighborhood. From the expansive open spaces to the sleek, high-end finishes, this home offers the perfect blend of style and comfort, Truly elevated living experience.

830 W Canton Avenue, 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

$500,000

2 Beds ⋅ 1 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

Pure potential. Tear down, renovate or move-in. Prime Winter Park location walking distance to Audubon Park.

2842 Eastern Parkway, Winter Park

$280,000

Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

Who wouldn’t want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet street with convenient access to Winter Park, Maitland and Orlando as well as Interstate 4 either from Lee Road or Fairbanks Avenue. This beautiful vacant lot has 75-feet of frontage and is 100-feet deep. This has a Winter Park address but is located in Orange County. An established tree canopy lines both sides of the road for a soothing drive home. The lot is already fenced on all four sides. There are a variety of mature trees on the property. Take a look at the schematics in “attachments” as samples of what a local Custom Home Builder, Brannon Construction, could build for you on this lot.

2446 Lotafun Avenue, 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

$575,000

2 Beds ⋅ 2 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Multiple Offers, please submit highest and best by Friday 1/10 4pm. Charming Winter Park Gem with Exceptional Opportunities! Nestled in the heart of Winter Park, this classic bungalow offers an incredible opportunity to either move right in or redevelop into your dream home. Located just off Park Avenue and one of the last remaining original homes on Oaks Blvd, this home combines charming character with updated features. Step inside to find beautiful original hardwood floors that exude timeless elegance, while the updated kitchen and bath ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain. The carport features a laundry/storage area, adding even more functionality to the property. The home is topped with a durable metal roof, further enhancing its appeal. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision. Located just a short distance from Winter Park's best attractions, you'll enjoy proximity to the Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location. Don’t miss the chance to make this rare property your own!

1137 Oaks Boulevard, Winter Park

$1,250,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you with a grand 17-ft foyer, leading to an expansive great room adorned with 11-ft ceilings and breathtaking floor-to-ceiling windows that frame the beauty of the lake and surrounding nature. Designed for seamless living, this open-concept layout is perfect for entertaining and everyday comfort. The gourmet kitchen is a chef's dream, featuring top-of-the-line Wolf and Subzero appliances, chic double-stacked soft-close cabinetry, designer lighting, a spacious walk-in pantry, and motorized window shades throughout. Step outside to the unique rear lanai and soak in the tranquil lake vistas, or enjoy a leisurely stroll along the welcoming community sidewalk that wraps around the property. Retreat to the second-level primary suite, a sanctuary of relaxation with expansive storefront-style windows, dual walk-in closets, and a spa-inspired bathroom showcasing designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The bonus loft area is perfect for a home office or a cozy reading nook, while the outdoor balcony with a cocktail kitchen offers elevated views of the lake for your enjoyment. With two additional bedrooms, one featuring an en suite, this home ensures comfort and privacy for all. A conveniently located laundry room separates the primary suite from the secondary bedrooms, enhancing the home's functionality. Don't miss the desirable two-car garage, complete with an epoxy-painted floor, EV charging station, and generous storage closet. Experience the pinnacle of elegance and comfort in this prime Central Florida location. Your dream waterfront lifestyle awaits!

1778 Mondrian Circle, Winter Park

$820,000

Villa View Park SubDv. ⋅ 32789 Zip Code

Build your dream home on Winter Park’s iconic Park Avenue! This beautiful, oversized 97 x 148 lot is a short walk to Park Avenue’s incredible restaurants, boutique shops, and train station. Enjoy Central Park’s art festivals, farmer’s market, concerts and movies in the park. There is a home on the property, but the value is in the land. The 14,290 SF lot is zoned for Lakemont Elementary, Maitland Middle and Winter Park High schools in the heart of Winter Park!

1655 N Park Avenue, Winter Park

$230,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on the first floor just steps away from Winter Park Village, Trader Joe's and Park Avenue! The property offers a community boat ramp and a fishing pier on Lake Killarney whcih allows for skiing and other water sports. This home also features a charming covered rear porch, inviting you to create lasting memories while enjoying those beautiful winter and summer nights. Your ideal haven awaits in this meticulously updated gem! The property will not last so don't miss your chance to make this home you own.

1500 Gay Road Unit 7A, Winter Park

$341,000

4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space. The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll find a brand-new kitchen with stylish finishes, updated bathrooms, luxury vinyl flooring throughout, and all-new windows that fill the home with natural light. Enjoy peace of mind with recent upgrades, including a new HVAC system, a new water heater, and a roof installed in September 2020. The spacious yard offers plenty of room for outdoor living and entertaining, making it the perfect place to call home. Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today!

2827 Euston Road, 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

$580,000

3 Beds ⋅ 3 Baths ⋅ Indiana Place Twnhms Tr A SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, this stunning two-story townhome seamlessly blends modern comfort with urban convenience. Offering approximately 1,936 square feet of thoughtfully designed living space, this three bedroom, two and one-half bath home is ideal for those seeking a cultured, low-maintenance lifestyle in one of Central Florida’s most desirable neighborhoods. Head inside to discover elegant finishes, high ceilings, and an open-concept floor plan filled with natural light. Hardwood floors run throughout the main living areas, creating a warm and inviting atmosphere. The spacious kitchen features ample cabinetry, granite countertops, and a layout that’s perfect for both everyday living and entertaining. The serene primary suite offers a spacious retreat, complete with hardwood flooring, a ceiling fan, and a spa-like en-suite bathroom with a stylish vanity and abundant natural light. Two additional bedrooms and a well-placed half bath provide flexible space for guests, a home office, or additional living needs. French doors in the dining room open to a private, cozy patio shaded by mature trees—perfect for morning coffee or evening relaxation. A brand-new roof, installed in March 2024, adds long-term value and peace of mind. Located just minutes from the Park Avenue District, Rollins College, and Winter Park’s acclaimed shops, restaurants, and cultural attractions, this townhome offers the perfect balance of charm and convenience. With easy access to parks, top-rated schools, and major roadways, this move-in-ready gem truly checks all the boxes. Schedule your private showing today and experience the best of Winter Park living! REDUCED FOR QUICK SALE! MOVE-IN READY!

1392 Indiana Avenue, Winter Park

$464,000

2 Beds ⋅ 2 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

How wonderful would it be to live in a location where you felt you were on vaction everyday? This lovely condo near Park Avenue in Winter Park is just that. Thoughtful design is central to the interior of this condominium. Outside it boasts its own mini patio. It also has a very unususal, very desirable feture. It has its own first floor private entrance in close proximity to its personal parking space. No need to go through the lobby for this particular condo.

215 E Canton Avenue Unit 215, Winter Park

$449,000

3 Beds ⋅ 1 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

Welcome to your fully renovated pool home in the heart of Winter Park, FL! As you enter, you will be greeted by a stunning shiplap statement wall in the open concept living space, perfect for entertaining friends and family. The spacious kitchen features marble counters, ample cabinets, and opens up to the dining room, which is centered beside the living area. The gorgeous waterproof, luxury laminated floors throughout this home create a seamless design. Imagine spending time in the kitchen while being surrounded by natural light pouring in from the wall-to-wall windows with plantation shutters, offering a view of the living room and the back of the house with 2 double French doors. It's a serene and inviting space that brings the outdoors in. A bonus room provides extra space and leads to the huge backyard complete with a sparkling pool and banana trees. This home truly is move-in ready, with updated touches throughout, including a Bluetooth speaker in the bathroom for your shower karaoke sessions. The primary bedroom even has direct access to the pool, creating a relaxing retreat right in your own backyard. The roof was added in 2023, and electrical and plumbing were updated as well. The one car garage and laundry room combo can be entered from the dining room for ease with chores. Do you have a boat or a camper? The vinyl fence has a double gate and plenty of space on the side of the home for private parking. Every inch of this home has been curated with lots of love and an exquisite eye for style. Located in a highly desirable area, this home is just a stone's throw from Lake Killarney and a short drive to I-4. It is a dream to have such quick access to all that Winter Park has to give. Winter Park Village, Trader Joe's, and a variety of shopping and dining options are all within minutes from your doorstep. Don't miss out on the opportunity to own this gem of a home in Winter Park!

2112 Staunton Avenue, Winter Park

$425,000

2 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. all the information is intended to be accurate and must be verified by buyers / realtor agent.

1550 Indiana Avenue, Winter Park

$380,000

2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Charming 2-bedroom, 1-bathroom single-family home located in the desirable Winter Park area! This beautifully maintained property offers 1,150 sq ft of living space, master closet (9 by 8.5ft) and features several recent updates, including brand-new bamboo hardwood floors throughout the interior. The spacious, fenced-in backyard is perfect for outdoor living, with a new wood decking patio for relaxing or entertaining. Enjoy peace of mind with a newer AC condenser and air handler, along with new kitchen appliances and fresh exterior paint. Additional highlights include a well-maintained septic system with regular pump service every 2 years, public water utilities, and an encapsulated crawl space with a dehumidifier, French drain, and sump pump for added moisture control. The roof is set to be replaced within the next 30-60 days, ensuring long-term durability. This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours!

830 Overspin Drive, Winter Park

$1,895,000

4 Beds ⋅ 5 Baths ⋅ Parklando #3 SubDv. ⋅ 32789 Zip Code

Welcome to an extraordinary custom-built pool home that beautifully harmonizes contemporary elegance with traditional charm. This stunning residence is a true masterpiece, showcasing top-tier details and finishes that elevate it to a league of its own. Upon entering, you are greeted by exquisite new white oak wood flooring that flows gracefully throughout the home. The grand foyer opens into a living room, highlighting a breathtaking two-story ceiling that reaches 20 feet. The dining area is equally impressive, featuring elegant built-ins and under-counter wine and beverage refrigerators, perfect for hosting dinner parties and celebrations. At the heart of this home lies a stunning new chef-inspired kitchen designed for culinary enthusiasts and family gatherings alike. Equipped with a state-of-the-art Monogram appliance package, this kitchen boasts a commercial-grade gas range with six burners and dual dishwashers for optimal efficiency. A built-in microwave conveniently situated in the island, along with custom cabinetry and luxurious thick porcelain countertops, elevates the space further. The expansive center island invites creativity and connection, making it the ideal backdrop for memorable meals. Adjacent to the kitchen, the open family room features a cozy corner gas fireplace and three sets of French doors that seamlessly connect the indoor space to the covered and screened lanai, where you can unwind and enjoy serene views of the sparkling saltwater pool. Step outside to discover your private oasis, perfect for entertaining. The outdoor living area includes a fully equipped summer kitchen featuring a Wolf grill, concrete counters, a sink, and an under-counter fridge. A charming outdoor pool bath with a shower adds convenience. Back inside, connecting the kitchen to the spacious two-car garage with 14-foot ceilings, you'll find a well-appointed mudroom complete with laundry facilities, newly added storage cabinetry, a walk-in pantry, and a double wash basin, ensuring both functionality and organization. Ascend the wide, oversized staircase to the second level, where you'll discover two generously sized secondary bedrooms complemented by a newly updated hall bath. The sprawling primary suite is a true retreat, featuring two large walk-in closets and a luxurious spa bath equipped with a cast iron clawfoot tub, a bidet, and a seamless glass shower. This suite also includes a serene and secluded nook, perfect for creating a peaceful office space or nursery. The suite also boasts easy access to a screened balcony. Additionally, the home features a private first-floor guest suite with an ensuite bath, perfect for hosting friends or family. Every inch of this residence reflects exceptional craftsmanship, from the tasteful custom cabinetry to the elegant wood trim. The atmosphere exudes grandeur and comfort, enhanced by 11-foot ceilings and oversized baseboards. Nestled in a tranquil corner of the backyard, the air-conditioned shed serves as the perfect sanctuary for a gym or yoga studio, offering a peaceful bonus space that everyone will adore. The backyard showcases low-maintenance turf along with energy-efficient, drought-tolerant landscaping that beautifully enhances the home's overall appeal. Enjoy a stunning outdoor space that requires minimal upkeep while remaining environmentally friendly! Conveniently located just minutes away from the vibrant shops and restaurants and within the highly sought-after Winter Park school district.

2612 Parkland Drive, Winter Park

$2,750,000

3 Beds ⋅ 2 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

425 Alberta Drive is a Gamble Rogers-designed lakefront home with a boathouse built in 1938 that has not been registered historical and is being sold as is. Bring your builder to build your future home. The home itself has lots of character if you want to take on a project but the value is in the lot. Spectacular views, location is wonderful with brick street, mature landscaping and the backyard faces west for great sunsets. Take your boat through the chain of lakes and enjoy the boating lifestyle. Close to downtown Park Avenue with all the shops and dining.

425 Alberta Drive, Winter Park

$1,635,000

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

Welcome to 2619 Lafayette Avenue, a brand-new construction nestled in the heart of Winter Park, FL. This luxurious home offers over 2,800 square feet of meticulously designed living space, where modern elegance meets timeless style. Step inside to discover an open-concept floor plan that seamlessly blends sophistication with functionality. The grand kitchen is a chef's dream, featuring premium solid wood cabinetry and a stunning Venetian hand-plastered range hood. Adjacent to the kitchen, the beautiful laundry room adds convenience and style to your daily routine. This exquisite home boasts three bedrooms plus a versatile flex room, perfect for use as a guest bedroom or home office. The expansive primary suite is located on the main floor, offering a spa-like retreat with a resort-inspired ensuite bath. Indulge in the large stand-up shower, standalone tub, and dual sink vanities, creating a sanctuary of relaxation. Upstairs, you'll find two additional bedrooms, each with its own ensuite modern designer full bathroom, along with a spacious loft room that provides extra living space. Outdoor living is elevated with a covered lanai featuring a built-in summer kitchen, perfect for entertaining. The spacious pool offers a private oasis for relaxation and fun. Enjoy the convenience of being in close proximity to downtown Winter Park and the vibrant Park Avenue, where dining, shopping, and entertainment await.

2619 Lafayette Avenue, Winter Park

$1,379,900

5 Beds ⋅ 5 Baths ⋅ Roclair SubDv. ⋅ 32789 Zip Code

Under Construction. New Construction In College Park! Fantastic College Park location! Walk or bike to all the wonderful things on the "Drive". This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Bosch appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features matte black faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Make an appointment to see this beautiful home today.

26 Stymie Place, Winter Park

$662,500

4 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Explore this unique and profitable opportunity to invest in this charming duplex in historic Winter Park! Nestled among luxury and lakefront homes in the much sought after "College Quarter." This duplex features 2 units, each with a 2-bedroom, 1-bathroom units both with a light and airy sunroom, functional laundry room, courtyard area, and 2 parking spots (4 total). Unit 600 is approximately 1193 square feet and features a beautiful sunroom, courtyard, kitchen and UPDATED bathroom. Rental income for 600 is presently $1900/month which expires 7/31/25. Unit 602 is approximately 1303 square feet and features an UPDATED bathroom, lawn space and nicely appointed kitchen. Rental income for 602 is presently $1800/month which expires 5/31/25. Both units in this duplex include the washer and dryer. This duplex is a 5 to 10 minute stroll to Lake Virginia, Rollins College, Dinky Dock and the Winter Park Tennis Center. Also within walking and bicycling distance are the Park Ave shops and restaurants and the Winter Park Farmer's Market. I-4 is 10 minutes away and the Orlando International Airport is 30 minutes away. Duplexes such as this are a rare find in this area and don't come on the market often. Take advantage of this opportunity to invest and prosper in the Winter Park community TODAY! Roof 2007, Plumbing 2018. Unit 600- HVAC 2018, Water Heater 2012. Unit 602- HVAC 2017, Water Heater 2004.

600 Huntington Avenue, Winter Park

$1,850,000

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

This beautifully designed David Weekley home is perfectly situated on nearly a quarter-acre lot along a picturesque tree-lined street in the heart of Winter Park. The exterior features immaculate landscaping and striking wood accents, creating exceptional curb appeal. Inside, warm wood floors lead to a thoughtfully designed first floor that includes a guest bedroom with an adjacent full bath, a dedicated office with glass French doors, and a spacious primary suite. The primary suite boasts tray ceilings large windows, and a spa-like bathroom with dual vanities, a soaking tub, a walk-in shower, and a custom-built walk-in closet. The open-concept living area features a stunning kitchen with stone countertops, stainless steel appliances, a convection cooktop with hood, a dedicated beverage refrigerator, and a large island with seating. Everything flows seamlessly into a formal dining room with wainscoting and the living room with soaring ceilings, custom light fixtures, and French doors opening to a covered patio. Upstairs, two additional bedrooms with walk-in closets share a Jack-and-Jill bath with private vanities, while a versatile bonus room offers additional family space. Outside, the patio overlooks a heated saltwater pool and spa, surrounded by low-maintenance artificial turf and a fully fenced yard with a buried propane tank to service the pool and a hookup line for a gas-fired grill. Additional highlights include crown molding and plantation shutters throughout, an indoor laundry room with built-in storage, and recently replaced roof and AC system in 2022. Located just minutes from iconic Park Avenue's shopping and dining district, this home offers a prime location in Winter Park’s highly desirable "Tree Streets” neighborhood near top-rated schools.

1660 Oneco Avenue, Winter Park

$1,000,000

3 Beds ⋅ 2 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Discover the timeless allure of this enchanting 3 bedroom 1.5 bath home, built in 1925 and nestled in the heart of historic Winter Park. Located on one of the area's iconic brick-paved streets and surrounded by majestic oak trees, this beautifully landscaped property is a RARE find. The home's classic design features, original oak floors, original glass windows, stained glass windows, a cozy wood-burning fireplace, and an abundance of natural light blending vintage charm with practical functionality. The kitchen and foyer boast slate floors, adding a touch of sophistication to the home's timeless appeal. The interior is enhanced by two sets of French doors leading to the screened side porch and two more sets of French doors opening onto the outside deck, creating a seamless connection between indoor and outdoor living spaces. A rare gem, the basement offers built-in bookcases, closet space and plenty of storage. It also has endless possibilities as on office, library, playroom or additional living area. Outdoor spaces abound, including a welcoming back deck which allows access to the basement, and a screened side porch, perfect for relaxing or entertaining. The detached one car garage adds convenience and storage. Updates include: Replumbed 2024, Hot water heater 2024, Electrical panels 2024, Oak floors polished 2024, Interior paint 2024, Exterior paint 2022, Roof 2020, Garage roof 2024. With its warm character, beautifully maintained landscaping, brick driveway and unbeatable location, this delightful property captures the essence of Winter Park living at its finest.

193 Overlook Road, Winter Park

$3,695,000

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

Luxury Estate on a Quiet Cul-de-Sac – Steps from Park Avenue! This meticulously designed custom home is nestled in a serene cul-de-sac, just a short walk from the vibrant restaurants and boutique shops of Park Avenue. A true blend of modern luxury and timeless sophistication, this property has been crafted to deliver an unparalleled living experience. The outdoor spaces are nothing short of exceptional. The walled in backyard offers a private oasis featuring a travertine pool deck with a fire pit, sunbathing areas, and advanced Pentair pool equipment with IntelliChlor® salt system, IntelliCenter controls, LED lighting, and an autofill feature. A covered lanai provides the perfect space for relaxation or entertainment, complete with three ceiling fans, a 75” Samsung TV, and a summer kitchen that includes a stainless steel 36” DCS grill and under-counter refrigerator. The elegant concrete paver driveway complements the home's striking curb appeal. Inside, the interiors showcase the work of Niemann Interiors, with a natural stone entry and foyer wall leading into living spaces adorned with 8.5-inch engineered white oak flooring. The kitchen is a chef’s dream, equipped with Wolf, Sub-Zero, and Bosch appliances, custom cabinetry by AWR Custom Cabinets, and slab countertops. Pull-out shelves and pot drawers add functionality and style. Bathrooms and the laundry room feature sleek porcelain tile and premium finishes, with Samsung steam washer and dryer appliances. The home is outfitted with cutting-edge technology for modern living, including a Lutron RadioRa2 lighting system, Sonos sound, Ecobee thermostats, and Alarm.com security features with monitored sensors. Additional tech highlights include a Ring doorbell, eight exterior cameras, MyQ garage door control, Pentair pool automation, and mobile controls for fans, sprinklers, and leak detection. Safety and convenience are prioritized with features such as glass break sensors, heat detectors in the kitchen and garage, and a StreamLabs leak detection valve. Notable construction details include Andersen 400 Series casement windows, PGT sliding glass doors, a flat cement tile roof, and a striking 8-foot mahogany front door. Carrier electric heat pumps with UV filtration ensure comfort and air quality, while a tankless natural gas water heater with a recirculating line provides energy efficiency. The garage is equipped with JackShaft openers, an exterior keypad, and is pre-wired for an EV outlet. Designed by Johnson Estate Designs and featuring landscape architecture by Mills Design Group, this home is as functional as it is beautiful. From its prime location near Park Avenue to its meticulously planned features, this property offers a rare opportunity to own a residence that truly has it all.

466 Misty Lane, 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

$435,000

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

Discover the charm of this beautifully updated 4-bedroom, 3-bathroom home in Winter Park! As you step inside, you’re welcomed by an open-concept living space featuring a cozy wood-burning fireplace, real wood floors, and a stylish kitchen complete with granite countertops, stainless steel appliances, and a spacious dining area. French doors lead to an inviting 11x10 Florida room that overlooks a large screened patio and a fully fenced backyard, perfect for entertaining or relaxing on peaceful Florida evenings. The split floor plan highlights a luxurious master suite with exposed beams, dual closets, a dedicated shoe closet, and a spa-inspired bathroom with dual sinks, a granite vanity, and a rain shower. French doors open from the master to the patio, creating a tranquil retreat. Three additional generously sized bedrooms are located on the opposite side of the home, including one with its own en-suite bathroom, while a third full bathroom is conveniently situated in the hallway. This home also features a versatile bonus room, currently used as an office, and a laundry room. Renovated in 2015, updates include a new roof COMING January 2025, NEW HVAC 2024, windows, plumbing, and electrical work, ensuring peace of mind. With just under 2,000 square feet of space, this home is an entertainer's dream. Conveniently located minutes from I-4, Home Depot, Whole Foods, and Winter Park Village’s array of restaurants and shops, this home has it all. Call today to schedule your private tour!

1944 Bering Avenue, Winter Park

$195,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Welcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom condo offers a perfect blend of tranquility and convenience in the heart of Winter Park. Step inside to discover a thoughtfully designed space where comfort meets style. The open-concept living area welcomes you with beautiful engineered wood floors, creating a seamless flow between the living room and kitchen. Natural light streams through the windows, highlighting the warm and inviting atmosphere throughout.Your private bedroom retreat features a generously sized closet, making storage a breeze. The well-appointed bathroom complements the living space perfectly. What truly sets this home apart is its privileged location near Lake Killarney, a stunning 239-acre spring-fed lake that serves as your backyard oasis. As a resident, you'll enjoy exclusive access to on-site boat slips, a launch, and an updated dock. Take a peaceful stroll along the 60-foot walkway leading to a covered gazebo - the perfect spot for your morning coffee or evening sunset views. The community amenities include a lakefront pool and clubhouse, while the meticulously maintained grounds showcase lush Florida landscaping. Located just moments from Winter Park Village, you'll find fantastic shopping, dining, and entertainment options right around the corner. Experience the joy of maintenance-free living while being connected to nature and urban conveniences. This hidden gem won't last long!

2500 Lee Road Unit 243, Winter Park

$1,125,000

4 Beds ⋅ 5 Baths ⋅ Hamilton Place SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite Mediterranean-inspired home located in the heart of Winter Park, Florida. This residence offers luxurious living spaces and modern amenities both inside and out, complemented with a detached mother-in-law suite, all nestled on a beautifully landscaped private community with a sprawling park right in your backyard. Upon entering, you'll immediately be impressed by the spacious and open floor plan, featuring elegant finishes, new flooring throughout, and an abundance of natural light. The chef’s kitchen is designed for both functionality and style, with high-end appliances, ample counter space, and a large island that opens up to the living and dining areas. The perfect layout for entertaining and everyday living. Each of the four bedrooms is generously sized, with the primary suite offering a private retreat complete with an ensuite bathroom and an oversized walk-in closet. With four full bathrooms and an additional half bath, there is plenty of space for everyone. A standout feature of this home is the detached mother-in-law suite located above the garage. This private and fully equipped living space provides ultimate flexibility, whether used for guests, a home office, or multi-generational living. Located just minutes from Winter Park Village and the vibrant Park Avenue, you'll enjoy the convenience of boutique shopping, fine dining, and cultural attractions just a short drive away. This home is move-in ready. Built with meticulous attention to detail, offering comfort, privacy, and a prime Winter Park location.

805 Hamilton Place Court, Winter Park

$775,000

2 Beds ⋅ 2 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Charming Opportunity in the Heart of Winter Park - 1520 Palmer Avenue Nestled in the highly coveted 32789 zip code, this property presents a rare chance to own a large lot in one of Winter Park's most desirable neighborhoods. Surrounded by stunning homes and mature tree-lined streets, this prime piece of real estate is a blank canvas for your vision. The value is truly in the land—imagine building your dream home from the ground up or embarking on a rewarding remodel to create your very own HGTV-worthy masterpiece. The spacious lot offers endless possibilities for outdoor living spaces, lush landscaping, or even a custom pool. Located just minutes from top-rated schools, boutique shopping, dining on Park Avenue, and beautiful lakes, 1520 Palmer Avenue is perfectly positioned to enjoy all that Winter Park has to offer. Opportunities like this don't come often—schedule your private tour today and take the first step toward bringing your dream home to life!

1520 Palmer 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

$600,000

2 Beds ⋅ 1 Baths ⋅ College Place Rep SubDv. ⋅ 32789 Zip Code

FIRST TIME OFFERING! Charming Bungalow in the heart of Winter Park. 50’ x 150’ lot offers limitless possibilities! Convenient to Rollins College, Park Avenue and all that this special community has to offer. Just down the street, you'll find Lake Virginia, where residents of Antonette Avenue are included in access to a private dock accessing the Winter Park Chain of Lakes, offering opportunities for boating, fishing, and enjoying all of the natural beauty of the area. Sure to attract a lot of attention (as homes in this area don’t come up for sale often) seize the opportunity to make it your own!

786 Antonette Avenue, Winter Park

$2,600,000

4 Beds ⋅ 3 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

EXQUISITE RESIDENCE IN THE VIAS! This custom-designed home features 4 bedrooms, 3-full baths and sophisticated touches of elegance throughout. The modern design philosophy blurs the lines between the interior and exterior spaces of the home and creates a cohesive feel that’s open and airy. Built with SMART home technology, the home is outfitted for thermal efficiency and uses a LUTRON lighting system, central vac system, as well as a home audio and security system. High-end interior finishes include white oak floors, La Cantina Panoramic doors, a chef’s kitchen with SUBZERO and WOLF appliances, and a luxurious primary bedroom with spa en suite, complete with an oversized jetted tub. Motorized, retractable screens on the lanai lift to reveal a magnificent resort-inspired backyard. Summer kitchen, heated saltwater pool, a 9-hole mini golf course, and perfectly manicured landscaping by Keller Outdoors all blend to create the perfect private oasis. Located within one of Winter Park’s most desirable neighborhoods, the Vias offer picturesque brick streets for walking and proximity to the Racquet Club and Chain of Lakes.

1211 Via Estrella, Winter Park

$660,000

4 Beds ⋅ 3 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

Location! Location! AND A DETACHED IN-LAW SUITE! Discover the perfect blend of modern luxury and timeless charm in this fully renovated 4-bedroom, 2-bath mid-century ranch, complete with a detached (also renovated) in-law suite/workspace and a sparkling pool. Nestled in the heart of Winter Park, this property has been meticulously redesigned from top to bottom, boasting all-new flooring, plumbing, roof, electrical, full SS appliance package, lighting, cabinets, doors, and bathrooms, & more! Every detail reflects respect for the mid-century contemporary aesthetic. The main home features a thoughtfully designed split floor plan. In this home, the primary suite is on its own offering a private retreat with high ceilings, an ensuite bath, and a separate entrance to the outside, offering both comfort and privacy. At the heart of the home, the beautifully appointed kitchen includes 42" soft-close cabinets, quartz countertops, designer backsplash, a breakfast bar, elegant pendant lighting, and a separate pantry. Open to both the living and dining areas, this kitchen is a bright, inviting space that even has views to the yard. The dining room, at the back of the home, can also be a flex space used as a den/play area. Roof 2024, HVAC 2020. This home also comes with a detached in-law studio that is a true gem! It features a high-end kitchenette with quartz counters, 42" cabinets, a mini fridge, a full sink, a mini-split AC (wall mounted 2024), and a spa-inspired bathroom with designer tile. Perfect as a guest suite, home office, or creative workspace, the additional living space adds tremendous value and flexibility featuring a beautiful new kitchen, full-size closet, and a split ac. Fully fenced, the large yard also features a small in-ground pool and an XL shed (also restored and new roof) to hold all your yard equipment, tools and pool toys. Pool currently receives weekly servicing. Situated just minutes from Park Ave, Winter Park Village, renowned restaurants, boutique shopping, the Orlando Museum of Art, and downtown Orlando, this home offers an unparalleled lifestyle. Don’t miss this rare opportunity to own a move-in-ready masterpiece in one of Central Florida’s most desirable locations.

1333 Orchid Avenue, Winter Park

$170,000

2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 01 SubDv. ⋅ 32789 Zip Code

**INVESTOR SPECIAL! Cash Only Opportunity! This 2-bedroom, 2.5-bathroom CONDO, built in 1984, is a diamond in the rough waiting for your personal touch! The Sandlewood Creek complex affords residents a community pool, assigned and guest parking, and is zoned for top rated schools. With an unbeatable location, amidst a vibrant environment, cultural events, and only a few minutes to the Winter Park Village, Park Avenue, Maitland, numerous shopping, dining, and entertainment options, and with easy access to the main thoroughfares and all that Central Florida has to offer, this condo offers a CONVENIENT LIFESTYLE! Whether you're looking to make this your home, renovate and flip or add to your rental portfolio, this property has INCREDIBLE POTENTIAL... an excellent investment opportunity in desirable WINTER PARK! Don't miss out on this chance to bring your vision to life. Act fast — schedule your private showing today!

311 Sandlewood Trail Unit 4, Winter Park

$715,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Nestled in one of Winter Park’s most desirable neighborhoods near Windsong, this charming block home offers timeless appeal and unmatched convenience. Boasting a new roof and solid plaster walls, this residence features impressively large rooms, including a massive bonus room at the back of the home. The inviting front porch with stately pillars overlooks a beautiful, expansive front yard, while the private backyard showcases mature landscaping, perfect for outdoor enjoyment. A long driveway leads to a convenient carport, and the home includes an interior laundry room for modern living. Cozy up by the fireplace or enjoy the proximity to Baldwin Park, Park Avenue, and top-rated Winter Park schools. Just a few blocks from Lake Virginia, Lake Mizell, and Lake Berry, this home is also close to fantastic restaurants, shopping, and Rollins College, offering a lifestyle of convenience and charm. Don’t miss the opportunity to make it yours!

648 Worthington Drive, Winter Park

$735,000

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

Welcome to 800 Greens Ave - inspired by the visionary principles of Frank Lloyd Wright. This custom built home is thoughtfully designed on a third of an acre lot in 32789. You will notice the trademark horizontal roof lines as soon as you arrive and how the structure harmonizes with the surroundings. This 2-story home offers an exceptional living experience for discerning buyers who appreciate quality materials and craftsmanship. Enter through the stunning Prairie style front door to a foyer featuring oak floors and staircase. The entrance sets the tone for the entire home. As you continue forward you will notice another signature Wright design with compression and release from the foyer to the 11’ ceilings in the living room. The living room and dining room open to create a vast entertaining area with large picture windows and sliding glass doors overlooking the trees beyond. A fireplace is piped for propane and ready to get cozy this winter! A pocket door from the foyer leads to the HUGE kitchen that is truly a chef’s dream. There is plenty of room to cook, bake or entertain with walls of solid Oak cabinetry. A built-in pantry adds even more storage. An opening from the kitchen to the dining area provides the perfect buffet for guests when hosting. Glass blocks provide natural light and a prairie style window enhances the space. Step outside to enjoy a stroll through the expansive backyard featuring peaceful trails. Plenty of space to expand, build a deck, add a pool, build a garden, or all three. Or just enjoy the privacy and bird watching! Inside, the downstairs primary suite is a private retreat located just off the foyer. This room offers an attached bathroom with 9’ ceilings, a large walk-in closet, and a second closet for storage or linens. The bathroom vanity provides ample room to put on makeup with glass blocks designed to diffuse the natural light. The walk-in shower offers two shower heads and cove lighting. Just off the primary suite is an interior laundry room with storage and hanging space, a laundry sink, and side exit door. A downstairs half bathroom is tucked away perfect for guests. Sitting center stage is the artfully designed Oak staircase with glass newel cap. Make your way upstairs to the guest quarters. The first guest bedroom is currently being used as a library and offers a large walk-in closet. The hall bathroom offers a shower/tub combo with cove lighting. Natural light floods through wood cased windows above the vanities. The 2nd guest room is quite spacious with a HUGE hall storage closet and a 2nd vanity area that can be closed off for privacy. This home is immaculate and turnkey with only 1 owner! Additional considerations upgraded at the time of construction: Underground electric service, Pella Metal Clad Wood Insulated Windows and Doors, Floor joists built 16” on center, all wall sheathing and flooring was nailed by hand, hurricane straps, extra insulation inside and out, custom lighting plan, antique brass hardware, solid doors, Cedar exterior soffits with canned lighting, Elastomeric Paint on the exterior, Repipe in 2017, New Water Heater 2017, Pine casings and baseboards, and so much more. On a quiet street in Winter Park a block from Dubsdread Golf Course. Minutes to Edgewater Dr. and Park Ave. shopping and dining. The area's best restaurants are minutes away with convenient access to I-4 to go anywhere in Central Florida. Property appraised in November 2024 and available upon request.

800 Greens Avenue, 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

$1,650,000

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

Introducing an exquisite Modern English Cottage by Floridian Custom Homes. This pool home offers just over 2,700 s/f with 4 bedrooms and 3 1/2 bathrooms of luxury living. Step inside and discover the European influence in both classic design and luxury selections. Level 4 drywall, soft arches, vaulted ceilings, custom scissor beams, 1-3/4" solid core doors with Emtek hardware—just to name a few. The Andersen window and door package is oversized, filling the space with natural warmth and light. Downstairs offers a strategic office/bedroom option at the front of the house with an adjacent half bath featuring a European wall-mounted toilet. The first-floor owner's suite boasts warm, natural Calacatta marble on both the floor and the shower and a custom furniture piece with a Lacava sink, a full soaking tub with satin-etched glass provides privacy, plus a private bonus outdoor space for evening enjoyment—all crafted with breeze blocks for added privacy and design. The gathering and kitchen space are expansive and boast a Thermador appliance package, custom executive cabinetry, quartz tops, a hammered nickel-plated sink with designer hardware and faucet. Just off the kitchen is a private dining room with a vaulted ceiling, walls of windows, and natural light. Upstairs are two additional en-suite bedrooms with 13’5” volume ceilings in each bedroom. Oversized closets could also be converted to additional living space. As a complement, this home offers several outdoor living spaces, all covered with Gabriella marble limestone imported from Turkey. Completing this house is a seamless transition from the indoor living space to the outdoor pool and entertainment space.

1781 Goodrich Avenue, Winter Park

$590,000

Lake Forest Park SubDv. ⋅ 32789 Zip Code

Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighborhoods. Just minutes from the vibrant shops and restaurants of Baldwin Park Village Center and trendy Corrine Drive district, this location offers the best of Winter Park living with easy access to nearby amenities. Zoned for the well-regarded Audubon Park K-8 and Winter Park High School, with an easy commute to downtown Orlando and Orlando International Airport, this lot combines accessibility with charm of a sought-after community. Don’t miss this opportunity to create a custom home in an exceptional area!

2228 Howard Drive, Winter Park

32789 Zip Code 1/3 Acre Real Estate & Homes

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