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$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

$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

$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

$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

$1,500,000
4 Beds 4 Baths Virginia Heights SubDv. 32789 Zip Code
On one of Winter Park's most desirable streets, this charming two-story, four-bedroom, 3.5-bath home offers over 4,200 square feet of a bright-open floor plan with high ceilings, and lots of glass walls of windows and doors. Featuring wood and tile floors in the main living areas, this home has been well maintained by owners! Roof replaced 2019, Pella windows replaced 2019 and pool redone 2020. The main level includes all living areas such as kitchen, family room, living room, dining room, half bath and laundry, plus two secondary bedrooms that share a bath. The open kitchen with a cozy breakfast area opens to French doors that lead to a private paver patio and a sparkling pool with spa, ideal for outdoor entertaining. The expansive primary suite includes room for a sitting area and a generous walk-in closet. Across from Lake Virginia lakefront homes on the Winter Park Chain of Lakes, enjoy leisurely days on the pool deck or visit nearby Park Avenue’s vibrant shopping and dining scene. Note: Tremendous value in the land alone at this price as well, with lots of redevelopment in and around this neighborhood. This property is not subject to the historical district and under standard City of Winter Park building codes, to be verified with the city building department again by buyer/builder during any inspection period. Just a short distance from Rollins College and downtown Winter Park. Additionally, well located only 10-15 minutes to downtown Orlando, hospitals and major roadways, this home offers luxury and convenience in one of Winter Park’s most sought-after neighborhoods.

1321 Lakeview Drive, Winter Park

$670,000
2 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This lovely 2 bedroom/2-bathroom condo is in the newest building in gated community of Park West Winter Park. The unit has 9ft ceilings, crown molding, and beautiful hardwood floors, and a private office. The primary bedroom is spacious with a large walk-in closet. The bathroom includes a large soaker tub and a walk-in shower with dual vanities. The second bedroom utilizes the hallway bathroom, which is complete with a shower/tub combination. The kitchen has wood cabinets, granite countertops, and newer stainless steel appliances. There is one covered parking space and additional open parking spaces. The community amenities include a large clubhouse, pool, and tennis/pickleball courts. Located just one block from beautiful Park Avenue, you're just steps away from an array of upscale boutiques, gourmet restaurants, and cultural attractions. <iframe src="https://my.matterport.com/show/?m=WqHS8ffboym&brand=0&mls=1&" width="640" height="360" style="border: 0;" allow="fullscreen"></iframe>

350 Carolina Avenue Unit 304, Winter Park

$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

$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

$465,000
2 Beds 2 Baths Lake Virginia Condo SubDv. 32789 Zip Code
Experience the best of lakeside living in this stunning 2-bedroom, 2-bathroom condo on beautiful Lake Virginia, part of the Winter Park Chain of Lakes. Just a short walk from Park Avenue, Rollins College, top-notch dining, and vibrant cultural spots, this sparkling 6th-floor condo offers serene treetop views overlooking the Fern Canal. The light-filled space was renovated in 2020 with a thoughtfully designed kitchen featuring white cabinetry, quartz countertops, and Bosch appliances. Additional upgrades include updated bathrooms, new piping and flooring, crown molding, and a premium hurricane-rated patio door. A new Trane air conditioner was added in July 2023. The Lake Virginia Condominium amenities include a dock, sauna, pool and spa with lake views, fire pit, gas grill, rentable guest suite, party room, dog walk, and storage for small watercraft. The HOA fee covers water, cable, and internet.

690 Osceola Avenue Unit 610, 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

$3,900,000
4 Beds 4 Baths Virginia Heights SubDv. 32789 Zip Code
This custom lakefront home on Winter Park's Chain of Lakes offers stunning views of Lake Virginia and is in the historic Virginia Heights neighborhood, just a short walk from Rollins College and downtown Park Avenue. Facing north, it provides picturesque sunrise views over the lake, highlighting Rollins College and its chapel. Lovingly maintained and improved over time, the 4279 square feet does not include an additional 310 square foot finished bonus room with separate HVAC, perfect for game room or office. Upon entering, you are greeted by lake views and a foyer that leads to separate formal living and dining spaces, featuring wood floors, crown molding, plantation shutters, and 10’ ceilings throughout the first floor. The main living space showcases an open-concept kitchen and family room, and flows to the outdoor patio. The spacious kitchen has a gas cooktop, a built-in desk, island seating, an eat-in breakfast space, a walk-in pantry, and a built-in bar with beverage refrigerator. The family room has custom built-ins and a gas fireplace, and overlooks the manicured backyard, pool, and lake. The large downstairs owners’ retreat with picture windows overlooks the lake and a private screened porch with unobstructed views, and the updated bathroom has double vanities and sinks, glass shower, spa tub, and custom walk-in closet. Upstairs there are three bedrooms with attached bathrooms, two bonus spaces, and a media room, offering abundant flex space and storage. Comfort, luxury, and tranquility abound in the backyard with a pool surrounded by paver patio, grassy yard, and boathouse with a lift. The property also includes an oversized two-car garage. Improvements include new roof/2023, whole-house generator/2021, boathouse deck replaced with Trex decking and new roof/2021.

1341 College Point, Winter Park

$407,700
3 Beds 2 Baths Albert Lee Ridge SubDv. 32789 Zip Code
Updated Winter Park Home – No HOA! Welcome to 924 Beard Ave, a beautifully updated home located in the heart of highly desirable Winter Park. This move-in-ready property has been thoughtfully modernized with a host of stylish upgrades. The remodeled kitchen features sleek Quartz countertops and updated cabinetry, while the bathrooms have been reimagined with new vanities and modern lighting fixtures. Throughout the home, New Luxury Vinyl Flooring complements the rare original hardwood floors, creating a harmonious blend of classic and contemporary. Freshly painted inside and out, this home exudes warmth and charm, enhanced further by newly updated ceilings, meticulously refreshed landscaping, and updated electrical. The 2021 roof replacement provides long-term peace of mind, and the fully fenced backyard with a spacious screened-in porch offers a private retreat, perfect for relaxation or entertaining. The family room even has a cozy gas fireplace! Abundant windows fill the home with natural light, highlighting its classic design and inviting ambiance. Situated just minutes from Park Avenue, this property provides easy access to Winter Park’s renowned dining, boutique shopping, cultural attractions, and beautiful parks, while being conveniently close to Orlando and surrounding areas. With thoughtful updates already completed, this home is truly move-in ready at an attractive price. The spacious family room addition offers versatility, serving as an extra living area or a fourth bedroom if needed. Don’t miss this incredible opportunity to enjoy comfortable living in a prime location. Schedule your showing today—this gem won’t last!

924 Beard Avenue, Winter Park

$755,000
3 Beds 2 Baths Kenilworth Shores Sec 06 SubDv. 32789 Zip Code
Magnificent family home located in the elite Winter Park/ Kenilworth Shores neighborhood. Just a few minutes from the world renowned Park Ave which boasts an abundance of upscale shopping and restaurants. Winter Park is home to Rollins College, ranked one of Americas best. Located in top rated schools district, Brookshire, Glendridge and WPHS. Walk into a stunning living area with a cozy wood burning fireplace that leads into a large dining room and an open and spacious kitchen with all appliances and granite countertops. The home is 3 bedrooms and 2 baths with stunning wood floors. Large master with walk in closet and spacious bathroom. The bonus living areas include a large media room for those game and movie nights with family and friends. Enjoy the Florida evenings and mornings on your 20x18 screened in lanai with picturesque views of your manicured lawn and foliage with a grandfathered 8 ft fence for more privacy. Ceilings fans in all rooms and kitchen, new blinds, new toilets, newer roof, new Lenox HVAC and ductwork, new garage opener and new interior paint. Please see attached for list of upgrades. This home is move in ready for a growing family.

640 Worthington Drive, Winter Park

$2,400,000
4 Beds 5 Baths Tantums Additions To Winter Park SubDv. 32789 Zip Code
New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops, Winter Park Village, and Whole Foods Market. This stunning home, set on a prime lot adjacent to the Winter Park Golf Course, provides the perfect balance of privacy and convenience. Upon entering through custom double front doors, you’re greeted by an impressive foyer with soaring ceilings and a striking wall-mounted water fountain. The luxurious primary suite is privately situated on one side of the home and features an elegant bath, dual sinks, exquisite shower, and customized his-and-her walk-in closets. A second bedroom or office/study (with a private ensuite bath and walk-in closet) is also on the first floor across from the primary bedroom. This flexible space includes a custom walnut Murphy bed, allowing for dual use as a guest room or office.Continue into the open-concept home as it seamlessly flows from the living room to the dining room. A massive double-sided gas fireplace serves as a centerpiece between the dining room and family room areas. The gourmet kitchen is a chef's dream, outfitted with Sub-Zero Wolf appliances, a reverse osmosis water system, and a large island with bar-top seating that joins the family room. Oversized windows allow natural light to flood these spaces. Sliding doors open to an expansive 35-foot covered lanai, ideal for entertaining or al fresco dining. The lanai features a summer kitchen (with Egg grill) and retractable screens, leading out to a private saltwater pool and spa, which can be heated quickly through a mobile app. A fenced yard includes a small, turfed area, perfect for pets or play. A gate leads right out to the adjacent golf course. Upstairs, you’ll find a private third bedroom with an ensuite bath, along with a versatile multi-use space that can be used as a gym, theater room, or additional living area. For added privacy, a separate fourth bedroom suite is located at the rear of the home. This "apartment-like" suite includes a bedroom, private bath, living area with small refrigerator and sink along with a large second-story private terrace with sweeping views of the golf course. This living area features its own outside entry and security system, offering complete independence from the rest of the home and a door within that can be locked to separate, if desired. Additional features include a whole-home Briggs & Stratton generator, water softener system, tankless water heaters, two newer Trane 16 seer HVAC systems, a security system with multiple cameras, and exterior painting with a lifetime transferable warranty. With its unparalleled location and exceptional design, 1010 N Pennsylvania Ave is a rare opportunity to own a home that combines luxury living with modern convenience. Don’t miss your chance to make this exceptional property your next home! Feel free to request an upgrades and features sheet outlining all the wonderful aspects of this home!

1010 N Pennsylvania Avenue, Winter Park

$1,325,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Discover an exceptional opportunity with this one-of-a-kind townhome that includes a private boat slip! Nestled in the picturesque Winter Park, Florida, this brand-new home boasts breathtaking views of Lake Killarney and offers a perfect blend of luxury and comfort. With 3 bedrooms and 3.5 baths spread across over 2,300 sq ft, you'll be greeted by a grand 17-foot foyer that leads into an expansive great room featuring soaring 11-foot ceilings. The floor-to-ceiling windows flood the space with natural light while framing stunning lake and nature views, creating an inviting atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a chef's dream, equipped with top-of-the-line Wolf and Subzero appliances, elegant double-stacked soft-close cabinetry, and designer lighting. Enjoy the convenience of a spacious walk-in pantry and motorized window shades. Step outside to the unique rear lanai, where you can savor serene lake vistas or stroll along the community sidewalk that encircles the property. Retreat to the luxurious second-level primary suite, thoughtfully positioned for tranquility. It features expansive storefront-style windows, dual walk-in closets, and a spa-inspired bath adorned with designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The versatile bonus loft area is perfect for a home office or a cozy reading nook, while the adjacent outdoor balcony with a cocktail kitchen offers unparalleled views of the lake. Two additional bedrooms, one with an en suite bath, ensure comfort and privacy for family or guests, complemented by a conveniently located laundry room that separates the primary suite from the secondary bedrooms. This townhome exemplifies modern living, complete with a desirable two-car garage featuring an epoxy-painted floor, an EV charging plug, and ample storage. Experience the pinnacle of elegance and comfort in this prime Central Florida location—your dream home awaits!

1782 Mondrian Circle, Winter Park

$699,000
3 Beds 4 Baths Mondrian/Winter Park Twnhms SubDv. 32789 Zip Code
Step inside this newly staged model home! Discover an incredible opportunity to own a solid concrete block construction townhome in the desirable Winter Park community, now available at entry-level pricing! This spacious three-bedroom, three-and-a-half-bath residence offers remarkable value and potential for those looking to invest in a quality home. While the pricing reflects the potential need for improvement, particularly to the main-level wood floors due to minor damage from previous rental use, this townhome is ready for your personal touch. As you enter, you'll be greeted by a grand foyer and a convenient half bath, ideal for entertaining guests. The open-concept kitchen seamlessly connects to the sophisticated dining area and inviting great room, creating the perfect environment for family gatherings and social events. Enjoy culinary delights with stylish white cabinetry, silestone countertops, and a top-of-the-line KitchenAid appliance package, including a natural gas range. The expansive floor-to-ceiling storefront glass floods the interior with natural light and offers stunning views of the surroundings. Step outside to enjoy picturesque sidewalks within the community or relax in the tranquil ambiance of your private, fully fenced backyard. Upstairs, you'll find three luxurious bedrooms, each with its own en suite bath, ensuring ultimate privacy. The primary suite features a spacious walk-in closet 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. Unwind on the large balcony with your morning coffee or evening relaxation and appreciate the convenience of a second-floor laundry room. The generous two-car garage is equipped with an EV charging plug, catering to eco-friendly living. This is a unique chance to secure a well-built townhome at an attractive price point. Don’t miss out on this exceptional value—schedule a viewing today and discover the potential that awaits in this Winter Park townhome!

1804 Mondrian Circle, Winter Park

$2,859,000
5 Beds 6 Baths Sicilian Shores SubDv. 32789 Zip Code
Welcome to your mid-century modern dream home! This stunning five-bedroom, five-and-a-half-bathroom residence spans almost 5,000 square feet across three levels, meticulously restored to highlight its architectural beauty. Nestled on nearly an acre of lush corner land in the sought-after Via’s, this property invites you to explore its open floor plan, featuring striking brick accents, original Terrazzo flooring, and vaulted tongue and groove ceilings throughout. Step into the inviting living room With a grand double sided fireplace shared with the beautiful dining room, which flows seamlessly into a gorgeous screened-in porch overlooking a sparkling 9-foot deep pool and expansive backyard. The completely renovated kitchen boasts French doors that open to a charming deck, perfect for enjoying the serene side yard with a natural gas fire pit and 20-foot tall bamboo, providing privacy and a lush backdrop.The lower level offers a spacious flex room that leads directly to the pool, along with a full bedroom and bath, plus an indoor storage area equipped with an extra refrigerator and wine fridge. On the upper level, you’ll find three generously sized bedrooms, each with its own walk-in closet and full bath. The main floor’s fully renovated primary suite is a true sanctuary, featuring stunning views and a luxurious shower illuminated by two skylights. Step outside to discover a backyard that opens to a walking path leading directly to the Winter Park Racquet Club, offering easy access to tennis, events, and lakeside dining. The expansive property provides ample space for a pool house, boat garage, or simply to relish the lush surroundings. With a brand-new roof, doors, windows, 4 a/c units and fresh interior and exterior paint completed in 2022, this extraordinary gem is ready for you to call it home. Don’t miss the opportunity to make it yours!

845 Via Lombardy, Winter Park

$3,250,000
4 Beds 6 Baths Tuscania SubDv. 32789 Zip Code
Welcome to this stunning well-appointed home in the highly desirable Via's of Winter Park. This one-level home offers a blend of modern design, luxury and functionality. Nestled on a tree-lined street, this four-bedroom, four-bathroom home with two-half baths is designed for comfort and entertaining. Upon entering you are immersed in 25-foot-high ceilings and greeted by an expansive, light-filled space featuring gorgeous hardwood floors in all main rooms of the home. With custom details throughout, the main living room has custom built-in shelving and a remote-controlled fireplace. The dining room showcases a beautiful, custom wood drop-ceiling feature, elegant chandelier, custom drapes and remote-controlled blinds, plus a show stopping glass-enclosed wine cellar with wine refrigerator and dimmable LED lights. The chef’s kitchen is a culinary masterpiece with extra-tall cabinetry, and has an enclosed coffee station, over and under dimmable lighting, Thermador appliances including a six-burner natural gas range/oven, a second built-in convection oven, microwave, and two full-size dishwashers along with a huge walk-in pantry with custom shelving. The oversized quartzite island features a large sink and room for plenty of seating. A separate breakfast area creates an inviting space for casual dining and entertaining. The primary suite is made extra private by the split plan layout and features an open yet separate 7-by-10-foot flex space for a reading nook, an exercise area, a desk for extra office use or a makeup vanity area. The bedroom with wood floors has a custom wood accent wall with dimmable LED lighting along with the home's signature private outdoor shower. The spacious, open spa-like bath includes separate vanities, tons of storage at each sink, two separate water closets, one with a bidet, a modern soaking tub, and large marble walk-in shower with body sprays. The two extra large walk-in closets with custom built-ins ensure ample wardrobe and storage space. All additional bedrooms are spacious with full en-suite baths and walk-in closets with custom built-ins. The dedicated office offers a large viewing window, wall mounted TV, built-in shelving and cabinets, custom leather-look wallpaper and remote-controlled blinds with custom drapes. The outdoor living space is equally impressive featuring a covered lanai and a full summer kitchen with grill, marble countertops and flooring, an oversized ceiling fan and large screened TV. The pool and spa, controlled by Aqua Link App, provides tranquility and relaxation with a waterfall feature and safety screens. Additional features of the home include a Lutron lighting system with app control, Sonos speaker in all main rooms including outdoor lanai, custom window treatments and custom lighting throughout. The oversized yard is meticulously landscaped and is made extra private by the low-maintenance vinyl fence. The attached oversized two-car garage includes custom shelving and a finished air-conditioned attic for extra storage. This stunning property is ideally just steps from Winter Park Racquet Club and within proximity to the renowned shopping and unique dining options on Park Avenue. With easy access to downtown Orlando, and sporting and entertainment venues, there is also access to Orlando’s International Airport and the area’s famous theme parks. This home, which has too many features to list, offers the best of luxury and convenience.

1141 Whitesell Drive, Winter Park

$658,125
3 Beds 2 Baths Azalea Lane SubDv. 32789 Zip Code
Discover the ease of turnkey living in this beautifully renovated 3-bedroom condo, located off Minnesota Ave., between Pennsylvania and Orange Ave. Just steps from the Winter Park Tennis Center and minutes from Park Avenue, the condo offers a prime location with easy access to dining, shopping, and entertainment. Thoughtfully designed by Wolfe-Rizor Interiors, this home showcases gorgeous “rustic” style engineered wood floors, a modern kitchen with a breezy coastal feel, and stylish bathrooms. Elegant blackout drapes and stunning chandeliers throughout the home add an extra layer of sophistication. The sunny living area is delightful yet cozy, with a wood-burning fireplace and (3) sets of French doors opening to (2) balconies, perfect for outdoor dining and relaxing. The spacious primary suite has a walk-in closet and pocket doors opening to a stylish bathroom with dual sinks and a glass shower. 2 additional bedrooms share a 2nd full bathroom, and a laundry closet located in the hallway offers a stackable washer and dryer, plus great storage space. On the ground level, a detached 2-car garage (with new motors) can be utilized for private parking or storage, while a driveway and street parking provide ample space for your guests. Zoned for Audubon K-8 and close to top schools, this condo is directly across the street from the tennis courts and the Azalea Lane park/playground, and minutes from Baldwin Park, the Corrine Drive corridor, and downtown Winter Park. Enjoy a low-maintenance lifestyle in a prime location!

1086 Azalea Lane, Winter Park

$1,920,500
4 Beds 4 Baths Virginia & Morse Brownstones SubDv. 32789 Zip Code
Sophisticated four-bedroom, 3.5-bath townhome in the heart of downtown Winter Park. This elegantly appointed, three-level corner townhome offers a flexible floor plan in the vibrant heart of downtown Winter Park. The premier corner unit design allows for expansive French doors and windows, flooding the space with natural light and providing access to wrap-around porches on the first and second levels, ideal for enjoying the outdoors. A private interior elevator provides seamless access to all levels, including the rooftop terrace. The first floor features a welcoming foyer, a convenient laundry room, two spacious bedroom suites with en-suite baths, and direct access to the private two-car garage. The second floor serves as the primary living space, designed for entertainment and everyday comfort. It includes a chef’s kitchen, living room, dining room and family room. The kitchen boasts top-tier appliances, including a 36-inch Wolf gas range, Sub-Zero refrigerator and Bosch dishwasher. A butler’s pantry with an under-counter beverage cooler connects the kitchen to the dining and living areas. The open-concept kitchen which overlooks the family room features a marble-topped island, gas fireplace and built-in bar. The wrap-around porch on this level provides additional space for outdoor relaxation, complete with a gas grill. The third floor is dedicated to the private primary suite, offering two walk-in closets and a luxurious, spa-inspired bath with marble countertops and a Japanese wet room concept, and second laundry room for added convenience. French doors open to a balcony with a spiral staircase leading to the rooftop terrace. This floor also includes a large secondary bedroom that can double as extra flex space that could be used as an office, exercise room or den with a built-in bar area and spacious closet. The rooftop terrace, accessible by the spiral staircase and private elevator, provides ample space for outdoor living and offers breathtaking views of downtown Orlando. Designed by acclaimed Phil Kean Design Group, the Morse & Virginia brownstones are ideally just two blocks from Park Avenue’s renowned shopping and dining. Residents can enjoy leisurely strolls to Hannibal Square, Winter Park Library, farmers market and more. Ideal for those seeking a low-maintenance, lock-and-leave lifestyle with all conveniences of urban living!

401 W Morse Boulevard, Winter Park

$405,000
2 Beds 2 Baths Albert Lee Ridge SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Don't miss this immaculate and move-in ready 2-bedroom/2-bath Winter Park home, with a 1-car garage, and a NEW ROOF coming soon! Recently updated, this home features fresh paint inside and out, improved landscaping, new lighting, a new dishwasher, and a new microwave. The desirable, open floorplan features a spacious family room/kitchen combo, separated by an island that offers extra storage and seating. Stainless steel appliances and a window overlooking the backyard enhance the kitchen, while an adjacent dining area flows into a bright Florida room, making this home ideal for entertaining. Both bedrooms have walk-in closets, and there’s plenty of extra storage with 2 hall closets. The backyard steals the show, featuring a large (22’x15’) covered porch with ceiling fans, two storage sheds, and raised garden boxes—perfect for your gardening projects! The freshly painted, attached 1-car garage offers washer & dryer hookups and shelving for more storage. Tucked away on a quiet street, yet minutes from downtown Winter Park, College Park, and downtown Orlando, this home is close to Trader Joe’s, Whole Foods, Publix, Home Depot, and more...and offers easy access to I-4 for commuting.

2113 Albert Lee Parkway, Winter Park

$1,990,000
4 Beds 4 Baths Winter Park SubDv. 32789 Zip Code
Welcome to 455 N Interlachen in Winter Park, Florida 32789, where timeless elegance meets modern comfort. This stunning home underwent a complete remodel in 2009, ensuring every detail is curated to perfection. As you step inside, you're greeted by a grand foyer that sets the tone for the luxurious living spaces beyond. The main level boasts a harmonious flow between the living room, dining area, and kitchen, creating an inviting atmosphere for gatherings and relaxation. The chef-inspired kitchen is a true masterpiece, featuring top-of-the-line appliances, custom cabinetry, and an expansive island perfect for culinary adventures or casual dining. With high-end finishes and thoughtful design elements, this kitchen is as beautiful as it is functional. A highlight of the home is the primary suite conveniently located on the first floor. Offering a peaceful retreat from the hustle and bustle of everyday life, the primary suite features a spa-like ensuite bathroom and ample closet space, providing the ultimate in relaxation and privacy. Upstairs, you'll find additional bedrooms, each offering comfort and style, making them perfect for family members, guests, or a home office. Every room is bathed in natural light, creating an inviting atmosphere throughout. Outside, the meticulously landscaped yard offers a private oasis for outdoor enjoyment. Whether you're hosting a barbecue with friends or simply unwinding after a long day, the outdoor space provides endless opportunities for relaxation and entertainment. Located in the desirable downtown Winter Park area, this home offers easy access to shopping, dining, parks, and more, allowing you to experience the best of urban living. Don't miss your chance to make this exquisite property your own and enjoy the epitome of Florida luxury living.

455 N Interlachen Avenue, Winter Park

$9,140,000
6 Beds 8 Baths Maitland Shores SubDv. 32789 Zip Code
Majestic lakefront estate fully renovated in 2021 located in the beautiful Winter Park, Florida. Nestled on sprawling acreage, this breathtaking 6-bedroom, 7.5 bathroom lakefront mansion offers unparalleled luxury and serenity in the heart of Winter Park, Florida. Perched on 220 feet of picturesque Lake Maitland, this stunning estate boasts: Panoramic views of Lake Maitland, framed by floor-to-ceiling windows and electrically operated pocket sliding glass doors. Expansive outdoor oasis featuring a 70 foot resort-style pool, fully stocked outdoor kitchen with big screen television perfect for sunset gatherings. Secluded and private surroundings including multiple different areas with outdoor fireplaces for friends and family to gather ensuring tranquility and exclusivity. Grand foyer with soaring ceilings and elegant chandelier creates the framing for the stunning views upon entry. The Gourmet kitchen with top-of-the-line Miele appliances and expansive center island make up every chefs dream. Spacious bedrooms all with en-suite bathrooms and walk-in closets and a stunning Private master retreat with lake-facing balcony. Other impressive amenities include both a stunningly presented billiards room as well as a finely appointed theatre room for family members to gather. The property also has its own separately accessed 1 bedroom apartment beautifully finished for those long standing guests. Enjoy resort-style living, minutes from Winter Park's charming parks, boutiques, and restaurants. Escape to a world of luxury, where every day feels like a vacation. Schedule a private viewing and experience the ultimate Winter Park lifestyle.

2040 Venetian Way, Winter Park

$730,700
3 Beds 2 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
Say hello to this Orwin Manor cutie! This unique bungalow is being offered fully furnished and is perfectly situated on an expansive lot, combining charm with convenience. Featuring three bedrooms, two baths, and a spacious open floor plan, this adorable property welcomes you with sunlit living areas, gleaming hardwood floors, and an inviting atmosphere that feels like home from the moment you step inside. The charming kitchen boasts new appliances, granite countertops, and cabinets that beautifully complement the cottage-style aesthetic. The original hardwood floors enhance the home's warmth and character, flowing effortlessly from room to room. The dining area overlooks the sparkling pool, an ideal backdrop for entertaining. An additional living area, centered around a cozy fireplace, offers the ideal space to relax or host guests. Step outside to your private backyard oasis, providing endless opportunities for outdoor enjoyment and creativity. Ideally just minutes from renowned Park Avenue, with easy access to gourmet dining, boutique shopping, hospitals and I-4, this enchanting property is a rare find with endless possibilities. Don’t miss your chance to make sweet Suffolk yours.

1331 Suffolk Road, Winter Park