Refine Search
Sort by
$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

$1,100,000
4 Beds 3 Baths Kenilworth Shores Sec 06 SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), New Roof (2025), updated plumbing, Updated electrical panels, newer windows in most of the house and vinyl fencing, . This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.

708 Balmoral Road, 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

$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

$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

$1,105,000
4 Beds 4 Baths Lugano Terrace SubDv. 32789 Zip Code
Priced BELOW appraisal! New PEX plumbing and water heater replaced January 2025. Highly desirable Lugano Terrace, 4-bedroom, 3.5-bath brick home offering timeless charm and modern amenities just steps from the serene shores of Lake Knowles. Set amidst lush, mature landscaping, providing excellent value in this sought-after location. Inside, you'll be greeted by real hardwood floors that flow throughout the main living areas, complementing the vaulted ceilings and spacious, open design. The inviting living room features a cozy wood-burning fireplace, while the formal dining room offers a peaceful view of the pool and backyard. The open kitchen is a chef's dream, with sleek granite countertops, white cabinetry, and an eat-in island that opens to the family room, which is anchored by a gas fireplace. Additional pantry space in a second pantry adds convenience for storage and organization. The expansive upstairs, primary suite is a true retreat, offering generous space for a sitting area and a stunning, spa-like bath with a dual-entry shower, standalone soaking tub, dual vanities, and ample storage. A light-filled office, a library/conservatory, and a loft added in 1993 provide flexible living spaces. Three nicely sized bedrooms are located downstairs, offering privacy and convenience for family or guests. The outdoor space is equally impressive, with a private backyard that includes a sparkling pool, a grassy area perfect for play, and a lovely porch ideal for entertaining or simply enjoying the tranquil surroundings. The home also features a roundabout in the front for easy access and abundant parking, along with a 2-car garage that includes a workshop for added functionality. Additional updates include a new roof (2021). Located just minutes from Winter Park’s iconic Park Avenue, the Winter Park Racquet Club, and within walking distance to top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High. With its blend of classic design and modern updates, this home is an unforgettable opportunity in one of Winter Park's most coveted neighborhoods.

1885 Temple Drive, Winter Park

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

1341 College Point, Winter Park

$1,280,000
4 Beds 4 Baths Windsong Elizabeths Walk SubDv. 32789 Zip Code
Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.

1429 Chapman Circle, Winter Park

$519,180
4 Beds 2 Baths Dommerich Hills Fourth Add SubDv. 32789 Zip Code
Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!

2518 Sweetwater Trail, Winter Park

$450,000
3 Beds 2 Baths Glencoe Sub SubDv. 32789 Zip Code
$25,000 Price Reduction! Here is your opportunity to own this charming Winter Park home convenient to everything. A total of 4 Bedrooms and 3 Baths including a separate Guest House! Situated on a quiet cul de sac, it's minutes to I-4, 2 miles to Park Ave, 4 miles to Downtown Orlando and an hour to the beaches. The main home offers a 3 bedroom, 2 bath split plan. You enter through the spacious Great Room with lots of space for entertaining. The open kitchen allows you to interact with your guests while you prepare the meal. The kitchen has been updated with stainless steel appliances and granite countertops. Need a little extra room for reading or tv? The back of the Great Room has space for both. Want some fresh air? There is a large screened porch off the back of the home for enjoying the outdoors. The home's roof was replaced in 2022 and the AC in 2023 so your potential major expenses are already covered. On the back of the property sits the Studio apartment with a kitchenette, bath, and a large screened porch. The Studio has its' own address so if you don't want to save it for the visitors that always come to see their friends in Florida, you can rent it out and create a new income stream. This is more than a home, it's an investment. The address is Winter Park 32789. The lot is 0.32 of an acre. There's plenty of room to grow your dreams. Schedule your appointment today to preview this Winter Park jem!

2341 Devon Court, Winter Park

$1,630,000
3 Beds 4 Baths Winter Park Residential Condominium 9541/3489 Unit SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship which exudes classic Americana to the meticulously finished gourmet kitchen, this home truly speaks of timeless elegance. The stunning condo features three spacious ensuite bedrooms, including a primary suite with a charming fireplace and generous setback terrace. A private elevator ensures seamless access, while a lovely atrium, perfect for morning coffee or an evening glass of wine, enhances the serene ambiance. Pella windows and beautiful wood plantation shutters provide both tranquility and refined style. Step outside, and you’re immersed in the heart of Winter Park, surrounded by charming boutiques, renowned restaurants, lush parks, and vibrant entertainment. Prefer a lighter aesthetic? A paint quote and virtual renderings with lighter wood tones are available upon request.

101 S New York Ave Unit 302, Winter Park

$405,000
3 Beds 2 Baths Temple Terrace SubDv. 32789 Zip Code
**FULLY RENOVATED WINTER PARK GEM in the HIGHLY DESIRABLE 32789 ZIP CODE!** This meticulously renovated home offers a blend of stylish upgrades and classic charm, with an expansive screened-in porch and private backyard perfect for enjoying Florida’s outdoor lifestyle. This home has been thoughtfully designed and professionally renovated by McCree Construction. (NEW ROOF 2021, NEW AC & Ductwork 2024, NEW Plumbing 2024, Updated Electrical 2024, NEW Blown In Insulation, NEW Luxury Vinyl Plank flooring, NEW Kitchen and baths and fixtures, NEW Light fixtures, NEW Hardware, NEW Blinds, NEW doors, trim and door jambs, NEW Paint inside and out, NEW Fence, NEW Landscaping). Step inside to discover a bright, open-concept layout. The inviting living room is bathed in natural light from a large picture window and refinished original hardwood floors are located throughout the living room and two guest rooms. The brand NEW kitchen features stainless steel appliances, mission style wood cabinetry, Quartz countertops, and a warm gray subway tile backsplash. Just off the kitchen the dining room overlooks the backyard and french doors lead to the expansive screened-in porch. This is the perfect outdoor space for hosting guests or relaxing outdoors free of Florida bugs! The HUGE private backyard is fully fenced and plenty of room for furry family members, an urban garden, or space to play. The split floor plan offers a private main suite with an attached bathroom FULLY Renovated with a walk-shower with frameless glass door. The two guest rooms share the FULLY renovated hall bathroom with marble tile. Located just minutes from top-rated schools (Dommerich Elementary, Maitland Middle and Winter Park High). Minutes to Park Ave shopping and dining, various parks and major roads. Don’t miss your chance to own this exceptional property in a prime location. The current owners have thought of everything to make this a comfortable beautiful space for the next owners!

2609 Madeline Avenue, Winter Park

$805,000
5 Beds 3 Baths Osceola Heights SubDv. 32789 Zip Code
*** IN-LAW SUITE *** The highlight of this 95% NEW CONSTRUCTION home is the IN-LAW SUITE, perfectly positioned at the rear with a PRIVATE ENTRANCE, two bedrooms, and a full bathroom. Whether used for family, guests, or as an income-producing rental, this suite offers flexibility and added value. The in-law suite is connected to the main residence via artificial grass breezeway. This meticulously reconstructed Winter Park residence is perfectly situated minutes from Park Ave. The home offers 5 bedrooms, 3 bathrooms, 1,813 square feet of living space, and an attached 1-car garage. As you approach the home, you will be welcomed by a charming front porch adorned with custom railing and Flora cement tile. You'll find an open dining room that seamlessly flows into the kitchen upon entering. The home is enhanced with newly installed real hardwood flooring throughout. The brand-new kitchen features Ferrara Quartz countertops, blue Lioher cabinets with gold hardware, new GE Café appliances, and a spacious kitchen island. Adjacent to the kitchen is a laundry nook, and access to the home from the newly added attached one-car garage. All bathrooms have been fully renovated with high-end finishes. Two renovated bedrooms complete the front footprint of this home. As you move through the house, you'll find the spacious primary suite on your left, featuring double doors, a brand-new primary bathroom, and a walk-in closet with custom built-ins. The primary suite opens into the living room, where you can step through new sliding doors into the breezeway, which is covered with artificial turf and is perfect for outdoor entertaining. The breezeway connects to the in-law suite, which can also be used as an income-producing suite, with two additional bedrooms and a full bathroom, complete with a private side entry door. This home also has a nicely sized backyard, new landscaping, and an irrigation system. Upgrades include a NEW ROOF with gutters, NEW ELECTRICAL and PLUMBING SYSTEMS, a new one-car garage, new HVAC, a new driveway, and new pavers. Located just minutes from Interlachen Country Club, Winter Park Racquet Club, and Winter Park Golf Course, this home is ideally positioned for leisure and recreation. Fine dining and upscale shopping on Park Avenue, Advent Health Hospital, and Rollins College are also minutes away. This beautifully reconstructed home is 95% new construction! Don't miss out on this opportunity—act quickly!

1795 Walker Avenue, Winter Park

$3,125,000
4 Beds 5 Baths Forest Hills SubDv. 32789 Zip Code
Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 125 feet of water frontage, this home offers breathtaking views and absolutely stunning sunsets. As you step through the front door, you’re greeted by captivating lake views that flow from front to back. The spacious foyer leads to a charming living room, complete with a brick wood-burning fireplace. This area seamlessly transitions into the Florida room, an entertainer’s paradise featuring a wet bar, seating area and pool table, with easy access to a full bathroom that is equipped with a steamer shower. Open the French doors to reveal a tranquil outdoor oasis, where mature landscaping ensures privacy for the heated spa, creating a resort-like atmosphere in your own backyard. The heart of the home is a state-of-the-art chef's kitchen, boasting a large island, oversized GE refrigerator, Thermador dual ovens, elegant custom cabinetry, granite countertops, and a cozy breakfast nook. The spacious formal dining and living rooms offer beautiful lake views and lead out to a tranquil front terrace. For those who work from home, a private office on the main floor with a lake view provides an ideal and serene workspace. The large family room is perfect for everyday gatherings and is conveniently located next to a half bath. Upstairs, the primary suite overlooks the lake and features a walk-in closet and ensuite bathroom with a standalone Jacuzzi tub and separate shower. Two additional bedrooms share a full bath, while a generous fourth bedroom serves as a secondary primary suite with its own ensuite and walk-in closet. The property includes a paver circular driveway leading to a side-entry two-car garage. Cross the brick paved road to a sprawling lakefront lawn, leading to a private boat dock with a lift, perfect for enjoying all the water activities. Located on Lake Sue, a private ski lake, this home is just minutes from Park Avenue's shopping and dining, Downtown Orlando, Baldwin Park, playgrounds, parks and excellent public schools. Don’t miss the opportunity to make this stunning lakefront home your own!

1900 W Fawsett Road, Winter Park

$537,000
4 Beds 2 Baths Fairbanks Shores 5th Add SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. What!!! Under $540,000 in 32789??!! Yup!! Welcome to this charming ranch-style home located in Winter Park and best of all, NO HOA! Nestled on a spacious corner lot, this property offers a CIRCULAR DRIVEWAY for easy access and ample parking. Inside, you’ll find an updated kitchen with beautiful GRANITE countertops, perfect for hosting or enjoying family meals. Both bathrooms have been tastefully renovated for modern comfort. Cozy up by the WOOD BURNING FIREPLACE or enjoy the Florida lifestyle on the SCREENED-IN PORCH overlooking the FENCED-IN backyard great for pets, and/or outdoor entertaining. There’s also a hot tub with a brand-new motor for the ultimate relaxation. Major updates like a RE-ROOF(2016) and septic drain field (2016) add value and peace of mind. This home is ready to provide a blend of comfort, convenience, and modern updates, all with the freedom of no HOA restrictions. Plus, it includes a 2 car OVERSIZED GRAGE for extra storage or workshop space. Don't miss the chance to make this Winter Park gem your own!

2891 Naples Drive, 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

$839,500
3 Beds 3 Baths Carver Town SubDv. 32789 Zip Code
Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully remodeled 3-bedroom, 2.5-bath residence offers 1,898 sq ft of inviting living space. The home features an eat-in kitchen with custom bench seating, earthy wood-tone cabinets, a large waterfall island, and elegant countertops. Sleek black appliances perfectly complement the modern design. All bedrooms are located on the second floor, with the primary suite boasting cool contemporary lines, a walk-in shower, double sink vanity with quartz countertops, and plenty of natural light. The suite also includes a spacious walk-in closet, fully built-in for optimal organization. The home’s outdoor space is equally impressive, with gorgeous landscaping that enhances the fenced, private yard—perfect for entertaining guests or enjoying quiet moments with loved ones. The 1-car wide garage extends two cars deep, providing ample storage, while the paved driveway offers room to securely store a boat or RV behind the fence. With only two original block walls retained, the rest of the home is entirely new, including updated sewer pipes, plumbing, electrical systems, and a fully installed irrigation system. Located in an excellent A+ rated school district, this home is just minutes from Winter Park Hospital, Park Avenue, Rollins College, museums, galleries, shopping, restaurants, and major highways—everything you need is close by. Call today to schedule your private showing and make this dream home yours! Pool renderings are only showed as an illustration of what is possible and can be built for additional cost.

648 Callahan Street, 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

$675,000
4 Beds 3 Baths Carver Town First Add SubDv. 32789 Zip Code
This stunning property in historic Winter Park offers an excellent price point and is ideally situated near Park Avenue’s shops and restaurants, Rollins College, Winter Park Village, Winter Park Farmer's Market, and Hannibal Square. Completely renovated in 2021, this 4 bedroom, 3 bathroom home has been thoughtfully appointed with double primary suites, each with ensuite bathrooms and large closets. Split from these primary suites are 2 additional ample sized bedrooms and a full bathroom. The open floor plan boasts contemporary updates throughout, including light wood-like tile floors, LED recessed lighting and fresh paint. The kitchen is a chef's dream, featuring quartz countertops, a designer tile backsplash, stainless steel appliances, and a 5-burner gas stove complete with a pot filler. The primary ensuite bathroom is a luxurious retreat, showcasing dual vanities, an oversized tiled shower with multiple shower heads, and a built-in bench. The bathrooms are bright and fresh with contemporary black and white tile accents. Enjoy an expansive back yard with a large paved patio, perfect for entertaining. This home can also serve as an excellent investment opportunity for your Rollins student! Schedule your private showing today! HVAC - 2017 ROOF - 2021

678 Depugh Street, 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

$1,099,717
3 Beds 3 Baths Winter Park Residential SubDv. 32789 Zip Code
Discover luxury living in this exquisite single-story condominium, located on the second floor of the highly sought-after Douglas Grand. This elegant three-bedroom, three-bath residence seamlessly blends entertaining and everyday comfort, featuring an inviting open floor plan filled with natural light, beautiful crown molding and stunning French Oak hardwood flooring. The gourmet kitchen is a chef's dream, complete with a spacious breakfast bar island, custom wood cabinetry, granite countertops, and top-of-the-line Sub-Zero, Wolf and Bosch appliances, along with a generous walk-in pantry. The primary suite serves as a serene sanctuary, showcasing an indulgent soaking tub, dual vanities with granite surfaces, and two expansive walk-in closets. A second ensuite bedroom offers a private bath and generous walk-in closet. Additional features include a large utility room with new LG washer and dryer, updated light fixtures throughout, freshly painted interior, changing color hue can lighting, google smart carbon monoxide/fire detectors and nest thermostats and a new 81 gallon water heater (December, 2023). Enjoy the convenience and the unique advantage of a private entry to the unit from the secure, gated garage, with two reserved parking spaces. Situated in the heart of Winter Park, Douglas Grand grants easy access to Park Avenue, the Farmer's Market, Rollins College, Hannibal Square, the Winter Park 9-hole golf course, the WP Tennis Center, and Winter Park Village. Embrace the effortless downtown lifestyle at Douglas Grand!

100 S Virginia Avenue Unit 201, Winter Park

$235,000
2 Beds 2 Baths Mead Garden Condo SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Remodeled 2nd story, end unit, 2-bedroom, 2-bath condo in stunning Winter Park! Enjoy all the charm Winter Park has for you, just minutes from Park Avenue's shops and restaurants, or take a short bike ride to nearby parks and outdoor venues. This desirable end-unit condo has been upgraded with new kitchen cabinets, granite countertops, and stainless steel appliances. Recent 2023 improvements include a new AC, roof & gutters. The interior has been freshly painted, and the home boasts new outlets, wall switches, and light fixtures throughout. Enjoy new luxury vinyl floors and plush carpeting, as well as all-new door hardware for a polished look. The community offers a pool and an on-site laundry facility. With Mead Gardens right behind the complex, you’ll have access to some of the best walking paths in Winter Park. Conveniently located between Trader Joe's, Winter Park Village, Ivanhoe Row, and Mills restaurants, and just a short distance to Park Avenue, Winter Park Tennis Center, Seven Oaks Park, and Rollins College. With low monthly fees, this is a fantastic opportunity to live affordably in Winter Park!

1250 S Denning Drive Unit 205, Winter Park

$1,575,000
4 Beds 5 Baths Winter Park Village SubDv. 32789 Zip Code
Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offers both style and convenience. This house sits proudly on a spacious corner lot, featuring a large front lawn and striking architectural pillars that create a grand entrance. The property boasts a durable and sleek metal roof, adding both aesthetic appeal and long-term durability. The detached garage offers privacy and quiet, while still allowing for easy access to the main house. Inside, you’ll find an open, airy layout with sleek modern finishes. The kitchen is a true chef’s dream, equipped with high-end GE Café line appliances, bright white cabinetry accented with brass and gold finishes, and a stunning backsplash that ties the entire space together. The home features scratch-resistant flooring throughout, ensuring a blend of beauty and practicality. Perfect for entertaining, the spacious kitchen island overlooks the open living and dining areas, creating a seamless flow. Step outside to enjoy a courtyard-style outdoor space, ideal for al fresco dining or relaxing after a long day. The primary bedroom, conveniently located on the main floor, offers the ultimate in privacy and tranquility. The bedroom features a large window with electronic blackout shades and a beautifully designed en-suite bathroom. The primary bath includes a luxurious soaking tub, modern non-slip tiles, and marble countertops, providing a spa-like retreat. Upstairs, the home features a common loft area, offering additional living space perfect for a cozy lounge, home office, or media room. Each upstairs bedroom is complete with its own en-suite bathroom and walk-in closet with floor-to-ceiling cabinetry, providing both luxury and ample storage. The guest bathroom is conveniently located under the staircase near the entrance, offering easy access for visitors. Located in the Winter Park neighborhood, this home combines modern elegance with a prime location close to shopping, dining, parks, and top-rated schools. With its thoughtful design, premium features, and unbeatable location, this home is a rare gem in today’s market. Don’t miss your chance to own this extraordinary property!

2435 Chantilly Avenue, Winter Park

$1,330,000
5 Beds 4 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

1458 Aloma Avenue, Winter Park