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$2,300,000
5 Beds 4 Baths Fontainebleau SubDv. 32789 Zip Code
Stunning New Construction Pool Home – Available Now! Completed in 2024, this exquisite 5-bedroom, 4-bathroom home with an office and bonus room offers a perfect blend of luxury, comfort, and functionality. Available for immediate move-in, this exceptional residence features high-end finishes and is designed for modern living. As you step inside, you're greeted by soaring ceilings and rich hardwood floors that flow seamlessly throughout the home—no carpeting here! The spacious master suite is conveniently located on the first floor, offering a serene retreat complete with a spa-like bath and a custom walk-in closet. A second bedroom on the first floor is ideal for guests, providing them with a private and comfortable space. Upstairs, you'll find three generously sized bedrooms, two full baths, and a large bonus room—perfect for a media room, play area, or home gym. Plus, there's a huge walk-in storage room lined with shelves, offering an abundance of organizational space. For those who love to entertain, the formal dining room features an impressive walk-in wine room, adding a touch of sophistication. The gourmet kitchen is a chef's dream, boasting top-of-the-line appliances, a spacious island with ample seating, and plenty of cabinetry for storage. An adjacent fully equipped summer kitchen with gas appliances and phantom screens ensures seamless indoor-outdoor living. Additional highlights include custom plantation shutters throughout, a heated spa/pool combo for year-round enjoyment, and an oversized two-car garage with plenty of storage options. This home has it all—luxury, convenience, and modern design, all in a prime location. Don't miss the opportunity to make this dream home yours today! Contact us for a private tour and more information!

2172 Temple Drive, Winter Park

$280,000
Justamere Camp Rep SubDv. 32789 Zip Code
Who wouldn’t want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet street with convenient access to Winter Park, Maitland and Orlando as well as Interstate 4 either from Lee Road or Fairbanks Avenue. This beautiful vacant lot has 75-feet of frontage and is 100-feet deep. This has a Winter Park address but is located in Orange County. An established tree canopy lines both sides of the road for a soothing drive home. The lot is already fenced on all four sides. There are a variety of mature trees on the property. Take a look at the schematics in “attachments” as samples of what a local Custom Home Builder, Brannon Construction, could build for you on this lot.

2446 Lotafun Avenue, Winter Park

$1,400,000
3 Beds 3 Baths Maitland Shores First Add SubDv. 32789 Zip Code
Tuscan-inspired Mediterranean gem in the Via’s of olde Winter Park. Step into the charm of an Italian villa with this elegant residence located on a quiet tree-lined street off Via Tuscany and near the Winter Park Racquet Club. Featuring hardwood floors throughout, this residence combines timeless elegance with modern functionality. The open-concept kitchen boasts a central island, casual dining and overlooks the spacious gathering room. A wall of French doors floods in natural light and opens onto a tranquil outdoor retreat — a gorgeous pool surrounded by a brick-paver deck, evoking the serenity of a quaint European escape. The home offers a formal dining room or works well for a private den/office by adding French doors. The first-floor primary suite is a true sanctuary, with more French doors offering picturesque backyard views. The luxurious primary bath is designed for relaxation, featuring a large soaking tub, dual sinks, a walk-in closet, and a private water closet. The second level of the home hosts two spacious bedrooms, ideal for family or guests. The mudroom/laundry area provides access to a half bath en route to a 2-car attached garage — complete with a cabinet system — adds convenience to everyday living. The meticulously maintained landscaping enhances the home’s curb appeal, while its location in a grade-A school district offers access to quality education. The immediate Via’s neighborhood includes Chain of Lakes access through a park-like setting with boat ramp leading to Lake Maitland only footsteps away at the intersection of Venetian Way & Poinciana Lane (1 block to the S of this property). Also, easy access to major roadways for stress-free commutes and just minutes from the vibrant shopping and dining of downtown Winter Park, this home is a unique jewel box.

907 Moss Lane, Winter Park

$575,000
2 Beds 2 Baths Dixie Terrace SubDv. 32789 Zip Code
Multiple Offers, please submit highest and best by Friday 1/10 4pm. Charming Winter Park Gem with Exceptional Opportunities! Nestled in the heart of Winter Park, this classic bungalow offers an incredible opportunity to either move right in or redevelop into your dream home. Located just off Park Avenue and one of the last remaining original homes on Oaks Blvd, this home combines charming character with updated features. Step inside to find beautiful original hardwood floors that exude timeless elegance, while the updated kitchen and bath ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain. The carport features a laundry/storage area, adding even more functionality to the property. The home is topped with a durable metal roof, further enhancing its appeal. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision. Located just a short distance from Winter Park's best attractions, you'll enjoy proximity to the Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location. Don’t miss the chance to make this rare property your own!

1137 Oaks Boulevard, Winter Park

$1,250,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you with a grand 17-ft foyer, leading to an expansive great room adorned with 11-ft ceilings and breathtaking floor-to-ceiling windows that frame the beauty of the lake and surrounding nature. Designed for seamless living, this open-concept layout is perfect for entertaining and everyday comfort. The gourmet kitchen is a chef's dream, featuring top-of-the-line Wolf and Subzero appliances, chic double-stacked soft-close cabinetry, designer lighting, a spacious walk-in pantry, and motorized window shades throughout. Step outside to the unique rear lanai and soak in the tranquil lake vistas, or enjoy a leisurely stroll along the welcoming community sidewalk that wraps around the property. Retreat to the second-level primary suite, a sanctuary of relaxation with expansive storefront-style windows, dual walk-in closets, and a spa-inspired bathroom showcasing designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The bonus loft area is perfect for a home office or a cozy reading nook, while the outdoor balcony with a cocktail kitchen offers elevated views of the lake for your enjoyment. With two additional bedrooms, one featuring an en suite, this home ensures comfort and privacy for all. A conveniently located laundry room separates the primary suite from the secondary bedrooms, enhancing the home's functionality. Don't miss the desirable two-car garage, complete with an epoxy-painted floor, EV charging station, and generous storage closet. Experience the pinnacle of elegance and comfort in this prime Central Florida location. Your dream waterfront lifestyle awaits!

1778 Mondrian Circle, Winter Park

$230,000
2 Beds 2 Baths Chateaux Du Lac SubDv. 32789 Zip Code
NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on the first floor just steps away from Winter Park Village, Trader Joe's and Park Avenue! The property offers a community boat ramp and a fishing pier on Lake Killarney whcih allows for skiing and other water sports. This home also features a charming covered rear porch, inviting you to create lasting memories while enjoying those beautiful winter and summer nights. Your ideal haven awaits in this meticulously updated gem! The property will not last so don't miss your chance to make this home you own.

1500 Gay Road Unit 7A, Winter Park

$341,000
4 Beds 2 Baths Fairbanks Shores 4th Add SubDv. 32789 Zip Code
Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space. The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll find a brand-new kitchen with stylish finishes, updated bathrooms, luxury vinyl flooring throughout, and all-new windows that fill the home with natural light. Enjoy peace of mind with recent upgrades, including a new HVAC system, a new water heater, and a roof installed in September 2020. The spacious yard offers plenty of room for outdoor living and entertaining, making it the perfect place to call home. Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today!

2827 Euston Road, Winter Park

$615,000
3 Beds 3 Baths Trotter Rep SubDv. 32789 Zip Code
Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming foyer leading to a bright and open living room, seamlessly connected to the dining area. Adorned with crown molding and charming Spanish tile, this space is bathed in natural light from sliding glass doors that open to a private outdoor patio. The kitchen features white cabinets, stainless steel appliances, a pantry, and a cozy eat-in nook. A convenient half bath completes the main floor. The second floor opens with a wonderful family room featuring a fireplace and French doors that lead to a picturesque balcony overlooking the street. Two generously sized bedrooms, one with custom built-ins, share a spacious bathroom, and there’s also an indoor laundry closet for added convenience. The third-floor primary retreat is a sanctuary, with a large bathroom boasting travertine details, a jetted tub, a separate shower, dual sinks, and a large walk-in closet. The oversized bedroom is bright and airy, with French doors that open to a private balcony. A dedicated office with built-in furniture completes the third floor. This home is as functional as it is beautiful, featuring a metal lifetime roof - installed 12 years ago, whole-house replumbing in 2022, and premium new carpeting with the thickest padding installed throughout the home in 2022. Additional updates include a new water heater and irrigation system added in 2023. A two-car carport and an unbeatable location short distance to Rollins College and the iconic dining and shopping of Park Avenue complete the package. Experience the best of Winter Park living! Motivated Seller all reasonable offers will be considered.

735 Maryland Avenue, Winter Park

$580,000
3 Beds 3 Baths Indiana Place Twnhms Tr A SubDv. 32789 Zip Code
Nestled in the heart of Winter Park, this stunning two-story townhome seamlessly blends modern comfort with urban convenience. Offering approximately 1,936 square feet of thoughtfully designed living space, this three bedroom, two and one-half bath home is ideal for those seeking a cultured, low-maintenance lifestyle in one of Central Florida’s most desirable neighborhoods. Head inside to discover elegant finishes, high ceilings, and an open-concept floor plan filled with natural light. Hardwood floors run throughout the main living areas, creating a warm and inviting atmosphere. The spacious kitchen features ample cabinetry, granite countertops, and a layout that’s perfect for both everyday living and entertaining. The serene primary suite offers a spacious retreat, complete with hardwood flooring, a ceiling fan, and a spa-like en-suite bathroom with a stylish vanity and abundant natural light. Two additional bedrooms and a well-placed half bath provide flexible space for guests, a home office, or additional living needs. French doors in the dining room open to a private, cozy patio shaded by mature trees—perfect for morning coffee or evening relaxation. A brand-new roof, installed in March 2024, adds long-term value and peace of mind. Located just minutes from the Park Avenue District, Rollins College, and Winter Park’s acclaimed shops, restaurants, and cultural attractions, this townhome offers the perfect balance of charm and convenience. With easy access to parks, top-rated schools, and major roadways, this move-in-ready gem truly checks all the boxes. Schedule your private showing today and experience the best of Winter Park living! REDUCED FOR QUICK SALE! MOVE-IN READY!

1392 Indiana Avenue, Winter Park

$449,000
3 Beds 1 Baths Orange Terrace SubDv. 32789 Zip Code
Welcome to your fully renovated pool home in the heart of Winter Park, FL! As you enter, you will be greeted by a stunning shiplap statement wall in the open concept living space, perfect for entertaining friends and family. The spacious kitchen features marble counters, ample cabinets, and opens up to the dining room, which is centered beside the living area. The gorgeous waterproof, luxury laminated floors throughout this home create a seamless design. Imagine spending time in the kitchen while being surrounded by natural light pouring in from the wall-to-wall windows with plantation shutters, offering a view of the living room and the back of the house with 2 double French doors. It's a serene and inviting space that brings the outdoors in. A bonus room provides extra space and leads to the huge backyard complete with a sparkling pool and banana trees. This home truly is move-in ready, with updated touches throughout, including a Bluetooth speaker in the bathroom for your shower karaoke sessions. The primary bedroom even has direct access to the pool, creating a relaxing retreat right in your own backyard. The roof was added in 2023, and electrical and plumbing were updated as well. The one car garage and laundry room combo can be entered from the dining room for ease with chores. Do you have a boat or a camper? The vinyl fence has a double gate and plenty of space on the side of the home for private parking. Every inch of this home has been curated with lots of love and an exquisite eye for style. Located in a highly desirable area, this home is just a stone's throw from Lake Killarney and a short drive to I-4. It is a dream to have such quick access to all that Winter Park has to give. Winter Park Village, Trader Joe's, and a variety of shopping and dining options are all within minutes from your doorstep. Don't miss out on the opportunity to own this gem of a home in Winter Park!

2112 Staunton Avenue, Winter Park

$425,000
2 Beds 2 Baths Lawndale SubDv. 32789 Zip Code
Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. all the information is intended to be accurate and must be verified by buyers / realtor agent.

1550 Indiana Avenue, Winter Park

$380,000
2 Beds 1 Baths Dubsdread Heights SubDv. 32789 Zip Code
Charming 2-bedroom, 1-bathroom single-family home located in the desirable Winter Park area! This beautifully maintained property offers 1,150 sq ft of living space, master closet (9 by 8.5ft) and features several recent updates, including brand-new bamboo hardwood floors throughout the interior. The spacious, fenced-in backyard is perfect for outdoor living, with a new wood decking patio for relaxing or entertaining. Enjoy peace of mind with a newer AC condenser and air handler, along with new kitchen appliances and fresh exterior paint. Additional highlights include a well-maintained septic system with regular pump service every 2 years, public water utilities, and an encapsulated crawl space with a dehumidifier, French drain, and sump pump for added moisture control. The roof is set to be replaced within the next 30-60 days, ensuring long-term durability. This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours!

830 Overspin Drive, Winter Park

$1,895,000
4 Beds 5 Baths Parklando #3 SubDv. 32789 Zip Code
Welcome to an extraordinary custom-built pool home that beautifully harmonizes contemporary elegance with traditional charm. This stunning residence is a true masterpiece, showcasing top-tier details and finishes that elevate it to a league of its own. Upon entering, you are greeted by exquisite new white oak wood flooring that flows gracefully throughout the home. The grand foyer opens into a living room, highlighting a breathtaking two-story ceiling that reaches 20 feet. The dining area is equally impressive, featuring elegant built-ins and under-counter wine and beverage refrigerators, perfect for hosting dinner parties and celebrations. At the heart of this home lies a stunning new chef-inspired kitchen designed for culinary enthusiasts and family gatherings alike. Equipped with a state-of-the-art Monogram appliance package, this kitchen boasts a commercial-grade gas range with six burners and dual dishwashers for optimal efficiency. A built-in microwave conveniently situated in the island, along with custom cabinetry and luxurious thick porcelain countertops, elevates the space further. The expansive center island invites creativity and connection, making it the ideal backdrop for memorable meals. Adjacent to the kitchen, the open family room features a cozy corner gas fireplace and three sets of French doors that seamlessly connect the indoor space to the covered and screened lanai, where you can unwind and enjoy serene views of the sparkling saltwater pool. Step outside to discover your private oasis, perfect for entertaining. The outdoor living area includes a fully equipped summer kitchen featuring a Wolf grill, concrete counters, a sink, and an under-counter fridge. A charming outdoor pool bath with a shower adds convenience. Back inside, connecting the kitchen to the spacious two-car garage with 14-foot ceilings, you'll find a well-appointed mudroom complete with laundry facilities, newly added storage cabinetry, a walk-in pantry, and a double wash basin, ensuring both functionality and organization. Ascend the wide, oversized staircase to the second level, where you'll discover two generously sized secondary bedrooms complemented by a newly updated hall bath. The sprawling primary suite is a true retreat, featuring two large walk-in closets and a luxurious spa bath equipped with a cast iron clawfoot tub, a bidet, and a seamless glass shower. This suite also includes a serene and secluded nook, perfect for creating a peaceful office space or nursery. The suite also boasts easy access to a screened balcony. Additionally, the home features a private first-floor guest suite with an ensuite bath, perfect for hosting friends or family. Every inch of this residence reflects exceptional craftsmanship, from the tasteful custom cabinetry to the elegant wood trim. The atmosphere exudes grandeur and comfort, enhanced by 11-foot ceilings and oversized baseboards. Nestled in a tranquil corner of the backyard, the air-conditioned shed serves as the perfect sanctuary for a gym or yoga studio, offering a peaceful bonus space that everyone will adore. The backyard showcases low-maintenance turf along with energy-efficient, drought-tolerant landscaping that beautifully enhances the home's overall appeal. Enjoy a stunning outdoor space that requires minimal upkeep while remaining environmentally friendly! Conveniently located just minutes away from the vibrant shops and restaurants and within the highly sought-after Winter Park school district.

2612 Parkland Drive, Winter Park

$1,635,000
3 Beds 4 Baths Winter Park Village SubDv. 32789 Zip Code
Welcome to 2619 Lafayette Avenue, a brand-new construction nestled in the heart of Winter Park, FL. This luxurious home offers over 2,800 square feet of meticulously designed living space, where modern elegance meets timeless style. Step inside to discover an open-concept floor plan that seamlessly blends sophistication with functionality. The grand kitchen is a chef's dream, featuring premium solid wood cabinetry and a stunning Venetian hand-plastered range hood. Adjacent to the kitchen, the beautiful laundry room adds convenience and style to your daily routine. This exquisite home boasts three bedrooms plus a versatile flex room, perfect for use as a guest bedroom or home office. The expansive primary suite is located on the main floor, offering a spa-like retreat with a resort-inspired ensuite bath. Indulge in the large stand-up shower, standalone tub, and dual sink vanities, creating a sanctuary of relaxation. Upstairs, you'll find two additional bedrooms, each with its own ensuite modern designer full bathroom, along with a spacious loft room that provides extra living space. Outdoor living is elevated with a covered lanai featuring a built-in summer kitchen, perfect for entertaining. The spacious pool offers a private oasis for relaxation and fun. Enjoy the convenience of being in close proximity to downtown Winter Park and the vibrant Park Avenue, where dining, shopping, and entertainment await.

2619 Lafayette Avenue, Winter Park

$1,379,900
5 Beds 5 Baths Roclair SubDv. 32789 Zip Code
Under Construction. New Construction In College Park! Fantastic College Park location! Walk or bike to all the wonderful things on the "Drive". This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Bosch appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features matte black faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Make an appointment to see this beautiful home today.

26 Stymie Place, Winter Park

$662,500
4 Beds 2 Baths Winter Park SubDv. 32789 Zip Code
Explore this unique and profitable opportunity to invest in this charming duplex in historic Winter Park! Nestled among luxury and lakefront homes in the much sought after "College Quarter." This duplex features 2 units, each with a 2-bedroom, 1-bathroom units both with a light and airy sunroom, functional laundry room, courtyard area, and 2 parking spots (4 total). Unit 600 is approximately 1193 square feet and features a beautiful sunroom, courtyard, kitchen and UPDATED bathroom. Rental income for 600 is presently $1900/month which expires 7/31/25. Unit 602 is approximately 1303 square feet and features an UPDATED bathroom, lawn space and nicely appointed kitchen. Rental income for 602 is presently $1800/month which expires 5/31/25. Both units in this duplex include the washer and dryer. This duplex is a 5 to 10 minute stroll to Lake Virginia, Rollins College, Dinky Dock and the Winter Park Tennis Center. Also within walking and bicycling distance are the Park Ave shops and restaurants and the Winter Park Farmer's Market. I-4 is 10 minutes away and the Orlando International Airport is 30 minutes away. Duplexes such as this are a rare find in this area and don't come on the market often. Take advantage of this opportunity to invest and prosper in the Winter Park community TODAY! Roof 2007, Plumbing 2018. Unit 600- HVAC 2018, Water Heater 2012. Unit 602- HVAC 2017, Water Heater 2004.

600 Huntington Avenue, Winter Park

$1,850,000
4 Beds 4 Baths Winter Park Heights SubDv. 32789 Zip Code
This beautifully designed David Weekley home is perfectly situated on nearly a quarter-acre lot along a picturesque tree-lined street in the heart of Winter Park. The exterior features immaculate landscaping and striking wood accents, creating exceptional curb appeal. Inside, warm wood floors lead to a thoughtfully designed first floor that includes a guest bedroom with an adjacent full bath, a dedicated office with glass French doors, and a spacious primary suite. The primary suite boasts tray ceilings large windows, and a spa-like bathroom with dual vanities, a soaking tub, a walk-in shower, and a custom-built walk-in closet. The open-concept living area features a stunning kitchen with stone countertops, stainless steel appliances, a convection cooktop with hood, a dedicated beverage refrigerator, and a large island with seating. Everything flows seamlessly into a formal dining room with wainscoting and the living room with soaring ceilings, custom light fixtures, and French doors opening to a covered patio. Upstairs, two additional bedrooms with walk-in closets share a Jack-and-Jill bath with private vanities, while a versatile bonus room offers additional family space. Outside, the patio overlooks a heated saltwater pool and spa, surrounded by low-maintenance artificial turf and a fully fenced yard with a buried propane tank to service the pool and a hookup line for a gas-fired grill. Additional highlights include crown molding and plantation shutters throughout, an indoor laundry room with built-in storage, and recently replaced roof and AC system in 2022. Located just minutes from iconic Park Avenue's shopping and dining district, this home offers a prime location in Winter Park’s highly desirable "Tree Streets” neighborhood near top-rated schools.

1660 Oneco Avenue, Winter Park

$1,000,000
3 Beds 2 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Discover the timeless allure of this enchanting 3 bedroom 1.5 bath home, built in 1925 and nestled in the heart of historic Winter Park. Located on one of the area's iconic brick-paved streets and surrounded by majestic oak trees, this beautifully landscaped property is a RARE find. The home's classic design features, original oak floors, original glass windows, stained glass windows, a cozy wood-burning fireplace, and an abundance of natural light blending vintage charm with practical functionality. The kitchen and foyer boast slate floors, adding a touch of sophistication to the home's timeless appeal. The interior is enhanced by two sets of French doors leading to the screened side porch and two more sets of French doors opening onto the outside deck, creating a seamless connection between indoor and outdoor living spaces. A rare gem, the basement offers built-in bookcases, closet space and plenty of storage. It also has endless possibilities as on office, library, playroom or additional living area. Outdoor spaces abound, including a welcoming back deck which allows access to the basement, and a screened side porch, perfect for relaxing or entertaining. The detached one car garage adds convenience and storage. Updates include: Replumbed 2024, Hot water heater 2024, Electrical panels 2024, Oak floors polished 2024, Interior paint 2024, Exterior paint 2022, Roof 2020, Garage roof 2024. With its warm character, beautifully maintained landscaping, brick driveway and unbeatable location, this delightful property captures the essence of Winter Park living at its finest.

193 Overlook Road, Winter Park

$3,695,000
4 Beds 5 Baths Fountainhead SubDv. 32789 Zip Code
Luxury Estate on a Quiet Cul-de-Sac – Steps from Park Avenue! This meticulously designed custom home is nestled in a serene cul-de-sac, just a short walk from the vibrant restaurants and boutique shops of Park Avenue. A true blend of modern luxury and timeless sophistication, this property has been crafted to deliver an unparalleled living experience. The outdoor spaces are nothing short of exceptional. The walled in backyard offers a private oasis featuring a travertine pool deck with a fire pit, sunbathing areas, and advanced Pentair pool equipment with IntelliChlor® salt system, IntelliCenter controls, LED lighting, and an autofill feature. A covered lanai provides the perfect space for relaxation or entertainment, complete with three ceiling fans, a 75” Samsung TV, and a summer kitchen that includes a stainless steel 36” DCS grill and under-counter refrigerator. The elegant concrete paver driveway complements the home's striking curb appeal. Inside, the interiors showcase the work of Niemann Interiors, with a natural stone entry and foyer wall leading into living spaces adorned with 8.5-inch engineered white oak flooring. The kitchen is a chef’s dream, equipped with Wolf, Sub-Zero, and Bosch appliances, custom cabinetry by AWR Custom Cabinets, and slab countertops. Pull-out shelves and pot drawers add functionality and style. Bathrooms and the laundry room feature sleek porcelain tile and premium finishes, with Samsung steam washer and dryer appliances. The home is outfitted with cutting-edge technology for modern living, including a Lutron RadioRa2 lighting system, Sonos sound, Ecobee thermostats, and Alarm.com security features with monitored sensors. Additional tech highlights include a Ring doorbell, eight exterior cameras, MyQ garage door control, Pentair pool automation, and mobile controls for fans, sprinklers, and leak detection. Safety and convenience are prioritized with features such as glass break sensors, heat detectors in the kitchen and garage, and a StreamLabs leak detection valve. Notable construction details include Andersen 400 Series casement windows, PGT sliding glass doors, a flat cement tile roof, and a striking 8-foot mahogany front door. Carrier electric heat pumps with UV filtration ensure comfort and air quality, while a tankless natural gas water heater with a recirculating line provides energy efficiency. The garage is equipped with JackShaft openers, an exterior keypad, and is pre-wired for an EV outlet. Designed by Johnson Estate Designs and featuring landscape architecture by Mills Design Group, this home is as functional as it is beautiful. From its prime location near Park Avenue to its meticulously planned features, this property offers a rare opportunity to own a residence that truly has it all.

466 Misty Lane, Winter Park

$435,000
4 Beds 3 Baths Lake Bell Terrace SubDv. 32789 Zip Code
Discover the charm of this beautifully updated 4-bedroom, 3-bathroom home in Winter Park! As you step inside, you’re welcomed by an open-concept living space featuring a cozy wood-burning fireplace, real wood floors, and a stylish kitchen complete with granite countertops, stainless steel appliances, and a spacious dining area. French doors lead to an inviting 11x10 Florida room that overlooks a large screened patio and a fully fenced backyard, perfect for entertaining or relaxing on peaceful Florida evenings. The split floor plan highlights a luxurious master suite with exposed beams, dual closets, a dedicated shoe closet, and a spa-inspired bathroom with dual sinks, a granite vanity, and a rain shower. French doors open from the master to the patio, creating a tranquil retreat. Three additional generously sized bedrooms are located on the opposite side of the home, including one with its own en-suite bathroom, while a third full bathroom is conveniently situated in the hallway. This home also features a versatile bonus room, currently used as an office, and a laundry room. Renovated in 2015, updates include a new roof COMING January 2025, NEW HVAC 2024, windows, plumbing, and electrical work, ensuring peace of mind. With just under 2,000 square feet of space, this home is an entertainer's dream. Conveniently located minutes from I-4, Home Depot, Whole Foods, and Winter Park Village’s array of restaurants and shops, this home has it all. Call today to schedule your private tour!

1944 Bering Avenue, Winter Park

$195,000
1 Beds 1 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Welcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom condo offers a perfect blend of tranquility and convenience in the heart of Winter Park. Step inside to discover a thoughtfully designed space where comfort meets style. The open-concept living area welcomes you with beautiful engineered wood floors, creating a seamless flow between the living room and kitchen. Natural light streams through the windows, highlighting the warm and inviting atmosphere throughout.Your private bedroom retreat features a generously sized closet, making storage a breeze. The well-appointed bathroom complements the living space perfectly. What truly sets this home apart is its privileged location near Lake Killarney, a stunning 239-acre spring-fed lake that serves as your backyard oasis. As a resident, you'll enjoy exclusive access to on-site boat slips, a launch, and an updated dock. Take a peaceful stroll along the 60-foot walkway leading to a covered gazebo - the perfect spot for your morning coffee or evening sunset views. The community amenities include a lakefront pool and clubhouse, while the meticulously maintained grounds showcase lush Florida landscaping. Located just moments from Winter Park Village, you'll find fantastic shopping, dining, and entertainment options right around the corner. Experience the joy of maintenance-free living while being connected to nature and urban conveniences. This hidden gem won't last long!

2500 Lee Road Unit 243, Winter Park

$1,125,000
4 Beds 5 Baths Hamilton Place SubDv. 32789 Zip Code
Welcome to this exquisite Mediterranean-inspired home located in the heart of Winter Park, Florida. This residence offers luxurious living spaces and modern amenities both inside and out, complemented with a detached mother-in-law suite, all nestled on a beautifully landscaped private community with a sprawling park right in your backyard. Upon entering, you'll immediately be impressed by the spacious and open floor plan, featuring elegant finishes, new flooring throughout, and an abundance of natural light. The chef’s kitchen is designed for both functionality and style, with high-end appliances, ample counter space, and a large island that opens up to the living and dining areas. The perfect layout for entertaining and everyday living. Each of the four bedrooms is generously sized, with the primary suite offering a private retreat complete with an ensuite bathroom and an oversized walk-in closet. With four full bathrooms and an additional half bath, there is plenty of space for everyone. A standout feature of this home is the detached mother-in-law suite located above the garage. This private and fully equipped living space provides ultimate flexibility, whether used for guests, a home office, or multi-generational living. Located just minutes from Winter Park Village and the vibrant Park Avenue, you'll enjoy the convenience of boutique shopping, fine dining, and cultural attractions just a short drive away. This home is move-in ready. Built with meticulous attention to detail, offering comfort, privacy, and a prime Winter Park location.

805 Hamilton Place Court, Winter Park

$775,000
2 Beds 2 Baths Comstock Park SubDv. 32789 Zip Code
Charming Opportunity in the Heart of Winter Park - 1520 Palmer Avenue Nestled in the highly coveted 32789 zip code, this property presents a rare chance to own a large lot in one of Winter Park's most desirable neighborhoods. Surrounded by stunning homes and mature tree-lined streets, this prime piece of real estate is a blank canvas for your vision. The value is truly in the land—imagine building your dream home from the ground up or embarking on a rewarding remodel to create your very own HGTV-worthy masterpiece. The spacious lot offers endless possibilities for outdoor living spaces, lush landscaping, or even a custom pool. Located just minutes from top-rated schools, boutique shopping, dining on Park Avenue, and beautiful lakes, 1520 Palmer Avenue is perfectly positioned to enjoy all that Winter Park has to offer. Opportunities like this don't come often—schedule your private tour today and take the first step toward bringing your dream home to life!

1520 Palmer Avenue, Winter Park

$2,600,000
4 Beds 3 Baths Tuscany Terrace SubDv. 32789 Zip Code
EXQUISITE RESIDENCE IN THE VIAS! This custom-designed home features 4 bedrooms, 3-full baths and sophisticated touches of elegance throughout. The modern design philosophy blurs the lines between the interior and exterior spaces of the home and creates a cohesive feel that’s open and airy. Built with SMART home technology, the home is outfitted for thermal efficiency and uses a LUTRON lighting system, central vac system, as well as a home audio and security system. High-end interior finishes include white oak floors, La Cantina Panoramic doors, a chef’s kitchen with SUBZERO and WOLF appliances, and a luxurious primary bedroom with spa en suite, complete with an oversized jetted tub. Motorized, retractable screens on the lanai lift to reveal a magnificent resort-inspired backyard. Summer kitchen, heated saltwater pool, a 9-hole mini golf course, and perfectly manicured landscaping by Keller Outdoors all blend to create the perfect private oasis. Located within one of Winter Park’s most desirable neighborhoods, the Vias offer picturesque brick streets for walking and proximity to the Racquet Club and Chain of Lakes.

1211 Via Estrella, Winter Park

$660,000
4 Beds 3 Baths Blk C Pt Rep 02 SubDv. 32789 Zip Code
Location! Location! AND A DETACHED IN-LAW SUITE! Discover the perfect blend of modern luxury and timeless charm in this fully renovated 4-bedroom, 2-bath mid-century ranch, complete with a detached (also renovated) in-law suite/workspace and a sparkling pool. Nestled in the heart of Winter Park, this property has been meticulously redesigned from top to bottom, boasting all-new flooring, plumbing, roof, electrical, full SS appliance package, lighting, cabinets, doors, and bathrooms, & more! Every detail reflects respect for the mid-century contemporary aesthetic. The main home features a thoughtfully designed split floor plan. In this home, the primary suite is on its own offering a private retreat with high ceilings, an ensuite bath, and a separate entrance to the outside, offering both comfort and privacy. At the heart of the home, the beautifully appointed kitchen includes 42" soft-close cabinets, quartz countertops, designer backsplash, a breakfast bar, elegant pendant lighting, and a separate pantry. Open to both the living and dining areas, this kitchen is a bright, inviting space that even has views to the yard. The dining room, at the back of the home, can also be a flex space used as a den/play area. Roof 2024, HVAC 2020. This home also comes with a detached in-law studio that is a true gem! It features a high-end kitchenette with quartz counters, 42" cabinets, a mini fridge, a full sink, a mini-split AC (wall mounted 2024), and a spa-inspired bathroom with designer tile. Perfect as a guest suite, home office, or creative workspace, the additional living space adds tremendous value and flexibility featuring a beautiful new kitchen, full-size closet, and a split ac. Fully fenced, the large yard also features a small in-ground pool and an XL shed (also restored and new roof) to hold all your yard equipment, tools and pool toys. Pool currently receives weekly servicing. Situated just minutes from Park Ave, Winter Park Village, renowned restaurants, boutique shopping, the Orlando Museum of Art, and downtown Orlando, this home offers an unparalleled lifestyle. Don’t miss this rare opportunity to own a move-in-ready masterpiece in one of Central Florida’s most desirable locations.

1333 Orchid Avenue, Winter Park

$715,000
3 Beds 2 Baths Kenilworth Shores Sec 06 SubDv. 32789 Zip Code
Nestled in one of Winter Park’s most desirable neighborhoods near Windsong, this charming block home offers timeless appeal and unmatched convenience. Boasting a new roof and solid plaster walls, this residence features impressively large rooms, including a massive bonus room at the back of the home. The inviting front porch with stately pillars overlooks a beautiful, expansive front yard, while the private backyard showcases mature landscaping, perfect for outdoor enjoyment. A long driveway leads to a convenient carport, and the home includes an interior laundry room for modern living. Cozy up by the fireplace or enjoy the proximity to Baldwin Park, Park Avenue, and top-rated Winter Park schools. Just a few blocks from Lake Virginia, Lake Mizell, and Lake Berry, this home is also close to fantastic restaurants, shopping, and Rollins College, offering a lifestyle of convenience and charm. Don’t miss the opportunity to make it yours!

648 Worthington Drive, Winter Park

$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