Legacyrealtyflorida.com Search Results

Under contract-accepting backup offers. RARELY AVAILABLE CORNER VILLA IN A PRIVATE, SERENE SETTING! Welcome to this beautifully remodeled Winter Park villa, tucked away on a private drive and offering the exceptional privacy and charm of a coveted corner location. From the moment you arrive, the inviting front courtyard sets the tone for a home that feels both elegant and effortlessly comfortable. This residence offers a fresh, elegant feel throughout, including a beautifully updated kitchen, bedrooms, lighting, plumbing, appliances, and more. The home has been remodeled with attention to both style and everyday living. A recently renovated Mediterranean-style tile roof, completed in March 2026, adds timeless architectural character while providing peace of mind for years to come. The indoor-outdoor living experience is equally appealing, with a lovely private rear patio creating the perfect setting for entertaining or simply unwinding at the end of the day. A spacious attached two-car garage provides exceptional convenience and plenty of storage space. And for everyday ease, you even have your own private mailbox attached directly to the home. One of the things that makes this villa especially appealing is the peace of mind that comes with the HOA. If you’re looking for a true lock-and-go lifestyle, the HOA takes care of the exterior maintenance, beautiful landscaping, pest control, and more, so you can simply come home, relax, and enjoy it without worrying about the upkeep. Ideally situated near all that makes Winter Park so desirable, this home places you just minutes from the charm of Park Avenue, where boutique shopping, celebrated dining, cafés, arts, culture, and leisurely strolls come together in one of Central Florida’s most beloved destinations. This is a rare opportunity to enjoy a turnkey villa with character, comfort, privacy, and an enviable location—a home that lets you spend more time enjoying where you live and less time taking care of it. Call for your private showing today!

2 Beds ⋅ 2 Baths ⋅ Winter Park Pointe 01 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. RARELY AVAILABLE CORNER VILLA IN A PRIVATE, SERENE SETTING! Welcome to this beautifully remodeled Winter Park villa, tucked away on a private drive and offering the exceptional privacy and charm of a coveted corner location. From the moment you arrive, the inviting front courtyard sets the tone for a home that feels both elegant and effortlessly comfortable. This residence offers a fresh, elegant feel throughout, including a beautifully updated kitchen, bedrooms, lighting, plumbing, appliances, and more. The home has been remodeled with attention to both style and everyday living. A recently renovated Mediterranean-style tile roof, completed in March 2026, adds timeless architectural character while providing peace of mind for years to come. The indoor-outdoor living experience is equally appealing, with a lovely private rear patio creating the perfect setting for entertaining or simply unwinding at the end of the day. A spacious attached two-car garage provides exceptional convenience and plenty of storage space. And for everyday ease, you even have your own private mailbox attached directly to the home. One of the things that makes this villa especially appealing is the peace of mind that comes with the HOA. If you’re looking for a true lock-and-go lifestyle, the HOA takes care of the exterior maintenance, beautiful landscaping, pest control, and more, so you can simply come home, relax, and enjoy it without worrying about the upkeep. Ideally situated near all that makes Winter Park so desirable, this home places you just minutes from the charm of Park Avenue, where boutique shopping, celebrated dining, cafés, arts, culture, and leisurely strolls come together in one of Central Florida’s most beloved destinations. This is a rare opportunity to enjoy a turnkey villa with character, comfort, privacy, and an enviable location—a home that lets you spend more time enjoying where you live and less time taking care of it. Call for your private showing today!

170 Balfour Drive Unit 1, Winter Park

$699,000

Rare opportunity to build your custom waterfront home in the heart of Winter Park's 32789. This cleared, ready-to-build lot sits on a canal with boating access to Lake Killarney, one of the area's most sought-after ski lakes. Spend your days skiing and cruising, then boat up to the dock at Hillstone Restaurant for lunch or dinner with sunset views over the water. All this comes with the convenience and prestige of a Winter Park address, just minutes from Park Avenue, dining, and shopping. Some photos have been virtually staged.

32789 Zip Code

Rare opportunity to build your custom waterfront home in the heart of Winter Park's 32789. This cleared, ready-to-build lot sits on a canal with boating access to Lake Killarney, one of the area's most sought-after ski lakes. Spend your days skiing and cruising, then boat up to the dock at Hillstone Restaurant for lunch or dinner with sunset views over the water. All this comes with the convenience and prestige of a Winter Park address, just minutes from Park Avenue, dining, and shopping. Some photos have been virtually staged.

2139 Blossom Lane, Winter Park

$745,000

Under contract-accepting backup offers. Virtually Staged. Welcome to 640 N Park Avenue, the iconic "pink building" in the heart of downtown Winter Park! This first-floor corner unit captures views of the WP 9 golf course, Casa Feliz and the Park Avenue streetfront from every window. Taken down to the studs and completely reimagined in 2023, this residence is filled with high-end upgrades throughout. Step inside and notice the hand-scraped walnut hardwood flooring as you enter the kitchen, which features custom cabinetry, Danby marble countertops, a European tile backsplash, and top-tier appliances, including a La Cornue range, Fisher & Paykel refrigerator, and GE Monogram dishwasher. Two appliance garages and a hidden butcher block that pulls out when needed make the most of every inch.The living room showcases beautiful views of the WP 9, along with a bar-height eating space with under-cabinet storage and additional built-ins. In the hallway, you'll find a half bath added during the renovation and a full wall of custom cabinetry. The primary bedroom sits in the corner of the building, with large windows framing the views, a spacious walk-in closet, and another full wall of built-ins. Down the hall, a second bedroom with a laundry closet sits beside the full bathroom, finished with a custom vanity and porcelain tile floors. Additional finishes include solid wood doors with Emtek hardware, Visual Comfort lighting throughout, Perrin & Rowe plumbing fixtures, and new windows (2025). Mechanical updates include rewiring, a new electric panel, plumbing updates, and new AC & ductwork (all 2023), plus a new hot water heater (2026). Step out your front door and you're steps from the community pool and everything Park Avenue has to offer. The unit includes one underground parking space and a private storage unit. Truly one of a kind, this like-new condo delivers the best of downtown Winter Park living, with every thoughtful, high-end finish you could want.

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

Under contract-accepting backup offers. Virtually Staged. Welcome to 640 N Park Avenue, the iconic "pink building" in the heart of downtown Winter Park! This first-floor corner unit captures views of the WP 9 golf course, Casa Feliz and the Park Avenue streetfront from every window. Taken down to the studs and completely reimagined in 2023, this residence is filled with high-end upgrades throughout. Step inside and notice the hand-scraped walnut hardwood flooring as you enter the kitchen, which features custom cabinetry, Danby marble countertops, a European tile backsplash, and top-tier appliances, including a La Cornue range, Fisher & Paykel refrigerator, and GE Monogram dishwasher. Two appliance garages and a hidden butcher block that pulls out when needed make the most of every inch.The living room showcases beautiful views of the WP 9, along with a bar-height eating space with under-cabinet storage and additional built-ins. In the hallway, you'll find a half bath added during the renovation and a full wall of custom cabinetry. The primary bedroom sits in the corner of the building, with large windows framing the views, a spacious walk-in closet, and another full wall of built-ins. Down the hall, a second bedroom with a laundry closet sits beside the full bathroom, finished with a custom vanity and porcelain tile floors. Additional finishes include solid wood doors with Emtek hardware, Visual Comfort lighting throughout, Perrin & Rowe plumbing fixtures, and new windows (2025). Mechanical updates include rewiring, a new electric panel, plumbing updates, and new AC & ductwork (all 2023), plus a new hot water heater (2026). Step out your front door and you're steps from the community pool and everything Park Avenue has to offer. The unit includes one underground parking space and a private storage unit. Truly one of a kind, this like-new condo delivers the best of downtown Winter Park living, with every thoughtful, high-end finish you could want.

640 N Park Avenue Unit 3, Winter Park

$850,000

Bring your vision to life in Winter Park. Situated on N Phelps Avenue, this approximately .24-acre property offers a rare opportunity to build new in an area surrounded by custom homes, luxury residences, and ongoing redevelopment. Offered for its land value, this property is well suited for builders, investors, developers, or anyone ready to create a home designed around their own style and needs. The 75-foot frontage with 140-foot depth provides flexibility for a variety of architectural designs and potential for outdoor living, a pool, and backyard space. With new construction continuing to reshape the surrounding area, 870 N Phelps presents an exciting opportunity to secure a sizable homesite and build from the ground up.

Osceola Or Lakeview Deed SubDv. ⋅ 32789 Zip Code

Bring your vision to life in Winter Park. Situated on N Phelps Avenue, this approximately .24-acre property offers a rare opportunity to build new in an area surrounded by custom homes, luxury residences, and ongoing redevelopment. Offered for its land value, this property is well suited for builders, investors, developers, or anyone ready to create a home designed around their own style and needs. The 75-foot frontage with 140-foot depth provides flexibility for a variety of architectural designs and potential for outdoor living, a pool, and backyard space. With new construction continuing to reshape the surrounding area, 870 N Phelps presents an exciting opportunity to secure a sizable homesite and build from the ground up.

870 N Phelps Avenue, Winter Park

$850,000

Under contract-accepting backup offers. Bring your vision to life in Winter Park. Situated on N Phelps Avenue, this approximately .24-acre property offers a rare opportunity to build new in an area surrounded by custom homes, luxury residences, and ongoing redevelopment. Offered for its land value, this property is well suited for builders, investors, developers, or anyone ready to create a home designed around their own style and needs. The 75-foot frontage with 140-foot depth provides flexibility for a variety of architectural designs and potential for outdoor living, a pool, and backyard space. With new construction continuing to reshape the surrounding area, 870 N Phelps presents an exciting opportunity to secure a sizable homesite and build from the ground up.

4 Beds ⋅ 3 Baths ⋅ Osceola Or Lakeview Deed SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Bring your vision to life in Winter Park. Situated on N Phelps Avenue, this approximately .24-acre property offers a rare opportunity to build new in an area surrounded by custom homes, luxury residences, and ongoing redevelopment. Offered for its land value, this property is well suited for builders, investors, developers, or anyone ready to create a home designed around their own style and needs. The 75-foot frontage with 140-foot depth provides flexibility for a variety of architectural designs and potential for outdoor living, a pool, and backyard space. With new construction continuing to reshape the surrounding area, 870 N Phelps presents an exciting opportunity to secure a sizable homesite and build from the ground up.

870 N Phelps Avenue, Winter Park

$475,000

Under contract-accepting backup offers. Welcome to 1211 Schultz Avenue—a charming 3-bedroom, 2-bath bungalow offering an opportunity to enjoy the Winter Park lifestyle in highly sought-after 32789 for under $500,000. Full of character and warmth, this inviting home features beautiful hardwood floors throughout and a stylish kitchen with butcher block countertops, subway tile backsplash, a combination of cabinetry and open shelving, and plenty of personality. The functional layout includes three bedrooms, two full bathrooms, and an updated laundry room with additional shelving and storagev via loft. A 2019 roof adds to the home's appeal, while the cozy bungalow style makes this one feel like home from the moment you arrive. Adding even more value, the home's solar panel system, installed in Nov 2022, will be paid in full by the seller at closing, allowing you to enjoy the benefits of solar without assuming a solar loan! The location is where 1211 Schultz really shines. Enjoy a truly walkable lifestyle with Foxtail Coffee, Buttermilk Bakery, Publix, dining, shopping, and everyday conveniences just minutes from your front door. Park Avenue and everything Downtown Winter Park has to offer are also just a short drive or bike ride away. If you've been waiting for an adorable 3/2 in 32789 that combines character, convenience, and one of Central Florida's most desirable locations—all at a price point under $500K—this is one you'll want to see.

3 Beds ⋅ 2 Baths ⋅ Metzingers Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Welcome to 1211 Schultz Avenue—a charming 3-bedroom, 2-bath bungalow offering an opportunity to enjoy the Winter Park lifestyle in highly sought-after 32789 for under $500,000. Full of character and warmth, this inviting home features beautiful hardwood floors throughout and a stylish kitchen with butcher block countertops, subway tile backsplash, a combination of cabinetry and open shelving, and plenty of personality. The functional layout includes three bedrooms, two full bathrooms, and an updated laundry room with additional shelving and storagev via loft. A 2019 roof adds to the home's appeal, while the cozy bungalow style makes this one feel like home from the moment you arrive. Adding even more value, the home's solar panel system, installed in Nov 2022, will be paid in full by the seller at closing, allowing you to enjoy the benefits of solar without assuming a solar loan! The location is where 1211 Schultz really shines. Enjoy a truly walkable lifestyle with Foxtail Coffee, Buttermilk Bakery, Publix, dining, shopping, and everyday conveniences just minutes from your front door. Park Avenue and everything Downtown Winter Park has to offer are also just a short drive or bike ride away. If you've been waiting for an adorable 3/2 in 32789 that combines character, convenience, and one of Central Florida's most desirable locations—all at a price point under $500K—this is one you'll want to see.

1211 Schultz Avenue, Winter Park

$255,000

Welcome! This three-bedroom, two-bathroom home in Winter Park presents a genuine opportunity for buyers ready to reimagine this one-story residence. The open floor plan creates a flexible living space, and the thoughtful layout gives you a solid foundation to work with. Inside, the cathedral ceiling in the main living area draws the eye upward and enhances the sense of openness throughout the home. The covered rear lanai extends your entertaining and living space outdoors, perfect for relaxation or gatherings. The location delivers great convenience, with proximity to Publix-anchored shopping and Walmart for everyday needs, Red Bug Lake for outdoor recreation activities, grade schools, and the Winter Park Village for shopping and dining. Schools are nearby, making this neighborhood accessible for residents. The central location means you're less than 30 minutes from Orlando International Airport, Universal, Downtown Orlando, and UCF, offering both lifestyle flexibility and strong rental demand drivers for those considering income-producing use. Convenient access to major roadways makes commuting and daily needs straightforward. Schedule your private showing today and bring your vision for what this home can become.

3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code

Welcome! This three-bedroom, two-bathroom home in Winter Park presents a genuine opportunity for buyers ready to reimagine this one-story residence. The open floor plan creates a flexible living space, and the thoughtful layout gives you a solid foundation to work with. Inside, the cathedral ceiling in the main living area draws the eye upward and enhances the sense of openness throughout the home. The covered rear lanai extends your entertaining and living space outdoors, perfect for relaxation or gatherings. The location delivers great convenience, with proximity to Publix-anchored shopping and Walmart for everyday needs, Red Bug Lake for outdoor recreation activities, grade schools, and the Winter Park Village for shopping and dining. Schools are nearby, making this neighborhood accessible for residents. The central location means you're less than 30 minutes from Orlando International Airport, Universal, Downtown Orlando, and UCF, offering both lifestyle flexibility and strong rental demand drivers for those considering income-producing use. Convenient access to major roadways makes commuting and daily needs straightforward. Schedule your private showing today and bring your vision for what this home can become.

7348 Grand Avenue, Winter Park

$325,000

Under contract-accepting backup offers. Welcome to 7560 Aloma Pines Ct, a move-in-ready 3-bedroom, 2.5-bathroom townhome offering 1,866 square feet of comfortable living space in a gated Winter Park community. Built in 2016, this thoughtfully designed home offers a practical layout with plenty of space to spread out, including a primary suite conveniently located on the second floor. The kitchen features stone countertops and opens naturally to the main living areas, creating an easy flow for everyday living and entertaining. Tile and carpet flooring run throughout the home, while the attached one-car garage adds everyday convenience and storage. Step outside and enjoy the ease of low-maintenance townhome living without giving up the comfort of having your own private residence. The gated community provides an added sense of privacy, while the home's location puts you close to the shopping, dining, schools, and everyday conveniences that make the Winter Park area so desirable. Whether you're looking for your first home, a place to simplify your lifestyle, or an investment property in a convenient Central Florida location, 7560 Aloma Pines Ct offers a comfortable combination of space, functionality, and location. Move in, settle in, and enjoy everything Winter Park and the surrounding area have to offer.

3 Beds ⋅ 3 Baths ⋅ Aloma Trails SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to 7560 Aloma Pines Ct, a move-in-ready 3-bedroom, 2.5-bathroom townhome offering 1,866 square feet of comfortable living space in a gated Winter Park community. Built in 2016, this thoughtfully designed home offers a practical layout with plenty of space to spread out, including a primary suite conveniently located on the second floor. The kitchen features stone countertops and opens naturally to the main living areas, creating an easy flow for everyday living and entertaining. Tile and carpet flooring run throughout the home, while the attached one-car garage adds everyday convenience and storage. Step outside and enjoy the ease of low-maintenance townhome living without giving up the comfort of having your own private residence. The gated community provides an added sense of privacy, while the home's location puts you close to the shopping, dining, schools, and everyday conveniences that make the Winter Park area so desirable. Whether you're looking for your first home, a place to simplify your lifestyle, or an investment property in a convenient Central Florida location, 7560 Aloma Pines Ct offers a comfortable combination of space, functionality, and location. Move in, settle in, and enjoy everything Winter Park and the surrounding area have to offer.

7560 Aloma Pines Court, Winter Park

$275,000

Under contract-accepting backup offers. Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms with 1,544 square feet of living space. The home adds fabulous sun room with French doors to a private rear space. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location.

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms with 1,544 square feet of living space. The home adds fabulous sun room with French doors to a private rear space. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location.

2302 Barbados Drive, Winter Park

$1,319,950

Under contract-accepting backup offers. Virtually Staged. Brand new Roof and HVAC systems in 2025 and all new windows 2026. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 4-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s refined details and creating a luminous, welcoming atmosphere. Step inside to find luxurious plank flooring flowing through the entryway, family room, and guest bedrooms, complemented by polished marble in the formal living room and opulent primary suite. The interior showcases meticulous craftsmanship with recessed lighting, custom cabinetry, and coffered ceilings that add architectural charm. The heart of the home is a gourmet chef’s kitchen, a culinary dream featuring sleek custom cabinetry, a stylish farmhouse sink, a practical pot filler, and top-of-the-line appliances, perfect for both everyday meals and grand entertaining. Outside, a covered lanai invites relaxation. The sparkling pool, featuring a tranquil waterfall, soothing hot tub, and private pool bath creates a private oasis perfect for unwinding or hosting gatherings. The meticulously landscaped backyard, framed by lush greenery, offers a serene retreat for outdoor enjoyment. Soaring vaulted ceilings enhance the airy, open feel throughout the home. Located near the esteemed Rollins College and vibrant Park Avenue, this property is nestled in a charming neighborhood, offering both prestige and access to Winter Park’s finest dining, shopping, and cultural attractions. With a paved parking area, a two-car garage, and dual-zone AC for year-round comfort, this exquisite home is as practical as it is beautiful. Don’t miss the opportunity to own this Winter Park masterpiece, where timeless elegance meets modern luxury. Schedule a showing today and step into a lifestyle of comfort, sophistication, and unparalleled charm at 952 Moss Ln; this true gem is ready to become your forever home.

4 Beds ⋅ 5 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Virtually Staged. Brand new Roof and HVAC systems in 2025 and all new windows 2026. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 4-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s refined details and creating a luminous, welcoming atmosphere. Step inside to find luxurious plank flooring flowing through the entryway, family room, and guest bedrooms, complemented by polished marble in the formal living room and opulent primary suite. The interior showcases meticulous craftsmanship with recessed lighting, custom cabinetry, and coffered ceilings that add architectural charm. The heart of the home is a gourmet chef’s kitchen, a culinary dream featuring sleek custom cabinetry, a stylish farmhouse sink, a practical pot filler, and top-of-the-line appliances, perfect for both everyday meals and grand entertaining. Outside, a covered lanai invites relaxation. The sparkling pool, featuring a tranquil waterfall, soothing hot tub, and private pool bath creates a private oasis perfect for unwinding or hosting gatherings. The meticulously landscaped backyard, framed by lush greenery, offers a serene retreat for outdoor enjoyment. Soaring vaulted ceilings enhance the airy, open feel throughout the home. Located near the esteemed Rollins College and vibrant Park Avenue, this property is nestled in a charming neighborhood, offering both prestige and access to Winter Park’s finest dining, shopping, and cultural attractions. With a paved parking area, a two-car garage, and dual-zone AC for year-round comfort, this exquisite home is as practical as it is beautiful. Don’t miss the opportunity to own this Winter Park masterpiece, where timeless elegance meets modern luxury. Schedule a showing today and step into a lifestyle of comfort, sophistication, and unparalleled charm at 952 Moss Ln; this true gem is ready to become your forever home.

952 Moss Lane, Winter Park

$1,550,000

Under contract-accepting backup offers. Welcome to luxury living in Hawks Crest, Winter Park’s only guard-gated community. This exceptional six-bedroom Del Rio floor plan sits on one of the neighborhood’s most coveted premium lots, featuring a larger lot line, wooded HOA land behind the property, and serene views toward Lake Howell. The thoughtfully designed floor plan offers two primary suites, one on each level, plus a dedicated office, a theater room, a loft, and a three-car tandem garage with built-in shelving and a workbench. Designer finishes include Restoration Hardware and Pottery Barn chandeliers, plantation shutters, crown molding, motorized blinds, app-controlled LED trim lighting, and custom built-ins throughout the home. The resort-style backyard features a saltwater, solar-heated pool, expansive pool deck, motorized Sunpro awnings, landscape lighting, and lanai market lights—perfect for entertaining or relaxing in complete privacy. Additional upgrades include a custom entertainment center with an electric fireplace, a Sony theater system and projector in the media room, a water softener, gutters, and extensive custom storage solutions by Inspired Closets throughout the home. The hot tub, Paradise Grill, and custom workout equipment are also available for negotiation, offering the opportunity to make this already exceptional home truly turnkey for your lifestyle. Hawks Crest residents enjoy an impressive collection of community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, playground, putting green, and a private dock on Lake Howell. With highly regarded private schools nearby—including Park Maitland School, The Geneva School, Trinity Preparatory School, and The Master’s Academy—along with the exceptional shopping and dining of Park Avenue, this coveted Winter Park location truly offers the best of convenience, lifestyle, and luxury. Every box has been checked. From the premium homesite to the designer finishes, custom upgrades, resort-style pool, and thoughtful details throughout, this is a home where everything has already been done—just move in and enjoy.

6 Beds ⋅ 5 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to luxury living in Hawks Crest, Winter Park’s only guard-gated community. This exceptional six-bedroom Del Rio floor plan sits on one of the neighborhood’s most coveted premium lots, featuring a larger lot line, wooded HOA land behind the property, and serene views toward Lake Howell. The thoughtfully designed floor plan offers two primary suites, one on each level, plus a dedicated office, a theater room, a loft, and a three-car tandem garage with built-in shelving and a workbench. Designer finishes include Restoration Hardware and Pottery Barn chandeliers, plantation shutters, crown molding, motorized blinds, app-controlled LED trim lighting, and custom built-ins throughout the home. The resort-style backyard features a saltwater, solar-heated pool, expansive pool deck, motorized Sunpro awnings, landscape lighting, and lanai market lights—perfect for entertaining or relaxing in complete privacy. Additional upgrades include a custom entertainment center with an electric fireplace, a Sony theater system and projector in the media room, a water softener, gutters, and extensive custom storage solutions by Inspired Closets throughout the home. The hot tub, Paradise Grill, and custom workout equipment are also available for negotiation, offering the opportunity to make this already exceptional home truly turnkey for your lifestyle. Hawks Crest residents enjoy an impressive collection of community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, playground, putting green, and a private dock on Lake Howell. With highly regarded private schools nearby—including Park Maitland School, The Geneva School, Trinity Preparatory School, and The Master’s Academy—along with the exceptional shopping and dining of Park Avenue, this coveted Winter Park location truly offers the best of convenience, lifestyle, and luxury. Every box has been checked. From the premium homesite to the designer finishes, custom upgrades, resort-style pool, and thoughtful details throughout, this is a home where everything has already been done—just move in and enjoy.

1257 Wading Waters Circle, Winter Park

$365,000

Welcome home to Winter Park! This beautifully renovated 3-bedroom, 1.5-bath home offers the perfect combination of classic Florida living and extensive modern updates. Much of the hard work has already been done—just bring your furniture and start enjoying your new home! New luxury vinyl plank flooring throughout, fresh interior paint, and a bright, refreshed feel. The renovations go well beyond what you can see, including new electrical wiring and electrical panel, new plumbing, and a new HVAC system—major improvements that add comfort and peace of mind for years to come. The exterior has also been freshly painted, giving the home a clean and inviting appearance. And then there’s the backyard! This fabulous oversized outdoor space offers plenty of room to create your own Florida retreat. Add a swimming pool, outdoor kitchen, garden, play area—or perhaps all of the above. There’s room to dream! Located in the highly desirable City of Winter Park. Come take a look—you may have just found the Winter Park home you’ve been waiting for!

3 Beds ⋅ 2 Baths ⋅ Ridge High Sub SubDv. ⋅ 32792 Zip Code

Welcome home to Winter Park! This beautifully renovated 3-bedroom, 1.5-bath home offers the perfect combination of classic Florida living and extensive modern updates. Much of the hard work has already been done—just bring your furniture and start enjoying your new home! New luxury vinyl plank flooring throughout, fresh interior paint, and a bright, refreshed feel. The renovations go well beyond what you can see, including new electrical wiring and electrical panel, new plumbing, and a new HVAC system—major improvements that add comfort and peace of mind for years to come. The exterior has also been freshly painted, giving the home a clean and inviting appearance. And then there’s the backyard! This fabulous oversized outdoor space offers plenty of room to create your own Florida retreat. Add a swimming pool, outdoor kitchen, garden, play area—or perhaps all of the above. There’s room to dream! Located in the highly desirable City of Winter Park. Come take a look—you may have just found the Winter Park home you’ve been waiting for!

2136 Linden Road, Winter Park

3651 N Goldenrod Road Unit C109, Winter Park

$165,000

Under contract-accepting backup offers. This is exactly what you are looking for! Adorable 2/2 close to Full Sail and UCF. Tons of shopping and restaurants and convenient to the 417 and the 408. Location makes this perfect for a primary residence or investment property. Split floor plan ideal for roommates. Walk to Full Sail. 15 minutes to downtown Orlando and approximately 30 minutes to most attractions. Exceptionally well taken care of and only needs your personal touches to make it a really cute home. Seller will offer an appliance package and a 1 year home warranty with the right contract. What are you waiting for come and get it!!

2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. This is exactly what you are looking for! Adorable 2/2 close to Full Sail and UCF. Tons of shopping and restaurants and convenient to the 417 and the 408. Location makes this perfect for a primary residence or investment property. Split floor plan ideal for roommates. Walk to Full Sail. 15 minutes to downtown Orlando and approximately 30 minutes to most attractions. Exceptionally well taken care of and only needs your personal touches to make it a really cute home. Seller will offer an appliance package and a 1 year home warranty with the right contract. What are you waiting for come and get it!!

3651 N Goldenrod Road Unit C109, Winter Park

$380,000

Mid-century style meets modern convenience in this beautifully updated Winter Park home, offering a move in opportunity with no HOA. Extensively improved since 2022, the home features refinished terrazzo floors, a full repipe, updated electrical panel, new water heater, new roof with fascia and soffit, gutters, new garage door, and a renovated open kitchen with dual induction burner and beautiful cabinetry. Additional improvements include new fencing, exterior and interior paint, drainage enhancements, new sidewalk and stepping stones, updated lighting and ceiling fans, and more. Side yard access allows ample space for boat, trailer, etc. Additional storage in the 1.5 car oversized garage. This home has been meticulously updated with love, and the sellers will contribute $10,000 towards closing costs, interest rate buy down, or home updates. Ideally located near the Winter Park YMCA, Baldwin Park, dog park, local hospitals, and zoned for Winter Park High School. Enjoy easy access to Park Avenue, with its exceptional restaurants, shopping, and charming downtown atmosphere just minutes away.

3 Beds ⋅ 1 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Mid-century style meets modern convenience in this beautifully updated Winter Park home, offering a move in opportunity with no HOA. Extensively improved since 2022, the home features refinished terrazzo floors, a full repipe, updated electrical panel, new water heater, new roof with fascia and soffit, gutters, new garage door, and a renovated open kitchen with dual induction burner and beautiful cabinetry. Additional improvements include new fencing, exterior and interior paint, drainage enhancements, new sidewalk and stepping stones, updated lighting and ceiling fans, and more. Side yard access allows ample space for boat, trailer, etc. Additional storage in the 1.5 car oversized garage. This home has been meticulously updated with love, and the sellers will contribute $10,000 towards closing costs, interest rate buy down, or home updates. Ideally located near the Winter Park YMCA, Baldwin Park, dog park, local hospitals, and zoned for Winter Park High School. Enjoy easy access to Park Avenue, with its exceptional restaurants, shopping, and charming downtown atmosphere just minutes away.

2626 Ambergate Road, Winter Park

$1,095,000

WELCOME TO CONTEMPORARY LUXURY IN THE HEART OF WINTER PARK! This stunning two-story pool residence has been beautifully remodeled from top to bottom and offers high end design, high-end finishes and an exceptional lifestyle location near East End Market, Baldwin Park, Audubon Park and all of Winter Parks charm. Behind the private gated courtyard and modern fencing, discover a thoughtfully designed home featuring custom built-ins, designer finishes, porcelain tile, custom wood-plank stairs and a dramatic modern glass railing. The beautifully appointed kitchen is designed for both entertaining and everyday living and features premium Wolf gas cooking appliances with range hood, Sub-Zero refrigerator, stainless steel wine refrigerator, microwave, stainless farmhouse sink, pantry and stylish pendant lighting. The open living areas provide a wonderful setting for gathering and entertaining. The downstairs primary suite offers convenience, privacy and direct access to the spectacular outdoor pool living area. The luxurious en-suite bath features dual vanities, custom cabinetry and mirrors, high-end designer fixtures, beautiful tile work and a spacious glass-enclosed shower. Upstairs, you will find generously sized bedrooms, custom closet spaces and a beautifully finished bonus room offers exceptional flexibility for a home office, fitness room, exercise space, storage or additional flex space. Additional features include a dedicated first floor laundry room and powder room, upstairs linen closet, designer lighting through out and a two-car garage. Step outside to your own private retreat! The covered lanai flows seamlessly to the beautiful custom pool and outdoor entertaining area featuring a gas fire pit. Mature bamboo landscaping, a fenced yard and contemporary entrance fencing create a private and inviting setting. LOCATION, LOCATION, LOCATION! Enjoy the highly desirable Winter Park lifestyle with convenient access to East End Market, local coffee shops, exceptional restaurants, specialty shopping, markets and community events. Nearby destinations include Leu Gardens, Baldwin Park, Park Avenue and Downtown Winter Park. Zoned for Audubon Park School (K-8) and Winter Park High School; buyers should verify school assignments and enrollment eligibility. This exceptional move-in-ready home combines contemporary luxury, resort-style outdoor living and one of Central Florida’s most desirable lifestyle locations!

3 Beds ⋅ 3 Baths ⋅ Edgewood Sub SubDv. ⋅ 32789 Zip Code

WELCOME TO CONTEMPORARY LUXURY IN THE HEART OF WINTER PARK! This stunning two-story pool residence has been beautifully remodeled from top to bottom and offers high end design, high-end finishes and an exceptional lifestyle location near East End Market, Baldwin Park, Audubon Park and all of Winter Parks charm. Behind the private gated courtyard and modern fencing, discover a thoughtfully designed home featuring custom built-ins, designer finishes, porcelain tile, custom wood-plank stairs and a dramatic modern glass railing. The beautifully appointed kitchen is designed for both entertaining and everyday living and features premium Wolf gas cooking appliances with range hood, Sub-Zero refrigerator, stainless steel wine refrigerator, microwave, stainless farmhouse sink, pantry and stylish pendant lighting. The open living areas provide a wonderful setting for gathering and entertaining. The downstairs primary suite offers convenience, privacy and direct access to the spectacular outdoor pool living area. The luxurious en-suite bath features dual vanities, custom cabinetry and mirrors, high-end designer fixtures, beautiful tile work and a spacious glass-enclosed shower. Upstairs, you will find generously sized bedrooms, custom closet spaces and a beautifully finished bonus room offers exceptional flexibility for a home office, fitness room, exercise space, storage or additional flex space. Additional features include a dedicated first floor laundry room and powder room, upstairs linen closet, designer lighting through out and a two-car garage. Step outside to your own private retreat! The covered lanai flows seamlessly to the beautiful custom pool and outdoor entertaining area featuring a gas fire pit. Mature bamboo landscaping, a fenced yard and contemporary entrance fencing create a private and inviting setting. LOCATION, LOCATION, LOCATION! Enjoy the highly desirable Winter Park lifestyle with convenient access to East End Market, local coffee shops, exceptional restaurants, specialty shopping, markets and community events. Nearby destinations include Leu Gardens, Baldwin Park, Park Avenue and Downtown Winter Park. Zoned for Audubon Park School (K-8) and Winter Park High School; buyers should verify school assignments and enrollment eligibility. This exceptional move-in-ready home combines contemporary luxury, resort-style outdoor living and one of Central Florida’s most desirable lifestyle locations!

1922 Hammerlin Avenue, Winter Park

$425,000

Under contract-accepting backup offers. Welcome to the Enclave at Hawks Crest, where this modern 3-bedroom, 2.5-bath townhome gives you 1,755 square feet of space without a long list of things to maintain. A paver driveway, two-car garage, and clean exterior make a great first impression, and inside, high ceilings and plenty of natural light keep the main level feeling open and bright. The kitchen sits right in the middle of it all with a large island, stainless steel appliances, and a walk-in pantry, opening naturally to the dining and living areas. Out back, sliding doors lead to a covered, screened patio overlooking greenspace, giving you a little breathing room without a backyard to take care of. Upstairs, the primary suite is spacious with a tray ceiling, large walk-in closet, and ensuite bath with dual sinks and a tiled shower. Two additional bedrooms sit at the opposite end of the hall, along with a second full bath and, thankfully, the laundry room is upstairs too. This home has been meticulously maintained by its original owner since 2021. The HOA handles the exterior and landscaping, and the gated community includes a resort-style pool, playground, and dog park. Zoned for A-rated Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High, and you're just minutes from Park Avenue, with Kelly's Ice Cream and Foxtail Coffee a short walk from your front door. Low maintenance, high convenience, and Winter Park right outside your door. Call today for your private showing!

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to the Enclave at Hawks Crest, where this modern 3-bedroom, 2.5-bath townhome gives you 1,755 square feet of space without a long list of things to maintain. A paver driveway, two-car garage, and clean exterior make a great first impression, and inside, high ceilings and plenty of natural light keep the main level feeling open and bright. The kitchen sits right in the middle of it all with a large island, stainless steel appliances, and a walk-in pantry, opening naturally to the dining and living areas. Out back, sliding doors lead to a covered, screened patio overlooking greenspace, giving you a little breathing room without a backyard to take care of. Upstairs, the primary suite is spacious with a tray ceiling, large walk-in closet, and ensuite bath with dual sinks and a tiled shower. Two additional bedrooms sit at the opposite end of the hall, along with a second full bath and, thankfully, the laundry room is upstairs too. This home has been meticulously maintained by its original owner since 2021. The HOA handles the exterior and landscaping, and the gated community includes a resort-style pool, playground, and dog park. Zoned for A-rated Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High, and you're just minutes from Park Avenue, with Kelly's Ice Cream and Foxtail Coffee a short walk from your front door. Low maintenance, high convenience, and Winter Park right outside your door. Call today for your private showing!

2349 Shadowland Loop, Winter Park

3020 Antique Oaks Circle Unit 129, Winter Park

$135,000

VALUE OPPORTUNITY IN WINTER PARK! Welcome to 3020 Antique Oaks Circle #129, a spacious 2-bedroom, 2-bath FIRST-FLOOR CONDO offering approximately 1,018 square feet in the conveniently located Parkview Village community in Winter Park, FL 32792. If you have been searching for an affordable Winter Park condo, investment property, renovation opportunity, first-floor condo or 2-bedroom condo in Winter Park, this property deserves your attention. The functional floor plan offers generous living space, two full bathrooms, an interior laundry area and the convenience of first-floor living. Parkview Village offers desirable community amenities including a COMMUNITY POOL, SPA, TENNIS COURTS and recreational areas, creating an appealing combination of location, convenience and value. LOCATION IS A MAJOR HIGHLIGHT! Enjoy easy access to Semoran Boulevard/436, Aloma Avenue, University Boulevard, Downtown Winter Park, Park Avenue, Rollins College, UCF and major Central Florida roadways. Shopping, restaurants, grocery stores and everyday conveniences are close by, making this an excellent option for buyers looking for a Winter Park condo close to dining, shopping, entertainment and employment centers. The property is currently served by Aloma Elementary School, Glenridge Middle School and Winter Park High School. Buyers are encouraged to independently verify current school zoning and assignments with Orange County Public Schools. IMPORTANT VALUE OPPORTUNITY: The property has known mold present in the kitchen area that requires professional remediation, and the asking price has been positioned to reflect the property's current condition and the work needed. This creates an opportunity for a buyer who is prepared to complete the necessary remediation and customize the property to their own style. Buyers are encouraged to perform their own inspections, obtain professional remediation evaluations and verify all property and association information. With a Winter Park address, first-floor location, 2 bedrooms, 2 full bathrooms, community amenities and convenient access to shopping, dining and major roadways, this condo offers significant potential for the buyer willing to address the existing condition. Bring your vision and take advantage of this affordable Winter Park condo opportunity!

2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

VALUE OPPORTUNITY IN WINTER PARK! Welcome to 3020 Antique Oaks Circle #129, a spacious 2-bedroom, 2-bath FIRST-FLOOR CONDO offering approximately 1,018 square feet in the conveniently located Parkview Village community in Winter Park, FL 32792. If you have been searching for an affordable Winter Park condo, investment property, renovation opportunity, first-floor condo or 2-bedroom condo in Winter Park, this property deserves your attention. The functional floor plan offers generous living space, two full bathrooms, an interior laundry area and the convenience of first-floor living. Parkview Village offers desirable community amenities including a COMMUNITY POOL, SPA, TENNIS COURTS and recreational areas, creating an appealing combination of location, convenience and value. LOCATION IS A MAJOR HIGHLIGHT! Enjoy easy access to Semoran Boulevard/436, Aloma Avenue, University Boulevard, Downtown Winter Park, Park Avenue, Rollins College, UCF and major Central Florida roadways. Shopping, restaurants, grocery stores and everyday conveniences are close by, making this an excellent option for buyers looking for a Winter Park condo close to dining, shopping, entertainment and employment centers. The property is currently served by Aloma Elementary School, Glenridge Middle School and Winter Park High School. Buyers are encouraged to independently verify current school zoning and assignments with Orange County Public Schools. IMPORTANT VALUE OPPORTUNITY: The property has known mold present in the kitchen area that requires professional remediation, and the asking price has been positioned to reflect the property's current condition and the work needed. This creates an opportunity for a buyer who is prepared to complete the necessary remediation and customize the property to their own style. Buyers are encouraged to perform their own inspections, obtain professional remediation evaluations and verify all property and association information. With a Winter Park address, first-floor location, 2 bedrooms, 2 full bathrooms, community amenities and convenient access to shopping, dining and major roadways, this condo offers significant potential for the buyer willing to address the existing condition. Bring your vision and take advantage of this affordable Winter Park condo opportunity!

3020 Antique Oaks Circle Unit 129, Winter Park

$529,000

Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2-bath pool home located in the highly desirable Winter Woods community of Winter Park. From the moment you step inside, you’ll appreciate the bright, open-concept floor plan, abundant natural light, and plantation shutters that complement the home’s expansive windows. The spacious living area flows seamlessly into the beautifully appointed kitchen, featuring a large center island with breakfast bar seating, stainless steel appliances, ample cabinetry, and a distinctive herringbone tile backsplash. Just off the kitchen, the dining area provides an inviting space for both everyday meals and entertaining. The private primary suite offers an ensuite bath and sliding glass doors that open directly to the pool deck, creating an effortless connection between indoor and outdoor living. A desirable split-bedroom floor plan places the three additional bedrooms and full guest bath on the opposite side of the home, offering added privacy. The laundry room provides convenient direct access to the two-car garage. Step outside to an expansive screened-in patio spanning the rear of the home and overlooking the private pool. Surrounded by tropical landscaping, this backyard retreat offers the perfect setting for entertaining, relaxing poolside, or enjoying Florida living year-round. The home has been thoughtfully maintained and updated, with improvements including a saltwater pool system (2019), asphalt shingle roof (2020), new sewer line from the home to the street and whole-home repipe (2021), kitchen and bathroom renovations (2021), new pool equipment (2023), and a new A/C system (2023). Ideally situated in Winter Park, this home offers convenient access to Downtown Winter Park, Downtown Orlando, shopping, dining, medical facilities, and major roadways. With its combination of thoughtful updates, flexible living spaces, private pool, and sought-after location, this Winter Woods home offers an exceptional opportunity to enjoy the best of Central Florida living. Schedule your private showing today.

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2-bath pool home located in the highly desirable Winter Woods community of Winter Park. From the moment you step inside, you’ll appreciate the bright, open-concept floor plan, abundant natural light, and plantation shutters that complement the home’s expansive windows. The spacious living area flows seamlessly into the beautifully appointed kitchen, featuring a large center island with breakfast bar seating, stainless steel appliances, ample cabinetry, and a distinctive herringbone tile backsplash. Just off the kitchen, the dining area provides an inviting space for both everyday meals and entertaining. The private primary suite offers an ensuite bath and sliding glass doors that open directly to the pool deck, creating an effortless connection between indoor and outdoor living. A desirable split-bedroom floor plan places the three additional bedrooms and full guest bath on the opposite side of the home, offering added privacy. The laundry room provides convenient direct access to the two-car garage. Step outside to an expansive screened-in patio spanning the rear of the home and overlooking the private pool. Surrounded by tropical landscaping, this backyard retreat offers the perfect setting for entertaining, relaxing poolside, or enjoying Florida living year-round. The home has been thoughtfully maintained and updated, with improvements including a saltwater pool system (2019), asphalt shingle roof (2020), new sewer line from the home to the street and whole-home repipe (2021), kitchen and bathroom renovations (2021), new pool equipment (2023), and a new A/C system (2023). Ideally situated in Winter Park, this home offers convenient access to Downtown Winter Park, Downtown Orlando, shopping, dining, medical facilities, and major roadways. With its combination of thoughtful updates, flexible living spaces, private pool, and sought-after location, this Winter Woods home offers an exceptional opportunity to enjoy the best of Central Florida living. Schedule your private showing today.

2211 King Richards Court, Winter Park

$3,395,000

Under contract-accepting backup offers. Perfectly positioned in the heart of Old Winter Park, the quaint Forrest Hills neighborhood is lined with charming cobblestone streets that wind around Lake Sue. This custom home, designed and built by the celebrated Z-Properties, pairs timeless New England character with modern sensibilities. Every detail is intentional in this iconic design—nothing has been sacrificed. Situated on a 0.25-acre lot, a private courtyard welcomes you through a solid wood arched gate and along a slate pathway to the front door. Cedar shake detailing, a block wall surrounding the property, and classic architectural elements add to the style and charm of this Hamptons-inspired home. The residence features five bedrooms and five-and-a-half baths, including a first-floor primary suite and a dedicated guest house. Spanning 4,018 square feet, the home offers a thoughtfully designed floor plan with the primary suite on the first floor, while additional bedrooms and flexible living space are located upstairs. The guest house includes two ensuite bedrooms and a living room with vaulted ceilings and exposed wood beam details. Inside, a generous foyer welcomes you, where neutral-hued pine floors anchor the home and set a warm, inviting tone. Volume ceilings enhance the open floor plan, while an architectural skylight with transom windows floods the living room with natural light. A wall of custom built-in storage ensures everything has its place. The transition to the dining room is framed by backlit glass built-ins, while the centerpiece is a custom buffet accented by designer wall coverings and elegant lighting, creating a truly stunning entertaining space. Glass doors open to a covered lanai with tongue and groove ceiling a summer kitchen with pellet grill and bar seating, all overlooking the sparkling pool. A turf grass surround minimizes maintenance while providing year-round beauty. The lanai connects to separate guest house featuring 2 ensuite bedrooms and living space. The center courtyard is intimate, offering incredible privacy for this special place. The kitchen is beautifully appointed with paneled appliances, a Thermador chef's range with pot filler, and a stunning marble center island with counter seating. A butcher block work surface provides additional prep space, while a floor-to-ceiling wall of paneled cabinetry maximizes storage and organization. A breezeway drop zone with a built-in desk creates a functional everyday workspace, complemented by a separate laundry room. This home doesn't miss a beat. With an exceptional location, thoughtfully considered design, and award-winning builder, it offers the very best of Winter Park living. Zoned for Audubon K–8 and Winter Park High School, nationally recognized for its International Baccalaureate program, the home is just minutes from Rollins College, downtown Orlando, Park Avenue, and the area's beautiful parks. This exceptional property perfectly captures the timeless lifestyle that makes Winter Park so special.

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Perfectly positioned in the heart of Old Winter Park, the quaint Forrest Hills neighborhood is lined with charming cobblestone streets that wind around Lake Sue. This custom home, designed and built by the celebrated Z-Properties, pairs timeless New England character with modern sensibilities. Every detail is intentional in this iconic design—nothing has been sacrificed. Situated on a 0.25-acre lot, a private courtyard welcomes you through a solid wood arched gate and along a slate pathway to the front door. Cedar shake detailing, a block wall surrounding the property, and classic architectural elements add to the style and charm of this Hamptons-inspired home. The residence features five bedrooms and five-and-a-half baths, including a first-floor primary suite and a dedicated guest house. Spanning 4,018 square feet, the home offers a thoughtfully designed floor plan with the primary suite on the first floor, while additional bedrooms and flexible living space are located upstairs. The guest house includes two ensuite bedrooms and a living room with vaulted ceilings and exposed wood beam details. Inside, a generous foyer welcomes you, where neutral-hued pine floors anchor the home and set a warm, inviting tone. Volume ceilings enhance the open floor plan, while an architectural skylight with transom windows floods the living room with natural light. A wall of custom built-in storage ensures everything has its place. The transition to the dining room is framed by backlit glass built-ins, while the centerpiece is a custom buffet accented by designer wall coverings and elegant lighting, creating a truly stunning entertaining space. Glass doors open to a covered lanai with tongue and groove ceiling a summer kitchen with pellet grill and bar seating, all overlooking the sparkling pool. A turf grass surround minimizes maintenance while providing year-round beauty. The lanai connects to separate guest house featuring 2 ensuite bedrooms and living space. The center courtyard is intimate, offering incredible privacy for this special place. The kitchen is beautifully appointed with paneled appliances, a Thermador chef's range with pot filler, and a stunning marble center island with counter seating. A butcher block work surface provides additional prep space, while a floor-to-ceiling wall of paneled cabinetry maximizes storage and organization. A breezeway drop zone with a built-in desk creates a functional everyday workspace, complemented by a separate laundry room. This home doesn't miss a beat. With an exceptional location, thoughtfully considered design, and award-winning builder, it offers the very best of Winter Park living. Zoned for Audubon K–8 and Winter Park High School, nationally recognized for its International Baccalaureate program, the home is just minutes from Rollins College, downtown Orlando, Park Avenue, and the area's beautiful parks. This exceptional property perfectly captures the timeless lifestyle that makes Winter Park so special.

160 W Rockwood Way, Winter Park

$1,550,000

Under contract-accepting backup offers. Architecture, design, and function come together with remarkable intention in this custom Winter Park residence designed by renowned architect Gary Hancock. From the impressive curb appeal and graceful archways to the carefully selected finishes throughout, every part of this home was designed with purpose. The result is a residence that feels sophisticated and distinctive while remaining remarkably comfortable for everyday living. Striking from the moment you arrive, the home features beautiful archways, balanced architectural lines, and a timeless exterior that immediately sets it apart. Step inside to an open, light-filled floor plan with 10-foot ceilings, expansive windows, level 5 drywall, and designer lighting throughout.An open floor plan creates an easy flow between the main living spaces, with a fireplace anchoring the living room and the adjoining dining area opening directly to the outdoor entertaining space. At the center of the home is a Italian-inspired chef’s kitchen featuring custom cabinetry, designer countertops, a paneled refrigerator, and premium induction range.The primary suite offers a private retreat with a spacious bath complete with a freestanding soaking tub, oversized walk-in shower, and a large walk-in closet. Each secondary bedroom is generously sized and includes its own en-suite bath, providing privacy and convenience for family and guests, while the bonus room and additional storage provide added flexibility. The outdoor spaces are an extension of the home, with a covered patio, fully equipped summer kitchen, sparkling pool, and expansive backyard offering plenty of room for both entertaining and relaxing. Perfectly positioned in Winter Park, this home offers easy access to Park Avenue, exceptional dining and shopping, top-rated schools, and virtually everything you need just minutes from your front door. A rare opportunity to own a custom-designed home with exceptional architecture, quality construction, and a prime Winter Park location—all at an exceptional value.

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

Under contract-accepting backup offers. Architecture, design, and function come together with remarkable intention in this custom Winter Park residence designed by renowned architect Gary Hancock. From the impressive curb appeal and graceful archways to the carefully selected finishes throughout, every part of this home was designed with purpose. The result is a residence that feels sophisticated and distinctive while remaining remarkably comfortable for everyday living. Striking from the moment you arrive, the home features beautiful archways, balanced architectural lines, and a timeless exterior that immediately sets it apart. Step inside to an open, light-filled floor plan with 10-foot ceilings, expansive windows, level 5 drywall, and designer lighting throughout.An open floor plan creates an easy flow between the main living spaces, with a fireplace anchoring the living room and the adjoining dining area opening directly to the outdoor entertaining space. At the center of the home is a Italian-inspired chef’s kitchen featuring custom cabinetry, designer countertops, a paneled refrigerator, and premium induction range.The primary suite offers a private retreat with a spacious bath complete with a freestanding soaking tub, oversized walk-in shower, and a large walk-in closet. Each secondary bedroom is generously sized and includes its own en-suite bath, providing privacy and convenience for family and guests, while the bonus room and additional storage provide added flexibility. The outdoor spaces are an extension of the home, with a covered patio, fully equipped summer kitchen, sparkling pool, and expansive backyard offering plenty of room for both entertaining and relaxing. Perfectly positioned in Winter Park, this home offers easy access to Park Avenue, exceptional dining and shopping, top-rated schools, and virtually everything you need just minutes from your front door. A rare opportunity to own a custom-designed home with exceptional architecture, quality construction, and a prime Winter Park location—all at an exceptional value.

2430 Chantilly Avenue, Winter Park

$415,000

Under contract-accepting backup offers. Welcome home to this adorable and beautifully updated 3-bedroom, 2-bathroom home in the heart of Winter Park! From the moment you arrive, the cheerful teal front door adds the perfect pop of color and sets the tone for the charm you’ll find throughout. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Step inside to the inviting living room, where the home’s original hardwood floors immediately make an impression. Just beyond, the formal dining room and updated kitchen create a comfortable flow for both everyday living and entertaining. The kitchen features newer 2024 appliances, granite countertops, and plenty of character, blending modern convenience with the timeless feel of the home. French doors open from the living area to what may be the showstopper of the property - a massive, newly fenced backyard offering an incredible amount of space for entertaining, gardening, pets, play, or simply enjoying the outdoors. And for something truly special, the backyard features a custom treehouse built directly into the tree, creating a one-of-a-kind feature you won’t find in just any home. All three bedrooms are thoughtfully positioned down the hallway, with the primary bedroom tucked away at the back for added privacy with its own ensuite bathroom with a generously sized shower. The thoughtful updates, including a 2019 roof, double-pane windows, updated electrical panel, and updated plumbing, provide peace of mind while preserving the home’s classic details, creating a space that feels both move-in ready and full of personality. And then there’s the location! Enjoy easy access to I-4, making commutes and exploring Central Florida a breeze, while being just minutes from the shopping, dining, and entertainment of Winter Park Village and Park Avenue. With amazing shopping and everyday conveniences right around the corner, this home puts the best of Winter Park within easy reach. Charming, updated, full of character, and sitting on an incredible backyard — this is a Winter Park home you won’t want to miss!

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

Under contract-accepting backup offers. Welcome home to this adorable and beautifully updated 3-bedroom, 2-bathroom home in the heart of Winter Park! From the moment you arrive, the cheerful teal front door adds the perfect pop of color and sets the tone for the charm you’ll find throughout. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Step inside to the inviting living room, where the home’s original hardwood floors immediately make an impression. Just beyond, the formal dining room and updated kitchen create a comfortable flow for both everyday living and entertaining. The kitchen features newer 2024 appliances, granite countertops, and plenty of character, blending modern convenience with the timeless feel of the home. French doors open from the living area to what may be the showstopper of the property - a massive, newly fenced backyard offering an incredible amount of space for entertaining, gardening, pets, play, or simply enjoying the outdoors. And for something truly special, the backyard features a custom treehouse built directly into the tree, creating a one-of-a-kind feature you won’t find in just any home. All three bedrooms are thoughtfully positioned down the hallway, with the primary bedroom tucked away at the back for added privacy with its own ensuite bathroom with a generously sized shower. The thoughtful updates, including a 2019 roof, double-pane windows, updated electrical panel, and updated plumbing, provide peace of mind while preserving the home’s classic details, creating a space that feels both move-in ready and full of personality. And then there’s the location! Enjoy easy access to I-4, making commutes and exploring Central Florida a breeze, while being just minutes from the shopping, dining, and entertainment of Winter Park Village and Park Avenue. With amazing shopping and everyday conveniences right around the corner, this home puts the best of Winter Park within easy reach. Charming, updated, full of character, and sitting on an incredible backyard — this is a Winter Park home you won’t want to miss!

2126 Albert Lee Parkway, Winter Park

$1,875,000

Under contract-accepting backup offers. Set along one of Winter Park’s charming brick streets just steps from Park Avenue, this beautifully maintained home pairs refined design with an exceptional location. Impressive curb appeal sets the tone, while thoughtfully curated interiors create a home that feels both elevated and inviting. Inside, the main living space centers around a custom entertainment wall with built-in shelving and an electric fireplace. The adjoining kitchen is equally impressive, featuring quartz countertops, a statement La Cornue range, paneled refrigerator, and a cleverly hidden walk-in pantry. A sun-filled breakfast nook provides a casual dining space, while sliding glass doors create a seamless connection to the outdoor living areas. For larger gatherings, the spacious formal dining room offers an elegant setting for entertaining, and a well-designed mudroom and laundry combination adds everyday functionality. The primary suite is a private retreat with generous proportions and a beautifully appointed spa-inspired bath. A custom trough-style sink, separate makeup vanity, oversized walk-in shower, freestanding soaking tub, and expansive walk-in closet create a space that feels luxurious yet highly functional. Two additional bedrooms are both ensuite, offering privacy and comfort for family and guests. Outdoors, the home truly impresses. A lush wall of mature bamboo surrounds the backyard, creating an unexpected sense of privacy just moments from the heart of Winter Park. The resort-style pool features a sun shelf and built-in seating, while a pergola provides the perfect setting for al fresco dining and relaxed evenings outdoors. For the car enthusiast there is a car lift in the garage allowing for storage of up to 3 vehicles. The location is difficult to match, just steps from the shops, restaurants, and energy of Park Avenue and minutes from Hannibal Square, Winter Park Village, Park Maitland School, and the Enzian Theater. Beautifully maintained, thoughtfully designed, and positioned in one of Winter Park’s most desirable locations, this is a rare opportunity to enjoy an exceptional lifestyle in the heart of it all.

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

Under contract-accepting backup offers. Set along one of Winter Park’s charming brick streets just steps from Park Avenue, this beautifully maintained home pairs refined design with an exceptional location. Impressive curb appeal sets the tone, while thoughtfully curated interiors create a home that feels both elevated and inviting. Inside, the main living space centers around a custom entertainment wall with built-in shelving and an electric fireplace. The adjoining kitchen is equally impressive, featuring quartz countertops, a statement La Cornue range, paneled refrigerator, and a cleverly hidden walk-in pantry. A sun-filled breakfast nook provides a casual dining space, while sliding glass doors create a seamless connection to the outdoor living areas. For larger gatherings, the spacious formal dining room offers an elegant setting for entertaining, and a well-designed mudroom and laundry combination adds everyday functionality. The primary suite is a private retreat with generous proportions and a beautifully appointed spa-inspired bath. A custom trough-style sink, separate makeup vanity, oversized walk-in shower, freestanding soaking tub, and expansive walk-in closet create a space that feels luxurious yet highly functional. Two additional bedrooms are both ensuite, offering privacy and comfort for family and guests. Outdoors, the home truly impresses. A lush wall of mature bamboo surrounds the backyard, creating an unexpected sense of privacy just moments from the heart of Winter Park. The resort-style pool features a sun shelf and built-in seating, while a pergola provides the perfect setting for al fresco dining and relaxed evenings outdoors. For the car enthusiast there is a car lift in the garage allowing for storage of up to 3 vehicles. The location is difficult to match, just steps from the shops, restaurants, and energy of Park Avenue and minutes from Hannibal Square, Winter Park Village, Park Maitland School, and the Enzian Theater. Beautifully maintained, thoughtfully designed, and positioned in one of Winter Park’s most desirable locations, this is a rare opportunity to enjoy an exceptional lifestyle in the heart of it all.

751 Pansy Avenue, Winter Park

$650,000

Under contract-accepting backup offers. This duplex "Investment Opportunity" is centrally located on a quiet, tree-lined brick street. It has 2 units. Each unit has two Bedrooms, a "Jack & Jill" bath, and a half bath. It has an in-ground pool, is close to shopping, restaurants, downtown Winter Park, Florida Hospital, Rollins College & Mead Gardens. Live in one side while a tenant lives in the other.

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

Under contract-accepting backup offers. This duplex "Investment Opportunity" is centrally located on a quiet, tree-lined brick street. It has 2 units. Each unit has two Bedrooms, a "Jack & Jill" bath, and a half bath. It has an in-ground pool, is close to shopping, restaurants, downtown Winter Park, Florida Hospital, Rollins College & Mead Gardens. Live in one side while a tenant lives in the other.

1016 Aragon Avenue, Winter Park

$650,000

Under contract-accepting backup offers. This duplex "Investment Opportunity" is centrally located on a quiet, tree-lined brick street. It has 2 units. Each unit has two Bedrooms, a "Jack & Jill" bath, and a half bath. It has an in-ground pool, is close to shopping, restaurants, downtown Winter Park, Florida Hospital, Rollins College & Mead Gardens. Live in one side while a tenant lives in the other.

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

Under contract-accepting backup offers. This duplex "Investment Opportunity" is centrally located on a quiet, tree-lined brick street. It has 2 units. Each unit has two Bedrooms, a "Jack & Jill" bath, and a half bath. It has an in-ground pool, is close to shopping, restaurants, downtown Winter Park, Florida Hospital, Rollins College & Mead Gardens. Live in one side while a tenant lives in the other.

1016 Aragon Avenue, Winter Park

$475,000

Under contract-accepting backup offers. Welcome to this charming 2 bedroom, 2 bath home, with light and bright open floor plan, spacious rooms and many updates and upgrades. Roof was replaced (2019), new A/C (8/26), fully renovated kitchen with quartz counters, cabinetry, and stainless appliances. Pella double pane windows (2020), new French doors and interior doors, and new soffits and gutters in 2025. Enjoy outdoor living in the lanai overlooking a large fenced backyard with native landscaping. This highly desired neighborhood offers excellent schools, quiet streets, community pool, hiking and biking trails, and nearby public golf course. Live minutes from Advent Hospital, city conveniences, downtown Park Avenue shops and restaurants. Also easy access to neighboring towns, Orlando and airports. This is a perfect starter home or downsize home for those want all the comforts and privacy of a home, neighborhood and community in smaller space and are not ready for an apartment and high HOA fees.

2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to this charming 2 bedroom, 2 bath home, with light and bright open floor plan, spacious rooms and many updates and upgrades. Roof was replaced (2019), new A/C (8/26), fully renovated kitchen with quartz counters, cabinetry, and stainless appliances. Pella double pane windows (2020), new French doors and interior doors, and new soffits and gutters in 2025. Enjoy outdoor living in the lanai overlooking a large fenced backyard with native landscaping. This highly desired neighborhood offers excellent schools, quiet streets, community pool, hiking and biking trails, and nearby public golf course. Live minutes from Advent Hospital, city conveniences, downtown Park Avenue shops and restaurants. Also easy access to neighboring towns, Orlando and airports. This is a perfect starter home or downsize home for those want all the comforts and privacy of a home, neighborhood and community in smaller space and are not ready for an apartment and high HOA fees.

2824 Prince John Road, Winter Park

285 Lewfield Circle Unit 285, Winter Park

$147,000

Under contract-accepting backup offers. Virtually Staged. LOCATION, CONVENIENCE, AND EASY LIVING IN WINTER PARK! This move-in-ready first-floor, 1-bedroom, 1-bath condo features an open living and dining area, wood flooring throughout the main living areas, tile flooring in the primary bedroom, a private screened-in balcony, a fully equipped kitchen, and a stackable washer and dryer. Conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando, with easy access to shopping, dining, and major highways. Community amenities include two pools, a tennis court, fitness center, and clubhouse. HOA includes water, trash, internet, pest control, exterior maintenance, and grounds care. A great opportunity to enjoy a low-maintenance lifestyle in a highly convenient Winter Park location.

1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Virtually Staged. LOCATION, CONVENIENCE, AND EASY LIVING IN WINTER PARK! This move-in-ready first-floor, 1-bedroom, 1-bath condo features an open living and dining area, wood flooring throughout the main living areas, tile flooring in the primary bedroom, a private screened-in balcony, a fully equipped kitchen, and a stackable washer and dryer. Conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando, with easy access to shopping, dining, and major highways. Community amenities include two pools, a tennis court, fitness center, and clubhouse. HOA includes water, trash, internet, pest control, exterior maintenance, and grounds care. A great opportunity to enjoy a low-maintenance lifestyle in a highly convenient Winter Park location.

285 Lewfield Circle Unit 285, Winter Park

$550,000

Under contract-accepting backup offers. WOW! Now offered at $25,000 less, this fully renovated Winter Park POOL home pairs move-in-ready style with an expansive .36-acre lot! With FOUR bedrooms, TWO updated bathrooms and nearly 2,000 square feet, you’ll enjoy a beautifully renovated kitchen, a split floor plan and a screened lanai overlooking your private pool—all ready for your next chapter in the established Arrowhead Cove Neighborhood!This home was thoughtfully renovated throughout, this move-in-ready residence combines modern finishes, an ideal SPLIT FLOOR PLAN and exceptional outdoor living with a location zoned for top-rated Winter Park schools. Inside, ALL brand-NEW WINDOWS AND SLIDERS, installed in 2026, fill the home with natural light while wood laminate flooring, fresh interior paint, and recessed lighting create a polished, comfortable atmosphere. The RENOVATED 2025 KITCHEN features crisp white shaker-style cabinetry, quartz countertops, brand-new stainless steel appliances and a spacious stainless sink, creating a stylish and functional centerpiece for everyday living and entertaining. The private primary suite is thoughtfully separated from the secondary bedrooms and offers dual built-in closets and a FULLY RENOVATED ensuite BATHROOM with a double quartz vanity, beautifully tiled shower and separate water closet. Three additional bedrooms share a FULLY RENOVATED hall bathroom featuring a double quartz vanity, tiled tub/shower and convenient direct access to the pool area. Step outside to your own private backyard retreat, where a spacious screened LANAI overlooks the sparkling in-ground POOL. Resurfaced in 2025, the chlorine-generated pool also features a NEW PUMP, LIGHT, steps and filter. A separate GAZEBO provides another inviting space for outdoor dining or relaxing, while the FULLY FENCED oversized .36-acre pie-shaped lot offers plenty of room to enjoy the outdoors. A TWO-CAR garage adds everyday convenience and storage. Ideally located just FIVE minutes from Full Sail University and SR 417, approximately 15 minutes to UCF and 20 minutes to Orlando International Airport, this exceptional home also offers easy access to Target, Costco, grocery stores and abundant retail. Only 15 minutes from Downtown Winter Park luxury dining and shopping. With extensive 2025-2026 renovations, a private pool and an oversized lot in a highly desirable Winter Park school zone, this is a rare opportunity to enjoy turnkey living in a prime Central Florida location. ROOF - 2023 HVAC - 2018 PLUMBING - 2025 WATER HEATER - 2017

4 Beds ⋅ 2 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. WOW! Now offered at $25,000 less, this fully renovated Winter Park POOL home pairs move-in-ready style with an expansive .36-acre lot! With FOUR bedrooms, TWO updated bathrooms and nearly 2,000 square feet, you’ll enjoy a beautifully renovated kitchen, a split floor plan and a screened lanai overlooking your private pool—all ready for your next chapter in the established Arrowhead Cove Neighborhood!This home was thoughtfully renovated throughout, this move-in-ready residence combines modern finishes, an ideal SPLIT FLOOR PLAN and exceptional outdoor living with a location zoned for top-rated Winter Park schools. Inside, ALL brand-NEW WINDOWS AND SLIDERS, installed in 2026, fill the home with natural light while wood laminate flooring, fresh interior paint, and recessed lighting create a polished, comfortable atmosphere. The RENOVATED 2025 KITCHEN features crisp white shaker-style cabinetry, quartz countertops, brand-new stainless steel appliances and a spacious stainless sink, creating a stylish and functional centerpiece for everyday living and entertaining. The private primary suite is thoughtfully separated from the secondary bedrooms and offers dual built-in closets and a FULLY RENOVATED ensuite BATHROOM with a double quartz vanity, beautifully tiled shower and separate water closet. Three additional bedrooms share a FULLY RENOVATED hall bathroom featuring a double quartz vanity, tiled tub/shower and convenient direct access to the pool area. Step outside to your own private backyard retreat, where a spacious screened LANAI overlooks the sparkling in-ground POOL. Resurfaced in 2025, the chlorine-generated pool also features a NEW PUMP, LIGHT, steps and filter. A separate GAZEBO provides another inviting space for outdoor dining or relaxing, while the FULLY FENCED oversized .36-acre pie-shaped lot offers plenty of room to enjoy the outdoors. A TWO-CAR garage adds everyday convenience and storage. Ideally located just FIVE minutes from Full Sail University and SR 417, approximately 15 minutes to UCF and 20 minutes to Orlando International Airport, this exceptional home also offers easy access to Target, Costco, grocery stores and abundant retail. Only 15 minutes from Downtown Winter Park luxury dining and shopping. With extensive 2025-2026 renovations, a private pool and an oversized lot in a highly desirable Winter Park school zone, this is a rare opportunity to enjoy turnkey living in a prime Central Florida location. ROOF - 2023 HVAC - 2018 PLUMBING - 2025 WATER HEATER - 2017

7525 Lodge Pole Trail, Winter Park

$650,000

Under contract-accepting backup offers. DON'T MISS this amazing opportunity, to make the house your own! Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully designed living space in desirable Winter Park community. Overlooking the 9th fairway of Winter Park Pines Golf Course, this home offers a picturesque golf course setting and a peaceful backdrop for everyday living. The split-bedroom floor plan provides both privacy and versatility, while the formal living and dining rooms create inviting spaces for entertaining. Light-toned wood and tile flooring flow throughout, complemented by crown molding, recessed lighting, and a wood-burning fireplace that adds warmth and character. The contemporary kitchen features honey-oak cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a center island with seating for two. The spacious primary suite is privately positioned from the secondary bedrooms and offers a generous walk-in closet and an impressive ensuite bathroom featuring floor-to-ceiling slate tile, an espresso-colored contemporary double vanity with glass vessel sinks, and a walk-in slate tile shower. Ideal for family or guests, a convenient Jack and Jill bathroom serves two bedrooms while the hall bathroom is directly adjacent to the fourth bedroom. A dedicated laundry room/mud room with built in shelving includes the washer and dryer. French doors open to the spacious screened lanai, where the scenic 9th fairway views take center stage. New screening was installed in 2021, creating an ideal setting for morning coffee, al fresco dining, or relaxing while enjoying the beautifully maintained golf course landscape. The quarter-acre lot also features lemon and Japanese blueberry trees, while the two-car garage offers built-in shelving and an updated garage door and mechanicals. Beyond the property, enjoy convenient access to the Cady Way Trail, Cady Way pool, playground, and tennis/pickleball courts, as well as nearby UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center. Orlando International Airport is approximately 20 minutes away. Zoned for top-rated Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines comfortable living, desirable amenities, and spectacular golf course views in a sought-after Winter Park location. ROOF - 2024, HVAC - 2024, ELECTRICAL - 2015 WATER HEATER - 2026

4 Beds ⋅ 3 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. DON'T MISS this amazing opportunity, to make the house your own! Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully designed living space in desirable Winter Park community. Overlooking the 9th fairway of Winter Park Pines Golf Course, this home offers a picturesque golf course setting and a peaceful backdrop for everyday living. The split-bedroom floor plan provides both privacy and versatility, while the formal living and dining rooms create inviting spaces for entertaining. Light-toned wood and tile flooring flow throughout, complemented by crown molding, recessed lighting, and a wood-burning fireplace that adds warmth and character. The contemporary kitchen features honey-oak cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a center island with seating for two. The spacious primary suite is privately positioned from the secondary bedrooms and offers a generous walk-in closet and an impressive ensuite bathroom featuring floor-to-ceiling slate tile, an espresso-colored contemporary double vanity with glass vessel sinks, and a walk-in slate tile shower. Ideal for family or guests, a convenient Jack and Jill bathroom serves two bedrooms while the hall bathroom is directly adjacent to the fourth bedroom. A dedicated laundry room/mud room with built in shelving includes the washer and dryer. French doors open to the spacious screened lanai, where the scenic 9th fairway views take center stage. New screening was installed in 2021, creating an ideal setting for morning coffee, al fresco dining, or relaxing while enjoying the beautifully maintained golf course landscape. The quarter-acre lot also features lemon and Japanese blueberry trees, while the two-car garage offers built-in shelving and an updated garage door and mechanicals. Beyond the property, enjoy convenient access to the Cady Way Trail, Cady Way pool, playground, and tennis/pickleball courts, as well as nearby UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center. Orlando International Airport is approximately 20 minutes away. Zoned for top-rated Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines comfortable living, desirable amenities, and spectacular golf course views in a sought-after Winter Park location. ROOF - 2024, HVAC - 2024, ELECTRICAL - 2015 WATER HEATER - 2026

943 Fairway Drive, Winter Park

565 Huntington Avenue Unit 565, Winter Park

$635,000

Under contract-accepting backup offers. Private, no-through-traffic street in one of Winter Park's most desirable locations. Just a short walk from downtown Winter Park and Park Avenue, this light-filled townhome offers the perfect combination of privacy, space, and convenience. Step inside to soaring ceilings, abundant natural light, and a spacious floor plan designed for comfortable everyday living and entertaining. The first floor features a generous living area, separate dining space, and an updated eat -in kitchen with plenty of cabinetry and workspace. Two private patios—one on each side of the townhome—extend the living space outdoors and provide wonderful spots for morning coffee, dining, entertaining, or simply relaxing. Upstairs, you'll find three generously sized bedrooms with excellent closet space. Thoughtfully designed closet organizers provide exceptional storage, while the spacious primary suite offers a comfortable and private retreat. High ceilings, large windows, abundant storage, and an inviting indoor-outdoor layout give this home a bright and open feel throughout. Meticulously cared for and updated this is an exceptional opportunity to enjoy low-maintenance townhome living without sacrificing space or privacy. Best of all is the location—enjoy the ability to walk to Park Avenue and experience the restaurants, shopping, cafés, parks, events, and charm that make downtown Winter Park one of Central Florida's most sought-after destinations. A rare combination of location, lifestyle, and livability!

3 Beds ⋅ 3 Baths ⋅ Mc Intyre Place Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Private, no-through-traffic street in one of Winter Park's most desirable locations. Just a short walk from downtown Winter Park and Park Avenue, this light-filled townhome offers the perfect combination of privacy, space, and convenience. Step inside to soaring ceilings, abundant natural light, and a spacious floor plan designed for comfortable everyday living and entertaining. The first floor features a generous living area, separate dining space, and an updated eat -in kitchen with plenty of cabinetry and workspace. Two private patios—one on each side of the townhome—extend the living space outdoors and provide wonderful spots for morning coffee, dining, entertaining, or simply relaxing. Upstairs, you'll find three generously sized bedrooms with excellent closet space. Thoughtfully designed closet organizers provide exceptional storage, while the spacious primary suite offers a comfortable and private retreat. High ceilings, large windows, abundant storage, and an inviting indoor-outdoor layout give this home a bright and open feel throughout. Meticulously cared for and updated this is an exceptional opportunity to enjoy low-maintenance townhome living without sacrificing space or privacy. Best of all is the location—enjoy the ability to walk to Park Avenue and experience the restaurants, shopping, cafés, parks, events, and charm that make downtown Winter Park one of Central Florida's most sought-after destinations. A rare combination of location, lifestyle, and livability!

565 Huntington Avenue Unit 565, Winter Park

$660,000

Under contract-accepting backup offers. Very well maintained townhouse great location in Waterbridge on cul-de-sac near tennis courts. This 2 bedroom/den or 3 bedroom , 3 bathroom with primary upstairs and additional bedroom on main floor is renovated with hardwood floors downstairs, updated recessed lighting throughout, updated plumbing, volume ceilings, great ambient light and windows, barrel tile roof. Kitchen with updated appliances, cabinetry with undermount lighting and granite with courtyard for fountain feature or small table for morning coffee. Open dining living room combination with a fireplace. Primary bathroom has dual sinks, granite counters, bidet and custom tile. Primary Bedroom has gas fireplace. Outdoor living is perfect for entertaining with screened covered atrium with brick paver patio to enjoy Florida breezes. This townhouse has everything. Near restaurants, hospital, schools and downtown Winter Park Towncenter at Baldwin Park. Walk to Blue Jacket Park. Move in ready.

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

Under contract-accepting backup offers. Very well maintained townhouse great location in Waterbridge on cul-de-sac near tennis courts. This 2 bedroom/den or 3 bedroom , 3 bathroom with primary upstairs and additional bedroom on main floor is renovated with hardwood floors downstairs, updated recessed lighting throughout, updated plumbing, volume ceilings, great ambient light and windows, barrel tile roof. Kitchen with updated appliances, cabinetry with undermount lighting and granite with courtyard for fountain feature or small table for morning coffee. Open dining living room combination with a fireplace. Primary bathroom has dual sinks, granite counters, bidet and custom tile. Primary Bedroom has gas fireplace. Outdoor living is perfect for entertaining with screened covered atrium with brick paver patio to enjoy Florida breezes. This townhouse has everything. Near restaurants, hospital, schools and downtown Winter Park Towncenter at Baldwin Park. Walk to Blue Jacket Park. Move in ready.

1256 Melissa Court, Winter Park

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