Homesinorlando.forsale Search Results

18076 Cider Mill Lane, Winter Garden

$1,304,755

New Construction Data Entry Only

5 Beds ⋅ 5 Baths ⋅ Lake Star/Ovation Ph 1a SubDv. ⋅ 34787 Zip Code

New Construction Data Entry Only

17420 Glossy Pomelo Way, Winter Garden

$470,000

Sold Date Entry Only

3 Beds ⋅ 3 Baths ⋅ Harvest/Ovation SubDv. ⋅ 34787 Zip Code

Sold Date Entry Only

13813 Luna Harvest Avenue, Winter Garden

$670,000

Rare opportunity to own a true lakefront property in the heart of Winter Garden. This 3-bedroom, 2 full and 2 half-bath home sits on 100 feet of frontage on Lake Hickory Nut, offering endless potential for renovation or a complete custom transformation. Built in 1983, the home features solid bones and has been well maintained structurally, with a new roof installed in 2021 and a composite dock added in 2018. The interior is original and ready for a buyer with vision to bring it to life. Located on a quiet street with no HOA, the property offers direct lake access and incredible views. Enjoy fishing, boating, paddleboarding, and serene sunsets right from your backyard. Conveniently located minutes from Hamlin Town Center with access to dining, shopping, a movie theater, hospital, and major highways including SR-429 for easy commuting. Zoned for top-rated schools and surrounded by new development, this is one of the last original lakefront homes in the area, making it a true hidden gem. Don't miss your chance to invest in location, lifestyle, and long-term value. Interior photos will be posted on 8/20. Inside is all original.

3 Beds ⋅ 4 Baths ⋅ Hickory Lake Estates SubDv. ⋅ 34787 Zip Code

Rare opportunity to own a true lakefront property in the heart of Winter Garden. This 3-bedroom, 2 full and 2 half-bath home sits on 100 feet of frontage on Lake Hickory Nut, offering endless potential for renovation or a complete custom transformation. Built in 1983, the home features solid bones and has been well maintained structurally, with a new roof installed in 2021 and a composite dock added in 2018. The interior is original and ready for a buyer with vision to bring it to life. Located on a quiet street with no HOA, the property offers direct lake access and incredible views. Enjoy fishing, boating, paddleboarding, and serene sunsets right from your backyard. Conveniently located minutes from Hamlin Town Center with access to dining, shopping, a movie theater, hospital, and major highways including SR-429 for easy commuting. Zoned for top-rated schools and surrounded by new development, this is one of the last original lakefront homes in the area, making it a true hidden gem. Don't miss your chance to invest in location, lifestyle, and long-term value. Interior photos will be posted on 8/20. Inside is all original.

9354 Lake Hickory Nut Drive, Winter Garden

$1,051,200

Sold Data Entry Only

5 Beds ⋅ 5 Baths ⋅ Silverleaf Oaks/Hamlin Ph 3a SubDv. ⋅ 34787 Zip Code

Sold Data Entry Only

16353 Bright Leaf Road, Winter Garden

$375,000

Best-Priced New Construction Opportunity in Winter Garden - Unlock Immediate Value. Welcome to 14804 Coscester Street, a modern new-construction home offering the perfect combination of space, functionally, and value in one of Winter Garden's fastest-growing corridors. This thoughtfully designed residence features an open-concept layout, spacious living areas, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space - ideal for both everyday living and entertaining. Generous bedroom and well-appointed bathrooms provide comfort and flexibility for a variety of lifestyles. What truly sets this home apart is its exceptional pricing relative to surrounding communities, making it one of the best vale opportunities currently available in Winter Garden. For buyers seeking maximum square footage, modern constructions, and long-term upside potential, this property delivers. Whether you're a first-time homebuyer looking to enter the market, or an investor seeking a strong rental asset in a high-demand area, this home offers immediate equity potential and long-term growth positioning. Additional highlights include: modern construction with efficient features; open layout with abundant natural light; competitive pricing designed to create instant value; ideal for primary residence or investment strategy. Priced to Sell - opportunities like this are rare in today's market. Schedule your private showing today and secure one of Winter Garden's best value homes.

3 Beds ⋅ 3 Baths ⋅ Black Lake SubDv. ⋅ 34787 Zip Code

Best-Priced New Construction Opportunity in Winter Garden - Unlock Immediate Value. Welcome to 14804 Coscester Street, a modern new-construction home offering the perfect combination of space, functionally, and value in one of Winter Garden's fastest-growing corridors. This thoughtfully designed residence features an open-concept layout, spacious living areas, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space - ideal for both everyday living and entertaining. Generous bedroom and well-appointed bathrooms provide comfort and flexibility for a variety of lifestyles. What truly sets this home apart is its exceptional pricing relative to surrounding communities, making it one of the best vale opportunities currently available in Winter Garden. For buyers seeking maximum square footage, modern constructions, and long-term upside potential, this property delivers. Whether you're a first-time homebuyer looking to enter the market, or an investor seeking a strong rental asset in a high-demand area, this home offers immediate equity potential and long-term growth positioning. Additional highlights include: modern construction with efficient features; open layout with abundant natural light; competitive pricing designed to create instant value; ideal for primary residence or investment strategy. Priced to Sell - opportunities like this are rare in today's market. Schedule your private showing today and secure one of Winter Garden's best value homes.

14804 Coscester Street, Winter Garden

$465,000

**Imagine waking up to the gentle shimmer of lake water through a canopy of ancient oaks…** Tucked away on 1.75 wooded acres along the shores of Lake Ingram, this property is a rare opportunity to own a piece of “Old Florida” in the middle of one of Central Florida’s most vibrant growth areas. The moment you arrive, you’re greeted by the sound of rustling leaves, dappled sunlight through sprawling oak branches, and the peaceful calm of life by the water. Spend your mornings sipping coffee on your porch as the lake comes alive with birds and soft breezes. Afternoons can be filled with fishing from your private shoreline, kayaking across the water, or simply relaxing in the shade of your trees. Evenings bring stunning sunsets over the lake—nature’s daily masterpiece—right in your own backyard. The existing small wood-frame home offers endless possibilities: restore it for a cozy lakeside getaway or start fresh and build your dream home to take full advantage of the views. A separate laundry room and a large storage building is ready for your tools, toys, or hobby space. The property is on well and septic, giving you independence and lower utility costs. While the setting feels like a private retreat, you’re just minutes from modern conveniences—highly rated new schools, Winter Garden Village, historic downtown Winter Garden’s shops and weekly farmers market, state-of-the-art medical facilities, and major roadways for quick access to Disney, Horizon West, and beyond. This is more than property—it’s a lifestyle. A chance to slow down, breathe deeply, and enjoy the timeless beauty of lakefront living, all while being moments from the best that Central Florida has to enjoy.

2 Beds ⋅ 1 Baths ⋅ Mountain Park Orlange Groves SubDv. ⋅ 34787 Zip Code

**Imagine waking up to the gentle shimmer of lake water through a canopy of ancient oaks…** Tucked away on 1.75 wooded acres along the shores of Lake Ingram, this property is a rare opportunity to own a piece of “Old Florida” in the middle of one of Central Florida’s most vibrant growth areas. The moment you arrive, you’re greeted by the sound of rustling leaves, dappled sunlight through sprawling oak branches, and the peaceful calm of life by the water. Spend your mornings sipping coffee on your porch as the lake comes alive with birds and soft breezes. Afternoons can be filled with fishing from your private shoreline, kayaking across the water, or simply relaxing in the shade of your trees. Evenings bring stunning sunsets over the lake—nature’s daily masterpiece—right in your own backyard. The existing small wood-frame home offers endless possibilities: restore it for a cozy lakeside getaway or start fresh and build your dream home to take full advantage of the views. A separate laundry room and a large storage building is ready for your tools, toys, or hobby space. The property is on well and septic, giving you independence and lower utility costs. While the setting feels like a private retreat, you’re just minutes from modern conveniences—highly rated new schools, Winter Garden Village, historic downtown Winter Garden’s shops and weekly farmers market, state-of-the-art medical facilities, and major roadways for quick access to Disney, Horizon West, and beyond. This is more than property—it’s a lifestyle. A chance to slow down, breathe deeply, and enjoy the timeless beauty of lakefront living, all while being moments from the best that Central Florida has to enjoy.

17226 Lake Ingram Road, Winter Garden

$495,000

Come see this Lovely mid-century home located in a highly desirable Winter Garden neighborhood! 3 blocks north of historic Plant St in the Golf Cart District. NO HOA! 3 Bedroom, 2 Bath home has been updated and comes with solar panels. Open floor plan, split bedrooms, inside laundry room, custom tile floors and so much more!

3 Beds ⋅ 2 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code

Come see this Lovely mid-century home located in a highly desirable Winter Garden neighborhood! 3 blocks north of historic Plant St in the Golf Cart District. NO HOA! 3 Bedroom, 2 Bath home has been updated and comes with solar panels. Open floor plan, split bedrooms, inside laundry room, custom tile floors and so much more!

237 N Central Avenue, Winter Garden

$560,000

Stunning Sunset views embellish this 2 bedroom / 2 bathroom bungalow on beautiful Johns Lake. Enjoy the peace and tranquility as you feel the breeze off the picturesque setting from your back patio or head out on the water for boating, skiing, or fishing for trophy largemouth Bass. This charming home provides incredible lake views from the Kitchen, Primary Suite, and Family room (ordained with rustic stone walls and wood burning fireplace). This Gem awaits your finishing touches to create a true masterpiece! Conveniently located to downtown Winter Garden, Winter Garden Village, restaurants, shops, Disney theme parks, and Universal theme parks. Come and see all that this prize property has to offer.

2 Beds ⋅ 2 Baths ⋅ Johns Lake Homesites SubDv. ⋅ 34787 Zip Code

Stunning Sunset views embellish this 2 bedroom / 2 bathroom bungalow on beautiful Johns Lake. Enjoy the peace and tranquility as you feel the breeze off the picturesque setting from your back patio or head out on the water for boating, skiing, or fishing for trophy largemouth Bass. This charming home provides incredible lake views from the Kitchen, Primary Suite, and Family room (ordained with rustic stone walls and wood burning fireplace). This Gem awaits your finishing touches to create a true masterpiece! Conveniently located to downtown Winter Garden, Winter Garden Village, restaurants, shops, Disney theme parks, and Universal theme parks. Come and see all that this prize property has to offer.

38 Live Oak Road, Winter Garden

$1,570,500

A Rare Slice of Serenity in the Heart of Horizons West — 5526 Tiny Road Almost five acres in the middle of one of Central Florida's most sought-after communities isn't just rare — it's nearly impossible to find. While the rest of Horizons West builds closer together, 5526 Tiny Road sits on almost five rolling, private acres surrounded by open sky, a private pond, and natural Florida landscape — all within walking distance of community trails, top-rated schools, and the brand-new Orange County Library currently under construction just steps away. This is the property buyers spend years waiting for. The freedom of acreage. The convenience of community. No HOA. No compromise. The custom-built 2007 estate offers 2,400 square feet of thoughtfully designed living space — three bedrooms, a spacious loft, and 2.5 bathrooms inside, plus a half bath in the oversized 3.5-car garage built for the enthusiast, the workshop, the toys, or all three. The open-concept layout is filled with natural light, anchored by a gourmet kitchen and flowing living spaces designed for both everyday comfort and effortless entertaining. Step outside and the property truly comes alive. A front gazebo attached to the home frames sweeping views across the acreage. The screened rear lanai overlooks a nature preserve. Sunrises and sunsets paint the elevated ridge in a way that no subdivision lot can replicate. Wild turkeys, native birds, and open Florida sky are your neighbors. Just a short ride to Hamlin Town Center, Disney World, SR-429, and everything Horizons West continues to build around you — including planned road enhancements to Tiny Road itself, with landscaped medians and expanded sidewalks that will further elevate the entrance to this property. Properties like this don't come back to market. Once it's gone, it's gone — because there is nothing left to build like it here. 3 Bed | Loft | 2.5 Bath + Garage Half Bath | 3.5-Car Garage | Almost 5 Acres | No HOA | Custom 2007 Build | Private Pond | Horizons West / Independence-Summerport

3 Beds ⋅ 4 Baths ⋅ 34787 Zip Code

A Rare Slice of Serenity in the Heart of Horizons West — 5526 Tiny Road Almost five acres in the middle of one of Central Florida's most sought-after communities isn't just rare — it's nearly impossible to find. While the rest of Horizons West builds closer together, 5526 Tiny Road sits on almost five rolling, private acres surrounded by open sky, a private pond, and natural Florida landscape — all within walking distance of community trails, top-rated schools, and the brand-new Orange County Library currently under construction just steps away. This is the property buyers spend years waiting for. The freedom of acreage. The convenience of community. No HOA. No compromise. The custom-built 2007 estate offers 2,400 square feet of thoughtfully designed living space — three bedrooms, a spacious loft, and 2.5 bathrooms inside, plus a half bath in the oversized 3.5-car garage built for the enthusiast, the workshop, the toys, or all three. The open-concept layout is filled with natural light, anchored by a gourmet kitchen and flowing living spaces designed for both everyday comfort and effortless entertaining. Step outside and the property truly comes alive. A front gazebo attached to the home frames sweeping views across the acreage. The screened rear lanai overlooks a nature preserve. Sunrises and sunsets paint the elevated ridge in a way that no subdivision lot can replicate. Wild turkeys, native birds, and open Florida sky are your neighbors. Just a short ride to Hamlin Town Center, Disney World, SR-429, and everything Horizons West continues to build around you — including planned road enhancements to Tiny Road itself, with landscaped medians and expanded sidewalks that will further elevate the entrance to this property. Properties like this don't come back to market. Once it's gone, it's gone — because there is nothing left to build like it here. 3 Bed | Loft | 2.5 Bath + Garage Half Bath | 3.5-Car Garage | Almost 5 Acres | No HOA | Custom 2007 Build | Private Pond | Horizons West / Independence-Summerport

5526 Tiny Road, Winter Garden

$799,900

Serene 5 acre property! Zoned for residential and agricultural use. Whether you envision building your dream home, farming or simply enjoying the peaceful landscape, this land offers country living without sacrificing city amenities. For those looking for a turnkey solution, the property is also available as a to-be-built custom home opportunity with Lionshead Homes, allowing buyers to design and build a luxury residence tailored to their lifestyle. Conveniently located just 7 minutes to Publix at Hamlin or Publix at Stoneybrook. Shopping, dining, medical offices, hospitals, movie theater are all close by! Disney World 20 minutes. Orlando International Airport 35 min. Contact us for additional information and take the first step towards owning your slice of rural paradise!

Acreage & Unrec SubDv. ⋅ 34787 Zip Code

Serene 5 acre property! Zoned for residential and agricultural use. Whether you envision building your dream home, farming or simply enjoying the peaceful landscape, this land offers country living without sacrificing city amenities. For those looking for a turnkey solution, the property is also available as a to-be-built custom home opportunity with Lionshead Homes, allowing buyers to design and build a luxury residence tailored to their lifestyle. Conveniently located just 7 minutes to Publix at Hamlin or Publix at Stoneybrook. Shopping, dining, medical offices, hospitals, movie theater are all close by! Disney World 20 minutes. Orlando International Airport 35 min. Contact us for additional information and take the first step towards owning your slice of rural paradise!

9940 Black Bear Lane, Winter Garden

$154,000

This is a fantastic fixer-upper opportunity for investors or homeowners seeking a project in a prime Winter Garden location. Just 5 minutes from the charming Downtown Winter Garden and conveniently close to major routes like SR-429, this property offers immense potential. The home is being sold as-is and requires a complete rehab, allowing you to fully customize it to your vision. It features a carport, two bathrooms, and four versatile flex rooms, which can be transformed to suit your needs. Whether you're looking to flip or renovate for long-term investment, this property offers a solid foundation and great location to build equity. Don't miss the chance to unlock its potential!

3 Beds ⋅ 2 Baths ⋅ Bay St Park SubDv. ⋅ 34787 Zip Code

This is a fantastic fixer-upper opportunity for investors or homeowners seeking a project in a prime Winter Garden location. Just 5 minutes from the charming Downtown Winter Garden and conveniently close to major routes like SR-429, this property offers immense potential. The home is being sold as-is and requires a complete rehab, allowing you to fully customize it to your vision. It features a carport, two bathrooms, and four versatile flex rooms, which can be transformed to suit your needs. Whether you're looking to flip or renovate for long-term investment, this property offers a solid foundation and great location to build equity. Don't miss the chance to unlock its potential!

1065 Lincoln Terrace, Winter Garden

$655,000

Mid-Century Charm Meets Modern Comfort in Winter Garden! Discover the perfect blend of classic appeal and contemporary upgrades in this delightful 3-bedroom, 2-bath pool home, ideally situated on a generous .30+ acre lot just blocks from downtown Winter Garden. Best of all, there's no HOA! Step inside and appreciate the thoughtful updates that complement the home's timeless mid-century architecture. The kitchen boasts updated Bosch appliances, including a 2021 induction range and 2023 wall oven for a total of two ovens, along with quartz countertops and an updated farm sink. You'll find engineered hardwood floors in the family room, kitchen, and hallway, and custom window blinds throughout. Peace of mind comes with a brand-new roof (July 2025), rain gutters, an AC unit replaced in 2019, and a gas hot water heater from 2018. The primary bedroom suite offers three deep closets with custom doors and a renovated en-suite bath (2021) featuring new tile, a walk-in low threshold shower, and modern fixtures that maintain the home's classic character. The hall bath was also renovated in 2023 with new tile and paint. The dining room provides a cozy ambiance with a gas fireplace and built-in shelves, while French doors open to a spacious 26x17 covered and screened back porch wired with Bluetooth speakers and also has a 220 power hookup for a hot tub. A versatile mud room/art studio/office and a dedicated laundry room add to the home's functionality. The outdoor living space is a true oasis, featuring a fenced backyard (2019) with an amazing heated saltwater pool (2019), complete with a sun ledge. The yard is kept lush with an irrigation system fed by a well (pump replaced 2020) and a French drain system (2019) for optimal drainage. The north gate is a double gate, allowing boat or RV parking behind the fence, with an RV electric outlet on the side of the house. Plus, there's a large elevated workshop building with electricity and AC for your projects (As Is). In 2023, a variance was obtained through the City of Winter Garden to build a new structure where the current workshop sits, which also allows for an attached covered veranda to be built. Beyond your doorstep, the vibrant heart of Winter Garden awaits. This home is located in the golf cart district, allowing you to drive your own golf cart on approved roads. Enjoy leisurely strolls to the weekend farmers market, participate in festive holiday events, and explore a diverse array of restaurants and shops. You're also within walking distance to Lake Apopka, where breathtaking sunsets are a daily spectacle, and it's renowned as one of Florida's top three birding areas. The Jessie Brock Community Center (offering exercise and Crealde art classes) and its pond with a paved walking circuit and exercise stations are also just a short walk away, as is the West Orange Bike Trail. This Winter Garden gem offers not just a home, but a lifestyle. Don't miss your chance to own a piece of this charming and convenient community!

3 Beds ⋅ 2 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code

Mid-Century Charm Meets Modern Comfort in Winter Garden! Discover the perfect blend of classic appeal and contemporary upgrades in this delightful 3-bedroom, 2-bath pool home, ideally situated on a generous .30+ acre lot just blocks from downtown Winter Garden. Best of all, there's no HOA! Step inside and appreciate the thoughtful updates that complement the home's timeless mid-century architecture. The kitchen boasts updated Bosch appliances, including a 2021 induction range and 2023 wall oven for a total of two ovens, along with quartz countertops and an updated farm sink. You'll find engineered hardwood floors in the family room, kitchen, and hallway, and custom window blinds throughout. Peace of mind comes with a brand-new roof (July 2025), rain gutters, an AC unit replaced in 2019, and a gas hot water heater from 2018. The primary bedroom suite offers three deep closets with custom doors and a renovated en-suite bath (2021) featuring new tile, a walk-in low threshold shower, and modern fixtures that maintain the home's classic character. The hall bath was also renovated in 2023 with new tile and paint. The dining room provides a cozy ambiance with a gas fireplace and built-in shelves, while French doors open to a spacious 26x17 covered and screened back porch wired with Bluetooth speakers and also has a 220 power hookup for a hot tub. A versatile mud room/art studio/office and a dedicated laundry room add to the home's functionality. The outdoor living space is a true oasis, featuring a fenced backyard (2019) with an amazing heated saltwater pool (2019), complete with a sun ledge. The yard is kept lush with an irrigation system fed by a well (pump replaced 2020) and a French drain system (2019) for optimal drainage. The north gate is a double gate, allowing boat or RV parking behind the fence, with an RV electric outlet on the side of the house. Plus, there's a large elevated workshop building with electricity and AC for your projects (As Is). In 2023, a variance was obtained through the City of Winter Garden to build a new structure where the current workshop sits, which also allows for an attached covered veranda to be built. Beyond your doorstep, the vibrant heart of Winter Garden awaits. This home is located in the golf cart district, allowing you to drive your own golf cart on approved roads. Enjoy leisurely strolls to the weekend farmers market, participate in festive holiday events, and explore a diverse array of restaurants and shops. You're also within walking distance to Lake Apopka, where breathtaking sunsets are a daily spectacle, and it's renowned as one of Florida's top three birding areas. The Jessie Brock Community Center (offering exercise and Crealde art classes) and its pond with a paved walking circuit and exercise stations are also just a short walk away, as is the West Orange Bike Trail. This Winter Garden gem offers not just a home, but a lifestyle. Don't miss your chance to own a piece of this charming and convenient community!

423 N Main Street, Winter Garden

$1,780,000

Exquisite New Construction in the Heart of Winter Garden’s Golf Cart District – Over 4,000 Sq Ft of Craftsman Charm! Step into timeless style and modern luxury with this brand new Craftsman-style masterpiece, perfectly situated on a charming cobblestone one-way street in the highly sought-after Golf Cart District of historic Winter Garden. Boasting over 4,000 square feet of beautifully appointed living space, this 5-bedroom, 4.5-bathroom estate offers the perfect blend of character, comfort, and convenience—all with NO HOA dues or restrictions. Set on over a third of an acre, the home impresses at first glance with custom landscaping, a massive covered front porch, and timeless curb appeal. Inside, enjoy warm wood flooring throughout, striking custom wooden beams in the foyer, and a spacious great room with electric fireplace—all flooded with natural light. Designed for entertaining, the open-concept layout includes a chef’s kitchen with custom cabinetry, gas appliances including professional grade gas range, built-in refrigerator and freezer stacks, walk-in pantry, wet bar with wine refrigerator, and a spacious island. Step outside to your private oasis complete with a large covered and pavered back patio, summer kitchen (grill + outdoor refrigerator), fenced yard, and a sparkling pool with heated spa—perfect for entertaining year-round. The downstairs primary suite offers a peaceful retreat with a spa-inspired bath, spacious shower, and massive walk-in closet finished with built-ins. A second downstairs bedroom with its own walk-in closet and nearby bath is perfect for guests or a home office. Upstairs, you'll find three additional bedrooms (each with walk-in closets), a loft living area, and even a second laundry/utility room for added convenience. The main laundry room downstairs is oversized, filled with natural light and extensive cabinetry, and an adorable mudroom just off the garage. Additional features include: Two-car garage PLUS a golf cart garage, dual tankless gas water heaters, gas appliances, and fully fenced back yard. This rare Winter Garden gem offers the best of both worlds—new construction luxury with the charm of Downtown Winter Garden living. Just moments from shops, dining, and everything downtown Winter Garden is known for. Don’t miss this opportunity to own a truly one-of-a-kind home in one of Central Florida’s most desirable communities.

5 Beds ⋅ 5 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code

Exquisite New Construction in the Heart of Winter Garden’s Golf Cart District – Over 4,000 Sq Ft of Craftsman Charm! Step into timeless style and modern luxury with this brand new Craftsman-style masterpiece, perfectly situated on a charming cobblestone one-way street in the highly sought-after Golf Cart District of historic Winter Garden. Boasting over 4,000 square feet of beautifully appointed living space, this 5-bedroom, 4.5-bathroom estate offers the perfect blend of character, comfort, and convenience—all with NO HOA dues or restrictions. Set on over a third of an acre, the home impresses at first glance with custom landscaping, a massive covered front porch, and timeless curb appeal. Inside, enjoy warm wood flooring throughout, striking custom wooden beams in the foyer, and a spacious great room with electric fireplace—all flooded with natural light. Designed for entertaining, the open-concept layout includes a chef’s kitchen with custom cabinetry, gas appliances including professional grade gas range, built-in refrigerator and freezer stacks, walk-in pantry, wet bar with wine refrigerator, and a spacious island. Step outside to your private oasis complete with a large covered and pavered back patio, summer kitchen (grill + outdoor refrigerator), fenced yard, and a sparkling pool with heated spa—perfect for entertaining year-round. The downstairs primary suite offers a peaceful retreat with a spa-inspired bath, spacious shower, and massive walk-in closet finished with built-ins. A second downstairs bedroom with its own walk-in closet and nearby bath is perfect for guests or a home office. Upstairs, you'll find three additional bedrooms (each with walk-in closets), a loft living area, and even a second laundry/utility room for added convenience. The main laundry room downstairs is oversized, filled with natural light and extensive cabinetry, and an adorable mudroom just off the garage. Additional features include: Two-car garage PLUS a golf cart garage, dual tankless gas water heaters, gas appliances, and fully fenced back yard. This rare Winter Garden gem offers the best of both worlds—new construction luxury with the charm of Downtown Winter Garden living. Just moments from shops, dining, and everything downtown Winter Garden is known for. Don’t miss this opportunity to own a truly one-of-a-kind home in one of Central Florida’s most desirable communities.

958 Tildenville School Road, Winter Garden

$965,960

Sold Data Only. Beautiful Scarlett home designed by Pulte Homes at Silverleaf Oaks, with tons of upgrades

5 Beds ⋅ 9 Baths ⋅ Silverleaf Oaks/Hamlin Ph 3a SubDv. ⋅ 34787 Zip Code

Sold Data Only. Beautiful Scarlett home designed by Pulte Homes at Silverleaf Oaks, with tons of upgrades

16337 Grey Pine Drive, Winter Garden

$533,990

Meritage Homes New construction

4 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve At Hamlin Phase 2c 115/07 Lot 2 SubDv. ⋅ 34787 Zip Code

Meritage Homes New construction

16448 Silver Brook Way, Winter Garden

$575,000

Welcome to 517 Garden Heights Drive — a fully renovated 4-bedroom, 2-bath modern farmhouse on a spacious 0.33-acre lot in the highly desirable golf cart district of Winter Garden. Just one mile from the vibrant Plant Street district and offering Lake Apopka views from the driveway, this home delivers the perfect blend of lifestyle and long-term value. Key updates include a brand-new roof (installed July 2025), a newer HVAC system (2021), and a new water heater (2025) — providing essential peace of mind from day one. With the ongoing upturn in the Winter Garden real estate market, this property also represents a smart investment opportunity in one of Central Florida’s most thriving communities. Step inside to discover nearly 2,000 square feet of carefully curated living space with all-new tile flooring, fresh paint, updated texture, and modern wood paneling accents. The open-concept layout features a striking shiplap fireplace, brand-new ceiling fans and lighting fixtures throughout, and a showstopping kitchen designed for both function and flair — complete with quartz countertops, shaker cabinetry, gold hardware, stainless steel appliances, and stylish pendant lighting. Both bathrooms have been thoughtfully redesigned with custom tile work, dual vanities, and designer finishes, while the spacious primary suite includes a sliding barn door and spa-style bath. Enjoy seamless indoor-outdoor living with a fully screened-in porch and outdoor wet bar, ideal for entertaining or relaxing with a view of your expansive backyard. A detached shed offers convenient storage, and the 2-car garage adds practical convenience. Best of all? No HOA. This move-in ready home checks all the boxes with thoughtful upgrades, timeless style, and an unbeatable location — the perfect place to live, enjoy, and grow equity for years to come.

4 Beds ⋅ 2 Baths ⋅ Garden Heights SubDv. ⋅ 34787 Zip Code

Welcome to 517 Garden Heights Drive — a fully renovated 4-bedroom, 2-bath modern farmhouse on a spacious 0.33-acre lot in the highly desirable golf cart district of Winter Garden. Just one mile from the vibrant Plant Street district and offering Lake Apopka views from the driveway, this home delivers the perfect blend of lifestyle and long-term value. Key updates include a brand-new roof (installed July 2025), a newer HVAC system (2021), and a new water heater (2025) — providing essential peace of mind from day one. With the ongoing upturn in the Winter Garden real estate market, this property also represents a smart investment opportunity in one of Central Florida’s most thriving communities. Step inside to discover nearly 2,000 square feet of carefully curated living space with all-new tile flooring, fresh paint, updated texture, and modern wood paneling accents. The open-concept layout features a striking shiplap fireplace, brand-new ceiling fans and lighting fixtures throughout, and a showstopping kitchen designed for both function and flair — complete with quartz countertops, shaker cabinetry, gold hardware, stainless steel appliances, and stylish pendant lighting. Both bathrooms have been thoughtfully redesigned with custom tile work, dual vanities, and designer finishes, while the spacious primary suite includes a sliding barn door and spa-style bath. Enjoy seamless indoor-outdoor living with a fully screened-in porch and outdoor wet bar, ideal for entertaining or relaxing with a view of your expansive backyard. A detached shed offers convenient storage, and the 2-car garage adds practical convenience. Best of all? No HOA. This move-in ready home checks all the boxes with thoughtful upgrades, timeless style, and an unbeatable location — the perfect place to live, enjoy, and grow equity for years to come.

517 Garden Heights Drive, Winter Garden

$440,000

Welcome to Tribute at Ovation, a stunning new construction townhome now for sale. This beautiful townhome offers 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for entertaining and family gatherings, brand new construction with modern finishes, a 2-car detached garage, and more. The open-concept layout creates a spacious feel while maintaining functional living areas. Winter Garden offers residents a charming neighborhood atmosphere with tree-lined streets and community parks within easy reach. The area boasts numerous parks and recreational facilities where you can enjoy Florida's beautiful weather year-round.

3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation SubDv. ⋅ 34787 Zip Code

Welcome to Tribute at Ovation, a stunning new construction townhome now for sale. This beautiful townhome offers 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for entertaining and family gatherings, brand new construction with modern finishes, a 2-car detached garage, and more. The open-concept layout creates a spacious feel while maintaining functional living areas. Winter Garden offers residents a charming neighborhood atmosphere with tree-lined streets and community parks within easy reach. The area boasts numerous parks and recreational facilities where you can enjoy Florida's beautiful weather year-round.

15328 Burgtheater Dr, Winter Garden

$609,290

Sold data entry only

3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code

Sold data entry only

6436 Tabebuia Parkway, Winter Garden

$470,000

Sold data entry only.

3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation SubDv. ⋅ 34787 Zip Code

Sold data entry only.

15340 Burgtheater Drive, Winter Garden

$2,625,000

Fabulous private location with 5 beautiful acres and gated entry - Bring your horses! ** 2538sf horse barn with 4 stalls, tack room and 2nd room that could also be used as a tack room ** Nelson automatic horse waterers included ** Horse corral and 1 pasture/paddock that could be divided into 2 ** Additional 1800sf pole barn ** Home, barn and 1800sf pole barn and casita all 2019 BUILT ** 1800sf pole barn perfect for storing all your equipment or an RV with 12' overhead doors on both ends ** Casita / guest house has a separate entry, full bath and full AC unit perfect for an in-law situation, guests or work out space ** 5 car attached garage (3.5 & 1.5 car) and tile roof ** All bedrooms are ensuite ** Stroll the 2500sf trail around the property and 300+/- sf of bamboo trails around the front & side of the property ** 2 Rainbird sprinkler irrigation systems (well) used for the home and another for the horses & pastures ** 1000 gallon + 500 gallon propane generators that run the house & barn ** Luxurious outdoor living space with well designed pool offering raised planting beds with lovely waterfalls, sun shelf and unique curved heated raised spa ** Enjoy the lovely patio space offering a travertine patio, attractive tongue and groove wood ceiling, Nevada cobblestone decorative archways and sitting space complete with a cozy 2 sided fireplace w granite hearth, TV and screened lanai ** Outdoor kitchen (never used) with Nevada cobblestone, a grill and refrigerator ** 12' ceilings, 10' doors & Venetian plaster accents accentuate the beauty of this home ** Beautiful primary bedroom featuring a tray ceiling with wood tongue and groove inlay, fireplace with Nevada cobblestone and triple sliding glass doors to the outdoor living area and hall leading to the ensuite bath with zero entry full shower with rainhead shower, stone tub and room size walk in closet with custom built ins **The well apportioned great room features a fireplace, wood beams, tongue and groove ceilings, built in display areas and 3 sets of triple sliding glass doors leading to the amazing outdoor space ** Fabulous Kitchen with attractive Nevada cobblestone enhancements around the counters and cooking area, stone COUNTERS & flowing backsplash, breakfast bar, espresso cabinets and built in convection stove **

4 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code

Fabulous private location with 5 beautiful acres and gated entry - Bring your horses! ** 2538sf horse barn with 4 stalls, tack room and 2nd room that could also be used as a tack room ** Nelson automatic horse waterers included ** Horse corral and 1 pasture/paddock that could be divided into 2 ** Additional 1800sf pole barn ** Home, barn and 1800sf pole barn and casita all 2019 BUILT ** 1800sf pole barn perfect for storing all your equipment or an RV with 12' overhead doors on both ends ** Casita / guest house has a separate entry, full bath and full AC unit perfect for an in-law situation, guests or work out space ** 5 car attached garage (3.5 & 1.5 car) and tile roof ** All bedrooms are ensuite ** Stroll the 2500sf trail around the property and 300+/- sf of bamboo trails around the front & side of the property ** 2 Rainbird sprinkler irrigation systems (well) used for the home and another for the horses & pastures ** 1000 gallon + 500 gallon propane generators that run the house & barn ** Luxurious outdoor living space with well designed pool offering raised planting beds with lovely waterfalls, sun shelf and unique curved heated raised spa ** Enjoy the lovely patio space offering a travertine patio, attractive tongue and groove wood ceiling, Nevada cobblestone decorative archways and sitting space complete with a cozy 2 sided fireplace w granite hearth, TV and screened lanai ** Outdoor kitchen (never used) with Nevada cobblestone, a grill and refrigerator ** 12' ceilings, 10' doors & Venetian plaster accents accentuate the beauty of this home ** Beautiful primary bedroom featuring a tray ceiling with wood tongue and groove inlay, fireplace with Nevada cobblestone and triple sliding glass doors to the outdoor living area and hall leading to the ensuite bath with zero entry full shower with rainhead shower, stone tub and room size walk in closet with custom built ins **The well apportioned great room features a fireplace, wood beams, tongue and groove ceilings, built in display areas and 3 sets of triple sliding glass doors leading to the amazing outdoor space ** Fabulous Kitchen with attractive Nevada cobblestone enhancements around the counters and cooking area, stone COUNTERS & flowing backsplash, breakfast bar, espresso cabinets and built in convection stove **

9201 Tower Pine Drive, Winter Garden

$775,000

One or more photo(s) has been virtually staged. Welcome to your personal retreat in the heart of Winter Garden! Just a short distance from the charm of historic Plant Street. This meticulously maintained three-bedroom, three-bath pool home with a dedicated office blends relaxed luxury with everyday function in one of Central Florida's accessible, vibrant neighborhoods and with no HOA to limit your lifestyle. Go inside to find beautiful wood-look tile throughout, an open kitchen with stainless steel appliances, and an expansive 34-by-19-foot family room with vaulted ceilings centered around a stunning floor-to-ceiling stone fireplace. French doors open to your private backyard oasis, where a resort-style heated pool and spa (new pump 2024, new heater 2025) are surrounded by lush planting beds, a gas fire pit, and a covered dining area that's ideal for hosting year-round. The luxurious primary suite is a retreat, featuring a spa-like bath with a huge walk-in shower, double vanities, a soaking tub, and a custom walk-in closet. Practical updates include a new roof and air conditioner (2022), new windows (2017) and water heater (2018), giving you peace of mind and turnkey convenience. Privacy is guaranteed with a full vinyl fence, and the gated rear alley access makes room for your boat or RV, an exceptional find in this neighborhood. Enjoy golf cart rides to the West Orange Trail, weekly farmers markets, local restaurants and community events just minutes away.

3 Beds ⋅ 3 Baths ⋅ Winter Garden Shores SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Welcome to your personal retreat in the heart of Winter Garden! Just a short distance from the charm of historic Plant Street. This meticulously maintained three-bedroom, three-bath pool home with a dedicated office blends relaxed luxury with everyday function in one of Central Florida's accessible, vibrant neighborhoods and with no HOA to limit your lifestyle. Go inside to find beautiful wood-look tile throughout, an open kitchen with stainless steel appliances, and an expansive 34-by-19-foot family room with vaulted ceilings centered around a stunning floor-to-ceiling stone fireplace. French doors open to your private backyard oasis, where a resort-style heated pool and spa (new pump 2024, new heater 2025) are surrounded by lush planting beds, a gas fire pit, and a covered dining area that's ideal for hosting year-round. The luxurious primary suite is a retreat, featuring a spa-like bath with a huge walk-in shower, double vanities, a soaking tub, and a custom walk-in closet. Practical updates include a new roof and air conditioner (2022), new windows (2017) and water heater (2018), giving you peace of mind and turnkey convenience. Privacy is guaranteed with a full vinyl fence, and the gated rear alley access makes room for your boat or RV, an exceptional find in this neighborhood. Enjoy golf cart rides to the West Orange Trail, weekly farmers markets, local restaurants and community events just minutes away.

426 N Boyd Street, Winter Garden

$838,115

Beautiful Thoreau model with spacious 3,208 sq ft home in the SilverLeaf community

5 Beds ⋅ 4 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code

Beautiful Thoreau model with spacious 3,208 sq ft home in the SilverLeaf community

5277 Citrus Leaf Boulevard, Winter Garden

$459,000

Discover the Julep—Silverleaf Oaks’ most spacious townhome design, offering 1,770 square feet of modern living. The bright and open main level features a stylish kitchen, convenient powder bath, and a spacious gathering room that flows seamlessly to a private patio—perfect for indoor/outdoor entertaining. Upstairs, you’ll find a relaxing owner’s suite, a flexible loft area, and additional bedrooms that create a comfortable retreat for everyone. With 3 bedrooms, 2.5 baths, and a 2-car garage, this two-story layout blends style and functionality in one of Winter Garden’s most desirable communities.

3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks At Hamlin SubDv. ⋅ 34787 Zip Code

Discover the Julep—Silverleaf Oaks’ most spacious townhome design, offering 1,770 square feet of modern living. The bright and open main level features a stylish kitchen, convenient powder bath, and a spacious gathering room that flows seamlessly to a private patio—perfect for indoor/outdoor entertaining. Upstairs, you’ll find a relaxing owner’s suite, a flexible loft area, and additional bedrooms that create a comfortable retreat for everyone. With 3 bedrooms, 2.5 baths, and a 2-car garage, this two-story layout blends style and functionality in one of Winter Garden’s most desirable communities.

6430 Tabebuia Parkway, Winter Garden

$485,000

Beautifully remodeled home near Historic Downtown Winter Garden. This 2-story 4 bed / 2 bath home with a 2-car garage sits on over half an acre with a creek in the backyard on a quiet, low traffic circle. This home has so many great features including a completely remodeled kitchen (2022) a family room with a wood burning fireplace with a stone hearth and mantel, nicely remodeled hall bath, and nice neutral colors.. Other features include New A/C in 2019 ** New Water Heater ** Roof 8 years ** New Vinyl Flooring throughout ** New Garage Door Opener ** New Seamless Gutters ** Parking Extended for Boat/RV/Golf Cart ** Transferable Termite Bond. Ride your golf cart to enjoy one of the quaint restaurants in Winter Garden's popular historic district, or visit one of the many parks downtown. Enjoy no HOA in this quiet neighborhood with mature trees, so close to Lake Apopka.

4 Beds ⋅ 2 Baths ⋅ Glenview Estates 2nd Add SubDv. ⋅ 34787 Zip Code

Beautifully remodeled home near Historic Downtown Winter Garden. This 2-story 4 bed / 2 bath home with a 2-car garage sits on over half an acre with a creek in the backyard on a quiet, low traffic circle. This home has so many great features including a completely remodeled kitchen (2022) a family room with a wood burning fireplace with a stone hearth and mantel, nicely remodeled hall bath, and nice neutral colors.. Other features include New A/C in 2019 ** New Water Heater ** Roof 8 years ** New Vinyl Flooring throughout ** New Garage Door Opener ** New Seamless Gutters ** Parking Extended for Boat/RV/Golf Cart ** Transferable Termite Bond. Ride your golf cart to enjoy one of the quaint restaurants in Winter Garden's popular historic district, or visit one of the many parks downtown. Enjoy no HOA in this quiet neighborhood with mature trees, so close to Lake Apopka.

956 Glenview Circle, Winter Garden

$1,058,290

Seek out new heights in this two-story home design that takes easy living to the next level. Entertain in the connected gathering room, kitchen, and café area. Transform the flex space into a home office or den. After a long day, enjoy family movie night in the upstairs loft or escape to the private Owner's Suite.

5 Beds ⋅ 4 Baths ⋅ Silverleaf Oaks At Hamlin Phase 3a SubDv. ⋅ 34787 Zip Code

Seek out new heights in this two-story home design that takes easy living to the next level. Entertain in the connected gathering room, kitchen, and café area. Transform the flex space into a home office or den. After a long day, enjoy family movie night in the upstairs loft or escape to the private Owner's Suite.

16311 Bright Leaf Road, Winter Garden

$750,000

Previous buyer financing fell through. RARE Winter Garden Opportunity — Over 2.5 Acres! Welcome to your own private retreat in the heart of Winter Garden's most exciting growth corridor. Whether you're envisioning a peaceful country lifestyle or planning your next luxury estate, this property offers endless opportunities. Nestled behind a private gate and framed by a breathtaking canopy of mature trees, the entrance opens to a driveway leading to the home, completely surrounded by lush, usable land. The single-story well-maintained pool home offers over 2,500 square feet of living space. Originally built in 1982, the home features original hardwood floors in most of the living areas, a well-equipped kitchen with quartz countertops, and spacious living areas centered around a beautiful stacked-stone, wood-burning fireplace. All three bedrooms are generously sized, with two cocated at the rear of the home—one offering direct access to the pool area. An added 400-square-foot bonus room at the front of the home provides versatile space for your needs. Just off the main living area, double French doors lead to a charming Florida room—perfect for relaxing or entertaining family and friends. Step outside to your private oasis: a large custom-designed pool surrounded by nature. With agriculture zoning and all 2.57 acres high-and-dry, you have the freedom to build your custom dream home, create a nursery, hobby farm, establish a small agricultural business, or simply enjoy wide-open space and privacy. Enjoy peaceful evenings under the stars in your own slice of paradise. Located just minutes from Hamlin Town Center, Horizon West, and a short drive to Disney, this is a rare blend of rural serenity and suburban convenience.

3 Beds ⋅ 2 Baths ⋅ Lake Avalon Groves Rep 02 SubDv. ⋅ 34787 Zip Code

Previous buyer financing fell through. RARE Winter Garden Opportunity — Over 2.5 Acres! Welcome to your own private retreat in the heart of Winter Garden's most exciting growth corridor. Whether you're envisioning a peaceful country lifestyle or planning your next luxury estate, this property offers endless opportunities. Nestled behind a private gate and framed by a breathtaking canopy of mature trees, the entrance opens to a driveway leading to the home, completely surrounded by lush, usable land. The single-story well-maintained pool home offers over 2,500 square feet of living space. Originally built in 1982, the home features original hardwood floors in most of the living areas, a well-equipped kitchen with quartz countertops, and spacious living areas centered around a beautiful stacked-stone, wood-burning fireplace. All three bedrooms are generously sized, with two cocated at the rear of the home—one offering direct access to the pool area. An added 400-square-foot bonus room at the front of the home provides versatile space for your needs. Just off the main living area, double French doors lead to a charming Florida room—perfect for relaxing or entertaining family and friends. Step outside to your private oasis: a large custom-designed pool surrounded by nature. With agriculture zoning and all 2.57 acres high-and-dry, you have the freedom to build your custom dream home, create a nursery, hobby farm, establish a small agricultural business, or simply enjoy wide-open space and privacy. Enjoy peaceful evenings under the stars in your own slice of paradise. Located just minutes from Hamlin Town Center, Horizon West, and a short drive to Disney, this is a rare blend of rural serenity and suburban convenience.

17877 Phil C Peters Road, Winter Garden

$990,900

Sold Data entry only

4 Beds ⋅ 4 Baths ⋅ Oakland Park South SubDv. ⋅ 34787 Zip Code

Sold Data entry only

1180 Riverway Drive, Oakland

$280,000

Charming Bungalow Just Minutes from Downtown Winter Garden Welcome to your chance to own a slice of Winter Garden charm! This cozy 2-bedroom, 1-bath bungalow is perfectly located within one mile from Plant Street, the Crooked Can Brewery, and all the energy of Historic Downtown Winter Garden. Enjoy your weekends strolling through the award-winning Farmers Market, grabbing coffee from a local café, biking the West Orange Trail, or catching live music and seasonal festivals. You're also just minutes from the Pickleball Courts at Veteran's Park, boutique shopping and community events - everything you love about Winter Garden is right outside your door. Filled with character and charm, this home is ready for everyday living with room to make it your own. Whether you're a first-time buyer, looking for a winter retreat, or seeking a smart investment, this is a rare opportunity to be in one of Central Florida’s most sought-after neighborhoods. Step outside to a spacious yard that’s perfect for relaxing, entertaining, or even planning your dream garden or outdoor living area. With top-rated schools nearby, easy access to major highways, and less than 30 minutes to Disney, Universal, and Orlando’s top attractions—you’ll enjoy small-town charm without giving up modern convenience. Come see what makes this home and location so special—and imagine your life in beautiful Winter Garden!

2 Beds ⋅ 1 Baths ⋅ Shadow Lawn SubDv. ⋅ 34787 Zip Code

Charming Bungalow Just Minutes from Downtown Winter Garden Welcome to your chance to own a slice of Winter Garden charm! This cozy 2-bedroom, 1-bath bungalow is perfectly located within one mile from Plant Street, the Crooked Can Brewery, and all the energy of Historic Downtown Winter Garden. Enjoy your weekends strolling through the award-winning Farmers Market, grabbing coffee from a local café, biking the West Orange Trail, or catching live music and seasonal festivals. You're also just minutes from the Pickleball Courts at Veteran's Park, boutique shopping and community events - everything you love about Winter Garden is right outside your door. Filled with character and charm, this home is ready for everyday living with room to make it your own. Whether you're a first-time buyer, looking for a winter retreat, or seeking a smart investment, this is a rare opportunity to be in one of Central Florida’s most sought-after neighborhoods. Step outside to a spacious yard that’s perfect for relaxing, entertaining, or even planning your dream garden or outdoor living area. With top-rated schools nearby, easy access to major highways, and less than 30 minutes to Disney, Universal, and Orlando’s top attractions—you’ll enjoy small-town charm without giving up modern convenience. Come see what makes this home and location so special—and imagine your life in beautiful Winter Garden!

135 E Story Road, Winter Garden

$1,795,000

New Custom Home in Winter Garden.

5 Beds ⋅ 6 Baths ⋅ 34787 Zip Code

New Custom Home in Winter Garden.

502 Winter Garden Vineland Road Unit R, Winter Garden