$553,690 Welcome to this beautifully upgraded home located in one of the most desirable areas of Winter Garden. Built in 2019, this property offers a perfect blend of modern finishes, functionality, and prime location. Step inside and enjoy a thoughtfully designed layout featuring upgraded flooring, elegant lighting fixtures, and luxury aluminum handrails that elevate the space. The kitchen stands out as the heart of the home, offering a clean and modern design ideal for both everyday living and entertaining. The primary suite is a true retreat with double walk-in closets and abundant natural light throughout the home, creating a bright and inviting atmosphere. Enjoy added privacy with no rear neighbors and peaceful conservation views—perfect for relaxing after a long day. Location is everything, and this home delivers. Conveniently situated just minutes from top-rated schools, shopping centers, restaurants, golf courses, and major highways, making daily commutes and weekend plans effortless. One of the standout features of this property is the solar panel system, which will be fully paid off at closing—providing significant long-term savings for the new homeowner. This is a rare opportunity to own a move-in ready, upgraded home in a prime Winter Garden location. Schedule your private showing today. 3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code Welcome to this beautifully upgraded home located in one of the most desirable areas of Winter Garden. Built in 2019, this property offers a perfect blend of modern finishes, functionality, and prime location. Step inside and enjoy a thoughtfully designed layout featuring upgraded flooring, elegant lighting fixtures, and luxury aluminum handrails that elevate the space. The kitchen stands out as the heart of the home, offering a clean and modern design ideal for both everyday living and entertaining. The primary suite is a true retreat with double walk-in closets and abundant natural light throughout the home, creating a bright and inviting atmosphere. Enjoy added privacy with no rear neighbors and peaceful conservation views—perfect for relaxing after a long day. Location is everything, and this home delivers. Conveniently situated just minutes from top-rated schools, shopping centers, restaurants, golf courses, and major highways, making daily commutes and weekend plans effortless. One of the standout features of this property is the solar panel system, which will be fully paid off at closing—providing significant long-term savings for the new homeowner. This is a rare opportunity to own a move-in ready, upgraded home in a prime Winter Garden location. Schedule your private showing today. 9972 Pallida Hickory Way, Winter Garden
$465,000 Pre-Construction. To be built. This is a pre-construction opportunity in partnership with Vazquez Family Builders. Final floor plan, square footage, and sales price will be determined by the buyer based on selected model and upgrades. Positioned on a desirable corner lot in the heart of Winter Garden, this pre-construction ranch-style home presents an exceptional opportunity to create your ideal living space. This home is planned for 1713 square feet of meticulously designed living space, featuring 4 spacious bedrooms, two full bathrooms, and an attached two-car garage. The open-concept layout will seamlessly connect the main living areas, creating an inviting environment for everyday life and entertaining. The absence of stairs makes this home highly accessible and a perfect "forever home or vacation property." 4 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code Pre-Construction. To be built. This is a pre-construction opportunity in partnership with Vazquez Family Builders. Final floor plan, square footage, and sales price will be determined by the buyer based on selected model and upgrades. Positioned on a desirable corner lot in the heart of Winter Garden, this pre-construction ranch-style home presents an exceptional opportunity to create your ideal living space. This home is planned for 1713 square feet of meticulously designed living space, featuring 4 spacious bedrooms, two full bathrooms, and an attached two-car garage. The open-concept layout will seamlessly connect the main living areas, creating an inviting environment for everyday life and entertaining. The absence of stairs makes this home highly accessible and a perfect "forever home or vacation property." 680 Dunbar Avenue, Winter Garden
$372,500 Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours. 4 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours. 884 Klondike Street, Winter Garden
$699,000 The Suncrest II is a spacious rear-load garage home featuring a convenient first-floor Extra Suite. With 10-foot ceilings and an expansive open-concept living area, this thoughtfully designed home offers approximately 2,500 square feet of comfortable living space with stylish finishes throughout. Currently being used as a builder’s model home, this property is being sold fully furnished with professional designer décor and is leased back to the builder through January 27, 2027, presenting an excellent investment opportunity with secured lease income during the lease term. At the rear of the home, the main living area is anchored by a beautifully designed gourmet kitchen, featuring stainless steel appliances, 42” light cabinetry, quartz countertops, and generous workspace, perfect for both everyday living and entertaining. The home also offers a spacious lanai and private courtyard-style lawn, ideal for outdoor enjoyment. Upstairs, you will find a versatile loft area along with three additional bedrooms, providing ample space for family, guests, or a home office. Located in Osprey Ranch, a beautiful community of new single-family homes in Winter Garden, FL, residents enjoy excellent amenities, a prime location, and thoughtfully designed homes, making this community a wonderful place to call home. 3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code The Suncrest II is a spacious rear-load garage home featuring a convenient first-floor Extra Suite. With 10-foot ceilings and an expansive open-concept living area, this thoughtfully designed home offers approximately 2,500 square feet of comfortable living space with stylish finishes throughout. Currently being used as a builder’s model home, this property is being sold fully furnished with professional designer décor and is leased back to the builder through January 27, 2027, presenting an excellent investment opportunity with secured lease income during the lease term. At the rear of the home, the main living area is anchored by a beautifully designed gourmet kitchen, featuring stainless steel appliances, 42” light cabinetry, quartz countertops, and generous workspace, perfect for both everyday living and entertaining. The home also offers a spacious lanai and private courtyard-style lawn, ideal for outdoor enjoyment. Upstairs, you will find a versatile loft area along with three additional bedrooms, providing ample space for family, guests, or a home office. Located in Osprey Ranch, a beautiful community of new single-family homes in Winter Garden, FL, residents enjoy excellent amenities, a prime location, and thoughtfully designed homes, making this community a wonderful place to call home. 15197 Blue Peacock Lane, Winter Garden
$325,000 Excellent opportunity to acquire a fully operational restaurant in a strong commercial corridor. Turnkey Breakfast & Lunch Diner opportunity in an established high-traffic prime location area. Manager in place. Fully equipped and operational with a favorable lease in place. Well-maintained kitchen, FF&E included, and established presence in the community. Profitable restaurant opportunity with infrastructure in place for continued success. Business only - real estate not included. 34787 Zip Code Excellent opportunity to acquire a fully operational restaurant in a strong commercial corridor. Turnkey Breakfast & Lunch Diner opportunity in an established high-traffic prime location area. Manager in place. Fully equipped and operational with a favorable lease in place. Well-maintained kitchen, FF&E included, and established presence in the community. Profitable restaurant opportunity with infrastructure in place for continued success. Business only - real estate not included. Winter Garden
$490,000 Virtually Staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Seller Offering $10,000 Closing Costs. Contact agent to request your showing today! Some photos have been virtually staged. 4 Beds ⋅ 2 Baths ⋅ Fullers Crossing Ph 02 49 31 SubDv. ⋅ 34787 Zip Code Virtually Staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Seller Offering $10,000 Closing Costs. Contact agent to request your showing today! Some photos have been virtually staged. 1112 Juniper Hammock Court, Winter Garden
$789,000 Welcome to this beautifully appointed 4-bedroom, 3.5-bath home located in a desirable gated community. Thoughtfully designed with modern finishes and custom details, this spacious residence offers the perfect combination of comfort, style, and functionality. The main level features sleek tile flooring throughout the living areas and a gourmet kitchen complete with quartz countertops, white cabinetry, a coordinating tile backsplash, stainless steel appliances, a wine cooler, and an oversized island. The adjoining dining area comfortably accommodates seating for up to 10, creating an ideal setting for gatherings and entertaining. A spacious walk-in pantry and large laundry room with a utility sink provide exceptional storage and convenience Custom carpentry elevates the main living space, highlighted by an impressive built-in entertainment wall featuring rich wood paneling and display shelving. Specially designed by the sellers, this distinctive millwork serves as the signature upgrade and focal point of the home. The primary suite is conveniently located on the first floor and offers a peaceful retreat with a spa-inspired bathroom and two generous walk-in closets. The light-filled living area opens to an expansive, beautifully landscaped backyard with plenty of room to relax, entertain, or create your ideal outdoor living space.Upstairs, an elegant wood staircase leads to a versatile loft that can serve as a media room, home office, playroom, or additional gathering space. Two secondary bedrooms share a well-appointed bathroom with dual sinks and a tub/shower combination. A second en-suite bedroom features a private bathroom with white cabinetry, a glass-enclosed shower, and refined finishes—perfect for guests or multigenerational living. Conveniently located near schools, parks, recreation, shopping, dining, and major roadways, this exceptional home delivers space, sophistication, and a prime Central Florida lifestyle. Schedule your private showing today! 4 Beds ⋅ 4 Baths ⋅ Tilden Place SubDv. ⋅ 34787 Zip Code Welcome to this beautifully appointed 4-bedroom, 3.5-bath home located in a desirable gated community. Thoughtfully designed with modern finishes and custom details, this spacious residence offers the perfect combination of comfort, style, and functionality. The main level features sleek tile flooring throughout the living areas and a gourmet kitchen complete with quartz countertops, white cabinetry, a coordinating tile backsplash, stainless steel appliances, a wine cooler, and an oversized island. The adjoining dining area comfortably accommodates seating for up to 10, creating an ideal setting for gatherings and entertaining. A spacious walk-in pantry and large laundry room with a utility sink provide exceptional storage and convenience Custom carpentry elevates the main living space, highlighted by an impressive built-in entertainment wall featuring rich wood paneling and display shelving. Specially designed by the sellers, this distinctive millwork serves as the signature upgrade and focal point of the home. The primary suite is conveniently located on the first floor and offers a peaceful retreat with a spa-inspired bathroom and two generous walk-in closets. The light-filled living area opens to an expansive, beautifully landscaped backyard with plenty of room to relax, entertain, or create your ideal outdoor living space.Upstairs, an elegant wood staircase leads to a versatile loft that can serve as a media room, home office, playroom, or additional gathering space. Two secondary bedrooms share a well-appointed bathroom with dual sinks and a tub/shower combination. A second en-suite bedroom features a private bathroom with white cabinetry, a glass-enclosed shower, and refined finishes—perfect for guests or multigenerational living. Conveniently located near schools, parks, recreation, shopping, dining, and major roadways, this exceptional home delivers space, sophistication, and a prime Central Florida lifestyle. Schedule your private showing today! 14321 Wabasso Loop, Winter Garden
$1,550,000 Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour. 4 Beds ⋅ 5 Baths ⋅ Lake Star At Ovation Phase 1b SubDv. ⋅ 34787 Zip Code Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour. 16788 Muskgrass Drive, Winter Garden
$18,900,000 Price Improvement on this Rare Triple-Net Investment Opportunity: Flagship Leisure Anchor (ground lease) in America’s 2nd Best-Selling Community – Hamlin/Horizon West. Own a premier 61,844-square-foot Class A commercial asset situated in the heart of the 1,200-acre Hamlin master-planned development. This investment offers an exceptional arbitrage opportunity for a savvy buyer, pairing a high-performance corporate tenant with a long-term, secure ground lease in one of the nation's fastest-growing corridors. The purchase of the 5758 Hamlin Groves Trail building is a bet on a "flourishing" community that has transformed from raw land in 2011 to a 1,200-acre connected powerhouse in 2022. With thousands of homes still planned for the five villages of Horizon West and significant infrastructure projects underway, the area's commercial vacancy remains low while provider demand continues to escalate. This asset is perfectly positioned to capture the long-term value of Central Florida’s most successful "Live, Work, Play" destination. Offering Memorandum and NDA available for interested investors. Hamlin Southwest SubDv. ⋅ 34787 Zip Code Price Improvement on this Rare Triple-Net Investment Opportunity: Flagship Leisure Anchor (ground lease) in America’s 2nd Best-Selling Community – Hamlin/Horizon West. Own a premier 61,844-square-foot Class A commercial asset situated in the heart of the 1,200-acre Hamlin master-planned development. This investment offers an exceptional arbitrage opportunity for a savvy buyer, pairing a high-performance corporate tenant with a long-term, secure ground lease in one of the nation's fastest-growing corridors. The purchase of the 5758 Hamlin Groves Trail building is a bet on a "flourishing" community that has transformed from raw land in 2011 to a 1,200-acre connected powerhouse in 2022. With thousands of homes still planned for the five villages of Horizon West and significant infrastructure projects underway, the area's commercial vacancy remains low while provider demand continues to escalate. This asset is perfectly positioned to capture the long-term value of Central Florida’s most successful "Live, Work, Play" destination. Offering Memorandum and NDA available for interested investors. 5758 Hamlin Groves Trail, Winter Garden
$395,000 Are you looking for a perfect place to build your dream home? Look no further than this expansive open space, featuring stunning lakefront sunsets over Lake Apopka, one of the largest and most beautiful lakes in Central Florida. This 3.0 acre lot offers breathtaking views of true Florida it's surrounding nature, as well as access to fishing, boating, and wildlife watching. You will enjoy the tranquility and privacy of this lot, while being close to the amenities and attractions of Winter Garden, a charming and historic city with a vibrant downtown, farmers market, and festivals. Winter Garden boasts premier dining, shopping, and top-rated schools. An unparalleled blend of land, location, and lifestyle. Experience true freedom from HOA or CDD fees and restrictions. Don't miss this rare opportunity to own a piece of paradise on Lake Apopka! Bring your own builder and create a custom masterpiece in this highly sough after location, and take advantage of the luxury of expansive open space and the upscale charm of Winter Garden. Sample site plan, with wetland impact, available upon request. 34787 Zip Code Are you looking for a perfect place to build your dream home? Look no further than this expansive open space, featuring stunning lakefront sunsets over Lake Apopka, one of the largest and most beautiful lakes in Central Florida. This 3.0 acre lot offers breathtaking views of true Florida it's surrounding nature, as well as access to fishing, boating, and wildlife watching. You will enjoy the tranquility and privacy of this lot, while being close to the amenities and attractions of Winter Garden, a charming and historic city with a vibrant downtown, farmers market, and festivals. Winter Garden boasts premier dining, shopping, and top-rated schools. An unparalleled blend of land, location, and lifestyle. Experience true freedom from HOA or CDD fees and restrictions. Don't miss this rare opportunity to own a piece of paradise on Lake Apopka! Bring your own builder and create a custom masterpiece in this highly sough after location, and take advantage of the luxury of expansive open space and the upscale charm of Winter Garden. Sample site plan, with wetland impact, available upon request. 1401 N Fullers Cross Road, Winter Garden
$195,000 GREAT NEW PRICE $195000.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM PALM DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 2ND FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE. 2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Condominium 2 SubDv. ⋅ 34787 Zip Code GREAT NEW PRICE $195000.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM PALM DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 2ND FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE. 14501 Grove Resort Avenue Unit 2223, Winter Garden
$225,000 Welcome to The Grove Resort & Water Park in Winter Garden, FL. This fully furnished 2-bedroom, 2-bathroom condo-hotel unit offers an open floor plan designed for functionality and comfort. The kitchen features modern appliances, solid surface countertops, and ample cabinet space. The living and dining areas provide direct access to a private screened balcony. The primary suite includes an en-suite bathroom with a soaking tub, separate glass-enclosed shower, and dual vanities. The second bedroom is well-sized and located near a full bathroom, providing additional accommodation flexibility. The Grove Resort amenities include multiple pools, water park with slides and lazy river, surf simulator, fitness center, full-service spa, on-site dining, and 24-hour front desk service. The property participates in a rental program, offering short-term rental capability. Conveniently located near Walt Disney World and major Orlando attractions, with access to shopping, dining, and highways. Schedule a showing to learn more. 2 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code Welcome to The Grove Resort & Water Park in Winter Garden, FL. This fully furnished 2-bedroom, 2-bathroom condo-hotel unit offers an open floor plan designed for functionality and comfort. The kitchen features modern appliances, solid surface countertops, and ample cabinet space. The living and dining areas provide direct access to a private screened balcony. The primary suite includes an en-suite bathroom with a soaking tub, separate glass-enclosed shower, and dual vanities. The second bedroom is well-sized and located near a full bathroom, providing additional accommodation flexibility. The Grove Resort amenities include multiple pools, water park with slides and lazy river, surf simulator, fitness center, full-service spa, on-site dining, and 24-hour front desk service. The property participates in a rental program, offering short-term rental capability. Conveniently located near Walt Disney World and major Orlando attractions, with access to shopping, dining, and highways. Schedule a showing to learn more. 14501 Grove Resort Avenue Unit 1343, Winter Garden
$584,900 Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas. 4 Beds ⋅ 4 Baths ⋅ Summerlake Pd Ph 2c 2d 2e SubDv. ⋅ 34787 Zip Code Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas. 15043 Pigeon Plum Lane, Winter Garden
$735,000 Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for. 5 Beds ⋅ 4 Baths ⋅ Tilden Place/Winter Garden SubDv. ⋅ 34787 Zip Code Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for. 14345 Wabasso Loop, Winter Garden
$342,000 Updated 2 Bedroom, 1 Bath Home Near Downtown Winter Garden. Welcome to your dream home! This beautifully updated 2-bedroom, 1-bath home is located just minutes from the heart of downtown Winter Garden, Florida. Property Highlights: Fully updated with brand-new cabinetry throughout the home, giving it a sleek, modern look. Stylish bathroom completely renovated with updated fixtures and finishes. New elegant and durable flooring that complements the home's fresh, contemporary design. Freshly painted interior and exterior for a clean, vibrant feel. New roof ensuring peace of mind and energy efficiency. Just minutes away from the charming shops, restaurants, and entertainment of downtown Winter Garden. Easy access to walking and biking trails, local parks, and the farmer's market. This is a rare opportunity to live in a move-in-ready home with so many updates and such a prime location. 2 Beds ⋅ 1 Baths ⋅ Westchester Place SubDv. ⋅ 34787 Zip Code Updated 2 Bedroom, 1 Bath Home Near Downtown Winter Garden. Welcome to your dream home! This beautifully updated 2-bedroom, 1-bath home is located just minutes from the heart of downtown Winter Garden, Florida. Property Highlights: Fully updated with brand-new cabinetry throughout the home, giving it a sleek, modern look. Stylish bathroom completely renovated with updated fixtures and finishes. New elegant and durable flooring that complements the home's fresh, contemporary design. Freshly painted interior and exterior for a clean, vibrant feel. New roof ensuring peace of mind and energy efficiency. Just minutes away from the charming shops, restaurants, and entertainment of downtown Winter Garden. Easy access to walking and biking trails, local parks, and the farmer's market. This is a rare opportunity to live in a move-in-ready home with so many updates and such a prime location. 636 Coke Avenue, Winter Garden
$1,725,000 Welcome home to calm, light-filled luxury on a peaceful pond in the sought-after golf cart district—just steps from the West Orange Trail and 3 miles to historic Downtown Winter Garden. This 4-bed, 3-bath custom home sits on a large lot and features an open, airy floor plan with upscale laminate flooring throughout. The gourmet kitchen is built to entertain: commercial-grade hood, gas range, Bosch appliances, pot filler, walk-in pantry, and appliance garage. Fully retractable sliding glass doors open the living area to the outdoors, with surround sound and custom-tinted windows adding comfort and privacy. One bedroom is on the main level; upstairs offers a Jack-and-Jill suite plus a private primary retreat with tray ceiling, spotlight accents, walk-in shower, soaking tub, and a stunning light-filled built-in closet. A rare bonus: a private in-law suite above the garage with its own kitchen, living area, bedroom, and stackable laundry—ideal for guests or multi-generational living. Outside, escape to your own oasis surrounded by bamboo, olive, lime, and persimmon trees, with a covered patio, full fencing, and even rocket launch views from your backyard. Unbeatable location. Unmatched lifestyle. Schedule your private showing today. 5 Beds ⋅ 4 Baths ⋅ Oakland Park B-2 SubDv. ⋅ 34787 Zip Code Welcome home to calm, light-filled luxury on a peaceful pond in the sought-after golf cart district—just steps from the West Orange Trail and 3 miles to historic Downtown Winter Garden. This 4-bed, 3-bath custom home sits on a large lot and features an open, airy floor plan with upscale laminate flooring throughout. The gourmet kitchen is built to entertain: commercial-grade hood, gas range, Bosch appliances, pot filler, walk-in pantry, and appliance garage. Fully retractable sliding glass doors open the living area to the outdoors, with surround sound and custom-tinted windows adding comfort and privacy. One bedroom is on the main level; upstairs offers a Jack-and-Jill suite plus a private primary retreat with tray ceiling, spotlight accents, walk-in shower, soaking tub, and a stunning light-filled built-in closet. A rare bonus: a private in-law suite above the garage with its own kitchen, living area, bedroom, and stackable laundry—ideal for guests or multi-generational living. Outside, escape to your own oasis surrounded by bamboo, olive, lime, and persimmon trees, with a covered patio, full fencing, and even rocket launch views from your backyard. Unbeatable location. Unmatched lifestyle. Schedule your private showing today. 906 Allendale Lane, Winter Garden
$649,000 Located in the heart of Winter Garden, this beautiful home at 16622 Parable Way, Winter Garden, FL 34787 offers an excellent combination of top-rated schools, prime location, and natural surroundings. The property is situated in a highly desirable school district and is conveniently close to a nearby lake, providing a peaceful atmosphere and scenic views. Just a short drive to Disney and major attractions, as well as shopping and dining, this home offers both comfort and accessibility. The fully fenced backyard adds privacy and is perfect for pets, families, and outdoor enjoyment. A wonderful opportunity to enjoy Central Florida living in a quiet, well-established community. 4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 5 SubDv. ⋅ 34787 Zip Code Located in the heart of Winter Garden, this beautiful home at 16622 Parable Way, Winter Garden, FL 34787 offers an excellent combination of top-rated schools, prime location, and natural surroundings. The property is situated in a highly desirable school district and is conveniently close to a nearby lake, providing a peaceful atmosphere and scenic views. Just a short drive to Disney and major attractions, as well as shopping and dining, this home offers both comfort and accessibility. The fully fenced backyard adds privacy and is perfect for pets, families, and outdoor enjoyment. A wonderful opportunity to enjoy Central Florida living in a quiet, well-established community. 16622 Parable Way, Winter Garden
$799,000 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods. 3 Beds ⋅ 4 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods. 131 Oak Laurel Drive, Winter Garden
$595,000 Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought after community of Waterleigh in Winter Garden. This residence features tile throughout the first floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious Primary bedroom. The upstairs includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master planned community. Enjoy access to a resort style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live! 4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought after community of Waterleigh in Winter Garden. This residence features tile throughout the first floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious Primary bedroom. The upstairs includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master planned community. Enjoy access to a resort style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live! 16031 Scarpetta Street, Winter Garden
$218,000 Don’t miss this great investment opportunity in the heart of Winter Garden. This 2-bedroom, 2-bath condo offers laminated floors and is already rented, generating income from day one. Home features updated plumbing with a complete repipe. Located just minutes from Downtown Winter Garden, with easy access to restaurants, shops, parks, and major highways. Not a gated community, offering easy access and low-maintenance living. Perfect for investors seeking a stable, income-producing property. 2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 03 SubDv. ⋅ 34787 Zip Code Don’t miss this great investment opportunity in the heart of Winter Garden. This 2-bedroom, 2-bath condo offers laminated floors and is already rented, generating income from day one. Home features updated plumbing with a complete repipe. Located just minutes from Downtown Winter Garden, with easy access to restaurants, shops, parks, and major highways. Not a gated community, offering easy access and low-maintenance living. Perfect for investors seeking a stable, income-producing property. 92 Windtree Lane Unit 201, Winter Garden
$550,000 Prime Vacant Land in the Heart of Downtown Winter Garden. Rare opportunity to own a 16,338 sq. ft. vacant lot perfect to build a custom home, two single family homes or a duplex. in the picturesque downtown Winter Garden area. Just a short walk to Plant Street, this property is ideally situated near the vibrant heart of the city, offering unmatched convenience and charm. This spacious lot provides endless possibilities in one of Central Florida’s most sought-after communities. Downtown Winter Garden is known for its welcoming atmosphere, featuring award-winning restaurants, boutique shops, theaters, local events, and a lively cultural scene. Enjoy walkability, historic character, and modern amenities all in one location. Whether you envision a private residence or an investment opportunity, this property offers an exceptional chance to build in a thriving area. Bray J W F Add 01 SubDv. ⋅ 34787 Zip Code Prime Vacant Land in the Heart of Downtown Winter Garden. Rare opportunity to own a 16,338 sq. ft. vacant lot perfect to build a custom home, two single family homes or a duplex. in the picturesque downtown Winter Garden area. Just a short walk to Plant Street, this property is ideally situated near the vibrant heart of the city, offering unmatched convenience and charm. This spacious lot provides endless possibilities in one of Central Florida’s most sought-after communities. Downtown Winter Garden is known for its welcoming atmosphere, featuring award-winning restaurants, boutique shops, theaters, local events, and a lively cultural scene. Enjoy walkability, historic character, and modern amenities all in one location. Whether you envision a private residence or an investment opportunity, this property offers an exceptional chance to build in a thriving area. 47 Oak Street, Winter Garden
$640,000 WINTER GARDEN most desirable gated community of the Black Lake Preserve with the playground, walking trails ... in a small, friendly community with just 92 homes. Unbeatable location, walking to school, just minutes to Historic Downtown Winter Garden’s shops, dining, parks, with easy access to Florida’s Turnpike, FL-429, and SR 408, walking to the SunRidge Elementary and Middle Schools. Downtown Orlando and world-famous theme parks. Built in 2016 with an open floor plan. A formal living/office space on the right and a dining room on the left after entering through the front door. The open kitchen with granite countertops and beautiful backsplash, stainless steel appliances including a gas cooktop, upgraded 48” stylish cabinets, and a spacious walk-in pantry. The open floor plan offers plenty of space for your family room. The master suite with great natural lighting, an extra-large walk-in closet, double sinks, and a garden tub with a separate step-in shower. The 3 additional bedrooms are on the other side of the home, along with a full bathroom plus a guest bathroom in front of the house and a spacious laundry room. Call the listing agent to schedule a tour and start making memories in your new HOME SWEET HOME! 4 Beds ⋅ 3 Baths ⋅ Black Lake Preserve SubDv. ⋅ 34787 Zip Code WINTER GARDEN most desirable gated community of the Black Lake Preserve with the playground, walking trails ... in a small, friendly community with just 92 homes. Unbeatable location, walking to school, just minutes to Historic Downtown Winter Garden’s shops, dining, parks, with easy access to Florida’s Turnpike, FL-429, and SR 408, walking to the SunRidge Elementary and Middle Schools. Downtown Orlando and world-famous theme parks. Built in 2016 with an open floor plan. A formal living/office space on the right and a dining room on the left after entering through the front door. The open kitchen with granite countertops and beautiful backsplash, stainless steel appliances including a gas cooktop, upgraded 48” stylish cabinets, and a spacious walk-in pantry. The open floor plan offers plenty of space for your family room. The master suite with great natural lighting, an extra-large walk-in closet, double sinks, and a garden tub with a separate step-in shower. The 3 additional bedrooms are on the other side of the home, along with a full bathroom plus a guest bathroom in front of the house and a spacious laundry room. Call the listing agent to schedule a tour and start making memories in your new HOME SWEET HOME! 14517 Black Lake Preserve Street, Winter Garden
$899,000 Beautiful home in the community of Silverleaf. The home features Alexa-enabled smart automation for lighting, temperature, and other functions, and is move-in ready. The backyard offers no rear neighbors, a pond view, and nighttime views of the Disney fireworks. Conveniently located near two A-rated schools (elementary and middle) with easy access in and out of the community. Don’t miss the opportunity to purchase a home ready for immediate occupancy in Silverleaf. 4 Beds ⋅ 4 Baths ⋅ Silverleaf Reserve SubDv. ⋅ 34787 Zip Code Beautiful home in the community of Silverleaf. The home features Alexa-enabled smart automation for lighting, temperature, and other functions, and is move-in ready. The backyard offers no rear neighbors, a pond view, and nighttime views of the Disney fireworks. Conveniently located near two A-rated schools (elementary and middle) with easy access in and out of the community. Don’t miss the opportunity to purchase a home ready for immediate occupancy in Silverleaf. 5217 Citrus Leaf Boulevard, Winter Garden
$400,000 Winter Garden 2 lots surrounded by commercial/industrial properties. Close to Highway 50, the Turnpike, and SR 429. Overstreet Crate SubDv. ⋅ 34787 Zip Code Winter Garden 2 lots surrounded by commercial/industrial properties. Close to Highway 50, the Turnpike, and SR 429. 12325 & 12303 Stagg Road, Winter Garden
$715,000 ***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location. 4 Beds ⋅ 4 Baths ⋅ Encore At Ovation-Ph 3 SubDv. ⋅ 34787 Zip Code ***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location. 13706 Werrington Drive, Winter Garden
$1,499,999 Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued. 4 Beds ⋅ 3 Baths ⋅ J L Dillard Sub 3 SubDv. ⋅ 34787 Zip Code Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued. 241 N Dillard Street, Winter Garden
$298,000 Welcome to this amazing unit, nestled within the gated community of Southern Pines in the sought after area of Winter Garden , Florida; this beautiful 3 bedrooms 2 bathrooms condo is located in the second floor and has an open concept kitchen with a Dinning- living combo area, also an additional space for an office or a play area , the unit also has a split bedroom plan , with a spacious primary bedroom and an ensuite, also two additional bedroom at the other side of the unit, with an additional full bathroom . This incredible community has a so much in amenities; a real lifestyle for the residents , such as community pool and spa , a very well equipped fitness center, a club house with many areas for family entertainment, tennis court, playground, a car wash area and an indoor basketball / racquetball court. This condominium is located a short drive from the Winter Garden Village shopping area , as well as Downtown Winter garden, with easy access to all main Highways making the commute easier. The Disney World parks are just 9 miles away; this community is definitely a place where families will experience great enjoyment; don't miss the chance to call this unit your NEW HOME!! 3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code Welcome to this amazing unit, nestled within the gated community of Southern Pines in the sought after area of Winter Garden , Florida; this beautiful 3 bedrooms 2 bathrooms condo is located in the second floor and has an open concept kitchen with a Dinning- living combo area, also an additional space for an office or a play area , the unit also has a split bedroom plan , with a spacious primary bedroom and an ensuite, also two additional bedroom at the other side of the unit, with an additional full bathroom . This incredible community has a so much in amenities; a real lifestyle for the residents , such as community pool and spa , a very well equipped fitness center, a club house with many areas for family entertainment, tennis court, playground, a car wash area and an indoor basketball / racquetball court. This condominium is located a short drive from the Winter Garden Village shopping area , as well as Downtown Winter garden, with easy access to all main Highways making the commute easier. The Disney World parks are just 9 miles away; this community is definitely a place where families will experience great enjoyment; don't miss the chance to call this unit your NEW HOME!! 330 Southern Pecan Circle Unit 208, Winter Garden
$119,000 Build your dream home or investment property! Owner is willing to turn over the plans for a single family home for you to start the project right away and potentially saving you thousands. Quiet street with lots of mature oak trees and new construction in the area. 5 min from the iconic downtown Winter Garden, 3 minutes away from gorgeous Lake Apopka, and less than a mile from the 429. You will enjoy super convenient access to SR 429, SR 50, Florida's Turnpike, and the SR 408. Disney, Universal, downtown Orlando, and the Orlando Eye are easy drives. The neighborhood is not part of an HOA, so no annual association fees are due. Public Water/Sewer/Electric connections are available. Don't miss this opportunity. Make an offer now! Mary Jean Sub SubDv. ⋅ 34787 Zip Code Build your dream home or investment property! Owner is willing to turn over the plans for a single family home for you to start the project right away and potentially saving you thousands. Quiet street with lots of mature oak trees and new construction in the area. 5 min from the iconic downtown Winter Garden, 3 minutes away from gorgeous Lake Apopka, and less than a mile from the 429. You will enjoy super convenient access to SR 429, SR 50, Florida's Turnpike, and the SR 408. Disney, Universal, downtown Orlando, and the Orlando Eye are easy drives. The neighborhood is not part of an HOA, so no annual association fees are due. Public Water/Sewer/Electric connections are available. Don't miss this opportunity. Make an offer now! 188 Mary Street, Winter Garden
$999,000 Welcome to this stunning brand-new single-story home, perfectly located in the sought-after Horizon West community in Winter Garden. This 4-bedroom, 3-bath residence with a 2-car garage combines modern design, energy efficiency, and a lifestyle of comfort and elegance. Step inside and be amazed by the bright open-concept floorplan, highlighted by natural light and a fresh, modern color palette. The chef’s kitchen is a true showstopper with 42-inch shaker cabinets in light tones, gorgeous quartz countertops, a large island ideal for gatherings, and premium stainless steel appliances—including refrigerator, range, dishwasher, microwave, washer, and dryer. The home’s efficient construction ensures comfort and savings, while the spacious lanai invites you to relax and enjoy serene views of the Star Lake and lush conservation area—your private piece of paradise, right in your backyard. Opportunities like this don’t last long in Horizon West! Don’t miss your chance to own this extraordinary single-story lakeside retreat. Schedule your private showing today and make this dream home yours! 4 Beds ⋅ 4 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code Welcome to this stunning brand-new single-story home, perfectly located in the sought-after Horizon West community in Winter Garden. This 4-bedroom, 3-bath residence with a 2-car garage combines modern design, energy efficiency, and a lifestyle of comfort and elegance. Step inside and be amazed by the bright open-concept floorplan, highlighted by natural light and a fresh, modern color palette. The chef’s kitchen is a true showstopper with 42-inch shaker cabinets in light tones, gorgeous quartz countertops, a large island ideal for gatherings, and premium stainless steel appliances—including refrigerator, range, dishwasher, microwave, washer, and dryer. The home’s efficient construction ensures comfort and savings, while the spacious lanai invites you to relax and enjoy serene views of the Star Lake and lush conservation area—your private piece of paradise, right in your backyard. Opportunities like this don’t last long in Horizon West! Don’t miss your chance to own this extraordinary single-story lakeside retreat. Schedule your private showing today and make this dream home yours! 17552 Lake Star 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