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$404,000
3 Beds ⋅ 3 Baths ⋅ Stone Creek 48 140 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully updated 3 bedroom, 2.5 bath home in the heart of Winter Garden, perfectly positioned for convenience, comfort, and everyday living. Enjoy being just 5 minutes from Winter Garden Village, 10 minutes from Downtown Winter Garden and Plant Street Market, and walking distance to top-rated Whispering Oak Elementary. Thoughtfully updated and move-in ready, this home offers a turnkey experience with major upgrades including a Brand New Water Heater (2026), New HVAC (2022 serviced bi-annually, most recent service in August 2026), New Roof (2019), New Vinyl Fence (2022), New Kitchen Appliances (2022), Upgraded Bathrooms (2022), and an Updated Kitchen (2022). Inside, the open concept floor plan is enhanced by high ceilings and a spacious living area that overlooks the remodeled kitchen. The kitchen features a large island, quartz countertops, subway tile backsplash, ample storage, and stainless steel appliances. The adjacent dining area seamlessly opens to a screened-in patio creating an inviting space for relaxing and enjoying indoor/outdoor living. The fully fenced backyard provides shade and plenty of room for outdoor activities. Upstairs, the spacious owner’s suite features a walk-in closet and a fully remodeled ensuite bath with double vanities, tiled floors, and a glass-enclosed shower. Two additional bedrooms share an updated bathroom featuring new tile, a new vanity, and a tub. Residents also enjoy neighborhood amenities including a newer playground with sunshades and turf, along with a nearby path leading to open green space with basketball courts, baseball and soccer fields—all en route to Whispering Oak Elementary. With thoughtful updates, desirable community amenities, and an exceptional Winter Garden location, this home is ready to welcome its next owner. Schedule your tour today!

1415 Sherbourne Street, Winter Garden
$475,000
3 Beds ⋅ 2 Baths ⋅ Crown Point Springs SubDv. ⋅ 34787 Zip Code
Live in Winter Garden’s Golf Cart District! This charming 3 bed, 2 bath home with an office/den in one of Winter Garden’s most desirable communities, Crown Point Springs. This home has an open floor plan with split bedrooms, an enclosed patio, fenced yard, inside laundry room and a two-car attached garage. The foyer will welcome you into the home with the formal dining on your left and the French door enclosed office/den on your right (currently being used as a game/theatre room. You will love the ceramic tile floors in the formal dining and family rooms. Walk further into the heart of the home - the kitchen, that features painted cabinets and counters, a new stainless steel stove, dishwasher and fridge. The breakfast nook overlooks the yard. The kitchen is open to the family room that has a brick front wood burning fireplace. A French door leads to the enclosed patio – what a great space to enjoy your morning coffee or relax after a long day! The spacious yard is fenced in and there’s plenty of room for a pool. The owner’s suite is off the kitchen and features and en-suite bath with an updated “adult height” vanity with two sinks, a glass enclosed shower and a walk-in closet. The guest bedrooms are on the other side of the home and share the guest bath that features an updated “adult height” one sink vanity and a tub/shower combo. This home has been lovingly maintained! Additional updates include a new roof (2026), new garage door, new fan in the family room, interior paint, cabinets for additional storage in the laundry room and the washer & dryer are included! This home has leased solar panels that the Buyer will have to take over, making the electricity bill low. Community is located minutes away from downtown Winter Garden, half a mile from the West Orange Trail, close to Chapin Station where you can enjoy picnic areas, playground, a tennis and basketball court. Crown Point Springs is also close to Newton Park where you’ll find a boardwalk, boat ramp, grills, picnic tables and playground, etc. Take your golf cart to Plant Street’s restaurants, boutiques, theater, festivals, and the popular Saturday farmer’s market. Close to top-rated schools, Winter Garden Village, AdventHealth, Publix, 429, and the Florida Turnpike. Don't miss this chance to own a home in one of Central Florida’s most desirable communities. Schedule your showing today!

1553 Spring Ridge Circle, Winter Garden
$355,000
3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
JUST REDUCED!!!!!!!!!!!!!!!!!!!!!! A well-maintained, stunning, and ready-to-move-in townhouse located in the highly desirable Longleaf at Oakland community. Built in 2019, this beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and 1,620 square feet of bright, open-concept living space designed for both relaxation and entertaining. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large and contemporary kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, with premium finishes that seamlessly flow into the main living and dining areas, making it ideal for both everyday living and entertaining. Upstairs, the primary suite serves as your private retreat, featuring an En-suite bath and ample closet space, alongside two additional bedrooms perfect for family, guests, or a dedicated home office. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community provides everything the Florida Lifestyle has to offer ! Living here means embracing an incredible Central Florida lifestyle. The Longleaf community features a sparkling resort-style pool with a cabana, a playground, and scenic walking paths. Best of all, you are just steps away from the historic West Orange Trail and the Oakland Nature Preserve, making outdoor adventures effortless. When you want to head out for dinner or shopping, the vibrant culture of downtown Winter Garden and the famous Plant Street Market are only minutes away. Plus, with quick access to major highways like the Florida Turnpike and SR-429, you are seamlessly connected to all of Orlando's world-class theme parks, dining, and entertainment. Don't miss the opportunity to make this beautiful turnkey property your own!

1511 Sweet Apple Street, Oakland
$435,000
3 Beds ⋅ 3 Baths ⋅ Mezzano Townhomes SubDv. ⋅ 34787 Zip Code
Welcome to this modern two-story townhome in Winter Garden. 2,024 square feet of interior living space, this home features 3 bedrooms and 3 full bathrooms, including a primary suite on the upper level and a full bedroom with a full bathroom conveniently located on the main level. The open-concept layout seamlessly connects the kitchen, dining, and gathering areas, creating an inviting space for daily living and entertaining. The kitchen is outfitted with quartz countertops, 42-inch cabinetry with crown molding, and a multi-functional center island. Additional highlights include an upper-level loft, a dedicated laundry room, smart home technology, and a private paver courtyard connecting the residence to a detached two-car garage equipped with an electric vehicle charging outlet. Residents enjoy access to community amenities, including a swimming pool and playground, with convenient proximity to local shopping, dining, and major thoroughfares.

7025 Twilight Bay Drive, Winter Garden
$410,000
3 Beds ⋅ 3 Baths ⋅ Winding Bay Preserve SubDv. ⋅ 34787 Zip Code
BEAUTIFUL two-story townhome in the desirable Winding Bay Preserve community. This spacious 3 bed/2.5 bath offers low-maintenance living in a prime Winter Garden location. The main level is an open-concept with a half bathroom for guests. The kitchen features GRANITE countertops, stainless steel appliances, a large kitchen island and a breakfast bar...PERFECT for entertaining! All bedrooms are located on the second floor along with the laundry closet. The primary suite includes a WALK-IN closet and an en-suite bathroom with double vanity sinks. Enjoy outdoor living on the private back patio, which leads to the 2-car garage. The community features a POOL, playground and dog park. It is conveniently located in Winter Garden near grocery stores, restaurants and top rated schools.

11156 Hanlon Terrace Alley, Winter Garden
$469,900
4 Beds ⋅ 2 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Fully Renovated and Move-In Ready! This beautiful 4-bedroom, 2-bath home features a spacious open-concept layout with bright and modern living areas. The designer kitchen showcases premium-quality cabinetry and elegant quartz countertops, perfect for both everyday living and entertaining. Enjoy relaxing in the screened porch or take advantage of the large backyard, ideal for gatherings, BBQs, or simply enjoying your outdoor space. A perfect blend of style, comfort, and functionality — don’t miss this opportunity!

113 W Division Street, Winter Garden
$489,000
3 Beds ⋅ 2 Baths ⋅ Orange Cove SubDv. ⋅ 34787 Zip Code
Single family residence

735 Hurley Drive, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3a SubDv. ⋅ 34787 Zip Code
Welcome to this exceptionally well-maintained end-unit townhome situated on a premium lot in the highly desirable Waterleigh community of Winter Garden. Built in 2020, this spacious 3-bedroom, 2.5-bathroom home offers 1,814 square feet of functional living space, an attached rear-load garage, and a light-filled open layout ideal for modern living. The main level features high ceilings and an expansive open-concept living and dining area. The kitchen comes equipped with 42-inch cabinetry, durable granite countertops, a large island with seating, a pantry, and a full stainless steel appliance package. A convenient half-bath is located on the main level for guests. Upstairs, you will find a versatile loft space that can serve as an office, playroom, or secondary living area. The primary suite features a generous walk-in closet and an en-suite bathroom with dual sinks and a glass-enclosed shower. Two additional bedrooms, a full secondary bathroom, and a dedicated laundry room complete the upper level. Residents of Waterleigh enjoy an extraordinary lifestyle with resort-style amenities, including multiple clubhouses, resort pools, lap pools, fully equipped fitness centers, beach volleyball courts, tennis and pickleball courts, dog parks, playgrounds, and scenic walking trails. Located in the heart of Horizon West, this home is just minutes from Hamlin Town Center, top-rated schools, dining, shopping, major expressways including SR-429, and Walt Disney World. Property is currently tenant-occupied under a written lease expiring on 1/31/27. The home is sold subject to the existing lease, offering an outstanding turn-key opportunity for investors seeking immediate rental income in a high-demand market.

9467 Cinzel Alley, Winter Garden
$489,000
3 Beds ⋅ 2 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this charming single story home in Waterleigh, offering 3 bedrooms, 2 bathrooms, and a bright, open concept layout designed for comfortable living and effortless entertaining. The well appointed kitchen overlooks the spacious family room and features stainless steel appliances, generous preparation space, a walk in pantry, and a large center island ideal for casual dining and gatherings. Brick pavers enhance the driveway, welcoming front porch, and covered lanai creating an inviting outdoor space to relax and enjoy the Florida lifestyle. Located in Winter Garden’s desirable Horizon West area near Walt Disney World, Waterleigh offers exceptional amenities, including two clubhouses, resort-style pools, two fitness centers, tennis courts, and a putting green. Schedule your private showing and experience everything this home and community have.

9357 Jaywood Road, Winter Garden
$399,900
3 Beds ⋅ 3 Baths ⋅ Stone Crk A-1 & A-2 SubDv. ⋅ 34787 Zip Code
Location, location, location! Great opportunity to purchase a two-story 3/2.5 with a loft on the second floor and a fully fenced-in yard. The bright and functional floor plan offers plenty of room for comfortable everyday living and entertaining. The kitchen features granite countertops and stainless-steel appliances, while the spacious living areas provide a welcoming atmosphere throughout the home. Enjoy your new home!

2017 Portcastle Circle, Winter Garden
$499,900
3 Beds ⋅ 2 Baths ⋅ Harbor SubDv. ⋅ 34787 Zip Code
A rare opportunity in downtown Winter Garden awaits! This beautifully maintained 3 bedroom, 2 bathroom home presents a chance to enjoy the vibrant lifestyle of downtown Winter Garden's golf cart district, complete with a new roof and a water heater less than two years old. A spacious driveway and manicured front lawn create a welcoming first impression. Inside, the home features a functional layout designed with both comfort and entertaining in mind. The dining area sits just off the entry and connects directly to the kitchen, making everything from casual dinners to larger gatherings feel seamless. The kitchen combines practicality with charm, featuring stainless steel appliances, built-in shelving, high ceilings, and a bright atmosphere. Overlooking the living room, it keeps the main living spaces connected while adding convenience to everyday life.The living room serves as a cozy gathering space centered around a functioning wood-burning fireplace, creating the perfect setting for relaxing evenings at home. A thoughtful split-bedroom layout provides added privacy, with the primary suite positioned separately from the secondary bedrooms. The primary bedroom includes direct access to the oversized screened-in patio and a private en suite bathroom featuring a tub and separate shower. The additional bedrooms are generously sized with natural light and ample storage, providing comfortable accommodations for family members, guests, or a home office. Step outside and enjoy an oversized screened-in patio complete with a ceiling fan, giving you the ideal place to relax outdoors while staying protected from Florida's elements and pests. Beyond the patio, the large fenced backyard provides plenty of room for four-legged friends, and little ones to roam freely without worry, or to accommodate fun activities like gardening or hosting loved ones. The options are limitless! A dedicated shed adds additional outdoor storage for tools, bikes, and recreational gear. Another standout benefit is the extremely low HOA, with the current HOA paid through June 2027, giving the next owner even more value and peace of mind. Living within Winter Garden's golf cart district means you can easily enjoy the area's beloved farmers market, boutique shopping, local restaurants, community festivals, and events without having to go far. Major highways are also conveniently nearby, along with excellent schools. With a new roof, newer water heater, spacious outdoor living areas, and an unbeatable downtown Winter Garden location, this home presents an exciting opportunity to create a space that truly reflects your style and vision. Come see the possibilities, make this home your own, and start enjoying the Winter Garden lifestyle today. Schedule your private tour!

217 Harbor Drive, Winter Garden
$475,000
4 Beds ⋅ 3 Baths ⋅ Mezzano SubDv. ⋅ 34787 Zip Code
Welcome to 6982 Twilight Bay Drive, a beautifully maintained two-story townhome located in the Mezzano community of Winter Garden. Completed in late 2023, this newer home offers approximately 1,860 square feet of thoughtfully designed living space featuring 4 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Step inside to a bright and inviting open-concept floor plan filled with natural light and complemented by stylish accent walls and modern finishes throughout. The kitchen flows seamlessly into the main living and dining areas, creating a functional layout for everyday living and entertaining. A first-floor bedroom adds flexibility for use as a guest room, home office, fitness space, or additional living area. Upstairs, the spacious primary suite provides a comfortable retreat alongside two additional bedrooms and well-appointed living spaces. Smart switches throughout much of the home add convenience, while the rear-entry 2-car garage provides additional storage and is equipped with a 240V outlet for electric vehicle charging. The private outdoor patio offers additional space to enjoy the Florida lifestyle. Residents of Mezzano enjoy access to community amenities including a resort-style pool, cabana, recreation areas, playground, and sidewalks. Location is a standout feature of this Winter Garden property. Enjoy convenient access to the Horizon West area, with Hamlin Town Center approximately 10 minutes away for shopping, dining, entertainment, and everyday conveniences. Walt Disney World Resort is approximately 15–20 minutes away, while Disney Springs, Universal Orlando Resort, SeaWorld Orlando, and ICON Park are all within approximately 20–35 minutes, depending on destination, route, and traffic. Historic Downtown Winter Garden is approximately 20–25 minutes away, offering access to Plant Street, local restaurants, shopping, entertainment, community events, and the West Orange Trail. Outdoor recreation is also nearby, including Tibet-Butler Nature Preserve, Orange County National Golf Center, local parks, trails, lakes, and numerous golf and recreation options throughout Winter Garden and Horizon West. Convenient access to SR-429, Florida's Turnpike, and I-4 makes traveling throughout Central Florida easily accessible. Orlando International Airport is approximately 35–40 minutes away, depending on traffic and route. Looking for a Florida beach day? Central Florida's location provides access to both coasts. Cocoa Beach and the Space Coast are approximately 85–90 minutes away, providing access to the Atlantic Ocean, Cape Canaveral, and nearby Space Coast attractions. Gulf Coast destinations such as Clearwater Beach are approximately 1 hour and 55 minutes to 2 hours away, depending on traffic and route. With newer construction, a flexible four-bedroom floor plan, smart-home features, EV charging capability, community amenities, and convenient access to Central Florida's theme parks, shopping, dining, recreation, airports, beaches, and major roadways, 6982 Twilight Bay Drive offers an excellent opportunity to enjoy the Winter Garden and Horizon West area.

6982 Twilight Bay Drive, Winter Garden
$438,000
3 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Welcome to Stoneybrook West, a gated golf and recreation community in Winter Garden! This beautiful 3-bedroom, 2-bath home features luxury vinyl flooring, stainless steel appliances, and a washer and dryer. Enjoy resort-style amenities including an 18-hole golf course, swimming pool, fitness center, tennis and pickleball courts, playground, sports fields, boat ramp, fishing/viewing pier, and 24-hour guarded gate access. HOA also includes Spectrum TV and high-speed internet up to 400 Mbps. Conveniently located near shopping, dining, entertainment and major highways.

2628 Balforn Tower Way, Winter Garden
$415,000
2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Close to Amenities | Covered Lanai | Dedicated Study. New Construction - November Completion! Welcome to the Caicos at 11234 Silver Trumpet Loop in Esplanade at McKinnon Groves! This charming new home offers a bright, open-concept layout that brings the kitchen, dining area, and great room together at the heart of the home. Sliding glass doors open to the covered lanai, extending the living space outdoors for relaxing mornings or evening gatherings. Tucked at the back, the primary suite serves as a private retreat with a spacious bathroom and generous walk-in closet. A secondary bedroom, full bathroom, and versatile study provide comfortable accommodations for guests and the flexibility to create a home office, hobby room, or additional living space. Additional Highlights Include: tray ceiling pkg, double pocket doors at study, and single pocket door at bed 2 into bath. Photos are for representative purposes only. MLS#O6436550 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11234 Silver Trumpet Loop, Winter Garden
$447,118
2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Corner Lot | Covered Lanai | No Rear Neighbors. New Construction - December Completion! Welcome to the Caicos at 11199 Silver Trumpet Loop in Esplanade at McKinnon Groves! This thoughtfully designed new home features an open-concept floor plan that seamlessly connects the kitchen, dining area, and great room, creating a bright and welcoming space for everyday living. Sliding glass doors extend the living area to the covered lanai, making indoor-outdoor living effortless. The primary suite offers a peaceful retreat with a spacious bathroom and generous walk-in closet. A secondary bedroom, full bathroom, and dedicated study provide comfortable accommodations for guests and the flexibility to work from home. Additional Highlights Include: tray ceiling pkg, double pocket doors at study, 8' interior doors, single pocket door at primary bath, single pocket door at bedroom 2 to bath, and extended flooring to primary suite. Photos are for representative purposes only. MLS#O6436537 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11199 Silver Trumpet Loop, Winter Garden
$437,993
2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Covered Extended Lanai | Dedicated Study | Close to Park. New Construction - December Completion! Welcome to the Caicos at 11202 Silver Trumpet Loop in Esplanade at McKinnon Groves! This thoughtfully designed new home has an open-concept layout where the spacious kitchen overlooks the dining area and great room, creating a bright and inviting gathering space. From here sliding doors lead to the covered lanai for effortless indoor-outdoor enjoyment. Tucked at the rear of the home, the primary suite provides a relaxing retreat with a spacious bathroom and generous closet. A secondary bedroom, bathroom, and dedicated study provide comfort and privacy for guests, along with a space to work from home. Additional Highlights Include: double pocket doors at study, 8' interior doors, single pocket door at primary bath, single pocket door at bedroom 2 to bath, and extended flooring to primary suite. Photos are for representative purposes only. MLS#O6436496 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11202 Silver Trumpet Loop, Winter Garden
$487,500
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

12086 Shine View Lane, Winter Garden
$445,000
3 Beds ⋅ 3 Baths ⋅ Hickory Hammock Ph 1c SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome Home to 15163 Orange Harvest Drive! YOUR oportunity to live in this incredible neighborhood, is HERE! Move-in ready and beautifully maintained, this townhome offers 3 bedrooms, 2.5 baths, and a bright, open layout perfect for modern living. A paver driveway and charming stucco exterior with mature landscaping set the tone before you even step inside. The main level features a spacious open-concept living and dining area with tile flooring throughout. Sliding glass doors lead out to a private patio, offering a peaceful spot to unwind while overlooking green common space. The kitchen is a standout, showcasing rich espresso cabinetry, gleaming granite countertops, a designer mosaic tile backsplash, stainless steel appliances, and a large island with pendant lighting — ideal for entertaining or casual family meals. Upstairs, the generously sized primary suite includes plush carpet and an en-suite bath with dual sinks, a walk-in shower, and a linen closet. A second full bath serves the additional bedrooms with a dual-sink vanity and a tub/shower combo, and a convenient half bath is located on the main level for guests. As part of a sought-after community, residents enjoy resort-style amenities including a sparkling community pool, tennis courts, a playground, and scenic lakefront views — all just minutes from Winter Garden's shops, dining, and amazing schools. Don't miss your chance to own this stylish, low-maintenance townhome in one of Winter Garden's most desirable communities!

15613 Orange Harvest Loop, Winter Garden
$435,000
8 Beds ⋅ 3 Baths ⋅ Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code
8 bedrooms. 3 full baths. Approximately 1,750 SF. Just blocks from Plant Street. Space and location set this property apart. Offering 8 bedrooms and 3 full baths across approximately 1,750 SF, the home sits on a 9,431 SF fully fenced lot—a combination of interior space and land increasingly difficult to find this close to Historic Downtown Winter Garden. Built in 1925 and sold as-is, the home presents an opportunity to update and personalize to your own vision. The flexible room count provides options for bedrooms, guest space, home offices, or additional living needs, while the generous 75' x 125' lot leaves plenty of outdoor space to create a garden, entertaining area, or backyard retreat. No HOA, city utilities, and R-2 zoning add to the property's flexibility and long-term appeal. Location is the part that cannot be renovated. Enjoy being just blocks from Plant Street, the Saturday farmers market, restaurants, cafés, shops, entertainment, and the West Orange Trail, with Lake Apopka, SR-429, and Florida's Turnpike conveniently nearby. Currently income producing, the property offers the flexibility to maintain its existing rental use or be delivered vacant upon request. 8 Bedrooms. 3 Full Baths. Approx. 1,750 SF. 0.22 Acres. 9,431 SF Lot. 75' x 125'. No HOA. Bring your vision and make the space your own in a location that's increasingly difficult to replicate. Schedule your private showing today.

208 3rd Street, Winter Garden
$435,000
Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code
9,431 SF. 75' x 125'. R-2. Just blocks from Historic Downtown Winter Garden. A prime infill opportunity offering approximately 0.22 acres in an established area where new construction and redevelopment continue to reshape the surrounding blocks. The fully fenced lot offers R-2 zoning, no HOA, and an existing income-producing home with water and electric utilities already connected. Currently rented by the room, the property generates approximately $1,425 per week / $74,100 annualized gross income at current rents, creating the opportunity to collect income during the holding, planning and permitting period. Delivered occupied or vacant at buyer's election. The R-2 zoning and 9,431 SF lot offer meaningful flexibility for future redevelopment, with the potential for a 3,000+ SF building footprint and a substantial new build, subject to applicable zoning requirements and City approvals. Location completes the picture. Just blocks from Plant Street, the West Orange Trail, Downtown Winter Garden's restaurants, shops, cafés, farmers market and entertainment, with convenient access to Lake Apopka, SR-429 and Florida's Turnpike. 0.22 Acres. 9,431 SF. 75' x 125'. R-2. Utilities Connected. No HOA. $1,425/Week Gross Income. Own the land, collect the income, and plan what comes next. Opportunities like this near Downtown Winter Garden do not stay available long—schedule your private showing today.

208 3rd Street, Winter Garden
$435,000
Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code
Most Winter Garden listings sell on charm. This one sells on the rent roll. Eight rooms currently rented — seven at $175 weekly and one at $200 — generating $1,425 per week / $74,100 annualized gross income at current rents. In place, occupied, and income producing. The land adds another layer to the opportunity. Situated on approximately 0.22 acres / 9,500+ SF with a 75' x 125' lot, the fully fenced property offers R-2 zoning, no HOA, city water and city sewer, along with ample yard space and future flexibility. Hold the existing income while exploring the property's longer-term expansion or redevelopment potential, subject to applicable zoning requirements and City approvals. The location carries its own value. Just a few blocks from Historic Downtown Winter Garden, Plant Street, the West Orange Trail, shops, restaurants and the farmers market, with SR-429, Florida's Turnpike and Lake Apopka nearby. The surrounding area continues to evolve with renovated properties and new construction. 0.22 Acres. 9,500+ SF Lot. R-2. Eight Rented Rooms. $1,425/Week Gross. Income in place. Land underneath. Future upside ahead. A rare opportunity to own all three near Downtown Winter Garden—schedule your private showing today.

208 3rd Street, Winter Garden
$483,500
3 Beds ⋅ 3 Baths ⋅ Encore/Ovation Ph 4b SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful end-unit townhome in the desirable Encore at Ovation community. Conveniently located less than 10 minutes from Disney Property, with quick access to US-192, US-27, and SR-429, you’ll be able to enjoy all Central Florida has to offer. The lot features a backloading two-car garage and a private patio area, perfect for a quiet morning coffee or a cookout with friends. The home is also set between a quaint tree-lined sidewalk to the front and open green space to the back, adding to the feeling of privacy. Inside, enjoy a thoughtfully designed layout that includes an open concept kitchen/living/dining area, ample counter and cabinet space, a dedicated pantry, a large laundry room with plenty of storage, and a separate den for multiple gathering spots. Upstairs, relax in your large primary suite with a walk-in closet and updated ensuite bathroom. You can even catch the Magic Kingdom fireworks from your window! This home is not only immaculately maintained but also upgraded for your convenience. A whole-house water filtration/softener system, kitchen sink reverse osmosis (RO) system, HVAC air ionizer and UV light system have all been recently installed. Additionally, the roof, exterior painting, driveway upkeep, yard maintenance, landscaping, and pest control are all taken care of by the HOA, making this property perfect for those using it as a secondary home, or simply looking for a low-maintenance lifestyle. Reach out to book your private showing today!

15877 Tollington Alley, Winter Garden
$355,000
2 Beds ⋅ 3 Baths ⋅ Orchard A1-A26 B1 B2 C D1-D4 SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful Winter Garden townhome located in a desirable gated community with a community pool. This bright 2-bedroom, 2.5-bath end-unit townhome features a dedicated office that could easily be converted into a third bedroom, offering added flexibility for guests or a home workspace. An upstairs loft provides additional living space, perfect for a second living area, media room, playroom, or flex space. Interior features include tile flooring, tray ceilings, granite countertops, stainless steel appliances, plantation shutters, and newer wood-look laminate flooring upstairs. A new energy-efficient A/C system with warranty provides added comfort, efficiency, and peace of mind, while the newer roof adds even more value. The townhome also features a two-car rear-entry garage and is ideally located close to top-rated schools, shopping, dining, and Central Florida's world-famous attractions. With its desirable Winter Garden location, gated setting, community amenities, and versatile floor plan, this townhome is a must-see!

13855 Golden Russet Drive, Winter Garden
$380,000
3 Beds ⋅ 3 Baths ⋅ Stoneybrook West I SubDv. ⋅ 34787 Zip Code
Welcome to 1221 Priory Cir in Winter Garden! This beautiful townhome offers an excellent opportunity to own in one of Central Florida’s most desirable and growing areas. Step inside to a bright, inviting interior featuring an updated kitchen with modern cabinetry, stainless steel appliances, open shelving, generous counter space, and contemporary finishes. The functional layout provides comfortable living spaces designed for everyday living and entertaining. A private garage and paver driveway add convenience, while the property’s Winter Garden location puts shopping, dining, entertainment, major roadways, and everything the area within easy reach.

1221 Priory Circle, Winter Garden
$440,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
Discover an inviting 3-bedroom, 2.5-bath home in Winter Garden, offering a comfortable layout designed for both everyday living and entertaining. The main living areas create an open and welcoming environment, with natural light enhancing the sense of space and connecting the living, dining, and kitchen areas. Upstairs, the bedrooms are thoughtfully separated from the main gathering spaces, providing added privacy and a comfortable retreat at the end of the day. The primary suite offers its own private bath, while the additional bedrooms provide flexibility for family, guests, a home office, or whatever best fits your lifestyle. Beyond the home itself, the location puts you close to everything that makes the Winter Garden area so desirable. Enjoy convenient access to shopping, restaurants, schools, recreation, and major roadways, making it easy to explore Horizon West, greater Orlando, and the many attractions Central Florida has to offer. Whether you're searching for your next home or an investment opportunity in a growing area, this property delivers a combination of location, functionality, and Florida living that is hard to overlook. Schedule your private showing and come see the possibilities for yourself.

15038 Windflower Alley, Winter Garden
$335,000
3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium 3 SubDv. ⋅ 34787 Zip Code
Welcome to Unit 3701 at The Grove Resort & Water Park, a fully furnished seventh-floor condo offering 3 bedrooms, 3 bathrooms, and 1,544 square feet of spacious resort-style living just minutes from Walt Disney World. Designed for comfort and convenience, the residence features an open living and dining area, a fully equipped kitchen with stainless steel appliances and quartz countertops, a full-size washer and dryer, and a private screened balcony—perfect for relaxing after a day at the parks. Owners and guests enjoy an impressive collection of resort amenities, including Surfari Water Park with a FlowRider® Double surf simulator, dual water slides, a 695-foot lazy river, and a zero-entry pool. The resort also offers multiple swimming pools, private cabanas, a fitness center, full-service spa, on-site restaurants and bars, the Flip Flop’s Family Fun Center, and recreational activities on scenic Lake Austin. When not enjoying the residence, owners may participate in the professionally managed hotel rental program, subject to applicable terms and restrictions. The Grove is zoned as a condo-hotel, with owner occupancy limited to 179 days calendar year. This turnkey property combines a desirable location, exceptional amenities, and effortless vacation ownership in one of Central Florida’s most popular resort destinations.

14501 Grove Resort Ave Unit 3701, Winter Garden
$368,000
3 Beds ⋅ 3 Baths ⋅ Stoneybrook West Unit 8 SubDv. ⋅ 34787 Zip Code
Move-in ready and freshly updated! Welcome to Westbrook at Stoneybrook West, a well-established townhome community in the heart of Winter Garden. This spacious 3-bedroom, 2.5-bath townhome offers approximately 1,650 square feet of comfortable living space, an attached 2-car garage, and something increasingly hard to find—the major refreshing and punch-list work has already been done for you. The home has just undergone an extensive owner-funded refresh designed to make it truly move-in ready. Brand-new wood-look luxury vinyl plank flooring now runs throughout the main living area, while brand-new carpet has been installed on the stairs and throughout the upstairs bedrooms and hallway. The interior has also received extensive paint and touch-up work, including walls, trim, baseboards, doors and other areas as needed. Beyond the visible improvements, a comprehensive top-to-bottom maintenance and repair list addressing the little things that so often get left for the next homeowner—from drywall and texture repairs, caulking and sealing, blinds and lighting to bathroom fixtures, plumbing adjustments, HVAC registers, hardware and numerous preventative-maintenance items throughout the property. Even the covered patio was pressure washed and refreshed. The result is a home that feels clean, updated, well cared for and ready to enjoy from day one—without inheriting a long list of projects after closing. The main level features an open living and dining area with plenty of room to entertain, while all three bedrooms are conveniently located upstairs. The spacious primary suite includes a private bath and walk-in closet, and the covered outdoor patio provides additional space to relax and enjoy the Florida weather. Westbrook offers residents a community pool, playground, sidewalks and plenty of guest parking, all in a location that puts everyday conveniences close by. Publix, Walgreens, restaurants and shopping are just minutes away, with Winter Garden Village and Historic Downtown Winter Garden also within easy reach. Spend the weekend exploring the brick-lined streets of Plant Street, visiting the Saturday Farmers Market, or enjoying miles of biking and walking along the West Orange Trail. With convenient access to SR-429, SR-50 and Florida’s Turnpike, commuting throughout Central Florida, Downtown Orlando, the airport and the theme parks is a breeze. If you've been waiting for a Winter Garden townhome where you can simply unpack and start enjoying your new home instead of immediately tackling projects, this is the one. Schedule your private showing today!

1327 Priory Circle Unit 1327, Winter Garden
$464,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16534 Barbours Creek Way, Winter Garden
$495,000
3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in the highly sought after Watermark at Horizon West community! This spacious two story residence offers 3 bedrooms, 2.5 bathrooms, and over 2,000 square feet of thoughtfully designed living space. The open concept floor plan is perfect for both everyday living and entertaining, featuring wood tile flooring throughout the main level, abundant natural light, and a modern kitchen complete with built in appliances, ample cabinetry, generous counter space, and a large island overlooking the living and dining areas. Upstairs, you'll find a versatile loft that makes an ideal home office, media room, or play area, along with a spacious primary suite featuring a walk in closet and an en-suite bath. Two additional bedrooms, a full bath, and an upstairs laundry room complete the second floor. Enjoy Florida living from the welcoming front porch while taking advantage of the home's rear entry two car garage and low maintenance yard. Residents of Watermark enjoy resort style amenities including a community pool, fitness center, tennis courts, playground, parks, walking trails, and beautifully maintained common areas. You’re also within close distance to restaurants and just a short drive to Disney, shopping, and everything Winter Garden and Horizon West have to offer. If you’re looking for a clean, move in ready home in a great location with a strong lifestyle, this one checks all the boxes!

14543 Golden Harbor Lane, Winter Garden
$415,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor SubDv. ⋅ 34787 Zip Code
Priced to sell! Great location and highly desired community! Located in the highly sought-after Hawksmoor community in Winter Garden, this beautifully maintained townhome offers exceptional value and an incredible lifestyle. The location is unbeatable, close to top-rated schools, major highways, shopping, dining, and world-class theme parks. Situated just minutes from Hamlin, you’ll enjoy easy access to one of Central Florida’s most dynamic and fast-growing areas, with a wide variety of shopping, dining, and entertainment options, including Publix, Cinépolis Luxury Cinemas, and popular restaurants. Hawksmoor offers an impressive selection of top-tier amenities, including a resort-style zero-entry pool, splash pad, shaded pavilion, clubhouse with outdoor kitchen, fitness center, scenic walking trails, yoga lawn, and multiple playgrounds and parks. The community also provides quick access to the 429 expressway, making commutes to Downtown Orlando, Walt Disney World, and other major attractions convenient and easy. Priced to sell! Don’t miss the opportunity to own a townhome in one of Winter Garden’s most desirable communities. This is more than a home—it’s a lifestyle!

16306 Prairie School Drive, Winter Garden