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$419,000
4 Beds ⋅ 2 Baths ⋅ Joe Louis Park Q162 SubDv. ⋅ 34787 Zip Code
PHENOMENAL Double corner LOT NO HOA, newer updates INCLUDE: brand new AC, new roof, Re-Plumb, house/ Electrical Panel/rewired. Updated kitchen and bathrooms, Located off the Kitchen is the Dining room area which is open to the Living Room area. The master Bathrooms is completely updated features a standing shower. The Laundry is located inside. The carport/workshop is spacious to hold 2 cars and storage. Enjoy the nice-sized Backyard with a that is big enough for the whole family. You don't want to miss this opportunity to make this house your home! very nice WORKSHOP ** VALUE IS IN THE both property/land

689 Bethune Avenue, Winter Garden
$195,000
34787 Zip Code
Discover the potential of this exceptional 0.54-acre vacant lot in the heart of established Winter Garden. Measuring approximately 120 feet wide by 200 feet deep, this residentially zoned (R-2) property offers an outstanding opportunity to build your dream home or make a smart investment in one of Central Florida's most desirable and rapidly growing communities. Enjoy the freedom of no HOA and the added benefit of being located outside the flood zone. Ideally situated just minutes from Winter Garden Village at Fowler Groves, Historic Downtown Winter Garden, charming parks, museums, unique boutiques, and an array of popular restaurants, AN on going expending 209-acre park that offers a variety of outdoor activities and natural experiences is only few minutes away from this land , the value is growing . This property combines peaceful residential living with convenient access to everyday amenities. Florida's Turnpike is just minutes away, providing easy commuting throughout Central Florida. Whether you're planning to build now or invest for the future, this prime homesite offers endless possibilities. Don't miss your chance to secure this incredible property and schedule your visit and make your offer today!

Avalon Road Unit 53, Winter Garden
$531,187
3 Beds ⋅ 3 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
NEW CONSTRUCTION AT LAKE STAR AT OVATION. BE ONE OF THE FIRST RESIDENTS AT THIS AMAZING COMMUNITY.

17125 Beachgrass Alley, Winter Garden
$531,187
3 Beds ⋅ 3 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
NEW CONSTRUCTION AT LAKE AT OVATION. The house is located across from the Clubhouse. Enjoy some partial lake view from the master room.

17131 Beachgrass Alley, Winter Garden
$287,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Beautiful 3-bedroom, 2-bath condominium located in the highly desirable gated community of Southern Pines in Winter Garden. This spacious unit offers 1,453 square feet of living space with an open floor plan, abundant natural light, and a comfortable layout perfect for both homeowners and investors. Residents enjoy resort-style amenities including a community pool, heated spa, fully equipped fitness center, indoor basketball court, tennis and racquetball courts, sand volleyball court, movie theater, game room, business center, and playground. The community is conveniently located near major highways, shopping, dining, entertainment, and historic downtown Winter Garden. Experience maintenance-free living in one of Central Florida's most sought-after communities. Schedule your private showing today.

1300 Eastern Pecan Place Unit 208, Winter Garden
$440,000
2 Beds ⋅ 1 Baths ⋅ Borders & Woosley Sub SubDv. ⋅ 34787 Zip Code
Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.

721 S Woodland Street, Winter Garden
$394,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
SOLD DATA ENTRY ONLY

18197 Cider Mill Lane, Winter Garden
$225,000
3 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to one of the cutest townhomes in the heart of Downtown Winter Garden! This charming 3 Bedroom, 2 bath home offers the perfect blend of comfort, covenience and one of Central Florida's most sought-after lifestyles. Whether you're a first-time homebuyer, looking to downsize or searching for a fantastic investment opportunity, this home checks all the boxes. Inside, you'll find a functional floor plan with comfortable living spaces, spacious bedrooms and low-maintenance living so you can spend more time enjoying everything the area has to offer. Location is everything, and this one is hard to beat! Just minutes from the award-winning Historic Downtown Winter Garden, you'll love spending weekends exploring the nationally recognized Winter Garden Farmers Market, browsing unique boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Living here means embracing the famous Golf Cart District lifestyle. Hop in your golf cart and head downtown for dinner, live music, festivals or an evening stroll along Plant Street. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Winter Garden continues to be one of Central Florida's most desirable communities thanks to its small-town charm, top-rated amenities, vibrant downtown, and convenient access to major highways, Orlando, world-famous attractions, shopping, dining and entertainment. Whether you're looking for a place to call home or an income-producing property in a highly desirable location, this adorable townhome offers incredible value and endless potential. Don't miss your opportunity to own a piece of the Downtown Winter Garden lifestyle! Schedule your private showing today and discover why so many people are proud to call Winter Garden home.

397 Eron Way Unit 42, Winter Garden
$525,000
3 Beds ⋅ 2 Baths ⋅ Edgewater Beach SubDv. ⋅ 34787 Zip Code
Welcome to this charming 3 bedroom, 2 bathroom LAKEFRONT home, offering the perfect blend of comfort and convenience with NO HOA fees! The home features timeless terrazzo flooring in the main living areas and guest bedrooms while the primary bedroom is finished with stylish wood plank tile. The updated kitchen boasts stainless steel appliances and both bathrooms have been beautifully renovated. Outside, enjoy your private oasis with a serene view of John's Lake, where you can relax on the front porch and enjoy the beautiful sunrise and take advantage of the floating dock for boating and fishing. The fenced-in yard offers plenty of space for outdoor activities and a shed provides additional storage. Conveniently located next to boat ramp, this property is ideal for lake lovers who want easy access to all the fun John's Lake has to offer. The home is also just minutes from Hwy 50, the Turnpike, Downtown Winter Garden, Hospitals, Shopping and only 30 minutes from Orlando International Airport—making it a prime location for both peaceful living and easy travel. Roof and AC are 10 years old. New septic 4 years ago. Don't miss out on this rare find—schedule your showing today! Great for investment and short term rental!

13619 Lake Boulevard, Winter Garden
$450,000
3 Beds ⋅ 2 Baths ⋅ Pleasant Park SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Welcome to 217 W. Story Road, a beautifully located home in Downtown Winter Garden, Florida, offering the walkable, golf cart friendly lifestyle that has made Winter Garden real estate some of the most sought after in Central Florida. Situated just a few blocks from the iconic Plant Street Market, this home places you in the center of everything that makes historic Downtown Winter Garden one of the area's premier destinations. Enjoy convenient access to local restaurants, boutique shopping, coffee shops, breweries, and the award winning West Orange Trail. Spend your weekends at the popular Winter Garden Farmers Market, live entertainment events, and seasonal festivals, all just minutes from your front door. Located in the highly desirable golf cart district, residents can easily access Downtown Winter Garden's newest restaurants and exciting developments that continue to enhance the area's charm and long term appeal. With close proximity to Winter Garden Village, major highways, Walt Disney World, and all that Central Florida has to offer, this location combines small town character with modern convenience. Whether you're searching for a home near Plant Street Market, a property in the golf cart district, or a home in historic Downtown Winter Garden, 217 W. Story Road offers a rare opportunity to experience one of the most desirable lifestyles in Winter Garden, FL.

217 W Story Road, Winter Garden
$620,000
2 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Rare opportunity to own TWO lakefront lots in the 34787 zip code with an A2 zoning! This property has a beautiful old florida feel with an array of large oak trees, cypress trees, and cabbage palms sprinkled all around the land. Lot 1 features a 2 story wood frame home 2 bedroom 2 bathroom and Lot 2 has electric and well on site. This home is situated in an A rated school district with NO HOA and allows horses, chickens, goats. The zoning allows each lot to have a main home plus ADU (accessory dwelling unit) close to many amenities and easy commute close to the 429! Freshly paved road and fully fenced yards.

16950 Arrowhead Boulevard, Winter Garden
$820,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 5 SubDv. ⋅ 34787 Zip Code
DR Horton brand new construction in Waterleigh

Winter Garden
$795,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Nestled on 2.5 beautiful acres just off Highway 429 in the highly desirable Avalon community of Winter Garden, this charming 3-bedroom, 2-bath home offers the perfect blend of privacy, tranquility, and convenience. Surrounded by mature trees and a peaceful, fenced setting, the property features a spacious Florida Room overlooking the serene backyard, creating the ideal space to relax and enjoy nature. Additional highlights include an oversized garage and a storage shed, providing plenty of room for vehicles, hobbies, and equipment. Located in ever-growing Winter Garden in West Orange County, residents enjoy easy access to the area's vibrant downtown filled with unique local shops, restaurants, walking and biking trails, parks, and year-round recreational activities. This exceptional property offers a rare opportunity to enjoy country-style living while remaining close to Orlando's world-famous attractions, major roadways, both Florida coasts, and everything that makes Central Florida such an outstanding place to live, work, and play.

17056 Red Bird Road, Winter Garden
$950,000
3 Beds ⋅ 2 Baths ⋅ Lake Avalon Rural Settlement SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Escape to your own private retreat in the highly sought-after Lake Avalon area of Winter Garden! Nestled on nearly 5 picturesque acres, this charming home offers the perfect blend of country living and modern convenience. Featuring 3 bedrooms, 2 full bathrooms, and over 2.500 square feet of living space, the home welcomes you with high ceilings, an open-concept floor plan, and an updated kitchen that flows seamlessly into the spacious living and dining areas—perfect for everyday living and entertaining. Bring your horses, recreational vehicles, and outdoor toys—there's no HOA and ample space to create the lifestyle you've been dreaming of. Enjoy the peace and privacy of acreage living while remaining just minutes from shopping, dining, Disney, Downtown Winter Garden, and convenient access to SR-429. Whether you're looking for a private homestead, hobby farm, or simply room to spread out, this rare acreage property offers endless possibilities in one of Central Florida's most desirable locations.

9738 Tower Pine Drive, Winter Garden
$527,000
4 Beds ⋅ 2 Baths ⋅ G T Smith Sub 3 SubDv. ⋅ 34787 Zip Code
sold data only

328 S Boyd Street, Winter Garden
$2,190,000
5 Beds ⋅ 5 Baths ⋅ Boyd-Lutz Sub SubDv. ⋅ 34787 Zip Code
Virtually Staged. Built by the owner with uncompromising construction standards, this Winter Garden masterpiece delivers the kind of quality and engineering you simply don’t find in today’s market. And with the seller just reducing the price, this luxury home is now an even more exceptional opportunity. Custom built pool renderings and pricing available. Concrete structural design, hurricane-rated engineering, impact windows, full foam insulation, fiber-cement siding, and an Ipe hardwood porch set the tone for durability and refinement. Inside, natural light pours across level-5 walls, rich wood flooring, crown molding, and custom shutters—creating a warm, polished, magazine-worthy aesthetic. The open living and chef’s kitchen are built for elevated living: gas range, pot filler, handcrafted cabinetry, and a dramatic retractable pocket door that dissolves the boundary between indoors and out. The resort-style back porch is a showpiece—pecky cypress bar, industrial finishes, automated screens, garage-style doors, mini-split A/C, and a half bath—perfect for hosting unforgettable evenings. The primary suite is pure indulgence, featuring a spa-inspired bath with dual shower heads, soaking tub, digital controls, a custom closet, and a private concrete safe room. A butler’s kitchen, wine bar, dedicated office, and whole-home CAT-5 wiring elevate everyday convenience. Upstairs, the bonus/game room and oversized balcony create a luxe hangout zone. Storage is abundant with walk-in closets throughout. And the finished two-story garage loft—pre-plumbed and air-conditioned—offers endless possibilities: in-law suite, golf simulator lounge, gym, office, or creative studio. Outside, curated landscaping, gas lanterns, an architectural driveway, and a heated concrete hot tub with Wi-Fi controls complete the experience. All just moments from Downtown Winter Garden’s brick-lined streets, upscale dining, boutique shopping, Plant Street Market, Crooked Can, the West Orange Trail, and the historic Garden Theatre. Craftsmanship, luxury, and location—now at an even more compelling price.

20 W Crest Avenue, Winter Garden
$708,597
5 Beds ⋅ 5 Baths ⋅ Harvest At Ovation Phase 3a SubDv. ⋅ 34787 Zip Code
Sold data only.

14768 Field Daisy Drive, Winter Garden
$1,700,000
4 Beds ⋅ 4 Baths ⋅ G T Smith Sub 2 SubDv. ⋅ 34787 Zip Code
**MULTIPLE OFFERS RECEIVED** Welcome to 121 West Maple Street…a Downtown Winter Garden one-of-a-kind statement home spanning nearly 5,500 square feet of indoor & outdoor living space. Originally constructed in 1999 and thoughtfully expanded in 2019…yet this special residence has the heart & soul of a time long ago when character, craftsmanship and attention to details mattered. Private Pool & Spa. Poolhouse. Drawing Room & Study. Courtyard with Fountain. Renovated Kitchen & Bathrooms. 10’ Ceilings. Wood Floors. Handmade (USA) Solid Wood Doors. Custom Wood Trim Throughout. Three-Car Garage with Carriage House. Three Fireplaces. Natural Gas. Custom Built Wood Fence with Copper Caps. Located on one of the few remaining brick roads just TWO BLOCKS from Plant Street, this home with spectacular curb appeal is situated on a rare corner double lot with extensive landscaping & beautiful mature trees…including the incredible Southern Live Oak in front that is part of the Winter Garden Heritage Trees project & walking tour. Enjoy historical charm appropriate for the location...yet live without the pains & aches of owning an old historic home. The incredible drawing room & study (2019) was designed by the historical architect for the City of Charleston…twenty-nine windows, extensive trim work & built-ins, historically accurate sconces & lighting and automatic privacy shades. Live the Florida lifestyle outdoors in this incredible outdoor oasis with heated pebble tec saltwater pool & spa. Following a 2023 transformation with a cost of $225,000, the outdoor living space now features a custom poolhouse cabana with a gas fireplace, multiple seating areas, outdoor kitchen with island, built-in grill, burner and refrigerator, retractable screen to astroturf lawn, Trex decking, custom lighting, water features, extended covered lanai and SunBrite outdoor television. (Hayward Natural Gas Pool/Spa Heater - 2025; Hayward Tristar Pool Pump - 2023; Filter Unit - 2020; Salt Cell - 2020). Fantastic & FLEXIBLE floor plan...four bedrooms, three full bathrooms and one half bathroom. Primary suite on main floor. The carriage house above the garage features a separate staircase entrance with private bedroom, bathroom and walk-in closet with built-ins. Stunning kitchen renovation (2021) including custom cabinetry, backsplash, quartz countertops, farm sink, designer lighting, new appliances and an open-concept design that flows effortlessly into the family room. Roof -- July 2019. HVAC -- 2025 (upstairs); 2018 (downstairs - damper system). Tankless Gas Water Heater -- Dec 2015. Garage Epoxy Floor. Whole Home Natural Gas Generator. FULL UPGRADE & SPECIAL FEATURES LIST AVAILABLE. Furnishings and decor (inside & outside), golf cart & custom holiday decorations NEGOTIABLE. Zoned R-2. NO HOA...live without rules & restrictions. You COULD NOT be closer to enjoying the lifestyle of Central Florida's most desirable and growing historic downtown...GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. This is THE ONE you have been waiting for in Downtown Winter Garden.

121 W Maple Street, Winter Garden
$255,000
3 Beds ⋅ 1 Baths ⋅ Bay St Park SubDv. ⋅ 34787 Zip Code
This beautifully updated 3 bedroom, 1 bathroom home offers modern comfort at an unbeatable value. With 814 sq ft of living space, it features a brand-new roof, newer A/C, fresh interior and exterior paint, a fully remodeled kitchen with a new fridge, and brand new remodeled bathrooms—giving you peace of mind and a move-in ready lifestyle. Located in the heart of Winter Garden, this home is close to shops, dining, and entertainment, all while being tucked into a welcoming neighborhood. Whether you’re a first-time buyer, downsizing, or looking for an investment property, this gem checks all the boxes. Don’t miss this rare opportunity to own a beautifully renovated home in one of Central Florida’s most sought-after communities—for less than $300K! **All measurements must be verified by the buyer.** FHA buyers are welcome!

1105 Lincoln Terrace, Winter Garden
$1,008,840
5 Beds ⋅ 4 Baths ⋅ Parkside Trl-Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome home to this beautifully maintained 5-bedroom, 3.5-bathroom residence with a 2-car garage located in the highly desirable city of Winter Garden, Florida. This spacious home features an open-concept floor plan, generous living areas, and a well-appointed kitchen perfect for entertaining family and friends.

Winter Garden
$900,000
6 Beds ⋅ 6 Baths ⋅ East Garden Manor Add 03 Rep SubDv. ⋅ 34787 Zip Code
Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, creating the appearance and feel of two individual homes while offering the convenience of a connected design. Designed for both comfort and flexibility, each home features a spacious living and dining area, a bright kitchen with French doors leading to the backyard, and a convenient first-floor guest powder bath. Upstairs, all bedrooms are thoughtfully positioned for added privacy. The primary suite includes a private ensuite bath, while the secondary bedrooms are generously sized and complemented by abundant storage throughout each residence. The Wilson Street residence has been thoughtfully upgraded with luxury vinyl flooring, an enhanced kitchen with stone counters and gas cooking, beautifully updated bathrooms, and an attractive staircase that adds character and style. The Maple Street residence has been a consistently popular rental and has been exceptionally maintained, offering a spotless interior that reflects pride of ownership. The location offers exceptional convenience with nearby access to Downtown Winter Garden, one of Central Florida’s most sought-after destinations. Enjoy a vibrant mix of locally owned restaurants, cafés, boutiques, specialty shops, the award-winning Winter Garden Farmers Market, seasonal festivals, live entertainment, and the renowned West Orange Trail. The property also provides convenient access to the Florida State Road 429, Florida State Road 408, and Florida’s Turnpike, making travel throughout Central Florida simple. Popular destinations, including Winter Garden Village, Walt Disney World Resort, major employment centers, shopping, dining, entertainment, parks, and everyday conveniences, are all nearby. Whether you’re seeking a property that offers exceptional flexibility for evolving lifestyle needs, the opportunity to generate rental income, or the convenience of two complete residences under one roof, this distinctive property delivers a rare combination of privacy, functionality, and long-term versatility. Opportunities like this are seldom available, especially with a layout that allows each residence to maintain its own identity while remaining connected.

402 E Maple Street, Winter Garden
$600,000
4 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4, 3b-5 & SubDv. ⋅ 34787 Zip Code
Welcome home to the best of Florida living in the Winter Garden community of Independence, known for its resort style pools, clubhouses, fitness centers, playgrounds, walking paths, and outdoor spaces surrounding Lake Hancock and Lake Speer including boat ramp accessibility. Located in the heart of Horizon West, this lovely home is a walk or bike ride away from Hamlin town center with its restaurants, coffee shops, and shopping! This beautiful 4 bedroom, 3.5 bathroom home boasts several upgrades including appliances, air conditioning and flooring! From kindergarten to graduation this home is zoned for all highly rated schools including Independence Elementary, Bridgewater Middle and Windermere High. Inside this spacious two-story home features an open and inviting layout with a kitchen designed to be the heart of the home — complete with granite countertops, generous cabinet space, and plenty of room to entertain. The four spacious bedrooms provide flexibility for family, guests, a home office, fitness space, or whatever best fits your needs. As an added bonus, the second story provides a great view the nightly Magic Kingdom fireworks. Being just a short drive to Walt Disney World, Universal Studios, the enchanting Downtown Winter Garden, plus the up and coming Horizon West farmers markets, breweries and shopping, this location rivals the best that Central Florida has to offer. Welcome home - to Independence!

15162 Evergreen Oak Loop, Winter Garden
$275,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
This first-floor condo in the gated Southern Pines community offers 1,216 square feet of well-designed living space with an open floor plan, private outdoor area, and two full bathrooms. Making it a strong fit for first-time buyers, down-sizers, or investors. The layout connects the living area directly to the outdoor space, and both bedrooms provide solid closet storage. The kitchen offers ample counter space and cabinetry for everyday living. Southern Pines residents enjoy access to a pool and spa, fitness center, indoor basketball and racquetball courts, tennis and pickleball courts, a media room, billiards lounge, business center, BBQ area, car wash station, and playground. All within a secure, gated community. Located minutes from the West Orange Trail, Johns Lake, SR 408, and the Florida Turnpike, with top-rated Orange County schools nearby and Orlando International Airport 23 miles away. Winter Garden’s dining and retail corridors are within easy reach. Low-maintenance living with resort-style amenities in a location that works. Schedule your showing today.

1300 Eastern Pecan Place Unit 102, Winter Garden
$199,900
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 4 SubDv. ⋅ 34787 Zip Code
Price Reduction! Owner says SELL!! Welcome home to this tastefully renovated 2/2 second floor condo located in the sweet spot of bustling Winter Garden Florida USA. Just about everything was updated in 2024 to include the kitchen with beautiful stainless appliances, granite countertops, cabinetry & lighting. The owner has spent in excess of $60,000 on these renovations. Fresh paint throughout. New laminate flooring & baseboards in 2025, there is no carpet. The split bedroom layout is perfect for privacy while the primary bedroom is spacious with a walk in closet and ensuite bathroom. The 2nd bedroom includes a custom built closet and shelving providing ample storage options. The 2nd bathroom is adjacent to the 2nd bedroom. The washer and dryer hookups are located just off the kitchen providing easy access. This unit is conveniently located near the center of the community, just steps from the clubhouse, pool and mail areas. It also includes 2 designated parking spots just outside the unit. Windtree Gardens is situated in a fabulous area of Winter Garden providing quick access to all major roadways including the turnpike, 408 and 429. It is also just minutes from Historic Downtown Winter Garden including all that Plant Street has available, boutique shops, outdoor dining, Award Winning Farmer's Market, the very popular West Orange Trail and splashpad for the little ones. Also just a short drive to Winter Garden Village at Fowler Grove with numerous dining and retail options. Bonus..there is a Starbucks near the entrance to the community. This unit is ideal for a starter home, a second home or an investment property. Schedule your showing soon as this one is sure to fly off the shelf.

110 Windtree Lane Unit 202, Winter Garden
$480,000
2 Beds ⋅ 2 Baths ⋅ Grova Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Welcome to The Grove Resort & Water Park, a luxury vacation condo-hotel community offers owner privacy and convenience. Located 5 minutes from Walt Disney World, ownership of the largest 2-bedroom provides a family friendly place to vacation and relax. Let's discuss more about this 2B When you step through the door, you enter directly into the living space. The unit features in-unit laundry, with full-size washer and dryer. The kitchen is well-equipped with all major appliances, so you can certainly cook here if desired. The living space is spacious, and also includes a dining area. You can be making $ on the day of closing! Financial statements are available! Please note that this is a condo-hotel, so you could not live here full time due to zoning restrictions

14501 Grove Resort Avenue Unit 3425, Winter Garden
$289,000
2 Beds ⋅ 2 Baths ⋅ Joe Louis Park First Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated 2-bedroom, 2-bath home in the heart of Winter Garden. Blending modern updates with timeless charm, this move-in-ready residence offers stylish finishes, functional living spaces, and a convenient location just minutes from Historic Downtown Winter Garden. Step inside to discover a bright, refreshed interior featuring contemporary flooring, recessed lighting, updated fixtures, and an open, inviting atmosphere. The fully remodeled kitchen showcases elegant white shaker cabinetry, sleek countertops, stainless steel appliances, and modern hardware, creating a clean and sophisticated space for everyday living and entertaining. The renovated bathrooms feature designer-inspired finishes, including a spacious walk-in shower with stunning marble-look tile, upgraded fixtures, and a modern vanity. Thoughtful updates throughout the home provide a fresh, cohesive look while maintaining comfort and functionality. Outside, enjoy a spacious lot shaded by mature trees, offering room for outdoor entertaining, gardening, pets, or future expansion. Fresh exterior improvements and landscaping enhance the home's curb appeal, while the absence of HOA restrictions provides added flexibility and freedom. Conveniently located near shopping, dining, parks, the West Orange Trail, major highways, and all that Downtown Winter Garden has to offer, this turnkey property presents an exceptional opportunity for homeowners and investors alike. Don't miss your chance to own a beautifully updated home in one of Central Florida's most sought-after communities.

1701 E Bay Street, Winter Garden
$766,000
3 Beds ⋅ 3 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Sold data only

17563 Lake Star Road, Winter Garden
$1,080,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code
Appraisal in hand! Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!

20 E Division Street, Winter Garden
$800,000
4 Beds ⋅ 2 Baths ⋅ Fries Winter Garden SubDv. ⋅ 34787 Zip Code
Coming Soon! Awesome Opportunity to own in Historic Winter Garden. LOT parcels in the front are being sold seperate.

214 S Woodland Street, Winter Garden
$1,150,520
5 Beds ⋅ 4 Baths ⋅ Winter Grv SubDv. ⋅ 34787 Zip Code
The beautiful 2-story Mahogany Grand is perfect for larger families and consists of a variety of windows that allows for an abundance of natural light.

281 Crystal Wood Drive, Winter Garden