Location: Winter Garden , 34787
Do Not Show Listings
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$485,000136 Days on yellowkey MLS ID: O6388993
0 Days Off yellowkey (back on 6/29/2026)
REDUCED by $5,000 (1.0%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1994 Built: 2023Monthly Fee: $225 Tax: $7,647 (2024)Community: Encore/Ovation Ph 3Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,647
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000231 Days on yellowkey MLS ID: O6365188
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2171 Built: 1950 Tax: $3,406 (2024)Community: Winter Garden Shores RepSingle Family
Taxes:$3,406
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: PRICE ADJUSTED to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. This property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
231 DOE RUN DR, WINTER GARDEN, FL 34787
$498,99554 Days on yellowkey MLS ID: O6412284
REDUCED by $1,005 (0.2%) on 06/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1972 Built: 2006Monthly Fee: $57 Tax: $3,202 (2025)Community: Deerfield Place A-GSingle Family
Taxes:$3,202
Tax Year: 2025
Remarks: Imagine coming home to a place where comfort, convenience, and community come together perfectly. Nestled in the highly desirable Deerfield Place neighborhood, this beautiful 4-bedroom, 2-bath home offers the space, style, and location today's buyers are searching for. From the moment you step inside, you'll appreciate the bright, open layout designed for making memories. The heart of the home is the spacious kitchen, featuring upgraded cabinetry, stainless steel appliances, and plenty of room to gather with family and friends. Whether you're hosting holiday celebrations, enjoying a quiet morning coffee, or helping with homework while preparing dinner, this home was designed for the moments that matter most. The private owner's retreat provides a peaceful escape at the end of the day, while the additional bedrooms offer flexibility for family, guests, a home office, or a fitness space. Step outside to your fully fenced backyard, perfect for weekend barbecues, pets, playtime, or simply relaxing under the Florida sunshine. What truly sets this home apart is its incredible Winter Garden location. Just minutes from Historic Downtown Winter Garden, the award-winning West Orange Trail, Winter Garden Village, top-rated schools, dining, shopping, and entertainment, you'll enjoy the best of Central Florida living right outside your door.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Rick Coles (321-299-4981)
15852 SHOREBIRD LN, WINTER GARDEN, FL 34787
$799,000246 Days on yellowkey MLS ID: O6361580
0 Days Off yellowkey (back on 5/27/2026)
INCREASED by $14,000 (1.8%) on 05/24/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2766 Built: 2019Monthly Fee: $385 Tax: $10,928 (2024)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$10,928
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. Stunning 2-Story Home in Winter Garden – 4 Bedrooms, Solar Panels, and Exceptional Features This beautiful two-story home in the highly sought-after Winter Garden neighborhood offers everything you need for luxury living and modern convenience. With 4 spacious bedrooms, including a luxurious master suite complete with a walk-in closet, this home is designed to provide comfort and style for every member of the family. The additional three bedrooms are equipped with ample built-in closets, perfect for all your storage needs. The home boasts 4 full bathrooms and an additional half bathroom, ensuring convenience and privacy for all. The open floorplan seamlessly connects the expansive great room and formal dining area, creating an ideal space for both everyday living and entertaining. The kitchen is a chef’s dream, featuring beautiful solid wood cabinets, sleek stone countertops, and top-of-the-line appliances that are included with the home. Step outside to enjoy Florida's beautiful weather on the front porch, or retreat to the private backyard with an outdoor kitchen and spacious patio – perfect for relaxing, grilling, and entertaining guests. The home is also equipped with solar panels, making it energy-efficient and helping to lower utility costs. Additional features include a 2-car attached garage, providing plenty of space for vehicles and storage, and a prime location near major roadways and top-rated schools, offering the perfect balance of privacy and accessibility. This home truly has it all – don’t miss the opportunity to make it yours! Please note: The solar panel financing is $90.00 per month, offering long-term savings on energy costs.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
14942 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$415,00024 Days on yellowkey MLS ID: O6420210
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1536 Built: 2024Monthly Fee: $212 Tax: $5,718 (2025)Community: Osprey Ranch Ph 1Spa: NoTownhouse
Taxes:$5,718
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Step into this beautifully designed 3-bedroom, 2.5-bath townhome located in the highly desirable Osprey Ranch community in Horizon West. Built recently and featuring 1,536 sq ft, this home offers modern finishes, an open-concept layout, and a bright, spacious living area perfect for entertaining. The kitchen includes elegant cabinetry, quartz countertops, and stainless-steel appliances. Upstairs, the primary suite provides a peaceful retreat with a walk-in closet and a well-appointed bathroom. Enjoy low-maintenance living with a private patio and one-car garage, plus access to top-rated schools, new retail, dining, and all the growth of Winter Garden. Minutes from Hamlin, SR-429, and Disney. A perfect blend of comfort, convenience, and modern living.
Listing Agent: Hugo Borges Ota Neto (407-445-8610)
2640 GROVE VIEW DR, WINTER GARDEN, FL 34787
$784,90090 Days on yellowkey MLS ID: O6401215
0 Days Off yellowkey (back on 6/30/2026)
REDUCED by $5,000 (0.6%) on 05/31/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3738 Built: 2001Monthly Fee: $90 Tax: $10,261 (2025)Community: Wintermere Pointe Ph 02 46/141Single Family
Taxes:$10,261
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Nestled in the sought after gated community of Wintermere Pointe in Winter Garden, this beautifully renovated residence offers a serene and private retreat with a truly like new feel. Situated on an oversized lot backing to conservation, with no neighbors on one side and located near a cul de sac, this home delivers exceptional privacy and peaceful surroundings. The entire home has been thoughtfully remodeled from top to bottom, creating a fresh, modern ambiance throughout. Updates include a brand new roof, luxury vinyl plank flooring, fresh interior paint, and all new contemporary lighting and finishes. The newly designed oversized kitchen showcases 42" soft close cabinets, quartz countertops with built-in technology charging port, modern tile backsplash, under cabinet lighting, brand new stainless steel appliances, center island and breakfast bar. The open concept layout flows seamlessly into a breakfast nook and a spacious family room, where large sliding glass doors open to a covered rear patio extending the full length of the home, overlooking tranquil conservation views. A two story foyer welcomes you upon entry, flanked by an airy formal living room and dining room along with a double access stairway. The first level also features a spacious bedroom with French door access, offering split living for enhanced privacy, perfect for guests, multi generational living or a home office. Upstairs, an open loft anchors the second floor, creating a desirable split plan with bedrooms positioned on either side. Sliding doors lead to a covered second level providing serene conservation views. The vast primary suite features tray ceilings, private balcony access, dual walk in closets, and a completely redesigned ensuite bath offers a luxury feel with dual quartz vanities, LED lighted anti-fog mirrors, glass enclosed tile shower, and a statement soaking tub. Three additional bedrooms are situated on the opposite side of the loft, along with a hallway bath featuring a double vanity and modern tiled tub/shower combination. Completing the second level is an expansive bonus room, perfect for a theater, recreation space, or home gym - endless flexibility. This exceptional home combines serene surroundings, modern upgrades, and a like new feel, all within one of Winter Garden’s premier communities, close to multiple shopping and dining options, FL-429 and just 20 minutes from Disney attractions. Don't miss out! Schedule your viewing today!
Listing is courtesy of: GECKO REALTY, INC (407-929-0264)
Listing Agent: Jeffrey Petch (407-928-1134)
2200 ROMANUM DR, WINTER GARDEN, FL 34787
$550,00069 Days on yellowkey MLS ID: O6408190
REDUCED by $10,000 (1.8%) on 06/24/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2561 Built: 2015Monthly Fee: $211 Tax: $8,843 (2025)Community: Alexander RdgSpa: NoSingle Family
Taxes:$8,843
Remarks: Come see 2200 Romanum Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a functional island, all stainless steel appliances, and an accent backsplash. The primary bedroom includes a walk in closet, while its bathroom provides double sinks and a separate tub and shower. An exterior covered patio extends to a fenced in backyard. This updated property combines modern comfort and outdoor enjoyment. Included 100-Day Home Warranty with buyer activation
13332 SUBURBAN TER, WINTER GARDEN, FL 34787
$699,50083 Days on yellowkey MLS ID: O6402778
REDUCED by $15,400 (2.2%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2706 Built: 1994 Tax: $2,841 (2024)Community: Citrus Cove Unit 01Single Family
Taxes:$2,841
Remarks: Welcome to a rare opportunity in sought-after Winter Garden! This spacious multi-level residence offers 4 bedrooms, 3 bathrooms, a private in-law suite with separate entrance and kitchenette, and an entertainer’s dream backyard with pool, cabana, outdoor kitchen, and oversized driveway. Situated on a generous .35-acre lot with no HOA, this home offers flexibility for multigenerational living, rental potential, boat parking, or work-from-home lifestyle. Impact windows and doors add long-term value and peace of mind. Conveniently located near shopping, dining, major highways, and lake access. A unique Florida lifestyle property you won’t find often.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787
$618,00067 Days on yellowkey MLS ID: O6408574
REDUCED by $10,000 (1.6%) on 06/29/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2573 Built: 2017Monthly Fee: $195 Tax: $9,620 (2025)Community: Signature Lakes Ph 3B-4, 3B-5Single Family
Taxes:$9,620
Remarks: Welcome to this beautiful residence located in the highly sought-after Independence community (Signature Lakes) in Winter Garden! This spacious two-story home features 4 bedrooms and 3.5 bathrooms with a thoughtfully designed layout ideal for comfortable everyday living. The primary suite is conveniently located on the first floor, while three additional bedrooms upstairs provide flexibility and privacy for family or guests. Inside, you’ll find a bright and open floor plan with upgraded vinyl flooring throughout the entire home, offering both durability and a modern aesthetic with no carpet anywhere in the house. The kitchen opens seamlessly to the living and dining areas, creating an inviting atmosphere perfect for entertaining and daily living. A downstairs laundry room and generous living spaces add to the home’s functionality and appeal. Located within close proximity to top-rated schools, scenic walking trails, parks, and resort-style community amenities including pools, clubhouses, fitness centers, playgrounds, tennis courts, and lake access. The HOA includes cable TV, high-speed internet, and community maintenance, with no CDD fees. Currently tenant occupied, this property presents an excellent opportunity for both investors and owner-occupants. Tenants are willing to vacate, offering flexibility for buyers seeking either immediate rental income or a future primary residence in one of Winter Garden’s most desirable master-planned communities.
Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)
Listing Agent: Zhiming Xu (407-984-0087)
5686 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$399,00049 Days on yellowkey MLS ID: O6410760
REDUCED by $23,000 (5.5%) on 06/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1712 Built: 2019Monthly Fee: $330 Tax: $6,441 (2025)Community: Orchard Hills Ph 4Townhouse
Taxes:$6,441
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.
Listing is courtesy of: CONDO METROPOLIS, LLC (407-901-5161)
Listing Agent: Marcus Burke (407-394-4628)
7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787
$723,00081 Days on yellowkey MLS ID: O6403837
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3602 Built: 2007Monthly Fee: $200 Tax: $11,214 (2025)Community: Signature Lks-Pcl 01D Ph 02Spa: NoSingle Family
Taxes:$11,214
Elementary School: Independence Elementary
Remarks: Under contract-accepting backup offers. There are homes that simply check the boxes… And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow mornings in the beautiful open kitchen with granite countertops and beautiful color cabinetry while sunlight pours into the living spaces. Imagine family gatherings that effortlessly flow from the spacious living room to the dining area, creating the perfect setting for birthdays, holidays, movie nights, and everyday moments that matter most. The layout was designed for real life and comfort. Downstairs, the private primary suite creates a peaceful retreat, while the additional guest suite and the office flexibility for multigenerational living, remote work, or welcoming visitors. Upstairs opens into oversized bedrooms, a Jack and Jill bathroom, and a huge bonus space ready for game nights, a media room, or a second family lounge. But what truly makes this home special is the lifestyle waiting right outside your front door. Located in the highly desirable Independence community in Winter Garden, residents enjoy one of Horizon West’s most vibrant master planned communities filled with scenic walking and biking trails, beautifully maintained green spaces, community parks, playgrounds, clubhouses, fitness centers, resort style pools, and sports courts. Top rated schools, shopping, restaurants, Outside, life becomes even better. Disney just minutes away create the kind of Florida lifestyle.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$235,000119 Days on yellowkey MLS ID: O6393946
REDUCED by $15,000 (6.0%) on 04/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $2,176 (2025)Community: Southern Pines CondoCondo
Taxes:$2,176
Elementary School: SunRidge Elementary
Remarks: Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.
Listing is courtesy of: EC REAL ESTATE INVEST.& RENTAL (954-217-8649)
Listing Agent: Eloisa Armas Camacho (954-217-8649)
16893 BROADWATER AVE, WINTER GARDEN, FL 34787
$2,795,90042 Days on yellowkey MLS ID: O6415972
2 Days Off yellowkey (back on 6/29/2026)
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6289 Built: 2019Monthly Fee: $383 Tax: $25,448 (2025)Community: Waterside 90'SSingle Family
Taxes:$25,448
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. Experience elevated lakefront living in this former builder model home, perfectly positioned along the shores of Johns Lake in the sought-after Waterside community of Winter Garden. Designed to impress from the moment you enter, the residence showcases soaring ceilings, designer lighting, and expansive windows that fill the home with natural light while framing tranquil water views. The open-concept floorplan seamlessly connects the living, dining, and kitchen spaces, creating an ideal setting for both everyday living and entertaining. At the heart of the home, the chef's kitchen features an oversized island, abundant cabinetry, and generous prep space overlooking the main living areas. The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring dual vanities, a freestanding soaking tub, walk-in shower, and two large walk-in closets. Offering six bedrooms, four-and-a-half baths, a dedicated office, formal dining room, bonus room, and an expansive upstairs game and media space, the home provides exceptional flexibility for multigenerational living, guests, remote work, and recreation. Designed to embrace its waterfront setting, the outdoor living spaces are a true extension of the home. A covered lanai with a summer kitchen overlooks a private backyard highlighted by a striking fountain, creating a resort-inspired atmosphere for entertaining or relaxing. Just beyond, a private dock provides direct access to Johns Lake for boating, fishing, paddleboarding, and unforgettable sunset views. Located just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, major highways, dining, shopping, and top-rated schools, this exceptional residence offers the rare combination of luxury, space, and waterfront living in one of Central Florida's most desirable locations.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Matt Tomaszewski (407-719-5956)
14501 GROVE RESORT AVE #3202, WINTER GARDEN, FL 34787
$350,000336 Days on yellowkey MLS ID: O6338004
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $6,512 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$6,512
Remarks: Welcome to Your Perfect Orlando Investment & Vacation Escape! This beautifully appointed condo-hotel unit offers the ideal combination of investment potential and vacation paradise. Featuring 3 spacious bedrooms, 2 modern bathrooms, and 1,396 sq. ft. of living space, this residence provides plenty of room for relaxation and entertainment—all with a picturesque fountain view. Enjoy gourmet meals at the Valencia Restaurant or satisfy your sweet tooth at the on-site coffee shop and ice cream parlor. Stay active in the state-of-the-art fitness center or unwind with rejuvenating spa treatments. Challenge friends in the game room, enjoy mini-golf, or dive into hours of arcade fun. Make the most of two sparkling pools complete with a waterpark, lazy river, splash zone, and poolside bar & grill. Perfectly located near Orlando’s world-famous attractions, this property is designed for both vacation enjoyment and lucrative investment returns. Whether you’re relaxing by the fountain, exploring the city, or maximizing rental income, this condo-hotel offers the best of both worlds. Own your slice of Orlando paradise today!
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Alisson Fernandes (321-314-3313)
17667 LAKE STAR RD, WINTER GARDEN, FL 34787
$899,74131 Days on yellowkey MLS ID: TB8521869
1 Days Off yellowkey (back on 6/29/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3545 Built: 2026Monthly Fee: $84 Tax: $12,000 (2025)Community: Northlake At OvationSingle Family
Taxes:$12,000
Remarks: Under Construction. Discover elevated living in this thoughtfully designed home at Northlake at Ovation, offering flexible spaces and curated finishes to fit your everyday lifestyle. From the inviting covered lanai to the spacious loft and soaring ceilings, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find neutral and organic textures from the AW Collection Serena. Design upgrades include 8' interior doors, quartz countertops, tiled backsplash, stainless steel appliances and more. Whether you’re hosting gatherings or enjoying quiet evenings at home, the open layout and versatile rooms adapt to your needs. Perfectly located in Winter Garden near some of Central Florida’s most beloved destinations, this home is just 35 minutes from Orlando International Airport, 15 minutes from world-famous Disney theme parks, and 30minutes from charming Celebration. Residents can also enjoy the charm and rich local history of nearby downtown Winter Garden, known for its vibrant shops, and eateries. Paired with great local schools and a peaceful community setting, this home delivers the ideal blend of comfort, convenience, and Central Florida living. Residents also enjoy a clubhouse, community pool, playground areas and dog park.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$681,24073 Days on yellowkey MLS ID: G5112233
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Middle School: Hamlin Middle
Remarks: Virtually Staged. Pre-Construction. To be built. The Davis Plan by Dream Finders Homes is a spacious two-story residence designed for modern living. Offering approximately 2,802 square feet of living space, this home features four bedrooms and two and a half bathrooms. The open-concept design seamlessly connects the great room, kitchen, and dining area, creating an ideal space for entertaining. The owner's suite serves as a private retreat, complete with a generous walk-in closet and an en-suite bathroom. Additional highlights include a two-car garage and a versatile flex room that can be customized to suit your needs. SAMPLE IMAGE
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15511 CAMPDEN ST, WINTER GARDEN, FL 34787
$395,00050 Days on yellowkey MLS ID: O6413461
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 2011Monthly Fee: $369 Tax: $5,471 (2024)Community: Stoneybrook West ITownhouse
Taxes:$5,471
Remarks: Located in the Stoneybrook West area of Winter Garden. Large townhouse offering 3 bedrooms and 2.5 bathrooms upgraded with ceramic tile floors on first floor, granite counter tops, and updated stainless steel appliances. Newer air conditioning system. The townhouses at Westbrook have new roofs and exterior paint. Community pool/playground and excellent schools.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
402 E MAPLE ST, WINTER GARDEN, FL 34787
$900,00042 Days on yellowkey MLS ID: O6412747
Bed: 6 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 2876 Built: 2021 Tax: $7,658 (2025)Community: East Garden Manor Add 03 RepSingle Family
Taxes:$7,658
Elementary School: Maxey Elem
Remarks: 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.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Dorman (407-948-8295)
17350 WILD DAISY DR, WINTER GARDEN, FL 34787
$910,51036 Days on yellowkey MLS ID: G5113976
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4236 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: Virtually Staged. Under Construction. Pre Design Center Pricing Sample Image Welcome to this beautifully designed newer-construction home in the highly sought-after Hamlin Meadows community of Winter Garden, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. Pricing does not include design selections; you have the opportunity to customize the home to fit your taste
14903 DRIFTWATER DR, WINTER GARDEN, FL 34787
$380,00045 Days on yellowkey MLS ID: S5151359
REDUCED by $10,000 (2.6%) on 06/24/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1745 Built: 2015Monthly Fee: $402 Tax: $6,152 (2025)Community: Signature Lakes Ph 3B-6Townhouse
Taxes:$6,152
Remarks: Well keep and move in ready corner unit townhouse at the beautiful signature lake at winter garden ,brand new vinyl plank floor at the first floor this 3 bedroom and 2.5 bath room townhouse have 1750 sqft and feature big court yard between the garage you can enjoy the outdoors living on the big courtyard , the oversize front porch is welcome to their new owner , the first floor feature all ceramic title ,have living room and the work space at the front the house and the the kitchen offer gorgeous granite counter tops , wood cabinet and pendant lighting , open up the family room , also have powder room at the first floor , upstair you have 3 bedroom big walk in closet at the master bedroom and dual sink at the master bathroom and one more full bath to share for the other bedroom , signature lake is sought after community at winter garden , feature resort style pool and state of the art gym and club house many event for the residence for the community , grade A school . it is close located next to the Hamlin shopping center and the winter garden village close to 429 and 535 , the HOA fee include cable include HBO and high speed internet from sepcturm . , this is turn key townhouse is ideal for who enjoy low maintenance lifestyle .
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
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