Displaying: For Sale
Location: Winter Garden
Property Type(s): Townhomes
Price: $300,000 to $399,000
Do Not Show Listings
Winter Garden - 22 properties found
15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$355,000110 Days on yellowkey MLS ID: O6386823
3 Days Off yellowkey (back on 6/22/2026)
REDUCED by $5,000 (1.4%) on 05/25/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1276 Built: 2024Monthly Fee: $200 Tax: $5,492 (2025)Community: Osprey Ranch - Phase 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,492
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the area’s most desirable newer communities. Step inside to discover a light, bright, OPEN CONCEPT living, dining and kitchen designed for everyday comfort and easy entertaining. TILE FLOORS run throughout the main level, creating a clean, modern look, while large windows bring in natural light and offer pleasant green space views out front. The on-trend kitchen is the heart of the home, featuring STAINLESS STEEL APPLIANCES, abundant cabinet and counter space, pantry storage and a seamless connection to the dining area, where an upgraded light fixture adds a stylish focal point. Just off the kitchen you will find a convenient laundry room and a half bath on the main floor, making daily living effortless. Upstairs, the SPLIT BEDROOM layout provides privacy and spaciousness, with large bedrooms that feel comfortable and inviting. The PRIMARY SUITE sits at the front of the home, offering a WALK-IN CLOSET and private en-suite bath, while the second bedroom is situated at the back with access to the second full bath, ideal for guests, family or a home office. Outside, enjoy charming curb appeal with a large COVERED FRONT PORCH and a paver driveway leading to a rear-facing one-car garage with alley access, providing both convenient parking and additional storage. Life in Osprey Ranch means enjoying an AMENITY-RICH COMMUNITY with a resort-style pool, covered pavilion, tot lot, dedicated dog park and scenic hiking and biking trails – perfect for getting outside and connecting with neighbors. The location just off Avalon Road with easy access to the 429, puts you just minutes from shopping, dining, resort areas and Orlando’s world-famous theme parks. This home is zoned for TOP-RATED SCHOOLS, including Horizon High School. Whether you are looking for a full-time primary residence, a low-maintenance Florida lifestyle, or the perfect home base for Disney adventures, this modern Winter Garden townhome delivers style, comfort and convenience all in one exceptional package. Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
$398,00095 Days on yellowkey MLS ID: O6392207
REDUCED by $27,000 (6.4%) on 06/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2017Monthly Fee: $353 Tax: $6,791 (2025)Community: Highlands/Summerlake Grvs Ph 1Townhouse
Taxes:$6,791
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhouse available in the great Summerlake community of Winter Garden. This home features an open floor plan, spacious living areas, and a 2-car garage. An additional room at the front of the house offers the perfect space for a home office or flex room. The Summerlake community provides exceptional amenities, including a pool, playground and dog park. Conveniently located near A-rated schools – Summerlake Elementary, Hamlin Middle, and Horizon High. Nestled in the heart of Winter Garden, this home is just minutes from world-class shopping, dining, and entertainment. Enjoy proximity to Disney, major highways, and the bustling Hamlin Town Center. Winter Garden is known for its charming downtown, weekly farmers markets, and vibrant community events, making it one of Central Florida’s most desirable places to live.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Ligia Coelho (321-888-0461)
15615 HONEYBELL DR, WINTER GARDEN, FL 34787
$389,90042 Days on yellowkey MLS ID: O6406267
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $418 Tax: $6,085 (2025)Community: Hamlin ReserveTownhouse
Taxes:$6,085
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated townhome in the highly desirable Hamlin Reserve community of Winter Garden, offering the perfect blend of comfort, style, and low-maintenance living. This move-in ready home stands out from the competition with fresh interior paint and brand new flooring, creating a clean, modern feel from the moment you walk in. Featuring a functional and spacious layout, this property is ideal for both primary residence buyers and investors seeking a well-maintained home in a prime location. Bright, open living spaces flow seamlessly, making it perfect for everyday living and entertaining. Located in Hamlin Reserve, you’ll enjoy easy access to Hamlin Town Center, shopping, dining, and major highways, and you are just a short drive to Walt Disney World, making this area highly attractive for both homeowners and long-term investment potential. You’re also minutes from Horizon West and everything Winter Garden has to offer. As a townhome, it provides the benefit of lower maintenance compared to single-family homes, making it an excellent option for busy homeowners or those looking for a lock-and-leave lifestyle. With its recent upgrades, prime location, and standout condition, this home is a rare opportunity in today’s market. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Arturo Ortiz (407-502-8752)
13759 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787
$328,50033 Days on yellowkey MLS ID: O6409757
REDUCED by $11,500 (3.4%) on 06/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1647 Built: 2007Monthly Fee: $206 Tax: $855 (2025)Community: Orchard A1-A26 B1 B2 C D1-D4Townhouse
Taxes:$855
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: This home provides modern comfort, thoughtful design, and an unbeatable Winter Garden location. This beautifully maintained home features an open and inviting floor plan with plenty of natural light, creating a warm and welcoming atmosphere from the moment you walk in. The spacious kitchen is designed for both everyday living and entertaining, complete with generous counter space, ample cabinetry, and seamless flow into the main living areas. The bedrooms provide flexibility for family, guests, or a home office setup, while the primary suite provides a relaxing private escape with well appointed finishes and plenty of space to unwind. The photos of the living room and bedrooms have been virtually staged to showcase the home's beautiful potential and help buyers envision the possibilities. Enjoy living just minutes from shopping, dining, entertainment, and top rated schools, with convenient access to Hamlin, downtown Winter Garden, Disney, and major roadways throughout Central Florida. Residents also enjoy community amenities including a pool area, playground, scenic surroundings, and a strong sense of community. This is an incredible opportunity to own a home in one of Winter Garden’s most sought after locations.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
13527 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$335,00039 Days on yellowkey MLS ID: O6408480
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1365 Built: 2004Monthly Fee: $320 Tax: $3,745 (2025)Community: Daniels Lndg A-JTownhouse
Taxes:$3,745
Remarks: Beautiful maintained 3 bedroom 2.5 bath townhome located in the highly desirable DANIELS LANDING community in WINTER GARDEN. This property features recent mayor updates including brand new carpet. Rooms on second floor. It has a screened porch to enjoy the afternoons with family and friends. Spacious layout, ideal location and low maintenance living make this property a standout. Top rated schools. Community amenities included gated access, pool, a clubhouse, fitness center and a playground. Conveniently located near Winter Garden Villages that offers shopping and gathering opportunities for everyone needs! Close to Mayor highways Turnpike, 429 and I-4. Minutes from Disney World and many other attractions! Great as a primary home or investment opportunity. A must see today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Julieta Kraponick (407-432-5102)
13232 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$350,00022 Days on yellowkey MLS ID: G5112999
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1232 Built: 2005Monthly Fee: $320 Tax: $4,210 (2025)Community: Daniels Lndg A-JSpa: NoTownhouse
Taxes:$4,210
Remarks: Welcome to this beautifully maintained unfurnished 2-story townhouse located in the gated community of Daniels Landing. Surrounded by attractive landscaping, this charming 2-bedroom, 3-bath home offers a spacious and functional layout designed for comfortable living. Step inside to find a freshly repainted interior, high ceilings, laminate flooring, and an open-concept floor plan that seamlessly connects the combined living and dining areas, creating an inviting space for both relaxing and entertaining. The kitchen is equipped with stainless steel appliances and offers ample cabinet and counter space for everyday convenience. Upstairs, the spacious primary suite features a private ensuite bath, providing a peaceful retreat at the end of the day. Additional highlights include a 2-car garage and a private enclosed courtyard with vinyl fencing—perfect for outdoor dining, entertaining, or enjoying your own quiet outdoor space. Located in the desirable gated community of Daniels Landing, this home combines comfort, style, and convenience in one exceptional property.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Gillian Redman (863-521-7329)
15353 OAK APPLE CT, WINTER GARDEN, FL 34787
$347,50090 Days on yellowkey MLS ID: O6393663
REDUCED by $2,500 (0.7%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1699 Built: 2008Monthly Fee: $283 Tax: $1,863 (2025)Community: Tucker Oaks Bldg 5Townhouse
Taxes:$1,863
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this spacious 3 bedroom 2.5 bath home situated on a quiet cul-de-sac with no rear neighbors and low HOA in the highly desirable Winter Garden area! This well maintained property features an open and functional floor plan with generous living spaces and abundant natural light, ideal for both everyday living and entertaining. The kitchen offers ample cabinet and counter space, flowing seamlessly into the main living areas. The primary suite provides a comfortable retreat with a private bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private screened patio perfect for relaxing or hosting gatherings. Prime location, just minutes from everything Winter Garden has to offer! Conveniently located near shopping, dining, and entertainment with easy access to Highway 50 and the Florida Turnpike. Don’t miss this opportunity, schedule your private showing today!
Listing is courtesy of: EPIC REAL ESTATE ADVISORS LLC (407-495-3672)
Listing Agent: Julian Torres, Jr (407-361-7546)
1437 SCARLET OAK LOOP, WINTER GARDEN, FL 34787
$350,00018 Days on yellowkey MLS ID: O6411620
1 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1684 Built: 2014Monthly Fee: $300 Tax: $3,213 (2025)Community: Tucker OaksTownhouse
Taxes:$3,213
Middle School: Lakeview Middle
Remarks: Don't miss this opportunity to own a well-maintained townhome in the sought-after gated community of Tucker Oaks. Featuring 3 bedrooms, 2.5 bathrooms, a 2-car garage, this home offers the perfect blend of comfort, convenience, and value. The open floor plan provides spacious living and dining areas, ideal for both everyday living and entertaining. A major recent improvement includes a roof installed in 2025, offering added peace of mind for years to come. Residents enjoy an array of community amenities, including a clubhouse, community pool, park, and playground. Ideally located just minutes from Historic Downtown Winter Garden, the West Orange Trail, shopping, dining, and major commuter routes including SR 429 and the Florida Turnpike, this home offers low-maintenance living with convenient access to everything Winter Garden has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
14090 AVENUE OF THE GROVES, WINTER GARDEN, FL 34787
$335,00052 Days on yellowkey MLS ID: O6404288
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $4,000 (1.2%) on 05/27/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1116 Built: 2011Monthly Fee: $415 Tax: $2,320 (2025)Community: IndependanceTownhouse
Taxes:$2,320
Remarks: Under contract-accepting backup offers. Experience the perfect blend of modern updates, resort-style amenities, and Disney-area convenience in this beautifully renovated townhouse located in the highly desirable Independence community. Thoughtfully updated throughout, the home features stylish new flooring, fresh interior paint, modern lighting fixtures, and a brand-new roof—providing a truly move-in-ready experience. The inviting living area enjoys peaceful, unobstructed views with no front-facing neighbors, creating the perfect backdrop to enjoy the Magic Kingdom’s dazzling nightly fireworks. Ample guest parking is conveniently located directly in front of the home, adding to the everyday convenience. Step outside to a spacious backyard and enjoy the covered walkway leading to the two-car garage—an ideal combination of comfort and functionality. Residents of Independence enjoy access to two resort-style clubhouses featuring pools, state-of-the-art fitness centers, tennis and basketball courts, and playgrounds, offering endless opportunities for recreation and relaxation. The HOA includes internet, cable, exterior maintenance, grounds maintenance, and pest control, making this property an excellent choice as a primary residence, vacation home, or investment opportunity.
Listing is courtesy of: RE/MAX TOWN CENTRE (407-996-3200)
Listing Agent: Fernando Barragan (407-325-1085)
15381 HONEYBELL DR, WINTER GARDEN, FL 34787
$399,00092 Days on yellowkey MLS ID: O6391881
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $6,000 (1.5%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2034 Built: 2016Monthly Fee: $418 Tax: $4,853 (2025)Community: Hamlin ReserveTownhouse
Taxes:$4,853
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Under contract-accepting backup offers. Resort-Style Living in the Heart of Hamlin! Discover the convenience of a walkable Winter Garden lifestyle in this spacious executive townhome featuring 4 bedrooms, 3 full baths, and over 2,000 square feet of versatile living space. A coveted first-floor bedroom offers flexibility for guests, remote work, or multigenerational living, while the private patio and two-car garage add everyday convenience. Located directly across from the community pool and playground, this prime location makes it easy to enjoy the neighborhood's recreational-style amenities. Just minutes from shopping, dining, entertainment, and major roadways, this move-in-ready home combines space, location, and lifestyle in one exceptional package. The main level showcases an open-concept floor plan featuring a spacious guest bedroom and full bath — ideal for a home office, guest suite, or flexible living space. The well-appointed kitchen is designed for both everyday living and entertaining, complete with a large granite island, stainless steel appliances, abundant cabinetry, and a generous walk-in pantry. A private, partially covered courtyard offers a comfortable outdoor space and leads to an oversized rear-entry two-car garage. The second level features a split floor plan with three bedrooms, two full baths and a laundry room. Relax and unwind in the serene primary suite, complete with a private balcony offering picturesque views of the pool and playground, an ideal vantage point for nightly views of Walt Disney World fireworks. The primary suite also includes an en-suite bath with dual vanities, a glass-enclosed shower and a generously sized walk-in closet. Residents enjoy a maintenance-free lifestyle with HOA-covered exterior care, landscaping, roofing and access to a plethora of amenities including a pool, clubhouse, playground, dog park and scenic green spaces, all just near your front door. Location truly sets this property apart — just a short walk or five-minute drive to Hamlin Town Center. You’ll experience a vibrant, accessible community with boutique shopping, dining and entertainment, including Cinépolis Luxury Cinemas. Also near Orlando Health Horizon West Hospital, Orange County National Golf Center and Horizon West Regional Park, plus easy access to major highways. A 2016 roof (HOA maintains), 2016 air conditioner and 2026 water heater.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jj Mackle (321-217-9553)
1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787
$345,000126 Days on yellowkey MLS ID: S5143993
REDUCED by $4,000 (1.1%) on 05/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2012Monthly Fee: $282 Tax: $3,423 (2024)Community: Tucker OaksTownhouse
Taxes:$3,423
Tax Year: 2024
Remarks: Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout. The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to the living and dining areas, plus a generous laundry room and half bath. The second level offers three generously sized bedrooms, including a comfortable owner’s suite featuring high-velocity impact windows for added efficiency and peace of mind, along with a spacious primary bathroom complete with a relaxing garden tub. The two additional bedrooms share a well-maintained hall bath. Major updates provide peace of mind: NEW A/C (2025), NEW roof (2024), and hot water heater (2023). The attached two-car garage offers secure parking and valuable additional storage space. Residents enjoy access to the community pool — ideal for relaxing weekends or cooling off on warm Florida days. Centrally located just off Route 50 with easy access to major highways, this home is minutes from historic downtown Winter Garden, known for its charming shops, dining options, weekly Farmers Market, and events throughout the year. Outdoor enthusiasts will love the proximity to the West Orange Trail and Oakland Nature Preserve as well as the Arts and Heritage Center in Town of Oakland. The new Costco in Clermont adds even more convenience. Move-in ready and waiting for its next owner, this condo offers low-maintenance living in a prime location. Schedule your private showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
15182 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$384,990109 Days on yellowkey MLS ID: O6382211
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,910 (1.3%) on 05/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1844 Built: 2018Monthly Fee: $346 Tax: $3,222 (2024)Community: Hickory Hammock Ph 2BTownhouse
Taxes:$3,222
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. Welcome to 15183 Sunrise Grove Court, a beautiful townhome located in the highly sought-after Hickory Hammock community in Winter Garden, Florida, where comfort, lifestyle, and an excellent location come together perfectly. Offering 1,844 square feet of living space and 2,393 total square feet, this property features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing the layout and space today’s families truly value. From the moment you enter, you are welcomed by a bright, open design filled with natural light that creates a sense of spaciousness and warmth. The seamless connection between the living room, dining area, and kitchen creates the perfect environment for family gatherings, entertaining guests, or simply enjoying everyday life in comfort. The kitchen becomes the heart of the home, strategically connected to the main living areas so you can always stay part of every moment. Whether hosting special gatherings or enjoying quiet evenings at home, this space easily adapts to your lifestyle. On the second level, the primary suite offers a private retreat ideal for rest and relaxation. Spacious and thoughtfully designed, it provides both comfort and privacy. The additional bedrooms are versatile and can easily be used as family bedrooms, guest rooms, or a home office. Hickory Hammock is more than just a community—it’s a lifestyle. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, playground, and scenic walking trails surrounded by beautifully maintained green spaces. It’s a place where neighbors connect, families spend time together, and the atmosphere is peaceful and welcoming. Strategically located in Winter Garden near Horizon West, the property offers convenient access to highly rated schools, shopping centers, restaurants, major roadways, and the charm of Historic Downtown Winter Garden. It is also just a short drive from Orlando’s major employment centers and the area’s most popular attractions. Homes in this community are highly sought after and do not stay on the market for long. If you are looking for a home that combines space, comfort, and a true sense of belonging, 15183 Sunrise Grove Court may be exactly what you have been waiting for. Schedule your private showing today and come experience it in person.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Natsue Siqueira (407-722-0850)
14903 DRIFTWATER DR, WINTER GARDEN, FL 34787
$390,00015 Days on yellowkey MLS ID: S5151359
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)
833 BENDING OAK TRL, WINTER GARDEN, FL 34787
$399,00046 Days on yellowkey MLS ID: O6403683
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $26,000 (6.1%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1789 Built: 2009Monthly Fee: $447 Tax: $4,032 (2025)Community: Oaks/Brandy Lake OTownhouse
Taxes:$4,032
Elementary School: Tildenville Elem
Remarks: Under contract-accepting backup offers. Beautifully maintained and truly turn-key, this 3-bedroom, 2.5-bath townhome is the kind of home where you can simply move in and start enjoying everything Winter Garden has to offer from day one, all while being located in the highly sought-after Golf Cart District just moments from the heart of charming Downtown Winter Garden! From the moment you walk in, you’re welcomed by bright, open living spaces, thoughtful design, and timeless finishes that make the home feel warm, elevated, and instantly inviting. Plantation shutters throughout add that polished custom touch, while the open-concept layout creates the perfect flow for both everyday living and entertaining. Upstairs, the spacious primary suite feels like its own private retreat, thoughtfully positioned away from the guest rooms so you can truly enjoy your own space. Wake up to beautiful open skies and unwind each evening with stunning sunset views right from your bedroom. This is townhome living exactly how it should be. Where else in Winter Garden can you enjoy a home like this, have pool access just a short walk away, and spend your weekends enjoying life instead of worrying about exterior upkeep? Lock it, leave it, travel when you want, and come home to a space that always feels effortlessly cared for. And the location? It’s hard to beat! Bending Oak Trail offers that true neighborhood feel with peaceful evening walks, friendly neighbors, and a sense of community that makes you feel right at home, all while being just moments from the heart of Downtown Winter Garden—one of Central Florida’s most beloved downtowns, known for its brick-lined streets, incredible local restaurants, charming boutiques, cozy coffee shops, weekend Farmer’s Market, and year-round community events that make this area so special. Hop on your golf cart and head down Plant Street for your morning coffee, dinner with friends, shopping, or an evening stroll. Even better, you’re right next to the West Orange Trail, making morning bike rides, walks, and outdoor living part of your everyday lifestyle. With quick access to 429, the Turnpike, SR-50, Disney, Downtown Orlando, and Orlando International Airport, convenience is seamlessly built into daily life. Winter Garden continues to be one of Central Florida’s most sought-after communities, and opportunities to own something this move-in ready, this well-located, and at this price point are incredibly hard to find.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
15511 CAMPDEN ST, WINTER GARDEN, FL 34787
$395,00020 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. Townhouse is tenant occupied until 6/26/2026. 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)
13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$310,500103 Days on yellowkey MLS ID: O6390396
4 Days Off yellowkey (back on 6/3/2026)
REDUCED by $9,000 (2.8%) on 04/30/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1293 Built: 2005Monthly Fee: $320 Tax: $3,091 (2025)Community: Daniels Landing A-JTownhouse
Taxes:$3,091
Remarks: Under contract-accepting backup offers. Don't Miss This Rare End Unit Opportunity in Sought After Daniels Landing! This spacious Bermuda Model Townhome, is the largest 2-bedroom floor plan in the highly desirable gated community of Daniels Landing. This unit is directly located across from the clubhouse and recreation building. It is a beautifully updated end unit that offers abundant natural light thanks to additional windows and features updated luxury vinyl flooring throughout all levels, creating a bright and modern living space. The spacious kitchen includes all new appliances, 42" cabinets and Silestone counters. The kitchen features a cozy breakfast nook that opens to a lovely private fenced brick paver courtyard perfect for relaxing or entertaining. Just beyond the courtyard is a detached oversized 1.5 car garage with automatic opener, attic storage, rear alley access, and additional guest parking. Upstairs, the primary suite features a private en-suite bath and two closets, including a large walk-in, while the second bedroom and full bath provide comfortable space for guests, family, or a home office. Additional highlights include a downstairs laundry room with washer and dryer, beautifully updated powder room, updated lighting, new roof (2025), fresh interior and exterior paint. Enjoy low HOA fees that cover exterior maintenance, roof replacement, landscaping, basic cable, high speed internet, and security monitoring - making this an excellent option for low maintenance primary living or investment potential. Residents of Daniels Landing enjoy resort style amenities, including gated entry, a sparkling community pool, clubhouse with fitness center, recreation facility, walking trails, and playground. Ideally located just minutes from Winter Garden Village, AdventHealth, and Downtown Winter Garden’s shops and restaurants, with quick access to SR-429, SR-408, and I-4. Plus, you’re conveniently close to Disney’s back gate, making this an ideal location for cast members and area professionals. Don’t Miss This Exceptional Opportunity - Schedule Your Private Showing Today! Won't Last Long - A Must See.
Listing Agent: Gabriel Arroyo (516-661-0075)
15591 HONEYBELL DR, WINTER GARDEN, FL 34787
$389,90037 Days on yellowkey MLS ID: O6408635
1 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $418 Tax: $5,979 (2025)Community: Hamlin ReserveTownhouse
Taxes:$5,979
Remarks: A home that doesn’t just offer a place to live—but a lifestyle to love. Experience modern living at its finest in this beautifully appointed home, privately set within one of Hamlin’s most desirable locations. A chef inspired kitchen showcases sleek 42" cabinetry, quartz surfaces, a generous island with designer lighting, and top tier appliances. The fenced backyard with elegant brick pavers leads to a rear entry 2 car garage, creating a seamless blend of style and function. The refined primary suite features a spacious walk in closet and a spa like bath with dual vanities, while upstairs laundry adds everyday convenience. Perched at one of Hamlin’s highest elevations, this residence offers unmatched access to luxury amenities, scenic trails, waterfront leisure, premier dining, boutique shopping, and the renowned Winter Garden lifestyle. A sophisticated retreat in a community experiencing exceptional growth. Sunset walks along the water, weekend movies at the luxury theater, fresh finds at the local markets, and endless dining and shopping options. Just minutes from Winter Garden Village and the charm of historic Plant Street, this is a place where convenience meets connection, and where every day feels a little more inspired.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Claudia Panella (407-947-5026)
2120 GOPHER TORTOISE TER, WINTER GARDEN, FL 34787
$379,90024 Days on yellowkey MLS ID: O6412229
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1620 Built: 2020Monthly Fee: $425 Tax: $4,146 (2025)Community: Longleaf/Oakland RepTownhouse
Taxes:$4,146
Remarks: Located in the heart of Oakland, Florida, 2120 Gopher Tortoise Terrace offers the perfect blend of modern comfort, thoughtful upgrades, and an exceptional location surrounded by nature and convenience. This beautifully cared for 3 bedroom, 2.5 bathroom townhome also presents a rare opportunity for qualified buyers to potentially assume the seller’s attractive 2.75% mortgage rate, subject to lender approval, creating the possibility for substantial savings compared to current market rates. Inside, the home welcomes you with an airy open-concept design filled with natural light and stylish laminate flooring that carries throughout the main living spaces. The spacious layout connects the living, dining, and kitchen areas seamlessly, creating an ideal setup for both everyday living and entertaining guests. The kitchen has been designed with both function and style in mind, featuring granite countertops, stainless steel appliances, a large center island with seating, and a modern tile backsplash that adds a clean, upscale touch. Several custom improvements throughout the home elevate the overall experience, including upgraded pantry organization, custom shelving in the laundry room with a built-in drying pole, and professionally designed closet systems for enhanced storage and convenience. Upstairs, the primary suite serves as a relaxing private retreat, complete with a custom walk-in closet and an upgraded en-suite bathroom featuring raised countertops and a frameless glass shower. The additional bedrooms offer flexibility for family, visitors, or a dedicated home office space. Outside, the private paved courtyard creates a peaceful setting for morning coffee, outdoor dining, or relaxing evenings with friends and family. The surrounding location is one of the home’s standout features. Positioned directly across from the West Orange Trail, residents enjoy immediate access to miles of scenic walking, running, and biking paths. Just nearby, the Oakland Nature Preserve provides beautiful natural surroundings, wildlife, and additional trails to explore. The home is also conveniently close to Downtown Winter Garden, a highly sought-after destination known for its award-winning farmers market, local restaurants, boutique shopping, and year-round events that create a true sense of community. Combining a prime location, quality upgrades, and a welcoming layout, this home delivers an exceptional lifestyle opportunity in one of Central Florida’s most desirable areas.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
14002 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787
$345,00041 Days on yellowkey MLS ID: S5149866
1 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1271 Built: 2012Monthly Fee: $429 Tax: $5,146 (2025)Community: Signature Lks-Pcl 01D Ph 01Townhouse
Taxes:$5,146
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Independence — one of Winter Garden’s most sought-after communities in the heart of Horizon West. This well-maintained 2-bedroom, 2.5-bath townhome offers over 1,270 square feet of comfortable living space with a functional layout, private courtyard, and rear-entry 2-car garage. Inside, you’ll find an open-concept main level designed for both everyday living and entertaining, with spacious living and dining areas flowing seamlessly into the kitchen. Upstairs, both bedrooms feature private en-suite bathrooms, creating an ideal setup for guests, roommates, or a flexible work-from-home lifestyle. Enjoy outdoor living in the private courtyard space between the home and garage — perfect for relaxing, grilling, or creating your own outdoor retreat. Located in the highly desirable Independence community, residents enjoy resort-style amenities including multiple pools, fitness centers, tennis courts, basketball courts, playgrounds, dog parks, walking trails, clubhouse access, and private lake access to Lake Hancock. The HOA also includes exterior maintenance, landscaping, cable, and high-speed internet for added convenience. Ideally situated just minutes from Hamlin Town Center, Walt Disney World, shopping, dining, and major roadways, this home offers the perfect combination of location, lifestyle, and low-maintenance living in one of Central Florida’s fastest-growing areas.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Scarlett Williams, Pa (863-670-2315)
13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787
$359,900100 Days on yellowkey MLS ID: O6390740
0 Days Off yellowkey (back on 5/7/2026)
REDUCED by $10,000 (2.7%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1590 Built: 2007Monthly Fee: $333 Tax: $4,756 (2025)Community: Orchard A1-A26 B1 B2 C D1-D4Townhouse
Taxes:$4,756
Remarks: Under contract-accepting backup offers. Welcome to The Orchard, a tidy gated community of townhomes in sought-after Winter Garden. This residence blends modern comfort with low-maintenance living, offering a bright, open layout that feels inviting from the moment you step inside. Thoughtful upgrades elevate every space—stylish flooring, fresh finishes, and a contemporary color palette create a clean, move-in-ready atmosphere. The kitchen serves as the heart of the home, featuring new appliances, fine cabinetry, sleek countertops, and a functional layout ideal for everyday living. The open-concept living and dining areas flow seamlessly to a private outdoor space, perfect for morning coffee or unwinding at the end of the day. Upstairs, spacious bedrooms provide comfort and flexibility, while the primary suite offers a peaceful retreat with generous closet space and an updated en-suite bath. A dedicated laundry area and attached garage add convenience to the home’s thoughtful design. Residents of The Orchard enjoy gated security, a tranquil pool area and playground, and a prime Winter Garden location just minutes from shopping, dining, top-rated schools, and the charm of downtown Winter Garden. Tastefully updated, well-maintained, and ideally located—this townhome is the perfect blend of style and convenience.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
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