Displaying: For Sale
Location: Winter Garden
Property Type(s): Townhomes
Do Not Show Listings
Winter Garden - 111 properties found
12036 HOLYSTONE ST, WINTER GARDEN, FL 34787
$455,000151 Days on yellowkey MLS ID: S5139531
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2022Monthly Fee: $256 Tax: $6,116 (2024)Community: Waterleigh Ph 4ATownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,116
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This townhome stands out with its bright, open layout and an exceptionally versatile design. As you step inside, you’re welcomed by a spacious first floor with a seamless flow between the living room, dining area, and kitchen—perfect for everyday living and entertaining. The kitchen features granite countertops, a breakfast bar, and a convenient pantry closet. A half bath is also located on the main level for added ease.Upstairs, you’ll find all three well-appointed bedrooms along with a generous flex space enclosed with sliding doors, ideal for a home office, media room, playroom, or guest area—whatever your lifestyle needs. The primary suite includes a walk-in closet and a private bathroom with a granite dual-sink vanity and a tiled shower. The split layout provides separation from the additional two bedrooms, enhancing privacy and comfort. Nestled in a thoughtfully designed community, residents enjoy access to multiple clubhouses, fitness centers, resort-style pools, splash zones, playgrounds, dog parks, sports courts, scenic walking paths, lakeside pavilions, mini-golf, sand volleyball, and peaceful spots to enjoy the sunset.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Santiago Actis (689-248-5695)
18179 CIDER MILL LN, WINTER GARDEN, FL 34787
$419,99020 Days on yellowkey MLS ID: O6399141
REDUCED by $5,000 (1.2%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2025Monthly Fee: $204 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Tax Year: 2025
Remarks: Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
18167 CIDER MILL LN, WINTER GARDEN, FL 34787
$469,99066 Days on yellowkey MLS ID: O6386278
REDUCED by $5,000 (1.1%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2025Monthly Fee: $205 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Remarks: Under Construction. Welcome to a charming Sandhill townhome in Waterleigh, offering comfort and modern convenience. Features include 1,816 sq ft, 3 bedrooms, 2.5 baths, a garage, loft space, and smart home technology. The open layout includes a bright living area, gourmet kitchen, and dining space. Upstairs, find spacious bedrooms and a versatile loft. Also includes smart home features that enhance comfort and convenience in this desirable community. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
68 N PARK AVE, WINTER GARDEN, FL 34787
$1,899,00017 Days on yellowkey MLS ID: O6400066
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3555 Built: 2021Monthly Fee: $325 Tax: $15,594 (2025)Community: 30 North ParkTownhouse
Taxes:$15,594
Remarks: Experience the ultimate in luxury urban living at 68 N Park Ave, a stunning 3-story townhome with rooftop deck located in the heart of Historic Downtown Winter Garden. This sophisticated 4-bedroom, 4.5-bathroom residence offers over 3,500 sq. ft. of meticulously designed space, seamlessly blending modern elegance with the charm of the historic district. The open-concept main level features soaring 11-foot ceilings, expansive industrial-style windows, and a chef’s dream kitchen equipped with an oversized quartz island, natural gas appliances, and custom artisan cabinetry. Accessibility is effortless with your own private elevator serving all floors. Retreat to the third-floor master suite, featuring a spa-inspired bath and massive walk-in closet, or host guests in the versatile first-floor bedroom suite. The "wow factor" continues on the 1,200 sq. ft. private rooftop terrace, offering panoramic views of the city skyline—the perfect spot for evening cocktails or watching local fireworks.Location is everything. Leave your car in the 2-car garage and embrace the golf-cart-friendly lifestyle. You are just steps away from: The award-winning Winter Garden Farmers Market, The vibrant Plant Street Market and Crooked Can Brewing Co, The world-class West Orange Trail for biking and running, Boutique shopping, fine dining, and the historic Garden Theatre. Don’t miss this rare opportunity to own a piece of downtown luxury. Schedule your private showing today!
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$239,900170 Days on yellowkey MLS ID: G5104510
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1144 Built: 1985Monthly Fee: $63 Tax: $1,159 (2024)Community: Village Grove Ph 02Townhouse
Taxes:$1,159
Remarks: Motivated sellers!!! Sellers are offering $10,000 in concessions for the renovation of a new kitchen!! Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you’ll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access to the Turnpike and 429, both just 2 miles away. Inside, the home is in excellent condition and features renovated bathrooms along with high ceilings that create a bright, spacious feel. Whether you’re seeking a cozy place to call home or a solid investment property, this townhouse checks all the boxes. Lawn care is included in the HOA, making maintenance effortless. Nestled in a vibrant community and offering one of the best locations in Winter Garden, this townhome won’t stay on the market long. Schedule your showing today and make it yours!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Joshua Cromwell (407-690-8420)
5618 WATER ROSE RD, WINTER GARDEN, FL 34787
$395,00014 Days on yellowkey MLS ID: O6400788
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2016Monthly Fee: $402 Tax: $6,527 (2025)Community: Signature Lakes Ph 3B-6Townhouse
Taxes:$6,527
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-car rear load garage. The kitchen, family room, combination living room and dining room, and a laundry room with washer and dryer are located on the first floor. The upstairs master suite has a private bathroom and a walk-in closet. Independence Townhomes offers residents maintenance-free living without sacrificing amenities. Amenity highlights include an on-site boat launch, swimming pool, fitness center, sports courts, and more! Must see!!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
15182 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$394,90059 Days on yellowkey MLS ID: O6382211
REDUCED by $4,100 (1.0%) on 04/20/2026
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
High School: West Orange High
Middle School: Hamlin Middle
Remarks: 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)
15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787
$489,99027 Days on yellowkey MLS ID: TB8494889
5 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2072 Built: 2026Monthly Fee: $248 Tax: $1,375 (2025)Community: Parkview/HamlinTownhouse
Taxes:$1,375
Remarks: Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an open-concept living room and kitchen ideal for entertaining. The open kitchen is appointed with 42" cabinets, white quartz countertops, and stainless steel GE appliances, while vinyl plank flooring enhances the main living areas with durability and style. A covered lanai provides the perfect space to relax and enjoy Florida living. Designed with interiors inspired by our Foundry Collection, this townhome blends vintage vibes and modern finishes—all set within one of Winter Garden’s most desirable communities near shopping, dining, and everyday conveniences.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787
$535,00089 Days on yellowkey MLS ID: S5142809
REDUCED by $10,000 (1.8%) on 04/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2303 Built: 2018Monthly Fee: $245 Tax: $7,328 (2024)Community: WatermarkTownhouse
Taxes:$7,328
Elementary School: Panther Lake Elementary
High School: Horizon High School
Remarks: Welcome to your new townhome in the always desirable Watermark Terrace community in Winter garden FL! Built in 2019 the two story property stuns upon entry with its open floor plan, double height and beautiful and unique style that was meticulously selected by the owners when they had it built. Enjoy fireworks from the clubhouse viewing deck, a few sets of tennis or a summer afternoon at the community's resort-style swimming pool. Schedule your showing today!!!!
Listing Agent: Marigel Morales (786-403-8101)
1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787
$349,00076 Days on yellowkey MLS ID: S5143993
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
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: Mae Stigell (631-377-1205)
16209 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$399,00039 Days on yellowkey MLS ID: O6392111
3 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1626 Built: 2020Monthly Fee: $286 Tax: $5,581 (2025)Community: Hawksmoor-Ph 3Townhouse
Taxes:$5,581
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Located in the desirable Hawksmoor community in Winter Garden, this well-designed two-story townhome offers a functional layout paired with clean, move-in ready finishes. The main level features a defined entry leading into a dining space that flows into a spacious kitchen equipped with granite countertops, stainless steel appliances, and an oversized island ideal for everyday use and entertaining. The kitchen opens directly to the gathering room, creating a natural connection between spaces while maintaining distinct areas. Just off the living area, a private paver courtyard provides a low-maintenance outdoor setting, perfect for relaxing evenings or hosting guests. Upstairs, the primary suite features a tray ceiling, generous layout, and a well-appointed en suite bath with dual sinks, granite counters, and a glass-enclosed shower. Two additional bedrooms offer flexibility for guests, a home office, or everyday living and share a full bath. Residents of Hawksmoor enjoy access to a clubhouse, community pool, splash pad, fitness center, playground, and a recreational field with full-sized soccer goal posts, enhancing the overall lifestyle experience. Conveniently located near shopping, dining, major roadways, and everything Winter Garden has to offer, this home delivers comfort, convenience, and a strong sense of community.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Iris Glover (203-461-4236)
7036 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$524,900182 Days on yellowkey MLS ID: S5137842
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1914 Built: 2023Monthly Fee: $180 Tax: $750 (2023)Community: MezzanoTownhouse
Taxes:$750
Elementary School: Summerlake Elementary
Tax Year: 2023
Middle School: Horizon West Middle School
Remarks: Motivated Seller-Excellent investment opportunity in the exclusive Mezzano community of Winter Garden. This fantastic Stone House–style townhouse, built in 2023, is currently tenant-occupied through February 28, 2027, providing immediate rental income from day one. The residence features a modern 4-bedroom, 3.5-bathroom layout, including a primary suite on the first floor, a junior suite upstairs, and premium finishes throughout. Designed with an open-concept interior and abundant natural light, the property also includes a private patio and an EV charger. Strategically located just minutes from Hamlin Town Center, Flamingo Crossings, and top-rated A+ schools, it offers long-term value in one of Central Florida’s premier growth corridors. Residents enjoy access to a resort-style pool and playground. This is a turn-key asset for any portfolio seeking a high-quality property in a prime location.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carola Garcia De Montenegro (407-616-5098)
12043 HOLYSTONE ST, WINTER GARDEN, FL 34787
$385,000239 Days on yellowkey MLS ID: O6339950
1 Days Off yellowkey (back on 4/17/2026)
REDUCED by $5,000 (1.3%) on 04/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2023Monthly Fee: $259 Tax: $6,198 (2024)Community: Waterleigh Ph 4ATownhouse
Taxes:$6,198
Elementary School: Waterbridge Elem
Remarks: Under contract-accepting backup offers. Motivated Seller MOVE IN READY . Welcome to Waterleigh community! This townhome has 3 bedroom 2.5 bathroom is conveniently located in Waterleigh Phase 4, near the Elementary and Middle School! It offers a welcoming open concept as you immediately enter the foyer, with plenty of cabinet, double sink, granite countertops and a long kitchen island overlooking the dining space.The community offers great amenities such as pool, gym and a club house.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Ruth Santos (407-808-4766)
9936 GOLDEN LAGOON ALY, WINTER GARDEN, FL 34787
$475,00054 Days on yellowkey MLS ID: O6390052
1 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1816 Built: 2018Monthly Fee: $292 Tax: $3,994 (2025)Community: Waterleigh Phase 2BTownhouse
Taxes:$3,994
Remarks: Under contract-accepting backup offers. Welcome to this beautiful corner-unit Sandhill townhome located in the highly desirable Waterleigh community in Winter Garden. Offering approximately 1,816 sq ft of well-designed living space, this home features 3 bedrooms, 2.5 bathrooms, Enclosed LOFT turned into Office/Den, a private garage, and modern smart-home technology. Positioned in a premium location with no neighbors in front, the property enjoys peaceful lake views and open green space, creating a serene and private setting rarely found in townhome living. As a desirable corner unit, the home also includes a private paver courtyard, providing the perfect outdoor space for BBQs, relaxing evenings, pets, or kids' playtime, combining the convenience of townhome living with the benefit of a yard. The open-concept floor plan offers a bright and inviting living area that flows seamlessly into the gourmet kitchen and dining space, ideal for entertaining or everyday living. Upstairs, the original loft has been thoughtfully converted into an additional bedroom, maximizing functionality and offering extra space for guests, a home office, or a growing family. Residents of Waterleigh enjoy resort-style amenities, scenic lakes, walking trails, parks, playgrounds, and convenient access to shopping, dining, and major highways.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
6524 PASTURELANDS PL, WINTER GARDEN, FL 34787
$505,000101 Days on yellowkey MLS ID: S5141842
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2005Monthly Fee: $285 Tax: $4,804 (2025)Community: Signature LakesTownhouse
Taxes:$4,804
Elementary School: Independence Elementary
Remarks: One full year of ***AHS HOME WARRANTY**This townhome is located in a highly desirable community offering exceptional amenities and long-term value. Featuring 4 bedrooms and 3 full bathrooms, this beautifully upgraded residence stands out with a spacious first-floor bedroom and full bath providing convenience, accessibility, and privacy ideal for guests, multigenerational living, or anyone wishing to avoid stairs. From the moment you arrive, the charming front porch invites you to relax while enjoying peaceful water views. Inside, a spacious formal living and dining room combination showcases elegant wall moldings and refined window trim, creating a warm and inviting atmosphere. Waterproof luxury laminate flooring flows throughout the home, offering both durability and modern style. The first-floor bathroom has been fully remodeled and features a walk-in shower with a rain shower head, marble-look tile walls, glass enclosure, modern lighting, new toilet, and tile flooring.The open layout continues into the gourmet kitchen, equipped with high-end stainless steel appliances, including a Viking range and microwave, a newer three-door Bosch refrigerator, and dishwasher. Granite countertops, ample cabinetry, under-stair storage, and space for casual dining make this kitchen perfect for both everyday living and entertaining. A nearby modern laundry room includes LG stainless steel washer and dryer with pedestal bases designed for comfort and ease of use.The staircase makes a striking impression with elegant wood steps and a matching handrail, leading to the second level where French doors open to a generously sized primary suite filled with natural light. The spa-inspired primary bathroom features a walk-in shower, separate soaking tub, and abundant space. Two additional bedrooms and a full bathroom complete the upper floor. Recent updates include fresh interior paint and a new roof installed in 2024.The rear-entry two-car garage is complemented by a patio area that can easily be fenced to create added privacy or a secure outdoor space for pets. The well-managed HOA includes cable, high-speed internet, and ground maintenance, with exterior painting of the townhomes scheduled soon. Residents enjoy an active, welcoming community with walking trails, a swimming pool, fitness center, and park. Ideally located near top-rated schools, shopping, dining, theme parks, and major attractions, this property offers an exceptional opportunity to own or invest in a location that continues to grow in demand. This home must be seen to be fully appreciated. Schedule your private showing today and take the next step toward securing a property that truly delivers on comfort, lifestyle, and value.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Maritza Jimenez (407-579-8972)
13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787
$359,90050 Days on yellowkey MLS ID: O6390740
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
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: 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)
16551 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787
$414,99046 Days on yellowkey MLS ID: O6392014
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2025Monthly Fee: $205 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Remarks: Charming townhome in Waterleigh with 3 bedrooms, 2.5 baths, smart home technology, and a gourmet kitchen. Features an open living area, spacious bedrooms, and a versatile loft space. Offers modern living with creative and personalized options. It’s also located in a desirable community for tranquility and convenience. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
14267 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787
$350,00048 Days on yellowkey MLS ID: O6390455
0 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1289 Built: 2008Monthly Fee: $139 Tax: $3,450 (2025)Community: Signature Lks-Pcl 01D Ph 01Townhouse
Taxes:$3,450
Remarks: Welcome to this beautifully maintained townhome in the highly desirable Independence community in Winter Garden! This home features 2 bedrooms and 2.5 bathrooms, with both bedrooms offering their own en-suite bathrooms, making it a comfortable and functional layout. Inside, you’ll find several thoughtful updates throughout. The first floor features tile flooring, while the second floor has been updated with luxury vinyl plank flooring. The stairs feature real wood, and custom-fit window shutters on every window add both style and privacy while still letting in plenty of natural light. Out back, you’ll find a spacious paver patio, perfect for relaxing or entertaining. Living in Independence means access to fantastic community amenities, including two pools and two fitness centers. The HOA also covers cable, internet, exterior maintenance, and the roof was recently replaced, adding extra peace of mind for the next owner. The location is another major highlight. You’re just minutes from Hamlin Town Center for shopping, dining, and entertainment, and less than 5 miles from Walt Disney World property, making it easy to enjoy everything the area has to offer while still living in an established neighborhood.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Carly Ruecker (727-776-7962)
13881 EASDALE ALY, WINTER GARDEN, FL 34787
$460,000273 Days on yellowkey MLS ID: O6332674
REDUCED by $10,000 (2.1%) on 04/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2024Monthly Fee: $165 Tax: $1,535 (2024)Community: Westhaven/OvationTownhouse
Taxes:$1,535
Remarks: Modern end-unit Toll Brothers townhome in the heart of Horizon West—just minutes from Walt Disney World—offering nearly 2,000 sq ft of upgraded, low-maintenance living in one of Winter Garden’s most desirable communities. Built in 2024, this 3-bedroom, 2.5-bath residence delivers the feel of new construction without the wait. As an end unit, it is filled with natural light throughout the day and offers enhanced privacy compared to interior units. The open-concept main level connects the kitchen, dining, and living areas seamlessly—ideal for entertaining or everyday living. Upstairs, the spacious primary suite features a walk-in closet and well-appointed private bath, complemented by two additional bedrooms and a versatile loft space. A rare true two-car garage adds convenience and storage not always found in similar townhomes, while HOA-maintained exterior care supports a true lock-and-leave lifestyle. Located in Westhaven at Ovation, residents enjoy proximity to top-rated schools, major roadways, shopping, dining, and Orlando’s world-class attractions—all just a short drive away.
Listing is courtesy of: PARTNERSHIP REALTY INC. (561-355-0270)
Listing Agent: Dawson Spoonley (407-902-3122)
1261 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$255,000100 Days on yellowkey MLS ID: O6372438
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1984Monthly Fee: $63 Tax: $2,520 (2024)Community: Village Grove Phase 2Townhouse
Taxes:$2,520
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to your new home in the heart of Winter Garden! Featuring a brand new roof and water heater 2026! This beautifully designed home offers the perfect blend of comfort, style, and modern amenities, making it an ideal choice for families and individuals alike. Step inside to discover a spacious interior featuring an open kitchen to the living space, providing ample storage and a contemporary feel. The kitchen is equipped with whirlpool matching appliances, granite countertops, also in all bathrooms. Large windows filling the space with natural light that add a touch of elegance. Step outside to your private fenced in backyard, where you can enjoy the Florida sunshine on your patio or host barbecues with friends and family. Residents have access to community amenities such as a swimming pool, playgrounds, and walking trails. Location is key, and this home does not disappoint! Situated in walking distance to downtown Winter Garden, you’ll have easy access to charming shops, renowned restaurants, and the vibrant farmers market held weekly. Plus, you are just a short drive away from all Central Florida attractions, including the beautiful beaches and major highways. With a low monthly HOA fee of just $63, which includes access to a community pool and yard maintenance, you can enjoy a worry-free lifestyle in this fantastic neighborhood. Don’t miss your chance to own this turn key home in one of the most desirable communities. THIS PROPERTY QUALIFIES FOR A $5,000 CREDIT WHEN USING FINANCING WITH PNC BANK LENDER! CERTAIN REQUIREMENTS DO APPLY! Schedule your private showing today and make 1261 Wintergreen Way your new home.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Lygren (407-756-9402)
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