Location: Winter Garden
Do Not Show Listings
10103 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$970,00038 Days on yellowkey MLS ID: O6407394
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4305 Built: 2019Monthly Fee: $159 Tax: $13,406 (2025)Community: Watermark Ph 4Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,406
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Located in the highly desirable Watermark community in Horizon West, this beautifully maintained home offers the perfect combination of space, privacy, and convenience in one of Central Florida’s fastest-growing areas. One of the home’s standout features is the spacious first-floor primary suite, providing both comfort and privacy with an ideal layout for everyday living. The oversized backyard backs directly to a wooded conservation area with no rear neighbors, creating a peaceful setting rarely found in newer communities. Zoned for highly rated schools and just minutes from Hamlin Town Center, Disney, SR-429, and Winter Garden Village, the location offers exceptional access to shopping, dining, entertainment, and major roadways while still maintaining a quiet residential feel. Residents of Watermark enjoy resort-style amenities including a clubhouse, fitness center, tennis courts, playgrounds, walking trails, community pool, and even Disney fireworks views throughout the neighborhood. With generous living spaces, a highly functional layout, and a premium homesite offering both privacy and natural views, this home is a rare opportunity in one of Winter Garden’s most sought-after communities.
Listing is courtesy of: AMERICA REAL ESTATE COMPANY LL (407-234-5219)
Listing Agent: Wendy Wu (407-276-3691)
15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787
$574,99040 Days on yellowkey MLS ID: O6407942
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2040 Built: 2018Monthly Fee: $342 Tax: $8,434 (2025)Community: Waterleigh Ph 1ASpa: NoSingle Family
Taxes:$8,434
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Nestled within the exclusive Marina Bay enclave of Waterleigh, one of Horizon West’s most sought-after luxury communities, this beautifully upgraded 3-bedroom, 3-full-bathroom single-story home built in 2018 offers a rare combination of privacy, tranquility, and resort-style living. Marina Bay is a completed, quiet hideaway tucked away from the newer phases of the community with ongoing home construction and through traffic, while still offering access to Waterleigh’s extensive luxury amenities. Positioned on a peaceful cul-de-sac with a charming garden park at its center, this home enjoys a serene setting where neighbors gather to enjoy nightly Walt Disney World Resort fireworks views visible from the park, front porch, and multiple scenic areas throughout the community. Freshly repainted in Spring 2026, the home showcases thoughtful upgrades throughout. Inside, luxury vinyl plank flooring installed in 2025 flows through the main living areas, complementing the open-concept design with both style and durability. One standout feature is the oversized 3-car tandem garage with overhead storage racks, offering exceptional storage space rarely found in comparable homes. But you won’t need to store lawn care equipment. The HOA provides professional lawn maintenance including mowing, edging, weeding, landscape care, and irrigation maintenance for truly low-maintenance living. Outdoor living is equally impressive. The fully fenced backyard offers exceptional privacy thanks to the premium corner lot location tucked away from major roads and traffic. In 2025, the screened lanai was expanded with an extended paver patio, creating the perfect setting for entertaining, outdoor dining, or relaxing while enjoying breathtaking sunset views over the lake to the west. A dedicated paver pad for trash and recycling bins hidden behind landscaping was also added in 2025. Life in Waterleigh is designed to feel like an upscale resort vacation year-round, with scenic lakes, trails, parks, and gathering spaces woven naturally throughout the community. Residents enjoy multiple resort-style amenity centers, fitness centers, pools, playgrounds, sports fields, fishing, beach volleyball, hammock beach areas, scenic walking trails, dog parks, and even a private mini-golf course — a rare feature that helps set Waterleigh apart. Located minutes from State Road 429, the home offers quick access to Universal Orlando Resort, Walt Disney World Resort, Downtown Orlando, and Orlando International Airport. Nearby Hamlin features upscale dining, entertainment, luxury cinemas, and top-rated schools, while Downtown Winter Garden offers charming boutiques, dining, farmers markets, and historic charm. From the peaceful cul-de-sac setting and nightly Disney fireworks to the lake views, luxury upgrades, oversized garage, and unmatched amenity package, this home offers an exceptional opportunity to enjoy one of Horizon West’s premier resort-style communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erin Rison (407-844-8168)
17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787
$1,199,99974 Days on yellowkey MLS ID: O6397109
Bed: 4 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 2246 Built: 1977 Tax: $9,794 (2025)Community: Mt Park Orange GroveSingle Family
Taxes:$9,794
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Rare opportunity to own 6.8 acres in the heart of Horizon West! Zoned A1 with NO HOA. Zoned for top rated schools. Bring your horses, goats, chickens and build your dream home. The property is located at the end of a dead end street. Very private and isolated. One side of the property is flanked by retention ponds, the other side is the future home of a community park, and far in the backyard is Hamlin Elementary and Middle Schools. The home has been gutted and ready to customize your ideal floor plan. Plenty of room on the land to add a barn, ADU, or workshop. The lot contains wetland so a pond ebbs and flows on the property bringing all sorts of life to the land. Enjoy the tranquil ranch life with beautiful sunsets while remaining within minutes of shopping, restaurants, Disney, and access to the 429. Refer to Orange County Land Use Table for property use. Check with county to verify all current and future use.
Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)
Listing Agent: Tamar Hill (818-445-8263)
1075 CHASE DR, WINTER GARDEN, FL 34787
$625,000113 Days on yellowkey MLS ID: O6386607
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 2015Monthly Fee: $41 Tax: $2,734 (2024)Community: Island Pointe SubSingle Family
Taxes:$2,734
Tax Year: 2024
Remarks: Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Katie Bray (407-779-6677)
17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787
$615,00063 Days on yellowkey MLS ID: O6401039
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1655 Built: 1983 Tax: $5,400 (2025)Community: Arrowhead LakesSingle Family
Taxes:$5,400
Remarks: Florida lake front charm. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge. Pristine spring fed lake. A2 zoning. A+ schools. No HOA. Nice layout inside out, established neighborhood. Major updates have been done within the last 10 years. Please see realtor remarks for details or call the listing agent. Move in ready, cosmetic updates would be the icing on the cake.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-299-3000)
Listing Agent: Dan Lu (407-454-3601)
16126 PARKWYN ST, WINTER GARDEN, FL 34787
$609,000103 Days on yellowkey MLS ID: O6389811
REDUCED by $16,000 (2.6%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2021Monthly Fee: $127 Tax: $7,291 (2025)Community: Hawksmoor Ph 2Single Family
Taxes:$7,291
Elementary School: Water Spring Elementary
Remarks: """Motivated seller open to negotiating concessions, including closing cost credits and an interest rate buy-down. Bring your offers.""" Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane Rocha (407-558-1180)
16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$2,000,00095 Days on yellowkey MLS ID: O6391901
REDUCED by $200,000 (9.1%) on 05/06/2026
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 5524 Built: 2024Monthly Fee: $225 Tax: $8,585 (2025)Community: Avalon RdgSingle Family
Taxes:$8,585
High School: West Orange High
Remarks: THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,000,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$875,00062 Days on yellowkey MLS ID: O6393138
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3570 Built: 2001Monthly Fee: $104 Tax: $9,264 (2025)Community: Cambridge Crossing Ph 01A 45/21Single Family
Taxes:$9,264
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Noah Araujo (407-728-4224)
15130 TEA TREE DR, WINTER GARDEN, FL 34787
$926,58243 Days on yellowkey MLS ID: G5112226
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150 Tax: $18,489 (2025)Community: Avalon WoodsSingle Family
Taxes:$18,489
Remarks: One or more photo(s) has been virtually staged. Welcome to Arlington with Bonus! This stunning 3,108 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own! SAMPLE IMAGE
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787
$468,150143 Days on yellowkey MLS ID: S5142815
REDUCED by $1,850 (0.4%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $262 Tax: $5,902 (2025)Community: Waterleigh Phase 3ASingle Family
Taxes:$5,902
Remarks: Gorgeous, Gorgeous, Situated in the sought-after Waterleigh community, one of the most popular communities in Horizon West/Winter Garden this stunning 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. This home is perfect for those seeking a tranquil and inviting living environment. Upon entering, you'll be greeted by a warm and inviting atmosphere that flows throughout the entire home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a space that is perfect for both everyday living and entertaining. The kitchen features modern appliances, ample counter space, and a great circulation area. You will love cooking in the well-appointed kitchen with stainless steel appliances, a walk-in pantry, and an ample island w/ bar top seating that is perfect for gatherings. The kitchen has a WATER FILTRATION SYSTEM system running to the fridge and a separate water faucet on the island. Whether you're preparing a quick meal or hosting a dinner party, this kitchen is sure to impress. The adjacent dining area is spacious and offers a lovely backdrop for enjoying meals with family and friends. The master suite offers privacy as it is separate from the other rooms located in the home, complete with a spacious bedroom, a walk-in closet, and an In-suite bathroom. The additional bedrooms are well-appointed, providing comfort and convenience for family members or guests. The home offers a large laundry room and a drop zone area situated next to the two-car garage perfect for your keys, tools, shoes…etc…. Located just minutes from DISNEY, in a family-friendly, GOLF CART FRIENDLY community, The owners of this home have access to a range of RESORT STYLE amenities, including 2 clubhouses with 2 beautiful large pools, a splash pad, 2 fitness centers with play area, miniature golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park, community dock, water-view walking trails. Location benefits include conveniently at the entrance of the community a new Publix shopping center, near Highway 429, and Highway 192, restaurants, and shopping at Flamingo Crossings, Hamlin, and Winter Garden Village. All lawn maintenance is provided through the community..... THE HOUSE HAS SOLAR PANELS. The seller will pay on the day of closing the debt he currently has with the solar panel financier. In this way, the Buyer has an ADDITIONAL DISCOUNT on the purchase of the property.
Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)
Listing Agent: Gilberto Imery (561-927-5412)
10224 ATWATER BAY DR, WINTER GARDEN, FL 34787
$759,00072 Days on yellowkey MLS ID: S5147252
REDUCED by $40,000 (5.0%) on 05/06/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2018Monthly Fee: $245 Tax: $7,456 (2025)Community: Waterleigh Ph 2BSingle Family
Taxes:$7,456
Remarks: Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Samir Naim (818-268-9917)
15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$950,00056 Days on yellowkey MLS ID: O6401408
1 Days Off yellowkey (back on 5/14/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3635 Built: 2020Monthly Fee: $55 Tax: $12,622 (2025)Community: Highlands/Summerlake Grvs Ph 3Spa: YesSingle Family
Taxes:$12,622
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. Welcome to 15734 Sweet Lemon Way, an exceptional 5-bedroom, 4.5-bath residence located in the sought-after Highlands at Summerlake Groves community in Winter Garden. Designed with a focus on elevated living, this home showcases luxury vinyl plank flooring throughout, complemented by refined ceramic tile in all bathrooms. The gourmet kitchen is a true centerpiece, appointed with quartz countertops, an oversized island with seating, premium stainless steel appliances, a built-in gas cooktop, a spacious walk-in pantry, and custom 42-inch shaker cabinetry with crown molding and soft-close detail. The open-concept design flows seamlessly into the main living and dining spaces, ideal for both intimate gatherings and larger-scale entertaining. The first floor features a private in-law suite with an en-suite bath, a dedicated office, and a formal dining room. Upstairs, a thoughtfully designed split floor plan offers privacy, with the owner’s suite positioned at the rear of the home and featuring tranquil views, a spa-inspired bathroom with dual vanities, granite surfaces, an upgraded walk-in shower, and an expansive closet. A secondary en-suite bedroom, two additional bedrooms, and a versatile loft space complete the upper level. Outdoors, a private backyard retreat awaits with an extended paver patio, a custom lap pool with sundeck and spa, and a smart Aqualink system for effortless control. The fully paid-off Tesla solar panel system enhances efficiency, while a TechPure whole-home air filtration system supports comfort and wellness. Residents enjoy access to community amenities including walking trails, resort-style pool, sports courts, and playgrounds, all just minutes from Hamlin Town Center, downtown Winter Garden, and convenient access to Highway 429.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
907 EASLEY AVE, WINTER GARDEN, FL 34787
$865,00042 Days on yellowkey MLS ID: O6406147
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2252 Built: 2017Monthly Fee: $208 Tax: $4,712 (2025)Community: Oakland ParkSingle Family
Taxes:$4,712
Remarks: OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT WALLS, and a stunning staircase that adds style and sophistication to the inviting interior. Offering 3 bedrooms, 2.5 baths, a dedicated formal dining space, and a small bonus area upstairs suitable for an OFFICE—-a functional yet elegant layout, this home was designed with the homeowner in mind. The kitchen is beautifully appointed with stone countertops, tile backsplash, abundant cabinetry, and a built-in desk area that adds both charm and convenience. A dedicated COFFEE BAR creates the perfect morning retreat, while the walk-in pantry and additional secondary pantry provide exceptional storage space. The downstairs spacious laundry room is equally impressive, featuring a utility sink and extensive counter space ideal for organization and everyday functionality. The living room is embraced with natural light from an abundance of windows overlooking the backyard, while extended FRENCH DOORS create a seamless connection to the covered outdoor living space, enhancing the home’s warm and welcoming atmosphere. A convenient half bath and entry door are located adjacent to the covered porch, offering seamless indoor-outdoor living. The outdoor space is already enhanced with pavers, creating a polished and low-maintenance setting ideal for entertaining, relaxing, or future customization. With ample room to design and build a POOL, the backyard offers endless possibilities to create your dream oasis. The upstairs PRIMARY SUITE offers a relaxing retreat complete with dual sinks, an oversized walk-in shower, linen closet, a separate private water closet, and a generously sized walk-in closet. Two additional bedrooms and one full bath are located upstairs. Blending comfort, charm, and thoughtful design, this beautifully customized home offers an exceptional opportunity to enjoy cozy living spaces, stunning outdoor potential, and timeless character in a picturesque PARK setting. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
6044 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$579,82041 Days on yellowkey MLS ID: G5112346
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$580,682103 Days on yellowkey MLS ID: G5109480
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
15136 TEA TREE DR, WINTER GARDEN, FL 34787
$959,64743 Days on yellowkey MLS ID: G5112230
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3543 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed Tidewater Bonus newer-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, 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. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787
$909,00062 Days on yellowkey MLS ID: O6399342
1 Days Off yellowkey (back on 5/13/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2953 Built: 2015Monthly Fee: $235 Tax: $11,413 (2025)Community: Hickory Hammock Ph 1DSpa: NoSingle Family
Taxes:$11,413
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. FULLY FURNISHED, HEATED POOL HOME IN A GATED COMMUNITY WITH TOP-RATED SCHOOLS AND RESORT-STYLE AMENITIES — A TRUE TURNKEY OPPORTUNITY. This stunning one-story home, located in the highly desirable gated community of Hickory Hammock in Winter Garden, is loaded with upgrades. Situated on a premium corner lot, the property features a fully fenced yard with a heated saltwater pool, travertine deck, and a versatile basketball court, all surrounded by additional green space—perfect entertaining, kids and pets. Inside, the open-concept layout centers around an oversized Silestone kitchen island, creating a seamless flow between the main living areas. The home offers a thoughtfully designed floor plan with generous living, ideal for keeping the family connected and hosting. Designer upgrades throughout include engineered hardwood flooring, crown molding, upgraded lighting, window treatments, motorized shades, and a 4-zone A/C system allowing customized temperature control across the home. Additional features include a security system, outdoor surround sound, and a termite bond for added peace of mind. This home is being sold fully furnished and truly turnkey, featuring high-quality pieces from Z-Gallerie, Pottery Barn, Sealy, Samsung, Sony, LG, GE, and Char-Broil. Residents of Hickory Hammock enjoy resort-style amenities, including a clubhouse, community pool, fitness center, tennis and volleyball courts, playgrounds, walking trails, dog park, and fishing pier. Conveniently located near Downtown Winter Garden, shopping, dining, Disney, major highways, and Orlando International Airport, and zoned for top-rated schools, this home offers the best of Central Florida living. A full list of upgrades is available in the attachments.
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
634 FOSTER AVE, WINTER GARDEN, FL 34787
$285,000204 Days on yellowkey MLS ID: TB8451057
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 696 Built: 1951 Tax: $3,778 (2024)Community: Westchester PlaceSpa: NoSingle Family
Taxes:$3,778
Remarks: Charming bungalow that's been completely renovated and is now move-in ready! Rebuilt down to the studs in 2022, with all-new systems and finishes, new roof, electrical, plumbing, central HVAC, flooring and appliances, makes it a very solid investment—whether as a starter home or potentially as a bed-and-breakfast (B&B) option. With two bedrooms and one bath, this bungalow would make for a cozy and functional space. The inside laundry is a great modern convenience, and a breakfast bar is perfect for casual meals. Walking distance to Plant Street the vibrant downtown area of Winter Garden, known for its historic charm and many local businesses. You will enjoy access to the popular indoor artisan food hall, a craft brewery, restaurants, and shops. Outdoor enthusiasts will love being close to West Orange bike trail and Veterans Memorial Park. It is a 2 minute walk to Colonial and Hyde Park bus stop.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
9940 BLACK BEAR LN, WINTER GARDEN, FL 34787
$2,050,000403 Days on yellowkey MLS ID: O6309917
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3110 Built: 2027 Tax: $4,423 (2024)Community: Acreage & UnrecSingle Family
Taxes:$4,423
Remarks: Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
17422 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$671,41542 Days on yellowkey MLS ID: G5112284
0 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2,235 square feet of carefully utilized living space. Sample Image
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