Location: Winter Garden , 34787
Do Not Show Listings
15196 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,155,00043 Days on yellowkey MLS ID: O6397637
0 Days Off yellowkey (back on 5/14/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2017Monthly Fee: $235 Tax: $7,580 (2025)Community: Hickory HammockSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,580
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. One lucky buyer will soon call this exceptional home their own. Proudly offered for the first time by the original owners, who have cherished and meticulously cared for it since day one, this residence sits on a quiet cul-de-sac in the gated community of Hickory Hammock. With generous 90 feet of frontage along Lake Burnett and bordered by a retention pond on the side, it delivers rare privacy and space that is seldom found at this price point in the area. Curb appeal greets you immediately on this peaceful Cul de sac surrounded by stocked ponds, setting the stage for one “wow” moment after another inside. Formal living and dining areas welcome you, with the flexible living space easily convertible to a home office with minimal effort. The heart of the home is the expansive open kitchen, complete with abundant counter space, a large prep island, and a walk-in pantry. Even routine tasks become a pleasure here, thanks to the sweeping views of the backyard oasis from the sink. Adjacent, the oversized family room features a dramatic wall of glass that frames the breathtaking scenery beyond. Upstairs, a spacious bonus room offers versatility, pre-wired for a home theater. The owner’s suite is huge with dual vanities, a walk-in shower, a soothing garden tub and 2 walk in closets. Yet it is the backyard that truly captures the essence of the Florida lifestyle. A large screened and heated saltwater pool anchors the space, surrounded by a beautifully finished deck perfect for effortless entertaining or quiet relaxation after a long day. From here, postcard-perfect sunsets paint the sky while you soak in panoramic views of Lake Burnett, Johns Lake, and the serene nature preserve—views that feel exclusively yours thanks to the thoughtful layout and surrounding privacy. The hot tub will stay too ! New pool pump too. The FULLY PAID -OFF whole-home solar panel system ensures your electric bills remain remarkably low, while an EV charger, upgraded shutters on all windows and overhead garage storage racks convey with the home. Whole home water filtration will also stay. Both AC units replaced 2 years ago and come with 10 year warranties, for worry free ownership. Residents of Hickory Hammock enjoy a true resort lifestyle behind the gated entrance. Gather at the clubhouse, unwind by the beach-entry community pool, or stay active at the state-of-the-art fitness center, tennis courts, playground, beach volleyball area, BBQ and picnic spots, lakeside park, and fishing pier along Johns Lake. Highly rated K-12 school district , and convenient access to Montverde Academy, Foundation Academy and Windermere Preparatory campuses, make this an ideal location for those that are focused on education. Everyday conveniences abound with shopping and dining options in every direction, including a short drive to Winter Garden Village and the vibrant historic downtown with its famous farmers market and year round festivals. Disney is less than 20 minutes from the gate, downtown Orlando is easily reachable, and the 429 expressway provides smooth commutes throughout Central Florida. This is a rare opportunity to own a lovingly maintained home with unmatched privacy, sweeping lake and preserve views, and an enviable lifestyle—all priced for a smooth, no-drama transaction. Don’t miss your chance to experience it in person.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$875,00049 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
$926,58230 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
Elementary School: Hamlin Elementary
High School: Horizon High School
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
$468,150130 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
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
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
$759,00059 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
Elementary School: None
High School: None
Middle School: None
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)
3276 SAILING PIER AVE, WINTER GARDEN, FL 34787
$525,00049 Days on yellowkey MLS ID: O6401195
1 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 2020Monthly Fee: $152 Tax: $7,081 (2025)Community: Lakeview PreserveSingle Family
Taxes:$7,081
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 3276 Sailing Pier Ave. This beautifully maintained 3 bedroom, 2 bathroom residence also features a spacious office that can easily serve as a fourth bedroom, making it perfect for growing families, remote work, or hosting guests. Inside, you will find 9 foot ceilings that enhance the open, airy feel of the home, along with upgraded luxury vinyl plank flooring that adds both elegance and durability throughout the main living areas. The garage has been upgraded with durable epoxy flooring, providing a clean, polished look while also offering easy maintenance and long-lasting performance. The heart of the home is the stunning, light filled kitchen, designed with both functionality and style in mind, ideal for everyday living and entertaining. The oversized primary bedroom offers a relaxing retreat with ample space to unwind. Outside enjoy Florida living at its finest with a retractable screened in lanai, giving you the flexibility to enjoy fresh air or enclosed comfort year round. Located within a secure gated community, residents enjoy access to resort style amenities including a pool, playground, tennis courts, and a clubhouse, perfect for an active and social lifestyle. This home is ideally situated near the charm of downtown Winter Garden, where you can explore local shops, dining, and the popular Plant Street Market. Outdoor enthusiasts will love the nearby West Orange Trail, while convenient access to major roadways makes commuting to Orlando, theme parks, and surrounding areas quick and easy. Shopping, dining, and entertainment options are all just minutes away, making this location as practical as it is desirable.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
16760 HARPER COVE DR, WINTER GARDEN, FL 34787
$700,00042 Days on yellowkey MLS ID: O6403109
0 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2909 Built: 2019Monthly Fee: $255 Tax: $3,627 (2025)Community: Waterleigh Ph 2C-1Single Family
Taxes:$3,627
Remarks: Under contract-accepting backup offers. Built in 2019 and loaded with thoughtful UPGRADES, this spacious 4-bedroom, 3-bath home on a desirable .21 ACRE CORNER LOT in the sought-after Waterleigh community of Winter Garden delivers the perfect combination of space, style, and resort style living! Recent improvements include PERMANENT JELLYFISH HOLIDAY LIGHTING (2025), CUSTOM PRIMARY & GUEST BEDROOM CLOSETS (2020), and LUXURY VINYL PLANK FLOORING along with RAIN GUTTERS completed in (2019). From DISNEY FIREWORKS lighting up the night sky to rocket launch views from the Space Coast, this home offers a uniquely Central Florida backdrop you can enjoy right from your own community. The COVERED FRONT PORCH, paver driveway, and lush landscaping create standout curb appeal, while inside a bright, flowing layout welcomes you home. Stylish WOOD LOOK TILE FLOORING runs throughout the main living areas, complemented by carpet and newer LVP flooring in the bedrooms. A versatile formal living or dining space at the front of the home flows seamlessly into the OPEN CONCEPT kitchen, dining, and family room designed for both entertaining and everyday living. The GOURMET KITCHEN is a true centerpiece featuring rich solid wood cabinetry, sleek stone countertops, BUILT-IN STAINLESS STEEL APPLAINCES, a built-in cooktop, decorative backsplash, pantry storage, and a large ISLAND with pendant lighting and bar seating. The spacious family room is filled with natural light from a wall of windows and opens to a COVERED PAVER LANAI complete with a ceiling fan overlooking the backyard, creating an effortless INDOOR/OUTDOOR lifestyle. Also on the first floor is a convenient mud room/drop zone along with a MAIN FLOOR BEDROOM & FULL BATH, ideal for visitors or multi-generational living. Upstairs, a versatile BONUS/LOFT offers additional living space perfect for a media room, playroom, or home office. Your PRIMARY SUITE serves as a relaxing retreat with elegant tray ceilings, a CUSTOM WALK-IN CLOSET, and a beautifully appointed en-suite bath. Two additional bedrooms upstairs share a third full bath. Residents of Waterleigh enjoy unmatched RESORT STYLE LIVING with access to four COMMUNITY POOLS, clubhouses, a 24-hour fitness center, dog parks, mini golf, pickleball, volleyball courts, playgrounds, and scenic walking trails. Located near TOP-RATED SCHOOLS and just minutes from Hamlin Town Center, Winter Garden Village, Disney, SR-429, and major roadways, this home offers the best of modern lakeside living in one of Winter Garden’s most desirable communities. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$490,000234 Days on yellowkey MLS ID: O6353551
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2070 Built: 2021Monthly Fee: $284 Tax: $5,869 (2024)Community: Hawksmoor Ph 3Townhouse
Taxes:$5,869
Tax Year: 2024
Remarks: Welcome to this stunning corner-unit townhome in the heart of Winter Garden, where natural light, extra space, and thoughtful design come together to create the perfect place to call home! As you step inside, you'll be greeted by a welcoming foyer that leads into an open-concept layout. From there, you’ll approach the beautifully designed modern kitchen and spacious dining area that flows seamlessly into the gathering room, ideal for entertaining or everyday living. On the first floor, you’ll find a versatile fourth bedroom with a closet, offering flexibility for guests, a home office, or a playroom. You’ll also love the spacious breezeway that adds both elegance and function to the layout, while upstairs, bedrooms 2 and 3 are connected by a convenient Jack-and-Jill bathroom. The end-unit location provides added privacy and extra green space; plus, knowing this home has been beautifully maintained with a roof (2021), water heater (2021), and AC unit (2021)—all in excellent condition, gives peace of mind. Beyond the home itself, the community offers an incredible lifestyle with resort-style amenities such as a pool, splash pad, clubhouse, gym, pet-friendly parks, soccer field, playground, scenic walking trails, a covered picnic area, regular social events, and more. Located just minutes from Hamlin Town Center, top-rated schools, shopping, dining, and parks within the vibrant Horizon West community—one of Central Florida’s fastest-growing and most desirable areas—this home truly has it all. Don’t miss your opportunity to own this beautifully maintained, move-in-ready corner-unit townhome. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Erica Jefferson (414-248-9118)
16827 SANCTUARY DR, WINTER GARDEN, FL 34787
$998,00046 Days on yellowkey MLS ID: S5148416
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 2020Monthly Fee: $165 Tax: $6,024 (2025)Community: Sanctuary/Twin WatersSpa: YesSingle Family
Taxes:$6,024
Remarks: Designer Pool Home on a Premium Corner Lot in Sanctuary at Twin Waters – Winter Garden. Welcome to this beautifully upgraded 4-bedroom, 3-bathroom home offering elegant living space, built in 2020 and located in the highly desirable Winter Garden. Situated on a premium corner lot, this home offers exceptional privacy with no rear neighbors and no neighbors on the right side, creating a rare and peaceful setting that is highly sought after in the area. The thoughtfully designed floor plan features four spacious bedrooms, including TWO PRIVATE SUITES, making it ideal for guests or multi-generational living. Inside the home, you’ll find a modern and clean aesthetic with ceramic tile and laminate flooring throughout. PROFESSIONALLY CUSTOM CLOSET DESIGNS in all 4 bedrooms and pantry, including a fully customized pantry that provides exceptional organization and storage. Three of the bedrooms are equipped with automatic blackout shades with remote control, offering both comfort and convenience. The backyard is truly a private retreat designed for relaxation and entertaining. The stunning custom heated Spa pool (Small pool/large spa) features a striking glass wall, creating a unique architectural element rarely found in residential homes. The backyard is fully fenced and beautifully finished with premium artificial turf, providing a lush and low-maintenance outdoor environment. Enhancing the outdoor experience even further, the home is equipped with a MistAway Generation III mosquito misting system, allowing you to enjoy the outdoor living spaces comfortably year-round. The outdoor space is further enhanced by a gourmet outdoor kitchen complete with a Blaze built-in grill, Large Big Green Egg, and a Blaze side burner, making this home perfect for hosting family and friends. This property combines modern construction with extensive upgrades and a highly desirable location in one of Winter Garden’s most sought-after communities, with convenient access to shopping, dining, top-rated schools, and major roadways. A rare opportunity to own a private, beautifully upgraded home in Sanctuary at Twin Waters. Schedule your private showing today. (Furniture is not included, but it is negotiable - GYM equipment in the garage is not included, but it is negotiable)
Listing is courtesy of: EASY REALTY SERVICES INC (321-318-1005)
Listing Agent: Gabriela Martins-Pierami (321-318-1005)
15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$950,00043 Days on yellowkey MLS ID: O6401408
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)
18167 CIDER MILL LN, WINTER GARDEN, FL 34787
$469,990103 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
Taxes:$1,424
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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
907 EASLEY AVE, WINTER GARDEN, FL 34787
$865,00029 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
$579,82028 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
$580,68290 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
$959,64730 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.
15081 TEA TREE DR, WINTER GARDEN, FL 34787
$797,39834 Days on yellowkey MLS ID: G5112081
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.
14501 GROVE RESORT AVE #1440, WINTER GARDEN, FL 34787
$245,000253 Days on yellowkey MLS ID: O6348465
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $875 Tax: $6,682 (2025)Community: Grove ResortCondo
Taxes:$6,682
Remarks: Seller is offering $5,000 toward the buyer’s closing costs, making this fully furnished condo at The Grove Resort & Water Park Orlando an even better opportunity for a vacation home, Airbnb-style investment, or personal getaway. Just minutes from Walt Disney World Resort and close to Universal Orlando Resort and SeaWorld Orlando, this 4th-floor condo-hotel unit offers peaceful fountain and rotunda views inside one of Central Florida’s most popular resort destinations. Whether you use it for your own vacations or let the on-site management company handle rentals, this is a true turnkey investment with serious vacation vibes. The resort itself is packed with amenities that keep guests coming back year after year. Spend your days floating through the lazy river, riding the water slides, surfing the FlowRider, relaxing in a private cabana, or grabbing drinks and food without ever leaving the property. There’s also a full-service spa, multiple restaurants and bars, resort pools, aquatic splash areas, and access to Lake Austin for kayaking and paddle boating. Inside the condo, you’ll find a modern, comfortable space designed for easy stays. The full kitchen, spacious living area, private balcony, and in-unit washer and dryer make it feel more like a stylish apartment than a hotel room. Large bedrooms and thoughtful finishes make it ideal for both personal use and guest satisfaction. Owning at The Grove gives you the flexibility of a fully managed investment property while still having your own Orlando escape whenever you want it. With nonstop tourism demand and resort amenities guests actually want to use, this is one of the easiest ways to own a low-maintenance vacation property near Disney.
15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787
$909,00049 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
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 is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
225 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787
$288,90098 Days on yellowkey MLS ID: O6383422
REDUCED by $1,000 (0.3%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 2005 Tax: $3,728 (2025)Community: Southern Pines CondoCondo
Taxes:$3,728
Elementary School: SunRidge Elementary
Remarks: Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included. The flooring has been completely renovated to elegant wood flooring throughout. The main living area offers a separate flex space that is PERFECT for a home office or a kids’ play area. Conveniently located next to the community car wash, with resort-style amenities that include an amazing clubhouse, pool area with barbecue grills, fully equipped gym, tennis courts, basketball courts, and more.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
634 FOSTER AVE, WINTER GARDEN, FL 34787
$285,000191 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)
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