Location: Winter Garden
Do Not Show Listings
16827 SANCTUARY DR, WINTER GARDEN, FL 34787
$998,0001 Day 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,024
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
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 Sanctuary at Twin Waters community in 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. All closets have been professionally upgraded with custom closet systems, 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 pool 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)
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$590,000241 Days on yellowkey MLS ID: O6337436
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$9,031
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: SELLER MOTIVATED AND PRICE IS INCLUDING TRANSFERRABLE SOLAR PANELS PAID BY THE SELLER! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenities The home has solar panel for extra energy saving and the seller will take care of remaining balance. All concrete block construction on both first and second floor single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This beautiful 4 bedrooms 3 bathrooms and 1 half bathroom is built with All Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery in Community, Local Shops, Restaurants & Cinema Nearby Located just minutes from downtown Winter Garden. This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$724,90049 Days on yellowkey MLS ID: O6388830
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2024Monthly Fee: $280 Tax: $10,366 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$10,366
Middle School: None
Remarks: **POND VIEW 4-BEDROOM IN WATERLEIGH!** Don’t miss this opportunity to own a spacious 4-bedroom, 3-bath home with nearly 3,000 sq ft in one of Winter Garden’s most sought-after communities, now aggressively priced to sell quickly. Situated on a premium **pond-view lot with no rear neighbors**, this home offers peaceful water views and added privacy. The open-concept layout provides generous living space, a large kitchen ideal for entertaining, and flexibility for everyday living. Why wait months and pay more for new construction? This home is **move-in ready now** no delays, no added upgrade costs, and priced below comparable homes in the area, making it one of the **best values in Waterleigh**. Nearly 3,000 sq ft; 4 bedrooms / 3 full bathrooms; Pond view with no rear neighbors; Open-concept layout with spacious living areas; Located in amenity-rich Waterleigh **Seller is motivated. Bring all offers.** LEASE WILL BE CONSIDERED. Opportunities like this don’t last. Schedule your showing today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Linda Morgan (404-625-5256)
1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$414,90060 Days on yellowkey MLS ID: O6385776
REDUCED by $5,000 (1.2%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 1995Monthly Fee: $50 Tax: $1,352 (2025)Community: Crown Point Springs Ut 2Single Family
Taxes:$1,352
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: SELLER IS OFFERING $5,000 TOWARDS BUYER CLOSING COSTS. METICULOUSLY MAINTAINED 3-bedroom, 2-bath home offering 1,699 square feet of well designed living space, featuring updates including the ROOF and A/C installed in 2020 giving you peace of mind. Situated on a spacious QUARTER ACRE, FENCED BACKYARD in the desirable Spring Ridge area of Winter Garden, this property showcases exceptional curb appeal and a beautifully landscaped, meticulously maintained yard, perfect for outdoor living and entertaining. Inside, the home offers a warm and inviting layout filled with NATURAL LIGHT and comfortable living areas ideal for both everyday living and hosting guests. The living space is highlighted by a charming MASONRY FIREPLACE, creating a cozy focal point for relaxing evenings. The primary bedroom suite features a WALK-IN CLOSET and a private ENSUITE BATH with a tub, providing a peaceful retreat. Additional bedrooms are generously sized and versatile for family, guests, or a home office. The expansive backyard offers endless possibilities, including room for a pool or garden while the fenced back yard provides privacy. Conveniently located near top rated schools, shopping, dining, parks, and major roadways, this move in ready home is a rare opportunity in a highly sought-after location. Welcome to your new home in Winter Garden!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Matthew Blanco (305-484-4081)
5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$695,00093 Days on yellowkey MLS ID: O6376219
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2839 Built: 2017Monthly Fee: $195 Tax: $9,648 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184Single Family
Taxes:$9,648
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, parks, and frequent community events • Internet included through Spectrum as part of the HOA The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
1422 BASIN ST, WINTER GARDEN, FL 34787
$169,00090 Days on yellowkey MLS ID: O6377176
3 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 880 Built: 1966 Tax: $1,800 (2025)Community: Joe Louis ParkSingle Family
Taxes:$1,800
Elementary School: Maxey Elem
Remarks: Under contract-accepting backup offers. Property offers 4 bedrooms and 1 bath room.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$875,0004 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)
12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$882,93234 Days on yellowkey MLS ID: O6392975
1 Days Off yellowkey (back on 4/26/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3101 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Under Construction. What's Special: Dedicated Study | Game Room | East Facing Lot. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cumberland at 12965 Harvest Rain Avenue in Harvest at Ovation! From the foyer, this new home opens into a bright, open-concept layout where the great room, dining area, and kitchen flow together seamlessly. The kitchen features custom white cabinets, quartz countertops, and luxury vinyl flooring that continues throughout the main living area for a cohesive and stylish feel. Sliding doors at the great room lead out to the extended covered lanai, creating an easy indoor-outdoor connection. Tucked at the back of the home, the primary suite offers a spacious retreat with a walk-in shower and walk-in closet, while a secondary bedroom with a private bathroom, a dedicated study, and a powder room sit just off the foyer. Upstairs, three additional secondary bedrooms, including one with a private bathroom, another full bath, and a generous game room provide plenty of flexible living space. A two-car garage with an extra storage area adds everyday convenience. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, study in place of garage storage, deluxe primary bath, pocket slider at great room, extended lanai, shower at upstairs bath 3, and 8' interior doors. Photos are for representative purposes only. MLS# O6392975
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
15391 LEBEAU LOOP, WINTER GARDEN, FL 34787
$949,00096 Days on yellowkey MLS ID: O6375228
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3042 Built: 2022Monthly Fee: $101 Tax: $10,724 (2025)Community: Winding Bay Ph 3Spa: NoSingle Family
Taxes:$10,724
Remarks: Experience refined luxury in this stunning Winter Garden residence designed for both elegance and comfort! This open-concept floor plan is beautifully enhanced by crown molding throughout the first floor and abundant natural light. Entering into the foyer you will find a full shiplap wall and a dedicated office with glass French doors that provides a comfortable work-from-home space. The gourmet kitchen is a true showstopper with a large kitchen island, open shelving, and a full wall of backsplash to the ceiling. This kitchen showcases elevated finishes and natural gas cooking, every chef's dream! The first-floor primary suite offers a private retreat, with a rain shower head and freestanding tub in the ensuite bathroom, built-in shelving in the primary closet, and windows overlooking the expansive woods behind the home! The spacious living room and extended outdoor travertine patio both feature surround sound speakers - perfect for indoor/outdoor entertaining! Head outside through the stacking sliding doors with automatic shades and impact glass to find an elevated pool with a large sun deck and water feature, as well as a panoramic screen enclosure overlooking serene, wooded views with NO REAR NEIGHBORS - a private outdoor oasis! Upstairs you will find three secondary bedrooms, one with its own private ensuite, and a spacious loft that offers a flexible living or media space. This home has also been thoughtfully designed with NO CARPET - it features ONLY engineered hardwood throughout and ceramic tile in all bathrooms, delivering timeless style and effortless maintenance in a truly exceptional setting. Every inch of this home has been carefully selected, from the central vacuum to the smart rack in the garage, making this is a truly stunning place to call home. Schedule your private showing today!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jasmine Martz (407-756-8344)
6177 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$729,385Listed 04/25/2026 8:42PM MLS ID: G5111566
0 Days Off yellowkey (back on 4/25/2026)
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. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$745,1301 Day on yellowkey MLS ID: G5111538
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
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 Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$695,0001 Day on yellowkey MLS ID: O6402010
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2763 Built: 2001Monthly Fee: $243 Tax: $6,075 (2025)Community: Stoneybrook West 44/134Spa: NoSingle Family
Taxes:$6,075
Elementary School: Whispering Oak Elem
Remarks: This is the one you’ve been waiting for. A beautifully maintained four bedroom pool home in Stoneybrook West, offering the space, layout, and updates that are so hard to find all in one place. Inside, the home opens with a traditional yet functional flow formal living to the left, dining to the right, leading you into a spacious family room with views of the pool and backyard. The outdoor space truly sets this home apart. Thoughtfully designed, it offers something for everyone, a pool, garden area, green space, turf, and even a sand play area. It’s rare to find a yard that balances relaxation and play this well. A convenient pool bath adds to the ease of indoor-outdoor living and makes entertaining simple. The kitchen has been tastefully updated with quartz countertops, a tile backsplash, breakfast bar, eat-in area, and a walk-in pantry, beautiful and highly functional for everyday living. The office is located off of the family room, it would also make a great playroom, craft room, workout room whatever suits your life best! Upstairs, a large loft provides flexible living space, with a split-bedroom layout that offers privacy. The primary suite is set apart and features a fully renovated bath with a soaking tub, dual sinks, and separate shower, a calm, comfortable retreat. Three additional bedrooms share a full bath on the opposite side. Beyond its appeal, this home has been well cared for with major updates already completed. In 2020, the roof, A/C, gutters, flooring, and interior and exterior paint were all replaced. The kitchen renovation was completed in 2024. Living in guard-gated Stoneybrook West means access to exceptional amenities, including an Olympic-sized pool, tennis and basketball courts, playgrounds, a fitness center, and scenic surroundings with ponds and golf course views. All of this, just minutes from Winter Garden’s Plant Street district, known for its dining, shopping, and vibrant community atmosphere. Homes with this combination of space, updates, and outdoor living don’t come along often. It’s one you’ll want to see in person. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
9201 GRAN TEATRO DR, WINTER GARDEN, FL 34787
$525,0001 Day on yellowkey MLS ID: O6401827
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1715 Built: 2024Monthly Fee: $292 Tax: $6,402 (2025)Community: Tribute/OvationTownhouse
Taxes:$6,402
Elementary School: None
High School: None
Remarks: This beautifully maintained two-story townhome located in one of Winter Garden’s most desirable communities. This 3-bedroom, 2.5-bath residence stands out from the rest thanks to its premium corner lot, offering extra space, more natural light, and a level of privacy rarely found in townhome living. Enjoy no rear neighbors, creating a more open and peaceful setting, plus a prime location right next to the community pool, giving you easy access to amenities just steps from your door. Inside, you’ll find a modern open-concept layout designed for both everyday living and entertaining. The kitchen is the heart of the home, featuring upgraded appliances, sleek cabinetry, and generous counter space, seamlessly connecting to the dining and living areas for a clean, functional flow. Upstairs, all bedrooms are thoughtfully positioned for privacy, including a spacious primary suite with a well-appointed bathroom and contemporary finishes that create a relaxing, spa-like feel. Step outside to your private courtyard with upgraded pavers, a perfect space to entertain guests, enjoy Florida evenings, or simply unwind in your own outdoor retreat. The home also includes a 2-car detached garage for added convenience. Beyond the home itself, the location is a major advantage. You’re in a community served by top-rated schools, just minutes from world-renowned theme parks like Walt Disney World, with quick access to major highways, making commuting effortless. Plus, you’re surrounded by a wide selection of shopping, dining, and entertainment options, giving you everything you need within close reach. This property with a premium lot, and a location that combines lifestyle, convenience, and long-term value, this property is a standout opportunity in today’s market.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Daniela Travieso Sozzi (407-756-4131)
9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$525,0001 Day on yellowkey MLS ID: O6400695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2079 Built: 2017Monthly Fee: $164 Tax: $4,974 (2025)Community: WatermarkSingle Family
Taxes:$4,974
Elementary School: Panther Lake Elementary
Remarks: Offered for the first time by the original owner, this beautifully upgraded residence in sought-after Winter Garden delivers the perfect blend of modern design, energy efficiency, and everyday convenience—just minutes from Disney, Universal, and Orlando’s world-class attractions. Built in 2017 and thoughtfully enhanced throughout, this 3-bedroom, 2.5-bath, two-story home with a spacious loft offers 2,079 square feet of stylish and comfortable living designed for both relaxing and entertaining. At the heart of the home, the gourmet kitchen showcases both quality and functionality, featuring double ovens, a cooktop, abundant custom cabinetry, under-cabinet lighting, a designer backsplash, pendant lighting, and an oversized island that serves as the perfect centerpiece for gatherings. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting atmosphere. Wood flooring extends throughout the main living areas, while oak tread stairs with wood spindles add an elegant architectural touch. Eight-foot doors on the first floor and upgraded 5¼-inch baseboards further enhance the home’s refined feel. The living room features double French doors that open to the covered lanai, effortlessly blending indoor and outdoor living. Upstairs, a large open loft provides flexible additional living space—ideal for a home office, media room, or play area. The spacious primary suite serves as a private retreat, highlighted by a tray ceiling and two generous walk-in closets. Double doors lead to the primary bath, which features dual sinks, an extended vanity, a walk-in shower with dual shower heads, linen closet and a private water closet. Two additional upstairs bedrooms offer flexibility for family, guests, or workspace needs, each complete with its own walk-in closet. This home truly stands apart with its impressive energy-efficient and smart-home upgrades, including spray foam insulation, double-pane windows, and a 9-panel SOLAR SYSTEM—helping to offset monthly electric costs. Residents enjoy access to an amenity-rich community featuring a beautifully designed clubhouse with gathering spaces, a catering kitchen, and a state-of-the-art fitness center. Outdoor highlights include two resort-style pools—one with cabanas and shaded pergolas—a splash zone with water slides, tennis and basketball courts, and expansive green spaces. The community also hosts regular events such as food truck nights, pool parties, and seasonal gatherings. A standout feature is the rooftop deck offering panoramic views of nightly Disney fireworks, along with an outdoor amphitheater for concerts, movies, and events. Just minutes away, you’ll find convenient access to Hamlin Town Center, major highways including 429, and everyday essentials like Starbucks, New York Beer Project, Walgreens, and more—many within walking or biking distance. This location offers the rare combination of accessibility and neighborhood charm, placing you in the center of it all while still enjoying residential privacy. Zoned for top-rated schools including Panther Lake Elementary, Hamlin Middle, and Horizon High School, and located near Orange County National Golf Center and Walt Disney World, this home offers both lifestyle and location. The furniture is also negotiable. Meticulously maintained and truly move-in ready—schedule your private showing today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
505 E GULLEY AVE, WINTER GARDEN, FL 34787
$899,0001 Day on yellowkey MLS ID: O6400317
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3399 Built: 2006Monthly Fee: $73 Tax: $6,649 (2025)Community: Winters LandingSpa: YesSingle Family
Taxes:$6,649
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to this truly exceptional home offering space,flexibility, & an unbeatable location!This beautiful,expansive residence features 4 spacious bedrooms,3.5 bathrooms,plus a versatile upstairs BONUS ROOM that can easily serve as a 5th bedrm—complete with closet & half bath already pre-plumbed for a full bathroom conversion.Enjoy breathtaking sunset views right from this elevated retreat.This home features a rare & highly desirable MOTHER-IN-LAW SUITE,complete with its own KITCHENETTE & ADA-compliant BATHROOM—ideal for multi-generational living or guest privacy.The 2nd bedroom conveniently connects to the kitchenette,enhancing the suite’s functionality.A 3rd bedrm,currently used as a home office,located near an adjacent bathroom that also provides direct access to the pool area.SPACIOUS PRIMARY suite serves as a private retreat,featuring an ensuite bathroom with dual sinks,a relaxing soaking tub& large walk-in closet.At the front of the home,a formal living & dining area offers versatile space that can easily serve as a den,library, or flex rm to suit your needs.The kitchen has 42" SOLID WOOD cabinets,granite counter tops & is equipped with NEW APPLIANCES 2025,including induction cooktop that heats water in 3 minutes,convection oven & the rare convenience of TWO dishwashers—one being a quiet Bosch,ideal for large families or entertaining.The great rm features a cozy WOOD BURNING FIREPLACE & opens to your own private Florida oasis.Step outside to a HEATED, screen-enclosed POOL & SPA(pool heater installed in 2025, screen enclosure 2020),creating the perfect setting for year-round enjoyment.The expansive pool deck extends your living space outdoors,ideal for relaxing or entertaining.Beyond the pool,the private,partially fenced backyard offers additional space to unwind,accented by tranquil bamboo that sways in the breeze creating a peaceful atmosphere.The home backs to a State of Florida wildlife ravine,providing serene views of native birds,lush greenery& natural surroundings—your own quiet retreat right at home!The home boasts 2 AC zones for superior energy conservation:Both AC units are new in the last 5 years & maintained twice a year.NEW, OVERSIZED DOUBLE PANE WINDOWS throughout lower level are only a few months old, allowing for gorgeous VIEWS.NEW ROOF 2022.NEW, LARGE HYBRID WATER HEATER installed 2024,water Softener included.Complete with a 3 CAR GARAGE.LOCATION,LOCATION truly sets this home apart. Situated in a GOLF CART- FRIENDLY community,you’ll have direct access to the vibrant charm of DOWNTOWN WINTER GARDEN,just 2 miles away. Enjoy the award-winning Winter Garden Farmers Market,along with popular dining,shopping, & year-round events.Outdoor enthusiasts will love being just steps from the scenic 22-mile West Orange Trail,perfect for biking, jogging or leisurely strolls.Nearby,the quaint & historic charm of Downtown Oakland,the scenic waterfront dock on Tubb Street & nearby Oakland Nature Preserve,offer even more to explore.Publix,Aldi,Winter Garden Village Mall,MAJOR ROADWAYS & highways are all nearby.The Turnpike is minutes away.EASY ACCESS to the Theme parks, 20 minutes to Downtown Orlando and Orlando Intl Airport 30 minutes away.With only 58 homes,this quiet street offers a true sense of community.Residents enjoy friendly neighbors,regular patrols from the nearby police department & proximity to the fire station & Oakland Charter School(priority enrollment for Oakland residents).This is more than a home—it’s a lifestyle!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Sandy Jones (407-929-7999)
16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787
$648,000116 Days on yellowkey MLS ID: O6369818
REDUCED by $2,000 (0.3%) on 04/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2020Monthly Fee: $115 Tax: $9,333 (2024)Community: Wincey Grvs Ph 1Single Family
Taxes:$9,333
Remarks: Exquisitely appointed 4-bedroom, 3-bath residence located in the highly desirable Wincey Groves in Hamlin community. Designed for both elegant entertaining and everyday comfort, this home offers an open-concept layout anchored by a light-filled great room and a beautifully upgraded kitchen featuring premium KitchenAid appliances, generous counter space, and an exceptionally large center island perfect for gatherings, casual dining, and hosting. The primary suite serves as a private retreat, highlighted by two expansive walk-in closets and a well-appointed en-suite bath. The home features a built-in sound system with two large speakers in the living room and two additional speakers installed in the lanai ceiling—perfect for entertaining indoors and out. As you step outdoors to a serene backyard oasis with no rear neighbors, offering exceptional privacy. The upgraded, heated saltwater pool is enhanced with a custom fountain and waterfall, creating a resort-style setting ideal for relaxation or hosting guests. Nestled in a quiet, established neighborhood with convenient access to top-rated schools, shopping, dining, and recreational amenities, this exceptional home delivers luxury, privacy, and lifestyle in one refined package. Sellers are providing $5,000 in sellers concessions!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelley Nolan (407-319-6045)
648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$499,99059 Days on yellowkey MLS ID: S5144591
REDUCED by $25,010 (4.8%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1688 Built: 2018Monthly Fee: $338 Tax: $4,171 (2024)Community: Heritage/Plant StreetTownhouse
Taxes:$4,171
Remarks: Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Plant Street. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining. The kitchen is designed for both function and style, offering abundant stylish cabinetry, gorgeous backsplash, elegant gold hardware, granite countertops, gas stove and generous prep space. A screened courtyard with pavers creates a more private/secure outdoor retreat between the home and the detached 2-car garage. Whether you envision an outdoor lounge, garden oasis, or entertainment space, the possibilities are endless. Upstairs you will find upgraded- low maintenance flooring through out and your own private owner’s retreat. The spacious primary suite features a walk-in closet and an impressive ensuite bath designed to impress. Two additional bedrooms share a full bathroom, offering flexibility for guests, family, or a home office setup. A convenient half bath is located downstairs for visitors. Enjoy your summer months cooling off in the community which is located just a couple of minutes from your front door. This community is ideally positioned between the West Orange Trail Park and the Winter Garden Branch Library, and just minutes from the 429 for easy commuting. If you like to run or bike this home is the perfect place for you since it is located along the West Orange Trail. Walk—or hop on your golf cart—to downtown Winter Garden where you’ll enjoy the vibrant atmosphere of Plant Street Market, known for its local food vendors, craft brews, artisan goods, and year-round community events. Located close to the community pool and surrounded by everything that makes Winter Garden special, this home truly offers the lifestyle buyers are searching for. Lower utility bills since it's an inside unit, double pane windows and a tankless water heater. Schedule your private showing today and experience why this location is so highly sought after.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
199 E CREST AVE, WINTER GARDEN, FL 34787
$525,0003 Days on yellowkey MLS ID: O6401923
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1984 Tax: $6,857 (2025)Community: Garden Heights SubSpa: NoSingle Family
Taxes:$6,857
Remarks: Welcome to 199 E Crest Ave, a recently updated residence featuring fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances and an accent backsplash for a polished finish. This home also contains a cozy fireplace and a covered patio, providing space for relaxation. Experience modern updates and practical comfort in this prepared home. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
17588 LAKE STAR RD, WINTER GARDEN, FL 34787
$1,185,00045 Days on yellowkey MLS ID: O6387269
REDUCED by $10,000 (0.8%) on 04/25/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4026 Built: 2024Monthly Fee: $84 Tax: $3,806 (2024)Community: Northlake At OvationSingle Family
Taxes:$3,806
Remarks: Why wait for new construction, when you can move right in! Welcome to this exceptional five-bedroom, four-bathroom home situated on Lake Star in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring dual vanities, garden tub and glass enclosed shower with two shower heads. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with a kitchen stub-out for a future outdoor kitchen, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Dee Lund (407-925-7781)
636 S PARK AVE, WINTER GARDEN, FL 34787
$298,9008 Days on yellowkey MLS ID: O6400433
3 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1272 Built: 1953 Tax: $3,751 (2025)Community: BurchshireSingle Family
Taxes:$3,751
Remarks: Under contract-accepting backup offers. Location! Location! This 4 bedroom 1 1/2 bath Winter Garden home is a block away from Veterans Memorial Park, and close to Downtown Historic Winter Garden. Home appears larger than records indicate, and has 4 full bedrooms and 1 1/2 baths. Almost 1/4 Acre Lot (.22). Newer roof (2021), Newer A/C, Newer Kitchen with Wood Cabinets, Granite, and SS Appliances. Tile floors in Great Room, and wood laminate floors in bedrooms. Large 544 Sq Ft 2 Car Garage with Work Shop Area. Large partially fenced lot.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Kravitz (407-656-7653)
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