Location: Winter Garden , 34787
Do Not Show Listings
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,259,00071 Days on yellowkey MLS ID: O6394059
REDUCED by $28,000 (2.2%) on 05/28/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $298 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,895
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Experience a lifestyle defined by elegance, privacy, and exceptional design in this luxury residence within the gated community of Canopy Oaks in Winter Garden. Built by A.R. Bailey Homes, this highly sought-after Delray floor plan offers nearly every feature today's discerning buyer desires, blending sophisticated architecture with functional living spaces designed for entertaining, multigenerational living, and everyday comfort. Nestled within an intimate enclave of just 49 homesites, this residence enjoys a premier location, minutes from Historic Downtown Winter Garden, Winter Garden Village, top-rated schools, dining, shopping, recreation, and major commuter routes. A striking exterior presentation sets the tone with a paver driveway, concrete tile roof, stone-accented elevation, wood-look garage doors, and grand solid wood double-entry doors. Beyond the entry, thoughtfully designed interiors showcase expansive gathering spaces, architectural ceilings, elegant finishes, and abundant natural light. The chef-inspired kitchen serves as the centerpiece of the home, featuring a natural gas cooktop with exterior venting, built-in oven, upgraded appliances, pot filler, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, walk-in pantry, and an oversized island overlooking the spacious great room with coffered ceilings. Adjacent to the living areas, a gated wine cellar creates a memorable entertaining feature rarely found in homes at this price point. The first-floor primary suite offers a private retreat with a spa-like bath featuring dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom-designed closet system. A separate first-floor en-suite bedroom provides ideal flexibility for guests, extended family, or a dedicated home office. Upstairs, the versatile layout continues with a second primary suite, two additional en-suite bedrooms, a generous loft, guest powder bath, and a covered balcony, creating multiple private living spaces throughout the home. Designed to embrace Florida's year-round outdoor lifestyle, the residence seamlessly connects indoor and outdoor living through a dramatic corner-opening glass wall and expansive stackable sliding doors. The covered lanai, enhanced by a motorized retractable screen, creates an ideal setting for entertaining, relaxing, or enjoying peaceful evenings outdoors. The oversized backyard, with stucco privacy wall, offers ample space to create a custom pool, outdoor kitchen, and private resort-style retreat. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and extensive storage throughout. Residents of Canopy Oaks enjoy access to community nature trails and a playground while remaining conveniently located near Downtown Winter Garden, Winter Garden Village, the Roper YMCA, Orlando Health facilities, and major transportation corridors including the Florida Turnpike, SR 429, SR 408, and Interstate 4. Offering luxury, flexibility, and an exceptional Winter Garden location, this beautifully maintained home presents a rare opportunity to enjoy elevated Central Florida living in one of the area's most desirable gated communities. Virtual pool rendering shown for illustrative purposes only.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$679,00037 Days on yellowkey MLS ID: G5111855
REDUCED by $16,000 (2.3%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2842 Built: 2015Monthly Fee: $342 Tax: $8,082 (2025)Community: Waterleigh Ph 1ASpa: NoSingle Family
Taxes:$8,082
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Amazing opportunity for a corner lot pool home, within the highly demanded Waterleigh - Marina Bay neighborhood. With views of Hickorynut Lake from the front porch and theme park fireworks from the back porch and pool, you have found resort-style living with easy access to everything Central Florida has to offer. Looking for more privacy while enjoying the heated pool? Simply close the privacy curtains that are installed around the pool cage. Inside, you’ll find a spacious home that includes 4 bedrooms, 3 and a half bathrooms, a flex space, a loft, ample storage, and much more. The primary suite is located on the first floor, while one of the second floor bedrooms is designed like a secondary primary with a bathroom en suite. Take advantage of numerous upgrades throughout including, Smart Home features, security options, car charger in garage, wood and tile flooring throughout, granite countertops, plantation shutters, under stairs storage and attic storage where drywall and lighting have been added. Recent updates include, pool (June 2023), exterior paint (Feb 2022), HVAC (Jan 2022), pavers cleaned & sealed (June 2023). When not enjoying the beauty of your home, take advantage of the numerous resort-style amenities that come with living in Waterleigh including, lawn & landscaping maintenance provided by the HOA, two large clubhouses with rentable space, four resort-style pools, two fitness centers, tennis, sand volleyball, mini-golf course, walking paths that take advantage of how the neighborhood wraps around the lake, regular community events, and so much more. As you venture outside of the community you find the home’s location puts you in close proximity to schools, Orange County National Golf, the numerous village centers of Horizon West, Historic Downtown Winter Garden, and quick access to all Central Florida has to offer with 429 connecting you to the Florida Turnpike, 408, and I-4.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Joshua Howard (407-739-9118)
16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,150,00088 Days on yellowkey MLS ID: O6390569
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2986 Built: 2024Monthly Fee: $225 Tax: $2,420 (2024)Community: Avalon RidgeSingle Family
Taxes:$2,420
Elementary School: Hamlin Elementary
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$999,000333 Days on yellowkey MLS ID: O6325653
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3211 Built: 2025Monthly Fee: $86 Tax: $1,857 (2024)Community: Summerlake ReserveSingle Family
Taxes:$1,857
Remarks: We present an impeccable, newly built home in brand-new condition, ready to welcome you and your family with comfort, modernity, and style. Located in the sought-after Summerlake Reserve community in Horizon West, this home surprises with every detail. Upon arrival, the charming porch with its well-kept garden gives you a taste of what lies ahead. Upon entering, the integrated living, dining, and kitchen areas create a feeling of spaciousness and warmth, perfect for those who value open, well-lit spaces. Large sliding doors allow for abundant natural light and connect the interior with the exterior. With high ceilings of almost 3 meters, the home exudes elegance and sophistication. The kitchen is a true highlight: equipped with modern appliances, high-end wood cabinetry, a large central island, and a spacious pantry—ideal for those who love cooking and entertaining. The four bedrooms are spacious, well-appointed, and designed to offer maximum comfort. There are three and a half bathrooms, all with quality finishes and tasteful furnishings. The laundry room offers a functional space and is already equipped to make daily life easier. The garage accommodates three cars and has an automatic gate, ensuring convenience and security. All this in a prime location, close to schools, shops, restaurants, and all the amenities that make Horizon West one of the most valued areas in Florida. If you're looking for a new, modern home in a complete community, this is the perfect opportunity. Schedule your visit and come see for yourself!
833 BENDING OAK TRL, WINTER GARDEN, FL 34787
$399,00032 Days on yellowkey MLS ID: O6403683
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $26,000 (6.1%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1789 Built: 2009Monthly Fee: $447 Tax: $4,032 (2025)Community: Oaks/Brandy Lake OTownhouse
Taxes:$4,032
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Beautifully maintained and truly turn-key, this 3-bedroom, 2.5-bath townhome is the kind of home where you can simply move in and start enjoying everything Winter Garden has to offer from day one, all while being located in the highly sought-after Golf Cart District just moments from the heart of charming Downtown Winter Garden! From the moment you walk in, you’re welcomed by bright, open living spaces, thoughtful design, and timeless finishes that make the home feel warm, elevated, and instantly inviting. Plantation shutters throughout add that polished custom touch, while the open-concept layout creates the perfect flow for both everyday living and entertaining. Upstairs, the spacious primary suite feels like its own private retreat, thoughtfully positioned away from the guest rooms so you can truly enjoy your own space. Wake up to beautiful open skies and unwind each evening with stunning sunset views right from your bedroom. This is townhome living exactly how it should be. Where else in Winter Garden can you enjoy a home like this, have pool access just a short walk away, and spend your weekends enjoying life instead of worrying about exterior upkeep? Lock it, leave it, travel when you want, and come home to a space that always feels effortlessly cared for. And the location? It’s hard to beat! Bending Oak Trail offers that true neighborhood feel with peaceful evening walks, friendly neighbors, and a sense of community that makes you feel right at home, all while being just moments from the heart of Downtown Winter Garden—one of Central Florida’s most beloved downtowns, known for its brick-lined streets, incredible local restaurants, charming boutiques, cozy coffee shops, weekend Farmer’s Market, and year-round community events that make this area so special. Hop on your golf cart and head down Plant Street for your morning coffee, dinner with friends, shopping, or an evening stroll. Even better, you’re right next to the West Orange Trail, making morning bike rides, walks, and outdoor living part of your everyday lifestyle. With quick access to 429, the Turnpike, SR-50, Disney, Downtown Orlando, and Orlando International Airport, convenience is seamlessly built into daily life. Winter Garden continues to be one of Central Florida’s most sought-after communities, and opportunities to own something this move-in ready, this well-located, and at this price point are incredibly hard to find.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
1701 E BAY ST, WINTER GARDEN, FL 34787
$295,0003 Days on yellowkey MLS ID: O6413973
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 825 Built: 1950 Tax: $2,560 (2025)Community: Joe Louis Park First AddSingle Family
Taxes:$2,560
Elementary School: Maxey Elem
Remarks: completely renovated, property offers 2 bethrooms, 2 bathrooms, fenced, few minutes to Dawn Town, close to schools, restaurants shopping centes.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
13759 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787
$340,00019 Days on yellowkey MLS ID: O6409757
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1647 Built: 2007Monthly Fee: $206 Tax: $855 (2025)Community: Orchard A1-A26 B1 B2 C D1-D4Townhouse
Taxes:$855
Elementary School: SunRidge Elementary
Remarks: Located in the desirable Orchard Hills community, This home provides modern comfort, thoughtful design, and an unbeatable Winter Garden location. This beautifully maintained home features an open and inviting floor plan with plenty of natural light, creating a warm and welcoming atmosphere from the moment you walk in. The spacious kitchen is designed for both everyday living and entertaining, complete with generous counter space, ample cabinetry, and seamless flow into the main living areas. The bedrooms provide flexibility for family, guests, or a home office setup, while the primary suite provides a relaxing private escape with well appointed finishes and plenty of space to unwind. Enjoy living just minutes from shopping, dining, entertainment, and top rated schools, with convenient access to Hamlin, downtown Winter Garden, Disney, and major roadways throughout Central Florida. Residents of Orchard Hills also enjoy resort style amenities, scenic surroundings, and a strong sense of community. This is an incredible opportunity to own a home in one of Winter Garden’s most sought after neighborhoods
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
9360 MCLAREN ALY, WINTER GARDEN, FL 34787
$615,00018 Days on yellowkey MLS ID: O6408913
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $7,373 (2025)Community: WaterleighSingle Family
Taxes:$7,373
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully appointed, move-in-ready home located in the highly desirable, resort-style master-planned community of Waterleigh in Winter Garden. This home offers the perfect blend of modern sophistication and everyday functionality across a bright, open-concept design. From the moment you enter through the front door, the airy foyer welcomes you with elegant, durable ceramic tile in a natural wood-grain finish. This flooring flows seamlessly through the main living areas, which are accented by striking arched doorways and a beautifully crafted staircase. The heart of the home is the stylish chef's kitchen, which shines with pristine shaker-style cabinetry, expansive granite countertops, a classic tiled backsplash and a generous center island with an undermount double sink and an extended breakfast bar perfect for casual dining. Fully equipped with sleek stainless-steel appliances and a dedicated built-in beverage cooler station, this culinary space overlooks a main living zone flooded with natural Florida sunshine through large windows with custom blinds. The primary bedroom ensuite features dual vanity sinks, stone countertops and a massive walk-in closet. Upstairs, the second-floor balcony is the place to unwind after a long day or start your morning with sun salutations. A brick-paved backyard patio and a rear-entry garage provideultimate privacy for your new sanctuary. Living in Waterleigh means enjoying a vacation-style lifestyle every day. With HOA-included lawn and ground maintenance, you have nothing left to do but relax and enjoy the community's premier amenities, including multiple resort-style pools, fitness centers and tennis and pickleball courts. Plus, you are just minutes from Disney's Magic Kingdom, upscale shopping at Winter Garden Village, historic downtown Winter Garden and Orlando International Airport.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Leslie Heimer (407-494-9833)
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$650,00047 Days on yellowkey MLS ID: O6401397
REDUCED by $19,000 (2.8%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2017Monthly Fee: $115 Tax: $9,241 (2025)Community: Latham Park NorthSpa: NoSingle Family
Taxes:$9,241
Remarks: Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and functional flow with living areas designed for both daily routines and effortless entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. The fully fenced backyard provides privacy and plenty of room to relax, play, garden, or create your own outdoor oasis. Adding to the home's unique appeal, this desirable lot is situated next to a community green space, offering additional open views and only one direct neighboring home. On select evenings, you can even enjoy views of Disney fireworks in the distance from your own backyard retreat. Adding to the home's functionality is a detached 2-car garage equipped with an electric vehicle charger, providing convenient parking, extra storage, and modern-day convenience. The garage's detached design also enhances curb appeal and maximizes backyard usability. Even more valuable, the home is equipped with solar panels that will be paid off at closing, allowing the new owner to enjoy the benefits of renewable energy, increased efficiency, and potential savings on monthly utility costs without assuming a solar loan. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home's appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to call home. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$995,00035 Days on yellowkey MLS ID: O6404827
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3461 Built: 2023Monthly Fee: $168 Tax: $12,730 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$12,730
Remarks: TURN KEY ! This stunning 5-bedroom, 4.5-bath home is packed with upgrades — Calacatta countertops, ceiling-height cabinets, automated curtains, under-cabinet lighting, a gourmet kitchen with tower, Tesla charger, and more! Fully furnished and beautifully maintained, it also features custom-built cabinetry in the living room and office, plus a converted garage gym. Only 2 years old and conveniently located near top-rated Hamlin Elementary and Middle Schools, in a community with a low HOA that includes a pool and sports court. A truly exceptional home in the heart of Hamlin — move-in ready and impeccably maintained!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Natalia Romanelli Mourao (407-405-4534)
5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$799,000148 Days on yellowkey MLS ID: O6373067
REDUCED by $20,000 (2.4%) on 05/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2909 Built: 2023Monthly Fee: $165 Tax: $9,990 (2024)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$9,990
Remarks: Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort and functionality. This residence is loaded with upgrades: luxury vinyl flooring throughout, elegant quartz countertops, soft-close cabinetry, designer glass-front cabinets, and beautiful under-cabinet lighting that adds charm and sophistication to the kitchen. The master bedroom is located on the second floor, making it perfect for families with young. On the first floor, a guest suite is conveniently located near the entrance, ideal for visitors or elderly family members. The home also includes a stylish powder room (half bath) for added convenience. The bonus room provides endless flexibility, whether as a media room, playroom, or additional lounge space, while the office is perfect for working from home. The unique music/flex room adds character and versatility to the home. Located in Winter Garden’s prime area, Silverleaf Reserve offers not only a premium lifestyle but also the convenience of two highly rated public schools (elementary and middle) right inside the community, along with easy access to shopping, dining, and major highways. This property is the perfect combination of modern design, luxury finishes, and an unbeatable location — a rare opportunity in the heart of Winter Garden.
Listing is courtesy of: MCO REALTY GROUP LLC (407-747-3822)
Listing Agent: Tiago Fernandez Pllc (407-747-3476)
1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787
$675,00061 Days on yellowkey MLS ID: O6397098
1 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1832 Built: 1991 Tax: $2,367 (2025)Community: 0000Spa: YesSingle Family
Taxes:$2,367
Elementary School: Dillard Street Elem
High School: Ocoee High
Remarks: Under contract-accepting backup offers. Rare opportunity in Winter Garden! This property sits on approximately one acre with no HOA, offering exceptional space, flexibility, and privacy in a highly desirable location. Conveniently located just minutes from Downtown Winter Garden), with easy access to major roadways, shopping, dining, and top-rated schools—and even the option to ride your golf cart into downtown to enjoy everything the area has. The expansive lot provides ample room for RVs, boats, recreational vehicles, and more, making it ideal for those seeking additional space and versatility. The home features generous living areas and a functional layout with great potential for customization or renovation. Outdoor amenities include a private pool, hot tub, and an extended driveway with plenty of parking space. Located approximately 2 miles from Lake Apopka and about 3 miles from Downtown Winter Garden. Properties with this amount of land and no HOA in this area are rare—schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Estefania Ortega (305-905-7670)
15058 SUNSTAR WAY, WINTER GARDEN, FL 34787
$1,900,00011 Days on yellowkey MLS ID: O6411520
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3607 Built: 2021Monthly Fee: $110 Tax: $645 (2025)Community: Highlands/Summerlake Grvs Ph 3Spa: YesSingle Family
Taxes:$645
Elementary School: Summerlake Elementary
Remarks: Experience LUXURY ~ WATERFRONT LIVING in this FULLY UPGRADED ~ POOL HOME in the sought-after Highlands at Summerlake Groves community of Horizon West! Built in 2021 and situated on a generous .40 ACRE LOT with a FENCED YARD, this exceptional home delivers breathtaking nightly views of DISNEY FIREWORKS reflecting across the water, creating a spectacular backdrop you can enjoy year-round from the comfort of your own home. Designed with both everyday living and unforgettable entertaining in mind, this home offers an OPEN CONCEPT layout filled with natural light, a dramatic two-story living room with a chic FIREPLACE feature wall, CUSTOM BUILT-INS, and WOOD LOOK TILE flooring throughout the main living areas. The spacious MAIN FLOOR PRIMARY SUITE delivers a private retreat, while a dedicated OFFICE with custom built-in cabinetry and desk space makes working from home effortless. Upstairs, you will find three additional bedrooms and one of the home's most impressive features – a PROFESSIONALLY DESIGNED THEATER ROOM with over $350,000 invested in premium finishes and technology, including a $12,000 projector, professional acoustic treatments, custom wall detailing, and seating for eight. No detail was overlooked when it comes to technology and convenience! Whole-home automation controls music, lighting, outdoor fans, LED lighting, water features, and more with the touch of a button. The WHOLE HOME & POOL SOUND SYSTEM further enhances the experience, while the two-car garage includes its own mini-split A/C system. Additional upgrades include a TILE ROOF, water softener, paver driveway, and separate 1-car and 2-car garages offering ample storage and flexibility. Step outside and discover a backyard designed to rival a private resort. The COVERED LANAI features a fully equipped OUTDOOR KITCHEN complete with a built-in grill, pizza oven, stone flat-top grill, vent hood, and oversized ISLAND for gathering. MOTORIZED SHADES provide privacy and comfort, while the CUSTOM POOL & SPA showcase three WATER FEATURES, dramatic FIRE ELEMENTS, and panoramic LAKE VIEWS. A perimeter mosquito misting system helps maintain a comfortable outdoor environment day and night, allowing you to fully enjoy Florida living year-round. Whether you are boating, skiing, entertaining guests, enjoying a movie night in the theater, or watching Disney fireworks dance across the lake each evening, this home offers a lifestyle few properties can match. Residents of the Highlands at Summerlake Groves also enjoy community amenities and a prime Winter Garden location just minutes from Orange County National Golf Center, the New Independence area, Disney parks, shopping, dining, Downtown Winter Garden, farmers markets, community events, and convenient access to SR 429. Waterfront luxury, state-of-the-art technology, unforgettable outdoor living, and one of the most impressive theater rooms you will find in a private residence – this is the opportunity you have been waiting for. Call today to schedule a private tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
14501 GROVE RESORT AVE #1612, WINTER GARDEN, FL 34787
$299,000232 Days on yellowkey MLS ID: S5136940
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $875 Tax: $6,828 (2024)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$6,828
Remarks: Awesome VIEW makes this unit stand out above others! BLDG 1 ALLOWS FINANCING! Come enjoy this EXCEPTIONAL Fully Furnished 6th floor Vacation Condo unit with WATER AND CONSERVATION VIEWS plus Evening Fireworks views from your private South-facing Balcony at The Grove Resort and Spa/Water Park in Orlando near Walt Disney World! Experience the Resort FUN yourself and enjoy the income-producing option to rent out your unit when you are away. This Full-service Fully-furnished Luxury Resort unit is the Birch model (split plan 1375 sq ft) in Bldg 1H. Two bedroom suites plus sleeper sofa in the great room, TVs in all rooms, Fully equipped Kitchen, inside private Laundry room, a short walk to Attached Garage parking, and the Fitness Center is conveniently just downstairs! Experience lifetime memories at the multitude of amenities on site: the Surfari Water Park with an amazing FlowRider Surf Simulator, Lazy River, Water slides, numerous pools and activities, cabanas, meeting areas, shopping options and Family Fun Center, or escape just minutes away to neighboring theme parks, shopping, restaurants, and more!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Lois Ann Cox, Pa (407-666-8452)
648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$499,990103 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 Heritage at Plant Street in the GOLF CART DISTRICT. 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, NEW Refrigerator, NEW microwave, NEW dishwasher, 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 POOL 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 Instant Hot Gas 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)
1005 CHASE DR, WINTER GARDEN, FL 34787
$615,00012 Days on yellowkey MLS ID: O6411451
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,087 (2025)Community: Island Pointe SubSingle Family
Taxes:$7,087
Remarks: One or more photo(s) has been virtually staged. This 4-bed, 2.5-bath home in Winter Garden's Golf Cart District is fully renovated and ready to go. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. The second you step inside, those double-height ceilings grab your attention and the natural light does the rest. The kitchen flows right into the living space so the home feels connected and easy. Stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that actually works. The primary suite is its own retreat. Two walk-in closets, a glass walk-in shower, and a soaking tub that makes it hard to leave. The three additional bedrooms are spacious and flexible for whatever you need. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac in the Island Pointe community. HOA is only $68/month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden. Dillard Street Elementary school zone.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Elizabeth Lofholm (906-221-4905)
11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$939,99078 Days on yellowkey MLS ID: O6392839
1 Days Off yellowkey (back on 5/15/2026)
REDUCED by $10,000 (1.1%) on 05/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Watrerleigh presents the Seacliff. This two-story all concrete block construction 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 are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for additional storage. All homes in this community feature stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the rear of the home for privacy. It's bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk-in closet. As you head upstairs, you are greeted with a loft area and three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. *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)
15162 CANOPY COVER DR, WINTER GARDEN, FL 34787
$880,000193 Days on yellowkey MLS ID: S5139203
REDUCED by $5,000 (0.6%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2049 Built: 2023Monthly Fee: $545 Tax: $1,939 (2023)Community: Del Webb Oasis Phase 2Single Family
Taxes:$1,939
Tax Year: 2023
Remarks: HEATED SALT WATER POOL IN A CONSERVATION LOT! This exceptional Mystique model by Pulte showcases one of the most impressive outdoor living spaces within Del Webb Oasis, a boutique 55+ resort-style community just minutes from Orlando’s top attractions. Situated on a premium conservation lot, this home offers privacy, tranquility, and unobstructed natural views—an ideal setting for those seeking an elevated and peaceful living experience. With more than $100k in upgrades. At the heart of the property is a remarkable outdoor retreat. Enjoy a custom heated saltwater pool, spa with App-controlled pool features for temperature and lighting and an extended covered lanai featuring a fully equipped outdoor kitchen in this Peaceful conservation backdrop with no rear neighbors. Designed for year-round enjoyment, this space is perfect for entertaining, relaxing, and embracing Florida living at its finest. Sliding glass doors seamlessly connects the indoor living areas to the lanai, enhancing the home’s expansive and open feel. The exterior also includes gutters for added protection and maintenance ease. Inside, this single-story residence features 2 bedrooms, a flex room, perfect for an office, hobby space, or guest accommodations 2 bathrooms, and a 3-car tandem garage. The open-concept layout offers tall ceilings, abundant natural light, and a spacious gathering room. The gourmet kitchen is equipped with built-in Whirlpool appliances, 42” white soft-close cabinetry, Quartz countertops, decorative tile backsplas. The kitchen boasts exquisite, luxurious finishes that elevate the confort and elegance of this wonderful home. The owner’s suite includes a luxury frameless glass walk-in shower, dual quartz vanities, a linen closet, and elegant finishes.. Additional interior upgrades include designer tile flooring throughout, crown molding, 8’ interior doors, comfort-height toilets, and brushed nickel hardware. The laundry room features Whirlpool washer and dryer, quartz countertop, a utility sink, and upgraded cabinetry. This home offers multiple automated features for effortless living: • Electric curtains in the living room and owner’s suite – Controlled via mobile app or Alexa • Smart security camera system, fully app-managed • App-controlled pool system • Watershield Gold softener system included Del Webb Oasis is a natural-gas 55+ community offering resort-style amenities such as a zero-entry pool with sun shelf and lap lanes, private cabanas, spa, fire pits with fireworks views, fitness center, tennis and pickleball courts, walking trails with fitness stations, and a robust calendar of activities organized by a full-time Lifestyle Director. Combining a premier conservation lot, a standout outdoor living area, and high-end interior upgrades, this residence stands out as one of the most desirable homes available in Del Webb Oasis’s 55+ collection. At last, the property you've been waiting for is here - A refined, luxurious retreat just for you. $10K FOR CLOSING COSTS
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Angela Camacho (321-946-2082)
16434 HAMLIN HILLS RD, WINTER GARDEN, FL 34787
$460,00067 Days on yellowkey MLS ID: O6396052
REDUCED by $20,000 (4.2%) on 06/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1729 Built: 2025Monthly Fee: $225 Tax: $252 (2025)Community: Hamlin RidgeTownhouse
Taxes:$252
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhouse located in the highly desirable Hamlin Hills area of Winter Garden. This well-maintained home features a functional layout, a charming front porch, and a detached 2-car garage. Enjoy living directly across from an elementary and middle school, offering unmatched convenience for families. The community provides excellent amenities, including playgrounds and recreational areas. Ideally situated just minutes from Hamlin Town Center, with easy access to supermarkets, pharmacies, restaurants, and shopping. A perfect combination of comfort, location, and lifestyle.
Listing Agent: Ronaldo Menezes Lima (561-909-5025)
14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787
$580,000103 Days on yellowkey MLS ID: O6385377
5 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2700 Built: 2016Monthly Fee: $196 Tax: $4,460 (2025)Community: Lake Hancock PreserveSingle Family
Taxes:$4,460
Remarks: Under contract-accepting backup offers. Welcome to 14372 Breda Center Loop, an upgraded corner lot bungalow in Horizon West, offering almost 2,700 square feet, an oversized fenced backyard, 2-car garage, and an unbeatable location just minutes from Windermere, Disney, and the 429. This spacious 4 bedroom + office + loft home offers an open-concept layout. Inside, you’re welcomed by a dedicated office/flex space and formal living area before entering the main living space. The open kitchen features white cabinetry, extensive counter space, a breakfast nook, and seamless flow into the great room and covered lanai. The downstairs layout also includes a half bathroom and laundry room. Upstairs, the primary suite is situated in its own separate hallway, complete with an en-suite bathroom featuring dual vanities, a soaking tub, separate shower, and a walk-in closet. Three additional guest bedrooms share a full bathroom. The bedrooms are situated around the upstairs loft. Outside, the fully fenced backyard offers privacy and room to play or entertain. The corner lot placement provides additional space compared to most bungalows nearby. HOA dues include lawn care maintenance. Located in one of Central Florida’s most desirable locations, residents enjoy access to top-rated schools, scenic walking trails, parks, shopping, dining, and easy access to major highways. Just minutes from Downtown Winter Garden, Windermere, Hamlin, and Walt Disney World, this location offers everything you need. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
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