Location: Winter Garden , 34787
Do Not Show Listings
16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,150,00092 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,420
Elementary School: Hamlin Elementary
High School: West Orange High
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
$999,000337 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
Elementary School: Panther Lake Elementary
High School: Horizon High School
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
$399,00036 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
Tax Year: 2025
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)
9360 MCLAREN ALY, WINTER GARDEN, FL 34787
$615,00022 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
$650,00051 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)
5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$799,000152 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
$675,00065 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
$1,900,00015 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
$299,000236 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)
1005 CHASE DR, WINTER GARDEN, FL 34787
$615,00016 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
$939,99082 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
$880,000197 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
$460,00071 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
$580,000107 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)
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$745,000173 Days on yellowkey MLS ID: S5140531
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2023Monthly Fee: $300 Tax: $1,706 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,706
Remarks: Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.
Listing Agent: Jacqueline Cepeda (407-954-1983)
705 GARDEN WEST TER, WINTER GARDEN, FL 34787
$1,275,00040 Days on yellowkey MLS ID: O6403363
REDUCED by $25,000 (1.9%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2698 Built: 2020Monthly Fee: $232 Tax: $10,345 (2025)Community: Garden WestSingle Family
Taxes:$10,345
Remarks: Nestled within the intimate Garden West enclave — just 11 exclusive homesites — this 4-bedroom, 3-bathroom J&J Building masterpiece spans 2,698 square feet of meticulously curated living space and sits directly on the West Orange Trail. Lace up your sneakers and you're seconds from one of Florida's premier multi-use trails, stretching 22 scenic miles through the heart of West Orange County. Located in the heart of Winter Garden's beloved Golf Cart District, Downtown Winter Garden's vibrant Plant Street is just a half mile away — putting award-winning restaurants, the beloved Saturday farmers market, boutique shops, and year-round community events right at your doorstep. From the moment you arrive, the Florida-inspired architecture, lush professionally re-landscaped grounds with low-voltage landscape lighting, and inviting covered front porch signal that every detail has been considered. Inside, the owners have transformed this already exceptional home into something truly turnkey. Two stunning shiplap feature walls anchor the main living spaces, while all-new designer lighting fixtures — inside and out — have been upgraded throughout and are fully programmable via the Leviton app, so you can set the perfect ambiance from anywhere. The chef's kitchen remains the heart of the home, featuring a Dacor 36" gas range, Samsung Pro dark stainless appliances, quartz countertops, subway tile backsplash, and ceiling-height cabinets beneath a one-of-a-kind shiplap vented hood. A reverse osmosis water filtration system at the kitchen sink adds a thoughtful, health-forward touch. Natural oak hardwood floors, crown molding, and custom woven wood window treatments on the first floor carry sophistication from room to room, while cordless blinds keep the second floor clean and effortless. The main floor offers an open living area with a guest bedroom and full bath — ideal for visitors or multigenerational living. The living room features a mounted, tilt-and-extend TV (included) paired with a Sonos sound system, controlled seamlessly by app for both the living room and lanai. Upstairs, the primary suite, two additional bedrooms, and a versatile loft provide space to spread out. Step outside and the screened lanai — enclosed with premium no-see-um screen material — becomes a true outdoor living room. Backyard café string lights, a mounted TV (included), Sonos audio, a natural gas BBQ stub-out, a retractable privacy blind, and no rear neighbors make this the ultimate Florida entertaining space. Additional outdoor power outlets and thoughtfully designed landscape lighting round out the backyard experience. Built for efficiency and peace of mind, the home features spray foam insulated block walls, energy-efficient double-pane windows, a radiant roof barrier, and a tankless gas water heater. Programable keyless entry locks secure all exterior doors, including the garage. The detached two-car garage — complete with a dedicated golf cart bay and overhead SafeRack storage — connects to the main house via a covered breezeway, a nod to the community's lifestyle-first design. This is more than a home. It's a lifestyle — trail, town, golf cart community, and turnkey luxury all in one.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
980 STUCKI TER, WINTER GARDEN, FL 34787
$230,00036 Days on yellowkey MLS ID: O6406121
REDUCED by $15,000 (6.1%) on 05/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 984 Built: 1989Monthly Fee: $61 Tax: $2,962 (2025)Community: Westside Twnhms Ph 02Townhouse
Taxes:$2,962
Remarks: Here is your opportunity to own this affordable corner unit townhome. Charming 3 bedroom, 2 bathroom in Winter Garden with low HOA. Make this your home or add this to your rental investment portfolio. One level townhome with master bedroom with ensuite bathroom at the front of the unit. The two other bedrooms are located at rear of the unit. Bathroom was recently remodeled with floor to ceiling tile stand-up walk-in shower. New lower kitchen cabinets with beautiful countertop. Property is tile throughout. This town home is a corner unit, which gives you additional side yard space and a covered screen in lanai at the back of the unit. Community offers a large swimming pool and clubhouse. Located directly off Hwy 50, close to the Historic downtown Winter Garden and Winter Garden Village with lots of restaurants, boutiques, shopping, farmers market/activities. You also have access to major highways 429/turnpike,408. Schedule your showing today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Bibi Jaddunath (407-715-4633)
15130 OVATION DR, WINTER GARDEN, FL 34787
$840,00010 Days on yellowkey MLS ID: O6413647
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4688 Built: 2009Monthly Fee: $167 Tax: $6,472 (2025)Community: Belle Meade Ph 02 HSpa: YesSingle Family
Taxes:$6,472
Remarks: One or more photo(s) has been virtually staged. Discover 15130 Ovation Dr, recently enhanced with a new roof and partial flooring replacement, setting a fresh tone for the residence. The kitchen is equipped with all stainless steel appliances. The primary bedroom contains a walk in closet, while its bathroom includes double sinks and a separate tub and shower. Exterior amenities feature a covered patio and an in ground pool. A must-see combining modern updates with comfort and recreation.. 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)
330 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787
$298,000239 Days on yellowkey MLS ID: S5136841
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005Monthly Fee: $520 Tax: $3,625 (2024)Community: Southern Pines CondoCondo
Taxes:$3,625
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to this amazing unit, nestled within the gated community of Southern Pines in the sought after area of Winter Garden , Florida; this beautiful 3 bedrooms 2 bathrooms condo is located in the second floor and has an open concept kitchen with a Dinning- living combo area, also an additional space for an office or a play area , the unit also has a split bedroom plan , with a spacious primary bedroom and an ensuite, also two additional bedroom at the other side of the unit, with an additional full bathroom . This incredible community has a so much in amenities; a real lifestyle for the residents , such as community pool and spa , a very well equipped fitness center, a club house with many areas for family entertainment, tennis court, playground, a car wash area and an indoor basketball / racquetball court. This condominium is located a short drive from the Winter Garden Village shopping area , as well as Downtown Winter garden, with easy access to all main Highways making the commute easier. The Disney World parks are just 9 miles away; this community is definitely a place where families will experience great enjoyment; don't miss the chance to call this unit your NEW HOME!!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Libia Rodriguez (407-952-7069)
17379 CHANNEL WAY, WINTER GARDEN, FL 34787
$689,00010 Days on yellowkey MLS ID: O6412749
REDUCED by $10,000 (1.4%) on 06/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2782 Built: 2019Monthly Fee: $215 Tax: $9,049 (2025)Community: Waterside At Johns LakeSingle Family
Taxes:$9,049
Remarks: Large 4-bedroom home + 2 large Bonus rooms. This 2782sf 7-year-old home is in the awesome community of Lakeside just west of the Winter Garden Village about 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #2 and 3, and with a full bath. The first floor is gorgeous tile from the front door throughout up to the bedrooms. Coffered details in high ceilings, arched openings and a back yard looking over a green retention area. This Hampshire plan has a split plan with 2 bedrooms and full bath near the front of the house first floor. Walking past the flex room that can be used for formal dining, office, etc to the main open living area with living, dining, and kitchen. The kitchen is large with TONS of tall 42 inch raised panel cabinetry and walk-in pantry. The beautiful light brown speckled granite is accented by medium Brown cabinets and all stainless-steel appliances with the stove fueled with gas. A walk-in pantry and Island sink with breakfast bar look out to the open living room and dinette. Dinette has large windows on 3 sides to embrace the outside nature. The main living area has a 3-panel slider door to open wide to the paved, covered Lania that overlooks a good-sized back yard with a large field retention area beyond. Past the living room through the arched entry into the large primary bedroom. Ceiling fan and high coffered detailed ceilings and a huge bath with a seated walk-in shower separating two individual vanities on large cabinets for lots of storage. Large walk-in closet, separate toilet room, and linen closet. Washer and dryer have their own room near the garage. Take a quick step upstairs to a HUGE open loft, 4th bedroom and 3rd full bath. full bath. This home has a 2 car garage and gas heated Tankless water heater. This home is located in the awesome community of Waterside at Johns lake, with an incredible huge pool lakeside, playground, dock, clubhouse, state-of-the-art fitness center
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.