Location: Winter Garden , 34787
Do Not Show Listings
15528 BLACKBEAD ST, WINTER GARDEN, FL 34787
$465,00028 Days on yellowkey MLS ID: O6390461
0 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1861 Built: 2016Community: SummerlakeTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Discover refined comfort and effortless living in this impeccably maintained end-unit townhome, positioned to capture an abundance of beautiful natural light throughout. Ideally in a desirable area served by amazing A-rated schools, this spacious residence offers three generous bedrooms, two-and-a-half baths, a dedicated office/flex space and is thoughtfully designed for everyday living and elegant entertaining. A charming, cozy front porch welcomes you home, while the private courtyard creates a serene outdoor retreat, ideal for hosting gatherings or simply unwinding in complete privacy. Inside, pride of ownership is evident at every turn, complemented by practical updates including a roof just two years new and air conditioning professionally serviced in March 2025. The washer and dryer convey, adding further ease to your move-in experience. Residents enjoy access to exceptional community amenities, including a clubhouse, fitness center, tennis courts and a sparkling resort-style pool, fostering a lifestyle of leisure and connection. Low-maintenance living is assured, with the professionally managed HOA covering lawn care and exterior building maintenance, allowing you more time to savor moments that matter most. Timed for the season, this inviting home offers the opportunity to settle in now and enjoy pleasures of summer in your new surroundings. With an unbeatable location, timeless appeal and effortless convenience, this exceptional townhome presents a rare opportunity to experience elevated living at its finest.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Julie Vega-Dominguez (786-303-7111)
980 GLENVIEW CIR, WINTER GARDEN, FL 34787
$424,00037 Days on yellowkey MLS ID: V4947754
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1346 Built: 1992Community: Glenview Estates 2Nd AddSingle Family
Remarks: Under contract-accepting backup offers. Welcome to the GOLF CART DISTRICT with an OVERSIZED LOT and NO HOA all for a competitive price in Downtown Winter Garden! This 3 bedroom 2 bathroom home not only has a thoughtful layout inside but offers 0.33 Acres of land with CREEK ACCESS and no direct rear neighbors! Relax outside on the screened in patio or enjoy dinner out on the outside deck. Also included are PAID OFF SOLAR PANELS along with a NEWER ROOF (2021) to keep your electricity bills low! Walking up to this property, you'll notice BRAND NEW EXTERIOR PAINT (2026), a two car garage and a lovely front porch to sit and relax. Once inside, you'll find the OPEN CONCEPT living room, dining room and kitchen area with a bar area for serving. Additionally, in the living room, there is a new BUILT IN complete with open shelving and cabinets as well as a countertop space. The kitchen has STAINLESS STEEL APPLIANCES and access to the giant INTERIOR LAUNDRY ROOM complete with additional storage, pantry and countertop space. Down the hall you'll find 3 bedrooms all with the LUXURY VINYL PLANK throughout. The hallway bathroom has a TUB/SHOWER combo. The primary bedroom is large with a pocket door leading to the primary en suite bathroom and WALK IN CLOSET with plenty of storage space. Other updates include: Hot water heater (2024), New light fixtures outside (2026) and New Interior Doors & Handles (2026) Inside and outside electrical panel will be replaced in the next 2 weeks and entire home re-piped with an acceptable offer.
Listing is courtesy of: DASH REAL ESTATE COMPANY (386-490-3632)
Listing Agent: Stefanie Mattos (407-739-9374)
13665 KILLEBREW WAY, WINTER GARDEN, FL 34787
$939,00078 Days on yellowkey MLS ID: O6376754
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3909 Built: 2017Community: Cypress Reserve Ph 1Single Family
Remarks: This stunning 4-bedroom, 3.5-bath residence offers an impressive 3,909 sq ft of thoughtfully designed living space, making it one of the best family floorplans available in Winter Garden. The open and airy layout features high ceilings and spacious rooms that create a welcoming, light-filled atmosphere perfect for everyday living and entertaining. The primary bedroom is conveniently located downstairs for privacy and ease, while the remaining bedrooms are upstairs—each boasting a generous walk-in closet for ample storage. Throughout the home, you'll enjoy durable and stylish tile and laminate flooring, providing a clean, low-maintenance look that flows seamlessly from room to room. Step outside to the spacious fenced backyard—ideal for safe play, gardening, pets, or relaxing in your own private outdoor oasis. The yard also has plenty of space for a custom pool. Additional standout features include a dedicated office (ideal for remote work or study), a fun playroom, and a versatile media room—perfect for movie nights, gaming, or family gatherings. These bonus spaces enhance the home's appeal for growing families. Nestled in a family-friendly neighborhood that's centrally located in Winter Garden, this home offers easy access to top-rated schools, shopping, dining, and major roadways. Families love the convenience of a beautiful community pool just steps away from the home. Kids can safely ride their bikes to nearby schools (only .2 miles away), fostering independence and community connections. The community amenities provide plenty of opportunities for recreation and relaxation, including parks, playgrounds, and green spaces that encourage outdoor play and neighborly gatherings. Don't miss this exceptional opportunity to own a move-in-ready gem in one of Winter Garden's most desirable family-oriented areas. Schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Paulo Silva (407-790-1649)
15693 SIGNATURE DR, WINTER GARDEN, FL 34787
$438,00068 Days on yellowkey MLS ID: S5143250
1 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1720 Built: 2013Community: Signature Lakes Ph 2Single Family
Remarks: This amazing 3 bedrooms and 2 full bathrooms in good condition with new floor Single Family Home is located in the heart of New Independence in Winter Garden. The community is minutes to Disney World, charming for family with lots of conservation, park areas, walking/bike path, community pool, tennis and basketball courts, fitness center, Cable and Internet included. The home includes a washer and dryer located in the laundry room and a sprinkler system covering the front and back yard. The bright kitchen has plenty of counter space, laminate countertops and a breakfast area. The living room is a great entertainment space for hosting friends and family. The oversized master suite features a walk-in closet and an additional closet, in-suite bath with dual vanities, soaking tub and walk-in shower. The spacious two-car garage has enough space to house the vehicles, gym equipment or golf cart. HOA includes basic cable and internet access. This home is beautiful and ready for you and your family. Schedule your showing today!
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
303 SOUTHERN P CIR #102, WINTER GARDEN, FL 34787
$228,00054 Days on yellowkey MLS ID: O6383580
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 838 Built: 2005Community: Southern Pines CondoCondo
Remarks: Welcome to the lifestyle you deserve in Winter Garden! This beautiful 1-bedroom, 1-bath condo in Southern Pines offers comfort, convenience, and resort-style living in a prime location. Enjoy outstanding community amenities including a spectacular pool, fully equipped fitness center, tennis courts, basketball court, BBQ area, playground, and expansive green spaces—perfect for relaxing or staying active. Ideally located just minutes from Historic Downtown Winter Garden and its popular shops, dining, and local markets, plus easy access to major highways like SR-429, making commuting and daily errands a breeze. With gated entry and a peaceful setting, this is the perfect place to call home—schedule your showing today!
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)
Listing Agent: Fernando Villamizar Sarmiento (786-381-7469)
14187 JOMATT LOOP, WINTER GARDEN, FL 34787
$949,90020 Days on yellowkey MLS ID: O6393373
Bed: 6 Bath: 3.5 Liv Area Sq Ft: 4181 Built: 2019Community: Cypress Reserve Ph 2Single Family
Remarks: Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods. The home features a gourmet kitchen with two oversized islands, ideal for entertaining and everyday living. The open-concept layout flows seamlessly into large living and dining spaces filled with natural light and scenic water views. With six bedrooms and 3.5 bathrooms, this home offers exceptional flexibility for multigenerational living, guest accommodations, or dedicated work-from-home spaces. Located just minutes from Downtown Winter Garden, residents enjoy easy access to award-winning restaurants, boutique shopping, the popular Winter Garden Farmers Market, and miles of outdoor recreation along the West Orange Trail. The property is also near the highly anticipated Tucker Ranch Park development, which will bring new green spaces, trails, and community amenities to the area. Homes offering over 4,000 square feet with water views in Winter Garden are rarely available, making this an exceptional opportunity in one of Central Florida’s most desirable communities.
Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)
Listing Agent: Kelly Roth (352-514-5045)
14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787
$1,490,00041 Days on yellowkey MLS ID: O6386648
0 Days Off yellowkey (back on 3/16/2026)
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3517 Built: 1995Community: Country LakesSingle Family
Remarks: Under contract-accepting backup offers. Tucked away on 2.5 private lakefront acres in the heart of Winter Garden, this exceptional 4-bedroom, 4 full + 2 half bath estate offers privacy, space, and the ultimate retreat lifestyle. In this beautiful home, you can start your day drinking morning coffee on your screened-in lanai overlooking Lake Tilden, enjoy a mid-afternoon swim in the saltwater, heated pool, and end your evening with Disney fireworks lighting up the sky from your backyard. Inside, the home features fresh interior paint, a dedicated home office, a spacious great room, and formal living and dining areas perfect for both entertaining and quiet relaxation. Custom built-ins throughout the home provide charm, function, and plenty of storage. Three newly remodeled bathrooms include a spa-like master bath with a soaking tub, multi-head shower, and finished walk-in closet, bringing luxury and comfort to daily living. Updated interior and exterior lighting enhances the home while honoring its timeless character. A new electrical panel ensures modern reliability. A versatile ADU adds endless possibilities as a home gym, private office, guest suite, creative studio, or man cave, giving flexibility for multigenerational living or working from home. Recent upgrades include a new well pump, whole-home water filtration system, new septic drain field, two new HVAC units, brand-new pool equipment with iAquaLink automation, and a newly epoxied garage floor. Outdoors, fresh exterior paint, updated landscaping, and a newly fenced backyard with puppy picket fencing create an inviting environment for kids, pets, and entertaining. This rare lakefront property combines acreage, character, and thoughtful updates just minutes from downtown Winter Garden, top-rated schools, dining, and shopping. With space to spread out, enjoy the outdoors, and live a lifestyle others only dream about, this home is meant to be lived in, loved, and enjoyed for years to come.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lisa Kirsch (678-373-8917)
515 9TH ST, WINTER GARDEN, FL 34787
$279,90056 Days on yellowkey MLS ID: O6383185
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 770 Built: 1951Community: Merchants SubSingle Family
Remarks: Welcome to 515 9th St in Winter Garden, a fully renovated, move-in ready home just minutes from vibrant downtown shopping, dining, and the West Orange Trail. This beautifully updated property features a bright, functional layout with modern finishes and comfortable living spaces perfect for everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere throughout. The spacious yard offers plenty of room to relax, garden, or design your ideal outdoor retreat. Enjoy the convenience of nearby parks, schools, and major roadways while living in one of Central Florida’s most sought-after communities. Don’t miss your chance to own this turnkey Winter Garden gem.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Shane Jordan (407-866-3575)
15837 GEM VIEW ST, WINTER GARDEN, FL 34787
$404,010153 Days on yellowkey MLS ID: O6360254
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1579 Built: 2026Community: Del Webb OasisVilla
Remarks: Under Construction. Introducing the exquisite Ellenwood Villa, where luxury meets everyday convenience. This home features 2 bedrooms, an enclosed flex room, and 2 bathrooms in a thoughtfully designed layout that balances style with comfort. The spacious, open-concept kitchen, café, and gathering room are bathed in natural light, creating a warm and inviting space perfect for relaxation or entertaining. High ceilings, ample windows, and a sliding glass door that leads to the covered lanai help blend indoor and outdoor living seamlessly. The kitchen stands as a true highlight, offering both beauty and functionality. It boasts stainless steel Whirlpool appliances – including a refrigerator, elegant 42” Dana White soft-close cabinets, Lagoon Quartz countertops, an upgraded faucet, and a sleek stainless-steel single-bowl sink. Whether you're preparing a meal or hosting guests, this kitchen is designed for ease and elegance. Retreat to the owner’s suite, tucked at the back of the home for privacy. This serene space features a spa-like en suite bathroom with a frameless glass-enclosed shower, a private toilet area, a dual vanity with quartz countertops, and a linen closet—creating a peaceful environment for unwinding. The secluded secondary bedroom and bathroom offer even more privacy, providing a perfect retreat when you need it most. The enclosed front flex room adds versatility to the home, ideal for a home office, hobby space, or any personal retreat. Designer finishes are throughout, with thoughtful touches such as pendant pre-wiring, 2” faux wood blinds, 8’ interior doors, Whirlpool washer and dryer, comfort-height toilets, and Shaw brand luxury vinyl plank flooring. Tile flooring graces the bathrooms and laundry room, enhancing the overall aesthetic. For the modern homeowner, this home is equipped with smart technology, including a smart thermostat, smart doorbell, and LED downlights ensuring your home is as connected as it is stylish. With its blend of luxury, functionality, and cutting-edge features, the Ellenwood Villa offers an exceptional living experience. Don’t miss the opportunity to make it yours.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
13037 SANDCASTLE DR, WINTER GARDEN, FL 34787
$994,29540 Days on yellowkey MLS ID: O6387932
2 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2902 Built: 2022Community: Del Webb OasisSingle Family
Remarks: Experience the perfect blend of luxury and convenience with Mystique Grand home. Formerly a model home, this two-story home offers a thoughtfully designed layout featuring 3 bedrooms, an enclosed flex room, 3 bathrooms, in ground pool and spa with an outdoor kitchen, and a 2-car garage with tandem storage. The owner's suite is conveniently located on the first floor, offering a private retreat with a spa-inspired en suite bathroom. The heart of the home is the open-concept kitchen, café, and gathering room, where natural light floods the space, creating a welcoming and airy atmosphere. Tall ceilings, expansive windows, and a pocket sliding glass door leading to the extended covered lanai seamlessly blend the indoor and outdoor living areas, ideal for effortless entertaining. Step outside and enjoy your back yard oasis complete with an inground pool and spa, as well as an outdoor kitchen. Inside, the gourmet kitchen is a true highlight, featuring a Whirlpool built-in natural gas cooktop, microwave, oven, and refrigerator, white soft-close cabinetry, quartz countertops, and a decorative tile backsplash. A spacious walk-in pantry, granite single-bowl sink, and upgraded faucet complete this culinary space, which is both stylish and functional. The owner's suite is designed for relaxation, with an en suite bathroom that includes a walk-in shower with a built-in bench, dual vanity with quartz countertops, a linen closet, and an enclosed toilet for added privacy. On the first floor, you’ll also find a conveniently located spare bedroom, full bathroom, and enclosed flex room that can easily serve as an office, hobby room, or guest retreat. Upstairs, the expansive loft provides additional space for leisure, and the third bedroom features its own walk-in closet and private bathroom. Throughout the home, designer-curated finishes enhance the sense of luxury, including matte black hardware, wood-look luxury vinyl plank flooring throughout the first floor, tile flooring in the bathrooms and laundry room, and plush Shaw carpet adds warmth to the upstairs bedroom and loft. This home is also equipped with the latest in home technology, including surround sound pre-wire, digital IP camera pre-wire, security system pre-wire, and LED downlights. Don’t miss the opportunity to own this beautifully designed home with unparalleled functionality and elegance. Schedule your tour today!
707 GRASSY STONE DR, WINTER GARDEN, FL 34787
$550,00081 Days on yellowkey MLS ID: O6376356
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2398 Built: 2014Community: Covington ChaseSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this single-story home in the highly sought-after Covington Chase community, perfectly positioned on a quiet cul-de-sac hilltop with peaceful lake views. The fully fenced .25-acre yard offers space, privacy, and room for a future pool or patio expansion, while the large covered lanai and expansive outdoor back patio seating areas create the ideal setting for entertaining, relaxing, or enjoying Florida sunsets. Step inside to discover an open and functional floor plan featuring four bedrooms plus a versatile den or office with glass French doors and a built-in Murphy bed, perfect for a home office, guest room, or additional living space. Natural light floods the interior through triple sliding glass doors in the family room and additional sliders in the primary suite, highlighting the bright, airy design. Elevated ceiling heights enhance the spacious feel throughout the main living areas. Premium features include hurricane-proof glass front doors, tile flooring throughout main living areas, and laminate in the dining room. The oversized three-car garage (approx. 32 x 26) provides abundant space for vehicles, storage, a workshop, or a golf cart. The exterior was freshly painted just five years ago, adding to the home’s curb appeal. Covington Chase offers a community pool, park, and low HOA. The West Orange Trail runs directly through the neighborhood, ideal for walking, jogging, biking, or simply enjoying the outdoors. Living in Downtown Winter Garden means embracing a vibrant, walkable lifestyle with award-winning farmers markets, annual festivals, Plant Street Market, Crooked Can Brewery, boutique shopping, eclectic dining, and lively entertainment all within golf cart distance. Convenient access to Winter Garden Village, Highway 429, and the surrounding Orange County attractions puts everything you need right at your doorstep. This home perfectly combines lake views, elevated outdoor living spaces, and an active Downtown Winter Garden lifestyle, making it a true gem in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
4230 REX DR, WINTER GARDEN, FL 34787
$2,500,000439 Days on yellowkey MLS ID: O6274608
Bed: 9 Bath: 6.0 Liv Area Sq Ft: 7505 Built: 2003Community: Lake Avalon Grvs 2Nd RepSingle Family
Remarks: Under contract-accepting backup offers. **A RARE OPPORTUNITY YOU WON’T WANT TO MISS!!** 9.75 PRIME ACRES IN THE HEART OF WINTER GARDEN ~ MAIN HOME CUSTOM BUILT BY HANNIGAN HOMES 5BD/4BA/3-CAR- 5,423 SQFT, INCLUDING AN ABOVE GARAGE APARTMENT WITH 1/BD/1/BA/+KITCHENETTE ~ SECOND HOME ON PROPERTY INCLUDES 4BD/2BA/2-CAR - 2,082SQFT ~ 10-STALL + TACKROOM HORSE BARN - 2,592 SQFT, 3 PASTURES ~ FENCED IN RIDING RING AND MUCH MORE! This countryside estate is an exclusive opportunity to own two homes, a horse barn, an adorable chicken coop, Koi pond, paver fire pit, built-in playground and so much more in the heart of the sought-after Winter Garden! Bring your horses and enjoy all that this massive CORNER LOT has to offer and being just minutes from the 429 gives you easy access to every convenience including neighboring HORIZON WEST and DISNEY THEME PARKS. Being sold all as one gives you endless opportunities in the ADDITIONAL SINGLE FAMILY HOME with the main home ready with charm for a family to make it their own. The long covered front porch welcomes you home and gives you front row seats to the riding ring. Built by Hannigan Homes, the main home was modeled after Disney’s Grand Floridian, and the thoughtful and unique features throughout are the perfect blend of comfort and quiet luxury. The roof was updated in 2019, the office space can serve as an additional bedroom, light and bright with views of the property, there is a movie/media room currently being used as an indoor trampoline park, WALK-IN WINE CELLAR for the adults, a fun HIDDEN WALK-IN PANTRY for ample kitchen storage and an energy saving SOLAR WATER HEATER. The new owner will absolutely fall in love with the PRIVATE PRIMARY SUITE that takes up the entirety of the second floor with sweeping views overlooking your estate, large WALK-IN CLOSET and well appointed ensuite bath. The additional bedrooms on the main floor give room to grow, and the additional home and garage apartment graciously allow for multi-general living. This gorgeous property is best experienced in person (stunning sunsets included!) so it can speak for itself - call today to schedule your private tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
14748 FIELD DAISY DR, WINTER GARDEN, FL 34787
$600,00028 Days on yellowkey MLS ID: O6391410
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2149 Built: 2026Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | North Facing Lot | Covered Lanai | Popular Plan | Main Floor Bedroom. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14748 Field Daisy Drive in Harvest at Ovation. The Newberry Bungalow offers modern living with a layout designed for both everyday comfort and effortless entertaining. Step through the foyer into a spacious great room, passing a secondary bedroom and full bath along the way. The designer kitchen overlooks the main living area and flows seamlessly to the bright, inviting lanai. Upstairs, the striking primary suite features a generous bathroom with a dual-sink vanity and a large walk-in shower. For even more flexible living space, a game room with a full bathroom and wet bar sits above the garage—perfect for guests or weekend hangouts. 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: Gameroom with full bath and wet bar, 8-foot doors and additional bedroom. Photos are for representative purposes only. MLS#O6391410
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
22 WINDTREE LN #203, WINTER GARDEN, FL 34787
$191,900126 Days on yellowkey MLS ID: S5139914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Community: Windtree Gardens Condo Ph 01Condo
Remarks: Beautiful views, 2 bedrooms, 2 bathroom renovated condo. This spacious unit has all the comforts of home and a relaxing view of the community pool. When sitting on the large balcony you get a direct view of the pool and custom landscaping. The fully equipped kitchen is completed with solid wood cabinets and custom granite. Enjoy a swim in the outdoor pool (open year round), enjoy walks around the scenic pond, where you can take in fresh air and unwind in a beautiful natural setting or for a little bit more action, head over to the on-site basketball court, perfect for a quick game, staying active, or having fun with friends and family. A master bedroom to accommodate a king size bed with an immaculate bathroom with custom shower plus walk-in closet. This is not all, this unit includes a storage just steps from your home! easy and convenient! Some images in this listing have been virtually staged to help illustrate the potential of the space. Furniture, décor, and layouts are for visualization purposes only. The property is being sold unfurnished, and actual conditions may differ from what is shown in the staged images.
Listing Agent: Bernardo Carrasquel (407-920-4973)
17361 CHANNEL WAY, WINTER GARDEN, FL 34787
$850,00028 Days on yellowkey MLS ID: O6390988
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2782 Built: 2019Community: Waterside/Johns Lk-Ph 2BSingle Family
Remarks: Under contract-accepting backup offers. Lake Views Without the Lakefront Price! Welcome to your own slice of the Florida Dream—where tranquil lake views, thoughtful design, and resort-style outdoor living come together beautifully here in Winter Garden. Nestled at the end of a quiet cul-de-sac and perfectly positioned to capture stunning views of Lake Avalon, this exceptional home offers a rare opportunity to enjoy the peaceful ambiance of lakefront living—without the premium price tag or additional tax burden. From the moment you step inside, you’re greeted by light-filled spaces and breathtaking water views showcased from the office, dining room, kitchen, living room, and upstairs bonus room. Designed with both comfort and functionality in mind, this spacious residence features 4 bedrooms, 3.5 bathrooms, and a highly desirable main-floor primary suite—creating the perfect blend of privacy and convenience. The main living areas are anchored by beautiful tile flooring, while upstairs you’ll find brand new luxury vinyl plank flooring and fresh interior paint, offering a clean, modern feel throughout. At the heart of the home, the gourmet kitchen is built for both everyday living and entertaining. It features granite countertops, a substantial island with bar seating, built-in oven and microwave, upgraded pendant lighting, and a beautiful gas cooktop with range hood. The open-concept layout flows effortlessly into the living and dining spaces—perfect for hosting gatherings, game days, or simply enjoying the peaceful lake views and wildlife just beyond your windows. Tucked away and overlooking the pool, the main-floor primary suite offers a private retreat with a modern walk-in shower, dual sinks, and a spacious walk-in closet. The dedicated front office is filled with natural light and offers a versatile space for working from home, morning coffee, or even catching a rocket launch on the horizon. Upstairs, an expansive bonus room with lake views provides the perfect flex space for a media room, playroom, or second living area, complemented by three additional bedrooms and two full bathrooms, including an en-suite guest room. Step outside to your own private Florida lakeside retreat. The expansive L-shaped lanai overlooks a sparkling saltwater pool and spa, creating the ideal setting for relaxing evenings, entertaining guests, or enjoying year-round outdoor living. With no rear neighbors, thoughtful landscaping, and Lake Avalon just beyond, this backyard truly feels like a private oasis. Whether you’re hosting, unwinding, or working from home with a view, this property delivers a lifestyle that is both elevated and effortlessly comfortable. Homes like this—where location, upgrades, and lifestyle align—are a rare find. Conveniently located near Winter Garden Village, top-rated schools, dining, major highways, and Central Florida attractions, this is one you won’t want to miss!
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kasey Hilyard, Pllc (407-488-9879)
7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$468,90026 Days on yellowkey MLS ID: O6391631
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2032 Built: 2023Community: MezzanoTownhouse
Remarks: Welcome to Your Horizon West Sanctuary: The Madison at Mezzano. Experience the perfect blend of sofisticated design and functionality with this stunning Madison floor plan by Park Square Homes. Nestled in the highly sought-after, boutique community of Mezzano. This 2,032 sq. ft. townhome perfectly balances modern elegance with the convenience of a single-family home layout. The Highlights You’ll Love: • Rare First-Floor Suite: This layout features a full bedroom and bathroom on the main level, perfect for guests, a quiet home office, or multi-generational living. • Epicurian Kitchen: The heart of the home boasts a massive island overlooking a sun-drenched, 21-foot gathering room. It’s the ultimate setup for hosting Friday night dinner parties or Sunday football. • A Masterful Retreat: The second-floor primary suite is a true escape, featuring a massive walk-in closet with custom shelving, and a spa-inspired ensuite. • Flex Space Galore: In addition to the three bedrooms, the second-story loft offers a secondary living zone—ideal for a media room, play area, or tech hub. • Outdoor Living & Curb Appeal: Enjoy morning coffee on your charming covered front porch or retreat to the private rear courtyard and soak in the included hot tub at the end of a long day at work. The courtyard leads to your oversized 2-car garage that features storage racks for a more organized home. Why Mezzano? Location is everything. Located in the heart of Horizon West, you are minutes from the upscale shopping and dining at Hamlin, top-rated schools, and the magic of Walt Disney World. Mezzano offers a tight-knit community feel with modern amenities, all while being surrounded by the best of Winter Garden. Don't wait for a new build! Experience the scale of a 2,000+ sq. ft. home with the low-maintenance lifestyle you’ve been dreaming of. Schedule your private showing today!
Listing Agent: Elle Probst (407-414-1903)
17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787
$1,999,000166 Days on yellowkey MLS ID: O6354268
15 Days Off yellowkey (back on 3/26/2026)
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 6400 Built: 2002Community: Avalon EstatesSingle Family
Remarks: Discover Winter Garden’s best-kept secret in Avalon Estates, a peaceful, horse-friendly enclave where timeless country charm meets modern luxury. This custom-built residence offers an impressive 6,400 sq. ft. under air and nearly 10,000 sq. ft. under roof, set on 4.6 picturesque acres surrounded by nature and serenity. From the moment you arrive, the inviting curb appeal and sprawling front porch set the tone for what awaits inside. Step through the double entry doors into a grand living space filled with soaring ceilings, abundant natural light, and an airy, open feel that defines Florida living at its finest. The modern farmhouse kitchen is a dream for entertaining, featuring two expansive islands, generous counter space, and seamless flow into the family room, where a wood-burning fireplace adds warmth and charm. French doors open to the pool area, complete with two oversized covered lanais, creating an ideal setting for relaxing or hosting guests. The downstairs primary suite is both spacious and inviting, featuring a private fireplace, large walk-in closet, and a magazine-worthy en suite bath. A private office sits just off the primary suite, offering a quiet retreat for work or study. Upstairs, you’ll find a large bonus room with kitchenette, three additional bedrooms, and two full bathrooms—perfect for family or guests. Don’t miss the panoramic views through the large windows—on clear nights, you can watch Disney fireworks sparkle in the distance and even catch NASA rocket launches from the east coast. Built with poured concrete tilt-wall construction, this home is as strong and resilient as it is beautiful. The laundry room doubles as a safe room, featuring metal doors, bullet-resistant glass, and reinforced concrete walls and ceiling. Additional highlights include a new roof (2025), an attached three-car garage, plus a detached 2.5-car garage with studio and full bath—ideal for guest quarters, an office, or hobby space. Located just minutes from shopping, dining, and major highways (Florida Turnpike, 429, and 408), this estate is 11 miles from Disney World, 12 miles from Universal Studios, and 23 miles from Orlando International Airport. With its combination of space, craftsmanship, and location, this property also offers excellent potential as a luxury short-term rental. Experience the tranquility and grandeur of Avalon Estates—schedule your private tour today and start creating lifelong memories in your new home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Brad Bolton, Llc (407-797-8875)
11112 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$799,990236 Days on yellowkey MLS ID: O6337905
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2113 Built: 2025Community: WaterleighSingle Family
Remarks: Under Construction. Waterleigh presents the Bellmore. This amazing one-story home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This gourmet kitchen features a Quartz countertops stainless steel appliances, spacious pantry and crown molding cabinetry. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *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)
14501 GROVE RESORT AVE #2504, WINTER GARDEN, FL 34787
$199,900199 Days on yellowkey MLS ID: S5134474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2018Community: Grove Residence & Spa Hotel Condo IiCondo
Remarks: Welcome to unit 2504 at The Grove Resort - a fully furnished, income-producing 2-bedroom, 2-bathroom unit already enrolled in the resort’s rental program. Whether you’re looking for a vacation retreat, short-term rental investment, or both, this residence offers just that. As part of The Grove, you and your guests enjoy full access to surf simulator, lazy river, multiple pools, water park, fitness, dining, lakefront amenities, and more. Strategically located just west of Orlando and under 10 minutes from Walt Disney World, the resort offers complimentary transportation to Disney. For buyers seeking a hassle-free, revenue-producing resort unit in a high-demand location, 14501 Grove Resort Ave 2504 checks every box. ** Transfers will be subject to reporting when buyers use entities or trusts to take title to residential real estate, when the transaction is all-cash, privately financed or HELOC.
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Jany Perez (407-483-4964)
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$495,00036 Days on yellowkey MLS ID: O6388993
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1994 Built: 2023Community: Encore/Ovation Ph 3Single Family
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! 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)
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