Location: Winter Garden , 34787
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2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787
$499,90055 Days on yellowkey MLS ID: O6400594
1 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2766 Built: 2002Monthly Fee: $90 Tax: $8,172 (2025)Community: Wintermere Pointe Ph 02 46/141Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,172
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Stunning four-bedroom, three-bathroom home in the highly sought-after Wintermere Pointe community, complete with a spacious three-car garage. Upon entry, you are welcomed by a bright, open-concept floor plan. The formal dining room at the front of the home flows seamlessly into the main living area, which features direct access to a large covered back porch—perfect for indoor-outdoor living. The chef-inspired kitchen is a true standout. The primary suite serves as a private retreat, featuring an ensuite bathroom with dual sinks, a garden tub, and a separate standing shower. This property is ideally situated just minutes from local schools, parks, and major highway access, putting daily conveniences and entertainment options right at your fingertips. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
13014 AUBREY LN, WINTER GARDEN, FL 34787
$750,00026 Days on yellowkey MLS ID: O6409159
0 Days Off yellowkey (back on 5/24/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3542 Built: 2006Monthly Fee: $133 Tax: $11,483 (2025)Community: FoxcrestSingle Family
Taxes:$11,483
Elementary School: None
High School: None
Middle School: None
Remarks: This stunning 5-bedroom, 4-bathroom home with a 3-car garage is located in a quiet water front position in Winter Garden’s highly desirable Foxcrest community. From the moment you walk in, you’ll appreciate the expansive open layout, designed for both relaxed living and effortless entertaining. Beautiful tile floors flow throughout the main living areas, complemented by a spacious formal dining room and a dedicated office, providing just the right amount of privacy for remote work or study. The kitchen is the perfect gathering space, featuring a rare double island configuration that offers one side for meal prep and the other for gathering with family or guests. It includes an electric cooktop, microwave, dishwasher, refrigerator, and 42-inch cabinetry. French doors lead to an enclosed screened patio with views over the pond beyond, the perfect place to unwind. The primary suite is located on the first floor and features an en-suite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Three additional bedrooms and two full bathrooms are also on the main level, offering comfort and functionality for family or guests. Upstairs, a spacious bonus living area, ideal for a games or movie room, a large bedroom, and a full bathroom create the perfect setup for a guest suite, or multi-generational living. A brand new roof is an added bonus. Foxcrest offers a community pool, tennis courts, and a playground too. The location is ideal, just minutes from Winter Garden Village, a short drive to downtown Winter Garden, and with quick access to the 429 for easy commuting.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$355,000102 Days on yellowkey MLS ID: O6386823
REDUCED by $5,000 (1.4%) on 05/25/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1276 Built: 2024Monthly Fee: $200 Tax: $5,492 (2025)Community: Osprey Ranch - Phase 1Townhouse
Taxes:$5,492
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the area’s most desirable newer communities. Step inside to discover a light, bright, OPEN CONCEPT living, dining and kitchen designed for everyday comfort and easy entertaining. TILE FLOORS run throughout the main level, creating a clean, modern look, while large windows bring in natural light and offer pleasant green space views out front. The on-trend kitchen is the heart of the home, featuring STAINLESS STEEL APPLIANCES, abundant cabinet and counter space, pantry storage and a seamless connection to the dining area, where an upgraded light fixture adds a stylish focal point. Just off the kitchen you will find a convenient laundry room and a half bath on the main floor, making daily living effortless. Upstairs, the SPLIT BEDROOM layout provides privacy and spaciousness, with large bedrooms that feel comfortable and inviting. The PRIMARY SUITE sits at the front of the home, offering a WALK-IN CLOSET and private en-suite bath, while the second bedroom is situated at the back with access to the second full bath, ideal for guests, family or a home office. Outside, enjoy charming curb appeal with a large COVERED FRONT PORCH and a paver driveway leading to a rear-facing one-car garage with alley access, providing both convenient parking and additional storage. Life in Osprey Ranch means enjoying an AMENITY-RICH COMMUNITY with a resort-style pool, covered pavilion, tot lot, dedicated dog park and scenic hiking and biking trails – perfect for getting outside and connecting with neighbors. The location just off Avalon Road with easy access to the 429, puts you just minutes from shopping, dining, resort areas and Orlando’s world-famous theme parks. This home is zoned for TOP-RATED SCHOOLS, including Horizon High School. Whether you are looking for a full-time primary residence, a low-maintenance Florida lifestyle, or the perfect home base for Disney adventures, this modern Winter Garden townhome delivers style, comfort and convenience all in one exceptional package. Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
17588 LAKE STAR RD, WINTER GARDEN, FL 34787
$1,185,00095 Days on yellowkey MLS ID: O6387269
REDUCED by $10,000 (0.8%) on 04/25/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4026 Built: 2024Monthly Fee: $84 Tax: $3,806 (2024)Community: Northlake At OvationSingle Family
Taxes:$3,806
Tax Year: 2024
Remarks: Step into better-than-new living with this beautifully upgraded home that rival's today's new construction--without the wait. This exceptional five-bedroom, four-bathroom home situated on Lake Star located in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring double vanities, garden tub and a walk in glass framed shower with multiple headed jets. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with plumbing already in place to create a summer kitchen of your dreams, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares. Why wait months for new construction when you can have it all--right now?
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Dee Lund (407-925-7781)
14731 FIELD DAISY DR, WINTER GARDEN, FL 34787
$620,00020 Days on yellowkey MLS ID: O6410869
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Game Room | Close to Amenities. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Baldwin at 14731 Field Daisy Drive in Harvest at Ovation! Step into the inviting charm of this thoughtfully designed new home. Beyond the welcoming foyer, you’ll find a guest bedroom with an attached full bathroom and a formal dining room, leading into a spacious great room ideal for gathering. The designer kitchen overlooks the main living area, enhancing the home’s open and memorable layout. Tucked at the rear of the home, a covered lanai offers the perfect space to enjoy outdoor living under the Florida sun. Upstairs, the impressive primary suite features a spa-inspired bathroom with a dual sink vanity, a large walk-in shower, and an oversized closet. Two secondary bedrooms, a shared full bathroom, and the laundry room complete the second floor. An oversized game room with a full bathroom above the garage adds even more flexible living space. 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: main floor bedroom with a full bath, game room with a full bathroom above the garage, and an extended covered lanai. Photos are for representative purposes only. MLS#O6410869
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
217 W BAY ST, WINTER GARDEN, FL 34787
$1,450,00037 Days on yellowkey MLS ID: S5149527
REDUCED by $45,000 (3.0%) on 05/29/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2800 Built: 2025 Tax: $5,958 (2025)Community: Cooper & Sewell AddSingle Family
Taxes:$5,958
Remarks: LOCATION, LOCATION, LOCATION! Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$1,175,00047 Days on yellowkey MLS ID: O6403044
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3698 Built: 1988Monthly Fee: $71 Tax: $6,208 (2025)Community: Country LakesSingle Family
Taxes:$6,208
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$749,500105 Days on yellowkey MLS ID: O6386488
REDUCED by $5,500 (0.7%) on 05/28/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2020Monthly Fee: $261 Tax: $6,669 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,669
Remarks: BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH!! AS-IS sale with peace of mind! All prior repair requests have been completed, and a previous buyer’s inspection report is available for review. Welcome to this stunning 5-bedroom, 4-bathroom home in the highly sought-after Waterleigh community in the heart of Horizon West, Winter Garden. This property is the perfect blend of luxury, comfort, and convenience and offers the PERFECT multi-generational home layout. Zoned for Atwater Bay Elementary School, this home is ideally positioned within a thriving and growing community. As you step through the front door, you’ll be immediately impressed by the spacious, open floor plan. To the right, you’ll find a private 5th bedroom, complete with a full walk-in shower just outside, ideal for guests or a quiet retreat. Continuing through the home, you'll be greeted by a seamless flow between the expansive living and dining areas. The kitchen is designed for both function and style and now features CUSTOM WOOD SHELVING in the pantry, replacing the original wire shelving to provide enhanced organization and storage. Beneath the staircase, there’s a generous storage closet, and the entire home boasts brand-new carpet less than two years old, offering both comfort and style. The property is also equipped with rain gutters for added protection. This home has also recently received BRAND NEW EXTERIOR PAINT on the entire property, making it truly look and feel like a brand-new home. Additional exterior upgrades include updated carriage lights and freshly painted metal garage door trim, enhancing the home’s curb appeal even further. Upstairs, you'll discover the luxurious primary suite, along with three additional bedrooms. The oversized loft area includes a converted den, perfect for use as an office, media space, or flex room to fit your lifestyle. The primary bathroom is a true retreat, featuring both a shower and separate soaking tub, along with a massive walk-in closet. For ultimate convenience, the laundry room is located upstairs and includes a smart leak detection system. The washer and dryer are less than three years old and practically brand new. Step outside to your screened-in lanai, ideal for outdoor entertaining, relaxing evenings, or enjoying nightly fireworks from Walt Disney World along with AMAZING views of NASA rocket launches from the Space Coast. Located just minutes from Disney, this home also provides incredible convenience within the community itself, with Publix now open, Jersey Mike’s, McDonald’s, a nail salon, and more nearby. Even more exciting, a bank is coming soon, adding to the ease of everyday living. The neighborhood is golf cart-friendly and filled with abundant amenities and community events, making it easy to stay connected and entertained year-round. Don’t miss the opportunity to make this dream home YOURS! Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$699,990106 Days on yellowkey MLS ID: O6386199
REDUCED by $6,000 (0.8%) on 05/27/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2024Monthly Fee: $184 Tax: $8,425 (2025)Community: Harvest At OvationSingle Family
Taxes:$8,425
Elementary School: Whispering Oak Elem
Middle School: Horizon West Middle School
Remarks: Amazing corner lot home with a detached private in-law suite, gourmet kitchen, and no rear neighbors, located in Horizon West Harvest at Ovation, just minutes from Walt Disney World and Flamingo Crossings, and Hamlin Town Center. Situated on one of the best corner homesites in the bungalow section of Harvest at Ovation, this 2024 Elevation B home offers privacy, wooded views, and natural light that interior lots simply do not have. With no rear neighbors and windows on multiple sides, the home feels open and well positioned from the moment you arrive. There is approximately 2,860 square feet under roof, including 2,393 square feet of main living space plus a fully permitted 530-square-foot in-law suite above the garage. The suite includes its own living area, kitchenette with wet bar, and full bath, making it ideal for extended family, long-term guests, or a private home office setup. The kitchen was built with the full gourmet option and is the only bungalow in the neighborhood configured this way. It includes three ovens, quartz countertops throughout, 42-inch cabinetry, soft-close drawers, stainless steel appliances, and a large walk-in pantry — designed for someone who actually cooks and entertains. Additional features include luxury vinyl plank flooring, a tray ceiling in the primary bedroom, wood stair treads, tile showers, quartz bath counters, recessed lighting, audio pre-wire, built-in garage storage, laundry room built-ins, zoned HVAC, and tankless water heaters. The first-floor block walls were upgraded with core-fill foam insulation, providing improved energy efficiency and a noticeably quieter interior. The fully paved lanai and corner placement create a more open and private outdoor setting than most homes in the community. Harvest at Ovation offers a pool, park, and playground, and the location places you minutes from Hamlin Town Center, top-rated schools, SR-429, Walt Disney World, and Flamingo Crossings. A rare opportunity to own one of the best-positioned and most thoughtfully upgraded bungalows in Harvest at Ovation.
Listing is courtesy of: SALVAMERICA, LLC (407-901-2616)
Listing Agent: Rafael Heredia (407-901-2616)
16736 OAKBORO ST, WINTER GARDEN, FL 34787
$563,90088 Days on yellowkey MLS ID: O6388784
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $11,100 (1.9%) on 05/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $6,967 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$6,967
Remarks: Under contract-accepting backup offers. ****Price Improvement Alert****OVER $43,000 IN UPGRADES INCLUDING A WHOLE HOUSE SOLAR PANEL SYSTEM INCLDED IN PURCHASE! Be delighted with the reduced energy expenses from the day you move in. Don't wait to build and take advantage of the massive upgrades! Great opportunity to make homeownership a reality in the beautiful community of Waterleigh in Horizon West. HOA covers lawncare allowing you to enjoy all that Waterleigh has to offer: resort style amenities catering to any lifestyle, including a large club house with community room and fitness center that opens to a freeform pool, grilling stations and plenty of deck space to relax in the Florida sun. The sports enthusiast will fall in love with the multiple ball fields, tennis courts, beach volleyball court, pickle ball and outdoor fitness circuit. Playgrounds, gazebos and parks are scattered throughout the community for your pleasure. Phase three has a separate pool that is a great alternative to the main pool complex. This Clearden model offers many options and versatility. Natural light is amazing in every room! The first floor features an open plan with a bright white kitchen featuring a center island, stainless steel appliances, walk-in pantry as well as a coffee or dry bar area and overlooks the spacious family room that leads to the covered lanai. Main floor full bedroom with a private bath is ideal for guests, an office or an in-law suite. Upstairs there is an open loft, three additional bedrooms and a large laundry room. The expansive primary suite has an ensuite bathroom equipped with a double vanity, walk-in shower and plenty of closet space. The entertaining expands to the outside with covered front and rear lanais perfect for morning coffee or an evening BBQ. The fully fenced yard, whole home water softener, security system and solar panels add to the many upgrades in this beautiful home. Attached rear entry oversized two car garage provides plenty of room to park two vehicles and the brick paver driveway can accommodate up to four additional vehicles. Take advantage of the many community activities that are sponsored by the HOA for your pleasure year-round. Zoned for top rated schools including the elementary and middle schools within walking distance. Shopping, restaurants and lifestyle shops are all within the planned community. Minutes to the Walt Disney World complex, major roadways and an easy commute to the Orlando International Airport or Downtown Orlando. Special note, this home is equipped with Solaredge Solar panels that come with a transferrable warranty to the new Owner. This feature significantly reduces the monthly power bill! Call today for a private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Michael Morris (407-383-5434)
12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$609,90095 Days on yellowkey MLS ID: O6389532
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $2,162 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$2,162
Remarks: SELLER WILLING TO CONTRIBUTE UP TO $18,000 TOWARDS CLOSING COSTS OR BUYER RATE BUY-DOWN! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. The downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. This home reflects over $10,000 in uprgrades including an extended fenced in lanai, frameless shower doors and more! Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, beautiful community pool and convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
3262 HANGING TIDE ST, WINTER GARDEN, FL 34787
$750,000153 Days on yellowkey MLS ID: S5141634
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3663 Built: 2021Monthly Fee: $132 Tax: $10,508 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$10,508
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a private bathroom and a versatile flex room for added convenience. Upstairs, you'll find 4 additional bedrooms, a laundry room, and a spacious great room perfect for family time or relaxation. Outside, enjoy a comfortable and contemporary gazebo, ideal for entertaining or unwinding. This home also showcases a modern lamp set and an advanced lighting system, adding elegance and ambiance to every corner. With its thoughtful design, enlarged kitchen, and modern light switches, this fantastic floorplan has everything your family needs!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Franklin Adrianza (786-241-2060)
10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$468,90032 Days on yellowkey MLS ID: O6407798
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2019Monthly Fee: $245 Tax: $7,600 (2025)Community: Waterleigh Ph 2C-1Single Family
Taxes:$7,600
Remarks: One or more photo(s) has been virtually staged. Move-in ready with a gourmet kitchen and a layout built for real life. Welcome to Waterleigh living at its finest, where thoughtful design, beautiful upgrades, and everyday comfort come together in a home that feels both elevated and inviting from the moment you walk in. Situated on a rare oversized 145-foot-deep homesite, this beautifully maintained SINGLE STORY Laurel floor plan offers 3 Bedrooms, 2 Full Bathrooms, an extended paver driveway, a larger backyard, and the kind of open, easy flow that simply makes life feel good. From quiet mornings on the covered lanai to gathering with family and friends around the kitchen island, every space in this home was designed to be lived in, enjoyed, and remembered. At the heart of the home is the stunning GOURMET KITCHEN featuring a large granite island, walk-in pantry, upgraded pendant lighting, gorgeous Toscana stained glass accents, and BRAND NEW SS Appliances, including a French Door Refrigerator with in door ice and water. The kitchen opens seamlessly into the spacious dining and family room areas, creating a warm and welcoming space filled with natural light and perfect for both entertaining and everyday living. The private primary suite offers a peaceful retreat with plenty of room for a king sized bed and oversized furniture, while the spa like ensuite bath features DUAL SINKS, an Oversized walk-in shower with tiled bench, and a generous walk-in closet. The thoughtfully designed split floor plan places Bedrooms 2 and 3 along with the secondary bath toward the front of the home, offering added privacy and flexibility.Additional features throughout the home include Extensive Tile Flooring, upgraded designer light fixtures, wood window sills, window blinds throughout, a spacious laundry room, and a convenient drop zone with extra cabinetry near the garage entry, the little details that make everyday living feel effortless. Built with energy efficiency in mind, the home also helps keep utility costs lower while maintaining year round comfort. And beyond the home itself, Waterleigh offers the kind of Florida lifestyle that blends resort-style amenities, outdoor living, and everyday convenience. Residents enjoy access to 4 resort-style pools, 3 clubhouses with fitness centers, tennis courts, pickleball, volleyball, playgrounds, parks, putt putt golf, scenic walking trails, and community events throughout the year that truly make the neighborhood feel connected and alive. Even better, the HOA handles lawn maintenance including mowing, trimming, fertilizing, and mulch, giving you more time to enjoy your home instead of maintaining it. Perfectly located near Disney, Hamlin Town Center, shopping, dining, SR-429, and I-4, this home is also zoned for highly regarded schools, including Atwater Bay Elementary, Water Spring Middle School, and Horizon High School. Beautifully upgraded, thoughtfully designed, and move in ready, this is more than just a house, it’s the kind of home that makes everyday life feel a little more beautiful in so many ways.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787
$1,999,94733 Days on yellowkey MLS ID: O6405850
REDUCED by $3 (0.0%) on 05/25/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3837 Built: 2016Monthly Fee: $195 Tax: $17,089 (2025)Community: Signature Lakes Ph 02 A B H I JSpa: YesSingle Family
Taxes:$17,089
Elementary School: Independence Elementary
Remarks: .....LOCATION! LOCATION! LOCATION!.....LAKE HOME!.....PRIVATE DOCK!.....SALTWATER POOL!.....PRIMARY BEDROOM on MAIN!!!!!..... Gorgeous 5 bedroom. 4.5 bath home on Lake Hancock located in Hamlin Town Center. Upon entering, the home welcomes you with a bright, OPEN-CONCEPT design that seamlessly connects the main living areas, creating an ideal flow for entertaining and everyday living. Stunning LAKE VIEWS can be enjoyed from the gourmet kitchen, main level primary suite, additional bedroom and great room. The JUNIOR SUITE would make a wonderful mother in law suite. The UPPER LEVEL features a spacious BONUS ROOM ideal for media/game/play/home gym or secondary living area; along with FULL BATH and BEDROOM, providing flexibility and privacy away from the main living spaces. Step outside to a massive RESORT STYLE OUTDOOR LIVING AREA making it your personal oasis for both relaxation or entertaining. The expansive PAVER DECK leads to a pristine heated saltwater pool and spa. Your private dock offers the perfect setting to enjoy fishing, sunsets, and nightly Disney fireworks from the comfort of home. LAKE HANCOCK is renewed for it’s exceptional recreational opportunities, making it ideal for boating enthusiasts and avid anglers alike. The lake is well known for its excellent fishing, canoeing, paddle boarding, water skiing and wake sports. The lakes size and depth also accommodate seaplane activity. The COMMUNITY features multiple playgrounds, tennis courts, basketball, pools, fitness centers, arcade, clubhouse, dog parks, business center and CABLE/INTERNET included in HOA DUES.....Located in one of Central Florida's most sought after areas-HAMLIN TOWN CENTER, the vibrant heart of the HORIZON WEST community. The NEIGHBORHOOD offers sidewalks. paved WAKING/BIKING trails connecting to everything you need. Close walk to grocery store, dining, shopping, Cinepolis, POPSTROKE (Tiger Woods designed Putt Putt), Restaurant/Ice Cream Parlor/Playground), Urban Air Adventure & Trampoline Park. Convenient access to SR429! ***All information deemed reliable but not guaranteed and should be independently verified by the buyer***
Listing Agent: Tina Carroll (678-850-8036)
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,000,00017 Days on yellowkey MLS ID: O6411926
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3828 Built: 2016Monthly Fee: $75 Tax: $12,039 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$12,039
Remarks: Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.
Listing Agent: Jenna Palmero (407-697-8727)
15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787
$730,00017 Days on yellowkey MLS ID: O6411803
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2896 Built: 2025Monthly Fee: $99 Tax: $1,890 (2025)Community: Osprey Ranch Ph 1Spa: NoSingle Family
Taxes:$1,890
Remarks: Welcome to this beautifully upgraded home in Winter Garden, where style, comfort, and thoughtful design come together seamlessly. From the moment you step inside, you’re greeted by an open, bright, and airy layout, enhanced by elegant farmhouse-inspired finishes and abundant natural light throughout. The main home features no carpet, creating a clean and modern aesthetic, while stunning custom built-in cabinetry in the kitchen, living room, and bedrooms adds both sophistication and functionality. At the center of the home, the spacious kitchen is designed to impress, featuring a large island perfect for entertaining, elegant finishes, and seamless flow into the living and dining spaces. Every detail has been thoughtfully selected, and with tons of upgrades throughout, this home feels elevated at every turn. One of the standout features is the private studio above the garage, ideal for guests, extended family, a home office. Located in the desirable Osprey Ranch community, this home is just minutes from Walt Disney World and everyday conveniences. Even better, you are just steps from the resort style amenities, including the community pool, splash pad, cabana, and playground, offering the perfect blend of lifestyle, convenience, and community living.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Carolina Fortes Ribeiro (407-956-7674)
16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$668,00017 Days on yellowkey MLS ID: O6411737
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2930 Built: 2024Monthly Fee: $22,874 Tax: $9,784 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,784
Remarks: Discover elegance, comfort, and versatility in this stunning home located in the highly sought-after Harvest at Ovation community in Winter Garden. Ideally situated at 16277 Honey Harvest St, this beautiful residence offers sophisticated design, spacious living areas, and an unbeatable Central Florida location close to everything you need. From the moment you arrive, you are welcomed by a charming front porch surrounded by landscaped gardens, creating a warm and inviting first impression. Inside, the grand foyer opens to a bright open-concept floor plan with soaring ceilings and abundant natural light, perfect for modern living and entertaining. On the main floor, you’ll find a private guest suite with a spacious full bathroom, offering comfort and privacy for family or visitors. The impressive living room features high ceilings and flows seamlessly into the designer kitchen, complete with quartz countertops, custom cabinetry, stainless steel appliances, and a large center island ideal for gatherings and everyday living. Upstairs, the luxurious primary suite serves as a private retreat, featuring a spa-inspired bathroom and an oversized walk-in closet. Additional bedrooms, a full bathroom, and a conveniently located laundry room complete the second floor. One of the home’s most unique features is the spacious bonus suite located above the garage, offering a private entrance and full bathroom. This versatile space is perfect for a guest suite, home office, media room, gym, or even a potential rental opportunity. Enjoy Florida living year-round on the covered lanai with direct access to the attached two-car garage. Residents of Harvest at Ovation enjoy resort-style HOA amenities, including a community pool, clubhouse, fitness center, playgrounds, walking trails, dog park, and beautifully maintained green spaces. The HOA also provides common area maintenance and access to all community recreational facilities. Perfectly located just minutes from Disney attractions, Horizon West, Hamlin Town Center, top-rated schools, shopping, dining, major highways, and entertainment, this home offers the ideal combination of luxury, convenience, and lifestyle. Don’t miss this incredible opportunity to own a beautiful home in one of Central Florida’s most desirable communities!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787
$1,100,00017 Days on yellowkey MLS ID: O6410984
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3894 Built: 2024Monthly Fee: $83 Tax: $11,946 (2025)Community: Westhaven At OvationSingle Family
Taxes:$11,946
Remarks: Located in the highly desirable Westhaven at Ovation, this exceptional five bedroom, four bathroom home sits on one of the largest lots in the community with an impressive 0.28 acres, offering extra privacy, space, and an unbeatable setting. With no front or rear neighbors and peaceful pond views behind the home, this property delivers a rare combination of comfort and tranquility. Designed with both elegance and functionality in mind, the home features a spacious open layout with a large loft, an oversized covered lanai perfect for entertaining, and a charming front porch that creates a warm welcome. The gourmet kitchen is equipped with premium KitchenAid appliances and an LG InstaView Door-in-Door refrigerator, combining luxury and modern convenience. Thoughtful upgrades can be found throughout the home, including elegant open rail stairs with luxury vinyl flooring, floor-to-ceiling tile in the bathrooms, and custom-designed spaces in the primary suite closet, laundry room, and pantry for maximum organization and style. The laundry room also includes a utility sink, adding extra practicality for everyday living. The spacious primary suite and well-distributed floor plan provide comfort for the entire family, while the proximity to the community clubhouse adds even more convenience and lifestyle appeal. With a two car garage, exceptional finishes, and one of the best locations in the neighborhood, this home is truly a standout opportunity in Winter Garden.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Roberta Do Nascimento Ferreira Voto (407-346-9720)
15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787
$704,90094 Days on yellowkey MLS ID: O6390611
REDUCED by $5,100 (0.7%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2440 Built: 2024Monthly Fee: $100 Tax: $8,695 (2025)Community: Osprey RanchSingle Family
Taxes:$8,695
Remarks: The Suncrest II is a spacious rear-load garage home featuring a convenient first-floor Extra Suite. With 10-foot ceilings and an expansive open-concept living area, this thoughtfully designed home offers approximately 2,500 square feet of comfortable living space with stylish finishes throughout. Currently being used as a builder’s model home, this property is being sold fully furnished with professional designer décor and is leased back to the builder through January 27, 2027, presenting an excellent investment opportunity with secured lease income during the lease term. At the rear of the home, the main living area is anchored by a beautifully designed gourmet kitchen, featuring stainless steel appliances, 42” light cabinetry, quartz countertops, and generous workspace, perfect for both everyday living and entertaining. The home also offers a spacious lanai and private courtyard-style lawn, ideal for outdoor enjoyment. Upstairs, you will find a versatile loft area along with three additional bedrooms, providing ample space for family, guests, or a home office. Located in Osprey Ranch, a beautiful community of new single-family homes in Winter Garden, FL, residents enjoy excellent amenities, a prime location, and thoughtfully designed homes, making this community a wonderful place to call home.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787
$575,000143 Days on yellowkey MLS ID: O6370772
REDUCED by $14,000 (2.4%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 2021Monthly Fee: $136 Tax: $8,224 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$8,224
Remarks: A STUNNING, ENERGY-EFFICIENT HOME LOCATED IN ONE OF WINTER GARDEN’S MOST DESIRABLE GATED COMMUNITIES. Located at the highly desirable gated community of Lakeview Preserve, this 2021-built residence offers a rare combination of modern design, comfort, and quality of life in one of Central Florida’s fastest-growing and most appreciated areas. The home features 3 bedrooms and 2 bathrooms with a fully open and integrated floor plan that creates spacious, functional living areas filled with natural light, ideal for both everyday living and entertaining. A key highlight of this property is the installed solar panel system, providing meaningful energy savings, increased efficiency, and lower monthly utility costs, adding immediate value while aligning comfort with sustainability. Lakeview Preserve is a distinctive community surrounded by nature and thoughtfully designed to deliver leisure, security, and well-being. In addition to being a gated and well-maintained neighborhood, the community offers a full range of amenities, including a swimming pool, fitness center, clubhouse for various activities and events, a splash pad, lake access with designated kayaking areas, and inviting outdoor spaces that promote a relaxed and family-friendly atmosphere. The location is strategic, with convenient access to major roadways, highly rated schools, shopping, dining, and all that Winter Garden has to provide, making this property an excellent choice for both homeowners and investors seeking long-term value, strong demand, and consistent appreciation.
Listing Agent: Simone De Souza Nunes Silva (689-837-5076)
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