Location: Winter Garden
Do Not Show Listings
16006 GILDEN WAY, WINTER GARDEN, FL 34787
$1,084,99978 Days on yellowkey MLS ID: O6392997
REDUCED by $1 (0.0%) on 05/01/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3617 Built: 2023Monthly Fee: $225 Tax: $12,929 (2025)Community: Encore At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,929
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: A true showcase that you deserve. Are you looking for the finest of MODERN LUXURY in this "architecturally" designed estate? Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot.FENCE IS ALLOWED. Boasting over $200,000 in QUALITY UPGRADES, this residence features, 5 bedrooms and 4 bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Renee Rodriguez (407-927-2055)
9827 BEACH PORT DR, WINTER GARDEN, FL 34787
$1,399,99037 Days on yellowkey MLS ID: O6405480
INCREASED by $25,000 (1.8%) on 06/11/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2020Monthly Fee: $259 Tax: $11,122 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Spa: YesSingle Family
Taxes:$11,122
Remarks: Perfectly positioned on a PREMIER WATERFRONT LOT just under half an acre, this stunning 3,910-square-foot residence delivers luxury living at every turn. Tucked away at the end of a tranquil cul-de-sac and situated on one of the few homesites in the neighborhood with no neighbors in front or behind, the property offers an exceptional sense of privacy with beautiful views of Lake Noah. A grand foyer with a dramatic wrought iron staircase sets the tone for the sophisticated interiors, where CROWN MOLDING and WAINSCOTING elevate the home throughout. The GOURMET KITCHEN is both stylish and functional, featuring a center island, glass-front cabinetry, under-cabinet lighting, designer backsplash, stainless steel appliances, and a sleek flat cooktop. A butler’s pantry and formal dining room create the perfect setup for effortless entertaining. The luxurious primary suite features a CUSTOM CALIFORNIA CLOSET SYSTEM and a spa-inspired bath with dual vanities and an oversized walk-in shower complete with double shower heads, including a RAIN SHOWER. Spacious secondary bedrooms all offer walk-in closets, with two connected by a JACK-AND-JILL BATHROOM, while the oversized upstairs loft provides flexible living space ideal for a media room, game room, or lounge. Designed for both comfort and convenience, the home also includes a 3-car tandem garage with EPOXY FLOORINGS and HANGING STORAGE RACKS, a WHOLE-HOUSE GENERAC GENERATOR, a WHOLE-HOUSE HALO WATER FILTRATION SSTEM, NEW 80-GALLON WATER HEATER, security system with cameras throughout. The backyard is a true private retreat featuring a gas-heated saltwater pool and spa with water features, SUMMER KITCHEN, FIRE PIT, screened enclosure, OUTDOOR SONOS SURROUND SOUND SPEAKER SYSTEM, upgraded LIGHTING PACKAGE, and lush professional landscaping. Beyond the screen enclosure, the fully fenced yard offers additional green space rarely found in waterfront homes. One of the property’s most unique features is the ABILITY TO BUUILD A PRIVATE DOCK on Lake Noah, offering an incredible opportunity to embrace true waterfront living in one of Winter Garden’s premier communities. Conveniently located near top-rated schools, shopping, dining, Disney, and major roadways, this home effortlessly combines luxury, lifestyle, and location into one exceptional offering. Opportunities like this do not come along often.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Silvia Kinkela, Pa (407-284-9254)
811 CIVITAS WAY, WINTER GARDEN, FL 34787
$2,250,00029 Days on yellowkey MLS ID: O6403760
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5138 Built: 2017Monthly Fee: $208 Tax: $24,126 (2025)Community: Oakland Park Un # 2ASingle Family
Taxes:$24,126
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations directly across from the iconic West Orange Trail. Offering over 5,000 square feet of thoughtfully designed luxury, 811 Civitas Way blends sophisticated style, flexible living spaces, and impressive functionality rarely found in today’s market. Designed for both everyday comfort and unforgettable entertaining, the home features a truly jaw-dropping media room that delivers the ultimate cinematic experience. Multiple office and flex space options provide incredible versatility for remote work, creative pursuits, fitness, or multigenerational living. With bedrooms thoughtfully positioned on both the first and second floors, the layout offers ideal privacy and convenience for guests and family alike. Luxury details and custom upgrades are showcased throughout, including a whole-home generator, a one-year-old Sub-Zero refrigerator, two stunning crystal chandeliers installed last year, and elegant solid brass door hardware throughout the home. You'll fall in love with the large island in the garage that even includes a built-in gift wrapping station! Every space reflects exceptional craftsmanship and thoughtful design, with countless additional custom touches that elevate the home’s overall sophistication and character. One of the property’s standout features is its exceptionally rare amount of parking for 7 cars plus a golf cart— a coveted luxury that sets this home apart. Combined with its prime location near Downtown Winter Garden, scenic trail access, dining, shopping, and commuter routes, this residence offers a lifestyle that is as refined as it is practical. **There is room to add a pool and ADU on this lot, as well! Artist renderings with the pool included in the photos.
Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)
Listing Agent: Tracey Mcfadden (321-217-7808)
4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$680,00025 Days on yellowkey MLS ID: S5150274
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2868 Built: 2015Monthly Fee: $187 Tax: $10,422 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$10,422
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. New Laminated Floors refresh up the living space.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Liana Primera De Hernandez (786-816-7167)
15336 FIRELIGHT DR, WINTER GARDEN, FL 34787
$585,0003 Days on yellowkey MLS ID: G5113550
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2242 Built: 2007Monthly Fee: $167 Tax: $4,649 (2025)Community: Belle Meade Ph 2Single Family
Taxes:$4,649
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Welcome to 15336 Firelight Drive, located in the highly desirable gated community of Belle Meade in Winter Garden. Situated directly across from the lake, this beautifully maintained 4-bedroom, 3-bathroom home with a 3-car garage offers a spacious split-bedroom floor plan designed for both comfort and privacy. Inside, you'll find wood flooring, elegant architectural details, and a well-appointed kitchen featuring granite countertops, solid wood cabinetry, stainless steel appliances, a pantry, and a breakfast nook. The spacious primary suite includes dual walk-in closets, French doors leading to the screened lanai, and a spa-inspired bathroom with a garden tub, separate shower, and dual vanities. Major updates include a NEW ROOF installed in 2023 and a BRAND NEW HVAC system installed in June 2026, providing valuable peace of mind for the next owner. Conveniently located just minutes from Winter Garden Village, Highway 429, shopping, dining, and top-rated schools, this home offers the perfect combination of location, functionality, and lifestyle. Schedule your private showing today.
Listing is courtesy of: BRAZA HOMES (352-978-6993)
Listing Agent: Lucas Barbosa Santos (352-978-6993)
17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$775,00024 Days on yellowkey MLS ID: O6409619
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2670 Built: 2026Monthly Fee: $82Community: Northlake At OvationSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Under Construction. Luxury New Home by RockWell Homes, Now Selling! The Faulkner Plan on Homesite #267. Experience the ultimate in modern luxury with this stunning new home. This spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired kitchen, which includes solid surface countertops, an island, and high-end stainless steel gas appliances, such as a cooktop, oven, microwave, and dishwasher. The kitchen also features an undermount sink with a Delta faucet, a beautiful ceramic tile backsplash, upgraded 42-inch cabinets, Delta faucet and a huge walk-in pantry, providing ample storage and making it a dream space for any home chef. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. These windows offer access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring dual sink vanities with Delta faucets, ceramic tile flooring, and a luxurious oversized shower with a glass enclosure. Additional features include a lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, each with its own walk-in closet and access to separate bathrooms. These bathrooms include ceramic tile flooring, ceramic tile tub/shower surrounds, Delta faucets, lighting packages, and towel bars, ensuring both style and functionality. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, a garage door opener, and a utility area with ceramic tile flooring. The home also boasts an 8-foot front door, a private backyard for added privacy, and a new home warranty for peace of mind. This luxury new home by RockWell Homes offers a perfect combination of upscale living, energy efficiency, and a beautifully designed layout. It’s ideal for those looking for both style and comfort in their next home.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Abigail Belchick (407-967-3490)
17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$725,00046 Days on yellowkey MLS ID: O6402876
REDUCED by $2,000 (0.3%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 2026Monthly Fee: $82Community: Northlake At OvationSingle Family
Remarks: Under Construction. New Single-Story Home by RockWell Homes, Now Selling! The Hemingway Plan on Homesite #265. Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 4 spacious bedrooms, 3 bathrooms, and a functional layout with a dining area, breakfast nook, and a 2-car garage. The inviting exterior includes a covered front porch and a covered backyard lanai, with multiple upscale design options to suit your style. Step inside to discover a thoughtfully designed kitchen featuring an eat-in island, solid surface countertops, and high-end stainless-steel appliances, including a cooktop, microwave, oven, dishwasher, and vent hood. The kitchen is further enhanced by upgraded 42-inch cabinets, a ceramic tile backsplash, an undermount sink, a Delta faucet, and a butler’s pantry for extra storage. A walk-in storage pantry provides ample space, while the lighting package adds a touch of elegance to the space. The primary suite serves as a private retreat, featuring a dual sink vanity, a ceramic tile shower with a glass enclosure, and ceramic tile flooring. Upgraded Delta faucets, a walk-in closet, stylish lighting, and towel bars complete this serene space. The two secondary bedrooms offer generous closet space and share a full bathroom that includes ceramic tile flooring, a ceramic tile tub/shower surround, Delta faucets, lighting, and towel bars for both style and convenience. Additional highlights of this new home include an 8-foot front door, dual-pane energy-efficient windows, a new home warranty, a full landscaping package, and a garage door opener. The utility area is also finished with durable ceramic tile, adding both function and style to the home. With its ideal blend of luxury, functionality, and energy efficiency, this single-story home by RockWell Homes offers the perfect space for comfortable, modern living.
17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$845,00049 Days on yellowkey MLS ID: O6402286
REDUCED by $2,000 (0.2%) on 05/09/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3427 Built: 2026Monthly Fee: $83Community: Northlake At OvationSingle Family
Remarks: Under Construction. Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an oversized covered front patio, 8-foot front and first-floor interior doors, parcel entry and a covered backyard lanai for seamless indoor-outdoor living. The chef-inspired kitchen features a large eat-in island, stainless steel appliances including a cooktop, oven, microwave, vent hood and dishwasher, and an undermount sink with a Delta faucet. The kitchen is further enhanced with a ceramic tile backsplash to ceiling, upgraded 42-inch cabinets, abundant countertop space, and a huge walk-in pantry, offering both style and practicality for meal preparation and storage. The upgraded flooring and lighting package throughout the home complete the modern, elegant aesthetic. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. The home is designed with energy-efficient construction and dual-pane energy-efficient windows, keeping your energy costs down while ensuring comfort throughout the year. Additional features of this new home include a full landscaping package, a full sprinkler system, a garage door opener, full gutters, covered back yard lanai, upgraded flooring throughout, and a new home warranty for added peace of mind. Call today to view!
Listing Agent: Jasmine Martz (407-756-8344)
398 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$1,498,44039 Days on yellowkey MLS ID: O6405194
1 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4442 Built: 2024Monthly Fee: $240 Tax: $14,707 (2025)Community: Winter GroveSpa: YesSingle Family
Taxes:$14,707
Elementary School: SunRidge Elementary
Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Introducing the exquisite Roseland former model home! This stunning 5-bedroom, 5-bathroom, 2-car garage masterpiece boasts a homesite neighboring a pond and a luxury pool, spa, and outdoor kitchen. As a former model home, there is also an option to purchase the furniture separately. As you step through the double entry glass doors, you are immediately greeted by a striking foyer that rises to the second floor, setting the tone for the entire home. To one side, an enclosed flex room offers versatility, while the formal dining room invites effortless entertaining. As you travel further into the Roseland you are greeted by a grand staircase, featuring engineered hard wood plank treads and wrought iron balusters with an oak handrail. Tucked just under the staircase is a wine lover’s dream, a wine cave with built-in cabinets, quartz countertops, and stylish tile backsplash. From there, you enter the heart of the home—the open concept kitchen and living area. Equipped with built-in Whirlpool stainless steel appliances, including a beverage cooler, double oven, and built-in cooktop, the kitchen is a dream for culinary enthusiasts. Two-tone soft-close cabinetry is paired with exquisite quartz countertops, creating a timeless and sophisticated look, while a spacious walk-in pantry ensures ample storage. The open-concept design effortlessly connects the kitchen to the gathering room and cafe, where soaring ceilings create an airy, light-filled space, perfect for both intimate gatherings and larger celebrations. Step outside to the covered lanai and enjoy your backyard oasis complete with an inground pool and spa, as well as an outdoor kitchen. Also located on the first floor, is a “Multi-Gen Suite” offering a spacious bedroom with its own linen closet, walk-in closet, and attached bathroom complete with a frameless glass enclosed shower and quartz countertops. Upstairs, the private owner’s suite spans one side of the home, creating a peaceful retreat. The owner’s retreat area, ideal for reading or unwinding, leads into the spa-inspired owner’s bath, where luxury knows no bounds. A free-standing bathtub, frameless glass-enclosed shower, enclosed toilet, and double walk-in closets create a sanctuary of relaxation. The second floor also offers two additional spacious bedrooms connected by a Jack and Jill bathroom, ensuring both privacy and convenience, while a third bedroom enjoys its own en suite bath, providing an added level of comfort and luxury. The upstairs laundry room, with a utility sink trimmed in quartz and cabinets, makes daily tasks a breeze. With an intelligently designed layout and meticulously curated finishes, this home offers the perfect balance of form, function, and style. It's the epitome of luxury living in a highly sought-after location, blending convenience, sophistication, and thoughtful design into a living experience like no other. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
936 KYLEE ALY, WINTER GARDEN, FL 34787
$675,00079 Days on yellowkey MLS ID: O6393910
4 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1772 Built: 2022Monthly Fee: $356 Tax: $6,058 (2025)Community: Oakland ParkSingle Family
Taxes:$6,058
Middle School: Legacy Middle
Remarks: Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nelson Cruz Pa (407-901-9939)
14252 CREEKBED CIR, WINTER GARDEN, FL 34787
$799,0003 Days on yellowkey MLS ID: O6408908
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3572 Built: 2014Monthly Fee: $180Community: Bradford CreekSingle Family
Remarks: Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
13062 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$693,27056 Days on yellowkey MLS ID: O6400441
INCREASED by $3,000 (0.4%) on 04/30/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2686 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Stunning new construction by Toll Brothers in desirable Horizon West, Winter Garden, estimated completion early 2027. This bungalow-style home features a covered entry, elegant foyer, and private first-floor guest suite. The open-concept layout offers a spacious dining area, designer kitchen with breakfast bar, and great room with access to a private courtyard, perfect for indoor-outdoor living. Upstairs includes two secondary bedrooms and a luxurious primary suite with walk-in closet and spa-inspired bath featuring dual vanities, separate shower, and private water closet. A standout feature is the detached garage with a private suite above, complete with full bath and loft, ideal for guests, office, or flexible living space.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
13026 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$547,16057 Days on yellowkey MLS ID: O6400188
INCREASED by $3,000 (0.6%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1908 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Discover the Liston Coastal, a beautifully designed bungalow-style home offering 3 bedrooms, 2.5 bathrooms, and 1,908 square feet of thoughtfully crafted living space. This pre-construction opportunity features an estimated completion date in early 2027, giving buyers ample time to plan their move. As a Design Studio Ready home, buyers can personalize interior finishes and selections to create a space that reflects their unique style. Don't miss the chance to build your dream home and enjoy the quality craftsmanship and luxury living that Toll Brothers is known for.
4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$614,90096 Days on yellowkey MLS ID: S5145370
1 Days Off yellowkey (back on 5/5/2026)
REDUCED by $5,000 (0.8%) on 04/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this stunning and spacious 4-bedroom, 3.5-bathroom home with a private in-law suite above the garage, located in the desirable Enclave at Hamlin community in Winter Garden. This property features a modern open-concept layout with a dedicated office/den, perfect for working from home or study space. Enjoy a chef-inspired kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space. The ample living and dining areas flow seamlessly to the kitchen. All bedrooms and full bathrooms are conveniently located upstairs, while the half bathroom is located downstairs. Also the laundry room is conveniently located upstairs and features a laundry sink. The home also features a private in-law suite above the garage, complete with its own kitchen, bathroom, and laundry—ideal for guests, extended family, or additional living space. The home includes a 2-car garage with additional driveway parking. The community offers great amenities such as a playground and a community pool, perfect for leisure and recreation. Located near restaurants, shops, grocery stores, and entertainment in the Hamlin area, this home offers both comfort and convenience. Schedule your visit today.
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
1028 SPRING LANDING DR, WINTER GARDEN, FL 34787
$539,99918 Days on yellowkey MLS ID: O6410232
REDUCED by $10,001 (1.8%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2275 Built: 1990Monthly Fee: $25 Tax: $3,703 (2026)Community: Crown Point SpringsSingle Family
Taxes:$3,703
Elementary School: Dillard Street Elem
High School: Ocoee High
Remarks: Virtually Staged. 1028 Spring Landing Dr offers the perfect combination of comfort, style, and location in one of Central Florida's most desirable communities. This beautifully upgraded and meticulously maintained 4-bedroom, 3.5-bathroom home features a spacious fenced backyard, ideal for entertaining, pets, or enjoying Florida living year-round. Inside, you'll find gorgeous wood-look tile flooring throughout, adding both elegance and durability to the home's modern feel. Major updates provide peace of mind for the next owner, including a new roof installed in 2019, fresh exterior paint, and a brand-new A/C system replaced in 2025. Pride of ownership shines throughout every detail of this move-in-ready property. Conveniently located just minutes from vibrant Downtown Winter Garden, residents can enjoy easy access to the award-winning farmers market, local dining, boutique shopping, the West Orange Trail, parks, breweries, and community events. With quick access to major highways, Disney attractions, and all that Central Florida has to offer, this home truly delivers both lifestyle and convenience.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
10264 LOVE STORY ST, WINTER GARDEN, FL 34787
$915,00025 Days on yellowkey MLS ID: O6409005
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3295 Built: 2018Monthly Fee: $228 Tax: $11,228 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$11,228
Remarks: Welcome to this exceptional 5-bedroom, 3-bath residence offering luxury, comfort, and unbeatable location. Situated on a private conservation lot with no rear neighbors, this home features a stunning saltwater pool, spacious screened lanai, and a fully fenced backyard designed for relaxation and entertaining. Enjoy nightly Disney fireworks and beautiful sunset views right from your own backyard. Inside, you’ll find elegant upgrades including luxury vinyl plank flooring with a warm oak finish, high-end details, and custom woodwork throughout. The thoughtful layout includes a private downstairs office, a first-floor guest suite with full bath, and a large upstairs bonus room offering flexible living space for any lifestyle. A three-car garage provides ample parking and storage. Located in a highly sought-after community with resort-style amenities—pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Zoned for top-rated Water Spring schools, including walking distance to Water Spring Elementary and proximity to Horizon West High School. Just minutes from Disney, SR-429, Flamingo Crossings, dining, and shopping.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Camila Ricchetti (407-308-7484)
14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787
$1,200,00071 Days on yellowkey MLS ID: O6395612
REDUCED by $100,000 (7.7%) on 06/11/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4625 Built: 2003Monthly Fee: $141 Tax: $12,364 (2025)Community: Bay Isle 48 17Single Family
Taxes:$12,364
Remarks: One or more photo(s) has been virtually staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787
$749,90042 Days on yellowkey MLS ID: O6400896
REDUCED by $8,000 (1.1%) on 06/03/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2016Monthly Fee: $235 Tax: $5,441 (2025)Community: Hickory Hammock Ph 2ASingle Family
Taxes:$5,441
Middle School: Hamlin Middle
Remarks: LAKE VIEW | CONSERVATION LOT | GATED COMMUNITY | MOVE-IN READY Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home offering nearly 3,000 square feet of living space on a **PREMIUM CONSERVATION LOT** in the highly sought-after GATED COMMUNITY of HICKORY HAMMOCK. Perfectly positioned across from a PARK WITH SITTING BENCHES and sidewalk and next to a LUSH GREEN SPACE ON THE RIGHT side. Enjoy SERENE INLET VIEWS OFF LAKE BURNETT from the screened lanai. This property delivers PRIVACY, NATURE, AND EXCEPTIONAL CURB APPEAL FRAMED BY MAJESTIC OAK TREES DRAPED IN SPANISH MOSS. Inside, you’ll find a bright **OPEN-CONCEPT LAYOUT featuring tile flooring throughout the first floor and luxury vinyl plank flooring on the second floor. This home boasts **CROWN MOLDING, **CUSTOM WINDOW CASINGS, **CUSTOM FEATURE WALL in the dining room and designer touches throughout. The spacious kitchen is the heart of the home with 42” cabinetry, stainless steel appliances, pantry, dry island, and seamless flow into the great room and dining areas, perfect for entertaining and everyday living. A dedicated office/flex room on the first floor, offers the ideal work-from-home setup or bonus living space. Upstairs you will find additional living space in the oversized game room. The spacious primary suite features a cozy window bench seat, LARGE WALK-IN CLOSET, DUAL VANITIES, SOAKING TUB, WALK-IN SHOWER and private water closet. GENEROUSLY SIZED SECONDARY BEDROOMS, with two offering walk-in closets. Step outside to the screened lanai and enjoy peaceful water and conservation views from the FULLY FENCED BACKYARD with aluminum fencing featuring dual side gates. Additional upgrades include **FRESH EXTERIOR PAINT, **NEW WATER HEATER** **NEW DISHWASHER** **NEWER WASHER AND DRYER** **GUTTERS WITH PREMIUM LEAF PROTECTION** **PRE-WIRING FOR A SECURITY SYSTEM. Residents of Hickory Hammock enjoy **RESORT-STYLE AMENITIES** including a Clubhouse, Resort Style Pool, Fitness Center, Tennis Courts, Sand Volleyball Courts, Fishing Pier, Playground, Walking Trails, Community Parks and Golf Cart Friendly Streets. Conveniently located near top-rated schools, shopping, dining, and major roadways. Only a short 10 minute drive to the Winter Garden Village or Downtown Winter Garden where you can enjoy a variety of restaurants, boutiques, Plant Street Market, coffee shops as well as the Farmer's Market on Saturday mornings. This is the Florida lifestyle Buyers have been waiting for. Schedule your private showing today.
Listing is courtesy of: CARIS REALTY AND INVESTMENTS INC (407-595-0009)
Listing Agent: Janelle Conway (407-595-0009)
13978 LANYARD WAY, WINTER GARDEN, FL 34787
$885,00015 Days on yellowkey MLS ID: O6411513
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3687 Built: 2022Monthly Fee: $225 Tax: $13,148 (2025)Community: Encore/Ovation-Ph 3Single Family
Taxes:$13,148
Remarks: Experience elevated Florida living in the highly sought-after resort-style community of Encore at Ovation, just minutes from Walt Disney World and Central Florida’s premier attractions. This exceptional 5 bedroom, 4 bath residence offers 3,687 square feet of thoughtfully designed living space with tranquil conservation views, blending luxury, comfort and functionality in every detail. From the moment you enter, you’ll appreciate the home’s refined finishes, expansive layout and seamless indoor-outdoor flow designed for both everyday living and effortless entertaining. Upgraded tile flooring spans the entire main level, while engineered hardwood flooring enhances the staircase. At the heart of the home, the gourmet kitchen is beautifully appointed with upgraded cabinetry, premium countertops, an exterior-vented range hood and a redesigned oversized center island strategically positioned to maximize prep and cooking space — an ideal setup for both casual meals and culinary enthusiasts. A large walk-in pantry provides abundant storage, while the formal dining room offers the perfect setting for hosting family dinners and special occasions. The main floor also features a private guest bedroom and full bath with direct outdoor access, creating the perfect space for visitors, multigenerational living or a dedicated home office. Upstairs, an elegant open-rail staircase leads to a bright and versatile loft area, ideal for a media room, workspace or additional lounge space. The luxurious primary suite serves as a true retreat, complete with a spa-inspired en-suite bath featuring dual vanities, a semi-frameless glass shower, an expansive walk-in closet and a private balcony perfect for enjoying Florida’s year-round sunshine. Three additional generously sized bedrooms and another spacious loft complete the upper level. Additional upgrades include a well-designed laundry room with a built-in utility sink for added convenience. A spacious three-car tandem garage offers ample room for vehicles, storage and hobbies. Step outside to the fenced expansive backyard overlooking peaceful conservation views, with plenty of room to design your dream outdoor oasis. Residents of Encore at Ovation enjoy access to outstanding community amenities including a resort-style pool, clubhouse, fitness center and lawn maintenance services. Ideally located near world-class shopping, dining, entertainment and major highways, this move-in-ready home offers the perfect blend of luxury, lifestyle and convenience. Don’t miss the opportunity to make this stunning property your next home.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Selby Turnbull (321-276-6554)
15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$749,00020 Days on yellowkey MLS ID: O6410558
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2092 Built: 2017Monthly Fee: $281 Tax: $10,040 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$10,040
Remarks: Welcome to this stunning modern single-story home featuring a full CRESTRON Whole-Home Smart System, located in the highly sought-after Lakeshore Preserve community in Winter Garden. Built in 2017, this beautifully maintained residence offers approximately 2,092 square feet of living space situated on a 7,719 square foot lot. Inside, you’ll find 3 spacious bedrooms, 2 full bathrooms, and an open-concept layout that seamlessly connects the living, dining, and kitchen areas — creating the perfect space for both everyday living and entertaining. The stylish kitchen is equipped with modern appliances, including a built-in oven, cooktop, dishwasher, and disposal, along with solid surface countertops designed for both function and style. Additional upgrades and features include central heating and air conditioning, a tankless water heater, and an attached two-car garage. Residents of Lakeshore Preserve enjoy access to exceptional community amenities such as a clubhouse, resort-style pool, and recreational facilities. Offering a move-in ready lifestyle in one of Winter Garden’s most desirable communities, 15607 Sylvester Palm Drive combines modern comfort, smart-home convenience, and the ease of single-level living.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Corey Smith (407-927-0599)
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