Location: Winter Garden
Do Not Show Listings
8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787
$649,99929 Days on yellowkey MLS ID: O6396729
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2706 Built: 2018Monthly Fee: $252 Tax: $6,076 (2025)Community: Summerlake Pd Ph 4BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,076
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Elevated Florida Living: Designer 4BR Home in Sought-After Summerlake! Welcome to a refined blend of elegance and modern comfort in the fabulous Summerlake community of Winter Garden. This exceptional two-story residence offers 4 bedrooms and 3 full bathrooms, thoughtfully curated with upscale finishes and timeless design. From the moment you enter, you’re greeted by an abundance of natural light and a seamless open-concept layout that exudes both sophistication and warmth. The expansive living and dining areas flow effortlessly into a beautifully appointed chef’s kitchen, featuring premium countertops, custom cabinetry, and an oversized island designed for both everyday living and elevated entertaining. A main-level guest suite with a full bath provides privacy and flexibility, ideal for visitors or a dedicated executive office. Upstairs, retreat to the luxurious primary suite—your private sanctuary—complete with a spa-inspired en-suite bath and a spacious walk-in closet. Additional bedrooms and a versatile loft adds endless possibilities for relaxation, work, or play. Step outside to your covered lanai and enjoy serene outdoor living, perfect for morning coffee or evening gatherings under the Florida sky. As a resident of Summerlake, you’ll enjoy access to resort-style amenities including a sparkling community pool, state-of-the-art fitness center, scenic walking trails, and beautifully maintained green spaces—all just minutes from top-rated schools, upscale shopping, dining, and convenient highway access. This is more than a home—it’s a lifestyle defined by comfort, convenience, and elevated living.
Listing is courtesy of: GREEN KEY REALTY LLC (407-491-2327)
Listing Agent: Michael Davis (407-491-2327)
15672 SHOREBIRD LN, WINTER GARDEN, FL 34787
$859,900107 Days on yellowkey MLS ID: O6375411
REDUCED by $10,000 (1.1%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 2017Monthly Fee: $360 Tax: $6,887 (2025)Community: Lakeshore PreserveSingle Family
Taxes:$6,887
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant Toll Brothers built residence, perfectly located on a premium corner homesite in the sought-after Lakeshore Preserve community. Distinguished by its Tuscan elevation, stone accents, and barrel tile roof, this 4-bedroom, 3.5-bath pool home offers timeless curb appeal and thoughtfully designed living spaces. Inside, soaring ceilings, crown molding, and upscale finishes create an inviting yet sophisticated atmosphere. Designed for seamless entertaining, the open-concept kitchen, living, and dining areas are filled with natural light and enhanced by six oversized sliding glass doors that extend the living space outdoors. The gourmet kitchen is the heart of the home, featuring an impressive 14’ center island, upgraded KitchenAid appliances, abundant cabinetry, walk-in pantry, and a built-in storage/mudroom. Outdoors, enjoy a 39’ x 8’ covered lanai overlooking a saltwater pool added in 2021, complemented by extensive paver decking and an expansive screened enclosure—creating a refined outdoor living space ideal for alfresco dining and entertaining. Enjoy the soothing sounds provided by the waterfall pool feature! The first floor includes a flexible bedroom currently used as an office with an adjacent powder room. Upstairs, a spacious bonus loft provides separation and privacy, leading to the luxurious owner’s suite with dual walk-in closets and a spa-inspired bath offering double vanities, soaking tub, frameless glass shower, and private water closet. Two additional bedrooms—one with ensuite bath—along with a full laundry room complete the upper level. Energy-efficient features include double-pane Low-E windows, gas cooktop and dryer, and a tankless water heater. Community fees include lawn care, internet, cable, and access to resort-style amenities such as a clubhouse, pool, fitness center, playgrounds, dog park, firepit and kayak launch. Ideally located in Horizon West, close to shopping, dining, hospitals, schools, and major highways—with Disney parks just minutes away—this home offers the perfect balance of luxury, lifestyle, and convenience.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Helen Thompson (407-766-7537)
838 BETHUNE AVE, WINTER GARDEN, FL 34787
$275,00064 Days on yellowkey MLS ID: O6388596
REDUCED by $2,000 (0.7%) on 04/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 985 Built: 1961 Tax: $1,340 (2025)Community: Overstreet CrateSingle Family
Taxes:$1,340
Elementary School: Maxey Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to this fully renovated 3-bedroom, 2-bath home on an oversized 0.20-acre lot in one of Winter Garden’s growing corridors. This move-in ready property offers immediate livability with long-term upside. Recent upgrades include a new AC system and water heater (2026) and a roof replaced in 2019, minimizing near-term capital expenses. The home features updated interiors and a functional layout suited for both owner-occupants and investors. The large lot provides flexibility for outdoor use and potential future enhancements. Zoned R-4, the property may provide additional possibilities for expansion or income-producing use. Buyer to verify all zoning and development options with the city. Located just minutes from major highways, shopping, and ongoing development, this property is well-positioned for both convenience and future growth.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Gabriel Flete (407-341-9663)
5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787
$579,000101 Days on yellowkey MLS ID: O6376887
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2114 Built: 2025Monthly Fee: $148 Tax: $2,349 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$2,349
Elementary School: Hamlin Elementary
Remarks: Beautiful bungalow on a premium corner lot,(U$8,000), ideally located directly across from the community pool and soccer field. This home features multiple upgrades( U$39.700) throughout and an excellent layout for comfortable living. Silverleaf offers the convenience of having both the elementary and middle schools located within the community, making it an exceptional choice for families. Prime location in one of Winter Garden’s most desirable neighborhoods.
Listing is courtesy of: MIAMI REALTY SOLUTION GROUP (786-361-7289)
Listing Agent: Gisele Verzola Barreto (407-913-7004)
6237 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$557,58929 Days on yellowkey MLS ID: G5110909
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Welcome to the Amelia, a charming single-story bungalow, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Located just minutes from the popular shopping and dining destinations of Winter Garden Village and historic downtown Winter Garden, Avalon Woods places residents close to everything they need. Nearby parks, trails, and recreational areas offer plenty of opportunities for outdoor enjoyment, while the area’s top-rated schools make it an excellent choice for families. With easy access to major roadways like SR-429 and the Florida Turnpike, commuting to Downtown Orlando, the theme parks, or neighboring communities is convenient and efficient. Avalon Woods delivers the perfect balance of comfort, connection, and community in one of Central Florida’s most desirable locations.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
2439 BALFORN TOWER WAY, WINTER GARDEN, FL 34787
$570,00072 Days on yellowkey MLS ID: O6386373
0 Days Off yellowkey (back on 4/11/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2508 Built: 2008Monthly Fee: $243 Tax: $3,490 (2025)Community: Stoneybrook West DSpa: NoSingle Family
Taxes:$3,490
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. *Video Tour Available!* Experience the best of Florida living in the heart of Stoneybrook West, where resort-style amenities and a true sense of community come together. Behind 24-HOUR GUARD GATED ENTRANCE, you’ll find everything you need to live like you’re on vacation year-round—an Olympic-sized swimming POOL, splash zone, FITNESS CENTER, playground, tennis, basketball and pickleball courts, a fishing pier, plus a PRIVATE BOAT RAMP on Black Lake. Even better, the quarterly HOA INCLUDES SPECTRUM INTERNET AND CABLE, making life here as convenient as it is enjoyable. Tucked away on a quiet CUL-DE-SAC STREET with no through traffic, this home offers both privacy and charm from the moment you arrive. Warm curb appeal welcomes you inside to rich WOOD FLOORS and soaring ceilings that create a light, airy Florida feel. At the front of the home, the FORMAL LIVING AND DINING ROOMS provide flexible space for entertaining or working from home, highlighted by a welcoming staircase. Designed for gathering, the OPEN FLOOR PLAN seamlessly connects the family room and eat-in kitchen. The kitchen features abundant QUARTZ COUNTERTOPS, upgraded cabinetry, and a pantry to keep everything organized. Double sliding doors from both the kitchen and family room open to a SCREENED PATIO OVERLOOKING A PEACEFUL POND—no rear neighbors, just tranquil views and evening sunsets. Upstairs, you’ll find the bedrooms along with a convenient laundry room. The primary suite is spacious with wood floors, double sinks, quartz countertops, a water closet, and WALK-IN CLOSET. The RENOVATED SECOND BATHROOM offers a beautifully tiled shower and tub with a built-in shampoo niche. Generously sized secondary bedrooms feature deep closets for all your storage needs. Additional upgrades include a NEWER ROOF (2021), NEWER WATER HEATER (2024), ceiling fans throughout the home and patio, a convenient half bath downstairs, new irrigation panel, updated faucets and shower head in the primary bath, newer microwave and refrigerator, window blinds and exceptional storage throughout. This is more than a home—it’s your opportunity to embrace the Florida lifestyle, where sunny days, waterfront adventures, and a vibrant community are all right outside your door.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$649,000153 Days on yellowkey MLS ID: O6365476
REDUCED by $31,000 (4.6%) on 04/11/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2013Monthly Fee: $184 Tax: $8,004 (2025)Community: Signature LakesSingle Family
Taxes:$8,004
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home in the highly desirable Winter Garden area. Built in 2013, this attractive two-story residence offers a thoughtful layout with spacious living areas, comfortable bedrooms, and well-appointed bathrooms. The home features durable concrete block construction with a stucco exterior and drywall interior finishes, providing lasting quality and a neutral backdrop for any décor style. The first floor includes inviting living and dining spaces ideal for everyday living and entertaining, while the second floor provides additional bedrooms and flexible-use areas to suit a variety of lifestyle needs. With five bedrooms, this property easily accommodates guests, home office needs, or multi-generational living. As part of the Independence community, residents enjoy a wide array of amenities including two clubhouses, two resort-style swimming pools, fitness centers, tennis and basketball courts, multiple playgrounds and parks, walking and biking paths, and private boat-ramp and water-access facilities. The neighborhood offers easy access to shopping, dining, schools, and major roadways, making this home a perfect blend of comfort, convenience, and community living. The property also features a beautiful and modern pool that enhances the backyard and creates a truly unique space for family and friends. The inviting front porch is the perfect spot to enjoy a relaxing weekend coffee.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$746,650234 Days on yellowkey MLS ID: G5102277
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$674,00088 Days on yellowkey MLS ID: O6381746
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2508 Built: 2024Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Elementary School: Water Spring Elementary
Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
915 WESTCLIFFE DR, WINTER GARDEN, FL 34787
$620,000101 Days on yellowkey MLS ID: G5107429
REDUCED by $10,000 (1.6%) on 04/09/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2868 Built: 2006Monthly Fee: $50 Tax: $4,426 (2024)Community: Fullers Lndg BSingle Family
Taxes:$4,426
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Beautifully appointed and thoughtfully updated, this 5-bedroom, 3.5-bath residence offers 2,868 sq. ft. of well-designed living space on an oversized cul-de-sac lot with serene retention pond views. Formal living and dining rooms create elegant spaces for entertaining, while the inviting family room flows seamlessly into the kitchen, making it ideal for everyday living. The kitchen is both stylish and functional, featuring granite countertops, 42" cabinets, stainless steel appliances, and a tile backsplash. All bedrooms are located upstairs, including the expansive primary suite with a spacious bedroom, dual walk-in closets, and an en suite bath with a double vanity and glass-enclosed walk-in shower. One guest bedroom features its own en suite bath, and all bathrooms throughout the home have been beautifully updated. Luxury vinyl flooring runs throughout the main living areas and bedrooms, and the home is equipped with a whole-house water treatment and softener system. Recent upgrades include new plumbing and a new roof in 2023, as well as a new A/C system with UV lighting installed in 2022. Enjoy outdoor living from the screened patio overlooking the fenced backyard—perfect for relaxing or entertaining. Ideally located just minutes from shopping, dining, major roadways, and Downtown Winter Garden, this home offers the perfect blend of space, comfort, and convenience. Schedule your private showing today before it's gone! *Aerial photo property lines are an estimate and to be verified by buyer.
Listing Agent: Brandie Mathison-Klein (407-488-3446)
16167 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$699,50066 Days on yellowkey MLS ID: O6387577
2 Days Off yellowkey (back on 4/9/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2017Monthly Fee: $341 Tax: $5,669 (2024)Community: Waterleigh Ph 1CSingle Family
Taxes:$5,669
Remarks: Under contract-accepting backup offers. Welcome to 16167 Hampton Crossing Drive, a beautifully maintained 5-bedroom, 4-bathroom home built in 2017 and cared for by its original owners. Designed for modern living, the home offers functional spaces, contemporary finishes, and a truly move-in-ready feel. Inside, the home opens to a bright, welcoming layout with an open floor plan designed for both everyday comfort and effortless entertaining. The kitchen flows seamlessly into the living room, creating a connected space that’s perfect for hosting gatherings or enjoying relaxed family time. Anchoring the kitchen is a large center island with built-in storage, complemented by a spacious pantry and generous counter space—ideal for meal prep, casual dining, and bringing people together. A standout feature of the floor plan is the main-floor guest suite, complete with a full bedroom and bathroom with a tub/shower combo and bright windows overlooking the front porch—perfect for guests, teens, or multigenerational living. Upstairs, the primary suite offers a relaxing retreat with a walk-in closet and ensuite bath featuring dual sinks, a soaking tub, and a separate shower. The second floor includes four bedrooms and three full bathrooms, including an additional ensuite bedroom, plus a generous loft and a spacious upstairs laundry room. Outdoor living truly shines at this home, which is tucked away on a quiet cul-de-sac with limited traffic, offering a peaceful setting in a private corner of the neighborhood. A large, screened-in covered lanai with ceiling fans creates the perfect spot for relaxing evenings or hosting friends year-round. Beyond the lanai, the oversized, fully fenced backyard feels like a private retreat, complete with mature palm trees and a hammock—ideal for unwinding, playtime, pets, or envisioning future outdoor enhancements. Located in the highly sought-after Waterleigh community in Winter Garden, this home offers access to one of Horizon West’s most desirable master-planned neighborhoods. Waterleigh is known for its resort-style amenities, including multiple community pools, a clubhouse, fitness center, playgrounds, walking trails, and scenic water views throughout the community. Ideally situated just minutes from Walt Disney World, residents also enjoy the unique perk of being able to watch Magic Kingdom fireworks from within the neighborhood, adding a little extra magic to everyday living. With close proximity to Hamlin, Winter Garden Village, top-rated schools, dining, and major roadways, Waterleigh blends convenience, recreation, and a true sense of community.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787
$509,00040 Days on yellowkey MLS ID: O6395221
0 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1909 Built: 2007Monthly Fee: $115 Tax: $2,748 (2025)Community: Cobblestone/Winter GardenSingle Family
Taxes:$2,748
Remarks: LOCATION!!! LOCATION!! LOCATION!!NEW ROOF!!This Bright and airy 3-bedroom, 2-bathroom home in the gated Cobblestone community! Open floorplan which features upgraded floors throughout except for the kitchen and bathrooms. This spacious kitchen comes with all stainless-steel appliances and much more! Master bedroom with full walk-in closet! Master bathroom features a stand-up shower, tub and dual sinks/dual vanities. 2 car garage! Nice size backyard which is fully fenced!! Close to major highways/ Winter Garden Village for shopping/dinning etc.!!Downtown Winter Garden!! Great schools and so much more!!
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Asif Kassim (321-256-0500)
17606 LAKE STAR RD, WINTER GARDEN, FL 34787
$870,00081 Days on yellowkey MLS ID: O6382909
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2605 Built: 2023Monthly Fee: $83 Tax: $12,316 (2024)Community: Northlake/Ovation Ph 1Single Family
Taxes:$12,316
Remarks: Luxury Home for Sale in Winter Garden – Lake View Be enchanted by this beautiful contemporary residence, located in one of the most desirable areas of Winter Garden. This property combines elegance, comfort, and functionality in every detail, offering 4 bedrooms, 3 full bathrooms, and 1 powder room, with spacious and integrated environments in a modern open concept, enhanced by large windows that provide excellent natural lighting. The living room features a charming electric fireplace and sophisticated finishes. The house stands out for its high-standard custom-designed cabinetry, with over US$80,000 in upgrades, including custom-made furniture in the powder room, laundry room, living areas, and other spaces, adding refinement, organization, and exclusivity throughout the home. There is also a private office, ideal for those who work from home or need a quiet environment for studying. The kitchen is a true highlight: fully equipped with appliances and seamlessly integrated with the dining and living rooms. It features a spacious marble countertop, high-quality custom wood cabinetry, and an excellent layout for entertaining friends and family. The bedrooms offer carpeting and built-in closets, ensuring comfort and practicality. Additionally, all bedroom windows are equipped with remote-controlled blackout shades, providing privacy, convenience, and enhanced comfort at the touch of a button. The master suite is spacious and elegant, featuring a large bathroom and a generous walk-in closet. The laundry room comes fully equipped, adding even more convenience to daily life. The garage accommodates up to 3 vehicles. Outside, the residence impresses with a large covered and screened veranda, perfect for relaxing and enjoying leisure time, with direct access to the backyard and an enchanting lake view that creates a peaceful and welcoming atmosphere. Located in the Northlake community, the property offers excellent amenities, including a swimming pool, clubhouse, park, walking trails, and a safe, family-friendly environment. The location is truly privileged, just minutes from Hamlin Town Center, offering a variety of restaurants, shops, and a movie theater, as well as major supermarkets like Publix and Walmart. It also provides easy access to FL-429 and is conveniently close to the world-famous attractions of Walt Disney World and the greater Orlando area. A unique opportunity for those seeking quality of life, sophistication, and a spectacular lake view in Winter Garden. Schedule your visit and come see your new home.
Listing Agent: Daniel Pavel (407-747-3408)
743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,499,99947 Days on yellowkey MLS ID: O6392705
0 Days Off yellowkey (back on 4/8/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4283 Built: 2018Monthly Fee: $298 Tax: $10,715 (2025)Community: Canopy Oaks Ph ISpa: YesSingle Family
Taxes:$10,715
Elementary School: Lake Whitney Elem
Remarks: BOM. Buyer decided against stairs. There is a specific kind of silence that exists only within the gated sanctuary of Canopy Oaks. It is the sound of ancient oak leaves stirring in a gentle breeze & the distant, rhythmic splash of a stone fountain. Here, the recipient of the Parade of Homes Grand Award stands as a magnificent testament to what happens when timeless Italian architecture is reimagined for a modern lifestyle. This is not merely a residence. It is a legacy of vertical liberation, a home that breathes with you, scales with your ambitions, and cradles your quietest moments in an embrace of stone and iron. Your journey begins at the threshold of 8-foot, solid double-entry doors. As they swing open, the frantic pace of Central Florida fades, replaced by a two-story foyer that commands immediate respect. A hand forged iron staircase sweeps upward in a graceful arc, mirrored by the delicate charm of a Juliette balcony that suggests a life lived with a touch of Mediterranean flair. Every inch of this grand entrance is a curated experience, designed to transition you into a realm of meticulously crafted prestige where every shadow and light well has been considered. For those who view cooking as a performance art, the professional-grade kitchen is your stage. High-end Kitchen Aid appliances and a natural gas cooktop meet the warmth of artisanal design. The 42-inch upper cabinetry and a hidden walk-in pantry ensure the visual continuity remains unbroken. At the center sits a massive prep island with integrated beverage refrigeration, designed specifically for the art of hosting. Here, the boundary between chef & guest is delightfully blurred. Nearby, the home reveals its most enchanting secret, the drop-down wine cellar. Behind a hand-forged iron gate lies a space that transports you directly to a cobblestone alleyway in Tuscany. With label-forward shelving casting a museum-quality glow & a quaint bistro table within, it evokes the feeling of a private corner in a centuries-old Italian eatery. It is the ultimate setting for an evening pour, a space where time slows down & the modern world feels a thousand miles away. The first-floor owner’s suite is a masterclass in personal seclusion. By design, this space serves as a dedicated haven of quietude, featuring soaring tray ceilings & an atmosphere of total stillness. The spa-inspired bath, featuring a frameless glass walk-through shower & a free-standing soaking tub, offers a daily ritual of total restoration. As you ascend, the lifestyle shifts toward entertainment. The dedicated theater room stands ready for premiere nights, offering a dark, immersive escape. Adjacent, the versatile gathering room opens onto a private balcony overlooking the shimmering resort-style pool & the vast, permanent conservation area. With no rear neighbors, your view is an unbroken tapestry of natural beauty. The outdoor living area features a resort-style pool & spa framed by water/fire bowls & a rainfall pergola. With a full summer kitchen & a backyard that merges into conservation, your privacy is absolute. Enjoy the nightly glow of nearby fireworks from your peaceful terrace, surrounded by the scent of night-blooming jasmine. Strategically along the medical corridor, you are minutes from AdventHealth, Orlando Health & the soul of Winter Garden. Backed by a whole-house natural gas generator & water purification, this home offers security & beauty. Welcome home. Check out the video tour!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Sean Spencer (407-383-0707)
5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$649,90059 Days on yellowkey MLS ID: O6389469
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2021Monthly Fee: $117 Tax: $7,176 (2025)Community: Wincey GrovesSingle Family
Taxes:$7,176
Remarks: Move-In Ready Home Near Hamlin Town Center with Open Layout and Private Backyard. Built in 2021 and located in the sought-after Wincey Groves community of Winter Garden, this beautifully maintained energy efficient 4-bedroom, 2.5-bath home offers thoughtfully designed living space with modern finishes and a functional open layout. The spacious main living area is filled with natural light and flows seamlessly into the dining space and kitchen, creating an inviting environment for both daily living and entertaining. The Gourmet kitchen upgrade is equipped with premium appliances, ample counter space, and an oversized center island that serves as the heart of the home—perfect for casual meals, gatherings, and hosting friends and family. The primary suite provides a comfortable retreat, featuring two large walk-in closets and a well-appointed en-suite bath. Additional bedrooms are generously sized, offering flexibility for guests, family members, or a dedicated home office. Step outside to enjoy the private fenced backyard with no rear neighbors, providing a peaceful setting for outdoor relaxation. The extensive pavered lanai and trellis area enhances the outdoor lifestyle, making it ideal for entertaining. Other home enhancements include: Custom Shutters, 5 1/4 inch baseboards, Designer lighting, Coffee/Wine Bar, extensive tile plank floors. Conveniently located just minutes from Highway 429, the home offers easy access to the popular Horizon West area. Only 1.3 miles away, Hamlin Town Center features waterfront dining, shopping and family entertainment options. Residents also enjoy proximity to highly rated schools, an extensive network of trails and parks, and nearby world-famous attractions including Walt Disney World. This move-in ready home offers modern construction, privacy, and an exceptional Winter Garden location in one of Central Florida’s most desirable and rapidly growing areas. Make this exceptional home yours today!
14282 CREEKBED CIR, WINTER GARDEN, FL 34787
$924,500148 Days on yellowkey MLS ID: O6365928
REDUCED by $5,000 (0.5%) on 04/08/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3479 Built: 2015Monthly Fee: $180 Tax: $7,163 (2025)Community: Bradford CreekSpa: YesSingle Family
Taxes:$7,163
Elementary School: SunRidge Elementary
Remarks: *Seller is willing to contribute up to $5,000 towards interest rate buy down or closing costs*. Experience refined Florida living in this beautifully upgraded Winter Garden residence in the highly sought after gated Bradford Creek community. Thoughtfully designed for both everyday comfort and elevated entertaining, your new home has a rare and highly desirable floor plan with all 4 bedrooms on the main level, combining convenience with timeless style. The spacious primary suite serves as a private retreat with a luxurious ensuite bath featuring a soaking tub and waterfall shower. Two secondary bedrooms with private ensuite baths including one second master bedroom ideal for guests, multigenerational living, or private office space. Upstairs, the expansive bonus room/loft offers endless flexibility for a media room, game room, fitness studio with a large closet that can be converted to a 5th bathroom. Step outside to your own resort-inspired escape with all the bells and whistles to create exceptional setting for relaxing or entertaining year-round. High-end upgrades include the screened travertine lanai, saltwater gas-heated pool, oversized custom saltwater spa, and fully equipped outdoor kitchen with built-in grill and Big Green Egg. Elegant architectural details include crown molding, wainscoting, coffered ceilings, and designer wood-look ceramic tile creating a polished and sophisticated feel. The extended gourmet kitchen is a standout feature, appointed with white shaker cabinetry, granite countertops, double ovens, pot filler, and a premium gas cooktop, making it as functional as it is beautiful. Set on a .30-acre lot with an extended paved driveway conveniently located near Downtown Winter Garden, The Grove, SR-429, Florida’s Turnpike, and Highway 50, this is an opportunity to own a truly distinctive home in one of Central Florida’s most desirable areas. For added modern convenience, the home also includes an EMA outlet for electric car charging, seamlessly supporting today’s lifestyle. Schedule your appointment today and bring your offers.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Gislene Moorman (407-694-2246)
16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$540,000353 Days on yellowkey MLS ID: O6311344
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2200 Built: 2020Monthly Fee: $254 Tax: $8,126 (2024)Community: Waterleigh Ph 3B & 3CSingle Family
Taxes:$8,126
Remarks: Price reduced – motivated seller! Welcome to this stunning home in the highly desirable Waterleigh community in Winter Garden! This beautiful two-story residence features 3 spacious bedrooms, 2.5 bathrooms, and a versatile flex space perfect for an office, playroom, or guest area. With over 2,200 sq ft of living space and a smart, open-concept layout, this home offers both comfort and functionality. Enjoy a modern kitchen with stainless steel appliances, granite countertops, and a large island — perfect for entertaining. Upstairs, the oversized master suite includes a walk-in closet and a luxurious ensuite bathroom. Additional highlights include a two-car garage, smart thermostat, and irrigation system. One of the standout features is the solar energy contract, which keeps energy bills incredibly low — just $162.31 monthly, significantly less than traditional electricity costs for a home of this size. The solar contract will be transferred to the new owner, providing long-term savings and eco-friendly living from day one. The Waterleigh community offers resort-style amenities, including swimming pools, fitness centers, tennis courts, mini golf, playgrounds, walking trails, and more — all just minutes from top-rated schools, shopping, and Disney. Don’t miss this incredible opportunity to own a well-maintained, income-producing property in one of Winter Garden’s most sought-after neighborhoods! This home is currently leased at $3,150/month with a responsible tenant in place. The tenant is open to renewing the lease if the buyer is an investor, or is also willing to vacate the property within 30 days of notice without penalty if the new owner wishes to occupy it.
Listing is courtesy of: FLORIDA 360 REALTY LLC (561-513-5162)
Listing Agent: Valquiria Pidgeon (954-325-2625)
14736 FIELD DAISY DR, WINTER GARDEN, FL 34787
$550,00054 Days on yellowkey MLS ID: O6391435
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Lot | Popular Plan | Covered Extended Lanai. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that will make this bungalow their dream home. Enter through the foyer into the expansive gathering room, as you pass by one of the secondary bedrooms and baths. The marvelous designer kitchen overlooks the first-floor space, complementing it with the sunny lanai that sits parallel to it. Upstairs, you'll find your striking owner's suite, matched with a spacious owner's bath with a dual-sink vanity and sizeable shower! The third bedroom and bathroom, and laundry room all share the second floor with your private haven, overlooking the first floor through the overlook. 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: Shower at bath 2, covered extended lanai with pavers, 8' interior doors, laundry sink. Photos are for representative purposes only. MLS#O6391435
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
9605 LOST CREEK DR, WINTER GARDEN, FL 34787
$699,000240 Days on yellowkey MLS ID: V4944858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $614 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$614
Remarks: Short Sale. ** SHORT SALE. ALL OFFERS MUST GO THROUGH SHORT SALE PROCESS WITH SELLERS LENDER FOR APPROVAL/DENIAL.** The Bellmore in Waterleigh! This elegant single-story four-bedroom, two-bath residence offers 2,984 total square feet of refined living on a premier corner lot with wooded privacy and pond access. Blending timeless design with modern upgrades, this home showcases luxury finishes inside and out. The gourmet kitchen is a centerpiece, featuring stainless steel appliances, a walk-in pantry, and an oversized island with abundant prep and seating space. It opens seamlessly to the spacious family room, creating a setting for gatherings. Designer touches include recessed wood-insert ceilings in the foyer and primary suite, a dramatic brick accent wall in the living room, upgraded lighting throughout and a striking chandelier in the foyer. The primary suite offers a custom closet organization system, while ceiling fans are thoughtfully placed in almost every room. Outdoor living rivals a private resort with a screened, heated saltwater pool and cascading waterfalls, surrounded by lush tropical landscaping. The covered lanai features a 10-foot drop-down projection screen for outdoor cinema nights, while brick pavers enhance the driveway, walkways, and patio. A 13.67-kilowatt solar system with net metering ensures energy efficiency. From the backyard, enjoy nightly views of the spectacular Disney fireworks—an unforgettable backdrop unique to Central Florida living. Optional luxury additions for additional purchase include a four-seat electric golf cart with charger, professional-grade garage storage racks and a complete home gym with free weights. Waterleigh is Winter Garden’s flagship planned community, offering two expansive clubhouses with resort-style pools, state-of-the-art fitness centers, tennis courts, miniature golf, walking trails, dog parks, community gardens and scenic lakes with fishing piers. Ideally near Disney, major highways, shopping and dining, Waterleigh combines convenience with unmatched amenities. Ranked as one of the top communities in the United States, Winter Garden is celebrated for its vibrant downtown, lifestyle amenities and exceptional quality of life—making this home a rare opportunity to own in one of the nation’s desirable areas. This one is a must-see. By appointment only.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (386-761-2172)
Listing Agent: Jennifer Matacale (386-212-9277)
15372 GILLIGAN CT, WINTER GARDEN, FL 34787
$870,000146 Days on yellowkey MLS ID: O6367059
3 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2781 Built: 2020Monthly Fee: $102 Tax: $8,004 (2023)Community: Winding Bay Ph 1BSingle Family
Tax Year: 2023
Remarks: Stunning One-Story Home in the Heart of Horizon West – Beautifully Renovated and Move-In Ready! This exceptional one-story residence offers an open-concept design with thoughtfully planned spaces and impressive upgrades throughout. Featuring 4 bedrooms and 3.5 bathrooms, the layout includes a convenient Jack-and-Jill suite with a shared full bathroom, providing comfort and privacy for both residents and guests. Over the past year, the owners have completed extensive upgrades: a fully remodeled bathroom, removal of all carpeting, custom built-in cabinetry, modern appliances (included), heated pool, high-end automatic shade, new landscaping, and a redesigned outdoor area, plus a stunning summer kitchen under a spacious covered lanai. The home also features curtains throughout and a whole-house water filtration system, offering additional convenience and comfort. Leased solar panels are also installed, providing long-term energy savings. The kitchen is a true highlight — the oversized island comfortably seats eight people, making it perfect for gatherings and seamlessly connecting to the expansive living room. Large windows offer a beautiful view of the outdoor space, where the covered lanai, shaded areas, and heated pool create the ideal setting for entertaining and relaxation. A charming front porch adds even more appeal. Additional features include a two-car garage with an electric vehicle charger, wood-accented walls, and a layout designed for easy maintenance and everyday comfort. Located in a beautiful and highly desirable neighborhood filled with families, walking trails, dog parks, multiple playgrounds, and a refreshing community pool, this home sits in the heart of Horizon West — close to top-rated schools and everything you need just minutes away. This is a rare opportunity to own a beautifully renovated, move-in-ready one-story home that truly stands out. Perfect for families of all ages and for anyone seeking a comfortable, elegant, and exceptionally well-maintained property. Schedule your visit to this dream home today.
Listing Agent: Caroline Nijenhuis De Santis (786-399-6148)
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