Location: Winter Garden
Do Not Show Listings
743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,499,99929 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,715
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
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
$649,90041 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
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
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!
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Helen Thompson (407-766-7537)
14282 CREEKBED CIR, WINTER GARDEN, FL 34787
$924,500130 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
$540,000335 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
Elementary School: Water Spring Elementary
Tax Year: 2024
Middle School: Water Spring Middle
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)
9723 LOST CREEK DR, WINTER GARDEN, FL 34787
$669,000163 Days on yellowkey MLS ID: O6359309
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $10,499 (2025)Community: WaterleighSingle Family
Taxes:$10,499
Remarks: Beautiful 4-bedroom, 3 bath water view home in Waterleigh, Horizon West’s Premier Community! Welcome to your next chapter in Waterleigh, where resort-style amenities and thoughtful design come together in one of Horizon West’s most desirable neighborhoods. This impeccably maintained 4-bedroom, 3-bath home offers 2,117 sq. ft. of single-story comfort, ideal for families, first-time buyers, or those seeking a low-maintenance lifestyle. Interior features include a bright open floor plan with elegant archways, a spacious kitchen with stainless steel appliances, stone countertops, ample cabinet and counter space, and a roomy breakfast bar, a large family room with view of the pond and a split floorplan for privacy and versatility. The master suite boasts a beautiful tray ceiling and a master bath with a garden tub, separate shower, dual sinks and a large walk-in closet. The rear lanai has brick pavers and a one of a kind east facing view of the pond where you can enjoy your morning coffee and watch the sunrise. Out front there's a lovely front porch that adds to the neighborhood charm. Enjoy access to multiple clubhouses, resort-style pools, fitness centers, playgrounds, dog parks, walking trails, and year-round community events. HOA dues include landscaping, giving you more time to enjoy the lifestyle. Don't miss this fantastic opportunity.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$500,00022 Days on yellowkey MLS ID: O6395116
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1904 Built: 2016Monthly Fee: $164 Tax: $4,822 (2025)Community: WatermarkSingle Family
Taxes:$4,822
Elementary School: Panther Lake Elementary
Remarks: Welcome to Watermark in Winter Garden. Built by Meritage Homes in 2016, this two-story detached single-family home offers three bedrooms, two full baths, one half bath, 1,904 square feet and an upstairs loft for added flexibility. The main level features ceramic tile flooring, while the second floor includes carpeting, and all bedrooms offer walk-in closets. The kitchen is equipped with dark cabinetry, quartz countertops, a large island, stainless steel appliances, electric cooktop and double ovens. The primary suite includes a tray ceiling, custom walk-in closet system and en-suite bath with dual sinks and a standalone shower. Additional features include owned solar panels, clay tile roof, rear-entry two-car garage with alley access and a cozy covered front porch with stacked stone detail. Plantation shutters are featured on the French doors leading to the porch and in the downstairs half bath. Set on a low-maintenance homesite, this home also offers access to Watermark amenities including a pool, fitness center, clubhouse and tennis courts. Ideally positioned near shopping, dining, Starbucks and everyday conveniences, and zoned for Panther Lake Elementary, Hamlin Middle and Horizon High School.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Shane Carson (407-462-1310)
17661 DAVENPORT RD, WINTER GARDEN, FL 34787
$1,125,000196 Days on yellowkey MLS ID: O6350509
2 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2400 Built: 1956 Tax: $9,262 (2024)Community: Lake Avalon HeightsSingle Family
Taxes:$9,262
Remarks: Under contract-accepting backup offers. Located in the Rare Lake Avalon Rural Settlement where oversized lots and protected rural zoning create one of Winter Garden’s last truly rare, low-density communities. Welcome to this fully remodeled, modern lakefront retreat on the shores of Lake Avalon, offering the perfect balance of sophistication, privacy, and convenience. Situated on almost 1.5 acres of fenced, irrigated land, this stunning single-story home features 3 bedrooms, 3.5 baths, and approximately 2,400 sq. ft. of living space with an attached 2-car garage—all meticulously updated with high-end finishes throughout. Step inside to an open, airy floor plan filled with natural light and luxury vinyl wood flooring that flows seamlessly from room to room. The gourmet kitchen is the heart of the home, featuring a dramatic quartz waterfall island, soft-close cabinetry, elegant gold accent hardware, and premium GE Cafe Matte white kitchen appliances, all included, along with washer and dryer. The kitchen overlooks a spacious dining area and family room, perfect for entertaining or relaxing by the wood-burning fireplace while taking in serene views of the backyard and lake beyond. The primary suite is a luxurious private retreat with two walk-in closets, direct access to the back porch, and a spa-style bathroom featuring double vanities, a beautifully tiled walk-in shower, and a freestanding soaking tub. The two additional bedrooms each have their own custom; modern bathrooms designed with premium tile and fixtures. Outside, the possibilities are endless. Enjoy the peaceful setting surrounded by mature trees, a large fire pit area, and a private pathway leading to your own dock—perfect for skiing, fishing, kayaking, or simply watching the sunset over Lake Avalon. Lake Avalon is a freshwater lake of about 184 acres in size and the lake supports fish species including largemouth bass and blue catfish. The property offers ample space for a boat, RV, or multiple vehicles along the extended paved driveway, with no HOA restrictions, allowing you the freedom to add a guest house, barn, or workshop if desired. Major updates include: Roof (2021), A/C (2021), Plumbing (2019), Water Heater (2020), Windows (2019), Septic (2019 and clean out 2025), Well Pump (2025), Water Softener & Purification System (2021). The home operates on well and septic, ensuring low utility costs and self-sufficiency. Located just minutes from Historic Downtown Winter Garden, Fowler’s Grove, and Hamlin Town Center, you’ll enjoy the best of both worlds—city conveniences with a peaceful, country feel. This home truly has it all: acreage, lake access, privacy, and luxurious modern design—all move-in ready for the holidays. There’s simply nothing else like it on the market. Come experience lakefront living at its finest in one of Central Florida’s most desirable locations. Call for your private tour today!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
18185 CIDER MILL LN, WINTER GARDEN, FL 34787
$464,99042 Days on yellowkey MLS ID: O6389891
1 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2025Monthly Fee: $204 Tax: $1,424 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,424
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Welcome to a charming Sandhill townhome in Waterleigh, offering comfort and modern convenience. Features include 1,816 sq ft, 3 bedrooms, 2.5 baths, a garage, loft space, and smart home technology. The open layout includes a bright living area, gourmet kitchen, and dining space. Upstairs, find spacious bedrooms and a versatile loft. Also includes smart home features that enhance comfort and convenience in this desirable community. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787
$480,000161 Days on yellowkey MLS ID: O6359877
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1796 Built: 2017Monthly Fee: $192 Tax: $4,046 (2024)Community: Lake Hancock PreserveSingle Family
Taxes:$4,046
Remarks: Under contract-accepting backup offers. PRICE ADUSTMENT**PRICED TO SELL**Welcome home to this charming single-story gem, full of warmth and character! Enjoy relaxing mornings on the spacious front porch or cozy evenings on the covered back patio. Inside, high 9’4” ceilings and beautiful upgraded tile flooring create an open, airy feel throughout. The bright, spacious kitchen sits at the heart of the home and overlooks the great room—perfect for entertaining or family gatherings. You’ll love the granite countertops, large island, stainless steel appliances, and 42-inch cabinets with crown molding. The inviting primary suite is located at the front of the home and features a private bath and a generous walk-in closet for all your storage needs. Perfectly positioned in Winter Garden, right on the edge of Windermere, this home offers an unbeatable location—just minutes from the 429, Disney, and all that Windermere has available. Blending location, privacy, and everyday convenience, this home truly has it all. Don’t miss the chance to make this beautiful home yours!
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Maribel Ramos, Llc (786-281-3336)
13169 CALMING BREEZE WAY, WINTER GARDEN, FL 34787
$545,990120 Days on yellowkey MLS ID: G5105866
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $160 Tax: $415 (2025)Community: Serenade At OvationSingle Family
Taxes:$415
Remarks: One or more photo(s) has been virtually staged. The Cooper – 2,078 Sq. Ft. | 3 Bedrooms + Loft | 2.5 Baths | 2-Car Garage Beautiful open-concept home featuring 2,078 sq. ft. with three bedrooms, a loft, and 2.5 bathrooms with the front of the home facing conservation! The gourmet kitchen offers quartz countertops and linen cabinets, overlooking the dining and living areas for seamless entertaining. Elegant level-three natural wood-look plank tile flows throughout the first floor, adding warmth and style. Upstairs includes a spacious primary suite with a walk-in closet, dual sinks vanity, and walk-in shower, plus two additional bedrooms and a loft ideal for a home office or flex space. Additional features include a two-car garage and modern finishes throughout. Move-in ready with thoughtful design and contemporary appeal.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Cindy Sapp (352-516-2843)
14736 FIELD DAISY DR, WINTER GARDEN, FL 34787
$550,00036 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
Taxes:$0
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)
5963 GLORY BOWER DR, WINTER GARDEN, FL 34787
$536,000307 Days on yellowkey MLS ID: O6318887
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2020Monthly Fee: $87 Tax: $5,092 (2024)Community: Hamilton Gardens Ph 2A & 2BSingle Family
Taxes:$5,092
Remarks: Welcome to 5963 Glory Bower Drive, Winter Garden, FLorida a beautifully maintained Home 3 bedroom, 2.5 bathrooms, plus office space, offering over 2,120 square feet of thoughtfully designed living space. This modern residence features an open-concept layout perfect for both everyday living and entertaining. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, ample cabinetry, and a gas range. The home also features a gas water heater, providing efficiency and convenience. The spacious primary suite offers a walk-in closet and a luxurious en-suite bath, creating a comfortable and private retreat. One of the standout features of this home is the solar panel system, providing incredible energy efficiency and keeping the average monthly electric bill at just $33. Enjoy the Florida lifestyle in the private patio perfect for relaxing or hosting guests. Conveniently located near top-rated schools, shopping, dining, and just minutes from Disney. This move-in ready home is the perfect blend of comfort, sustainability, and location.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Maria Poleo (407-622-9247)
4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787
$529,00027 Days on yellowkey MLS ID: O6394112
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2114 Built: 2024Monthly Fee: $165 Tax: $8,244 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$8,244
Remarks: Built in late 2024, this like-new home is located in the sought-after Silverleaf Reserve at Hamlin! This beautifully designed two-story residence features 4 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, with a charming garden view and ample parking. Thoughtfully upgraded throughout, the home showcases a gourmet kitchen with a built-in oven and microwave, vented hood, stainless steel appliances, and 42” cabinetry. The first floor features luxury vinyl flooring, combining style and durability. The open-concept layout seamlessly connects the kitchen, dining area, and great room, creating a functional and inviting living space. Upstairs, a versatile loft provides additional flexible living space. The spacious primary suite includes an oversized walk-in closet, dual vanities, and a walk-in shower. On the opposite side of the loft, you’ll find three additional bedrooms, a full bathroom, and a conveniently located laundry room. Silverleaf Reserve at Hamlin features future amenities including a resort-style pool, walking trails, and a playground. Ideally located in the heart of Winter Garden, with easy access to top-rated schools, shopping, dining, and entertainment. Hamlin Elementary and Middle School are approximately 1 mile away.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
9605 LOST CREEK DR, WINTER GARDEN, FL 34787
$699,000222 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)
15401 PORTER RD, WINTER GARDEN, FL 34787
$558,000113 Days on yellowkey MLS ID: S5140743
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2455 Built: 2015Monthly Fee: $242 Tax: $8,271 (2024)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,271
Elementary School: Summerlake Elementary
Remarks: One or more photo(s) has been virtually staged. (Some photos are virtually staged!) Welcome to this well-appointed single-family home offering 2,455 sq. ft. of living space in the desirable Winter Garden area. Featuring 5 bedrooms and 3 full bathrooms, this residence provides generous space and flexibility for comfortable everyday living, guests, or work-from-home needs. All the bedrooms upstairs and the stairs are laminate flooring. Only the bedroom downstairs is carpet. The thoughtfully designed floor plan includes multiple living areas and a layout well suited for both relaxation and entertaining. With five bedrooms, the home offers versatility for growing households or those seeking additional space. Situated within a welcoming residential community, residents enjoy sidewalk-lined streets, green spaces, and a neighborhood-friendly atmosphere ideal for outdoor enjoyment and daily walks. When using our preferred lender, the buyer will receive a 1 percnt lender credit of the loan amount, which can be applied toward closing costs or an interest rate buydown. Conveniently located near major roadways, this home offers easy access to shopping, dining, parks, and schools, and is just a short drive from Walt Disney World, making it an excellent option for a primary residence, vacation home, or investment opportunity. This property presents a wonderful opportunity to enjoy space, location, and community living in one of Central Florida’s most sought-after areas.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
16125 AZURE KEY ST, WINTER GARDEN, FL 34787
$480,000139 Days on yellowkey MLS ID: O6364171
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 2018Monthly Fee: $245 Tax: $6,415 (2024)Community: Waterleigh Ph 2BSingle Family
Taxes:$6,415
Remarks: Under contract-accepting backup offers. *Incentives available through seller's preferred lender* Welcome to Waterleigh in Horizon West, one of the most sought after master planned communities in Winter Garden, Florida. This beautifully maintained single story 3 bedroom, 2 bathroom home offers the perfect blend of modern design, comfort, and the vibrant Central Florida lifestyle. Inside, you are welcomed by a bright and open floor plan designed for both everyday living and entertaining. The open concept kitchen and family room create a seamless gathering space, highlighted by a large granite island, stainless steel appliances, and a spacious custom walk in pantry ideal for cooking, hosting, and staying organized. The primary bedroom is a peaceful retreat filled with natural light and features a spa inspired en suite bathroom with dual vanities, a large walk in shower, and a custom designed walk in closet providing both style and functionality. Step outside to your private paved and screened lanai, perfect for enjoying Florida’s year round sunshine. The fenced backyard provides space for outdoor relaxation, pets, or entertaining guests. Additional upgrades include gutters and tile flooring throughout the entry, kitchen, and main living areas for easy maintenance and durability. Living in Waterleigh at Horizon West means access to incredible resort style amenities, including two clubhouses, multiple resort pools, fitness centers, tennis courts, sports fields, mini golf, scenic walking trails, lakes, ponds, and a community garden. Residents enjoy an active lifestyle surrounded by beautiful natural landscapes and thoughtfully designed community spaces. This home is zoned for highly rated Horizon West schools and ideally located just minutes from Publix, Horizon West shopping and dining, Hamlin Town Center, Walt Disney World, and major highways with easy access to Orlando. If you are looking for a home for sale in Waterleigh Winter Garden FL near Disney, this property offers the ideal combination of location, amenities, and lifestyle in one of Central Florida’s fastest growing and most desirable communities. Schedule your private showing today and experience why Waterleigh in Winter Garden continues to attract homebuyers seeking resort style living near Orlando and Disney.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jessica Estrada (863-409-1771)
14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787
$1,300,00019 Days on yellowkey MLS ID: O6395612
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! 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)
15372 GILLIGAN CT, WINTER GARDEN, FL 34787
$870,000128 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
Taxes:$8,004
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 is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Caroline Nijenhuis De Santis (786-399-6148)
15060 BRODIE LN, WINTER GARDEN, FL 34787
$925,000397 Days on yellowkey MLS ID: O6292102
3 Days Off yellowkey (back on 2/23/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3256 Built: 2024Monthly Fee: $110 Tax: $2,642 (2024)Community: Westhaven/OvationSingle Family
Taxes:$2,642
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. NEW PRICE on this BRAND NEW luxurious move-in-ready 5 Bedrooms/3.5 Baths home built by Toll Brothers, America's Luxury Home Builder. Located in the beautiful community of Westhaven at Ovation—part of the sought-after Horizon West area of Winter Garden—the home sits on a quarter-acre corner lot adjacent to the future clubhouse/fitness center with a resort-style swimming pool. Spanning 3,256 SF, this home has been carefully designed and tastefully upgraded to delight everyone in the family, starting with a 20’ two-story foyer. The stunning gourmet kitchen is a chef’s dream, fully equipped with high-end appliances, an ample pantry, amazing craftsmanship of tile and wood, and plenty of counter space to entertain in a well-appointed atmosphere. The large great room features a luxurious floor-to-ceiling tile accent wall, a beautiful fireplace, surround sound connections, and opens out to a massive 527-SF covered lanai through an oversized 3-glass-panel sliding door. Conveniently located on the first floor, you’ll find the large owner's suite with a spa-like bathroom displaying impressive tile work, a modern free-standing tub, dual sinks, and a large walk-in closet. A modern and elegant staircase takes you to the large secondary bedrooms and spacious loft, perfect for movies and/or game nights for the whole family's enjoyment. Don’t wait; come see this brand-new, never lived-in home today, and you won’t be disappointed!
Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)
Listing Agent: Carmen Gonzalez (407-361-0149)
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$585,00097 Days on yellowkey MLS ID: O6373125
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Taxes:$5,612
Remarks: Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
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