Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $1,000,000+
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Winter Garden - 87 properties found
14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787
$2,999,990222 Days on yellowkey MLS ID: O6346469
REDUCED by $333,389 (10.0%) on 04/14/2026
Bed: 6 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 6442 Built: 2025Monthly Fee: $112 Tax: $6,673 (2024)Community: Shorefront CoveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,673
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Exquisite Luxury Estate in Shorefront Cove at Horizon West. Presenting a rare opportunity to own a premier residence in the sought-after Shorefront Cove community of Winter Garden’s Horizon West. This elegant two-story estate offers 6,442 square feet of impeccably designed living space, showcasing refined luxury, modern convenience, and breathtaking views of Huckleberry Lake. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this home features dual primary suites, one on the main level and one on the upper level, bonus room, wet bar, theater, large lanai, and 4-car garage offering ample storage and convenience. This residence provides easy access to major highways, premier shopping, dining, entertainment, and top-rated schools, all within one of Central Florida's most desirable communities.
Listing is courtesy of: PARK SQUARE REALTY (844-774-4636)
Listing Agent: Suresh Gupta (844-774-4636)
15312 GILLIGAN CT, WINTER GARDEN, FL 34787
$1,150,000102 Days on yellowkey MLS ID: O6372954
0 Days Off yellowkey (back on 4/14/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3652 Built: 2020Monthly Fee: $102 Tax: $9,787 (2024)Community: Winding Bay Ii LlcSpa: YesSingle Family
Taxes:$9,787
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Set within one of Winter Garden’s most loved communities, this thoughtfully designed two-story home offers a lifestyle shaped by ease, connection, and everyday enjoyment in Winter Garden, Florida. Morning walks along sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a rhythm that feels relaxed yet vibrant. With top-rated schools, convenient access to shopping and dining, and Walt Disney World Resort just minutes away, the location blends Central Florida convenience with the feeling of being tucked into something special. From the moment you step inside, the home invites you to slow down and take it all in. Natural light fills the space, drawing your eye through the open living area to peaceful pond views and the private pool. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be built on, preserving privacy and tranquility. Oversized white tile spans the first floor, creating an open, airy atmosphere that feels clean and welcoming. At the center of the home, the kitchen is designed for real life and real gatherings. White cabinetry, granite countertops, a double oven, and a statement range hood anchor a space that works effortlessly for weeknight dinners or hosting friends. A large walk-in pantry keeps everything organized and within reach. Just beyond, the family room feels warm and grounded, with a stone accent wall, electric fireplace, and custom shelving creating a comfortable place to relax. The first floor offers flexibility to suit your lifestyle. A dedicated den or home office provides a quiet place to focus, while a formal dining room invites shared meals and conversation. A drop zone near the garage keeps daily routines running smoothly. Toward the back of the home, a spacious downstairs bedroom with a full en suite bath offers privacy, ideal for guests or multi-generational living. Upstairs, an open loft serves as a central gathering space for movie nights or game days, enhanced by a stone wall and theater-style seating. The owner’s suite feels like a true retreat with a tray ceiling, spa-inspired bath featuring a rain shower, dual sinks, generous storage, and two oversized walk-in closets. A private balcony overlooks the pond and wooded preserve, offering a peaceful place to enjoy morning coffee or unwind. Three additional upstairs bedrooms provide ample space for family or guests. Two share a hall bath, while one enjoys its own en suite for added comfort and privacy. Outside, the backyard feels like a private Central Florida escape. A resort-style saltwater pool with a lounging platform and in-water loungers overlooks the serene pond, creating an inviting setting for relaxing afternoons or entertaining. The screened enclosure allows for year-round enjoyment, and the community dog park directly across the street adds everyday convenience for pet lovers. With fresh interior paint and plantation shutters throughout, this move-in ready single-family home is ready for its next chapter. Community amenities include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. This is more than a house — it is a place to settle in, build memories, and truly feel at home in Winter Garden.
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Gretchen Carlson (407-484-0005)
14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787
$1,390,00088 Days on yellowkey MLS ID: O6379808
3 Days Off yellowkey (back on 4/14/2026)
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5001 Built: 2017Monthly Fee: $215 Tax: $9,308 (2024)Community: Overlook 2 At HamlinSpa: YesSingle Family
Taxes:$9,308
Elementary School: Independence Elementary
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Experience refined Florida living in this exceptional 7-BEDROOM POOL HOME located in the prestigious West Lake Hancock Estates, perfectly positioned on an OVERSIZED CORNER LOT. The light-filled interior showcases a modern, open-concept floor plan with expansive living and gathering spaces ideal for both everyday comfort and elevated entertaining. At the heart of the home is the gourmet DOUBLE-ISLAND kitchen, offering generous prep space, abundant cabinetry, and a layout designed to host with ease. A rare and highly desirable feature, this home offers TWO PRIMARY SUITES on the FIRST FLOOR, each complete with private en-suite bathrooms and spacious walk-in closets, providing exceptional flexibility for multi-generational living, extended guests, or a private home retreat. The additional bedrooms are generously sized and thoughtfully placed, offering versatility for guest accommodations, a home office, fitness room, or creative space. Step outside to your private backyard oasis, where a sparkling POOL and OUTDOOR KITCHEN create the ultimate setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. Whether hosting summer gatherings or quiet evenings at home, this outdoor space is designed for elevated living. Additional highlights include a 3-car attached garage, ample storage throughout, and a pet-friendly neighborhood. Residents of West Lake Hancock Estates enjoy access to resort-style amenities, including a stunning clubhouse overlooking Lake Hancock, community pool, fitness center, playground, amphitheater, scenic walking and biking trails, canoe access, and a full calendar of organized social activities. Ideally located just off SR-429, this home offers convenient access to downtown Orlando, major highways, shopping, dining, and entertainment—while still providing the tranquility of an upscale, lake-centered community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jason Asa (407-337-7702)
9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787
$1,049,00066 Days on yellowkey MLS ID: O6385808
REDUCED by $50,000 (4.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 1983 Tax: $3,375 (2025)Community: Hickory Lake EstatesSingle Family
Taxes:$3,375
Elementary School: Panther Lake Elementary
Tax Year: 2025
Remarks: Rare find on a tucked away street in the heart of it all. This lakefront home on Lake Hickory Nut, a 403-acre skiable and bass fishing lake in Winter Garden, offers approximately 100 feet of direct waterfront with no HOA and Disney Firework Views. Situated on an oversized lot with the ability to park boats or RVs, the property is set within a peaceful community surrounded by mature landscaping and spacious homesites. Enjoy breathtaking sunrise views over Lake Hickory Nut, with expansive water views visible throughout the house and on your private balcony. The lake is routinely tested by Orange County and is recognized as a high-quality lake in the area, offering exceptional water clarity and cleanliness providing year-round recreational enjoyment. The home is completely upgraded and renovated. Featuring new lighting, flooring, windows, doors, AC, well, plumbing, interior/exterior paint, epoxy garage flooring, kitchen, bathrooms, appliances, garage door, soffits, gutters, and a paver driveway, walkway, and patio. The living areas of this home bask in natural light, making it feel airy and bright. A wood-burning fireplace in the living room and oversized windows overlooking the lake create a warm and inviting space. The kitchen features an eat-in area that flows into a formal dining room and formal living room, providing flexibility for both entertaining and everyday living. A Florida room is lined with oversized windows and trim detail that maximize natural light and panoramic water views, with French doors leading to a paver patio along the shoreline. The private dock, built in 2018, includes covered and open seating areas ideal for relaxing, boating, or fishing. The first floor includes a bedroom with en-suite bath. Upstairs, double doors lead to an oversized primary suite with a private balcony overlooking the lake. The primary bath offers dual separate sinks and a spacious closet. A secondary upstairs bedroom features a window seat, and an additional full bathroom serves the second level. The upstairs is also prepped for a stackable laundry unit (in addition to the garage hookup) for added convenience. Ideally located near Horizon West, Hamlin Town Center, Downtown Winter Garden, and Orange County National Golf Center, this property offers a rare opportunity to own fully updated, skiable lakefront frontage in one of Central Florida’s most desirable locations.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
9014 MORGANA CT, WINTER GARDEN, FL 34787
$2,190,000117 Days on yellowkey MLS ID: O6371050
REDUCED by $35,000 (1.6%) on 04/12/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4436 Built: 2022Monthly Fee: $424 Tax: $24,481 (2025)Community: Avalon CoveSpa: YesSingle Family
Taxes:$24,481
Remarks: This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$1,745,00066 Days on yellowkey MLS ID: O6386104
5 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 2020Monthly Fee: $230 Tax: $16,822 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$16,822
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautiful Winter Garden lakefront home with 270-degree lake views, a resort pool, and location, location, location. This one-story, four-bedroom, four-bath open floor plan home features a modern infinity-edge pool overlooking stunning views of Lake Hancock, with an oversized fenced-in backyard. Just three minutes to everything in Hamlin. The home also features an office/flex room and is located three minutes off 429 and New Independence Parkway, 30 minutes to the Orlando International Airport, 25 minutes to downtown Orlando, 20 minutes to Disney World, 12 minutes to Winter Garden Village, and 3 minutes to the movies, theaters, several restaurants, and shopping. This property has one of the best views on Lake Hancock in one of the best locations — a one-of-a-kind lakefront home in Winter Garden, Florida, that you must see for yourself.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jason Ogden (321-320-1449)
743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,499,99941 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
High School: West Orange High
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)
14038 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,059,00028 Days on yellowkey MLS ID: O6394977
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4105 Built: 2018Monthly Fee: $70 Tax: $7,306 (2025)Community: Cypress ReserveSpa: NoSingle Family
Taxes:$7,306
Elementary School: Sunrise Elem
Remarks: Gorgeous pool home in Cypress Reserve featuring a private office, loft/game room, theater room, and over 4,100 sq ft with a 3-car garage. This stunning 4-bedroom, 3.5-bath residence offers thoughtfully designed living space that blends elegance, comfort, and functionality—delivering an exceptional lifestyle in one of Winter Garden’s most sought-after communities. From the moment you enter, soaring 20-foot ceilings, expansive windows, and an abundance of natural light greet you. A grand staircase and balcony create a striking focal point, anchoring the open-concept living area. The entry features formal living and dining spaces, along with a private office with French doors—ideal for working from home. At the heart of the home is a beautifully appointed gourmet kitchen, designed for both everyday living and entertaining. Highlights include a gas cooktop, built-in convection oven and microwave, pot filler, elegant backsplash, oversized center island, and extended cabinetry with ample storage—all overlooking the main living area and pool. The spacious primary suite is conveniently located on the main floor and features tray ceilings and a versatile sitting area—ideal for a secondary office, fitness space, or private retreat. The oversized custom walk-in closet is a standout, while the luxurious primary bath offers a large walk-in shower with a rain shower head, dual vanities, a soaking tub, and abundant cabinetry. Upstairs, you’ll find a generous loft, a dedicated media/theater room, and three additional bedrooms, including a Jack-and-Jill layout with walk-in closets. The flexible floor plan offers endless possibilities, with the loft or media room easily convertible into an additional bedroom. Step outside to your backyard retreat featuring a screened-in, heated saltwater pool with sun shelf, an expansive paver patio, and plenty of space for outdoor entertaining or relaxing in the Florida sunshine. With HOA green space behind the home, you’ll enjoy a more open feel and peaceful views. Additional highlights include 8-foot doors and high ceilings throughout, a tankless water heater, a spacious laundry room with utility sink and storage, oversized under-stair storage, and beautiful curb appeal with low-maintenance landscaping. Ideally located within walking distance to highly rated SunRidge Elementary and Middle School, and just minutes from downtown Winter Garden, Winter Garden Village, SR 429, Florida’s Turnpike, I-4, Downtown Orlando, Orlando International Airport, and nearby attractions including Walt Disney World. Outdoor enthusiasts will love the proximity to the West Orange Trail and Tucker Ranch Recreation and Nature Complex, offering over 300 acres of scenic trails, green space, and outdoor recreation. Residents of Cypress Reserve also enjoy a community pool and playground with a low HOA. This exceptional home truly has it all—luxury, space, versatility, and an unbeatable location. Schedule your private showing today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,150,00052 Days on yellowkey MLS ID: O6390569
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2986 Built: 2024Monthly Fee: $225 Tax: $2,420 (2024)Community: Avalon RidgeSingle Family
Taxes:$2,420
Elementary School: Hamlin Elementary
Remarks: Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
4004 REX DR, WINTER GARDEN, FL 34787
$2,900,00031 Days on yellowkey MLS ID: O6395737
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1804 Built: 1971 Tax: $3,688 (2025)Community: Lake Avalon Groves RepSingle Family
Taxes:$3,688
Remarks: A rare opportunity to own nearly 8.92± acres across three contiguous parcels in the sought-after Winter Garden—Avalon Rural Settlement. Located just 5 minutes from Hamlin and Stoneybrook West. This property offers a unique blend of residential living and established agricultural infrastructure. The home itself is fully updated with modern finishes, luxury appliances, and custom upgrades, providing a comfortable living space or ideal on-site office or retail space. Currently operating as a functioning plant nursery, the property is equipped with significant infrastructure including: • Multiple high-capacity wells (14” well for the residence and two 6” wells with 10 HP and 7.5 HP outputs) • Full drip and overhead irrigation systems throughout the property • Existing operational areas, grow houses, barns, office, vehicles and equipment The sale includes all three parcels, the residence, buildings, and equipment. Plant inventory is available for purchase separately. With its strategic Central Florida location, this property offers exceptional accessibility to growing residential communities, making it ideal for a live/work setup, agricultural operation, landscape business headquarters, or long-term land hold with income potential. Property brochure and plant inventory available upon request.
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
5526 TINY RD, WINTER GARDEN, FL 34787
$1,675,000270 Days on yellowkey MLS ID: O6334009
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2007 Tax: $10,165 (2024)Community: NoneSingle Family
Taxes:$10,165
Remarks: Under contract-accepting backup offers. A Rare Slice of Serenity in the Heart of Horizons West – 5526 Tiny Road Tucked away on nearly five peaceful, rolling acres, this one-of-a-kind property offers the perfect blend of natural beauty, privacy, and access to everything the Horizons West area has to offer — all without the restrictions of an HOA. Located within the boundaries of the desirable Independence/Summerport area, this estate gives you the best of both worlds: rural charm and freedom, with the benefits of nearby neighborhoods, sidewalks, and community trails. Set just off Tiny Road, where major improvements are planned — including landscaped medians and 10-foot sidewalks — the entrance to the property will soon benefit from enhanced curb appeal and accessibility. Just a short walk away, the brand-new Orange County Library is currently under construction, promising a state-of-the-art community resource just minutes from your doorstep. Directly behind the property, the 225-acre Horizons West Sports Complex is taking shape, featuring planned amphitheaters, walking and biking paths, equestrian trails, and expansive green spaces — a future hub for recreation, events, and gathering. This property is also zoned for horses, a rare offering in such a prime location. You can enjoy sunrises and sunsets from the elevated ridge, surrounded by wide-open skies, a private pond, and visits from wild turkeys, native birds, and even a few roosters in the distance. The custom-built home (2007) offers 2,400 sq ft under air, with 3 bedrooms, a spacious loft, and 2.5 bathrooms — plus a half bath in the oversized 3+ car garage. A flex space provides room for an office, home gym, or guest suite. Inside, the layout is filled with natural light and includes a gourmet kitchen and flowing open spaces. Relax on the expansive front porch under the attached gazebo, or enjoy peaceful views from the screened-in rear lanai overlooking the nature preserve. All of this just a bike ride away from the restaurants, shops, and movie theater at Hamlin Town Center, with convenient access to top-rated schools and major roads. 5526 Tiny Road is a rare chance to live in peaceful privacy, with room to grow, create, and connect — a lifestyle property with heart, freedom, and long-term value.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$2,200,00045 Days on yellowkey MLS ID: O6391901
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 5524 Built: 2024Monthly Fee: $225 Tax: $8,585 (2025)Community: Avalon RdgSingle Family
Taxes:$8,585
Remarks: THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,200,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available under a separate agreement, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,540,00061 Days on yellowkey MLS ID: O6387379
REDUCED by $50,000 (3.1%) on 04/02/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$1,115,00088 Days on yellowkey MLS ID: O6379346
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3886 Built: 2018Monthly Fee: $360 Tax: $9,571 (2024)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$9,571
Remarks: WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new gently lived in by only a couple. From the moment you enter, the barrel ceiling foyer and soaring 10’ ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events all in the heart of the Hamlin area, close to top shopping, dining, and major highways. This isn’t just a home it’s a lifestyle!
Listing Agent: Deep Mehta, Pa (407-702-7029)
7832 FREESTYLE LN, WINTER GARDEN, FL 34787
$1,100,00090 Days on yellowkey MLS ID: G5107680
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2650 Built: 2018Monthly Fee: $300 Tax: $16,616 (2025)Community: Isles Of Lake HancockSingle Family
Taxes:$16,616
Remarks: Welcome to your new dream home! Located within the exclusive, gated and luxurious community of Isles of Lake Hancock, this stunning 4-bedroom, 3-bath home offers refined design, thoughtful layout, and an elevated way of living. A beautifully pavered driveway and manicured front lawn lead to a three-car garage and covered front patio, setting the tone for the elegance that awaits inside. French doors open to a bright, welcoming foyer where soaring ceilings, recessed lighting, and abundant natural light immediately impress. Just off the entry, the formal dining room is designed for unforgettable gatherings, featuring a dramatic double tray ceiling, striking statement lighting, and a wet bar area with storage that makes hosting feel effortless and elevated. The heart of the home brings together the family room and kitchen in a space that is both inviting and beautifully finished. Exposed ceiling beams add architectural interest to the family room, while the kitchen delivers true luxury with a large island and breakfast bar offering additional storage, premium stainless steel appliances, a stunning range hood, crown-molded cabinetry, and a spacious pantry. Whether you’re preparing a weeknight dinner or hosting a celebration, this kitchen is designed to handle it all with ease. A sunlit dinette just off the kitchen features an angled bay window and elegant lighting, creating the perfect spot for casual meals and morning coffee. A split-bedroom layout enhances privacy, with the primary suite tucked away on its own side of the home. This serene retreat includes private access to the lanai, a generous walk-in closet, and a spa-inspired en suite bath complete with dual vanities, a deep soaking tub, and an expansive walk-in shower, making it an ideal space to unwind at the end of the day. The additional bedrooms are thoughtfully designed with ample storage, natural light, and comfortable space for family or guests. Step outside to the covered lanai featuring retractable patio screens, allowing you to customize your outdoor experience while enjoying al fresco dining or relaxing in the shade. The fully fenced backyard provides peace of mind and room to play, perfect for four legged friends, little ones, or hosting weekend gatherings in the Florida sun. Residents of Isles at Lake Hancock enjoy exceptional community amenities including tennis courts, a residents-only boat ramp, playground, and recreation areas. Known as a nationally recognized water-skiing destination that hosts world-class tournaments, the community also offers convenient access to Walt Disney World, excellent shopping and dining options, upscale golf courses, top-rated schools, and easy access to SR-429 so everything you could need is right at your fingertips. Don't miss out on the opportunity to call this stunning, luxurious home your own. Schedule a private showing TODAY!!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Mario Deniz (407-704-0780)
14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787
$1,150,00037 Days on yellowkey MLS ID: TB8489171
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 4004 Built: 2017Monthly Fee: $75 Tax: $11,716 (2025)Community: Cypress Reserve Ph 1Single Family
Taxes:$11,716
Elementary School: SunRidge Elementary
Remarks: Presenting this exquisite modern residence standing alone without neighbors in either side or rear in a neighborhood of almost 150 homes showcasing souring ceilings, designer finishes, and an open-concept living space bathed in natural light. A gourmet kitchen that anchors the home, while expansive glass doors reveal a resort-style screened pool and outdoor lounge. Architecture, luxurious details inside all bathrooms and kitchen, and seamless indoor-outdoor living create an exceptional retreat for refined entertaining. An amazingly fancy electric chimney gives the living room area warmth and elegance. AC units are of high efficiency with hotel fragrance throughout the entire home. COME AND SEE IT SOON! AC units is 3 years. New roof to be installed.
Listing is courtesy of: PAULINO GLOBAL REAL ESTATE (407-455-1981)
Listing Agent: Andrea Paulino (813-753-6110)
11400 LOVERS LN, WINTER GARDEN, FL 34787
$1,250,000397 Days on yellowkey MLS ID: O6295587
1 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2517 Built: 1999 Tax: $6,673 (2024)Community: Avalon EstatesSingle Family
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under contract-accepting backup offers. If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently updated and it's a showstopper! Relax in the sparkling pool and enormous outdoor entertainment space. Property like this is a rare find! Avalon Estates is located close to several shops and restaurants, the Florida turnpike, 429 and 408 expressways, 11 miles from Disney World, 12 miles from Universal Studios, and is an easy 23 miles from Orlando International Airport. Reserve a private viewing of this exceptional country home and begin building memories today. Pool built in 2023 with a state-of-the-art heating and cooling system.
Listing Agent: Brad Bolton, Llc (407-797-8875)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,950,00063 Days on yellowkey MLS ID: TB8481106
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSingle Family
Taxes:$8,970
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing Agent: Keegan Siegfried (813-670-7226)
9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$1,100,00080 Days on yellowkey MLS ID: S5143665
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3077 Built: 2015Monthly Fee: $165 Tax: $11,481 (2024)Community: Watermark Ph 2ASingle Family
Taxes:$11,481
Remarks: Located in the highly sought-after Watermark community in Winter Garden, this stunning 4-bedroom, 3 full bath, and 1 half bath home offers the perfect blend of luxury, comfort, and functionality. Step inside to find beautiful wood flooring, tile, and plush carpet thoughtfully placed throughout the home. The chef-inspired kitchen features gourmet stainless-steel appliances, ample cabinetry, and modern finishes—ideal for both everyday living and entertaining. Elegant details elevate the interior, including crown molding, upgraded baseboards throughout, and a tray ceiling in the spacious primary suite. The home also offers a versatile bonus room perfect for a media room, office, or playroom. The laundry room is equipped with built-in cabinets for added storage and convenience. A 2-car garage completes the home, while the community offers exceptional amenities and a prime location close to shopping, dining, and major roadways. Schedule your private showing today and experience the best of Winter Garden living!
Listing is courtesy of: K REALTY (407-668-4310)
Listing Agent: Karine Nascimento (508-259-8853)
14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787
$1,490,00061 Days on yellowkey MLS ID: O6386648
0 Days Off yellowkey (back on 3/16/2026)
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3517 Built: 1995Community: Country LakesSingle Family
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. Tucked away on 2.5 private lakefront acres in the heart of Winter Garden, this exceptional 4-bedroom, 4 full + 2 half bath estate offers privacy, space, and the ultimate retreat lifestyle. In this beautiful home, you can start your day drinking morning coffee on your screened-in lanai overlooking Lake Tilden, enjoy a mid-afternoon swim in the saltwater, heated pool, and end your evening with Disney fireworks lighting up the sky from your backyard. Inside, the home features fresh interior paint, a dedicated home office, a spacious great room, and formal living and dining areas perfect for both entertaining and quiet relaxation. Custom built-ins throughout the home provide charm, function, and plenty of storage. Three newly remodeled bathrooms include a spa-like master bath with a soaking tub, multi-head shower, and finished walk-in closet, bringing luxury and comfort to daily living. Updated interior and exterior lighting enhances the home while honoring its timeless character. A new electrical panel ensures modern reliability. A versatile ADU adds endless possibilities as a home gym, private office, guest suite, creative studio, or man cave, giving flexibility for multigenerational living or working from home. Recent upgrades include a new well pump, whole-home water filtration system, new septic drain field, two new HVAC units, brand-new pool equipment with iAquaLink automation, and a newly epoxied garage floor. Outdoors, fresh exterior paint, updated landscaping, and a newly fenced backyard with puppy picket fencing create an inviting environment for kids, pets, and entertaining. This rare lakefront property combines acreage, character, and thoughtful updates just minutes from downtown Winter Garden, top-rated schools, dining, and shopping. With space to spread out, enjoy the outdoors, and live a lifestyle others only dream about, this home is meant to be lived in, loved, and enjoyed for years to come.
Listing Agent: Lisa Kirsch (678-373-8917)
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