Location: Winter Garden
Do Not Show Listings
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$529,00030 Days on yellowkey MLS ID: O6407943
REDUCED by $1,000 (0.2%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2011Monthly Fee: $72 Tax: $3,138 (2025)Community: Covington Park A B D E F G & JSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,138
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787
$764,9008 Days on yellowkey MLS ID: O6414181
0 Days Off yellowkey (back on 6/9/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3167 Built: 2015Monthly Fee: $140 Tax: $6,855 (2025)Community: Black Lake PreserveSpa: NoSingle Family
Taxes:$6,855
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Luxury At its Finest. This Beautiful Immaculate Open Concept 4 bedrooms, 4 baths residence featuring a spacious loft with a full bath. Loft on 2 nd Floor can potentially be used as a 5th bedroom. Ideal for guests retreat, home office, media lounge, media room or additional entertainment for the entire family. The Amazing Gourmet Chefs kitchen with under cabinet lighting Gas stove, double oven showcases an extra large extended island perfect for entertaining. Complemented by elegant finishes. Open concept living spaces and exceptional comfort throughout the home in its entirety. French Doors gives access to the resort style pool with 4 therapy jets, bubblers on the sun shelf, custom hand rail with multi led lights with a Wet Edge Pool Interior. Elegant Pavers. The Pool is 3 ft on the shallow end and 6 ft on the deep end and measures 15 x 31. This home is taken care with lots of Pride and Tender Loving care. This home sits on a corner Lot with lots of privacy for all entertainment and relaxation. Garage has overhead racks for extra storage. This is a very small community that is peaceful and tranquil for great evening walks. By Appointment Only. Thank You.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
9849 LOST CREEK DR, WINTER GARDEN, FL 34787
$990,000569 Days on yellowkey MLS ID: O6258009
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2021Monthly Fee: $250 Tax: $10,950 (2023)Community: WaterleighSpa: NoSingle Family
Taxes:$10,950
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2023
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. Big Price Reduction!!!!!! Nestled in the heart of Winter Garden’s prestigious Waterleigh community, this 5-bedroom, 4-bathroom masterpiece redefines modern luxury and family living. Boasting 3,910 sq. ft. of beautifully designed space, this 2021-built home is a perfect blend of timeless charm and contemporary convenience. From the moment you arrive, the immaculate landscaping and spacious 3-car garage set the stage for what lies within. Step onto the inviting front porch, and you’ll immediately feel at home. Inside, the gourmet kitchen takes center stage, showcasing gleaming white quartz countertops, custom 42-inch cabinets, and top-of-the-line stainless steel appliances. The oversized island is ready for anything—from morning coffee to lively dinner parties. Natural light floods the open living and dining spaces, where panoramic lake views create a serene backdrop for daily life. Retreat to the main-floor primary suite, a private haven with tranquil lake vistas, a spa-like ensuite, and a walk-in closet. Upstairs, a sprawling loft provides a perfect gathering space, while generously sized bedrooms ensure comfort for everyone. But the magic doesn’t stop indoors. Imagine unwinding on your covered patio as the sun sets, Disney’s iconic fireworks lighting up the sky above the lake. Beyond your doorstep, Waterleigh’s resort-style amenities await—scenic walking trails, sparkling pools, state-of-the-art fitness centers, and even a community garden. With its unbeatable combination of elegance, comfort, and convenience, this home offers more than just a place to live—it’s a lifestyle. Schedule your private tour today and start your next chapter in this extraordinary home!
Listing is courtesy of: REAL BROKER, LLC (407-279-0038)
Listing Agent: Jennifer Ibarra (213-500-7525)
8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$550,0009 Days on yellowkey MLS ID: O6412974
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $332 Tax: $8,597 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$8,597
Elementary School: Panther Lake Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome home, to the highly sought-after Waterleigh community in Winter Garden! This spacious 4-bedroom, 3.5-bathroom Cleardon model offers 2,477 square feet of thoughtfully designed living space and is perfectly located just 10 minutes from Walt Disney World. Step inside to an open-concept floor plan ideal for entertaining, featuring a large granite kitchen island, modern NEW stainless-steel appliances, abundant cabinetry, and a walk-in pantry. The first floor includes a private bedroom and full bath, making it perfect for guests, multigenerational living, or a home office. Upstairs, you’ll find a versatile loft, convenient laundry room with NEW washer and dryer, two secondary bedrooms with a shared bath, and a spacious primary suite complete with dual vanities, a walk-in shower, separate water closet, linen storage, and a generous walk-in closet. Recent updates include a NEW HVAC system, NEW appliances, NEW carpet and fresh interior & exterior paint. Enjoy resort-style living with access to community pools, walking trails, dog parks, miniature golf, beach volleyball, fitness center, and a vibrant calendar of neighborhood events. The HOA covers lawn care, sprinkler maintenance, and mulch replacement, making homeownership even easier. Don’t miss this incredible opportunity to own in one of Winter Garden’s most desirable communities. Schedule a showing, today!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Claire Fernando (850-737-1470)
279 DOE RUN DR, WINTER GARDEN, FL 34787
$599,00015 Days on yellowkey MLS ID: TB8513595
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2435 Built: 2005Monthly Fee: $57 Tax: $2,489 (2025)Community: Deerfield Place 57/1Single Family
Taxes:$2,489
Remarks: One or more photo(s) has been virtually staged. Discover your dream home in the heart of vibrant Winter Garden! This charming 3/2.5 with spacious loft offers modern upgrades galore—brand-new roof & carpet (2026), stunning 2025 kitchen remodel, fresh downstairs flooring, new water heater, epoxy garage with ceiling-mounted storage rack, elegant crown molding, 6” baseboards, wooden trim/chairail moldings, wainscoting picture frames, widened driveway, new exterior paint, and huge walk-in master closet. Enjoy a fully fenced backyard oasis with expansive 24x24 pavers on a generous 6,048 sq ft lot (Flood Zone X). Low HOA in this neighborhood. Minutes to downtown, shops, dining & highways—your perfect Central Florida lifestyle awaits! Some photos are virtually staged.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY 2 (813-832-5400)
Listing Agent: Jerry Cionci (941-779-4717)
708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$745,00033 Days on yellowkey MLS ID: G5112211
3 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 2019Monthly Fee: $280 Tax: $8,412 (2025)Community: Heritage/Plant StreetSingle Family
Taxes:$8,412
Remarks: LOCATED IN THE HIGHLY SOUGHT AFTER GOLF CART DISTRICT OF DOWNTOWN WINTER GARDEN!!! This beautifully maintained and move-in ready, this immaculate 3-bedroom, 2-bath home offers comfort, style, and convenience in one exceptional package. Featuring all tile flooring throughout with no carpet, stunning plantation shutters, the open and spacious floor plan seamlessly connects the kitchen, dining, and family room areas-perfect for both everyday living and entertaining. The oversized primary suite includes a cozy sitting area, while the en-suite bath features dual sinks, a relaxing garden tub, and a walk-in shower. A desirable split-bedroom layout provides privacy, with two additional bedrooms and a full bath located on the opposite side of the home. The chef's kitchen is fully equipped with stainless steel appliances, 42-inch cabinetry, a built-in DOUBLE oven and microwave, gas cooktop, and an extra-large pantry. The inside laundry room offers added convenience with shelving, storage cabinets, and utility sink. The garage also includes overhead storage for additional organization. Step outside to extended screened porch, offering plenty of room to relax and enjoy the peaceful pond view with no immediate rear neighbors. A dog park is an added community perk and adds even more convenience for pet lovers. Located just blocks from downtown Winter Garden, you'll enjoy easy access to holiday events, local restaurants, charming shops, the award-winning farmers market, and the popular golf cart district. This is a home you do NOT want to miss!!! Schedule your private tour today.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Kristi Lowery (407-235-4920)
9110 MORGANA CT, WINTER GARDEN, FL 34787
$2,199,00023 Days on yellowkey MLS ID: O6409413
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4661 Built: 2021Monthly Fee: $423 Tax: $20,524 (2025)Community: Avalon CoveSpa: YesSingle Family
Taxes:$20,524
Remarks: Orlando Lakefront Luxury Estate with Private Dock, Resort-Style Pool & World-Class Location! Welcome to 9110 Morgana Court, an extraordinary waterfront residence offering the ultimate Florida luxury lifestyle just minutes from Disney, all the Orlando world-famous attractions, championship golf, premier shopping, fine dining, and international travel connections. Perfectly positioned on a beautiful skiable lake, this 5-bedroom, 5-bath residence showcases breathtaking sunset views, a private covered dock, expansive outdoor living spaces, and a highly desirable floor plan designed for luxury living, entertaining, and multigenerational flexibility. The backyard is truly a private resort featuring an oversized heated saltwater pool, relaxing 8-person spa, elegant fire feature, complete outdoor kitchen, and an expansive covered lanai with retractable screens for year-round enjoyment. Imagine spending your days boating, paddle boarding, fishing, waterskiing, or simply relaxing on your private dock while enjoying spectacular Florida sunsets over the water. Opportunities to own a true ski-lake property with this level of privacy and luxury are increasingly rare. Inside, natural light fills the home and highlights the finishes. The gourmet chef's kitchen serves as the centerpiece of the home, featuring an oversized island, premium Wolf gas range, built-in wall oven and microwave, abundant cabinetry, and an open-concept design ideal for entertaining. The flexible floor plan offers exceptional versatility with a private first-floor guest suite complete with full bath and walk-in closet, a spacious bonus room perfect for a home office, fitness studio, media room, or additional guest retreat, plus an expansive upstairs loft opening to a private balcony overlooking the lake. The luxurious primary suite is a true sanctuary, offering panoramic water views, a spa-inspired bath, oversized walk-in shower, and an exceptionally large custom closet. Additional bedrooms are generously sized and thoughtfully positioned for privacy. Extensive upgrades include new exterior paint (2026), heated saltwater pool and spa, Paradise Grill outdoor kitchen, surround sound system inside and out, retractable lanai screens, custom window treatments, upgraded stair railings, designer lighting, and fully fenced oversized homesite. Whether you're seeking a primary residence, executive relocation home, multigenerational retreat, or a luxury Florida lifestyle property near Orlando's most desirable destinations, 9110 Morgana Court delivers a rare combination of waterfront recreation, privacy, convenience, and resort-style living. Luxury lakefront opportunities of this caliber seldom come to market. Schedule your private tour today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Alie Gattis (407-760-1488)
15444 LEBEAU LOOP, WINTER GARDEN, FL 34787
$580,000103 Days on yellowkey MLS ID: O6385396
2 Days Off yellowkey (back on 4/27/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2415 Built: 2024Monthly Fee: $101 Tax: $1,914 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$1,914
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Newer 2024 build, this 4-bedroom home features three full bathrooms plus + a powder bath - along with an upgraded custom staircase and beautifully finished interior spaces. Natural light fills the home, creating a bright, open atmosphere that feels both inviting and functional. The generous layout and clean, modern design give the home a refined, elevated aesthetic. Located in Horizon West’s Winding Bay and zoned for top-rated schools, the community is surrounded by parks, a playground, walking trails, and a dog park. Just minutes from Walt Disney World, residents enjoy nightly views of the fireworks, access to a resort-style pool and splash pad and close proximity to HWY 429, Hamlin Town Center, Flamingo Crossings, premier golf courses, and a wide variety of dining and shopping destinations. No CDD. Low HOA.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787
$2,100,00057 Days on yellowkey MLS ID: O6400010
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4342 Built: 2016Monthly Fee: $431 Tax: $28,576 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$28,576
Remarks: Award-Winning Toll Brothers Model Home on the Lake | Infinity Pool + Designer Estate Welcome to luxury waterfront living in the highly sought-after Panther Lake community in Winter Garden. This award-winning Maranello model sites on a premium lakefront homesite and is designed for both elevated everyday living and effortless entertaining, the home showcases expansive open living areas, designer finishes, and seamless indoor-outdoor flow. Property Highlights & Amenities: * Infinity pool with heated spa providing breathtaking water views * Large pocket sliders create a true open-air living experience, connecting the living and dining spaces with the pool, lanai, and lake * Private mother-in-law suite offering a comfortable and private retreat for guests or extended family, ideal for multi-generational living or a quiet home office * Chef’s kitchen with JennAir appliances designed for both everyday living and elevated entertaining * Top rated schools a bike ride from Independence Elementary School and Horizon High School * Outdoor living with a fully equipped kitchen, fireplace, fire pit and TV creating a complete outdoor living space perfect for hosting or relaxing year-round * Private balcony with expansive views of the Lake, pool and community * Butler’s kitchen providing additional prep space, storage, and functionality for seamless entertaining * Spacious loft with built-ins and workspace offering flexible space for work, study, or casual gathering * First-floor primary suite with spa-style bath and walk-in closet creating a private retreat with comfort and convenience on the main level * Professionally designed model home finishes throughout delivering a cohesive, high-end aesthetic in every space * Furnishings convey, presenting an opportunity to acquire the home’s professionally curated design elements. Enjoy access to Panther Lake’s resort-style community amenities, including a clubhouse with event space for private parties and receptions, fitness center, community pool, playground, walking trails, and a private dock with canoe/kayak storage—perfect for embracing the lakefront lifestyle. A rare opportunity to own a premier waterfront model home with resort-style amenities - this home delivers the perfect blend of privacy, luxury, and convenience. Schedule your private showing today.
Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)
Listing Agent: Tim Schmidt (407-216-8788)
902 JOHNS POINT DR, WINTER GARDEN, FL 34787
$1,799,0008 Days on yellowkey MLS ID: O6412933
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4085 Built: 2002Monthly Fee: $173 Tax: $20,547 (2025)Community: Johns Cove 43/104Spa: YesSingle Family
Taxes:$20,547
Remarks: Seller financing available! Discover an extraordinary waterfront retreat where luxury, privacy, and breathtaking lake views come together in perfect harmony. This exceptional 4-bedroom, 4-bath custom residence offers over 4,000 square feet of thoughtfully designed living space on the shores of highly sought-after Johns Lake, delivering an unparalleled Florida lifestyle. Designed with both elegance and functionality in mind, the custom-built home features a desirable split-floor plan that provides ultimate privacy. The expansive primary suite occupies its own private wing, creating a true owner's retreat complete with serene lake views, generous sized closets, and a spa-inspired ensuite bath featuring a luxurious steam shower for the ultimate relaxation experience. The additional bedrooms are thoughtfully positioned on the opposite side of the home, offering comfort and privacy for family and guests. From the moment you enter, you'll be captivated by the abundance of natural light, soaring ceilings, and panoramic water views. Recent updates enhance both style and value, including fresh interior paint throughout and brand-new waterproof luxury laminate flooring with a lifetime warranty installed throughout the entire home. These elegant upgrades provide a seamless, modern aesthetic while offering exceptional durability for years to come. Designed for today's lifestyle, the home also features a spacious executive office, ideal for remote work or a private study, along with a highly desirable game room that offers endless possibilities for recreation, media, or entertaining. The heart of the home is a spacious chef's kitchen that opens effortlessly to the main living spaces, allowing you to enjoy lake views while cooking, dining, or entertaining. Expansive windows and glass doors flood the home with natural light while framing the stunning waterfront scenery and creating a seamless connection between indoor and outdoor living. Step outside to your private resort-style oasis featuring a sparkling pool, spa, covered lanai, and private boat dock. Enjoy direct access to Johns Lake, one of Central Florida's premier recreational lakes, offering endless opportunities for boating, fishing, jet skiing, paddleboarding, wakeboarding, and unforgettable sunset cruises right from your backyard. Whether relaxing poolside, entertaining guests, or enjoying a quiet evening overlooking the water, every day feels like a vacation. What's more you have easy access to Florida's turnpike and 429 for seamless access to downtown Orlando, area theme parks, and Orlando International Airport!! Schedule for showing today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
15061 VALVERSE ALY, WINTER GARDEN, FL 34787
$720,000110 Days on yellowkey MLS ID: O6384956
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2017Monthly Fee: $328 Tax: $8,730 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$8,730
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: This 5-bedroom, 3.5-bath home in Winter Garden's Hamlin area offers 2,934 square feet plus two things most listings can't: a fully detached in-law suite with its own kitchen and private entrance, and an owned 10.63 kW Tesla solar system, 25 panels paired with two Powerwalls, paid in full at closing. Here's what that energy setup actually means for you. The 25 solar panels generate power from the sun. The two Tesla Powerwalls store it, so the home runs on its own clean energy day and night, not just when the sun is out. The result shows up on the bill. Over the last six months, electricity on this home has run between $33 and $123 a month, averaging under $80, in a 2,934 square foot house with year-round AC. Most homes this size in Florida pay a multiple of that. When a storm takes out the grid, your home doesn't go dark. The Powerwalls switch over automatically and keep the essentials running: AC, refrigerator, lights, internet. Tesla's Storm Watch even charges the batteries to full before severe weather hits, so you're covered through hurricane season without lifting a finger. The system is EV-ready too, so you can charge an electric vehicle at home on your own solar power. And because it's owned outright and paid off at closing, there's no solar lease or loan to assume. You just get the savings. The detached in-law suite is a fully separate space with a full kitchen and its own entrance, ideal for multigenerational living, a long-term guest, a private home office, or rental income potential. Inside the main home, an open layout ties the kitchen, living, and dining areas together for easy everyday living and entertaining. The primary suite is a private retreat, with four additional bedrooms giving you room to use the space however you need. The location is a genuine strength. Bass Park is a short walk away for morning runs and weekends outside, Publix at Hamlin Cove sits under a mile from the door, Foundation Academy's Tilden Campus is close by, and you're minutes from Central Florida's major theme parks and transit connections. Schedule a private showing and see the suite and the energy system for yourself.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Maegan Bagley (207-333-9037)
7699 BOWERY DR, WINTER GARDEN, FL 34787
$1,130,0005 Days on yellowkey MLS ID: O6415055
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4222 Built: 2020Monthly Fee: $85 Tax: $10,650 (2025)Community: RavennaSingle Family
Taxes:$10,650
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to the luxury of 7699 Bowery Dr, located within the highly desirable, master-planned Ravenna community of Horizon West. This exquisite home offers a rare combination of upscale lifestyle flexibility and long-term value. Grand 8-foot double front doors open into a towering, sun-drenched two-story foyer, setting the stage for an expansive, masterfully designed floor plan featuring 5 bedrooms, 4.5 bathrooms, and an office and over 4,000 square feet of high-end living space. INTERIOR HIGHLIGHTS: Designed for both grand entertaining and comfortable everyday living, the main level features a bright, seamless open-concept great room and dining area, complemented by a dedicated private office or study. At the heart of the home is a chef’s gourmet kitchen, fully anchored by 42" Cherry Slate cabinetry with crown molding, elegant quartz countertops, a drop-in cooktop, and a double wall oven. The spacious main-level primary suite serves as a true sanctuary, looking out over the garden and boasting dual walk-in closets alongside a spa-style bath with a frameless, dual-headed luxury shower. SECOND-LEVEL FLEXIBILITY: An oversized staircase leads to a massive second-story loft, a second primary suite, a private movie theater/media room, and two additional bedrooms. The layout is perfectly optimized as a primary residence, multi-generational retreat, or premium long-term asset. Slide open the doors from the upper loft onto a private covered balcony, offering front-row seats to breathtaking sunset water views and nightly theme park fireworks. PEACE OF MIND & CONVENIENCE: This property is thoughtfully upgraded with an energy-efficient solar panel system and a whole-house water filtration system, providing significant savings and exceptional modern utility. Step outside to a beautifully landscaped, oversized 0.45-acre fully fenced backyard with a covered lanai. Residents of Ravenna enjoy a walkability-focused neighborhood with a community pool, playgrounds, low HOA fees, and NO CDD. PRIME LOCATION: Perfectly positioned in Winter Garden, you are zoned for top-rated public schools and sit just minutes from Hamlin Town Center, premium shopping, dining, and major transport corridors including the 429, 408, and Florida’s Turnpike for a swift commute to downtown Orlando. Schedule your private showing today and discover the ultimate Central Florida lifestyle!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Brigida Lopez (321-945-3989)
2227 OAKINGTON ST, WINTER GARDEN, FL 34787
$489,9906 Days on yellowkey MLS ID: O6414707
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2002Monthly Fee: $240 Tax: $5,321 (2025)Community: Stoneybrook West 47/78Single Family
Taxes:$5,321
Elementary School: Whispering Oak Elem
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the highly desirable gated golf community of Stoneybrook West in Winter Garden. This move-in-ready residence features an open and spacious floor plan with separate living and dining areas, high ceilings, abundant natural light, and ceramic tile throughout. The upgraded kitchen offers granite countertops, ample cabinet space, and all appliances are included. The spacious primary suite features a large walk-in closet and an updated bathroom with skylights, dual vanities, a garden tub, and a separate shower. Enjoy outdoor living in the fully fenced backyard with a large patio, perfect for entertaining or relaxing. Recent updates and meticulous care make this home a true standout. Roof replaced in 2021. Property comes with solar panels. Residents enjoy resort-style amenities including a community pool, fitness center, tennis and basketball courts, playgrounds, lake access, fishing pier, boating, and 24-hour guarded gate security. Conveniently located near top-rated schools, shopping, dining, major highways, downtown Winter Garden, and Orlando's world-famous attractions. Don't miss this exceptional opportunity—schedule your private showing today!
Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)
Listing Agent: Milena Nunez (407-247-1814)
12026 SHINE VIEW LN, WINTER GARDEN, FL 34787
$596,19039 Days on yellowkey MLS ID: O6405058
3 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2025Monthly Fee: $190 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *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)
17865 ADRIFT RD, WINTER GARDEN, FL 34787
$599,000325 Days on yellowkey MLS ID: O6329586
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2484 Built: 2023Monthly Fee: $277 Tax: $9,155 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,155
Remarks: A home full of charm, comfort, and practicality. It features four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, distributed in a clever layout that enhances each room. Right at the entrance, the balcony invites you to slow down and enjoy the home's cozy atmosphere. The kitchen is modern and functional, equipped with all essential appliances and a central island perfect for quick meals or family time. The laundry room is also fully equipped and ready for everyday use. Upstairs, a spacious loft opens up to new possibilities—it could be a TV room, office, or leisure space—in addition to three bright and comfortable bedrooms. Sliding doors connect the interior area with the private backyard, where the covered balcony offers stunning views. With no neighbors in the back, the environment is quiet, private, and ideal for relaxation. The condominium offers a complete infrastructure, with swimming pools, gyms, and leisure areas for the whole family. The location is strategic, with supermarkets, schools, and various amenities nearby, as well as easy access to the region's main attractions. The house is currently occupied, but you can schedule a viewing. A rare opportunity to live well, with tranquility and quality of life.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$505,00022 Days on yellowkey MLS ID: O6410108
REDUCED by $5,000 (1.0%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $195 Tax: $8,019 (2025)Community: Signature Lakes Ph 3B-4 3B-5 3B-Single Family
Taxes:$8,019
High School: Windermere High School
Remarks: Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Bo Zhang (407-848-8486)
5526 TINY RD, WINTER GARDEN, FL 34787
$1,590,000310 Days on yellowkey MLS ID: O6334009
3 Days Off yellowkey (back on 6/8/2026)
REDUCED by $85,000 (5.1%) on 06/01/2026
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 Almost five acres in the middle of one of Central Florida's most sought-after communities isn't just rare — it's nearly impossible to find. While the rest of Horizons West builds closer together, 5526 Tiny Road sits on almost five rolling, private acres surrounded by open sky, a private pond, and natural Florida landscape — all within walking distance of community trails, top-rated schools, and the brand-new Orange County Library currently under construction just steps away. This is the property buyers spend years waiting for. The freedom of acreage. The convenience of community. No HOA. No compromise. The custom-built 2007 estate offers 2,400 square feet of thoughtfully designed living space — three bedrooms, a spacious loft, and 2.5 bathrooms inside, plus a half bath in the oversized 3.5-car garage built for the enthusiast, the workshop, the toys, or all three. The open-concept layout is filled with natural light, anchored by a gourmet kitchen and flowing living spaces designed for both everyday comfort and effortless entertaining. Step outside and the property truly comes alive. A front gazebo attached to the home frames sweeping views across the acreage. The screened rear lanai overlooks a nature preserve. Sunrises and sunsets paint the elevated ridge in a way that no subdivision lot can replicate. Wild turkeys, native birds, and open Florida sky are your neighbors. Just a short ride to Hamlin Town Center, Disney World, SR-429, and everything Horizons West continues to build around you — including planned road enhancements to Tiny Road itself, with landscaped medians and expanded sidewalks that will further elevate the entrance to this property. Properties like this don't come back to market. Once it's gone, it's gone — because there is nothing left to build like it here. 3 Bed | Loft | 2.5 Bath + Garage Half Bath | 3.5-Car Garage | Almost 5 Acres | No HOA | Custom 2007 Build | Private Pond | Horizons West / Independence-Summerport
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
1544 MISTFLOWER LN, WINTER GARDEN, FL 34787
$469,90012 Days on yellowkey MLS ID: O6407815
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2348 Built: 2005Monthly Fee: $55 Tax: $7,220 (2025)Community: Winter Garden Trls 01-3Spa: NoSingle Family
Taxes:$7,220
Elementary School: William Frangus Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. This 4-bedroom, 2-bathroom single-story home offers a versatile and comfortable layout featuring a blend of carpet, wood, and ceramic flooring throughout. The interior is designed for spacious living, highlighted by oversized secondary bedrooms equipped with full-length mirrors that add both depth and functionality. The living spaces flow seamlessly to the outdoors, where a screen-enclosed back patio provides a private, pest-free retreat for year-round relaxation. Complete with an attached two-car garage, this home perfectly balances practical amenities with a diverse mix of quality interior finishes.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
279 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,675,00030 Days on yellowkey MLS ID: O6408014
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4473 Built: 2003Monthly Fee: $67 Tax: $8,609 (2025)Community: Lakeview ReserveSpa: YesSingle Family
Taxes:$8,609
Elementary School: Tildenville Elem
Remarks: An unparalleled lakefront opportunity in Downtown Winter Garden **Seize the rare chance to own a premier waterfront estate where the true value lies in the spectacular lot, private dock, and an enviable golf-cart lifestyle ** Launch your boat from your private lift for a scenic 30-minute cruise to Mt. Dora or take your golf cart just minutes away to the historic downtown Farmers’ Market and restaurants **Positioned within a private, gated enclave directly across from the West Orange Trail, this property offers the ultimate Florida resort lifestyle outside, featuring a heated saltwater pool, raised spa, and a fully fenced, expansive lakeside yard ** Inside, the home boasts a massive primary suite +/16x26’ with tray ceiling, fireplace and a balcony with lovely lake views and massive +/-23x25 bonus room including a wet bar and fireplace** The kitchen has a large cooking island w/sink plus a separate breakfast bar, stone counters, under cabinet lighting, a Jenn-Air double convection oven and lovely dining area overlooking the lake ** There's even an open wine closet/alcove with wine refrigerator off the kitchen ** First floor bedroom with an oversized walk in closet as a 5th bedroom or den (currently being used as a dining room) ** Other home upgrades include a newer roof +/-2022, 3 newer A/C units, a whole-home Katolight 40KW generator that runs +/- 90% of the home, crown molding throughout the home, ADT security system with cameras, boat house with new roof 2025, resurfaced pool +/-5 yrs ago & Aqualink pool/spa automation system and a 10’ seawall ** Relax on the covered screened patio with the Bose speaker system and prime outdoor living space including additional yard space beyond the pool and patio ** 2 car garage plus a 1 car garage with easy access to the back yard perfect for bringing your boat or lawn equipment through ** LOW HOA fees $200 quarterly ** All room measurements in MLS and on 3d floorplan are approximate. Buyer to verify. Tax record is incorrect - property has 5 bedrooms. Dock measurement is estimated. Buyer to verify. Solar panel lease to be transferred to buyer at closing.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Andrew Philippone (407-408-6662)
15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$689,990136 Days on yellowkey MLS ID: S5142710
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2024Monthly Fee: $202 Tax: $9,669 (2025)Community: Harvest At OvationSingle Family
Taxes:$9,669
Middle School: Horizon West Middle School
Remarks: Seller offering up to $15,000 toward buyer’s closing costs, prepaids, or interest rate buy-down with acceptable offer. Exceptional opportunity in highly desirable Winter Garden/Horizon West! This beautifully upgraded 5-bedroom, 4.5-bath home offers over 2,900 sq. ft. of flexible living space, including a private in-law suite with its own separate entrance, bedroom, bathroom, and kitchenette — currently rented for $1,300 per month, providing immediate income potential or an ideal space for multigenerational living. The main home features an open-concept layout, high ceilings, upgraded flooring, a renovated kitchen, modern finishes, and spacious living areas designed for comfort and functionality. The private suite adds exceptional value for buyers looking for rental income, a guest retreat, a private office, or independent living space. Located just minutes from Disney, Flamingo Crossings, Hamlin, shopping, dining, entertainment, hospitals, and top-rated schools, this home offers the perfect combination of location, lifestyle, and income potential. Enjoy the benefits of living in one of Central Florida’s fastest-growing and most desirable communities. A rare opportunity to own a move-in-ready home with upgrades, a private income-producing suite, and a seller incentive of up to $15,000 with an acceptable offer.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Keyla Chirinos Sivira (786-380-5541)
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