Location: Winter Garden
Do Not Show Listings
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$515,00037 Days on yellowkey MLS ID: O6407943
REDUCED by $14,000 (2.6%) on 06/16/2026
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: 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)
14511 ISLEVIEW DR, WINTER GARDEN, FL 34787
$3,330,00052 Days on yellowkey MLS ID: O6403188
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5290 Built: 2001Monthly Fee: $300 Tax: $32,571 (2025)Community: Isles Lake HancockSingle Family
Taxes:$32,571
Elementary School: Summerlake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Get ready to be impressed by this exceptional lakefront residence at 14511 Isleview Dr in Winter Garden, fully renovated by the renowned Davila Homes. Set directly on the pristine shores of Lake Hancock, this luxury property offers breathtaking water views and a private dock, perfect for boating, sunset lounging, or embracing the ultimate Florida lifestyle. This thoughtfully designed home features 5 spacious bedrooms, including a private mother-in-law suite ideal for multigenerational living or guests. A dedicated home office provides the perfect space for remote work or quiet study, while a fully equipped home gym adds to the home’s functional appeal. At the heart of the home is a stunning chef’s kitchen, complete with top-of-the-line appliances, custom cabinetry, and premium finishes—designed to impress both everyday cooks and seasoned entertainers alike. With refined modern design, high-end finishes, and meticulous attention to detail throughout, this residence offers an unmatched blend of luxury, comfort, and lakefront living in one of Winter Garden’s most desirable locations.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787
$675,00080 Days on yellowkey MLS ID: O6395287
REDUCED by $14,999 (2.2%) on 06/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3410 Built: 2005Monthly Fee: $100 Tax: $3,503 (2025)Community: Emerald RidgeSingle Family
Taxes:$3,503
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom / 2.5-bath home awaits to impress. Large formal living and formal dining rooms are the perfect venue for family gatherings. An elegant, open kitchen, overlooking the dinette into the family room, offers granite counters, 42” cabinets, double built-in ovens, a large breakfast bar, and a huge walk-in pantry allowing space for everyone to help the cook. When the day is done, retire to the oversized second-floor primary suite, which offers a spacious bath with a double-sink vanity, shower, garden tub, and a walk-in closet, completing this special and intimate space. Anchoring 3 large secondary bedrooms, this home beckons to an active family, offering the space you need. Enjoy your morning coffee or an evening barbecue, while enjoying the peace of your private pool, a HUGE private backyard! Complete with fruit trees (recovering from the freeze), including mango, sugar apple, sapodilla, guava, loquat, pear, jackfruit, fig, lemon, orange, neem, and banana, gives an instant farm-to-table experience. While certainly offering plenty of space for everyone to claim their own piece of paradise, you’ll find peace of mind that your investment is in a location that can’t be beat! Highlights include: Roof replaced in 2020. AC replaced in 2018. Appliances replaced in 2022. All blinds replaced 2022. Whole Home water filtration and softener system. Be sure to click the link for an interactive 3D Virtual Tour and floor plan!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Rita Phillips (407-928-0573)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,139,000100 Days on yellowkey MLS ID: O6389100
REDUCED by $11,000 (1.0%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Spa: NoSingle Family
Taxes:$16,181
Remarks: Virtually Staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
10043 SEQUEL ALY, WINTER GARDEN, FL 34787
$535,000117 Days on yellowkey MLS ID: O6384246
REDUCED by $25,000 (4.5%) on 06/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2018Monthly Fee: $100 Tax: $8,237 (2024)Community: Storey Grove Ph 1B-2Single Family
Taxes:$8,237
Tax Year: 2024
Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Opportunity to secure a BELOW MARKET rate through an ASSUMABLE MORTGAGE for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1156 CIVITAS WAY, WINTER GARDEN, FL 34787
$1,249,000115 Days on yellowkey MLS ID: O6385496
REDUCED by $19,000 (1.5%) on 06/02/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2710 Built: 2022Monthly Fee: $208 Tax: $11,208 (2024)Community: Oakland Parkb-1Single Family
Taxes:$11,208
Remarks: Prive Improvement!! Experience luxury in this immaculate 2022 custom RCB home, featuring high-end upgrades and a versatile floor plan. The main-level flex suite with a massive closet is perfect as an office, 4th bedroom, or playroom. The living area features a dramatic two-story fireplace and open staircase flowing into a chef’s kitchen with upgraded GE Cafe Appliances. The oversized 3-car garage includes a dedicated, climate-controlled room for a gym or studio. The expansive backyard is a future oasis with a custom pool design already completed and ready to build. Barely lived in and thoughtfully designed, this home combines sophisticated design with unmatched adaptability. Located near the scenic West Orange Trail and minutes from historic downtown Winter Garden's acclaimed restaurants, boutique shops, and cultural venues, this home offers the perfect balance of serene outdoor living and convenient community access. The neighborhood is known for its resort-style amenities, including community pools and walking trails, plus easy access to the 429 and Florida Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
12731 GROVEHURST AVE, WINTER GARDEN, FL 34787
$580,000136 Days on yellowkey MLS ID: O6379203
REDUCED by $19,900 (3.3%) on 06/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2006Monthly Fee: $111 Tax: $8,378 (2025)Community: Grovehurst A-DSingle Family
Taxes:$8,378
Elementary School: SunRidge Elementary
Remarks: Virtually Staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
552 EGRET PLACE DR, WINTER GARDEN, FL 34787
$729,000Listed 06/20/2026 12:52PM MLS ID: O6416734
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3395 Built: 2014Monthly Fee: $128 Tax: $5,491 (2025)Community: Johns Lake PointeSingle Family
Taxes:$5,491
Remarks: Welcome to 552 Egret Place in beautiful Winter Garden, Florida—an exceptional Meritage Homes residence thoughtfully designed to combine modern style, everyday comfort, and outstanding energy efficiency. From the moment you arrive, you'll appreciate the quality craftsmanship and attention to detail that Meritage Homes is known for. Inside, an open and inviting floor plan creates the perfect setting for both daily living and entertaining. The spacious living areas flow seamlessly into the well-appointed kitchen, featuring abundant cabinetry, generous counter space, a large island, and modern finishes that make gathering with family and friends effortless. The private owner's suite provides a peaceful retreat with a spacious bedroom, an elegant en-suite bath, and a generous walk-in closet. Additional bedrooms provide flexibility for family, guests, or a dedicated home office. One of the standout features of this home is its energy-efficient construction. This home incorporates advanced energy-saving features designed to provide year-round comfort while helping reduce utility costs. Spray foam insulation and energy efficient windows are just some of the certified features that contribute to a more efficient home. Step outside to enjoy the outdoor living space—ideal for morning coffee, weekend barbecues, or simply relaxing while enjoying Florida's beautiful weather. Located in one of Winter Garden's most desirable areas, you'll enjoy convenient access to top-rated schools, shopping, dining, parks, major highways, and the charm of Historic Downtown Winter Garden, known for its award-winning farmers market, local restaurants, boutique shopping, and the West Orange Trail. Whether you're looking for a move-in-ready family home or a smart investment in one of Central Florida's fastest-growing communities, 552 Egret Place offers the perfect blend of quality construction, energy efficiency, modern amenities, and an unbeatable location. Don't miss this opportunity to own a beautifully crafted home where comfort, savings, and Florida living come together.
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$444,97595 Days on yellowkey MLS ID: S5145650
REDUCED by $10,000 (2.2%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1582 Built: 1999Monthly Fee: $45 Tax: $1,458 (2024)Community: Traditions SubSingle Family
Taxes:$1,458
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: You found it with this Location! The family will love this beautiful, Former Model home in Traditions! Blocks away from Downtown Winter Garden! Golf carts welcome! This 3/2 split plan has wood laminate flooring in living room & the master bedroom. Kitchen is open, Ceramic tile & eat-in space overlooking backyard. Master Bedroom is spacious with Walk-in shower and separate tub. Private / separate laundry room. Separate office or workshop in garage is UNDER AIR UNDER & perfect for the handyman! The backyard is fully fenced. Enjoy the restaurants, famer's market & shops all in walking distance or use a golf cart! Separate Workshop room. AC 2019. Easy access to the turnpike, 429, 408 to downtown Orlando or OIA! Great Schools!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Rick Evans, Ii (407-538-9295)
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$749,500110 Days on yellowkey MLS ID: O6386488
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $5,500 (0.7%) on 05/28/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2020Monthly Fee: $261 Tax: $6,669 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,669
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH!! AS-IS sale with peace of mind! All prior repair requests have been completed, and a previous buyer’s inspection report is available for review. Welcome to this stunning 5-bedroom, 4-bathroom home in the highly sought-after Waterleigh community in the heart of Horizon West, Winter Garden. This property is the perfect blend of luxury, comfort, and convenience and offers the PERFECT multi-generational home layout. Zoned for Atwater Bay Elementary School, this home is ideally positioned within a thriving and growing community. As you step through the front door, you’ll be immediately impressed by the spacious, open floor plan. To the right, you’ll find a private 5th bedroom, complete with a full walk-in shower just outside, ideal for guests or a quiet retreat. Continuing through the home, you'll be greeted by a seamless flow between the expansive living and dining areas. The kitchen is designed for both function and style and now features CUSTOM WOOD SHELVING in the pantry, replacing the original wire shelving to provide enhanced organization and storage. Beneath the staircase, there’s a generous storage closet, and the entire home boasts brand-new carpet less than two years old, offering both comfort and style. The property is also equipped with rain gutters for added protection. This home has also recently received BRAND NEW EXTERIOR PAINT on the entire property, making it truly look and feel like a brand-new home. Additional exterior upgrades include updated carriage lights and freshly painted metal garage door trim, enhancing the home’s curb appeal even further. Upstairs, you'll discover the luxurious primary suite, along with three additional bedrooms. The oversized loft area includes a converted den, perfect for use as an office, media space, or flex room to fit your lifestyle. The primary bathroom is a true retreat, featuring both a shower and separate soaking tub, along with a massive walk-in closet. For ultimate convenience, the laundry room is located upstairs and includes a smart leak detection system. The washer and dryer are less than three years old and practically brand new. Step outside to your screened-in lanai, ideal for outdoor entertaining, relaxing evenings, or enjoying nightly fireworks from Walt Disney World along with AMAZING views of NASA rocket launches from the Space Coast. Located just minutes from Disney, this home also provides incredible convenience within the community itself, with Publix now open, Jersey Mike’s, McDonald’s, a nail salon, and more nearby. Even more exciting, a bank is coming soon, adding to the ease of everyday living. The neighborhood is golf cart-friendly and filled with abundant amenities and community events, making it easy to stay connected and entertained year-round. Don’t miss the opportunity to make this dream home YOURS! Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$649,9002 Days on yellowkey MLS ID: O6417701
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2017Monthly Fee: $342 Tax: $6,366 (2025)Community: Waterleigh Ph 1CSpa: NoSingle Family
Taxes:$6,366
Elementary School: Panther Lake Elementary
Remarks: Welcome to your private oasis in the highly desirable community of Waterleigh! This rare gem stands out as one of the few homes in the neighborhood to feature its very own private, heated saltwater pool, complete with a spacious covered patio, an impressive newly screened lanai, and the ultimate privacy of no rear neighbors. Boasting one of the most sought-after single-story designs, this open and light-filled home welcomes you with sophisticated new wainscoting architectural details and brand-new, upgraded flooring throughout all four bedrooms. The heart of the home is an incredible gourmet kitchen featuring a massive quartz island illuminated by high-end glass pendant lighting, premium appliances, custom cabinetry, and a stunning backsplash that flows seamlessly into the spacious living and dining areas. Unwind in a luxurious primary suite showcasing elegant tray ceilings and a grand walk-in closet outfitted with a brand-new custom organization system. The upgraded primary bath offers a spa-like experience with granite counters, double sinks, a large shower, and an oversized soaking tub. Every detail has been meticulously enhanced, including a fully renovated laundry room, a pristine epoxy-finished garage floor, sealed and cleaned outdoor pavers, and a freshly repainted exterior. The home is also equipped with permanent outdoor Govee smart lights, allowing you to easily customize your exterior illumination for holidays or everyday ambiance. Located just 15 minutes from Walt Disney World, you can even enjoy the magic of the nightly Disney fireworks right from your own home. Waterleigh offers an unmatched, low-maintenance resort lifestyle where the HOA includes all lawn care, giving you more time to enjoy the two community clubhouses, resort pools, fitness centers, garden, mini-golf, volleyball, and scenic lake viewing docks. Schedule your tour today to experience this highly upgraded, move-in-ready masterpiece!
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Stephanie Nelson (321-536-0729)
14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787
$589,90025 Days on yellowkey MLS ID: O6410574
REDUCED by $10,100 (1.7%) on 06/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2234 Built: 2008Monthly Fee: $184 Tax: $5,498 (2025)Community: Signature Lks-Pcl 01D Ph 01Single Family
Taxes:$5,498
Remarks: Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!
Listing Agent: Angela Worachek Pllc (503-381-1575)
15878 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787
$910,000Listed 06/19/2026 6:06PM MLS ID: O6418239
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2016Monthly Fee: $235 Tax: $6,920 (2025)Community: Hickory Hammock Ph 1BSingle Family
Taxes:$6,920
Elementary School: Whispering Oak Elem
Remarks: Welcome to Hickory Hammock in famous Winter Garden. This 5 bedroom, 4 bath home features wood look plank tile flooring throughout the ground level, with wood ceiling beams and custom built in cabinetry in the family room. With dual water views this lovely home is situated a short distance to the amenity rich clubhouse, with zero entry pool, indoor lounge with kitchen, tennis courts, volleyball court, full gym, and playground. Also residents have access to nature trails, a dock on Johns Lake and 2 dog parks. The vibrancy of Winter Garden is well known with its historic Downtown Plant St just minutes away. A farmer’s market, splash pad, many shops and restaurants, and the West Orange Trail make this one of the most active small towns in Central Florida. Being closely connected to HWY 429 provides easy access to all else Florida has available. Highly rated schools. MORTGAGE IS ASSUMABLE.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Hardy Edwards (213-924-7010)
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$575,000296 Days on yellowkey MLS ID: O6337436
REDUCED by $15,000 (2.5%) on 06/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$9,031
Remarks: SELLER MOTIVATED AND PRICE IS INCLUDING TRANSFERRABLE SOLAR PANELS PAID BY THE SELLER! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenities The home has solar panel for extra energy saving and the seller will take care of remaining balance. All concrete block construction on both first and second floor single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This beautiful 4 bedrooms 3 bathrooms and 1 half bathroom is built with All Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery in Community, Local Shops, Restaurants & Cinema Nearby Located just minutes from downtown Winter Garden. This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787
$549,900141 Days on yellowkey MLS ID: S5142675
REDUCED by $15,000 (2.7%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1700 Built: 1974 Tax: $3,743 (2024)Community: Garden HeightsSingle Family
Taxes:$3,743
High School: Ocoee High
Remarks: Price Improvement! Exceptional new value. Seller motivated. Welcome to this beautifully maintained 4-bedroom, 2-bathroom single-family home located in the highly desirable Garden Heights community of Winter Garden, offering a prime location with NO HOA. Recently improved in price, this home now presents an even stronger opportunity in today’s market, combining location, upgrades, and value in one of Winter Garden’s most sought-after areas.Thoughtfully designed with a functional split floor plan, this residence offers 1,700 sq ft of living space filled with natural light and two separate living areas that provide both comfort and flexibility. Sliding glass doors open to a brand-new screened patio (2025), creating the perfect indoor-outdoor lifestyle for relaxing or entertaining.The interior features a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, and modern upgrades including a whole-house water filtration system.Set on an expansive 0.29-acre lot, the property offers city water and sewer, along with ample space to add a pool or design a custom outdoor retreat. Conveniently located just minutes from Downtown Winter Garden, Lake Apopka, the Historic Old Winter Garden Golf District, shopping, top-rated schools, and easy access to SR-429. Homes with this combination of location, updates, and improved pricing are rarely available. Seller motivated—don’t miss this opportunity.
Listing is courtesy of: MARCILLO REAL ESTATE LLC (954-297-3636)
Listing Agent: Maria Barrios Tovar (407-600-4040)
16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$415,00014 Days on yellowkey MLS ID: O6414427
REDUCED by $10,000 (2.4%) on 06/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1768 Built: 2022Monthly Fee: $286 Tax: $7,039 (2025)Community: Hawksmoor Ph 3Townhouse
Taxes:$7,039
Remarks: PRICE REDUCED Welcome to your future home in the highly desirable, sought-after Hawksmoor community of Horizon West / Winter Garden.This beautifully maintained, move-in ready 4-bedroom, 2.5-bathroom townhome offers the perfect blend of modern comfort, functional design, and a low-maintenance lifestyle. The main level features an inviting open-concept layout filled with abundant natural light, seamlessly connecting the spacious living areas, defined dining space, and a chef-inspired kitchen. Designed for both daily living and entertaining, the kitchen comes fully equipped with premium granite countertops, stainless steel appliances, an oversized island, and upgraded cabinetry. Just off the gathering room, a private, low-maintenance paver courtyard connects the home to the rear-facing garage, creating an ideal outdoor oasis for relaxing evenings or hosting guests. Upstairs, the generous primary suite serves as a peaceful retreat, boasting a elegant tray ceiling, a large walk-in closet, and a well-appointed en-suite bath with dual sinks and a glass-enclosed shower. Two additional spacious bedrooms offer excellent flexibility for family, guests, or a home office. Resort-Style Community & LifestyleResidents of Hawksmoor enjoy an incredible array of world-class amenities designed for an active and social lifestyle. Enjoy exclusive access to the spectacular clubhouse with water views, a resort-style pool, splash pad, fitness center, and scenic walking trails. Unbeatable Location 10 minutes from Disney! Perfectly positioned in one of Central Florida's fastest-growing areas, you are just minutes away from State Road 429, making commutes a breeze to downtown Winter Garden, Orlando, Clermont, and major employment corridors. Enjoy ultimate convenience with nearby shopping, dining, and entertainment at Hamlin Town Center and Waterleigh Village. You are also just minutes from the premier Orange County National Golf Center, top-rated A schools. Don’t miss this smart opportunity to own a beautiful home in Winter Garden’s premier townhome community. Schedule your tour today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jhoana Loyo Urrutia (407-502-9384)
17738 SEDONA ST, WINTER GARDEN, FL 34787
$905,93937 Days on yellowkey MLS ID: O6407986
1 Days Off yellowkey (back on 6/20/2026)
INCREASED by $3,275 (0.4%) on 06/06/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2573 Built: 2026Monthly Fee: $142Community: Esplanade At Mckinnon GrovesSingle Family
Taxes:$0
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Oversized Lot | Covered Extended Lanai | Close to Amenities. New Construction – October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cascata at 17738 Sedona Street in Esplanade at McKinnon Groves! This new home welcomes you through a charming courtyard and porch into a sweeping foyer that opens to a gourmet kitchen overlooking the dining area and bright great room. The open layout continues to an extended lanai, creating a smooth transition for everyday living and easy entertaining. Two secondary bedroom suites each include a private bathroom, with a conveniently placed study between them that adds flexible space for work or relaxation. Tucked away for privacy, the primary suite offers a spacious walk-in closet and a spa-inspired bath designed for a peaceful retreat. A powder room, laundry room, and three-car garage complete the home. Additional Highlights Include: Tray ceilings, additional door at laundry, outdoor kitchen rough-in, pool pre-wire, and water softener loop. Photos are for representative purposes only. MLS#O6407986 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$920,000112 Days on yellowkey MLS ID: O6386394
REDUCED by $7,900 (0.9%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787
$1,200,000Listed 06/19/2026 7:09PM MLS ID: O6414430
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4225 Built: 2019Monthly Fee: $166 Tax: $13,616 (2024)Community: Bradford Creek IiSingle Family
Taxes:$13,616
Remarks: Welcome to luxury living in the highly desirable Bradford Creek community of Winter Garden. This stunning 5-bedroom, 4-bathroom residence offers 4,225 square feet of thoughtfully designed living space, combining elegance, comfort, and functionality. Built in 2019, this two-story home features an open-concept floor plan with spacious living and dining areas, a gourmet kitchen with premium finishes, and abundant natural light throughout. The expansive primary suite provides a private retreat with a spa-inspired bathroom and generous walk-in closets. Step outside to your own private backyard oasis featuring a beautiful screened-in pool, perfect for entertaining, relaxing, and enjoying Florida's year-round sunshine. Additional highlights include a 3-car garage, modern finishes, and ample space for family and guests. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando's world-class attractions, this exceptional property offers the perfect blend of luxury and location. Schedule your private showing today and discover everything this remarkable Winter Garden home has for you.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Karen Vasquez Rodriguez (407-721-8642)
9738 TOWER PINE DR, WINTER GARDEN, FL 34787
$950,000Listed 06/19/2026 6:40PM MLS ID: O6417627
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2526 Built: 1993 Tax: $7,549 (2025)Community: Lake Avalon Rural SettlementSingle Family
Taxes:$7,549
Remarks: Escape to your own private retreat in the highly sought-after Lake Avalon area of Winter Garden! Nestled on nearly 5 picturesque acres, this charming home offers the perfect blend of country living and modern convenience. Featuring 3 bedrooms, 2 full bathrooms, and over 2.500 square feet of living space, the home welcomes you with high ceilings, an open-concept floor plan, and an updated kitchen that flows seamlessly into the spacious living and dining areas—perfect for everyday living and entertaining. Bring your horses, recreational vehicles, and outdoor toys—there's no HOA and ample space to create the lifestyle you've been dreaming of. Enjoy the peace and privacy of acreage living while remaining just minutes from shopping, dining, Disney, Downtown Winter Garden, and convenient access to SR-429. Whether you're looking for a private homestead, hobby farm, or simply room to spread out, this rare acreage property offers endless possibilities in one of Central Florida's most desirable locations.
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Jacquelyn Retherford (917-270-4699)
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