Location: Winter Garden
Do Not Show Listings
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$748,000388 Days on yellowkey MLS ID: O6280496
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,777
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay $100,000 more for a similar home... this one is ready now and you can put your savings into a pool or in the bank! This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods—with closing cost assistance included for rate buy down or other.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787
$349,9006 Days on yellowkey MLS ID: S5148274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2009Monthly Fee: $608 Tax: $6,218 (2025)Community: Grove Resort And SpaCondo
Taxes:$6,218
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Turnkey 2-bedroom fully furnished and equipped condo-hotel residence at The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and Orlando’s top attractions. Unit 3632 offers the perfect combination of personal enjoyment and income-producing potential in one of Central Florida’s most desirable vacation destinations. This spacious residence features an open-concept layout, modern kitchen with granite countertops and stainless steel appliances, comfortable living and dining areas, and a private balcony ideal for relaxing after a day in the parks. The highly desirable two-bedroom floor plan appeals to families and groups, creating strong rental demand and excellent short-term rental potential. Whether you are seeking a second home, vacation retreat, or investment property, this is a true turnkey opportunity ready for immediate use or rental. Owners and guests enjoy world-class resort amenities including a private water park, lazy river, multiple pools, surf simulator, full-service spa, fitness center, on-site restaurants and bars, arcade, family activities, shuttle service to the theme parks, and professional on-site management. Located in the heart of Orlando’s thriving tourism market with year-round visitors, this property offers exceptional lifestyle value and strong investment appeal. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Migdalia Croes (888-883-8509)
11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787
$389,990171 Days on yellowkey MLS ID: O6358387
REDUCED by $4,000 (1.0%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2021Monthly Fee: $339 Tax: $6,256 (2024)Community: Winding Bay PreserveTownhouse
Taxes:$6,256
Remarks: OPPORTUNITY! BEST priced home in the area! Welcome to 11079 Hanlon Terrace Aly, located in the highly desirable Winding Bay Preserve at Horizon West. This beautiful home is like new and barely lived in, offering one of the most functional and attractive floor plans in the area. The home features three well-sized bedrooms plus a first-floor den that can easily be used as a home office or converted into a fourth bedroom, providing flexibility for modern living, comfort, and convenience. No neighbors in front for a relaxing view, playground and green areas just 10 steps from the front door! Enjoy living in one of Orlando’s most sought-after locations, surrounded by wonderful top-rated schools and a vibrant, fast-growing community. The property is conveniently located near beautiful parks, shopping centers, malls, restaurants, entertainment, and everyday conveniences. You’ll also appreciate the easy access to major highways and main roads, making commuting throughout the Orlando area simple and efficient. If you are looking for location, value, a fantastic floor plan, and a home that feels practically brand new, this is an opportunity you don’t want to miss. Priced to sell, wonderful opportunity for an investment property or principal residence! Schedule your showing today before it’s gone!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Andrea Dale Gonzalez (407-984-1426)
9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$750,00016 Days on yellowkey MLS ID: O6397917
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2507 Built: 2017Monthly Fee: $164 Tax: $6,475 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$6,475
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to Watermark in Winter Garden one of the most sought-after, resort-style communities in Horizon West. This energy-efficient Meritage home has 4 bedrooms, 2.5 baths, and a super functional layout with high ceilings and great natural light throughout. As soon as you pull up, you’ll notice the stone accents on the exterior, brick paver driveway, and clean curb appeal. Inside, the home has been freshly painted and updated with new luxury vinyl plank flooring upstairs, giving it a modern feel without the maintenance headaches. The layout just makes sense 3 bedrooms and a versatile loft upstairs (perfect for a media room, office, or playroom), and a 4th bedroom downstairs that works great for guests or a private home office. The open-concept kitchen seamlessly connects to the main living area and features granite countertops, ample cabinetry, and an easy flow out to the backyard making it ideal for everyday living or having people over. Out back is where this one really stands out. If you're looking for a backyard oasis, look no further. This home has no rear neighbors backing to a retention pond and conservation beyond that. The pool deck is over 1300 square feet with a heated 6 foot deep 484 square foot custom saltwater pool! Enjoy sunsets, watching Disney fireworks at night or the occasional rocket launch in the distance! It’s a great setup for relaxing or entertaining. Watermark has some of the best amenities around resort-style pool, splash pad, gym, clubhouse, tennis, basketball, dog park, and tons of walking and biking trails. You’re also within walking distance to restaurants and just a short drive to Disney, shopping, and everything Winter Garden and Horizon West have to offer. If you’re looking for a clean, move-in ready home in a great location with a strong lifestyle, this one checks all the boxes!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$867,00014 Days on yellowkey MLS ID: O6398468
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1994Monthly Fee: $69 Tax: $6,434 (2025)Community: Sunset LakesSpa: NoSingle Family
Taxes:$6,434
Remarks: Beautifully updated single-story home featuring 4 bedrooms and 3 bathrooms, situated on an expansive lot of over half an acre in the desirable Sunset Lakes community. This residence offers a spacious layout ideal for comfortable living and has been fully remodeled throughout. The home features a great gourmet kitchen with a large island and sleek Dekton countertops, perfect for both everyday living and entertaining. Step outside to a stunning backyard retreat with a private pool and screened enclosure, ideal for year-round enjoyment. Ideally located just minutes from Highway 429, Winter Garden Village, and world-renowned attractions like Walt Disney World, this property also benefits from access to highly rated A-grade schools, making it an exceptional opportunity in one of Winter Garden’s most sought-after areas.
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Otto Solis Parraga (407-431-1789)
6072 GLORY BOWER DR, WINTER GARDEN, FL 34787
$479,00044 Days on yellowkey MLS ID: O6389207
3 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2020Monthly Fee: $97 Tax: $7,764 (2025)Community: Hamilton GardensSingle Family
Taxes:$7,764
Elementary School: Hamlin Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautiful single-family home located in the desirable Winter Garden, within the charming Hamilton Gardens-Natural gas community. Built in 2020, this well-maintained home features 3 bedrooms plus a Flex area on the first floor, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan that is perfect for modern living. The spacious living and dining areas flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. All bedrooms are conveniently located upstairs, offering privacy and a quiet retreat from the main living areas. The second floor also includes a versatile loft, perfect for a home office, media room, or play area. One of the highlights of this location is its exceptional convenience. The home is minutes away from Hamlin Town Center, where you’ll find a wide variety of restaurants, shopping, entertainment, and everyday conveniences. Families will appreciate the highly rated A-school zone, making this neighborhood especially desirable for homeowners. Residents of Hamilton Gardens enjoy fantastic community amenities including a resort-style swimming pool, soccer field, and playground, providing plenty of outdoor recreation options for all ages. With its modern layout, prime location, and excellent community amenities, this home offers the perfect combination of comfort, convenience, and lifestyle in one of Central Florida’s most sought-after areas.
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Yujie Jiang (201-328-7856)
16006 GILDEN WAY, WINTER GARDEN, FL 34787
$1,085,00030 Days on yellowkey MLS ID: O6392997
REDUCED by $65,000 (5.7%) on 04/20/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3617 Built: 2023Monthly Fee: $225 Tax: $12,929 (2025)Community: Encore At OvationSingle Family
Taxes:$12,929
Remarks: PRICE IMPROVEMENT..Exquisite! Enjoy the experience of living in the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Renee Rodriguez (407-927-2055)
5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$1,000,000118 Days on yellowkey MLS ID: O6369788
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4720 Built: 2021Monthly Fee: $115 Tax: $11,152 (2023)Community: Wincey GrovesSingle Family
Taxes:$11,152
Tax Year: 2023
Remarks: MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex rooms that can easily convert this home into a 9-bedroom layout. Thoughtfully designed for both everyday comfort and elevated entertaining, this move-in-ready residence delivers a rare combination of space, sophistication, and flexibility in one of Central Florida’s most desirable locations. From the moment you arrive, the home’s enhanced elevation, extended driveway, and welcoming front porch set the tone for what awaits inside. The open-concept floor plan is filled with natural light and showcases 9-foot doors, soaring ceilings, upgraded engineered hardwood flooring, and expansive sliding glass doors that create a seamless indoor-outdoor flow. The primary suite is conveniently located on the main level, offering a private retreat complete with additional windows, a spa-inspired en-suite bath featuring a soaking tub for two, upgraded glass-enclosed shower, and refined finishes designed for relaxation. Also on the first floor are a private downstairs office, half bath, and a converted third garage space thoughtfully designed as a dedicated home gym, adding exceptional functionality and value. At the heart of the home, the chef’s kitchen impresses with an oversized gathering island, quartz countertops, wrap-around cabinetry, double ovens, built-in microwave, farmhouse sink, under-cabinet lighting, and an abundance of storage—perfect for entertaining and daily living alike. Upstairs, you’ll find the remaining bedrooms, including a Jack-and-Jill bathroom, generous walk-in closets throughout, and an expansive home theater/game room. Combined with the additional flex rooms, the home offers outstanding adaptability for multi-generational living, guest accommodations, or expanded work-from-home needs. Additional features include smart-home technology, fiber-optic internet, a hardwired security system with cameras, dual AC units for optimal climate control, and both front and rear porches overlooking a private fenced backyard. Ideally located near top-rated schools, community parks, and the vibrant Hamlin area’s shopping and dining, this home also offers a compelling financial advantage. The sellers are offering seller financing with 20% down and a 5.99% interest rate, providing flexibility and potential savings for qualified buyers. Luxury, space, and opportunity converge here—schedule your private tour today to experience it firsthand.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
2131 TALL OAK DR, WINTER GARDEN, FL 34787
$890,00059 Days on yellowkey MLS ID: O6385247
2 Days Off yellowkey (back on 4/20/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3282 Built: 2000Monthly Fee: $92 Tax: $8,475 (2024)Community: Wintermere PointeSingle Family
Taxes:$8,475
Elementary School: Whispering Oak Elem
High School: Windermere High School
Middle School: SunRidge Middle
Remarks: Welcome to Wintermere Pointe, one of Winter Garden’s most established gated communities, and to a residence defined by scale, light, and thoughtful renovation. The home’s symmetrical facade and covered entry create a strong architectural presence, leading into a dramatic double-height foyer framed by expansive arched windows. Natural light reflects across Italian porcelain flooring, while a striking split-face stone accent wall extends vertically alongside the staircase, adding texture and depth to the open space. The fully renovated kitchen is both refined and functional, featuring waterfall quartz countertops, custom solid-wood cabinetry, marble designer backsplash, integrated wine storage, stainless steel appliances, under-cabinet lighting, and a contrasting island that anchors the room. The open layout connects seamlessly to the family room, where oversized windows overlook the fenced backyard and fill the space with natural light. Upstairs, luxury vinyl plank flooring replaces carpet entirely, creating continuity and durability throughout. According to public records, the home offers 5 bedrooms and 3 bathrooms, plus an additional bathroom added by the current owner. The primary suite combines comfort and modern elegance, offering tray ceilings, direct access to the backyard, and a spa-inspired bathroom finished with large-format marble-look tile, a walk-in shower, and a dedicated vanity area. A dedicated cinema room delivers a true theater experience, the perfect setting for movie nights and gatherings. It’s an exceptional feature for entertaining or quiet evenings at home. Situated on a .28-acre fenced lot with mature landscaping, the property includes a 3-car garage and an extended driveway accommodating up to six vehicles. Major improvements include the roof (2018), A/C unit (2025), and septic system (2020). Located minutes from SR-429 and Winter Garden Village, the home offers convenient access to shopping, dining, and everyday amenities while preserving the privacy of gated living.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Ane Rodrigues (407-488-3480)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,190,00045 Days on yellowkey MLS ID: O6389100
REDUCED by $10,000 (0.8%) on 04/20/2026
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
Elementary School: Lake Whitney Elem
High School: West Orange High
Remarks: One or more photo(s) has been 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.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$474,97540 Days on yellowkey MLS ID: S5145650
REDUCED by $25,020 (5.0%) on 04/20/2026
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. Big backyard fully fenced. Enjoy the restaurants, famer's market & shops all in walking distance or use a golf cart! Separate Workshop room in garage- perfect for the handyman. AC 2019. Easy access to the turnpike, 429, 408 to downtown Orlando or OIA! Great Schools! Solar panels will be paid off at closing!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Rick Evans, Ii (407-538-9295)
17682 NORTHLAKE GROVE DR, WINTER GARDEN, FL 34787
$540,00070 Days on yellowkey MLS ID: O6382844
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2023Monthly Fee: $83 Tax: $5,705 (2024)Community: Northlake/Ovation Ph 1Single Family
Taxes:$5,705
Remarks: Welcome to 17682 Northlake Grove Dr, a residence situated in Ovation at North Lake Upon entering this, 3-bedroom, 2.5-bathroom home, you'll be greeted by an open concept main floor, featuring an eat in kitchen, solid stone countertops, tasteful LVP floors, an abundance of natural light, comfortable living space and space for a dining table. The open-concept layout is perfect for both daily living and hosting friends and family. The primary bedroom suite is upstairs and is equipped with a large step-in shower and ample closet space. Additional bedrooms are also upstairs and are perfect for guests. Upstairs also features a large loft that can serve as a second living room, or a work/play space. Step outside to enjoy the communities great amenities, including a play ground, public pool, and dog park. Located in close proximity to Horizon west, this home is near an area experiencing rapid growth in population, businesses, and overall appeal meaning this home will likely be a fantastic investment in the future.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Alex Horton (386-793-2539)
14345 WABASSO LOOP, WINTER GARDEN, FL 34787
$735,00080 Days on yellowkey MLS ID: O6376609
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2878 Built: 2022Monthly Fee: $192 Tax: $10,615 (2025)Community: Tilden Place/Winter GardenSingle Family
Taxes:$10,615
Elementary School: Keene Crossing Elementary
Middle School: Bridgewater Middle
Remarks: Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
15182 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$394,90051 Days on yellowkey MLS ID: O6382211
REDUCED by $4,100 (1.0%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1844 Built: 2018Monthly Fee: $346 Tax: $3,222 (2024)Community: Hickory Hammock Ph 2BTownhouse
Taxes:$3,222
Remarks: Welcome to 15183 Sunrise Grove Court, a beautiful townhome located in the highly sought-after Hickory Hammock community in Winter Garden, Florida, where comfort, lifestyle, and an excellent location come together perfectly. Offering 1,844 square feet of living space and 2,393 total square feet, this property features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing the layout and space today’s families truly value. From the moment you enter, you are welcomed by a bright, open design filled with natural light that creates a sense of spaciousness and warmth. The seamless connection between the living room, dining area, and kitchen creates the perfect environment for family gatherings, entertaining guests, or simply enjoying everyday life in comfort. The kitchen becomes the heart of the home, strategically connected to the main living areas so you can always stay part of every moment. Whether hosting special gatherings or enjoying quiet evenings at home, this space easily adapts to your lifestyle. On the second level, the primary suite offers a private retreat ideal for rest and relaxation. Spacious and thoughtfully designed, it provides both comfort and privacy. The additional bedrooms are versatile and can easily be used as family bedrooms, guest rooms, or a home office. Hickory Hammock is more than just a community—it’s a lifestyle. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, playground, and scenic walking trails surrounded by beautifully maintained green spaces. It’s a place where neighbors connect, families spend time together, and the atmosphere is peaceful and welcoming. Strategically located in Winter Garden near Horizon West, the property offers convenient access to highly rated schools, shopping centers, restaurants, major roadways, and the charm of Historic Downtown Winter Garden. It is also just a short drive from Orlando’s major employment centers and the area’s most popular attractions. Homes in this community are highly sought after and do not stay on the market for long. If you are looking for a home that combines space, comfort, and a true sense of belonging, 15183 Sunrise Grove Court may be exactly what you have been waiting for. Schedule your private showing today and come experience it in person.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Natsue Siqueira (407-722-0850)
940 MARSH REED DR, WINTER GARDEN, FL 34787
$799,99013 Days on yellowkey MLS ID: O6397274
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3493 Built: 2015Monthly Fee: $128 Tax: $10,543 (2025)Community: Johns Lake PointeSpa: NoSingle Family
Taxes:$10,543
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong impression with its tile roof, enhanced landscaping, and well manicured appearance, setting the tone for what’s inside. The interior opens to a bright, expansive layout with high ceilings, neutral finishes, and multiple living and dining areas designed for both everyday comfort and entertaining. The heart of the home is the open-concept kitchen, featuring abundant cabinetry, walk-in pantry, granite countertops, stainless steel appliances, extended butler's pantry style prep area, and a large center island that flows seamlessly into the main living area. Natural light fills the space, creating an inviting atmosphere that connects effortlessly to the indoor and outdoor living areas. The first floor dedicated office provides the ideal work-from-home setup or can easily function as a flex space to suit your needs. Upstairs, a spacious loft/bonus area offers additional versatility—perfect for a media room, playroom, or secondary living space. The primary suite is generously sized and features tray ceilings, large windows, and a relaxing, private feel. The en-suite bathroom includes dual vanities, a walk-in shower, walk-in closet, and ample storage, creating a comfortable retreat at the end of the day. Step outside to your private backyard oasis, where the SCREENED-IN POOL and covered lanai deliver the ultimate Florida lifestyle. The pool is equipped with SOLAR HEATING for year-round enjoyment and a NEW POOL PUMP for efficiency. A standout feature is the $7,000 integrated smart exterior lighting system, including the pool enclosure, creating a stunning nighttime ambiance perfect for entertaining. Additional upgrades include a new gutter drainage system and overhead garage storage racks, offering both convenience and functionality. Located in Johns Lake Pointe, residents enjoy access to resort-style amenities including a community pool, fitness center, playground, and sports courts, all while being just minutes from major highways, shopping, dining, Winter Garden's Historic Plant Street, and everything Central Florida has to offer. Only a short drive to Disney! Close to HIGH-RATED SCHOOLS. This is a rare opportunity to own a move-in ready home that combines space, upgrades, and lifestyle in one exceptional package. Call now for your private showing!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,200,00052 Days on yellowkey MLS ID: O6384801
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Taxes:$7,979
Remarks: Welcome to Golf Cart Life in Historic Downtown Winter Garden! Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this stunning contemporary masterpiece is perfectly positioned in Winter Garden's coveted Golf Cart District. Built in 2018, this one-story multigenerational estate delivers 3,170 square feet of refined living on a nearly 1/3-acre lot, just a short golf cart ride from Plant Street, the Crooked Can Brewery, the weekly farmer's market, and the West Orange Trail. Inside, soaring 12-foot ceilings and abundant natural light flow through an open, flexible floor plan with four bedrooms, four full bathrooms, and a large private office. The gourmet kitchen is the heart of the home — featuring solid wood cabinetry, quartz countertops, an oversized center island, walk-in pantry, and a full suite of KitchenAid Professional appliances with a natural gas cooktop. The primary suite impresses with a recessed ceiling, expansive custom walk-in closet, and a spa-inspired oversized bath. Step outside through fully retractable sliding glass doors to a covered lanai wrapped in mature, professionally designed landscaping and privacy fencing — your own Florida retreat. Premium finishes throughout include smart home technology, motorized shades, whole-home water filtration, 8-foot solid core interior doors, colonial-style trim, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408 — this is one of Central Florida's most desirable addresses. Opportunities like this in Stanton Estates are rare. Welcome home.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$568,00090 Days on yellowkey MLS ID: NS1087076
REDUCED by $5,000 (0.9%) on 04/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2024Monthly Fee: $291 Tax: $2,273 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$2,273
Remarks: Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in one of Winter Garden’s most desirable communities. This move-in ready residence features a functional open-concept layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen overlooks the main living and dining areas, creating an ideal space for both everyday living and entertaining. The primary suite offers a private retreat with ample closet space and an en-suite bathroom. Enjoy outdoor living without the maintenance—HOA dues include full lawn care, providing a true low-maintenance lifestyle. Community amenities include resort-style pools, fitness centers, and scenic walking trails, enhancing the overall living experience. Conveniently located just minutes from Downtown Winter Garden, with easy access to State Road 429 and Florida Turnpike, as well as nearby shopping, dining, and top-rated schools.
Listing is courtesy of: WATSON REALTY CORP (386-428-7355)
Listing Agent: Matthew Eads (804-651-6911)
3242 IRISH PEACH DR, WINTER GARDEN, FL 34787
$539,900408 Days on yellowkey MLS ID: O6289752
1 Days Off yellowkey (back on 4/20/2026)
REDUCED by $10,100 (1.8%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 2017Monthly Fee: $180 Tax: $5,147 (2024)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$5,147
Remarks: ***Back on market *****Exquisite Three-Bedroom Home with Flex Room in a Gorgeous Community Nestled in one of the most desirable communities, this stunning three-bedroom, two-bathroom home offers the perfect blend of luxury, comfort, and modern living. Designed with an elegant open floor plan, this residence is bathed in natural light, seamlessly connecting the spacious living, dining, and kitchen areas ! ideal for both everyday living and grand entertaining. A versatile Flex Room adds incredible value, offering endless possibilities as a home office, media room, playroom, or personal gym - tailor it to fit your lifestyle. The private primary suite is a true retreat, featuring a spa-inspired en-suite bathroom with , dual vanities, and a large walk-in shower, creating the perfect sanctuary for relaxation. Two additional bedrooms provide ample space for family, guests, or additional work-from-home options. Step outside to your beautifully fenced backyard, where a screened lanai awaits, perfect for hosting gatherings, enjoying morning coffee, or simply unwinding in the serenity of your private oasis. Located in a sought-after neighborhood with top-tier amenities, this home offers both exclusivity and convenience. Don't miss the opportunity to experience luxury living at its finest! Schedule your private tour today !
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Erica Montanez (347-446-1443)
4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787
$539,50073 Days on yellowkey MLS ID: O6381954
REDUCED by $400 (0.1%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2114 Built: 2023Monthly Fee: $148 Tax: $8,002 (2024)Community: Silverleaf Reserve/Haml Ph 2ASingle Family
Taxes:$8,002
Remarks: One or more photo(s) has been virtually staged. PRICE TO SELL!! Situated on a PREMIUM CORNER LOT, this home features approximately $35,000 in upgrades and is located in the desirable SilverLeaf Reserve community within Horizon West, one of Central Florida’s most sought-after master-planned areas. This elegant 4-bedroom, 2.5-bathroom residence offers a thoughtfully designed open-concept layout with beautiful ceramic tile throughout the first floor, creating a refined and functional living environment. The kitchen and bathrooms feature beautiful cabinetry and modern finishes, while the primary suite showcases a tray ceiling and a spacious, well-appointed layout. A versatile loft provides flexible space for a home office, media room, or additional lounge area. The 2-car garage includes epoxy flooring, offering a clean, polished finish. Residents enjoy access to a community pool, playground, green spaces, and walking trails, along with exceptional proximity to Hamlin Town Center—an expansive lakeside destination with dining, shopping, entertainment, a movie theater, and everyday services, all within the thriving Horizon West corridor. Located just two blocks from highly desirable schools, Hamlin Elementary and Hamlin Middle, and minutes from Winter Garden, Windermere, and Disney, this property offers a convenient and lifestyle-focused setting in one of Orlando’s fastest-growing residential areas. Schedule your showing today.
Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)
Listing Agent: Tatiana Alencar (561-234-9972)
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$755,00055 Days on yellowkey MLS ID: O6386488
REDUCED by $5,000 (0.7%) on 04/20/2026
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
Remarks: 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. Back on market due to buyer financing, no fault of seller. Take advantage of a $5,000 exterior painting credit & ask about this incentive! 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 shelving in the pantry, providing 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. 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)
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