Location: Winter Garden
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,543
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
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
Elementary School: Dillard Street Elem
Tax Year: 2024
Middle School: Lakeview Middle
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
Elementary School: None
High School: None
Middle School: None
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
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
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
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
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)
15350 OAK APPLE CT #17B, WINTER GARDEN, FL 34787
$329,90016 Days on yellowkey MLS ID: O6396724
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2008Monthly Fee: $282 Tax: $2,474 (2025)Community: Tucker OaksCondo
Taxes:$2,474
Remarks: Under contract-accepting backup offers. This beautiful 3 bedroom, 2.5 baths and 2 car garage is taken care of with Pride and Joy. Home is in Immaculate condition. Home flows from room to room with the primary en suite on the second floor. Also has lots of built in storage and overhead storage in the garage. Offers a screened in porch with no rear neighbors for relaxing and family time. Conveniently located near shopping, dining, major highways and historic downtown Winter Garden, Oakland & The West Orange Trail.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
14501 GROVE RESORT AVE #2528, WINTER GARDEN, FL 34787
$235,000130 Days on yellowkey MLS ID: O6361791
REDUCED by $12,000 (4.9%) on 04/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1544 Built: 2009 Tax: $8,631 (2025)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$8,631
Remarks: Located 15 minutes from Disney, this 3-bedroom, 3-bathroom condominium is nestled within the acclaimed, guard-gated, resort-style community of The Grove Resort & Water Park. Step into a spacious 1,554 square foot corner unit, boasting an open living space, a cozy, screened balcony, and not one, but two primary suites for maximum comfort. Resort amenities include on-site restaurants, two resort-style pools, a fitness center, arcade, dock, jogging path, and a water park that features a lazy river, multiple pools, water slides, and a surf simulator. Situated at the heart of Orlando's vibrant attractions, The Grove Resort offers daily transportation to and from the area's top destinations, providing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios three exciting parks, including the brand new addition, Epic Universe. With an onsite management team ready to handle the heavy lifting, don’t miss your chance to own and benefit from this prime opportunity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787
$215,00087 Days on yellowkey MLS ID: O6371816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,487 (2024)Community: The Grove Resort And SpaSpa: NoCondo
Taxes:$6,487
Remarks: Welcome to Unit 1705 at 14051 Grove Resort Avenue, a turnkey income-producing condo located inside The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and top Central Florida attractions. Whether you’re looking for a short-term rental investment, a vacation home, or both, this property offers flexibility and strong rental potential in a high-demand resort community. As you enter, you’re greeted by a bright, open layout designed for comfort and guest appeal. The kitchen sits to the left, featuring cherry cabinetry and granite countertops, ideal for hosting short-term guests or extended stays. The space flows seamlessly into the main living area, where natural light fills the room and large sliding glass doors lead to your private balcony, creating an inviting indoor-outdoor experience guests love. The first bedroom is located to the left and connects directly to the first full bathroom, creating a functional and comfortable layout for guests. Across the hall is the primary suite, which offers a spacious ensuite bathroom and a walk in closet. The condo features an open floor plan, comfortable living spaces, and clean, modern finishes. It is well suited as a primary residence, vacation home, or income producing property. The Grove Resort operates on a rental rotation system based on generated income rather than occupancy. Rates fluctuate seasonally, and unit assignment is determined by an automated algorithm that balances income across all participating units. No unit is prioritized over another. At guest check in, the front desk system automatically assigns a unit within the rotation. Internal oversight ensures all units remain aligned within the program. Peak seasons typically include mid March through approximately one week after Easter, mid June through the end of July, and mid December through the first week of January. Daily rental rates vary by season, market demand, and unit type, with larger units achieving higher rates. There are no fixed daily rates, and historical statements provide the best reference for income performance. On site amenities support a full resort lifestyle. Enjoy the Surfari Water Park with a large heated pool, lazy river, water slides, and the FlowRider surfing experience. Food and drinks are available at the Longboard Bar and Grill. The Springs Pools area offers three additional pools and a large hot tub. Lake Austin provides fishing and swan paddle boat rides. Valencia Restaurant offers full service dining with indoor and outdoor seating. A 24 hour fitness center is located near the Springs Pools. The front desk features a marketplace, gift shop, concierge services for theme park tickets and reservations, and a free daily shuttle to Disney. With a prime location, resort level amenities, and turnkey appeal, Unit 1705 offers a strong opportunity to enjoy the Florida vacation lifestyle. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vickie Canto (407-731-8995)
13722 FOX GLOVE ST, WINTER GARDEN, FL 34787
$759,990110 Days on yellowkey MLS ID: O6371378
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3082 Built: 2004Monthly Fee: $247 Tax: $10,614 (2024)Community: Stoneybrook West Ut 04 48 48Spa: YesSingle Family
Taxes:$10,614
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Nastassja Toombs (910-703-6453)
5715 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$730,0008 Days on yellowkey MLS ID: O6400221
2 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2021Monthly Fee: $115 Tax: $9,328 (2025)Community: Wincey Grvs Ph 2Spa: YesSingle Family
Taxes:$9,328
Remarks: Under contract-accepting backup offers. More pictures coming soom! Located in one of Hamlin's most sought-after master-planned communities, this beautifully maintained 4-bedroom, 3 full-bath home delivers the kind of lifestyle that's rarely available at this price point — with the upgrades, the location, and the details that actually matter. The open floor plan flows naturally from a chef-worthy kitchen featuring a generous island, marble backsplash, and thoughtfully placed in-cabinet outlets for a clean, uncluttered aesthetic. Every bathroom has been upgraded, and the primary suite offers a walk-in shower and walk-in closets — because storage should never be an afterthought. No carpet. Anywhere. Vinyl floors run throughout the entire home — low maintenance, elegant, and built to last. Step outside and you'll find your own private retreat: a screened-in patio overlooking a backyard with a pool and spa, where evenings end with something you simply can't buy — a front-row view of Walt Disney World's fireworks, completely free, every night. The laundry room is a full room — with shelving, cabinets, a sink, and a folding area. The solar panel system (leased) keeps energy costs in check without compromising comfort. The community itself offers a playground and pet park, and the location is exceptional: less than 5 minutes to SR-429, 10 minutes to Winter Garden Village, 15 minutes to Disney, and 30 minutes to Orlando International Airport. Zoned for top-rated schools.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Caroline De Castro Marcellini (561-319-9009)
8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$599,99954 Days on yellowkey MLS ID: TB8482364
INCREASED by $42,000 (7.5%) on 03/31/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $335 Tax: $7,983 (2025)Community: Waterleigh Ph 1BSpa: NoSingle Family
Taxes:$7,983
Remarks: Welcome to 8220 Bayview Crossing Drive in the highly desirable Waterleigh community of Winter Garden. With 2,477 square feet, 4 bedrooms, 3.5 bathrooms, a versatile loft, and a private first-floor suite, this home offers exceptional space, flexibility and value. This property has been updated and upgraded, including fresh interior and exterior paint, mostly new flooring, and brand-new high-end kitchen appliances, making it completely move-in ready. The thoughtfully designed floor plan includes a private first-floor suite with its own full bath, perfect for guests, multigenerational living or a quiet home office. Upstairs, the spacious primary suite is accompanied by additional bedrooms and a large loft ideal for a media room, study area or second living space. Located in the heart of Winter Garden, Waterleigh is one of the area’s most sought-after communities, offering convenient access to shopping, dining, parks and major roadways. The owners originally planned this as their long-term home but are relocating to Hawaii for a professional opportunity, creating a rare chance for buyers to purchase a beautifully updated home at an exceptional price. If you are looking for space, flexibility and unbeatable value in Winter Garden, this is the home to see.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787
$489,99019 Days on yellowkey MLS ID: TB8494889
5 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2072 Built: 2026Monthly Fee: $248 Tax: $1,375 (2025)Community: Parkview/HamlinTownhouse
Taxes:$1,375
Remarks: Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an open-concept living room and kitchen ideal for entertaining. The open kitchen is appointed with 42" cabinets, white quartz countertops, and stainless steel GE appliances, while vinyl plank flooring enhances the main living areas with durability and style. A covered lanai provides the perfect space to relax and enjoy Florida living. Designed with interiors inspired by our Foundry Collection, this townhome blends vintage vibes and modern finishes—all set within one of Winter Garden’s most desirable communities near shopping, dining, and everyday conveniences.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
17608 DEER ISLE CIR, WINTER GARDEN, FL 34787
$1,025,000199 Days on yellowkey MLS ID: O6350825
REDUCED by $25,000 (2.4%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3144 Built: 1997Monthly Fee: $207 Tax: $6,334 (2024)Community: Deer Island Ph 02Spa: YesSingle Family
Taxes:$6,334
Elementary School: Tildenville Elem
Remarks: Bring your ideas to a truly exceptional custom home, perfectly situated in a private, gated community on the shores of breathtaking John’s Lake. Set on over an acre of a beautifully updated landscaped property with panoramic water views throughout the island, this 4-bedroom estate offers the ultimate Florida lifestyle — complete with resort-style amenities and convenient access to Historic Downtown Winter Garden, as well as Downtown Orlando and major attractions just 30 minutes or less away. Your ideas await as charm and craftsmanship are evident in every detail. Step through the front door into an inviting floor plan that seamlessly blends elegance with functionality. The spacious living room is anchored by a cozy wood-burning fireplace, enhanced by warm canned lighting and plantation shutters that frame every window. Wood flooring flows throughout the main living areas, setting a tone of timeless sophistication. The kitchen features granite countertops, KraftMaid cabinetry, Sub-Zero refrigerator, cooktop, double ovens, and a large pantry. The open design keeps the heart of the home connected to the main living space — ideal for entertaining and family gatherings but separate enough to hide the meal prep! The primary suite is a peaceful retreat, with serene views of the pool, dual walk-in closets, garden tub, separate shower, and a cleverly designed storage area. The home's split-bedroom layout ensures privacy for guests and family alike and are all thoughtfully located on the first floor. Upstairs, two large bonus rooms offer endless possibilities — from a playroom to a home theater — and includes a hidden safe room / office with skylights and easy attic access for extra security and utility. The 3 car garage features extra width for additional storage and Gladiator garage organizational wall units. Step outside into your private backyard paradise, where a sparkling saltwater pool and attached hot tub await, surrounded by pavers and an outdoor grilling station. Whether hosting a summer barbecue or enjoying a quiet evening under the stars, this backyard fenced-in space delivers year-round relaxation. Eight outdoor security cameras offer peace of mind, while a three-car garage and spacious driveway provide ample storage and parking. An in-wall pest control system, central vacuum, built-in wine bar, hidden storage and closet organization are examples of many upgrades throughout the home. This home also boasts a well water system with a full purification setup, and a laundry room inside with washer, dryer and utility sink included. Beyond the home itself and its many additional upgrades, the Deer Island community offers unparalleled amenities, including a community boat ramp for direct access to John’s Lake — perfect for boating, fishing, and water sports — as well as two catch and release fishponds, basketball courts, tennis courts, pickleball facilities and easy access to the West Orange bike trails. With stunning lake views, lush surroundings, and a true sense of privacy, this is a place where families grow, memories are made, and every day feels like a getaway. Don’t miss the opportunity to own this fabulous home, where elegance meets comfort and lifestyle meets location.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Karen Jacobs (407-579-0062)
15935 GRAFTON WAY, WINTER GARDEN, FL 34787
$520,0007 Days on yellowkey MLS ID: O6400426
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1833 Built: 2023Monthly Fee: $330 Tax: $6,255 (2025)Community: Encore At OvationTownhouse
Taxes:$6,255
Middle School: Hamlin Middle
Remarks: Beautifully maintained and fully furnished townhome in the highly desirable Encore at Ovation community. This home is in impeccable condition and comes completely decorated and equipped, offering a true turnkey opportunity. Every detail has been thoughtfully prepared, making it move-in ready with everything needed for comfortable living or immediate use. Ideal for homeowners or investors seeking a hassle-free property in a prime location close to major attractions, dining, and shopping. Schedule your private tour today!
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Andressa Baptista Steidl De Oliveira (321-806-0905)
17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$757,9907 Days on yellowkey MLS ID: G5111222
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787
$559,00062 Days on yellowkey MLS ID: O6384745
REDUCED by $6,000 (1.1%) on 04/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $7,417 (2025)Community: Waterleigh Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$7,417
Remarks: Welcome to the highly desirable Horizon West community of Waterleigh, where lifestyle, connection, and convenience come together in one of the area’s most vibrant and family-focused neighborhoods. The Clearden model is one of the most sought-after floor plans in the community, offering 4 bedrooms, 3.5 bathrooms, and a highly desirable full guest ensuite on the primary floor with its own private bath, perfect for multigenerational living, visiting in-laws, or out-of-town guests. Designed with families and entertaining in mind, the open-concept layout flows effortlessly throughout the main living areas. The kitchen features sleek stainless steel appliances, generous counter space, and abundant natural light, creating the perfect setting for both everyday living and special gatherings. Upstairs, the spacious loft provides a versatile retreat ideal for a media room, playroom, home office, or additional lounge space. As an added bonus, you can enjoy Disney fireworks right from your home, bringing a touch of magic to your evenings. Location truly sets this home apart. You are walking distance to the Phase 3 amenity center, with the resort-style pool just steps away. Waterleigh residents enjoy exclusive access to multiple pools, tennis courts, pickleball courts, fitness centers, volleyball, mini golf, scenic walking trails, and expansive green spaces. This golf cart-friendly community is filled with events and activities year-round, fostering a strong sense of community and connection for families of all ages. Zoned for A-rated schools, with both Atwater Bay Elementary and Water Spring Middle school conveniently located within the community, daily life is effortless. You’ll also enjoy nearby conveniences including Publix, Jersey Mike’s, a boutique nail salon, and Kiddie Academy, along with fine dining, shopping, and quick access to major highways just minutes from Disney. This is more than a home, it’s a lifestyle opportunity in one of Central Florida’s most dynamic and desirable communities. Don’t miss your chance to own this beautiful move in ready home in Waterleigh. Schedule your private tour today!
12934 CANOPY WOODS WAY WAY, WINTER GARDEN, FL 34787
$1,350,00042 Days on yellowkey MLS ID: O6390704
REDUCED by $20,000 (1.5%) on 04/19/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3665 Built: 2018Monthly Fee: $299 Tax: $12,379 (2025)Community: Canopy Oaks Ph 1Spa: YesSingle Family
Taxes:$12,379
Elementary School: Lake Whitney Elem
Remarks: On a quiet street, under Canopy of oak trees, residents enter the community’s gated entrance into a secluded community of 49 luxury homes. Situated on a corner lot the SANIBEL model home aka “The Castle” that won the Excel Award for THE BEST MODEL IN FLORIDA. It is a 4BR/ 4.5 Ba/ 3-car garage. This beauty comes with large entertainment areas inside and out. On the 1st floor you’ll find : Wine Cellar, Jr. Owner’s Suite, Flex/Office & a Guest Bath. Magnificent Chef’s kitchen, at the heart of the house, and features 42” cabinetry with second-tier upper lighted hutch stack for oven space. The cabinet-front door to the pantry eloquently blends with the cabinetry of the entire kitchen. 2nd Floor, the Owner’s Suite master bedroom w/balcony access. Also on this level is a large gathering room, 2 more bedrooms w/en-suite baths & large laundry room. Stunning Oasis backyard with a resort style salt-water pool & spa with a summer kitchen under a covered pergola. Built in surround sound In and outside. Just a few minutes from Plant St. Winter Garden Downtown, Winter Garden Village Shopping, Disney World, and toll road access to Downtown Orlando. This is a true Owner’s retreat.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Christian Ngoie (407-705-7525)
3633 TURNINGWIND LN, WINTER GARDEN, FL 34787
$750,00011 Days on yellowkey MLS ID: S5147897
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3412 Built: 2003Monthly Fee: $115 Tax: $5,047 (2025)Community: Windward Cay 48 125Single Family
Taxes:$5,047
Remarks: One or more photos have virtual staging. Located in the sought-after WINDWARD CAY community, where homes rarely come onto the market – this Spacious Pool Home is now Winter Garden’s best buy! Homesite location is at the end of Turningwind Ln., on a Cul-de-Sac, POND-FRONT w/Wooded Area adjacent – a premium location within the community ** This home has been meticulously prepared for the market and is in complete “turn-key condition” throughout. EXTERIOR & INTERIOR FRESHLY PAINTED this April, along with BRAND NEW LAMINATE WOOD installed in Formal Living, Dining & Family Rooms, BRAND-NEW CARPETING installed throughout the rest of the interior, with original Ceramic Tile (mint condition) in high-traffic spaces and wet areas ** New Light Fixtures installed in Dining Room & Kitchen Casual Dining space. NEW POOL SCREENING installed on 4/13/26 ** Primary floor features Formal Living & Dining Rooms at Entry, with Crown Molding accenting the spaces. The Formal Living Room can function as a Home Office as an alternative use for the space. The OPEN FLOOR PLAN flows from the formal spaces to the Spacious Family Room & HUGE Kitchen w/Large Casual Dining Area. There is an abundance of Cabinetry (medium-tone wood), Corion Countertops, and all Appliances Convey – including Washer/Dryer in the adjacent laundry room, which includes a wash tub ** Bedroom #5 is an ideal “guest bedroom” with “pool bath” adjacent, featuring a beautifully REMODELED SHOWER ** Second floor features a HUGE PRIMARY SUITE w/Tray Ceiling & Crown Molding, (2) WI Closets, Linen Closet, En-Suite Bathroom w/Dual Sinks, Jetted Garden Tub, Shower & Water Closet. Bedrooms #2, #3 are both Large with WI Closets, Bedroom #4 has built-in closet ** The HUGE BONUS ROOM is at end of the corridor, with adjacent FULL BATHROOM w/Shower. The Bonus Room offers a multitude of uses including game room, teen hide-away, craft room, etc. A hallway bathroom serves the spare bedrooms upstairs, along with the bonus room full bathroom ** Finally, the Family Room has (2) sets of sliders – opening up onto the Large Covered Lanai and Screened Pool with Pond Frontage, and adjacent Wooded Area. The child-safety-gate is located in the garage, with spare paint and extra paint/flooring materials. The Cul-de-Sac location means slow traffic and better safety for pets & play ** Important improvements include: Roof replaced Jan 2018; Pool Resurfaced/Retiled in 2018, and HVACs are dated 2017 (lower), 2012 (upper); both serviced this April ** Room sizes are approximate and may be verified by buyers ** This home has been meticulously prepared for the market and is priced to sell quickly! Check the comps in Windward Cay and you will find that fully renovated homes here sell for MUCH HIGHER PRICES ** Windward Cay is located a short drive from the Winter Garden Village Shopping Center, featuring Target, Lowes, Best Buy and many other shops and restaurants. The wildly popular “Downtown Plant Street area” is roughly a 10-min drive away, featuring quaint shops, restaurants, Crooked Can Brewery and various activities and events year-round. SR 429 is by Winter Garden Village, with access to I-4, the Florida Turnpike, and all destinations throughout Central Florida including Disney, Universal Orlando Theme Parks, Florida Beaches and so much more ** Be sure to view all photos and 3-D walk-through tour! Virtually staged photos are not guaranteed to match actual photos, including room size, color, dimension, etc.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Frank Plesko (407-421-6412)
9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787
$535,00081 Days on yellowkey MLS ID: S5142809
REDUCED by $10,000 (1.8%) on 04/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2303 Built: 2018Monthly Fee: $245 Tax: $7,328 (2024)Community: WatermarkTownhouse
Taxes:$7,328
Elementary School: Panther Lake Elementary
Remarks: Welcome to your new townhome in the always desirable Watermark Terrace community in Winter garden FL! Built in 2019 the two story property stuns upon entry with its open floor plan, double height and beautiful and unique style that was meticulously selected by the owners when they had it built. Enjoy fireworks from the clubhouse viewing deck, a few sets of tennis or a summer afternoon at the community's resort-style swimming pool. Schedule your showing today!!!!
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Marigel Morales (786-403-8101)
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