Location: Winter Garden
Do Not Show Listings
5715 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$730,0005 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,328
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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
$599,99951 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
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
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)
17608 DEER ISLE CIR, WINTER GARDEN, FL 34787
$1,025,000196 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
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
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)
17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$757,9904 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
Middle School: Hamlin Middle
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
$559,00059 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!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787
$800,0007 Days on yellowkey MLS ID: O6399030
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3893 Built: 2013Monthly Fee: $252 Tax: $7,628 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$7,628
Elementary School: Summerlake Elementary
Remarks: Fenced Corner Lot | Oversized 3+ Car Garage | Yard Maintenance Included | This home offers a functional layout with multiple living spaces, abundant storage, and a new roof completed in 2024. The main level includes formal living and dining rooms, a family room that opens to a spacious kitchen with 42" raised-panel cabinetry, gas stove, and ample storage, along with a downstairs bedroom and full bath for added flexibility. An inside laundry room and dedicated office complete the first floor. Upstairs, a bonus room provides additional space for a media room, play area, or secondary living area. The primary suite features tray ceilings, dual vanities, and a large walk-in closet. The second floor also includes three additional bedrooms and two full bathrooms, offering a well-balanced layout for family or guests. Situated on a fenced corner lot, the backyard includes a gas fire pit and space for outdoor enjoyment. The oversized 3+ car garage adds excellent storage and parking flexibility. Located in the Summerlake community, residents enjoy HOA-maintained lawn care for a low-maintenance lifestyle. Conveniently positioned in Horizon West near the Town Center, the 429, Walt Disney World, and area attractions. Community amenities include a lakefront clubhouse, fitness center, resort-style pool, playgrounds, and walking paths.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
12934 CANOPY WOODS WAY WAY, WINTER GARDEN, FL 34787
$1,350,00039 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
Middle School: SunRidge Middle
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
$750,0008 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
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
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)
16716 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$495,00014 Days on yellowkey MLS ID: O6397108
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2019Monthly Fee: $127 Tax: $5,006 (2025)Community: Hawksmoor-Ph 1Single Family
Taxes:$5,006
Remarks: Welcome to 16716 Wingspread Loop, a beautifully maintained single-story home in the highly sought-after Hawksmoor community of Winter Garden. Built in 2019 and cared for by its original owner, this 3-bedroom, 2-bath residence is move-in ready with thoughtful upgrades throughout. The open layout creates an easy flow between the kitchen, dining, and living areas. The kitchen features warm honey-toned cabinetry, granite countertops, and generous storage. The spacious primary suite serves as a private retreat with a large bedroom, walk-in closet, and an en-suite bath with quartz countertops. Additional highlights include built-in cabinetry in the laundry room, with the washer and dryer conveying for added convenience. Enjoy Florida living outdoors on the private patio, perfect for relaxing or hosting friends. The two-car garage includes a durable epoxy-coated floor, and the paved driveway enhances the home’s curb appeal. All kitchen and laundry appliances are included. Located along Avalon Road, this home places you just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated Orange County schools. Residents of Hawksmoor enjoy a variety of resort-style amenities, including a clubhouse with rentable event space, fitness center, pool and splash pad, outdoor summer kitchen and grill, yoga lawn, shaded playground, dog park, and scenic walking paths. Schedule your private showing today and experience everything this Winter Garden home has to offer. Transferable lifetime termite contract from Massey available.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$519,900237 Days on yellowkey MLS ID: S5133690
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2001Monthly Fee: $33 Tax: $6,403 (2024)Community: Tuscany Ph 02Single Family
Taxes:$6,403
Elementary School: Maxey Elem
High School: Ocoee High
Remarks: Golf cart district * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden.It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Mingke Li (352-973-2303)
13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787
$846,0008 Days on yellowkey MLS ID: O6399529
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1943 Built: 2022Monthly Fee: $534 Tax: $10,109 (2025)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$10,109
Remarks: Experience the perfect blend of luxury and convenience with the Palmary dream home. Formerly a model home, this stunning one-story residence showcases a thoughtfully designed layout with 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage. Enjoy your private outdoor oasis featuring an in-ground pool with a sun shelf and a covered lanai pre-plumbed for an outdoor kitchen. Step inside to the heart of the home, the gourmet kitchen is a standout feature, equipped with 42" Stone Gray cabinetry, quartz countertops, a sophisticated decorative tile backsplash, stainless steel sink, and upgraded faucet. Whirlpool stainless steel appliances, including a refrigerator and natural gas range, complete this culinary haven. The open-concept living area, flooded with natural light from expansive windows and highlighted by tall ceilings and a tray ceiling at the gathering room, creates an airy, welcoming space perfect for relaxing or entertaining. Retreat to the luxurious owner’s suite, a serene sanctuary with a spacious walk-in closet and a spa-like en suite bathroom. Dual vanity sinks, a frameless glass enclosed walk-in shower with a built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. At the front of the home, the two spare bedrooms and bathroom provide ample space for guests or personal use. The practical laundry room, complete with built-in cabinetry, a utility sink trimmed in quartz, and Whirlpool washer and dryer makes everyday tasks a breeze. Designer-curated selections elevate this home with pendant pre-wiring, comfort-height toilets, brushed nickel hardware and plumbing fixtures, Sherwin Williams City Loft interior paint, and wood-look luxury vinyl plank flooring throughout the entire home (except for the bathrooms and laundry rooms which are outfitted with tile). For modern convenience, this home is equipped with a smart thermostat, surround sound pre-wire, security system pre-wire, digital IP camera pre-wire, LED downlights, and additional data ports. Blending luxury, comfort, and cutting-edge connectivity, this home is designed for today’s lifestyle. Schedule an appointment to see it today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
5340 BOWMAN DR, WINTER GARDEN, FL 34787
$2,195,0009 Days on yellowkey MLS ID: O6398618
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5749 Built: 2017Monthly Fee: $230 Tax: $16,854 (2026)Community: The Cove At HamlinSingle Family
Taxes:$16,854
Tax Year: 2026
Remarks: Lakefront living, done at scale. Set along approximately 160 feet of shoreline on Lake Hancock, this five-bedroom, six-and-a-half-bath residence delivers expansive water views, refined finishes, and a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, arched architectural details, and wide-plank hardwood floors create a sense of openness and flow. A wall of arched windows floods the home with natural light and draws your eye straight through to the lake beyond. At the center, a chef’s kitchen anchors the space—featuring a generous island, porcelain farm sink, custom cabinetry, glass tile backsplash, and a full suite of Wolf and Sub-Zero appliances. The kitchen opens seamlessly to the family room and breakfast area, all positioned to capture the view. The primary suite is tucked privately on the main level, offering a true retreat with tranquil lake views, a spa-style bath with soaking tub and walk-in shower, dual vanities, and an oversized closet. Upstairs, four additional bedrooms with en-suite baths are complemented by a spacious game room and dedicated media room—creating separation and flexibility for guests or family. Outdoor living is just as compelling. A covered lanai and upper-level balcony overlook the water, with ample space to design a custom pool and private dock. Located near Hamlin Town Center, Winter Garden Village, and major roadways, the home offers both convenience and a true waterfront lifestyle, with community amenities including a pool, fitness center, playgrounds, and dock access
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$765,37737 Days on yellowkey MLS ID: G5109739
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Biscayne, a thoughtfully designed two-story home offering the perfect balance of space, comfort, and flexibility. Featuring four bedrooms and three bathrooms, this floor plan is ideal for both everyday living and entertaining. The main level showcases an open-concept layout where the dining area flows seamlessly into the expansive great room and well-appointed kitchen, creating a welcoming space for gatherings. A versatile flex room on the first floor offers endless possibilities and can be used as a home office, fitness space, or optional guest bedroom. Step outside to the covered patio, perfect for relaxing or hosting outdoor get-togethers. Upstairs, a spacious primary suite complete with a walk-in closet and private bath, providing a comfortable retreat at the end of the day. A bonus room adds additional living space, ideal for a media room, playroom, or secondary lounge. The conveniently located upstairs laundry room enhances everyday functionality. Located in the desirable Hamlin Meadows community, residents enjoy a thoughtfully planned neighborhood with a variety of homesites, including rear-load townhomes and single-family homes. Just minutes from Hamlin Town Center, you’ll have easy access to shopping, dining, and entertainment
17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$819,39137 Days on yellowkey MLS ID: G5109737
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3117 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images Welcome to this beautifully designed six-bedroom, four-bathroom home located in the sought-after, newly developed Hamlin Meadows community. Offering an ideal blend of space, functionality, and modern living, this thoughtfully crafted floor plan features the primary suite and additional bedrooms on the main level, with the fifth and sixth bedrooms privately situated upstairs along with a spacious bonus room—perfect for a media room, game room, or guest retreat. The main level showcases an open-concept layout with a generous great room, dining area, and well-appointed kitchen that flows seamlessly for both everyday living and entertaining. The primary suite offers a comfortable retreat with a large walk-in closet and private bath. Additional bedrooms on the first floor provide flexibility for guests, office space, or multi-generational living. Upstairs, you’ll find two additional bedrooms and a full bath, along with an expansive bonus room that adds valuable living space. Hamlin Meadows is a thoughtfully planned community offering a variety of homesites and product types, including rear-load townhomes and single-family homes. Conveniently located just minutes from Hamlin Town Center, residents enjoy easy access to shopping, dining, and entertainment.
17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$580,68242 Days on yellowkey MLS ID: G5109480
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$688,32442 Days on yellowkey MLS ID: G5109477
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that fits most lifestyles.
5983 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$858,014217 Days on yellowkey MLS ID: G5102280
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2879 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community, in highly sought-after Hamlin, Winter Garden. Welcome to the Tidewater, a spacious single-story, open-concept home designed for modern living and effortless entertaining. This brand-new home offers 5 bedrooms and 3 bathrooms, providing flexibility for families, guests, or multi-generational living. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for everyday life and entertaining. A wet bar in one of the rooms adds style and convenience for hosting guests. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort, and a door connecting the laundry room directly to the owner’s suite closet adds an extra layer of convenience. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
6345 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$581,285217 Days on yellowkey MLS ID: G5102273
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Welcome to the Amelia, a charming single-story bungalow, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Avalon Woods offers a prime location just minutes from Disney, A-rated Hamlin schools, the 429, and Hamlin Town Center. Residents will enjoy a boutique-style neighborhood with only 182 homesites and three distinct product lines.
15075 TEA TREE DR, WINTER GARDEN, FL 34787
$829,347219 Days on yellowkey MLS ID: G5102184
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
15162 CANOPY COVER DR, WINTER GARDEN, FL 34787
$885,000146 Days on yellowkey MLS ID: S5139203
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 2023Monthly Fee: $545 Tax: $1,939 (2023)Community: Del Webb Oasis Phase 2Single Family
Taxes:$1,939
Tax Year: 2023
Remarks: This exceptional Mystique model by Pulte showcases one of the most impressive outdoor living spaces within Del Webb Oasis, a boutique 55+ resort-style community just minutes from Orlando’s top attractions. Situated on a premium conservation lot, this home offers privacy, tranquility, and unobstructed natural views—an ideal setting for those seeking an elevated and peaceful living experience. With more than $100k in upgrades. At the heart of the property is a remarkable outdoor retreat. Enjoy a custom heated saltwater pool, spa with App-controlled pool features for temperature and lighting and an extended covered lanai featuring a fully equipped outdoor kitchen in this Peaceful conservation backdrop with no rear neighbors. Designed for year-round enjoyment, this space is perfect for entertaining, relaxing, and embracing Florida living at its finest. Sliding glass doors seamlessly connects the indoor living areas to the lanai, enhancing the home’s expansive and open feel. The exterior also includes gutters for added protection and maintenance ease. Inside, this single-story residence features 2 bedrooms, a flex room, perfect for an office, hobby space, or guest accommodations 2 bathrooms, and a 3-car tandem garage. The open-concept layout offers tall ceilings, abundant natural light, and a spacious gathering room. The gourmet kitchen is equipped with built-in Whirlpool appliances, 42” white soft-close cabinetry, Quartz countertops, decorative tile backsplas. The kitchen boasts exquisite, luxurious finishes that elevate the confort and elegance of this wonderful home. The owner’s suite includes a luxury frameless glass walk-in shower, dual quartz vanities, a linen closet, and elegant finishes.. Additional interior upgrades include designer tile flooring throughout, crown molding, 8’ interior doors, comfort-height toilets, and brushed nickel hardware. The laundry room features Whirlpool washer and dryer, quartz countertop, a utility sink, and upgraded cabinetry. This home offers multiple automated features for effortless living: • Electric curtains in the living room and owner’s suite – Controlled via mobile app or Alexa • Smart security camera system, fully app-managed • App-controlled pool system • Watershield Gold softener system included Del Webb Oasis is a natural-gas 55+ community offering resort-style amenities such as a zero-entry pool with sun shelf and lap lanes, private cabanas, spa, fire pits with fireworks views, fitness center, tennis and pickleball courts, walking trails with fitness stations, and a robust calendar of activities organized by a full-time Lifestyle Director. Combining a premier conservation lot, a standout outdoor living area, and high-end interior upgrades, this residence stands out as one of the most desirable homes available in Del Webb Oasis’s 55+ collection. At last, the property you've been waiting for is here - A refined, luxurious retreat just for you. $10K FOR CLOSING COSTS
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Angela Camacho (321-946-2082)
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