Location: Winter Garden , 34787
Do Not Show Listings
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$499,99533 Days on yellowkey MLS ID: S5145650
REDUCED by $24,980 (4.8%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1582 Built: 1999Monthly Fee: $45 Tax: $1,458 (2024)Community: Traditions SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,458
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2024
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)
17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$580,68238 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
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$688,32438 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.
14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
$511,50050 Days on yellowkey MLS ID: O6386513
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1936 Built: 2018Monthly Fee: $249 Tax: $4,788 (2024)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$4,788
Elementary School: Summerlake Elementary
Remarks: Welcome to 14326 Murcott Blossom Blvd—your gateway to the vibrant Horizon West lifestyle. Seize the rare opportunity to own a stylish residence in the coveted Lakeview Pointe community, where comfort meets convenience. This meticulously maintained home features 3 spacious bedrooms, 2.5 luxurious baths, and a versatile "FLEX ROOM" ideal for a Home Office, Creative Studio, or an Optional Fourth Bedroom—tailored to your needs. Entertain effortlessly on the open-concept first floor, where elegant tile floors and abundant natural light create an inviting atmosphere. The gourmet kitchen features generous cabinetry and striking granite countertops, perfect for intimate family meals or lively gatherings. Step through the dining area’s French doors to a private, fenced brick-paver patio—an outdoor oasis for grilling, relaxing, or letting pets play safely. The detached 2-car garage, connected by a covered walkway, adds everyday practicality. Enhancing both comfort and peace of mind, the home features a ***NEW Complete A/C system was installed in July 2025***, including a powerful 4-ton unit with a Smart Thermostat for optimal energy efficiency. Additional upgrades such as an Air Scrubber/*UV Purification System* and Overflow Protection Switch provide improved air quality and added protection—minimizing maintenance concerns for years to come. The home’s exterior was also freshly painted in 2023, elevating curb appeal and long-term durability. Upstairs, unwind in the expansive primary suite with its walk-in closet and spa-inspired bath featuring double sinks and a sleek glass shower. Two additional bedrooms share a well-appointed bathroom, while a spacious loft offers the perfect retreat for movie nights, gaming, or a secondary living area. Laundry rooms are conveniently located for ultimate functionality. Enjoy the picturesque curb appeal, highlighted by a paver walkway and a cozy front porch—an ideal spot to unwind and take in nightly Disney fireworks, a truly unique feature. As a resident, indulge in exclusive resort-style amenities: a sparkling pool, modern fitness center, playground, and scenic walking paths. HOA-included landscaping and irrigation mean you can embrace a low-maintenance, carefree lifestyle. Live steps from Hamlin Town Center, home to premier dining, shopping, and entertainment—including Cinepolis Luxury Cinemas, Publix, and PopStroke. Outdoor enthusiasts will appreciate the proximity to Orange County National Golf Center, new parks, and nature trails. With SR-429 nearby, enjoy swift access to Orlando’s top attractions, including Walt Disney World Resort—less than 20 minutes away. Experience a life of comfort, community, and adventure from your new address at LAKEVIEW POINTE.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rudy Djoko (407-493-4516)
15306 LEBEAU LOOP, WINTER GARDEN, FL 34787
$568,00058 Days on yellowkey MLS ID: O6384014
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2482 Built: 2021Monthly Fee: $101 Tax: $6,339 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$6,339
Elementary School: None
High School: None
Middle School: None
Remarks: Tucked on a corner homesite in one of Winter Garden’s most sought-after communities, 15306 Lebeau Loop offers the space and layout so many buyers are searching for. Featuring 4 bedrooms, 2.5 bathrooms, and 2,482 square feet. The first-floor primary suite is privately situated at the rear of the home, creating a true retreat with direct access to the expansive lanai and charming courtyard. The en suite bathroom features dual sinks, granite countertops, and a generous walk-in closet. The main living space has an inviting farmhouse feel, highlighted by luxury vinyl plank flooring throughout the living areas, white cabinetry, and granite countertops in the kitchen. Designed with storage in mind, the kitchen includes a walk-in pantry as well as a coffee nook, providing the extra prep and organization space that makes a difference. While the community is natural gas, this home is equipped with an induction stove for precise, modern cooking. Upstairs, you’ll find three additional bedrooms and a spacious loft that opens to a private balcony, the perfect spot to catch breezy evenings and Florida sunsets. Whether used as a secondary living area, media room, or home office, the loft adds valuable flexibility to the layout. Additional upgrades include a water filtration system, professional window tint, and blinds already in place, making this home truly move-in ready. Located near the neighborhood playground, park, and play field, this home combines a prime corner location with convenient access to community amenities, all just minutes from the best of Winter Garden and, of course, the Disney Parks. ADT alarm system installed: 24 hr monitor for fire and alarm. Also ADT 6 outdoor camera continuous record with monitor.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
17037 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$609,61162 Days on yellowkey MLS ID: G5108288
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 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 17' 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 a 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.
2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787
$765,000107 Days on yellowkey MLS ID: O6370025
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3871 Built: 2015Monthly Fee: $113 Tax: $10,989 (2025)Community: Reserve At Carriage PointeSpa: NoSingle Family
Taxes:$10,989
Remarks: One or more photo(s) has been virtually staged. Welcome home to a lifestyle of space, comfort, and effortless entertaining in this beautifully designed two-story residence with charming exterior stone accents, set on an almost ¼-acre lot in a gated community. From the moment you step inside, you’ll appreciate the open, airy layout, high ceilings, and bamboo flooring throughout — no carpet anywhere for a clean, modern feel. At the heart of the home, the gourmet kitchen shines with stainless steel appliances and a stylish tile backsplash, perfectly positioned to flow into the main living areas for gatherings both big and small. Step outside to the huge screened lanai and screened-in porch, ideal for morning coffee, weekend barbecues, or relaxing evenings enjoying the Florida breeze. The primary suite on the main level offers a true retreat, featuring dual walk-in closets that connect directly to a spa-inspired bathroom with split vanities, a center garden tub, and an extra-long walk-in shower with dual shower heads. A dedicated office or den on the first floor makes working from home easy, while a convenient guest half bath, laundry room, and generous storage add everyday practicality. Upstairs, three additional bedrooms with ceiling fans provide comfortable private spaces, while the expansive game room creates the perfect hub for movie nights, playtime, or hosting friends. A 3-car garage completes the package, offering room for vehicles, hobbies, and storage. Designed for both everyday living and memorable entertaining, this home delivers the space, flexibility, and lifestyle today’s buyers are looking for — indoors and out.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Kristi Matthew (407-325-6107)
1005 CHASE DR, WINTER GARDEN, FL 34787
$649,000135 Days on yellowkey MLS ID: A4674195
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,086 (2024)Community: Island Pointe SubSpa: NoSingle Family
Taxes:$7,086
Remarks: LUXURY RENOVATED 4-BED HOME WITH NEW ROOF + AC — OVERSIZED 3-CAR GARAGE — MOVE-IN READY This beautifully renovated 4-bed, 2.5-bath single-family home in the heart of Winter Garden (34787) is truly move-in ready — offering a luxury 2025 redesign from top to bottom. Located in the highly desirable Golf Cart District, this home sits on a quiet cul-de-sac just minutes from Downtown Winter Garden, Plant Street Market, and the West Orange Trail. The interior features a bright open floor plan with dramatic double-height ceilings, brand-new tile flooring downstairs and durable LVP upstairs, all-new baseboards and trim, and a fully updated 2025 kitchen with stone countertops and modern cabinetry. The spa-style primary suite includes two walk-in closets, a glass walk-in shower, and a soaking tub. Major upgrades include a new roof, new AC, updated electrical and plumbing, and fresh exterior paint — making this home feel like new construction. The oversized 3-car garage provides rare extra storage and golf cart space. Only 4 minutes to Newton Park with a public boat ramp — perfect for lake access, sunsets, and outdoor recreation. Schedule your private showing today!
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
15831 GEM VIEW ST, WINTER GARDEN, FL 34787
$399,590158 Days on yellowkey MLS ID: O6360251
3 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 2026Monthly Fee: $596 Tax: $1,614 (2025)Community: Del Webb OasisSpa: NoVilla
Taxes:$1,614
Remarks: Under Construction. The stunning Ellenwood Villa blends luxury and convenience, featuring 3 bedrooms, and 2 bathrooms in a thoughtfully designed layout that maximizes both comfort and style. The open-concept kitchen, café, and gathering room are filled with natural light, creating an inviting and spacious atmosphere. Tall ceilings, a glass insert at the front door, abundant windows, and a sliding glass door that opens to the covered lanai seamlessly extend the living space, making it perfect for effortless indoor-outdoor living. The kitchen features stainless steel Whirlpool appliances (including the refrigerator), 42” soft-close cabinetry, quartz countertops, an upgraded faucet, and a stainless-steel single-bowl sink. Whether you're preparing a gourmet meal or entertaining guests, this kitchen has everything you need. Tucked at the rear of the home for maximum privacy, the owner’s suite offers a luxurious retreat. The spa-like en suite bathroom features a frameless glass-enclosed shower with built-in bench, an enclosed toilet, a quartz-topped dual vanity, and a linen closet—creating the perfect environment for relaxation. The secondary bedrooms and bathroom located at the front of the home provide an additional layer of privacy, offering a tranquil space when you need it most. Designer-curated finishes elevate every corner of this home, including pendant pre-wire, matte black hardware and plumbing fixtures, whirlpool washer/dryer, and 2” faux wood blinds. Luxury touches like 8’ interior doors, comfort-height toilets, Sherwin Williams Drift of Mist Interior Wall Paint, and Wood-Look Luxury Vinyl flooring throughout enhance the home’s style and comfort. For those who appreciate modern technology, this home comes equipped with a smart thermostat, smart doorbell, and LED downlights ensuring your home is as connected as it is beautiful. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
5983 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$858,014213 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
$581,285213 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
$829,347215 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.
16137 WIND VIEW LN, WINTER GARDEN, FL 34787
$575,000239 Days on yellowkey MLS ID: O6335769
REDUCED by $14,000 (2.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $283 Tax: $6,800 (2024)Community: WaterleighSingle Family
Taxes:$6,800
Middle School: Water Spring Middle
Remarks: Price Improvement! This beautiful home offers the best value in the neighborhood. More than 10K in upgrades. See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities! A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered. This 4 Bedroom, 3.5 Bathroom Cleardon model home is truly turn-key. Fantastic location in calm & peaceful phase 1 with no neighbors behind and a park in front. Showcasing a bright, spacious interior with open floor plan, loft space and plenty of storage and quality finishes delivering on style and value. A few highlights include Luxury Vinyl Plank with a refined hardwood aesthetic throughout the entire home, No carpet anywhere, a beautiful stacked-stone wall anchoring the family room, upscale window hardware, on-trend greenery feature-wall in the lanai which is completely screened in, fenced rear yard, pavered patio, large front porch, 2nd floor balcony, 2 car garage with added overhead storage racks, pavered driveway with rear alley access. Waterleigh living means enjoying resort-style amenities everyday! 3 beautiful pools, lakes, clubhouses, 3 fitness centers, playgrounds, walking trails, beach volleyball, dog park, mini golf and more. The low HOA also provides residents with lawn and landscape maintenance. Zoned for top rated schools. Located near downtown Winter Garden and quick access to all major commuter roadways, restaurants, shopping, the magic of Disney and Orange County National Golf Course are all nearby. Something for everyone and the Best of Winter Garden! Make an appointment for a private tour today! Click on the link for a walk thru 3D tour!
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Leslie Weeks (215-873-7674)
1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$1,450,0002 Days on yellowkey MLS ID: V4948569
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4700 Built: 2019Monthly Fee: $97 Tax: $9,199 (2025)Community: Mcallister LndgSingle Family
Taxes:$9,199
Remarks: Experience refined Florida living in this stunning energy-efficient estate, perfectly positioned on an expansive corner lot in the highly sought-after Winter Garden area. Just minutes from Historic Downtown Winter Garden and within close proximity to Orlando’s world-renowned theme parks, this exceptional residence offers the ideal blend of elegance, comfort, and convenience. This impressive two-story home features 7 spacious bedrooms and 4 beautifully appointed bathrooms, thoughtfully designed to accommodate multi-generational living. A luxurious owner’s suite and guest bedroom on the main floor provide flexibility and privacy, while five additional bedrooms are situated upstairs on either side of a generous game room and private home theater, creating the ultimate setting for entertainment and relaxation. At the heart of the home lies a chef-inspired gourmet kitchen, complete with a breakfast bar, and café dining area, all seamlessly flowing into the expansive family room and overlooking the covered lanai. Elegant upgraded tile plank flooring enhances the main living areas, while plush carpeting adds comfort to the bedrooms and bonus spaces. Formal living and dining rooms, provide both sophistication and functionality. Step outside to your private backyard oasis, where a gorgeous in-ground swimming pool, summer kitchen, and oversized covered lanai create the perfect environment for year-round entertaining. The fully fenced yard ensures privacy and ample space for outdoor enjoyment. Car enthusiasts and active families will appreciate the three-car tandem garage with an additional single-car bay, ideal for extra parking, storage, or a golf cart. Modern smart home technology enhances convenience and security, while the home’s energy-efficient construction promotes a healthier, quieter lifestyle and significant savings on utility costs. Residents also enjoy access to exceptional community amenities, including a dock on Lake Apopka, scenic parks, and walking trails, all contributing to the vibrant and active Winter Garden lifestyle.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Nell Adams (386-315-3967)
10693 PETRILLO WAY, WINTER GARDEN, FL 34787
$799,0003 Days on yellowkey MLS ID: O6399081
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3149 Built: 2021Monthly Fee: $102 Tax: $8,845 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,845
Elementary School: Water Spring Elementary
Remarks: Located in Winding Bay in Winter Garden, this move-in ready home for sale near Walt Disney World offers a rare combination of privacy, functionality, and luxury. Positioned on one of the best CONSERVATION LOTS in the community with NO REAR NEIGHBORS, this home delivers peaceful green space views and a truly private setting that’s increasingly hard to find. Built in 2021, this K. Hovnanian Tompkins model with bonus features a highly desirable open-concept floor plan with a DOWNSTAIRS PRIMARY suite, Jack-and-Jill bedrooms ideal for multigenerational living, and a DEDICATED HOME OFFICE - a layout that stands out among Horizon West homes for sale. The upgraded kitchen anchors the home with double ovens, cooktop with hood vent, coffee bar, wine fridge, oversized pantry with custom shelving, and extended counter space, all flowing seamlessly into the spacious main living area designed for entertaining. Interior highlights include CUSTOM CLOSET SYSTEMS throughout every room, plantation shutters and beautiful window treatments, WATER SOFTENER, and epoxy-coated garage flooring. Upstairs offers a LARGE LOFT/BONUS ROOM, full bedroom, and full bathroom, providing flexible space for guests, media, or additional living. Homes with this level of privacy, layout, and location in Horizon West are becoming increasingly difficult to find. Step outside to a screened-in lanai overlooking tranquil conservation, FULLY FENCED and EXTENDED PAVER PATIO creating a private, resort-style outdoor setting designed for both entertaining and quiet everyday living, while subtle exterior upgrades like built-in front holiday lighting add convenience. Located just minutes from Hamlin Town Center, Flamingo Crossings, top-rated schools, and major highways including 429, residents enjoy access to community amenities including a pool, playground, and dog park, along with Disney fireworks and Space Coast rocket launch views from within the community. With LOW HOA dues and NO CDD, this home offers both lifestyle and long-term value. Opportunities like this in Winter Garden, especially in the Horizon West area, continue to see strong demand, making this one of the best opportunities currently available.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$750,0005 Days on yellowkey MLS ID: O6398720
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3747 Built: 2000Monthly Fee: $90 Tax: $10,152 (2025)Community: Wintermere PointeSpa: NoSingle Family
Taxes:$10,152
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining, the home features an open-concept layout with formal living and dining rooms, a large family room, and a centrally located kitchen that flows seamlessly into the main living areas. A DOWNSTAIRS BEDROOM and full bath provide flexibility for guests, multi-generational living, or a private home office, while upstairs, the expansive primary suite offers a true retreat with a soaking tub , separate shower, dual vanities, and two walk-in closets. Additional bedrooms are generously sized, and both a LOFT and a large BONUS ROOM create endless possibilities for a media room, game room, home gym, or additional living space. High ceilings and natural light enhance the open feel throughout the home, while the layout offers both functionality and comfort. Step outside to a screened-in PRIVATE POOL, covered lanai and extended paver patio, perfect for enjoying Florida living in Winter Garden year-round, all set on a .25 ACRE LOT with mature landscaping and a FULLY FENCED backyard for added privacy. Wintermere Pointe is a well-established gated community in Winter Garden, Florida offering tennis courts, a playground, and a LOW HOA, and is zoned for Lake Whitney Elementary, SunRidge Middle, and West Orange High. If you’re searching for homes for sale in Winter Garden FL with a pool, gated community, and flexible layout, this home offers space, location, and lifestyle in one of Central Florida’s most desirable areas.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
5340 BOWMAN DR, WINTER GARDEN, FL 34787
$2,195,0005 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
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2026
Middle School: Bridgewater Middle
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)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,337,00020 Days on yellowkey MLS ID: O6394059
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $188 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Remarks: A home designed for the way you live today, where walls of glass open completely, blending indoor and outdoor spaces into one seamless experience. Located in the gated community of Canopy Oaks, this A.R. Bailey Homes LLC Delray model offers elevated design, flexibility, and everyday convenience. Well-maintained and only eight years young, this residence is set within an intimate enclave of just 49 homesites, offering a rare sense of privacy while remaining ideally positioned on Roper Road between Winter Garden’s historic downtown district and the Winter Garden Village shopping complex. The location further enhances its appeal with walkability to West Orange High School. From the moment you arrive, the home makes a lasting impression with high-end driveway pavers, a durable concrete tile roof, woodgrain garage doors, stone facade accents and grand 8-foot solid wood arched double entry doors. Inside, the layout unfolds with intention, balancing elegant design and functional living. The first-floor primary suite offers a peaceful retreat with a soaking tub, an oversized walk-in shower with dual heads and a bench, dual granite vanities and a custom closet system. A secondary first-floor, en-suite bedroom or office provides flexibility, while upstairs features a second primary suite, two additional ensuite bedrooms, a loft, a guest half bath and a covered rear balcony for added privacy and comfort. At the center of the home, the kitchen is designed to bring people together, featuring a natural gas cooktop with exterior venting, a built-in oven, upgraded KitchenAid appliances, a pot filler, 42-inch cabinetry with crown molding, a tile backsplash, under-cabinet lighting, a walk-in pantry and a large island that opens to the great room with coffered ceilings. Just beyond, a wine cellar with an iron gate adds a distinctive focal point for entertaining. The true standout is the home’s seamless indoor-outdoor connection. A full corner-opening glass wall, along with three-panel stackable sliding doors, extends both the dining and great rooms to a covered lanai with a motorized retractable screen, creating a natural flow for entertaining or everyday living. The spacious backyard, framed by a concrete stucco privacy wall, offers a blank canvas for a future pool or custom outdoor retreat. Thoughtful upgrades continue throughout, including motorized custom light filtering roller shades in the dining and great rooms, dual tankless water heaters, two AC units with zoned climate control, a mudroom, a reading nook and elegant iron stair railings. Residents of Canopy Oaks also enjoy a nature trail and a children’s play park. With proximity to downtown Winter Garden, Winter Garden Village, area hospitals, shopping, dining and major roadways including the Florida Turnpike, 429, 408 and I-4, this home presents a compelling opportunity to experience a lifestyle where design, comfort and location come together effortlessly.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$850,00012 Days on yellowkey MLS ID: O6392351
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3793 Built: 2018Monthly Fee: $190 Tax: $7,249 (2025)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$7,249
Remarks: Amazing & spacious executive home with 5 bedrooms, 4 and a half bathrooms, with no rear neighbors in the beautiful Orchard Park community located in Winter Garden and just minutes from both Hamlin Town Center and Winter Garden Village. Upon entering this immaculate home you will be impressed with its open and spacious floor plan that offers a downstairs guest room and bathroom, Living Room, Dining Room, Family Room and an amazing kitchen with 42" Cabinets, granite counter tops, ss appliances, oversized center island and massive pantry. The first floor offers neutral oversized tile floors, a half bath, a drop zone area located just off the kitchen and garage and sliders from the breakfast area onto the covered screened patio with paver patio extension and fire pit. The upstairs offers an oversized Primary Suite with 5 piece bathroom including double vanities, a guest room with private bath and two additional bedrooms that share a hall bathroom. The large upstairs Laundry Room makes doing laundry convenient. The community offers a Private Community Swimming Pool, Sports field and Playground. Conveniently located near major roadways and shopping and minutes from the Walt Disney World Resort.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Randall Gill (407-756-0071)
15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787
$489,99012 Days on yellowkey MLS ID: TB8494889
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)
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