Location: Winter Garden
Do Not Show Listings
17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$688,32434 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
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 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17037 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$609,61158 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.
15672 SHOREBIRD LN, WINTER GARDEN, FL 34787
$859,90082 Days on yellowkey MLS ID: O6375411
REDUCED by $10,000 (1.1%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 2017Monthly Fee: $360 Tax: $6,887 (2025)Community: Lakeshore PreserveSingle Family
Taxes:$6,887
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant Toll Brothers built residence, perfectly located on a premium corner homesite in the sought-after Lakeshore Preserve community. Distinguished by its Tuscan elevation, stone accents, and barrel tile roof, this 4-bedroom, 3.5-bath pool home offers timeless curb appeal and thoughtfully designed living spaces. Inside, soaring ceilings, crown molding, and upscale finishes create an inviting yet sophisticated atmosphere. Designed for seamless entertaining, the open-concept kitchen, living, and dining areas are filled with natural light and enhanced by six oversized sliding glass doors that extend the living space outdoors. The gourmet kitchen is the heart of the home, featuring an impressive 14’ center island, upgraded KitchenAid appliances, abundant cabinetry, walk-in pantry, and a built-in storage/mudroom. Outdoors, enjoy a 39’ x 8’ covered lanai overlooking a saltwater pool added in 2021, complemented by extensive paver decking and an expansive screened enclosure—creating a refined outdoor living space ideal for alfresco dining and entertaining. Enjoy the soothing sounds provided by the waterfall pool feature! The first floor includes a flexible bedroom currently used as an office with an adjacent powder room. Upstairs, a spacious bonus loft provides separation and privacy, leading to the luxurious owner’s suite with dual walk-in closets and a spa-inspired bath offering double vanities, soaking tub, frameless glass shower, and private water closet. Two additional bedrooms—one with ensuite bath—along with a full laundry room complete the upper level. Energy-efficient features include double-pane Low-E windows, gas cooktop and dryer, and a tankless water heater. Community fees include lawn care, internet, cable, and access to resort-style amenities such as a clubhouse, pool, fitness center, playgrounds, dog park, firepit and kayak launch. Ideally located in Horizon West, close to shopping, dining, hospitals, schools, and major highways—with Disney parks just minutes away—this home offers the perfect balance of luxury, lifestyle, and convenience.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Helen Thompson (407-766-7537)
1005 CHASE DR, WINTER GARDEN, FL 34787
$649,000131 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
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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
$399,590154 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
$858,014209 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
$581,285209 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
$829,347211 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.
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$590,000230 Days on yellowkey MLS ID: O6337436
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$9,031
Elementary School: Water Spring Elementary
Remarks: SELLER MOTIVATED AND PRICE IS INCLUDING TRANSFERRABLE SOLAR PANELS PAID BY THE SELLER! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenities The home has solar panel for extra energy saving and the seller will take care of remaining balance. All concrete block construction on both first and second floor single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This beautiful 4 bedrooms 3 bathrooms and 1 half bathroom is built with All Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery in Community, Local Shops, Restaurants & Cinema Nearby Located just minutes from downtown Winter Garden. This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Khadija Webber (407-592-2166)
632 DHARMA CIR, WINTER GARDEN, FL 34787
$380,00012 Days on yellowkey MLS ID: O6396151
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1315 Built: 2000Monthly Fee: $78 Tax: $5,780 (2025)Community: Daniels Crossing Ph 03Single Family
Taxes:$5,780
Remarks: Located in Winter Garden, this 3-bedroom, 2-bath home features a private in-ground pool and a solar energy system. The home includes a new A/C unit, stainless steel appliances, and an extended driveway for guests. The pool (28’ x 15’) offers a screened enclosure, lighting, auto cleaner, child safety fence, and is both saltwater and solar-heated—perfect for year-round enjoyment. The home has a Screened in Patio. There is an underground drainage next to the pool for the overflow. Conveniently located near Highway 429 and the Florida Turnpike, with easy access to Winter Garden Village, Disney, the West Orange Trail, and Publix. Please schedule showings in advance.
Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)
Listing Agent: Edul Mohamed, Pa (407-760-0090)
13836 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$300,00025 Days on yellowkey MLS ID: O6392319
REDUCED by $5,000 (1.6%) on 04/12/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1234 Built: 2005Monthly Fee: $320 Tax: $4,243 (2025)Community: Daniels Lndg A-JTownhouse
Taxes:$4,243
Remarks: 2/2.5 townhouse in Daniels Landing in Winter Garden. End unit with 1-car garage and community pool. Built 2005, HOA $320/mo, Flood Zone X. This 2 bedroom, 2.5 bathroom townhouse in Winter Garden offers a functional layout, gated community setting, and an end-unit position that is limited within Daniels Landing. With 1,234 square feet and a two story design, the layout separates living areas from bedrooms, supporting both daily use and privacy. For buyers comparing options in this community, end units provide added separation and natural light compared to interior units, making this a key consideration. The main level includes a living room, kitchen, and dining area with ceramic tile flooring in primary spaces. The kitchen offers solid surface counters, eating space, and included appliances such as range, microwave, dishwasher, and disposal. A first-floor half bathroom adds convenience for guests and everyday use. Upstairs, both bedrooms include walk-in closets and access to full bathrooms. This layout supports flexible use for primary occupancy, shared living, or rental scenarios. Central air, electric heat, and ceiling fans are already in place. The home was built in 2005 with block, stucco, and frame construction on a slab foundation. The oversized 1-car garage provides additional storage capacity that is not always available in similar townhomes. Utilities include public water and sewer, underground utilities, and electric service. Daniels Landing is a gated community with amenities including a pool and playground. The HOA is $320 per month and includes maintenance grounds and recreational facilities. There is no required ownership period before leasing based on available information, with a minimum lease period of 7 months. Buyers should confirm all leasing and HOA details directly with the association. The location provides access to AdventHealth Winter Garden, Winter Garden Village, and Downtown Winter Garden, along with major routes including SR-429, SR-408, and the Florida Turnpike. The property is also positioned near major employment areas including Walt Disney World and Universal Orlando. Additional details include Flood Zone X and a fee simple ownership structure.
Listing is courtesy of: MCGRAW REAL ESTATE SERVICES, L (407-399-4823)
Listing Agent: Mike Mcgraw (407-399-4823)
13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$319,50034 Days on yellowkey MLS ID: O6390396
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1293 Built: 2005Monthly Fee: $320 Tax: $3,091 (2025)Community: Daniels Landing A-JTownhouse
Taxes:$3,091
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Seller Will Contribute 5K Towards Closing Costs!! Don't Miss This Rare End Unit Opportunity in Sought After Daniels Landing! This spacious Bermuda Model Townhome, is the largest 2-bedroom floor plan in the highly desirable gated community of Daniels Landing. This unit is directly located across from the clubhouse and recreation building. It is a beautifully updated end unit that offers abundant natural light thanks to additional windows and features updated luxury vinyl flooring throughout all levels, creating a bright and modern living space. The spacious kitchen includes all new appliances, 42" cabinets and Silestone counters. The kitchen features a cozy breakfast nook that opens to a lovely private fenced brick paver courtyard perfect for relaxing or entertaining. Just beyond the courtyard is a detached oversized 1.5 car garage with automatic opener, attic storage, rear alley access, and additional guest parking. Upstairs, the primary suite features a private en-suite bath and two closets, including a large walk-in, while the second bedroom and full bath provide comfortable space for guests, family, or a home office. Additional highlights include a downstairs laundry room with washer and dryer, beautifully updated powder room, updated lighting, new roof (2025), fresh interior and exterior paint. Enjoy low HOA fees that cover exterior maintenance, roof replacement, landscaping, basic cable, high speed internet, and security monitoring - making this an excellent option for low maintenance primary living or investment potential. Residents of Daniels Landing enjoy resort style amenities, including gated entry, a sparkling community pool, clubhouse with fitness center, recreation facility, walking trails, and playground. Ideally located just minutes from Winter Garden Village, AdventHealth, and Downtown Winter Garden’s shops and restaurants, with quick access to SR-429, SR-408, and I-4. Plus, you’re conveniently close to Disney’s back gate, making this an ideal location for cast members and area professionals. Don’t Miss This Exceptional Opportunity - Schedule Your Private Showing Today! Won't Last Long - A Must See.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gabriel Arroyo (516-661-0075)
15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$365,00041 Days on yellowkey MLS ID: O6386823
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1276 Built: 2024Monthly Fee: $200 Tax: $5,492 (2025)Community: Osprey Ranch - Phase 1Townhouse
Taxes:$5,492
Remarks: Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the area’s most desirable newer communities. Step inside to discover a light, bright, OPEN CONCEPT living, dining and kitchen designed for everyday comfort and easy entertaining. TILE FLOORS run throughout the main level, creating a clean, modern look, while large windows bring in natural light and offer pleasant green space views out front. The on-trend kitchen is the heart of the home, featuring STAINLESS STEEL APPLIANCES, abundant cabinet and counter space, pantry storage and a seamless connection to the dining area, where an upgraded light fixture adds a stylish focal point. Just off the kitchen you will find a convenient laundry room and a half bath on the main floor, making daily living effortless. Upstairs, the SPLIT BEDROOM layout provides privacy and spaciousness, with large bedrooms that feel comfortable and inviting. The PRIMARY SUITE sits at the front of the home, offering a WALK-IN CLOSET and private en-suite bath, while the second bedroom is situated at the back with access to the second full bath, ideal for guests, family or a home office. Outside, enjoy charming curb appeal with a large COVERED FRONT PORCH and a paver driveway leading to a rear-facing one-car garage with alley access, providing both convenient parking and additional storage. Life in Osprey Ranch means enjoying an AMENITY-RICH COMMUNITY with a resort-style pool, covered pavilion, tot lot, dedicated dog park and scenic hiking and biking trails – perfect for getting outside and connecting with neighbors. The location just off Avalon Road with easy access to the 429, puts you just minutes from shopping, dining, resort areas and Orlando’s world-famous theme parks. This home is zoned for TOP-RATED SCHOOLS, including Horizon High School. Whether you are looking for a full-time primary residence, a low-maintenance Florida lifestyle, or the perfect home base for Disney adventures, this modern Winter Garden townhome delivers style, comfort and convenience all in one exceptional package. Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
15351 HAMLIN PARK DRIVE, WINTER GARDEN, FL 34787
$489,99096 Days on yellowkey MLS ID: TB8462966
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2072 Built: 2025Monthly Fee: $248 Tax: $1,371 (2025)Community: Parkview At HamlinTownhouse
Taxes:$1,371
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 Minimalist Collection, this townhome blends clean lines, modern finishes, and functional elegance—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)
13412 FOX GLOVE ST, WINTER GARDEN, FL 34787
$892,90016 Days on yellowkey MLS ID: G5110319
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3954 Built: 2005Monthly Fee: $243 Tax: $5,889 (2025)Community: Stoneybrook West Un 06Spa: YesSingle Family
Taxes:$5,889
Elementary School: Whispering Oak Elem
Remarks: Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. Thoughtfully updated, the property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!
Listing Agent: Juli Onorata (407-864-7701)
14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787
$699,99914 Days on yellowkey MLS ID: O6395287
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3410 Built: 2005Monthly Fee: $100 Tax: $3,503 (2025)Community: Emerald RidgeSingle Family
Taxes:$3,503
Elementary School: Lake Whitney Elem
Remarks: Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom / 2.5-bath home awaits to impress. Large formal living and formal dining rooms are the perfect venue for family gatherings. An elegant, open kitchen, overlooking the dinette into the family room, offers granite counters, 42” cabinets, double built-in ovens, a large breakfast bar, and a huge walk-in pantry allowing space for everyone to help the cook. When the day is done, retire to the oversized second-floor primary suite, which offers a spacious bath with a double-sink vanity, shower, garden tub, and a walk-in closet, completing this special and intimate space. Anchoring 3 large secondary bedrooms, this home beckons to an active family, offering the space you need. Enjoy your morning coffee or an evening barbecue, while enjoying the peace of your private pool, a HUGE private backyard! Complete with fruit trees (recovering from the freeze), including mango, sugar apple, sapodilla, guava, loquat, pear, jackfruit, fig, lemon, orange, neem, and banana, gives an instant farm-to-table experience. While certainly offering plenty of space for everyone to claim their own piece of paradise, you’ll find peace of mind that your investment is in a location that can’t be beat! Highlights include: Roof replaced in 2020. AC replaced in 2018. Appliances replaced in 2022. All blinds replaced 2022. Whole Home water filtration and softener system. Be sure to click the link for an interactive 3D Virtual Tour and floor plan!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Rita Phillips (407-928-0573)
408 S BOYD ST, WINTER GARDEN, FL 34787
$835,00015 Days on yellowkey MLS ID: O6394810
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1939 Tax: $2,572 (2025)Community: G T Smith Sub 3Spa: NoSingle Family
Taxes:$2,572
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
838 BETHUNE AVE, WINTER GARDEN, FL 34787
$275,00039 Days on yellowkey MLS ID: O6388596
REDUCED by $2,000 (0.7%) on 04/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 985 Built: 1961 Tax: $1,340 (2025)Community: Overstreet CrateSingle Family
Taxes:$1,340
Elementary School: Maxey Elem
Remarks: Welcome to this fully renovated 3-bedroom, 2-bath home on an oversized 0.20-acre lot in one of Winter Garden’s growing corridors. This move-in ready property offers immediate livability with long-term upside. Recent upgrades include a new AC system and water heater (2026) and a roof replaced in 2019, minimizing near-term capital expenses. The home features updated interiors and a functional layout suited for both owner-occupants and investors. The large lot provides flexibility for outdoor use and potential future enhancements. Zoned R-4, the property may provide additional possibilities for expansion or income-producing use. Buyer to verify all zoning and development options with the city. Located just minutes from major highways, shopping, and ongoing development, this property is well-positioned for both convenience and future growth.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Gabriel Flete (407-341-9663)
14416 TRAVOIS WAY, WINTER GARDEN, FL 34787
$794,00047 Days on yellowkey MLS ID: O6382140
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3324 Built: 2022Monthly Fee: $70 Tax: $7,567 (2025)Community: Lake Apopka SoundSpa: NoSingle Family
Taxes:$7,567
Remarks: Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded countertops, pantry door, designer lighting, and premium Samsung built-in oven/microwave combo, hood, and pot filler. The oversized island creates the perfect space to gather, entertain, and enjoy everyday living, all open to the main living areas for a seamless flow. This home is loaded with smart and functional improvements, including a Tesla charger, whole-home security system with six cameras and entry sensors, smart front door lock, water softener with reverse osmosis system, new shower heads, additional electrical outlets, and upgraded smoke detection. Step outside to a large, private backyard with a perimeter privacy fence and ample space to design the pool of your dreams The spacious primary suite includes a custom-designed closet and updated bath cabinetry, while a guest bedroom with full bath provides flexibility for visitors or multigenerational living. Step outside to a large fenced backyard with room for a pool. Enjoy an added bonus in the garage of epoxy-coated garage floors and cabinets for additional storage. Conveniently located near Lake Apopka, Hamlin, Horizon West, Winter Garden Village, Downtown Winter Garden, the West Orange Trail, and Walt Disney World—offering the best of Central Florida living with easy access to shopping, dining, and major roadways. Only 11 minutes away from Montverde Academy, one of Florida's most prestigious private schools, and top-rated Oakland Charter School, one of the highest-rated elementary schools in the area.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787
$1,049,00047 Days on yellowkey MLS ID: O6385808
REDUCED by $50,000 (4.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 1983 Tax: $3,375 (2025)Community: Hickory Lake EstatesSingle Family
Taxes:$3,375
Remarks: Rare find on a tucked away street in the heart of it all. This lakefront home on Lake Hickory Nut, a 403-acre skiable and bass fishing lake in Winter Garden, offers approximately 100 feet of direct waterfront with no HOA and Disney Firework Views. Situated on an oversized lot with the ability to park boats or RVs, the property is set within a peaceful community surrounded by mature landscaping and spacious homesites. Enjoy breathtaking sunrise views over Lake Hickory Nut, with expansive water views visible throughout the house and on your private balcony. The lake is routinely tested by Orange County and is recognized as a high-quality lake in the area, offering exceptional water clarity and cleanliness providing year-round recreational enjoyment. The home is completely upgraded and renovated. Featuring new lighting, flooring, windows, doors, AC, well, plumbing, interior/exterior paint, epoxy garage flooring, kitchen, bathrooms, appliances, garage door, soffits, gutters, and a paver driveway, walkway, and patio. The living areas of this home bask in natural light, making it feel airy and bright. A wood-burning fireplace in the living room and oversized windows overlooking the lake create a warm and inviting space. The kitchen features an eat-in area that flows into a formal dining room and formal living room, providing flexibility for both entertaining and everyday living. A Florida room is lined with oversized windows and trim detail that maximize natural light and panoramic water views, with French doors leading to a paver patio along the shoreline. The private dock, built in 2018, includes covered and open seating areas ideal for relaxing, boating, or fishing. The first floor includes a bedroom with en-suite bath. Upstairs, double doors lead to an oversized primary suite with a private balcony overlooking the lake. The primary bath offers dual separate sinks and a spacious closet. A secondary upstairs bedroom features a window seat, and an additional full bathroom serves the second level. The upstairs is also prepped for a stackable laundry unit (in addition to the garage hookup) for added convenience. Ideally located near Horizon West, Hamlin Town Center, Downtown Winter Garden, and Orange County National Golf Center, this property offers a rare opportunity to own fully updated, skiable lakefront frontage in one of Central Florida’s most desirable locations.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
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