Location: Winter Garden , 34787
Do Not Show Listings
14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787
$249,5003 Days on yellowkey MLS ID: O6397131
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2017Monthly Fee: $904 Tax: $7,146 (2025)Community: Grove Resort And Spa Hotel CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,146
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Looking for a Vacation Home in Orlando, this unit is a rare find with the Best Views in the Resort! This stunning 7th-floor condo at The Grove Resort & Spa offers breathtaking water views and front-row unobstructed seats to Disney fireworks reflecting over the lake each night. This fully furnished, all-inclusive condo-hotel provides a truly hands-off investment opportunity with onsite property management and a full-service rental program. Located in Building 1, this luxury 3-bedroom, 2-bath unit is perfectly situated just steps from restaurants, pool and resort amenities. Features an open floor plan with modern furnishings and all necessary housewares. The spacious primary suite includes a king bed, while both guest bedrooms have queen beds for comfortable guest accommodations. The fully equipped kitchen features stainless steel appliances, including refrigerator, range, microwave, and dishwasher. A private laundry closet with washer and dryer adds convenience for guests. Owners and guests alike will enjoy relaxing on the private screened balcony overlooking the water.The Grove Resort has exceptional amenities including multiple resort pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Ideally located just minutes from Walt Disney
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alexis Mckenzie (321-438-9670)
15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787
$489,9907 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)
14267 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787
$350,00028 Days on yellowkey MLS ID: O6390455
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1289 Built: 2008Monthly Fee: $139 Tax: $3,450 (2025)Community: Signature Lks-Pcl 01D Ph 01Townhouse
Taxes:$3,450
Elementary School: Independence Elementary
High School: Horizon High School
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained townhome in the highly desirable Independence community in Winter Garden! This home features 2 bedrooms and 2.5 bathrooms, with both bedrooms offering their own en-suite bathrooms, making it a comfortable and functional layout. Inside, you’ll find several thoughtful updates throughout. The first floor features tile flooring, while the second floor has been updated with luxury vinyl plank flooring. The stairs feature real wood, and custom-fit window shutters on every window add both style and privacy while still letting in plenty of natural light. Out back, you’ll find a spacious paver patio, perfect for relaxing or entertaining. Living in Independence means access to fantastic community amenities, including two pools and two fitness centers. The HOA also covers cable, internet, exterior maintenance, and the roof was recently replaced, adding extra peace of mind for the next owner. The location is another major highlight. You’re just minutes from Hamlin Town Center for shopping, dining, and entertainment, and less than 5 miles from Walt Disney World property, making it easy to enjoy everything the area has to offer while still living in an established neighborhood.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Carly Ruecker (727-776-7962)
15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787
$499,9005 Days on yellowkey MLS ID: S5147405
1 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2046 Built: 2016Monthly Fee: $252 Tax: $7,351 (2025)Community: SummerlakeSingle Family
Taxes:$7,351
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Make your appointment today to see this single-story 3 bedroom, 2 bathroom home with a den in Summerlake. As you walk in, you’re greeted by a front den that works perfectly as a home office or flex space. The layout opens up into the main living area where the kitchen and living room flow together, making it easy for everyday living and entertaining. The kitchen features 42-inch cabinets, backsplash, a large island with seating, and plenty of counter space. It’s open, functional, and right where you want it in the home. The owner’s suite is tucked toward the back for privacy and offers a tray ceiling, generous space, an oversized shower, dual vanities, and a walk-in closet. The two secondary bedrooms and bathroom are on the opposite side of the home, giving everyone their own space. Out back, you’ve got a fenced yard and covered porch, great for relaxing or letting pets play. All kitchen appliances plus the washer and dryer are included, making this one truly move-in ready. Summerlake offers a lakefront clubhouse, resort-style pool, fitness center, walking trails, and dog parks, and the HOA takes care of the lawn. Located in Horizon West, just minutes from Winter Garden Village, shopping, dining, and everything you need.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Vanessa Barnes (407-973-2414)
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$519,900228 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
Tax Year: 2024
Middle School: Lakeview Middle
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)
16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$490,0004 Days on yellowkey MLS ID: O6397513
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1626 Built: 2021Monthly Fee: $284 Tax: $6,711 (2025)Community: HawksmoorTownhouse
Taxes:$6,711
Elementary School: Water Spring Elementary
High School: Windermere High School
Remarks: Built in 2021 and located in the desirable Hawksmoor community in Horizon West, this three bedroom, two and a half bath townhome offers a modern layout with thoughtful upgrades throughout. The open concept main living area flows seamlessly into a stylish kitchen featuring quartz countertops and contemporary finishes, while upgraded interior details and custom wallpaper add character and warmth. All bedrooms are positioned upstairs for privacy, including a spacious primary suite with a private bath. Step outside to a private patio courtyard with turf, perfect for low maintenance outdoor living, along with a two car garage with convenient alley access. Additional highlights include a whole house water softener system and newer construction peace of mind. Residents enjoy access to a community pool, fitness center, park, and clubhouse, all within Horizon West near new shopping, restaurants, parks, and everyday conveniences with easy access to major roadways, Winter Garden Village, and the growing Hamlin area.
Listing Agent: Roberto Aponte, Pa (407-724-3730)
5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$746,650208 Days on yellowkey MLS ID: G5102277
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
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 Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
276 SUMMER PINE ST, WINTER GARDEN, FL 34787
$880,00052 Days on yellowkey MLS ID: O6384565
REDUCED by $5,000 (0.6%) on 04/11/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 2025Monthly Fee: $240 Tax: $1,914 (2024)Community: Winter GroveSpa: NoSingle Family
Taxes:$1,914
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Raymond Tong (954-940-1628)
744 LAKE BRIM DR, WINTER GARDEN, FL 34787
$995,00035 Days on yellowkey MLS ID: O6388775
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $203 Tax: $9,275 (2025)Community: Oakland ParkSingle Family
Taxes:$9,275
Elementary School: Tildenville Elem
Remarks: Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$499,99528 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
Taxes:$1,458
Elementary School: Dillard Street Elem
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)
12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$674,00062 Days on yellowkey MLS ID: O6381746
0 Days Off yellowkey (back on 4/11/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2508 Built: 2024Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Middle School: Water Spring Middle
Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
5367 GOLDEN APPLE DR, WINTER GARDEN, FL 34787
$624,90043 Days on yellowkey MLS ID: O6380252
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2270 Built: 2021Monthly Fee: $115 Tax: $8,949 (2024)Community: Wincey Grvs Ph 2Single Family
Taxes:$8,949
Remarks: Opportunity to secure a nearly new home in the highly desirable Wincey Groves community while planning ahead. Built in 2021, this well-maintained 4-bedroom, 3-bath residence offers a functional open-concept layout, modern finishes, and a comfortable living environment in one of Winter Garden’s fastest-growing areas. The main living space is bright and inviting, seamlessly connecting the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The kitchen features ample counter space, quality appliances, and a central island that serves as the heart of the home. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bath, while additional bedrooms provide flexibility for family, guests, or a home office. The home also features a private fenced backyard, offering space for outdoor enjoyment, relaxation, or future customization. With a lease in place through April 2026, this property is well-suited for buyers planning a future move, relocation, or those looking to secure a home in a high-demand area ahead of time. Located just minutes from Highway 429, Hamlin Town Center, shopping, dining, parks, and top-rated schools, the home offers both convenience and long-term value in the heart of Winter Garden.
Listing is courtesy of: AREATE REALTY (321-775-5827)
Listing Agent: Li Xu (321-775-5827)
1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787
$675,0005 Days on yellowkey MLS ID: O6397098
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1832 Built: 1991 Tax: $2,367 (2025)Community: 0000Spa: YesSingle Family
Taxes:$2,367
Remarks: Rare opportunity in Winter Garden! This property sits on approximately one acre with no HOA, offering exceptional space, flexibility, and privacy in a highly desirable location. Conveniently located just minutes from Downtown Winter Garden), with easy access to major roadways, shopping, dining, and top-rated schools—and even the option to ride your golf cart into downtown to enjoy everything the area has. The expansive lot provides ample room for RVs, boats, recreational vehicles, and more, making it ideal for those seeking additional space and versatility. The home features generous living areas and a functional layout with great potential for customization or renovation. Outdoor amenities include a private pool, hot tub, and an extended driveway with plenty of parking space. Located approximately 2 miles from Lake Apopka and about 3 miles from Downtown Winter Garden. Properties with this amount of land and no HOA in this area are rare—schedule your showing today!
Listing Agent: Estefania Ortega (305-905-7670)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$570,0007 Days on yellowkey MLS ID: O6396757
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Remarks: Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing Agent: Clementine Costantini (407-692-5453)
936 KYLEE ALY, WINTER GARDEN, FL 34787
$675,00019 Days on yellowkey MLS ID: O6393910
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1772 Built: 2022Monthly Fee: $356 Tax: $6,058 (2025)Community: Oakland ParkSingle Family
Taxes:$6,058
Middle School: Legacy Middle
Remarks: Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.
Listing Agent: Nelson Cruz Pa (407-901-9939)
671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,325,00036 Days on yellowkey MLS ID: O6383438
REDUCED by $25,000 (1.9%) on 04/08/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4490 Built: 2019Monthly Fee: $300 Tax: $12,519 (2024)Community: Canopy Oaks Ph 1Spa: YesSingle Family
Taxes:$12,519
Elementary School: Lake Whitney Elem
Remarks: Canopy Oaks, located in Winter Garden, Florida, is a unique blend of high-end luxury homes and suburban tranquillity. This gated enclave, developed by the distinguished home builder A.R. Bailey, features 49 classic estates. The meticulously crafted community is designed to cater to the specific needs and desires of homeowners, and includes a scenic nature trail, a children’s play park, and a community post office. From the moment you arrive at this Mediterranean POOL estate home, it makes a BOLD statement with its 8-foot Solid Wood Arched double entry doors. You are greeted with cathedral ceilings, solid wood oversized French doors to the private office, elegant hand forged custom iron railings, and a unique wine cellar with a custom hand forged iron gate. Luxury details and fine craftsmanship are inside this 5 BR/4.5 Ba/2-car garage POOL home. Open Floor plan leads pleasantly into the chef-style kitchen with the perfect layout for entertaining. The kitchen includes Bespoke Samsung stainless steel appliances, including a Family Hub Refrigerator. Gas stove top, built-in oven, and built-in convection oven. Granite counters. Completing the 1st floor, in addition to the 1st MBR, is a den/office, laundry room, generous dining area, powder bath, epoxy-coated garage floor 2-car garage, Autel Level 2 EV Charger and large lanai complete with Remote controntrolled, motorized retractable patio screens (upstairs and downstairs). The lanai and pool area are designed as additional living space, with pre-plumbing and Gas for your Summer Kitchen. Tons of architectural features throughout, upgraded light fixtures. Both Primary Suites have built in Kitchenettes. The media room includes a mini kitchenette with sink and microwave, and the theatre is wired for a 5.1 in-wall sound system. Three en-suite bedrooms and a Second Master Suite can also be found on this upper floor – perfect for multi-generational options and living privacy. The upstairs primary bathroom and closet are a dream come true. The Spa style bath has granite countertops, custom wood cabinetry, spacious dual sinks, an elegant free-standing soaking tub, seperate frameless glass wall shower with a bench. The custom-made, upgraded, solid wood oversized closet is Couture-Ready. Rainsoft whole-home water filtration/treatment/softener system. Luxury saltwater pool and spa. Privacy hedges along the side yard. Pool lighting; spa with custom tile; finished pool surface; low-maintenance turf and landscaping in the backyard. Exterior lighting, LED trim lighting. The list goes on and on. This home is a must see. An exceptional estate at an exceptional value, Canopy Oaks is located on Roper Road between Winter Garden’s downtown historic district and the Winter Garden Village shopping complex. With convenient access to major highways such as 429, 408, and the Turnpike, and its proximity to world-renowned attractions like Disney World® and Universal Studios®, this home offers an exceptional opportunity for easy commuting.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Sean Flatley (609-208-8204)
17422 CHANNEL WAY, WINTER GARDEN, FL 34787
$795,00049 Days on yellowkey MLS ID: G5108709
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3261 Built: 2019Monthly Fee: $215 Tax: $9,958 (2025)Community: Waterside On Johns LakeSpa: NoSingle Family
Taxes:$9,958
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787
$232,00049 Days on yellowkey MLS ID: O6384866
REDUCED by $8,000 (3.3%) on 04/08/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $245 (2025)Community: Southern Pines CondominiumCondo
Taxes:$245
Remarks: Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Anna Gay Hunter (407-446-9878)
1110 VINSETTA CIR, WINTER GARDEN, FL 34787
$619,00070 Days on yellowkey MLS ID: O6375070
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2276 Built: 2013Monthly Fee: $112 Tax: $3,427 (2024)Community: Avalon ReserveSingle Family
Taxes:$3,427
Elementary School: Whispering Oak Elem
Remarks: Welcome home to this immaculate and model-worthy SINGLE-STORY 4-bedroom, 3-bath home in the heart of Winter Garden. Situated on a FULLY FENCED private corner lot, this home offers a RARE 3-car garage and a true split floor plan with the primary suite privately separated from the secondary bedrooms—ideal for families, guests, or multi-generational living. The open-concept kitchen features a NATURAL GAS range, white cabinetry, granite countertops, glass display cabinets, built-in wine rack, and a large island with pendant lighting and seating. Wood-look tile flooring throughout (NO CARPET ANYWHERE!) adds style and durability to the homes seamless floor plan. The spacious primary suite includes a large walk-in closet and an ensuite bath with dual sinks, soaking tub, and separate walk-in shower. Three additional bedrooms are located on the opposite side of the home for added privacy. Enjoy outdoor living on the covered and EXTENDED LANAI, perfect for relaxing and entertaining. The privacy of the lot is the perfect spot for enjoying your morning coffee or a weekend afternoon with friends. Located in a desirable boutique community, of just 66 homes, the location offers easy access to all that Central Florida has to offer. You are just 10 minutes from Winter Garden Village and historic Downtown Winter Garden, home of arguably the largest and best farmers market in the country and every store, restaurant and coffee shop you can imagine. Orlando International Airport, Disney, Universal, Epic Universe, Sea World, and world class golf are all within 30 minutes. Call today for a private tour!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Terri Schon (407-625-2670)
15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787
$405,000136 Days on yellowkey MLS ID: O6363767
REDUCED by $11,000 (2.6%) on 04/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2017Monthly Fee: $347 Tax: $6,304 (2025)Community: Highlands/Summerlake Grvs #1Townhouse
Taxes:$6,304
Remarks: MASSIVE PRICE REDUCTION !! THIS PROPERTY IS LISTED OVER $10,000 BELOW CURRENT MARKET VALUE - SELLERS ARE HIGHLY MOTIVATED!! Look no further, this meticulously maintained townhouse checks all the boxes. Brand NEW ROOF (2025) and NEW CARPET with a 10-year WARRANTY makes this home feel brand new. Stainless steel kitchen appliances complete with a BOSCH DISHWASHER. the OPEN CONCEPT is inviting and there is a BONUS ROOM downstairs that could be used as an office, playroom, formal dining room, or sitting room. Enjoy the outdoors with an enclosed private courtyard. Rated one of the best neighborhoods in the country, Summerlake Groves, where small-town charm meets modern conveniences, TOP-RATED SCHOOLS and TOP-NOTCH RESORT-STYLE AMENITIES with the endless dining options, shopping and entertainment options of DISNEY & the booming HAMLIN TOWN CENTER less than 5 miles away! Location matters - this unit backs up to a quiet street not on a main road just a short walk to the community pool. At home you’ll enjoy LOW MAINTENANCE high-style living from your welcoming front porch to your private courtyard.
Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)
Listing Agent: Steven Tsukamoto (407-625-1027)
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