Location: Winter Garden, 34787
Do Not Show Listings
721 FOSTER AVE, WINTER GARDEN, FL 34787
$719,00081 Days on yellowkey MLS ID: O6388329
REDUCED by $31,000 (4.1%) on 05/12/2026
Bed: 7 Bath: 0.0 Liv Area Sq Ft: 2293 Built: 1960 Tax: $6,763 (2024)Community: BurchshireApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,763
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: ATTENTION INVESTORS! Rare opportunity to own a fully occupied triplex in the heart of Winter Garden. Located within walking distance to the popular Plant Street district with its vibrant shops, restaurants, and entertainment. This true triplex sits on an oversized lot and features three renovated units with reliable tenants. Each unit is individually metered for electricity, and the property is connected to city water and city sewer. Tenants pay their own utilities and are responsible for yard maintenance. The oversized lot provides additional flexibility and potential for future expansion such as a garage apartment or in-law suite (buyer to verify zoning and building requirements). Roof replaced approximately 10 years ago. Excellent location with strong long-term appreciation potential.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Monica Perlas (407-446-8086)
5217 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$899,000182 Days on yellowkey MLS ID: O6363382
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3144 Built: 2023Monthly Fee: $168 Tax: $11,569 (2024)Community: Silverleaf ReserveSingle Family
Taxes:$11,569
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Beautiful home in the community of Silverleaf. The home features Alexa-enabled smart automation for lighting, temperature, and other functions, and is move-in ready. The backyard offers no rear neighbors, a pond view, and nighttime views of the Disney fireworks. Conveniently located near two A-rated schools (elementary and middle) with easy access in and out of the community. Don’t miss the opportunity to purchase a home ready for immediate occupancy in Silverleaf.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Natalia Romanelli Mourao (407-405-4534)
12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$609,90075 Days on yellowkey MLS ID: O6389532
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $2,162 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$2,162
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: SELLER WILLING TO CONTRIBUTE UP TO $18,000 TOWARDS CLOSING COSTS OR BUYER RATE BUY-DOWN! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. The downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. This home reflects over $10,000 in uprgrades including an extended fenced in lanai, frameless shower doors and more! Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, beautiful community pool and convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787
$1,100,000307 Days on yellowkey MLS ID: O6329696
REDUCED by $146,000 (11.7%) on 05/12/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3347 Built: 2014Monthly Fee: $195 Tax: $552 (2024)Community: Signature Lakes Parcel 1DSpa: YesSingle Family
Taxes:$552
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: SELLER MOTIVATED! Seller is offering a concession of up to $10,000 toward Buyer Pre-paids and Closing costs. Welcome to your dream oasis! This stunning 5-bedroom, 3.5-bath single-family home on Lake Hancock is a true masterpiece, offering the ultimate in luxury and comfort. With a contemporary design and exceptional features, this residence is a rare gem in the world of real estate. Upon entering this exquisite residence, you'll find a spacious living room and an elegant dining room, both thoughtfully designed for special occasions and entertaining. Continuing through the home, you'll be greeted by an exquisite open floor plan that seamlessly connects the kitchen, complete with top-of-the-line appliances, to the inviting family room. This perfect layout ensures that you're never far from the action, whether you're preparing a gourmet meal or enjoying quality time with family and friends. Natural light pours in through retractable sliding doors, creating an indoor-outdoor experience like no other. These doors lead to a captivating saltwater infinity pool and spa, perfect for relaxing on warm days or entertaining under the stars. With five generously sized bedrooms, there's plenty of space for your family and guests. The master suite is a sanctuary, featuring a spacious walk-in closet and an ensuite bath with all the luxurious amenities you deserve. Situated on a large corner lot, the property offers privacy and ample outdoor space for gardening, play, or simply basking in the sun. Your options are endless when it comes to creating your own outdoor paradise. This residence is not just a home; it's a lifestyle. Experience the epitome of elegance and modern living in every corner of this property. This home is just minutes from top-rated schools, shopping, dining, and moments away from the enchantment of Disney and Orlando's premier attractions.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Michele Acosta Gladding (407-963-6431)
441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787
$1,199,90082 Days on yellowkey MLS ID: O6385964
1 Days Off yellowkey (back on 5/9/2026)
INCREASED by $80,900 (7.2%) on 04/02/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4001 Built: 2000Monthly Fee: $83 Tax: $5,551 (2024)Community: Courtlea OaksSpa: YesSingle Family
Taxes:$5,551
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Jennifer Coon (321-948-8056)
16736 OAKBORO ST, WINTER GARDEN, FL 34787
$563,90068 Days on yellowkey MLS ID: O6388784
REDUCED by $11,100 (1.9%) on 05/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $6,967 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$6,967
Remarks: ****Price Improvement Alert****OVER $43,000 IN UPGRADES INCLUDING A WHOLE HOUSE SOLAR PANEL SYSTEM INCLDED IN PURCHASE! Be delighted with the reduced energy expenses from the day you move in. Don't wait to build and take advantage of the massive upgrades! Great opportunity to make homeownership a reality in the beautiful community of Waterleigh in Horizon West. HOA covers lawncare allowing you to enjoy all that Waterleigh has to offer: resort style amenities catering to any lifestyle, including a large club house with community room and fitness center that opens to a freeform pool, grilling stations and plenty of deck space to relax in the Florida sun. The sports enthusiast will fall in love with the multiple ball fields, tennis courts, beach volleyball court, pickle ball and outdoor fitness circuit. Playgrounds, gazebos and parks are scattered throughout the community for your pleasure. Phase three has a separate pool that is a great alternative to the main pool complex. This Clearden model offers many options and versatility. Natural light is amazing in every room! The first floor features an open plan with a bright white kitchen featuring a center island, stainless steel appliances, walk-in pantry as well as a coffee or dry bar area and overlooks the spacious family room that leads to the covered lanai. Main floor full bedroom with a private bath is ideal for guests, an office or an in-law suite. Upstairs there is an open loft, three additional bedrooms and a large laundry room. The expansive primary suite has an ensuite bathroom equipped with a double vanity, walk-in shower and plenty of closet space. The entertaining expands to the outside with covered front and rear lanais perfect for morning coffee or an evening BBQ. The fully fenced yard, whole home water softener, security system and solar panels add to the many upgrades in this beautiful home. Attached rear entry oversized two car garage provides plenty of room to park two vehicles and the brick paver driveway can accommodate up to four additional vehicles. Take advantage of the many community activities that are sponsored by the HOA for your pleasure year-round. Zoned for top rated schools including the elementary and middle schools within walking distance. Shopping, restaurants and lifestyle shops are all within the planned community. Minutes to the Walt Disney World complex, major roadways and an easy commute to the Orlando International Airport or Downtown Orlando. Special note, this home is equipped with Solaredge Solar panels that come with a transferrable warranty to the new Owner. This feature significantly reduces the monthly power bill! Call today for a private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Michael Morris (407-383-5434)
14501 GROVE RESORT AVE #1612, WINTER GARDEN, FL 34787
$299,000218 Days on yellowkey MLS ID: S5136940
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $875 Tax: $6,828 (2024)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$6,828
Remarks: The VIEW makes this unit stand out above others! BLDG 1 ALLOWS FINANCING! Come enjoy this EXCEPTIONAL Fully Furnished 6th floor Vacation Condo unit with WATER AND CONSERVATION VIEWS plus Evening Fireworks views from your private South-facing Balcony at The Grove Resort and Spa/Water Park in Orlando near Walt Disney World! Experience the Resort FUN yourself and enjoy the income-producing option to rent out your unit when you are away. This Full-service Fully-furnished Luxury Resort unit is the Birch model (split plan 1375 sq ft) in Bldg 1H. Two bedroom suites plus sleeper sofa in the great room, TVs in all rooms, Fully equipped Kitchen, inside private Laundry room, a short walk to Attached Garage parking, and the Fitness Center is conveniently just downstairs! Experience lifetime memories at the multitude of amenities on site: the Surfari Water Park with an amazing FlowRider Surf Simulator, Lazy River, Water slides, numerous pools and activities, cabanas, meeting areas, shopping options and Family Fun Center, or escape just minutes away to neighboring theme parks, shopping, restaurants, and more!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Lois Ann Cox, Pa (407-666-8452)
838 BETHUNE AVE, WINTER GARDEN, FL 34787
$275,00080 Days on yellowkey MLS ID: O6388596
2 Days Off yellowkey (back on 5/12/2026)
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
Tax Year: 2025
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)
18191 CIDER MILL LN, WINTER GARDEN, FL 34787
$464,99041 Days on yellowkey MLS ID: O6399312
REDUCED by $5,510 (1.2%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2025Monthly Fee: $190 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Remarks: Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$479,00015 Days on yellowkey MLS ID: B4902258
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 1990Monthly Fee: $25 Tax: $2,403 (2025)Community: Crown Point SpgsSingle Family
Taxes:$2,403
Remarks: Welcome Home!! Nestled beneath the canopy of beautiful mature oak trees on a large corner lot, this exceptional 4-bedroom, 2-bathroom home offers the perfect blend of warmth, space, and classic Florida charm in one of Winter Garden’s most desirable locations. From the moment you arrive, the inviting curb appeal and expansive lot create a welcoming first impression that immediately feels like home. Inside, the thoughtfully designed split floorplan provides both privacy and functionality, featuring a formal living room and elegant formal dining room ideal for entertaining guests or hosting family gatherings. At the heart of the home, the spacious family room showcases a stunning wood-burning fireplace, creating a cozy focal point perfect for relaxing evenings and holiday memories. The seamless flow of the living spaces makes this home ideal for both everyday living and entertaining alike. Step outside to the oversized screened-in rear porch, where you can unwind while overlooking the spacious backyard shaded by majestic oak trees. Whether enjoying your morning coffee, hosting weekend barbecues, or simply appreciating the peaceful outdoor setting, this backyard offers endless possibilities for relaxation and recreation. This home has been meticulously maintained with several important updates already completed, including a roof replaced in 2018 and an HVAC system installed in 2022. Additional features include public water and sewer, an irrigation system to keep the landscaping lush year-round, and gutters with leaf guards for added convenience and low-maintenance living. Best of all, enjoy the benefits of a LOW HOA at only $250 annually. Combining timeless character, generous living spaces, mature landscaping, and major system upgrades, this Winter Garden gem offers an incredible opportunity to enjoy comfortable Florida living just minutes from shopping, dining, entertainment, and major commuter routes.
Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)
Listing Agent: Craig Burke (863-899-5010)
6153 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$680,03017 Days on yellowkey MLS ID: G5112171
0 Days Off yellowkey (back on 5/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
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, an award-winning single-story, 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. 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)
13552 AUTUMN HARVEST AVE, WINTER GARDEN, FL 34787
$530,00017 Days on yellowkey MLS ID: O6404264
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 2025Monthly Fee: $343 Tax: $2,022 (2025)Community: Harvest/OvationTownhouse
Taxes:$2,022
Remarks: Beautifully maintained home located in the highly desirable area of Winter Garden! This spacious property offers the perfect blend of comfort, style, and convenience, featuring an open-concept floor plan, generously sized bedrooms, and abundant natural light throughout. The modern kitchen is ideal for entertaining, complete with ample cabinet space and a functional layout that flows seamlessly into the living and dining areas. Enjoy relaxing evenings in the private backyard with space for outdoor gatherings and family fun. Conveniently located near top-rated schools, shopping, dining, major highways, and world-famous attractions. A wonderful opportunity to own a beautiful home in one of Central Florida’s most sought-after communities—schedule your private showing today!
Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)
Listing Agent: Milena Nunez (407-247-1814)
8807 EDEN COVE DR, WINTER GARDEN, FL 34787
$699,500113 Days on yellowkey MLS ID: G5107610
REDUCED by $25,000 (3.5%) on 05/03/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3278 Built: 2015Monthly Fee: $342 Tax: $11,198 (2025)Community: Marina Bay At WaterlSingle Family
Taxes:$11,198
Elementary School: Panther Lake Elementary
Remarks: One or more photo(s) has been virtually staged. *Back on the market after upgrades* Designed for today’s lifestyle, this spacious residence offers over 3,200 square feet of thoughtfully designed living space — perfect for remote work, entertaining, and everyday comfort. With generous flex areas ideal for dual home offices and a first-floor bedroom with an adjacent full bath, the layout easily accommodates both multigenerational and growing families. New kitchen appliances including cool-to-touch range and home warranty offers added assurance. Located on a mature tree-lined street in the highly sought-after Waterleigh community within Horizon West, you are steps away from scenic lakes, walking trails, and resort-style amenities, including multiple clubhouses with fitness centers, sparkling pools, miniature golf, sand volleyball courts, and even a fishing pier. Low HOA fees also include lawn care for added convenience and peace of mind. Enjoy the convenience of walking to supermarkets, banking, and dining at Waterleigh Village. Horizon West is one of West Orange County’s fastest-growing master-planned communities, offering new shopping centers, restaurants, and highly rated local schools. Schedule your private showing today or watch a virtual tour! (Photos taken with staging furniture, owner is FL licensed realtor)
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Robert Tau (407-655-2003)
8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787
$649,99945 Days on yellowkey MLS ID: O6396729
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2706 Built: 2018Monthly Fee: $252 Tax: $6,076 (2025)Community: Summerlake Pd Ph 4BSingle Family
Taxes:$6,076
Elementary School: Summerlake Elementary
Remarks: Elevated Florida Living: Designer 4BR Home in Sought-After Summerlake! Welcome to a refined blend of elegance and modern comfort in the fabulous Summerlake community of Winter Garden. This exceptional two-story residence offers 4 bedrooms and 3 full bathrooms, thoughtfully curated with upscale finishes and timeless design. From the moment you enter, you’re greeted by an abundance of natural light and a seamless open-concept layout that exudes both sophistication and warmth. The expansive living and dining areas flow effortlessly into a beautifully appointed chef’s kitchen, featuring premium countertops, custom cabinetry, and an oversized island designed for both everyday living and elevated entertaining. A main-level guest suite with a full bath provides privacy and flexibility, ideal for visitors or a dedicated executive office. Upstairs, retreat to the luxurious primary suite—your private sanctuary—complete with a spa-inspired en-suite bath and a spacious walk-in closet. Additional bedrooms and a versatile loft adds endless possibilities for relaxation, work, or play. Step outside to your covered lanai and enjoy serene outdoor living, perfect for morning coffee or evening gatherings under the Florida sky. As a resident of Summerlake, you’ll enjoy access to resort-style amenities including a sparkling community pool, state-of-the-art fitness center, scenic walking trails, and beautifully maintained green spaces—all just minutes from top-rated schools, upscale shopping, dining, and convenient highway access. This is more than a home—it’s a lifestyle defined by comfort, convenience, and elevated living.
Listing is courtesy of: GREEN KEY REALTY LLC (407-491-2327)
Listing Agent: Michael Davis (407-491-2327)
15508 BLACKBEAD ST, WINTER GARDEN, FL 34787
$430,000139 Days on yellowkey MLS ID: O6371455
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1754 Built: 2017Monthly Fee: $313 Tax: $6,652 (2025)Community: Summerlake Pd Ph 2C-2ETownhouse
Taxes:$6,652
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. If you’re looking for low-maintenance living without giving up space, convenience, or community, 15508 Blackbead Way is worth a closer look. This 3-bedroom, 2.5-bath townhome is located in Summerlake, a well-established Winter Garden neighborhood known for its amenities and everyday ease. The main floor features an open, fluid layout designed for both entertaining and day-to-day living, complete with a convenient half bath. The open kitchen flows naturally into the dining and living spaces, creating a connected feel that works just as well for hosting as it does for quiet nights at home. Upstairs, all bedrooms are thoughtfully positioned alongside a centrally located laundry room, keeping everything right where you need it. The generous primary suite offers comfortable separation from the secondary bedrooms and includes a large walk-in closet. One of the most unique features of this home is the oversized driveway—a rare find for a townhome and a direct result of the lot’s placement. It offers exceptional parking and flexibility, and as an added bonus, you can enjoy views of the Magic Kingdom fireworks right from the driveway—an unexpected and special touch that truly sets this home apart. Summerlake residents enjoy a resort-style pool, fitness center, walking trails, parks, playgrounds, and a true sense of community, including Food Truck Thursdays held on the third Thursday of each month. With easy access to shopping, dining, major roadways, and nearby schools, this is an opportunity to enjoy Winter Garden living with comfort, connection, and less upkeep.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
15807 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$752,000192 Days on yellowkey MLS ID: O6361039
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2867 Built: 2018Monthly Fee: $58 Tax: $9,096 (2024)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$9,096
Remarks: Welcome to your dream home in the prestigious SummerLake community, perfectly positioned on a corner lot for ultimate privacy and curb appeal. This stunning residence features fully owned solar panels, offering energy savings with no monthly payments and sustainable living at its finest. Step inside to discover spacious, integrated living areas filled with natural light, ideal for entertaining or creating cherished family moments. The main-floor bedroom with a private bath provides comfort and flexibility for guests or multigenerational living. The kitchen, equipped with stainless steel appliances and ample counter space, seamlessly connects to the dining and living areas, creating a true heart of the home. Upstairs, retreat to three carpeted bedrooms and a versatile loft, perfect for work, study, or play. One of the property’s most unique features is the private mother-in-law suite above the detached garage, accessible via its own rear entrance, offering independence and privacy for extended family, guests, or even a home office. Enjoy Florida’s beautiful weather from the screened porch, a serene outdoor escape for relaxation or entertaining. With its thoughtful layout, exceptional features, and prime location near top-rated schools, local amenities, and major highways, this home embodies the perfect combination of luxury, functionality, and Florida lifestyle. Don’t miss your chance to own this extraordinary property—schedule your private showing today and experience the ultimate in comfort and elegance!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787
$999,99988 Days on yellowkey MLS ID: O6385808
REDUCED by $49,001 (4.7%) on 05/06/2026
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)
14494 BREAKWATER WAY, WINTER GARDEN, FL 34787
$679,000176 Days on yellowkey MLS ID: S5139023
INCREASED by $30,000 (4.6%) on 05/11/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3638 Built: 2016Monthly Fee: $140 Tax: $9,261 (2024)Community: Black Lake PreserveSingle Family
Taxes:$9,261
Remarks: when you walk in high ceiling and gas stove Living is easy in the impressive two-story, three-car garage, 3,627 square foot Lancaster. This floorplan encompasses five spacious bedrooms, three luxurious baths, a formal living and dining area, and a generous family room and a separate gathering room. Although all of the bedrooms, except the guest bedroom, are located upstairs, the lavish master suite is very private and includes a sitting area. The master suite showcases design and functionality with a tremendous walk-in closet, dual bathroom cabinets with sinks, and a shower and separate soaking tub. The convenient upstairs laundry is great for busy families alleviating the need to carry heavy baskets up and down the stairs. On the first floor, the family room and gourmet kitchen, complete with a walk-in as well as a butler pantry, combine and create the perfect place to entertain family and friends.Black Lake Preserve will enjoy prestigious living in a neighborhood fronted with an impressive brick wall. For the convenience of the residents, there are two privacy-gated entries. Residents will also enjoy living near to newly built elementary and middle schools where children can walk or ride bikes to attend. Close proximity to Florida’s Turnpike and State Roads 535 and 429 will provide an easy drive for commuters to destinations including downtown Orlando, Walt Disney World Resort and the Maitland Exchange
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$688,32475 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.
2609 SLAGROVE CT, WINTER GARDEN, FL 34787
$539,000147 Days on yellowkey MLS ID: O6369515
REDUCED by $5,000 (0.9%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2383 Built: 2003Monthly Fee: $205 Tax: $4,293 (2024)Community: Stoneybrook West Ut 04 Rep 49 121Single Family
Taxes:$4,293
Remarks: Welcome to Stoneybrook West, a gated golf community located in the heart of Winter Garden. This single-story home sits on an oversized cul-de-sac lot and features 2,383 square feet of living space with a 4-bedroom, 2-bath split floor plan. Inside, the home offers open living and dining areas with high ceilings, along with a kitchen and family room combo that provides easy access to the covered lanai, great for everyday living and entertaining. The HOA includes 24-hour security, cable, internet, and a wide range of amenities such as a fitness center, tennis courts, community pool, volleyball and hockey courts, clubhouse, playground, and a community dock overlooking Lake Black. Conveniently located close to Winter Garden Village, top-rated schools, and major highways for easy commuting.
Listing Agent: Christian Dyas (407-375-7368)
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