Location: Winter Garden
Do Not Show Listings
17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$534,90045 Days on yellowkey MLS ID: G5111718
REDUCED by $5,000 (0.9%) on 06/02/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2019Monthly Fee: $215 Tax: $7,499 (2025)Community: Waterside/Johns Lk-Ph 2ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,499
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Looking for a move-in-ready home in Winter Garden with the upgrades already done? NO CDD!! This 3-bedroom, 3-bath home with a loft in The Cove at Waterside offers stylish finishes, flexible living space, and a location close to shopping, dining, and downtown Winter Garden. Inside, you’ll find luxury vinyl plank flooring, fresh interior paint, granite countertops, solid maple 42-inch cabinetry, a double wall oven, and a custom dry bar with wine refrigerator and mini refrigerator. The loft adds extra space for a home office, media room, playroom, or guest retreat. Other highlights include new carpet, a tankless gas water heater, Low-E dual-pane windows, 15 SEER HVAC, utility room cabinets with sink, new attic insulation, and a screened lanai for outdoor living. Community amenities include a resort-style pool, upgraded fitness center, and private community lakefront park near Johns Lake. Ask for full list of upgrades and features
Listing is courtesy of: TOWERSIDE REALTY INC (407-454-9800)
Listing Agent: Jennifer Roberts (407-456-2124)
1701 E BAY ST, WINTER GARDEN, FL 34787
$295,0007 Days on yellowkey MLS ID: O6413973
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 825 Built: 1950 Tax: $2,560 (2025)Community: Joe Louis Park First AddSingle Family
Taxes:$2,560
Elementary School: Maxey Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully renovated 2-bedroom, 2-bath home in the heart of Winter Garden. Blending modern updates with timeless charm, this move-in-ready residence offers stylish finishes, functional living spaces, and a convenient location just minutes from Historic Downtown Winter Garden. Step inside to discover a bright, refreshed interior featuring contemporary flooring, recessed lighting, updated fixtures, and an open, inviting atmosphere. The fully remodeled kitchen showcases elegant white shaker cabinetry, sleek countertops, stainless steel appliances, and modern hardware, creating a clean and sophisticated space for everyday living and entertaining. The renovated bathrooms feature designer-inspired finishes, including a spacious walk-in shower with stunning marble-look tile, upgraded fixtures, and a modern vanity. Thoughtful updates throughout the home provide a fresh, cohesive look while maintaining comfort and functionality. Outside, enjoy a spacious lot shaded by mature trees, offering room for outdoor entertaining, gardening, pets, or future expansion. Fresh exterior improvements and landscaping enhance the home's curb appeal, while the absence of HOA restrictions provides added flexibility and freedom. Conveniently located near shopping, dining, parks, the West Orange Trail, major highways, and all that Downtown Winter Garden has to offer, this turnkey property presents an exceptional opportunity for homeowners and investors alike. Don't miss your chance to own a beautifully updated home in one of Central Florida's most sought-after communities.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787
$525,00013 Days on yellowkey MLS ID: O6411576
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2018Monthly Fee: $105 Tax: $4,991 (2025)Community: Oakland Trls Ph 1Single Family
Taxes:$4,991
Elementary School: Tildenville Elem
Remarks: Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
15149 CANOE PL, WINTER GARDEN, FL 34787
$799,00011 Days on yellowkey MLS ID: O6412776
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3081 Built: 2019Monthly Fee: $385 Tax: $9,388 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$9,388
Remarks: Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: William Grim, Iii (407-314-9784)
16614 HARBOR SAIL WAY, WINTER GARDEN, FL 34787
$1,495,0005 Days on yellowkey MLS ID: O6414639
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4882 Built: 2016Monthly Fee: $168 Tax: $11,216 (2025)Community: Waterside/Johns Lake Ph 1Spa: YesSingle Family
Taxes:$11,216
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the entire home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center, community pool, and exclusive Johns Lake access. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Garry Walmsley (407-923-2134)
13526 FOX GLOVE ST, WINTER GARDEN, FL 34787
$845,00081 Days on yellowkey MLS ID: O6388630
1 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3866 Built: 2005Monthly Fee: $243 Tax: $11,960 (2025)Community: Stoneybrook WestSpa: YesSingle Family
Taxes:$11,960
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
17126 ARROWHEAD BLVD, WINTER GARDEN, FL 34787
$565,00024 Days on yellowkey MLS ID: O6409499
4 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2114 Built: 1984 Tax: $2,608 (2025)Community: Arrowhead LakesSingle Family
Taxes:$2,608
Remarks: Florida Lake Front Charm. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge. Spring Fed Lake. A2 zoning. A+ schools. No HOA. Established Neighborhood. New Roof and Soffits Sept. 2025, New Exterior Paint Sept 2025, Refrigerator 2024, Dishwasher 2024. Owner is in the process of moving. Estate sale in progress and deep cleaning will be done before closing.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-299-3000)
Listing Agent: Dan Lu (407-454-3601)
9606 WOODCRANE DR, WINTER GARDEN, FL 34787
$525,00022 Days on yellowkey MLS ID: O6410113
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2101 Built: 2017Monthly Fee: $164 Tax: $5,079 (2025)Community: Watermark Ph 2BSingle Family
Taxes:$5,079
Elementary School: Panther Lake Elementary
High School: Horizon High School
Remarks: Under contract-accepting backup offers. Prime corner lot home in the highly sought-after Horizon West community of Watermark in Winter Garden with no front neighbors and peaceful water views. Ideally located just a short walk to the community amenity center and The Mark shopping center featuring Starbucks, New York Beer Project, 7-Eleven, Walgreens, dining, entertainment, and more. Enjoy nightly Disney fireworks views right from the front porch, living room or loft sofa. Conveniently located near State Road 429, Hamlin Town Center, top-rated schools, Orange County National Golf Center, and Walt Disney World. This home offers the perfect blend of lifestyle, convenience, and location in the heart of Horizon West.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,725,00099 Days on yellowkey MLS ID: O6387519
REDUCED by $45,000 (2.5%) on 06/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3781 Built: 2020Monthly Fee: $208 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Taxes:$14,831
Remarks: PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & 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, community 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. 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. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
7687 BOWERY DR, WINTER GARDEN, FL 34787
$830,0005 Days on yellowkey MLS ID: O6415123
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3179 Built: 2020Monthly Fee: $134 Tax: $9,576 (2025)Community: Ravenna Ph 1Single Family
Taxes:$9,576
Elementary School: Summerlake Elementary
Remarks: Welcome to the luxury of 7687 Bowery Dr, located within the highly desirable, master-planned Ravenna community of Horizon West. This exquisite home offers a rare combination of upscale lifestyle flexibility and long-term value. Grand 8-foot double front doors open into a beautifully designed layout, setting the stage for an expansive, masterfully crafted floor plan featuring 5 bedrooms, 4 full bathrooms, and over 3,100 square feet of high-end living space. INTERIOR HIGHLIGHTS: Designed for both grand entertaining and comfortable everyday living, the main living areas showcase stunning 8"x36" designer tile flooring. NO CARPET: The home features durable tile and waterproof luxury vinyl plank flooring throughout for ease of maintenance. At the heart of the residence is a chef’s dream kitchen, anchored by a massive 11-foot center island with seating for five, 42" light gray cabinetry with crown molding, gleaming white quartz countertops, premium stainless steel appliances, double wall ovens, and a drop-in cooktop. THOUGHTFUL FLOOR PLAN FLEXIBILITY: The luxurious main-level primary suite serves as a true sanctuary, featuring elegant tray ceilings, dual walk-in closets, and a spa-like 5’x8’ frameless glass shower with dual shower heads. For maximum functionality, the home features a Jack-and-Jill bathroom layout between bedrooms 2 and 3, plus a private en-suite bathroom for bedroom 5—making it perfectly optimized as a primary residence, multi-generational retreat, or private guest wing. OUTDOOR OASIS & PEACE OF MIND: Step outside to your expansive, premium 0.48-acre lot—one of the largest in the entire community! Designed for true tranquility, this oversized backyard boasts NO REAR NEIGHBORS and looks out directly over a serene, protected conservation area, providing ultimate privacy and beautiful natural views. Best of all, residents can enjoy spectacular theme park fireworks every night right from their own property! The neighborhood offers a community pool, playground, low HOA fees, and NO CDD. PRIME LOCATION: Perfectly positioned in Winter Garden, you are zoned for top-rated public schools and sit just minutes from Hamlin Town Center, premium shopping, dining, and major transport corridors, including the 429, 408, and Florida’s Turnpike for a swift commute to downtown Orlando, Disney World, and Universal Studios. Schedule your private showing today and discover the ultimate Central Florida lifestyle!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Brigida Lopez (321-945-3989)
7827 SKIING WAY, WINTER GARDEN, FL 34787
$4,900,0007 Days on yellowkey MLS ID: O6414451
Bed: 5 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 5564 Built: 2018Monthly Fee: $300 Tax: $46,587 (2025)Community: Isles Of Lake HancockSpa: YesSingle Family
Taxes:$46,587
Remarks: Nestled along the southern shoreline of Lake Hancock amidst an enclave of custom-built lakefront homes, within the private gates of the exclusive Isles of Lake Hancock, this newly remodeled masterpiece offers the finest materials and craftsmanship and is ideally situated on 110’ of pristine shoreline frontage with the lake’s most expansive water views. The entryway involves monumental scale and effortless, whisper-quiet operation with the spectacular custom-engineered pivot door--weighing 1500 pounds, it is a true architectural statement piece. Be greeted by captivating pool and long lake views that highlight the spacious great room, kitchen, and family dining areas. Fully reimagined with a recent complete makeover, tasteful styling and distinctive elements combine with worldly and contemporary details throughout. Bathrooms and Kitchen have been upgraded with only the finest selections, and brands including Hansgrohe and Toto. The light and bright custom kitchen includes oversized professional grade Wolf and Sub-Zero appliances, a Miele steam oven, a built-in Miele coffee maker and ice maker, dual dishwashers, dual kitchen islands, sleek Quartz countertops, plus an oversized pantry. Distinctive tiling and stone of light and natural hues in all five full baths, with rich exotic hickory wood floors in all large living areas, as well as two half baths. The large poolside lanai features an extraordinary outdoor kitchen complete with grill, smoker, hoods and sink, a generous dining area, uniquely dressed in ultra-premium Brazilian Ipe flooring (marine-grade hardwood used for luxury yacht decking, engineered by nature to be completely rot-resistant, moisture-proof and warp-resistant). The outdoor area is enclosed by retractable screens. The entire pool deck area is surfaced by natural stone and offers stunning lake views. The custom dock and boathouse avail the best opportunities to fully enjoy Florida lake life. Lake Hancock is a chain of three lakes, pristine waters with miles of shoreline for boating, and is paradise for fishing and all water sports. Many top golf courses are nearby, including Disney, Orange County National, The Four Seasons, Isleworth, and West Orange. Shopping conveniences at Hamlin are only minutes away, and the Hamlin town center plans include docks for water access to restaurants, shops and a movie theater. All only minutes from Disney, downtown Winter Garden, Windermere, and the world famous attractions of Orlando.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787
$435,000251 Days on yellowkey MLS ID: O6349881
REDUCED by $10,000 (2.2%) on 06/10/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 2018Monthly Fee: $142 Tax: $7,556 (2024)Community: Watermark Ph 2BSingle Family
Taxes:$7,556
Tax Year: 2024
Remarks: Beautiful 4 bedrooms, 2.5 bathrooms, 2 car garage home located in the desirable Watermark community in Winter Garden. Home is perfectly located near the clubhouse (5min walk distance), all tile on the first floor and tray ceiling in the master suite. Watermark has resort-like amenities that includes a pool with splash pad, playground, club house, fitness center, tennis court and nearby attractions such as Orange County National Golf Center and Disney Golf courses. This house was built by Meritage Homes and is well-known for their energy-efficient features, that helps homeowners to live a healthier lifestyle while saving thousands of dollars on utility bills. Winter Garden's unique charm and ambiance offers a wide variety of entertainment, shopping, and dining experiences like the BRAND NEW "THE MARK" which brings Starbucks, 7Eleven, Advent Health, Walgreens and more just a walk distance from the house. A new High School (Horizon West High School) has been added to the zip code and a brand new Elementary School is being built, both within 2 miles from the house.
Listing is courtesy of: JOY ESTATE ENTERPRISE INC (321-754-9131)
Listing Agent: Mengshi Lu (407-800-3900)
14494 BREAKWATER WAY, WINTER GARDEN, FL 34787
$679,000194 Days on yellowkey MLS ID: S5139023
1 Days Off yellowkey (back on 6/10/2026)
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)
17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787
$1,790,00034 Days on yellowkey MLS ID: O6406639
REDUCED by $35,000 (1.9%) on 06/10/2026
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4977 Built: 2025Monthly Fee: $86Community: Lake Star/Ovation Ph 1BSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Luxury lake view living at its finest in the heart of Horizon West Ovation. Welcome to one of the most impressive and exclusive homes in the area. This stunning nearly brand new residence offers the largest and most prestigious floor plan built by the builder, featuring 5 spacious bedrooms, 5 full bathrooms, 1 powder bath, and nearly 5,000 sqft of refined living space designed with elegance, comfort, and functionality in every detail. Situated on an oversized premium homesite with exceptional spacing between neighboring homes, this property delivers a rare sense of privacy, tranquility, and open luxury that is almost impossible to find in Central Florida. The home is positioned with breathtaking rear lake and conservation views, creating an incredible atmosphere of peace and exclusivity. There is also potential to build a private deck and further enhance the outdoor lake lifestyle experience. Built with top tier finishes and upgrades identical to the builder’s model home, every space in this residence was carefully designed to impress. The home features an incredible open concept layout, expansive living spaces, soaring ceilings, premium flooring, designer finishes, and a spectacular gourmet kitchen perfect for entertaining and everyday luxury living. The bedrooms are exceptionally spacious, while the oversized laundry room is filled with cabinetry and includes a utility sink for convenience and organization. The owner’s suite is a true masterpiece and private retreat, surrounded by an extended balcony overlooking the lake and conservation views, creating the perfect setting to relax while enjoying breathtaking sunsets and even Disney fireworks at night. This home offers the perfect combination of luxury, space, privacy, nature, and location. Positioned in one of the fastest growing and most desirable communities in Central Florida, Horizon West at Ovation, the property is located only about 10 minutes from Disney, with easy access to shopping, restaurants, entertainment, major highways, and top rated schools. Opportunities like this are extremely rare. Do not miss the chance to own one of the finest luxury lake view homes in Horizon West.
Listing Agent: Francisco Tatagiba Junior (386-517-3488)
617 MARSH REED DR, WINTER GARDEN, FL 34787
$750,00045 Days on yellowkey MLS ID: O6402724
REDUCED by $9,000 (1.2%) on 06/05/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2828 Built: 2016Monthly Fee: $128 Tax: $5,746 (2025)Community: Johns Lake PointeSingle Family
Taxes:$5,746
Elementary School: SunRidge Elementary
Remarks: From the moment you arrive, this home feels like a place to slow down, settle in, and truly enjoy the best of Winter Garden living. Set within a quiet community, it offers a welcoming blend of comfort, natural light, and thoughtfully designed spaces that make everyday life feel just a little more special. Inside, the home is filled with bright, natural light that enhances its open and inviting feel. Careful attention to design creates a sense of warmth and refinement throughout, offering spaces that are both functional and comfortable for daily living or hosting guests. Step outside to a stunning covered pool area that becomes the heart of the home. Whether you are enjoying a quiet morning or gathering with friends, this private outdoor space offers the perfect setting to relax and unwind while taking full advantage of Florida living year-round. The surrounding community adds another layer of appeal, offering access to amenities such as a clubhouse, pool, and tennis courts that support both recreation and connection. The neighborhood setting encourages time outdoors while maintaining a peaceful and well-kept environment. Location is where this home truly shines. Just minutes from the vibrant Horizon West and Hamlin area, you will enjoy easy access to shopping, dining, and everyday conveniences. Nearby major roadways make commuting and travel simple, while local attractions and outdoor spaces provide endless opportunities to explore and enjoy your surroundings. This home offers a unique balance of comfort, convenience, and lifestyle, creating a space where both everyday moments and special occasions feel effortless. Schedule your private showing to experience it in person and see how it fits your next chapter.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Stacey Vazquez (407-874-5751)
650 MEDORA WAY, WINTER GARDEN, FL 34787
$1,157,1904 Days on yellowkey MLS ID: O6413464
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$993
Elementary School: Dillard Street Elem
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Tatiana Souza (407-467-9914)
6460 MAKRUT LIME DR, WINTER GARDEN, FL 34787
$869,0005 Days on yellowkey MLS ID: O6414802
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3103 Built: 2018Monthly Fee: $142 Tax: $10,250 (2025)Community: Hamlin ReserveSingle Family
Taxes:$10,250
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: FULLY FURNISHED!! Welcome to the home you've been waiting for in the highly desirable Hamlin Reserve community by Ashton Woods! This beautifully fully furnished 4-bedroom, 3.5-bath residence offers 3,103 square feet of thoughtfully designed living space and is truly move-in ready. Featuring premium flooring throughout, an open-concept layout, and a gourmet kitchen with a large quartz island and high-end stainless steel appliances, this home perfectly blends style and functionality for modern living. The spacious primary suite provides a private retreat, while three additional bedrooms with plenty of room for family and guests. Step outside to the covered lanai and private backyard, ideal for enjoying your morning coffee or hosting weekend gatherings. All appliances are included, making your transition effortless. Located in the sought-after Hamlin Reserve, residents enjoy a low HOA of just $140/month, which includes access to the community pool, playground, clubhouse, and dog park—with NO CDD fees. One of the community's greatest advantages is its walkability to Hamlin Town Center, where you'll find Publix, PopStroke, coffee shops, restaurants, shopping, and entertainment just a short stroll away. Conveniently situated near SR-429, Historic Downtown Winter Garden, Walt Disney World, and zoned for A-rated Horizon West schools, this exceptional home offers the perfect combination of luxury, location, and lifestyle. Don't miss this opportunity—schedule your private showing today!
Listing Agent: Jenny Mahet, Pa (973-722-2894)
611 SIGLER DR, WINTER GARDEN, FL 34787
$899,7604 Days on yellowkey MLS ID: O6415005
Bed: 4 Bath: 3.5 Gar: 22 Liv Area Sq Ft: 2432 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Remarks: Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
403 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$999,96139 Days on yellowkey MLS ID: O6405130
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2681 Built: 2024Monthly Fee: $240 Tax: $9,118 (2025)Community: Winter GroveSpa: NoSingle Family
Taxes:$9,118
Remarks: 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 intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom former model home with a 2-car garage situated on a conservation view homesite offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring Winstead Quill cabinetry, striking quartz countertops and a decorative tile backsplash. Built-in Whirlpool stainless steel appliances, including a refrigerator and natural gas cooktop, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, featuring an outdoor kitchen that enhances indoor-outdoor living. Beyond the covered lanai, the backyard offers a relaxing fireplace with a waterfall feature on either side, all overlooking tranquil conservation views. The first floor also offers a convenient powder room, perfect for guests, as well as a bedroom with an attached bathroom. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet (in a built-in closet system) and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and another bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room simplifies everyday tasks. Beautiful wood-look tile flooring is found throughout the first floor, laundry room, and bathrooms, while plush, stain-resistant carpet complements the loft and bedrooms. Designer-curated finishes elevate every corner of this home, including thoughtfully placed rain gutters, matte black plumbing fixtures and hardware, built-in drop zone, comfort height toilets, Whirlpool washer and dryer, and wood-look luxury vinyl plank treads and risers at the staircase. This home is equipped with a smart thermostat, video doorbell, LED down lights, digital IP camera pre-wire, surround sound pre-wire, smart irrigation control, and smart door lock and garage door opener 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. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,449,000101 Days on yellowkey MLS ID: O6387379
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $50,000 (3.3%) on 05/29/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Remarks: Under contract-accepting backup offers. Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
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