Location: Winter Garden
Do Not Show Listings
6137 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787
$599,90022 Days on yellowkey MLS ID: O6418786
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2607 Built: 2014Monthly Fee: $184 Tax: $8,719 (2025)Community: Signature Lakes Ph 3B-1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,719
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this spacious 4-bedroom, 3-bathroom move-in ready home with master bedroom downstairs. High quality Vinyl plant floor through out second floor! Roof and AC are orignal and in good condition. The seller is very motivated, the home is in very good condition, although it is priced aggressively low which allows enough room for future new owners to do further updates after closing. Located in the resort style Signature Lakes/Independence community, this property will be your ideal home with its great open floor plan and a large covered lanai at the back overlooking conservation, perfect for relaxation. Home owners have easy access to community amenities, including community pools, fitness centers, tennis and basketball courts, scenic walking/biking trails, two boat ramps for access to Lake Speer & Lake Hancock, and much much more! Independence community is known for its HOA hosted seasonal festivals, July 4th Fireworks Spectacular, & Summer Splash Bashes with lots of family friendly activities. It's close to schools, Orange County Park and Sports Plex, the Hamlin Retail Center, Fowlers Grove, and have easy access to the 429 highway, The HOA includes cable and internet, adding to the home's value and convenience. Buyers verify with HOA about fees and by laws
Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)
Listing Agent: Eileen Li (407-765-2589)
17242 LAKE STAR RD, WINTER GARDEN, FL 34787
$975,00029 Days on yellowkey MLS ID: O6419512
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3101 Built: 2024Monthly Fee: $84 Tax: $11,322 (2025)Community: Northlake At OvationSpa: NoSingle Family
Taxes:$11,322
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Better Than New! Welcome to this stunning Ashton Woods Griffin II residence, completed in 2024 and located in the highly desirable Northlake at Ovation community in Winter Garden. Situated on a premium homesite with no rear neighbors, this beautifully upgraded home offers exceptional privacy, open green space views, and the perfect blend of luxury, comfort, and modern design. Featuring 4 bedrooms, 3 full bathrooms, 1 half bath, and an oversized 3-car garage, this thoughtfully designed floor plan offers 3,101 square feet of beautifully appointed living space filled with natural light, elegant finishes, and carefully selected designer upgrades. The heart of the home is the gourmet kitchen, featuring stone countertops, an expansive countertop workspace, a functional center island, stainless steel appliances, abundant cabinetry, and an open-concept layout that seamlessly connects to the dining and great room—perfect for entertaining and everyday living. One of this home's most remarkable features is its collection of professionally designed architectural upgrades that elevate it far beyond builder-grade finishes. The living room showcases a spectacular custom entertainment feature wall finished with contemporary wood slat panels, creating a amazing designer focal point. Flanking the fireplace are elegant custom-built drywall display shelves with integrated LED accent lighting, adding warmth, depth, and architectural character to the space. Further enhancing the home's luxurious feel is the upgraded frameless glass stair railing, creating a clean, open, and contemporary aesthetic while allowing natural light to flow freely throughout the home. Completing the design are custom floor-to-ceiling designer draperies that beautifully frame the dramatic two-story windows, adding elegance, texture, and sophistication to the main living area. The spacious primary suite offers a luxurious retreat with an oversized walk-in closet and a spa-inspired bathroom featuring dual vanities and a large walk-in shower. The additional bedrooms provide generous accommodations for family and guests while maintaining privacy and comfort. Step outside and enjoy one of the community's most desirable homesites, offering no rear neighbors, tranquil open green space, and a peaceful natural setting rarely found in newer communities. Built by Ashton Woods and completed in 2024, this home combines all the advantages of nearly new construction with the added value of premium custom improvements already completed. Residents of Northlake at Ovation enjoy outstanding community amenities including a resort-style swimming pool, clubhouse, playground, dog park, sidewalks, and beautifully maintained common areas, all conveniently located just minutes from Walt Disney World®, Horizon West, Hamlin Town Center, shopping, dining, top-rated schools, major highways, and Orlando's world-famous attractions. If you've been searching for a move-in-ready home that offers designer finishes, premium upgrades, exceptional privacy, and an unbeatable location, this is an outstanding opportunity. Schedule your private showing today!
Listing is courtesy of: SANMO REALTY, INC (305-967-6337)
Listing Agent: Carlos Firmi Firmino Da Silva Junior (321-948-1345)
1085 CHASE DR, WINTER GARDEN, FL 34787
$587,00035 Days on yellowkey MLS ID: O6417827
REDUCED by $13,000 (2.2%) on 07/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2967 Built: 2002Monthly Fee: $41 Tax: $3,262 (2025)Community: Island Pointe SubSingle Family
Taxes:$3,262
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Nicole Dege (443-404-9293)
9506 BOLERO RD, WINTER GARDEN, FL 34787
$749,00030 Days on yellowkey MLS ID: O6419794
0 Days Off yellowkey (back on 7/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2020Monthly Fee: $267 Tax: $6,938 (2025)Community: Waterleigh Ph 3ASpa: YesSingle Family
Taxes:$6,938
Remarks: Under contract-accepting backup offers. Welcome to your dream home and backyard oasis! This popular “Bellmore” floor plan has everything you will need. This sprawling 1 story home is perfect for entertaining featuring an open concept living area complete with family room/kitchen/dining combo. The stunning kitchen features a wall oven and wall microwave, cooktop, and large walk-in pantry. The best part of the house is the backyard where you will find a covered, screened in lanai perfect for dining à la Fresca with a gorgeous saltwater pool that is the perfect space for lounging and living the Florida lifestyle. The pool has all the works, including a spa, a heater with automation technology so you can fire up the spa right from your phone, pool lights for night swimming, pebble tech finish, and is surrounded by gorgeous Travertine tile. You will love the privacy and quiet of having NO REAR NEIGHBORS a corner lot, and cul de sac street. Located in the sought after Horizon West area zoned for “A” schools including Atwater Bay Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, water view, walking trails, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. Don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades!! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle of all Waterleigh has to offer! The sellers have done all the work to make this home perfectly move in ready including custom built in closets (2023), NEW exterior paint (2026), water softener (2024), new washer and dryer (2026), added laundry room cabinets (2026), 3 garage overhead storage racks (2023), expanded the tile into all the bedrooms (2025), and installed multiple ring cameras (2020) around the property that will convey to buyer.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Taylar Colangelo, Llc (781-413-7054)
15619 GIANT FOXTAIL CT, WINTER GARDEN, FL 34787
$1,450,00017 Days on yellowkey MLS ID: O6422589
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3086 Built: 2021Monthly Fee: $360 Tax: $21,033 (2025)Community: Lakeshore Preserve Ph 4Single Family
Taxes:$21,033
Elementary School: Panther Lake Elementary
Remarks: Captivating water and golf course views set the stage for a chic and distinguished single-story residence in Lakeshore Preserve. This better-than-new home boasts a great room floorplan with split bedroom layout, sliding pocket doors, an exceptional screened pool patio area with hybrid saltwater and chlorine pool with sun shelf and water features, plus tranquil lake beyond. Elegant white on white kitchen with stainless appliances, gas cooktop with hood, waterfall quartz island, and an abundance of cabinetry including a few lighted glass showplace cubicles with doors. Graced with wood-look tile flooring and transitional neutral grays and whites throughout this home offers a clean-look elegant canvas. Landscape lighting creates an elegant ambiance at night. Enjoy a nearly carefree lifestyle with exterior yard maintenance included in your monthly HOA fee. 1-gig high-speed internet is also included. Community features resort-style amenities including a waterfront community pool, cabanas, walking trails, and access to Lake Panther via a community ramp for canoes, kayaks, and other non-motorized watercraft. There’s also a community clubhouse with fitness center and activity spaces. Top-rated Panther Lake Elementary is located within the neighborhood and Horizon High School is across the street. Orange County National Golf Center is just minutes away. Enjoy nightly fireworks from the Magic Kingdom at Walt Disney World and easy access to the SR-429 to connect to downtown Orlando. Welcome to Horizon West’s best address for lifestyle, luxury, and livability.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$584,000104 Days on yellowkey MLS ID: O6398349
REDUCED by $3,000 (0.5%) on 06/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion end of 2026. Single family Bungalow. The Montpelier home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a primary suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet. There's still time to personalize this home with your preferred design upgrades.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$644,000104 Days on yellowkey MLS ID: O6398339
INCREASED by $3,000 (0.5%) on 05/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2460 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion end of 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.
9189 BUSACO PARK WAY, WINTER GARDEN, FL 34787
$1,300,00054 Days on yellowkey MLS ID: O6410698
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3424 Built: 2015Monthly Fee: $158 Tax: $7,174 (2025)Community: Watermark Ph 1BSpa: NoSingle Family
Taxes:$7,174
Middle School: Hamlin Middle
Remarks: Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home’s elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)—a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience—nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor– ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front – providing openness and privacy. Pond views from the rear – creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home—it’s a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sulamit Sanchez (305-528-7778)
16461 OLIVE HILL DR, WINTER GARDEN, FL 34787
$569,900172 Days on yellowkey MLS ID: O6379181
REDUCED by $19,000 (3.2%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2008 Built: 2019Monthly Fee: $127 Tax: $7,241 (2024)Community: HawksmoorSingle Family
Taxes:$7,241
Tax Year: 2024
Remarks: Beautiful modern single-family home featuring 3 bedrooms and 2.5 bathrooms, thoughtfully designed for comfort and style. The open-concept kitchen showcases quartz countertops, a breakfast island, luxury backsplash, and tall gray cabinets, creating a sleek and functional space.The first floor offers elegant tile plank flooring, a versatile flex space ideal for a home office or study, a convenient half bath, and extra storage with a closet under the stairs.Enjoy outdoor living in the extended screened patio, perfect for BBQs and gatherings, plus additional green space with the option to add a fence for extra privacy. Spacious bedrooms throughout, with a bright and inviting primary suite.Amazing Winter Garden location on Avalon Rd, just minutes from Hamlin, Flamingo Crossings, theme parks, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated schools.The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
17673 LAKE STAR RD, WINTER GARDEN, FL 34787
$866,86551 Days on yellowkey MLS ID: TB8515334
5 Days Off yellowkey (back on 7/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2791 Built: 2026Monthly Fee: $84 Tax: $12,000 (2026)Community: Northlake At OvationSingle Family
Taxes:$12,000
Tax Year: 2026
Remarks: Under Construction. Welcome to Northlake at Ovation! Gorgeous brand new home located in the highly desirable Horizon West area of Winter Garden. This beautiful two story home has an open kitchen with plenty of upgrades from the AW Collection Harmony such as beautiful 42 inch cabinets, all stainless steel appliances including stove, dishwasher, and microwave. Large island with upgraded quartz countertop perfect for gatherings that is open to the family room that has tall two story ceiling with many windows. Main living space features wood look tile flooring and bedrooms with upgraded carpet for comfort. Enjoy the amenities with a swim in the community pool, clubhouse, playground, and dog park. This home is conveniently located to top rated schools, shopping, grocery stores, Horizon West restaurants, and Walt Disney World.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
217 W STORY RD, WINTER GARDEN, FL 34787
$450,00031 Days on yellowkey MLS ID: O6417750
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1952 Tax: $6,017 (2025)Community: Pleasant ParkSpa: NoSingle Family
Taxes:$6,017
High School: West Orange High
Remarks: Welcome to 217 W. Story Road, a beautifully located home in Downtown Winter Garden, Florida, offering the walkable, golf cart friendly lifestyle that has made Winter Garden real estate some of the most sought after in Central Florida. Situated just a few blocks from the iconic Plant Street Market, this home places you in the center of everything that makes historic Downtown Winter Garden one of the area's premier destinations. Enjoy convenient access to local restaurants, boutique shopping, coffee shops, breweries, and the award winning West Orange Trail. Spend your weekends at the popular Winter Garden Farmers Market, live entertainment events, and seasonal festivals, all just minutes from your front door. Located in the highly desirable golf cart district, residents can easily access Downtown Winter Garden's newest restaurants and exciting developments that continue to enhance the area's charm and long term appeal. With close proximity to Winter Garden Village, major highways, Walt Disney World, and all that Central Florida has to offer, this location combines small town character with modern convenience. Whether you're searching for a home near Plant Street Market, a property in the golf cart district, or a home in historic Downtown Winter Garden, 217 W. Story Road offers a rare opportunity to experience one of the most desirable lifestyles in Winter Garden, FL.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
16104 SANDHILL RD, WINTER GARDEN, FL 34787
$1,020,00057 Days on yellowkey MLS ID: O6411589
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1364 Built: 1988Monthly Fee: $3 Tax: $2,191 (2025)Community: Lake Avalon GrovesSingle Family
Taxes:$2,191
Remarks: Rare opportunity to own nearly 5 acres in the coveted Lake Avalon Rural Settlement—where horses, heritage oaks, and peaceful country living meet the convenience of Winter Garden. Escape the hustle and discover one of Winter Garden's last remaining rural neighborhoods. Set on 4.85 fully fenced acres, this picturesque property offers expansive green pastures, majestic oak and heritage trees, and the quiet, open spaces that have become increasingly difficult to find. Bring your horses, livestock, and four-legged companions. The property features a barn with tack room, two stalls with run-outs, multiple pasture areas, and plenty of room to enjoy the outdoor lifestyle Lake Avalon Rural is known for. A long driveway leads to a comfortable 3-bedroom, 2-bath home, perfectly positioned to take advantage of the property's natural beauty and peaceful surroundings. Located within the highly desirable Lake Avalon Rural Settlement, residents enjoy a unique blend of country charm and modern convenience. This close-knit community is known for its' equestrian lifestyle, small farms, wide-open spaces, and commitment to preserving the area agricultural heritage and country character. Despite its tranquil setting, you're only minutes from Historic Downtown Winter Garden, Fowler Grove, Hamlin Town Center, major highways, area attractions, shopping, dining, and top-rated schools. Whether you're dreaming of a horse property, hobby farm, or simply a private retreat beneath the shade of towering oaks, this exceptional property offers the space, freedom, and lifestyle you've been searching for. Experience the peace of country living without sacrificing the convenience of city amenities.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Cheryl Gritzer (407-222-6530)
10264 LOVE STORY ST, WINTER GARDEN, FL 34787
$899,00066 Days on yellowkey MLS ID: O6409005
REDUCED by $16,000 (1.7%) on 07/07/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3295 Built: 2018Monthly Fee: $228 Tax: $11,228 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$11,228
Remarks: Welcome to this exceptional 5-bedroom, 3-bath residence offering luxury, comfort, and unbeatable location. Situated on a private conservation lot with no rear neighbors, this home features a stunning saltwater pool, spacious screened lanai, and a fully fenced backyard designed for relaxation and entertaining. Enjoy nightly Disney fireworks and beautiful sunset views right from your own backyard. Inside, you’ll find elegant upgrades including luxury vinyl plank flooring with a warm oak finish, high-end details, and custom woodwork throughout. The thoughtful layout includes a private downstairs office, a first-floor guest suite with full bath, and a large upstairs bonus room offering flexible living space for any lifestyle. A three-car garage provides ample parking and storage. Located in a highly sought-after community with resort-style amenities—pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Zoned for top-rated Water Spring schools, including walking distance to Water Spring Elementary and proximity to Horizon West High School. Just minutes from Disney, SR-429, Flamingo Crossings, dining, and shopping.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Camila Ricchetti (407-308-7484)
16788 MUSKGRASS DR, WINTER GARDEN, FL 34787
$1,550,000140 Days on yellowkey MLS ID: O6388174
REDUCED by $50,000 (3.1%) on 07/07/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4733 Built: 2025Monthly Fee: $86Community: Lake Star At Ovation Phase 1BSingle Family
Taxes:$0
Remarks: Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Pedro Vieira Neto (407-865-1672)
16613 POINT ROCK DR, WINTER GARDEN, FL 34787
$499,000160 Days on yellowkey MLS ID: R4910718
1 Days Off yellowkey (back on 7/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2022Monthly Fee: $230 Tax: $6,373 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$6,373
Remarks: School in area, Publix in area.
Listing is courtesy of: CREDIT HOME CORP (407-723-7994)
Listing Agent: Alfredo Olivares (407-690-7874)
9969 LOST CREEK DR, WINTER GARDEN, FL 34787
$1,299,00029 Days on yellowkey MLS ID: O6419414
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2021Monthly Fee: $271 Tax: $12,281 (2025)Community: Waterleigh Ph 3B 3C & 3DSpa: YesSingle Family
Taxes:$12,281
Remarks: Virtually Staged. Wake up to WATERFRONT SUNRISES, unwind beside your RESORT-STYLE POOL & SPA, and enjoy DISNEY FIREWORKS from your backyard every night. Situated on an OVERSIZED LAKEFRONT LOT spanning more than 1/3 ACRE with over 250 FEET OF DEPTH, this stunning 5 BEDROOM, 3.5 BATHROOM home offers the perfect blend of luxury, privacy, and lifestyle. The highly desirable NORTH HAVEN FLOOR PLAN features WOOD-LOOK TILE FLOORING, WROUGHT IRON STAIR RAILINGS, SMART HOME TECHNOLOGY, and a spacious OPEN-CONCEPT DESIGN. The GOURMET KITCHEN is appointed with QUARTZ COUNTERTOPS, UPGRADED CABINETRY WITH CROWN MOLDING, STAINLESS STEEL APPLIANCES, SUBWAY TILE BACKSPLASH, WALK-IN PANTRY, and a LARGE CENTER ISLAND perfect for entertaining. The PRIMARY SUITE is a private retreat featuring FRENCH DOORS TO THE LANAI, an OVERSIZED WALK-IN CLOSET, and beautiful WATER VIEWS. Upstairs, the expansive LOFT provides flexible space for a MEDIA ROOM, GAME ROOM, or HOME OFFICE. Step outside to your private backyard oasis featuring a HEATED POOL, OVERSIZED SPA, WATERFALLS, SUN SHELF, SALTWATER SYSTEM, PANORAMIC SCREEN ENCLOSURE, EXTENDED PAVER DECK, and PROFESSIONAL LANDSCAPING. Additional upgrades include FULLY PAID SOLAR PANELS, NEW AC COILS, SMART LIGHTING, LEVEL 2 EV CHARGER, and a 3-CAR GARAGE. As an added bonus, HOA guidelines allow for the ability to BUILD A PRIVATE DOCK, creating a rare opportunity to further enhance your LAKEFRONT LIFESTYLE. Located directly across from the future 5-acre community park, planned to feature playgrounds, basketball courts, walking trails, picnic pavilions, open green space, and recreational amenities, this home offers an exciting lifestyle enhancement just steps away. Another unique benefit is that all school pickup and drop-off traffic is routed through Atwater Bay Drive rather than directly in front of the home, helping maintain a quieter, more peaceful streetscape during school hours. Conveniently located near TOP-RATED SCHOOLS, SHOPPING, DINING, DISNEY, and major highways, this exceptional home offers luxury living at its finest.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$1,399,900151 Days on yellowkey MLS ID: S5144064
REDUCED by $60,000 (4.1%) on 05/23/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4263 Built: 2017Monthly Fee: $178 Tax: $16,938 (2024)Community: TwinwatersSingle Family
Taxes:$16,938
Remarks: Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, the home offers bright open spaces, a stylish kitchen, and inviting bedrooms that blend comfort with sophistication. Step outside to a private, resort-style backyard with over $200,000 invested, creating an exceptional outdoor oasis perfect for entertaining or unwinding in total privacy. Ideally positioned near top-rated schools, upscale dining, shopping, major highways, Downtown Winter Garden, Disney attractions, and Orlando—this home delivers luxury, location, and lifestyle at its finest.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Yuliana Naim (818-434-9717)
3262 HANGING TIDE ST, WINTER GARDEN, FL 34787
$735,000192 Days on yellowkey MLS ID: S5141634
REDUCED by $15,000 (2.0%) on 07/07/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3663 Built: 2021Monthly Fee: $132 Tax: $10,508 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$10,508
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a private bathroom and a versatile flex room for added convenience. Upstairs, you'll find 4 additional bedrooms, a laundry room, and a spacious great room perfect for family time or relaxation. Outside, enjoy a comfortable and contemporary gazebo, ideal for entertaining or unwinding. This home also showcases a modern lamp set and an advanced lighting system, adding elegance and ambiance to every corner. With its thoughtful design, enlarged kitchen, and modern light switches, this fantastic floorplan has everything your family needs!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Franklin Adrianza (786-241-2060)
9976 BEACH PORT DR, WINTER GARDEN, FL 34787
$1,274,00025 Days on yellowkey MLS ID: O6420960
0 Days Off yellowkey (back on 6/29/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2020Monthly Fee: $260 Tax: $11,868 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Spa: YesSingle Family
Taxes:$11,868
Remarks: Outstanding Pool Home! This spacious plan with 5 Bedrooms, 3.5 Baths, Tile Roof, 3 Car Garage and Fenced Yard is only minutes from Disney! DELUXE Heated Pool and Spa has Water and Conservation Views! Luxury upgrades throughout the home. Located Close to Disney, Shopping, Dining, 429, I-4, and a NEW PUBLIX!
Listing Agent: Joann Best (407-963-2981)
9360 MCLAREN ALY, WINTER GARDEN, FL 34787
$575,00063 Days on yellowkey MLS ID: O6408913
REDUCED by $20,000 (3.4%) on 07/07/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $7,373 (2025)Community: WaterleighSingle Family
Taxes:$7,373
Remarks: **SELLER MOTIVATED - NEW PRICE*** Welcome to this beautifully appointed, move-in-ready home located in the highly desirable, resort-style master-planned community of Waterleigh in Winter Garden. This home offers the perfect blend of modern sophistication and everyday functionality across a bright, open-concept design. From the moment you enter through the front door, the airy foyer welcomes you with elegant, durable ceramic tile in a natural wood-grain finish. This flooring flows seamlessly through the main living areas, which are accented by striking arched doorways and a beautifully crafted staircase. The heart of the home is the stylish chef's kitchen, which shines with pristine shaker-style cabinetry, expansive granite countertops, a classic tiled backsplash and a generous center island with an undermount double sink and an extended breakfast bar perfect for casual dining. Fully equipped with sleek stainless-steel appliances and a dedicated built-in beverage cooler station, this culinary space overlooks a main living zone flooded with natural Florida sunshine through large windows with custom blinds. The primary bedroom ensuite features dual vanity sinks, stone countertops and a massive walk-in closet. Upstairs, the second-floor balcony is the place to unwind after a long day or start your morning with sun salutations. A brick-paved backyard patio, double pane hurricane resistent windows and a rear-entry garage provide ultimate privacy and includes electric vehicle charger. Living in Waterleigh means enjoying a vacation-style lifestyle every day. With HOA-included lawn and ground maintenance, you have nothing left to do but relax and enjoy the community's premier amenities, including multiple resort-style pools, fitness centers and tennis and pickleball courts. Plus, you are just minutes from Disney's Magic Kingdom, upscale shopping at Winter Garden Village, historic downtown Winter Garden and Orlando International Airport.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Leslie Heimer (407-494-9833)
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