Location: Winter Garden
Do Not Show Listings
547 SEASIDE COVE ST, WINTER GARDEN, FL 34787
$715,00024 Days on yellowkey MLS ID: G5114554
0 Days Off yellowkey (back on 7/8/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3290 Built: 2007Monthly Fee: $125 Tax: $3,748 (2025)Community: Black Lake Park Ph 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,748
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. POOL HOME • OVER 3,000 SQ FT • RESORT-STYLE BACKYARD W/ POOL, CABANA & MORE • PRIVATE 10-ACRE COMMUNITY PARK • MINUTES TO DOWNTOWN WINTER GARDEN! Welcome to the place where everyone will want to gather! Tucked inside the gated community of Black Lake Park, this 5/2.5 offers over 3,000 sq ft living perfectly blending everyday comfort w/ exceptional entertaining opportunities. From holiday's, game-day parties to backyard BBQs, or poolside gatherings, this home was built to create memories. You'll appreciate the spacious & inviting floor plan featuring formal living & dining that provide the perfect backdrop for hosting. The heart of the home is the chef-inspired kitchen, where entertaining comes naturally. Boasting abundant cabinetry, granite countertops, stainless steel appliances, & massive center island, this kitchen was designed for everything from casual breakfasts to lg parties. The open-concept design allows the kitchen to flow seamlessly into the dinette & family rm, ensuring the chef is always part of the conversation. Laminate wood flooring throughout the main living spaces adds warmth & durability. 1st floor bedrm & 1/2 bath provide flexibility for overnight guests. Upstairs, a spacious bonus rm provides endless possibilities- playroom, home gym, craft rm, or additional entertainment space. Oversized primary suite serves as a peaceful retreat after a day of entertaining & features lg walk-in closet, a bath complete w/ dual vanities, garden tub, & walk-in shower. 3 additional bedrms, a guest bath, & laundry rm complete the 2nd floor. Now, let's talk about the showstopper—the backyard! This extraordinary outdoor oasis feels like your own private resort & is truly where this home shines. Imagine spending your weekends lounging poolside, hosting unforgettable parties, or unwinding after a long day while listening to the soothing sounds of the waterfall. The expansive screened lanai extends your living space outdoors & overlooks a spectacular backyard featuring a sparkling pool w/ a sun shelf/tanning ledge, cascading waterfall, & expansive brick paver decking. Multiple entertaining areas create the ultimate setting for hosting guests, including a cabana perfect for relaxing w/ a cold drink or sitting areas ideal for cozy evenings under the stars. Mature privacy hedges surround the area, creating a secluded, tropical atmosphere that feels worlds away from the everyday. Best of all, with no grass in the backyard, you'll spend less time maintaining & more time enjoying your private paradise. Black Lake Park offers sidewalks throughout, 10-acre park featuring a gazebo where neighborhood events are held, playground, volleyball, basketball courts, soccer field, tennis courts, pickleball, & community pool. Private access to Black Lake w/ a boat ramp & dock, making it easy to enjoy boating, fishing, or simply watching breathtaking sunsets. Conveniently located-minutes from historic downtown Winter Garden, SR-429, Fl Turnpike, SR-408, shopping, dining, & Disney, you'll enjoy easy access to everything Central Fl has to offer. Major updates- 2021 roof, 2026 hot water tank, downstairs A/C (2021), upstairs A/C approximately 2020-2021. This isn't just a house—it's where birthdays are celebrated, memories are made, & every day feels like a staycation. Start living the lifestyle you've been dreaming about. If you've been searching for a home designed for entertaining, relaxation, and embracing the Fl lifestyle, you've found it. Welcome home!
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Kim Ducharme-Levensohn (352-874-5906)
17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$568,19138 Days on yellowkey MLS ID: G5113971
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES The Amelia is a beautifully designed one-story offering three bedrooms and two baths, thoughtfully arranged for comfortable everyday living. The open concept layout features a spacious great room, dining room combo with no wasted space. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16271 SILVER GROVE BLVD, WINTER GARDEN, FL 34787
$635,000465 Days on yellowkey MLS ID: O6299810
REDUCED by $45,000 (6.6%) on 07/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2023Monthly Fee: $148 Tax: $1,854 (2023)Community: Silverleaf Reserve At HamlinSingle Family
Taxes:$1,854
Tax Year: 2023
Remarks: JUST REDUCED - SELLER MOTIVATED! Step right into the highly sought-after Winter Garden lifestyle with this beautiful 4-bedroom, 3-bathroom home in the premier Silverleaf Reserve community. Designed to impress, the expansive open floor plan boasts soaring high ceilings and an abundance of natural light, creating a seamless flow for entertaining and daily living. The modern kitchen is equipped with sleek stainless steel appliances and opens directly into the spacious main living areas. Retreat to your primary suite, a true sanctuary featuring a massive walk-in closet and a luxurious spa-like bathroom designed for ultimate relaxation. Outside, enjoy the beautiful Florida weather year-round on your covered lanai, which overlooks a private, landscaped backyard. Location is everything, and this property delivers unparalleled convenience—you are just a few blocks away from highly rated Hamlin Elementary and Middle Schools, the vibrant dining, shopping, and entertainment at Hamlin Town Center, and major highways for a quick, stress-free commute throughout the Orlando area. This home offers the perfect blend of modern comfort, space, and prime accessibility. Turnkey properties in this neighborhood are in high demand and move fast. Call today to schedule your private showing before this exceptional opportunity is gone!
Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)
Listing Agent: Jose Fernandes (407-576-9271)
15709 SHOREBIRD LN, WINTER GARDEN, FL 34787
$849,90029 Days on yellowkey MLS ID: O6420325
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2768 Built: 2018Monthly Fee: $360 Tax: $6,489 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$6,489
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Welcome to this stunning Toll Brothers Sanibel Spanish Colonial model, where timeless architecture meets modern luxury in the highly sought-after Lakeshore Preserve community. Distinguished by its elegant tile roof and thoughtfully designed floor plan, this exceptional home offers the perfect blend of sophistication, comfort, and functionality. Step inside to discover a massive great room that serves as the heart of the home—an inviting space designed for both everyday living and unforgettable entertaining. The gourmet kitchen is a chef's dream, featuring a natural gas range, quartz counters, oversized center island, abundant cabinetry, and seamless flow into the living and dining areas. Two expansive sliding glass doors, complete with custom blinds, open to a covered and screened lanai, creating the ideal indoor-outdoor living experience for relaxing or hosting guests year-round. The first floor also includes a versatile fourth bedroom or private home office with an adjacent full bathroom, providing flexibility for guests, multigenerational living, or remote work. Upstairs, the luxurious primary suite offers a peaceful retreat with large windows that fill the room with natural light. The spa-inspired primary bath features a soaking tub, separate walk-in shower, dual vanities, and twin walk-in closets. Two additional bedrooms, a spacious loft perfect for a media room or play area, and a convenient second-floor laundry room complete the upper level. Additional upgrades include a tankless water heater and a spacious two-car attached garage with a wireless door opener via remote app and has ample room for vehicles and storage. Living in Lakeshore Preserve means enjoying a low-maintenance lifestyle with HOA dues that include lawn care with annual mulch, internet, and cable. Residents also have access to an impressive collection of resort-style amenities, including a clubhouse, swimming pool, fitness center, playgrounds, sand volleyball courts, dog park, firepit, and kayak launch. Extra wide sidewalks allow for easy activities like running, biking, etc. Close to both Elementary as well as High Schools. Home includes a transferable, structural warranty from Toll Brothers builders (over 2 years left). Experience luxury living, exceptional amenities, and an unbeatable location in one of the area's most desirable communities.
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Richard Vaughn (321-356-1319)
9463 KOMIKA LN, WINTER GARDEN, FL 34787
$545,00045 Days on yellowkey MLS ID: O6415771
REDUCED by $11,000 (2.0%) on 07/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $8,885 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$8,885
Remarks: Welcome to this beautiful CLEARDEN model home located in a sought-after lifestyle community. This amazing all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. When you head up to the second floor, you are greeted with a loft area and additional three bedrooms. Master Bedroom is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh is located just minutes from Disney, the 429 expressway, and the vibrant Hamlin retail and dining district, this home also benefits from proximity to highly rated public schools and several respected private campuses. Waterleigh residents enjoy two resort-style clubhouses, pools, fitness centers, sports courts, dog parks, mini golf, and miles of walking and biking trails, with lawn care included in the HOA for truly low-maintenance living.
Listing is courtesy of: EAST PEARL REALTY (407-802-6859)
Listing Agent: Dan Li (407-808-1859)
17806 SEDONA ST, WINTER GARDEN, FL 34787
$672,50945 Days on yellowkey MLS ID: O6415594
INCREASED by $34,300 (5.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $421Community: Esplanade At Mckinnon GrovesSingle Family
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Dedicated Study | Gourmet Kitchen | Appliances Included | Flat Lot | East Facing Lot. New Construction - November Completion! Built by America's Most Trusted Home Builder. Welcome to the Monte at 17806 Sedona Street in Esplanade at McKinnon Groves! Step inside from the welcoming porch into a bright foyer that flows into a private study, creating a flexible space for work or quiet moments. The open great room sits at the heart of the home and connects seamlessly to a spacious lanai, filling the living areas with natural light and easy indoor-outdoor flow. The gourmet kitchen features quartz countertops, a large island, and a walk-in pantry, all perfectly positioned beside the dining area for effortless entertaining. The primary suite offers a peaceful retreat with a well-appointed bath, generous walk in closet, and convenient access to the laundry area. A secondary bedroom and full bath provide comfortable accommodations for guests or everyday living. Thoughtful design and open sightlines create a warm, inviting layout that feels both stylish and functional. Additional Highlights Include: whole house blinds, 8' interior doors, appliances included, and laundry cabinets. Photos are for representative purposes only. MLS#O6415594 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
11221 CARDING MILL LN, WINTER GARDEN, FL 34787
$758,18845 Days on yellowkey MLS ID: O6415572
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2026Monthly Fee: $421Community: Esplanade At Mckinnon GrovesSingle Family
Remarks: Under Construction. What's Special: Covered Extended Lanai | Close to Amenities | Dedicated Study. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Marino at 11221 Carding Mill Lane in Esplanade at McKinnon Groves! This inviting single story design opens to a welcoming foyer that leads into a bright and spacious great room, perfectly connected to the dining area and beautifully arranged gourmet kitchen with a large island and pantry. The private primary suite is thoughtfully set apart with a serene bath and generous walk-in closet, while two secondary bedrooms and a nearby study provide flexibility for guests, work, or hobbies. Enjoy effortless indoor and outdoor living with a stunning lanai that spans the back of the home and a charming private courtyard at the front. A convenient laundry room, smart drop zone, and two car garage bring ease to everyday routines. Additional Highlights Include: 8' interior doors, 10' ceilings, outdoor kitchen rough-in, extended vinyl flooring, quarts countertops and blinds. Photos are for representative purposes only. MLS#O6415572 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
11235 CARDING MILL LN, WINTER GARDEN, FL 34787
$700,66974 Days on yellowkey MLS ID: O6407112
Remarks: Under Construction. What's Special: Dedicated Study | Gourmet Kitchen | Covered Lanai | Close to Park. New Construction – August Completion! Built by America's Most Trusted Home Builder. Welcome to the Marino at 11235 Carding Mill Lane in Esplanade at McKinnon Groves! This beautifully designed new single-story home offers an open, airy layout that blends comfort and functionality. The great room flows effortlessly into the dining area and a gourmet kitchen featuring a large island and a walk-in pantry, perfect for everyday living and entertaining. The private primary suite provides a relaxing retreat with a spacious bath and a walk-in closet that offers direct access to the laundry room for added convenience. Two secondary bedrooms, one with an en-suite bath, an additional full bath, and a dedicated study create flexible space for guests or hobbies. Enjoy Florida living with a covered lanai, plus a welcoming courtyard, and 2-car garage to complete the home. Additional Highlights Include: tray ceiling pkg, 10' ceilings, pavers at lanai, 8' interior doors, pre-plumb water softener loop, and extended tile flooring to primary suite. Photos are for representative purposes only. MLS#O6407112 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
243 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,300,000128 Days on yellowkey MLS ID: O6391909
REDUCED by $74,500 (5.4%) on 07/08/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3097 Built: 2004Monthly Fee: $58 Tax: $6,565 (2025)Community: Lakeview Reserve 46/149Single Family
Taxes:$6,565
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
6137 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787
$599,90023 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
Taxes:$8,719
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
$975,00030 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
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
$587,00036 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
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
$749,00031 Days on yellowkey MLS ID: O6419794
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
$1,450,00018 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
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
$584,000105 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
$644,000105 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
$1,300,00055 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
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
$569,900173 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
$866,86552 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
$450,00032 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
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)
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