Location: Waterleigh, Winter Garden
Do Not Show Listings
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$559,000173 Days on yellowkey MLS ID: O6373125
1 Days Off yellowkey (back on 7/6/2026)
REDUCED by $9,000 (1.6%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,612
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: *** SOLAR PANELS TO BE PAID OFF AT CLOSING *** Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
9605 LOST CREEK DR, WINTER GARDEN, FL 34787
$699,000298 Days on yellowkey MLS ID: V4944858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $614 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$614
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Short Sale. ***SHORT SALE. ***ALL OFFERS MUST GO THROUGH SHORT SALE PROCESS WITH SELLERS LENDER FOR APPROVAL/DENIAL.** The Bellmore in Waterleigh! This elegant single-story four-bedroom, two-bath residence offers 2,984 total square feet of refined living on a premier corner lot with wooded privacy and pond access. Blending timeless design with modern upgrades, this home showcases luxury finishes inside and out. The gourmet kitchen is a centerpiece, featuring stainless steel appliances, a walk-in pantry, and an oversized island with abundant prep and seating space. It opens seamlessly to the spacious family room, creating a setting for gatherings. Designer touches include recessed wood-insert ceilings in the foyer and primary suite, a dramatic brick accent wall in the living room, upgraded lighting throughout and a striking chandelier in the foyer. The primary suite offers a custom closet organization system, while ceiling fans are thoughtfully placed in almost every room. Outdoor living rivals a private resort with a screened, heated saltwater pool and cascading waterfalls, surrounded by lush tropical landscaping. The covered lanai features a 10-foot drop-down projection screen for outdoor cinema nights, while brick pavers enhance the driveway, walkways, and patio. A 13.67-kilowatt solar system with net metering ensures energy efficiency. From the backyard, enjoy nightly views of the spectacular Disney fireworks—an unforgettable backdrop unique to Central Florida living. Optional luxury additions for additional purchase include a four-seat electric golf cart with charger, professional-grade garage storage racks and a complete home gym with free weights. Waterleigh is Winter Garden’s flagship planned community, offering two expansive clubhouses with resort-style pools, state-of-the-art fitness centers, tennis courts, miniature golf, walking trails, dog parks, community gardens and scenic lakes with fishing piers. Ideally near Disney, major highways, shopping and dining, Waterleigh combines convenience with unmatched amenities. Ranked as one of the top communities in the United States, Winter Garden is celebrated for its vibrant downtown, lifestyle amenities and exceptional quality of life—making this home a rare opportunity to own in one of the nation’s desirable areas. This one is a must-see. By appointment only. BUYER MUST ASSUME 50K SOLAR PANEL LOAN- BANK WILL NOT CONSIDER ANY OFFERS ASKING FOR BANK TO PAY OFF SOLAR PANELS. OCCUPIED- BY APPOINTMENT ONLY.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (386-761-2172)
Listing Agent: Jennifer Matacale (386-212-9277)
11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$799,99063 Days on yellowkey MLS ID: O6405126
REDUCED by $19,116 (2.3%) on 07/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Bellmore This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
11864 SHINE VIEW LN, WINTER GARDEN, FL 34787
$589,990231 Days on yellowkey MLS ID: O6361583
REDUCED by $10,000 (1.7%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Remarks: Waterleigh presents the Clearden. This two-story 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 a bedroom and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity 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. Like all homes in Waterleigh, the Clearden includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
9969 LOST CREEK DR, WINTER GARDEN, FL 34787
$1,299,00012 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 SPORT 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. Conveniently located near TOP-RATED SCHOOLS, SHOPPING, DINING, DISNEY, ACROSS FROM FUTURE 5 ACRE PARK 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)
8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$539,90033 Days on yellowkey MLS ID: O6412974
REDUCED by $10,100 (1.8%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $332 Tax: $8,597 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$8,597
Elementary School: Panther Lake Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome home, to the highly sought-after Waterleigh community in Winter Garden! This spacious 4-bedroom, 3.5-bathroom Cleardon model offers 2,477 square feet of thoughtfully designed living space and is perfectly located just 10 minutes from Walt Disney World. Step inside to an open-concept floor plan ideal for entertaining, featuring a large granite kitchen island, modern NEW stainless-steel appliances, abundant cabinetry, and a walk-in pantry. The first floor includes a private bedroom and full bath, making it perfect for guests, multigenerational living, or a home office. Upstairs, you’ll find a versatile loft, convenient laundry room with NEW washer and dryer, two secondary bedrooms with a shared bath, and a spacious primary suite complete with dual vanities, a walk-in shower, separate water closet, linen storage, and a generous walk-in closet. Recent updates include a NEW HVAC system, NEW appliances, NEW carpet and fresh interior & exterior paint. Enjoy resort-style living with access to community pools, walking trails, dog parks, miniature golf, beach volleyball, fitness center, and a vibrant calendar of neighborhood events. The HOA covers lawn care, sprinkler maintenance, and mulch replacement, making homeownership even easier. Don’t miss this incredible opportunity to own in one of Winter Garden’s most desirable communities. Schedule a showing, today!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Claire Fernando (850-737-1470)
15537 MANGO ISLE ST, WINTER GARDEN, FL 34787
$711,00041 Days on yellowkey MLS ID: S5150619
REDUCED by $11,000 (1.5%) on 06/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2909 Built: 2021Monthly Fee: $267 Tax: $10,430 (2025)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$10,430
Remarks: Welcome to 15537 Mango Isle Street, where modern comfort meets the award-winning lifestyle of Waterleigh in Horizon West. Built in 2021 and impeccably maintained, this spacious 4-bedroom, 3-bath residence offers nearly 2,910 square feet of thoughtfully designed living space filled with natural light. From the moment you enter, you'll appreciate the open-concept layout, elegant finishes, and seamless flow designed for both everyday living and effortless entertaining. The heart of the home is the expansive kitchen featuring a large center island, abundant cabinetry, and direct views of the dining and family rooms, creating the perfect gathering space for family and friends. A first-floor bedroom and full bath provide flexibility for guests, multigenerational living, or a private home office. Upstairs, a generous loft offers endless possibilities as a media room, playroom, fitness area, or second living space. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer comfort and privacy for everyone. Step outside to enjoy the covered lanai and spacious backyard, ideal for outdoor dining, entertaining, or simply enjoying Florida's beautiful weather year-round. Living in Waterleigh means more than owning a home—it's a lifestyle. Residents enjoy multiple resort-style pools, clubhouses, fitness centers, playgrounds, walking trails, dog parks, scenic lakes, and community events throughout the year. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, FL-429, and Walt Disney World, this home offers the perfect balance of convenience, recreation, and luxury living. Experience why Waterleigh remains one of Central Florida's most sought-after communities!
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)
Listing Agent: Nigina Ikromi, Llc (321-370-9696)
8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,499,00032 Days on yellowkey MLS ID: O6413249
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4130 Built: 2018Monthly Fee: $266 Tax: $2,479 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$2,479
Remarks: Rare opportunity to own an exceptional lakefront residence with a private dock and breathtaking panoramic water views in one of Winter Garden's premier resort-style communities. Offering approximately 4,663 square feet of living space, this impressive home features 4 bedrooms, 4 bathrooms, and a 3-car garage on a spectacular direct lakefront homesite. Designed to maximize the stunning waterfront setting, the home showcases soaring ceilings, elegant architectural details, expansive living spaces, and abundant natural light throughout. The gourmet kitchen features an oversized island, double ovens, walk-in pantry, and seamless flow into the main living areas, all positioned to capture beautiful lake views. The luxurious primary suite serves as a private retreat with direct access to a covered second-floor balcony overlooking the water. Additional indoor and outdoor living spaces, including a covered lanai, provide the perfect setting for entertaining or simply enjoying Florida's year-round lifestyle. Residents enjoy access to resort-style amenities including pools, clubhouse, fitness center, walking trails, and playgrounds. Conveniently located near shopping, dining, entertainment, and major roadways, this remarkable waterfront property offers luxury, privacy, and an unparalleled lakefront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Katherine Perdomo (407-953-2272)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$890,00031 Days on yellowkey MLS ID: O6414519
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $275 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Remarks: UNBEATABLE OPPORTUNITY IN WATERLEIGH! This stunning move-in ready home offers the perfect combination of luxury, privacy, and Florida lifestyle. Enjoy a premium lot, spacious open floor plan, designer finishes, and access to resort-style amenities including pools, fitness center, walking trails, and parks. Ideally located near top-rated schools, shopping, dining, major highways, and Disney. Homes like this at this value don't last! Priced to sell and ready for a quick closing—schedule your private showing today before this incredible opportunity is gone!
Listing is courtesy of: MIHOUSE REALTY LLC (407-286-2690)
Listing Agent: Martha Leighton, Pa (407-223-7767)
9296 BOLERO RD, WINTER GARDEN, FL 34787
$799,0004 Days on yellowkey MLS ID: O6422122
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2020Monthly Fee: $193 Tax: $9,402 (2025)Community: Waterleigh Phs 3B 3C & 3DSingle Family
Taxes:$9,402
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath home built in 2020, ideally situated on a premium corner lot at the end of a quiet cul-de-sac in the highly desirable Waterleigh community. Offering an open-concept layout with luxury vinyl flooring, a spacious kitchen featuring a large island, modern finishes, and seamless living and dining areas, this home is perfect for everyday living and entertaining. Relax on the covered lanai while enjoying peaceful water views and breathtaking Florida sunsets. Residents enjoy resort-style amenities including multiple pools, fitness centers, tennis courts, playgrounds, walking trails, dog parks, BBQ and picnic areas, and lawn maintenance, all just minutes from top-rated schools, shopping, dining, hospitals, major highways, Flamingo Crossings, and Walt Disney World. This exceptional home offers the perfect combination of comfort, convenience, and resort-style living—schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787
$560,00065 Days on yellowkey MLS ID: O6404448
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2487 Built: 2018Monthly Fee: $257 Tax: $9,371 (2025)Community: Waterleigh Ph 2ASingle Family
Taxes:$9,371
Remarks: Move in ready home in Waterleigh one of Winter Garden’s most desirable places to live! Ideally positioned within the community for quick and convenient access, this home also sits directly across from a playground and green space perfect for families and outdoor fun. Freshly updated with new interior paint and brand new carpet throughout the bedrooms and upstairs, this home is truly turnkey. Featuring 4 bedrooms and 3.5 baths, the open concept layout offers a spacious kitchen with granite countertops, stainless steel appliances, large island, and walk in pantry overlooking the living and dining areas. Sliding doors lead to a covered lanai for easy indoor-outdoor living. The first floor includes a bedroom with ensuite bath and a powder room. Upstairs offers a versatile loft, a spacious primary suite with walk-in closet and dual vanities, two additional bedrooms, a full bath, and a convenient laundry room. Enjoy resort-style living in Waterleigh with pools, clubhouse, fitness center, parks, trails, and more all designed for a true Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Phil Mariani (407-257-3609)
10198 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$1,200,0005 Days on yellowkey MLS ID: O6421817
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3911 Built: 2020Monthly Fee: $260 Tax: $11,419 (2025)Community: Waterleigh Ph 2C-1Single Family
Taxes:$11,419
Remarks: Stunning lakefront living in the heart of Waterleigh! This 5 bedroom, 3 and a half bathroom home offers an open concept downstairs living space, a dedicated home office, and custom plantation shutters throughout. The primary suite is on the first floor providing lake views and a door to the screened in patio. Relax on the screened in patio with serene lake views, or enjoy the beautifully updated upstairs bathrooms featuring solid quartz slab walk in showers with low profile quartz bases. Additional upgrades include a whole home LifeSource water filtration system and an energy efficient AC/heat pump in the garage. Enjoy resort style amenities including 4 community pools, pickleball and tennis courts, mini golf, sand volleyball, and multiple playgrounds. Zoned for top Horizon West schools, with easy access to shopping, grocery, and Disney. Lakefront views, luxury updates, and an unbeatable location. This one has it all!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Kerstin Crow (615-428-7046)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$525,000187 Days on yellowkey MLS ID: G5106012
REDUCED by $15,000 (2.8%) on 06/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $245 Tax: $7,556 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,556
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.
Listing is courtesy of: NARROW ROAD REALTY (352-589-8100)
Listing Agent: Nicholas Barber (407-574-1651)
16632 POINT ROCK DR, WINTER GARDEN, FL 34787
$550,000190 Days on yellowkey MLS ID: OM715702
0 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $281 Tax: $8,546 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,546
Remarks: Short Sale. Located in the sought-after resort-style community of Waterleigh in Winter Garden, this spacious 2-story home features 4 bedrooms, 3.5 baths, and a versatile bonus room that can serve as a home office or additional bedroom. The first floor offers a guest bedroom with a full bath, a half bath, and an open-concept kitchen that flows into the living and dining areas—ideal for entertaining. Enjoy a fenced-in patio and a generous 2-car garage. Upstairs includes three more bedrooms, two full baths, and a family room. Enjoy access to community pools, clubhouse, fitness center, and more—just minutes from major highways and world-renowned attractions like Disney.
Listing is courtesy of: REMAX/PREMIER REALTY (352-732-3222)
Listing Agent: Melissa Lebron (352-304-1084)
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$575,000313 Days on yellowkey MLS ID: O6337436
REDUCED by $15,000 (2.5%) on 06/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$9,031
Remarks: Discover 11045 BOSTWICK ALY in Winter Garden—where you’ll live in one of the most sought-after neighborhoods with top-rated A+ schools just steps away. Imagine your mornings: a quick walk to school, serene landscaping views from your porch, and all the best resort-style amenities at your fingertips—playgrounds, fitness centers, nature trails, and more! This gorgeous 4-bedroom, 3.5-bath home is built for modern living with smart home features, energy-saving solar panels (paid by the seller!), and easy access to everything Winter Garden offers—charming shops, amazing restaurants, and vibrant downtown. All concrete block construction on both first and second floor 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 well-appointed 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. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one 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 community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$650,000460 Days on yellowkey MLS ID: O6280496
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $98,000 (13.1%) on 06/10/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,777
Remarks: Under contract-accepting backup offers. Short Sale. *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay more for a similar home... this one is ready now. This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods!
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$725,000197 Days on yellowkey MLS ID: S5140531
REDUCED by $20,000 (2.7%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2023Monthly Fee: $300 Tax: $1,706 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,706
Remarks: Short Sale. Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jacqueline Cepeda (407-954-1983)
11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$899,99012 Days on yellowkey MLS ID: O6419923
REDUCED by $15,000 (1.6%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $208 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Waterleigh presents the Seacliff. This two-story 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 are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. This home is open for self-touring 7 days a week. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
16845 HOBE SOUND CT, WINTER GARDEN, FL 34787
$539,990228 Days on yellowkey MLS ID: O6362478
REDUCED by $7,000 (1.3%) on 07/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Remarks: Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
16827 HOBE SOUND CT, WINTER GARDEN, FL 34787
$594,990162 Days on yellowkey MLS ID: O6376919
REDUCED by $5,000 (0.8%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $248 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
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