Location: Winter Garden , 34787
Do Not Show Listings
10509 SPRING ARBOR LN, WINTER GARDEN, FL 34787
$439,0005 Days on yellowkey MLS ID: O6426898
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2020Monthly Fee: $338 Tax: $6,555 (2025)Community: Winding Bay PreserveTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,555
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Seller is motivated! Take advantage of this incredible opportunity to own a beautifully maintained 3-bedroom, 2.5-bathroom townhome in the highly desirable Horizon West area of Winter Garden. Thoughtfully designed for both comfort and functionality, this alley-facing home features a bright, open-concept floor plan with spacious living and dining areas that seamlessly connect to a stylish kitchen complete with solid surface countertops, stainless steel appliances, and a large center island—perfect for everyday living and entertaining. A versatile bonus room on the first floor offers the flexibility to serve as a home office, playroom, fitness area, or additional living space to fit your lifestyle. Upstairs, the spacious primary suite provides a peaceful retreat with a walk-in closet and private en-suite bathroom, while two additional bedrooms share a well-appointed full bath. One of this home's standout features is the detached rear-entry garage, creating a generously sized fenced backyard between the home and the garage. This private outdoor space is ideal for weekend barbecues, entertaining guests, gardening, or simply relaxing in your own backyard oasis. Located just minutes from Hamlin Town Center, residents enjoy convenient access to shopping, restaurants, entertainment, medical facilities, parks, and scenic walking trails. With easy connections to SR-429 and Florida's Turnpike, commuting throughout Central Florida is simple, while Walt Disney World and Orlando's renowned attractions are only a short drive away. Combined with top-rated schools, a vibrant community, and an unbeatable location, this home offers an exceptional lifestyle in one of Central Florida's most sought-after neighborhoods.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
9240 BRADLEIGH DR, WINTER GARDEN, FL 34787
$1,050,00021 Days on yellowkey MLS ID: O6421967
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4124 Built: 2018Monthly Fee: $116 Tax: $13,272 (2025)Community: Latham Park SouthSingle Family
Taxes:$13,272
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to this exceptional home in the highly sought-after Latham Park community, where luxury, space, and privacy come together. Situated on a premium conservation lot with no rear neighbors, this beautifully upgraded residence offers the perfect blend of elegance, comfort, and functionality. Featuring 6 bedrooms, 5 full bathrooms, and 1 half bathroom, this thoughtfully designed floor plan is ideal for multigenerational living and effortless entertaining. The first floor offers two private bedroom suites, perfect for guests or extended family, along with a convenient half bath. Upstairs, you'll find four additional bedrooms, including a spacious owner's suite and a newly added sixth bedroom with its own private en-suite bath. The remaining bedrooms are served by one full bath and a Jack-and-Jill bathroom, providing comfort and convenience for everyone. Designed with premium finishes throughout, this home features genuine hardwood flooring in the main living areas, adding timeless elegance that sets it apart from standard vinyl flooring. The gourmet kitchen and all bathrooms showcase beautiful granite countertops, enhancing both style and durability. The open-concept layout seamlessly connects the kitchen, dining, and living areas, while the expanded family room provides even more space for gathering and entertaining. An enlarged secondary bedroom offers additional flexibility for guests, a home office, or a private retreat. Additional highlights include a 3-car garage, generous living spaces, and breathtaking conservation views that provide exceptional privacy and a peaceful natural backdrop. Ideally located just minutes from top-rated schools, shopping, dining, major highways, and Walt Disney World, this move-in-ready home presents a rare opportunity to own one of the finest properties in one of Winter Garden's most desirable communities. Don't miss your chance to own this exceptional conservation-lot home featuring six bedrooms, premium upgrades, expanded living spaces, and an unbeatable location!
Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)
Listing Agent: Flavia Cabral (407-470-4992)
16082 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$739,90024 Days on yellowkey MLS ID: O6420606
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2017Monthly Fee: $342 Tax: $5,019 (2025)Community: Waterleigh Phase 1CSingle Family
Taxes:$5,019
Elementary School: Panther Lake Elementary
Remarks: Prepare to be captivated by one of the most unique homes in Marina Bay at Waterleigh! Thoughtfully designed with custom craftsmanship and one-of-a-kind details throughout, this exceptional residence offers character, charm, and functionality around every corner. From the moment you step inside, you'll be welcomed by a whimsical entryway that sets the tone for the incredible features that follow. The dining room showcases a stunning custom window seat with built-in storage, creating the perfect place to relax while adding architectural charm. The inviting living area is highlighted by a beautiful fireplace complete with hidden storage, blending style and practicality. The versatile fourth bedroom features custom built-ins, making it ideal for a home office, guest suite, or creative space, while an additional dedicated storage room provides even more room for organization. Every space has been thoughtfully enhanced with custom upgrades, built-ins, and one-of-a-kind details that truly set this home apart. This home is also loaded with premium energy-efficient upgrades designed for modern living. Equipped with owned solar panels, a whole-home battery backup system, and a Tesla EV charger, you'll enjoy lower energy costs while having the peace of mind of uninterrupted comfort during power outages. Keep your lights on, essential appliances running, and your air conditioning operating even when the grid goes down—providing year-round security, convenience, and comfort for your family. Beyond the home itself, you'll love living in the highly sought-after Marina Bay at Waterleigh, where resort-style living is part of everyday life. Residents enjoy access to multiple clubhouse amenity centers, resort-style pools, state-of-the-art fitness centers, scenic walking and biking trails, playgrounds, dog parks, sports courts, mini golf, picnic areas, and beautiful lakeside gathering spaces. Conveniently located in the heart of Horizon West, you'll have easy access to shopping, dining, top-rated schools, major roadways, and world-famous attractions. **BUYER INCENTIVE AVAILABLE!! Preferred Lender is offering a COMPLIMENTARY TEMPORARY RATE BUY DOWN for qualified buyers on new loan locks completed on or before 8/31/26!!**
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Tiffany Vazquez (407-720-7490)
14252 CREEKBED CIR, WINTER GARDEN, FL 34787
$779,90047 Days on yellowkey MLS ID: O6408908
REDUCED by $10,000 (1.3%) on 07/21/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3572 Built: 2014Monthly Fee: $180Community: Bradford CreekSingle Family
Taxes:$0
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$875,00056 Days on yellowkey MLS ID: O6412033
REDUCED by $75,000 (7.9%) on 07/20/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3777 Built: 2016Monthly Fee: $195 Tax: $11,678 (2025)Community: Signature Lakes Ph 3B-4 3B-5 & 3Single Family
Taxes:$11,678
Remarks: Virtually Staged. HUGE CORNER LOT featuring 5 bedrooms, 3 full bathrooms and a 3 car garage with Epoxy flooring in a highly desirable neighborhood! With new fresh paint throughout, this move-in-ready home offers space, comfort, and versatility. The oversized backyard offers endless possibilities for customization, outdoor entertaining, and recreation. The spacious owner's suite is complete with two walk-in closets and a private en-suite bathroom. Upstairs, the expansive bonus room offers endless possibilities as a home theater, game room, in-law suite, or large bedroom. In addition to the owner's suite and bonus room, you'll find three generously sized secondary bedrooms upstairs that provide ample space and flexibility. Downstairs features another room with a closet and it has a connecting full bathroom, making it ideal for an office or additional guest room. The beautifully upgraded kitchen is the heart of the home, offering the perfect space for cooking, dining, and creating lasting memories. Featuring two expansive living rooms on the main level plus a formal dining room, this home is ideal for both entertaining guests and enjoying quality time together. With a versatile floor plan, generous living spaces, and endless possibilities, come experience everything this remarkable property has to offer. This is more than a house, it's a place to call home. Some photos have been virtually staged to illustrate potential furniture placement, room functionality, and design possibilities, helping buyers envision the home's full potential.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Crystal Taylor (407-607-6585)
14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$996,975107 Days on yellowkey MLS ID: O6397262
REDUCED by $25 (0.0%) on 05/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2346 Built: 1984Monthly Fee: $71 Tax: $10,303 (2025)Community: Country LakesSingle Family
Taxes:$10,303
Remarks: Virtually Staged. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence offers a rare opportunity to enjoy space, serenity, and flexibility in one of Winter Garden's most desirable locations. Designed for both everyday living and effortless entertaining, the home features fresh interior paint, new luxury vinyl plank flooring throughout the main living areas and bedrooms, a newer roof, new water heater, oven, range, custom woodwork, and a beautiful wood-burning brick fireplace that anchors the living space. The expansive covered lanai, refinished screened-in pool with a new pump, and spa create a true indoor-outdoor lifestyle, with multiple access points from the home and a kitchen pass-through window that opens directly to the entertaining area. Privately situated on the opposite side of the main 3 bedrooms, the light-filled bonus room features two closets, French doors, its own exterior entrance, and tranquil views of the mature landscaping. Paired with the adjacent full bath, it offers exceptional flexibility as a potential 4th bedroom, private guest suite, in-law suite, home office, or creative space. The 3rd full bath also serves as a convenient pool bath with direct outdoor access to the lanai. Outside, enjoy beautifully maintained gardens, mature trees, a fully fenced backyard, abundant outdoor living space, and a large detached storage building with electricity. Residents also enjoy private access to Black Lake and Lake Tilden, complete with a boat ramp, tennis court, pavilion, and the peaceful charm of one of Winter Garden's hidden-gem communities. Just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways, area hospitals, and world-famous attractions including Disney World, Universal Orlando, and SeaWorld, this property delivers a combination of land, location, and lifestyle that is rare to find.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erin Rison (407-844-8168)
420 E CYPRESS ST, WINTER GARDEN, FL 34787
$410,00056 Days on yellowkey MLS ID: O6412414
REDUCED by $10,000 (2.4%) on 07/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1616 Built: 1950 Tax: $5,517 (2025)Community: Overstreet CrateSingle Family
Taxes:$5,517
Elementary School: Maxey Elem
Middle School: Lakeview Middle
Remarks: Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
93 WINDTREE LN #102, WINTER GARDEN, FL 34787
$199,9993 Days on yellowkey MLS ID: O6426740
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $203 (2025)Community: Windtree GardensCondo
Taxes:$203
Remarks: Welcome to this first floor condo in the heart of Winter Garden! This 2 bedroom, 2 bath unit offers an excellent opportunity for both homeowners and investors. Enjoy the convenience of ground floor living with a private screened in patio, perfect for relaxing with your morning coffee or unwinding after a long day. Inside, you'll find a functional floor plan with a washer and dryer included, making move in even easier. The home is priced to reflect its potential and is ready for your personal touch with fresh paint and new flooring, allowing you to customize the space while adding instant value. Residents enjoy a variety of community amenities, including a swimming pool, basketball court, clubhouse, and community mailbox. The unit also comes with two designated parking spaces for added convenience. Ideally located near shopping, dining, entertainment, and major roadways, this condo offers affordability, convenience, and the opportunity to make it your own in one of Winter Garden's most desirable areas.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Karen Grau (407-383-3230)
6208 ARALIA IVY LN, WINTER GARDEN, FL 34787
$400,0004 Days on yellowkey MLS ID: O6427212
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1560 Built: 2020Monthly Fee: $289 Tax: $6,543 (2025)Community: Hamilton GardensTownhouse
Taxes:$6,543
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: You found it! Amazing LOCATION and priced to sell! You will love the open floorplan and PRIVATE COURTYARD that is perfect for outdoor gatherings. REAR-ENTRY TWO-CAR GARAGE in the highly desirable Hamilton Gardens community! The bright kitchen features granite countertops, a spacious pantry, and overlooks the dining area and great room, creating a seamless layout. Enjoy peaceful views of mature trees with NO REAR NEIGHBORS. Hamilton Gardens offers RESORT-STYLE POOL, cabana, dog park, and playground. Residents even enjoy NIGHTLY DISNEY FIREWORK VIEWS right from the community! Located in the HEART OF HAMLIN in sought-after HORIZON WEST just minutes from Hamlin Town Center with dining, cafés, entertainment, and a weekly farmers market. Convenient to SR 429, TOP-RATED SCHOOLS, major medical facilities, Winter Garden Village, Historic Downtown Winter Garden, Windermere, and ALL DISNEY ATTRACTIONS. Don't miss this one!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Margo Rochelle (407-694-0623)
13155 SPRING GROVE WAY, WINTER GARDEN, FL 34787
$600,00025 Days on yellowkey MLS ID: O6421867
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2021Monthly Fee: $225 Tax: $7,057 (2025)Community: Encore/Ovation Ph 2Single Family
Taxes:$7,057
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully appointed 4-bedroom, 3.5-bath home offering over 2,800 square feet of thoughtfully designed living space in the highly desirable Encore at Ovation community of Horizon West. Perfectly positioned on a premium corner lot, this home combines modern style, functional living, and an unbeatable location just 20 minutes from Walt Disney World. Step inside to discover gorgeous flooring throughout, a light and airy open-concept layout, and a timeless palette of neutral colors that complements any décor. The spacious kitchen flows seamlessly into the dining and living areas, creating an ideal space for entertaining and everyday living. A highly sought-after first-floor guest suite provides privacy and flexibility for visitors or multi-generational living. Upstairs, you'll find a generous loft with an open bannister, offering the perfect space for a media room, playroom, or home office. The conveniently located second-floor laundry room makes daily living effortless. The spacious primary suite serves as a relaxing retreat, while the additional bedrooms provide ample room for family and guests. Step outside to enjoy Florida living year-round on the screened-in lanai, ideal for morning coffee, outdoor dining, or unwinding in the evenings. Located in the sought-after Encore at Ovation community, this exceptional home offers easy access to major highways, top-rated schools, and Central Florida's world-famous attractions. With its desirable floor plan, stylish finishes, and prime Horizon West location, this home is one you won't want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
15415 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$549,99011 Days on yellowkey MLS ID: O6424833
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,414 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,414
Remarks: Virtually Staged. Imagine living just minutes from one of Central Florida's most sought-after destinations, where your favorite coffee shop, weekend brunch, boutique shopping, fitness studios, entertainment, and everyday conveniences are all just a five-minute drive away. Welcome to Hamlin Reserve, where this beautifully upgraded home offers the perfect balance of comfort, charm, and an unbeatable Horizon West lifestyle. Designed for easy, everyday living, this 3-bedroom, 2-bath residence features nearly 2,000 square feet of bright, open living space with timeless ceramic tile flooring extending throughout the home. The spacious kitchen is the heart of it all, showcasing elegant quartz countertops, abundant cabinetry, a gas range, and an oversized island that's equally suited for casual breakfasts or entertaining guests. The living room feels bright and inviting with automatic window blinds adding both convenience and a clean, modern touch. Just off the main living area, the versatile dining space can easily adapt to your needs as a home office, reading room, playroom, or additional flex space. The primary suite has been thoughtfully updated with a beautifully renovated bathroom, creating a relaxing retreat at the end of the day. Every upgrade throughout the home has been selected with both style and functionality in mind. Step outside and enjoy Florida living the way it was meant to be. The extended screened lanai offers plenty of room for outdoor dining and relaxing, while the built-in gas connection is already in place for your future summer kitchen. Additional features include a gas dryer, gas stove, and a well-maintained, move-in-ready interior that allows you to simply unpack and start enjoying your new home. Life in Hamlin Reserve means more than owning a beautiful home. Residents enjoy a community pool and quick access to SR-429, Walt Disney World, top-rated schools, and the ever-growing Hamlin Town Center. From waterfront dining and live entertainment to grocery stores, medical offices, breweries, parks, and community events, everything that makes Horizon West one of the area's most desirable places to live is just moments away. If you've been searching for a home that combines thoughtful upgrades, undeniable charm, and a location that truly enhances your lifestyle, this is the one you've been waiting for.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tai Phan (877-366-2213)
8060 BOWERY DR, WINTER GARDEN, FL 34787
$640,00018 Days on yellowkey MLS ID: O6421395
REDUCED by $10,000 (1.5%) on 07/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3013 Built: 2017Monthly Fee: $190 Tax: $7,459 (2026)Community: Lake Hancock PreserveSingle Family
Taxes:$7,459
Tax Year: 2026
Remarks: Priced to Sell! Welcome to this elegant 5-bedroom, 3-bathroom home with a 2-car garage, located in the highly sought-after Horizon West/Hamlin area. Designed with both style and functionality in mind, this home features 9'4" ceilings, Low-E energy-efficient windows, 42-inch cabinetry, granite countertops, an open-concept great room with sliding glass doors leading to an extended covered patio, and a spacious primary suite with a garden tub, separate shower, and oversized walk-in closet. Unwind on the extended covered patio and enjoy nightly views of the Disney fireworks, creating a truly magical setting right from the comfort of your own backyard. Residents also enjoy a putting green, tot lot, gazebo, and the convenience of lawn care included through the HOA. Conveniently located just minutes from Hamlin Town Center, you'll have easy access to premier shopping, dining, entertainment, top-rated schools, and everyday conveniences. Plus, you're only a short drive from Disney, Downtown Winter Garden, Winter Garden Village, Orange County National Golf Center, and major roadways including SR-429, SR-535, and I-4, making commuting throughout Central Florida quick and convenient.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Camilo Rojas (407-455-1512)
16596 POINT ROCK DR, WINTER GARDEN, FL 34787
$539,90053 Days on yellowkey MLS ID: O6412721
REDUCED by $20,100 (3.6%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2023Monthly Fee: $254 Tax: $8,961 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,961
Remarks: Welcome to one of the most desirable addresses in Horizon West! Located in the highly sought-after Waterleigh community, this beautifully maintained residence offers the perfect combination of luxury, convenience, and resort-style living in the heart of Winter Garden. Featuring an expansive open-concept design, this home was thoughtfully crafted for both everyday comfort and entertaining. The spacious living areas are filled with natural light and seamlessly connect to a modern kitchen complete with elegant cabinetry, stone countertops, stainless steel appliances, and a large center island that serves as the heart of the home. The flexible floor plan provides generous bedroom sizes, abundant storage, and versatile spaces ideal for a home office, media room, or play area. Situated on a premium homesite within Waterleigh, residents enjoy professionally maintained landscaping and access to one of the most amenity-rich communities in Central Florida. Waterleigh spans more than 1,400 acres surrounding the scenic 350-acre Hickorynut Lake and offers an unmatched lifestyle experience with multiple resort-style pools, clubhouse facilities, fitness centers, mini-golf, tennis courts, beach volleyball courts, dog parks, playgrounds, fishing piers, community gardens, walking trails, nature paths, picnic areas, and beautifully maintained green spaces throughout the neighborhood. One of Waterleigh's most attractive features is the HOA-included lawn maintenance, allowing homeowners to enjoy a low-maintenance lifestyle while preserving the community's exceptional curb appeal. The neighborhood is also golf-cart friendly and offers a true sense of community with frequent resident events and social activities. The location is simply outstanding. Residents enjoy convenient access to Waterleigh Village with Publix, restaurants, and everyday services, while Hamlin Town Center is just minutes away, offering shopping, dining, entertainment, fitness, and medical facilities. Walt Disney World is approximately 13 minutes away, and major roadways including SR-429 provide quick connections to Downtown Orlando, Winter Garden Village, Windermere, and Orlando International Airport. Families will appreciate the proximity to highly regarded Horizon West schools, including Atwater Bay Elementary located within the community itself, further enhancing the convenience and appeal of this exceptional neighborhood. Whether you're looking for a primary residence, a long-term investment, or simply a home that delivers an unparalleled Florida lifestyle, 16596 Point Rock Drive presents a rare opportunity to own in one of Winter Garden's most successful and vibrant master-planned communities. Experience the best of Waterleigh living—where resort-style amenities, scenic lake surroundings, and an unbeatable Horizon West location come together to create a truly exceptional place to call home. Motivated seller.
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$499,00096 Days on yellowkey MLS ID: TB8500322
REDUCED by $40,000 (7.4%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Remarks: PRICE IMPROVEMENT – NOW OFFERED AT $499,000! Exceptional opportunity to own a nearly new home in the highly sought-after Highland Ridge community of Winter Garden. Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath residence offers a modern open-concept floor plan with stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. Upstairs, you’ll find a generous primary suite, two additional bedrooms, and a versatile loft space. At just $499,000, this home presents one of the best values in Winter Garden for a newer construction property. Conveniently located near Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, major highways, and top-rated schools. Community amenities include a playground, pool, and beautifully maintained common areas. Move-in ready and priced to sell—schedule your private showing today before this opportunity is gone!
Listing Agent: Freddy Escobar (352-217-7815)
15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787
$579,900103 Days on yellowkey MLS ID: O6396640
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2013Monthly Fee: $128 Tax: $6,746 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$6,746
Remarks: Back on Market due to buyer unable to secure funding. Their loss, your opportunity. Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lauren Marason (610-223-7086)
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$575,000333 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
Tax Year: 2024
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)
706 STRIHAL LOOP, WINTER GARDEN, FL 34787
$599,00010 Days on yellowkey MLS ID: O6426152
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $96 Tax: $8,436 (2025)Community: Johns Landing Ph 01 44/47Spa: NoSingle Family
Taxes:$8,436
Remarks: Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities. Inside, the kitchen features stainless steel appliances and a custom tile backsplash above stone countertops, with a breakfast nook for casual dining. The primary suite includes a picture window and rich wood flooring, complemented by crown molding throughout the residence. The great room flows across ceramic tile and polished wood surfaces, while the formal dining room showcases gleaming wood floors. An upstairs loft with natural wood planks provides flexible space for an office, playroom, or media area. The laundry room features ceramic tile for easy maintenance and durability. A smart thermostat manages climate control efficiently throughout all living areas. The covered front porch creates an inviting entrance, and mature landscaping frames the property with established trees and plantings that provide natural privacy and curb appeal. The location offers exceptional convenience and recreation. You're minutes from Downtown Winter Garden, with easy connectivity to the Florida Turnpike for broader travel throughout Central Florida. The West Orange Trail is nearby for outdoor enthusiasts seeking biking and nearby paths, and the community boat ramp provides direct waterfront entry to John's Lake for boating and fishing. The Oakland Nature Preserve is close by, offering natural spaces to explore with nearby trails and wildlife viewing opportunities. Whether you're seeking waterfront recreation, trail connectivity, or proximity to local commerce and dining, this address delivers on multiple fronts. Schedule a showing today to experience this property and its neighborhood firsthand.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Patrick D'Agostino (321-467-4555)
215 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$1,099,0005 Days on yellowkey MLS ID: S5154193
INCREASED by $1,097,901 (99900.0%) on 07/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2700 Built: 2020 Tax: $12,866 (2026)Community: Downtown Winter GardenSpa: NoSingle Family
Taxes:$12,866
Elementary School: Dillard Street Elem
Remarks: Welcome to your own piece of Downtown Winter Garden paradise! This beautifully maintained 3-bedroom, 2.5-bathroom residence, built in 2019, offers the perfect blend of modern comfort, thoughtful design, and an unbeatable location just moments from one of Central Florida's most sought-after historic downtowns. Ideally situated just a short stroll from the award-winning Winter Garden Farmers Market, this exceptional home places you in the heart of one of Florida's most vibrant communities. Walk to the renowned Crooked Can Brewing Company, Garden Theatre, boutique shopping, charming cafés, and an outstanding selection of local restaurants, wine bars, and entertainment venues. Whether enjoying a weekend brunch, an evening out, or one of the many community events held throughout the year, everything Downtown Winter Garden has to give is just minutes from your front door. Inside, you'll immediately appreciate the bright, open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen overlooks the living and dining areas, creating a warm, inviting atmosphere where family and guests naturally gather. Featuring modern finishes, generous cabinetry, quality appliances, and ample counter space, the kitchen is ideal for casual meals or hosting dinner parties. The highly desirable first-floor primary suite provides privacy and convenience with an en-suite bathroom and generous closet space. Also on the first floor are the laundry room, convenient half bath, and direct access to the attached two-car garage. Upstairs are two additional well-proportioned bedrooms and a full bathroom, creating the ideal setup for family, guests, or a dedicated home office. A standout feature is the dedicated surround-sound movie theatre, creating the ultimate in-home entertainment experience for movies, sporting events, and family movie nights. Step outside to your own peaceful retreat. The recently created butterfly garden provides a colorful outdoor sanctuary, thoughtfully landscaped to attract butterflies and pollinators while creating the perfect place to relax with your morning coffee or unwind after a busy day. Built in 2019, this home offers the advantages of modern construction, energy-efficient features, and low-maintenance living while combining timeless curb appeal with an exceptional floor plan. Opportunities to own a newer home within minutes of Historic Downtown Winter Garden are rare. Whether you're looking for a primary residence, a lock-and-leave lifestyle, or simply want to enjoy one of Central Florida's most desirable communities, this property delivers an exceptional combination of location, comfort, and lifestyle. Experience everything that makes Winter Garden one of Florida's most celebrated places to live—from its tree-lined streets and award-winning Farmers Market to the renowned West Orange Trail, live entertainment, breweries, dining, shopping, and year-round community events—all just a short walk from your front door. Agent is the Owner.
Listing Agent: Lloyd Hart (855-450-0442)
7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787
$800,000102 Days on yellowkey MLS ID: O6399030
4 Days Off yellowkey (back on 7/26/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3893 Built: 2013Monthly Fee: $252 Tax: $7,628 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$7,628
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. Fenced Corner Lot | Oversized 3+ Car Garage | New Roof 2024 | Yard Maintenance Included | This home has it all. The first floor features a formal living room, dining room, family room open to a spacious kitchen with 42" raised-panel cabinetry, gas appliances, and ample storage, a guest room, full bath, study, and interior laundry room, all on one level, ideal for guests or multigenerational living. Upstairs, a huge loft offers flexible space for a media room, play area, or second living area. The primary suite features tray ceilings, dual vanities, and a large walk-in closet. The second floor also includes three additional bedrooms and two more full bathrooms, bringing the upstairs to three full baths including the primary suite, and the home to five bedrooms and four full baths in total. Situated on a fenced corner lot, the backyard includes a gas fire pit and room to entertain. Located in Summerlake, residents enjoy a lakefront clubhouse, fitness center, resort-style pool, playgrounds, and walking paths. Conveniently positioned in Horizon West near Town Center, the 429, Walt Disney World, and area attractions.
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
17167 WRITING ALY, WINTER GARDEN, FL 34787
$535,00076 Days on yellowkey MLS ID: O6406920
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2486 Built: 2020Monthly Fee: $110 Tax: $7,916 (2025)Community: Storey Grove Ph 1BSingle Family
Taxes:$7,916
Remarks: Located in the heart of Horizon West, 17167 Writing Aly offers the space, flexibility, and location buyers are looking for in Winter Garden. Just minutes from Hamlin Town Center, the 429, Disney, and Downtown Winter Garden, this home is positioned in one of Central Florida’s fastest-growing areas while still offering a true neighborhood feel with community green spaces, walking paths, and resort-style amenities nearby. Inside, the freshly repainted interior feels bright, clean, and move-in ready. The open-concept main living area flows seamlessly into the kitchen and dining spaces, creating a layout that works well for both everyday living and entertaining. One of the standout features of this floorplan is the rare dual primary suite setup, with one primary bedroom conveniently located downstairs and a second oversized primary suite upstairs, giving flexibility for multi-generational living, guests, or added privacy. Step outside to your private outdoor courtyard, perfect for grilling, relaxing, or creating an inviting entertaining space between the home and detached two-car garage. With thoughtful layout options, fresh interior updates, and a location close to everything Horizon West has to offer, this home checks boxes that are hard to find at this price point.
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