Refine Search
Sort by
$535,999
4 Beds 4 Baths O6412974 MLS
Virtually Staged. **This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION. 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!

8220 Bayview Crossing Drive, Winter Garden

$534,900
3 Beds 3 Baths O6412721 MLS
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.

16596 Point Rock Drive, Winter Garden

$599,999
4 Beds 3 Baths O6411451 MLS
Under contract-accepting backup offers. Virtually Staged. This is the one in Winter Garden's Golf Cart District. SELLER BONUS: from now until July 31st, the seller will credit up to $5,000 toward a privacy fence on any full-price contract. A fully renovated 4-bed, 2.5-bath home on a corner lot in the golf cart community of Island Pointe, and it is move-in ready. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. Double-height ceilings and natural light greet you at the entry, and the kitchen flows right into the living space so the home feels open and connected. The kitchen has stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that works for everyday life. The primary suite is its own retreat, with two walk-in closets, a glass walk-in shower, and a soaking tub. Three additional bedrooms give you room to grow. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac, all inside the Island Pointe golf cart community. HOA runs $68 a month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden.

1005 Chase Drive, Winter Garden

$552,275
4 Beds 3 Baths G5113297 MLS
Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. 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

7531 Silver Valley Street, Winter Garden

$535,000
4 Beds 4 Baths O6406920 MLS
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.

17167 Writing Alley, Winter Garden

$539,000
4 Beds 3 Baths O6413534 MLS Toll Brothers BLDG.
Under Construction. Toll Brothers New Construction. Our beautiful Rinker Corner unit townhome offers 2,031 square-feet, 4 bedrooms and 3 bathrooms plus loft. Upon entering the inviting foyer, you will find a spacious downstairs bedroom perfect for guests or office space. Leading to a bright kitchen and great room. The stunning kitchen is highlighted by a designer backsplash, modern cabinets, and upgraded countertops. With free-flowing space between the kitchen, great room and the casual dining area this townhomes offers the perfect open-concept living space. Secluded on the second floor is the primary bedroom, complete with a large walk-in closet, loft perfect for a second TV space and two additional secondary bedrooms that share a full bathroom. Additional highlights include a rear courtyard area, and a detached 2-car garage. The future resort-style amenities in this community will make your family feel they're on vacation year-round. Schedule an appointment today to see it for yourself! Closing cost assistance available.

13861 Easdale Alley, Winter Garden

$525,000
3 Beds 3 Baths O6411576 MLS
Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.

2241 White Feather Loop, Winter Garden

$546,490
3 Beds 3 Baths O6412141 MLS
Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, a loft, a covered lanai, and a 2-car rear-load detached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a vented microwave. Elkins white cabinetry, a decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite and en suite bathroom, two spare bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of ceramic tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

6279 Sunny Time Avenue, Winter Garden

$525,000
3 Beds 3 Baths O6410113 MLS
Under contract-accepting backup offers. Prime corner lot home in the highly sought-after Horizon West community of Watermark in Winter Garden with no front neighbors and peaceful water views. Ideally located just a short walk to the community amenity center and The Mark shopping center featuring Starbucks, New York Beer Project, 7-Eleven, Walgreens, dining, entertainment, and more. Enjoy nightly Disney fireworks views right from the front porch, living room or loft sofa. Conveniently located near State Road 429, Hamlin Town Center, top-rated schools, Orange County National Golf Center, and Walt Disney World. This home offers the perfect blend of lifestyle, convenience, and location in the heart of Horizon West.

9606 Woodcrane Drive, Winter Garden

$530,000
3 Beds 3 Baths O6410286 MLS
Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 7725 Purple Finch Street in Winter Garden, a 2-story home offering 3 bedrooms, 2.5 bathrooms, an open floorplan, and a comfortable layout designed for everyday living, with a VA assumable mortgage available. With the main living areas on the first floor and all bedrooms positioned upstairs, the home provides a practical separation between shared spaces and private retreats. Inside, the open layout connects the living, dining, and kitchen areas, creating an easy flow for daily routines, hosting, and relaxing. The kitchen overlooks the main living space, keeping the home bright, connected, and functional. Upstairs, the 3-bedroom layout offers flexibility for residents, guests, a home office, or additional storage, while the 2.5 bathrooms add convenience for both everyday use and visitors. The home also includes several recent updates that add value and peace of mind. The roof was replaced in June 2026, and the exterior was painted in 2026, giving the home a refreshed look. The AC system was replaced in 2024 with a Goodman unit installed by Global Cooling and includes a UV light. Upstairs flooring was replaced in 2025 with hybrid waterproof and scratch-resistant flooring. Additional updates include a Springwell salt-free whole-house water filtration system installed in 2023 and a washer and dryer replaced in 2026. Outdoor living is easy to enjoy with a covered front porch that creates a welcoming entry and a space for seating. The open patio provides additional room for outdoor dining, grilling, plants, or a small lounge setup. The community offers a strong amenity package, including a pool, clubhouse, fitness center, dog park, park, and playground, giving residents convenient options for recreation and everyday enjoyment close to home. Residents can also enjoy views of Disney fireworks from the community park, adding a unique touch to evenings in the neighborhood. Located in Winter Garden, the home is near shopping, dining, schools, parks, trails, and major roadways, with access to the area’s popular local destinations and the broader Central Florida region.

7725 Purple Finch Street, Winter Garden

$525,000
3 Beds 3 Baths O6402123 MLS Mi Builders BLDG.
Under contract-accepting backup offers. Located in the gated community of Hickory Hammock, this beautiful corner-unit townhouse offers 3 bedrooms, 2.5 bathrooms, and a spacious upstairs loft perfect for a home office, media room, or flex space. This well-maintained home features stylish upgrades throughout, including wood-look ceramic tile downstairs and engineered hardwood flooring upstairs, along with brand-new paint and carpet for a fresh, move-in-ready feel. The open living areas lead to a screened back porch overlooking a peaceful green park area with no rear or side neighbors, creating a rare sense of privacy and open space. Additional highlights include a 2-car garage, washer and dryer included, whole-home water filtration system, and UV lights installed on the AC unit for enhanced air quality and efficiency. Residents of Hickory Hammock enjoy outstanding resort-style amenities, including a community pool, volleyball courts, and lake access with a private dock perfect for fishing and enjoying the waterfront lifestyle. With its premium corner location, thoughtful upgrades, and exceptional community amenities, this home offers the perfect blend of comfort, convenience, and low-maintenance living in sought-after Winter Garden.

1158 Orange Season Lane, Winter Garden

$575,000
4 Beds 3 Baths O6410574 MLS
Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!

14542 Black Cherry Trail, Winter Garden

$595,000
3 Beds 3 Baths O6410871 MLS
Welcome to this beautifully maintained, move-in ready 3-bedroom, 3-bathroom home in Oakland Park, one of Winter Garden’s most desirable communities. Offering a blend of classic architecture, modern updates, and an exceptional location, this turnkey Winter Garden home is designed for comfortable Florida living. Step inside to a bright and spacious open-concept floor plan featuring abundant natural light, soaring ceilings, and generously sized living and dining areas. The flexible layout is ideal for entertaining, working from home, or accommodating guests. At the center of the home is the chef-inspired kitchen, featuring natural gas appliances, ample cabinetry, generous counter space, and an open connection to the main living areas. Whether you're preparing a weeknight dinner or entertaining friends and family, this kitchen is both functional and inviting. The spacious primary suite provides a private retreat with a luxurious ensuite bathroom and generous walk-in closet. Two additional bedrooms and bathrooms offer plenty of flexibility for family, guests, a home office, or additional living space. Throughout the home, you'll find plantation shutters, designer finishes, and quality upgrades that create a polished yet comfortable atmosphere. With thoughtful improvements already in place, you can move in and start enjoying the lifestyle this home and community have to offer. And then there's Oakland Park. Residents have access to an impressive collection of resort-style community amenities, including TWO community pools, beautiful green spaces, parks, playgrounds, walking paths, gathering areas, and the neighborhood’s iconic tree-lined streets and welcoming front porches. Oakland Park is designed to create a true neighborhood feel while offering the amenities buyers want from a premier Winter Garden community. Location is hard to beat. You're just minutes from Historic Downtown Winter Garden, the popular Winter Garden Farmers Market, the West Orange Trail, local restaurants, boutique shopping, parks, and year-round community events. Convenient access to SR 429 and the Florida Turnpike makes commuting throughout Central Florida easy, while Disney, downtown Orlando, and Orlando International Airport are all within a manageable drive. If you're searching for a move-in ready home in Winter Garden, a community with resort-style amenities and pools, or a home close to Downtown Winter Garden and the West Orange Trail, this Oakland Park property checks the boxes. Experience the charm, convenience, and lifestyle that make Oakland Park one of Winter Garden's most sought-after communities.

914 Trowman Alley, Winter Garden

$539,999
4 Beds 3 Baths O6410232 MLS
Under contract-accepting backup offers. Virtually Staged. 1028 Spring Landing Dr offers the perfect combination of comfort, style, and location in one of Central Florida's most desirable communities. This beautifully upgraded and meticulously maintained 4-bedroom, 3.5-bathroom home features a spacious fenced backyard, ideal for entertaining, pets, or enjoying Florida living year-round. Inside, you'll find gorgeous wood-look tile flooring throughout, adding both elegance and durability to the home's modern feel. Major updates provide peace of mind for the next owner, including a new roof installed in 2019, fresh exterior paint, and a brand-new A/C system replaced in 2025. Pride of ownership shines throughout every detail of this move-in-ready property. Conveniently located just minutes from vibrant Downtown Winter Garden, residents can enjoy easy access to the award-winning farmers market, local dining, boutique shopping, the West Orange Trail, parks, breweries, and community events. With quick access to major highways, Disney attractions, and all that Central Florida has to offer, this home truly delivers both lifestyle and convenience.

1028 Spring Landing Drive, Winter Garden

$500,000
3 Beds 2 Baths O6409675 MLS
Under contract-accepting backup offers. Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!

516 S Highland Avenue, Winter Garden

$575,000
4 Beds 4 Baths O6408913 MLS
Under contract-accepting backup offers. **SELLER MOTIVATED - NEW PRICE*** Welcome to this beautifully appointed, move-in-ready home located in the highly desirable, resort-style master-planned community of Waterleigh in Winter Garden. This home offers the perfect blend of modern sophistication and everyday functionality across a bright, open-concept design. From the moment you enter through the front door, the airy foyer welcomes you with elegant, durable ceramic tile in a natural wood-grain finish. This flooring flows seamlessly through the main living areas, which are accented by striking arched doorways and a beautifully crafted staircase. The heart of the home is the stylish chef's kitchen, which shines with pristine shaker-style cabinetry, expansive granite countertops, a classic tiled backsplash and a generous center island with an undermount double sink and an extended breakfast bar perfect for casual dining. Fully equipped with sleek stainless-steel appliances and a dedicated built-in beverage cooler station, this culinary space overlooks a main living zone flooded with natural Florida sunshine through large windows with custom blinds. The primary bedroom ensuite features dual vanity sinks, stone countertops and a massive walk-in closet. Upstairs, the second-floor balcony is the place to unwind after a long day or start your morning with sun salutations. A brick-paved backyard patio, double pane hurricane resistent windows and a rear-entry garage provide ultimate privacy and includes electric vehicle charger. Living in Waterleigh means enjoying a vacation-style lifestyle every day. With HOA-included lawn and ground maintenance, you have nothing left to do but relax and enjoy the community's premier amenities, including multiple resort-style pools, fitness centers and tennis and pickleball courts. Plus, you are just minutes from Disney's Magic Kingdom, upscale shopping at Winter Garden Village, historic downtown Winter Garden and Orlando International Airport.

9360 Mclaren Alley, Winter Garden

$537,900
4 Beds 3 Baths TB8511160 MLS
Welcome to your dream home in the heart of Horizon West — perfectly positioned just 2 miles from the vibrant Hamlin district, one of Central Florida’s most sought-after destinations for upscale dining, boutique shopping, fitness studios, and entertainment. This stunning single-family residence blends modern elegance with everyday comfort, offering bright, open-concept living spaces designed for both relaxing and entertaining. The first floor welcomes you with an expansive and beautifully illuminated kitchen, seamlessly flowing into the spacious living and dining areas. Natural light pours throughout the home, creating a warm and inviting atmosphere from the moment you walk in. Upstairs, retreat to an oversized primary suite that truly feels larger than life, complete with luxurious his-and-hers walk-in closets and ample space to unwind in total comfort. Three additional generously sized bedrooms — all featuring walk-in closets — share a well-appointed bathroom, while the oversized laundry room adds exceptional convenience and functionality for everyday living. The spacious two-car garage comfortably accommodates two mid-size SUVs, while the exceptionally large driveway — one of the largest in Summerlake Groves — provides parking for up to four additional mid-size SUVs, a rare and highly desirable feature in the community. Residents of this beautiful neighborhood enjoy access to resort-style amenities including a sparkling community pool, dog park, playground, and tennis courts — offering the perfect balance of recreation, relaxation, and family-friendly living. This is more than just a home — it’s a lifestyle opportunity in one of the fastest-growing and most desirable areas of Central Florida.

8016 Sweet Orange Avenue, Winter Garden

$525,000
3 Beds 2 Baths O6408941 MLS
Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.

33 Timbercreek Pines Circle, Winter Garden

$559,990
3 Beds 3 Baths O6408024 MLS
Under Construction. Welcome to 17124 Beachgrass Alley, in Winter Garden, Florida: a new construction home built by M/I Homes, offering 1,983 square feet of thoughtfully designed living space. This home features a well-crafted floorplan combining quality design with everyday functionality. This home features 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for daily living and entertaining, a lanai, and a 2-car rear-load garage This home showcases an open-concept living space that creates a seamless flow between the family room, kitchen, and dining area, making it ideal for both relaxed evenings and hosting guests. The floorplan is designed with intention, ensuring each room serves a clear purpose while maintaining a cohesive feel throughout. Upstairs, the owner's bedroom offers a private retreat, complete with an en-suite bathroom and walk-in closet for added convenience. The overall layout reflects a commitment to quality design, with clean lines and functional spaces that make everyday living comfortable. Situated in a desirable Winter Garden neighborhood, this home benefits from proximity to parks and outdoor recreation areas, providing easy access to green spaces for families and individuals alike. The surrounding neighborhood offers a welcoming atmosphere with well-maintained streets and a sense of connection to the outdoors.

17124 Beachgrass Alley, Winter Garden

$544,900
3 Beds 2 Baths O6408720 MLS
Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.

46 W Vining Street, Winter Garden

$550,000
3 Beds 3 Baths O6407942 MLS
Nestled within the exclusive Marina Bay enclave of Waterleigh, one of Horizon West’s most sought-after luxury communities, this beautifully upgraded 3-bedroom, 3-full-bathroom single-story home built in 2018 offers a rare combination of privacy, tranquility, and resort-style living. Marina Bay is a completed, quiet hideaway tucked away from the newer phases of the community with ongoing home construction and through traffic, while still offering access to Waterleigh’s extensive luxury amenities. Positioned on a peaceful cul-de-sac with a charming garden park at its center, this home enjoys a serene setting where neighbors gather to enjoy nightly Walt Disney World Resort fireworks views visible from the park, front porch, and multiple scenic areas throughout the community. Freshly repainted in Spring 2026, the home showcases thoughtful upgrades throughout. Inside, luxury vinyl plank flooring installed in 2025 flows through the main living areas, complementing the open-concept design with both style and durability. One standout feature is the oversized 3-car tandem garage with overhead storage racks, offering exceptional storage space rarely found in comparable homes. But you won’t need to store lawn care equipment. The HOA provides professional lawn maintenance including mowing, edging, weeding, landscape care, and irrigation maintenance for truly low-maintenance living. Outdoor living is equally impressive. The fully fenced backyard offers exceptional privacy thanks to the premium corner lot location tucked away from major roads and traffic. In 2025, the screened lanai was expanded with an extended paver patio, creating the perfect setting for entertaining, outdoor dining, or relaxing while enjoying breathtaking sunset views over the lake to the west. A dedicated paver pad for trash and recycling bins hidden behind landscaping was also added in 2025. Life in Waterleigh is designed to feel like an upscale resort vacation year-round, with scenic lakes, trails, parks, and gathering spaces woven naturally throughout the community. Residents enjoy multiple resort-style amenity centers, fitness centers, pools, playgrounds, sports fields, fishing, beach volleyball, hammock beach areas, scenic walking trails, dog parks, and even a private mini-golf course — a rare feature that helps set Waterleigh apart. Located minutes from State Road 429, the home offers quick access to Universal Orlando Resort, Walt Disney World Resort, Downtown Orlando, and Orlando International Airport. Nearby Hamlin features upscale dining, entertainment, luxury cinemas, and top-rated schools, while Downtown Winter Garden offers charming boutiques, dining, farmers markets, and historic charm. From the peaceful cul-de-sac setting and nightly Disney fireworks to the lake views, luxury upgrades, oversized garage, and unmatched amenity package, this home offers an exceptional opportunity to enjoy one of Horizon West’s premier resort-style communities.

15518 Fountain Cove Court, Winter Garden

$525,000
3 Beds 2 Baths O6407943 MLS
Virtually Staged. New Interior Paint!! New Roof being Installed!! Don't Wait!! Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!

729 Meadow Glade Drive, Winter Garden

$579,820
4 Beds 3 Baths G5112346 MLS
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6044 Flowering Cherry Bend, Winter Garden

$551,130
4 Beds 3 Baths G5112278 MLS
One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. 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

7667 Silver Meadow Street, Winter Garden

$505,000
4 Beds 3 Baths O6406923 MLS
Beautiful and nearly new home in the quiet and friendly Highland Ridge community. This home was built only two years ago and is in perfect condition, offering over 2,114 sq. ft. of air-conditioned space. The layout is open and bright, with a modern kitchen that overlooks the large living and dining areas, perfect for family time and hosting friends. A big plus for this property is the oversized lot with no neighbors behind, giving you more space and total privacy. The house is energy-efficient. Highland Ridge is a great neighborhood with a community pool, parks and more. You are also in an amazing location, just 3 miles from Walt Disney World and very close to top schools, shopping, and restaurants. If you are looking for a newer home with more land and privacy in Winter Garden, It is also in a prime location within the community, situated on a quiet cul-de-sac with very little traffic, this is the one! Vacant, easy to show, and move-in ready. Watch the attached video.

12308 Bracco Street, Winter Garden

$515,000
3 Beds 3 Baths O6404264 MLS 13352 BLDG.
Beautifully maintained home located in the highly desirable area of Winter Garden! This spacious property offers the perfect blend of comfort, style, and convenience, featuring an open-concept floor plan, generously sized bedrooms, and abundant natural light throughout. The modern kitchen is ideal for entertaining, complete with ample cabinet space and a functional layout that flows seamlessly into the living and dining areas. Enjoy relaxing evenings in the private backyard with space for outdoor gatherings and family fun. Conveniently located near top-rated schools, shopping, dining, major highways, and world-famous attractions. A wonderful opportunity to own a beautiful home in one of Central Florida’s most sought-after communities—schedule your private showing today!

13552 Autumn Harvest Avenue, Winter Garden

$529,900
4 Beds 3 Baths O6405328 MLS
Under contract-accepting backup offers. Virtually Staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.

921 Bending Oak Trail, Winter Garden