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2154 Oakington Street, Winter Garden
$460,000
3 Beds ⋅ 2 Baths ⋅ O6402495 MLS
Welcome to this beautifully maintained, single-story home that perfectly blends comfort, style, and functionality. From the moment you arrive, the manicured front yard and inviting entry to set the tone for what’s inside. Step into a bright, open living space filled with natural light from large windows. The formal living and dining area offers the perfect setting for entertaining guests or enjoying quiet evenings at home. The kitchen is updated and designed with both style and convenience in mind, featuring modern appliances, generous storage, and a breakfast bar ideal for casual meals. Just beyond, the spacious family room provides plenty of seating for gatherings, movie nights, or simply relaxing with friends and family. This home offers a desirable split floor plan with a primary suite, complete with an ensuite bathroom and a full-size soaking tub—perfect for unwinding at the end of the day. Two additional bedrooms share a well-appointed full bathroom, making it ideal for families or guests. Step outside to your own private back yard fully fenced yard features a covered, screened-in patio—perfect for enjoying Florida year-round. The home has a New Roof and A/C in 2023.

2154 Oakington Street, Winter Garden

5596 Thomas Square Dr, Winter Garden
$578,000
4 Beds ⋅ 4 Baths ⋅ O6386791 MLS
Welcome to this beautiful 4-bedroom, 3.5-bath home in the highly sought-after Overlook at Hamlin community of Winter Garden. Ideally positioned with a serene front lake view, this well-maintained residence offers over 2,400 square feet of thoughtfully designed living space. The open-concept floor plan features a spacious kitchen overlooking the main living and dining areas, perfect for everyday living and entertaining. Upstairs, the generous primary suite and additional bedrooms provide comfort and privacy for the whole family. Enjoy outdoor living from the rear patio and the convenience of nearby Hamlin Town Center shopping, dining, parks, and top-rated schools, with easy access to FL-429. A wonderful opportunity to own in one of Winter Garden’s most desirable communities.

5596 Thomas Square Dr, Winter Garden

2621 Shirehall Lane, Winter Garden
$455,000
3 Beds ⋅ 2 Baths ⋅ O6386585 MLS
PRICE IMPROVEMENT. Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a 24 hour guard-gated golf community offering resort-style living. Enjoy tranquil mornings from the screened lanai overlooking a serene pond, creating the perfect setting for relaxation or entertaining. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and comfortable bedrooms ideal for both everyday living and guests. The spacious primary suite has a beautiful water view with ensuite having dual sinks, garden tub and walk in shower. This spilt bedroom plan adds to the convenience of privacy, noise reduction and efficient space management. The open Kitchen overlooks the family room and has a breakfast area with center island and granite countertops. The interior has just been painted first of March, New water heater 4/2026. Residents enjoy access to an impressive array of amenities, including a championship golf course, clubhouse, resort-style pool, fitness center, tennis and pickleball courts, walking and biking trails, and an active social calendar. Conveniently located near shopping, dining, and entertainment, this home offers the perfect blend of comfort, security, and lifestyle. Please call for your showing today.

2621 Shirehall Lane, Winter Garden

15050 Groveside Road, Winter Garden
$496,120
3 Beds ⋅ 3 Baths ⋅ O6384403 MLS ⋅ Na BLDG.
Under Construction. Ready in June! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed to your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15050 Groveside Road, Winter Garden

13946 Title Way, Winter Garden
$420,000
4 Beds ⋅ 3 Baths ⋅ O6384098 MLS ⋅ 13946 BLDG.
Virtually Staged. Like-New Townhome Only TWO years old 2023 at desirable Storey Grove! This exceptional 4-bedroom townhome truly represents the top tier of townhome living. Featuring a primary suite on the first floor, this layout is both rare and highly desirable. Enjoy a fully paved fenced private backyard with no lawn maintenance, perfect for low- maintenance living. The home sits in a prime location with no front neighbors, offering open views and extra privacy, plus convenient side parking. The community offers excellent amenities, and even better—top-rated elementary and middle schools are located within the community! This is Winter Garden’s most sought-after school district, ideal for families. Priced as the best value in the entire community, this 4-bedroom townhome is an opportunity you don’t want to miss! Unbeatable location! Just minutes from Disney, major shopping centers, and dining, with easy access to surrounding highways, making it effortless to get anywhere in Central Florida

13946 Title Way, Winter Garden

15062 Groveside Road, Winter Garden
$497,940
3 Beds ⋅ 3 Baths ⋅ O6376638 MLS ⋅ Na BLDG.
Under Construction. Ready in May/June- This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8' entry-door, you are welcomed with an open spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room, and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42" cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15062 Groveside Road, Winter Garden

15391 Lebeau Loop, Winter Garden
$900,000
4 Beds ⋅ 4 Baths ⋅ O6375228 MLS
Experience refined luxury in this stunning Winter Garden residence designed for both elegance and comfort! This open-concept floor plan is beautifully enhanced by crown molding throughout the first floor and abundant natural light. Entering into the foyer you will find a full shiplap wall and a dedicated office with glass French doors that provides a comfortable work-from-home space. The gourmet kitchen is a true showstopper with a large kitchen island, open shelving, and a full wall of backsplash to the ceiling. This kitchen showcases elevated finishes and natural gas cooking, every chef's dream! The first-floor primary suite offers a private retreat, with a rain shower head and freestanding tub in the ensuite bathroom, built-in shelving in the primary closet, and windows overlooking the expansive woods behind the home! The spacious living room and extended outdoor travertine patio both feature surround sound speakers - perfect for indoor/outdoor entertaining! Head outside through the stacking sliding doors with automatic shades and impact glass to find an elevated pool with a large sun deck and water feature, as well as a panoramic screen enclosure overlooking serene, wooded views with NO REAR NEIGHBORS - a private outdoor oasis! Upstairs you will find three secondary bedrooms, one with its own private ensuite, and a spacious loft that offers a flexible living or media space. This home has also been thoughtfully designed with NO CARPET - it features ONLY engineered hardwood throughout and ceramic tile in all bathrooms, delivering timeless style and effortless maintenance in a truly exceptional setting. Every inch of this home has been carefully selected, from the central vacuum to the smart rack in the garage, making this is a truly stunning place to call home. Schedule your private showing today!

15391 Lebeau Loop, Winter Garden

5526 New Independence Parkway, Winter Garden
$580,185
5 Beds ⋅ 3 Baths ⋅ O6365476 MLS
Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home in the highly desirable Winter Garden area. Built in 2013, this attractive two-story residence offers a thoughtful layout with spacious living areas, comfortable bedrooms, and well-appointed bathrooms. The home features durable concrete block construction with a stucco exterior and drywall interior finishes, providing lasting quality and a neutral backdrop for any décor style. The first floor includes inviting living and dining spaces ideal for everyday living and entertaining, while the second floor provides additional bedrooms and flexible-use areas to suit a variety of lifestyle needs. With five bedrooms, this property easily accommodates guests, home office needs, or multi-generational living. As part of the Independence community, residents enjoy a wide array of amenities including two clubhouses, two resort-style swimming pools, fitness centers, tennis and basketball courts, multiple playgrounds and parks, walking and biking paths, and private boat-ramp and water-access facilities. The neighborhood offers easy access to shopping, dining, schools, and major roadways, making this home a perfect blend of comfort, convenience, and community living. The property also features a beautiful and modern pool that enhances the backyard and creates a truly unique space for family and friends. The inviting front porch is the perfect spot to enjoy a relaxing weekend coffee.

5526 New Independence Parkway, Winter Garden

1674 Victoria Way, Winter Garden
$659,990
4 Beds ⋅ 3 Baths ⋅ O6357191 MLS
Beautifully updated POOL home in the desirable Tuscany community! Major updates include a new water heater (2020), whole house re-plumed (2021), new saltwater pool/spa with panoramic screen (2022), and new HVAC (2024). Pool features include Heat pump/chiller combo, iAquaLink (an intelligent pool control-turn on filter, lights, spa through app), auto fill/auto drain, bubbler, and Eco pool feature (circulation). Kitchen features quartz counters, 42” cabinets, stone backsplash, and stainless appliances, opening to a cozy family room with fireplace and French doors to the pool. Enjoy a private primary suite with pool access and a luxurious bath. Additional highlights include crown molding, 10-ft ceilings, bamboo/slate/travertine flooring, smart thermostat, and a fully fenced backyard. Excellent location near the West Orange Trail, downtown Winter Garden, and SR 429. This home truly shines!

1674 Victoria Way, Winter Garden

4230 Rex Drive, Winter Garden
$2,000,000
9 Beds ⋅ 6 Baths ⋅ O6274608 MLS
**A RARE OPPORTUNITY YOU WON’T WANT TO MISS!!** 9.75 PRIME ACRES IN THE HEART OF WINTER GARDEN ~ MAIN HOME CUSTOM BUILT BY HANNIGAN HOMES 5BD/4BA/3-CAR- 5,423 SQFT, INCLUDING AN ABOVE GARAGE APARTMENT WITH 1/BD/1/BA/+KITCHENETTE ~ SECOND HOME ON PROPERTY INCLUDES 4BD/2BA/2-CAR - 2,082SQFT ~ 10-STALL + TACKROOM HORSE BARN - 2,592 SQFT, 3 PASTURES ~ FENCED IN RIDING RING AND MUCH MORE! This countryside estate is an exclusive opportunity to own two homes, a horse barn, an adorable chicken coop, Koi pond, paver fire pit, built-in playground and so much more in the heart of the sought-after Winter Garden! Bring your horses and enjoy all that this massive CORNER LOT has to offer and being just minutes from the 429 gives you easy access to every convenience including neighboring HORIZON WEST and DISNEY THEME PARKS. Being sold all as one gives you endless opportunities in the ADDITIONAL SINGLE FAMILY HOME with the main home ready with charm for a family to make it their own. The long covered front porch welcomes you home and gives you front row seats to the riding ring. Built by Hannigan Homes, the main home was modeled after Disney’s Grand Floridian, and the thoughtful and unique features throughout are the perfect blend of comfort and quiet luxury. The roof was updated in 2019, the office space can serve as an additional bedroom, light and bright with views of the property, there is a movie/media room currently being used as an indoor trampoline park, WALK-IN WINE CELLAR for the adults, a fun HIDDEN WALK-IN PANTRY for ample kitchen storage and an energy saving SOLAR WATER HEATER. The new owner will absolutely fall in love with the PRIVATE PRIMARY SUITE that takes up the entirety of the second floor with sweeping views overlooking your estate, large WALK-IN CLOSET and well appointed ensuite bath. The additional bedrooms on the main floor give room to grow, and the additional home and garage apartment graciously allow for multi-general living. This gorgeous property is best experienced in person (stunning sunsets included!) so it can speak for itself - call today to schedule your private tour today!

4230 Rex Drive, Winter Garden

13958 Magnolia Ridge Loop, Winter Garden
$565,000
3 Beds ⋅ 2 Baths ⋅ O6406860 MLS
MUST SEE IN PERSON! Incredible Upgrades! Welcome to this meticulously maintained home located in the desired ORCHARD HILLS community within the Winter Garden zip-code. This 3 bedroom home with the potential to become 4 bedrooms (currently an office), 2 full custom bathrooms and a screened-in patio blends thoughtful design with modern convenience. The welcoming front porch allows for relaxing moments within your personal sanctuary. The foyer features neutral tones, wood tile flooring which sets the stage for the rest of the home. The entire home features stylish chandeliers and unique architectural details that seamlessly flow into the spacious living area. The home layout is designed for comfort and entertaining. The gourmet kitchen is a chef's dream, complete with an island, abundant cabinetry, and premium finishes. The primary bedroom being located on the first floor provides easy access for the new owner of any age. The primary suite is a luxurious retreat, complete with a beautifully appointed en-suite bathroom that includes a double vanity, walk-in shower and a generous walk-in custom closet. In order to truly embrace how special this home is, you must see it in person. ORCHARD HILLS also offers the perfect balance of convenience, being close to the vibrant downtown Winter Garden, known for its cultural attractions, dining, and shopping. The home also provides quick access to local theme parks. Did we mention the home is located near some of the best schools in the county. COME SEE IT TODAY!

13958 Magnolia Ridge Loop, Winter Garden

7107 Brown Pelican Court, Winter Garden
$630,000
4 Beds ⋅ 3 Baths ⋅ O6400618 MLS
Beautifully maintained and thoughtfully upgraded, this Summerlake home offers the perfect blend of style, comfort, and functionality in the heart of Horizon West. The open-concept layout is filled with natural light and features a versatile flex space at the front of the home, ideal for a home office, formal dining area, or additional sitting room. The kitchen serves as the centerpiece, complete with 42” cabinetry, granite countertops, stainless steel appliances, including an updated dishwasher (2021) and range (2025), a tile backsplash, and an oversized island overlooking the spacious family room and casual dining area. A custom walk-in pantry with upgraded Custom closets throughout the home add both organization and elevated design. Upstairs, all four bedrooms are centered around a generous loft, creating a second living space perfect for relaxing or entertaining. The owner’s suite offers a peaceful retreat with tray ceilings, an extended sitting area, dual custom walk-in closets, and a private ensuite bath featuring dual vanities and a newer glass-enclosed shower door. For enhanced comfort, a dedicated split-system A/C has been added to the primary suite, allowing for personalized temperature control year-round. A Reme Halo air purification system was also installed in the main A/C in 2024. The upstairs laundry room has been fully remodeled with custom cabinetry and a built-in countertop, creating a functional and stylish space for folding and storage. Sliding glass doors lead to a covered and screened lanai and a fully fenced backyard, offering privacy and the perfect setting for year-round outdoor living. Fresh interior and exterior paint, along with brand-new landscaping completed in 2026, give the home a clean, move-in-ready feel from the moment you arrive. The garage is equipped with an electric vehicle charging outlet, adding modern convenience.” Located in the desirable Summerlake community, residents enjoy resort-style amenities including a pool, fitness center, tennis and basketball courts, dog park, zip line, and miles of walking and biking trails. Conveniently close to top-rated schools, shopping, dining, and major roadways. Lawn care and landscaping are included in the HOA for low-maintenance living.

7107 Brown Pelican Court, Winter Garden

16736 Oakboro Street, Winter Garden
$553,000
4 Beds ⋅ 4 Baths ⋅ O6388784 MLS
****Price Improvement Alert****OVER $43,000 IN UPGRADES INCLUDING A WHOLE HOUSE SOLAR PANEL SYSTEM INCLDED IN PURCHASE! Be delighted with the reduced energy expenses from the day you move in. Don't wait to build and take advantage of the massive upgrades! Great opportunity to make homeownership a reality in the beautiful community of Waterleigh in Horizon West. HOA covers lawncare allowing you to enjoy all that Waterleigh has to offer: resort style amenities catering to any lifestyle, including a large club house with community room and fitness center that opens to a freeform pool, grilling stations and plenty of deck space to relax in the Florida sun. The sports enthusiast will fall in love with the multiple ball fields, tennis courts, beach volleyball court, pickle ball and outdoor fitness circuit. Playgrounds, gazebos and parks are scattered throughout the community for your pleasure. Phase three has a separate pool that is a great alternative to the main pool complex. This Clearden model offers many options and versatility. Natural light is amazing in every room! The first floor features an open plan with a bright white kitchen featuring a center island, stainless steel appliances, walk-in pantry as well as a coffee or dry bar area and overlooks the spacious family room that leads to the covered lanai. Main floor full bedroom with a private bath is ideal for guests, an office or an in-law suite. Upstairs there is an open loft, three additional bedrooms and a large laundry room. The expansive primary suite has an ensuite bathroom equipped with a double vanity, walk-in shower and plenty of closet space. The entertaining expands to the outside with covered front and rear lanais perfect for morning coffee or an evening BBQ. The fully fenced yard, whole home water softener, security system and solar panels add to the many upgrades in this beautiful home. Attached rear entry oversized two car garage provides plenty of room to park two vehicles and the brick paver driveway can accommodate up to four additional vehicles. Take advantage of the many community activities that are sponsored by the HOA for your pleasure year-round. Zoned for top rated schools including the elementary and middle schools within walking distance. Shopping, restaurants and lifestyle shops are all within the planned community. Minutes to the Walt Disney World complex, major roadways and an easy commute to the Orlando International Airport or Downtown Orlando. Special note, this home is equipped with Solaredge Solar panels that come with a transferrable warranty to the new Owner. This feature significantly reduces the monthly power bill! Call today for a private showing.

16736 Oakboro Street, Winter Garden

14416 Travois Way, Winter Garden
$740,000
5 Beds ⋅ 5 Baths ⋅ O6382140 MLS
PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded countertops, pantry door, designer lighting, and premium Samsung built-in oven/microwave combo, hood, and pot filler. The oversized island creates the perfect space to gather, entertain, and enjoy everyday living, all open to the main living areas for a seamless flow. This home is loaded with smart and functional improvements, including a Tesla charger, whole-home security system with six cameras and entry sensors, smart front door lock, water softener with reverse osmosis system, new shower heads, additional electrical outlets, and upgraded smoke detection. Step outside to a large, private backyard with a perimeter privacy fence and ample space to design the pool of your dreams The spacious primary suite includes a custom-designed closet and updated bath cabinetry, while a guest bedroom with full bath provides flexibility for visitors or multigenerational living. Step outside to a large fenced backyard with room for a pool. Enjoy an added bonus in the garage of epoxy-coated garage floors and cabinets for additional storage. Conveniently located near Lake Apopka, Hamlin, Horizon West, Winter Garden Village, Downtown Winter Garden, the West Orange Trail, and Walt Disney World—offering the best of Central Florida living with easy access to shopping, dining, and major roadways. Only 11 minutes away from Montverde Academy, one of Florida's most prestigious private schools, and top-rated Oakland Charter School, one of the highest-rated elementary schools in the area.

14416 Travois Way, Winter Garden

15231 Hamlin Park Drive Unit 15231, Winter Garden
$538,434
3 Beds ⋅ 4 Baths ⋅ J1003215 MLS ⋅ Parkview At Hamlin BLDG.
Brand-new construction located in the highly desirable Hamlin community of Winter Garden. This thoughtfully designed home features a modern open-concept floor plan with quality finishes, spacious living areas, and contemporary design throughout. The well-appointed kitchen opens to the main living space, creating an ideal layout for everyday living and entertaining. The private primary suite is complemented by additional bedrooms offering flexibility for family, guests, or a home office. Conveniently located near Hamlin Town Center, shopping, dining, parks, top-rated schools, and major roadways including FL-429, providing easy access to downtown Winter Garden, Walt Disney World, and the greater Orlando area.

15231 Hamlin Park Drive Unit 15231, Winter Garden

15196 Lake Claire Overlook Drive, Winter Garden
$1,100,000
5 Beds ⋅ 4 Baths ⋅ O6397637 MLS
One lucky buyer will soon call this exceptional home their own. Proudly offered for the first time by the original owners, who have cherished and meticulously cared for it since day one, this residence sits on a quiet cul-de-sac in the gated community of Hickory Hammock. With generous 90 feet of frontage along Lake Burnett and bordered by a retention pond on the side, it delivers rare privacy and space that is seldom found at this price point in the area. Curb appeal greets you immediately on this peaceful Cul de sac surrounded by stocked ponds, setting the stage for one “wow” moment after another inside. Formal living and dining areas welcome you, with the flexible living space easily convertible to a home office with minimal effort. The heart of the home is the expansive open kitchen, complete with abundant counter space, a large prep island, and a walk-in pantry. Even routine tasks become a pleasure here, thanks to the sweeping views of the backyard oasis from the sink. Adjacent, the oversized family room features a dramatic wall of glass that frames the breathtaking scenery beyond. Upstairs, a spacious bonus room offers versatility, pre-wired for a home theater. The owner’s suite is huge with dual vanities, a walk-in shower, a soothing garden tub and 2 walk in closets. Yet it is the backyard that truly captures the essence of the Florida lifestyle. A large screened and heated saltwater pool anchors the space, surrounded by a beautifully finished deck perfect for effortless entertaining or quiet relaxation after a long day. From here, postcard-perfect sunsets paint the sky while you soak in panoramic views of Lake Burnett, Johns Lake, and the serene nature preserve—views that feel exclusively yours thanks to the thoughtful layout and surrounding privacy. The hot tub will stay too ! New pool pump too. The FULLY PAID -OFF whole-home solar panel system ensures your electric bills remain remarkably low, while an EV charger, upgraded shutters on all windows and overhead garage storage racks convey with the home. Whole home water filtration will also stay. Both AC units replaced 2 years ago and come with 10 year warranties, for worry free ownership. Residents of Hickory Hammock enjoy a true resort lifestyle behind the gated entrance. Gather at the clubhouse, unwind by the beach-entry community pool, or stay active at the state-of-the-art fitness center, tennis courts, playground, beach volleyball area, BBQ and picnic spots, lakeside park, and fishing pier along Johns Lake. Highly rated K-12 school district , and convenient access to Montverde Academy, Foundation Academy and Windermere Preparatory campuses, make this an ideal location for those that are focused on education. Everyday conveniences abound with shopping and dining options in every direction, including a short drive to Winter Garden Village and the vibrant historic downtown with its famous farmers market and year round festivals. Disney is less than 20 minutes from the gate, downtown Orlando is easily reachable, and the 429 expressway provides smooth commutes throughout Central Florida. This is a rare opportunity to own a lovingly maintained home with unmatched privacy, sweeping lake and preserve views, and an enviable lifestyle—all priced for a smooth, no-drama transaction. Don’t miss your chance to experience it in person.

15196 Lake Claire Overlook Drive, Winter Garden

11217 Hollow Bay Drive, Winter Garden
$815,000
4 Beds ⋅ 4 Baths ⋅ O6399115 MLS
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 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.*

11217 Hollow Bay Drive, Winter Garden

8150 Gray Kingbird Drive, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ O6396729 MLS
Elevated Florida Living: Designer 4BR Home in Sought-After Summerlake! Welcome to a refined blend of elegance and modern comfort in the fabulous Summerlake community of Winter Garden. This exceptional two-story residence offers 4 bedrooms and 3 full bathrooms, thoughtfully curated with upscale finishes and timeless design. From the moment you enter, you’re greeted by an abundance of natural light and a seamless open-concept layout that exudes both sophistication and warmth. The expansive living and dining areas flow effortlessly into a beautifully appointed chef’s kitchen, featuring premium countertops, custom cabinetry, and an oversized island designed for both everyday living and elevated entertaining. A main-level guest suite with a full bath provides privacy and flexibility, ideal for visitors or a dedicated executive office. Upstairs, retreat to the luxurious primary suite—your private sanctuary—complete with a spa-inspired en-suite bath and a spacious walk-in closet. Additional bedrooms and a versatile loft adds endless possibilities for relaxation, work, or play. Step outside to your covered lanai and enjoy serene outdoor living, perfect for morning coffee or evening gatherings under the Florida sky. As a resident of Summerlake, you’ll enjoy access to resort-style amenities including a sparkling community pool, state-of-the-art fitness center, scenic walking trails, and beautifully maintained green spaces—all just minutes from top-rated schools, upscale shopping, dining, and convenient highway access. This is more than a home—it’s a lifestyle defined by comfort, convenience, and elevated living.

8150 Gray Kingbird Drive, Winter Garden

14354 Wabasso Loop, Winter Garden
$900,000
4 Beds ⋅ 4 Baths ⋅ O6392378 MLS
Welcome to this beautifully maintained Scandinavian-inspired home built in 2022, located in an intimate gated boutique community of just 55 homes in Winter Garden. Perfectly positioned on the premier lot in the neighborhood with a direct fountain water view, this home offers breathtaking sunsets from the living room, kitchen, lanai, pool, and balcony—while enjoying sun-filled interiors throughout the day. Thoughtfully upgraded with luxury vinyl flooring, 8-ft doors, an extended driveway, and beautifully appointed kitchen and bathrooms, this bright and airy 4-bedroom home includes two ensuite bedrooms, a spacious primary suite with dual closets, and a versatile loft with a full bath and balcony. The garage features commercial-grade epoxy flooring and added attic storage, while all major appliances (2022) are included. Located minutes from highly rated schools, shopping, dining, outdoor parks, and world-renowned theme parks, this home blends modern comfort with a peaceful neighborhood setting. The view, the sunsets, the pool, and the welcoming community truly make this home special—come experience it for yourself. For more authentic photos of the home, favorite spaces, sunset views, and construction progress, visit the home's Instagram page @ScandinavianHamptons. Includes M/I Homes' transferable 15-year structural warranty (valid through 2037) and remaining builder warranty coverage.

14354 Wabasso Loop, Winter Garden

17326 Bal Harbour Drive, Winter Garden
$750,000
5 Beds ⋅ 3 Baths ⋅ O6393857 MLS
Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.

17326 Bal Harbour Drive, Winter Garden

16385 Admirals Cove Lane, Winter Garden
$469,900
3 Beds ⋅ 2 Baths ⋅ O6393056 MLS
Unique financing opportunities make this Waterleigh home a standout. Buyers can take advantage of a 2-1 buy-down paid by the seller’s preferred lender for added affordability and potential monthly savings in today’s market. Plus, the sellers are now offering $5,000 in concessions! This beautifully maintained 3-bedroom, 2-bath home features a bright, open-concept layout designed for both everyday living and easy entertaining. The spacious kitchen is the heart of the home, complete with stainless steel appliances, a walk-in pantry, and a large center island. The private owner’s suite offers a relaxing retreat with a generous walk-in closet and en-suite bath. Located in highly sought-after Waterleigh in Winter Garden, this home offers the lifestyle buyers are looking for, with golf cart-friendly streets, resort-style amenities, breathtaking Disney fireworks views, and the added convenience of a pool and playground directly across the street. Two schools are also located within the community, making this location as practical as it is desirable. Schedule your private showing today!

16385 Admirals Cove Lane, Winter Garden

14766 Ellingsworth Lane, Winter Garden
$1,075,000
5 Beds ⋅ 5 Baths ⋅ O6390518 MLS
Welcome to this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully designed living spaces including a formal dining room with a custom built-in bar, perfect for entertaining guests or hosting special occasions, multiple office spaces, upgraded flooring throughout, a large laundry room, private gated doggie retreat, and so much more. The primary suite is located on the first level, secluded for optimal privacy with oversized his and hers closets. Upstairs you'll find guest bedrooms, a large open air loft space, and plush movie theatre room. Step outside to your own gorgeous backyard oasis featuring a fully enclosed heated pool and spa, ideal for year-round Florida living. The backyard overlooks a peaceful green space with no rear neighbors, providing extra privacy and relaxing views. Enjoy outdoor entertaining with the fully equipped summer kitchen featuring a custom vented hood, perfect for grilling and gatherings. The home is also equipped with PAID IN FULL SOLAR PANELS offering incredible energy efficiency and the benefit of little to no electric bill. Located in a secure gated neighborhood close to top schools, shopping, dining, and major highways, this home truly has it all — privacy, premium upgrades, and resort-style outdoor living. Schedule your showing today!

14766 Ellingsworth Lane, Winter Garden

11193 Hollow Bay Drive, Winter Garden
$785,000
4 Beds ⋅ 4 Baths ⋅ O6389839 MLS
Under Construction. 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. *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.*

11193 Hollow Bay Drive, Winter Garden

11187 Hanlon Terrace Alley, Winter Garden
$385,000
4 Beds ⋅ 3 Baths ⋅ O6380981 MLS ⋅ 11187 BLDG.
Welcome to this beautifully maintained two-story townhouse in the heart of Winter Garden, offering the perfect blend of modern comfort, functionality, and location. Designed with an open-concept layout, this home is filled with natural light and features seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. This spacious residence offers 4 bedrooms and 3 full bathrooms, including a well-appointed primary suite with a generous walk-in closet and a private en-suite bathroom, creating a true retreat. The additional bedrooms are thoughtfully designed with ample space and storage, perfect for family, guests, or a home office setup. The kitchen stands out with solid wood cabinetry, stone countertops, and a full appliance package, combining style and functionality in a space built for both cooking and hosting. Additional highlights include a 2-car attached garage, abundant storage, and a well-kept interior that reflects pride of ownership throughout. ?? Prime Location: Conveniently located near major roads, with easy access to shopping, dining, and everyday essentials. Zoned for highly rated schools, making this an excellent option for both homeowners and investors. This is a rare opportunity to own a move-in-ready townhouse in one of Winter Garden’s most desirable areas.

11187 Hanlon Terrace Alley, Winter Garden

14645 Scott Key Drive, Winter Garden
$880,000
4 Beds ⋅ 4 Baths ⋅ G5106818 MLS
PRICE REDUCED!!...STUNNING SINGLE-FAMILY HOME WITH SOLAR PANELS & RESORT-STYLE AMENITIES!! Welcome to this beautiful 4 bedroom, 3.5 bath home, offering comfort, efficiency, and an unbeatable location. Featuring 33 solar panels, this home delivers exceptional energy savings and sustainability. Recently enhanced with brand new exterior paint and new flooring throughout, this property feels fresh, modern, and move-in-ready. The spacious, well-designed floor plan is filled with natural light, perfect for both everyday living and entertaining. Step ousite to your private pool ideal for relaxing weekends and hosting family and friends. Located in the highly desirable community of Watermark in Winter Garden, with A-rated schools, and just minutes from shops, restaurants, and entertainment. This resort style community includes a water park-style pool, multiple tennis courts, and an exclusive fitness center. There are two clubhouses with balconies where you can see the nightly fireworks from Disney World. This very well maintained home has a large bonus room and all bedrooms on the second floor.

14645 Scott Key Drive, Winter Garden

1335 Daniels Cove Drive, Winter Garden
$325,000
3 Beds ⋅ 2 Baths ⋅ O6402285 MLS
Welcome to 1335 Daniels Cove Drive, a move-in ready gem in the heart of Winter Garden. Ideally located just minutes from Winter Garden Village, you’ll enjoy easy access to shopping, dining, entertainment, and major roadways, putting convenience right at your doorstep. Inside, fresh interior paint and tile flooring throughout create a clean, bright, and low-maintenance living space with a modern feel. The beautifully updated primary bathroom adds a stylish touch, while double-pane windows enhance energy efficiency and everyday comfort. Major improvements include a 2017 roof, offering peace of mind and added value for the next owner. Step outside to a fully fenced backyard with plenty of room for pets, play, entertaining, or simply unwinding in your own private outdoor retreat. With bright living spaces, a functional layout, thoughtful updates, and an unbeatable location, this home delivers the perfect blend of comfort, convenience, and lifestyle.

1335 Daniels Cove Drive, Winter Garden

4624 Prairie Creek Street, Winter Garden
$615,000
4 Beds ⋅ 4 Baths ⋅ S5145370 MLS
Welcome to this stunning and spacious 4-bedroom, 3.5-bathroom home with a private in-law suite above the garage, located in the desirable Enclave at Hamlin community in Winter Garden. This property features a modern open-concept layout with a dedicated office/den, perfect for working from home or study space. Enjoy a chef-inspired kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space. The ample living and dining areas flow seamlessly to the kitchen. All bedrooms and full bathrooms are conveniently located upstairs, while the half bathroom is located downstairs. Also the laundry room is conveniently located upstairs and features a laundry sink. The home also features a private in-law suite above the garage, complete with its own kitchen, bathroom, and laundry—ideal for guests, extended family, or additional living space. The home includes a 2-car garage with additional driveway parking. The community offers great amenities such as a playground and a community pool, perfect for leisure and recreation. Located near restaurants, shops, grocery stores, and entertainment in the Hamlin area, this home offers both comfort and convenience. Schedule your visit today.

4624 Prairie Creek Street, Winter Garden

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