Winter Garden, Florida listings for sale

$4,500,000 - Winter Garden, FL

15614 Espalier Way Winter Garden, FL - RARE FIND- Excellent opportunity to Buy a this CUSTOM HOME BY THE AWARD WINNING BUILDER DAVILA HOMES. The house is at Lake Hancock in Horizon West. Enjoy breathtaking views from the minute you walk through the 10 ft front door to the 22ft high ceiling foyer. The first view of the home starts with the stunning panoramic resort-style pool/spa and continued water view through the sliding glass doors. THE ENTIRE REAR OF THE HOUSE OFFERS STUNNING LAKE VIEWS THROUGH HUGE WINDOWS AND DOORS. This luxury home is located in WINTER GARDEN and extends to Lake Hancock with a fully functional Custom Boat lift and dock. Inside the 6,114 sqft home, there is an open layout with 5 spacious bedrooms and 6 1/2 bathrooms - the home centers around the gourmet kitchen featuring a GAS cooktop and wall oven. The touch-free faucet, custom cabinetry, spectacular quartz countertops, and large built-in fridge/freezer combo emphasize the home's modern styling and the oversized butler's pantry. The first floor is completed with an office, mudroom, half bath, and two full Bedrooms suites. The beautiful wood staircase takes you to the second floor of the home, where 3bedrooms are found. The spacious master suite draws you in with the unbelievable panoramic lake views. The master bath offers a free-standing tub and all the high-end fixtures, cabinets, porcelain tile, glass enclosures, and an enormous custom closet. The upstairs also features a spacious loft or TV room, laundry room, and 2 additional bedrooms with en-suite baths. The 3 upstairs bedrooms all have extended balconies where you can take in the breathtaking views of the Sunset. Outside you have an extended lanai with a heating pool/jacuzzi, gas fire-pit and a spectacular summer kitchen, and a gym with its own bathroom. The gym can be converted into a guest room. Additional features include a 3 car garage. Located in Lake Hancock, you can enjoy boating or skiing across the lake and into the FUTURE HAMLIN MARINA with shopping, movie theaters, and dining. This is your must-have dream home Florida Lifestyle. TOO BEAUTIFUL TO MISS OUT!

$2,950,000 - Winter Garden, FL

4230 Rex Drive Winter Garden, FL - **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!

$2,875,000 - Winter Garden, FL

15138 Shonan Gold Drive Winter Garden, FL - Discover a breathtaking 5-bedroom, 6.5-bathroom estate nestled on nearly 3 acres along the serene shores of Lake Hancock. This custom-designed home offers over 5,600 square feet of thoughtfully curated living space, blending refined elegance with everyday comfort. Step inside to an open-concept layout featuring sealed tile floors, soaring ceilings, and natural light throughout. The gourmet kitchen is a chef’s dream, with high-end appliances, custom cabinetry, and a generous breakfast nook. The expansive living and dining areas flow seamlessly into the outdoor space, perfect for entertaining or relaxing lakeside. The main-level primary suite offers a peaceful retreat with private lake views, a spa-style bath, and a large walk-in closet. All additional bedrooms include their own en-suite baths, ensuring comfort and privacy for family and guests. Upstairs, enjoy movie nights in your private home theater, fully equipped and ready to impress. Outside, an infinity-edge saltwater pool, covered patio with fireplace, and full outdoor kitchen set the stage for unforgettable gatherings. The private dock extends directly onto Lake Hancock—perfect for boating or enjoying nightly Walt Disney World fireworks over the water. Located in a sought-after Horizon West community offering top-tier amenities including a community pool, tennis courts, fitness center, banquet room, sidewalks, and a charming neighborhood park. This home is just minutes from shopping, dining, and top-rated schools.

$2,740,000 - Winter Garden, FL

17726 Dangler Road Winter Garden, FL - Remarkable opportunity to own a sprawling equestrian-friendly privately gated estate with a newer custom-built 5-bedroom luxury home, detached 5-stall horse barn with studio apartment with kitchen, plus a separate 5-bay RV or car collector’s garage building – all on 5.11 acres within the Lake Avalon Rural Settlement. Escape from the hustle to a country retreat still minutes from Hamlin Town Center and Winter Garden Village but offering a quiet refuge with room to roam. The grand residence was extensively remodeled and expanded to add a soaring primary retreat with second-floor loft, primary bath, catering kitchen and pantry, breakfast nook, Florida room, renovated pool and spa with sun shelf and added screen enclosure and Travertine decking, putting green, plus additional 3-car attached garage. Reimaged with additional living spaces and a functional floor plan built for families of any size. The expansive breakfast nook and beverage bar ensures there’s ample room for everyday gatherings. The primary bedroom is downstairs plus a junior master suite. The master loft is a perfect space for a home office, gym, or extra closet space. Upstairs are three additional bedrooms, all ensuite, and a bonus room. A separate detached apartment is located off the stable for guests or a home office. The 5-stall barn and tack room are perfectly suited for on-site horse boarding. The detached collector’s garage is generous in size and built to accommodate cars, boats, or trailers – or a spectacular workshop. The Lake Avalon Rural Settlement ensures quality of life is preserved in this area by restricting growth and protecting the community’s legacy; meaning, rest assured this area will remain mostly as it is now and not swallowed by subdivisions. Come experience a life uninterrupted and spread out with room for gardening, chickens, livestock, horses, or play – all within a short drive to the shopping and restaurants of Winter Garden Village. Enjoy easy access to the SR 429 Expressway providing a direct route to downtown Orlando and beyond.

$2,499,000 - Winter Garden, FL

1136 Brick Rd Winter Garden, FL - Don’t miss this rare opportunity to own almost 5 acres in the heart of downtown Winter Garden. Privacy at its best yet just a short golf cart ride to downtown for your restaurants retail therapy and fun, YES IT IN THE GOLF CART DISTRICT! 2019 custom built home sits on 4.89 acres of privacy. Two separate driveways lead to this beautiful home. This two-story home currently is a 3 bed 2 bath with unfinished space for 1 bed 1 bath upstairs. Seller will completed by closing (if buyer prefers).. It is pre-wired and pre-plumbed just needs drywall and finishings. Enter through the front door to a spacious open plan with split bedrooms and an office with glass doors overlooking the front yard with a beautiful glass picture window. 10ft ceilings throughout . The kitchen has custom tall cabinets with crown molding, Whirlpool, stainless steel appliances, and beautiful quartz countertops. The island also has a farmhouse sink. The primary bedroom is spacious and has a beautiful spacious walk in closet with California closet system installed. The master bath has a large shower with three showerheads one is a rain system. Two separate sinks with quartz countertops the other two bedrooms are on the opposite side of the house with a shared bathroom . Back in the large family room there are sliding pocket doors opening up to a covered back porch overlooking the backyard and wooded area to the rear for complete privacy. The front of the property also boasts a pond with aerator and a deck to sit on and overlook or fish from. Plenty of nice, mature Oaks and lots of fruit trees compliment this beautiful private oasis. Five years remaining on the builders warranty and also five years warranty on the HVAC system, which will transfer to the buyer. Energy star Windows. Exterior 360 camera security system will stay with the home (buyer would pay for monitoring) Outside, you will find a large shed, chicken pen and also another larger shed for storage. this home is across from the Tildenville Elementary School and just 1 mile from downtown Winter Garden. The land used to be two lots, so there is a possibility you could divide back up and build another house on the property. buyer/buyers agent would need to check with the city of Winter Garden. 5 Chickens are allowed with City permit buyer/buyers agent to check all measurements.

$2,480,000 - Winter Garden, FL

16054 Johns Lake Overlook Drive Winter Garden, FL - LAKEFRONT ON SKIABLE LAKE WITH PRIVATE BOAT DOCK, BOAT LIFT AND JET SKI LIFT. BEAUTIFUL SUNSETS EVERY NIGHT along Johns Lake. This home features 5 bedrooms, 6 full baths, 2 half baths plus an office, bonus room and CUSTOM soundproof theater with a 110 inch screen and reclining chairs. Home's shoreline is 135 feet. Johns Lake is over 2,400 acres and spans two counties. Spacious modern kitchen with Sub Zero fridge, ice maker, double convection oven, upgraded cabinets and more. Kitchen opens up to family Room which features a custom electric fireplace for ambience all year., custom remote control draperies; surround sound and stackable sliding doors to adjoining pool area. Relax in your lanai with lakefront views, power screens overlooking the salt water infinity pool and spa. Large pool area with 2 fire bowls and 10 x 10 swim deck. Summer kitchen has built in green egg, 42" Alfresco Gas Grill, fridge, ice maker, bar area, outdoor TV and more for entertaining after a day on the lake. Boat dock is top of the line with weather resistant deck, covered sitting area and covered boat lift. Master bedroom is downstairs with custom finishes and views of the lake. His & hers custom built in closets. The master bathroom has spacious walk-in double shower, soaking tub, and his & her vanities. One other bedroom is downstairs away from the main living area; perfect for guests. Upstairs is a spacious loft with built in bar & beverage center. Pool table & arcade w/30 different games are included in sale of house. Half bath in loft area as guests enjoy a game of pool. Take the party out to the private 2nd story balcony to view amazing sunsets. Three spacious ensuite bedrooms are located upstairs to complete this home. One of the upstairs bedrooms is a second owner’s suite or in-law suite. Oversized 3 car garage w/ epoxy flooring, custom built cabinets, work area & plenty of overhead storage. No neighbor in front as this home is across from a large pond. Community offers resort level amenities including gated community, clubhouse, fitness center, pool, walking trails, volley ball area, tennis courts, playground, BBQ area, viewing dock and picnic area. Conveniently located to downtown Winter Garden, Winter Garden Village, most highways, shops, restaurants, and night spots. Just 15 minutes to Disney and under 25 minutes to downtown Orlando. This home is in pristine condition and has designer touches throughout. Your home will be a piece of paradise in Central Florida. Live the “Lake Life” and enjoy over 2,400 acres of water by boat, paddle board, kayak, or Jet Ski. Call to set up an appointment.

$2,475,000 - Winter Garden, FL

9080 Morgana Court Winter Garden, FL - Enjoy beautiful views of Hickory Nut Lake from both the first and second floors of this stunning model home located in the small boutique community of Avalon Cove in Winter Garden. While it sits in close proximity to Disney and Universal’s theme parks, golf courses, a new high school, restaurants and retail stores, it provides surprising tranquility just off the beaten path. This property boasts an over-sized .36 acre lot adorned with substantial landscaping, and offering a pool/hot tub combination, including a waterfall and a gathering space built into the pool area with natural gas firepit. Leading off the pool is a walk to your own private, covered dock with power, water, a power boat lift and built-in benches. This homes is a must-see to appreciate it’s full value and experience how the flow offers a positive living experience. Three large sliders in the living/dining area showcase unencumbered lake views and the ability to open your space to the large, screened patio to create an indoor/outdoor living experience and drift off to the waterfalls on both the front and back of the home. As the model home for the development, it offers many unique upgrades including: - A relaxing water fall built into the front patio - Retractable, screened outdoor kitchen - An upper balcony with stunning lake views and access from two bedrooms - Bedroom access to a second balcony on the front of the home - Glass ‘wine cellar’ built under the stairway to the second floor - Built-in entertainment center - Large, multi-purpose flex room with beautiful views of the pool and lake - Full bath in proximity to the pool and spa - Over-sized island, built-in kitchen buffet, walk-in pantry and cabinetry that runs floor to ceiling - Bold crown moldings and decorative crossbeams in the first floor living and dining space - Second floor family room with large wet bar, wood-finished ceiling, and uninterrupted lake views through sliding glass doors across the full length of the room leading out to the upper balcony - Large master bedroom beautifully finished with wood ceiling and diagonal cross-beams, leading into a large bath and walk-in closet. - Large laundry room off the master closet with generous counter space and cabinetry - Three bedroom/ en suite combinations and three walk-in bedroom closets - Five linen closets throughout the home - Large paver driveway and over-sized three-car garage - Optional furnishings throughout

$2,390,000 - Winter Garden, FL

16689 Broadwater Avenue Winter Garden, FL - Welcome to an unparalleled luxury living experience in the heart of Winter Garden. This extraordinary 7-bedrooms, 6.5-bathrooms home has been fully remodeled to embody modern sophistication and timeless elegance. Nestled in a highly sought-after location with exclusive private access to a serene motorized Johns lake, this property offers tranquility and privacy that's truly hard to find. Step inside to discover a seamless blend of style and comfort, with custom-built features that cater to every lifestyle need. The main level boasts a spacious primary suite, providing a private oasis for relaxation. Each bathroom has been meticulously remodeled, offering spa-like experiences with high-end finishes. The home's design includes not one, but two conveniently located laundry rooms, ensuring practicality and ease. Elegant built-in entertainment spaces are highlighted by an electric fireplace, creating a warm and inviting atmosphere. The primary suite is located on the lower level with an oversized walk-in closet, a sitting area with French doors that open up to the outdoors and a fully remodeled custom finish to the bathroom including a quartz counter tops, walk-in shower, a soaking tub and a smart toilet. Upstairs, a grand hosting area awaits, complete with a attractive built-in wet bar with granite countertops, a beverage fridge and built-in cabinet and an impressive home theater with a top of the line surround sound system, projector and a screen size of 120inches, perfect for entertaining guests on any scale. Whether you're hosting lavish gatherings or enjoying quiet family movie nights, this space is designed for enjoyment and leisure. Experience luxury living at its finest in this remarkable Move in ready Winter Garden home. With its exclusive location (You will be located near all world class Orlando attractions like Walt Disney World, downtown Winter Garden, Golf Courses and countless shops and restaurants, home has easy access to the Florida turnpike and I-4) and exceptional features, this property is not just a home—it's a lifestyle with breathtaking views. Tour 2- property video Home is zoned for the following public schools: Hamlin Elementary School, Hamlin Middle School, West Orange High School. There are a number of other schools in the area such as Windermere Preparatory and Montverde Academy.

$2,075,000 - Winter Garden, FL

1224 Union Club Drive Winter Garden, FL - ** MOTIVATED Seller ** Custom LAKE VIEW living in sought-after Oakland Park! Experience the pinnacle of lakefront luxury in this exquisite custom-built former MODEL home designed for families seeking character, flexibility, & community. Nestled on a waterfront lot w/ room for a POOL, this remarkable residence is designed to capture breathtaking views. This beautifully crafted home boasts dual screened WRAPAROUND PORCHES, a private first-floor IN-LAW suite, & elegant outdoor living spaces including a fire-pit, deck, spa, & sweeping sunset views. With multiple FRENCH DOORS, natural light floods the interior, highlighting the wood floors, custom lighting, & impeccable craftsmanship throughout. The main home features 4 bedrooms, 4.5 baths with a separate BONUS suite (805 sqft) above the garage featuring a kitchenette equipped w/ a refrigerator, cozy living space, a full bath trimmed in shiplap, & a washer/dryer. This space would be perfect as an office, guest quarters, or teen retreat. As you enter the home you’ll be embraced by a large open room crafted w/ custom trim work. Leave this room open or enclose it for a private office. Perfect for hosting & relaxation, the inviting living & dining areas feature a stunning fireplace, creating a warm & welcoming ambiance. The gourmet bar area offers the perfect space for gathering w/ friends & includes mini-fridges & a wine fridge. The bar area can be easily removed & redesigned into a dining area (see photo). Just outside the living area is a large open deck designed for effortless entertaining. The space is thoughtfully laid out with ample room for seating, dining, & socializing under the open sky. A luxurious spa is integrated into the deck, offering a private oasis for relaxation. The expansive kitchen w/ lake views is open to the dining area & includes top-of-the-line THERMADOR appliances, including a 6 burner gas cooktop, oven, & built-in microwave, stone counters, & a hidden walk-in pantry. The downstairs wraparound porch can be accessed from the French doors in the kitchen or from the open deck, which connects to the living area. Venture upstairs to find the primary suite, two additional bedrooms w/ private bath, a loft, & a laundry room w/ utility sink. The lake-side primary suite includes a fireplace, a wraparound screened-in balcony w/ breathtaking views, a flex space suitable for an office or workout area, dual sinks, a soaking tub, shower, & a walk-in closet. Additional features: 3 CAR GARAGE, in-ceiling speakers, water softener & reverse osmosis water tap, & an EV rated outlet for your electric car. With its distinctive layout, warm finishes, and connection to the outdoors, this home is ideal for multi-generational households, families who work from home & need separate spaces, & those seeking community, style, & function over cookie-cutter design. From charming boutiques & rooftop dining to the lively Farmers Market, downtown Winter Garden is a vibrant destination easily accessed by bicycle or on your golf cart. Outdoor enthusiasts will love the 22 mile long West Orange Trail. This golf-cart-approved community offers year-round events, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The waterfront community features parks, playgrounds, two pools, a clubhouse, dog park, & spectacular sunset views. Don’t miss the chance to own a truly exceptional piece of LAKEFRONT PARADISE!

$2,000,000 - Winter Garden, FL

15680 Panther Lake Drive Winter Garden, FL - Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern layout bringing you an environment that caters to both entertaining and every day life. The first floor is open and has 2 sets of triple pane sliding glass doors that fully open to your personal oasis. Beyond the covered lanai is a beautiful pool, spa and cabana area, perfect for a mid day swim or watching Disney fireworks at night. The kitchens, indoor and outdoor, and sure to impress even the most fastidious of chefs with the natural gas cooktop, multiple mounted range hoods, quartz countertops and more. This property is not only a "smart home" but also environmentally conscientious with newly installed solar panels and an electric car charger. All furniture is included with the sale of this home, the only thing you need is the keys to begin living your best central Florida life. Virtual Tour Available.

Winter Garden, Florida listings for sale

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