0.27 mi
Distance
Windward Cay, Winter Garden, FL, USA
Winter Garden, Florida, United States
Homes for sale near Windward Cay, Winter Garden, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
13927 BLUEBIRD POND ROAD
Welcome to this beautifully renovated 3 bed, 2 bath plus office space property featuring modern vinyl flooring throughout the home with no carpet, creating a bright and inviting atmosphere. Step into a spacious living area perfect for relaxation and entertainment. The kitchen boasts new appliances a
Living Area:
2345 Sqft.
|
4
Beds,
3
Baths
|
$535,000 |
13848 PEACH ORCHARD WAY
Spacious 5-bedroom, 4-bath home on an oversized corner lot with a fully fenced vinyl backyard and 3-car garage in sought-after Orchard Park, Winter Garden! Fresh interior paint and a flexible floor plan make this home move-in ready. The main level features an open living area, well-sized kitchen, pr
Living Area:
3598 Sqft.
|
5
Beds,
4
Baths
|
$800,000 |
14012 PEACH ORCHARD WAY
***MULTIPLE OFFERS RECEIVED*** Please submit your buyer's best offer by Saturday December 6th, 2025 by 5pm to be considered!
Welcome to 14012 Peach Orchard Way, a beautifully designed home in the desirable Orchard Park community — where comfort, flexibility, and location come together perfectly
Living Area:
2516 Sqft.
|
4
Beds,
2
Baths
|
$595,000 |
14551 YELLOW BUTTERFLY ROAD
Discover your own little slice of paradise in this stunning Windermere home.
Located in one of the most desirable communities, this Summerport gem is surrounded by picturesque ponds, beautifully maintained landscaping, and a warm, village-like atmosphere that feels peaceful and secluded—yet keeps
Living Area:
3546 Sqft.
|
5
Beds,
4
Baths
|
$820,000 |
4415 BLUE MAJOR DRIVE
This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a s
Living Area:
3211 Sqft.
|
5
Beds,
3
Baths
|
$815,000 |
14037 PECAN ORCHARD DRIVE
This beautiful 3,793 sq. ft. home in Orchard Park offers 5 bedrooms and 4.5 bathrooms, including a guest bedroom with an ensuite bath downstairs. The home features plantation shutters throughout, luxury vinyl flooring, new appliances, and freshly painted interiors. The open kitchen, with granite cou
Living Area:
3793 Sqft.
|
5
Beds,
5
Baths
|
$799,000 |
2509 RIDGEWIND WAY
If you’ve dreamed of a home that feels both timeless and tailor-made for modern living, welcome to 2509 Ridgewind Way in the gated Estates at Windermere. Set on .75 acre this updated Southern estate combines architectural charm and every day comfort.
A wrap-around front porch framed by copper l
Living Area:
3844 Sqft.
|
4
Beds,
4
Baths
|
$1,545,000 |
2332 BLACK LAKE BOULEVARD
Experience Golf Course Living at Its Finest! Welcome to this stunning 4-bedroom, 3-bathroom residence offering approximately 2,000 square feet of thoughtfully designed living space within one of the area’s most sought-after gated golf course communities. Perfectly situated on an oversized lot over
Living Area:
1986 Sqft.
|
4
Beds,
3
Baths
|
$550,000 |
13554 SUNSET LAKES CIRCLE
Stunning custom lakefront home with 3 bedrooms, 3 baths, plus den or office, formal living and dining room, and a screened-in pool overlooking nightly Disney fireworks! This split-bedroom plan offers privacy and elegance of 15 FT and 20 FT ceilings, featuring ceramic tile throughout, granite counter
Living Area:
3136 Sqft.
|
3
Beds,
3
Baths
|
$1,232,000 |
12923 WATER POINT BOULEVARD
Welcome to 12923 Water Point Blvd., a stunning lakefront estate nestled in the exclusive, man-guard gated community of Waterford Pointe in Windermere. This impressive residence offers over 5,000 square feet of luxurious living space with 4 bedrooms in the main home, including a spacious primary suit
Living Area:
5005 Sqft.
|
5
Beds,
5
Baths
|
$2,999,999 |
1814 DELAFIELD DRIVE
MOVE-IN READY HOME nestled in the gated Winter Garden Community of Emerald Ridge. This beautifully maintained 3 bedroom, 2.5 bath home offers a generous sized, open floor plan with no carpet. Luxury vinyl plank flooring adorns the main living areas and tile completes the wet spaces. This bright and
Living Area:
2582 Sqft.
|
3
Beds,
3
Baths
|
$575,000 |
13420 BONICA WAY
Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from th
Living Area:
4489 Sqft.
|
5
Beds,
4
Baths
|
$1,950,000 |
14327 WABASSO LOOP
Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury
Living Area:
3710 Sqft.
|
6
Beds,
4
Baths
|
$945,000 |
4926 INDIAN DEER ROAD
WOW! Check out this stunningly renovated Summerport multi-generational home! This expansive residence features 4 spacious bedrooms and 3 baths, PLUS a private multigenerational suite on the first floor complete with its own bedroom, full bath, and sitting area overlooking the serene pond.
Designed
Living Area:
3849 Sqft.
|
5
Beds,
5
Baths
|
$911,400 |
13048 LAKE ROPER CT.
Priced to sell fast. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home.
Land: 1.6 acres including lake portion with 135 feet
Living Area:
4130 Sqft.
|
5
Beds,
4
Baths
|
$1,999,000 |
13161 LAKE BUTLER BOULEVARD
Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and famil
Living Area:
4500 Sqft.
|
5
Beds,
5
Baths
|
$3,200,000 |
2510 BLACK LAKE BOULEVARD
Beautifully Updated Corner-Lot Home in Guard-Gated Stoneybrook West!
This stylish residence sits on a spacious corner lot in one of Winter Garden’s most sought-after golf communities. Step inside to 24x24 marble tile flooring with sleek minimal grout lines, a show-stopping remodeled kitchen wit
Living Area:
3022 Sqft.
|
4
Beds,
3
Baths
|
$665,000 |
13377 LAKE BUTLER BOULEVARD
Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on
Living Area:
6000 Sqft.
|
5
Beds,
6
Baths
|
$5,995,000 |
2258 RICKOVER PLACE
*****Price Improvement-Back on the market at no fault to the property or seller******This home is within 3 minutes of the Winter Garden Village shopping and Dining Center, with Disney only 20 minutes away. It is a meticulously maintained and beautifully upgraded 5-bedroom, 4-bathroom home in the hea
Living Area:
3081 Sqft.
|
5
Beds,
4
Baths
|
$789,999 |
2237 WINTERMERE POINTE DRIVE
One or more photo(s) has been virtually staged. Sellers are offering a $10,000 CREDIT toward a rate buy down or your preferred design updates! This bright and beautifully maintained four bedroom, two bathroom home is located in the gated community of Wintermere Pointe, one of Winter Garden’s most
Living Area:
1950 Sqft.
|
4
Beds,
2
Baths
|
$519,000 |
13377 LAKE BUTLER BOULEVARD
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could b
Living Area:
4961 Sqft.
|
4
Beds,
5
Baths
|
$2,500,000 |
13124 FILLY COURT
Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses.
Nestled at the end of a cul-de-
Living Area:
3300 Sqft.
|
5
Beds,
3
Baths
|
$1,649,000 |
13137 LAKE BUTLER BOULEVARD
Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, HORSES are welcome! Nestled on over an ACRE with NO HOA or DEED RESTRICTIONS, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle tim
Living Area:
3240 Sqft.
|
3
Beds,
4
Baths
|
$1,989,999 |
13125 CASABELLA DRIVE
HUGE PRICE IMPROVEMENT – SELLER MOTIVATED Welcome to Your Fully Automated Home in Casabella at Windermere
Introducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half-acre lot with tranquil pond views at both the front and rear. This 5-bedroom, 5.5-bath masterpiece offers to
Living Area:
7561 Sqft.
|
5
Beds,
6
Baths
|
$3,195,000 |
3242 IRISH PEACH DRIVE
***$5,000 closing credit ****Exquisite Three-Bedroom Home with Flex Room in a Gorgeous Community
Nestled in one of the most desirable communities, this stunning three-bedroom, two-bathroom home offers the perfect blend of luxury, comfort, and modern living. Designed with an elegant open floor plan,
Living Area:
2120 Sqft.
|
3
Beds,
2
Baths
|
$560,000 |
13305 BELLARIA CIRCLE
In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake view. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic cei
Living Area:
6930 Sqft.
|
6
Beds,
8
Baths
|
$3,490,000 |
2806 BALFORN TOWER WAY
One or more photo(s) has been virtually staged. Welcome to this beautifully updated 5-bedroom, 3-bath home in the guard-gated community of Stoneybrook West, offering peaceful conservation living with partial Lake Tilden views. Ideally positioned near the resident gate for quick neighborhood access a
Living Area:
2814 Sqft.
|
5
Beds,
3
Baths
|
$579,900 |
