0.47 mi
Distance
Wintermere Harbor, Winter Garden, FL, USA
Winter Garden, Florida, United States
Homes for sale near Wintermere Harbor, Winter Garden, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
12535 DALLINGTON TERRACE
Welcome to your private retreat in Foxcrest, one of the top sought out communities in Winter Garden!
Step inside this stunning 5-bedroom, 4-bath M/I “Brookshire II” home, designed for both relaxation and entertaining. You’ll love spending time outdoors in the screened, solar-heated pool, alon
Living Area:
3802 Sqft.
|
5
Beds,
4
Baths
|
$920,000 |
13240 Lakeshore Grove Drive
Foreclosure Auction Ends November 20, 2025 at 11:00 AM EST. Discover this inviting 4-bedroom, 3-bathroom home nestled in a quiet Winter Garden neighborhood. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.
Living Area:
2666 Sqft.
|
4
Beds,
3
Baths
|
$5,000 |
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
|
$1,585,000 |
2009 RICKOVER PLACE
Experience refined luxury living within Bronson’s Landing, a sought-after gated enclave in Winter Garden offering quick access to premier shopping, dining, SR-429, and world-class attractions. This meticulously maintained residence spans 4,308 square feet of cooled living space and features two br
Living Area:
4308 Sqft.
|
5
Beds,
5
Baths
|
$989,000 |
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 |
12612 DALLINGTON TERRACE
One or more photo(s) has been virtually staged. BACK ON MARKET! Welcome to The Dallington. This rare offering is like-new just listed in the exclusive neighborhood of "Foxcrest" in the hot location of Winter Garden South! This opulent four-bedroom/three-bath estate boasts 2,600 square feet of living
Living Area:
2630 Sqft.
|
4
Beds,
3
Baths
|
$719,950 |
13212 SOCIAL LANE
Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the highly desirable Regency Oaks subdivision. Featuring a brand-new roof and AC (both replaced in 2024), this home offers peace of mind and move-in readiness from day one.
Step inside to a spacious, light-filled floor plan with a ge
Living Area:
2526 Sqft.
|
4
Beds,
3
Baths
|
$599,999 |
3130 BUTLER BAY DRIVE N
This one-of-a-kind estate in the gated Windermere Club combines timeless elegance with rare features seldom found in the area, including four garage bays—one of them separate from the rest, with an adjoining flex space that can serve as a gym, studio, or easily transform into private guest quarter
Living Area:
4490 Sqft.
|
4
Beds,
6
Baths
|
$1,725,000 |
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 |
626 DUFF DRIVE
One or more photo(s) has been virtually staged. Experience luxury living in Winter Garden’s premier gated community. This 5-bedroom, 4-bathroom estate features a private office and an upstairs bonus room, offering 3,398 sq. ft. living space. Thoughtfully enhanced with over $75,000 in designer upg
Living Area:
3419 Sqft.
|
5
Beds,
5
Baths
|
$995,000 |
14321 HAMPSHIRE BAY CIRCLE
Beautifully maintained pool home in the gated community of Bay Isle. This spacious home is set on a luscious lot offering ample privacy and has that true Florida feel. This home has a lot of space and the floor plan is fully functional for a family, and great for entertaining. The Primary Suite is l
Living Area:
3779 Sqft.
|
4
Beds,
5
Baths
|
$920,000 |
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 |
4077 ISABELLA CIRCLE
One or more photo(s) has been virtually staged. Stunning contemporary estate on over 1 acre in guard-gated Casabella. This 6-bedroom, 6 full bath, 2 half bath custom home offers over 7,500 sq ft of luxurious living. Open-concept design with soaring ceilings, walls of glass, and high-end finishes thr
Living Area:
7559 Sqft.
|
6
Beds,
8
Baths
|
$3,450,000 |
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
|
$675,000 |
14039 LAKE TILDEN BOULEVARD
Escape the hustle without sacrificing convenience in this 3 bedroom 3 bathroom 2018 SF single story retreat nestled on a one-acre corner lot in the exclusive Country Lakes Estates community of Winter Garden. New A/C and Roof Sep 2025. This home strikes the perfect balance between peaceful country li
Living Area:
2018 Sqft.
|
3
Beds,
3
Baths
|
$759,000 |
3629 LAKE BUYNAK ROAD
BACK ON THE MARKET DUE TO NO FAULT OF THE PROPERTY OR SELLERS, BUT DUE TO BUYER UNFORSEEN CANCELLATION.
Welcome to 3629 Lake Buynak Drive—an exceptional opportunity for investors, a custom home build or buyers seeking multigenerational living with flexibility and future upside. Situated in a desi
Living Area:
2618 Sqft.
|
4
Beds,
4
Baths
|
$1,200,000 |
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
*****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 heart of Winter Garde
Living Area:
3081 Sqft.
|
5
Beds,
4
Baths
|
$799,999 |
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 |
3426 COCARD COURT
An exceptional estate, masterfully renovated and transformed into a reimagined showplace: complete with a brand-new exquisite chef’s kitchen, family room, and bar with glass enclosed wine rack – plus mammoth private swimming pool and spa with new decking and checkerboard synthetic turf with mult
Living Area:
7222 Sqft.
|
4
Beds,
5
Baths
|
$3,450,000 |
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 |
4089 ISABELLA CIRCLE
Welcome to 4089 Isabella Cir. A Home Like No Other, Exquisite Custom Luxury in Casabella, Windermere, FL
Step into unparalleled luxury with this completely reimagined six-bedroom, six-bathroom estate in the prestigious Casabella community of Windermere. Every inch of this home has been custom-cur
Living Area:
6855 Sqft.
|
6
Beds,
8
Baths
|
$5,000,000 |
14039 HAMPSHIRE BAY CIRCLE
Price for Sale....Fully renovated and designed with modern efficiency in mind, this home offers unparalleled comfort and style. Nestled in one of the most desirable locations in town, this home is part of the exclusive Bay Isle gated community, where residents enjoy access to a serene private lake,
Living Area:
3801 Sqft.
|
4
Beds,
5
Baths
|
$848,000 |
2806 BALFORN TOWER WAY
One or more photo(s) has been virtually staged. PRICE REDUCED AND HOME IS GETTING 2 BRAND NEW HVAC SYSTEMS!! Discover this stunning 5-bedroom, 3-bath home in the guard-gated community of Stoneybrook West, backing onto conservation with partial Lake Tilden views. Located right down the street from th
Living Area:
2814 Sqft.
|
5
Beds,
3
Baths
|
$579,900 |
