Homes for Sale in Windermere

Windermere offers home buyers the exclusivity associated with some of Florida’s finest established communities, with a quaint historic downtown and easy access to Dr. Phillip’s world class dining and entertainment. The Erica Diaz Team offers tremendous insight into Windermere’s real estate market, offering unmatched knowledge and access to off-market homes.

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$2,299,000

7431 LAKE ALBERT DRIVE
WINDERMERE, Florida

6Bedroom(s)
6Bathroom(s)
51Picture(s)
4,634Sqft
Welcome to the IMMACULATE 7431 Lake Albert drive on a "ONE OF A KIND" 1.1 ACRE LOT with tons of upgrades throughout, stunning pool with jacuzzi spa and fenced patio for large entertainment and gatherings. rnAs you drive to the Bremore design home, you notice a EXQUISITE 2 stories home with long pavered driveway plus 3-car garage.

$778,900

11410 RAPALLO LANE
WINDERMERE, Florida

6Bedroom(s)
5Bathroom(s)
99Picture(s)
3,337Sqft
Welcome Home. This beautiful home built by Park Square will take your breath away upon entering.

$1,100,000

6379 SWANSON STREET
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
49Picture(s)
3,804Sqft
Beautiful single-family Mediterranean home with 4 bedrooms and a Flex Room, 4 bathrooms, and a 2/1 split car garage layout in the desirable gated community of Enclave in Windermere. This home originally built by Meritage Homes starts with a great curb appeal - meticulously landscaped front, paver driveway, and elegant tiled roof.

$525,000

4963 WINDERMERE AVENUE
KISSIMMEE, Florida

4Bedroom(s)
3Bathroom(s)
48Picture(s)
1,914Sqft
Great investment opportunity in the highly desirable community of Storey Lake, minutes away from Disney and all major Orlando attractions. This vacation rental has an excellent track of occupancy and it is ready for the new owner to start a successful short term rental business.

$539,900

4902 WINDERMERE AVENUE
KISSIMMEE, Florida

4Bedroom(s)
3Bathroom(s)
38Picture(s)
1,914Sqft
CALLING ALL INVESTORS! One of the best communities for Short term Rental in the Orlando/Kissimmee area! This amazing well located 4 bedrooms/3 full bathrooms townhouse with private pool was professionally decorated and is being sold completely furnished. Clubhouse offers resort style swimming pool with lazy river, teak bar, fitness center and much more.

$11,995,000

11301 BRIDGE HOUSE ROAD
WINDERMERE, Florida

5Bedroom(s)
7Bathroom(s)
70Picture(s)
9,267Sqft
Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling waters of Lake Butler with unprecedented long lake views.

$377,000

8179 MARITIME FLAG ST
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
19Picture(s)
1,332Sqft
Lakeside at Lakes of Windermere, second floor condominium unit. This home has been well maintained by the original owner and offers 3 bedrooms and 2 baths. The split floor plan offers the master on one side with spacious bath featuring roman tub/shower and walk-in closet with cabinetry. The kitchen has granite countertops and a breakfast bar overlooking the dining and living rooms.

$649,000

12577 FOYNES AVENUE
WINDERMERE, Florida

5Bedroom(s)
3Bathroom(s)
48Picture(s)
3,000Sqft
Welcome to 12577 Foynes Ave! This is the house your buyer has been looking for! Large, 1 story with bonus room on second floor has been totally renovated!!! rnLet's start: Brand New Roof, Two Brand New A/C units, Brand New water heather -- all have been installed in last 30 days! Brand new interior and exterior paint, new gutters, new laminate flooring on main floor and plush new carpet in bonus r

$575,000

4991 WINDERMERE AVENUE
KISSIMMEE, Florida

5Bedroom(s)
4Bathroom(s)
19Picture(s)
2,168Sqft
Turnkey Investment located in one of the most desirable short-term rental resort communities . Townhouse located at Storey Lake. This fully-furnished and professionally decorated end unit presents an open concept with a fully equipped kitchen that overlooks the dining and living spaces, complete with contemporary furnishings. Outside screened-in splash pool and covered lanai.

$4,200,000

6117 LOUISE COVE DRIVE
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
65Picture(s)
5,752Sqft
Stunning Lake Louise views abound from this perfectly-sized Isleworth lakefront residence, perched above a protected cove on the famed Butler Chain of Lakes. Just unveiled with new flooring, new contemporary-style master bath retreat with added steam shower, sauna, soaking tub, and modern elegance – plus whole-home generator and new pool equipment and exterior paint.

$545,000

9143 WOODBREEZE BOULEVARD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,723Sqft
Welcome to your dream home in the highly sought-after Silver Woods community,with a Windermere address and unbeatable convenience to all the amenities you could ever need. This property has been meticulously renovated from top to bottom in 2022, leaving no detail overlooked.rnrnStep inside and be greeted by the sleek, modern look of 24"x48" porcelain tile flooring throughout the entire house.

$2,199,000

12012 WATERSTONE LOOP DRIVE
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
49Picture(s)
4,506Sqft
This beautiful David Weekley Custom Classic home is a MUST-SEE! You will fall in love when you see this beautiful landscape in the front yard. As you walk into the foyer, you notice how much attention was put into each detail of this home. To your right, you will see a den/office, which can be turned into whatever works best for your family.

$579,000

5021 WINDERMERE AVENUE
KISSIMMEE, Florida

5Bedroom(s)
4Bathroom(s)
28Picture(s)
2,168Sqft
PRICED TO SELL! Just a short drive to Disney resorts, Orlando International Airport and zoned to short term rentals, this property is the perfect income generating investment property or family vacation home. This newly built 2019 5ba/4bd townhome sits on a CORNER lot with added outdoor space and privacy.

$1,850,000

11036 SCHOONER WAY
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
68Picture(s)
3,391Sqft
*** REMODELED HOME ON 1 ACRE LOT with CHAIN OF LAKE ACCESS under 2MM.*** rnCustom Windermere home on over an acre of land, with private 40+ ft dock on a wide canal to Lake Down, on Butler Chain of Lakes. This beautiful four-bedroom, three-and-a-half-bath house has been extensively remodeled by the previous and current owners and offers excellent living areas inside and out.

$7,388,000

9736 CHESTNUT RIDGE DRIVE
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
24Picture(s)
7,625Sqft
Pre-Construction. To be built. Featuring an exceptional setting along the shores of beautiful Lake Bessie with gorgeous sunset views, this five-bedroom estate will be built on a pristine 0.67-acre home site within the renowned Isleworth Golf & Country Club.

$4,500,000

225 MAGNOLIA STREET
WINDERMERE, Florida

7Bedroom(s)
10Bathroom(s)
42Picture(s)
5,735Sqft
Elegantly designed and custom-built in 2019, this Mediterranean-style home is located on the famed Butler Chain of Lakes. This beautiful property is for the discriminating buyer and is perfectly nestled directly on Lake Down. The home consists of seven bedrooms and ten and a half bathrooms.

$8,250,000

11035 SCHOONER WAY
WINDERMERE, Florida

7Bedroom(s)
5Bathroom(s)
3Picture(s)
15,000Sqft
Pre-Construction. To be built. Where Art Meets Architecture! Build your Custom Dream Home with state of the art energy efficiency engineering in the tranquility of the sought after Town of Windermere. Surrounded by the Butler Chain of Lakes. Per builder, lot can support a 10,000 - 15,000 square foot custom home. Price will vary as applicable.

$1,225,000

9119 BALMORAL MEWS SQ
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
38Picture(s)
4,052Sqft
MARCH MADNESS MOVING SALE - PRICE IMPROVEMENT for a home in Balmoral and your new highly sought after Windermere address! An exclusive gated community containing only 32 custom homes. This spacious residence boasts lush mature landscaping to provide privacy throughout a completely fenced in half-acre + exterior lot.

$630,000

13754 INGELNOOK DRIVE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
19Picture(s)
2,785Sqft
Welcome to The Vineyards at Horizon West, an exceptional community located in Windermere. Make yourself at home with this magnificent KB-built home featuring all the amenities and upgrades you expect to find in the best of homes. Situated on a premium pond view lot and across the street to the community pool, this home with great curb appeal offers much.

$519,900

5031 WINDERMERE AVENUE
KISSIMMEE, Florida

4Bedroom(s)
3Bathroom(s)
45Picture(s)
1,914Sqft
GREAT OPPORTUNITY to own this fully furnished ,passive income short term rental/airbnb/vacation home property in the desirable and best Community Storey Lake. This 4 bedroom townhome as been beautifully decorated with the guests in mind.

$3,350,000

4302 ISABELLA CIRCLE
WINDERMERE, Florida

5Bedroom(s)
6Bathroom(s)
98Picture(s)
5,362Sqft
Sensationally Luxurious and Fully Furnished Home with Outdoor Poolside Oasis! Nestled on a spacious 0.88-acre lot in an exclusive gated community, this 5BR/6.5BA, 5,362sqft residence offers a feast for the senses with Spanish architecture, lush landscaping, gorgeous hardwood flooring, soaring ceilings, and an expansive living room boasting a full wet bar.

$1,499,000

12715 JACOB GRACE COURT
WINDERMERE, Florida

7Bedroom(s)
4Bathroom(s)
74Picture(s)
4,751Sqft
One or more photo(s) has been virtually staged. ** TROPICAL OASIS. STUNNING CUSTOM BUILT ESTATE POOL HOME in the highly sought after TILDENS GROVE, Windermere’s exclusive 24hr GUARD GATED community! Check out this video. https://www.tourdrop.com/dtour/369570/Video-MLS.

$7,000,000

9838 LAUREL VALLEY DRIVE
WINDERMERE, Florida

5Bedroom(s)
6Bathroom(s)
29Picture(s)
10,843Sqft
Majestic Lake Butler lakefront, Sunset views, Disney fireworks and the 15th hole of Isleworth's renowned championship golf course. As far as location goes, this home has it all. Breathtaking staircases, open floor plan and 2 story, direct lake views throughout the main floor.

$800,000

11707 SPRAWLING OAK DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
38Picture(s)
3,074Sqft
This spacious, spotless two-story home, found in desirable Ashlin Park, offers the convenience of a premium location to A-rated schools, shopping, and entertainment in Windermere. overlooking pond with very private views. Home has large gourmet summer kitchen and screen enclosure. Upgraded flooring with title on first floor on all areas.
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