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Windermere Homes for Sale

Windermere is a town in west Orange County, Florida. It is considered part of the Orlando Metropolitan Statistical Area and known for its amazing lakes and being the community of the rich and famous. A highly sought after place to live, Windermere has a noble history that gives the town its modern charm. Founded in 1887, Windermere prides itself on many historical sites such as its Town Hall, Cal Palmer Memorial Building and the Parramore House aka Historic 1890 Windermere Schoolhouse. In 1925, Windermere was incorporated as a town. While its population has exploded over the last three decades, Windermere continues to retain many of its original roads and homes to honor its proud history. The Town of Windermere was recently voted the "Number One Top Choice Towns for Families with Children in the Sunshine State." The prestigious award was given by Neighborhood Scout, which combines data from the national, regional and local sources.

Windermere is a great place to live, raise a family, enjoy your career, or even choose to retire. It offers many housing options for all ages and interests and has become known for its famous sports, movie and television celebrities who call Windermere home, including: Shaquille O'Neal, Wesley Snipes, Tiger Woods, Bubba Watson, Vince Carter, Joey Fatone, Johnny Damon, Delta Burke, Rick Goings, Ken Griffey Jr, Grant Hill, Philip Michael Thomas, Jim Courier and many more.

Windermere offers many forms of housing including luxury, waterfront, golf front, single-family homes, townhomes, condos, and villas. Prices range from $300K to over $20 million offering opportunities for all types of buyers. Some of the most desirable and elite communities in Central Florida are located in Windermere including Bellaria, Butler Bay, Casa Del Lago, Casabella, Cassabella At Windermere, Chaine Du Lac, Diamondhead, Estates At Lake Clarise, Gotha Town, Harbor Island, Isleworth, Keenes Pointe, Kelso On Lake Butler, Lake Burden, Lake Cypress Cove, Lake Davis Estates, Lake Davis Reserve, Lake Down Shores, Lakes of Windermere, Oxford Moor, Metcalf Park, Reserve At Lake Butler Sound, Sawyer Sound, Summerport Beach, Waterford Pointe, Waterstone, Weatherstone On Lake Olivia and many more.

Looking to sell your home in Windermere? Follow this link to get an "Instant" Home Value Report

Newest Windermere Homes for Sale

8261 Procida Isle Ln, Windermere $673,000

Don't look further! Beautiful home with almost 4,000. sqfts of living space located just 2 miles north of Disney's Magic Kingdom! Enjoy ENERGY STAR Certified home feature...

5 Beds
3 Baths
Windermere Isle SubDv.
34786 Zip Code

11401 Camden Loop Way, Windermere $625,000

Beautiful 4 bedroom, 3 bath home nicely situated with park views located in desirable Keenes Pointe in Windermere, Florida. Move in condition. Spacious layout all on one ...

4 Beds
3 Baths
Keenes Pointe SubDv.
34786 Zip Code

Windermere $839,900

STATELY ELEGANCE IN GUARD GATED KEENES POINTE. From the moment you approach this elegant home in the cul-de-sac on one the quietest streets in Keenes Point, you will fal...

5 Beds
4 Baths
34786 Zip Code

12003 Otterbrooke Trail, Windermere image

12003 Otterbrooke Trail, Windermere $649,000

A MUST SEE!!! Located at Windermere Trails, this corner lot home won't last long. Beautiful spacious ready to move pool home, loaded with upgrades. 5 bedrooms 4 baths plu...

5 Beds
4 Baths
Windermere Trls Prcl 1b SubDv.
34786 Zip Code

13437 Bellaria Circle, Windermere $1,898,000

Welcome to the most marvelous and LARGEST lot estate in Bellaria! This over 7K sq. ft. 7 bed 7 bath over 1 acre lot estate features more than meets the eyes. An over 200 ...

7 Beds
6 Baths
Bellaria SubDv.
34786 Zip Code

7236 Shadeview Aly, Windermere — Na $315,000

Describing this home as conveniently located is an understatement! Located less than 15 minutes from the Walt Disney World Resort you are just a short drive not only to w...

3 Beds
2 Baths
Ashlin Park Ph 2 SubDv.
34786 Zip Code

9744 Carillon Park Drive, Windermere image

9744 Carillon Park Drive, Windermere $3,195,000

Recently renovated from top to bottom. Stunning Butler Chain home located in the 24-hour guard-gated community of Keene’s Pointe. As you step through the front doors, you...

5 Beds
5 Baths
Keenses Pointe SubDv.
34786 Zip Code

5373 Isleworth Country Club Drive, Windermere image

5373 Isleworth Country Club Drive, Windermere $2,400,000

Sitting majestically along the 17th fairway of Isleworth Golf Course this estate also boasts beautiful views of Lake Louise...the perfect Windermere combination. Step ins...

4 Beds
4 Baths
Isleworth SubDv.
34786 Zip Code

6055 Louise Cove Drive, Windermere image

6055 Louise Cove Drive, Windermere $3,400,000

There is almost nothing as beautiful the Butler Chain of Lakes in Windermere. And amongst those lakes, this breathtaking estate sits on the shores of the exquisite Lake L...

5 Beds
5 Baths
Isleworth SubDv.
34786 Zip Code

4071 Isabella Circle, Windermere $2,399,000

Situated in the exclusive gated community of Casabella and only minutes from upscale dining & shopping, world famous attractions, and Butler Chain of Lakes, this property...

5 Beds
6 Baths
Casabella Ph 2 SubDv.
34786 Zip Code

2006 Bellamere Court, Windermere $1,819,900

Pre-Construction. To be built. Photos are of our Furnished Model (pending sale) next door. Introducing Element Home Builders favorite plan, featuring their paralleled qu...

5 Beds
5 Baths
Bella Vita Estates SubDv.
34786 Zip Code

13549 Gorgona Isle Drive, Windermere image

13549 Gorgona Isle Drive, Windermere $525,000

PREMIER LOCATION! Close to 429, Disney attractions, top rated public and private schools, Hamlin Shops, recreation and dining. This inviting ENERGY STAR Certified home fe...

4 Beds
3 Baths
Windermere Isle-Ph 2 SubDv.
34786 Zip Code

13743 Amelia Pond Drive, Windermere image

13743 Amelia Pond Drive, Windermere $361,500

Lovely home with oversized lot. The Kitchen/Family room combination has the open concept that you are looking for with a bonus room that can be used as an office/den/dini...

3 Beds
2 Baths
Creeks Run SubDv.
34786 Zip Code

11550 Waterstone Loop Drive, Windermere image

11550 Waterstone Loop Drive, Windermere $2,100,000

Set within the luxurious and exclusive guarded community of Waterstone, this contemporary masterpiece combines grandeur and elegance for your enjoyment of living. Spannin...

6 Beds
6 Baths
Waterstone SubDv.
34786 Zip Code

6854 Trellis Vine Loop, Windermere image

6854 Trellis Vine Loop, Windermere $539,900

Check out this gorgeous, well-priced property located in the wonderful community of Windermere! Just minutes to the theme park areas and Downtown Orlando and only five ye...

5 Beds
4 Baths
Windstone SubDv.
34786 Zip Code

13543 Riggs Way, Windermere $420,000

The Windermere lifestyle can now be yours with this immaculately maintained home at Berkshire Park where you will enjoy the walking/running trails, community pool/basketb...

3 Beds
3 Baths
Enclave/Berkshire Park SubDv.
34786 Zip Code

5284 Isleworth Country Club Drive, Windermere image

5284 Isleworth Country Club Drive, Windermere $3,400,000

Poised on Isleworth Country Club Drive overlooking Eagle Pond and the 11th tee, this exquisite estate offers exceptional golf and water views within the gates of Central ...

4 Beds
4 Baths
Isleworth SubDv.
34786 Zip Code

8342 Boyla Court, Windermere $699,000

This is your opportunity to build your WATER FRONT dream home on one of the last buildable lots in the Keene's Pointe Community. This beautiful lakefront lot on a privat...

Keenes Pointe SubDv.
34786 Zip Code

Windermere $474,900

This one owner home is spotless. This home is loaded with upgrades both inside and outside. Stone elevation on the exterior with tile roof along with a full front porch j...

4 Beds
3 Baths
34786 Zip Code

6432 Deacon Circle, Windermere $8,300,000

This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, y...

5 Beds
5 Baths
Isleworth 1st Amendment SubDv.
34786 Zip Code

2556 Carter Grove Circle, Windermere image

2556 Carter Grove Circle, Windermere $819,000

HIGHLY DESIRED WINDERMERE COMMUNITY MANORS AT BUTLER BAY! Walk to Windermere Elementary. The quaint Town of Windermere is where residents enjoy friendly small town lifest...

5 Beds
3 Baths
Manors At Butler Bay Ph 02 SubDv.
34786 Zip Code

11009 Hawkshead Court, Windermere $829,000

Discover elegance in this beautiful 4 BR/4.5 bath custom pool home behind the gates of Lake Butler Sound, a 380 acre enclave of exquisite homes in a tranquil Florida wate...

4 Beds
4 Baths
Reserve At Lake Butler Sound SubDv.
34786 Zip Code

13036 Lake Roper Court, Windermere image

13036 Lake Roper Court, Windermere $1,250,000

This stunning completely renovated waterfront home in a gated community features 5 bedrooms and 5 bathrooms on a 1.77-acre lot in the desirable town of Windermere. Situa...

5 Beds
5 Baths
Windermere Pointe At Lake Roper SubDv.
34786 Zip Code

5825 Oxford Moor Boulevard, Windermere image

5825 Oxford Moor Boulevard, Windermere $849,900

Welcome to this Gorgeous 4 bedrooms, 3 full baths and 3 car garage single family home. This amazing property is located on an Oversized Lot in a quiet family friendly gat...

4 Beds
3 Baths
Oxford Moor SubDv.
34786 Zip Code

11952 Camden Park Drive, Windermere image

11952 Camden Park Drive, Windermere $875,000

GOLF FRONT ~ TROPICAL OASIS Welcome to Keene’s Pointe! Where a Luxury Golf Community blends with the Florida Lifestyle. As you enter the guarded gates you are welcomed b...

5 Beds
4 Baths
Keenes Pointe SubDv.
34786 Zip Code

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