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Windermere Real Estate Search

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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 image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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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Central FL Real Estate by Neighborhood

Apopka
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Longwood
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  • Sweetwater Club
  • Sweetwater Oaks
  • The Springs
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Windermere
  • Balmoral
  • Bellaria
  • Belmere Village
  • Butler Bay Windermere
  • Casa Del Lago
  • Chain Du Lac
  • Eden Isle
  • Estates At Windermere
  • Glenmuir
  • Isleworth
  • Keene's Pointe
  • Kelso On Lake Butler
  • Lake Burden
  • Lake Butler
  • Lake Cawood Estates
  • Lake Cypress Cove
  • Lake Down
  • Lakes Of Windermere
  • Manors At Butler Bay
  • Marina Bay
  • Oxford Moor
  • Reserve At Belmere
  • Reserve At Lake Butler Sound
  • Silver Woods
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Winter Garden
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  • Emerald Ridge
  • Glynwood
  • Hickory Hammock
  • Isles Lake Hancock
  • Johns Cove
  • Johns Lake Pointe
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  • Lake Roberts Landing
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  • Oakland Park
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  • Orchard Hills
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  • Overlook At Hamlin
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  • Reserve At Carriage Pointe
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