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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

4138 Equestrian Lane, Windermere image
4138 Equestrian Lane, Windermere $999,000

Welcome to this stunning single-family house nestled in the Farm Subdivision of Windermere. This exquisite residence boasts four spacious bedrooms and four bathrooms, off...

  • 4 Beds
  • 4 Baths
  • Farms SubDv.
  • 34786 Zip Code
9111 Outlook Rock Trail, Windermere image
9111 Outlook Rock Trail, Windermere $1,179,000

This exquisite Windermere Trails home offers luxurious finishes and a gorgeous living space. The beautiful backyard offers a sparkling swimming pool, covered and spacious...

  • 5 Beds
  • 3.5 Baths
  • Windermere Trails SubDv.
  • 34786 Zip Code
6200 Winter Garden Vineland Rd, Windermere image
6200 Winter Garden Vineland Rd, Windermere $960,000

LOCATION LOCATION LOCATION!! This custom-built home features 2336 sq ft with 4 bedrooms, 3.5 baths, and was renovated recently with new wood flooring, new tile, new inter...

  • 4 Beds
  • 3.5 Baths
  • Landings At Lake Sawyer SubDv.
  • 34786 Zip Code
6126 Roseate Spoonbill Drive, Windermere image
6126 Roseate Spoonbill Drive, Windermere $870,000

Welcome to this stunning Windermere home with breathtaking lake views! This amazing property has undergone a complete renovation, offering you a truly luxurious living ex...

  • 4 Beds
  • 3.5 Baths
  • Windermere Landing SubDv.
  • 34786 Zip Code
13413 Hopkinton Court, Windermere image
13413 Hopkinton Court, Windermere $650,000

Discover the epitome of luxury living in this stunning cul-de-sac Windermere residence, just minutes away from the enchanting world of Disney! 4 spacious bedrooms offer...

  • 4 Beds
  • 3.5 Baths
  • Lakes/Windermere-Peachtree SubDv.
  • 34786 Zip Code
12749 Garridan Avenue, Windermere image
12749 Garridan Avenue, Windermere $585,000 ▼

Amazing and Beautiful Corner Property !!!! It has 4 Bedrooms 4/1Bathrooms, with an incredible location, location, location at Windermere. All rooms and bathrooms are u...

  • 4 Beds
  • 4.5 Baths
  • Wickham Park SubDv.
  • 34786 Zip Code
13203 Zori Lane, Windermere image
13203 Zori Lane, Windermere $624,900

Beautiful house, located in the heart of Windermere! Spacious 4 bedroom home has lots of upgrades including NEW ROOF, NEW AC, washer & dryer and new dishwasher. House is ...

  • 4 Beds
  • 2 Baths
  • Providence Ph 01 SubDv.
  • 34786 Zip Code
12548 Langstaff Drive, Windermere image
12548 Langstaff Drive, Windermere — 12548 $419,000

You can move in this townhome today without doing any work, and make yourself right at home. This 3 bedroom, 2.5 bathroom property is located in the highly desirable and...

  • 3 Beds
  • 2.5 Baths
  • Lakes/Windermere-Lk Reams Twnh SubDv.
  • 34786 Zip Code
11334 Camden Loop Way, Windermere image
11334 Camden Loop Way, Windermere $1,250,000

Absolutely turn-key home in the much desired area of Camden in the country club Windermere community of Keene’s Pointe. This 4 bedroom, 3 bath home with a pool and three ...

  • 4 Beds
  • 3 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
311 E 8th Avenue, Windermere image
311 E 8th Avenue, Windermere $1,850,000

Welcome to your dream lakefront retreat in the heart of Windermere, Florida! This stunning 5-bedroom, 4-bath property is nestled on the shores of Lake Bessie, offering yo...

  • 5 Beds
  • 4 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
13842 Orange Crest Drive, Windermere image
13842 Orange Crest Drive, Windermere $645,000

5 bed room 3 bath Pool home in Windermere. This property is located in the gated community of Eden Isle in Summerport. The home features large dinning or formal room, din...

  • 5 Beds
  • 3 Baths
  • Eden Isle SubDv.
  • 34786 Zip Code
8265 Maritime Flag Street Unit 22b-5, Windermere image
8265 Maritime Flag Street Unit 22b-5, Windermere — 121 $365,000

Legal descriptions is a Condo, however this does not feel like a condo! Function like a walk up townhome, where you can enjoy a front porch and even even have a back pati...

  • 3 Beds
  • 2.5 Baths
  • Lakeside Villas SubDv.
  • 34786 Zip Code
8520 Greenbank Boulevard, Windermere image
8520 Greenbank Boulevard, Windermere $598,000

Welcome to your dream home! Nestled in a highly desirable area , this newly renovated gem is ready to embrace its lucky new owners. Step inside and be captivated by the ...

  • 3 Beds
  • 2 Baths
  • Lakes/Windermere-Peachtree SubDv.
  • 34786 Zip Code
11644 Ashlin Park Boulevard, Windermere image
11644 Ashlin Park Boulevard, Windermere $540,000 ▼

New Price! Seller motivated. This lovely two-story home found in desirable Ashlin Park offers the convenience of a premium location to A-rated schools in Windermere. This...

  • 4 Beds
  • 2.5 Baths
  • Ashlin Park Ph 1 SubDv.
  • 34786 Zip Code
8537 Eagles Loop Circle, Windermere image
8537 Eagles Loop Circle, Windermere $1,950,000

Welcome to a truly exceptional custom home nestled in the sought after Country Club community of Keene's Pointe, a Golf course community featuring The Golden Bear Club. A...

  • 6 Beds
  • 5 Baths
  • Keenes Pointe Ut 06 50 95 SubDv.
  • 34786 Zip Code
5518 Worsham Court, Windermere image
5518 Worsham Court, Windermere $6,450,000

Welcome to this magnificent newly renovated 5 bedroom transitional home, where timeless elegance meets modern comfort. Nestled in Central Florida’s most sought after neig...

  • 5 Beds
  • 7.5 Baths
  • Isleworth 01 Amd SubDv.
  • 34786 Zip Code
9513 Westover Club Circle, Windermere image
9513 Westover Club Circle, Windermere $998,000

Welcome to your dream home in the exclusive gated community of Westover Club in Windermere, Florida! This stunning property boasts a New Roof from 2020, 4 spacious bedroo...

  • 4 Beds
  • 3 Baths
  • Westover Club Ph 01 44/139 SubDv.
  • 34786 Zip Code
6025 Roseate Spoonbill Drive, Windermere image
6025 Roseate Spoonbill Drive, Windermere $849,000

Beautiful 4 bedroom, 3.5 bath POOL home located in a quiet neighborhood in a prime area in Windermere. As you enter the home, you will find hardwood floors throughout, re...

  • 4 Beds
  • 3.5 Baths
  • Windermere Lndgs Fd-1 SubDv.
  • 34786 Zip Code
12929 Westside Village Loop, Windermere image
12929 Westside Village Loop, Windermere $975,000

Welcome to the most sought-after zip code in central Florida, Windermere 34786. Home to some of the world's biggest athletes and celebrities, this location cannot be beat...

  • 5 Beds
  • 4.5 Baths
  • Westside Village SubDv.
  • 34786 Zip Code
14236 Oasis Cove Boulevard Unit 3204, Windermere image
14236 Oasis Cove Boulevard Unit 3204, Windermere — 3204/32 $380,000

This Beautiful 3 bed/2.5 baths, townhome condo, is located in a resort style gated community of Oasis Cove in Windermere FL. Enjoy a full laminate floor through out the ...

  • 3 Beds
  • 2.5 Baths
  • Oasis Cove SubDv.
  • 34786 Zip Code
6231 River Fruit Court, Windermere image
6231 River Fruit Court, Windermere $559,000

Nestled in the heart of Windermere's popular Summerport subdivision is this immaculate two-story single family home. Located within the gated & quaint community of Eden ...

  • 3 Beds
  • 2.5 Baths
  • West Point Commons SubDv.
  • 34786 Zip Code
800 W 2nd Avenue, Windermere image
800 W 2nd Avenue, Windermere $4,600,000

Pro pics coming - Elevator to 2nd Floor - Detached Guest Suite overlooking Pool with Fireplace has Private Entrance in Courtyard - Courtyard Pool with Waterfall from the ...

  • 5 Beds
  • 4.5 Baths
  • Aladar On Lake Butler SubDv.
  • 34786 Zip Code
426 E 6th Avenue, Windermere image
426 E 6th Avenue, Windermere $769,967

Discover the epitome of urban living in the heart of Windermere! This charming 3-bedroom, 2-bathroom house is now available for rent, offering you a fantastic opportunity...

  • 3 Beds
  • 2 Baths
  • Jasmine Woods SubDv.
  • 34786 Zip Code
11303 Windermere Road, Windermere image
11303 Windermere Road, Windermere $595,000

Don’t Wait Any Longer! Are you looking to Build Your Dream HOME in the middle of Windermere with No HOA? This beautiful piece of land sits Perfectly on the corner of Wind...

  • 34786 Zip Code
5084 Isleworth Country Club Drive, Windermere image
5084 Isleworth Country Club Drive, Windermere $4,750,000

Updated golf front estate with new *roof and generator, offers supreme vistas of the 6th Green along the legendary course of Isleworth Golf & Country Club. Spanning over ...

  • 6 Beds
  • 7.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code

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