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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

11631 Via Lucerna Circle, Windermere image
11631 Via Lucerna Circle, Windermere $429,000

Don't miss out on this beautiful 4 bedroom 3.5 bathroom home in the Belmere Subdivision. This home features spacious rooms with plenty of natural light. The first floor i...

  • 4 Beds
  • 3.5 Baths
  • Belmere Village G-5 SubDv.
  • 34786 Zip Code
1955 Broadleaf Court, Windermere image
1955 Broadleaf Court, Windermere $540,000

Located inside of Windermere Downs sits this 4 bedroom 3 bath home. Sitting on an oversized lot with boat parking the opportunities are endless. Home offers travertine an...

  • 4 Beds
  • 3 Baths
  • Windermere Downs 1st Add SubDv.
  • 34786 Zip Code
2534 Ridgewind Way, Windermere image
2534 Ridgewind Way, Windermere $639,000

Located in the sought after gated community of Estates at Windermere this 5 bedroom and 4 bath pool home has all the room you need! Featuring 5 bedrooms downstairs with t...

  • 5 Beds
  • 4 Baths
  • Estates At Windermere SubDv.
  • 34786 Zip Code
2507 Hempel Avenue, Windermere image
2507 Hempel Avenue, Windermere $474,500

THIS ONE WON’T LAST! Get a chance to own this 5 bedroom, 3 bathroom, pool home in the heart of Windermere with NO HOA and on approximately 1 ACRE! Conveniently located mi...

  • 5 Beds
  • 3 Baths
  • 34786 Zip Code
5348 Nagami Drive, Windermere image
5348 Nagami Drive, Windermere $610,000

Water in front and back. Exquisitely located and ready to move home in thought after Windermere Community of Summerport. Part of the Horizon West district. Open the front...

  • 5 Beds
  • 3.5 Baths
  • Summerport Ph 03 SubDv.
  • 34786 Zip Code
13978 Ivory Gardenia Avenue, Windermere image
13978 Ivory Gardenia Avenue, Windermere $340,000

Built in 2006, this Windermere one-story offers plenty of natural light, a patio, Corian kitchen counter-tops, and a two-car garage. Upgraded features include fresh exter...

  • 3 Beds
  • 2 Baths
  • Summerport Ph 05 SubDv.
  • 34786 Zip Code
Windermere image
Windermere $815,000 ▲

You will absolutely fall in love with this beauty located in Windermere, Florida ! You will be greeted with gracious curb appeal, beautiful tile roof , Gorgeous 24 by 24 ...

  • 6 Beds
  • 5.5 Baths
  • 34786 Zip Code
2803 Ingeborg Court, Windermere image
2803 Ingeborg Court, Windermere $500,000

Tucked away in a quaint NON-HOA community of only 16 homes is an excellent opportunity to live in the famous school district (2018-2019) of Thornbrooke Elementary, Gotha ...

  • 4 Beds
  • 2.5 Baths
  • Les Terraces SubDv.
  • 34786 Zip Code
13149 Bellaria Circle, Windermere image
13149 Bellaria Circle, Windermere $1,790,900

This professionally decorated transitional Florida home is well sited on an 1.25 acre lot in upscale guard gated Bellaria. Upon entering, natural light from the clerestor...

  • 7 Beds
  • 7 Baths
  • Bellaria SubDv.
  • 34786 Zip Code
7247 Londale Blvd, Windermere image
7247 Londale Blvd, Windermere $459,000

Shows like a model home! This property has been renovated and well maintained by owner. Your buyers will fall in love cooks kitchen. Floor to ceiling custom cabinetry wit...

  • 4 Beds
  • 3.5 Baths
  • Enclave/Berkshire Park B G H I SubDv.
  • 34786 Zip Code
4260 Isabella Circle, Windermere image
4260 Isabella Circle, Windermere $2,577,000

Contemporary masterpiece located in Windermere’s sought-after community of Casabella. This exquisite residence features unparalleled details and upgrades throughout, from...

  • 4 Beds
  • 4.5 Baths
  • Casabella SubDv.
  • 34786 Zip Code
9856 Laurel Valley Drive, Windermere image
9856 Laurel Valley Drive, Windermere $2,250,000

Discover the only remaining opportunity to build a custom lakefront estate along the sandy shores of beautiful Lake Butler in the renowned Isleworth Golf and Country Clu...

  • Isleworth SubDv.
  • 34786 Zip Code
8147 Jailene Drive, Windermere image
8147 Jailene Drive, Windermere $364,900

Welcome home to this beautiful one-story pool home, backing up to a conservation lot. Built by Ashton Woods, this home offers an open concept living space with natural li...

  • 3 Beds
  • 2.5 Baths
  • Lake Sawyer South Ph 5 SubDv.
  • 34786 Zip Code
1140 Kelso Boulevard, Windermere image
1140 Kelso Boulevard, Windermere $1,574,900

This elegant European architectural style custom home is beautifully sited on Lake Cypress for privacy with lovely water views. Upon entering the home the solid mahogany...

  • 6 Beds
  • 6 Baths
  • Kelso On Lake Butler SubDv.
  • 34786 Zip Code
5945 Caymus Loop, Windermere image
5945 Caymus Loop, Windermere $575,000

**ATTN: GOLFERS & BOATERS!!** Enjoy your holiday time playing 18 holes or taking a sunset cruise on the Butler Chain of Lakes... This spacious 5Bed/4.5Bath pool home is s...

  • 5 Beds
  • 4.5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
13520 Misarden Lane, Windermere image
13520 Misarden Lane, Windermere $348,000

Built in 2004, this Windermere two-story offers granite kitchen countertops, a patio, and a two-car garage. Upgraded features include fresh interior paint in select rooms...

  • 4 Beds
  • 3 Baths
  • Lakes/Windermere-Peachtree SubDv.
  • 34786 Zip Code
12974 Holdenbury Lane, Windermere image
12974 Holdenbury Lane, Windermere $325,000

LOCATION, LOCATION, LOCATION...WINDERMERE LIFESTYLE, This gorgeous 3/3 home is located at WINDERMERE TERRACE. Beautiful kitchen granite top counter, the study room that c...

  • 3 Beds
  • 2.5 Baths
  • Windermere Terrace SubDv.
  • 34786 Zip Code
6078 Caymus Loop, Windermere image
6078 Caymus Loop, Windermere $529,900

Keene’s Pointe golf course home for SALE -- FORMER MODEL HOME WITH UPGRADED FEATURES 4 bedroom, + Office, 3.5 baths, 2 stories, single family home overlooking Green of Go...

  • 4 Beds
  • 3.5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
13214 Zori Lane, Windermere image
13214 Zori Lane, Windermere $385,000

Very well maintained 4/2 pool home in Windermere. Home features corian counter tops, stainless appliances, spacious patio for entertaining. Beautiful screened in pool !! ...

  • 4 Beds
  • 2 Baths
  • Providence Ph 01 50 03 SubDv.
  • 34786 Zip Code
6241 S Hampshire Ct, Windermere image
6241 S Hampshire Ct, Windermere $975,000

Keene's Pointe - Enjoy country living at its finest in this custom home located on the 7th fairway of The Golden Bear Club. An 18-hole Jack Nicklaus designed course feat...

  • 4 Beds
  • 4.5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
8409 Lake Burden Circle, Windermere image
8409 Lake Burden Circle, Windermere $785,000

Beautiful custom home at Lake Burden circle in Keene's Pointe on a privileged corner lot. Amazing design and comfortable flow-through floor plan w/master bedroom in the f...

  • 4 Beds
  • 4 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
10556 Park Ridge Gotha Road, Windermere image
10556 Park Ridge Gotha Road, Windermere $529,000

WINDERMERE!!! WINDERMERE!! WINDERMERE!! 1+ ACRES! A-1 ZONE DISTRICT! CIRCULAR DRIVEWAY!!Beautiful country style home! This home features 3 bedrooms, with an open floor pl...

  • 3 Beds
  • 2 Baths
  • 34786 Zip Code
7448 Tattant Boulevard, Windermere image
7448 Tattant Boulevard, Windermere $385,000

You will love this 4 bedroom 3.5 bath home in the popular Horizon West Community in Windermere. This home features 2626 square feet of perfectly planned space. Bright and...

  • 4 Beds
  • 3.5 Baths
  • Berkshire Park SubDv.
  • 34786 Zip Code
6115 S Hampshire Court, Windermere image
6115 S Hampshire Court, Windermere $1,500,000

Located on the 8th hole of the Golden Bear Golf Course, this spacious two-story estate home is the perfect blend of elegance and functionality. Recently updated, the cust...

  • 5 Beds
  • 5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
6206 Louise Cove Drive, Windermere image
6206 Louise Cove Drive, Windermere $1,750,000

A haven of privacy and comfort, this handsome French Country residence in Isleworth West is poised on a 1.25-acre lot offering endless room to roam the outdoors. A total ...

  • 5 Beds
  • 5.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code

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