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Windermere Homes for Sale

The Butler Chain of Lakes in Windermere is one of Florida’s most popular areas for lakefront property. Located just 12 miles southwest of Orlando, Windermere is a suburban community in close proximity to theme parks. The town is home to Isleworth Golf Club and Keene’s Pointe Golf Club. Yellow Dog Eats, 33 & Melt and Dexter’s of Windermere are some of the popular restaurants in the area. Local parks include Lake Down Park, Palmer Park, Central Park, Fernwood Park, and Park Among the Lakes. Windermere Preparatory School, Premier Academy, and Family Christian School are highly rated private schools.

View Windermere Properties

Explore all properties for sale in Windermere, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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9912 Lake Louise Drive Windermere FL 34786

Price$23,000,000

Est. Mortgage: $/month

MLS Number O5714911

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 25,466
  • Year Built 1999
  • Parking Spaces 40

Listing Courtesy of EXP REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12488 Park Avenue Windermere FL 34786

Price$16,600,000

Est. Mortgage: $/month

MLS Number O5757261

  • Single Family Residential
  • Area 34786 - Windermere
  • Address 12488 Park Avenue
  • Square Feet 13,425
  • Year Built 1996

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5115 Fairway Oaks Drive Windermere FL 34786

Price$9,790,000

Est. Mortgage: $/month

Pending

MLS Number O5433535

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 15,063
  • Year Built 2015
  • Parking Spaces 5

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5372 Isleworth Country Club Drive Windermere FL 34786

MLS Number O5700351

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 13,230
  • Year Built 2004
  • Parking Spaces 3

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5318 Isleworth Country Club Drive Windermere FL 34786

MLS Number O5713515

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 12,298
  • Year Built 2006
  • Parking Spaces 4

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6321 Greatwater Drive Windermere FL 34786

Price$5,999,999

Est. Mortgage: $/month

MLS Number O5783096

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 9,951
  • Year Built 2011
  • Parking Spaces 6

Listing Courtesy of SOUTHERN REALTY GROUP LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5139 Fairway Oaks Drive Windermere FL 34786

Price$5,395,000

Est. Mortgage: $/month

MLS Number O5775789

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 11,163
  • Year Built 2009
  • Parking Spaces 4

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5020 Down Point Lane Windermere FL 34786

Price$4,949,000

Est. Mortgage: $/month

MLS Number O5701437

  • Single Family Residential
  • Area 34786 - Windermere
  • Address 5020 Down Point Lane
  • Square Feet 9,621
  • Year Built 2005

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6342 Deacon Circle Windermere FL 34786

Price$4,900,000

Est. Mortgage: $/month

MLS Number O5735188

  • Single Family Residential
  • Area 34786 - Windermere
  • Address 6342 Deacon Circle
  • Square Feet 7,008
  • Year Built 1991

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11103 Bridge House Rd Windermere FL 34786

Price$4,699,000

Est. Mortgage: $/month

MLS Number O5745102

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 9,403
  • Year Built 2006
  • Parking Spaces 4

Listing Courtesy of STOCKWORTH REALTY GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Windermere FL 34786

Price$4,395,000

Est. Mortgage: $/month

Pending

MLS Number O5768324

  • Land
  • Area 34786 - Windermere
  • Co Listing Office Id 261010505
  • Acreage 3.24
  • Square Feet 141,071

BREATHTAKING AND RARE OPPORTUNITY Positioned along the shores of beautiful Lake Butler, within the gates of Chain du Lac, this expansive 3.2+ acre privately gated home site boasts over 230 feet of water frontage and spectacular lake views. With direct access to the pristine Butler Chain of Lakes, the lot presents one of the last remaining opportunities to build a large custom lakefront estate within the gates of one of Windermere’s most iconic communities. This is a very private, gently sloping home site with gorgeous mature landscaping. The width, depth and, gentle slope of this lot offer endless home design possibilities. THERE COULD BE THE POTENTIAL FOR A LOT SPLIT ALSO GIVEN THE WIDTH AND DEPTH OF THE PARCEL. This 3.2+ acre parcel offers the beauty of the Butler Chain with 11 interconnecting lakes and 72 miles of shoreline. Minutes from the Town of Windermere - close to schools, shops, major thoroughfares and world class dining and attractions.

Listing Courtesy of PREMIER REALTY PARTNERS INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9711 Deacon Court Windermere FL 34786

Price$4,395,000

Est. Mortgage: $/month

MLS Number O5777309

  • Single Family Residential
  • Area 34786 - Windermere
  • Address 9711 Deacon Court
  • Square Feet 8,400
  • Year Built 1990

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

 Listing information courtesy of My Florida Regional MLS DBA Stellar MLS © 2019. All listing information is deemed reliable but not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify properties for potential purchase.