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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.

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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

Windermere, FL9912 Lake Louise Drive

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: 3.68% last updated on Dec 5, 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

Windermere, FL12488 Park Avenue

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: 3.68% last updated on Dec 5, 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: 3.68% last updated on Dec 5, 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: 3.68% last updated on Dec 5, 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

Windermere, FL6321 Greatwater Drive

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: 3.68% last updated on Dec 5, 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

Windermere, FL5139 Fairway Oaks Drive

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: 3.68% last updated on Dec 5, 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

Windermere, FL5020 Down Point Lane

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: 3.68% last updated on Dec 5, 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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5501 Isleworth Country Club Drive Windermere FL 34786

MLS Number O5740376

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 6,956
  • Year Built 2007
  • Parking Spaces 4

Listing Courtesy of IRWIN REALTY GROUP LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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11127 Bridge House Road Windermere FL 34786

Windermere, FL11127 Bridge House Road

Price$4,150,000

Est. Mortgage: $/month

MLS Number S5016752

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 10,368
  • Year Built 2007
  • Parking Spaces 4

Listing Courtesy of IRIS INTERNATIONAL

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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9815 Laurel Valley Drive Windermere FL 34786

Windermere, FL9815 Laurel Valley Drive

Price$4,000,000

Est. Mortgage: $/month

MLS Number S5024846

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 5,590
  • Year Built 2000
  • Parking Spaces 3

Listing Courtesy of LA ROSA REALTY, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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10988 Down Yonder Lane Windermere FL 34786

Windermere, FL10988 Down Yonder Lane

Price$3,999,999

Est. Mortgage: $/month

MLS Number O5556718

  • Land
  • Area 34786 - Windermere
  • Subdivision Lake Down Estates
  • Acreage 10.1
  • Square Feet 365,468

What an extraordinary opportunity to acquire over 10+/- acres with 500' of frontage on the prestigious Butler Chain of Lakes in the heart of Downtown Windermere. The Butler Chain of Lakes is one of Florida's first-class waterways of 11 interconnecting lakes & 72 miles of shoreline. The parcel has the opportunity to be developed for an exclusive private compound with over 500’ of beautiful shoreline.Development opportunity to build a Gated Enclave of 7 Estate single family home subdivision all with deeded access onto the Windermere Butler Chain of Lakes. Truly one of the last largest lakefront parcels in one of the most sought after areas of Florida known as the Town of Windermere. Remarkable opportunity to own this land without HOA restrictions in the heart of downtown Windermere. Minutes and within walking distance to the Town of Windermere, schools, parks, shops, as well as weekly Windermere Farmer's Market. Posh Windermere has been home to many of Orlando’s celebrity residents such as has boasted a host of stars from PGA superstar Tiger Woods to NBA heavy-hitters Shaquille O’Neal and Dwight Howard and Joey Fatone of NSYNC fame. You need not be a celebrity, of course, to enjoy living in this lovely area with myriad lakefront homes, excellent schools and convenience to both downtown and the most incredible theme parks in the world.

Listing Courtesy of PREMIER REALTY PARTNERS INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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

Windermere, FL9711 Deacon Court

Price$3,995,000

Est. Mortgage: $/month

MLS Number O5820475

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

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

Save 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.