and narrow your search. If you have fewer than 200 results, you can save your search.

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.

Search Smarter - Register on the site to save your favorite listings and to receive email notifications when similar listings come to market.

You may also be interested in Saint Cloud.

9927 Giffin Court, Windermere, FL 34786

Price$28,000,000

Est. Mortgage: $/month

MLS Number O5704312

  • Single Family Residential
  • Area 34786 - Windermere
  • Address 9927 Giffin Court
  • Square Feet 31,000
  • Year Built 1990

Listing Courtesy of PREMIER SOTHEBY'S INT'L REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

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: 4.9% last updated on Oct 11, 2018
* 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

5115 Fairway Oaks Drive, Windermere, FL 34786

Price$10,999,000

Est. Mortgage: $/month

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: 4.9% last updated on Oct 11, 2018
* 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

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: 4.9% last updated on Oct 11, 2018
* 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

9368 Blanche Cove Drive, Windermere, FL 34786

Price$7,495,000

Est. Mortgage: $/month

MLS Number O5565384

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 10,730
  • Year Built 2018
  • Parking Spaces 4

Listing Courtesy of INFINITY REALTY GROUP LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

5318 Isleworth Country Club Drive, Windermere, FL 34786

MLS Number O5713515

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 12,128
  • Year Built 2006
  • Parking Spaces 4

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

11055 Bridge House Road, Windermere, FL 34786

Price$6,750,000

Est. Mortgage: $/month

MLS Number O5711522

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 10,452
  • Year Built 2008
  • Parking Spaces 4

Listing Courtesy of LAKESIDE REALTY WINDERMERE INC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

5506 Isleworth Country Club Drive, Windermere, FL 34786

MLS Number O5573526

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 8,049
  • Year Built 1992
  • Parking Spaces 5

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

5354 Isleworth Country Club Drive, Windermere, FL 34786

MLS Number O5713089

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 9,811
  • Year Built 2002
  • Parking Spaces 6

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

5018 Latrobe Drive, Windermere, FL 34786

Price$6,195,000

Est. Mortgage: $/month

MLS Number O5460974

  • Single Family Residential
  • Area 34786 - Windermere
  • Address 5018 Latrobe Drive
  • Square Feet 12,353
  • Year Built 2008

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

5020 Down Point Lane, Windermere, FL 34786

Price$5,949,000

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: 4.9% last updated on Oct 11, 2018
* 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

12824 Jacob Grace Court, Windermere, FL 34786

Price$5,775,000

Est. Mortgage: $/month

MLS Number O5573881

  • Single Family Residential
  • Area 34786 - Windermere
  • Square Feet 8,289
  • Year Built 2005
  • Parking Spaces 4

Listing Courtesy of GUIDANCE REALTY HOMES LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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