Windermere Homes for Sale

Included below are homes for sale in Windermere. If you would like more information on any of these Windermere real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

And, if you haven't already, be sure to register for a free account so that you can receive email alerts whenever new Windermere listings come on the market.

369 Properties Found. Showing 1-12
Sort By:
9215 Outlook Rock Trail
Windermere, FL 34786
9215 Outlook Rock Trail Windermere, FL 34786
1 of 25
$535,000
Subdivision: Windermere Trls Ph 4A
BEDS
5
BATHS
4
SQ.FT.
4,057
BUILT
2016
ON SITE
2Days
MLS
O5557670
Enjoy the Central Florida lifestyle in this spacious home located in the community of Windermere Trails. Built by Beazer Homes and situated on a premium lot, this home features an open floor plan...
6146 Keenes Pointe
Windermere, FL 34786
6146 Keenes Pointe Windermere, FL 34786
1 of 25
$1,795,000
Subdivision: Keenes Pointe
BEDS
4
BATHS
5
SQ.FT.
5,233
BUILT
2007
ON SITE
2Days
MLS
O5557849
SPECTACULAR FULLY FURNISHED CASTLE & COOKE/BRENTWOOD MODEL CUSTOM HOME. Don't miss the opportunity to own one of best appointed and private conservation homes in Keene's Pointe. If you like...
8456 Vivaro Isle Way
Windermere, FL 34786
8456 Vivaro Isle Way Windermere, FL 34786
1 of 10
$575,000
Subdivision: Windermere Isle
BEDS
5
BATHS
5
SQ.FT.
4,057
BUILT
2018
ON SITE
2Days
MLS
O5558068
Under Construction until early-May. Second image depicts actual color scheme. Located close to 429, Disney and Hamlin Shops, this inviting ENERGY STAR Certified home features 5 bedrooms, STUDY, MEDIA...
8010 Tibet Butler Drive #2
Windermere, FL 34786
8010 Tibet Butler Drive #2 Windermere, FL 34786
1 of 25
$899,900
Subdivision: Keenes Pointe
BEDS
5
BATHS
5
SQ.FT.
4,172
BUILT
2001
ON SITE
2Days
MLS
S4856251
This is the one you have been waiting for! Located on the 3rd tee of The Golden Bear Golf & Country Club, this Craftsman style home has 5 bedrooms, 4 1/2 baths, formal living/dining rooms, office &...
12873 Gracehill Lane
Windermere, FL 34786
12873 Gracehill Lane Windermere, FL 34786
1 of 25
$274,500
Subdivision: Windermere Sound
BEDS
4
BATHS
3
SQ.FT.
1,997
BUILT
2015
ON SITE
2Days
MLS
O5557262
Practically new!! Move in ready. This home has so much to offer, from 4 Bedrooms 2 1/2 bath, 2 car garage and with water views built by Lennar this is the home to see. Featuring a master bedroom...
5225 Lemon Twist Lane
Windermere, FL 34786
5225 Lemon Twist Lane Windermere, FL 34786
1 of 21
$285,000
Subdivision: Summerport Ph 03
BEDS
3
BATHS
2
SQ.FT.
1,670
BUILT
2006
ON SITE
2Days
MLS
O5558018
You do not want to wait to visit this immaculately maintained and remodeled 3 bedroom home. Dark wood floors adorn the entire living area while the open concept kitchen features 42” cabinets,...
5921 Oxford Moor Boulevard
Windermere, FL 34786
5921 Oxford Moor Boulevard Windermere, FL 34786
1 of 25
$775,000
Subdivision: Oxford Moor
BEDS
4
BATHS
3
SQ.FT.
4,361
BUILT
2005
ON SITE
2Days
MLS
O5558083
IMMACULATE TREASURE IN PRESTIGOUS OXFORD MOOR OF WINDERMERE. Elegance and functionality are seamlessly blended in this Lancaster Model from The Laureate Series of distinguished Ruttenberg Homes. With...
2131 Water Key Drive
Windermere, FL 34786
2131 Water Key Drive Windermere, FL 34786
1 of 25
$1,410,000
Subdivision: Reserve At Waterford Pointe Ph 01
BEDS
5
BATHS
5
SQ.FT.
5,265
BUILT
2006
ON SITE
2Days
MLS
O5558141
Exquisite waterfront home in gated Waterford Pointe with 5 bedrooms, 4.5 bathrooms, den, enormous bonus room, pool, spa, summer kitchen and dock all situated on 1 acre with over 100' feet of water...
44 Oakdale Street
Windermere, FL 34786
44 Oakdale Street Windermere, FL 34786
1 of 24
$609,000
Subdivision: Davis Shores
BEDS
4
BATHS
3
SQ.FT.
2,402
BUILT
1957
ON SITE
1Day
MLS
O5558204
This is a rare opportunity to own a home with full access to the Butler chain of Lakes. This two story home has two covered boat docks and a jet ski lift on a quiet little canal that leads to Lake...
419 E 7Th Avenue
Windermere, FL 34786
419 E 7Th Avenue Windermere, FL 34786
1 of 25
$660,000
Subdivision: Windermere Town Of
BEDS
5
BATHS
4
SQ.FT.
2,965
BUILT
2005
ON SITE
3Days
MLS
O5525311
Rare opportunity to own a home with tons of character but recently completely remodeled  in Downtown Windermere with Deeded access to Lake Bessie and private town access the Butler Chain of Lakes. ...
1502 Hempel Ave
Windermere, FL 34786
1502 Hempel Ave Windermere, FL 34786
1 of 25
$979,900
Subdivision: Gotha Town
BEDS
5
BATHS
5
SQ.FT.
5,511
BUILT
2007
ON SITE
4Days
MLS
O5556765
Definite must see! NO HOA FEE!Check out the VIDEO for your Open House WALK THROUGH experience!Fantastic opportunity to own this LARGE CUSTOM build POOL HOME w/EXQUISITE details and QUALITY features....
214 Butler Street
Windermere, FL 34786
214 Butler Street Windermere, FL 34786
1 of 20
$599,900
Subdivision: Windermere Town
BEDS
4
BATHS
3
SQ.FT.
2,644
BUILT
1972
ON SITE
4Days
MLS
O5551091
This beautiful 4 bedrooms 3 bath ranch style pool home located in the heart of Downtown Windermere, FL. Close to fantastic restaurants, golf courses, wonderful schools and access to the pristine...