167 total properties
Did you mean the neighborhood Windermere?
View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
$890,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

View 811 MAIN STREET Windermere, FL MLS# O6409463
  • Virtual Tour
1 of 33
$649,999
2

Beds

1.1

Baths

1,398

Sq.Ft.

811 MAIN STREET

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 4948 WISE BIRD DRIVE Windermere, FL MLS# O6405511
$679,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

4948 WISE BIRD DRIVE

Windermere, FL

View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6407061
$900,000
5

Beds

3.1

Baths

4,202

Sq.Ft.

8355 TORCELLO ISLE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8866 HERENCIA ALY Windermere, FL MLS# O6407518
  • Virtual Tour
1 of 31
$430,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

8866 HERENCIA ALY

Windermere, FL

View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
$549,900
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5149402
$440,000
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
  • Virtual Tour
1 of 44
$940,000
4

Beds

3.0

Baths

2,357

Sq.Ft.

8525 BOWDEN WAY

Windermere, FL

View 13226 ZORI LANE Windermere, FL MLS# O6403132
  • Virtual Tour
1 of 41
$655,000
4

Beds

2.0

Baths

2,521

Sq.Ft.

13226 ZORI LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 13836 BLUEBIRD POND ROAD Windermere, FL MLS# TB8502779
$675,000
3

Beds

2.0

Baths

2,108

Sq.Ft.

13836 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of GET MORE OFFERS
View 7710 FAIRGROVE AVENUE Windermere, FL MLS# S5148820
$390,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7710 FAIRGROVE AVENUE

Windermere, FL

View 12966 VENNETTA WAY Windermere, FL MLS# S5148828
$375,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12966 VENNETTA WAY

Windermere, FL

View 6956 TRELLIS VINE LOOP Windermere, FL MLS# O6401639
$650,000
5

Beds

4.0

Baths

3,015

Sq.Ft.

6956 TRELLIS VINE LOOP

Windermere, FL

View 6820 THORNHILL CIRCLE Windermere, FL MLS# V4948591
  • Virtual Tour
1 of 49
OPEN HOUSE: Sunday 8/9 12:00 PM - 5:00 PM
$510,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

6820 THORNHILL CIRCLE

Windermere, FL

View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$599,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

View 13842 ORANGE CREST DRIVE Windermere, FL MLS# O6402132
$699,999
5

Beds

3.0

Baths

2,620

Sq.Ft.

13842 ORANGE CREST DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
$950,000
4

Beds

3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 910 LASCALA DRIVE Windermere, FL MLS# O6397847
  • Virtual Tour
1 of 54
$750,000
4

Beds

3.1

Baths

2,742

Sq.Ft.

910 LASCALA DRIVE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
$559,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

329

Estimated median home price

$975,000
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K3
$300K - 400K20
$400K - 500K35
$500K - 600K31
$600K - 700K33
$700K - 800K21
$800K - 900K12
$900K - 1M13
$1M - Max161

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family258
Townhouse44
Condo11
Commercial1
Rental71
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/5/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. 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 potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 8/6/2026.