115 total properties
Did you mean the neighborhood Windermere?
View 11951 VERMILLION AVENUE Windermere, FL MLS# O6411413
$459,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

11951 VERMILLION AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12633 HADDON DRIVE Windermere, FL MLS# O6411199
$650,000
5

Beds

3.1

Baths

3,000

Sq.Ft.

12633 HADDON DRIVE

Windermere, FL

View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
$424,000
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
$519,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

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 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 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 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6406433
$625,000
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

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 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

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 Address not provided Windermere, FL MLS# O6400745
$359,900
2

Beds

2.1

Baths

1,429

Sq.Ft.

Address not provided

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
$520,000
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

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

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

292

Estimated median home price

$1,072,500
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 - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K24
$700K - 800K15
$800K - 900K14
$900K - 1M11
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family232
Townhouse37
Condo9
Commercial1
Rental87
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/22/2026)

Information deemed reliable but not guaranteed.

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 7/22/2026.