134 total properties
Did you mean the neighborhood Windermere?
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 2053 WOODY DRIVE Windermere, FL MLS# O6421738
  • Virtual Tour
1 of 49
$679,000
3

Beds

2.1

Baths

2,177

Sq.Ft.

2053 WOODY DRIVE

Windermere, FL

Courtesy of LPT 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 13160 SUNKISS LOOP Windermere, FL MLS# O6428871
  • Recently Listed
1 of 53
$675,000
3

Beds

2.0

Baths

1,790

Sq.Ft.

13160 SUNKISS LOOP

Windermere, FL

View 7537 BROFIELD AVENUE Windermere, FL MLS# O6426217
  • Recently Listed with Virtual Tour
1 of 30
$669,000
4

Beds

3.1

Baths

2,610

Sq.Ft.

7537 BROFIELD 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

Courtesy of LA ROSA REALTY LLC
View 13228 ROSKIN LANE Windermere, FL MLS# O6429810
  • Recently Listed with Virtual Tour
1 of 34
$655,000
4

Beds

2.0

Baths

2,745

Sq.Ft.

13228 ROSKIN LANE

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 12912 DROXFORD ROAD Windermere, FL MLS# O6422064
$650,000
5

Beds

3.1

Baths

2,966

Sq.Ft.

12912 DROXFORD ROAD

Windermere, FL

Courtesy of LPT REALTY, LLC
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

View 13303 PENSHURST LANE Windermere, FL MLS# O6423867
$649,900
5

Beds

4.1

Baths

2,959

Sq.Ft.

13303 PENSHURST LANE

Windermere, FL

View 11773 BELLA MILANO COURT Windermere, FL MLS# O6426386
  • Recently Listed with Virtual Tour
1 of 39
$649,500
5

Beds

3.1

Baths

2,626

Sq.Ft.

11773 BELLA MILANO COURT

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 13407 LEMON ORCHARD BEND Windermere, FL MLS# TB8519889
  • New Construction with Virtual Tour
1 of 18
$648,683
3

Beds

2.1

Baths

1,714

Sq.Ft.

13407 LEMON ORCHARD BEND

Windermere, FL

View 12830 CRAGSIDE LANE Windermere, FL MLS# S5154278
  • Recently Listed with Virtual Tour
1 of 79
OPEN HOUSE: Saturday 8/8 12:00 PM - 3:00 PM
$644,900
4

Beds

2.1

Baths

2,683

Sq.Ft.

12830 CRAGSIDE LANE

Windermere, FL

View 13936 EDEN ISLE BOULEVARD Windermere, FL MLS# S5150801
$640,000
4

Beds

3.1

Baths

2,675

Sq.Ft.

13936 EDEN ISLE BOULEVARD

Windermere, FL

View 13328 OVERSTREET ROAD Windermere, FL MLS# O6423949
$639,900
4

Beds

3.0

Baths

2,648

Sq.Ft.

13328 OVERSTREET ROAD

Windermere, FL

View 13232 LONGACRE DRIVE Windermere, FL MLS# O6372809
$639,000
5

Beds

3.0

Baths

2,511

Sq.Ft.

13232 LONGACRE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9110 PALM TREE DRIVE Windermere, FL MLS# O6414631
$635,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

9110 PALM TREE DRIVE

Windermere, FL

View 13013 OVERSTREET ROAD Windermere, FL MLS# O6380917
  • Virtual Tour
1 of 47
OPEN HOUSE: Saturday 8/8 11:00 AM - 1:00 PM
$634,994
4

Beds

2.1

Baths

2,053

Sq.Ft.

13013 OVERSTREET ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 13622 DARCHANCE ROAD Windermere, FL MLS# S5146266
$629,900
3

Beds

2.0

Baths

2,147

Sq.Ft.

13622 DARCHANCE ROAD

Windermere, FL

Courtesy of AVANTI WAY REALTY LLC

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

331

Estimated median home price

$995,000
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 - 500K36
$500K - 600K30
$600K - 700K32
$700K - 800K21
$800K - 900K13
$900K - 1M12
$1M - Max164

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family258
Townhouse45
Condo11
Commercial1
Rental71
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/6/2026)

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.