52 total properties
Did you mean the neighborhood Windermere?
View 8291 PROCIDA ISLE LANE Windermere, FL MLS# O6436040
  • Recently Listed with Virtual Tour
1 of 79
$775,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

8291 PROCIDA ISLE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 12832 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6433322
$760,000
5

Beds

3.1

Baths

3,705

Sq.Ft.

12832 WESTSIDE VILLAGE LOOP

Windermere, FL

View 5421 GEMGOLD COURT Windermere, FL MLS# O6430765
  • Recently Listed with Virtual Tour
1 of 35
$682,000
4

Beds

2.1

Baths

2,754

Sq.Ft.

5421 GEMGOLD COURT

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 9237 MCDAVID COURT Windermere, FL MLS# O6433234
$749,000
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of REALTY HUB
View 11854 VIA LUCERNA CIRCLE Windermere, FL MLS# O6431329
$625,000
4

Beds

3.1

Baths

2,837

Sq.Ft.

11854 VIA LUCERNA CIRCLE

Windermere, FL

View 7236 PENKRIDGE LANE Windermere, FL MLS# O6429931
  • Recently Listed
1 of 68
$695,000
5

Beds

4.1

Baths

2,963

Sq.Ft.

7236 PENKRIDGE LANE

Windermere, FL

View 13228 ROSKIN LANE Windermere, FL MLS# O6429810
  • Virtual Tour
1 of 34
$645,000
4

Beds

2.0

Baths

2,745

Sq.Ft.

13228 ROSKIN LANE

Windermere, FL

View 13160 SUNKISS LOOP Windermere, FL MLS# O6428871
$675,000
3

Beds

2.0

Baths

1,790

Sq.Ft.

13160 SUNKISS LOOP

Windermere, FL

View 11434 RAPALLO LANE Windermere, FL MLS# O6428105
$799,500
5

Beds

4.1

Baths

3,036

Sq.Ft.

11434 RAPALLO LANE

Windermere, FL

View 6208 TALARIA DRIVE Windermere, FL MLS# O6427527
$750,000
5

Beds

4.0

Baths

3,373

Sq.Ft.

6208 TALARIA DRIVE

Windermere, FL

View 8931 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6427614
$745,000
5

Beds

4.0

Baths

2,989

Sq.Ft.

8931 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 1452 DINGENS AVENUE Windermere, FL MLS# G5115391
$699,000
4

Beds

2.0

Baths

2,433

Sq.Ft.

1452 DINGENS AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 12830 CRAGSIDE LANE Windermere, FL MLS# S5154278
$644,900
4

Beds

2.1

Baths

2,683

Sq.Ft.

12830 CRAGSIDE LANE

Windermere, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
View 11773 BELLA MILANO COURT Windermere, FL MLS# O6426386
$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 7537 BROFIELD AVENUE Windermere, FL MLS# O6426217
$669,000
4

Beds

3.1

Baths

2,610

Sq.Ft.

7537 BROFIELD AVENUE

Windermere, FL

View 8713 Crescendo Windermere, FL MLS# A12054326
  • Virtual Tour
1 of 24
$780,000
3

Beds

2.1

Baths

8713 Crescendo

Windermere, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 13328 OVERSTREET ROAD Windermere, FL MLS# O6423949
$629,900
4

Beds

3.0

Baths

2,648

Sq.Ft.

13328 OVERSTREET ROAD

Windermere, FL

View 4642 RIVER GEM AVENUE Windermere, FL MLS# O6422241
$798,000
5

Beds

5.0

Baths

3,373

Sq.Ft.

4642 RIVER GEM AVENUE

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 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

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

324

Estimated median home price

$984,750
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 - 200K1
$200K - 300K2
$300K - 400K21
$400K - 500K31
$500K - 600K32
$600K - 700K31
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max159

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse46
Condo10
Commercial1
Rental83
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/27/2026)

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 8/28/2026.