85 total properties
Did you mean the neighborhood Windermere?
View 6626 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6349184
$615,000
3

Beds

3.1

Baths

2,720

Sq.Ft.

6626 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11520 VIA LUCERNA CIRCLE Windermere, FL MLS# O6326550
$599,000
4

Beds

2.0

Baths

2,505

Sq.Ft.

11520 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 10765 Village Lake ROAD Windermere, FL MLS# O6139454
$598,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

10765 Village Lake ROAD

Windermere, FL

Courtesy of JWJ REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13430 HOPKINTON COURT Windermere, FL MLS# O6346406
$585,000
3

Beds

2.0

Baths

1,732

Sq.Ft.

13430 HOPKINTON COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 8742 PEACHTREE PARK CT Windermere, FL MLS# O6301023
$574,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

8742 PEACHTREE PARK CT

Windermere, FL

Courtesy of WAYPOINT REAL ESTATE GROUP INC
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6300301
$559,000
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11322 RAPALLO LANE Windermere, FL MLS# O6315831
$550,000
4

Beds

2.0

Baths

2,159

Sq.Ft.

11322 RAPALLO LANE

Windermere, FL

Courtesy of REDFIN CORPORATION
View 12621 SALOMON COVE DRIVE Windermere, FL MLS# S5132474
$550,000
4

Beds

3.1

Baths

2,604

Sq.Ft.

12621 SALOMON COVE DRIVE

Windermere, FL

Courtesy of MAGICMIND REALTY LLC
View 9802 6TH STREET Windermere, FL MLS# O6349678
$550,000
Studio

Beds

0.0

Baths

9802 6TH STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 7349 ELLA LANE Windermere, FL MLS# O6304618
  • Virtual Tour
1 of 11
$549,900
4

Beds

3.1

Baths

2,461

Sq.Ft.

7349 ELLA LANE

Windermere, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
$535,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 13927 BLUEBIRD POND ROAD Windermere, FL MLS# O6363255
$535,000
4

Beds

3.0

Baths

2,345

Sq.Ft.

13927 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 6310 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368983
  • Recently Listed with Virtual Tour
1 of 15
$525,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

6310 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 10624 REAMS ROAD Windermere, FL MLS# O6338130
  • Virtual Tour
1 of 61
$520,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

10624 REAMS ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12142 CANYON SUN TRAIL Windermere, FL MLS# S5138705
$520,000
3

Beds

2.1

Baths

2,032

Sq.Ft.

12142 CANYON SUN TRAIL

Windermere, FL

Courtesy of SIX STAR REALTY GROUP LLC
View 12136 CANYON SUN TRAIL Windermere, FL MLS# O6333581
$515,000
3

Beds

2.1

Baths

2,149

Sq.Ft.

12136 CANYON SUN TRAIL

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
$515,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 8160 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6309028
$500,000
3

Beds

2.1

Baths

2,009

Sq.Ft.

8160 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 10750 REAMS ROAD Windermere, FL MLS# O6326716
  • Virtual Tour
1 of 46
$500,000
3

Beds

2.1

Baths

1,826

Sq.Ft.

10750 REAMS ROAD

Windermere, FL

Courtesy of EXECUTIVE PROPERTIES
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
$499,999
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY

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

290

Estimated median home price

$1,060,000
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 - 300K0
$300K - 400K25
$400K - 500K25
$500K - 600K15
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family230
Townhouse38
Condo9
Commercial1
Rental111
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/25/2025)

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 12/27/2025.