312 total properties
Did you mean the neighborhood Windermere?
View 13731 CALERA ALLEY Windermere, FL MLS# O6452681
  • Recently Listed
1 of 53
$465,000
3

Beds

2.1

Baths

2,113

Sq.Ft.

13731 CALERA ALLEY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7663 BRAMWELL STREET Windermere, FL MLS# TB8561943
  • Recently Listed
1 of 32
$369,990
3

Beds

2.1

Baths

1,398

Sq.Ft.

7663 BRAMWELL STREET

Windermere, FL

Courtesy of LOKATION
View 5021 CARILLON LANE Windermere, FL MLS# O6451867
  • Recently Listed with Virtual Tour
1 of 46
$625,000
4

Beds

3.0

Baths

2,427

Sq.Ft.

5021 CARILLON LANE

Windermere, FL

Courtesy of REALTY OF AMERICA
The time to sell is now! THE TIME TO SELL IS NOW!
View 5231 LEMON TWIST LANE Windermere, FL MLS# S5160165
  • Recently Listed with Virtual Tour
1 of 20
$559,900
4

Beds

3.1

Baths

2,311

Sq.Ft.

5231 LEMON TWIST LANE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5158690
  • Recently Listed with Virtual Tour
1 of 35
$630,000
4

Beds

3.1

Baths

2,454

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View QUAIL COVE COURT Windermere, FL MLS# O6449487
  • Recently Listed with Virtual Tour
1 of 8
$995,000
0.0

Baths

QUAIL COVE COURT

Windermere, FL

Courtesy of REGENCY REAL ESTATE LLC
View 8631 GREENBANK BOULEVARD Windermere, FL MLS# O6452398
  • Recently Listed with Virtual Tour
1 of 20
$669,000
4

Beds

3.1

Baths

2,686

Sq.Ft.

8631 GREENBANK BOULEVARD

Windermere, FL

Courtesy of CLASSIC 1 REALTY INC
View 9621 WINDY RIDGE ROAD Windermere, FL MLS# O6451612
  • Recently Listed with Virtual Tour
1 of 28
$8,999,999
9

Beds

10.6

Baths

20,445

Sq.Ft.

9621 WINDY RIDGE ROAD

Windermere, FL

Courtesy of CITARELLI REALTY GROUP LLC
View 14500 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6449184
  • Recently Listed with Virtual Tour
1 of 45
$400,000
4

Beds

2.1

Baths

1,706

Sq.Ft.

14500 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 8516 DANFORTH DRIVE Windermere, FL MLS# O6451433
  • Recently Listed
1 of 36
$350,000
2

Beds

2.1

Baths

1,280

Sq.Ft.

8516 DANFORTH DRIVE

Windermere, FL

Courtesy of HOGAN REALTY GROUP INC
View 8634 DANFORTH DRIVE Windermere, FL MLS# O6447780
  • Recently Listed with Virtual Tour
1 of 47
$365,000
2

Beds

2.1

Baths

1,380

Sq.Ft.

8634 DANFORTH DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 5650 NECTARINE DRIVE Windermere, FL MLS# O6451019
  • Recently Listed with Virtual Tour
1 of 67
$1,475,000
5

Beds

4.1

Baths

3,612

Sq.Ft.

5650 NECTARINE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 9601 AMBLESIDE DRIVE Windermere, FL MLS# O6447280
  • Recently Listed with Virtual Tour
1 of 69
OPEN HOUSE: Saturday 10/31 12:00 PM - 3:00 PM
$1,160,000
4

Beds

2.1

Baths

3,018

Sq.Ft.

9601 AMBLESIDE DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 1815 WINDERMERE ROAD Windermere, FL MLS# O6447555
  • Recently Listed with Virtual Tour
1 of 97
$3,150,000
4

Beds

4.1

Baths

4,290

Sq.Ft.

1815 WINDERMERE ROAD

Windermere, FL

Courtesy of BALDWIN PARK REALTY LLC
View 12620 S LAKE SAWYER LANE Windermere, FL MLS# S5157983
  • Recently Listed with Virtual Tour
1 of 94
$3,250,000
4

Beds

5.1

Baths

4,200

Sq.Ft.

12620 S LAKE SAWYER LANE

Windermere, FL

Courtesy of SERHANT
View 4205 CLARICE COURT Windermere, FL MLS# O6450995
  • Recently Listed with Virtual Tour
1 of 85
$2,899,000
7

Beds

8.1

Baths

7,042

Sq.Ft.

4205 CLARICE COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 13019 GARRIDAN AVENUE Windermere, FL MLS# O6451068
  • Recently Listed with Virtual Tour
1 of 57
$620,000
4

Beds

3.1

Baths

2,461

Sq.Ft.

13019 GARRIDAN AVENUE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 11267 GRANDER DRIVE Windermere, FL MLS# O6450595
  • Recently Listed with Virtual Tour
1 of 34
$435,000
3

Beds

2.1

Baths

1,743

Sq.Ft.

11267 GRANDER DRIVE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 6518 SAWYER SHORES LANE Windermere, FL MLS# O6449551
  • Recently Listed with Virtual Tour
1 of 19
$2,190,000
5

Beds

5.1

Baths

3,582

Sq.Ft.

6518 SAWYER SHORES LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6449981
  • Recently Listed with Virtual Tour
1 of 72
$1,189,000
5

Beds

4.1

Baths

4,999

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of KARDOSH 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

310

Estimated median home price

$1,089,500
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 - 100K1
$100K - 200K0
$200K - 300K4
$300K - 400K26
$400K - 500K22
$500K - 600K29
$600K - 700K34
$700K - 800K13
$800K - 900K7
$900K - 1M12
$1M - Max162

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family237
Townhouse40
Condo11
Commercial1
Rental102
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/27/2026)

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 10/27/2026.