323 total properties
Did you mean the neighborhood Windermere?
View 8168 BOAT HOOK LOOP 303 Windermere, FL MLS# O6435857
  • Recently Listed with Virtual Tour
1 of 20
$320,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8168 BOAT HOOK LOOP 303

Windermere, FL

View 14360 CREST PALM AVENUE Windermere, FL MLS# O6431854
  • Recently Listed with Virtual Tour
1 of 54
$1,270,000
6

Beds

4.1

Baths

4,585

Sq.Ft.

14360 CREST PALM AVENUE

Windermere, FL

View 9021 VIA DI CANTI Windermere, FL MLS# O6437659
  • Recently Listed with Virtual Tour
1 of 33
$550,000
5

Beds

3.1

Baths

2,268

Sq.Ft.

9021 VIA DI CANTI

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 6243 ANDREOZZI LANE Windermere, FL MLS# O6439730
$720,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

6243 ANDREOZZI LANE

Windermere, FL

View 2113 WATER KEY DRIVE Windermere, FL MLS# O6439167
$1,599,000
4

Beds

4.0

Baths

4,206

Sq.Ft.

2113 WATER KEY DRIVE

Windermere, FL

View 13730 LENSDALE LANE Windermere, FL MLS# O6439354
$375,000
4

Beds

2.1

Baths

1,640

Sq.Ft.

13730 LENSDALE LANE

Windermere, FL

View 7033 BRAMLEA LANE Windermere, FL MLS# O6438579
$647,000
3

Beds

2.1

Baths

2,229

Sq.Ft.

7033 BRAMLEA LANE

Windermere, FL

View 706 OAKDALE STREET Windermere, FL MLS# O6439213
$850,000
3

Beds

3.0

Baths

2,048

Sq.Ft.

706 OAKDALE STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 8104 JAILENE DRIVE Windermere, FL MLS# O6437963
$759,000
4

Beds

3.1

Baths

2,886

Sq.Ft.

8104 JAILENE DRIVE

Windermere, FL

View 9155 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6438208
$795,000
5

Beds

4.1

Baths

3,566

Sq.Ft.

9155 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of SERHANT
View 101 LEE STREET Windermere, FL MLS# O6437573
  • Virtual Tour
1 of 59
$1,395,000
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

View 6239 RYDAL COURT Windermere, FL MLS# O6435610
$1,495,000
5

Beds

4.1

Baths

4,238

Sq.Ft.

6239 RYDAL COURT

Windermere, FL

View 8291 PROCIDA ISLE LANE Windermere, FL MLS# O6436040
$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 11348 WILLOW GARDENS DRIVE Windermere, FL MLS# O6435449
$964,500
5

Beds

3.0

Baths

2,717

Sq.Ft.

11348 WILLOW GARDENS DRIVE

Windermere, FL

View PARK RIDGE GOTHA ROAD Windermere, FL MLS# S5156135
$200,000
Studio

Beds

0.0

Baths

PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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 6828 HELMSLEY CIRCLE Windermere, FL MLS# O6435655
$575,000
4

Beds

3.0

Baths

2,064

Sq.Ft.

6828 HELMSLEY CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 1243 DINGENS AVENUE Windermere, FL MLS# O6435494
$990,000
4

Beds

3.0

Baths

2,728

Sq.Ft.

1243 DINGENS AVENUE

Windermere, FL

View 3986 ISABELLA CIRCLE Windermere, FL MLS# O6432946
  • Adult Community with Virtual Tour
1 of 29
$3,599,000
5

Beds

5.2

Baths

5,342

Sq.Ft.

3986 ISABELLA CIRCLE

Windermere, FL

View 1480 HEMPEL AVENUE Windermere, FL MLS# S5156040
$1,755,000
5

Beds

4.1

Baths

4,219

Sq.Ft.

1480 HEMPEL AVENUE

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

322

Estimated median home price

$972,000
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 - 200K1
$200K - 300K2
$300K - 400K25
$400K - 500K34
$500K - 600K28
$600K - 700K33
$700K - 800K21
$800K - 900K11
$900K - 1M14
$1M - Max153

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family242
Townhouse51
Condo9
Commercial1
Rental87
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 9/14/2026)

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 9/15/2026.