295 total properties
Did you mean the neighborhood Windermere?
View 2046 WESTOVER RESERVE BOULEVARD Windermere, FL MLS# O6364090
$999,000
5

Beds

4.0

Baths

3,516

Sq.Ft.

2046 WESTOVER RESERVE BOULEVARD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13858 CAYWOOD POND DRIVE Windermere, FL MLS# O6382987
  • Recently Listed with Virtual Tour
1 of 54
$999,000
5

Beds

4.0

Baths

3,070

Sq.Ft.

13858 CAYWOOD POND DRIVE

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
View 11162 LEDGEMENT LANE Windermere, FL MLS# O6346461
$995,000
4

Beds

3.1

Baths

3,248

Sq.Ft.

11162 LEDGEMENT LANE

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13226 JERVEY STREET Windermere, FL MLS# O6383000
$995,000
4

Beds

5.1

Baths

3,608

Sq.Ft.

13226 JERVEY STREET

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
View 11866 CAMDEN PARK DRIVE Windermere, FL MLS# O6381558
  • Recently Listed with Virtual Tour
1 of 57
$984,900
5

Beds

4.0

Baths

3,337

Sq.Ft.

11866 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 735 OAKDALE STREET Windermere, FL MLS# S5144907
  • Recently Listed with Virtual Tour
1 of 48
$975,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

735 OAKDALE STREET

Windermere, FL

Courtesy of ALTIS REALTY
View 9155 PANZANI PLACE Windermere, FL MLS# O6383334
$975,000
4

Beds

3.1

Baths

3,088

Sq.Ft.

9155 PANZANI PLACE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 6947 CUCAMELON COURT Windermere, FL MLS# O6361206
$970,000
5

Beds

5.1

Baths

3,680

Sq.Ft.

6947 CUCAMELON COURT

Windermere, FL

Courtesy of DALTON WADE INC
View 13542 GORGONA ISLE DRIVE Windermere, FL MLS# O6390582
  • Recently Listed with Virtual Tour
1 of 16
$950,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

13542 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12941 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6363541
$939,900
5

Beds

3.1

Baths

3,717

Sq.Ft.

12941 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
  • Virtual Tour
1 of 60
OPEN HOUSE: Sunday 3/15 2:00 PM - 4:00 PM
$925,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 9150 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5145642
  • Recently Listed with Virtual Tour
1 of 27
$915,000
4

Beds

3.0

Baths

2,988

Sq.Ft.

9150 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 8724 PEACHTREE PARK COURT Windermere, FL MLS# S5135795
$912,000
4

Beds

3.1

Baths

3,315

Sq.Ft.

8724 PEACHTREE PARK COURT

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 11314 LEDGEMENT LANE Windermere, FL MLS# O6349004
$910,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

11314 LEDGEMENT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 11835 GOLD CREEK TRAIL Windermere, FL MLS# O6382068
$900,000
4

Beds

4.1

Baths

3,119

Sq.Ft.

11835 GOLD CREEK TRAIL

Windermere, FL

Courtesy of BB GROUP REALTY CORP
View 4 CHASE ROAD Windermere, FL MLS# O6384257
  • Virtual Tour
1 of 47
$900,000
3

Beds

2.0

Baths

2,386

Sq.Ft.

4 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 9257 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5143447
$899,990
5

Beds

4.1

Baths

3,619

Sq.Ft.

9257 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of PRIMUS CRE GROUP
View 13302 ROSKIN LANE Windermere, FL MLS# O6380701
  • Virtual Tour
1 of 46
$899,900
4

Beds

3.1

Baths

3,424

Sq.Ft.

13302 ROSKIN LANE

Windermere, FL

Courtesy of RATIO REAL ESTATE, LLC
View 9106 PANZANI PLACE Windermere, FL MLS# O6353426
$890,000
5

Beds

4.0

Baths

3,610

Sq.Ft.

9106 PANZANI PLACE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8767 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6379681
$870,000
5

Beds

3.1

Baths

3,724

Sq.Ft.

8767 IRON MOUNTAIN TRAIL

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

314

Estimated median home price

$1,014,995
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 - 400K16
$400K - 500K26
$500K - 600K32
$600K - 700K22
$700K - 800K25
$800K - 900K19
$900K - 1M17
$1M - Max157

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family258
Townhouse38
Condo3
Commercial1
Rental96
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/14/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 3/14/2026.

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 3/14/2026.