46 total properties
Did you mean the neighborhood Windermere?
View 6569 CRESTMONT GLEN LANE Windermere, FL MLS# O6390271
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
$985,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

6569 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of THE AGENCY FL
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
$975,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

735 OAKDALE STREET

Windermere, FL

Courtesy of ALTIS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 13858 CAYWOOD POND DRIVE Windermere, FL MLS# O6382987
$959,900
5

Beds

4.0

Baths

3,070

Sq.Ft.

13858 CAYWOOD POND DRIVE

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
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
$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 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
View 11714 DELWICK DRIVE Windermere, FL MLS# O6356567
$850,000
4

Beds

3.0

Baths

2,764

Sq.Ft.

11714 DELWICK DRIVE

Windermere, FL

Courtesy of RE/MAX 200 REALTY
View 6331 LITTLE LAKE SAWYER DRIVE Windermere, FL MLS# O6372786
$850,000
Studio

Beds

0.0

Baths

6331 LITTLE LAKE SAWYER DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9669 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6386605
  • Recently Listed with Virtual Tour
1 of 28
$850,000
4

Beds

4.0

Baths

3,435

Sq.Ft.

9669 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of FIRST WORLD REALTY GROUP

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

315

Estimated median home price

$1,037,000
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 - 400K15
$400K - 500K24
$500K - 600K32
$600K - 700K24
$700K - 800K25
$800K - 900K20
$900K - 1M15
$1M - Max160

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family263
Townhouse35
Condo3
Commercial1
Rental94
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/18/2026)

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 3/21/2026.