44 total properties
Did you mean the neighborhood Windermere?
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6361057
  • Recently Listed with Virtual Tour
1 of 54
$899,000
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 2125 KANE PARK WAY Windermere, FL MLS# O6358139
$1,075,000
4

Beds

3.0

Baths

2,743

Sq.Ft.

2125 KANE PARK WAY

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
View 12941 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6363541
$950,000
5

Beds

3.1

Baths

3,717

Sq.Ft.

12941 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
View 1804 MAPLE LEAF DRIVE Windermere, FL MLS# O6364182
$1,025,000
4

Beds

3.1

Baths

2,971

Sq.Ft.

1804 MAPLE LEAF DRIVE

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 12530 CLIMBING VINE COURT Windermere, FL MLS# O6364745
$999,000
5

Beds

3.1

Baths

3,407

Sq.Ft.

12530 CLIMBING VINE COURT

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 1209 MAIN STREET Windermere, FL MLS# O6363588
  • Virtual Tour
1 of 44
$945,000
3

Beds

2.0

Baths

2,095

Sq.Ft.

1209 MAIN STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 11738 CAMDEN PARK DRIVE Windermere, FL MLS# O6363590
$1,125,000
4

Beds

3.0

Baths

2,635

Sq.Ft.

11738 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
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 416 MAGNOLIA STREET Windermere, FL MLS# O6362356
$885,000
2

Beds

1.1

Baths

2,115

Sq.Ft.

416 MAGNOLIA STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 10915 Ledgement Lane Windermere, FL MLS# 1220217
$1,037,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

10915 Ledgement Lane

Windermere, FL

View 10915 LEDGEMENT LANE Windermere, FL MLS# V4946025
$1,037,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

10915 LEDGEMENT LANE

Windermere, FL

Courtesy of RE/MAX ADVANTAGE
View 6947 CUCAMELON COURT Windermere, FL MLS# O6361206
$999,000
5

Beds

5.1

Baths

3,680

Sq.Ft.

6947 CUCAMELON COURT

Windermere, FL

Courtesy of DALTON WADE INC
View 8746 CRESCENDO AVENUE Windermere, FL MLS# O6360936
$1,149,000
4

Beds

3.1

Baths

3,050

Sq.Ft.

8746 CRESCENDO AVENUE

Windermere, FL

Courtesy of M2M REALTY
View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
$890,000
6

Beds

4.0

Baths

3,667

Sq.Ft.

12676 SALOMON COVE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 299 W 4TH AVENUE Windermere, FL MLS# O6357207
  • Virtual Tour
1 of 42
$895,000
4

Beds

3.0

Baths

2,410

Sq.Ft.

299 W 4TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
$975,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 1803 GLENBAY COURT Windermere, FL MLS# O6352338
$875,000
4

Beds

3.0

Baths

3,040

Sq.Ft.

1803 GLENBAY COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 9106 PANZANI PLACE Windermere, FL MLS# O6353426
$915,000
5

Beds

4.0

Baths

3,610

Sq.Ft.

9106 PANZANI PLACE

Windermere, FL

Courtesy of EXP REALTY LLC
View 11162 LEDGEMENT LANE Windermere, FL MLS# O6346461
$1,045,000
4

Beds

3.1

Baths

3,248

Sq.Ft.

11162 LEDGEMENT LANE

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
View 14395 CREST PALM AVENUE Windermere, FL MLS# G5103221
$1,084,558
4

Beds

3.1

Baths

3,404

Sq.Ft.

14395 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

289

Estimated median home price

$1,075,000
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 - 500K23
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family229
Townhouse38
Condo9
Commercial1
Rental113
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/27/2025)

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 12/29/2025.

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 12/29/2025.