44 total properties
Did you mean the neighborhood Windermere?
View 14421 CREST PALM AVENUE Windermere, FL MLS# G5106601
$1,069,000
4

Beds

3.1

Baths

3,404

Sq.Ft.

14421 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6331 LITTLE LAKE SAWYER DRIVE Windermere, FL MLS# O6372786
  • Recently Listed with Virtual Tour
1 of 10
$950,000
Studio

Beds

0.0

Baths

6331 LITTLE LAKE SAWYER DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14354 CREST PALM AVENUE Windermere, FL MLS# G5106241
  • Recently Listed with Virtual Tour
1 of 51
$1,103,179
6

Beds

4.1

Baths

3,542

Sq.Ft.

14354 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14310 CREST PALM AVENUE Windermere, FL MLS# G5106266
  • New Construction with Virtual Tour
1 of 45
$1,104,772
6

Beds

3.1

Baths

3,550

Sq.Ft.

14310 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11550 DELWICK DRIVE Windermere, FL MLS# S5140749
$995,000
5

Beds

3.0

Baths

2,843

Sq.Ft.

11550 DELWICK DRIVE

Windermere, FL

Courtesy of TRIMARCHI REALTY CORP
View 106 BUTLER STREET Windermere, FL MLS# O6369696
  • Recently Listed with Virtual Tour
1 of 38
$1,199,999
4

Beds

2.0

Baths

2,058

Sq.Ft.

106 BUTLER STREET

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 10442 BIRCH TREE LANE Windermere, FL MLS# O6367335
$1,249,000
4

Beds

3.0

Baths

3,505

Sq.Ft.

10442 BIRCH TREE LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6146 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368142
  • Virtual Tour
1 of 73
OPEN HOUSE: Saturday 1/17 12:00 PM - 3:00 PM
$1,200,000
7

Beds

5.0

Baths

4,751

Sq.Ft.

6146 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 109 E 12TH AVENUE Windermere, FL MLS# O6368253
  • Virtual Tour
1 of 73
OPEN HOUSE: Sunday 1/18 3:00 PM - 5:00 PM
$1,224,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 2125 KANE PARK WAY Windermere, FL MLS# O6358139
$1,065,000
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
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
  • Virtual Tour
1 of 68
OPEN HOUSE: Sunday 1/18 11:00 AM - 2:00 PM
$975,000
5

Beds

3.1

Baths

3,407

Sq.Ft.

12530 CLIMBING VINE COURT

Windermere, FL

Courtesy of THE AGENCY ORLANDO
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 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 14250 CREST PALM AVENUE Windermere, FL MLS# G5104035
$1,174,935
4

Beds

3.0

Baths

3,100

Sq.Ft.

14250 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

281

Estimated median home price

$1,045,000
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 - 300K1
$300K - 400K20
$400K - 500K22
$500K - 600K19
$600K - 700K28
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max144

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family224
Townhouse34
Condo8
Commercial1
Rental110
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/16/2026)

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 1/17/2026.

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 1/17/2026.