31 total properties
Did you mean the neighborhood Windermere?
View 13858 CAYWOOD POND DRIVE Windermere, FL MLS# O6382987
$1,050,000
5

Beds

4.0

Baths

3,070

Sq.Ft.

13858 CAYWOOD POND DRIVE

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
View 316 E 5TH AVENUE Windermere, FL MLS# O6383481
  • Recently Listed with Virtual Tour
1 of 51
$1,100,000
4

Beds

3.0

Baths

2,412

Sq.Ft.

316 E 5TH AVENUE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 8236 PROCIDA ISLE LANE Windermere, FL MLS# O6383546
  • Recently Listed with Virtual Tour
1 of 27
$1,250,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8236 PROCIDA ISLE LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
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 13525 GORGONA ISLE DRIVE Windermere, FL MLS# O6377789
  • Recently Listed with Virtual Tour
1 of 36
$1,120,000
6

Beds

4.1

Baths

4,625

Sq.Ft.

13525 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 2931 SUNBITTERN COURT Windermere, FL MLS# O6378100
$1,199,000
4

Beds

3.0

Baths

4,018

Sq.Ft.

2931 SUNBITTERN COURT

Windermere, FL

Courtesy of REVEL REALTY LLC
View 14383 CREST PALM AVENUE Windermere, FL MLS# G5107222
  • New Construction
1 of 2
OPEN HOUSE: Saturday 3/7 1:00 PM - 4:00 PM
$1,176,990
6

Beds

4.0

Baths

3,550

Sq.Ft.

14383 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14285 CREST PALM AVENUE Windermere, FL MLS# G5107224
  • New Construction with Virtual Tour
1 of 61
OPEN HOUSE: Saturday 3/7 1:00 PM - 4:00 PM
$1,029,990
4

Beds

4.0

Baths

3,100

Sq.Ft.

14285 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6752 TRELLIS VINE LOOP Windermere, FL MLS# O6376318
$1,050,000
5

Beds

3.1

Baths

3,820

Sq.Ft.

6752 TRELLIS VINE LOOP

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 14354 CREST PALM AVENUE Windermere, FL MLS# G5106241
  • New Construction with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 3/7 1:00 PM - 4:00 PM
$1,129,990
6

Beds

4.1

Baths

3,542

Sq.Ft.

14354 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 109 E 12TH AVENUE Windermere, FL MLS# O6368253
  • Virtual Tour
1 of 73
$1,219,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of THE AGENCY FL
View 2125 KANE PARK WAY Windermere, FL MLS# O6358139
$1,050,000
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
$939,900
5

Beds

3.1

Baths

3,717

Sq.Ft.

12941 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
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
$970,000
5

Beds

5.1

Baths

3,680

Sq.Ft.

6947 CUCAMELON COURT

Windermere, FL

Courtesy of DALTON WADE INC
View 11947 LAKE BUTLER BOULEVARD Windermere, FL MLS# S5138619
$1,250,000
Studio

Beds

0.0

Baths

11947 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
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
View 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
$950,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS

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

299

Estimated median home price

$1,050,000
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 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K16
$400K - 500K22
$500K - 600K28
$600K - 700K24
$700K - 800K26
$800K - 900K20
$900K - 1M9
$1M - Max153

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family249
Townhouse31
Condo5
Commercial1
Rental107
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/2/2026)

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 3/2/2026.

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 3/2/2026.