44 total properties
Did you mean the neighborhood Windermere?
View 9150 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5145642
$915,000
4

Beds

3.0

Baths

2,988

Sq.Ft.

9150 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 11866 CAMDEN PARK DRIVE Windermere, FL MLS# O6381558
$959,900
5

Beds

4.0

Baths

3,337

Sq.Ft.

11866 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 2806 WINDSOR HILL DRIVE Windermere, FL MLS# O6385977
$1,099,000
4

Beds

3.0

Baths

3,181

Sq.Ft.

2806 WINDSOR HILL DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 4 CHASE ROAD Windermere, FL MLS# O6384257
  • Virtual Tour
1 of 47
$875,000
3

Beds

2.0

Baths

2,386

Sq.Ft.

4 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 316 E 5TH AVENUE Windermere, FL MLS# O6383481
  • 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
$1,100,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8236 PROCIDA ISLE LANE

Windermere, FL

Courtesy of WRA BUSINESS & 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 13525 GORGONA ISLE DRIVE Windermere, FL MLS# O6377789
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 5/23 2:00 PM - 4:00 PM
$1,120,000
6

Beds

4.1

Baths

4,625

Sq.Ft.

13525 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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 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 6752 TRELLIS VINE LOOP Windermere, FL MLS# O6376318
$930,000
5

Beds

3.1

Baths

3,820

Sq.Ft.

6752 TRELLIS VINE LOOP

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11472 PARK AVENUE NE Windermere, FL MLS# G5105731
$1,125,000
5

Beds

3.1

Baths

3,166

Sq.Ft.

11472 PARK AVENUE NE

Windermere, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 14354 CREST PALM AVENUE Windermere, FL MLS# G5106241
  • New Construction with Virtual Tour
1 of 51
$1,119,990
6

Beds

4.1

Baths

3,542

Sq.Ft.

14354 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6361057
$850,000
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
$975,000
4

Beds

3.0

Baths

2,743

Sq.Ft.

2125 KANE PARK WAY

Windermere, FL

Courtesy of INFINITY REALTY GROUP 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 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 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

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

341

Estimated median home price

$1,196,000
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 - 300K2
$300K - 400K17
$400K - 500K23
$500K - 600K31
$600K - 700K19
$700K - 800K25
$800K - 900K19
$900K - 1M16
$1M - Max189

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family287
Townhouse35
Condo6
Commercial1
Rental90
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/21/2026)

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 5/22/2026.

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 5/22/2026.