50 total properties
Did you mean the neighborhood Windermere?
View 5018 RIVER GEM AVENUE Windermere, FL MLS# TB8469061
$785,000
3

Beds

2.1

Baths

2,379

Sq.Ft.

5018 RIVER GEM AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 9047 REFLECTION POINTE DRIVE Windermere, FL MLS# O6378672
$755,000
4

Beds

4.0

Baths

3,019

Sq.Ft.

9047 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11994 MCKINNON ROAD Windermere, FL MLS# O6374410
$824,990
3

Beds

2.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
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 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6361057
$830,000
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
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 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 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 9237 MCDAVID COURT Windermere, FL MLS# O6360886
$837,500
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of GENESYS REALTY LLC
View 4415 BLUE MAJOR DRIVE Windermere, FL MLS# O6359496
$815,000
5

Beds

3.0

Baths

3,211

Sq.Ft.

4415 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of M2M REALTY
View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
$800,000
6

Beds

4.0

Baths

3,667

Sq.Ft.

12676 SALOMON COVE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5104075
$799,900
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III 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 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
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OPEN HOUSE: Friday 3/6 3:00 PM - 4:00 PM
$925,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 11450 ARBORSIDE BEND WAY Windermere, FL MLS# O6354816
$749,900
4

Beds

3.0

Baths

2,622

Sq.Ft.

11450 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of LOKATION
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 11162 LEDGEMENT LANE Windermere, FL MLS# O6346461
$995,000
4

Beds

3.1

Baths

3,248

Sq.Ft.

11162 LEDGEMENT LANE

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
View 11314 LEDGEMENT LANE Windermere, FL MLS# O6349004
$910,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

11314 LEDGEMENT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
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

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

303

Estimated median home price

$1,029,990
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 - 400K19
$400K - 500K22
$500K - 600K29
$600K - 700K23
$700K - 800K25
$800K - 900K20
$900K - 1M12
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family248
Townhouse35
Condo5
Commercial1
Rental106
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/5/2026)

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 3/6/2026.