210 total properties
Did you mean the neighborhood Windermere?
View 2540 HEMPEL COVE CT Windermere, FL MLS# O6436594
$1,299,000
5

Beds

3.0

Baths

3,356

Sq.Ft.

2540 HEMPEL COVE CT

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 12989 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6437718
$1,159,000
4

Beds

3.1

Baths

2,665

Sq.Ft.

12989 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 8641 BROOKVALE DRIVE Windermere, FL MLS# O6433201
$410,000
3

Beds

2.1

Baths

1,526

Sq.Ft.

8641 BROOKVALE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 930 EAST BOULEVARD Windermere, FL MLS# O6437093
$1,895,000
4

Beds

4.1

Baths

2,868

Sq.Ft.

930 EAST BOULEVARD

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 4844 FLINT ROAD Windermere, FL MLS# O6436938
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$519,000
3

Beds

2.0

Baths

2,085

Sq.Ft.

4844 FLINT ROAD

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 6309 EARTHGOLD DRIVE Windermere, FL MLS# O6436644
$880,000
4

Beds

2.1

Baths

2,648

Sq.Ft.

6309 EARTHGOLD DRIVE

Windermere, FL

Courtesy of REALTY HUB
View 14274 CREST PALM AVENUE Windermere, FL MLS# TB8537368
$1,450,000
7

Beds

4.1

Baths

4,443

Sq.Ft.

14274 CREST PALM AVENUE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 7430 BENTONSHIRE AVENUE Windermere, FL MLS# O6436022
$354,000
2

Beds

2.1

Baths

1,412

Sq.Ft.

7430 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 11734 WATER RUN ALLEY Windermere, FL MLS# S5156211
$445,000
3

Beds

2.1

Baths

1,727

Sq.Ft.

11734 WATER RUN ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 8291 PROCIDA ISLE LANE Windermere, FL MLS# O6436040
$775,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

8291 PROCIDA ISLE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 9043 HORIZON POINTE TRAIL Windermere, FL MLS# O6436017
$870,000
4

Beds

3.0

Baths

3,746

Sq.Ft.

9043 HORIZON POINTE TRAIL

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 8168 BOAT HOOK LOOP 303 Windermere, FL MLS# O6435857
$320,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8168 BOAT HOOK LOOP 303

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View PARK RIDGE GOTHA ROAD Windermere, FL MLS# S5156135
$100,000
0.0

Baths

PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6828 HELMSLEY CIRCLE Windermere, FL MLS# O6435655
$575,000
4

Beds

3.0

Baths

2,064

Sq.Ft.

6828 HELMSLEY CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 1480 HEMPEL AVENUE Windermere, FL MLS# S5156040
$1,648,000
5

Beds

4.1

Baths

4,219

Sq.Ft.

1480 HEMPEL AVENUE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 1243 DINGENS AVENUE Windermere, FL MLS# O6435494
$950,000
4

Beds

3.0

Baths

2,670

Sq.Ft.

1243 DINGENS AVENUE

Windermere, FL

Courtesy of REALMULTIPROPERTY LLC
View 9609 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6434228
$939,000
5

Beds

4.1

Baths

3,797

Sq.Ft.

9609 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of ALPHA R.E. OF CENTRAL FL LLC
View 8630 POWDER RIDGE TRAIL Windermere, FL MLS# C7529514
$527,500
3

Beds

2.1

Baths

1,853

Sq.Ft.

8630 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of SUNCOAST CHOICE REALTY
View 8860 HERENCIA ALLEY Windermere, FL MLS# O6433569
$398,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

8860 HERENCIA ALLEY

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5421 GEMGOLD COURT Windermere, FL MLS# O6430765
$673,000
4

Beds

2.1

Baths

2,754

Sq.Ft.

5421 GEMGOLD COURT

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.

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

310

Estimated median home price

$1,097,500
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 - 300K4
$300K - 400K27
$400K - 500K23
$500K - 600K28
$600K - 700K30
$700K - 800K14
$800K - 900K8
$900K - 1M12
$1M - Max163

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family235
Townhouse40
Condo12
Commercial1
Rental106
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/31/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 10/31/2026.