100 total properties
Did you mean the neighborhood Windermere?
View 7249 SHADEVIEW ALLEY Windermere, FL MLS# S5143736
$2,800
3

Beds

2.1

Baths

1,569

Sq.Ft.

7249 SHADEVIEW ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 13261 ROXBORO ROAD Windermere, FL MLS# S5143584
$2,700
3

Beds

2.0

Baths

1,706

Sq.Ft.

13261 ROXBORO ROAD

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 13243 OVERSTREET ROAD Windermere, FL MLS# S5143317
$3,200
3

Beds

2.0

Baths

2,058

Sq.Ft.

13243 OVERSTREET ROAD

Windermere, FL

Courtesy of LA ROSA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5143610
$3,500
3

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 6746 DUNCASTER STREET Windermere, FL MLS# O6381098
$3,250
4

Beds

2.1

Baths

2,830

Sq.Ft.

6746 DUNCASTER STREET

Windermere, FL

Courtesy of TOP LINE REALTY
View 11408 CENTER LAKE DRIVE Windermere, FL MLS# O6381113
$2,500
3

Beds

2.1

Baths

1,910

Sq.Ft.

11408 CENTER LAKE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 606 E 6TH AVENUE Windermere, FL MLS# O6381054
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1 of 57
$12,000
4

Beds

4.1

Baths

4,471

Sq.Ft.

606 E 6TH AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5143482
$2,850
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 13431 CARROWAY STREET Windermere, FL MLS# O6380942
$2,550
3

Beds

2.1

Baths

1,492

Sq.Ft.

13431 CARROWAY STREET

Windermere, FL

Courtesy of PRIME USA REALTY LLC
View 11507 CHARNOCK DRIVE Windermere, FL MLS# O6380483
$3,049
4

Beds

2.1

Baths

2,214

Sq.Ft.

11507 CHARNOCK DRIVE

Windermere, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 8128 JAILENE DRIVE Windermere, FL MLS# O6379411
$2,799
4

Beds

3.0

Baths

2,214

Sq.Ft.

8128 JAILENE DRIVE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 13285 GORGONA ISLE DRIVE Windermere, FL MLS# O6379997
$2,600
3

Beds

2.1

Baths

1,547

Sq.Ft.

13285 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of REALTY HUB
View 8259 MARITIME FLAG STREET #6 Windermere, FL MLS# S5143204
$2,150
3

Beds

2.1

Baths

1,460

Sq.Ft.

8259 MARITIME FLAG STREET #6

Windermere, FL

Courtesy of LPT REALTY, LLC
View 4326 ISABELLA CIRCLE Windermere, FL MLS# O6378933
$16,000
5

Beds

5.1

Baths

5,507

Sq.Ft.

4326 ISABELLA CIRCLE

Windermere, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 8347 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6378814
$1,400
1

Beds

1.0

Baths

500

Sq.Ft.

8347 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of JHY REALTY INVESTMENTS, LLC
View 8804 DANFORTH DRIVE Windermere, FL MLS# O6377640
$2,500
3

Beds

2.1

Baths

1,369

Sq.Ft.

8804 DANFORTH DRIVE

Windermere, FL

Courtesy of SHAWFIELD REALTY GROUP
View 12458 LANGSTAFF DRIVE Windermere, FL MLS# O6377797
$2,500
3

Beds

2.1

Baths

1,560

Sq.Ft.

12458 LANGSTAFF DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 12536 CLIMBING VINE COURT Windermere, FL MLS# O6377191
$2,900
3

Beds

2.0

Baths

2,316

Sq.Ft.

12536 CLIMBING VINE COURT

Windermere, FL

Courtesy of EAST PEARL REALTY
View 13790 INGELNOOK DRIVE Windermere, FL MLS# O6374969
$3,300
4

Beds

2.1

Baths

2,369

Sq.Ft.

13790 INGELNOOK DRIVE

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 11539 BRICKYARD POND LANE Windermere, FL MLS# O6377340
$6,000
5

Beds

4.0

Baths

3,659

Sq.Ft.

11539 BRICKYARD POND LANE

Windermere, FL

Courtesy of PM ELITE 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

311

Estimated median home price

$1,030,000
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 - 300K0
$300K - 400K17
$400K - 500K25
$500K - 600K29
$600K - 700K24
$700K - 800K27
$800K - 900K19
$900K - 1M13
$1M - Max157

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family257
Townhouse37
Condo3
Commercial1
Rental102
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/11/2026)

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 3/12/2026.