263 total properties
Did you mean the neighborhood Windermere?
View 11818 WATER RUN ALLEY Windermere, FL MLS# O6353649
$410,000
3

Beds

2.1

Baths

1,588

Sq.Ft.

11818 WATER RUN ALLEY

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 9106 PANZANI PLACE Windermere, FL MLS# O6353426
$915,000
5

Beds

4.0

Baths

3,610

Sq.Ft.

9106 PANZANI PLACE

Windermere, FL

Courtesy of EXP REALTY LLC
View 4301 DOWN POINT LANE Windermere, FL MLS# O6351950
$3,325,000
5

Beds

4.0

Baths

6,834

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 8179 MARITIME FLAG STREET 202/108 Windermere, FL MLS# S5136502
$327,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8179 MARITIME FLAG STREET 202/108

Windermere, FL

Courtesy of THE FIRM RE
View 11636 WATER RUN ALLEY Windermere, FL MLS# S5136888
$428,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

11636 WATER RUN ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 8180 BOAT HOOK LOOP 106/306 Windermere, FL MLS# O6353569
$324,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8180 BOAT HOOK LOOP 106/306

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 11162 LEDGEMENT LANE Windermere, FL MLS# O6346461
$1,045,000
4

Beds

3.1

Baths

3,248

Sq.Ft.

11162 LEDGEMENT LANE

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
View 1238 LAKE WHITNEY DRIVE Windermere, FL MLS# O6354755
$2,200,000
4

Beds

5.1

Baths

5,266

Sq.Ft.

1238 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 6712 THORNHILL CIRCLE Windermere, FL MLS# O6351284
$695,000
5

Beds

3.1

Baths

2,976

Sq.Ft.

6712 THORNHILL CIRCLE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 1361 WHITNEY ISLES DRIVE Windermere, FL MLS# O6352069
$1,200,000
4

Beds

4.0

Baths

2,787

Sq.Ft.

1361 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of ALVES AND HOWELL REALTY
View 12213 PARK AVENUE Windermere, FL MLS# O6351906
  • Virtual Tour
1 of 19
$3,000,000
Studio

Beds

0.0

Baths

12213 PARK AVENUE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 1724 WINDERMEREDOWN PLACE Windermere, FL MLS# O6352830
$2,500,000
6

Beds

6.1

Baths

6,000

Sq.Ft.

1724 WINDERMEREDOWN PLACE

Windermere, FL

Courtesy of SERHANT
View 11314 LEDGEMENT LANE Windermere, FL MLS# O6349004
$940,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

11314 LEDGEMENT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 5024 SAWYER COVE WAY Windermere, FL MLS# O6348086
$3,600,000
5

Beds

6.1

Baths

5,501

Sq.Ft.

5024 SAWYER COVE WAY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 436 E 7TH AVENUE Windermere, FL MLS# O6350454
  • New Construction with Virtual Tour
1 of 28
$2,275,000
4

Beds

5.0

Baths

3,136

Sq.Ft.

436 E 7TH AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 2844 MARQUESAS COURT Windermere, FL MLS# O6350786
$3,700,000
4

Beds

3.0

Baths

5,365

Sq.Ft.

2844 MARQUESAS COURT

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 7007 WINDY PALM WAY Windermere, FL MLS# G5103030
  • New Construction with Virtual Tour
1 of 47
$1,075,990
6

Beds

4.1

Baths

3,550

Sq.Ft.

7007 WINDY PALM WAY

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7019 WINDY PALM WAY Windermere, FL MLS# G5103033
  • New Construction with Virtual Tour
1 of 2
$1,098,990
4

Beds

3.1

Baths

3,404

Sq.Ft.

7019 WINDY PALM WAY

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12923 WATER POINT BOULEVARD Windermere, FL MLS# O6350408
$2,999,999
5

Beds

4.1

Baths

5,005

Sq.Ft.

12923 WATER POINT BOULEVARD

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 13327 FERNOW STREET Windermere, FL MLS# O6351495
$795,000
5

Beds

5.1

Baths

3,600

Sq.Ft.

13327 FERNOW STREET

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK

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

283

Estimated median home price

$1,037,000
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 - 300K1
$300K - 400K21
$400K - 500K21
$500K - 600K21
$600K - 700K26
$700K - 800K19
$800K - 900K15
$900K - 1M15
$1M - Max144

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family225
Townhouse36
Condo7
Commercial1
Rental105
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/15/2026)

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 1/16/2026.

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 1/16/2026.