313 total properties
Did you mean the neighborhood Windermere?
View 4474 BEGONIA COURT Windermere, FL MLS# O6402227
$1,070,000
5

Beds

4.1

Baths

4,380

Sq.Ft.

4474 BEGONIA COURT

Windermere, FL

View Address not provided Windermere, FL MLS# O6400745
$359,900
2

Beds

2.1

Baths

1,429

Sq.Ft.

Address not provided

Windermere, FL

View 6956 TRELLIS VINE LOOP Windermere, FL MLS# O6401639
$650,000
5

Beds

4.0

Baths

3,015

Sq.Ft.

6956 TRELLIS VINE LOOP

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 212 W 1ST AVENUE Windermere, FL MLS# S5148430
  • New Construction with Virtual Tour
1 of 11
$3,900,000
5

Beds

5.0

Baths

3,800

Sq.Ft.

212 W 1ST AVENUE

Windermere, FL

View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
$2,450,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

View 9011 PINNACLE CIRCLE Windermere, FL MLS# O6400872
$2,250,000
5

Beds

5.0

Baths

6,546

Sq.Ft.

9011 PINNACLE CIRCLE

Windermere, FL

View 6379 SWANSON STREET Windermere, FL MLS# O6400522
$1,099,000
5

Beds

4.0

Baths

3,804

Sq.Ft.

6379 SWANSON STREET

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
$1,825,000
5

Beds

4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11449 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6399319
$1,680,000
5

Beds

3.2

Baths

4,648

Sq.Ft.

11449 LAKE BUTLER BOULEVARD

Windermere, FL

View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
$1,439,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

View 6820 THORNHILL CIRCLE Windermere, FL MLS# V4948591
$520,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

6820 THORNHILL CIRCLE

Windermere, FL

View 9663 GOTHA ROAD Windermere, FL MLS# O6399130
  • Virtual Tour
1 of 100
$1,299,900
5

Beds

3.1

Baths

3,731

Sq.Ft.

9663 GOTHA ROAD

Windermere, FL

View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
$2,250,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

View 12718 WINDERMERE ISLES PLACE Windermere, FL MLS# O6399958
  • Virtual Tour
1 of 57
OPEN HOUSE: Saturday 8/1 12:00 PM - 2:00 PM
$1,449,000
5

Beds

4.0

Baths

3,487

Sq.Ft.

12718 WINDERMERE ISLES PLACE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$599,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

View 9620 MAYWOOD DRIVE Windermere, FL MLS# O6399315
$2,349,000
4

Beds

3.0

Baths

3,004

Sq.Ft.

9620 MAYWOOD DRIVE

Windermere, FL

View 13842 ORANGE CREST DRIVE Windermere, FL MLS# O6402132
$699,999
5

Beds

3.0

Baths

2,620

Sq.Ft.

13842 ORANGE CREST DRIVE

Windermere, FL

View 6857 VALHALLA WAY Windermere, FL MLS# S5147781
  • Virtual Tour
1 of 90
$3,700,000
5

Beds

5.2

Baths

7,153

Sq.Ft.

6857 VALHALLA WAY

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 11226 MACAW COURT Windermere, FL MLS# O6393210
  • Virtual Tour
1 of 77
$1,825,000
4

Beds

4.1

Baths

4,549

Sq.Ft.

11226 MACAW COURT

Windermere, FL

View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
$950,000
4

Beds

3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

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

354

Estimated median home price

$1,056,995
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 - 300K3
$300K - 400K21
$400K - 500K36
$500K - 600K30
$600K - 700K31
$700K - 800K23
$800K - 900K14
$900K - 1M14
$1M - Max182

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family283
Townhouse45
Condo10
Commercial1
Rental87
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/30/2026)

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 7/30/2026.