353 total properties
Did you mean the neighborhood Windermere?
View 13932 FLORIGOLD DRIVE Windermere, FL MLS# O6399812
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Sunday 4/26 12:00 PM - 2:00 PM
$1,189,000
6

Beds

4.0

Baths

3,577

Sq.Ft.

13932 FLORIGOLD DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 9621 WINDY RIDGE ROAD Windermere, FL MLS# O6400740
  • Recently Listed with Virtual Tour
1 of 28
$13,550,000
9

Beds

10.6

Baths

20,445

Sq.Ft.

9621 WINDY RIDGE ROAD

Windermere, FL

Courtesy of CITARELLI REALTY GROUP LLC
View 6036 GREATWATER DR Windermere, FL MLS# O6400277
  • Recently Listed with Virtual Tour
1 of 47
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
  • Recently Listed with Virtual Tour
1 of 63
$2,500,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 9011 PINNACLE CIRCLE Windermere, FL MLS# O6400872
  • Recently Listed with Virtual Tour
1 of 53
$2,250,000
5

Beds

5.0

Baths

6,546

Sq.Ft.

9011 PINNACLE CIRCLE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 4906 AVIVA GARDEN COURT Windermere, FL MLS# O6400218
  • Recently Listed with Virtual Tour
1 of 27
$4,690,000
3

Beds

4.1

Baths

6,236

Sq.Ft.

4906 AVIVA GARDEN COURT

Windermere, FL

Courtesy of CAMPBELL CUSTOM HOMES INC
View 11449 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6399319
  • Recently Listed with Virtual Tour
1 of 48
$1,730,000
5

Beds

3.2

Baths

4,648

Sq.Ft.

11449 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
  • Recently Listed with Virtual Tour
1 of 65
$1,550,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
View 2219 RIDGEWIND WAY Windermere, FL MLS# O6400508
  • Recently Listed
1 of 45
OPEN HOUSE: Saturday 4/25 12:00 PM - 2:00 PM
$1,349,000
6

Beds

3.1

Baths

3,364

Sq.Ft.

2219 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 6820 THORNHILL CIRCLE Windermere, FL MLS# V4948591
$520,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

6820 THORNHILL CIRCLE

Windermere, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 12210 LANGSTAFF DRIVE Windermere, FL MLS# O6400117
  • Recently Listed with Virtual Tour
1 of 13
$385,000
3

Beds

2.1

Baths

1,480

Sq.Ft.

12210 LANGSTAFF DRIVE

Windermere, FL

Courtesy of ELITE REALTY ENTERPRISES LLC
View 14014 EDEN ISLE BOULEVARD Windermere, FL MLS# O6400224
  • Recently Listed
1 of 33
$507,000
3

Beds

2.0

Baths

1,794

Sq.Ft.

14014 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of SELECTA REALTY LLC
View 7137 BEEK STREET Windermere, FL MLS# O6398814
  • Virtual Tour
1 of 33
$550,000
3

Beds

2.0

Baths

1,910

Sq.Ft.

7137 BEEK STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 8179 MARITIME FLAG STREET 101 Windermere, FL MLS# O6399551
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8179 MARITIME FLAG STREET 101

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 9663 GOTHA ROAD Windermere, FL MLS# O6399130
  • Recently Listed with Virtual Tour
1 of 100
$1,400,000
5

Beds

3.1

Baths

3,731

Sq.Ft.

9663 GOTHA ROAD

Windermere, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 5825 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6399697
  • Recently Listed with Virtual Tour
1 of 57
$1,500,000
4

Beds

3.1

Baths

4,319

Sq.Ft.

5825 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of EXP REALTY LLC
View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
  • Recently Listed with Virtual Tour
1 of 80
$2,350,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 12718 WINDERMERE ISLES PLACE Windermere, FL MLS# O6399958
  • Recently Listed with Virtual Tour
1 of 57
$1,490,000
4

Beds

4.0

Baths

3,487

Sq.Ft.

12718 WINDERMERE ISLES PLACE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 4029 ISABELLA CIRCLE Windermere, FL MLS# O6400064
  • Recently Listed with Virtual Tour
1 of 98
$3,299,000
6

Beds

6.2

Baths

7,217

Sq.Ft.

4029 ISABELLA CIRCLE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
View 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786 Windermere, FL MLS# O6398784
  • Recently Listed with Virtual Tour
1 of 39
$880,000
5

Beds

3.0

Baths

3,063

Sq.Ft.

1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS

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

356

Estimated median home price

$1,100,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 19
$400K - 500K 25
$500K - 600K 39
$600K - 700K 26
$700K - 800K 25
$800K - 900K 19
$900K - 1M 20
$1M - Max 182

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 298
Townhouse 36
Condo 8
Commercial 1
Rental 97
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/21/2026)

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 4/21/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 4/21/2026.