236 total properties
Did you mean the neighborhood Windermere?
View 12944 GARRIDAN AVENUE Windermere, FL MLS# O6380101
  • Recently Listed
1 of 39
$419,000
3

Beds

2.1

Baths

1,583

Sq.Ft.

12944 GARRIDAN AVENUE

Windermere, FL

Courtesy of 407 PROPERTIES
View 8767 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6379681
$870,000
5

Beds

3.1

Baths

3,351

Sq.Ft.

8767 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of KARDOSH REALTY
View 13120 ZORI LANE Windermere, FL MLS# O6379833
  • Recently Listed with Virtual Tour
1 of 65
$1,699,900
4

Beds

5.0

Baths

4,329

Sq.Ft.

13120 ZORI LANE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6001 CAYMUS LOOP Windermere, FL MLS# O6379564
  • Recently Listed with Virtual Tour
1 of 44
$1,599,000
5

Beds

5.0

Baths

3,520

Sq.Ft.

6001 CAYMUS LOOP

Windermere, FL

Courtesy of QUATTRO R E SOLUTIONS LLC
View 13734 LAKE CAWOOD DRIVE Windermere, FL MLS# G5107723
  • Recently Listed with Virtual Tour
1 of 100
$1,820,000
4

Beds

3.1

Baths

4,437

Sq.Ft.

13734 LAKE CAWOOD DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3013 SEIGNEURY DRIVE Windermere, FL MLS# O6377087
  • Recently Listed with Virtual Tour
1 of 62
$1,890,000
4

Beds

3.2

Baths

5,130

Sq.Ft.

3013 SEIGNEURY DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 6382 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6379533
  • Recently Listed with Virtual Tour
1 of 56
OPEN HOUSE: Saturday 2/7 1:00 PM - 3:00 PM
$595,000
3

Beds

2.1

Baths

2,139

Sq.Ft.

6382 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 1134 KELSO BOULEVARD Windermere, FL MLS# O6378782
  • Recently Listed with Virtual Tour
1 of 37
$1,590,000
2

Beds

2.0

Baths

2,044

Sq.Ft.

1134 KELSO BOULEVARD

Windermere, FL

Courtesy of REALTY AND COMPANY INT., LLC
View 6248 LOUISE COVE DR Windermere, FL MLS# O6378223
  • Recently Listed
1 of 71
$2,850,000
5

Beds

5.1

Baths

6,253

Sq.Ft.

6248 LOUISE COVE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 2512 PARK ROYAL DRIVE Windermere, FL MLS# O6378182
  • Recently Listed with Virtual Tour
1 of 46
$1,200,000
5

Beds

3.0

Baths

3,259

Sq.Ft.

2512 PARK ROYAL DRIVE

Windermere, FL

Courtesy of RE/MAX 200 REALTY
View 12779 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6377817
$1,274,000
5

Beds

3.1

Baths

3,689

Sq.Ft.

12779 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 8168 BOAT HOOK LOOP 207 Windermere, FL MLS# O6378432
  • Recently Listed with Virtual Tour
1 of 21
$324,500
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 207

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 5018 RIVER GEM AVENUE Windermere, FL MLS# TB8469061
  • Recently Listed with Virtual Tour
1 of 46
$785,000
3

Beds

2.1

Baths

2,379

Sq.Ft.

5018 RIVER GEM AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 13912 DARCHANCE ROAD Windermere, FL MLS# O6377606
  • Virtual Tour
1 of 49
OPEN HOUSE: Saturday 2/7 1:00 PM - 4:00 PM
$709,999
4

Beds

3.1

Baths

2,699

Sq.Ft.

13912 DARCHANCE ROAD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 9047 REFLECTION POINTE DRIVE Windermere, FL MLS# O6378672
  • Recently Listed with Virtual Tour
1 of 57
$755,000
4

Beds

4.0

Baths

3,019

Sq.Ft.

9047 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9495 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6375951
$849,000
4

Beds

3.0

Baths

2,773

Sq.Ft.

9495 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of ALL FLORIDA PREMIER REALTY GROUP LLC
View 12936 DROXFORD ROAD Windermere, FL MLS# O6376097
  • Recently Listed with Virtual Tour
1 of 29
$699,000
5

Beds

3.1

Baths

2,960

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 17514 BLACK RAIL STREET Windermere, FL MLS# O6376756
  • Recently Listed with Virtual Tour
1 of 29
$799,000
4

Beds

2.0

Baths

2,373

Sq.Ft.

17514 BLACK RAIL STREET

Windermere, FL

Courtesy of U S GLORY REALTY
View 415 E 6TH AVENUE Windermere, FL MLS# O6376614
  • Virtual Tour
1 of 47
$699,815
3

Beds

2.0

Baths

1,784

Sq.Ft.

415 E 6TH AVENUE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 5463 GEMGOLD COURT Windermere, FL MLS# O6375567
$599,000
4

Beds

3.0

Baths

2,246

Sq.Ft.

5463 GEMGOLD COURT

Windermere, FL

Courtesy of INFINITY REALTY GROUP 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

284

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 - 400K18
$400K - 500K19
$500K - 600K24
$600K - 700K30
$700K - 800K20
$800K - 900K16
$900K - 1M11
$1M - Max145

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family232
Townhouse30
Condo8
Commercial1
Rental99
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/5/2026)

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 2/5/2026.

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 2/5/2026.