279 total properties
Did you mean the neighborhood Windermere?
View 8325 VIVARO ISLE WAY Windermere, FL MLS# O6452086
  • Recently Listed with Virtual Tour
1 of 44
$799,900
4

Beds

3.0

Baths

3,038

Sq.Ft.

8325 VIVARO ISLE WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11209 MACAW COURT Windermere, FL MLS# O6453916
  • Recently Listed
1 of 56
$2,695,000
5

Beds

6.1

Baths

6,105

Sq.Ft.

11209 MACAW COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 105 FOREST STREET Windermere, FL MLS# O6450227
  • Recently Listed
1 of 47
$2,700,000
5

Beds

5.1

Baths

4,430

Sq.Ft.

105 FOREST STREET

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 105 FOREST STREET Windermere, FL MLS# O6451242
  • Recently Listed
1 of 36
$900,000
0.0

Baths

105 FOREST STREET

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 5638 NECTARINE DRIVE Windermere, FL MLS# O6452714
  • Recently Listed with Virtual Tour
1 of 68
$1,550,000
5

Beds

4.1

Baths

3,612

Sq.Ft.

5638 NECTARINE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 703 E 6TH AVENUE Windermere, FL MLS# O6453037
  • Recently Listed with Virtual Tour
1 of 73
$3,450,000
4

Beds

4.1

Baths

5,152

Sq.Ft.

703 E 6TH AVENUE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 8214 SERENITY SPRING DRIVE 2405 Windermere, FL MLS# O6453473
  • Recently Listed with Virtual Tour
1 of 44
$350,000
3

Beds

2.1

Baths

1,512

Sq.Ft.

8214 SERENITY SPRING DRIVE 2405

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 7230 SANGALLA DRIVE Windermere, FL MLS# O6453225
  • Recently Listed with Virtual Tour
1 of 63
OPEN HOUSE: Saturday 10/31 1:00 PM - 3:00 PM
$1,100,000
4

Beds

3.1

Baths

2,892

Sq.Ft.

7230 SANGALLA DRIVE

Windermere, FL

Courtesy of RESOURCE ONE REALTY
View 6206 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6451210
  • Recently Listed with Virtual Tour
1 of 24
$580,000
3

Beds

2.1

Baths

1,984

Sq.Ft.

6206 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of ATRIUM REALTY, LLC
View 11066 ULLSWATER LANE Windermere, FL MLS# S5160321
  • Recently Listed with Virtual Tour
1 of 38
$3,600,000
5

Beds

6.1

Baths

7,223

Sq.Ft.

11066 ULLSWATER LANE

Windermere, FL

Courtesy of MILA REALTY
View 211 W 6TH AVENUE Windermere, FL MLS# O6452324
$649,000
2

Beds

1.0

Baths

1,340

Sq.Ft.

211 W 6TH AVENUE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 13731 CALERA ALLEY Windermere, FL MLS# O6452681
  • Recently Listed with Virtual Tour
1 of 53
$465,000
3

Beds

2.1

Baths

2,113

Sq.Ft.

13731 CALERA ALLEY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7663 BRAMWELL STREET Windermere, FL MLS# TB8561943
  • Recently Listed with Virtual Tour
1 of 32
$369,990
3

Beds

2.1

Baths

1,398

Sq.Ft.

7663 BRAMWELL STREET

Windermere, FL

Courtesy of LOKATION
View 5021 CARILLON LANE Windermere, FL MLS# O6451867
  • Recently Listed with Virtual Tour
1 of 46
$625,000
4

Beds

3.0

Baths

2,427

Sq.Ft.

5021 CARILLON LANE

Windermere, FL

Courtesy of REALTY OF AMERICA
View 1521 LAKE WHITNEY DRIVE Windermere, FL MLS# O6452902
$1,250,000
4

Beds

3.1

Baths

4,175

Sq.Ft.

1521 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 5231 LEMON TWIST LANE Windermere, FL MLS# S5160165
  • Recently Listed with Virtual Tour
1 of 20
$559,900
4

Beds

3.1

Baths

2,311

Sq.Ft.

5231 LEMON TWIST LANE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 6024 GREATWATER DRIVE Windermere, FL MLS# O6452995
  • Virtual Tour
1 of 85
$3,250,000
5

Beds

4.2

Baths

6,370

Sq.Ft.

6024 GREATWATER DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 14038 BLUEBIRD PARK ROAD Windermere, FL MLS# O6452272
$1,100,000
4

Beds

4.0

Baths

3,348

Sq.Ft.

14038 BLUEBIRD PARK ROAD

Windermere, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5158690
  • Recently Listed with Virtual Tour
1 of 35
$630,000
4

Beds

3.1

Baths

2,454

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View QUAIL COVE COURT Windermere, FL MLS# O6449487
  • Recently Listed with Virtual Tour
1 of 8
$995,000
0.0

Baths

QUAIL COVE COURT

Windermere, FL

Courtesy of REGENCY REAL ESTATE 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

310

Estimated median home price

$1,097,500
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 1
$100K - 200K 0
$200K - 300K 4
$300K - 400K 27
$400K - 500K 23
$500K - 600K 28
$600K - 700K 30
$700K - 800K 14
$800K - 900K 8
$900K - 1M 12
$1M - Max 163

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 235
Townhouse 40
Condo 12
Commercial 1
Rental 106
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/31/2026)

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 11/1/2026.