105 total properties
Did you mean the neighborhood Windermere?
View 5019 BLUE MAJOR DRIVE Windermere, FL MLS# O6382091
  • Recently Listed with Virtual Tour
1 of 20
$3,300
4

Beds

3.0

Baths

2,345

Sq.Ft.

5019 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 11562 AMIDSHIP LANE 114 Windermere, FL MLS# O6383904
  • Recently Listed with Virtual Tour
1 of 35
$2,500
3

Beds

2.0

Baths

1,455

Sq.Ft.

11562 AMIDSHIP LANE 114

Windermere, FL

Courtesy of TWIN HOMES REALTY
View 801 W 2ND AVENUE Windermere, FL MLS# O6383208
  • Recently Listed
1 of 44
$15,000
5

Beds

6.1

Baths

5,639

Sq.Ft.

801 W 2ND AVENUE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 7403 FAIRGROVE AVENUE Windermere, FL MLS# O6383636
  • Recently Listed with Virtual Tour
1 of 31
$4,500
6

Beds

3.1

Baths

3,841

Sq.Ft.

7403 FAIRGROVE AVENUE

Windermere, FL

Courtesy of PABLA PROPERTIES
View 10710 REAMS ROAD Windermere, FL MLS# O6383203
  • Recently Listed with Virtual Tour
1 of 34
$2,950
4

Beds

2.1

Baths

2,092

Sq.Ft.

10710 REAMS ROAD

Windermere, FL

Courtesy of ALFANO PROPERTY MANAGEMENT
View 11560 CLAYMONT CIRCLE Windermere, FL MLS# S5143964
  • Recently Listed with Virtual Tour
1 of 40
$6,000
4

Beds

4.1

Baths

3,512

Sq.Ft.

11560 CLAYMONT CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
View 12623 LANGSTAFF DRIVE Windermere, FL MLS# O6383047
  • Recently Listed with Virtual Tour
1 of 35
$2,650
2

Beds

2.1

Baths

1,239

Sq.Ft.

12623 LANGSTAFF DRIVE

Windermere, FL

Courtesy of ELITE REALTY ENTERPRISES LLC
View 7843 HARDENTON STREET Windermere, FL MLS# O6383021
  • Recently Listed with Virtual Tour
1 of 16
$2,500
3

Beds

2.1

Baths

1,540

Sq.Ft.

7843 HARDENTON STREET

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 8348 VIVARO ISLE WAY Windermere, FL MLS# O6382790
  • Recently Listed with Virtual Tour
1 of 63
$5,500
6

Beds

4.0

Baths

4,176

Sq.Ft.

8348 VIVARO ISLE WAY

Windermere, FL

Courtesy of AGENT GROUP REALTY
View 1115 ESTANCIA WOODS LOOP Windermere, FL MLS# O6382762
  • Recently Listed with Virtual Tour
1 of 23
$9,850
4

Beds

4.1

Baths

4,239

Sq.Ft.

1115 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 7609 SUTHERTON LANE Windermere, FL MLS# O6382713
  • Recently Listed with Virtual Tour
1 of 25
$2,800
3

Beds

2.1

Baths

1,545

Sq.Ft.

7609 SUTHERTON LANE

Windermere, FL

Courtesy of 1 ELEVEN REALTY
View 11565 MIZZON DRIVE 209 Windermere, FL MLS# O6382411
  • Recently Listed with Virtual Tour
1 of 22
$2,300
2

Beds

2.0

Baths

1,161

Sq.Ft.

11565 MIZZON DRIVE 209

Windermere, FL

Courtesy of ZARIA REALTY GROUP LLC
View 12072 VIA CASELLI LN Windermere, FL MLS# O6382432
  • Recently Listed with Virtual Tour
1 of 29
$2,800
4

Beds

3.0

Baths

1,885

Sq.Ft.

12072 VIA CASELLI LN

Windermere, FL

Courtesy of HANG SENG REALTY , INC
View 9241 PATRIMONIO LOOP Windermere, FL MLS# O6383308
  • Recently Listed with Virtual Tour
1 of 25
$4,600
3

Beds

2.1

Baths

2,203

Sq.Ft.

9241 PATRIMONIO LOOP

Windermere, FL

Courtesy of SELECTA REALTY LLC
View 8636 POWDER RIDGE TRAIL Windermere, FL MLS# O6381991
  • Recently Listed
1 of 36
$2,900
4

Beds

2.1

Baths

2,086

Sq.Ft.

8636 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of SHINING OAK REALTY
View 7249 SHADEVIEW ALLEY Windermere, FL MLS# S5143736
  • Recently Listed with Virtual Tour
1 of 32
$2,800
3

Beds

2.1

Baths

1,569

Sq.Ft.

7249 SHADEVIEW ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 13261 ROXBORO ROAD Windermere, FL MLS# S5143584
  • Virtual Tour
1 of 26
$2,700
3

Beds

2.0

Baths

1,706

Sq.Ft.

13261 ROXBORO ROAD

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 11835 GOLD CREEK TRAIL Windermere, FL MLS# O6382129
$4,000
4

Beds

3.1

Baths

3,119

Sq.Ft.

11835 GOLD CREEK TRAIL

Windermere, FL

Courtesy of BB GROUP REALTY CORP
View 13243 OVERSTREET ROAD Windermere, FL MLS# S5143317
  • Recently Listed with Virtual Tour
1 of 28
$3,200
3

Beds

2.0

Baths

2,058

Sq.Ft.

13243 OVERSTREET ROAD

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5143610
  • Recently Listed with Virtual Tour
1 of 30
$3,500
3

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION

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

299

Estimated median home price

$1,050,000
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 0
$300K - 400K 19
$400K - 500K 22
$500K - 600K 25
$600K - 700K 26
$700K - 800K 23
$800K - 900K 20
$900K - 1M 11
$1M - Max 153

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 246
Townhouse 32
Condo 7
Commercial 1
Rental 106
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 2/22/2026)

Information deemed reliable but not guaranteed.

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 2/22/2026.