96 total properties
Did you mean the neighborhood Windermere?
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

Courtesy of EAST PEARL REALTY
View 11486 MISTY OAK ALLEY Windermere, FL MLS# S5148331
$549,000
3

Beds

2.1

Baths

1,950

Sq.Ft.

11486 MISTY OAK ALLEY

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 12210 LANGSTAFF DRIVE Windermere, FL MLS# O6400117
$385,000
3

Beds

2.1

Baths

1,480

Sq.Ft.

12210 LANGSTAFF DRIVE

Windermere, FL

Courtesy of ELITE REALTY ENTERPRISES 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
$325,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8179 MARITIME FLAG STREET 101

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$629,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

Courtesy of TOWNE CENTER REALTY
View 6315 CLEARMEADOW COURT Windermere, FL MLS# O6398505
$618,000
3

Beds

2.0

Baths

2,077

Sq.Ft.

6315 CLEARMEADOW COURT

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
  • Virtual Tour
1 of 36
OPEN HOUSE: Sunday 6/7 11:00 AM - 2:00 PM
$570,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 14368 DESERT HAVEN STREET 4106 Windermere, FL MLS# O6396784
$360,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14368 DESERT HAVEN STREET 4106

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 918 ALGARE LOOP Windermere, FL MLS# O6396400
  • Virtual Tour
1 of 73
$585,000
4

Beds

3.0

Baths

2,553

Sq.Ft.

918 ALGARE LOOP

Windermere, FL

Courtesy of SOUTHERN PRESTIGE REALTY INC
View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396155
$600,000
4

Beds

3.0

Baths

2,419

Sq.Ft.

14217 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 13411 LEMON ORCHARD BEND Windermere, FL MLS# TB8493546
  • New Construction with Virtual Tour
1 of 6
$562,095
3

Beds

2.1

Baths

1,649

Sq.Ft.

13411 LEMON ORCHARD BEND

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 7644 RIPPLEPOINTE WAY Windermere, FL MLS# O6395582
$435,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7644 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of HOMEVEST REALTY
View 14236 OASIS COVE BLVD Windermere, FL MLS# O6395058
$369,990
3

Beds

2.1

Baths

1,512

Sq.Ft.

14236 OASIS COVE BLVD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12405 CRUXBURY DRIVE Windermere, FL MLS# O6394966
$415,000
2

Beds

2.1

Baths

1,429

Sq.Ft.

12405 CRUXBURY DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 7330 BRIGHTLAND STREET Windermere, FL MLS# O6397124
  • Recently Listed with Virtual Tour
1 of 44
$465,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7330 BRIGHTLAND STREET

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 7249 SHADEVIEW ALLEY Windermere, FL MLS# S5146580
$407,000
3

Beds

2.1

Baths

1,569

Sq.Ft.

7249 SHADEVIEW ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 5224 LEMON TWIST LANE Windermere, FL MLS# O6393299
$624,900
4

Beds

3.1

Baths

2,812

Sq.Ft.

5224 LEMON TWIST LANE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
$465,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM

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

360

Estimated median home price

$1,188,500
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K22
$400K - 500K30
$500K - 600K32
$600K - 700K25
$700K - 800K18
$800K - 900K18
$900K - 1M15
$1M - Max199

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family294
Townhouse44
Condo7
Commercial1
Rental93
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/7/2026)

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

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 6/8/2026.