103 total properties
Did you mean the neighborhood Windermere?
View 12536 CLIMBING VINE COURT Windermere, FL MLS# O6377191
$2,900
3

Beds

2.0

Baths

2,316

Sq.Ft.

12536 CLIMBING VINE COURT

Windermere, FL

Courtesy of EAST PEARL REALTY
View 13790 INGELNOOK DRIVE Windermere, FL MLS# O6374969
$3,400
4

Beds

2.1

Baths

2,369

Sq.Ft.

13790 INGELNOOK DRIVE

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 11539 BRICKYARD POND LANE Windermere, FL MLS# O6377340
$6,000
5

Beds

4.0

Baths

3,659

Sq.Ft.

11539 BRICKYARD POND LANE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6219 TIROCO WAY Windermere, FL MLS# O6376831
  • Virtual Tour
1 of 41
$13,500
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 13333 ZORI LANE Windermere, FL MLS# O6376833
  • Virtual Tour
1 of 29
$4,000
4

Beds

3.0

Baths

2,521

Sq.Ft.

13333 ZORI LANE

Windermere, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 8764 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6376665
$4,800
4

Beds

3.1

Baths

3,423

Sq.Ft.

8764 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of HOMESMART
View 7605 RIPPLEPOINTE WAY Windermere, FL MLS# O6376581
$2,600
3

Beds

2.1

Baths

1,920

Sq.Ft.

7605 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8436 GREENBANK BOULEVARD Windermere, FL MLS# S5142314
$2,750
3

Beds

2.0

Baths

1,894

Sq.Ft.

8436 GREENBANK BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 7613 SUTHERTON LANE Windermere, FL MLS# O6374719
$2,500
3

Beds

2.1

Baths

1,485

Sq.Ft.

7613 SUTHERTON LANE

Windermere, FL

Courtesy of 2 GOOD REALTY
View 6131 PAYNE STEWART DRIVE Windermere, FL MLS# O6374126
$12,000
3

Beds

3.0

Baths

2,646

Sq.Ft.

6131 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP LLC
View 6557 CRESTMONT GLEN LANE Windermere, FL MLS# O6373926
$5,950
4

Beds

3.1

Baths

3,268

Sq.Ft.

6557 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11642 WATER RUN ALLEY Windermere, FL MLS# S5141662
$2,650
3

Beds

2.1

Baths

1,624

Sq.Ft.

11642 WATER RUN ALLEY

Windermere, FL

Courtesy of VS INTERNATIONAL PROPERTIES
View 13075 CALDERDALE AVENUE Windermere, FL MLS# O6372625
$2,475
3

Beds

2.1

Baths

1,625

Sq.Ft.

13075 CALDERDALE AVENUE

Windermere, FL

Courtesy of BELLA TRAE REALTY
View 8264 MARITIME FLAG STREET 1419 Windermere, FL MLS# O6372117
$2,095
2

Beds

2.0

Baths

1,161

Sq.Ft.

8264 MARITIME FLAG STREET 1419

Windermere, FL

Courtesy of RED DOOR INVESTMENT GRP LLC
View 8168 BOAT HOOK LOOP 202 Windermere, FL MLS# O6370921
$1,775
2

Beds

2.0

Baths

1,161

Sq.Ft.

8168 BOAT HOOK LOOP 202

Windermere, FL

Courtesy of HAMPTON & HAMPTON MGMT LEASING
View 13154 KEGAN STREET Windermere, FL MLS# O6371410
$3,500
5

Beds

4.1

Baths

2,961

Sq.Ft.

13154 KEGAN STREET

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 2844 MIDSUMMER DRIVE Windermere, FL MLS# O6371115
$7,500
4

Beds

3.1

Baths

3,328

Sq.Ft.

2844 MIDSUMMER DRIVE

Windermere, FL

Courtesy of WINDERMERE COCOA BEACH CENTER
View 7307 ELLA LANE Windermere, FL MLS# O6370761
  • Virtual Tour
1 of 75
$3,800
3

Beds

2.1

Baths

1,988

Sq.Ft.

7307 ELLA LANE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 12337 VIA DERNA PLACE Windermere, FL MLS# O6369619
$2,780
4

Beds

3.1

Baths

1,936

Sq.Ft.

12337 VIA DERNA PLACE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12880 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6369509
$3,750
5

Beds

4.1

Baths

3,769

Sq.Ft.

12880 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP

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

$1,037,000
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 - 300K0
$300K - 400K19
$400K - 500K22
$500K - 600K27
$600K - 700K25
$700K - 800K24
$800K - 900K20
$900K - 1M10
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family246
Townhouse32
Condo7
Commercial1
Rental103
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/24/2026)

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 2/25/2026.