103 total properties
Did you mean the neighborhood Windermere?
View 1351 GLENWICK DRIVE Windermere, FL MLS# O6369599
$4,500
5

Beds

4.0

Baths

3,536

Sq.Ft.

1351 GLENWICK DRIVE

Windermere, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 8320 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5140587
$2,887
4

Beds

2.1

Baths

1,766

Sq.Ft.

8320 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of TRANSCEND REALTY
View 7448 ELLA LANE Windermere, FL MLS# S5140669
  • Virtual Tour
1 of 18
$3,300
4

Beds

2.1

Baths

2,623

Sq.Ft.

7448 ELLA LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2533 RIDGEWIND WAY Windermere, FL MLS# O6366914
$4,332
4

Beds

3.0

Baths

2,738

Sq.Ft.

2533 RIDGEWIND WAY

Windermere, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 8752 POWDER RIDGE TRAIL Windermere, FL MLS# O6367881
$3,700
4

Beds

3.1

Baths

2,931

Sq.Ft.

8752 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 6533 CARTMEL LANE Windermere, FL MLS# O6366042
  • Virtual Tour
1 of 31
$9,500
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY FL
View 8447 BOWDEN WAY Windermere, FL MLS# O6365817
  • Virtual Tour
1 of 21
$5,500
3

Beds

2.0

Baths

2,056

Sq.Ft.

8447 BOWDEN WAY

Windermere, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View Address not provided Windermere, FL MLS# TB8453727
$3,039
4

Beds

3.1

Baths

2,659

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of TAH FLORIDA LLC
View 13638 ANCILLA BOULEVARD Windermere, FL MLS# S5139748
$3,500
4

Beds

3.1

Baths

2,770

Sq.Ft.

13638 ANCILLA BOULEVARD

Windermere, FL

Courtesy of FUSION FLORIDA REALTY LLC
View 9088 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6365212
$3,950
5

Beds

4.0

Baths

2,800

Sq.Ft.

9088 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of EPIQUE REALTY, INC.
View 311 E 8TH AVENUE Windermere, FL MLS# O6364016
  • Virtual Tour
1 of 54
$6,500
5

Beds

4.0

Baths

3,805

Sq.Ft.

311 E 8TH AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 8145 SERENITY SPRING DRIVE GE Windermere, FL MLS# O6361898
$2,450
3

Beds

2.1

Baths

1,512

Sq.Ft.

8145 SERENITY SPRING DRIVE GE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 5243 W LAKE BUTLER ROAD Windermere, FL MLS# O6362021
$10,999
3

Beds

3.0

Baths

3,255

Sq.Ft.

5243 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of 407 PROPERTIES
View 11564 MIZZON DRIVE 104 Windermere, FL MLS# O6360568
$2,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

11564 MIZZON DRIVE 104

Windermere, FL

Courtesy of WATSON REALTY CORP
View 8180 BOAT HOOK LOOP 304 Windermere, FL MLS# O6358068
$2,300
3

Beds

2.0

Baths

1,455

Sq.Ft.

8180 BOAT HOOK LOOP 304

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 7211 STILL POND LANE Windermere, FL MLS# S5137978
$3,990
4

Beds

3.1

Baths

3,091

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

Courtesy of MBT REALTY LLC
View 8265 MARITIME FLAG STREET 101 Windermere, FL MLS# O6357575
$2,050
3

Beds

2.1

Baths

1,644

Sq.Ft.

8265 MARITIME FLAG STREET 101

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2943 MARQUESAS COURT Windermere, FL MLS# O6357519
$3,995
4

Beds

2.1

Baths

2,145

Sq.Ft.

2943 MARQUESAS COURT

Windermere, FL

Courtesy of INTEGRITY REAL ESTATE GROUP, LLC
View 14284 DESERT HAVEN STREET 806 Windermere, FL MLS# O6357673
$2,450
3

Beds

2.1

Baths

1,840

Sq.Ft.

14284 DESERT HAVEN STREET 806

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 8174 ENCHANTMENT DRIVE 1601 Windermere, FL MLS# O6355768
$2,800
3

Beds

2.1

Baths

1,852

Sq.Ft.

8174 ENCHANTMENT DRIVE 1601

Windermere, FL

Courtesy of MS LAND & BUILDING 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

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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K19
$400K - 500K22
$500K - 600K27
$600K - 700K24
$700K - 800K24
$800K - 900K20
$900K - 1M10
$1M - Max153

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 2/25/2026)

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.