46 total properties
Did you mean the neighborhood Windermere?
View 5225 LEMON TWIST LANE Windermere, FL MLS# O6406747
  • Recently Listed with Virtual Tour
1 of 36
$499,900
3

Beds

2.0

Baths

1,700

Sq.Ft.

5225 LEMON TWIST LANE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
  • Recently Listed with Virtual Tour
1 of 16
$549,900
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12533 CRAGSIDE LANE Windermere, FL MLS# O6405628
  • Recently Listed with Virtual Tour
1 of 32
$575,000
4

Beds

2.0

Baths

2,151

Sq.Ft.

12533 CRAGSIDE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6406433
  • Recently Listed with Virtual Tour
1 of 32
$625,000
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9072 WOODBREEZE BOULEVARD Windermere, FL MLS# O6403789
  • Recently Listed with Virtual Tour
1 of 63
OPEN HOUSE: Sunday 5/17 12:00 PM - 3:00 PM
$572,500
3

Beds

2.0

Baths

1,721

Sq.Ft.

9072 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# O6395080
$627,500
4

Beds

2.0

Baths

2,019

Sq.Ft.

11438 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 6897 NORTHWICH DRIVE Windermere, FL MLS# O6400673
$574,900
4

Beds

3.0

Baths

2,229

Sq.Ft.

6897 NORTHWICH DRIVE

Windermere, FL

Courtesy of REALTY ONE GROUP INSPIRATION
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
View 14014 EDEN ISLE BOULEVARD Windermere, FL MLS# O6400224
$507,000
3

Beds

2.0

Baths

1,794

Sq.Ft.

14014 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of SELECTA REALTY 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 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$649,000
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
$570,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS 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 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 12863 HOLDENBURY LANE Windermere, FL MLS# O6393781
$539,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

12863 HOLDENBURY LANE

Windermere, FL

Courtesy of LPT REALTY, 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

341

Estimated median home price

$1,130,000
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 - 300K1
$300K - 400K16
$400K - 500K25
$500K - 600K33
$600K - 700K22
$700K - 800K25
$800K - 900K20
$900K - 1M16
$1M - Max183

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family287
Townhouse36
Condo5
Commercial1
Rental91
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/17/2026)

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 5/17/2026.