205 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 6379 SWANSON STREET Windermere, FL MLS# O6400522
$1,099,000
5

Beds

4.0

Baths

3,804

Sq.Ft.

6379 SWANSON STREET

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 2219 RIDGEWIND WAY Windermere, FL MLS# O6400508
$1,299,000
6

Beds

3.1

Baths

3,364

Sq.Ft.

2219 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6820 THORNHILL CIRCLE Windermere, FL MLS# V4948591
$520,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

6820 THORNHILL CIRCLE

Windermere, FL

View 9663 GOTHA ROAD Windermere, FL MLS# O6399130
  • Virtual Tour
1 of 100
$1,299,900
5

Beds

3.1

Baths

3,731

Sq.Ft.

9663 GOTHA ROAD

Windermere, FL

View 8796 PEACHTREE PARK COURT Windermere, FL MLS# O6399023
$949,999
4

Beds

3.1

Baths

3,299

Sq.Ft.

8796 PEACHTREE PARK COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$599,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

View 13842 ORANGE CREST DRIVE Windermere, FL MLS# O6402132
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 7/12 11:00 AM - 1:00 PM
$699,999
5

Beds

3.0

Baths

2,620

Sq.Ft.

13842 ORANGE CREST DRIVE

Windermere, FL

View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
$965,000
4

Beds

3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

View 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
$1,175,000
4

Beds

3.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

View 910 LASCALA DRIVE Windermere, FL MLS# O6397847
  • Virtual Tour
1 of 54
$765,000
4

Beds

3.1

Baths

2,742

Sq.Ft.

910 LASCALA DRIVE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
  • Virtual Tour
1 of 43
$1,198,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
$565,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
    1 of 22
    OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
    $459,000
    3

    Beds

    2.1

    Baths

    1,531

    Sq.Ft.

    7327 MILLSTONE STREET

    Windermere, FL

    Courtesy of COMPASS FLORIDA LLC
    View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
    • New Construction with Virtual Tour
    1 of 42
    $1,049,990
    4

    Beds

    3.0

    Baths

    3,100

    Sq.Ft.

    14371 CREST PALM AVENUE

    Windermere, FL

    View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
    $1,130,000
    8

    Beds

    5.0

    Baths

    4,830

    Sq.Ft.

    6152 GOLDEN DEWDROP TRAIL

    Windermere, FL

    Courtesy of VESTI LLC
    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 4309 SALTMARSH SPARROW DRIVE Windermere, FL MLS# O6396295
    $775,000
    5

    Beds

    4.1

    Baths

    3,697

    Sq.Ft.

    4309 SALTMARSH SPARROW DRIVE

    Windermere, FL

    View 13125 FILLY COURT Windermere, FL MLS# O6395698
    • Virtual Tour
    1 of 11
    $920,000
    Studio

    Beds

    0.0

    Baths

    13125 FILLY COURT

    Windermere, FL

    Courtesy of VINTAGE REALTY GROUP LLC
    View 13411 LEMON ORCHARD BEND Windermere, FL MLS# TB8493546
    • New Construction with Virtual Tour
    1 of 20
    $561,738
    3

    Beds

    2.1

    Baths

    1,649

    Sq.Ft.

    13411 LEMON ORCHARD BEND

    Windermere, FL

    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

    347

    Estimated median home price

    $1,080,000
    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 - 300K3
    $300K - 400K19
    $400K - 500K36
    $500K - 600K31
    $600K - 700K29
    $700K - 800K18
    $800K - 900K19
    $900K - 1M14
    $1M - Max178

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family273
    Townhouse46
    Condo9
    Commercial1
    Rental87
    Lots and Land18
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 7/7/2026)

    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

    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 7/8/2026.