View 148 Anderton Dr Winchester, TN MLS# 3098443
$435,000
4

Beds

3.0

Baths

1,943

Sq.Ft.

148 Anderton Dr

Winchester, TN

MiddleTennessee
View 115 7th Ave NE Winchester, TN MLS# 3098469
$204,900
3

Beds

1.0

Baths

1,308

Sq.Ft.

115 7th Ave NE

Winchester, TN

MiddleTennessee
View 801 S High St Winchester, TN MLS# 3097688
  • Virtual Tour
1 of 49
$249,900
3

Beds

1.1

Baths

1,697

Sq.Ft.

801 S High St

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 1019 Old Cowan Rd Winchester, TN MLS# 3097752
$202,900
3

Beds

2.0

Baths

1,036

Sq.Ft.

1019 Old Cowan Rd

Winchester, TN

MiddleTennessee
View 65 Duncan Ln Winchester, TN MLS# 3083928
$489,900
Studio

Beds

0.0

Baths

2,084

Sq.Ft.

65 Duncan Ln

Winchester, TN

MiddleTennessee
View 80 Wiseman Lane Winchester, TN MLS# 3093345
  • New Construction
1 of 30
$454,900
4

Beds

2.0

Baths

2,216

Sq.Ft.

80 Wiseman Lane

Winchester, TN

MiddleTennessee
View 52 Wiseman Lane Winchester, TN MLS# 3093348
  • New Construction
1 of 31
$429,900
3

Beds

2.0

Baths

2,094

Sq.Ft.

52 Wiseman Lane

Winchester, TN

MiddleTennessee
View 0 Holders Cove Rd Winchester, TN MLS# 3093509
$194,450
Studio

Beds

0.0

Baths

0 Holders Cove Rd

Winchester, TN

MiddleTennessee
View 50 Pontoon Place Winchester, TN MLS# 3093533
  • New Construction
1 of 57
$599,900
4

Beds

3.1

Baths

2,497

Sq.Ft.

50 Pontoon Place

Winchester, TN

MiddleTennessee
View 18 Shady Cove Ln Winchester, TN MLS# 3080250
$589,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

18 Shady Cove Ln

Winchester, TN

MiddleTennessee
View 657 Pickney Rd Winchester, TN MLS# 3080347
$600,000
3

Beds

2.1

Baths

2,782

Sq.Ft.

657 Pickney Rd

Winchester, TN

MiddleTennessee
View 400 Cessna Cir Winchester, TN MLS# 3080449
  • Virtual Tour
1 of 24
$314,000
5

Beds

3.0

Baths

2,218

Sq.Ft.

400 Cessna Cir

Winchester, TN

MiddleTennessee
View 300 Old Clark Rd Winchester, TN MLS# 3080461
$459,000
3

Beds

2.0

Baths

1,840

Sq.Ft.

300 Old Clark Rd

Winchester, TN

MiddleTennessee
View 0 Georgia Crossings Rd Winchester, TN MLS# 3083817
$110,000
Studio

Beds

0.0

Baths

0 Georgia Crossings Rd

Winchester, TN

MiddleTennessee
View 208 Loop Dr Winchester, TN MLS# 3079800
    1 of 88
    OPEN HOUSE: Saturday 3/21 1:00 PM - 3:00 PM
    $1,195,000
    4

    Beds

    3.1

    Baths

    2,906

    Sq.Ft.

    208 Loop Dr

    Winchester, TN

    MiddleTennessee
    View 638 Haddon Ln Winchester, TN MLS# 3079873
    • New Construction
    1 of 12
    $279,000
    3

    Beds

    2.0

    Baths

    1,247

    Sq.Ft.

    638 Haddon Ln

    Winchester, TN

    MiddleTennessee
    View 614 Haddon Ln Winchester, TN MLS# 3079877
    • New Construction
    1 of 12
    $279,000
    3

    Beds

    2.0

    Baths

    1,247

    Sq.Ft.

    614 Haddon Ln

    Winchester, TN

    MiddleTennessee
    View 134 Kenmore Ave Winchester, TN MLS# 3080092
    $187,200
    2

    Beds

    1.0

    Baths

    774

    Sq.Ft.

    134 Kenmore Ave

    Winchester, TN

    MiddleTennessee
    View 101 N Shephard St Winchester, TN MLS# 3079702
    $327,900
    3

    Beds

    2.1

    Baths

    1,358

    Sq.Ft.

    101 N Shephard St

    Winchester, TN

    MiddleTennessee
    View 383 Strawberry Dr Winchester, TN MLS# 3079332
    $304,000
    3

    Beds

    2.0

    Baths

    1,296

    Sq.Ft.

    383 Strawberry Dr

    Winchester, TN

    MiddleTennessee

    About Winchester

    Listings in Winchester, TN

    360

    Estimated median home price

    $299,999
    Winchester TN Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Winchester, Tennessee real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, TN.

    Homes for Sale by Price in Winchester, TN

    PriceCount
    $0 - 100K77
    $100K - 200K62
    $200K - 300K48
    $300K - 400K47
    $400K - 500K31
    $500K - 600K29
    $600K - 700K17
    $700K - 800K16
    $800K - 900K7
    $900K - 1M4
    $1M - Max22

    Homes for Sale by Type in Winchester, TN

    Property TypeCount
    Single Family201
    Townhouse10
    Condo1
    Commercial10
    Rental12
    Lots and Land131
    Condo/Town/CoOp0
    CoOp0
    Multi Family3
    Mobile Home1
    Farms3

    (Data as of 3/18/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Upper Cumberland Association of REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

    The information being provided is for consumers' personal, non-commercial use and may not be reproduced or redistribute. Its sole purpose is to be used for no other purpose than to identify prospective properties consumers may be interested in purchasing. p>

    Data is updated as of 3/21/2026.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (MLS Data Share) Program of The Multiple Listing Service of Chattanooga, Inc. Real estate listings held by brokerage firms other than WEICHERT are marked with the MLS Datashare Logo and detailed information about them includes the name of the listing brokers. 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.

    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.