View 512 N Vine St Winchester, TN MLS# 3155598
$250,000
3

Beds

2.0

Baths

1,292

Sq.Ft.

512 N Vine St

Winchester, TN

MiddleTennessee
View 525 Sharp Springs Rd Winchester, TN MLS# 3155707
  • Recently Listed
1 of 2
$254,900
2

Beds

2.0

Baths

1,600

Sq.Ft.

525 Sharp Springs Rd

Winchester, TN

MiddleTennessee
View 0 Cascade DR Winchester, TN MLS# 3155800
  • Recently Listed
1 of 6
$175,000
Studio

Beds

0.0

Baths

0 Cascade DR

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 5 Paynes Church Rd Winchester, TN MLS# 3154737
  • Recently Listed
1 of 33
$340,000
3

Beds

2.0

Baths

1,508

Sq.Ft.

5 Paynes Church Rd

Winchester, TN

MiddleTennessee
View 0 Hammock Dr Winchester, TN MLS# 3154966
  • Recently Listed
1 of 23
$149,000
Studio

Beds

0.0

Baths

0 Hammock Dr

Winchester, TN

MiddleTennessee
View 0 River Watch Way Winchester, TN MLS# 3150251
$174,900
Studio

Beds

0.0

Baths

0 River Watch Way

Winchester, TN

MiddleTennessee
View 1040 Duckworth Rd Winchester, TN MLS# 3150277
$140,000
4

Beds

2.1

Baths

1,976

Sq.Ft.

1040 Duckworth Rd

Winchester, TN

MiddleTennessee
View 101 Royal Oak Dr Winchester, TN MLS# 3150395
  • Recently Listed
1 of 33
$335,000
3

Beds

2.0

Baths

1,510

Sq.Ft.

101 Royal Oak Dr

Winchester, TN

MiddleTennessee
View 101 Lisa Cir Winchester, TN MLS# 3152424
  • Recently Listed
1 of 16
$335,000
3

Beds

2.0

Baths

1,540

Sq.Ft.

101 Lisa Cir

Winchester, TN

MiddleTennessee
View 0 Cooper Ln Winchester, TN MLS# 3152479
  • Recently Listed
1 of 26
$72,000
Studio

Beds

0.0

Baths

0 Cooper Ln

Winchester, TN

MiddleTennessee
View 103 Dalewood Dr Winchester, TN MLS# 3149804
  • Recently Listed
1 of 23
$189,000
3

Beds

1.1

Baths

1,120

Sq.Ft.

103 Dalewood Dr

Winchester, TN

MiddleTennessee
View 1011 Massengill St Winchester, TN MLS# 3149814
$199,900
3

Beds

2.0

Baths

1,672

Sq.Ft.

1011 Massengill St

Winchester, TN

MiddleTennessee
View 1114 N High St Winchester, TN MLS# 3150020
  • Recently Listed
1 of 40
$335,000
3

Beds

2.0

Baths

1,618

Sq.Ft.

1114 N High St

Winchester, TN

Courtesy of Tullahoma - WEICHERT, REALTORS® - Joe Orr & Associates
View 0 Michelle Lane Winchester, TN MLS# 3148531
    1 of 8
    OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
    $99,900
    Studio

    Beds

    0.0

    Baths

    0 Michelle Lane

    Winchester, TN

    MiddleTennessee
    View 52 Island Way Winchester, TN MLS# 3148713
    • Recently Listed with Virtual Tour
    1 of 37
    $364,900
    2

    Beds

    2.0

    Baths

    1,339

    Sq.Ft.

    52 Island Way

    Winchester, TN

    MiddleTennessee
    View 1110 Hunt St Winchester, TN MLS# 3149095
    • Recently Listed
    1 of 23
    $219,900
    3

    Beds

    2.0

    Baths

    2,040

    Sq.Ft.

    1110 Hunt St

    Winchester, TN

    MiddleTennessee
    View 110 Dotson Ln Winchester, TN MLS# 3149143
    • Recently Listed
    1 of 30
    $225,000
    3

    Beds

    2.0

    Baths

    1,380

    Sq.Ft.

    110 Dotson Ln

    Winchester, TN

    MiddleTennessee
    View 0 River Watch Way Winchester, TN MLS# 3147762
    • Recently Listed
    1 of 15
    $139,900
    Studio

    Beds

    0.0

    Baths

    0 River Watch Way

    Winchester, TN

    MiddleTennessee
    View 211 S Porter St Winchester, TN MLS# 3146939
    • Recently Listed
    1 of 27
    $299,999
    3

    Beds

    2.1

    Baths

    1,575

    Sq.Ft.

    211 S Porter St

    Winchester, TN

    MiddleTennessee
    View 102 Edgewater Dr Winchester, TN MLS# 3146994
    • Recently Listed
    1 of 61
    $242,900
    3

    Beds

    1.0

    Baths

    1,076

    Sq.Ft.

    102 Edgewater 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 (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 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 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.