View 64 Windjammer ct Winchester, TN MLS# 2998667
    1 of 48
    OPEN HOUSE: Sunday 3/29 12:00 PM - 4:00 PM
    $699,999
    3

    Beds

    3.1

    Baths

    2,841

    Sq.Ft.

    64 Windjammer ct

    Winchester, TN

    MiddleTennessee
    View 766 Awalt Dr Winchester, TN MLS# 2688259
    • New Construction
    1 of 36
    $699,000
    3

    Beds

    4.0

    Baths

    3,706

    Sq.Ft.

    766 Awalt Dr

    Winchester, TN

    MiddleTennessee
    View 379 Hooper Rd Winchester, TN MLS# 2922799
    $699,000
    4

    Beds

    2.0

    Baths

    2,793

    Sq.Ft.

    379 Hooper Rd

    Winchester, TN

    MiddleTennessee
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 260 Lookout Dr Winchester, TN MLS# 3147516
    • Recently Listed with Virtual Tour
    1 of 45
    $699,000
    3

    Beds

    2.1

    Baths

    3,115

    Sq.Ft.

    260 Lookout Dr

    Winchester, TN

    MiddleTennessee
    View 356 Ridgecrest Dr Winchester, TN MLS# 3128927
    $689,900
    4

    Beds

    3.1

    Baths

    3,705

    Sq.Ft.

    356 Ridgecrest Dr

    Winchester, TN

    MiddleTennessee
    View 3115 Holders Cove Rd Winchester, TN MLS# 3033012
    $680,000
    4

    Beds

    2.1

    Baths

    2,758

    Sq.Ft.

    3115 Holders Cove Rd

    Winchester, TN

    MiddleTennessee
    View 124 Barefoot Way Winchester, TN MLS# 3145850
    • Recently Listed with Virtual Tour
    1 of 36
    $675,000
    3

    Beds

    2.1

    Baths

    1,848

    Sq.Ft.

    124 Barefoot Way

    Winchester, TN

    MiddleTennessee
    View 240 Dogwood Dr Winchester, TN MLS# 2920631
    $669,000
    5

    Beds

    3.1

    Baths

    5,474

    Sq.Ft.

    240 Dogwood Dr

    Winchester, TN

    MiddleTennessee
    View 65 Pontoon Pl Winchester, TN MLS# 3002266
    $669,000
    4

    Beds

    3.0

    Baths

    2,592

    Sq.Ft.

    65 Pontoon Pl

    Winchester, TN

    MiddleTennessee
    View 0 Ridgecrest Ct Winchester, TN MLS# 3078799
    • New Construction
    1 of 10
    $659,900
    4

    Beds

    3.1

    Baths

    2,852

    Sq.Ft.

    0 Ridgecrest Ct

    Winchester, TN

    MiddleTennessee
    View 585 Deep Hollow Ln Winchester, TN MLS# 3007546
    $659,000
    Studio

    Beds

    0.0

    Baths

    585 Deep Hollow Ln

    Winchester, TN

    MiddleTennessee
    View 60 Lake Life Court Winchester, TN MLS# 3073290
    $649,900
    4

    Beds

    3.1

    Baths

    2,680

    Sq.Ft.

    60 Lake Life Court

    Winchester, TN

    MiddleTennessee
    View 918 S College St Winchester, TN MLS# 3112253
    $649,900
    6,250

    Sq.Ft.

    918 S College St

    Winchester, TN

    MiddleTennessee
    View 120 Pontoon Pl Winchester, TN MLS# 3143137
    • Recently Listed
    1 of 74
    $649,900
    3

    Beds

    2.1

    Baths

    2,317

    Sq.Ft.

    120 Pontoon Pl

    Winchester, TN

    MiddleTennessee
    View 70 Lake Life Ct Winchester, TN MLS# 3035022
    • Virtual Tour
    1 of 59
    OPEN HOUSE: Sunday 3/29 12:00 PM - 4:00 PM
    $624,900
    3

    Beds

    2.2

    Baths

    2,344

    Sq.Ft.

    70 Lake Life Ct

    Winchester, TN

    MiddleTennessee
    View 145 Franklin Heights Dr Winchester, TN MLS# 3132172
    $610,000
    3

    Beds

    2.1

    Baths

    2,682

    Sq.Ft.

    145 Franklin Heights Dr

    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 250 Awalt Dr Winchester, TN MLS# 3013399
    $599,999
    4

    Beds

    2.0

    Baths

    3,068

    Sq.Ft.

    250 Awalt Dr

    Winchester, TN

    MiddleTennessee
    View 88 Norwood Creek Rd Winchester, TN MLS# 3150369
    • Recently Listed
    1 of 55
    $599,999
    4

    Beds

    3.0

    Baths

    2,544

    Sq.Ft.

    88 Norwood Creek 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

    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 3/23/2026.

    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.