View 442 Golf Shores Dr Winchester, TN MLS# 3098610
$359,900
3

Beds

2.0

Baths

1,668

Sq.Ft.

442 Golf Shores Dr

Winchester, TN

MiddleTennessee
View 148 Anderton Dr Winchester, TN MLS# 3098443
  • Recently Listed
1 of 16
$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
  • Recently Listed
1 of 9
$204,900
3

Beds

1.0

Baths

1,308

Sq.Ft.

115 7th Ave NE

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 290 Maple Bend Rd Winchester, TN MLS# 3093643
  • Recently Listed with Virtual Tour
1 of 68
$543,900
4

Beds

2.0

Baths

1,925

Sq.Ft.

290 Maple Bend Rd

Winchester, TN

MiddleTennessee
View 110 Cascade Dr Winchester, TN MLS# 3097653
  • Recently Listed
1 of 56
$619,900
4

Beds

2.1

Baths

2,464

Sq.Ft.

110 Cascade Dr

Winchester, TN

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

Beds

1.1

Baths

1,697

Sq.Ft.

801 S High St

Winchester, TN

MiddleTennessee
View 1019 Old Cowan Rd Winchester, TN MLS# 3097752
  • Recently Listed
1 of 23
$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
  • Recently Listed
1 of 55
$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
  • Recently Listed
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
  • Recently Listed
1 of 31
$429,900
4

Beds

2.0

Baths

2,094

Sq.Ft.

52 Wiseman Lane

Winchester, TN

MiddleTennessee
View 5257 Holders Cove Rd Winchester, TN MLS# 3093509
  • Recently Listed
1 of 12
$222,250
Studio

Beds

0.0

Baths

5257 Holders Cove Rd

Winchester, TN

MiddleTennessee
View 5257 Holders Cove Rd Winchester, TN MLS# 3093513
  • Recently Listed
1 of 12
$222,250
Studio

Beds

0.0

Baths

5257 Holders Cove Rd

Winchester, TN

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

Beds

3.1

Baths

2,497

Sq.Ft.

50 Pontoon Place

Winchester, TN

MiddleTennessee
View 67 Summerset Dr Winchester, TN MLS# 3093562
  • Recently Listed
1 of 54
$465,000
3

Beds

2.1

Baths

2,543

Sq.Ft.

67 Summerset Dr

Winchester, TN

MiddleTennessee
View 0 Old Tullahoma Rd Winchester, TN MLS# 3080240
  • Recently Listed
1 of 5
$249,999
Studio

Beds

0.0

Baths

0 Old Tullahoma Rd

Winchester, TN

MiddleTennessee
View 18 Shady Cove Ln Winchester, TN MLS# 3080250
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 1/18 2:00 PM - 4:00 PM
$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
  • Recently Listed
1 of 66
$600,000
3

Beds

2.1

Baths

2,782

Sq.Ft.

657 Pickney Rd

Winchester, TN

MiddleTennessee
View 6421 Lynchburg Rd Winchester, TN MLS# 3080425
  • Recently Listed
1 of 25
$374,900
2

Beds

2.0

Baths

1,540

Sq.Ft.

6421 Lynchburg Rd

Winchester, TN

MiddleTennessee
View 400 Cessna Cir Winchester, TN MLS# 3080449
$315,000
5

Beds

3.0

Baths

2,240

Sq.Ft.

400 Cessna Cir

Winchester, TN

MiddleTennessee
View 300 Old Clark Rd Winchester, TN MLS# 3080461
  • Recently Listed
1 of 43
$479,900
3

Beds

2.0

Baths

1,840

Sq.Ft.

300 Old Clark Rd

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

341

Estimated median home price

$250,000
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 - 100K103
$100K - 200K46
$200K - 300K49
$300K - 400K40
$400K - 500K24
$500K - 600K22
$600K - 700K17
$700K - 800K14
$800K - 900K6
$900K - 1M6
$1M - Max14

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family174
Townhouse3
Condo0
Commercial11
Rental28
Lots and Land147
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms3

(Data as of 1/16/2026)

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 1/18/2026.

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.