View 160 Anderton Dr Winchester, TN MLS# 2927606
$429,900
4

Beds

2.0

Baths

1,900

Sq.Ft.

160 Anderton Dr

Winchester, TN

MiddleTennessee
View 74 Freedom Ln Winchester, TN MLS# 3058554
$429,000
2

Beds

2.0

Baths

2,244

Sq.Ft.

74 Freedom Ln

Winchester, TN

MiddleTennessee
View 135 Carter Rd Winchester, TN MLS# 3070138
  • Recently Listed with Virtual Tour
1 of 52
$415,000
4

Beds

3.1

Baths

2,884

Sq.Ft.

135 Carter Rd

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 295 Metcalf Rd Winchester, TN MLS# 3042339
$409,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

295 Metcalf Rd

Winchester, TN

MiddleTennessee
View 60 Sharp Cir Winchester, TN MLS# 2980827
$405,000
3

Beds

3.0

Baths

2,956

Sq.Ft.

60 Sharp Cir

Winchester, TN

MiddleTennessee
View 1313 Liberty Rd Winchester, TN MLS# 2958478
$399,900
4

Beds

2.0

Baths

1,651

Sq.Ft.

1313 Liberty Rd

Winchester, TN

MiddleTennessee
View 311 N Jefferson St Winchester, TN MLS# 3034046
$399,900
4

Beds

2.0

Baths

3,888

Sq.Ft.

311 N Jefferson St

Winchester, TN

MiddleTennessee
View 44 Houghton Dr Winchester, TN MLS# 3042360
$399,900
4

Beds

2.2

Baths

2,197

Sq.Ft.

44 Houghton Dr

Winchester, TN

MiddleTennessee
View 44 Rocky Hollow Dr Winchester, TN MLS# 3069314
  • Recently Listed with Virtual Tour
1 of 39
$399,900
3

Beds

3.0

Baths

2,208

Sq.Ft.

44 Rocky Hollow Dr

Winchester, TN

MiddleTennessee
View 1111 Holders Cove Rd Winchester, TN MLS# 2946840
$399,000
3

Beds

1.1

Baths

1,508

Sq.Ft.

1111 Holders Cove Rd

Winchester, TN

MiddleTennessee
View 189 Pickney Rd Winchester, TN MLS# 3067416
  • Recently Listed
1 of 40
$395,000
3

Beds

2.0

Baths

2,607

Sq.Ft.

189 Pickney Rd

Winchester, TN

MiddleTennessee
View 675 Bible Crossing Rd Winchester, TN MLS# 3048722
$389,900
5

Beds

2.1

Baths

2,520

Sq.Ft.

675 Bible Crossing Rd

Winchester, TN

MiddleTennessee
View 482 Boswell Rd Winchester, TN MLS# 3045281
  • New Construction
1 of 36
$389,000
3

Beds

2.0

Baths

1,527

Sq.Ft.

482 Boswell Rd

Winchester, TN

MiddleTennessee
View 500 Golf Shores Dr Winchester, TN MLS# 2963154
$388,000
4

Beds

2.1

Baths

2,472

Sq.Ft.

500 Golf Shores Dr

Winchester, TN

MiddleTennessee
View 17 Favre Cir Winchester, TN MLS# 3051345
$374,900
3

Beds

2.0

Baths

1,615

Sq.Ft.

17 Favre Cir

Winchester, TN

MiddleTennessee
View 120 Dogwood Ln Winchester, TN MLS# 3057956
$374,900
3

Beds

2.0

Baths

2,172

Sq.Ft.

120 Dogwood Ln

Winchester, TN

MiddleTennessee
View 1718 Galloway Lane Winchester, TN MLS# 2967681
  • New Construction
1 of 52
$369,550
3

Beds

2.0

Baths

1,726

Sq.Ft.

1718 Galloway Lane

Winchester, TN

MiddleTennessee
View 21 Hilltop Dr Winchester, TN MLS# 3047683
$369,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

21 Hilltop Dr

Winchester, TN

MiddleTennessee
View 77 Island Way Winchester, TN MLS# 3017147
$367,500
2

Beds

2.0

Baths

1,339

Sq.Ft.

77 Island Way

Winchester, TN

MiddleTennessee
View 442 Golf Shores Dr Winchester, TN MLS# 2986258
$360,000
3

Beds

2.0

Baths

1,668

Sq.Ft.

442 Golf Shores Dr

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

327

Estimated median home price

$245,000
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 - 100K106
$100K - 200K43
$200K - 300K47
$300K - 400K38
$400K - 500K24
$500K - 600K15
$600K - 700K17
$700K - 800K12
$800K - 900K6
$900K - 1M5
$1M - Max14

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family158
Townhouse6
Condo0
Commercial11
Rental21
Lots and Land148
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms1

(Data as of 1/2/2026)

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 1/2/2026.

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.