View 111 Dogwood Ln Winchester, TN MLS# 3098815
  • Recently Listed
1 of 26
$305,000
3

Beds

1.0

Baths

1,822

Sq.Ft.

111 Dogwood Ln

Winchester, TN

MiddleTennessee
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 400 Cessna Cir Winchester, TN MLS# 3080449
  • Recently Listed with Virtual Tour
1 of 25
$315,000
5

Beds

3.0

Baths

2,218

Sq.Ft.

400 Cessna Cir

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 638 Haddon Ln Winchester, TN MLS# 3079873
  • Recently Listed
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
  • Recently Listed
1 of 12
$279,000
3

Beds

2.0

Baths

1,247

Sq.Ft.

614 Haddon Ln

Winchester, TN

MiddleTennessee
View 101 N Shephard St Winchester, TN MLS# 3079702
  • Recently Listed
1 of 32
$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
  • Recently Listed
1 of 20
$305,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

383 Strawberry Dr

Winchester, TN

MiddleTennessee
View 105 Shephard St N Winchester, TN MLS# 3072082
$327,900
3

Beds

2.1

Baths

1,358

Sq.Ft.

105 Shephard St N

Winchester, TN

MiddleTennessee
View 43 Liberty Rd Winchester, TN MLS# 3059571
$319,000
3

Beds

2.0

Baths

1,525

Sq.Ft.

43 Liberty Rd

Winchester, TN

MiddleTennessee
View 99 N Shephard St Winchester, TN MLS# 3059253
  • New Construction
1 of 22
$309,900
3

Beds

2.0

Baths

1,213

Sq.Ft.

99 N Shephard St

Winchester, TN

MiddleTennessee
View 14 Hazelwood Ln Winchester, TN MLS# 3054444
  • Virtual Tour
1 of 34
$289,900
3

Beds

2.0

Baths

1,552

Sq.Ft.

14 Hazelwood Ln

Winchester, TN

MiddleTennessee
View 41 Cheyenne Ave Winchester, TN MLS# 3051344
$279,900
3

Beds

2.0

Baths

1,563

Sq.Ft.

41 Cheyenne Ave

Winchester, TN

MiddleTennessee
View 21 Hilltop Dr Winchester, TN MLS# 3047683
$364,500
3

Beds

2.0

Baths

1,502

Sq.Ft.

21 Hilltop Dr

Winchester, TN

MiddleTennessee
View 204 Orchard Ln Winchester, TN MLS# 3046743
$329,900
3

Beds

2.0

Baths

1,680

Sq.Ft.

204 Orchard Ln

Winchester, TN

MiddleTennessee
View 96 Liberty Rd Winchester, TN MLS# 3046899
$290,900
3

Beds

2.0

Baths

1,224

Sq.Ft.

96 Liberty Rd

Winchester, TN

MiddleTennessee
View 103 N Shephard St Winchester, TN MLS# 3042038
$309,900
3

Beds

2.0

Baths

1,213

Sq.Ft.

103 N Shephard St

Winchester, TN

MiddleTennessee
View 305 Duncan Ln Winchester, TN MLS# 3041331
$349,900
3

Beds

2.1

Baths

1,692

Sq.Ft.

305 Duncan Ln

Winchester, TN

MiddleTennessee
View 311 N Jefferson St Winchester, TN MLS# 3034046
$349,900
4

Beds

2.0

Baths

3,888

Sq.Ft.

311 N Jefferson St

Winchester, TN

MiddleTennessee
View 563 Paynes Church Rd Winchester, TN MLS# 3031703
  • New Construction
1 of 36
$350,000
3

Beds

2.0

Baths

1,508

Sq.Ft.

563 Paynes Church Rd

Winchester, TN

MiddleTennessee
View 585 Paynes Church Rd Winchester, TN MLS# 3031708
  • New Construction
1 of 36
$350,000
3

Beds

2.0

Baths

1,508

Sq.Ft.

585 Paynes Church Rd

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

339

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 - 100K105
$100K - 200K44
$200K - 300K42
$300K - 400K45
$400K - 500K24
$500K - 600K23
$600K - 700K16
$700K - 800K12
$800K - 900K4
$900K - 1M7
$1M - Max17

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family170
Townhouse4
Condo0
Commercial12
Rental26
Lots and Land145
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms4

(Data as of 1/27/2026)

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 1/27/2026.

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.