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 101 N Shephard St Winchester, TN MLS# 3079702
$327,900
3

Beds

2.1

Baths

1,358

Sq.Ft.

101 N Shephard St

Winchester, TN

MiddleTennessee
View 103 Lisa Cir Winchester, TN MLS# 2995865
$325,000
3

Beds

2.0

Baths

1,570

Sq.Ft.

103 Lisa Cir

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 209 Franklin Park Winchester, TN MLS# 3118292
$325,000
3

Beds

2.0

Baths

2,053

Sq.Ft.

209 Franklin Park

Winchester, TN

MiddleTennessee
View 1587 By Pass Rd Winchester, TN MLS# 3146615
  • Recently Listed
1 of 2
$325,000
3

Beds

2.0

Baths

1,620

Sq.Ft.

1587 By Pass Rd

Winchester, TN

MiddleTennessee
View 667 Maple Bend Rd Winchester, TN MLS# 2992113
$320,000
2

Beds

1.1

Baths

1,200

Sq.Ft.

667 Maple Bend Rd

Winchester, TN

MiddleTennessee
View 400 Cessna Cir Winchester, TN MLS# 3080449
  • Virtual Tour
1 of 24
$314,000
5

Beds

3.0

Baths

2,218

Sq.Ft.

400 Cessna Cir

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 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 383 Strawberry Dr Winchester, TN MLS# 3079332
$303,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

383 Strawberry Dr

Winchester, TN

MiddleTennessee
View 111 Dogwood Ln Winchester, TN MLS# 3098815
$300,000
3

Beds

1.0

Baths

1,822

Sq.Ft.

111 Dogwood Ln

Winchester, TN

MiddleTennessee
View 217 S Porter St Winchester, TN MLS# 3138749
$299,999
3

Beds

2.1

Baths

1,575

Sq.Ft.

217 S Porter St

Winchester, TN

MiddleTennessee
View 215 S Porter St Winchester, TN MLS# 3138752
$299,999
3

Beds

2.1

Baths

1,575

Sq.Ft.

215 S Porter St

Winchester, TN

MiddleTennessee
View 213 S Porter St Winchester, TN MLS# 3138753
$299,999
3

Beds

2.1

Baths

1,575

Sq.Ft.

213 S Porter St

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 Lisa Cir Winchester, TN MLS# 3158930
  • Recently Listed
1 of 31
$299,900
3

Beds

2.0

Baths

1,380

Sq.Ft.

102 Lisa Cir

Winchester, TN

MiddleTennessee
View 803 Shepard St S Winchester, TN MLS# 2789320
  • New Construction
1 of 33
$289,900
3

Beds

2.0

Baths

1,310

Sq.Ft.

803 Shepard St S

Winchester, TN

MiddleTennessee
View 621 S Jefferson St Winchester, TN MLS# 2989960
$279,000
3

Beds

1.0

Baths

2,236

Sq.Ft.

621 S Jefferson St

Winchester, TN

MiddleTennessee
View 638 Haddon Ln Winchester, TN MLS# 3079873
  • New Construction
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
  • New Construction
1 of 12
$279,000
3

Beds

2.0

Baths

1,247

Sq.Ft.

614 Haddon Ln

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

356

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 - 100K79
$100K - 200K61
$200K - 300K48
$300K - 400K39
$400K - 500K31
$500K - 600K29
$600K - 700K16
$700K - 800K17
$800K - 900K8
$900K - 1M5
$1M - Max23

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family196
Townhouse9
Condo1
Commercial10
Rental11
Lots and Land133
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home1
Farms3

(Data as of 3/24/2026)

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 3/26/2026.

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.