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

Beds

2.0

Baths

1,224

Sq.Ft.

96 Liberty Rd

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
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 4025 David Crockett Pkwy W Winchester, TN MLS# 3013903
$289,900
4

Beds

2.0

Baths

2,560

Sq.Ft.

4025 David Crockett Pkwy W

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 218 Susie Dr Winchester, TN MLS# 2921845
$281,000
3

Beds

2.0

Baths

1,446

Sq.Ft.

218 Susie Dr

Winchester, TN

MiddleTennessee
View 406 Asia Rd Winchester, TN MLS# 3011908
$280,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

406 Asia Rd

Winchester, TN

Courtesy of Murfreesboro - Weichert Realtors – The Andrews Group
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 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
  • 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 203 3rd Ave NE Winchester, TN MLS# 2982015
$275,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

203 3rd Ave NE

Winchester, TN

MiddleTennessee
View 201&203 3rd Ave NE Winchester, TN MLS# 238928
  • Virtual Tour
1 of 55
$275,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

201&203 3rd Ave NE

Winchester, TN

View 203 3rd Ave NE Winchester, TN MLS# 2986769
$275,000
4

Beds

0.0

Baths

1,344

Sq.Ft.

203 3rd Ave NE

Winchester, TN

MiddleTennessee
View 301 Shephard Street N Winchester, TN MLS# 2971823
$260,000
2

Beds

2.0

Baths

1,313

Sq.Ft.

301 Shephard Street N

Winchester, TN

MiddleTennessee
View 620 Maple Bend Rd Winchester, TN MLS# 3017138
$260,000
3

Beds

2.0

Baths

1,632

Sq.Ft.

620 Maple Bend Rd

Winchester, TN

MiddleTennessee
View 286 Strawberry Dr Winchester, TN MLS# 3078933
  • Recently Listed
1 of 25
OPEN HOUSE: Sunday 1/25 1:00 PM - 3:00 PM
$259,900
3

Beds

2.0

Baths

1,150

Sq.Ft.

286 Strawberry Dr

Winchester, TN

MiddleTennessee
View 1102 N High St Winchester, TN MLS# 3112949
  • Recently Listed
1 of 21
$259,900
3

Beds

2.0

Baths

1,353

Sq.Ft.

1102 N High St

Winchester, TN

MiddleTennessee
View 119 Highland Dr Winchester, TN MLS# 3112733
  • Recently Listed
1 of 18
$254,900
3

Beds

1.0

Baths

1,433

Sq.Ft.

119 Highland Dr

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

343

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 - 100K104
$100K - 200K46
$200K - 300K46
$300K - 400K46
$400K - 500K24
$500K - 600K23
$600K - 700K15
$700K - 800K12
$800K - 900K4
$900K - 1M7
$1M - Max16

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family173
Townhouse4
Condo0
Commercial11
Rental26
Lots and Land147
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms4

(Data as of 1/22/2026)

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 1/25/2026.

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.