View 585 Deep Hollow Ln Winchester, TN MLS# 3511191
$589,000
0.0

Baths

585 Deep Hollow Ln

Winchester, TN

MiddleTennessee
View 8 Latitude Dr Winchester, TN MLS# 3253626
$587,900
5

Beds

4.0

Baths

2,753

Sq.Ft.

8 Latitude Dr

Winchester, TN

MiddleTennessee
View 205 Billy Goat Hill Rd Winchester, TN MLS# 3527505
$585,000
2

Beds

3.0

Baths

2,634

Sq.Ft.

205 Billy Goat Hill Rd

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 913 S College St Winchester, TN MLS# 3168419
$559,000
3,200

Sq.Ft.

913 S College St

Winchester, TN

MiddleTennessee
View 0 College St Winchester, TN MLS# 3211606
$558,000

0 College St

Winchester, TN

MiddleTennessee
View 0 DECHERD BLVD Winchester, TN MLS# 3071515
  • Virtual Tour
1 of 10
$550,000

0 DECHERD BLVD

Winchester, TN

Courtesy of Tullahoma - WEICHERT, REALTORS® - Joe Orr & Associates
View 25 Grant St Winchester, TN MLS# 3168316
$550,000
43,560

Sq.Ft.

25 Grant St

Winchester, TN

MiddleTennessee
View 974 Lynchburg Rd Winchester, TN MLS# 2650363
$549,900
6

Beds

4.0

Baths

8,508

Sq.Ft.

974 Lynchburg Rd

Winchester, TN

MiddleTennessee
View 34 S Jefferson Winchester, TN MLS# 3230479
$549,900
2,720

Sq.Ft.

34 S Jefferson

Winchester, TN

MiddleTennessee
View 903 Old Estill Springs Rd Winchester, TN MLS# 3634431
  • Recently Listed
1 of 43
OPEN HOUSE: Sunday 11/15 1:00 PM - 3:00 PM
$549,900
4

Beds

2.0

Baths

2,885

Sq.Ft.

903 Old Estill Springs Rd

Winchester, TN

MiddleTennessee
View 16 Bingham Ct Winchester, TN MLS# 3170004
$549,000
3

Beds

3.0

Baths

1,952

Sq.Ft.

16 Bingham Ct

Winchester, TN

MiddleTennessee
View 605 River Watch Way Winchester, TN MLS# 3545612
$524,900
3

Beds

2.1

Baths

1,789

Sq.Ft.

605 River Watch Way

Winchester, TN

MiddleTennessee
View 185 Creasman Dr Winchester, TN MLS# 3631901
  • Recently Listed
1 of 9
$520,000
6,500

Sq.Ft.

185 Creasman Dr

Winchester, TN

Courtesy of Tullahoma - WEICHERT, REALTORS® - Joe Orr & Associates
View 0 Haddon Lane Winchester, TN MLS# 2946006
$509,450
0.0

Baths

0 Haddon Lane

Winchester, TN

MiddleTennessee
View 0 Dry Creek Lane Winchester, TN MLS# 3217180
$499,900
0.0

Baths

0 Dry Creek Lane

Winchester, TN

MiddleTennessee
View 903 Old Estill Springs Rd Winchester, TN MLS# 3634429
  • Recently Listed
1 of 43
OPEN HOUSE: Sunday 11/15 1:00 PM - 3:00 PM
$499,900
4

Beds

2.0

Baths

2,885

Sq.Ft.

903 Old Estill Springs Rd

Winchester, TN

MiddleTennessee
View 44 Hammock Dr Winchester, TN MLS# 3260224
$499,000
3

Beds

2.1

Baths

2,266

Sq.Ft.

44 Hammock Dr

Winchester, TN

MiddleTennessee
View 314 Lookout Drive Winchester, TN MLS# 1543366
$499,000
3

Beds

2.1

Baths

2,357

Sq.Ft.

314 Lookout Drive

Winchester, TN

Chattanooga
Courtesy of THE AGENCY CHATTANOOGA
View 65 Duncan Ln Winchester, TN MLS# 3268487
$489,900
4

Beds

4.0

Baths

2,084

Sq.Ft.

65 Duncan Ln

Winchester, TN

MiddleTennessee
View 735 Shadowbrook Rd Winchester, TN MLS# 3593613
$489,000
3

Beds

3.0

Baths

2,530

Sq.Ft.

735 Shadowbrook Rd

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

334

Estimated median home price

$347,000
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 - 100K69
$100K - 200K56
$200K - 300K38
$300K - 400K50
$400K - 500K31
$500K - 600K19
$600K - 700K16
$700K - 800K17
$800K - 900K3
$900K - 1M11
$1M - Max24

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family178
Townhouse7
Condo0
Commercial21
Rental19
Lots and Land118
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home1
Farms3

(Data as of 11/14/2026)

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 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.