View 0 DECHERD BLVD Winchester, TN MLS# 3071515
  • Virtual Tour
1 of 9
$550,000

0 DECHERD BLVD

Winchester, TN

Courtesy of Tullahoma - WEICHERT, REALTORS® - Joe Orr & Associates
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 109 Carter Farris Ln Winchester, TN MLS# 2981370
$549,900
6

Beds

4.0

Baths

3,158

Sq.Ft.

109 Carter Farris Ln

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 905 S Jefferson St Winchester, TN MLS# 3131761
$545,000
4

Beds

3.1

Baths

4,041

Sq.Ft.

905 S Jefferson St

Winchester, TN

MiddleTennessee
View 290 Maple Bend Rd Winchester, TN MLS# 3093643
  • Virtual Tour
1 of 68
$543,900
4

Beds

2.0

Baths

1,925

Sq.Ft.

290 Maple Bend Rd

Winchester, TN

MiddleTennessee
View 22 Driftwood Ct Winchester, TN MLS# 3145575
  • Recently Listed
1 of 36
$539,900
3

Beds

2.1

Baths

2,020

Sq.Ft.

22 Driftwood Ct

Winchester, TN

MiddleTennessee
View 466 Willow Oak Dr Winchester, TN MLS# 3002054
$539,000
5

Beds

2.2

Baths

4,244

Sq.Ft.

466 Willow Oak Dr

Winchester, TN

MiddleTennessee
View 0 Deer Valley Winchester, TN MLS# 3145847
  • Recently Listed
1 of 7
$538,900
3

Beds

2.0

Baths

2,012

Sq.Ft.

0 Deer Valley

Winchester, TN

MiddleTennessee
View 69 Anderton Dr Winchester, TN MLS# 3131553
  • Virtual Tour
1 of 46
$515,000
3

Beds

2.1

Baths

2,564

Sq.Ft.

69 Anderton Dr

Winchester, TN

MiddleTennessee
View 5 Lookout Dr Winchester, TN MLS# 3136720
$515,000
3

Beds

2.1

Baths

2,077

Sq.Ft.

5 Lookout Dr

Winchester, TN

MiddleTennessee
View 0 Haddon Lane Winchester, TN MLS# 2946006
$509,450
Studio

Beds

0.0

Baths

0 Haddon Lane

Winchester, TN

MiddleTennessee
View 148 Brandi Way Winchester, TN MLS# 3112002
  • Virtual Tour
1 of 64
$499,900
4

Beds

3.0

Baths

2,564

Sq.Ft.

148 Brandi Way

Winchester, TN

MiddleTennessee
View 2607 Old Tullahoma Rd Winchester, TN MLS# 3123438
$499,900
4

Beds

2.1

Baths

2,645

Sq.Ft.

2607 Old Tullahoma Rd

Winchester, TN

MiddleTennessee
View 103 Anderton Dr Winchester, TN MLS# 3143442
  • Recently Listed
1 of 60
$496,800
5

Beds

3.0

Baths

2,160

Sq.Ft.

103 Anderton Dr

Winchester, TN

MiddleTennessee
View 201 Lookout Dr Winchester, TN MLS# 3122598
  • New Construction
1 of 49
$490,000
3

Beds

2.1

Baths

2,543

Sq.Ft.

201 Lookout Dr

Winchester, TN

MiddleTennessee
View 146 Island Way Winchester, TN MLS# 3000055
$489,900
4

Beds

3.0

Baths

2,578

Sq.Ft.

146 Island Way

Winchester, TN

MiddleTennessee
View 65 Duncan Ln Winchester, TN MLS# 3083928
$489,900
Studio

Beds

0.0

Baths

2,084

Sq.Ft.

65 Duncan Ln

Winchester, TN

MiddleTennessee
View 270 Wood Bluff Rd Winchester, TN MLS# 3134071
  • Recently Listed
1 of 55
$489,000
4

Beds

2.1

Baths

2,228

Sq.Ft.

270 Wood Bluff Rd

Winchester, TN

MiddleTennessee
View 0 Lookout Drive Winchester, TN MLS# 3015905
  • New Construction
1 of 14
$484,900
3

Beds

2.0

Baths

2,290

Sq.Ft.

0 Lookout Drive

Winchester, TN

MiddleTennessee
View 220 Bryan Dr Winchester, TN MLS# 3121591
$479,900
4

Beds

3.1

Baths

2,209

Sq.Ft.

220 Bryan Dr

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

355

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 - 100K76
$100K - 200K58
$200K - 300K50
$300K - 400K46
$400K - 500K31
$500K - 600K29
$600K - 700K17
$700K - 800K16
$800K - 900K6
$900K - 1M5
$1M - Max21

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family198
Townhouse10
Condo1
Commercial10
Rental13
Lots and Land129
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms4

(Data as of 3/16/2026)

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 3/16/2026.

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.