373 total properties
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 2607 Old Tullahoma Rd Winchester, TN MLS# 3123438
  • Recently Listed
1 of 17
$525,000
4

Beds

2.1

Baths

2,645

Sq.Ft.

2607 Old Tullahoma Rd

Winchester, TN

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

Beds

2.1

Baths

2,564

Sq.Ft.

69 Anderton Dr

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 137 Campfire Ct Winchester, TN MLS# 3068241
$489,900
5

Beds

3.0

Baths

2,052

Sq.Ft.

137 Campfire Ct

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 201 Lookout Dr Winchester, TN MLS# 3122598
  • Recently Listed
1 of 49
$485,000
3

Beds

2.1

Baths

2,543

Sq.Ft.

201 Lookout Dr

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
  • Recently Listed
1 of 24
$479,900
4

Beds

3.1

Baths

2,209

Sq.Ft.

220 Bryan Dr

Winchester, TN

MiddleTennessee
View 188 Wiseman Ln Winchester, TN MLS# 3058511
$474,900
4

Beds

2.0

Baths

2,269

Sq.Ft.

188 Wiseman Ln

Winchester, TN

MiddleTennessee
View 160 Wiseman Ln Winchester, TN MLS# 3058512
  • New Construction
1 of 27
$474,900
4

Beds

2.0

Baths

2,187

Sq.Ft.

160 Wiseman Ln

Winchester, TN

MiddleTennessee
View 65 Campfire Ct Winchester, TN MLS# 3120256
$474,900
4

Beds

2.1

Baths

2,564

Sq.Ft.

65 Campfire Ct

Winchester, TN

MiddleTennessee
View 67 Summerset Dr Winchester, TN MLS# 3093562
  • New Construction
1 of 54
$470,000
3

Beds

2.1

Baths

2,543

Sq.Ft.

67 Summerset Dr

Winchester, TN

MiddleTennessee
View 172 Lookout Dr Winchester, TN MLS# 3132416
$469,900
3

Beds

2.0

Baths

1,817

Sq.Ft.

172 Lookout Dr

Winchester, TN

MiddleTennessee
View 203 Campfire Ct Winchester, TN MLS# 2973243
$469,000
4

Beds

2.1

Baths

2,141

Sq.Ft.

203 Campfire Ct

Winchester, TN

MiddleTennessee
View 91 Country Club Ter Winchester, TN MLS# 3123834
$460,000
3

Beds

2.2

Baths

3,242

Sq.Ft.

91 Country Club Ter

Winchester, TN

MiddleTennessee
View 102 Dogwood Ln Winchester, TN MLS# 3110176
$459,900
3

Beds

2.1

Baths

2,688

Sq.Ft.

102 Dogwood Ln

Winchester, TN

MiddleTennessee

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 2/25/2026.

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.