369 total properties
View 53 River Watch Way Winchester, TN MLS# 3146597
$879,900
5

Beds

4.1

Baths

3,095

Sq.Ft.

53 River Watch Way

Winchester, TN

MiddleTennessee
View 494 Cascade Dr Winchester, TN MLS# 2993628
$879,000
4

Beds

3.1

Baths

3,361

Sq.Ft.

494 Cascade Dr

Winchester, TN

MiddleTennessee
View 282 Owl Hollow Ln Winchester, TN MLS# 3123764
$877,000
4

Beds

3.0

Baths

3,484

Sq.Ft.

282 Owl Hollow Ln

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 155 Cypress Point Dr Winchester, TN MLS# 3143288
$869,900
3

Beds

2.1

Baths

2,236

Sq.Ft.

155 Cypress Point Dr

Winchester, TN

MiddleTennessee
View 105 W Paradise Dr Winchester, TN MLS# 3175557
  • Recently Listed
1 of 74
$850,000
4

Beds

3.1

Baths

4,400

Sq.Ft.

105 W Paradise Dr

Winchester, TN

MiddleTennessee
View 105 W Paradise Drive Winchester, TN MLS# 1532891
  • Recently Listed
1 of 73
$850,000
4

Beds

3.1

Baths

4,100

Sq.Ft.

105 W Paradise Drive

Winchester, TN

Chattanooga
Courtesy of TENNESSEE MOUNTAIN PROPERTIES
View 17 Cannonball Ct Winchester, TN MLS# 3145555
$829,900
4

Beds

3.1

Baths

2,989

Sq.Ft.

17 Cannonball Ct

Winchester, TN

MiddleTennessee
View 0 College St Winchester, TN MLS# 2975107
$800,000

0 College St

Winchester, TN

MiddleTennessee
View 364 Blair Pond Rd Winchester, TN MLS# 3133833
$800,000
2,306

Sq.Ft.

364 Blair Pond Rd

Winchester, TN

MiddleTennessee
View 101 Cypress Point Dr Winchester, TN MLS# 3155553
$799,900
4

Beds

3.1

Baths

3,738

Sq.Ft.

101 Cypress Point Dr

Winchester, TN

MiddleTennessee
View 55 Windjammer Ct Winchester, TN MLS# 3178495
  • Recently Listed
1 of 39
$799,500
4

Beds

3.1

Baths

3,034

Sq.Ft.

55 Windjammer Ct

Winchester, TN

MiddleTennessee
View 630 Shadowbrook Rd Winchester, TN MLS# 3139037
$789,900
4

Beds

3.1

Baths

3,896

Sq.Ft.

630 Shadowbrook Rd

Winchester, TN

MiddleTennessee
View 397 Campfire Ct Winchester, TN MLS# 3158636
$774,900
5

Beds

3.1

Baths

2,805

Sq.Ft.

397 Campfire Ct

Winchester, TN

MiddleTennessee
View 0 Cascade Dr Winchester, TN MLS# 3175753
  • Recently Listed
1 of 33
$774,900
4

Beds

4.1

Baths

3,090

Sq.Ft.

0 Cascade Dr

Winchester, TN

MiddleTennessee
View 71 Windjammer Ct Winchester, TN MLS# 3145214
$765,000
4

Beds

3.1

Baths

3,017

Sq.Ft.

71 Windjammer Ct

Winchester, TN

MiddleTennessee
View 16 Blairmont Ct Winchester, TN MLS# 3173350
  • Recently Listed
1 of 44
$749,500
4

Beds

3.1

Baths

4,109

Sq.Ft.

16 Blairmont Ct

Winchester, TN

MiddleTennessee
View 117 1st Ave NE Winchester, TN MLS# 3118418
$749,000
4,848

Sq.Ft.

117 1st Ave NE

Winchester, TN

MiddleTennessee
View 47 Long View Dr Winchester, TN MLS# 3145816
$749,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

47 Long View Dr

Winchester, TN

MiddleTennessee
View 142 Hammock Drive Winchester, TN MLS# 3148575
  • New Construction
1 of 33
$744,900
4

Beds

3.1

Baths

3,034

Sq.Ft.

142 Hammock Drive

Winchester, TN

MiddleTennessee
View 323 Ridgecrest Dr Winchester, TN MLS# 3155247
  • Virtual Tour
1 of 82
$734,900
4

Beds

5.0

Baths

3,960

Sq.Ft.

323 Ridgecrest Dr

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 4/26/2026.

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.