View 141 Whippoorwill Cove Rd Winchester, TN MLS# 3178272
$1,900,000
3

Beds

3.0

Baths

2,451

Sq.Ft.

141 Whippoorwill Cove Rd

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 205 Houghton Dr Winchester, TN MLS# 3178543
  • Recently Listed
1 of 41
$374,500
4

Beds

3.0

Baths

2,640

Sq.Ft.

205 Houghton Dr

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 49 Driftwood Ct Winchester, TN MLS# 3177740
  • Recently Listed
1 of 71
$627,781
4

Beds

2.1

Baths

2,893

Sq.Ft.

49 Driftwood Ct

Winchester, TN

MiddleTennessee
View 1087 Aedc Rd Winchester, TN MLS# 3177887
  • Recently Listed
1 of 42
$719,000
6,000

Sq.Ft.

1087 Aedc Rd

Winchester, TN

MiddleTennessee
View 0 AEDC Rd Winchester, TN MLS# 3177892
  • Recently Listed
1 of 10
$129,000
Studio

Beds

0.0

Baths

0 AEDC Rd

Winchester, TN

MiddleTennessee
View 0 AEDC Rd Winchester, TN MLS# 3177893
  • Recently Listed
1 of 10
$129,000
Studio

Beds

0.0

Baths

0 AEDC Rd

Winchester, TN

MiddleTennessee
View 0 AEDC Rd Winchester, TN MLS# 3177894
  • Recently Listed
1 of 13
$129,000
Studio

Beds

0.0

Baths

0 AEDC Rd

Winchester, TN

MiddleTennessee
View 59 Turtle Ct Winchester, TN MLS# 3177909
$695,900
4

Beds

3.1

Baths

2,560

Sq.Ft.

59 Turtle Ct

Winchester, TN

MiddleTennessee
View 97 Troy Ct Winchester, TN MLS# 3177958
  • Recently Listed
1 of 16
$289,500
3

Beds

2.0

Baths

1,214

Sq.Ft.

97 Troy Ct

Winchester, TN

MiddleTennessee
View 100 Barefoot Way Winchester, TN MLS# 3177964
$1,249,900
4

Beds

4.1

Baths

2,800

Sq.Ft.

100 Barefoot Way

Winchester, TN

MiddleTennessee
View 111 Barefoot Way Winchester, TN MLS# 3176169
  • Recently Listed
1 of 33
OPEN HOUSE: Sunday 4/19 1:00 PM - 4:00 PM
$619,900
4

Beds

2.1

Baths

1,981

Sq.Ft.

111 Barefoot Way

Winchester, TN

MiddleTennessee
View 114 Edgefield Ct Winchester, TN MLS# 3176303
  • Recently Listed
1 of 32
$399,900
2

Beds

2.0

Baths

1,640

Sq.Ft.

114 Edgefield Ct

Winchester, TN

MiddleTennessee
View 105 W Paradise Dr Winchester, TN MLS# 3175557
  • Recently Listed
1 of 58
$850,000
4

Beds

3.1

Baths

4,400

Sq.Ft.

105 W Paradise Dr

Winchester, TN

MiddleTennessee
View 64 Windjammer ct Winchester, TN MLS# 3175588
$699,999
3

Beds

3.1

Baths

2,841

Sq.Ft.

64 Windjammer 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 3115 Holders Cove Rd Winchester, TN MLS# 3173508
  • Recently Listed
1 of 32
$0
4

Beds

2.1

Baths

2,758

Sq.Ft.

3115 Holders Cove Rd

Winchester, TN

MiddleTennessee
View 0 Lynchburg Rd Winchester, TN MLS# 3173644
  • Recently Listed
1 of 35
$329,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

0 Lynchburg Rd

Winchester, TN

MiddleTennessee
View 0 Lynchburg Road Winchester, TN MLS# 3173646
  • Recently Listed
1 of 3
$119,900
Studio

Beds

0.0

Baths

0 Lynchburg Road

Winchester, TN

MiddleTennessee
View 98 Whippoorwill Cove Rd Winchester, TN MLS# 3173793
$899,900
3

Beds

4.0

Baths

3,258

Sq.Ft.

98 Whippoorwill Cove Rd

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

361

Estimated median home price

$325,000
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 - 200K65
$200K - 300K45
$300K - 400K39
$400K - 500K31
$500K - 600K31
$600K - 700K22
$700K - 800K16
$800K - 900K10
$900K - 1M6
$1M - Max27

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family203
Townhouse9
Condo1
Commercial12
Rental13
Lots and Land130
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms3

(Data as of 4/17/2026)

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 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 4/18/2026.

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.