View 18 Shady Cove Ln Winchester, TN MLS# 3080250
$589,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

18 Shady Cove Ln

Winchester, TN

MiddleTennessee
View 657 Pickney Rd Winchester, TN MLS# 3080347
$600,000
3

Beds

2.1

Baths

2,782

Sq.Ft.

657 Pickney Rd

Winchester, TN

MiddleTennessee
View 400 Cessna Cir Winchester, TN MLS# 3080449
  • Virtual Tour
1 of 24
$314,000
5

Beds

3.0

Baths

2,218

Sq.Ft.

400 Cessna Cir

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 300 Old Clark Rd Winchester, TN MLS# 3080461
$459,000
3

Beds

2.0

Baths

1,840

Sq.Ft.

300 Old Clark Rd

Winchester, TN

MiddleTennessee
View 0 Georgia Crossings Rd Winchester, TN MLS# 3083817
$110,000
Studio

Beds

0.0

Baths

0 Georgia Crossings Rd

Winchester, TN

MiddleTennessee
View 208 Loop Dr Winchester, TN MLS# 3079800
$1,229,900
4

Beds

3.1

Baths

2,906

Sq.Ft.

208 Loop Dr

Winchester, TN

MiddleTennessee
View 638 Haddon Ln Winchester, TN MLS# 3079873
  • New Construction
1 of 12
$279,000
3

Beds

2.0

Baths

1,247

Sq.Ft.

638 Haddon Ln

Winchester, TN

MiddleTennessee
View 614 Haddon Ln Winchester, TN MLS# 3079877
  • New Construction
1 of 12
$279,000
3

Beds

2.0

Baths

1,247

Sq.Ft.

614 Haddon Ln

Winchester, TN

MiddleTennessee
View 1011 Massengill St Winchester, TN MLS# 3079950
$199,900
3

Beds

2.0

Baths

1,672

Sq.Ft.

1011 Massengill St

Winchester, TN

MiddleTennessee
View 134 Kenmore Ave Winchester, TN MLS# 3080092
$187,200
2

Beds

1.0

Baths

774

Sq.Ft.

134 Kenmore Ave

Winchester, TN

MiddleTennessee
View 101 N Shephard St Winchester, TN MLS# 3079702
$327,900
3

Beds

2.1

Baths

1,358

Sq.Ft.

101 N Shephard St

Winchester, TN

MiddleTennessee
View 383 Strawberry Dr Winchester, TN MLS# 3079332
$305,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

383 Strawberry Dr

Winchester, TN

MiddleTennessee
View 656 SHADOWBROOK RD Winchester, TN MLS# 3078727
$579,000
3

Beds

2.1

Baths

2,946

Sq.Ft.

656 SHADOWBROOK RD

Winchester, TN

MiddleTennessee
View 0 Ridgecrest Ct Winchester, TN MLS# 3078799
  • New Construction
1 of 10
$659,900
4

Beds

3.1

Baths

2,852

Sq.Ft.

0 Ridgecrest Ct

Winchester, TN

MiddleTennessee
View 286 Strawberry Dr Winchester, TN MLS# 3078933
$259,900
3

Beds

2.0

Baths

1,150

Sq.Ft.

286 Strawberry Dr

Winchester, TN

MiddleTennessee
View 20 Windjammer Ct Winchester, TN MLS# 3078990
$799,900
4

Beds

3.0

Baths

3,032

Sq.Ft.

20 Windjammer Ct

Winchester, TN

MiddleTennessee
View 279 Hammock Drive Winchester, TN MLS# 3079153
  • New Construction
1 of 89
$954,000
4

Beds

3.1

Baths

3,341

Sq.Ft.

279 Hammock Drive

Winchester, TN

MiddleTennessee
View 0 Suntan Court Winchester, TN MLS# 3078602
$140,000
Studio

Beds

0.0

Baths

0 Suntan Court

Winchester, TN

MiddleTennessee
View 305 Oak Leaf Cir Winchester, TN MLS# 3078671
$361,500
4

Beds

3.0

Baths

1,864

Sq.Ft.

305 Oak Leaf Cir

Winchester, TN

MiddleTennessee
View 0 AEDC Rd Winchester, TN MLS# 3073348
$0
Studio

Beds

0.0

Baths

0 AEDC Rd

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

367

Estimated median home price

$240,000
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 - 100K105
$100K - 200K62
$200K - 300K44
$300K - 400K48
$400K - 500K25
$500K - 600K28
$600K - 700K16
$700K - 800K11
$800K - 900K4
$900K - 1M4
$1M - Max20

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family180
Townhouse5
Condo1
Commercial11
Rental18
Lots and Land163
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms3

(Data as of 3/3/2026)

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 3/4/2026.

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.