View 301 N Shephard St Winchester, TN MLS# 3136183
  • Recently Listed
1 of 39
$260,000
2

Beds

2.0

Baths

1,313

Sq.Ft.

301 N Shephard St

Winchester, TN

MiddleTennessee
View 185 Wakeboard Way Winchester, TN MLS# 3136186
  • Recently Listed with Virtual Tour
1 of 72
$1,039,990
6

Beds

4.1

Baths

3,811

Sq.Ft.

185 Wakeboard Way

Winchester, TN

MiddleTennessee
View 95 Reid Ln Winchester, TN MLS# 3134788
  • Recently Listed
1 of 19
$224,900
3

Beds

2.0

Baths

1,050

Sq.Ft.

95 Reid Ln

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 107 Highland Dr Winchester, TN MLS# 3134922
  • Recently Listed
1 of 24
$230,000
2

Beds

1.0

Baths

1,348

Sq.Ft.

107 Highland Dr

Winchester, TN

MiddleTennessee
View 401 E Petty Ln Winchester, TN MLS# 3134995
  • Recently Listed
1 of 59
$375,000
3

Beds

2.1

Baths

2,653

Sq.Ft.

401 E Petty 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 Sharp Springs Rd Winchester, TN MLS# 3134214
  • Recently Listed
1 of 9
$139,900
Studio

Beds

0.0

Baths

0 Sharp Springs Rd

Winchester, TN

MiddleTennessee
View 540 Milton Lane Winchester, TN MLS# 3134500
  • Recently Listed
1 of 24
$203,900
3

Beds

2.0

Baths

1,064

Sq.Ft.

540 Milton Lane

Winchester, TN

MiddleTennessee
View 246 Lookout Dr Winchester, TN MLS# 3134022
  • Recently Listed
1 of 32
$449,900
4

Beds

2.0

Baths

2,044

Sq.Ft.

246 Lookout Dr

Winchester, TN

MiddleTennessee
View 0 River Watch Way Winchester, TN MLS# 3134024
  • Recently Listed
1 of 3
$94,900
Studio

Beds

0.0

Baths

0 River Watch Way

Winchester, TN

MiddleTennessee
View 364 Blair Pond Rd Winchester, TN MLS# 3133833
  • Recently Listed
1 of 6
$800,000
2,306

Sq.Ft.

364 Blair Pond Rd

Winchester, TN

MiddleTennessee
View 711 Hunt Street Winchester, TN MLS# 3133173
  • Recently Listed
1 of 30
$214,900
3

Beds

2.0

Baths

1,176

Sq.Ft.

711 Hunt Street

Winchester, TN

MiddleTennessee
View 657 Country Club Ln Winchester, TN MLS# 3133347
$389,900
3

Beds

2.0

Baths

2,101

Sq.Ft.

657 Country Club Ln

Winchester, TN

MiddleTennessee
View 712 Fanning Bend Dr Winchester, TN MLS# 3133386
  • Recently Listed
1 of 41
$1,275,000
4

Beds

4.1

Baths

3,492

Sq.Ft.

712 Fanning Bend Dr

Winchester, TN

MiddleTennessee
View 696 Fanning Bend Dr Winchester, TN MLS# 3132898
  • Recently Listed
1 of 44
$1,300,000
4

Beds

3.1

Baths

3,385

Sq.Ft.

696 Fanning Bend Dr

Winchester, TN

MiddleTennessee
View 145 Franklin Heights Dr Winchester, TN MLS# 3132172
$610,000
3

Beds

2.1

Baths

2,682

Sq.Ft.

145 Franklin Heights Dr

Winchester, TN

MiddleTennessee
View 814 River Watch Way Winchester, TN MLS# 3132232
$729,900
3

Beds

3.1

Baths

2,650

Sq.Ft.

814 River Watch Way

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 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
View 506 6th Ave NW Winchester, TN MLS# 3131585
$174,900
3

Beds

1.0

Baths

1,008

Sq.Ft.

506 6th Ave NW

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

373

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 - 100K107
$100K - 200K61
$200K - 300K45
$300K - 400K47
$400K - 500K29
$500K - 600K28
$600K - 700K18
$700K - 800K12
$800K - 900K4
$900K - 1M5
$1M - Max17

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family184
Townhouse5
Condo1
Commercial13
Rental24
Lots and Land163
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms3

(Data as of 2/26/2026)

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 2/27/2026.

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.