View 0 Why Worry Lane Winchester, TN MLS# 3186713
$99,900
Studio

Beds

0.0

Baths

0 Why Worry Lane

Winchester, TN

MiddleTennessee
View 0 Kayak Way Winchester, TN MLS# 3185666
$89,900
Studio

Beds

0.0

Baths

0 Kayak Way

Winchester, TN

MiddleTennessee
View 1010 N High St Winchester, TN MLS# 3185777
$279,900
3

Beds

2.0

Baths

1,866

Sq.Ft.

1010 N High St

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 58 Island Way Winchester, TN MLS# 3185980
$439,000
4

Beds

2.1

Baths

2,660

Sq.Ft.

58 Island Way

Winchester, TN

MiddleTennessee
View 0 Old Holders Cove Rd Winchester, TN MLS# 3186328
$79,000
Studio

Beds

0.0

Baths

0 Old Holders Cove Rd

Winchester, TN

MiddleTennessee
View 70 Crestview Dr Winchester, TN MLS# 3186455
$299,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

70 Crestview Dr

Winchester, TN

MiddleTennessee
View 6063 Mansford Rd Winchester, TN MLS# 3185381
$369,900
3

Beds

2.1

Baths

1,833

Sq.Ft.

6063 Mansford Rd

Winchester, TN

MiddleTennessee
View 5468 Old Tullahoma Rd Winchester, TN MLS# 3184476
$79,900
Studio

Beds

0.0

Baths

5468 Old Tullahoma Rd

Winchester, TN

MiddleTennessee
View 0 Cascade Dr Winchester, TN MLS# 3183859
$125,000
Studio

Beds

0.0

Baths

0 Cascade Dr

Winchester, TN

MiddleTennessee
View 383 Strawberry Dr Winchester, TN MLS# 3183234
$298,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

383 Strawberry Dr

Winchester, TN

MiddleTennessee
View 1200 Little St Winchester, TN MLS# 3183263
$320,000
5

Beds

2.0

Baths

1,600

Sq.Ft.

1200 Little St

Winchester, TN

MiddleTennessee
View 802 Evans Rd Winchester, TN MLS# 3182544
$429,900
3

Beds

2.0

Baths

1,632

Sq.Ft.

802 Evans Rd

Winchester, TN

MiddleTennessee
View 2245 Old Estill Springs Rd Winchester, TN MLS# 3181253
$0
4

Beds

1.0

Baths

1,732

Sq.Ft.

2245 Old Estill Springs Rd

Winchester, TN

MiddleTennessee
View 0 Haddon Ln Winchester, TN MLS# 3181711
$134,900
Studio

Beds

0.0

Baths

0 Haddon Ln

Winchester, TN

MiddleTennessee
View 88 Meadow Ln Winchester, TN MLS# 3181717
$334,900
3

Beds

2.0

Baths

1,708

Sq.Ft.

88 Meadow Ln

Winchester, TN

MiddleTennessee
View 1400 Holders Cove Rd Winchester, TN MLS# 3180557
$325,000
3

Beds

1.0

Baths

1,490

Sq.Ft.

1400 Holders Cove Rd

Winchester, TN

MiddleTennessee
View 0 Old Holders Cove Rd Winchester, TN MLS# 3180680
$79,000
Studio

Beds

0.0

Baths

0 Old Holders Cove Rd

Winchester, TN

MiddleTennessee
View 180 Woods Edge Rd Winchester, TN MLS# 3180869
  • Virtual Tour
1 of 21
$229,900
3

Beds

2.0

Baths

1,154

Sq.Ft.

180 Woods Edge Rd

Winchester, TN

MiddleTennessee
View 74 Six Mile Board Rd Winchester, TN MLS# 3181066
  • New Construction
1 of 99
$305,000
2

Beds

2.0

Baths

1,472

Sq.Ft.

74 Six Mile Board Rd

Winchester, TN

MiddleTennessee
View 206 Homeward Ave Winchester, TN MLS# 3180120
$314,900
4

Beds

2.0

Baths

1,999

Sq.Ft.

206 Homeward Ave

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

366

Estimated median home price

$366,950
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 - 100K48
$100K - 200K65
$200K - 300K42
$300K - 400K48
$400K - 500K41
$500K - 600K32
$600K - 700K22
$700K - 800K16
$800K - 900K12
$900K - 1M9
$1M - Max31

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family222
Townhouse10
Condo0
Commercial19
Rental13
Lots and Land109
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home1
Farms2

(Data as of 6/8/2026)

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 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.