View 0 Pickney Rd Winchester, TN MLS# 3159314
$139,900
Studio

Beds

0.0

Baths

0 Pickney Rd

Winchester, TN

MiddleTennessee
View 0 Kayak Way Winchester, TN MLS# 3159700
$149,900
Studio

Beds

0.0

Baths

0 Kayak Way

Winchester, TN

MiddleTennessee
View 102 Lisa Cir Winchester, TN MLS# 3158930
$299,900
3

Beds

2.0

Baths

1,380

Sq.Ft.

102 Lisa Cir

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 0 Hickory Pt Winchester, TN MLS# 3158940
$395,000
Studio

Beds

0.0

Baths

0 Hickory Pt

Winchester, TN

MiddleTennessee
View 0 Why Worry Lane Winchester, TN MLS# 3158573
$147,000
Studio

Beds

0.0

Baths

0 Why Worry Lane

Winchester, TN

MiddleTennessee
View 525 Sharp Springs Rd Winchester, TN MLS# 3155707
$249,000
2

Beds

2.0

Baths

1,600

Sq.Ft.

525 Sharp Springs Rd

Winchester, TN

MiddleTennessee
View 0 Mansford Rd Winchester, TN MLS# 3155736
  • New Construction
1 of 3
$429,900
3

Beds

2.0

Baths

1,706

Sq.Ft.

0 Mansford Rd

Winchester, TN

MiddleTennessee
View 0 Cascade DR Winchester, TN MLS# 3155800
$175,000
Studio

Beds

0.0

Baths

0 Cascade DR

Winchester, TN

MiddleTennessee
View 1605 Paynes Church Rd Winchester, TN MLS# 3154737
  • New Construction
1 of 33
$325,000
3

Beds

2.0

Baths

1,508

Sq.Ft.

1605 Paynes Church Rd

Winchester, TN

MiddleTennessee
View 0 Hammock Dr Winchester, TN MLS# 3154966
$149,000
Studio

Beds

0.0

Baths

0 Hammock Dr

Winchester, TN

MiddleTennessee
View 0 River Watch Way Winchester, TN MLS# 3150251
$174,900
Studio

Beds

0.0

Baths

0 River Watch Way

Winchester, TN

MiddleTennessee
View 101 Royal Oak Dr Winchester, TN MLS# 3150395
$330,000
3

Beds

2.0

Baths

1,510

Sq.Ft.

101 Royal Oak Dr

Winchester, TN

MiddleTennessee
View 101 Lisa Cir Winchester, TN MLS# 3152424
$329,997
3

Beds

2.0

Baths

1,540

Sq.Ft.

101 Lisa Cir

Winchester, TN

MiddleTennessee
View 0 Cooper Ln Winchester, TN MLS# 3152479
$72,000
Studio

Beds

0.0

Baths

0 Cooper Ln

Winchester, TN

MiddleTennessee
View 1011 Massengill St Winchester, TN MLS# 3149814
$199,900
3

Beds

2.0

Baths

1,672

Sq.Ft.

1011 Massengill St

Winchester, TN

MiddleTennessee
View 106 Wiseman Ln Winchester, TN MLS# 3150005
  • New Construction
1 of 16
$429,900
4

Beds

2.0

Baths

2,089

Sq.Ft.

106 Wiseman Ln

Winchester, TN

MiddleTennessee
View 1114 N High St Winchester, TN MLS# 3150020
$335,000
3

Beds

2.0

Baths

1,618

Sq.Ft.

1114 N High St

Winchester, TN

Courtesy of Tullahoma - WEICHERT, REALTORS® - Joe Orr & Associates
View 124 Lookout Drive Winchester, TN MLS# 3149648
  • New Construction
1 of 54
$449,900
4

Beds

2.0

Baths

1,890

Sq.Ft.

124 Lookout Drive

Winchester, TN

MiddleTennessee
View 0 Michelle Lane Winchester, TN MLS# 3148531
$99,900
Studio

Beds

0.0

Baths

0 Michelle Lane

Winchester, TN

MiddleTennessee
View 52 Island Way Winchester, TN MLS# 3148713
  • Virtual Tour
1 of 37
$364,900
2

Beds

2.0

Baths

1,339

Sq.Ft.

52 Island Way

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

363

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 - 100K64
$100K - 200K70
$200K - 300K37
$300K - 400K43
$400K - 500K30
$500K - 600K32
$600K - 700K24
$700K - 800K15
$800K - 900K9
$900K - 1M7
$1M - Max32

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family209
Townhouse9
Condo1
Commercial12
Rental15
Lots and Land125
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms4

(Data as of 5/3/2026)

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 (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 5/4/2026.

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.