View 160 Anderton Dr Winchester, TN MLS# 2927606
$429,900
4

Beds

2.0

Baths

1,900

Sq.Ft.

160 Anderton Dr

Winchester, TN

MiddleTennessee
View 52 Wiseman Lane Winchester, TN MLS# 3093348
  • New Construction
1 of 31
$429,900
3

Beds

2.0

Baths

2,094

Sq.Ft.

52 Wiseman Lane

Winchester, TN

MiddleTennessee
View 225 Crimson Dr Winchester, TN MLS# 3131145
  • Virtual Tour
1 of 72
$429,900
3

Beds

2.1

Baths

2,485

Sq.Ft.

225 Crimson Dr

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 106 Wiseman Ln Winchester, TN MLS# 3150005
  • Recently Listed
1 of 15
$429,900
4

Beds

2.0

Baths

2,089

Sq.Ft.

106 Wiseman Ln

Winchester, TN

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

Beds

2.0

Baths

1,706

Sq.Ft.

0 Mansford Rd

Winchester, TN

MiddleTennessee
View 96 Maple Dr Winchester, TN MLS# 3148318
$425,000
4

Beds

4.0

Baths

2,003

Sq.Ft.

96 Maple Dr

Winchester, TN

MiddleTennessee
View 25 Billy Goat Hill Rd Winchester, TN MLS# 3119009
$419,999
3

Beds

2.0

Baths

1,803

Sq.Ft.

25 Billy Goat Hill Rd

Winchester, TN

MiddleTennessee
View 135 Carter Rd Winchester, TN MLS# 3070138
  • Virtual Tour
1 of 52
$415,000
4

Beds

3.1

Baths

2,884

Sq.Ft.

135 Carter Rd

Winchester, TN

MiddleTennessee
View 44 Houghton Dr Winchester, TN MLS# 3042360
$399,900
4

Beds

2.2

Baths

2,197

Sq.Ft.

44 Houghton Dr

Winchester, TN

MiddleTennessee
View 190 Chase Cir Winchester, TN MLS# 3137854
$399,000
4

Beds

3.0

Baths

2,202

Sq.Ft.

190 Chase Cir

Winchester, TN

MiddleTennessee
View 1111 Holders Cove Rd Winchester, TN MLS# 2946840
$395,000
3

Beds

1.1

Baths

1,508

Sq.Ft.

1111 Holders Cove Rd

Winchester, TN

MiddleTennessee
View 295 Metcalf Rd Winchester, TN MLS# 3042339
$389,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

295 Metcalf Rd

Winchester, TN

MiddleTennessee
View 205 Houghton Dr Winchester, TN MLS# 3099294
$380,500
4

Beds

3.0

Baths

2,640

Sq.Ft.

205 Houghton Dr

Winchester, TN

MiddleTennessee
View 204 8th Ave SE Winchester, TN MLS# 3111995
$379,900
3

Beds

3.0

Baths

2,476

Sq.Ft.

204 8th Ave SE

Winchester, TN

MiddleTennessee
View 74 Freedom Ln Winchester, TN MLS# 3058554
$375,000
2

Beds

2.0

Baths

2,244

Sq.Ft.

74 Freedom Ln

Winchester, TN

MiddleTennessee
View 144 Wood Bluff Rd Winchester, TN MLS# 3131154
$375,000
4

Beds

3.0

Baths

2,528

Sq.Ft.

144 Wood Bluff Rd

Winchester, TN

MiddleTennessee
View 401 E Petty Ln Winchester, TN MLS# 3134995
$375,000
3

Beds

2.1

Baths

2,653

Sq.Ft.

401 E Petty Ln

Winchester, TN

MiddleTennessee
View 52 Island Way Winchester, TN MLS# 3148713
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Sunday 3/29 12:00 PM - 4:00 PM
$364,900
2

Beds

2.0

Baths

1,339

Sq.Ft.

52 Island Way

Winchester, TN

MiddleTennessee
View 305 Oak Leaf Cir Winchester, TN MLS# 3078671
$359,900
4

Beds

3.0

Baths

1,864

Sq.Ft.

305 Oak Leaf Cir

Winchester, TN

MiddleTennessee
View 1718 Galloway Lane Winchester, TN MLS# 2967681
  • New Construction
1 of 52
$359,000
3

Beds

2.0

Baths

1,726

Sq.Ft.

1718 Galloway Lane

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

360

Estimated median home price

$299,999
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 - 100K77
$100K - 200K62
$200K - 300K48
$300K - 400K47
$400K - 500K31
$500K - 600K29
$600K - 700K17
$700K - 800K16
$800K - 900K7
$900K - 1M4
$1M - Max22

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family201
Townhouse10
Condo1
Commercial10
Rental12
Lots and Land131
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home1
Farms3

(Data as of 3/18/2026)

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 3/23/2026.

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.