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 219 Old Mill Rd Winchester, TN MLS# 3067446
$399,000
3,050

Sq.Ft.

219 Old Mill Rd

Winchester, TN

MiddleTennessee
View 219 Old Mill Rd Winchester, TN MLS# 3067448
$399,000
3

Beds

2.0

Baths

3,050

Sq.Ft.

219 Old Mill Rd

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 190 Chase Cir Winchester, TN MLS# 3137854
  • Recently Listed
1 of 47
$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 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 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 204 8th Ave SE Winchester, TN MLS# 3111995
$388,204
3

Beds

3.0

Baths

2,476

Sq.Ft.

204 8th Ave SE

Winchester, TN

MiddleTennessee
View 205 Houghton Dr Winchester, TN MLS# 3099294
$385,500
4

Beds

3.0

Baths

2,640

Sq.Ft.

205 Houghton Dr

Winchester, TN

MiddleTennessee
View 121 N Cedar St Winchester, TN MLS# 3139451
  • Recently Listed
1 of 37
$384,900
5

Beds

3.0

Baths

3,343

Sq.Ft.

121 N Cedar St

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 1718 Galloway Lane Winchester, TN MLS# 2967681
  • New Construction
1 of 52
$369,550
3

Beds

2.0

Baths

1,726

Sq.Ft.

1718 Galloway Lane

Winchester, TN

MiddleTennessee
View 52 Island Way Winchester, TN MLS# 3148713
  • Recently Listed with Virtual Tour
1 of 37
$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 114 Chase Cir Winchester, TN MLS# 3130739
$358,400
2

Beds

2.0

Baths

1,782

Sq.Ft.

114 Chase Cir

Winchester, TN

MiddleTennessee
View 0 Rowe Gap Rd Winchester, TN MLS# 3050490
$358,200
Studio

Beds

0.0

Baths

0 Rowe Gap Rd

Winchester, TN

MiddleTennessee
View 362 Chase Cir Winchester, TN MLS# 2904382
  • Virtual Tour
1 of 49
$354,900
2

Beds

2.0

Baths

1,701

Sq.Ft.

362 Chase Cir

Winchester, TN

MiddleTennessee
View 247 Golf Shores Dr Winchester, TN MLS# 3011800
  • Virtual Tour
1 of 39
$350,000
3

Beds

2.0

Baths

1,518

Sq.Ft.

247 Golf Shores Dr

Winchester, TN

Courtesy of Tullahoma - WEICHERT, REALTORS® - Joe Orr & Associates

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 (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 3/23/2026.

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.