View 206 Homeward Ave Winchester, TN MLS# 3014079
$279,900
3

Beds

2.0

Baths

1,999

Sq.Ft.

206 Homeward Ave

Winchester, TN

MiddleTennessee
View 132 Highland Dr Winchester, TN MLS# 3034778
$279,900
3

Beds

2.0

Baths

1,466

Sq.Ft.

132 Highland Dr

Winchester, TN

MiddleTennessee
View 41 Cheyenne Ave Winchester, TN MLS# 3051344
$279,900
3

Beds

2.0

Baths

1,563

Sq.Ft.

41 Cheyenne Ave

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 621 S Jefferson St Winchester, TN MLS# 2989960
$279,000
3

Beds

1.0

Baths

2,236

Sq.Ft.

621 S Jefferson St

Winchester, TN

MiddleTennessee
View 301 Shephard Street N Winchester, TN MLS# 2971823
$275,000
2

Beds

2.0

Baths

1,313

Sq.Ft.

301 Shephard Street N

Winchester, TN

MiddleTennessee
View 203 3rd Ave NE Winchester, TN MLS# 2982015
$275,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

203 3rd Ave NE

Winchester, TN

MiddleTennessee
View 201&203 3rd Ave NE Winchester, TN MLS# 238928
  • Virtual Tour
1 of 55
$275,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

201&203 3rd Ave NE

Winchester, TN

View 203 3rd Ave NE Winchester, TN MLS# 2986769
$275,000
4

Beds

0.0

Baths

1,344

Sq.Ft.

203 3rd Ave NE

Winchester, TN

MiddleTennessee
View 215 S Porter St Winchester, TN MLS# 3018376
$269,999
3

Beds

2.1

Baths

1,575

Sq.Ft.

215 S Porter St

Winchester, TN

MiddleTennessee
View 408 Style St Winchester, TN MLS# 2964029
$265,000
3

Beds

2.0

Baths

1,584

Sq.Ft.

408 Style St

Winchester, TN

MiddleTennessee
View 620 Maple Bend Rd Winchester, TN MLS# 3017138
$260,000
3

Beds

2.0

Baths

1,632

Sq.Ft.

620 Maple Bend Rd

Winchester, TN

MiddleTennessee
View 136 Bel Aire Dr Winchester, TN MLS# 2900904
$250,000
3

Beds

2.0

Baths

1,944

Sq.Ft.

136 Bel Aire Dr

Winchester, TN

MiddleTennessee
View 9 Summer Lake Ct Winchester, TN MLS# 2936780
$250,000
Studio

Beds

0.0

Baths

9 Summer Lake Ct

Winchester, TN

MiddleTennessee
View 819 S High St Winchester, TN MLS# 2993068
$250,000
5,000

Sq.Ft.

819 S High St

Winchester, TN

MiddleTennessee
View 0 Long View Dr Winchester, TN MLS# 3060534
$250,000
Studio

Beds

0.0

Baths

0 Long View Dr

Winchester, TN

MiddleTennessee
View 70 Woods Edge Rd Winchester, TN MLS# 3015014
$249,900
3

Beds

2.0

Baths

1,352

Sq.Ft.

70 Woods Edge Rd

Winchester, TN

MiddleTennessee
View 159 Apple Dr Winchester, TN MLS# 3039115
$249,900
3

Beds

2.0

Baths

1,248

Sq.Ft.

159 Apple Dr

Winchester, TN

MiddleTennessee
View 119 Kenmore Ave Winchester, TN MLS# 2989746
  • New Construction
1 of 33
$249,000
3

Beds

2.0

Baths

1,276

Sq.Ft.

119 Kenmore Ave

Winchester, TN

MiddleTennessee
View 114 Allen Dr Winchester, TN MLS# 2931638
$245,000
3

Beds

2.0

Baths

1,400

Sq.Ft.

114 Allen Dr

Winchester, TN

MiddleTennessee
View 0 Kayak Way Winchester, TN MLS# 3018220
$245,000
Studio

Beds

0.0

Baths

0 Kayak Way

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

331

Estimated median home price

$249,000
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 - 100K106
$100K - 200K44
$200K - 300K46
$300K - 400K38
$400K - 500K24
$500K - 600K17
$600K - 700K16
$700K - 800K12
$800K - 900K6
$900K - 1M5
$1M - Max17

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family160
Townhouse6
Condo0
Commercial12
Rental21
Lots and Land149
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms1

(Data as of 1/4/2026)

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 1/6/2026.

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.