View 3819 Tullahoma Hwy Winchester, TN MLS# 3000595
$1,800,000
Studio

Beds

0.0

Baths

3819 Tullahoma Hwy

Winchester, TN

MiddleTennessee
View 146 Island Way Winchester, TN MLS# 3000055
$499,900
4

Beds

3.0

Baths

2,578

Sq.Ft.

146 Island Way

Winchester, TN

MiddleTennessee
View 0 Lookout DR Winchester, TN MLS# 3000162
  • New Construction
1 of 3
$64,900
Studio

Beds

0.0

Baths

0 Lookout DR

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 64 Windjammer ct Winchester, TN MLS# 2998667
$699,999
3

Beds

3.1

Baths

2,841

Sq.Ft.

64 Windjammer ct

Winchester, TN

MiddleTennessee
View 103 Lisa Cir Winchester, TN MLS# 2995865
$335,000
3

Beds

2.0

Baths

1,570

Sq.Ft.

103 Lisa Cir

Winchester, TN

MiddleTennessee
View 1506 Old Cowan Rd Winchester, TN MLS# 3006334
$205,000
2

Beds

1.0

Baths

996

Sq.Ft.

1506 Old Cowan Rd

Winchester, TN

MiddleTennessee
View 494 Cascade Dr Winchester, TN MLS# 2993628
$899,000
4

Beds

3.1

Baths

3,361

Sq.Ft.

494 Cascade Dr

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 605 Strawberry Dr Winchester, TN MLS# 2992033
$344,900
3

Beds

2.0

Baths

1,632

Sq.Ft.

605 Strawberry Dr

Winchester, TN

MiddleTennessee
View 667 Maple Bend Rd Winchester, TN MLS# 2992113
$320,000
2

Beds

1.1

Baths

1,200

Sq.Ft.

667 Maple Bend Rd

Winchester, TN

MiddleTennessee
View 348 Lookout Dr Winchester, TN MLS# 2992425
  • New Construction
1 of 64
$449,900
4

Beds

2.0

Baths

1,887

Sq.Ft.

348 Lookout Dr

Winchester, TN

MiddleTennessee
View 111 Barefoot Way Winchester, TN MLS# 2992508
$625,000
4

Beds

2.1

Baths

1,981

Sq.Ft.

111 Barefoot Way

Winchester, TN

MiddleTennessee
View 584 Fairview Cir Winchester, TN MLS# 3012264
$320,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

584 Fairview Cir

Winchester, TN

MiddleTennessee
View 1035 Franklin Heights Dr Winchester, TN MLS# 2994199
$698,000
4

Beds

3.1

Baths

3,323

Sq.Ft.

1035 Franklin Heights Dr

Winchester, TN

MiddleTennessee
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 2124 Boswell Rd Winchester, TN MLS# 2990003
$1,140,000
4

Beds

3.1

Baths

6,803

Sq.Ft.

2124 Boswell Rd

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 0 Morris Ferry Bridge Rd Winchester, TN MLS# 2989747
$99,000
Studio

Beds

0.0

Baths

0 Morris Ferry Bridge Rd

Winchester, TN

MiddleTennessee
View 0 Stone Field Winchester, TN MLS# 2987665
$165,000
Studio

Beds

0.0

Baths

0 Stone Field

Winchester, TN

Courtesy of Tullahoma - WEICHERT, REALTORS® - Joe Orr & Associates
View 0 Cascade Dr Winchester, TN MLS# 2987667
$165,000
Studio

Beds

0.0

Baths

0 Cascade Dr

Winchester, TN

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

About Winchester

Listings in Winchester, TN

351

Estimated median home price

$244,950
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 - 100K107
$100K - 200K55
$200K - 300K48
$300K - 400K42
$400K - 500K21
$500K - 600K17
$600K - 700K18
$700K - 800K13
$800K - 900K7
$900K - 1M6
$1M - Max17

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family168
Townhouse6
Condo0
Commercial11
Rental23
Lots and Land162
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms1

(Data as of 12/20/2025)

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 12/21/2025.

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.