Skip to main content

Brokerage:eXp Realty888-519-5113 ext. 101

eXp Realty
615-265-1000

Homes for sale in Winchester

No account needed. Search everything, save what you like.
Saved615-265-1000
Winchester
WinchesterRemove Winchester from this searchClear all

148 homes for sale in Winchester

Showing 121–144 of 148 · as of November 10, 2026 at 3:58 PM CST

172 Lookout Dr1 / 6

$469,900

172 Lookout Dr

Winchester, TN, 37398

3 bd 2 ba 1,817 sq ftBuilt 2022

Highlands · Single level · Main-level primary

“Better than new with tons of builder and seller upgrades in a beautiful, gated community!…”

139 days on market

Listed by Benchmark Realty, LLC · MLS# 3189545

Active · (615) 809-2323

59 Walnut Dr1 / 6

$740,000

59 Walnut Dr

Winchester, TN, 37398

3 bd 3 ba 2,075 sq ftBuilt 1994

Cline Ridge · Lakefront · Boat dock

“Tucked away in the trees of desirable Cline Ridge, this charming cottage-style retreat…”

153 days on market

Listed by Southern Middle Realty · MLS# 3242474

Active · (931) 597-0263

6606 Old Tullahoma Rd↓ $20,0001 / 6

$359,000

6606 Old Tullahoma Rd

Winchester, TN, 37398

3 bd 2 ba 1,972 sq ftBuilt 1929

Single Family Residence · Acreage · Main-level primary

“Charming Farmhouse on 1 Acre – Move-In Ready! Welcome to your peaceful country retreat!…”

154 days on market

Listed by Lynch Rigsby Realty & Auction, LLC · MLS# 3242003

Active · (931) 967-1672

61 Joy Cir1 / 6

$1,399,900

61 Joy Cir

Winchester, TN, 37398

6 bd 5.5 ba 6,176 sq ftBuilt 2022

Fanning Bend · Lakefront · Waterfront view

“A custom built home is located in prestigious Fanning Bend Subdivision. You must see this…”

171 days on market

Listed by Mike Winton Realty & Auction · MLS# 3221517

Active · (931) 563-0703

309 2nd Ave, NW↓ $5,0001 / 6

$470,000

309 2nd Ave, NW

Winchester, TN, 37398

5 bd 2 ba 3,922 sq ftBuilt 1917

Single Family Residence · Single level · Main-level primary

“SELLER OFFERING OWNER FINANCING AT 5.75% — An ideal income-producing property just over a…”

186 days on market

Listed by eXp Realty · MLS# 3205990

Active · (888) 519-5113

Want a person to pick homes like these?

Leave your name and a way to reach you. An agent on our team will look through this search and reply personally with the homes worth your time, plus what we would ask about each one. No automated alerts.

MLS GRID logo slot — approved artwork pending

Listings courtesy of Realtracs as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal noncommercial use, may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.

Based on information submitted to the MLS GRID as of November 10, 2026 at 3:58 PM CST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Some IDX listings have been excluded from this website.

Any use or search of the data on this website, other than by a consumer looking to purchase real estate, is prohibited.

Listing data on this page comes from the MLS. Neighborhood commentary, guides and market notes elsewhere on this site are our own and are sourced separately.

DMCA notice

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: will@willjohnsonteam.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Browse by town

Seen one worth a closer look?

Start with a Zoom walkthrough — we share our screen, pull the full listing detail and the plat, and tell you plainly what we would want checked before you tour it.

Book a Zoom walkthrough 615-265-1000