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Homes for sale in Winchester

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Winchester

137 homes for sale in Winchester

Showing 97–120 of 137 · as of September 23, 2026 at 11:58 AM CDT

More listings are being added as photos arrive. Looking for something you do not see here? Call 615-265-1000 and we will search the full MLS with you.

61 Joy Cir1 / 6

$1,399,900

61 Joy Cir

Winchester, TN, 37398

6 bd 6 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…”

122 days on market

Listed by Mike Winton Realty & Auction · MLS# 3221517

Active · (931) 563-0703

314 4th Ave, NW1 / 6

$450,000

314 4th Ave, NW

Winchester, TN, 37398

3 bd 3 ba 2,629 sq ftBuilt 1900

Single Family Residence · Main-level primary

“Charming Southern Elegance Awaits You! Step into a world of timeless beauty and modern…”

134 days on market

Listed by Swaffords Property Shop · MLS# 3211510

Active · (931) 303-0400

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…”

137 days on market

Listed by eXp Realty · MLS# 3205990

Active · (888) 519-5113

71 David Crockett Hwy↓ $30,0001 / 6

$435,000

71 David Crockett Hwy

Winchester, TN, 37398

5 bd 3 ba 2,420 sq ftBuilt 1955

Single Family Residence · Acreage · Main-level primary

“Completely remodeled and move-in ready, this stunning home offers the perfect blend of…”

142 days on market

Listed by Southern Middle Realty · MLS# 3191031

Active · (931) 597-0263

1010 N High St↓ $40,0001 / 6

$249,900

1010 N High St

Winchester, TN, 37398

3 bd 2 ba 1,866 sq ftBuilt 1952

Single Family Residence · Single level · Main-level primary

“Lake view, location, and space—this one has it all! Welcome to 1010 North High Street…”

147 days on market

Listed by Synergy Realty Network, LLC · MLS# 3185777

Active · (615) 371-2424

1485 Water Tank Rd↓ $100,0001 / 6

$1,475,000

1485 Water Tank Rd

Winchester, TN, 37398

3 bd 5 ba 6,300 sq ftBuilt 1998

Single Family Residence · Acreage · Pool

“We are introducing this breath taking home crafted on a beautifully wooded 12.1 acres in…”

150 days on market

Listed by Swaffords Property Shop · MLS# 3183871

Active · (931) 303-0400

802 Evans Rd↓ $40,000 · Sep 51 / 6

$389,900

802 Evans Rd

Winchester, TN, 37398

3 bd 2 ba 1,632 sq ftBuilt 1989

Single Family Residence · Acreage · Main-level primary

“Escape to this peaceful, FULLY FURNISHED home nestled on a 2.5 acre wooded lot just…”

154 days on market

Listed by Better Homes & Gardens Real Estate Heritage Group · MLS# 3182544

Active · (931) 723-3300

1400 Holders Cove Rd1 / 6

$325,000

1400 Holders Cove Rd

Winchester, TN, 37398

3 bd 1 ba 1,490 sq ftBuilt 1951

Single Family Residence · Acreage · Single level

“2.3 +/- acres in country like setting just minutes from the square in Winchester.”

156 days on market

Listed by Lynch Rigsby Realty & Auction, LLC · MLS# 3180557

Active · (931) 967-1672

766 Awalt Dr1 / 6

$649,900

766 Awalt Dr

Winchester, TN, 37398

3 bd 4 ba 3,706 sq ftBuilt 2024

New construction · Acreage · Single level

“New custom built 3 BR home in a fabulous area close to Tims Ford Lake. This spacious home…”

159 days on market

Listed by Parks Auction & Realty · MLS# 3179255

Active · (931) 685-2010

MLS GRID logo slot — approved artwork pending

Listings courtesy of Realtracs as distributed by MLS GRID

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