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Homes for sale in Winchester

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Winchester

148 homes for sale in Winchester

Showing 25–48 of 148 · as of November 11, 2026 at 4:27 PM CST

205 Sells St↓ $10,000 · Nov 10

$199,900

205 Sells St

Winchester, TN, 37398

3 bd 2 ba 1,700 sq ftBuilt 1974

RES> · Acreage · Single level

“Situated on approximately 1 acre in Winchester, just minutes from the downtown square!…”

21 days on market

Listed by Better Homes & Gardens Real Estate Heritage Group · MLS# 3626113

Active · (931) 723-3300

645 Wildwood Trce

$1,175,000

645 Wildwood Trce

Winchester, TN, 37398

2 bd 3 ba 2,460 sq ftBuilt 1992

Heatherwood Ph I · Finished basement · Main-level primary

“Experience lake living at its finest on beautiful Tims Ford Lake! This stunning renovated…”

22 days on market

Listed by John Smith Jr Realty and Auction LLC · MLS# 3624061

Active · (931) 967-2114

102 Oak Park

$269,900

102 Oak Park

Winchester, TN, 37398

2 bd 1 ba 1,373 sq ftBuilt 1945

Oak Park · Single level · Main-level primary

“Make plans now to see this extensively renovated home with a FULL basement in the heart…”

23 days on market

Listed by Benchmark Realty, LLC · MLS# 3623676

Active · (615) 809-2323

292 Old Holders Cove Rd

Price on request

292 Old Holders Cove Rd

Winchester, TN, 37398

3 bd 2 ba 1,976 sq ftBuilt 1945

Single Family Residence · Acreage · Main-level primary

“For Sale AT AUCTION! Saturday, November 14th @ 10am. 24.78 acres offered in 3 tracts or…”

24 days on market

Listed by Winton Auction & Realty Co. · MLS# 3622788

Active · (931) 967-3650

292 Old Holders Cove Rd

Price on request

292 Old Holders Cove Rd

Winchester, TN, 37398

3 bd 2 ba 1,976 sq ftBuilt 1945

Single Family Residence · Acreage · Main-level primary

“For Sale AT AUCTION! Saturday, November 14th @ 10am. 24.78 acres offered in 3 tracts or…”

24 days on market

Listed by Winton Auction & Realty Co. · MLS# 3622794

Active · (931) 967-3650

5630 Mansford Rd

$889,000

5630 Mansford Rd

Winchester, TN, 37398

3 bd 1 ba 1,600 sq ftBuilt 1961

Single Family Residence · Acreage · Single level

“Charming brick residence situated on over 34 acres of tranquil countryside, bordered by…”

25 days on market

Listed by Sam Hatfield Realty, Inc. · MLS# 3622479

Active · (931) 968-0500

1101 High St, N

$245,000

1101 High St, N

Winchester, TN, 37398

2 bd 1 ba 1,292 sq ftBuilt 1920

J D Ledbetter · Single level · Main-level primary

“Just under a mile from the Winchester square, 1101 N High St is 1,292 square feet of…”

30 days on market

Listed by Stones River Property Mgmt and Real Estate Service · MLS# 3620452

Active · (615) 849-9227

0 Sisk Rd

$369,000

0 Sisk Rd

Winchester, TN, 37398

3 bd 2 ba 1,605 sq ftBuilt 2026

Hooper Meadows · Acreage · Single level

“Stunning New Construction on 1.97 acres!! Experience the perfect blend of modern elegance…”

30 days on market

Listed by John Smith Jr Realty and Auction LLC · MLS# 3620482

Active · (931) 967-2114

2032 Little Hurricane Rd

$2,499,000

2032 Little Hurricane Rd

Winchester, TN, 37398

3 bd 3.5 ba 4,258 sq ftBuilt 1994

Single Family Residence · Lakefront · Boat dock

“Two properties. 6.42 total acres. One incredible opportunity to make Tims Ford Lake your…”

31 days on market

Listed by Swaffords Property Shop · MLS# 3618827

Active · (931) 303-0400

1579 Rowe Gap Rd

$364,900

1579 Rowe Gap Rd

Winchester, TN, 37398

3 bd 2 ba 1,498 sq ftBuilt 2026

New construction · Single level · Main-level primary

“Stunning new construction with country charm and modern elegance!! This gorgeous home…”

31 days on market

Listed by John Smith Jr Realty and Auction LLC · MLS# 3620099

Active · (931) 967-2114

1011 Massengill St

$169,900

1011 Massengill St

Winchester, TN, 37398

3 bd 2 ba 1,672 sq ftBuilt 1969

Single Family Residence · Single level · Main-level primary

“Charming three bedroom two bath plus bonus that could be used as a fourth bedroom! This…”

37 days on market

Listed by Southern Elite Realty · MLS# 3613169

Active · (931) 229-0411

0 Sisk Rd

$349,900

0 Sisk Rd

Winchester, TN, 37398

3 bd 2 ba 1,605 sq ftBuilt 2026

Hooper Meadows · Acreage · Single level

“Discover the perfect blend of modern comfort and peaceful country living with this…”

38 days on market

Listed by John Smith Jr Realty and Auction LLC · MLS# 3612346

Active · (931) 967-2114

3754 Aedc Rd

$389,000

3754 Aedc Rd

Winchester, TN, 37398

5 bd 3 ba 3,560 sq ftBuilt 1945

Single Family Residence · Acreage · Horse property

“NEW, IMPROVED price on prime real estate in Franklin County!! With over 600' of road…”

39 days on market

Listed by Canopy Real Estate · MLS# 3611610

Active · (615) 473-9518

56 Deer Valley Cir

$399,900

56 Deer Valley Cir

Winchester, TN, 37398

2 bd 2 ba 1,664 sq ftBuilt 2026

Deer Valley · Single level · Main-level primary

“Welcome to your dream home in a brand-new 55+ community designed for comfort…”

42 days on market

Listed by Lynch Rigsby Realty & Auction, LLC · MLS# 3610672

Active · (931) 967-1672

1110 Hunt St↓ $21,900 · Oct 221 / 6

$198,000

1110 Hunt St

Winchester, TN, 37398

3 bd 2 ba 2,040 sq ftBuilt 2006

Manufactured On Land · Single level · Main-level primary

“Priced to Sell! Welcome home to this spacious 2,040 sq ft double-wide manufactured home…”

45 days on market

Listed by 1st Choice REALTOR · MLS# 3602885

Active · (931) 455-8000

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