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Homes for sale in Winchester

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Winchester

137 homes for sale in Winchester

Showing 49–72 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.

525 Sharp Springs Rd1 / 6

$230,000

525 Sharp Springs Rd

Winchester, TN, 37398

2 bd 2 ba 1,600 sq ftBuilt 2007

Single Family Residence

“Whether you're buying your very first home, looking to simplify life with less…”

52 days on market

Listed by Steve Jernigan Realty · MLS# 3318900

Active · (931) 954-0206

924 Cline Ridge Rd1 / 6

$399,900

924 Cline Ridge Rd

Winchester, TN, 37398

2 bd 2 ba 1,450 sq ftBuilt 1980

Cline Ridge · Lakefront · Waterfront view

“Enjoy the best of Tennessee living in this charming lakefront home nestled on 0.78± acres…”

63 days on market

Listed by Keller Williams Russell Realty & Auction · MLS# 3305167

Active · (931) 359-9393

1361 Joyce Ln1 / 6

$175,000

1361 Joyce Ln

Winchester, TN, 37398

3 bd 2 ba 1,644 sq ftBuilt 1972

Smith/Joyce Lane · Single level · Main-level primary

“3-bedroom, 1.5 bath brick house with eat-in kitchen, utility room, and additional flex…”

63 days on market

Listed by Winton Auction & Realty Co. · MLS# 3305233

Active · (931) 967-3650

1325 Joyce Ln1 / 6

$225,000

1325 Joyce Ln

Winchester, TN, 37398

3 bd 3 ba 2,146 sq ftBuilt 1972

Smith/Joyce Lane · Single level · Main-level primary

“3-bedroom, 2.5 bath brick house with kitchen, dining area, utility room, and additional…”

63 days on market

Listed by Winton Auction & Realty Co. · MLS# 3305239

Active · (931) 967-3650

219 Old Mill Rd1 / 6

$349,000

219 Old Mill Rd

Winchester, TN, 37398

3 bd 2 ba 3,050 sq ftBuilt 1900

Single Family Residence · Acreage · Single level

“219 Old Mill Rd offers excellent value for today’s buyer. Ideal for a wide range of…”

69 days on market

Listed by Benchmark Realty, LLC · MLS# 3288006

Active · (615) 809-2323

128 Bel Aire Dr1 / 6

$299,900

128 Bel Aire Dr

Winchester, TN, 37398

4 bd 2 ba 1,923 sq ftBuilt 1960

Bel-Aire Heights · Single level · Main-level primary

“Welcome to 128 Bel Aire Dr — where modern updates, functional space, and an unbeatable…”

70 days on market

Listed by Southern Middle Realty · MLS# 3285789

Active · (931) 597-0263

0 Ridgecrest Dr1 / 6

$794,500

0 Ridgecrest Dr

Winchester, TN, 37398

4 bd 4 ba 3,165 sq ftBuilt 2027

Franklin Hills · Main-level primary · New construction

“Come Home to Franklin Hills where you have all bedrooms on the main floor, a spacious…”

71 days on market

Listed by Benchmark Realty, LLC · MLS# 3220663

Active · (615) 432-2919

0 Sisk Rd1 / 5

$349,000

0 Sisk Rd

Winchester, TN, 37398

3 bd 2 ba 1,600 sq ftBuilt 2026

Hooper Meadows · Acreage · Single level

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

71 days on market

Listed by John Smith Jr Realty and Auction LLC · MLS# 3281355

Active · (931) 967-2114

109 Oak Park↓ $20,0001 / 6

$429,000

109 Oak Park

Winchester, TN, 37398

3 bd 2 ba 2,157 sq ftBuilt 1956

Oak Park · Single level · Main-level primary

“SELLER IS OFFERING $15,000 TOWARDS CLOSING COSTS OR RATE BUY DOWN!! Step into this…”

75 days on market

Listed by Bowen Signature Properties · MLS# 3247095

Active · (931) 464-4103

342 Chase Cir1 / 6

$359,900

342 Chase Cir

Winchester, TN, 37398

2 bd 2 ba 1,801 sq ftBuilt 2008

Fox Run Ph II · Single level · Main-level primary

“Enjoy easy living in the highly sought-after Fox Run Estates community. This charming…”

84 days on market

Listed by Century 21 Volunteer Realty · MLS# 3256451

Active · (931) 283-1776

MLS GRID logo slot — approved artwork pending

Listings courtesy of Realtracs as distributed by MLS GRID

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Based on information submitted to the MLS GRID as of September 23, 2026 at 11:58 AM CDT. 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.

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