Recently Sold Homes in 37398

/28
$220,000

Sold Dec 16, 2025

804 Pleasant View Dr, Winchester, TN 37398
- 4 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 1960
Last Sold Summary
- $192/SF
- 7 Days On Market
Current Estimated Value $225,343

Last Listing Agent Alyssa Roland Southern Middle Realty

804 Pleasant View Dr, Winchester, TN 37398
/24
$410,000

Sold Dec 18, 2025

0 Little Hurricane Rd, Winchester, TN 37398
- Land
- 1.28 Acres
- $320,312 per Acre
Last Sold Summary
- 52% Below List Price
- 258 Days On Market
Last Listing Agent Lisa Bray Benchmark Realty, LLC

0 Little Hurricane Rd, Winchester, TN 37398
/71
$497,000

Sold Nov 12, 2025

8465 Lynchburg Rd, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 2,340 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $212/SF
- 35 Days On Market
Current Estimated Value $485,359

Last Listing Agent Amberly (Abbi) Tomme Legion Realty

8465 Lynchburg Rd, Winchester, TN 37398
/2
$60,000

Sold Apr 08, 2026

0 Meadowwood Ln Unit 7, Winchester, TN 37398
- Land
- 3.19 Acres
- $18,809 per Acre
Last Sold Summary
- 14% Below List Price
- 38 Days On Market
Last Listing Agent Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

0 Meadowwood Ln Unit 7, Winchester, TN 37398
/5
$1,800,000

Sold May 26, 2026

55 Narrows Cir, Winchester, TN 37398
- 2 Beds
- 3 Baths
- 3,156 Sq Ft
- Built 2005
Last Sold Summary
- 5% Below List Price
- $570/SF
Current Estimated Value $1,538,800

Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

55 Narrows Cir, Winchester, TN 37398
/45
$476,000

Sold Jun 24, 2026

90 Pine Bluff Rd, Winchester, TN 37398
- 3 Beds
- 2.5 Baths
- 2,773 Sq Ft
- Built 2020
Last Sold Summary
- 1% Above List Price
- $172/SF
- 5 Days On Market
Current Estimated Value $471,532

Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

90 Pine Bluff Rd, Winchester, TN 37398
/74
$509,000

Sold Dec 03, 2025

78 Lookout Dr, Winchester, TN 37398
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
- Built 2025
Last Sold Summary
- $245/SF
- 6 Days On Market
Last Listing Agent Melissa Stewart Swaffords Property Shop

78 Lookout Dr, Winchester, TN 37398
/38
$410,000

Sold Nov 18, 2025

33 Evans Rd, Winchester, TN 37398
- 4 Beds
- 3 Baths
- 2,800 Sq Ft
- Built 2025
Last Sold Summary
- 6% Below List Price
- $146/SF
- 94 Days On Market
Last Listing Agent isaac zimmerle Benchmark Realty, LLC

33 Evans Rd, Winchester, TN 37398
/31
$250,000

Sold Mar 13, 2026

5915 Lynchburg Rd, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1950
Last Sold Summary
- 3% Below List Price
- $237/SF
- 11 Days On Market
Current Estimated Value $249,924

Last Listing Agent Jackson Lynch Lynch Rigsby Realty & Auction, LLC

5915 Lynchburg Rd, Winchester, TN 37398
/23
$831,633

Sold Jan 12, 2026

2301 Old Estill Springs Rd, Winchester, TN 37398
- Land
- 70.95 Acres
- $11,721 per Acre
Last Sold Summary
- 24 Days On Market
Last Listing Agent Hunter Munck RE/MAX Experience

2301 Old Estill Springs Rd, Winchester, TN 37398
/5
$65,000

Sold Aug 03, 2026

1533 Rowe Gap Rd Unit 2 (4), Winchester, TN 37398
- Land
- 2.05 Acres
- $31,707 per Acre
Last Sold Summary
- 13% Below List Price
- 365 Days On Market
Last Listing Agent Thomas Ore Winton Auction & Realty Co.

1533 Rowe Gap Rd Unit 2 (4), Winchester, TN 37398
/26
$703,000

Sold Aug 21, 2025

48 Paddleboard Ct, Winchester, TN 37398
- 5 Beds
- 4.5 Baths
- 3,127 Sq Ft
- Built 2019
Last Sold Summary
- 12% Below List Price
- $225/SF
- 152 Days On Market
Current Estimated Value $707,859

Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

48 Paddleboard Ct, Winchester, TN 37398
/53
$1,550,000

Sold Dec 24, 2025

86 Simmons Cir, Winchester, TN 37398
- 4 Beds
- 5 Baths
- 4,089 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $379/SF
- 23 Days On Market
86 Simmons Cir, Winchester, TN 37398
/40
$412,500

Sold May 12, 2026

96 Maple Dr, Winchester, TN 37398
- 4 Beds
- 4 Baths
- 2,003 Sq Ft
- Built 1981
Last Sold Summary
- 3% Below List Price
- $206/SF
- 1 Day On Market
Current Estimated Value $416,714

Last Listing Agent Pamela Hamilton RE/MAX Unlimited

96 Maple Dr, Winchester, TN 37398
/49
$1,916,000

Sold Sep 23, 2025

192 Pleasant Dr, Winchester, TN 37398
- 3 Beds
- 3.5 Baths
- 3,600 Sq Ft
- Built 2011
Last Sold Summary
- 13% Below List Price
- $532/SF
- 11 Days On Market
Current Estimated Value $1,965,427

Last Listing Agent Marla Richardson Parks Compass

192 Pleasant Dr, Winchester, TN 37398
/17
$287,400

Sold Jan 20, 2026

115 Heath Ln, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,311 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $219/SF
- 22 Days On Market
Last Listing Agent Shawna Denby 1st Choice REALTOR

115 Heath Ln, Winchester, TN 37398
/47
$252,450

Sold Jun 08, 2026

0 Kayak Way Unit 487, Winchester, TN 37398
- Land
- 0 Sq Ft
Last Sold Summary
- 6% Below List Price
- 46 Days On Market
Last Listing Agent Dena Abbott SimpliHOM

0 Kayak Way Unit 487, Winchester, TN 37398
/86
$610,000

Sold Nov 14, 2025

6685 Lynchburg Rd, Winchester, TN 37398
- 4 Beds
- 2 Baths
- 2,282 Sq Ft
- Built 1989
Last Sold Summary
- $267/SF
- 25 Days On Market
Current Estimated Value $505,433

Last Listing Agent Mike Winton Mike Winton Realty & Auction

6685 Lynchburg Rd, Winchester, TN 37398
/86
$825,000

Sold Jul 16, 2026

279 Hammock Ct, Winchester, TN 37398
- 4 Beds
- 3.5 Baths
- 3,341 Sq Ft
- Built 2025
Last Sold Summary
- 14% Below List Price
- $247/SF
- 162 Days On Market
Last Listing Agent Tara Hays Benchmark Realty, LLC

279 Hammock Ct, Winchester, TN 37398
/72
$1,100,000

Sold Jun 19, 2026

686 Bluff Dr, Winchester, TN 37398
- 4 Beds
- 3.5 Baths
- 4,668 Sq Ft
- Built 1997
Last Sold Summary
- 15% Below List Price
- $236/SF
- 29 Days On Market
Current Estimated Value $1,260,555

Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC

686 Bluff Dr, Winchester, TN 37398
/9
$240,000

Sold Nov 07, 2025

0 N Porter St, Winchester, TN 37398
- Land
- 16,117 Sq Ft
- $648,649 per Acre
Last Sold Summary
- 20% Below List Price
- 161 Days On Market
Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

0 N Porter St, Winchester, TN 37398
/37
$379,900

Sold Jul 17, 2026

275 Brookfield Cir, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,416 Sq Ft
- Built 2026
Last Sold Summary
- $268/SF
- 21 Days On Market
Last Listing Agent Jackson Lynch Lynch Rigsby Realty & Auction, LLC

275 Brookfield Cir, Winchester, TN 37398
/4
$65,000

Sold Apr 23, 2026

0 Campfire Ct Unit 450, Winchester, TN 37398
- Land
- 0 Sq Ft
Last Sold Summary
- 19% Below List Price
- 189 Days On Market
Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

0 Campfire Ct Unit 450, Winchester, TN 37398
/2
$54,000

Sold Oct 15, 2025

3387 Holders Cemetery Rd, Winchester, TN 37398
- Land
- 31,798 Sq Ft
- $73,973 per Acre
Last Sold Summary
- 14% Below List Price
- 28 Days On Market
Current Estimated Value $56,275

Last Listing Agent Fhonda Hatmaker eXp Realty

3387 Holders Cemetery Rd, Winchester, TN 37398
/7
$75,000

Sold May 29, 2026

0 6 Mile Board Rd Unit 14, Winchester, TN 37398
- Land
- 3.09 Acres
- $24,272 per Acre
Last Sold Summary
- 316 Days On Market
Last Listing Agent Thomas Ore Winton Auction & Realty Co.

0 6 Mile Board Rd Unit 14, Winchester, TN 37398
/10
$240,000

Sold Mar 17, 2026

0 Holders Cove Rd, Winchester, TN 37398
Last Sold Summary
- 8% Above List Price
- 15 Days On Market
Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.

0 Holders Cove Rd, Winchester, TN 37398
/56
$705,000

Sold Jul 29, 2026

74 Summer Lake Ct, Winchester, TN 37398
- 3 Beds
- 3.5 Baths
- 2,504 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $282/SF
- 5 Days On Market
Last Listing Agent Yvette Lowe Century 21 Coffee County Realty & Auction

74 Summer Lake Ct, Winchester, TN 37398
/13
$40,000

Sold Aug 28, 2025

0 N Jefferson St Unit RTC2799824, Winchester, TN 37398
- Land
- 10,018 Sq Ft
- $173,913 per Acre
Last Sold Summary
- 20% Below List Price
- 166 Days On Market
Last Listing Agent Tekesha Fuqua-Taylor Keller Williams Realty - Murfreesboro

0 N Jefferson St Unit RTC2799824, Winchester, TN 37398
/39
$380,000

Sold Mar 03, 2026

44 Rocky Hollow Dr, Winchester, TN 37398
- 3 Beds
- 3 Baths
- 2,208 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $172/SF
- 3 Days On Market
Current Estimated Value $402,852

Last Listing Agent Timothy Crabtree Benchmark Realty, LLC

44 Rocky Hollow Dr, Winchester, TN 37398
/51
$355,000

Sold Apr 29, 2026

114 Chase Cir, Winchester, TN 37398
- 2 Beds
- 2 Baths
- 1,782 Sq Ft
- Built 2004
Last Sold Summary
- 1% Below List Price
- $199/SF
- 24 Days On Market
Current Estimated Value $365,264

Last Listing Agent Sean Crabtree Blue Door Realty Group

114 Chase Cir, Winchester, TN 37398
/27
$218,000

Sold Jun 18, 2026

211 S Porter St, Winchester, TN 37398
- 3 Beds
- 2.5 Baths
- 1,575 Sq Ft
- Built 2025
Last Sold Summary
- 27% Below List Price
- $138/SF
- 43 Days On Market
Current Estimated Value $410,807

Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

211 S Porter St, Winchester, TN 37398
/16
$287,850

Sold May 22, 2026

97 Troy Ct, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,214 Sq Ft
- Built 2017
Last Sold Summary
- 1% Below List Price
- $237/SF
- 6 Days On Market
Current Estimated Value $290,506

Last Listing Agent Patsy Truslow Sewanee Realty

97 Troy Ct, Winchester, TN 37398
/74
$605,000

Sold May 06, 2026

120 Pontoon Place, Winchester, TN 37398
- 3 Beds
- 2.5 Baths
- 2,317 Sq Ft
- Built 2021
Last Sold Summary
- 7% Below List Price
- $261/SF
- 51 Days On Market
Current Estimated Value $611,070

Last Listing Agent Dennis Sanders eXp Realty

120 Pontoon Place, Winchester, TN 37398
/24
$54,000

Sold Nov 12, 2025

0 Hilltop Dr Unit RTC2813955, Winchester, TN 37398
- Land
- 25,700 Sq Ft
- $91,525 per Acre
Last Sold Summary
- 43% Below List Price
- 221 Days On Market
Last Listing Agent John Peck Century 21 Volunteer Realty

0 Hilltop Dr Unit RTC2813955, Winchester, TN 37398
/57
$510,000

Sold Jun 19, 2026

54 Foyer Dr, Winchester, TN 37398
- 4 Beds
- 4 Baths
- 2,749 Sq Ft
- Built 2000
Last Sold Summary
- 5% Below List Price
- $186/SF
- 3 Days On Market
Current Estimated Value $526,277

Last Listing Agent John Peck Century 21 Volunteer Realty

54 Foyer Dr, Winchester, TN 37398
/12
$259,000

Sold May 29, 2026

638 Haddon Ln, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,247 Sq Ft
- Built 2026
Last Sold Summary
- 7% Below List Price
- $208/SF
- 102 Days On Market
Last Listing Agent Nathan Smith John Smith Jr Realty and Auction LLC

638 Haddon Ln, Winchester, TN 37398
/81
$468,600

Sold Aug 26, 2025

162 Grizzell Ln, Winchester, TN 37398
- 4 Beds
- 2.5 Baths
- 4,075 Sq Ft
- Built 1948
Last Sold Summary
- $115/SF
- 16 Days On Market
Current Estimated Value $435,170

Last Listing Agent John Higgins Parks Auction & Realty

162 Grizzell Ln, Winchester, TN 37398
/23
$357,900

Sold Nov 06, 2025

218 Chickamauga Trail, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,632 Sq Ft
- Built 2021
Last Sold Summary
- $219/SF
- 3 Days On Market
Current Estimated Value $381,710

Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

218 Chickamauga Trail, Winchester, TN 37398
/57
$585,000

Sold May 15, 2026

50 Pontoon Place, Winchester, TN 37398
- 4 Beds
- 3.5 Baths
- 2,497 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $234/SF
- 96 Days On Market
Last Listing Agent Christy Bashlor Onward Real Estate

50 Pontoon Place, Winchester, TN 37398
/48
$650,000

Sold Jul 31, 2026

265 Shasteen Bend Dr, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 2,349 Sq Ft
- Built 1993
Last Sold Summary
- 13% Below List Price
- $277/SF
- 159 Days On Market
Current Estimated Value $683,731

Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

265 Shasteen Bend Dr, Winchester, TN 37398

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