Recently Sold Homes in 37398

/21
$342,000

Sold Jun 12, 2026

1680 Bypass Rd, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1972
Last Sold Summary
- $244/SF
- 14 Days On Market
Current Estimated Value $321,106

Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.

1680 Bypass Rd, Winchester, TN 37398
/2
$155,000

Sold Jan 15, 2026

0 Stone Field Dr Unit RTC2987665, Winchester, TN 37398
- Land
- 32,234 Sq Ft
- $209,459 per Acre
Last Sold Summary
- 6% Below List Price
- 66 Days On Market
Last Listing Agent Renee Keene WEICHERT, REALTORS Joe Orr & Associates

0 Stone Field Dr Unit RTC2987665, Winchester, TN 37398
/19
$199,900

Sold Aug 12, 2026

95 Reid Ln, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,050 Sq Ft
- Built 1983
Last Sold Summary
- 11% Below List Price
- $190/SF
- 118 Days On Market
Current Estimated Value $201,895

Last Listing Agent Christopher Smith Synergy Realty Network, LLC

95 Reid Ln, Winchester, TN 37398
/72
$960,000

Sold May 21, 2026

185 Wakeboard Way, Winchester, TN 37398
- 6 Beds
- 4.5 Baths
- 3,811 Sq Ft
- Built 2024
Last Sold Summary
- 8% Below List Price
- $252/SF
- 58 Days On Market
Current Estimated Value $960,074

Last Listing Agent Flint Adam Beacon Real Estate

185 Wakeboard Way, Winchester, TN 37398
/37
$259,250

Sold May 29, 2026

207 Franklin Park, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1954
Last Sold Summary
- 6% Below List Price
- $185/SF
- 86 Days On Market
Current Estimated Value $258,368

Last Listing Agent Brad Hardy The Hardy Group

207 Franklin Park, Winchester, TN 37398
/7
$69,900

Sold Sep 02, 2026

0 River Watch Way Unit 365, Winchester, TN 37398
- Land
- 6,359 Sq Ft
- $478,767 per Acre
Last Sold Summary
- 18% Below List Price
- 267 Days On Market
Last Listing Agent Amy Rivera Marcoma Realty, Inc.

0 River Watch Way Unit 365, Winchester, TN 37398
/49
$1,775,000

Sold Apr 08, 2026

886 Hopkins Ln, Winchester, TN 37398
- 4 Beds
- 3.5 Baths
- 3,510 Sq Ft
- Built 1996
Last Sold Summary
- 2% Below List Price
- $506/SF
- 1 Day On Market
Current Estimated Value $1,750,104

Last Listing Agent Timothy Crabtree Benchmark Realty, LLC

886 Hopkins Ln, Winchester, TN 37398
/2
$140,000

Sold Mar 25, 2026

1040 Duckworth Rd, Winchester, TN 37398
- 4 Beds
- 2.5 Baths
- 1,976 Sq Ft
- Built 1982
Last Sold Summary
- $71/SF
Last Listing Agent John Turner Onward Real Estate

1040 Duckworth Rd, Winchester, TN 37398
/21
$745,000

Sold Jul 16, 2026

101 Cypress Point Dr, Winchester, TN 37398
- 4 Beds
- 3.5 Baths
- 3,738 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $199/SF
- 103 Days On Market
Current Estimated Value $755,014

Last Listing Agent Emily Goodgame simpliHOM

101 Cypress Point Dr, Winchester, TN 37398
/27
$465,900

Sold Mar 16, 2026

160 Wiseman Ln, Winchester, TN 37398
- 4 Beds
- 2 Baths
- 2,187 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $213/SF
- 61 Days On Market
Last Listing Agent Andrew Curl Better Homes & Gardens Real Estate Heritage Group

160 Wiseman Ln, Winchester, TN 37398
/15
$355,000

Sold Feb 13, 2026

21 Hilltop Dr, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,502 Sq Ft
- Built 2015
Last Sold Summary
- 4% Below List Price
- $236/SF
- 64 Days On Market
Current Estimated Value $394,976

Last Listing Agent Frederick Moore Compass

21 Hilltop Dr, Winchester, TN 37398
/16
$682,000

Sold Jul 27, 2026

0 Highway 50, Winchester, TN 37398
Last Sold Summary
- 30 Days On Market
Last Listing Agent James R. Cash James R. Cash II Auctions & Real Estate

0 Highway 50, Winchester, TN 37398
/2
$670,000

Sold Apr 17, 2026

163 Wakeboard Way, Winchester, TN 37398
- 4 Beds
- 2.5 Baths
- 2,856 Sq Ft
- Built 2021
Last Sold Summary
- $235/SF
Current Estimated Value $676,266

Last Listing Agent NONMLS NONMLS

163 Wakeboard Way, Winchester, TN 37398
/50
$870,000

Sold May 04, 2026

494 Cascade Dr, Winchester, TN 37398
- 4 Beds
- 3.5 Baths
- 3,361 Sq Ft
- Built 2018
Last Sold Summary
- 3% Below List Price
- $259/SF
- 205 Days On Market
Current Estimated Value $866,354

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

494 Cascade Dr, Winchester, TN 37398
/62
$2,400,000

Sold Dec 15, 2025

901 Wildwood Trace, Winchester, TN 37398
- 3 Beds
- 5 Baths
- 4,880 Sq Ft
- Built 2003
Last Sold Summary
- 16% Below List Price
- $492/SF
- 59 Days On Market
Current Estimated Value $2,456,560

Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

901 Wildwood Trace, Winchester, TN 37398
/35
$350,000

Sold Dec 22, 2025

21 Huntington Dr N, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 2021
Last Sold Summary
- 5% Below List Price
- $243/SF
- 41 Days On Market
Current Estimated Value $370,830

Last Listing Agent Jordan Crouch Benchmark Realty, LLC

21 Huntington Dr N, Winchester, TN 37398
/44
$475,000

Sold Jul 02, 2026

1405 Old Estill Springs Rd, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 2,045 Sq Ft
- Built 1966
Last Sold Summary
- 5% Below List Price
- $232/SF
- 12 Days On Market
Current Estimated Value $485,592

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

1405 Old Estill Springs Rd, Winchester, TN 37398
/32
$323,000

Sold Jul 31, 2026

101 N Shephard St, Winchester, TN 37398
- 3 Beds
- 2.5 Baths
- 1,358 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $238/SF
- 175 Days On Market
Last Listing Agent Eberley Holloway Southern Middle Realty

101 N Shephard St, Winchester, TN 37398
/66
$729,900

Sold Mar 26, 2026

814 River Watch Way, Winchester, TN 37398
- 3 Beds
- 3.5 Baths
- 2,650 Sq Ft
- Built 2025
Last Sold Summary
- $275/SF
- 7 Days On Market
Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC

814 River Watch Way, Winchester, TN 37398
/32
$239,000

Sold Mar 20, 2026

159 Apple Dr, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 2007
Last Sold Summary
- 4% Below List Price
- $192/SF
- 110 Days On Market
Current Estimated Value $248,683

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

159 Apple Dr, Winchester, TN 37398
/24
$327,000

Sold Sep 14, 2026

149 Sisk Rd, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,358 Sq Ft
- Built 2020
Last Sold Summary
- 4% Below List Price
- $241/SF
- 6 Days On Market
Current Estimated Value $337,496

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

149 Sisk Rd, Winchester, TN 37398
/99
$575,000

Sold Jul 24, 2026

105 8th Ave SE, Winchester, TN 37398
- 3 Beds
- 3.5 Baths
- 2,682 Sq Ft
- Built 1933
Last Sold Summary
- 3% Below List Price
- $214/SF
- 36 Days On Market
Current Estimated Value $577,272

Last Listing Agent Lisa Darling Benchmark Realty, LLC

105 8th Ave SE, Winchester, TN 37398
/59
$235,000

Sold Apr 27, 2026

6 Cypress Point Dr, Winchester, TN 37398
- Land
- 13,939 Sq Ft
- $734,375 per Acre
Last Sold Summary
- 9% Below List Price
- 38 Days On Market
Last Listing Agent Amy Squires Weichert Realtors, The Space Place The Lampley GRP

6 Cypress Point Dr, Winchester, TN 37398
/72
$460,000

Sold Jun 25, 2026

91 Country Club Terrace, Winchester, TN 37398
- 3 Beds
- 4 Baths
- 3,242 Sq Ft
- Built 1963
Last Sold Summary
- 4% Below List Price
- $142/SF
- 24 Days On Market
Current Estimated Value $455,490

Last Listing Agent Lea Anne Bedsole Compass

91 Country Club Terrace, Winchester, TN 37398
/10
$659,900

Sold May 04, 2026

0 Ridgecrest Ct Unit RTC3078799, Winchester, TN 37398
- 4 Beds
- 3.5 Baths
- 2,852 Sq Ft
- Built 2026
Last Sold Summary
- $231/SF
- 76 Days On Market
Last Listing Agent Mitchell Bowman simpliHOM - The Results Team

0 Ridgecrest Ct Unit RTC3078799, Winchester, TN 37398
/49
$185,000

Sold Apr 21, 2026

801 S High St, Winchester, TN 37398
- 3 Beds
- 1.5 Baths
- 1,697 Sq Ft
- Built 1948
Last Sold Summary
- 26% Below List Price
- $109/SF
- 75 Days On Market
Current Estimated Value $258,468

Last Listing Agent John Peck Century 21 Volunteer Realty

801 S High St, Winchester, TN 37398
/92
$735,000

Sold Jun 02, 2026

397 Campfire Ct, Winchester, TN 37398
- 5 Beds
- 3.5 Baths
- 2,805 Sq Ft
- Built 2021
Last Sold Summary
- 5% Below List Price
- $262/SF
- 2 Days On Market
Current Estimated Value $738,387

Last Listing Agent Dennis Sanders eXp Realty

397 Campfire Ct, Winchester, TN 37398
/38
$500,000

Sold Sep 26, 2025

114 Magrath Rd, Winchester, TN 37398
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
- Built 2008
Last Sold Summary
- 9% Below List Price
- $192/SF
- 26 Days On Market
Current Estimated Value $545,448

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

114 Magrath Rd, Winchester, TN 37398
/95
$390,000

Sold Jun 12, 2026

162 Grizzell Ln, Winchester, TN 37398
- 4 Beds
- 2.5 Baths
- 4,075 Sq Ft
- Built 1948
Last Sold Summary
- 13% Below List Price
- $96/SF
- 21 Days On Market
Current Estimated Value $439,263

Last Listing Agent Hampton Mauzy Compass

162 Grizzell Ln, Winchester, TN 37398
/62
$690,000

Sold Aug 03, 2026

64 Blairmont Ct, Winchester, TN 37398
- 4 Beds
- 3 Baths
- 2,884 Sq Ft
- Built 2026
Last Sold Summary
- 1% Below List Price
- $239/SF
- 84 Days On Market
Last Listing Agent Mitchell Bowman simpliHOM - The Results Team

64 Blairmont Ct, Winchester, TN 37398
/36
$319,000

Sold Jun 01, 2026

387 Fairview Cir, Winchester, TN 37398
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
- Built 2003
Last Sold Summary
- 5% Below List Price
- $222/SF
- 17 Days On Market
Current Estimated Value $329,612

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

387 Fairview Cir, Winchester, TN 37398
/51
$330,000

Sold Aug 28, 2026

204 8th Ave SE, Winchester, TN 37398
- 3 Beds
- 3 Baths
- 2,248 Sq Ft
- Built 1966
Last Sold Summary
- 2% Above List Price
- $147/SF
- 0 Days On Market
Current Estimated Value $579,825

Last Listing Agent Baker Reynolds Keller Williams Realty Mt. Juliet

204 8th Ave SE, Winchester, TN 37398
/2
$80,000

Sold Feb 24, 2026

1 Oak St, Winchester, TN 37398
- Land
- 18,295 Sq Ft
- $190,476 per Acre
Last Sold Summary
- 11% Below List Price
- 20 Days On Market
Last Listing Agent Latoya Stone simpliHOM - The Results Team

1 Oak St, Winchester, TN 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 $224,357

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 $503,287

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 $473,880

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

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