399

Recently Sold Homes in 37398

Section Image
  • /26

    $389,000

    Sold Mar 31, 2026

    295 Metcalf Rd, Winchester, TN 37398

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Below List Price
    • $216/SF
    • 115 Days On Market

    Current Estimated Value $398,344

    Last Listing Agent Jerry Shelton Shelton Auction and Realty

    295 Metcalf Rd, Winchester, TN 37398
  • /53

    $795,000

    Sold Nov 04, 2025

    190 Cascade Dr, Winchester, TN 37398

    • 4 Beds
    • 3.5 Baths
    • 3,515 Sq Ft
    • Built 2009

    Last Sold Summary

    • 10% Below List Price
    • $226/SF
    • 200 Days On Market

    Current Estimated Value $789,914

    Last Listing Agent Rachel Ferrell Southern Middle Realty

    190 Cascade Dr, Winchester, TN 37398
  • /35

    $235,000

    Sold Jan 12, 2026

    136 Bel Aire Dr, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft
    • Built 1964

    Last Sold Summary

    • 18% Below List Price
    • $121/SF
    • 187 Days On Market

    Current Estimated Value $252,347

    Last Listing Agent Sharon Swafford Swaffords Property Shop

    136 Bel Aire Dr, Winchester, TN 37398
  • /34

    $270,000

    Sold Dec 03, 2025

    805 S Shephard St, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $206/SF
    • 99 Days On Market

    Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.

    805 S Shephard St, Winchester, TN 37398
  • /49

    $220,000

    Sold Dec 12, 2025

    190 Cheyenne Ave, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $197/SF
    • 22 Days On Market

    Current Estimated Value $229,075

    Last Listing Agent Rachel Ferrell Southern Middle Realty

    190 Cheyenne Ave, Winchester, TN 37398
  • /41

    $349,900

    Sold Jul 20, 2026

    2425 Old Tullahoma Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,567 Sq Ft
    • Built 2018

    Last Sold Summary

    • $223/SF
    • 6 Days On Market

    Current Estimated Value $341,495

    Last Listing Agent Greg Sitz Parks Auction & Realty

    2425 Old Tullahoma Rd, Winchester, TN 37398
  • /47

    $485,000

    Sold Nov 24, 2025

    105 Twilight Dr, Winchester, TN 37398

    • 4 Beds
    • 2.5 Baths
    • 3,570 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $136/SF
    • 20 Days On Market

    Current Estimated Value $517,581

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

    105 Twilight Dr, Winchester, TN 37398
  • /30

    $478,000

    Sold Jan 16, 2026

    159 Canoe Ct, Winchester, TN 37398

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $214/SF
    • 68 Days On Market

    Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

    159 Canoe Ct, Winchester, TN 37398
  • /4

    $741,300

    Sold Nov 19, 2025

    0 Old Tullahoma Rd Unit RTC3048163, Winchester, TN 37398

    Last Sold Summary

    Last Listing Agent Shawna Denby 1st Choice REALTOR

    0 Old Tullahoma Rd Unit RTC3048163, Winchester, TN 37398
  • /7

    $94,000

    Sold Jun 24, 2026

    0 Golf Shores Dr Unit RTC3208495, Winchester, TN 37398

    • Land
    • 0 Sq Ft

    Last Sold Summary

    • 5% Below List Price
    • 3 Days On Market

    Last Listing Agent Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

    0 Golf Shores Dr Unit RTC3208495, Winchester, TN 37398
  • /63

    $515,000

    Sold Jul 17, 2026

    249 Lookout Dr, Winchester, TN 37398

    • 3 Beds
    • 2.5 Baths
    • 2,973 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $173/SF
    • 295 Days On Market

    Last Listing Agent Charlie Gonzales Southern Middle Realty

    249 Lookout Dr, Winchester, TN 37398
  • /39

    $250,000

    Sold Apr 02, 2026

    301 N Shephard St, Winchester, TN 37398

    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Below List Price
    • $190/SF
    • 22 Days On Market

    Current Estimated Value $253,915

    Last Listing Agent Timothy Collins SimpliHOM

    301 N Shephard St, Winchester, TN 37398
  • /42

    $550,000

    Sold Aug 25, 2025

    1549 Mansford Rd, Winchester, TN 37398

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft
    • Built 1978

    Last Sold Summary

    • 26% Above List Price
    • $280/SF
    • 16 Days On Market

    Current Estimated Value $405,181

    Last Listing Agent Thomas Ore Winton Auction & Realty Co.

    1549 Mansford Rd, Winchester, TN 37398
  • /25

    $460,000

    Sold Aug 22, 2025

    287 Sisk Rd, Winchester, TN 37398

    • 4 Beds
    • 3 Baths
    • 2,580 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $178/SF
    • 68 Days On Market

    Last Listing Agent April Smith John Smith Jr Realty and Auction LLC

    287 Sisk Rd, Winchester, TN 37398
  • /42

    $315,000

    Sold Oct 30, 2025

    2425 Old Tullahoma Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,567 Sq Ft
    • Built 2018

    Last Sold Summary

    • 21% Below List Price
    • $201/SF
    • 104 Days On Market

    Current Estimated Value $341,495

    Last Listing Agent Breean Hewitt Compass

    2425 Old Tullahoma Rd, Winchester, TN 37398
  • /80

    $1,450,000

    Sold Jul 01, 2026

    1305 Dripping Springs Rd, Winchester, TN 37398

    • 3 Beds
    • 4.5 Baths
    • 4,497 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Below List Price
    • $322/SF
    • 7 Days On Market

    Current Estimated Value $1,429,661

    Last Listing Agent Thomas Ore Winton Auction & Realty Co.

    1305 Dripping Springs Rd, Winchester, TN 37398
  • /2

    $247,000

    Sold Jul 15, 2026

    0 Kayak Way Unit 482, Winchester, TN 37398

    • Land
    • 11,761 Sq Ft
    • $914,815 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 3 Days On Market

    Last Listing Agent Felicia Wright Leading Edge Real Estate Group

    0 Kayak Way Unit 482, Winchester, TN 37398
  • /75

    $1,960,000

    Sold Jan 27, 2026

    97 Shady Cove Ln, Winchester, TN 37398

    • 2 Beds
    • 3.5 Baths
    • 3,410 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $575/SF
    • 152 Days On Market

    Current Estimated Value $1,955,643

    Last Listing Agent Timothy Crabtree Benchmark Realty, LLC

    97 Shady Cove Ln, Winchester, TN 37398
  • /31

    $255,000

    Sold Apr 08, 2026

    406 Asia Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 1974

    Last Sold Summary

    • 22% Below List Price
    • $180/SF
    • 153 Days On Market

    Current Estimated Value $249,246

    Last Listing Agent Lashun Burks WEICHERT, REALTORS - The Andrews Group

    406 Asia Rd, Winchester, TN 37398
  • /32

    $364,900

    Sold Aug 11, 2025

    454 Myers Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $231/SF
    • 20 Days On Market

    Last Listing Agent Candice Bedwell Epique Realty

    454 Myers Rd, Winchester, TN 37398
  • /81

    $525,000

    Sold Sep 22, 2025

    130 Golf Shores Dr, Winchester, TN 37398

    • 3 Beds
    • 4 Baths
    • 2,668 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Above List Price
    • $197/SF
    • 4 Days On Market

    Current Estimated Value $567,053

    Last Listing Agent Eberley Holloway Southern Middle Realty

    130 Golf Shores Dr, Winchester, TN 37398
  • /22

    $1,250,000

    Sold Mar 30, 2026

    517 Bluff Dr, Winchester, TN 37398

    • 2 Beds
    • 4 Baths
    • 3,384 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Above List Price
    • $369/SF
    • 7 Days On Market

    Current Estimated Value $1,067,682

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

    517 Bluff Dr, Winchester, TN 37398
  • /49

    $484,900

    Sold Oct 14, 2025

    332 Country Club Rd, Winchester, TN 37398

    • 4 Beds
    • 3 Baths
    • 2,081 Sq Ft
    • Built 2022

    Last Sold Summary

    • 7% Below List Price
    • $233/SF
    • 48 Days On Market

    Current Estimated Value $498,805

    Last Listing Agent Thomas Ore Winton Auction & Realty Co.

    332 Country Club Rd, Winchester, TN 37398
  • /49

    $380,000

    Sold Mar 23, 2026

    657 Country Club Ln, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 2,101 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $181/SF
    • 6 Days On Market

    Current Estimated Value $393,161

    Last Listing Agent Sabrina Kimball Simple Real Estate - Keller Williams

    657 Country Club Ln, Winchester, TN 37398
  • /10

    $65,000

    Sold Jul 21, 2026

    5468 Old Tullahoma Rd, Winchester, TN 37398

    • Land
    • 41,382 Sq Ft
    • $68,421 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 69 Days On Market

    Last Listing Agent Mandi Oakes Fridrich & Clark Realty

    5468 Old Tullahoma Rd, Winchester, TN 37398
  • /21

    $300,000

    Sold Oct 30, 2025

    17 Strawberry Dr, Winchester, TN 37398

    • 4 Beds
    • 2.5 Baths
    • 2,402 Sq Ft
    • Built 2003

    Last Sold Summary

    • 12% Below List Price
    • $125/SF
    • 181 Days On Market

    Current Estimated Value $327,627

    Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC

    17 Strawberry Dr, Winchester, TN 37398
  • /73

    $1,080,000

    Sold Dec 19, 2025

    45 Hammock Ct, Winchester, TN 37398

    • 5 Beds
    • 4.5 Baths
    • 3,596 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $300/SF
    • 11 Days On Market

    Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

    45 Hammock Ct, Winchester, TN 37398
  • /34

    $310,000

    Sold Sep 23, 2025

    431 Haddon Ln, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $175/SF
    • 37 Days On Market

    Current Estimated Value $314,638

    Last Listing Agent Dustyn Reed United Real Estate Middle Tennessee

    431 Haddon Ln, Winchester, TN 37398
  • /3

    $112,000

    Sold Jul 31, 2026

    4 Anderton Dr, Winchester, TN 37398

    • Land
    • 2.13 Acres
    • $52,533 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 385 Days On Market

    Last Listing Agent isaac zimmerle Benchmark Realty, LLC

    4 Anderton Dr, Winchester, TN 37398
  • /26

    $219,900

    Sold Dec 02, 2025

    458 Woods Edge Rd, Winchester, TN 37398

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft
    • Built 1998

    Last Sold Summary

    • $211/SF
    • 11 Days On Market

    Current Estimated Value $227,186

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

    458 Woods Edge Rd, Winchester, TN 37398
  • /7

    $225,000

    Sold May 27, 2026

    0 Ross Ln, Winchester, TN 37398

    • Land
    • 1.78 Acres
    • $126,404 per Acre

    Last Sold Summary

    • 15% Above List Price
    • 6 Days On Market

    Last Listing Agent Cramer Foster Lynch Rigsby Realty & Auction, LLC

    0 Ross Ln, Winchester, TN 37398
  • /52

    $335,000

    Sold Jun 17, 2026

    1718 Galloway Ln, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft
    • Built 2025

    Last Sold Summary

    • 14% Below List Price
    • $194/SF
    • 300 Days On Market

    Last Listing Agent isaac zimmerle Benchmark Realty, LLC

    1718 Galloway Ln, Winchester, TN 37398
  • /32

    $495,000

    Sold May 29, 2026

    3115 Holders Cove Rd, Winchester, TN 37398

    • 4 Beds
    • 2.5 Baths
    • 2,758 Sq Ft
    • Built 2006

    Last Sold Summary

    • $179/SF
    • 18 Days On Market

    Current Estimated Value $537,121

    Last Listing Agent James R. Cash James R. Cash II Auctions & Real Estate

    3115 Holders Cove Rd, Winchester, TN 37398
  • /15

    $135,000

    Sold Oct 31, 2025

    0 Lakeview Way, Winchester, TN 37398

    • Land
    • 1.19 Acres
    • $113,828 per Acre

    Last Sold Summary

    • 103 Days On Market

    Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.

    0 Lakeview Way, Winchester, TN 37398
  • /2

    $615,000

    Sold May 11, 2026

    175 Dry Fork Dr, Winchester, TN 37398

    • 3 Beds
    • 3.5 Baths
    • 2,523 Sq Ft
    • Built 2021

    Last Sold Summary

    • $244/SF
    • 0 Days On Market

    Current Estimated Value $617,142

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

    175 Dry Fork Dr, Winchester, TN 37398
  • /11

    $60,000

    Sold Aug 28, 2025

    0 Agate St, Winchester, TN 37398

    • Land
    • 26,136 Sq Ft
    • $100,000 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 166 Days On Market

    Last Listing Agent Tekesha Fuqua-Taylor Keller Williams Realty - Murfreesboro

    0 Agate St, Winchester, TN 37398
  • /3

    $115,000

    Sold Mar 25, 2026

    0 Cascade Dr Unit 7, Winchester, TN 37398

    • Land
    • 27,007 Sq Ft
    • $185,484 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 9 Days On Market

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

    0 Cascade Dr Unit 7, Winchester, TN 37398
  • /78

    $750,000

    Sold May 15, 2026

    630 Shadowbrook Rd, Winchester, TN 37398

    • 4 Beds
    • 3.5 Baths
    • 3,896 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $193/SF
    • 45 Days On Market

    Current Estimated Value $761,185

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

    630 Shadowbrook Rd, Winchester, TN 37398
  • /36

    $270,000

    Sold May 08, 2026

    201&203 3rd Ave NE, Winchester, TN 37398

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Below List Price
    • $201/SF
    • 0 Days On Market

    Last Listing Agent Lindsey Bruce Highlands Elite Real Estate LLC - Baxter

    201&203 3rd Ave NE, Winchester, TN 37398
  • /31

    $294,200

    Sold Jun 16, 2026

    102 Lisa Cir, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $213/SF
    • 32 Days On Market

    Current Estimated Value $294,276

    Last Listing Agent Eberley Holloway Southern Middle Realty

    102 Lisa Cir, Winchester, TN 37398

Showing Results 121 - 160, Page 4 of 10

How to Buy a Home How to Finance a Home How to Sell a Home