39

Recently Sold Old Pine Grove Homes

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  • /35

    $265,000 Sold Jun 18, 2025

    606 Laura Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Below List Price
    • $118/SF
    • 82 Days On Market

    Current Estimated Value $273,021

    Last Listing Agent Bradley Morgan The Local Agents

    606 Laura Dr, Winchester, KY 40391
  • /37

    $207,000 Sold May 23, 2025

    632 Laura Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1974

    Last Sold Summary

    • $185/SF
    • 41 Days On Market

    Current Estimated Value $221,836

    Last Listing Agent Dale Hatton Dream Maker Realty, LLC

    632 Laura Dr, Winchester, KY 40391
  • /31

    $231,000 Sold Jun 30, 2025

    619 Laura Dr, Winchester, KY 40391

    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1980

    Last Sold Summary

    • $165/SF
    • 17 Days On Market

    Current Estimated Value $239,448

    Last Listing Agent Kevin Bradley KB Realty Group

    619 Laura Dr, Winchester, KY 40391
  • /19

    $288,500 Sold Feb 24, 2026

    729 Wayland Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $147/SF
    • 92 Days On Market

    Current Estimated Value $284,917

    Last Listing Agent Brittany Beer EXP Realty, LLC

    729 Wayland Dr, Winchester, KY 40391
  • /41

    $279,900 Sold Aug 12, 2025

    225 Prescott Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft
    • Built 2006

    Last Sold Summary

    • $155/SF
    • 8 Days On Market

    Current Estimated Value $285,664

    Last Listing Agent Teresa Richmond Freedom Realty & Property Management

    225 Prescott Ln, Winchester, KY 40391
  • /58

    $850,000 Sold Jun 27, 2025

    2158 Venable Rd, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,980 Sq Ft
    • Built 1988

    Last Sold Summary

    • $285/SF
    • 1 Day On Market

    Current Estimated Value $851,707

    Last Listing Agent Emily Miller Bluegrass Sotheby's International Realty

    2158 Venable Rd, Winchester, KY 40391
  • /34

    $369,500 Sold Aug 22, 2025

    148 Gibson Way, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $150/SF
    • 11 Days On Market

    Current Estimated Value $364,901

    Last Listing Agent Patrick Arvin Keller Williams Commonwealth

    148 Gibson Way, Winchester, KY 40391
  • /33

    $364,900 Sold Feb 06, 2026

    446 Tremont Ln, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,811 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $130/SF
    • 15 Days On Market

    Current Estimated Value $362,727

    Last Listing Agent Dylan Langdon The Agency

    446 Tremont Ln, Winchester, KY 40391
  • /36

    $261,000 Sold Feb 04, 2026

    433 Wellington Way, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $212/SF
    • 60 Days On Market

    Current Estimated Value $258,591

    Last Listing Agent Nick Ratliff Realty Team - Nicholas Ratliff Real Broker LLC

    433 Wellington Way, Winchester, KY 40391
  • /2

    $4,900,000 Sold Dec 23, 2025

    175 Chatham Place, Winchester, KY 40391

    • 2 Beds
    • 3 Baths
    • 37,192 Sq Ft
    • Built 2007

    Last Sold Summary

    • 13% Below List Price
    • $132/SF
    • 111 Days On Market

    Current Estimated Value $4,910,294

    Last Listing Agent Garry Milton Milton and Associates Real Estate

    175 Chatham Place, Winchester, KY 40391
  • /30

    $289,100 Sold Nov 03, 2025

    223 Bartram Ct, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,606 Sq Ft
    • Built 2004

    Last Sold Summary

    • $180/SF
    • 46 Days On Market

    Current Estimated Value $288,005

    Last Listing Agent Jennifer Parsons RE/MAX Elite Lexington

    223 Bartram Ct, Winchester, KY 40391
  • /28

    $265,000 Sold Jul 02, 2025

    609 Clintonville Rd, Winchester, KY 40391

    • 3 Beds
    • 1.5 Baths
    • 1,305 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Above List Price
    • $203/SF
    • 2 Days On Market

    Current Estimated Value $268,683

    Last Listing Agent Craig Bridgewater Bridgewater Real Estate

    609 Clintonville Rd, Winchester, KY 40391
  • /33

    $159,200 Sold Oct 09, 2025

    646 Laura Dr, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 1,534 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Below List Price
    • $104/SF
    • 16 Days On Market

    Current Estimated Value $230,967

    Last Listing Agent Kimberly Brunson Hunter Real Estate

    646 Laura Dr, Winchester, KY 40391
  • /32

    $285,000 Sold Jul 03, 2025

    602 Laura Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,690 Sq Ft
    • Built 1976

    Last Sold Summary

    • 11% Below List Price
    • $169/SF
    • 168 Days On Market

    Current Estimated Value $287,110

    Last Listing Agent Ryan O'Gara Real Broker, LLC

    602 Laura Dr, Winchester, KY 40391
  • /33

    $240,000 Sold Sep 10, 2025

    752 Wayland Dr, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 2,472 Sq Ft
    • Built 1969

    Last Sold Summary

    • 11% Below List Price
    • $97/SF
    • 18 Days On Market

    Current Estimated Value $258,178

    Last Listing Agent Craig Bridgewater Bridgewater Real Estate

    752 Wayland Dr, Winchester, KY 40391
  • /29

    $262,500 Sold Feb 18, 2026

    410 Wellington Way, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 69 Days On Market

    Current Estimated Value $259,652

    Last Listing Agent Monica Marcum Century 21 Pinnacle

    410 Wellington Way, Winchester, KY 40391
  • /43

    $339,000 Sold Feb 12, 2026

    106 Gibson Way, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,064 Sq Ft
    • Built 2021

    Last Sold Summary

    • $164/SF
    • 1 Day On Market

    Current Estimated Value $340,731

    Last Listing Agent Brittany Nester RO&CO Real Estate

    106 Gibson Way, Winchester, KY 40391
  • /21

    $285,000 Sold Jul 29, 2025

    219 Bartram Ct, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $168/SF
    • 8 Days On Market

    Current Estimated Value $292,035

    Last Listing Agent Nora Williams Keller Williams Commonwealth

    219 Bartram Ct, Winchester, KY 40391
  • /65

    $290,000 Sold Jun 18, 2025

    13 Robyn Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,844 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $157/SF
    • 1 Day On Market

    Current Estimated Value $302,277

    Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

    13 Robyn Dr, Winchester, KY 40391
  • /29

    $235,000 Sold Feb 09, 2026

    142 Sturbridge Ln, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $193/SF
    • 1 Day On Market

    Current Estimated Value $240,688

    Last Listing Agent Donna Mink Mink Realty

    142 Sturbridge Ln, Winchester, KY 40391
  • /28

    $234,500 Sold Jul 29, 2025

    108 Sturbridge Ln, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $195/SF
    • 45 Days On Market

    Current Estimated Value $241,608

    Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

    108 Sturbridge Ln, Winchester, KY 40391
  • /22

    $334,327 Sold Jul 01, 2025

    136 Gibson Way, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 1,997 Sq Ft
    • Built 2024

    Last Sold Summary

    • $167/SF
    • 219 Days On Market

    Current Estimated Value $344,381

    Last Listing Agent Neshia Gaines Christies International Real Estate Bluegrass

    136 Gibson Way, Winchester, KY 40391
  • /15

    $249,900 Sold Jun 09, 2025

    234 Prescott Ln, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,463 Sq Ft
    • Built 2005

    Last Sold Summary

    • $171/SF
    • 17 Days On Market

    Current Estimated Value $260,799

    Last Listing Agent Darrell Tackett Dream Maker Realty, LLC

    234 Prescott Ln, Winchester, KY 40391
  • /40

    $240,000 Sold Jul 29, 2025

    400 Verna Dr, Winchester, KY 40391

    • 5 Beds
    • 3 Baths
    • 2,617 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Below List Price
    • $92/SF
    • 12 Days On Market

    Current Estimated Value $270,422

    Last Listing Agent Melodie Lincavage RE/MAX Elite Realty

    400 Verna Dr, Winchester, KY 40391
  • /2

    $366,363 Sold May 22, 2025

    140 Gibson Way, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,269 Sq Ft
    • Built 2024

    Last Sold Summary

    • $161/SF
    • 162 Days On Market

    Current Estimated Value $371,190

    Last Listing Agent Neshia Gaines Christies International Real Estate Bluegrass

    140 Gibson Way, Winchester, KY 40391
  • /54

    $269,900 Sold Aug 12, 2025

    137 Sturbridge Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $176/SF
    • 11 Days On Market

    Current Estimated Value $270,852

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    137 Sturbridge Ln, Winchester, KY 40391
  • /41

    $259,900 Sold Aug 31, 2025

    315 Newcastle Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft
    • Built 2006

    Last Sold Summary

    • $168/SF
    • 6 Days On Market

    Current Estimated Value $261,523

    Last Listing Agent Terra Long Keller Williams Commonwealth

    315 Newcastle Ln, Winchester, KY 40391
  • /33

    $385,000 Sold Sep 04, 2025

    113 Shala Mar Rue, Winchester, KY 40391

    • 4 Beds
    • 3 Baths
    • 2,741 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $140/SF
    • 12 Days On Market

    Current Estimated Value $395,645

    Last Listing Agent Rebakah Goodpaster Keller Williams Legacy Group

    113 Shala Mar Rue, Winchester, KY 40391
  • /25

    $248,000 Sold Dec 01, 2025

    331 Newcastle Ln, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,351 Sq Ft
    • Built 2004

    Last Sold Summary

    • $184/SF
    • 3 Days On Market

    Current Estimated Value $250,322

    Last Listing Agent Sydney Pennington In House Real Estate

    331 Newcastle Ln, Winchester, KY 40391
  • /2

    $374,738 Sold May 20, 2025

    138 Gibson Way, Winchester, KY 40391

    • 5 Beds
    • 3 Baths
    • 2,519 Sq Ft
    • Built 2024

    Last Sold Summary

    • $149/SF
    • 9 Days On Market

    Current Estimated Value $378,754

    Last Listing Agent Jennifer Sisson Christies International Real Estate Bluegrass

    138 Gibson Way, Winchester, KY 40391
  • /24

    $320,000 Sold Dec 01, 2025

    118 Strawberry Ln, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,008 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $159/SF
    • 14 Days On Market

    Current Estimated Value $323,097

    Last Listing Agent Susan Baldwin Threshold Real Estate Services

    118 Strawberry Ln, Winchester, KY 40391
  • /2

    $260,000 Sold Mar 30, 2026

    214 Bartram Ct, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 2004

    Last Sold Summary

    • $144/SF

    Current Estimated Value $300,460

    Last Listing Agent Destiny Darby Keller Williams Commonwealth

    214 Bartram Ct, Winchester, KY 40391
  • /34

    $366,500 Sold Jun 05, 2025

    112 Gibson Way, Winchester, KY 40391

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $147/SF
    • 56 Days On Market

    Current Estimated Value $374,805

    Last Listing Agent Mila Ensor Ensor Real Estate, LLC

    112 Gibson Way, Winchester, KY 40391
  • /7

    $155,000 Sold Dec 23, 2025

    134 Hud Rd, Winchester, KY 40391

    • Land
    • 18,730 Sq Ft
    • $360,465 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

    134 Hud Rd, Winchester, KY 40391
  • /9

    $378,000 Sold Mar 09, 2026

    140 Gibson Way, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,269 Sq Ft
    • Built 2025

    Last Sold Summary

    • $167/SF
    • 0 Days On Market

    Current Estimated Value $371,190

    Last Listing Agent Amanda Stewart Stewart & Co Realty LLC

    140 Gibson Way, Winchester, KY 40391
  • /34

    $305,000 Sold Nov 04, 2025

    123 Strawberry Ln, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $170/SF
    • 1 Day On Market

    Current Estimated Value $309,526

    Last Listing Agent Joseph Smallwood Christies International Real Estate Bluegrass

    123 Strawberry Ln, Winchester, KY 40391
  • /27

    $275,000 Sold Jun 13, 2025

    216 Prescott Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,726 Sq Ft
    • Built 2008

    Last Sold Summary

    • 6% Below List Price
    • $159/SF
    • 129 Days On Market

    Current Estimated Value $282,950

    Last Listing Agent Brittany Lewis National Real Estate

    216 Prescott Ln, Winchester, KY 40391
  • /37

    $379,000 Sold Dec 22, 2025

    122 Le Ann Ln, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,587 Sq Ft
    • Built 1978

    Last Sold Summary

    • $147/SF
    • 7 Days On Market

    Current Estimated Value $377,037

    Last Listing Agent Tracey Goebel Tom Goebel & Company

    122 Le Ann Ln, Winchester, KY 40391
  • /10

    $370,000 Sold Mar 31, 2026

    395 Croxton Way, Winchester, KY 40391

    • Land
    • 1.29 Acres
    • $286,822 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 793 Days On Market

    Last Listing Agent Rich Decker Rector Hayden Realtors

    395 Croxton Way, Winchester, KY 40391

Frequently Asked Questions

What is the average time to sell a house in Old Pine Grove, KY?
The houses for sale in Old Pine Grove, KY spend an average of 32 days on the market.
What is the number of active homes for sale in Old Pine Grove, KY?
There are 4 active homes for sale in Old Pine Grove, KY.

Home Trends in Old Pine Grove, KY

Housing Trends

Median Sale Price
$282,450
Median Single Family Sale Price
$275,000
Average Price Per Sq Ft
$165
Number of Homes for Sale
4
Last 12 months Home Sales
36
Months of Supply
1.30
Median List Price
$291,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
1%
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