16,779

Clark County, KY Homes

Section Image
  • /17

    $190,000 Sold Sep 10, 2025

    114 Sunset Heights, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,059 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 50 Days On Market

    Current Estimated Value $194,838

    Last Listing Agent Susan Baldwin Threshold Real Estate Services

    114 Sunset Heights, Winchester, KY 40391
    • /54

      Est $270,619 Not Listed For Sale

      427 Jameson Way, Winchester, KY 40391

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 2002
      427 Jameson Way, Winchester, KY 40391

      Last Sold Summary

      • 4% Above List Price
      • $146/SF
      • 121 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Christa Joynt Keller Williams Commonwealth

  • /2

    $882,000

    • Land
    • 3.93 Acres
    • $224,427 per Acre

    Lot 1 - 12 Plantations Dr, Winchester, KY 40391

    NOW SELLING PHASE ONE: 12 Buildable Lots (minimum lot is 9600+ sqft) of PHASE ONE of Deerlawn's Development located at 2395 Paris Rd (Parent Listing). Earmarked as Winchester, Ky's most anticipated residential development consisting of an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods, Phase One has 12 lots ready for you to build your New

    Melia Hord Keller Williams Legacy Group

    Lot 1 - 12 Plantations Dr, Winchester, KY 40391
  • /48

    $222,500 Sold Jul 28, 2025

    217 Locust Grove Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 2,055 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $108/SF
    • 2 Days On Market

    Current Estimated Value $228,093

    Last Listing Agent Robin Murray The Agency

    217 Locust Grove Rd, Winchester, KY 40391
    • /47

      Est $350,516 Not Listed For Sale

      106 Old Ironworks Rd, Winchester, KY 40391

      • 5 Beds
      • 3 Baths
      • 3,380 Sq Ft
      • Built 1900
      106 Old Ironworks Rd, Winchester, KY 40391

      Last Sold Summary

      • 20% Above List Price
      • $86/SF
      • 115 Days On Market

      Last Sold Price $291,000

      Last Listing Agent John Groft RE/MAX

  • /2

    $150,000

    • Land
    • 2.11 Acres
    • $71,090 per Acre

    125 Knox Ct, Winchester, KY 40391

    Looking for a place to build a Upscale homein Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

    John Wilson Bluegrass Properties Group

    125 Knox Ct, Winchester, KY 40391
  • /34

    $342,000 Sold Sep 16, 2025

    3560 Wades Mill Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • Built 1950

    Last Sold Summary

    • 10% Below List Price
    • $262/SF
    • 37 Days On Market

    Current Estimated Value $342,626

    Last Listing Agent Sarah MacHarg Kentucky Land and Home

    3560 Wades Mill Rd, Winchester, KY 40391
    • /25

      Est $258,372 Not Listed For Sale

      325 Vanover Way, Winchester, KY 40391

      • 3 Beds
      • 2.5 Baths
      • 1,428 Sq Ft
      • Built 2002
      325 Vanover Way, Winchester, KY 40391

      Last Sold Summary

      • 7% Above List Price
      • $169/SF
      • 1 Day On Market

      Last Sold Price $240,880

      Last Listing Agent Brad Harmon LexHomes Real Estate

  • /17

    $129,900

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft

    122 Calloway St, Winchester, KY 40391

    Investment Opportunity or Perfect Starter Home This charming 2-bedroom, 1-bath property is full of potential! With a strong rental history and an excellent lease track record, it's ideal for investors or first-time buyers. The home requires only light maintenance, and the seller is even willing to fund minor repairs. Don't miss your chance to own a property with great value and endless

    Darrell Tackett Dream Maker Realty, LLC

    122 Calloway St, Winchester, KY 40391
  • /5

    $41,500 Sold Sep 15, 2025

    434 Fairholme Way, Winchester, KY 40391

    • Land
    • 0.36 Acre
    • $115,278 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 6 Days On Market

    Current Estimated Value $52,175

    Last Listing Agent Justin Lee JL Realty Group, LLC

    434 Fairholme Way, Winchester, KY 40391
    • /17

      Est $245,869 Not Listed For Sale

      206 Buffalo Trace, Winchester, KY 40391

      • 3 Beds
      • 3 Baths
      • 1,737 Sq Ft
      • Built 1998
      206 Buffalo Trace, Winchester, KY 40391

      Last Sold Summary

      • 3% Above List Price
      • $138/SF
      • 30 Days On Market

      Last Sold Price $239,000

      Last Listing Agent Kymberly McCreary Kentucky Land and Home

  • /25

    $295,000

    • Land
    • 10 Acres
    • $29,500 per Acre

    398 Pine Ridge Rd, Winchester, KY 40391

    Discover the charm of country living at 398 Pine Ridge Rd in Winchester, KY. This inviting 2-bedroom, 1-bath home sits on 10 picturesque acres, offering the perfect retreat for those who love peace, privacy, and the beauty of the Kentucky countryside. Step inside to a warm and cozy interior with a simple, functional layout that feels like home the moment you walk in. Enjoy the outdoors from the

    Amie Hieneman ERA Select Real Estate

    398 Pine Ridge Rd, Winchester, KY 40391
  • /48

    $330,000 Sold May 23, 2025

    113 Holiday Rd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,090 Sq Ft
    • Built 1970

    Last Sold Summary

    • 3% Below List Price
    • $158/SF
    • 35 Days On Market

    Current Estimated Value $317,465

    Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

    113 Holiday Rd, Winchester, KY 40391
    • /32

      Est $211,526 Not Listed For Sale

      303 Geronimo Ct, Winchester, KY 40391

      • 3 Beds
      • 2 Baths
      • 1,088 Sq Ft
      • Built 1998
      303 Geronimo Ct, Winchester, KY 40391

      Last Sold Summary

      • 7% Above List Price
      • $182/SF
      • 6 Days On Market

      Last Sold Price $198,000

      Last Listing Agent Marie Waddell-Pearson RE/MAX

  • /4

    $64,900 Pending

    • Land
    • 0.64 Acre
    • $101,406 per Acre

    102 Royal Oak Dr, Winchester, KY 40391

    A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..64 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!

    Melia Hord Keller Williams Legacy Group

    102 Royal Oak Dr, Winchester, KY 40391
  • /58

    $830,000 Sold Feb 27, 2026

    2395 Becknerville Rd, Winchester, KY 40391

    • 4 Beds
    • 3.5 Baths
    • 3,234 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $257/SF
    • 8 Days On Market

    Current Estimated Value $834,586

    Last Listing Agent Crystal Towe The Real Estate Group

    2395 Becknerville Rd, Winchester, KY 40391
    • /19

      Est $192,858 Not Listed For Sale

      125 Buffalo Trace, Winchester, KY 40391

      • 3 Beds
      • 2 Baths
      • 932 Sq Ft
      • Built 1997
      125 Buffalo Trace, Winchester, KY 40391

      Last Sold Summary

      • 16% Above List Price
      • $178/SF
      • 43 Days On Market

      Last Sold Price $166,000

      Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty

  • /8

    $1,500,000

    1015 Old Stone Church Rd, Winchester, KY 40391

    Right off of Boonesboro Road lies 60.65± acres of Kentucky history waiting for its next chapter! This remarkable property sits along historic Howard's Creek and is located on the site of the original Bush Settlement—one of the earliest settlements in Kentucky. Formerly a working tobacco farm, this versatile acreage offers opportunities for cattle, hay, or crops, with timber and mineral rights

    Walker Mack Bluegrass Property Exchange

    1015 Old Stone Church Rd, Winchester, KY 40391
  • /38

    $173,000 Sold Sep 22, 2025

    44 5th St, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,270 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Above List Price
    • $136/SF
    • 2 Days On Market

    Current Estimated Value $173,736

    Last Listing Agent Tirza Cooper The Howard Realty Co

    44 5th St, Winchester, KY 40391
    • /22

      Est $184,624 Not Listed For Sale

      113 Buffalo Trace, Winchester, KY 40391

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1998
      113 Buffalo Trace, Winchester, KY 40391

      Last Sold Summary

      • 9% Above List Price
      • $177/SF
      • 2 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty

  • /87

    $2,999,000

    • 6 Beds
    • 5 Baths
    • 3,693 Sq Ft

    3049 Ironworks Rd, Winchester, KY 40391

    Some properties are special simply because of the story behind them. This 150-acre farm in Winchester has been cared for by the same family since 1803, and it's now being offered for sale for the very first time. The land is classic Kentucky countryside, rolling pastures, peaceful water, and wide open views in every direction. Four ponds and a gently flowing creek bring both beauty and function

    Zova Rothchild Keller Williams Legacy Group

    3049 Ironworks Rd, Winchester, KY 40391
  • /18

    $200,000 Sold Jan 14, 2026

    245 Ecton Rd, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,074 Sq Ft
    • Built 1940

    Last Sold Summary

    • 9% Below List Price
    • $186/SF
    • 2 Days On Market

    Current Estimated Value $198,756

    Last Listing Agent Anthony Gigilo ListWithFreedom.com

    245 Ecton Rd, Winchester, KY 40391
    • /47

      Est $597,827 Not Listed For Sale

      1305 Irvine Rd, Winchester, KY 40391

      • 4 Beds
      • 2.5 Baths
      • 3,020 Sq Ft
      • Built 1918
      1305 Irvine Rd, Winchester, KY 40391

      Last Sold Summary

      • 10% Above List Price
      • $179/SF
      • 406 Days On Market

      Last Sold Price $542,000

      Last Listing Agent Bonnie Mays United Real Estate Bluegrass

  • /33

    $354,900

    • 5 Beds
    • 2 Baths
    • 1,952 Sq Ft

    1270 Sewell Shop Rd, Winchester, KY 40391

    Country Living with Convenience — 5 Fenced Acres in Winchester, KY Enjoy the perfect blend of peaceful country living and easy access to town with this well-maintained home on 5 fully fenced acres in Winchester, KY. Conveniently located just 30 minutes to Lexington, 5 miles to I-64, 10 minutes to Mt. Sterling, and 15 minutes to Winchester, this property offers country living without sacrificing

    Meggan Batey Keller Williams Legacy Group

    1270 Sewell Shop Rd, Winchester, KY 40391
  • /52

    $500,000 Sold Aug 25, 2025

    1778 Elkin Rd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $248/SF
    • 103 Days On Market

    Last Listing Agent Vicki VanWinkle ERA Select Real Estate

    1778 Elkin Rd, Winchester, KY 40391
    • /99

      Est $261,843 Not Listed For Sale

      514 E Broadway St, Winchester, KY 40391

      • 3 Beds
      • 2 Baths
      • 1,394 Sq Ft
      • Built 1960
      514 E Broadway St, Winchester, KY 40391

      Last Sold Summary

      • 9% Above List Price
      • $172/SF
      • 1 Day On Market

      Last Sold Price $239,900

      Last Listing Agent Josh Wood Freedom Realty & Property Management

  • /3

    $70,000

    • Land
    • 2.04 Acres
    • $34,314 per Acre

    150 Spencer Ln, Winchester, KY 40391

    Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Or hold as investment property and let the land grow in value. This lot totaling 2.041 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own

    Kathryn Cheuvront Coldwell Banker McMahan

    150 Spencer Ln, Winchester, KY 40391
  • /80

    $524,000 Sold Dec 16, 2025

    160 Agawam Rd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 4,933 Sq Ft
    • Built 1978

    Last Sold Summary

    • 9% Below List Price
    • $106/SF
    • 51 Days On Market

    Current Estimated Value $522,998

    Last Listing Agent Megan McCoy Keller Williams Legacy Group

    160 Agawam Rd, Winchester, KY 40391
    • /30

      Est $196,919 Not Listed For Sale

      1 Apache Trail, Winchester, KY 40391

      • 2 Beds
      • 1 Bath
      • 1,584 Sq Ft
      • Built 1969
      1 Apache Trail, Winchester, KY 40391

      Last Sold Summary

      • 27% Above List Price
      • $98/SF
      • 10 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Peter doCouto Plum Tree Realty

  • /31

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    5434 Pine Ridge Rd, Winchester, KY 40391

    Jim Woodrum RE/MAX Creative, Winchester

    5434 Pine Ridge Rd, Winchester, KY 40391
  • /28

    $203,900 Sold Dec 10, 2025

    25 Hiawatha Trail, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 925 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $220/SF
    • 35 Days On Market

    Current Estimated Value $199,235

    Last Listing Agent Sarah Hess Keller Williams Commonwealth

    25 Hiawatha Trail, Winchester, KY 40391
    • /57

      Est $192,292 Not Listed For Sale

      17 Hiawatha Trail, Winchester, KY 40391

      • 3 Beds
      • 1.5 Baths
      • 1,000 Sq Ft
      • Built 1968
      17 Hiawatha Trail, Winchester, KY 40391

      Last Sold Summary

      • 13% Above List Price
      • $170/SF
      • 32 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Josh Wood Freedom Realty & Property Management

  • /12

    $160,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    471 Goose Creek Rd, Winchester, KY 40391

    CASH BUYERS! This 3-bedroom, 2-bath manufactured home on 1.49 acres offers strong potential for those looking to renovate, rent, or resell. Property is being sold as-is and will require repairs, making it best suited for cash buyers. Located just minutes from I-64 and convenient to Lexington, this property combines rural privacy with accessibility — a desirable combination for future resale or

    Shari Frasure Keller Williams Commonwealth

    471 Goose Creek Rd, Winchester, KY 40391
  • /3

    $220,000 Sold Jul 30, 2025

    412 Paisley Ct, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $169/SF
    • 38 Days On Market

    Current Estimated Value $223,400

    Last Listing Agent John Wilson Bluegrass Properties Group

    412 Paisley Ct, Winchester, KY 40391
    • /15

      Est $193,947 Not Listed For Sale

      13 Hiawatha Trail, Winchester, KY 40391

      • 3 Beds
      • 1 Bath
      • 1,006 Sq Ft
      • Built 1968
      13 Hiawatha Trail, Winchester, KY 40391

      Last Sold Summary

      • 5% Above List Price
      • $184/SF
      • 50 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Patrick Arvin Keller Williams Commonwealth

  • /48

    $239,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft

    3610 Stamper Dr, Winchester, KY 40391

    You will absolutely love this well cared for and wonderfully updated ranch! This home has been lovingly cared for, is beautiful inside and out, and is absolutely ready to move into! Enjoy a large Eat-In kitchen with new granite countertops ( ten year warranty), and a marvelous, deep sink, stainless steel appliances, lots of cabinet space and more! You will find all new paint throughout the house

    Peter doCouto Plum Tree Realty

    3610 Stamper Dr, Winchester, KY 40391
  • /37

    $228,000 Sold May 02, 2025

    102 E Clark Dr, Winchester, KY 40391

    • 3 Beds
    • 1.5 Baths
    • 1,247 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $183/SF
    • 6 Days On Market

    Current Estimated Value $258,817

    Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

    102 E Clark Dr, Winchester, KY 40391
    • /19

      Est $205,413 Not Listed For Sale

      7 Hiawatha Trail, Winchester, KY 40391

      • 3 Beds
      • 1 Bath
      • 1,215 Sq Ft
      • Built 1968
      7 Hiawatha Trail, Winchester, KY 40391

      Last Sold Summary

      • 17% Above List Price
      • $144/SF
      • 54 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Josh Wood Freedom Realty & Property Management

  • /10

    $775,000

    • Land
    • 2.6 Acres
    • $298,077 per Acre

    529 Bullion Blvd Unit 3B, Winchester, KY 40391

    Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided.Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One,

    Greg Leveridge Block + Lot Real Estate

    529 Bullion Blvd Unit 3B, Winchester, KY 40391
  • /41

    $300,300 Sold Nov 07, 2025

    37 Lynnway Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 3,220 Sq Ft
    • Built 1976

    Last Sold Summary

    • $93/SF
    • 58 Days On Market

    Current Estimated Value $322,188

    Last Listing Agent Donna Thwaites Thwaites Realtors LLC

    37 Lynnway Dr, Winchester, KY 40391

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