Clark County, KY Homes

• 

  

  

  /35

  Est $225,382

  Not Listed For Sale

  24 Hughes Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 2024

  24 Hughes Ave, Winchester, KY 40391

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Nena Honaker Tom Goebel & Company
• 

  

  

  /15

  $925,000

  • Land
  • 3.77 Acres
  • $245,358 per Acre

  300 Rolling Hills Ln, Winchester, KY 40391

  Great location just off exit 96 on I-64 and easy access to the Mountain Parkway. Only 15 minutes from I-75. Located near the entrance to the Winchester Kentucky Industrial Park. 3.774 flat acres to build your next business location.

  Josh Wood Freedom Realty & Property Management

  300 Rolling Hills Ln, Winchester, KY 40391
• 

  

  

  /5

  $175,000

  Sold Jun 11, 2026

  5105 Combs Ferry Rd, Ford, KY 40391

  • Land
  • 6.1 Acres
  • $28,693 per Acre

  Last Sold Summary

  • 61% Below List Price
  • 88 Days On Market

  Last Listing Agent John Martin EXIT Realty Crutcher Frankfort

  5105 Combs Ferry Rd, Ford, KY 40391
• 

  

  

  /41

  Est $259,252

  Not Listed For Sale

  254 S Highland St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,395 Sq Ft
  • Built 1935

  254 S Highland St, Winchester, KY 40391

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester
• 

  

  

  /22

  $178,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,061 Sq Ft

  17 Waveland Ave, Winchester, KY 40391

  Welcome home to this beautifully updated 2-bedroom, 1-bath home offering 1,061 square feet of comfortable living space! The renovated kitchen features soft-close shaker cabinets and granite countertops, while durable luxury vinyl plank flooring flows throughout the home for a fresh, modern feel. Outside, you'll find a spacious, fully fenced backyard complete with a storage shed providing extra

  Kelsie Calvo Haven Homes Group

  17 Waveland Ave, Winchester, KY 40391
• 

  

  /28

  $290,000

  Sold Apr 17, 2026

  24 N Burns Ave, Winchester, KY 40391

  • 3 Beds
  • 3.5 Baths
  • 2,526 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Below List Price
  • $115/SF
  • 92 Days On Market

  Current Estimated Value $286,659

  Last Listing Agent Sarah Hess Keller Williams Commonwealth

  24 N Burns Ave, Winchester, KY 40391
• 

  

  /24

  Est $200,180

  Not Listed For Sale

  54 Winn Ave, Winchester, KY 40391

  • 5 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1940

  54 Winn Ave, Winchester, KY 40391

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Lukas Owens The Brokerage
• 

  /2

  $168,500

  Pending

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  12 Apache Trail, Winchester, KY 40391

  Welcome to this charming 3-bedroom, 2-full bath ranch located in the desirable Indian Hills Subdivision! This home features a large covered front porch, perfect for relaxing and enjoying your morning coffee or evening sunsets. Inside, you'll find a spacious layout with plenty of potential to make it your own. The full unfinished basement offers endless possibilities for storage, a home gym, or

  Stephen Brashear Keller Williams Commonwealth

  12 Apache Trail, Winchester, KY 40391
• 

  

  /101

  $1,050,000

  Sold Jun 01, 2026

  3760 Old Boonesboro Rd, Winchester, KY 40391

  • 5 Beds
  • 5 Baths
  • 5,666 Sq Ft
  • Built 1985

  Last Sold Summary

  • 19% Below List Price
  • $185/SF
  • 15 Days On Market

  Current Estimated Value $672,000

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  3760 Old Boonesboro Rd, Winchester, KY 40391
• 

  

  /33

  Est $276,576

  Not Listed For Sale

  144 E Broadway St, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft
  • Built 1930

  144 E Broadway St, Winchester, KY 40391

  Last Sold Summary

  • 119 Days On Market

  Last Listing Agent Thomas Harper Tom Harper and Associates
• 

  

  /50

  $545,000

  Pending

  665 Lillies Ferry Rd, Winchester, KY 40391

  You do not want to sleep on this one, it is a beautiful working farm with multiple building sites and amazing views and tranquility. Two farms are selling together for a total of 91.28 acres that is already a very productive cattle farm. The fencing, gates, waterers and infrastructure is already in place to move right in and produce income. There are multiple possible building sites with amazing

  Carrie Taylor Taylor Real Estate, LLC

  665 Lillies Ferry Rd, Winchester, KY 40391
• 

  

  /42

  $339,500

  Sold Jul 15, 2026

  221 W Hickman St, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 1940

  Last Sold Summary

  • 3% Below List Price
  • $121/SF
  • 4 Days On Market

  Current Estimated Value $345,306

  Last Listing Agent Brandon Hedinger Keller Williams Bluegrass Realty

  221 W Hickman St, Winchester, KY 40391
• 

  

  /22

  Est $222,238

  Not Listed For Sale

  44 Buckner St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,309 Sq Ft
  • Built 1935

  44 Buckner St, Winchester, KY 40391

  Last Sold Summary

  • 143 Days On Market

  Last Listing Agent W Tyce McCullough Rector Hayden Realtors
• 

  /2

  $110,000

  • Land
  • 11,761 Sq Ft
  • $407,407 per Acre

  125 Jacob 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 Jacob Ct, Winchester, KY 40391
• 

  /2

  $85,000

  Sold Dec 12, 2025

  1385 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 6.43 Acres
  • $13,219 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 6 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  1385 Sewell Shop Rd, Winchester, KY 40391
• 

  

  /17

  Est $310,096

  Not Listed For Sale

  129 S Highland St, Winchester, KY 40391

  • 6 Beds
  • 4 Baths
  • 3,608 Sq Ft
  • Built 1940

  129 S Highland St, Winchester, KY 40391

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Joshua Lynch The Brokerage
• 

  

  /8

  $175,000

  $20K PRICE DROP

  • Land
  • 6.59 Acres
  • $26,555 per Acre

  990 Craig Crossing Rd, Winchester, KY 40391

  Lot # 13 contains 6.588 acres of gently rolling land perfect for your new home. This is a rare opportunity to own a piece of western Clark County real estate in the sought-after McClure Road area. Thoroughbred Estates is Winchester's newest upscale development containing 33 lots from 2 acres to nearly 7 acres. Lots are located just minutes from Winchester and Lexington.

  Keith Wilson Coldwell Banker McMahan

  990 Craig Crossing Rd, Winchester, KY 40391
• 

  

  /34

  $349,000

  Sold Jul 16, 2026

  405 Tremont Ln, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,274 Sq Ft
  • Built 2005

  Last Sold Summary

  • $153/SF
  • 6 Days On Market

  Current Estimated Value $351,826

  Last Listing Agent Darryl Bond Guide Realty, Inc.

  405 Tremont Ln, Winchester, KY 40391
• 

  

  /17

  Est $165,033

  Not Listed For Sale

  21 Franklin Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft
  • Built 1940

  21 Franklin Ave, Winchester, KY 40391

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Austin Polley The Polley Group
• 

  

  /21

  $225,000

  • 3 Beds
  • 3.5 Baths
  • 1,892 Sq Ft

  128 Abbeywood Ct, Winchester, KY 40391

  This beautifully maintained 3 bedroom, 3.5 bath townhouse offers the perfect blend of comfort, convenience, and low-maintenance living. Ideally situated in a desirable location, this spacious home features a functional floor plan with generous living areas, well appointed bedrooms, and a bathroom for each bedroom, providing comfort and privacy for family and guests alike. Enjoy the benefits of

  Judd Hisel ERA Select Real Estate

  128 Abbeywood Ct, Winchester, KY 40391
• 

  

  /36

  $420,000

  Sold Feb 25, 2026

  134 Fontaine Blvd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,747 Sq Ft
  • Built 1994

  Last Sold Summary

  • 7% Below List Price
  • $153/SF
  • 126 Days On Market

  Current Estimated Value $420,852

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  134 Fontaine Blvd, Winchester, KY 40391
• 

  

  /23

  Est $196,430

  Not Listed For Sale

  353 E Broadway St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,905 Sq Ft
  • Built 1940

  353 E Broadway St, Winchester, KY 40391

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Keith Wilson Coldwell Banker McMahan
• 

  

  /22

  $138,000

  $2K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 986 Sq Ft

  174 Cook Ave, Winchester, KY 40391

  Charming Fixer-Upper with Endless Potential - Priced to Sell!! This older gem is full of character and opportunity! Featuring solid bones and classic charm, this property is perfect for buyers with a vision who are not afraid to add a little TLC! Whether you're an investor, DIY entusiast, or someone dreaming of restoring a home to its former glory, this is your chance to build equity and create

  A. Rebecca Woods Woods Realty Group

  174 Cook Ave, Winchester, KY 40391
• 

  

  /59

  $277,500

  Sold Jun 30, 2026

  403 Pueblo Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Above List Price
  • $212/SF
  • 8 Days On Market

  Current Estimated Value $273,917

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  403 Pueblo Ct, Winchester, KY 40391
• 

  

  /53

  Est $140,715

  Not Listed For Sale

  307 Jackson St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,629 Sq Ft
  • Built 1950

  307 Jackson St, Winchester, KY 40391

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Josh Wood Freedom Realty & Property Management
• 

  

  /4

  $164,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,472 Sq Ft

  13 Maryland Ave, Winchester, KY 40391

  Welcome Home! Located across the street from a park with walking trails and 2 dog runs, this home is ready for a new owner. Featuring 2 bedrooms on the first floor and an optional 3rd bedroom or bonus room in the partially finished attic space. The original hardwood floors are located throughout the home. VA assumable loan with a 2.99% interest rate - you can't beat that in today's market! Home

  Clay David Sutherland ERA Select Real Estate

  13 Maryland Ave, Winchester, KY 40391
• 

  

  /41

  $310,000

  Sold Dec 29, 2025

  1996 White Conkwright Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,055 Sq Ft
  • Built 1966

  Last Sold Summary

  • 9% Below List Price
  • $294/SF
  • 45 Days On Market

  Current Estimated Value $338,478

  Last Listing Agent Lucy Martin Jenkins United Real Estate Bluegrass

  1996 White Conkwright Rd, Winchester, KY 40391
• 

  

  /32

  Est $200,207

  Not Listed For Sale

  230 Winn Ave, Winchester, KY 40391

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Built 1940

  230 Winn Ave, Winchester, KY 40391

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Cindy Walker Sandy Stuart Realty
• 

  

  /27

  $149,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,775 Sq Ft

  60 Fitch Ave, Winchester, KY 40391

  This one is on the market for someone who loves to make this nice frame home new again, lots of hardwood floors, nice size rooms, as per seller upstairs has some plumbing for a 2nd bathroom, metal roof, house will need new HVAC, newer nice windows, deck overlooking back yard, The Upstairs is not finished, please be careful walking on the upstairs floor, would be a nice second bedroom and/or den

  Mila Ensor Ensor Real Estate, LLC

  60 Fitch Ave, Winchester, KY 40391
• 

  

  /43

  $299,900

  Sold Jul 14, 2026

  3622 Stamper Dr, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,821 Sq Ft
  • Built 1983

  Last Sold Summary

  • $106/SF
  • 12 Days On Market

  Current Estimated Value $305,088

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  3622 Stamper Dr, Winchester, KY 40391
• 

  

  /17

  Est $162,661

  Not Listed For Sale

  30 Rowland Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 956 Sq Ft
  • Built 1952

  30 Rowland Ave, Winchester, KY 40391

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Lyndsey Ryles Kentucky Elite Real Estate
• 

  

  /26

  $179,900

  $5K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  76 Clay St, Winchester, KY 40391

  Welcome to 76 Clay Street in Winchester—a beautifully remodeled 3-bedroom, 2-bath home that combines modern style with everyday comfort. Completely renovated and move-in ready, this home offers quality updates throughout. Inside, you'll find durable luxury vinyl plank flooring, abundant natural light from all-new windows, and a beautifully updated kitchen featuring butcher block countertops, a

  Alyssa Weir ERA Select Real Estate

  76 Clay St, Winchester, KY 40391
• 

  

  /38

  $599,500

  Sold Sep 08, 2025

  102 Bella Shae Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,204 Sq Ft
  • Built 2025

  Last Sold Summary

  • $272/SF
  • 72 Days On Market

  Current Estimated Value $599,255

  Last Listing Agent Shane Underwood Keller Williams Commonwealth

  102 Bella Shae Way, Winchester, KY 40391
• 

  

  /20

  Est $197,775

  Not Listed For Sale

  314 E Broadway St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft
  • Built 1950

  314 E Broadway St, Winchester, KY 40391

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Amanda Stewart Stewart & Co Realty LLC
• 

  

  /40

  $306,000

  • 4 Beds
  • 2.5 Baths
  • 1,970 Sq Ft

  428 Waycross Dr, Winchester, KY 40391

  Wow! Pack your belongings and get ready to move! Your dream house just hit the market and It is going to go quick. Imagine sitting on the back deck , sipping your favorite beverage while your children and pets play safely in this large fenced in back yard. Or set up your home theatre in the spacious finished basement. This home has so much to offer, very spacious with the primary bed room and

  Wayne Elkins RE/MAX Creative Realty

  428 Waycross Dr, Winchester, KY 40391
• 

  

  /37

  $220,000

  Sold Sep 23, 2025

  213 Blair Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $215/SF
  • 4 Days On Market

  Current Estimated Value $217,503

  Last Listing Agent Elizabeth Hodge Lifstyl Real Estate

  213 Blair Ave, Winchester, KY 40391
• 

  

  /27

  Est $188,199

  Not Listed For Sale

  37 Jackson St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1940

  37 Jackson St, Winchester, KY 40391

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent O. Debbie Pennington CENTURY 21 Advantage Realty
• 

  

  /6

  $49,500

  • Land
  • 42,688 Sq Ft
  • $50,510 per Acre

  204 Wigeon Ct, Winchester, KY 40391

  Choose your preferred builder to construct your dream home in Mallard Place. Located in a quiet cul-de-sac at the rear of the subdivision. Only a 20 minute drive to Hamburg/Lexington and only a 5 minute drive to the Winchester Bypass. Enjoy the serenity of living in a private setting AND the convenience of being close to schools, shopping and I-64 and I-75.

  Jim Woodrum RE/MAX Creative, Winchester

  204 Wigeon Ct, Winchester, KY 40391
• 

  

  /54

  $649,900

  Sold Aug 06, 2026

  1480 Irvine Rd, Winchester, KY 40391

  • 3 Beds
  • 3.5 Baths
  • 3,388 Sq Ft
  • Built 1920

  Last Sold Summary

  • 13% Below List Price
  • $192/SF
  • 87 Days On Market

  Current Estimated Value $642,559

  Last Listing Agent Ivanna Barko National Real Estate

  1480 Irvine Rd, Winchester, KY 40391
• 

  

  /23

  Est $214,213

  Not Listed For Sale

  42 Park Ave, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,129 Sq Ft
  • Built 1940

  42 Park Ave, Winchester, KY 40391

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Jonathan McMahan Coldwell Banker McMahan

Showing Results 521 - 560, Page 14 of 18