Clark County, KY Homes

• 

  

  

  /73

  $325,000 Sold Sep 23, 2025

  407 Fairholme Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $180/SF
  • 123 Days On Market

  Current Estimated Value $328,033

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  407 Fairholme Way, Winchester, KY 40391
• 

  

  

  /76

  Est $479,282 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,623 Sq Ft

  110 White Conkwright Rd, Winchester, KY 40391

  110 White Conkwright Rd, Winchester, KY 40391
• 

  

  /2

  $110,000

  • Land
  • 0.47 Acre
  • $234,043 per Acre

  139 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

  139 Jacob Ct, Winchester, KY 40391
• 

  

  

  /55

  $785,000 Sold Feb 25, 2025

  280 Penny Ln, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,885 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Below List Price
  • $272/SF
  • 13 Days On Market

  Current Estimated Value $822,804

  Last Listing Agent Nora Williams Keller Williams Commonwealth

  280 Penny Ln, Winchester, KY 40391
• 

  

  

  /52

  Est $353,684 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,340 Sq Ft

  3282 Old Ruckerville Rd, Winchester, KY 40391

  3282 Old Ruckerville Rd, Winchester, KY 40391
• 

  

  /32

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  528 Estes Dr, Winchester, KY 40391

  Don't miss out on seeing this 3/2 brick ranch home in a convenient location to shopping, dining, parks, pool and more. Large open family room and kitchen with bamboo flooring. The kitchen has a large granite counter top island with newer stainless appliances and a gas range. This home is complete with an Aurora above ground pool for all the summer fun. The seller has already planted garden

  Josh Wood Freedom Realty & Property Management

  528 Estes Dr, Winchester, KY 40391
• 

  

  /40

  $210,000 Sold Sep 11, 2025

  635 Lisletown Ln, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1981

  Last Sold Summary

  • 12% Below List Price
  • $129/SF
  • 31 Days On Market

  Current Estimated Value $217,546

  Last Listing Agent Robin Jones Keller Williams Legacy Group

  635 Lisletown Ln, Winchester, KY 40391
• 

  

  /39

  Est $384,276 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  3232 Old Ruckerville Rd, Winchester, KY 40391

  3232 Old Ruckerville Rd, Winchester, KY 40391
• 

  /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
• 

  

  /43

  $485,000 Sold Jun 23, 2025

  430 Fairholme Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,414 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 55 Days On Market

  Current Estimated Value $489,309

  Last Listing Agent Robyn Bradley Woods Realty Group

  430 Fairholme Way, Winchester, KY 40391
• 

  

  /34

  Est $510,540 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,556 Sq Ft

  5934 Irvine Rd, Winchester, KY 40391

  5934 Irvine Rd, Winchester, KY 40391
• 

  /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
• 

  

  /13

  $4,880,000 Sold Dec 15, 2025

  2090 Pretty Run Rd, Ford, KY 40391

  Last Sold Summary

  • 16% Below List Price
  • 622 Days On Market

  Last Listing Agent Harvey Mitchell Kentucky Prime Realty, LLC

  2090 Pretty Run Rd, Ford, KY 40391
• 

  

  /36

  Est $591,571 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,892 Sq Ft

  5487 Irvine Rd, Winchester, KY 40391

  5487 Irvine Rd, Winchester, KY 40391
• 

  

  /92

  $1,200,000 Pending

  • 5 Beds
  • 7 Baths
  • 8,236 Sq Ft

  6237 Bybee Rd, Winchester, KY 40391

  Step into timeless elegance with this breathtaking modern Victorian-style masterpiece, perfectly positioned on 4.39 acres with panoramic views of sunrises, sunsets, and distant mountains. Designed and built by Tom Padgett, this home is rich in character and detail—from hand-hewn wood beam ceilings to Waterford crystal chandeliers. The grand 2-story foyer welcomes you into a flowing layout that

  Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

  6237 Bybee Rd, Winchester, KY 40391
• 

  

  /24

  $186,000 Sold May 14, 2025

  205 Arbor Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1994

  Last Sold Summary

  • 3% Above List Price
  • $157/SF
  • 77 Days On Market

  Current Estimated Value $188,185

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  205 Arbor Ct, Winchester, KY 40391
• 

  

  /34

  Est $357,304 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft

  4759 Ironworks Rd, Winchester, KY 40391

  4759 Ironworks Rd, Winchester, KY 40391
• 

  

  /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
• 

  

  /30

  $310,900 Sold Sep 12, 2025

  115 Hampton Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,042 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $102/SF
  • 2 Days On Market

  Current Estimated Value $315,253

  Last Listing Agent Lauren Ball Deborah Ball Realty

  115 Hampton Ave, Winchester, KY 40391
• 

  

  /41

  Est $358,903 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  2100 Miller Hunt Rd, Winchester, KY 40391

  2100 Miller Hunt Rd, Winchester, KY 40391
• 

  

  /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
• 

  

  /82

  $385,000 Sold Nov 07, 2025

  1138 Lafayette Blvd, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Above List Price
  • $167/SF
  • 1 Day On Market

  Current Estimated Value $381,292

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  1138 Lafayette Blvd, Winchester, KY 40391
• 

  

  /38

  Est $366,934 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  875 Miller Hunt Rd, Winchester, KY 40391

  875 Miller Hunt Rd, Winchester, KY 40391
• 

  

  /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
• 

  

  /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 $189,996

  Last Listing Agent Susan Baldwin Threshold Real Estate Services

  114 Sunset Heights, Winchester, KY 40391
• 

  

  /42

  Est $350,431 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  1570 Little Stoner Rd, Winchester, KY 40391

  1570 Little Stoner Rd, Winchester, KY 40391
• 

  

  /87

  $3,100,000

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

  3049 Ironworks Rd, Winchester, KY 40391

  150 acres of pure Kentucky beauty in Winchester, on the market for the first time ever. This incredible cattle farm has been owned by the same family since 1803 and is now ready for its next chapter. With rolling land, four barns, two storage sheds, four ponds, a creek, and two homes, this estate is truly unmatched. If you've been waiting for your dream property, this is it.

  Zova Rothchild Keller Williams Legacy Group

  3049 Ironworks Rd, 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 $223,776

  Last Listing Agent Robin Murray The Agency

  217 Locust Grove Rd, Winchester, KY 40391
• 

  

  /41

  Est $369,113 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  5751 Mount Sterling Rd, Winchester, KY 40391

  5751 Mount Sterling Rd, Winchester, KY 40391
• 

  

  /33

  $365,000

  • 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
• 

  

  /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 $344,847

  Last Listing Agent Sarah MacHarg Kentucky Land and Home

  3560 Wades Mill Rd, Winchester, KY 40391
• 

  

  /36

  Est $391,260 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  610 Old Ruckerville Rd, Winchester, KY 40391

  610 Old Ruckerville Rd, Winchester, KY 40391
• 

  

  /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
• 

  

  /32

  $195,700 Sold Mar 10, 2025

  162 French Ave, Winchester, KY 40391

  • 4 Beds
  • 1 Bath
  • 2,327 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $84/SF
  • 15 Days On Market

  Current Estimated Value $219,512

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  162 French Ave, Winchester, KY 40391
• 

  

  /35

  Est $273,168 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  3230 Irvine Rd, Winchester, KY 40391

  3230 Irvine Rd, Winchester, KY 40391
• 

  

  /31

  $215,000

  • 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
• 

  

  /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 $53,685

  Last Listing Agent Justin Lee JL Realty Group, LLC

  434 Fairholme Way, Winchester, KY 40391
• 

  

  /16

  Est $146,191 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  2584 Irvine Rd, Winchester, KY 40391

  2584 Irvine Rd, Winchester, KY 40391
• 

  

  /58

  $849,000 Pending

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

  2395 Becknerville Rd, Winchester, KY 40391

  An exceptional offering of refined country living, this stunning 11-acre estate blends privacy, elegance, and convenience—just 15 minutes to ever growing Hamburg Shopping Center! And just six miles to downtown Winchester! Thoughtfully updated throughout, this beautifully appointed ranch-style residence delivers timeless design and modern luxury at every turn. The light-filled, open floor plan

  Crystal Towe The Real Estate Group

  2395 Becknerville 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 $313,960

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  113 Holiday Rd, Winchester, KY 40391

Showing Results 161 - 200, Page 5 of 18