Clark County, KY Homes

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  /25

  $375,000 Sold Aug 29, 2025

  317 Hanover Dr, Winchester, KY 40391

  • 5 Beds
  • 3.5 Baths
  • 3,111 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $121/SF
  • 8 Days On Market

  Current Estimated Value $377,496

  Last Listing Agent Mike Wheatley Bluegrass Properties Group

  317 Hanover Dr, Winchester, KY 40391
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  /24

  Est $201,199 Not Listed For Sale

  5 Kentucky St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,634 Sq Ft
  • Built 1930

  5 Kentucky St, Winchester, KY 40391

  Last Sold Summary

  • 19% Above List Price
  • $103/SF
  • 1 Day On Market

  Last Sold Price $169,000

  Last Listing Agent Melissa Brown Keller Williams Legacy Group
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  /5

  $575,000

  • Land
  • 1.71 Acres
  • $336,257 per Acre

  1025 Colby Rd, Winchester, KY 40391

  This 1.7+/- acre parcel represents an excellent opportunity for almost any commercial application. The property has 397 feet of frontage along busy Colby Road (9,170 AADT, 2015) near its intersection with the Winchester Bypass (23,200 AADT, 2011). Located in the main shopping corridor of Clark County, this property receives tons of exposure and traffic from the adjacent Walmart Super-center,

  Jo Gawthrop Keller Williams Bluegrass Realty

  1025 Colby Rd, Winchester, KY 40391
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  /60

  $545,000 Sold Oct 31, 2025

  445 Lynnway Dr, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,649 Sq Ft
  • Built 1993

  Last Sold Summary

  • $149/SF
  • 4 Days On Market

  Current Estimated Value $546,710

  Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

  445 Lynnway Dr, Winchester, KY 40391
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  /23

  Est $181,969 Not Listed For Sale

  11 Kentucky St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,708 Sq Ft
  • Built 1920

  11 Kentucky St, Winchester, KY 40391

  Last Sold Summary

  • 70% Above List Price
  • $63/SF
  • 9 Days On Market

  Last Sold Price $107,000

  Last Listing Agent Darrell Lewis DIY Flat Fee.com
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  /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
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  /27

  $380,000 Sold Nov 10, 2025

  5705 Mount Sterling Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,980 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Below List Price
  • $128/SF
  • 50 Days On Market

  Current Estimated Value $378,028

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  5705 Mount Sterling Rd, Winchester, KY 40391
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  /24

  Est $199,866 Not Listed For Sale

  21 Kentucky St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1920

  21 Kentucky St, Winchester, KY 40391

  Last Sold Summary

  • 5% Above List Price
  • $141/SF
  • 80 Days On Market

  Last Sold Price $189,500

  Last Listing Agent Anthony Gigilo ListWithFreedom.com
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  /21

  $199,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,224 Sq Ft

  319 Essex Ct, Winchester, KY 40391

  This Colby Ridge neighborhood townhome location is hard to beat as it is just minutes from Kroger, Walmart, the Bypass, interstate access, and a wide variety of restaurants and everyday conveniences. The main floor offers a convenient half bath, a welcoming living room that opens naturally into the dining area and kitchen, and a laundry room tucked just inside the one-car garage entry. Off the

  Michelle Blackburn RE/MAX Creative, Winchester

  319 Essex Ct, Winchester, KY 40391
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  /102

  $525,000 Sold Dec 22, 2025

  1953 Cabin Creek Rd, Winchester, KY 40391

  • 6 Beds
  • 4.5 Baths
  • 3,846 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $137/SF
  • 9 Days On Market

  Current Estimated Value $528,414

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  1953 Cabin Creek Rd, Winchester, KY 40391
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  /18

  Est $120,102 Not Listed For Sale

  129 Kentucky St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1940

  129 Kentucky St, Winchester, KY 40391

  Last Sold Summary

  • 60% Above List Price
  • $69/SF
  • 46 Days On Market

  Last Sold Price $75,000

  Last Listing Agent Austin Polley The Polley Group
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  /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
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  /28

  $345,000 Sold Jun 19, 2025

  512 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft
  • Built 1950

  Last Sold Summary

  • 14% Below List Price
  • $110/SF
  • 58 Days On Market

  Current Estimated Value $377,734

  Last Listing Agent Jordan James Lifstyl Real Estate

  512 Boone Ave, Winchester, KY 40391
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  /15

  Est $194,856 Not Listed For Sale

  20 Elizabeth St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1940

  20 Elizabeth St, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $153/SF
  • 7 Days On Market

  Last Sold Price $192,588

  Last Listing Agent Jessica Moreno SimpliHOM
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  /58

  $515,000

  • 2 Beds
  • 1.5 Baths
  • 5,054 Sq Ft

  808 Bypass Rd, Winchester, KY 40391

  Unique Mixed-Use Opportunity! This versatile property offers prime potential for a restaurant, café, or retail space in a high-visibility location. The commercial space is turn key for a culinary venture or boutique business. Attached is a separate rental unit with private entrance, offering additional income or an ideal live/work setup. Additional space available for potential 2nd Apartment.

  Diana C Brooker Lifstyl Real Estate

  808 Bypass Rd, Winchester, KY 40391
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  /65

  $380,000 Sold Jun 19, 2025

  399 Stonecrest Rd, Winchester, KY 40391

  • 3 Beds
  • 4 Baths
  • 4,572 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Below List Price
  • $83/SF
  • 3 Days On Market

  Current Estimated Value $394,855

  Last Listing Agent ROBIN TRIMBLE HomeFirst Real Estate

  399 Stonecrest Rd, Winchester, KY 40391
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  /17

  Est $217,736 Not Listed For Sale

  102 Kentucky St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 1940

  102 Kentucky St, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $124/SF
  • 41 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Holly Spradlin KY Realty Co
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  /84

  $1,500,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,750 Sq Ft

  345 Booneridge Ln, Lexington, KY 40515

  "Naulakha" offers a one of a kind custom built home with natural creekstone incorporated in the interior, stained tongue and groove ceilings give a sense of coziness, mexican tile, slate and tile floors allow for easy clean up of farm life and a multitude of crank out windows give way to plentiful light and lovely views of the rolling countryside at every turn. The house was designed to be energy

  Linda Willson Homes & Horse Farms Real Estate

  345 Booneridge Ln, Lexington, KY 40515
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  /114

  $635,000 Sold Sep 30, 2025

  315 The Woods Ln, Winchester, KY 40391

  • 5 Beds
  • 4.5 Baths
  • 5,524 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $115/SF
  • 63 Days On Market

  Current Estimated Value $622,074

  Last Listing Agent Terri McGraw FC Tucker Bluegrass

  315 The Woods Ln, Winchester, KY 40391
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  /16

  Est $339,976 Not Listed For Sale

  122 French Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 4,176 Sq Ft
  • Built 1920

  122 French Ave, Winchester, KY 40391

  Last Sold Summary

  • 13% Above List Price
  • $72/SF
  • 4 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Brenda Sipes Bridgewater Real Estate
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  /2

  $110,000

  • Land
  • 0.27 Acre
  • $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
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  /30

  $189,900 Sold Mar 16, 2026

  357 E Washington St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $143/SF
  • 26 Days On Market

  Current Estimated Value $196,139

  Last Listing Agent Dylan Justice GSP Homes

  357 E Washington St, Winchester, KY 40391
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  /31

  Est $198,523 Not Listed For Sale

  134 Central Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,946 Sq Ft
  • Built 1930

  134 Central Ave, Winchester, KY 40391

  Last Sold Summary

  • 42% Above List Price
  • $72/SF
  • 1 Day On Market

  Last Sold Price $140,000

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC
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  /7

  $800,000 Pending

  • Land
  • 4.87 Acres
  • $164,271 per Acre

  1108 W Lexington Ave, Winchester, KY 40391

  Rare opportunity to purchase a large multi-family development in the heart of Winchester! Directly across the street from Legacy Grove Park! All building and engineering plans included to build 66 approved townhomes with the possibility of adding 4 more. Currently zoned PD (Planned Development), could possibly be changed to commercial due to neighboring commercial property. Main property is 4.87

  Jason Townsend Kentucky Residential Real Estate, LLC

  1108 W Lexington Ave, Winchester, KY 40391
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  /32

  $183,000 Sold Jul 30, 2025

  517 Hidden Hills Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 2001

  Last Sold Summary

  • $163/SF
  • 78 Days On Market

  Current Estimated Value $188,332

  Last Listing Agent Brenda Sipes Bridgewater Real Estate

  517 Hidden Hills Way, Winchester, KY 40391
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  /19

  Est $205,668 Not Listed For Sale

  130 Central Ave, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,322 Sq Ft
  • Built 1930

  130 Central Ave, Winchester, KY 40391

  Last Sold Summary

  • 11% Above List Price
  • $140/SF
  • 1 Day On Market

  Last Sold Price $185,000

  Last Listing Agent Lukas Owens The Brokerage
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  /8

  $175,000

  • 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
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  /61

  $220,000 Sold Nov 10, 2025

  313 Snowden Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $179/SF
  • 51 Days On Market

  Current Estimated Value $225,405

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  313 Snowden Dr, Winchester, KY 40391
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  /8

  Est $244,324 Not Listed For Sale

  109 Alabama St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • Built 1930

  109 Alabama St, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $167/SF
  • 9 Days On Market

  Last Sold Price $227,000

  Last Listing Agent Andrew Fugitt Coldwell Banker McMahan
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  /62

  $319,500

  • 8 Beds
  • 5 Baths
  • 3,637 Sq Ft

  144 Holly Ave, Winchester, KY 40391

  Excellent investment opportunity featuring two income-producing buildings on one lot, offered together as a package deal. This unique multifamily property includes a triplex and a separate duplex, making it ideal for investors looking to expand their portfolio with multiple units in one purchase. The triplex (Building A) consists of three units: Unit A-1: 2 bedrooms, 1 bathroom Unit A-2: 1

  Shane Underwood Keller Williams Commonwealth

  144 Holly Ave, Winchester, KY 40391
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  /53

  $80,000 Sold Apr 30, 2025

  307 Jackson St, Winchester, KY 40391

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

  Last Sold Summary

  • 33% Below List Price
  • $49/SF
  • 67 Days On Market

  Current Estimated Value $89,829

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  307 Jackson St, Winchester, KY 40391
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  /23

  Est $196,247 Not Listed For Sale

  112 Georgia St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,738 Sq Ft
  • Built 1930

  112 Georgia St, Winchester, KY 40391

  Last Sold Summary

  • 23% Above List Price
  • $92/SF
  • 8 Days On Market

  Last Sold Price $160,000

  Last Listing Agent Wayne Elkins RE/MAX
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  /31

  $505,000

  • 8 Beds
  • 4 Baths
  • 5,058 Sq Ft

  265 S Highland St, Winchester, KY 40391

  Great investment opportunity in downtown Winchester! This spacious quadplex has been updated throughout and offers a true turn-key multi-family property. Each unit features two bedrooms, one bathroom, a full kitchen, and its own private laundry area. Utilities are separately metered, allowing tenants to handle their own services and helping keep operating costs manageable. With a total of 8

  J Corey Griffo RE/MAX Elite Lexington

  265 S Highland St, Winchester, KY 40391
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  /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 $287,760

  Last Listing Agent Ryan O'Gara Real Broker, LLC

  602 Laura Dr, Winchester, KY 40391
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  /48

  Est $247,668 Not Listed For Sale

  104 Georgia St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 1930

  104 Georgia St, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $139/SF
  • 9 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington
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  /2

  $78,500

  • Land
  • 0.22 Acre
  • $356,818 per Acre

  Lot 5 Plantations Dr, Winchester, KY 40391

  NOW SELLING SFH Buildable Lots of 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

  Melia Hord Keller Williams Legacy Group

  Lot 5 Plantations Dr, Winchester, KY 40391
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  /2

  $401,500 Sold May 15, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1998

  Last Sold Summary

  • $201/SF

  Current Estimated Value $409,226

  Last Listing Agent Null Non-Member Non-Member Office

  Unlisted Address
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  /44

  Est $187,748 Not Listed For Sale

  118 Alabama St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1940

  118 Alabama St, Winchester, KY 40391

  Last Sold Summary

  • 32% Above List Price
  • $101/SF
  • 1 Day On Market

  Last Sold Price $142,000

  Last Listing Agent Susan Moore Keller Williams Legacy Group
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  /36

  $199,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  58 Hughes Ave, Winchester, KY 40391

  Nice remodeled 3 bedroom and 2 bath home...Ranch on a basement...2 bed 1 bath upstairs and Basement has another living area with 1 bedroom and 1 bath. Fresh paint , new lights, newer hvac and newer windows. Kitchen has been updated with granite, appliances and fresh paint....agent owner

  E Anthony Phillips RE/MAX Creative Realty

  58 Hughes Ave, Winchester, KY 40391
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  /17

  $595,000 Sold Nov 17, 2025

  304 Winterberry Dr, Winchester, KY 40391

  • 7 Beds
  • 4 Baths
  • 4,386 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $136/SF
  • 10 Days On Market

  Current Estimated Value $592,964

  Last Listing Agent Beckie Moore Bluegrass Properties Group

  304 Winterberry Dr, Winchester, KY 40391

Showing Results 441 - 480, Page 12 of 18