16,777

Clark County, KY Homes

Section Image
    • /43

      Est $149,798 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,576 Sq Ft

      116 Park Ave, Winchester, KY 40391

      116 Park Ave, Winchester, KY 40391
  • /2

    $100,000

    • Land
    • 0.68 Acre
    • $147,059 per Acre

    100 Duclair Dr, 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

    100 Duclair Dr, Winchester, KY 40391
  • /13

    $38,700 Sold May 20, 2025

    11 Spring St, Winchester, KY 40391

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Built 1945

    Last Sold Summary

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

    Current Estimated Value $45,024

    Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

    11 Spring St, Winchester, KY 40391
    • /19

      Est $174,537 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,683 Sq Ft

      Unlisted Address

      Unlisted Address
  • /59

    $820,000

    • 2 Beds
    • 1.5 Baths
    • 2,361 Sq Ft

    455 Davis Ln, Winchester, KY 40391

    Hunter's Paradise! This beautiful 85 acre farm is nestled in the heart of Clark County. Wildlife is abundant as you travel throughout the property. The home is very spacious with a full mother in law suite. Entertain friends at the full bar, while enjoying the wood burning stove. A functioning greenhouse expands the possibilities for year round gardening. If you are looking for little piece of

    Dale Hatton Dream Maker Realty, LLC

    455 Davis Ln, Winchester, KY 40391
  • /36

    $345,000 Sold Jun 02, 2025

    1173 Lafayette Blvd, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,910 Sq Ft
    • Built 1996

    Last Sold Summary

    • 3% Below List Price
    • $181/SF
    • 36 Days On Market

    Current Estimated Value $355,290

    Last Listing Agent Janna Smith United Real Estate Bluegrass

    1173 Lafayette Blvd, Winchester, KY 40391
    • /26

      Est $262,227 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,650 Sq Ft

      20 Jackson St, Winchester, KY 40391

      20 Jackson St, Winchester, KY 40391
  • /14

    $240,000

    • 3 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    10 Upper St, Winchester, KY 40391

    Modern Ranch residence full un-finished basement, large lot.

    E. Clark Toleman Real Estate Appraisal Services

    10 Upper St, Winchester, KY 40391
  • /28

    $195,000 Sold Feb 11, 2025

    916 Muddy Creek Rd, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Built 1943

    Last Sold Summary

    • 13% Below List Price
    • $195/SF
    • 39 Days On Market

    Current Estimated Value $218,068

    Last Listing Agent Janet Jones RE/MAX Elite Lexington

    916 Muddy Creek Rd, Winchester, KY 40391
    • /25

      Est $221,771 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      21 Vine St, Winchester, KY 40391

      21 Vine St, Winchester, KY 40391
  • /29

    $329,500 Pending

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    374 N Middletown Rd, Winchester, KY 40391

    Investment Opportunity! This is the Parent Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 (titled) Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential. You could

    Danielle Haggard Keller Williams Commonwealth

    374 N Middletown Rd, Winchester, KY 40391
  • /18

    $240,000 Sold Mar 14, 2025

    110 Buckingham Ln, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft
    • Built 2001

    Last Sold Summary

    • $194/SF
    • 8 Days On Market

    Current Estimated Value $277,053

    Last Listing Agent Jonathan Wood HomeLand Real Estate Inc - Mt Sterling

    110 Buckingham Ln, Winchester, KY 40391
    • /39

      Est $283,511 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,183 Sq Ft

      217 E Washington St, Winchester, KY 40391

      217 E Washington St, Winchester, KY 40391
  • /3

    $645,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,526 Sq Ft

    106 Bella Shae Way, Winchester, KY 40391

    Welcome Home to the Claiborne Floor Plan by CP Builders. This stunning 4-bedroom, 2.5-bathroom home offers a luxurious and spacious living experience. The first floor features a magnificent primary suite complete with a spacious ensuite bathroom, a walk-in closet, and direct access to the backyard. The open floor plan seamlessly connects the living, dining, and kitchen areas, creating a warm and

    Shane Underwood Keller Williams Commonwealth

    106 Bella Shae Way, Winchester, KY 40391
  • /36

    $472,500 Sold Sep 09, 2025

    208 Royal Oak Dr, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,593 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Above List Price
    • $182/SF
    • 1 Day On Market

    Current Estimated Value $475,682

    Last Listing Agent Megan McCoy Keller Williams Legacy Group

    208 Royal Oak Dr, Winchester, KY 40391
    • /27

      Est $176,032 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      47 Buckner St, Winchester, KY 40391

      47 Buckner St, Winchester, KY 40391
  • /9

    $206,000

    • Land
    • 7.77 Acres
    • $26,512 per Acre

    368 Flanagan Station Rd, Winchester, KY 40391

    Build your dream retreat on this beautiful 7.77-acre parcel nestled in a peaceful rural setting just outside Winchester. The gently rolling terrain provides a serene backdrop for your custom home, hobby farm, or equestrian space, offering plenty of room to roam, garden, or simply enjoy the privacy. With easy access from Flanagan Station Road, this property combines a quiet country feel with

    Shari Frasure Keller Williams Commonwealth

    368 Flanagan Station Rd, Winchester, KY 40391
  • /6

    $51,000 Sold May 14, 2025

    214 Ashton Oak Way, Winchester, KY 40391

    • Land
    • 0.25 Acre
    • $204,000 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 325 Days On Market

    Current Estimated Value $53,530

    Last Listing Agent Melia Hord Keller Williams Legacy Group

    214 Ashton Oak Way, Winchester, KY 40391
    • /26

      Est $193,661 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,696 Sq Ft

      150 W Broadway St, Winchester, KY 40391

      150 W Broadway St, Winchester, KY 40391
  • /6

    $388,000

    • 5 Beds
    • 3 Baths
    • 2,762 Sq Ft

    101 E Lexington Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This triplex has a 2 bed 1 bath unit, 2 bed 1 bath unit, and a 1 bed 1 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    101 E Lexington Ave, Winchester, KY 40391
  • /23

    $135,000 Sold Jul 02, 2025

    2100 Old Log Lick Rd, Winchester, KY 40391

    • Land
    • 5 Acres
    • $27,000 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 69 Days On Market

    Current Estimated Value $140,312

    Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

    2100 Old Log Lick Rd, Winchester, KY 40391
    • /12

      Est $161,444 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 900 Sq Ft

      25 Oliver St, Winchester, KY 40391

      25 Oliver St, Winchester, KY 40391
  • /21

    $189,500

    • 2 Beds
    • 2.5 Baths
    • 1,197 Sq Ft

    109 Quail Ridge Rd, Winchester, KY 40391

    Move-In Ready Brick Townhome with Garage and Fireplace Step into this charming brick townhome offering comfort, style, and convenience in every detail. The spacious living room features a cozy fireplace, soft neutral tones, and natural light that make it easy to feel at home. The open layout flows to the kitchen and dining area, creating the perfect setting for everyday living or entertaining

    Kim Dice EXP Realty, LLC

    109 Quail Ridge Rd, Winchester, KY 40391
  • /20

    $217,500 Sold Sep 30, 2025

    511 Acadia Way, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $155/SF
    • 28 Days On Market

    Current Estimated Value $218,277

    Last Listing Agent Tyler I Back The Brokerage

    511 Acadia Way, Winchester, KY 40391
    • /11

      Est $135,211 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      30 Madison Ave, Winchester, KY 40391

      30 Madison Ave, Winchester, KY 40391
  • /24

    $329,500 Pending

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

    360 N Middletown Rd, Winchester, KY 40391

    Investment Opportunity! This is the Child Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 (titled) Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential. You could

    Danielle Haggard Keller Williams Commonwealth

    360 N Middletown Rd, Winchester, KY 40391
  • /2

    $99,500 Sold Dec 01, 2025

    1295 Sewell Shop Rd, Winchester, KY 40391

    • Land
    • 8.39 Acres
    • $11,859 per Acre

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Zella Rosenthal Tom Goebel & Company

    1295 Sewell Shop Rd, Winchester, KY 40391
    • /25

      Est $189,333 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft

      15 Madison Ave, Winchester, KY 40391

      15 Madison Ave, Winchester, KY 40391
  • /84

    $849,900

    • 4 Beds
    • 3.5 Baths
    • 4,922 Sq Ft

    2509 Mount Sterling Rd, Winchester, KY 40391

    Embrace Bluegrass living with this beautiful fieldstone ranch on 10+ acres in the heart of horse country. Just minutes from interstate access, yet surrounded by rolling hills and scenic views, this mini farm offers a larger barn with 6 stalls, including water and electric connection, 90 foot roof hangover on the barn, 5 paddocks, each with their own gate and water ran along each paddock. The home

    Josh Wood Freedom Realty & Property Management

    2509 Mount Sterling Rd, Winchester, KY 40391
  • /2

    $39,500 Sold Mar 05, 2025

    410 Fairholme Way, Winchester, KY 40391

    • Land
    • 0.4 Acre
    • $98,750 per Acre

    Last Sold Summary

    • 14% Above List Price
    • 1,599 Days On Market

    Current Estimated Value $221,085

    Last Listing Agent Garnett Davis Tom Goebel & Company

    410 Fairholme Way, Winchester, KY 40391
    • /20

      Est $134,143 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,776 Sq Ft

      2 1st St, Winchester, KY 40391

      2 1st St, Winchester, KY 40391
  • /11

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft

    646 Laura Dr, Winchester, KY 40391

    Three bedrooms ranch, that has been updated with a new kitchen, with granite tops ,new appliances, new flooring ,new interior paintiing ,plus much more, located in Verna Hills S/D located between Winchester and Lexington . Owner/Agent

    Garry Milton Milton and Associates Real Estate

    646 Laura Dr, Winchester, KY 40391
  • /13

    $140,000 Sold Nov 24, 2025

    220 Pendleton St, Winchester, KY 40391

    • 2 Beds
    • 1 Bath
    • 902 Sq Ft

    Last Sold Summary

    • 24% Below List Price
    • $155/SF
    • 37 Days On Market

    Last Listing Agent Steve Adams Steven D Adams Real Estate Services, LLC

    220 Pendleton St, Winchester, KY 40391
    • /16

      Est $184,952 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,298 Sq Ft

      123 2nd St, Winchester, KY 40391

      123 2nd St, Winchester, KY 40391
  • /12

    $189,900

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft

    41 7th St, Winchester, KY 40391

    Welcome to 41 7th Street. This brick ranch offers 3 bedrooms, 2 full baths, and hardwood floors throughout the living room, hallway, and bedrooms, ready to be refreshed with a re-sand and polish. The layout provides a foundation for a buyer looking to add personal updates and make it their own. Located at the end of the street, the home offers added privacy along with peaceful farm views behind

    Austina Bruton Re/Max Elite Realty - Hamburg

    41 7th St, Winchester, KY 40391
  • /2

    $59,000 Sold Dec 16, 2025

    1515 Sewell Shop Rd, Winchester, KY 40391

    • Land
    • 2.83 Acres
    • $20,848 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 3 Days On Market

    Last Listing Agent Zella Rosenthal Tom Goebel & Company

    1515 Sewell Shop Rd, Winchester, KY 40391
    • /74

      Est $517,395 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,941 Sq Ft

      4 Moundale Ave, Winchester, KY 40391

      4 Moundale Ave, Winchester, KY 40391
  • /2

    $99,900 Pending

    • Land
    • 8.82 Acres
    • $11,327 per Acre

    13015 Irvine Rd Unit Parcel 5, Winchester, KY 40391

    Mendel Tipton Natural Bridge Realty

    13015 Irvine Rd Unit Parcel 5, Winchester, KY 40391
  • /53

    $439,000 Sold Dec 29, 2025

    129 Lana Ln, Winchester, KY 40391

    • 4 Beds
    • 3 Baths
    • 2,844 Sq Ft
    • Built 1968

    Last Sold Summary

    • 7% Below List Price
    • $154/SF
    • 110 Days On Market

    Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

    129 Lana Ln, Winchester, KY 40391
    • /73

      Est $564,108 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,236 Sq Ft

      12 Moundale Ave, Winchester, KY 40391

      12 Moundale Ave, Winchester, KY 40391

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