Clark County, KY Homes

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  $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
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  /29

  $235,000 Sold Feb 09, 2026

  142 Sturbridge Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $193/SF
  • 1 Day On Market

  Current Estimated Value $248,793

  Last Listing Agent Donna Mink Mink Realty

  142 Sturbridge Ln, Winchester, KY 40391
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  /37

  Est $281,311 Not Listed For Sale

  120 Milwood Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,853 Sq Ft
  • Built 1965

  120 Milwood Dr, Winchester, KY 40391

  Last Sold Summary

  • 22% Above List Price
  • $124/SF
  • 80 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Michelle Blackburn RE/MAX
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  /65

  $799,900

  • 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
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  /32

  $360,000 Sold Aug 14, 2025

  418 Skylark Dr, Winchester, KY 40391

  • 5 Beds
  • 2.5 Baths
  • 2,746 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Above List Price
  • $131/SF
  • 12 Days On Market

  Current Estimated Value $351,843

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  418 Skylark Dr, Winchester, KY 40391
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  /48

  Est $264,152 Not Listed For Sale

  132 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,496 Sq Ft
  • Built 1930

  132 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 70% Above List Price
  • $62/SF
  • 0 Days On Market

  Last Sold Price $155,000

  Last Listing Agent Jacob Jones Apex Realty Consultants
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  /4

  $195,000

  2996 Irvine Rd, Winchester, KY 40391

  Are you looking to build your dream home in a quiet country setting with easy access to the Interstate? Look no further! This property offers it all! Gorgeous setting with the best views and creek access. This lovely farm is 11.36 acres of gently rolling country land, in a highly desirable area with easy access to interstate 64, the Mountain Parkway and Hamburg. No city sewage. Deed restrictions

  Lura Justice Rector Hayden Realtors

  2996 Irvine Rd, Winchester, KY 40391
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  /57

  $775,000 Sold Mar 02, 2026

  1700 Cabin Creek Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,695 Sq Ft
  • Built 1994

  Last Sold Summary

  • $288/SF
  • 33 Days On Market

  Current Estimated Value $554,314

  Last Listing Agent Alysia Niva Century 21 Advantage Realty - Georgetown

  1700 Cabin Creek Rd, Winchester, KY 40391
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  /39

  Est $363,976 Not Listed For Sale

  14 Euclid Ave, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,660 Sq Ft
  • Built 1940

  14 Euclid Ave, Winchester, KY 40391

  Last Sold Summary

  • 20% Above List Price
  • $83/SF
  • 35 Days On Market

  Last Sold Price $303,000

  Last Listing Agent Nicole Seals Guide Realty, Inc.
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  /2

  $110,000

  • Land
  • 0.29 Acre
  • $379,310 per Acre

  160 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

  160 Duclair Dr, Winchester, KY 40391
• 

  

  /79

  $204,000 Sold Oct 30, 2025

  133 S Burns Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,295 Sq Ft
  • Built 1915

  Last Sold Summary

  • 18% Below List Price
  • $62/SF
  • 20 Days On Market

  Current Estimated Value $212,006

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  133 S Burns Ave, Winchester, KY 40391
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  /32

  Est $258,553 Not Listed For Sale

  13 Euclid Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft
  • Built 1917

  13 Euclid Ave, Winchester, KY 40391

  Last Sold Summary

  • 18% Above List Price
  • $116/SF
  • 75 Days On Market

  Last Sold Price $219,000

  Last Listing Agent Jim Woodrum RE/MAX
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  /14

  $205,000

  • 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
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  /28

  $246,000 Sold Nov 06, 2025

  204 Moss Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,430 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $172/SF
  • 1 Day On Market

  Current Estimated Value $245,409

  Last Listing Agent Brooke Martin RO&CO Real Estate

  204 Moss Ct, Winchester, KY 40391
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  /43

  Est $332,656 Not Listed For Sale

  201 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,513 Sq Ft
  • Built 1909

  201 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $121/SF
  • 50 Days On Market

  Last Sold Price $304,500

  Last Listing Agent Matt Metts LexHomes Real Estate
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  /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
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  /58

  $232,500 Sold Jul 12, 2025

  114 Holiday Rd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,161 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 235 Days On Market

  Current Estimated Value $226,934

  Last Listing Agent Karen Smith Emmerich Muzic Realty

  114 Holiday Rd, Winchester, KY 40391
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  /45

  Est $426,463 Not Listed For Sale

  142 College St, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,012 Sq Ft
  • Built 1940

  142 College St, Winchester, KY 40391

  Last Sold Summary

  • 2% Above List Price
  • $139/SF
  • 87 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth
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  /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
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  /28

  $234,500 Sold Jul 29, 2025

  108 Sturbridge Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $195/SF
  • 45 Days On Market

  Current Estimated Value $241,478

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  108 Sturbridge Ln, Winchester, KY 40391
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  /32

  Est $215,263 Not Listed For Sale

  8 Nunnelly Ct, Winchester, KY 40391

  • 2 Beds
  • 1.5 Baths
  • 1,255 Sq Ft
  • Built 1940

  8 Nunnelly Ct, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $157/SF
  • 33 Days On Market

  Last Sold Price $197,000

  Last Listing Agent Timothy Saylor Threshold Real Estate Services
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  /9

  $199,500

  • Land
  • 7.77 Acres
  • $25,676 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
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  /52

  $230,000 Sold Jan 20, 2026

  19 Cherokee Ct, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $203/SF
  • 2 Days On Market

  Current Estimated Value $224,628

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  19 Cherokee Ct, Winchester, KY 40391
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  /47

  Est $334,274 Not Listed For Sale

  113 S Burns Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,299 Sq Ft
  • Built 1895

  113 S Burns Ave, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $100/SF
  • 1 Day On Market

  Last Sold Price $329,900

  Last Listing Agent Ginger Mccoy Kentucky Residential Real Estate, LLC
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  /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
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  /22

  $334,327 Sold Jul 01, 2025

  136 Gibson Way, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,997 Sq Ft
  • Built 2024

  Last Sold Summary

  • $167/SF
  • 219 Days On Market

  Current Estimated Value $345,505

  Last Listing Agent Neshia Gaines Christies International Real Estate Bluegrass

  136 Gibson Way, Winchester, KY 40391
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  /35

  Est $312,033 Not Listed For Sale

  123 W Hickman St, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,498 Sq Ft
  • Built 1940

  123 W Hickman St, Winchester, KY 40391

  Last Sold Summary

  • 2% Above List Price
  • $122/SF
  • 1 Day On Market

  Last Sold Price $305,000

  Last Listing Agent Lukas Owens The Brokerage
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  /21

  $189,500 Pending

  • 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
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  /37

  $275,000 Sold Sep 10, 2025

  279 Ascot Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,247 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $122/SF
  • 2 Days On Market

  Current Estimated Value $289,792

  Last Listing Agent Chase Pennington Team Pannell Real Estate

  279 Ascot Ave, Winchester, KY 40391
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  /49

  Est $254,701 Not Listed For Sale

  115 Olde Potomac Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 2,018 Sq Ft
  • Built 1940

  115 Olde Potomac Ave, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $111/SF
  • 3 Days On Market

  Last Sold Price $224,400

  Last Listing Agent Christa Joynt Keller Williams Commonwealth
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  /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
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  /24

  $198,000 Sold Jul 18, 2025

  113 Colonial Park Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Above List Price
  • $184/SF
  • 0 Days On Market

  Current Estimated Value $206,448

  Last Listing Agent Janet Baldwin Kentucky Land and Home

  113 Colonial Park Dr, Winchester, KY 40391
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  /35

  Est $269,855 Not Listed For Sale

  231 W Hickman St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,588 Sq Ft
  • Built 1923

  231 W Hickman St, Winchester, KY 40391

  Last Sold Summary

  • 26% Above List Price
  • $83/SF
  • 38 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Michelle Blackburn RE/MAX
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  /3

  $251,000

  • 6 Beds
  • 3 Baths
  • 2,302 Sq Ft

  133 S Highland St, Winchester, KY 40391

  16 Central Ave, Winchester, KY 40391Prime multi-family investment in a great Winchester location! This 2-story property features two spacious rental units, both offering strong income potential. The first unit includes 3 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom—ideal for accommodating a range of tenant needs. With an established rental history and close

  David Espinosa Bluegrass Realty Pros, Inc

  133 S Highland St, Winchester, KY 40391
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  /24

  $90,000 Sold Mar 23, 2026

  701 Williamsburg Dr, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft
  • Built 1971

  Last Sold Summary

  • 7% Below List Price
  • $90/SF
  • 2 Days On Market

  Current Estimated Value $97,713

  Last Listing Agent Shane Underwood Keller Williams Commonwealth

  701 Williamsburg Dr, Winchester, KY 40391
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  /36

  Est $243,524 Not Listed For Sale

  242 W Lexington Ave, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,755 Sq Ft
  • Built 1940

  242 W Lexington Ave, Winchester, KY 40391

  Last Sold Summary

  • 16% Above List Price
  • $120/SF
  • 49 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Danny Hudnall Thwaites Realtors LLC
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  /41

  $575,000 Pending

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

  2100 Stoner-Ephesus Rd, Winchester, KY 40391

  Beautiful 44.21 acre farm has so much to offer. The main residence features 2 spacious bedrooms and 2 full bathrooms, offering inviting living spaces and peaceful views of the surrounding countryside. The separate guest quarters has 1 bedroom and 1 bathroom and is ideal accommodations for visitors, extended family or staff. You will appreciate the thoughtfully designed facilities, including two

  Kelly Nisbet Coldwell Banker McMahan

  2100 Stoner-Ephesus Rd, Winchester, KY 40391
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  /27

  $335,000 Sold Dec 18, 2025

  2198 Goshen Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,730 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Above List Price
  • $194/SF
  • 31 Days On Market

  Current Estimated Value $335,592

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  2198 Goshen Rd, Winchester, KY 40391
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  /41

  Est $292,551 Not Listed For Sale

  21 Beckner St, Winchester, KY 40391

  • 6 Beds
  • 3.5 Baths
  • 3,072 Sq Ft
  • Built 1940

  21 Beckner St, Winchester, KY 40391

  Last Sold Summary

  • 27% Above List Price
  • $75/SF
  • 17 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Shane Underwood Keller Williams Commonwealth
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  /24

  $225,000

  • Land
  • 24 Acres
  • $9,375 per Acre

  3934 Trapp-Goffs Corner Rd, Winchester, KY 40391

  Wonderful 24 acre retreat with gentle sloping land, and a creek bed running thru part of the front portion of the lots (6.1 acre parcel & 18.4 acre parcel at the rear). Build your dream home or just use as recreational or farm land until you do. 1 1/2 miles to the first exit on the Mountain Parkway exit #10. 12 miles to I-64 at Winchester. See attached pictures & plat/overhead pictures.

  Travis Emnett Top Ten Realty

  3934 Trapp-Goffs Corner Rd, Winchester, KY 40391

Showing Results 641 - 680, Page 17 of 18