Winchester, KY Homes

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  /86

  Est $309,157 Not Listed For Sale

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

  222 Vaught Rd, Winchester, KY 40391

  222 Vaught Rd, Winchester, KY 40391
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  /28

  $89,900

  300 Aspen Ln, Winchester, KY 40391

  Welcome home to this well-maintained 3 bedroom, 2 bathroom double wide manufactured home in Treehaven, offering close to 2,000 square feet of comfortable living space...a rare find for buyers looking for room, functionality, and flexibility. Inside, you'll love the open-concept layout that connects the large living room, kitchen, and dining area, making it ideal for both everyday living and

  Christa Joynt Keller Williams Commonwealth

  300 Aspen Ln, Winchester, KY 40391
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  /50

  $465,000 Sold Aug 11, 2025

  701 Lisletown Ln, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 2,784 Sq Ft
  • Built 2008

  Last Sold Summary

  • $167/SF
  • 2 Days On Market

  Current Estimated Value $466,118

  Last Listing Agent Robin Jones Keller Williams Legacy Group

  701 Lisletown Ln, Winchester, KY 40391
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  /38

  Est $295,987 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  2020 Two Mile Rd, Winchester, KY 40391

  2020 Two Mile Rd, Winchester, KY 40391
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  /36

  $345,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  208 Citation Ct, Winchester, KY 40391

  One owner, all electric, 2 BR/2Ba ranch with a bonus room that could be an office or a third bedroom. Great for downsizing or first time homeowner! The open floor great room with ample windows to brighten it supports the handicapped features of the primary bedroom, primary bathroom, garage and more. Enjoy the large pantry off the kitchen area and the island that has room to slide a chair under.

  Garnett Davis Tom Goebel & Company

  208 Citation Ct, Winchester, KY 40391
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  /2

  $75,000 Sold Jan 05, 2026

  1341 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 5.75 Acres
  • $13,043 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 10 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  1341 Sewell Shop Rd, Winchester, KY 40391
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  /13

  Est $188,408 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,330 Sq Ft

  4 Burton Ave, Winchester, KY 40391

  4 Burton Ave, Winchester, KY 40391
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  /3

  $146,000

  • 3 Beds
  • 1 Bath
  • 1,020 Sq Ft

  228 Jackson St, Winchester, KY 40391

  Here's your chance to own a nice investment property. This single family home has a 3 bed 1 bath. 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

  228 Jackson St, Winchester, KY 40391
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  /29

  $408,000 Sold Sep 12, 2025

  4732 Old Boonesboro Rd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,361 Sq Ft
  • Built 1945

  Last Sold Summary

  • 18% Below List Price
  • $173/SF
  • 285 Days On Market

  Current Estimated Value $439,617

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth

  4732 Old Boonesboro Rd, Winchester, KY 40391
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  /26

  Est $198,710 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  64 Bond Ct, Winchester, KY 40391

  64 Bond Ct, Winchester, KY 40391
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  /4

  $115,000

  • 4 Beds
  • 2.5 Baths
  • 2,131 Sq Ft

  205 E Washington St, Winchester, KY 40391

  PRICE DROP!!! FLIP This House! Seller Has Added A Large Primary Addition And Front Porch. This 4 Bedroom 2 1/2 Bath Home Is Ready For Your Finishes And Has A Fantastic Floor Plan With Large Loft (Whole Home At Stud Level). Finish This Home It Will Be A Showstopper Better Than New Construction With Large Sq Ft What Many Buyers Are Looking For. Great Opportunity To Make Money Or Live In This

  Patrick Arvin Keller Williams Commonwealth

  205 E Washington St, Winchester, KY 40391
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  /43

  $165,000 Sold May 20, 2025

  12005 Irvine Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,130 Sq Ft
  • Built 1980

  Last Sold Summary

  • 13% Below List Price
  • $146/SF
  • 96 Days On Market

  Current Estimated Value $173,039

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth

  12005 Irvine Rd, Winchester, KY 40391
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  /22

  Est $194,765 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 925 Sq Ft

  101 Baldwin Ave, Winchester, KY 40391

  101 Baldwin Ave, Winchester, KY 40391
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  /18

  $99,000

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  114 Magnolia St, Winchester, KY 40391

  Great opportunity for investors, flippers, or anyone looking for a project with tons of potential! This 2 bedroom, 1 bath home features a 2 year old roof, giving you a solid head start on future updates. With its convenient location and plenty of possibilities, this property is ready for someone to bring their vision! Selling as is. Cash or conventional financing only.

  Michelle Blackburn RE/MAX Creative, Winchester

  114 Magnolia St, Winchester, KY 40391
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  /22

  $88,000 Sold May 08, 2025

  423 E Broadway St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 2,363 Sq Ft
  • Built 1878

  Last Sold Summary

  • 76% Above List Price
  • $37/SF
  • 23 Days On Market

  Current Estimated Value $176,465

  Last Listing Agent Tanya McKee Bluegrass Auction, Appraisal & Realty, LLC

  423 E Broadway St, Winchester, KY 40391
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  /25

  Est $269,040 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft

  1291 Muddy Creek Rd, Winchester, KY 40391

  1291 Muddy Creek Rd, Winchester, KY 40391
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  /4

  $199,900

  • Land
  • 11.36 Acres
  • $17,597 per Acre

  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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  /44

  $315,000 Sold Jun 27, 2025

  43 Skylark Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,459 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $128/SF
  • 70 Days On Market

  Current Estimated Value $332,597

  Last Listing Agent Chad Bowman The Brokerage

  43 Skylark Dr, Winchester, KY 40391
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  /20

  Est $263,325 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,498 Sq Ft

  1121 Muddy Creek Rd, Winchester, KY 40391

  1121 Muddy Creek Rd, Winchester, KY 40391
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  /32

  $299,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  4074 Ironworks Rd, Winchester, KY 40391

  Escape to your own slice of paradise on 4.06 private acres, complete with a peaceful pond perfect for relaxing or fishing. Discover this beautifully updated 3-bedroom, 2-bath home offering 1,356 sq. ft. of inviting, open-concept living. Built in 1973, this charming property features new flooring, a warm, welcoming fireplace, and a modern kitchen with stainless steel appliances. Enjoy added peace

  Ashley Spencer Keller Williams Commonwealth

  4074 Ironworks Rd, Winchester, KY 40391
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  /28

  $265,000 Sold Jul 02, 2025

  609 Clintonville Rd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft
  • Built 1980

  Last Sold Summary

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

  Current Estimated Value $266,853

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  609 Clintonville Rd, Winchester, KY 40391
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  /79

  Est $233,907 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 946 Sq Ft

  205 French Ave, Winchester, KY 40391

  205 French Ave, Winchester, KY 40391
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  /9

  $1,350,000

  • Land
  • 3.02 Acres
  • $447,020 per Acre

  155 April Way, Winchester, KY 40391

  Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided.Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One,

  Greg Leveridge Block + Lot Real Estate

  155 April Way, Winchester, KY 40391
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  /2

  $350,000 Sold Aug 14, 2025

  Unlisted Address

  • 4 Beds
  • 2.5 Baths
  • 3,672 Sq Ft
  • Built 1960

  Last Sold Summary

  • $95/SF

  Current Estimated Value $348,783

  Last Listing Agent Null Non-Member Non-Member Office

  Unlisted Address
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  /24

  Est $213,470 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,634 Sq Ft

  5 Kentucky St, Winchester, KY 40391

  5 Kentucky St, Winchester, KY 40391
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  /2

  $75,000 Pending

  • Land
  • 6.43 Acres
  • $11,664 per Acre

  1431 Sewell Shop Rd, Winchester, KY 40391

  parcel 6 -1431 Sewell Shop Rd. 6.428 acres

  Zella Rosenthal Tom Goebel & Company

  1431 Sewell Shop Rd, Winchester, KY 40391
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  /12

  $9,000 Sold Sep 18, 2025

  406 W Washington St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,428 Sq Ft
  • Built 1945

  Last Sold Summary

  • 10% Below List Price
  • $6/SF
  • 19 Days On Market

  Current Estimated Value $149,803

  Last Listing Agent Jack Rookard Rookard Real Estate Consultants

  406 W Washington St, Winchester, KY 40391
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  /23

  Est $187,548 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,708 Sq Ft

  11 Kentucky St, Winchester, KY 40391

  11 Kentucky St, Winchester, KY 40391
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  /3

  $380,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  200 Evergreen Dr, Winchester, KY 40391

  Introducing the Run For The Roses - Proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen

  Rex Hall United Real Estate Bluegrass

  200 Evergreen Dr, Winchester, KY 40391
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  /21

  $189,000 Sold Feb 28, 2025

  17 Elizabeth St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1950

  Last Sold Summary

  • $130/SF
  • 24 Days On Market

  Current Estimated Value $194,234

  Last Listing Agent Holly Goeing The Agency

  17 Elizabeth St, Winchester, KY 40391
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  /24

  Est $220,026 Not Listed For Sale

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

  21 Kentucky St, Winchester, KY 40391

  21 Kentucky St, Winchester, KY 40391
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  /55

  $399,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,518 Sq Ft

  4530 Ironworks Rd, Winchester, KY 40391

  Properties like this don't come along that often, don't miss your chance to see this amazing property. It features 6.14 acres of land with multiple barns and open fields. Not to mention a house and a view to fall in love with the moment you see it. This Brick Home features 3 Bedrooms on the main level with 2 full baths, large living room with fireplace, open kitchen with dining room right beside

  Montlee Wickline Stone Ridge Realty LLC

  4530 Ironworks Rd, Winchester, KY 40391
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  /55

  $520,000 Sold May 15, 2025

  427 Calmes Blvd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 4,659 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $112/SF
  • 61 Days On Market

  Current Estimated Value $502,778

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  427 Calmes Blvd, Winchester, KY 40391
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  /18

  Est $123,586 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  129 Kentucky St, Winchester, KY 40391

  129 Kentucky St, Winchester, KY 40391
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  /12

  $355,000

  • 4 Beds
  • 4 Baths
  • 2,072 Sq Ft

  1128 Dale Dr, Winchester, KY 40391

  Duplex. Both units are being sold together. Great income-producing potential. Each side offers a nice sized vaulted Great room that opens to the kitchen, 2 bedrooms, 1.5 baths, a laundry room, and a 1-car garage. Nice private backyard for side with lots of trees.

  Brian Hatfield Coldwell Banker McMahan

  1128 Dale Dr, Winchester, KY 40391
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  /3

  $165,000 Sold Mar 10, 2025

  785 Ecton Rd, Winchester, KY 40391

  • Land
  • 2.67 Acres
  • $61,798 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 579 Days On Market

  Current Estimated Value $171,515

  Last Listing Agent Lara Thornbury Block + Lot Real Estate

  785 Ecton Rd, Winchester, KY 40391
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  /15

  Est $198,752 Not Listed For Sale

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

  20 Elizabeth St, Winchester, KY 40391

  20 Elizabeth St, Winchester, KY 40391
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  /34

  $279,700

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  404 Wellington Way, Winchester, KY 40391

  This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family and friends. The sellers added fiber optics

  Craig Bridgewater Bridgewater Real Estate

  404 Wellington Way, Winchester, KY 40391
• 

  /2

  $1,475,000 Sold Feb 21, 2025

  300 Moundale Ct, Winchester, KY 40391

  • 32 Beds
  • 32 Baths
  • 12,704 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Above List Price
  • $116/SF

  Current Estimated Value $1,556,285

  Last Listing Agent Will Campbell Ben H Campbell Appraiser, Inc

  300 Moundale Ct, Winchester, KY 40391
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  /17

  Est $242,031 Not Listed For Sale

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

  102 Kentucky St, Winchester, KY 40391

  102 Kentucky St, Winchester, KY 40391

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