Homes in ZIP Code 40391

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  /16

  Est $180,631 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  430 Country Club Dr, Winchester, KY 40391

  430 Country Club Dr, Winchester, KY 40391
• 

  

  

  /35

  $349,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  121 Fitch Ave, Winchester, KY 40391

  *Under contract with a 48-hour kick out clause. Please continue to show and bring offers* This beautifully updated 4-bedroom, 3-bath ranch home includes a private mother-in-law suite, offering flexible living options for guests or extended family. With 2,100 square feet of inviting living space and an attached two-car garage, this home perfectly combines timeless charm with thoughtful modern

  Ashley Spencer Keller Williams Commonwealth

  121 Fitch Ave, Winchester, KY 40391
• 

  

  

  /23

  $130,000 Sold Apr 24, 2025

  103 Gary Ct, Winchester, KY 40391

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $129/SF
  • 13 Days On Market

  Current Estimated Value $146,749

  Last Listing Agent Dawn Wheeler United Real Estate Bluegrass

  103 Gary Ct, Winchester, KY 40391
• 

  

  

  /25

  Est $214,706 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  413 Country Club Dr, Winchester, KY 40391

  413 Country Club Dr, Winchester, KY 40391
• 

  

  

  /45

  $290,000

  • 3 Beds
  • 1 Bath
  • 1,523 Sq Ft

  4180 Bybee Rd, Winchester, KY 40391

  This full brick ranch style house is located on 5.7 acres of Kentucky Bluegrass in Clark County. The cleared land on the property is approximately 3/4 acre and the remaining acres are all wooded. The interior has 3 bedrooms and one full bath. There is an addition of a den, dining area and a rear deck. The den features a full masonry fireplace. The barn is great place for storage or a workshop.

  Craig Bridgewater Bridgewater Real Estate

  4180 Bybee Rd, Winchester, KY 40391
• 

  

  /23

  $225,000 Sold Aug 21, 2025

  26 Stefanie Ct, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1972

  Last Sold Summary

  • $208/SF
  • 12 Days On Market

  Current Estimated Value $225,213

  Last Listing Agent Alyssa M Boley Coldwell Banker McMahan

  26 Stefanie Ct, Winchester, KY 40391
• 

  

  /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
• 

  

  /24

  $290,000

  • 12 Beds
  • 4 Baths
  • 4,010 Sq Ft

  149 Winn Ave, Winchester, KY 40391

  Welcome to this quad plex income producing property. It is a large lot and the property sits back on the lot away from the road. There are 4 units, each with 3 beds and 1 bath. The whole building has a total of bedrooms of 12 beds and 4 baths. Each unit has its own kitchen. The pictures are of the only vacant unit on the bottom left. The two lower units rent for $950 and $925. The upper units

  Libby VanMeter Marshall Lane Real Estate - Lexington

  149 Winn Ave, Winchester, KY 40391
• 

  

  /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
• 

  

  /49

  $450,000

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

  233 Cunningham Ln, Winchester, KY 40391

  Mini Farm Alert! This fabulous homestead is located less than 2 miles off the Mountain Parkway making it easily accessible. One level, ranch home that features 3 bedrooms, a luxurious primary ensuite... corner jetter tub, seperate walk in shower with glass door, double bowl raised height vanity and a linen closet complete the bathroom and the bedroom has vaulted ceilings, walk in closet and

  Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

  233 Cunningham Ln, Winchester, KY 40391
• 

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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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  /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
• 

  

  /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
• 

  

  /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

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /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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