Homes in ZIP Code 40391

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  /13

  $400,000

  • Land
  • 2.19 Acres
  • $182,648 per Acre

  145 Codella Dr, Winchester, KY 40391

  Great opportunity to buy and build just off the Winchester Bypass. This property is nicely located in the midst of a great deal of new development including a brand new, state-of-the-art CHI Saint Joseph Health Center. Other new development in the immediate area includes Zips Car Wash and Domino's Pizza. Additionally, Walmart and Kroger are located directly across the Bypass from this site. See

  Greg Leveridge Block + Lot Real Estate

  145 Codella Dr, Winchester, KY 40391
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  /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 $218,640

  Last Listing Agent Tyler I Back The Brokerage

  511 Acadia Way, Winchester, KY 40391
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  /51

  Est $301,039 Not Listed For Sale

  20 Lisle Ln, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,421 Sq Ft
  • Built 1955

  20 Lisle Ln, Winchester, KY 40391

  Last Sold Summary

  • 133% Above List Price
  • $53/SF
  • 621 Days On Market

  Last Sold Price $129,000

  Last Listing Agent Jim Woodrum RE/MAX
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  /77

  $924,900

  • 5 Beds
  • 4.5 Baths
  • 6,314 Sq Ft

  7210 Ecton Rd, Winchester, KY 40391

  Welcome to 7210 Ecton Road a stunning 5 bedroom, 4.5 bathroom home situated on 7+/- acres (awaiting final survey) of gently rolling Kentucky countryside. This property offers the perfect balance of modern comfort, privacy, and wide-open space, just minutes from downtown Winchester. Step inside to discover a spacious and well-designed floor plan featuring: 5 generously sized bedrooms including a

  Megan McCoy Keller Williams Legacy Group

  7210 Ecton Rd, Winchester, KY 40391
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  /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
• 

  

  /54

  Est $330,908 Not Listed For Sale

  35 Lisle Ln, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,816 Sq Ft
  • Built 1953

  35 Lisle Ln, Winchester, KY 40391

  Last Sold Summary

  • 16% Above List Price
  • $157/SF
  • 27 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC
• 

  /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

  $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

  Current Estimated Value $138,520

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

  220 Pendleton St, Winchester, KY 40391
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  /32

  Est $256,622 Not Listed For Sale

  540 S Maple St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Built 1940

  540 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 128% Above List Price
  • $65/SF
  • 86 Days On Market

  Last Sold Price $112,360

  Last Listing Agent Keith Wilson Coldwell Banker McMahan
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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
• 

  /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
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  /37

  Est $273,655 Not Listed For Sale

  17 Short St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,783 Sq Ft
  • Built 1942

  17 Short St, Winchester, KY 40391

  Last Sold Summary

  • 28% Above List Price
  • $120/SF
  • 27 Days On Market

  Last Sold Price $214,000

  Last Listing Agent Dustin Sparrow ERA Select Real Estate
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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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  /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

  Current Estimated Value $437,520

  Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

  129 Lana Ln, Winchester, KY 40391
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  /34

  Est $320,189 Not Listed For Sale

  214 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,928 Sq Ft
  • Built 1930

  214 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 30% Above List Price
  • $84/SF
  • 107 Days On Market

  Last Sold Price $247,000

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC
• 

  

  /12

  $299,900

  • 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. Selling As Is Inspections Welcome.

  Brian Hatfield Coldwell Banker McMahan

  1128 Dale Dr, Winchester, KY 40391
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  /37

  $295,000 Sold Dec 27, 2025

  115 College St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $160/SF
  • 0 Days On Market

  Current Estimated Value $289,273

  Last Listing Agent Zova Rothchild Keller Williams Legacy Group

  115 College St, Winchester, KY 40391
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  /65

  Est $353,112 Not Listed For Sale

  408 S Maple St, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,372 Sq Ft
  • Built 1910

  408 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $92/SF
  • 62 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate
• 

  /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
• 

  

  /20

  $243,000 Sold Mar 24, 2025

  235 Dubuy Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • $158/SF
  • 56 Days On Market

  Current Estimated Value $274,358

  Last Listing Agent Melissa Combs Keller Williams Commonwealth

  235 Dubuy Dr, Winchester, KY 40391
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  /57

  Est $435,147 Not Listed For Sale

  402 S Maple St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,864 Sq Ft
  • Built 1896

  402 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 5% Above List Price
  • $107/SF
  • 24 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Kristy Hall The Agency
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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
• 

  

  /21

  $285,000 Sold Jul 29, 2025

  219 Bartram Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,696 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $168/SF
  • 8 Days On Market

  Current Estimated Value $293,431

  Last Listing Agent Nora Williams Keller Williams Commonwealth

  219 Bartram Ct, Winchester, KY 40391
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  /60

  Est $415,374 Not Listed For Sale

  405 Boone Ave, Winchester, KY 40391

  • 3 Beds
  • 4 Baths
  • 2,718 Sq Ft
  • Built 1945

  405 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 4% Above List Price
  • $147/SF
  • 16 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Diane K Scott The Brokerage
• 

  

  /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
• 

  

  /43

  $354,000 Sold Jul 02, 2025

  485 Mccullough Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1950

  Last Sold Summary

  • 21% Below List Price
  • $167/SF
  • 38 Days On Market

  Current Estimated Value $371,640

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  485 Mccullough Ln, Winchester, KY 40391
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  /57

  Est $296,460 Not Listed For Sale

  10 Northern Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,270 Sq Ft
  • Built 1957

  10 Northern Ave, Winchester, KY 40391

  Last Sold Summary

  • 19% Above List Price
  • $110/SF
  • 0 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Jeanne Beaven Rector Hayden Realtors
• 

  

  /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
• 

  

  /78

  $660,000 Sold Dec 10, 2025

  420 Alexis Way, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Below List Price
  • $238/SF
  • 26 Days On Market

  Current Estimated Value $669,844

  Last Listing Agent Edwin Burden McCormick Realty Inc.

  420 Alexis Way, Winchester, KY 40391
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  /15

  Est $198,949 Not Listed For Sale

  215 Short St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1955

  215 Short St, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $169/SF
  • 16 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC
• 

  

  /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
• 

  

  /49

  $390,000 Sold Jun 30, 2025

  1094 Ford Hampton Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 26 Days On Market

  Current Estimated Value $394,904

  Last Listing Agent Tom D. Thomas The Real Estate Co.

  1094 Ford Hampton Rd, Winchester, KY 40391
• 

  

  /32

  Est $358,823 Not Listed For Sale

  505 Boone Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1942

  505 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 10% Above List Price
  • $159/SF
  • 1 Day On Market

  Last Sold Price $324,900

  Last Listing Agent Diane K Scott The Brokerage
• 

  

  /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
• 

  

  /21

  $430,000 Sold Mar 09, 2026

  870 Pilot View Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Below List Price
  • $274/SF
  • 31 Days On Market

  Current Estimated Value $407,000

  Last Listing Agent Chelsea Morguson McCallie Real Estate

  870 Pilot View Rd, Winchester, KY 40391
• 

  

  /35

  Est $331,153 Not Listed For Sale

  121 Hampton Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft
  • Built 1958

  121 Hampton Ave, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $137/SF
  • 60 Days On Market

  Last Sold Price $307,500

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth
• 

  

  /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
• 

  

  /61

  $545,000 Sold Jul 15, 2025

  1063 Wades Mill Rd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,958 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Below List Price
  • $138/SF
  • 180 Days On Market

  Current Estimated Value $559,582

  Last Listing Agent Joseph Smallwood Christies International Real Estate Bluegrass

  1063 Wades Mill Rd, Winchester, KY 40391
• 

  

  /50

  Est $426,158 Not Listed For Sale

  33 Hampton Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,580 Sq Ft
  • Built 1958

  33 Hampton Ave, Winchester, KY 40391

  Last Sold Summary

  • 12% Above List Price
  • $106/SF
  • 16 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Robert Coburn Kentucky Realty Group, LLC
• 

  

  /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

Showing Results 601 - 640, Page 16 of 18