Homes in ZIP Code 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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  /12

  $110,000

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  400 Wexford Dr, Winchester, KY 40391

  Welcome! This home offers a practical layout with 3 bedrooms and 1.5 baths on a manageable 0.2-acre lot. The interior has been well maintained, and fenced backyard creates a private outdoor space ideal for gatherings, pets, or future improvements. A detached 2-car garage provides secure parking and storage. Approximately 5 minutes to downtown Winchester and 15 minutes to Lexington, positioning

  Katie Allen Keller Williams Legacy Group

  400 Wexford Dr, Winchester, KY 40391
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  /29

  $180,000 Sold Aug 11, 2025

  217 Blair Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Above List Price
  • $176/SF
  • 0 Days On Market

  Current Estimated Value $178,692

  Last Listing Agent Ashley Barreto Indigo & Co

  217 Blair Ave, 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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  /2

  $110,000

  • Land
  • 0.38 Acre
  • $289,474 per Acre

  120 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

  120 Duclair Dr, Winchester, KY 40391
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  /30

  $254,000 Sold Dec 02, 2025

  312 Forest Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $164/SF
  • 52 Days On Market

  Current Estimated Value $250,139

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  312 Forest Ave, Winchester, KY 40391
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  /51

  Est $385,216 Not Listed For Sale

  200 College St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,227 Sq Ft
  • Built 1887

  200 College St, Winchester, KY 40391

  Last Sold Summary

  • 19% Above List Price
  • $101/SF
  • 137 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Amy Diamond ERA Select Real Estate
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  /12

  $199,900

  • 2 Beds
  • 1 Bath
  • 1,484 Sq Ft

  605 College St, Winchester, KY 40391

  Brick ranch in the College Park neighborhood. Large living area and kitchen with updated appliances and mechanicals (water heater and heat pump). The previous owner water proofed the basement and a new garage door has been installed. Bonus room could be utilized as an additional living room or bedroom.

  Steve Adams Steven D Adams Real Estate Services, LLC

  605 College St, Winchester, KY 40391
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  /75

  $410,000 Sold Nov 21, 2025

  291 Log Lick Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $158/SF
  • 3 Days On Market

  Current Estimated Value $409,157

  Last Listing Agent Joyce Ratliff Tom Goebel & Company

  291 Log Lick Rd, Winchester, KY 40391
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  /12

  Est $245,180 Not Listed For Sale

  217 College St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1940

  217 College St, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $144/SF
  • 72 Days On Market

  Last Sold Price $237,500

  Last Listing Agent Angie Conley Dixon Dixon Properties
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  /32

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  17 Euclid Ave, Winchester, KY 40391

  Welcome home to 17 Euclid Ave in beautiful College Park area of Winchester. This three bedroom two full bath home may be the one you are looking for. Beautiful Hardwood floors throughout most of the home. Two additional bedrooms are upstairs with a full bath. Fenced in back yard and a large deck for you summertime entertaining. Don't wait, let's take a look.

  Donna Thwaites Thwaites Realtors LLC

  17 Euclid Ave, Winchester, KY 40391
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  /4

  $101,000 Sold Jul 14, 2025

  2058 Athens Boonesboro Rd, Winchester, KY 40391

  • Land
  • 4.02 Acres
  • $25,124 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 86 Days On Market

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  2058 Athens Boonesboro Rd, Winchester, KY 40391
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  /27

  Est $297,255 Not Listed For Sale

  118 Olde Potomac Ave, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1935

  118 Olde Potomac Ave, Winchester, KY 40391

  Last Sold Summary

  • 4% Above List Price
  • $95/SF
  • 6 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Cheri Shaffer Keller Williams Commonwealth
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  /39

  $175,000

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft

  1494 Amster Grove Rd, Winchester, KY 40391

  Welcome to this charming river front house. Step out your back door and you are immediately at the river. Open floor plan with a wood burning fireplace. Metal cabinets and epoxy floors on the first level are designed to survive in case of a flood. First floor bedroom with enough room for a King sized bed. Upstairs you will find another bedroom and a half bath. Sip your morning coffee on your back

  Libby VanMeter Marshall Lane Real Estate - Lexington

  1494 Amster Grove Rd, Winchester, KY 40391
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  /16

  $225,000 Sold Apr 25, 2025

  39 Hillcrest Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft
  • Built 1968

  Last Sold Summary

  • $239/SF
  • 2 Days On Market

  Current Estimated Value $229,075

  Last Listing Agent Tracey Goebel Tom Goebel & Company

  39 Hillcrest Dr, Winchester, KY 40391
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  /86

  Est $288,702 Not Listed For Sale

  112 Olde Potomac Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,220 Sq Ft
  • Built 1935

  112 Olde Potomac Ave, Winchester, KY 40391

  Last Sold Summary

  • 2% Below List Price
  • $91/SF
  • 2 Days On Market

  Last Sold Price $294,000

  Last Listing Agent Josh Wood Freedom Realty & Property Management
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  /9

  $102,000

  • 2 Beds
  • 1 Bath
  • 552 Sq Ft

  39 S Highland St, Winchester, KY 40391

  Here's your chance to own a nice investment property. This Single Family home has 2 bedrooms and 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

  39 S Highland St, Winchester, KY 40391
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  /87

  $250,000 Sold Apr 18, 2025

  418 Jameson Way, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $149/SF
  • 3 Days On Market

  Current Estimated Value $264,422

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  418 Jameson Way, Winchester, KY 40391
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  /30

  Est $225,647 Not Listed For Sale

  302 W Lexington Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,939 Sq Ft
  • Built 1935

  302 W Lexington Ave, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $107/SF
  • 16 Days On Market

  Last Sold Price $207,500

  Last Listing Agent Heather Justice Rector Hayden Realtors
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  /12

  $144,000

  • 3 Beds
  • 1 Bath
  • 805 Sq Ft

  150 Cook Ave, Winchester, KY 40391

  Here's your chance to own a nice investment property. This has a single family has 3 bedrooms and 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

  150 Cook Ave, Winchester, KY 40391

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