Winchester, KY Homes

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  /28

  $799,900

  • Land
  • 13.19 Acres
  • $60,644 per Acre

  1600 Ironworks Rd, Winchester, KY 40391

  This property has it all! Easy access to Veterans Memorial Bypass, I-64, and downtown Winchester, plus entrances on Ironworks and clear visibility from the Bypass. This does have sewer and water located on the property. Full of potential possibilities zoned Planned Development and more acreage is available if needed. The property access is a driveway off Ironworks Road across from Center Drive

  Josh Wood Freedom Realty & Property Management

  1600 Ironworks 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

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  2198 Goshen Rd, Winchester, KY 40391
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  /27

  Est $339,842 Not Listed For Sale

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

  118 Olde Potomac Ave, Winchester, KY 40391

  118 Olde Potomac Ave, Winchester, KY 40391
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  /50

  $824,900

  • 4 Beds
  • 3 Baths
  • 3,311 Sq Ft

  7300 Old Boonesboro Rd, Winchester, KY 40391

  This beautiful home sits on over 7 acres of peaceful countryside. The private outdoor space includes a huge deck with a lovely view and an inviting covered front porch. The backyard would make the perfect space for your own dream swimming pool. Since the property has a 3-car detached garage; a 2-car attached garage plus a 1275 square feet equipment building there is plenty of space for all of

  Vickie Skeens RE/MAX Elite Lexington

  7300 Old Boonesboro Rd, Winchester, KY 40391
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  $370,000 Sold Sep 03, 2025

  220 Spring Valley Dr, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,078 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Below List Price
  • $120/SF
  • 3 Days On Market

  Current Estimated Value $380,445

  Last Listing Agent Tracey Goebel Tom Goebel & Company

  220 Spring Valley Dr, Winchester, KY 40391
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  /86

  Est $305,913 Not Listed For Sale

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

  112 Olde Potomac Ave, Winchester, KY 40391

  112 Olde Potomac Ave, Winchester, KY 40391
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  /34

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,531 Sq Ft

  1508 Ford Hampton Rd, Winchester, KY 40391

  Welcome home to this adorable 2 bedroom, 1 bathroom farmhouse on 5 peaceful acres. Inside, the layout is open and inviting with LVP and hardwood flooring throughout with a tiled bath. The kitchen and family room flow together and feature beautiful exposed wood beams that are hundreds of years old and reclaimed from an old church. A wood-burning stove in the family room adds warmth and character

  Michelle Blackburn RE/MAX Creative, Winchester

  1508 Ford Hampton Rd, Winchester, KY 40391
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  $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 $180,469

  Last Listing Agent Ashley Barreto Indigo & Co

  217 Blair Ave, Winchester, KY 40391
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  /30

  Est $250,978 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,939 Sq Ft

  302 W Lexington Ave, Winchester, KY 40391

  302 W Lexington Ave, Winchester, KY 40391
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  $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

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  312 Forest Ave, Winchester, KY 40391
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  /25

  Est $331,865 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 4,154 Sq Ft

  410 W Lexington Ave, Winchester, KY 40391

  410 W Lexington Ave, Winchester, KY 40391
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  /30

  $382,000 Sold Feb 28, 2025

  1186 Lafayette Blvd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,580 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Below List Price
  • $148/SF
  • 2 Days On Market

  Current Estimated Value $404,125

  Last Listing Agent Jason Caudill RE/MAX Creative Realty

  1186 Lafayette Blvd, Winchester, KY 40391
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  /16

  Est $203,148 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  227 W Broadway St, Winchester, KY 40391

  227 W Broadway St, Winchester, KY 40391
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  /50

  $380,000 Sold Jan 21, 2025

  33 Hampton Ave, Winchester, KY 40391

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

  Last Sold Summary

  • 13% Below List Price
  • $106/SF
  • 16 Days On Market

  Current Estimated Value $405,098

  Last Listing Agent Robert Coburn Kentucky Realty Group, LLC

  33 Hampton Ave, Winchester, KY 40391
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  /26

  Est $175,922 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  235 W Broadway St, Winchester, KY 40391

  235 W Broadway 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

  Last Listing Agent Joyce Ratliff Tom Goebel & Company

  291 Log Lick Rd, Winchester, KY 40391
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  /40

  Est $196,495 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,404 Sq Ft

  26 Taylor Ave, Winchester, KY 40391

  26 Taylor Ave, Winchester, KY 40391
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  $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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  /28

  Est $187,802 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  18 A St, Winchester, KY 40391

  18 A St, Winchester, KY 40391
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  $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 $227,361

  Last Listing Agent Tracey Goebel Tom Goebel & Company

  39 Hillcrest Dr, Winchester, KY 40391

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