Homes in ZIP Code 40391

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  /60

  Est $188,254 Not Listed For Sale

  1333 Jackson Ferry Rd, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1964

  1333 Jackson Ferry Rd, Winchester, KY 40391

  Last Sold Summary

  • 51% Above List Price
  • $84/SF
  • 60 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Teresa Richmond Freedom Realty & Property Management
• 

  

  

  /87

  $3,100,000

  • 6 Beds
  • 5 Baths
  • 3,693 Sq Ft

  3049 Ironworks Rd, Winchester, KY 40391

  Some properties are special simply because of the story behind them. This 150-acre farm in Winchester has been cared for by the same family since 1803, and it's now being offered for sale for the very first time. The land is classic Kentucky countryside, rolling pastures, peaceful water, and wide open views in every direction. Four ponds and a gently flowing creek bring both beauty and function

  Zova Rothchild Keller Williams Legacy Group

  3049 Ironworks Rd, Winchester, KY 40391
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  /48

  $222,500 Sold Jul 28, 2025

  217 Locust Grove Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Above List Price
  • $108/SF
  • 2 Days On Market

  Current Estimated Value $226,140

  Last Listing Agent Robin Murray The Agency

  217 Locust Grove Rd, Winchester, KY 40391
• 

  

  

  /10

  Est $1,200,222 Not Listed For Sale

  4479 Muddy Creek Rd, Winchester, KY 40391

  • Studio
  • 3,351 Sq Ft
  • Built 1935

  4479 Muddy Creek Rd, Winchester, KY 40391

  Last Sold Summary

  • $358/SF
  • 28 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Joseph E.C. Hagen Imperium Real Estate Group, LLC
• 

  

  

  /33

  $354,900

  • 5 Beds
  • 2 Baths
  • 1,952 Sq Ft

  1270 Sewell Shop Rd, Winchester, KY 40391

  Country Living with Convenience — 5 Fenced Acres in Winchester, KY Enjoy the perfect blend of peaceful country living and easy access to town with this well-maintained home on 5 fully fenced acres in Winchester, KY. Conveniently located just 30 minutes to Lexington, 5 miles to I-64, 10 minutes to Mt. Sterling, and 15 minutes to Winchester, this property offers country living without sacrificing

  Meggan Batey Keller Williams Legacy Group

  1270 Sewell Shop Rd, Winchester, KY 40391
• 

  

  /34

  $342,000 Sold Sep 16, 2025

  3560 Wades Mill Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Below List Price
  • $262/SF
  • 37 Days On Market

  Current Estimated Value $343,389

  Last Listing Agent Sarah MacHarg Kentucky Land and Home

  3560 Wades Mill Rd, Winchester, KY 40391
• 

  

  /91

  Est $373,570 Not Listed For Sale

  2184 Cole Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,514 Sq Ft
  • Built 1970

  2184 Cole Rd, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $147/SF
  • 11 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Greg Wood Freedom Realty & Property Management
• 

  

  /3

  $70,000

  • Land
  • 2.04 Acres
  • $34,314 per Acre

  150 Spencer Ln, Winchester, KY 40391

  Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Or hold as investment property and let the land grow in value. This lot totaling 2.041 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own

  Kathryn Cheuvront Coldwell Banker McMahan

  150 Spencer Ln, Winchester, KY 40391
• 

  

  /5

  $41,500 Sold Sep 15, 2025

  434 Fairholme Way, Winchester, KY 40391

  • Land
  • 0.36 Acre
  • $115,278 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 6 Days On Market

  Current Estimated Value $51,486

  Last Listing Agent Justin Lee JL Realty Group, LLC

  434 Fairholme Way, Winchester, KY 40391
• 

  

  /23

  Est $250,711 Not Listed For Sale

  421 Jameson Way, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,487 Sq Ft
  • Built 2003

  421 Jameson Way, Winchester, KY 40391

  Last Sold Summary

  • $168/SF
  • 9 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Cathleen Gedeon CENTURY 21 Advantage Realty
• 

  

  /31

  $205,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5434 Pine Ridge Rd, Winchester, KY 40391

  Jim Woodrum RE/MAX Creative, Winchester

  5434 Pine Ridge Rd, Winchester, KY 40391
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  /48

  $330,000 Sold May 23, 2025

  113 Holiday Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,090 Sq Ft
  • Built 1970

  Last Sold Summary

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

  Current Estimated Value $306,118

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  113 Holiday Rd, Winchester, KY 40391
• 

  

  /54

  Est $262,845 Not Listed For Sale

  427 Jameson Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 2002

  427 Jameson Way, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $146/SF
  • 121 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Christa Joynt Keller Williams Commonwealth
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  /10

  $775,000

  • Land
  • 2.6 Acres
  • $298,077 per Acre

  529 Bullion Blvd Unit 3B, 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

  529 Bullion Blvd Unit 3B, Winchester, KY 40391
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  /58

  $830,000 Sold Feb 27, 2026

  2395 Becknerville Rd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,234 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $257/SF
  • 8 Days On Market

  Current Estimated Value $837,685

  Last Listing Agent Crystal Towe The Real Estate Group

  2395 Becknerville Rd, Winchester, KY 40391
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  /47

  Est $336,401 Not Listed For Sale

  106 Old Ironworks Rd, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,380 Sq Ft
  • Built 1900

  106 Old Ironworks Rd, Winchester, KY 40391

  Last Sold Summary

  • 16% Above List Price
  • $86/SF
  • 115 Days On Market

  Last Sold Price $291,000

  Last Listing Agent John Groft RE/MAX
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  /11

  $50,000

  • Land
  • 0.41 Acre
  • $121,951 per Acre

  308 Duclair Dr, Winchester, KY 40391

  Tucked away on a quiet cul-de-sac in Mallard Place, this .41-acre lot is ready for your vision. Imagine your dream home in a neighborhood known for its charm and convenience. Bring your house plans—your future starts here!

  Joseph Miller Keller Williams Legacy Group

  308 Duclair Dr, Winchester, KY 40391
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  /38

  $173,000 Sold Sep 22, 2025

  44 5th St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,270 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Above List Price
  • $136/SF
  • 2 Days On Market

  Current Estimated Value $170,890

  Last Listing Agent Tirza Cooper The Howard Realty Co

  44 5th St, Winchester, KY 40391
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  /25

  Est $252,851 Not Listed For Sale

  325 Vanover Way, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,428 Sq Ft
  • Built 2002

  325 Vanover Way, Winchester, KY 40391

  Last Sold Summary

  • 5% Above List Price
  • $169/SF
  • 1 Day On Market

  Last Sold Price $240,880

  Last Listing Agent Brad Harmon LexHomes Real Estate
• 

  /2

  $14,100,000

  • Land
  • 274.52 Acres
  • $51,362 per Acre

  2395 Paris Rd, Winchester, KY 40391

  NOW PRE-SELLING: Deerlawn Development is Winchester, Ky's most anticipated residential development—an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods.
 Located at 2395 Paris Road, and positioned off I-64 at Exit 96 across from the rapidly expanding Industrial Park, Deerlawn is a master-planned community offering 438 single-family

  Melia Hord Keller Williams Legacy Group

  2395 Paris Rd, Winchester, KY 40391
• 

  

  /18

  $200,000 Sold Jan 14, 2026

  245 Ecton Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,074 Sq Ft
  • Built 1940

  Last Sold Summary

  • 9% Below List Price
  • $186/SF
  • 2 Days On Market

  Current Estimated Value $199,174

  Last Listing Agent Anthony Gigilo ListWithFreedom.com

  245 Ecton Rd, Winchester, KY 40391
• 

  

  /17

  Est $251,058 Not Listed For Sale

  206 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 1,737 Sq Ft
  • Built 1998

  206 Buffalo Trace, Winchester, KY 40391

  Last Sold Summary

  • 5% Above List Price
  • $138/SF
  • 30 Days On Market

  Last Sold Price $239,000

  Last Listing Agent Kymberly McCreary EXP Realty, LLC
• 

  

  /22

  $665,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,643 Sq Ft

  414 Alexis Way, Winchester, KY 40391

  Introducing the Alexis, a stunning all-brick ranch home with incredible curb appeal and a charming front porch. This thoughtfully designed 3-bedroom, 2.5-bath home features a desirable split-bedroom layout, offering privacy and comfort. The spacious primary suite includes a luxurious ensuite with double vanities, a walk-in closet with direct access to the separate utility room for added

  Shane Underwood Keller Williams Commonwealth

  414 Alexis Way, Winchester, KY 40391
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  /52

  $500,000 Sold Aug 25, 2025

  1778 Elkin Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • Built 2015

  Last Sold Summary

  • 7% Below List Price
  • $248/SF
  • 103 Days On Market

  Last Listing Agent Vicki VanWinkle ERA Select Real Estate

  1778 Elkin Rd, Winchester, KY 40391
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  /32

  Est $204,301 Not Listed For Sale

  303 Geronimo Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft
  • Built 1998

  303 Geronimo Ct, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $182/SF
  • 6 Days On Market

  Last Sold Price $198,000

  Last Listing Agent Marie Waddell-Pearson RE/MAX
• 

  

  /9

  $785,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  425 Alexis Way, Winchester, KY 40391

  Introducing the Highland, an elegant all-brick ranch home offering 4 bedrooms and 2.5 full baths in a thoughtfully designed split-bedroom layout. The spacious primary suite is a true highlight, featuring a luxurious tile shower, separate soaking tub, double vanities, and a large walk-in closet. The open-concept kitchen flows seamlessly into the great room, creating the perfect space for

  Shane Underwood Keller Williams Commonwealth

  425 Alexis Way, Winchester, KY 40391
• 

  

  /80

  $524,000 Sold Dec 16, 2025

  160 Agawam Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 4,933 Sq Ft
  • Built 1978

  Last Sold Summary

  • 9% Below List Price
  • $106/SF
  • 51 Days On Market

  Current Estimated Value $525,452

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  160 Agawam Rd, Winchester, KY 40391
• 

  

  /19

  Est $189,760 Not Listed For Sale

  125 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 932 Sq Ft
  • Built 1997

  125 Buffalo Trace, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $178/SF
  • 43 Days On Market

  Last Sold Price $166,000

  Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty
• 

  

  /4

  $137,500

  • Land
  • 3.94 Acres
  • $34,898 per Acre

  12569 Ironworks Rd, Winchester, KY 40391

  Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Looking for your next investment? This 3.940 acre parcel offers unlimited potential-whether you dream of building or simply holding land as it gows in value. Offering unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by

  Kathryn Cheuvront Coldwell Banker McMahan

  12569 Ironworks Rd, Winchester, KY 40391
• 

  

  /28

  $203,900 Sold Dec 10, 2025

  25 Hiawatha Trail, Winchester, KY 40391

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

  Last Sold Summary

  • 3% Below List Price
  • $220/SF
  • 35 Days On Market

  Current Estimated Value $200,325

  Last Listing Agent Sarah Hess Keller Williams Commonwealth

  25 Hiawatha Trail, Winchester, KY 40391
• 

  

  /22

  Est $189,576 Not Listed For Sale

  113 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1998

  113 Buffalo Trace, Winchester, KY 40391

  Last Sold Summary

  • 12% Above List Price
  • $177/SF
  • 2 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty
• 

  

  /19

  $125,000

  • Land
  • 4.01 Acres
  • $31,172 per Acre

  1940 Athens Boonesboro Rd, Winchester, KY 40391

  Escape to tranquility with this beautiful 4-acre lot in Clark County, offering the perfect setting to build your dream home. Tucked away on a quiet road, this property is surrounded by expansive farmland, ensuring ultimate privacy and peaceful living. A serene pond adds to the charm, providing a perfect spot to relax and enjoy the natural beauty of the land. This lot sits directly across from the

  Laura Sizemore Kentucky Land and Home

  1940 Athens Boonesboro Rd, Winchester, KY 40391
• 

  

  /3

  $220,000 Sold Jul 30, 2025

  412 Paisley Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $169/SF
  • 38 Days On Market

  Current Estimated Value $224,004

  Last Listing Agent John Wilson Bluegrass Properties Group

  412 Paisley Ct, Winchester, KY 40391
• 

  

  /47

  Est $501,358 Not Listed For Sale

  1305 Irvine Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,020 Sq Ft
  • Built 1918

  1305 Irvine Rd, Winchester, KY 40391

  Last Sold Summary

  • 7% Below List Price
  • $179/SF
  • 406 Days On Market

  Last Sold Price $542,000

  Last Listing Agent Bonnie Mays United Real Estate Bluegrass
• 

  

  /17

  $429,000

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  104 Colby Hills Dr, Winchester, KY 40391

  (Reducted 50,000) for fast sell. Welcome to this beautiful ranch home, located in this desirable Colby Hill subdivision this house has been updated with new interior painting, new flooring, new kitchen cabinets, and tops, new bathrooms, large new lighting, 2 car garage, 2 fireplaces, living room, family room, dinning area, large new deck ,all this on a large corner lot. Owner/Broker

  Garry Milton Milton and Associates Real Estate

  104 Colby Hills Dr, Winchester, KY 40391
• 

  

  /37

  $228,000 Sold May 02, 2025

  102 E Clark Dr, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,247 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $183/SF
  • 6 Days On Market

  Current Estimated Value $229,046

  Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

  102 E Clark Dr, Winchester, KY 40391
• 

  

  /99

  Est $259,878 Not Listed For Sale

  514 E Broadway St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1960

  514 E Broadway St, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $172/SF
  • 1 Day On Market

  Last Sold Price $239,900

  Last Listing Agent Josh Wood Freedom Realty & Property Management
• 

  

  /63

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  1911 Trapp-Goffs Corner Rd, Winchester, KY 40391

  Enjoy peaceful country living on 17 beautiful acres in Clark County! This 3-bedroom, 2-bath ranch home sits on a scenic stretch of Trapp-Goffs Corner Road and offers the perfect blend of privacy, space, and convenience just minutes from Winchester and an easy drive to Lexington. The home features comfortable main-level living with a functional layout and a partially finished basement that

  Cheri Shaffer Lifstyl Real Estate

  1911 Trapp-Goffs Corner Rd, Winchester, KY 40391
• 

  

  /35

  $185,000 Sold Apr 02, 2025

  125 Magnolia St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,251 Sq Ft
  • Built 1945

  Last Sold Summary

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

  Current Estimated Value $211,438

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  125 Magnolia St, Winchester, KY 40391
• 

  

  /30

  Est $195,318 Not Listed For Sale

  1 Apache Trail, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,584 Sq Ft
  • Built 1969

  1 Apache Trail, Winchester, KY 40391

  Last Sold Summary

  • 26% Above List Price
  • $98/SF
  • 10 Days On Market

  Last Sold Price $155,000

  Last Listing Agent Peter doCouto Plum Tree Realty

Showing Results 201 - 240, Page 6 of 18