Homes in ZIP Code 40391

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  /35

  $360,900 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,828 Sq Ft

  Grace Plan at Boone's Crossing, Winchester, KY 40391

  Welcome to the Grace plan, where the art of harmonious living comes to life, striking the perfect balance between spacious living areas on the first floor and cozy bedrooms on the second. As you approach, take in the captivating exterior options, where you have the power to choose between a Farmhouse, French Country, or Cottage facade, ensuring your home is a reflection of your unique style.Upon

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824257, Winchester, KY 40391
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  /81

  $599,500 Sold Aug 18, 2025

  2615 Crowe Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,222 Sq Ft
  • Built 2018

  Last Sold Summary

  • $270/SF
  • 1 Day On Market

  Current Estimated Value $577,764

  Last Listing Agent ROBIN TRIMBLE HomeFirst Real Estate

  2615 Crowe Ridge Rd, Winchester, KY 40391
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  /3

  Est $179,776 Not Listed For Sale

  785 Ecton Rd, Winchester, KY 40391

  785 Ecton Rd, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • 579 Days On Market

  Last Sold Price $165,000

  Last Listing Agent Lara Thornbury Block + Lot Real Estate
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  /46

  $347,900 New Construction

  • 3 - 6 Beds
  • 2 - 4 Baths
  • 1,580 Sq Ft

  Martha Plan at Boone's Crossing, Winchester, KY 40391

  The Martha plan is your canvas for crafting the ideal home that suits your unique lifestyle and needs. This versatile layout is a true chameleon, offering three distinct configurations: a welcoming ranch, an expansive ranch with a basement for extra space, or an impressive two-story design featuring additional rooms (bedrooms or a loft) and an extra bath on the second floor.As you step through

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824258, Winchester, KY 40391
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  /35

  $265,000 Sold Jun 18, 2025

  606 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Below List Price
  • $118/SF
  • 82 Days On Market

  Current Estimated Value $273,424

  Last Listing Agent Bradley Morgan The Local Agents

  606 Laura Dr, Winchester, KY 40391
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  /6

  Est $57,247 Not Listed For Sale

  221 Ashton Oak Way, Winchester, KY 40391

  221 Ashton Oak Way, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • 264 Days On Market

  Last Sold Price $50,000

  Last Listing Agent Melia Hord Keller Williams Legacy Group
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  /28

  $363,900 New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,100 Sq Ft

  Elizabeth Plan at Boone's Crossing, Winchester, KY 40391

  Step into the exquisite Elizabeth, a home that caters to families who cherish open-concept living on the first floor while seeking ample bedroom space on the second floor. As you approach, a gracious front porch welcomes your guests into a grand and inviting foyer that sets the tone for what's to come.Upon crossing the threshold and passing the convenient powder room and elegant stairs, you'll be

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824250, Winchester, KY 40391
• 

  

  /21

  $175,000 Sold Nov 18, 2025

  612 Boone Ave, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Below List Price
  • $139/SF
  • 13 Days On Market

  Current Estimated Value $199,365

  Last Listing Agent Garnett Davis Tom Goebel & Company

  612 Boone Ave, Winchester, KY 40391
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  /70

  Est $293,655 Not Listed For Sale

  705 Oil Springs Rd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1979

  705 Oil Springs Rd, Winchester, KY 40391

  Last Sold Summary

  • 13% Above List Price
  • $165/SF
  • 35 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Victoria Byrd HomeFirst Real Estate
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  /85

  $397,900 New Construction

  • 3 - 5 Beds
  • 2.5 - 4.5 Baths
  • 2,263 Sq Ft

  Abigail Plan at Boone's Crossing, Winchester, KY 40391

  Step into the world of the award-winning Abigail plan, where possibilities for flexible living, working, and relaxation abound. This exceptional design offers you the opportunity to tailor your exterior with a choice of a Farmhouse, French Country, or Cottage facade, ensuring your home reflects your unique style and taste.As you enter, you'll be captivated by a generous flex room that opens up

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824251, Winchester, KY 40391
• 

  

  /24

  $277,500 Sold Aug 21, 2025

  10 Howard Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Below List Price
  • $175/SF
  • 0 Days On Market

  Current Estimated Value $283,681

  Last Listing Agent Holly Goeing The Agency

  10 Howard Dr, Winchester, KY 40391
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  /51

  Est $499,410 Not Listed For Sale

  2051 Kiddville Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,654 Sq Ft
  • Built 2001

  2051 Kiddville Rd, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $187/SF
  • 39 Days On Market

  Last Sold Price $495,000

  Last Listing Agent Lindsey Bivens Berkshire Hathaway de Movellan Properties
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  /52

  $369,900 New Construction

  • 3 - 6 Beds
  • 2 Baths
  • 1,770 Sq Ft

  Barbara Plan at Boone's Crossing, Winchester, KY 40391

  Experience the true essence of homecoming with the Barbara plan. This impeccably crafted design effortlessly blends the allure of its exterior and interior, promising a sense of belonging and comfort like no other.Step onto the scene and be captivated by the charm of covered porches gracing both the front and back of the home, inviting you to savor the joys of outdoor living. Inside, the Barbara

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824253, Winchester, KY 40391
• 

  

  /19

  $170,000 Sold Apr 28, 2025

  223 Blair Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $166/SF
  • 82 Days On Market

  Current Estimated Value $179,997

  Last Listing Agent Jordan James Lifstyl Real Estate

  223 Blair Ave, Winchester, KY 40391
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  /44

  Est $411,096 Not Listed For Sale

  1927 Kiddville Rd, Winchester, KY 40391

  • 5 Beds
  • 4 Baths
  • 2,056 Sq Ft
  • Built 2001

  1927 Kiddville Rd, Winchester, KY 40391

  Last Sold Summary

  • 12% Below List Price
  • $226/SF
  • 22 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Megan McCoy Keller Williams Legacy Group
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  /32

  $254,900

  • 3 Beds
  • 2 Baths
  • 1,251 Sq Ft

  414 Wellington Way, Winchester, KY 40391

  Charming, Move-In Ready Ranch with Updates & Fenced Yard! Welcome home to this super cute and well-maintained 3-bedroom, 2-bath ranch offering easy one-level living and a smart, functional layout. Close to shopping and the interstate for easy commutes. Recent improvements include a brand-new roof, fresh interior paint throughout, a new garage door and opener, and a new stainless-steel appliance

  Amy Diamond ERA Select Real Estate

  414 Wellington Way, Winchester, KY 40391
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  /14

  $320,000 Sold Oct 17, 2025

  3431 Colby Rd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 5,237 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $61/SF
  • 7 Days On Market

  Current Estimated Value $324,708

  Last Listing Agent Holly Goeing The Agency

  3431 Colby Rd, Winchester, KY 40391
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  /47

  Est $395,883 Not Listed For Sale

  372 Arrowhead Ln, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,744 Sq Ft
  • Built 2001

  372 Arrowhead Ln, Winchester, KY 40391

  Last Sold Summary

  • 6% Above List Price
  • $137/SF
  • 2 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Lori Tolson Lifstyl Real Estate
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  /41

  $343,900 New Construction

  • 3 - 5 Beds
  • 2 - 4 Baths
  • 1,424 Sq Ft

  Lucy Plan at Boone's Crossing, Winchester, KY 40391

  The new Lucy plan offers every member of your family the space they need to live, work, and thrive. This exceptional design empowers you with the freedom to extend both your living room and rear porch, creating additional havens for relaxation and enjoyment, both inside and out.The Lucy plan is your canvas for crafting the home of your dreams. Choose from three extraordinary configurations: a

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824256, Winchester, KY 40391
• 

  

  /41

  $265,000 Sold Nov 12, 2025

  130 Village Ct, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $133/SF
  • 4 Days On Market

  Current Estimated Value $267,281

  Last Listing Agent Joyce Ratliff Tom Goebel & Company

  130 Village Ct, Winchester, KY 40391
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  /112

  Est $670,068 Not Listed For Sale

  703 Kiddville Rd, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,311 Sq Ft
  • Built 1980

  703 Kiddville Rd, Winchester, KY 40391

  Last Sold Summary

  • 4% Below List Price
  • $303/SF
  • 276 Days On Market

  Last Sold Price $699,900

  Last Listing Agent Tyson Walters Kassie & Associates
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  /37

  $378,900 New Construction

  • 3 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,098 Sq Ft

  Nancy Plan at Boone's Crossing, Winchester, KY 40391

  Step into the Nancy plan, a masterful fusion of form and function that optimizes every square foot. This two-story gem offers the best of both worlds: an open-concept haven on the first floor and a serene retreat on the second, all wrapped in your choice of a Farmhouse, French Country, or Cottage facade, ensuring your home is a reflection of your distinct style.As you enter, a versatile flex room

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824252, Winchester, KY 40391
• 

  

  /37

  $207,000 Sold May 23, 2025

  632 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1974

  Last Sold Summary

  • $185/SF
  • 41 Days On Market

  Current Estimated Value $206,824

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  632 Laura Dr, Winchester, KY 40391
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  /43

  Est $379,928 Not Listed For Sale

  700 Vienna Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 2004

  700 Vienna Rd, Winchester, KY 40391

  Last Sold Summary

  • 17% Above List Price
  • $178/SF
  • 18 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Sheridan Sims Keller Williams Commonwealth
• 

  

  /23

  $475,000

  2996/3056 Irvine Rd, Winchester, KY 40391

  Rare find! Gorgeous 25 acres of gently rolling land with a barn and creek is perfect for building your dream home and creating your homestead! Don't miss this opportunity! This is farm is conveniently located 20 miles from Hamburg and 5 miles from the Winchester bypass. No city sewage. Relax and enjoy the spectacular views. Get ready to enjoy life! Land consists of 2 parcels available for sale

  Lura Justice Rector Hayden Realtors

  2996/3056 Irvine Rd, Winchester, KY 40391
• 

  

  /31

  $231,000 Sold Jun 30, 2025

  619 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1980

  Last Sold Summary

  • $165/SF
  • 17 Days On Market

  Current Estimated Value $240,315

  Last Listing Agent Kevin Bradley KB Realty Group

  619 Laura Dr, Winchester, KY 40391
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  /96

  Est $417,194 Not Listed For Sale

  2430 Log Lick Rd, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • Built 1938

  2430 Log Lick Rd, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $150/SF
  • 184 Days On Market

  Last Sold Price $405,000

  Last Listing Agent E Anthony Phillips RE/MAX
• 

  

  /18

  $260,000

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  280 Pine Ridge Rd, Winchester, KY 40391

  Bring your vision to life on 12+ beautiful acres in Winchester! This 3-bedroom, 1-bath home offers the charm of a 1964 build and the opportunity to create your own private retreat. With plenty of room for gardens, animals, workshops, or expansion, this property is perfect for those dreaming of country living. Renovate the existing home or reimagine the space to fit your needs — the possibilities

  Derek Blankenship Keller Williams Commonwealth

  280 Pine Ridge Rd, Winchester, KY 40391
• 

  

  /64

  $929,000 Sold Sep 05, 2025

  1110 Craig Crossing, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $348/SF
  • 23 Days On Market

  Current Estimated Value $797,299

  Last Listing Agent Michael Hilario The Agency

  1110 Craig Crossing, Winchester, KY 40391
• 

  

  /30

  Est $191,279 Not Listed For Sale

  3604 Pine Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1998

  3604 Pine Ridge Rd, Winchester, KY 40391

  Last Sold Summary

  • 20% Above List Price
  • $125/SF
  • 3 Days On Market

  Last Sold Price $160,000

  Last Listing Agent Patty Adams Rector Hayden Realtors
• 

  

  /44

  $250,000

  • Land
  • 6.56 Acres
  • $38,110 per Acre

  8674 Wades Mill Rd, Winchester, KY 40391

  Properties like this rarely come on the market in such a sought-after area. From the moment you pull up to the impressive stone pillar entrance along the paved county road, its clear this land was meant for something special. A black farm fence outlines the property, framing beautifully manicured grass and giving the entire setting the feel of a private estate. Rows of planted pines create a

  Cory Meade Whitetail Properties Real Estate

  8674 Wades Mill Rd, Winchester, KY 40391
• 

  

  /6

  $225,000 Sold Apr 22, 2025

  845 Gay Evans Rd, Winchester, KY 40391

  • Land
  • 8.59 Acres
  • $26,193 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 35 Days On Market

  Last Listing Agent Holly Goeing The Agency

  845 Gay Evans Rd, Winchester, KY 40391
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  /101

  Est $361,860 Not Listed For Sale

  3642 Crowe Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1953

  3642 Crowe Ridge Rd, Winchester, KY 40391

  Last Sold Summary

  • 1% Below List Price
  • $189/SF
  • 121 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Maggie Napier Napier Realtors
• 

  

  /19

  $499,000

  • Land
  • 36.94 Acres
  • $13,508 per Acre

  1455B Ky-89 Lot Unit Wp001, Winchester, KY 40391

  Don't miss this rare chance to own 36.45 premium acres on the outskirts of Winchesteran unbeatable blend of open farmland, development potential, and a truly top-tier location. Just minutes from I-64 and a quick drive to Lexington, this tract offers the convenience buyers want with the space and freedom they rarely find. The gorgeous rolling fields make this property ideal for farming, hay

  Greg Meade Whitetail Properties Real Estate

  1455B Ky-89 Lot Unit Wp001, Winchester, KY 40391
• 

  /2

  $299,900 Sold Aug 08, 2025

  Unlisted Address

  • 3 Beds
  • 3 Baths
  • 2,054 Sq Ft
  • Built 1970

  Last Sold Summary

  • $146/SF

  Current Estimated Value $298,513

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  Unlisted Address
• 

  

  /16

  Est $237,000 Not Listed For Sale

  4523 Trapp Goffs Corner Rd, Winchester, KY 40391

  • Studio
  • 1,271 Sq Ft
  • Built 1974

  4523 Trapp Goffs Corner Rd, Winchester, KY 40391

  Last Sold Summary

  • 111% Above List Price
  • $89/SF
  • 178 Days On Market

  Last Sold Price $112,500

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC
• 

  

  /45

  $489,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  414 Fairholme Way, Winchester, KY 40391

  Welcome to Fairholme Estates—where luxury meets comfort! This brand-new ranch-style home offers 4 bedrooms, 3 full baths, and 9' ceilings throughout for a spacious, airy feel. The designer kitchen features a huge island, beautiful finishes, and flows seamlessly into the vaulted great room filled with natural light from large windows. A Jack and Jill bath with separate sinks provides convenience,

  Kristin Ray Lifstyl Real Estate

  414 Fairholme Way, Winchester, KY 40391
• 

  

  /21

  $207,000 Sold May 12, 2025

  513 Acadia Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $154/SF
  • 35 Days On Market

  Current Estimated Value $218,150

  Last Listing Agent Tyler I Back The Brokerage

  513 Acadia Way, Winchester, KY 40391
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  /66

  Est $553,403 Not Listed For Sale

  5078 Trapp Goffs Corner Rd, Winchester, KY 40391

  • 5 Beds
  • 4.5 Baths
  • 4,479 Sq Ft
  • Built 1992

  5078 Trapp Goffs Corner Rd, Winchester, KY 40391

  Last Sold Summary

  • 7% Above List Price
  • $115/SF
  • 5 Days On Market

  Last Sold Price $516,000

  Last Listing Agent Wayne Sewell The Agency
• 

  

  /84

  $343,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  215 Old Log Lick Rd, Winchester, KY 40391

  Enjoy where you live! Zen like grounds will bring inner peace in this 1,450 sq foot home on over 3 private acres. Covered front and back porches span the width of the house. Get off the grid with the solar panels on the roof (25 yr warranty), six raised garden beds, and fenced chicken coop! Average utility bill $50 in 2025 and $35 in 2024! (Solar panels paid for by Seller). No worries for fast

  Kerry Ball Local First Realty, LLC

  215 Old Log Lick Rd, Winchester, KY 40391

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