Homes in ZIP Code 40391

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  /23

  Est $765,293 Not Listed For Sale

  1275 Old Log Lick Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1982

  1275 Old Log Lick Rd, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $532/SF
  • 474 Days On Market

  Last Sold Price $740,000

  Last Listing Agent John Wilson Bluegrass Properties Group
• 

  

  

  /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
• 

  

  

  /33

  $332,000 Sold Oct 14, 2025

  1831 Kiddville Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Below List Price
  • $189/SF
  • 82 Days On Market

  Current Estimated Value $327,026

  Last Listing Agent Joshua Davis The Agency

  1831 Kiddville Rd, Winchester, KY 40391
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  /43

  Est $274,575 Not Listed For Sale

  2270 Mina Station Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1971

  2270 Mina Station Rd, Winchester, KY 40391

  Last Sold Summary

  • 31% Above List Price
  • $155/SF
  • 72 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC
• 

  

  

  /24

  $369,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  206 Jett Dr, Winchester, KY 40391

  New Construction, come view, great house plan, ranch on a crawl space, 3 bedrooms, 2 bath, you will love this inviting neighborhood, plan shown on line could vary, this is a spec home, all the colors have been decided, fixtures, flooring, brick, siding, cabinets, countertops have been ordered, restrictions apply, no HOA, buyer to verify sq ft of home and lot. This home is close to I-64, I-75,

  Mila Ensor Ensor Real Estate, LLC

  206 Jett Dr, Winchester, KY 40391
• 

  

  /32

  $283,000 Sold Apr 03, 2025

  193 Prescott Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • Built 2004

  Last Sold Summary

  • $172/SF
  • 3 Days On Market

  Current Estimated Value $284,264

  Last Listing Agent Justin Satterwhite SimpliHOM

  193 Prescott Ln, Winchester, KY 40391
• 

  

  /42

  Est $358,959 Not Listed For Sale

  920 Log Lick Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1998

  920 Log Lick Rd, Winchester, KY 40391

  Last Sold Summary

  • 8% Below List Price
  • $260/SF
  • 30 Days On Market

  Last Sold Price $389,900

  Last Listing Agent Angela Stamper RE/MAX
• 

  

  /54

  $434,900 Pending

  • 3 Beds
  • 2 Baths
  • 3,563 Sq Ft

  204 Delaplain Rd, Winchester, KY 40391

  Unique opportunity to own a ranch with partly finished basement in a well established neighborhood! Stoneybrook subdivision is very convenient to schools, shopping, and dining. Ranch has been updated (including roof and windows) and in very good condition with lots of space. Three bedrooms, two baths, large spacious kitchen, extensive bar, huge pantry, laundry, dining, and great room are on the

  Sam Watkins COLOR Real Estate

  204 Delaplain Rd, Winchester, KY 40391
• 

  

  /25

  $223,000 Sold Nov 04, 2025

  204 Crawford Ct, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $136/SF
  • 1 Day On Market

  Current Estimated Value $221,780

  Last Listing Agent Tisha Monte Bluegrass Properties Group

  204 Crawford Ct, Winchester, KY 40391
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  /70

  Est $565,008 Not Listed For Sale

  519 Right Angle Rd, Winchester, KY 40391

  • 6 Beds
  • 3 Baths
  • 3,712 Sq Ft
  • Built 2000

  519 Right Angle Rd, Winchester, KY 40391

  Last Sold Summary

  • 7% Above List Price
  • $143/SF
  • 186 Days On Market

  Last Sold Price $530,000

  Last Listing Agent The Prather Team - Michael Prather Keller Williams Bluegrass Realty
• 

  

  /10

  $550,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  107 Bella Shae Way, Winchester, KY 40391

  Welcome Home to the Winchester Floor Plan by CP Builders. This elegant ranch home features all-brick construction, a welcoming front porch, and a two-car garage. Step inside and be greeted by soaring 9-foot ceilings and a spacious open floor plan. The split bedroom design offers privacy and comfort, with a luxurious primary suite boasting an ensuite bathroom and a walk-in closet. Enjoy easy

  Shane Underwood Keller Williams Commonwealth

  107 Bella Shae Way, Winchester, KY 40391
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  /29

  $227,500 Sold Sep 11, 2025

  301 Cabin Creek Heights, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,220 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Above List Price
  • $186/SF
  • 0 Days On Market

  Current Estimated Value $225,702

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  301 Cabin Creek Heights, Winchester, KY 40391
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  /69

  Est $359,184 Not Listed For Sale

  3975 Wills Rupard Rd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,021 Sq Ft
  • Built 1986

  3975 Wills Rupard Rd, Winchester, KY 40391

  Last Sold Summary

  • 11% Above List Price
  • $108/SF
  • 218 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Tonya Morrow KY Local
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  /3

  $380,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  270 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms on unfinished walkout basement.The large primary suite is a true retreat, complete with a generously sized walk-in closet

  Rex Hall United Real Estate Bluegrass

  270 Evergreen Dr, Winchester, KY 40391
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  /2

  $125,000 Sold May 23, 2025

  265 Duclair Dr, Winchester, KY 40391

  • Land
  • 1.01 Acres
  • $123,762 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent John Wilson Bluegrass Properties Group

  265 Duclair Dr, Winchester, KY 40391
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  /45

  Est $444,071 Not Listed For Sale

  1600 Crowe Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,846 Sq Ft
  • Built 2012

  1600 Crowe Ridge Rd, Winchester, KY 40391

  Last Sold Summary

  • 48% Above List Price
  • $105/SF
  • 147 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Joyce Ratliff Tom Goebel & Company
• 

  

  /29

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  23 Windridge Dr, Winchester, KY 40391

  Welcome home!!! This beautifully updated all-brick ranch that perfectly blends charm and modern upgrades in a well established, desirable neighborhood is sure to please. Step inside to a bright open-concept living space featuring luxury vinyl flooring, a stunning wood-burning fireplace, and exposed wood ceiling beams that create a warm, inviting atmosphere in the spacious family room. The

  Holly Goeing The Agency

  23 Windridge Dr, Winchester, KY 40391
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  /41

  $279,900 Sold Aug 12, 2025

  225 Prescott Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft
  • Built 2006

  Last Sold Summary

  • $155/SF
  • 8 Days On Market

  Current Estimated Value $286,653

  Last Listing Agent Teresa Richmond Freedom Realty & Property Management

  225 Prescott Ln, Winchester, KY 40391
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  /56

  Est $583,501 Not Listed For Sale

  9953 Ironworks Rd, Winchester, KY 40391

  • 6 Beds
  • 2.5 Baths
  • 3,800 Sq Ft
  • Built 2003

  9953 Ironworks Rd, Winchester, KY 40391

  Last Sold Summary

  • 10% Below List Price
  • $171/SF
  • 7 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Tara Smith Keller Williams Commonwealth
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  /33

  $367,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,811 Sq Ft

  446 Tremont Ln, Winchester, KY 40391

  Are your ready for a lifestyle change? Do you need more space? How about approximately 2800 square feet with four bedrooms and 2-1/2 baths. A nice size corner lot with side entry 2 car garage. Walkout patio, walk in closet, two story entry and gas fireplace are just a few of the features in this home. Recent upgrades include TWO new hot water heaters, UV filtration installed in HVAC, Full privacy

  Dylan Langdon The Agency

  446 Tremont Ln, Winchester, KY 40391
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  /49

  $442,500 Sold Apr 18, 2025

  321 Frontier Way, Winchester, KY 40391

  • 6 Beds
  • 3.5 Baths
  • 3,882 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $114/SF
  • 134 Days On Market

  Current Estimated Value $452,947

  Last Listing Agent Olivia White Deborah Ball Realty

  321 Frontier Way, Winchester, KY 40391
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  /17

  Est $413,916 Not Listed For Sale

  1026 Crowe Ridge Rd, Winchester, KY 40391

  • 1 Bath
  • Built 1945

  1026 Crowe Ridge Rd, Winchester, KY 40391

  Last Sold Summary

  • 5% Below List Price
  • $407/SF
  • 56 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Sophia Herald Herald Real Estate
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  /72

  $406,900 New Construction

  • 3 - 6 Beds
  • 2.5 - 5.5 Baths
  • 2,570 Sq Ft

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

  Unleash your creativity and make your mark with the Jackie plan – a home that empowers you to design your ideal living and lounging spaces. Step into a world of endless possibilities, where the exterior can be personalized with your choice of a Farmhouse, French Country, or Cottage facade, setting the stage for your one-of-a-kind dream home.As you enter, you'll be greeted by a generously sized

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824254, Winchester, KY 40391
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  /24

  $185,000 Sold Jun 23, 2025

  605 Dixiana Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 23 Days On Market

  Current Estimated Value $193,527

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  605 Dixiana Dr, Winchester, KY 40391
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  /32

  Est $393,026 Not Listed For Sale

  9221 Wades Mill Rd, Mount Sterling, KY 40353

  • 5 Beds
  • 3 Baths
  • 3,120 Sq Ft
  • Built 1994

  9221 Wades Mill Rd, Mount Sterling, KY 40353

  Last Sold Summary

  • 13% Above List Price
  • $111/SF
  • 4 Days On Market

  Last Sold Price $347,000

  Last Listing Agent Joshua Davis The Agency
• 

  

  /6

  $369,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  204 Jett Dr, Winchester, KY 40391

  New Construction, don't wait this one will not last, 3 bed/2 bath ranch, great floor plan, close to I-64 and I-75, lexington, richmond, call today! All colors, fixtures, granite, siding, outside landscaping, stone/brick, deck size, flooring have been ordered, New photos will be posted as house construction continues

  Mila Ensor Ensor Real Estate, LLC

  204 Jett Dr, Winchester, KY 40391
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  /58

  $850,000 Sold Jun 27, 2025

  2158 Venable Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,980 Sq Ft
  • Built 1988

  Last Sold Summary

  • $285/SF
  • 1 Day On Market

  Current Estimated Value $851,707

  Last Listing Agent Emily Miller Bluegrass Sotheby's International Realty

  2158 Venable Rd, Winchester, KY 40391
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  /26

  Est $338,786 Not Listed For Sale

  11705 Irvine Rd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 2,668 Sq Ft
  • Built 1988

  11705 Irvine Rd, Winchester, KY 40391

  Last Sold Summary

  • 54% Above List Price
  • $82/SF
  • 81 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Matthew J. Reffett Re/Max Legacy Group - Paintsville
• 

  

  /23

  $332,700

  • 3 Beds
  • 2.5 Baths
  • 3,868 Sq Ft

  225 Plantations Dr, Winchester, KY 40391

  Welcome to 225 Plantations Drive, a beautifully maintained home in the desirable Royal Oaks Subdivision. This charming three-bedroom, two-and-a-half-bath residence is in wonderful condition and move-in ready! This is home comes with a wonderful floorplan that has a primary bedroom with built-in's on the first floor, Kitchen with granite and stainless appliances and deck has been updated with Trex

  John Wilson Bluegrass Properties Group

  225 Plantations Dr, Winchester, KY 40391
• 

  

  /39

  $340,000 Sold Oct 10, 2025

  219 Hampton Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,929 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $116/SF
  • 48 Days On Market

  Current Estimated Value $348,458

  Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

  219 Hampton Ave, Winchester, KY 40391
• 

  

  /33

  Est $224,485 Not Listed For Sale

  510 Wills Rupard Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,592 Sq Ft
  • Built 1990

  510 Wills Rupard Rd, Winchester, KY 40391

  Last Sold Summary

  • 24% Above List Price
  • $114/SF
  • 2 Days On Market

  Last Sold Price $181,000

  Last Listing Agent Joe Marcum CENTURY 21 Advantage Realty
• 

  

  /44

  $360,000

  • 4 Beds
  • 3 Baths
  • 3,440 Sq Ft

  221 W Hickman St, Winchester, KY 40391

  Step into a home where history and beauty meet in the most charming way. This stunning, fully remodeled historic home offers over 3,400 square feet of thoughtfully renewed living space, blending timeless character with elegant modern updates. From the moment you walk inside, you'll feel the warmth and romance of a home that has been lovingly restored while still honoring its original charm.

  Brandon Hedinger Keller Williams Bluegrass Realty

  221 W Hickman St, Winchester, KY 40391
• 

  

  /71

  $690,500 Sold Sep 09, 2025

  2950 Pretty Run Rd, Ford, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft
  • Built 2022

  Last Sold Summary

  • $237/SF
  • 3 Days On Market

  Current Estimated Value $683,929

  Last Listing Agent Angela Newby Calumet Realty

  2950 Pretty Run Rd, Ford, KY 40391
• 

  

  /33

  Est $262,800 Not Listed For Sale

  7344 Ironworks Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1925

  7344 Ironworks Rd, Winchester, KY 40391

  Last Sold Summary

  • 20% Above List Price
  • $156/SF
  • 2 Days On Market

  Last Sold Price $219,000

  Last Listing Agent Jason Rainey Executive Real Estate, LLC
• 

  

  /49

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 2,628 Sq Ft

  221 Moundale Ave, Winchester, KY 40391

  Step back in time as you walk up the stone steps into this beautiful 3 bed 2.5 bath house. This house has been very well maintained and offers many updates. You get the best of both worlds the craftsmanship of an older home with all the newer amenities. Hardwood, tile and brick floors throughout the house with Granite countertops, This house sits on a lot and a half. The owners have recently

  Andrew Fugitt Coldwell Banker McMahan

  221 Moundale Ave, Winchester, KY 40391
• 

  

  /69

  $282,500 Sold Sep 30, 2025

  227 Cross Brook Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $187/SF
  • 9 Days On Market

  Current Estimated Value $281,135

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  227 Cross Brook Ln, Winchester, KY 40391
• 

  

  /82

  Est $374,117 Not Listed For Sale

  380 L E Junction Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 3,173 Sq Ft
  • Built 1976

  380 L E Junction Rd, Winchester, KY 40391

  Last Sold Summary

  • 15% Above List Price
  • $102/SF
  • 13 Days On Market

  Last Sold Price $324,000

  Last Listing Agent Davin Smith Caswell Prewitt Realty, Inc
• 

  

  /45

  $334,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  120 Pilot View Rd, Winchester, KY 40391

  Charming 1930 farmhouse that perfectly blends timeless character with modern updates, situated on 5 beautiful acres. This fully remodeled home offers 3 bedrooms, 2.5 baths, and a spacious bonus room currently used as a home office. Inside, you'll find a formal dining room, updated living spaces, and a large laundry room where the washer and dryer convey. Major improvements include a new roof

  Jennifer Parsons RE/MAX Elite Lexington

  120 Pilot View Rd, Winchester, KY 40391
• 

  

  /75

  $289,900 Sold Aug 11, 2025

  126 Ashley Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft
  • Built 1992

  Last Sold Summary

  • $203/SF
  • 0 Days On Market

  Current Estimated Value $290,576

  Last Listing Agent Jennifer Guyton White Realty, LLC

  126 Ashley Dr, Winchester, KY 40391
• 

  

  /51

  Est $444,860 Not Listed For Sale

  5600 Ecton Rd, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,841 Sq Ft
  • Built 1992

  5600 Ecton Rd, Winchester, KY 40391

  Last Sold Summary

  • 3% Below List Price
  • $162/SF
  • 62 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Kymberly McCreary Keller Williams Commonwealth

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