Homes in ZIP Code 40391

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  /2

  $600,000

  • Land
  • 6.13 Acres
  • $97,879 per Acre

  722 Colby Rd Unit 2, Winchester, KY 40391

  Discover an exceptional opportunity for retail investment in the thriving Winchester area. Zoned B-4, this versatile property offers a wide array of possibilities for retail development, providing a strategic location for businesses seeking to establish a prominent presence. With its prime zoning and desirable position within the Winchester area, this property presents a compelling prospect for

  Cheryl Johnston CMI Properties

  722 Colby Rd Unit 2, Winchester, KY 40391
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  /27

  $185,000 Sold Mar 23, 2026

  616 Boone Ave, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,223 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $151/SF
  • 16 Days On Market

  Current Estimated Value $197,049

  Last Listing Agent Garnett Davis Tom Goebel & Company

  616 Boone Ave, Winchester, KY 40391
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  /34

  Est $274,835 Not Listed For Sale

  312 S Main St, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 2,355 Sq Ft
  • Built 1920

  312 S Main St, Winchester, KY 40391

  Last Sold Summary

  • 4% Above List Price
  • $113/SF
  • 1 Day On Market

  • Last Sold Price $265,000
  • Jun 25, 2024

  Last Listing Agent Susan Baldwin Threshold Real Estate Services
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  /31

  $189,000

  • 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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  /29

  $262,500 Sold Feb 18, 2026

  410 Wellington Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Below List Price
  • $220/SF
  • 69 Days On Market

  Current Estimated Value $259,652

  Last Listing Agent Monica Marcum Century 21 Pinnacle

  410 Wellington Way, Winchester, KY 40391
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  /52

  Est $272,956 Not Listed For Sale

  14 Lisle Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft
  • Built 1955

  14 Lisle Ln, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $149/SF
  • 1 Day On Market

  • Last Sold Price $250,000
  • Nov 25, 2024

  Last Listing Agent Meredith Walker Bluegrass Sotheby's International Realty
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  /34

  $875,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,842 Sq Ft

  1150 Craig Crossing, Winchester, KY 40391

  Stunning new construction offering 5 bedrooms, 3.5 bathrooms, sitting on roughly 2.5 serene acres. This home is surrounded by picturesque farmland and panoramic views. 4 bedrooms are located on the main level for ultimate convenience. Offering the perfect blend of space, style, and serenity. Features include open concept layout, spacious kitchen with kitchen island, granite counter tops, hidden

  Stephanie Hacker Kentucky Residential Real Estate, LLC

  1150 Craig Crossing, Winchester, KY 40391
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  /15

  $241,500 Sold May 01, 2026

  318 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Above List Price
  • $201/SF
  • 1 Day On Market

  Current Estimated Value $180,330

  Last Listing Agent Nena Honaker Tom Goebel & Company

  318 Buffalo Trace, Winchester, KY 40391
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  /20

  Est $221,533 Not Listed For Sale

  18 Lisle Ln, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,082 Sq Ft
  • Built 1950

  18 Lisle Ln, Winchester, KY 40391

  Last Sold Summary

  • 11% Above List Price
  • $185/SF
  • 0 Days On Market

  • Last Sold Price $200,000
  • Sep 22, 2023

  Last Listing Agent Lukas Owens The Brokerage
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  /39

  $429,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,258 Sq Ft

  233 Cunningham Ln, Winchester, KY 40391

  Welcome to 233 Cunningham Lane in Winchester, KY — a versatile mini farm offering 6.7 acres, multiple outbuildings, and a functional one-level ranch floor plan designed for comfort and flexibility. Conveniently located less than two miles from the Mountain Parkway, this property combines rural space with easy accessibility for commuting and everyday travel. The ranch-style home features 3

  Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

  233 Cunningham Ln, Winchester, KY 40391
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  /27

  $245,000 Sold Jun 13, 2025

  8 Seneca Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $142/SF
  • 8 Days On Market

  Current Estimated Value $251,514

  Last Listing Agent Michael Hilario The Agency

  8 Seneca Dr, Winchester, KY 40391
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  /54

  Est $334,434 Not Listed For Sale

  35 Lisle Ln, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,816 Sq Ft
  • Built 1953

  35 Lisle Ln, Winchester, KY 40391

  Last Sold Summary

  • 17% Above List Price
  • $157/SF
  • 27 Days On Market

  • Last Sold Price $285,000
  • Oct 02, 2023

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC
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  /21

  $200,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  265 Cunningham Ln, Winchester, KY 40391

  There's nothing sweeter than countryside views! 30 Minutes to Hamburg in Lexington & USDA eligible at 0% down! Located off the Mountain Parkway & Ironworks Rd, this property features over an acre of land, a fenced-in backyard, and a new septic tank system. Well maintained and only 2 years old, this home is the perfect opportunity to start your mini farm. (3rd bedroom not photographed, being used

  Kierstin Shaffer Berkshire Hathaway HomeServices Foster Realtors

  265 Cunningham Ln, Winchester, KY 40391
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  /26

  $239,900 Sold Jun 23, 2025

  134 Boone Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $128/SF
  • 74 Days On Market

  Current Estimated Value $256,164

  Last Listing Agent Steve Lindsey CENTURY 21 Commonwealth Real Estate

  134 Boone Ave, Winchester, KY 40391
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  /32

  Est $258,522 Not Listed For Sale

  540 S Maple St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Built 1940

  540 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 130% Above List Price
  • $65/SF
  • 86 Days On Market

  • Last Sold Price $112,360
  • Aug 24, 2023

  Last Listing Agent Keith Wilson Coldwell Banker McMahan
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  /7

  $300,000

  • Land
  • 5.01 Acres
  • $59,880 per Acre

  3811 Combs Ferry Rd, Ford, KY 40391

  Discover the perfect blend of privacy and potential on this beautiful 5-acre property located on highly desirable Combs Ferry Road in Winchester. With plenty of open, level ground, this property offers an ideal setting to build the custom home you've always envisioned while enjoying the peace and space of country living. Already in place is a 1,260-square-foot RV barn equipped with electric and

  Karen Bishop Saltzman National Real Estate

  3811 Combs Ferry Rd, Ford, KY 40391
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  /32

  $310,000 Sold May 01, 2026

  113 Strawberry Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Below List Price
  • $174/SF
  • 1 Day On Market

  Current Estimated Value $314,130

  Last Listing Agent Rob Bolton Christies International Real Estate Bluegrass

  113 Strawberry Ln, Winchester, KY 40391
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  /37

  Est $256,628 Not Listed For Sale

  17 Short St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,783 Sq Ft
  • Built 1942

  17 Short St, Winchester, KY 40391

  Last Sold Summary

  • 20% Above List Price
  • $120/SF
  • 27 Days On Market

  • Last Sold Price $214,000
  • Jul 28, 2023

  Last Listing Agent Dustin Sparrow ERA Select Real Estate
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  /28

  $84,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,946 Sq Ft

  300 Aspen Ln, Winchester, KY 40391

  Welcome home to this well-maintained 3 bedroom, 2 bathroom double wide manufactured home in Treehaven, offering close to 2,000 square feet of comfortable living space...a rare find for buyers looking for room, functionality, and flexibility. Inside, you'll love the open-concept layout that connects the large living room, kitchen, and dining area, making it ideal for both everyday living and

  Christa Joynt Keller Williams Commonwealth

  300 Aspen Ln, Winchester, KY 40391
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  /31

  $240,200 Sold Oct 28, 2025

  203 Inverness Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,935 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $124/SF
  • 16 Days On Market

  Current Estimated Value $245,499

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  203 Inverness Ln, Winchester, KY 40391
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  /34

  Est $320,356 Not Listed For Sale

  214 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,928 Sq Ft
  • Built 1930

  214 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 30% Above List Price
  • $84/SF
  • 107 Days On Market

  • Last Sold Price $247,000
  • Oct 23, 2023

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC
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  /6

  $204,900 Pending

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

  500 Hidden Hills Way, Winchester, KY 40391

  Ranch with covered porch, new roof, new appliances and countertops, new bath vanity, new professional paint job. Vaulted ceiling in the living room. Clean and ready for occupancy.

  Sondra Clark Taylor Real Estate, LLC

  500 Hidden Hills Way, Winchester, KY 40391
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  /44

  $847,000 Sold Apr 22, 2026

  7075 Ecton Rd, Winchester, KY 40391

  • Land
  • 83.71 Acres
  • $10,118 per Acre

  Last Sold Summary

  • 39 Days On Market

  Current Estimated Value $833,000

  Last Listing Agent Jonathan Noel Noel Auctioneers and Real Estate Advisors

  7075 Ecton Rd, Winchester, KY 40391
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  /65

  Est $352,099 Not Listed For Sale

  408 S Maple St, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,372 Sq Ft
  • Built 1910

  408 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $92/SF
  • 62 Days On Market

  • Last Sold Price $310,000
  • Jan 26, 2024

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate
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  /3

  $146,000

  • 3 Beds
  • 1 Bath
  • 1,020 Sq Ft

  228 Jackson St, Winchester, KY 40391

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

  228 Jackson St, Winchester, KY 40391
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  /13

  $38,700 Sold May 20, 2025

  11 Spring St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1945

  Last Sold Summary

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

  Current Estimated Value $45,000

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  11 Spring St, Winchester, KY 40391
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  /57

  Est $442,228 Not Listed For Sale

  402 S Maple St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,864 Sq Ft
  • Built 1896

  402 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 7% Above List Price
  • $107/SF
  • 24 Days On Market

  • Last Sold Price $415,000
  • Aug 20, 2024

  Last Listing Agent Kristy Hall The Agency
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  /33

  $285,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  211 Lindsey Ct, Winchester, KY 40391

  Nicely updated split-level home with a large, fenced backyard, located on a quiet cul-de-sac. This energy-efficient home boasts a brand-new HVAC system, a recently replaced roof, fresh paint and stylish new LVP flooring throughout the house. The large kitchen has updated countertops and cabinets, as well as brand-new stainless steel appliances with three-year warranties. Both bathrooms have been

  Lesley Ward Biederman Real Estate

  211 Lindsey Ct, Winchester, KY 40391
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  /36

  $345,000 Sold Jun 02, 2025

  1173 Lafayette Blvd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $181/SF
  • 36 Days On Market

  Current Estimated Value $356,501

  Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

  1173 Lafayette Blvd, Winchester, KY 40391
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  /60

  Est $432,941 Not Listed For Sale

  405 Boone Ave, Winchester, KY 40391

  • 3 Beds
  • 4 Baths
  • 2,718 Sq Ft
  • Built 1945

  405 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $147/SF
  • 16 Days On Market

  • Last Sold Price $400,000
  • Oct 30, 2023

  Last Listing Agent Diane K Scott The Brokerage
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  /16

  $97,500

  • Land
  • 7.99 Acres
  • $12,201 per Acre

  3991 Jackson Ferry Rd, Winchester, KY 40391

  Offering the same peaceful setting and rare river access, this tract provides a fantastic opportunity for recreational land ownership at an affordable price. Backing directly to the Kentucky River, it's an ideal spot for camping, weekend retreats, arrowhead hunting or enjoying the outdoors with kayaking, fishing, and more right at your fingertips. This property's fertile soil opens the door for

  Christa Joynt Keller Williams Commonwealth

  3991 Jackson Ferry Rd, Winchester, KY 40391
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  /43

  $339,000 Sold Feb 12, 2026

  106 Gibson Way, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 2021

  Last Sold Summary

  • $164/SF
  • 1 Day On Market

  Current Estimated Value $340,731

  Last Listing Agent Brittany Nester RO&CO Real Estate

  106 Gibson Way, Winchester, KY 40391
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  /57

  Est $291,227 Not Listed For Sale

  10 Northern Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,270 Sq Ft
  • Built 1957

  10 Northern Ave, Winchester, KY 40391

  Last Sold Summary

  • 16% Above List Price
  • $110/SF
  • 0 Days On Market

  • Last Sold Price $250,000
  • Mar 28, 2024

  Last Listing Agent Jeanne Beaven Rector Hayden Realtors
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  /9

  $1,350,000

  • Land
  • 3.02 Acres
  • $447,020 per Acre

  155 April Way, 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

  155 April Way, Winchester, KY 40391
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  /36

  $472,500 Sold Sep 09, 2025

  208 Royal Oak Dr, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,593 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Above List Price
  • $182/SF
  • 1 Day On Market

  Current Estimated Value $469,830

  Last Listing Agent Megan McCoy Keller Williams Legacy Group

  208 Royal Oak Dr, Winchester, KY 40391
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  /28

  Est $373,590 Not Listed For Sale

  29 Manor Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft
  • Built 1962

  29 Manor Dr, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $169/SF
  • 247 Days On Market

  • Last Sold Price $363,000
  • Apr 07, 2025

  Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington
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  /2

  $100,000

  • Land
  • 13,503 Sq Ft
  • $322,581 per Acre

  215 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

  215 Duclair Dr, Winchester, KY 40391
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  /6

  $51,000 Sold May 14, 2025

  214 Ashton Oak Way, Winchester, KY 40391

  • Land
  • 10,890 Sq Ft
  • $204,000 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 325 Days On Market

  Current Estimated Value $54,792

  Last Listing Agent Melia Hord Keller Williams Legacy Group

  214 Ashton Oak Way, Winchester, KY 40391
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  /35

  Est $341,102 Not Listed For Sale

  121 Hampton Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft
  • Built 1958

  121 Hampton Ave, Winchester, KY 40391

  Last Sold Summary

  • 11% Above List Price
  • $137/SF
  • 60 Days On Market

  • Last Sold Price $307,500
  • Mar 08, 2024

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth
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  /43

  $559,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,185 Sq Ft

  556 Earlymeade Dr, Winchester, KY 40391

  As you walk in the front door of this house you will immediately be thrilled because the owners have loved this house and this is evident from the gleaming hardwood floors to the fresh coats of paint. This house is located in the most desirable neighborhood of Earlymeade. It is near lots of popular destinations, including Hamburg in Lexington and the I-64 and I-75 corridors so you can be in

  Craig Bridgewater Bridgewater Real Estate

  556 Earlymeade Dr, Winchester, KY 40391

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