16,556

Homes in ZIP Code 40391

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    • /43

      Est $149,798 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,576 Sq Ft

      116 Park Ave, Winchester, KY 40391

      116 Park Ave, Winchester, KY 40391
  • /26

    $215,000 Pending

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

    271 April Way, Winchester, KY 40391

    This charming 2 - story townhouse is in a prime location.. Welcome to this beautifully maintained 2 bedroom, 1.5 bath townhouse offering the perfect blend of comfort, style and convenience. Spread over two spacious levels, this home features an inviting living area, a modern kitchen with ample cabinetry and a cozy dining space-perfect for every day living or entertaining guests. Upstairs,

    Kimberly Fugate Keller Williams Commonwealth

    271 April Way, Winchester, KY 40391
  • /28

    $615,000 Sold Jan 31, 2025

    1199 Mcclure Rd, Winchester, KY 40391

    • 4 Beds
    • 3.5 Baths
    • 4,665 Sq Ft
    • Built 1993

    Last Sold Summary

    • 16% Below List Price
    • $132/SF
    • 129 Days On Market

    Current Estimated Value $630,516

    Last Listing Agent Teresa Richmond Freedom Realty & Property Management

    1199 Mcclure Rd, Winchester, KY 40391
    • /19

      Est $174,537 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,683 Sq Ft

      Unlisted Address

      Unlisted Address
  • /37

    $949,950 Pending

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

    700 Nick Ln, Winchester, KY 40391

    🚨 BIG PRICE DROP ALERT! 🚨 Motivated sellers are ready to make a deal—this is your chance to snag an unbeatable offer! 💰🏡Step into country living with this amazing 120-acre working farm! You'll love the brand-new 3-bedroom, 2.5-bath home that features an open floor plan, perfect for hanging out with family or hosting friends. It's got all the modern touches, so you

    Darrell Tackett Dream Maker Realty, LLC

    700 Nick Ln, Winchester, KY 40391
  • /47

    $190,000 Sold Feb 03, 2025

    15 Finley Rd, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Below List Price
    • $136/SF
    • 45 Days On Market

    Current Estimated Value $212,765

    Last Listing Agent Victoria Byrd HomeFirst Real Estate

    15 Finley Rd, Winchester, KY 40391
    • /26

      Est $262,227 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,650 Sq Ft

      20 Jackson St, Winchester, KY 40391

      20 Jackson St, Winchester, KY 40391
  • /27

    $182,000

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

    6 Monroe Ave, Winchester, KY 40391

    Charming and Updated Home in the Heart of Winchester! Welcome to 6 Monroe Ave - a beautifully maintained 3-bedroom, 2-bath home full of character and modern touches. Step inside to find an inviting family room with an updated shiplap fireplace surround, perfect for cozy evenings. The kitchen is filled with natural light and features granite countertops, making it both stylish and functional.

    Lindsey Bivens Berkshire Hathaway de Movellan Properties

    6 Monroe Ave, Winchester, KY 40391
  • /22

    $193,000 Sold Jun 06, 2025

    116 Linden Ave, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • Built 1945

    Last Sold Summary

    • 2% Below List Price
    • $166/SF
    • 3 Days On Market

    Current Estimated Value $199,798

    Last Listing Agent Jeremy Perryman United Real Estate Bluegrass

    116 Linden Ave, Winchester, KY 40391
    • /25

      Est $221,771 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      21 Vine St, Winchester, KY 40391

      21 Vine St, Winchester, KY 40391
  • /53

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,521 Sq Ft

    174 Hidden Grove Ln, Winchester, KY 40391

    Welcome home to your Kentucky River retreat! This freshly remodeled 2-bedroom, 2-bath charmer offers two inviting covered decks with beautiful river views, a fenced yard for pets or play and even a personal lift for easy access. Inside, enjoy warm, modern updates, with a bright open floor plan. All new flooring, kitchen, baths and much more! Perfect for full-time living or a peaceful getaway just

    Kathryn Cheuvront Coldwell Banker McMahan

    174 Hidden Grove Ln, Winchester, KY 40391
  • /19

    $220,000 Sold Apr 23, 2025

    112 Central Ave, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $183/SF
    • 1 Day On Market

    Current Estimated Value $226,382

    Last Listing Agent Nena Honaker Tom Goebel & Company

    112 Central Ave, Winchester, KY 40391
    • /39

      Est $283,511 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,183 Sq Ft

      217 E Washington St, Winchester, KY 40391

      217 E Washington St, Winchester, KY 40391
  • /4

    $64,900

    • Land
    • 0.52 Acre
    • $124,808 per Acre

    101 Royal Oak Dr, Winchester, KY 40391

    A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..52 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!

    Melia Hord Keller Williams Legacy Group

    101 Royal Oak Dr, Winchester, KY 40391
  • /26

    $210,000 Sold Jan 24, 2025

    3641 Trapp-Goffs Corner Rd, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1961

    Last Sold Summary

    • 11% Below List Price
    • $188/SF
    • 61 Days On Market

    Current Estimated Value $217,543

    Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

    3641 Trapp-Goffs Corner Rd, Winchester, KY 40391
    • /27

      Est $176,032 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      47 Buckner St, Winchester, KY 40391

      47 Buckner St, Winchester, KY 40391
  • /4

    $10,000

    • Land
    • 0.17 Acre
    • $58,824 per Acre

    117 4th St, Winchester, KY 40391

    Discover the potential of this spacious 0.17-acre residential property nestled in a neighborhood community on clear and level vacant lot located in a Cul-de-sac of Lincoln Park Subdivision. This could be an investment opportunity as well, for ideal savvy investors looking to diversify your portfolio this property would be perfect for building a custom home, holding for future value, or develop

    Anita McDermott Keller Williams Bluegrass Realty

    117 4th St, Winchester, KY 40391
  • /2

    $85,000 Sold Dec 12, 2025

    1385 Sewell Shop Rd, Winchester, KY 40391

    • Land
    • 6.43 Acres
    • $13,219 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 6 Days On Market

    Last Listing Agent Zella Rosenthal Tom Goebel & Company

    1385 Sewell Shop Rd, Winchester, KY 40391
    • /26

      Est $193,661 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,696 Sq Ft

      150 W Broadway St, Winchester, KY 40391

      150 W Broadway St, Winchester, KY 40391
  • /7

    $180,000

    • Land
    • 4.45 Acres
    • $40,449 per Acre

    1030 Craig Crossing Rd, Winchester, KY 40391

    Lot # 14 contains 4.450 acres of gently rolling land with small stream perfect for your new home. This is a rare opportunity to own a piece of western Clark County real estate in the sought-after McClure Road area. Thoroughbred Estates is Winchester's newest upscale development containing 33 lots from 2 acres to nearly 7 acres. Lots are located just minutes from Winchester and Lexington.

    Keith Wilson Coldwell Banker McMahan

    1030 Craig Crossing Rd, Winchester, KY 40391
  • /53

    $867,500 Sold Aug 01, 2025

    511 Boone Ave, Winchester, KY 40391

    • 4 Beds
    • 4.5 Baths
    • 4,698 Sq Ft
    • Built 1885

    Last Sold Summary

    • 11% Below List Price
    • $185/SF
    • 318 Days On Market

    Current Estimated Value $868,477

    Last Listing Agent Greg Leveridge Block + Lot Real Estate

    511 Boone Ave, Winchester, KY 40391
    • /12

      Est $161,444 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 900 Sq Ft

      25 Oliver St, Winchester, KY 40391

      25 Oliver St, Winchester, KY 40391
  • /14

    $159,900

    • Land
    • 2.66 Acres
    • $60,113 per Acre

    590 Craig Crossing, Winchester, KY 40391

    Don't let this opportunity pass you by again. This prime lot in Thoroughbred Estates is back on the market due to Current owners change of plans. This lot is ready for your new home with a beautiful setting and located close to Winchester and Lexington in a new Luxury Subdivision. Watch the sun set each night from your rear deck or pool. Call today!!!

    Keith Wilson Coldwell Banker McMahan

    590 Craig Crossing, Winchester, KY 40391
  • /41

    $310,000 Sold Dec 29, 2025

    1996 White Conkwright Rd, Winchester, KY 40391

    • 2 Beds
    • 1 Bath
    • 1,055 Sq Ft
    • Built 1966

    Last Sold Summary

    • 9% Below List Price
    • $294/SF
    • 45 Days On Market

    Last Listing Agent Lucy Martin Jenkins United Real Estate Bluegrass

    1996 White Conkwright Rd, Winchester, KY 40391
    • /11

      Est $135,211 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      30 Madison Ave, Winchester, KY 40391

      30 Madison Ave, Winchester, KY 40391
  • /39

    $295,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,979 Sq Ft

    8 Village Dr, Winchester, KY 40391

    Newly renovated 3 bedroom, 2 full bathroom home located close to downtown, shopping, and medical services as well as College Park which features a indoor pool, tennis, pickleball courts, and much more. Home features all new paint, flooring, updated bathrooms, updated appliances, new lighting, and much, much more. Basement has large Family Room with bar. This home is ready for all your family

    Keith Wilson Coldwell Banker McMahan

    8 Village Dr, Winchester, KY 40391
  • /38

    $599,500 Sold Sep 08, 2025

    102 Bella Shae Way, Winchester, KY 40391

    • 4 Beds
    • 2 Baths
    • 2,204 Sq Ft
    • Built 2025

    Last Sold Summary

    • $272/SF
    • 72 Days On Market

    Current Estimated Value $606,898

    Last Listing Agent Shane Underwood Keller Williams Commonwealth

    102 Bella Shae Way, Winchester, KY 40391
    • /25

      Est $189,333 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft

      15 Madison Ave, Winchester, KY 40391

      15 Madison Ave, Winchester, KY 40391
  • /36

    $289,900 Pending

    • 4 Beds
    • 3 Baths
    • 1,944 Sq Ft

    424 Waycross Dr, Winchester, KY 40391

    424 Waycross Drive offers more space than you might expect, with a layout designed to give you room to spread out and truly live. Between the finished basement and the backyard you're sure to enjoy, this home delivers flexibility for everyday life, entertaining, and everything in between. From the inviting front porch to the bright, vaulted main living area, it feels welcoming and comfortable the

    Kymberly McCreary EXP Realty, LLC

    424 Waycross Dr, Winchester, KY 40391
  • /34

    $333,900 Sold Jul 28, 2025

    366 Hanover Dr, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,162 Sq Ft
    • Built 2001

    Last Sold Summary

    • $154/SF
    • 2 Days On Market

    Current Estimated Value $338,937

    Last Listing Agent Melissa Brown Keller Williams Legacy Group

    366 Hanover Dr, Winchester, KY 40391
    • /20

      Est $134,143 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,776 Sq Ft

      2 1st St, Winchester, KY 40391

      2 1st St, Winchester, KY 40391
  • /2

    $78,500

    • Land
    • 0.22 Acre
    • $356,818 per Acre

    Lot 3 Plantations Dr, Winchester, KY 40391

    NOW SELLING SFH Buildable Lots of PHASE ONE: 12 Buildable Lots (minimum lot is 9600+ sqft) of PHASE ONE of Deerlawn's Development located at 2395 Paris Rd (Parent Listing). Earmarked as Winchester, Ky's most anticipated residential development consisting of an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods, Phase One has 12 lots ready for

    Melia Hord Keller Williams Legacy Group

    Lot 3 Plantations Dr, Winchester, KY 40391
  • /37

    $220,000 Sold Sep 23, 2025

    213 Blair Ave, Winchester, KY 40391

    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 4 Days On Market

    Current Estimated Value $220,116

    Last Listing Agent Elizabeth Hodge Lifstyl Real Estate

    213 Blair Ave, Winchester, KY 40391
    • /16

      Est $184,952 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,298 Sq Ft

      123 2nd St, Winchester, KY 40391

      123 2nd St, Winchester, KY 40391
  • /30

    $349,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,475 Sq Ft

    212 Woodbine Ct, Winchester, KY 40391

    Step right up - come on in! Its appeal is undeniable, both inside and out! Move-in ready. This well-maintained all-brick ranch on a full basement is full of charm and functionality! — Inside, you'll love having two separate living areas, 1 upstairs and 1 in the basement with a wood burning fireplace in both rooms. Enjoy the cold winter evenings in front of either of the fireplaces with family and

    Kathy Burton Coldwell Banker McMahan

    212 Woodbine Ct, Winchester, KY 40391
  • /2

    $110,000 Sold May 13, 2025

    140 Duclair Dr, Winchester, KY 40391

    • Land
    • 0.42 Acre
    • $261,905 per Acre

    Last Sold Summary

    • 900 Days On Market

    Last Listing Agent John Wilson Bluegrass Properties Group

    140 Duclair Dr, Winchester, KY 40391
    • /74

      Est $517,395 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,941 Sq Ft

      4 Moundale Ave, Winchester, KY 40391

      4 Moundale Ave, Winchester, KY 40391
  • /61

    $524,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,940 Sq Ft

    5515 Van Meter Rd, Winchester, KY 40391

    Welcome to your dream home, perfectly nestled in a highly desired location. This stunning property spans a generous 5 acres, offering an idyllic setting for homesteading. Experience the best of country living with the convenience of nearby amenities. The home boasts beautiful views that will take your breath away every morning. Imagine waking up to the serene beauty of nature, right at your

    Robyn Bradley Woods Realty Group

    5515 Van Meter Rd, Winchester, KY 40391
  • /44

    $515,000 Sold May 19, 2025

    31 Bonnie Brook Ln, Winchester, KY 40391

    • 5 Beds
    • 3.5 Baths
    • 4,091 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Below List Price
    • $126/SF
    • 294 Days On Market

    Current Estimated Value $538,364

    Last Listing Agent Kelly Nisbet Coldwell Banker McMahan

    31 Bonnie Brook Ln, Winchester, KY 40391
    • /73

      Est $564,108 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,236 Sq Ft

      12 Moundale Ave, Winchester, KY 40391

      12 Moundale Ave, Winchester, KY 40391

Showing Results 521 - 560, Page 14 of 18

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