16,555

Homes in ZIP Code 40391

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    • /43

      Est $437,441 Not Listed For Sale

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

      700 Vienna Rd, Winchester, KY 40391

      700 Vienna Rd, Winchester, KY 40391
  • /20

    $219,000 Pending

    13015 Irvine Rd, Winchester, KY 40391

    Mendel Tipton Natural Bridge Realty

    13015 Irvine Rd, 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 $278,143

    Last Listing Agent Holly Goeing The Agency

    10 Howard Dr, Winchester, KY 40391
    • /96

      Est $485,856 Not Listed For Sale

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

      2430 Log Lick Rd, Winchester, KY 40391

      2430 Log Lick Rd, Winchester, KY 40391
  • /51

    $775,000

    • 5 Beds
    • 3.5 Baths
    • 2,904 Sq Ft

    1783 Gay Evans Rd, Winchester, KY 40391

    Welcome to your dream homestead retreat! Tucked away on 7.27 beautiful acres, this stunning 5-bedroom, 4-bath home offers the perfect blend of comfort, function, and country living. From the inviting front porch sunsets to the resort-style outdoor space, this property has everything you've been searching for. Step inside to the two story foyer that leads to an open-concept main level featuring

    Lucy Martin Jenkins United Real Estate Bluegrass

    1783 Gay Evans Rd, 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 $178,400

    Last Listing Agent Jordan James Lifstyl Real Estate

    223 Blair Ave, Winchester, KY 40391
    • /30

      Est $179,190 Not Listed For Sale

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

      3604 Pine Ridge Rd, Winchester, KY 40391

      3604 Pine Ridge Rd, Winchester, KY 40391
  • /30

    $215,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    2721 Pretty Run Rd, Winchester, KY 40391

    Back on market due to buyer financing, no fault of the seller! Situated on 5 scenic acres along a highly sought-after country road, this 3-bedroom, 2-bath property presents an excellent opportunity to create your dream rural retreat. The home features a functional layout with a spacious living area, an eat-in kitchen, and a primary suite with its own bath. Two additional bedrooms offer

    Michelle Blackburn RE/MAX Creative, Winchester

    2721 Pretty Run Rd, Winchester, KY 40391
  • /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

    Last Listing Agent Holly Goeing The Agency

    3431 Colby Rd, Winchester, KY 40391
    • /44

      Est $215,066 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,170 Sq Ft

      2420 Trapp Goffs Corner Rd, Winchester, KY 40391

      2420 Trapp Goffs Corner Rd, Winchester, KY 40391
  • /100

    $1,789,000

    • 3 Beds
    • 2.5 Baths
    • 4,518 Sq Ft

    3166 Colby Rd, Winchester, KY 40391

    PRICE REDUCED and sellers are offering a 25,000 allowance at closing to spend as you wish!! Welcome to this beautiful 33± acre estate, offering the perfect blend of country charm, modern comfort, and endless opportunity. The stately historical home, built in 1919, retains timeless character and can be registered with the Historical Home Society. Enjoy stunning mountain views — located at one of

    Alyssa M Boley Coldwell Banker McMahan

    3166 Colby Rd, 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

    Last Listing Agent Joyce Ratliff Tom Goebel & Company

    130 Village Ct, Winchester, KY 40391
    • /101

      Est $374,522 Not Listed For Sale

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

      3642 Crowe Ridge Rd, Winchester, KY 40391

      3642 Crowe Ridge Rd, Winchester, KY 40391
  • /21

    $200,000 Pending

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

    612 Boone Ave, Winchester, KY 40391

    Newly remodeled brick ranch with two bedrooms. There are two bathrooms. One is remodeled and oversized with additional storage. The kitchen has new refrigerator, range and dishwasher. The laundry room is conveniently located at the back door off the concrete back porch. The large back yard is private. This would be a great home to downsize or have for a starter home. It could also be used as

    Garnett Davis Tom Goebel & Company

    612 Boone Ave, 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 $208,583

    Last Listing Agent Dale Hatton Dream Maker Realty, LLC

    632 Laura Dr, Winchester, KY 40391
    • /16

      Est $163,000 Not Listed For Sale

      • Studio
      • 1,271 Sq Ft

      4523 Trapp Goffs Corner Rd, Winchester, KY 40391

      4523 Trapp Goffs Corner Rd, Winchester, KY 40391
  • /2

    $1,200,000

    • Land
    • 24.15 Acres
    • $49,689 per Acre

    1395 Two Mile Rd, Winchester, KY 40391

    PLANNED DEVELOPMENT INVESTMENT INVESTMENT OPPORTUNITY! Already zoned Planned Development! There is an approximately 24 acre tract zoned for all forms of Residential use. (In addition there is an approximately 21 acre Residential tract that adjoins the Winchester Country Club. The two Residential tracts have access to gravity flow sewer. Sewer maps available. The remaining

    Garnett Davis Tom Goebel & Company

    1395 Two Mile 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 $235,371

    Last Listing Agent Kevin Bradley KB Realty Group

    619 Laura Dr, Winchester, KY 40391
    • /66

      Est $549,344 Not Listed For Sale

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

      5078 Trapp Goffs Corner Rd, Winchester, KY 40391

      5078 Trapp Goffs Corner Rd, Winchester, KY 40391
  • /6

    $171,000

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    102 W Hickman St, Winchester, KY 40391

    102 W Hickman St, Winchester, KY 40391Cozy and full of potential! This 11⁄2-story home offers 2 bedrooms and 1 bathroom, making it a great fit for a small household or as part of a rental investment portfolio. Currently used as a rental, the property features a functional layout with living spaces on the main floor and additional space upstairs. Located on a quiet street yet close to downtown

    David Espinosa Bluegrass Realty Pros, Inc

    102 W Hickman St, 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 $954,057

    Last Listing Agent Michael Hilario The Agency

    1110 Craig Crossing, Winchester, KY 40391
    • /39

      Est $441,742 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,314 Sq Ft

      900 Vienna Rd, Winchester, KY 40391

      900 Vienna Rd, Winchester, KY 40391
  • /18

    $499,900 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
  • /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
    • /23

      Est $729,029 Not Listed For Sale

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

      1275 Old Log Lick Rd, Winchester, KY 40391

      1275 Old Log Lick Rd, Winchester, KY 40391
  • /19

    $284,000

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft

    729 Wayland Dr, Winchester, KY 40391

    This charming 3-bedroom, 2-bath split level home offers the perfect blend of comfort and convenience-located just minutes from Lexington's popular Hamburg area with endless shopping, dining and entertainment options right at your fingertips! Step inside to find a beautifully updated kitchen featuring brand-new granite countertops and a stylish new island, perfect for family meals or entertaining

    Brittany Beer EXP Realty, LLC

    729 Wayland Dr, 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 $299,310

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    Unlisted Address
    • /43

      Est $270,699 Not Listed For Sale

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

      2270 Mina Station Rd, Winchester, KY 40391

      2270 Mina Station Rd, Winchester, KY 40391
  • /94

    $849,900

    • 4 Beds
    • 3.5 Baths
    • 4,584 Sq Ft

    4040 Muddy Creek Rd, Winchester, KY 40391

    A Farmhouse Retreat with Timeless Craftsmanship on 13.6 AcresNestled on 13.6 rolling acres in Clark County, this custom built farmhouse captivates with soaring tongue-and-groove ceilings, rich woodwork, and thoughtful craftsmanship that sets this home apart. Oversized doors, custom cabinetry, and detailed finishes showcase the quality throughout, while two wood-burning fireplaces with

    Julie Wiggington RE/MAX Creative, Winchester

    4040 Muddy Creek Rd, 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 $213,388

    Last Listing Agent Tyler I Back The Brokerage

    513 Acadia Way, Winchester, KY 40391
    • /42

      Est $348,926 Not Listed For Sale

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

      920 Log Lick Rd, Winchester, KY 40391

      920 Log Lick Rd, Winchester, KY 40391
  • /103

    $2,650,000

    • 6 Beds
    • 5.5 Baths
    • 7,274 Sq Ft

    5045 Van Meter Rd, Winchester, KY 40391

    Welcome to a truly exceptional 10-acre estate, where luxury and nature converge. This custom-built, three-story home, completed in 2006 , offers 7274 sq ft of meticulously designed living space. With 6 bedrooms and 5.5 bathrooms, there's ample room for family and guests. The impressive 2432 sq ft, temperature-controlled 5-car garage provides extensive space for vehicles and hobbies. Beyond the

    The Prather Team - Michael Prather Keller Williams Bluegrass Realty

    5045 Van Meter 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 $331,855

    Last Listing Agent Joshua Davis The Agency

    1831 Kiddville Rd, Winchester, KY 40391
    • /70

      Est $649,841 Not Listed For Sale

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

      519 Right Angle Rd, Winchester, KY 40391

      519 Right Angle Rd, Winchester, KY 40391
  • /30

    $259,900

    • 4 Beds
    • 2 Baths
    • 2,683 Sq Ft

    217 S Highland St, Winchester, KY 40391

    This Spacious investment property is ready for its new owner. The home features fresh updates throughout, large living spaces and endless possibilities. Schedule your showing while you can!

    Michael Hilario The Agency

    217 S Highland St, 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 $282,337

    Last Listing Agent Justin Satterwhite SimpliHOM

    193 Prescott Ln, Winchester, KY 40391
    • /69

      Est $404,662 Not Listed For Sale

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

      3975 Wills Rupard Rd, Winchester, KY 40391

      3975 Wills Rupard Rd, Winchester, KY 40391
  • /2

    $150,000

    • Land
    • 2.77 Acres
    • $54,152 per Acre

    3385 Colby Rd, Winchester, KY 40391

    Small acreage lot on Colby Road! Accessed by easement from neighbors driveway.

    Steve Adams Steven D Adams Real Estate Services, LLC

    3385 Colby 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

    Last Listing Agent Tisha Monte Bluegrass Properties Group

    204 Crawford Ct, Winchester, KY 40391
    • /45

      Est $445,600 Not Listed For Sale

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

      1600 Crowe Ridge Rd, Winchester, KY 40391

      1600 Crowe Ridge Rd, Winchester, KY 40391

Showing Results 41 - 80, Page 2 of 18

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