16,555

Homes in ZIP Code 40391

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  • /27

    $210,000 Sold Sep 04, 2025

    305 Geronimo Ct, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $183/SF
    • 1 Day On Market

    Current Estimated Value $212,058

    Last Listing Agent Aaron Kendall Lifstyl Real Estate

    305 Geronimo Ct, Winchester, KY 40391
    • /76

      Est $479,282 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,623 Sq Ft

      110 White Conkwright Rd, Winchester, KY 40391

      110 White Conkwright Rd, Winchester, KY 40391
  • /87

    $3,100,000

    • 6 Beds
    • 5 Baths
    • 3,693 Sq Ft

    3049 Ironworks Rd, Winchester, KY 40391

    150 acres of pure Kentucky beauty in Winchester, on the market for the first time ever. This incredible cattle farm has been owned by the same family since 1803 and is now ready for its next chapter. With rolling land, four barns, two storage sheds, four ponds, a creek, and two homes, this estate is truly unmatched. If you've been waiting for your dream property, this is it.

    Zova Rothchild Keller Williams Legacy Group

    3049 Ironworks Rd, Winchester, KY 40391
  • /44

    $320,000 Sold Nov 21, 2025

    104 Teakwood Ct, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 1,970 Sq Ft
    • Built 2005

    Last Sold Summary

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

    Last Listing Agent Jessica Noto Century 21 Advantage Realty - Georgetown

    104 Teakwood Ct, Winchester, KY 40391
    • /52

      Est $353,684 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,340 Sq Ft

      3282 Old Ruckerville Rd, Winchester, KY 40391

      3282 Old Ruckerville Rd, Winchester, KY 40391
  • /33

    $365,000 Pending

    • 5 Beds
    • 2 Baths
    • 1,952 Sq Ft

    1270 Sewell Shop Rd, Winchester, KY 40391

    Country Living with Convenience — 5 Fenced Acres in Winchester, KY Enjoy the perfect blend of peaceful country living and easy access to town with this well-maintained home on 5 fully fenced acres in Winchester, KY. Conveniently located just 30 minutes to Lexington, 5 miles to I-64, 10 minutes to Mt. Sterling, and 15 minutes to Winchester, this property offers country living without sacrificing

    Meggan Batey Keller Williams Legacy Group

    1270 Sewell Shop Rd, Winchester, KY 40391
  • /2

    $195,000 Sold May 15, 2025

    Unlisted Address

    • 4 Beds
    • 2 Baths
    • 1,822 Sq Ft
    • Built 1980

    Last Sold Summary

    • $107/SF

    Current Estimated Value $204,304

    Last Listing Agent Null Non-Member Non-Member Office

    Unlisted Address
    • /39

      Est $384,276 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,424 Sq Ft

      3232 Old Ruckerville Rd, Winchester, KY 40391

      3232 Old Ruckerville Rd, Winchester, KY 40391
  • /3

    $70,000

    • Land
    • 2.04 Acres
    • $34,314 per Acre

    150 Spencer Ln, Winchester, KY 40391

    Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Or hold as investment property and let the land grow in value. This lot totaling 2.041 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own

    Kathryn Cheuvront Coldwell Banker McMahan

    150 Spencer Ln, Winchester, KY 40391
  • /35

    $215,000 Sold Feb 03, 2025

    1896 Mount Sterling Rd, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 1,942 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Below List Price
    • $111/SF
    • 10 Days On Market

    Current Estimated Value $251,195

    Last Listing Agent Keith Wilson Coldwell Banker McMahan

    1896 Mount Sterling Rd, Winchester, KY 40391
    • /34

      Est $510,540 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,556 Sq Ft

      5934 Irvine Rd, Winchester, KY 40391

      5934 Irvine Rd, Winchester, KY 40391
  • /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
  • /27

    $274,900 Sold May 23, 2025

    707 Terry Dr, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $155/SF
    • 40 Days On Market

    Current Estimated Value $281,088

    Last Listing Agent Kymberly McCreary EXP Realty, LLC

    707 Terry Dr, Winchester, KY 40391
    • /36

      Est $591,571 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,892 Sq Ft

      5487 Irvine Rd, Winchester, KY 40391

      5487 Irvine Rd, Winchester, KY 40391
  • /58

    $849,000

    • 4 Beds
    • 3.5 Baths
    • 3,234 Sq Ft

    2395 Becknerville Rd, Winchester, KY 40391

    An exceptional offering of refined country living, this stunning 11-acre estate blends privacy, elegance, and convenience—just 15 minutes to ever growing Hamburg Shopping Center! And just six miles to downtown Winchester! Thoughtfully updated throughout, this beautifully appointed ranch-style residence delivers timeless design and modern luxury at every turn. The light-filled, open floor plan

    Crystal Towe The Real Estate Group

    2395 Becknerville Rd, Winchester, KY 40391
  • /39

    $549,000 Sold Jul 30, 2025

    154 Hawthorne Dr, Winchester, KY 40391

    • 5 Beds
    • 3.5 Baths
    • 3,478 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $158/SF
    • 100 Days On Market

    Current Estimated Value $554,041

    Last Listing Agent Jarran Thomas The Agency

    154 Hawthorne Dr, Winchester, KY 40391
    • /34

      Est $357,304 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,633 Sq Ft

      4759 Ironworks Rd, Winchester, KY 40391

      4759 Ironworks Rd, Winchester, KY 40391
  • /33

    $367,000

    • 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
  • /47

    $374,900 Sold Sep 19, 2025

    714 Concord Ave, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2017

    Last Sold Summary

    • $214/SF
    • 23 Days On Market

    Current Estimated Value $373,121

    Last Listing Agent Josh Wood Freedom Realty & Property Management

    714 Concord Ave, Winchester, KY 40391
    • /41

      Est $358,903 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,550 Sq Ft

      2100 Miller Hunt Rd, Winchester, KY 40391

      2100 Miller Hunt Rd, Winchester, KY 40391
  • /10

    $775,000

    • Land
    • 2.6 Acres
    • $298,077 per Acre

    529 Bullion Blvd Unit 3B, 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

    529 Bullion Blvd Unit 3B, Winchester, KY 40391
  • /36

    $309,000 Sold May 21, 2025

    172 Buckingham Ln, Winchester, KY 40391

    • 3 Beds
    • 2.5 Baths
    • 1,958 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $158/SF
    • 29 Days On Market

    Current Estimated Value $322,143

    Last Listing Agent Mila Ensor Ensor Real Estate, LLC

    172 Buckingham Ln, Winchester, KY 40391
    • /38

      Est $366,934 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,904 Sq Ft

      875 Miller Hunt Rd, Winchester, KY 40391

      875 Miller Hunt Rd, Winchester, KY 40391
  • /11

    $50,000

    • Land
    • 0.41 Acre
    • $121,951 per Acre

    308 Duclair Dr, Winchester, KY 40391

    Tucked away on a quiet cul-de-sac in Mallard Place, this .41-acre lot is ready for your vision. Imagine your dream home in a neighborhood known for its charm and convenience. Bring your house plans—your future starts here!

    Joseph Miller Keller Williams Commonwealth

    308 Duclair Dr, Winchester, KY 40391
  • /3

    $20,000 Sold Jan 27, 2025

    735 Williamsburg Dr, Winchester, KY 40391

    • Land
    • 0.09 Acre
    • $222,222 per Acre

    Last Sold Summary

    • 49% Below List Price
    • 140 Days On Market

    Current Estimated Value $31,840

    Last Listing Agent Dale Hatton Dream Maker Realty, LLC

    735 Williamsburg Dr, Winchester, KY 40391
    • /42

      Est $350,431 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft

      1570 Little Stoner Rd, Winchester, KY 40391

      1570 Little Stoner Rd, Winchester, KY 40391
  • /2

    $14,100,000

    • Land
    • 274.52 Acres
    • $51,362 per Acre

    2395 Paris Rd, Winchester, KY 40391

    NOW PRE-SELLING: Deerlawn Development is Winchester, Ky's most anticipated residential development—an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods.
 Located at 2395 Paris Road, and positioned off I-64 at Exit 96 across from the rapidly expanding Industrial Park, Deerlawn is a master-planned community offering 438 single-family

    Melia Hord Keller Williams Legacy Group

    2395 Paris Rd, Winchester, KY 40391
  • /42

    $390,000 Sold Oct 21, 2025

    19 Snowfall Dr, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft
    • Built 1950

    Last Sold Summary

    • 11% Above List Price
    • $240/SF
    • 2 Days On Market

    Last Listing Agent Bradford Queen Bluegrass Sotheby's International Realty

    19 Snowfall Dr, Winchester, KY 40391
    • /41

      Est $369,113 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,988 Sq Ft

      5751 Mount Sterling Rd, Winchester, KY 40391

      5751 Mount Sterling Rd, Winchester, KY 40391
  • /34

    $275,000

    • 4 Beds
    • 3 Baths
    • 1,850 Sq Ft

    20 Bon-Haven Ave, Winchester, KY 40391

    Welcome to 20 Bon Haven Avenue, a beautifully renovated 4-bedroom, 3 full bathroom home ideally located directly across from the new Legacy Grove Park in Winchester, KY. This spacious residence blends modern upgrades with timeless charm, offering the perfect retreat for families and entertainers alike.Step inside to find a bright and airy open floor plan, highlighted by brand-new plumbing and

    Jacqueline Marchildon Lifstyl Real Estate

    20 Bon-Haven Ave, Winchester, KY 40391
  • /34

    $369,500 Sold Aug 22, 2025

    148 Gibson Way, Winchester, KY 40391

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $150/SF
    • 11 Days On Market

    Current Estimated Value $374,553

    Last Listing Agent Patrick Arvin Keller Williams Commonwealth

    148 Gibson Way, Winchester, KY 40391
    • /36

      Est $391,260 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,800 Sq Ft

      610 Old Ruckerville Rd, Winchester, KY 40391

      610 Old Ruckerville Rd, Winchester, KY 40391
  • /22

    $665,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    414 Alexis Way, Winchester, KY 40391

    Introducing the Alexis, a stunning all-brick ranch home with incredible curb appeal and a charming front porch. This thoughtfully designed 3-bedroom, 2.5-bath home features a desirable split-bedroom layout, offering privacy and comfort. The spacious primary suite includes a luxurious ensuite with double vanities, a walk-in closet with direct access to the separate utility room for added

    Shane Underwood Keller Williams Commonwealth

    414 Alexis Way, Winchester, KY 40391
  • /26

    $200,000 Sold Oct 02, 2025

    34 N Burns Ave, Winchester, KY 40391

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1945

    Last Sold Summary

    • 11% Below List Price
    • $133/SF
    • 8 Days On Market

    Current Estimated Value $205,581

    Last Listing Agent Ashley Barreto Indigo & Co

    34 N Burns Ave, Winchester, KY 40391
    • /35

      Est $273,168 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,510 Sq Ft

      3230 Irvine Rd, Winchester, KY 40391

      3230 Irvine Rd, Winchester, KY 40391
  • /9

    $785,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,476 Sq Ft

    425 Alexis Way, Winchester, KY 40391

    Introducing the Highland, an elegant all-brick ranch home offering 4 bedrooms and 2.5 full baths in a thoughtfully designed split-bedroom layout. The spacious primary suite is a true highlight, featuring a luxurious tile shower, separate soaking tub, double vanities, and a large walk-in closet. The open-concept kitchen flows seamlessly into the great room, creating the perfect space for

    Shane Underwood Keller Williams Commonwealth

    425 Alexis Way, Winchester, KY 40391
  • /16

    $214,900 Sold Dec 05, 2025

    15 Holly Ave, Winchester, KY 40391

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

    Last Sold Summary

    • 4% Below List Price
    • $179/SF
    • 52 Days On Market

    Last Listing Agent Nena Honaker Tom Goebel & Company

    15 Holly Ave, Winchester, KY 40391
    • /16

      Est $146,191 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 990 Sq Ft

      2584 Irvine Rd, Winchester, KY 40391

      2584 Irvine Rd, Winchester, KY 40391
  • /4

    $137,500

    • Land
    • 3.94 Acres
    • $34,898 per Acre

    12569 Ironworks Rd, Winchester, KY 40391

    Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Looking for your next investment? This 3.940 acre parcel offers unlimited potential-whether you dream of building or simply holding land as it gows in value. Offering unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by

    Kathryn Cheuvront Coldwell Banker McMahan

    12569 Ironworks Rd, Winchester, KY 40391
  • /48

    $550,000 Sold Sep 04, 2025

    594 Earlymeade Dr, Winchester, KY 40391

    • 5 Beds
    • 3 Baths
    • 3,489 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $158/SF
    • 43 Days On Market

    Current Estimated Value $560,975

    Last Listing Agent Alyssa M Boley Coldwell Banker McMahan

    594 Earlymeade Dr, Winchester, KY 40391

Showing Results 121 - 160, Page 4 of 18

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