Clark County, KY Homes

• 

  

  

  /36

  $429,500

  • 4 Beds
  • 2.5 Baths
  • 2,747 Sq Ft

  134 Fontaine Blvd, Winchester, KY 40391

  Some homes are just houses—but this one was built for connection, creativity, and meaningful moments. Located in the desirable Oak Hill neighborhood, just minutes from GRC High School, this meticulously maintained 4-bedroom, 2.5-bath home offers the space and flexibility today's families are looking for. Formerly home to the beloved "2 Momma's Cooking for You," the property features a fully

  Craig Bridgewater Bridgewater Real Estate

  134 Fontaine Blvd, Winchester, KY 40391
• 

  

  

  /51

  $428,000 Sold Sep 04, 2025

  17 Hampton Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,181 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $135/SF
  • 34 Days On Market

  Current Estimated Value $423,709

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate

  17 Hampton Ave, Winchester, KY 40391
• 

  

  

  /70

  Est $284,059 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft

  1131 Ironworks Rd, Winchester, KY 40391

  1131 Ironworks Rd, Winchester, KY 40391
• 

  

  

  /10

  $109,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,061 Sq Ft

  17 Waveland Ave, Winchester, KY 40391

  Cozy 2-bedroom, 1-bath home with a metal roof (about 15 years old) and central heating and air for year-round comfort. Inside, you'll find wood flooring that adds warmth and character. The home just needs some cosmetic updates, making it a great chance to add your personal touch and build instant value.

  Darrell Lewis DIYFlatFee.Com

  17 Waveland Ave, Winchester, KY 40391
• 

  

  

  /19

  $175,000 Sold Apr 18, 2025

  11 Shelley Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $147/SF
  • 5 Days On Market

  Current Estimated Value $191,273

  Last Listing Agent Tonya Morrow KY Local

  11 Shelley Dr, Winchester, KY 40391
• 

  

  /26

  Est $248,772 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1124 Ironworks Rd, Winchester, KY 40391

  1124 Ironworks Rd, Winchester, KY 40391
• 

  

  /23

  $270,000

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft

  108 Ashley Dr, Winchester, KY 40391

  Be among the first to discover this exceptional property! This is a brand new listing, presenting a unique opportunity to own a home in a highly sought-after location. Imagine living in a neighborhood where everything you need is just a stone's throw away. This fabulous property boasts not only a full basement, offering endless possibilities for recreation, storage, or a home office, but also an

  A. Rebecca Woods Woods Realty Group

  108 Ashley Dr, Winchester, KY 40391
• 

  

  /26

  $239,500 Sold Jul 15, 2025

  129 Bay Hill Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,017 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $119/SF
  • 26 Days On Market

  Current Estimated Value $241,956

  Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

  129 Bay Hill Dr, Winchester, KY 40391
• 

  

  /28

  Est $239,919 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1112 Ironworks Rd, Winchester, KY 40391

  1112 Ironworks Rd, Winchester, KY 40391
• 

  

  /29

  $262,500 Pending

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

  410 Wellington Way, Winchester, KY 40391

  Discover 410 Wellington Way, a beautifully updated property in a convenient Winchester location! This fully updated, move-in-ready home delivers style, comfort, and convenience from the moment you walk in. Enjoy a bright eat-in kitchen equipped with brand-new, warrantied appliances, plus modern finishes throughout—including all-new paint, new flooring, new light fixtures, new doors, updated

  Monica Marcum Century 21 Pinnacle

  410 Wellington Way, Winchester, KY 40391
• 

  

  /34

  $380,000 Sold Nov 21, 2025

  110 Hampton Avenue Exd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,516 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $151/SF
  • 5 Days On Market

  Last Listing Agent Erin Lewis Christies International Real Estate Bluegrass

  110 Hampton Avenue Exd, Winchester, KY 40391
• 

  

  /41

  Est $262,590 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,982 Sq Ft

  273 Winn Ave, Winchester, KY 40391

  273 Winn Ave, Winchester, KY 40391
• 

  

  /14

  $129,800

  • Land
  • 2.3 Acres
  • $56,435 per Acre

  110 Knox Ct, Winchester, KY 40391

  The largest and most desirable lot in The Reserve is now available! Nestled in a cul-de-sac, this 2.3 acre tract offers exceptional views of Bluegrass farmland. Build your custom dream home and watch the sun set over the pond, right from your porch. Located in one of Winchester's newest luxury subdivisions, featuring carefully crafted guidelines to preserve the community's character. All of this

  Amanda Thomas The Agency

  110 Knox Ct, Winchester, KY 40391
• 

  

  /30

  $289,100 Sold Nov 03, 2025

  223 Bartram Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,606 Sq Ft
  • Built 2004

  Last Sold Summary

  • $180/SF
  • 46 Days On Market

  Current Estimated Value $287,174

  Last Listing Agent Jennifer Parsons RE/MAX Elite Lexington

  223 Bartram Ct, Winchester, KY 40391
• 

  

  /38

  Est $255,013 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft

  113 Mary Way, Winchester, KY 40391

  113 Mary Way, Winchester, KY 40391
• 

  

  /4

  $625,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  424 Alexis Way, Winchester, KY 40391

  Introducing the Castleton, a stunning home designed to impress in the sought-after Mallard Cove neighborhood. This exquisite floor plan features a side-turned garage and captivating curb appeal with double front entry doors. Inside, you'll find a thoughtfully designed split-bedroom layout with a spacious primary suite that includes a luxurious ensuite with a walk-in closet, double vanity, tile

  Shane Underwood Keller Williams Commonwealth

  424 Alexis Way, Winchester, KY 40391
• 

  

  /42

  $400,000 Sold Dec 05, 2025

  210 College St, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 2,718 Sq Ft
  • Built 1895

  Last Sold Summary

  • 5% Below List Price
  • $147/SF
  • 59 Days On Market

  Last Listing Agent Erin Lewis Christies International Real Estate Bluegrass

  210 College St, Winchester, KY 40391
• 

  

  /30

  Est $237,040 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  306 Sarah Ct, Winchester, KY 40391

  306 Sarah Ct, Winchester, KY 40391
• 

  

  /44

  $850,000

  • Land
  • 83.71 Acres
  • $10,154 per Acre

  7075 Ecton Rd, Winchester, KY 40391

  ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding, this exceptional 83.714± acre Clark County farm will sell on Saturday, March 7, 2026 at 10:30 AM (EST) at 7075 Ecton Rd, Winchester, KY 40391. Tract One: 36.825Acres, Tract Two: 5.196 Acres, Tract Three: 5.022 Acres Tract Four: 36.671 Acres The property

  Jonathan Noel Noel Auctioneers and Real Estate Advisors

  7075 Ecton Rd, Winchester, KY 40391
• 

  

  /64

  $360,000 Sold Oct 17, 2025

  309 Gallahadion Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $188/SF
  • 60 Days On Market

  Current Estimated Value $362,806

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  309 Gallahadion Ct, Winchester, KY 40391
• 

  

  /29

  Est $299,337 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  455 Greenway Dr, Winchester, KY 40391

  455 Greenway Dr, Winchester, KY 40391
• 

  

  /15

  $925,000

  • Land
  • 3.77 Acres
  • $245,358 per Acre

  300 Rolling Hills Ln, Winchester, KY 40391

  Great location just off exit 96 on I-64 and easy access to the Mountain Parkway. Only 15 minutes from I-75. Located near the entrance to the Winchester Kentucky Industrial Park. 3.774 flat acres to build your next business location.

  Josh Wood Freedom Realty & Property Management

  300 Rolling Hills Ln, Winchester, KY 40391
• 

  

  /23

  $130,000 Sold Apr 24, 2025

  103 Gary Ct, Winchester, KY 40391

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $129/SF
  • 13 Days On Market

  Current Estimated Value $146,749

  Last Listing Agent Dawn Wheeler United Real Estate Bluegrass

  103 Gary Ct, Winchester, KY 40391
• 

  

  /25

  Est $263,301 Not Listed For Sale

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

  316 Jameson Way, Winchester, KY 40391

  316 Jameson Way, Winchester, KY 40391
• 

  /2

  $168,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  12 Apache Trail, Winchester, KY 40391

  Welcome to this charming 3-bedroom, 2-full bath ranch located in the desirable Indian Hills Subdivision! This home features a large covered front porch, perfect for relaxing and enjoying your morning coffee or evening sunsets. Inside, you'll find a spacious layout with plenty of potential to make it your own. The full unfinished basement offers endless possibilities for storage, a home gym, or

  Stephen Brashear Keller Williams Commonwealth

  12 Apache Trail, Winchester, KY 40391
• 

  

  /23

  $225,000 Sold Aug 21, 2025

  26 Stefanie Ct, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1972

  Last Sold Summary

  • $208/SF
  • 12 Days On Market

  Current Estimated Value $225,213

  Last Listing Agent Alyssa M Boley Coldwell Banker McMahan

  26 Stefanie Ct, Winchester, KY 40391
• 

  

  /38

  Est $196,133 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,073 Sq Ft

  412 Jameson Way, Winchester, KY 40391

  412 Jameson Way, Winchester, KY 40391
• 

  

  /58

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 5,054 Sq Ft

  808 Bypass Rd, Winchester, KY 40391

  Unique Mixed-Use Opportunity! This versatile property offers prime potential for a restaurant, café, or retail space in a high-visibility location. The commercial space is turn key for a culinary venture or boutique business. Attached is a separate rental unit with private entrance, offering additional income or an ideal live/work setup. Additional space available for potential 2nd Apartment.

  Diana C Brooker Lifstyl Real Estate

  808 Bypass Rd, Winchester, KY 40391
• 

  

  /50

  $465,000 Sold Aug 11, 2025

  701 Lisletown Ln, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 2,784 Sq Ft
  • Built 2008

  Last Sold Summary

  • $167/SF
  • 2 Days On Market

  Current Estimated Value $466,118

  Last Listing Agent Robin Jones Keller Williams Legacy Group

  701 Lisletown Ln, Winchester, KY 40391
• 

  

  /31

  Est $249,636 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  121 Summerhill Way, Winchester, KY 40391

  121 Summerhill Way, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.27 Acre
  • $407,407 per Acre

  125 Jacob Ct, 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

  125 Jacob Ct, Winchester, KY 40391
• 

  /2

  $75,000 Sold Jan 05, 2026

  1341 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 5.75 Acres
  • $13,043 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 10 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  1341 Sewell Shop Rd, Winchester, KY 40391
• 

  

  /23

  Est $277,818 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,490 Sq Ft

  302 Salem Ave, Winchester, KY 40391

  302 Salem Ave, Winchester, KY 40391
• 

  

  /7

  $800,000 Pending

  • Land
  • 4.87 Acres
  • $164,271 per Acre

  1108 W Lexington Ave, Winchester, KY 40391

  Rare opportunity to purchase a large multi-family development in the heart of Winchester! Directly across the street from Legacy Grove Park! All building and engineering plans included to build 66 approved townhomes with the possibility of adding 4 more. Currently zoned PD (Planned Development), could possibly be changed to commercial due to neighboring commercial property. Main property is 4.87

  Jason Townsend Kentucky Residential Real Estate, LLC

  1108 W Lexington Ave, Winchester, KY 40391
• 

  /2

  $555,000 Sold Jan 16, 2026

  184 Casa Landa Way, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,585 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $155/SF

  Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

  184 Casa Landa Way, Winchester, KY 40391
• 

  

  /20

  Est $267,615 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,351 Sq Ft

  208 Bracken Ct, Winchester, KY 40391

  208 Bracken Ct, Winchester, KY 40391
• 

  

  /21

  $430,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  870 Pilot View Rd, Winchester, KY 40391

  Welcome to your own slice of paradise! This 2022 doublewide sits on an impressive 39.5 acres of rolling countryside in Winchester, offering the perfect blend of modern comfort, privacy, and wide-open space. Step outside and take in the beautiful pastures, ideal for horses, cattle, or hobby farming, all complemented by a peaceful creek that winds through the property—perfect for relaxing evenings

  Chelsea Morguson McCallie Real Estate

  870 Pilot View Rd, Winchester, KY 40391
• 

  

  /29

  $408,000 Sold Sep 12, 2025

  4732 Old Boonesboro Rd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,361 Sq Ft
  • Built 1945

  Last Sold Summary

  • 18% Below List Price
  • $173/SF
  • 285 Days On Market

  Current Estimated Value $439,617

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth

  4732 Old Boonesboro Rd, Winchester, KY 40391
• 

  

  /37

  Est $312,349 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,326 Sq Ft

  311 Fern Ct, Winchester, KY 40391

  311 Fern Ct, Winchester, KY 40391
• 

  

  /8

  $195,000

  • Land
  • 6.15 Acres
  • $31,707 per Acre

  990 Craig Crossing Rd, Winchester, KY 40391

  Lot # 13 contains 6.153 acres of gently rolling land 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

  990 Craig Crossing Rd, Winchester, KY 40391

Showing Results 361 - 400, Page 10 of 18