Homes in ZIP Code 40391

• 

  

  

  /22

  Est $217,159

  Not Listed For Sale

  517 Acadia Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2001

  517 Acadia Way, Winchester, KY 40391

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Tyler I Back The Brokerage
• 

  

  

  /36

  $519,900

  $30K PRICE DROP Pending

  • 4 Beds
  • 5 Baths
  • 4,173 Sq Ft

  600 Boone Ave, Winchester, KY 40391

  Step into the timeless elegance of this stunning Southern antebellum-style home, where classic charm meets modern luxury. Boasting four spacious bedrooms and five beautifully appointed bathrooms, this grand residence offers an unparalleled level of sophistication and comfort. A breathtaking foyer and entryway welcome you with a sweeping staircase, and exquisite architectural details, setting the

  Holly Goeing The Agency

  600 Boone Ave, Winchester, KY 40391
• 

  

  

  /21

  $240,000

  Sold Jun 09, 2026

  720 Estes Dr, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,494 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $161/SF
  • 28 Days On Market

  Current Estimated Value $244,866

  Last Listing Agent Jonathan Wood HomeLand Real Estate Inc - Mt Sterling

  720 Estes Dr, Winchester, KY 40391
• 

  

  

  /21

  Est $237,549

  Not Listed For Sale

  513 Acadia Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2001

  513 Acadia Way, Winchester, KY 40391

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Tyler I Back The Brokerage
• 

  

  

  /27

  $380,000

  Pending

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

  125 Amiens Blvd, Winchester, KY 40391

  Welcome to 125 Amiens Boulevard, where quality craftsmanship, thoughtful design, and everyday comfort come together in one exceptional home. Built by respected local builder Marcus Moore, this beautifully maintained all-brick ranch has been lovingly cared for and is truly move-in ready. From the moment you arrive, you'll appreciate the inviting curb appeal, spacious floor plan, and attention to

  Christina Hall ERA Select Real Estate

  125 Amiens Blvd, Winchester, KY 40391
• 

  

  /19

  $125,000

  Sold Aug 24, 2026

  1940 Athens Boonesboro Rd, Winchester, KY 40391

  • Land
  • 4.01 Acres
  • $31,172 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 418 Days On Market

  Current Estimated Value $174,932

  Last Listing Agent Laura Sizemore Kentucky Land and Home

  1940 Athens Boonesboro Rd, Winchester, KY 40391
• 

  

  /22

  Est $207,280

  Not Listed For Sale

  110 Colonial Park Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,235 Sq Ft
  • Built 1980

  110 Colonial Park Dr, Winchester, KY 40391

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC
• 

  

  /14

  $145,000

  Pending

  • Land
  • 5.05 Acres
  • $28,713 per Acre

  2170 Cole Rd, Winchester, KY 40391

  Looking for a little room to spread out or somewhere to build? This 5.05 acre property on Cole Road is mostly cleared and ready for its next chapter. The property is currently vacant and features a plank fence around the former yard area, along with existing footers for a 16x80 mobile home. Several utilities are already in place, including electric, water, and a septic tank. Whether you're

  Michelle Blackburn RE/MAX Creative, Winchester

  2170 Cole Rd, Winchester, KY 40391
• 

  

  /36

  $261,000

  Sold Feb 04, 2026

  433 Wellington Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $212/SF
  • 60 Days On Market

  Current Estimated Value $259,793

  Last Listing Agent Nick Ratliff Realty Team - Nicholas Ratliff Real Broker, LLC - Lexington

  433 Wellington Way, Winchester, KY 40391
• 

  

  /36

  Est $193,948

  Not Listed For Sale

  218 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft
  • Built 1999

  218 Buffalo Trace, Winchester, KY 40391

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Sandy Statom Team Realtors
• 

  

  /9

  $381,900

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,218 Sq Ft

  Mary Plan at Boone's Crossing, Winchester, KY 40391

  Discover the Mary floor plan, a thoughtfully designed new construction home that perfectly balances open-concept gathering spaces with private, restful retreats. Built by one of the most trusted home builders in Central Kentucky, the Mary is an ideal fit for buyers searching for new construction homes in Lexington KY and surrounding communities who desire flexibility, modern style, and

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 41774533, Winchester, KY 40391
• 

  

  /7

  $55,000

  Sold Nov 06, 2025

  76 Clay St, Winchester, KY 40391

  • 1,768 Sq Ft
  • Built 1945

  Last Sold Summary

  • $31/SF
  • 2 Days On Market

  Current Estimated Value $182,349

  Last Listing Agent Brian Lewis Guide Realty, Inc.

  76 Clay St, Winchester, KY 40391
• 

  

  /17

  Est $248,158

  Not Listed For Sale

  206 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 1,737 Sq Ft
  • Built 1998

  206 Buffalo Trace, Winchester, KY 40391

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Kymberly McCreary eXp Realty, LLC
• 

  

  /4

  $137,500

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

  150 Spencer Ln, 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 grows 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

  150 Spencer Ln, Winchester, KY 40391
• 

  

  /63

  $445,000

  Sold May 22, 2026

  1911 Trapp-Goffs Corner Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $345/SF
  • 51 Days On Market

  Last Listing Agent Cheri Shaffer Lifstyl Real Estate

  1911 Trapp-Goffs Corner Rd, Winchester, KY 40391
• 

  

  /32

  Est $221,355

  Not Listed For Sale

  303 Geronimo Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft
  • Built 1998

  303 Geronimo Ct, Winchester, KY 40391

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Marie Waddell-Pearson RE/MAX Creative Realty
• 

  

  /24

  $189,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 915 Sq Ft

  225 Buffalo Trace, Winchester, KY 40391

  This move in ready ranch home offering 3 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  225 Buffalo Trace, Winchester, KY 40391
• 

  

  /43

  $356,000

  Sold Jul 10, 2026

  274 Greenway Dr, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Above List Price
  • $161/SF
  • 1 Day On Market

  Current Estimated Value $357,033

  Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

  274 Greenway Dr, Winchester, KY 40391
• 

  

  /27

  Est $218,725

  Not Listed For Sale

  305 Geronimo Ct, Winchester, KY 40391

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

  305 Geronimo Ct, Winchester, KY 40391

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Aaron Kendall Lifstyl Real Estate
• 

  

  /84

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 7,172 Sq Ft

  351 Benton Rd, Winchester, KY 40391

  Welcome to a truly one-of-a-kind Kentucky estate where luxury, craftsmanship, and country living come together on 27 breathtaking acres in Clark County—just 10 minutes from the interstate for an easy commute while still enjoying complete privacy. Built with exceptional quality and thoughtfully designed by its original owner, this custom home offers over 7,000 square feet of living space with 4

  Darienne Hensley Keller Williams Legacy Group

  351 Benton Rd, Winchester, KY 40391
• 

  

  /35

  $325,000

  Sold Nov 21, 2025

  130 Hibiscus Ln, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 2000

  Last Sold Summary

  • 7% Below List Price
  • $171/SF
  • 19 Days On Market

  Current Estimated Value $341,165

  Last Listing Agent Ashley Barreto Indigo & Co

  130 Hibiscus Ln, Winchester, KY 40391
• 

  

  /38

  Est $268,183

  Not Listed For Sale

  313 Geronimo Ct, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2000

  313 Geronimo Ct, Winchester, KY 40391

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Shari Frasure Keller Williams Commonwealth
• 

  

  /18

  $355,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft

  11 Stoney Brook Dr Unit 1, Winchester, KY 40391

  This three bedroom home has been updated, new painting interior and exterior, new flooring, new light fixtures, new bath vanities, new granite in kitchen plus much more. Owner/Broker

  Garry Milton Milton and Associates Real Estate

  11 Stoney Brook Dr Unit 1, Winchester, KY 40391
• 

  

  /31

  $292,500

  Sold May 22, 2026

  306 Trapp-Goffs Corner Rd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $159/SF
  • 1 Day On Market

  Current Estimated Value $299,442

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth

  306 Trapp-Goffs Corner Rd, Winchester, KY 40391
• 

  

  /20

  Est $202,314

  Not Listed For Sale

  202 Custer Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,113 Sq Ft
  • Built 1999

  202 Custer Ct, Winchester, KY 40391

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Brittany Beer eXp Realty, LLC
• 

  

  /12

  $250,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,996 Sq Ft

  59 Hillcrest Dr, Winchester, KY 40391

  PRICED TO SELL | BRING AN OFFER! Highly Motivated Seller! 59 Hillcrest Dr, Winchester, KY 40391 3 Beds | 2 Baths | ~2,066 Total Sq Ft | Full Basement | Large Lot Attention buyers, DIYers, and investors: Don't miss this incredible value! The seller is highly motivated and ready to entertain offers, making this attractive ranch home priced to sell immediately with the oppurtunity to unlock instant

  Dylan Langdon The Agency

  59 Hillcrest Dr, Winchester, KY 40391
• 

  

  /38

  $211,000

  Sold Sep 01, 2026

  236 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,769 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Above List Price
  • $119/SF
  • 0 Days On Market

  Current Estimated Value $214,786

  Last Listing Agent Rachel Lopez Coldwell Banker McMahan

  236 Buffalo Trace, Winchester, KY 40391
• 

  

  /19

  Est $200,164

  Not Listed For Sale

  125 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 932 Sq Ft
  • Built 1997

  125 Buffalo Trace, Winchester, KY 40391

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty
• 

  

  /50

  $219,500

  $10K PRICE DROP

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

  491 Hidden Hills Way, Winchester, KY 40391

  Welcome home to this charming 3-bedrooms, 2-bath ranch perfectly situated in the heart of Winchester! Offering the convenience of one-level living, this inviting 1200 sq ft home combines comfort, functionality, and an unbeatable location. Primary bedroom is en suite and offers plenty of closet space. Additional 2-bedrooms and 1-bath provide plenty of space. Enjoy easy access to schools, shopping,

  ROBIN TRIMBLE HomeFirst Real Estate

  491 Hidden Hills Way, Winchester, KY 40391
• 

  

  /22

  $255,000

  Sold May 26, 2026

  35 Cherokee Ct, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,332 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $109/SF
  • 123 Days On Market

  Current Estimated Value $276,679

  Last Listing Agent Brenda Rue Keller Williams Bluegrass Realty

  35 Cherokee Ct, Winchester, KY 40391
• 

  

  /22

  Est $193,503

  Not Listed For Sale

  113 Buffalo Trace, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1998

  113 Buffalo Trace, Winchester, KY 40391

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Elizabeth Herrington Bluegrass Sotheby's International Realty
• 

  

  /3

  $84,900

  Pending

  • Land
  • 3.39 Acres
  • $25,044 per Acre

  160 Rector Ln, Winchester, KY 40391

  UNIQUE Opportunity - 3.39 acres with a small pond - tucked away on a private lane, flat land and totally surrounded by trees. What a unique setting!! Convenience is the key to this property. Water is available at the main road. Internet has been extended down Rector Lane, electricity is accessible for connection. Deed Restrictions apply. Do Not Miss Your Chance to own this SPECIAL piece of land.

  M Gail Cleaver United Real Estate Bluegrass

  160 Rector Ln, Winchester, KY 40391
• 

  

  /51

  $303,000

  Sold Jan 16, 2026

  22 N Bloomfield Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,913 Sq Ft
  • Built 1919

  Last Sold Summary

  • 5% Below List Price
  • $158/SF
  • 16 Days On Market

  Current Estimated Value $304,700

  Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington

  22 N Bloomfield Rd, Winchester, KY 40391
• 

  

  /99

  Est $268,142

  Not Listed For Sale

  514 E Broadway St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1960

  514 E Broadway St, Winchester, KY 40391

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Josh Wood Freedom Realty & Property Management
• 

  

  /30

  $299,900

  $15K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 1,840 Sq Ft

  209 Connie Ln, Winchester, KY 40391

  Very motivated sellers, Get here first, make an offer on this 4 bedroom, 3 bath, 1 1/2 story home, 2 car garage, showroom fresh condition, vaulted ceiling, hardwood floors, tile, carpet, deck, nice back yard, call today to view.

  Mila Ensor Ensor Real Estate, LLC

  209 Connie Ln, Winchester, KY 40391
• 

  

  /21

  $130,000

  Sold Aug 07, 2026

  9 Linden Ave, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 886 Sq Ft
  • Built 1945

  Last Sold Summary

  • 13% Below List Price
  • $147/SF
  • 69 Days On Market

  Current Estimated Value $138,740

  Last Listing Agent Emily Hacker-Todd CENTURY 21 Advantage Realty

  9 Linden Ave, Winchester, KY 40391
• 

  

  /30

  Est $191,771

  Not Listed For Sale

  1 Apache Trail, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,584 Sq Ft
  • Built 1969

  1 Apache Trail, Winchester, KY 40391

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Pete doCouto Plum Tree Realty
• 

  /2

  $42,500

  • Land
  • 11,369 Sq Ft
  • $162,835 per Acre

  105 Bella Ct, Winchester, KY 40391

  Jo Gawthrop Keller Williams Bluegrass Realty

  105 Bella Ct, Winchester, KY 40391
• 

  /2

  $89,000

  Sold Dec 18, 2025

  13067 Irvine Rd, Winchester, KY 40391

  • Land
  • 7.86 Acres
  • $11,323 per Acre

  Last Sold Summary

  • 78 Days On Market

  Last Listing Agent Mendel Tipton Natural Bridge Realty

  13067 Irvine Rd, Winchester, KY 40391
• 

  

  /27

  Est $212,293

  Not Listed For Sale

  7 Pocahontas Trail, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,550 Sq Ft
  • Built 1969

  7 Pocahontas Trail, Winchester, KY 40391

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC

Showing Results 241 - 280, Page 7 of 18