Homes in ZIP Code 40391

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  /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 $560,380

  Last Listing Agent Alyssa M Boley Coldwell Banker McMahan

  594 Earlymeade Dr, Winchester, KY 40391
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  /41

  Est $338,127 Not Listed For Sale

  5751 Mount Sterling Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • Built 1976

  5751 Mount Sterling Rd, Winchester, KY 40391

  Last Sold Summary

  • 38% Above List Price
  • $124/SF
  • 54 Days On Market

  Last Sold Price $245,900

  Last Listing Agent Chandler Williams Keller Williams Legacy Group
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  /2

  $110,000

  • Land
  • 0.38 Acre
  • $289,474 per Acre

  200 Duclair Dr, 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

  200 Duclair Dr, Winchester, KY 40391
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  /28

  $359,900 Sold Jul 30, 2025

  210 Jett Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2024

  Last Sold Summary

  • $225/SF
  • 311 Days On Market

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC

  210 Jett Dr, Winchester, KY 40391
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  /36

  Est $364,757 Not Listed For Sale

  610 Old Ruckerville Rd, Winchester, KY 40391

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1997

  610 Old Ruckerville Rd, Winchester, KY 40391

  Last Sold Summary

  • 7% Above List Price
  • $190/SF
  • 37 Days On Market

  Last Sold Price $342,000

  Last Listing Agent Garnett Davis Tom Goebel & Company
• 

  

  /94

  $795,000

  • 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 Acres Nestled 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 homemade

  Julie Wiggington RE/MAX Creative, Winchester

  4040 Muddy Creek Rd, Winchester, KY 40391
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  /47

  $330,000 Sold Mar 31, 2025

  150 Privacy Ln, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,784 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $119/SF
  • 103 Days On Market

  Current Estimated Value $348,277

  Last Listing Agent Jason Joseph Keller Williams Commonwealth

  150 Privacy Ln, Winchester, KY 40391
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  /35

  Est $274,302 Not Listed For Sale

  3230 Irvine Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 1978

  3230 Irvine Rd, Winchester, KY 40391

  Last Sold Summary

  • 17% Above List Price
  • $156/SF
  • 47 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Cindy Hellinger Diamond Real Estate Group, Inc
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  /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
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  /22

  $156,000 Sold Jan 16, 2026

  146 Cook Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft
  • Built 1940

  Last Sold Summary

  • 8% Below List Price
  • $122/SF
  • 28 Days On Market

  Current Estimated Value $164,074

  Last Listing Agent Autumn Johannes National Real Estate

  146 Cook Ave, Winchester, KY 40391
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  /16

  Est $162,059 Not Listed For Sale

  2584 Irvine Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1950

  2584 Irvine Rd, Winchester, KY 40391

  Last Sold Summary

  • 33% Above List Price
  • $123/SF
  • 29 Days On Market

  Last Sold Price $122,000

  Last Listing Agent Veronica Norwood All Star Real Estate, Inc.
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  /30

  $234,900

  • 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
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  /71

  $410,000 Sold Nov 07, 2025

  188 Big Stoner Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,388 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $172/SF
  • 9 Days On Market

  Current Estimated Value $419,825

  Last Listing Agent Trina Penn RE/MAX Creative Realty

  188 Big Stoner Rd, Winchester, KY 40391
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  /17

  Est $207,011 Not Listed For Sale

  2504 Irvine Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,221 Sq Ft
  • Built 1955

  2504 Irvine Rd, Winchester, KY 40391

  Last Sold Summary

  • 48% Above List Price
  • $115/SF
  • 4 Days On Market

  Last Sold Price $140,000

  Last Listing Agent Brian Weir DIY Listing
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  /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
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  /73

  $325,000 Sold Sep 23, 2025

  407 Fairholme Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $180/SF
  • 123 Days On Market

  Current Estimated Value $326,371

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  407 Fairholme Way, Winchester, KY 40391
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  /32

  Est $303,900 Not Listed For Sale

  2615 Ironworks Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 1965

  2615 Ironworks Rd, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $174/SF
  • 1 Day On Market

  Last Sold Price $295,000

  Last Listing Agent Jim Woodrum RE/MAX
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  /17

  $285,000

  • Land
  • 14.51 Acres
  • $19,642 per Acre

  3056 Irvine Rd, Winchester, KY 40391

  Own a genuine piece of Kentucky splendor! Beautiful 14.5 acres of gently rolling land is ideal for building your custom home! The property offers creek access and a barn with electric and water. Don't miss this opportunity to own a farm only 20 miles to Hamburg and 5 miles to Winchester Bypass. No city sewage. Deed restrictions apply. Additional parcel with 11.36 acres is also available. Perfect

  Lura Justice Rector Hayden Realtors

  3056 Irvine Rd, Winchester, KY 40391
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  /40

  $210,000 Sold Sep 11, 2025

  635 Lisletown Ln, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1981

  Last Sold Summary

  • 12% Below List Price
  • $129/SF
  • 31 Days On Market

  Current Estimated Value $213,540

  Last Listing Agent Robin Jones Keller Williams Legacy Group

  635 Lisletown Ln, Winchester, KY 40391
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  /45

  Est $498,970 Not Listed For Sale

  1159 Cabin Creek Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,244 Sq Ft
  • Built 2007

  1159 Cabin Creek Rd, Winchester, KY 40391

  Last Sold Summary

  • 10% Above List Price
  • $203/SF
  • 14 Days On Market

  Last Sold Price $455,000

  Last Listing Agent Kimberly Fields Coldwell Banker McMahan
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  /2

  $10,000

  • Land
  • 0.06 Acre
  • $166,667 per Acre

  75 4th St, Winchester, KY 40391

  Explore the opportunity to build your next home or investment property on this 0.06-acre residential lot located at 75 4th Street. Nestled in an established neighborhood, this lot offers convenient access to local amenities, schools, and nearby roadways. With public utilities available in the area, it's a great option for new construction or future development. Whether you're a builder, investor,

  Bob Sophiea eXp Realty, LLC

  75 4th St, Winchester, KY 40391
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  /43

  $485,000 Sold Jun 23, 2025

  430 Fairholme Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,414 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 55 Days On Market

  Current Estimated Value $495,956

  Last Listing Agent Robyn Bradley Woods Realty Group

  430 Fairholme Way, Winchester, KY 40391
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  /15

  Est $307,876 Not Listed For Sale

  158 Cabin Creek Heights, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 2005

  158 Cabin Creek Heights, Winchester, KY 40391

  Last Sold Summary

  • 16% Above List Price
  • $168/SF
  • 5 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Sondra Clark Taylor Real Estate, LLC
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  /2

  $110,000

  • Land
  • 0.47 Acre
  • $234,043 per Acre

  139 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

  139 Jacob Ct, Winchester, KY 40391
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  /13

  $4,880,000 Sold Dec 15, 2025

  2090 Pretty Run Rd, Ford, KY 40391

  Last Sold Summary

  • 16% Below List Price
  • 622 Days On Market

  Last Listing Agent Harvey Mitchell Kentucky Prime Realty, LLC

  2090 Pretty Run Rd, Ford, KY 40391
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  /43

  Est $449,449 Not Listed For Sale

  2100 Ecton Rd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,060 Sq Ft
  • Built 1978

  2100 Ecton Rd, Winchester, KY 40391

  Last Sold Summary

  • 4% Below List Price
  • $228/SF
  • 35 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth
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  /32

  $249,900

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

  528 Estes Dr, Winchester, KY 40391

  Don't miss out on seeing this 3/2 brick ranch home in a convenient location to shopping, dining, parks, pool and more. Large open family room and kitchen with bamboo flooring. The kitchen has a large granite counter top island with newer stainless appliances and a gas range. This home is complete with an Aurora above ground pool for all the summer fun. The seller has already planted garden

  Josh Wood Freedom Realty & Property Management

  528 Estes Dr, Winchester, KY 40391
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  /74

  $350,000 Sold Mar 06, 2026

  4611 Colby Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,712 Sq Ft
  • Built 1980

  Last Sold Summary

  • $94/SF
  • 2 Days On Market

  Current Estimated Value $362,884

  Last Listing Agent Nancy Smith Rector Hayden Realtors

  4611 Colby Rd, Winchester, KY 40391
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  /44

  Est $521,514 Not Listed For Sale

  601 Wades Mill Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,070 Sq Ft
  • Built 2000

  601 Wades Mill Rd, Winchester, KY 40391

  Last Sold Summary

  • 6% Above List Price
  • $237/SF
  • 7 Days On Market

  Last Sold Price $490,000

  Last Listing Agent Kelly Nisbet Coldwell Banker McMahan
• 

  /2

  $882,000

  • Land
  • 3.93 Acres
  • $224,427 per Acre

  Lot 1 - 12 Plantations Dr, Winchester, KY 40391

  NOW SELLING 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 you to build your New

  Melia Hord Keller Williams Legacy Group

  Lot 1 - 12 Plantations Dr, Winchester, KY 40391
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  /24

  $186,000 Sold May 14, 2025

  205 Arbor Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1994

  Last Sold Summary

  • 3% Above List Price
  • $157/SF
  • 77 Days On Market

  Current Estimated Value $196,999

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan

  205 Arbor Ct, Winchester, KY 40391
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  /3

  Est $348,606 Not Listed For Sale

  1591 Gay Evans Rd, Winchester, KY 40391

  • 3 Beds
  • 1,260 Sq Ft
  • Built 1940

  1591 Gay Evans Rd, Winchester, KY 40391

  Last Sold Summary

  • 6% Above List Price
  • $262/SF
  • 17 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Holly Goeing The Agency
• 

  /2

  $150,000

  • Land
  • 2.11 Acres
  • $71,090 per Acre

  125 Knox 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 Knox Ct, Winchester, KY 40391
• 

  

  /30

  $310,900 Sold Sep 12, 2025

  115 Hampton Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,042 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $102/SF
  • 2 Days On Market

  Current Estimated Value $315,688

  Last Listing Agent Lauren Ball Deborah Ball Realty

  115 Hampton Ave, Winchester, KY 40391
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  /50

  Est $661,762 Not Listed For Sale

  1909 Gay Evans Rd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 1998

  1909 Gay Evans Rd, Winchester, KY 40391

  Last Sold Summary

  • $207/SF
  • 9 Days On Market

  Last Sold Price $663,500

  Last Listing Agent Steve Moore Bluegrass Sotheby's International Realty
• 

  

  /17

  $129,900

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft

  122 Calloway St, Winchester, KY 40391

  Investment Opportunity or Perfect Starter Home This charming 2-bedroom, 1-bath property is full of potential! With a strong rental history and an excellent lease track record, it's ideal for investors or first-time buyers. The home requires only light maintenance, and the seller is even willing to fund minor repairs. Don't miss your chance to own a property with great value and endless

  Darrell Tackett Dream Maker Realty, LLC

  122 Calloway St, Winchester, KY 40391
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  /82

  $385,000 Sold Nov 07, 2025

  1138 Lafayette Blvd, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Above List Price
  • $167/SF
  • 1 Day On Market

  Current Estimated Value $381,413

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  1138 Lafayette Blvd, Winchester, KY 40391
• 

  

  /96

  Est $818,903 Not Listed For Sale

  1995 Gay Evans Rd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,272 Sq Ft
  • Built 1998

  1995 Gay Evans Rd, Winchester, KY 40391

  Last Sold Summary

  • 5% Above List Price
  • $239/SF
  • 82 Days On Market

  Last Sold Price $782,000

  Last Listing Agent Andrea Coughtry Lifstyl Real Estate
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  /44

  $269,900 Pending

  • 8 Beds
  • 3 Baths
  • 3,393 Sq Ft

  146 W Lexington Ave, Winchester, KY 40391

  Don't miss this fantastic property located in the heart of Downtown Winchester. There's a great opportunity to use this property for house hacking -- leverage your money by living in one unit and renting out the other! Home could easily be converted into an expansive single-family home with all the charm and space you've been dreaming of. Currently there is a downstairs unit with 5 bedrooms and 2

  Kevin Bradley KB Realty Group

  146 W Lexington Ave, Winchester, KY 40391
• 

  

  /17

  $190,000 Sold Sep 10, 2025

  114 Sunset Heights, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,059 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $179/SF
  • 50 Days On Market

  Current Estimated Value $194,153

  Last Listing Agent Susan Baldwin Threshold Real Estate Services

  114 Sunset Heights, Winchester, KY 40391

Showing Results 161 - 200, Page 5 of 18