Homes in ZIP Code 40391

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  /34

  Est $320,189 Not Listed For Sale

  214 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,928 Sq Ft
  • Built 1930

  214 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 30% Above List Price
  • $84/SF
  • 107 Days On Market

  Last Sold Price $247,000

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC
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  /53

  $265,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  174 Hidden Grove Ln, Winchester, KY 40391

  Welcome home to your Kentucky River retreat! This freshly remodeled 2-bedroom, 2-bath charmer offers two inviting covered decks with beautiful river views, a fenced yard for pets or play and even a personal lift for easy access. Inside, enjoy warm, modern updates, with a bright open floor plan. All new flooring, kitchen, baths and much more! Perfect for full-time living or a peaceful getaway just

  Kathryn Cheuvront Coldwell Banker McMahan

  174 Hidden Grove Ln, Winchester, KY 40391
• 

  

  

  /20

  $217,500 Sold Sep 30, 2025

  511 Acadia Way, Winchester, KY 40391

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

  Last Sold Summary

  • 3% Below List Price
  • $155/SF
  • 28 Days On Market

  Current Estimated Value $218,640

  Last Listing Agent Tyler I Back The Brokerage

  511 Acadia Way, Winchester, KY 40391
• 

  

  

  /65

  Est $353,112 Not Listed For Sale

  408 S Maple St, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,372 Sq Ft
  • Built 1910

  408 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $92/SF
  • 62 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Craig Bridgewater Bridgewater Real Estate
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  /4

  $64,900 Pending

  • Land
  • 0.52 Acre
  • $124,808 per Acre

  101 Royal Oak Dr, Winchester, KY 40391

  A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..52 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!

  Melia Hord Keller Williams Legacy Group

  101 Royal Oak Dr, Winchester, KY 40391
• 

  /2

  $99,500 Sold Dec 01, 2025

  1295 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 8.39 Acres
  • $11,859 per Acre

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  1295 Sewell Shop Rd, Winchester, KY 40391
• 

  

  /57

  Est $435,147 Not Listed For Sale

  402 S Maple St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,864 Sq Ft
  • Built 1896

  402 S Maple St, Winchester, KY 40391

  Last Sold Summary

  • 5% Above List Price
  • $107/SF
  • 24 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Kristy Hall The Agency
• 

  

  /7

  $150,000

  • Land
  • 4.21 Acres
  • $35,629 per Acre

  1030 Craig Crossing Rd, Winchester, KY 40391

  Lot # 14 contains 4.21 acres of gently rolling land with small stream 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

  1030 Craig Crossing Rd, Winchester, KY 40391
• 

  

  /13

  $140,000 Sold Nov 24, 2025

  220 Pendleton St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  Last Sold Summary

  • 24% Below List Price
  • $155/SF
  • 37 Days On Market

  Current Estimated Value $138,520

  Last Listing Agent Steve Adams Steven D Adams Real Estate Services, LLC

  220 Pendleton St, Winchester, KY 40391
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  /60

  Est $415,374 Not Listed For Sale

  405 Boone Ave, Winchester, KY 40391

  • 3 Beds
  • 4 Baths
  • 2,718 Sq Ft
  • Built 1945

  405 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 4% Above List Price
  • $147/SF
  • 16 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Diane K Scott The Brokerage
• 

  

  /14

  $159,900

  • Land
  • 2.66 Acres
  • $60,113 per Acre

  590 Craig Crossing, Winchester, KY 40391

  Don't let this opportunity pass you by again. This prime lot in Thoroughbred Estates is back on the market due to Current owners change of plans. This lot is ready for your new home with a beautiful setting and located close to Winchester and Lexington in a new Luxury Subdivision. Watch the sun set each night from your rear deck or pool. Call today!!!

  Keith Wilson Coldwell Banker McMahan

  590 Craig Crossing, Winchester, KY 40391
• 

  /2

  $59,000 Sold Dec 16, 2025

  1515 Sewell Shop Rd, Winchester, KY 40391

  • Land
  • 2.83 Acres
  • $20,848 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 3 Days On Market

  Last Listing Agent Zella Rosenthal Tom Goebel & Company

  1515 Sewell Shop Rd, Winchester, KY 40391
• 

  

  /57

  Est $296,460 Not Listed For Sale

  10 Northern Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,270 Sq Ft
  • Built 1957

  10 Northern Ave, Winchester, KY 40391

  Last Sold Summary

  • 19% Above List Price
  • $110/SF
  • 0 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Jeanne Beaven Rector Hayden Realtors
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  /2

  $78,500

  • Land
  • 0.22 Acre
  • $356,818 per Acre

  Lot 3 Plantations Dr, Winchester, KY 40391

  NOW SELLING SFH Buildable Lots of 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

  Melia Hord Keller Williams Legacy Group

  Lot 3 Plantations Dr, Winchester, KY 40391
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  /53

  $439,000 Sold Dec 29, 2025

  129 Lana Ln, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,844 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Below List Price
  • $154/SF
  • 110 Days On Market

  Current Estimated Value $437,520

  Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

  129 Lana Ln, Winchester, KY 40391
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  /15

  Est $198,949 Not Listed For Sale

  215 Short St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1955

  215 Short St, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $169/SF
  • 16 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC
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  /34

  $235,000 Pending

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

  12 Linden Ave, Winchester, KY 40391

  Cute ranch with easy access to I-64 and downtown Winchester. Walk to the breweries, shopping and restaurants. 3 bedrooms with 2 full baths with 1 car detached garage with fenced in back yard.

  Roni Porter RE/MAX Creative Realty

  12 Linden Ave, Winchester, KY 40391
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  /37

  $295,000 Sold Dec 27, 2025

  115 College St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $160/SF
  • 0 Days On Market

  Current Estimated Value $289,273

  Last Listing Agent Zova Rothchild Keller Williams Legacy Group

  115 College St, Winchester, KY 40391
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  /32

  Est $358,823 Not Listed For Sale

  505 Boone Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1942

  505 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 10% Above List Price
  • $159/SF
  • 1 Day On Market

  Last Sold Price $324,900

  Last Listing Agent Diane K Scott The Brokerage
• 

  

  /3

  $700,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  415 Alexis Way, Winchester, KY 40391

  Introducing the Merango, a classic all-brick ranch home designed for both comfort and style. With stunning double front doors and a 2-car attached garage, this home offers incredible curb appeal and modern living. The spacious 3-bedroom, 2-bath layout features a split-bedroom design for added privacy, along with a dedicated study perfect for a home office. The open-concept kitchen is ideal for

  Shane Underwood Keller Williams Commonwealth

  415 Alexis Way, Winchester, KY 40391
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  /21

  $285,000 Sold Jul 29, 2025

  219 Bartram Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,696 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $168/SF
  • 8 Days On Market

  Current Estimated Value $293,431

  Last Listing Agent Nora Williams Keller Williams Commonwealth

  219 Bartram Ct, Winchester, KY 40391
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  /35

  Est $331,153 Not Listed For Sale

  121 Hampton Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft
  • Built 1958

  121 Hampton Ave, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $137/SF
  • 60 Days On Market

  Last Sold Price $307,500

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth
• 

  

  /23

  $224,500 Pending

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

  508 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 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. The 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

  508 Acadia Way, Winchester, KY 40391
• 

  

  /43

  $354,000 Sold Jul 02, 2025

  485 Mccullough Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1950

  Last Sold Summary

  • 21% Below List Price
  • $167/SF
  • 38 Days On Market

  Current Estimated Value $371,640

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  485 Mccullough Ln, Winchester, KY 40391
• 

  

  /50

  Est $426,158 Not Listed For Sale

  33 Hampton Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,580 Sq Ft
  • Built 1958

  33 Hampton Ave, Winchester, KY 40391

  Last Sold Summary

  • 12% Above List Price
  • $106/SF
  • 16 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Robert Coburn Kentucky Realty Group, LLC
• 

  

  /60

  $279,950

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  115 Watercrest Cir, Winchester, KY 40391

  Stunning Home in One of the Area's Most Coveted Neighborhoods!Experience spacious living with 3 generous bedrooms and 2 full baths on the main level, designed for comfort and everyday convenience. The walkout basement offers even more space with a large bedroom and an additional full bath, ideal for guests, extended family, or a private retreat. What truly sets this home apart? The sellers are

  Darrell Tackett Dream Maker Realty, LLC

  115 Watercrest Cir, Winchester, KY 40391
• 

  

  /78

  $660,000 Sold Dec 10, 2025

  420 Alexis Way, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Below List Price
  • $238/SF
  • 26 Days On Market

  Current Estimated Value $669,844

  Last Listing Agent Edwin Burden McCormick Realty Inc.

  420 Alexis Way, Winchester, KY 40391
• 

  

  /27

  Est $218,586 Not Listed For Sale

  118 Southern Ct, Winchester, KY 40391

  • 4 Beds
  • 1.5 Baths
  • 1,598 Sq Ft
  • Built 1943

  118 Southern Ct, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $125/SF
  • 31 Days On Market

  Last Sold Price $200,000

  Last Listing Agent Susan Baldwin Threshold Real Estate Services
• 

  

  /13

  $400,000

  • Land
  • 2.19 Acres
  • $182,648 per Acre

  145 Codella Dr, Winchester, KY 40391

  Great opportunity to buy and build just off the Winchester Bypass. This property is nicely located in the midst of a great deal of new development including a brand new, state-of-the-art CHI Saint Joseph Health Center. Other new development in the immediate area includes Zips Car Wash and Domino's Pizza. Additionally, Walmart and Kroger are located directly across the Bypass from this site. See

  Greg Leveridge Block + Lot Real Estate

  145 Codella Dr, Winchester, KY 40391
• 

  

  /49

  $390,000 Sold Jun 30, 2025

  1094 Ford Hampton Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 26 Days On Market

  Current Estimated Value $394,904

  Last Listing Agent Tom D. Thomas The Real Estate Co.

  1094 Ford Hampton Rd, Winchester, KY 40391
• 

  

  /46

  Est $334,278 Not Listed For Sale

  14 Western Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,676 Sq Ft
  • Built 2023

  14 Western Ave, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $194/SF
  • 79 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC
• 

  

  /77

  $924,900

  • 5 Beds
  • 4.5 Baths
  • 6,314 Sq Ft

  7210 Ecton Rd, Winchester, KY 40391

  Welcome to 7210 Ecton Road a stunning 5 bedroom, 4.5 bathroom home situated on 7+/- acres (awaiting final survey) of gently rolling Kentucky countryside. This property offers the perfect balance of modern comfort, privacy, and wide-open space, just minutes from downtown Winchester. Step inside to discover a spacious and well-designed floor plan featuring: 5 generously sized bedrooms including a

  Megan McCoy Keller Williams Legacy Group

  7210 Ecton Rd, Winchester, KY 40391
• 

  

  /21

  $430,000 Sold Mar 09, 2026

  870 Pilot View Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Below List Price
  • $274/SF
  • 31 Days On Market

  Current Estimated Value $407,000

  Last Listing Agent Chelsea Morguson McCallie Real Estate

  870 Pilot View Rd, Winchester, KY 40391
• 

  

  /18

  Est $201,304 Not Listed For Sale

  6 Western Ave, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 2,109 Sq Ft
  • Built 1950

  6 Western Ave, Winchester, KY 40391

  Last Sold Summary

  • 49% Above List Price
  • $64/SF
  • 46 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Steven G King CENTURY 21 Advantage Realty
• 

  /2

  $100,000

  • Land
  • 0.68 Acre
  • $147,059 per Acre

  100 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

  100 Duclair Dr, Winchester, KY 40391
• 

  

  /61

  $545,000 Sold Jul 15, 2025

  1063 Wades Mill Rd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,958 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Below List Price
  • $138/SF
  • 180 Days On Market

  Current Estimated Value $559,582

  Last Listing Agent Joseph Smallwood Christies International Real Estate Bluegrass

  1063 Wades Mill Rd, Winchester, KY 40391
• 

  

  /37

  Est $281,311 Not Listed For Sale

  120 Milwood Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,853 Sq Ft
  • Built 1965

  120 Milwood Dr, Winchester, KY 40391

  Last Sold Summary

  • 22% Above List Price
  • $124/SF
  • 80 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Michelle Blackburn RE/MAX
• 

  

  /65

  $799,900

  • 2 Beds
  • 1.5 Baths
  • 2,361 Sq Ft

  455 Davis Ln, Winchester, KY 40391

  Hunter's Paradise! This beautiful 85 acre farm is nestled in the heart of Clark County. Wildlife is abundant as you travel throughout the property. The home is very spacious with a full mother in law suite. Entertain friends at the full bar, while enjoying the wood burning stove. A functioning greenhouse expands the possibilities for year round gardening. If you are looking for little piece of

  Dale Hatton Dream Maker Realty, LLC

  455 Davis Ln, Winchester, KY 40391
• 

  

  /65

  $290,000 Sold Jun 18, 2025

  13 Robyn Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,844 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $157/SF
  • 1 Day On Market

  Current Estimated Value $297,096

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  13 Robyn Dr, Winchester, KY 40391
• 

  

  /48

  Est $264,152 Not Listed For Sale

  132 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,496 Sq Ft
  • Built 1930

  132 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 70% Above List Price
  • $62/SF
  • 0 Days On Market

  Last Sold Price $155,000

  Last Listing Agent Jacob Jones Apex Realty Consultants

Showing Results 601 - 640, Page 16 of 18