Homes in ZIP Code 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
• 

  

  

  /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
• 

  

  

  /3

  $251,000

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

  133 S Highland St, Winchester, KY 40391

  16 Central Ave, Winchester, KY 40391Prime multi-family investment in a great Winchester location! This 2-story property features two spacious rental units, both offering strong income potential. The first unit includes 3 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom—ideal for accommodating a range of tenant needs. With an established rental history and close

  David Espinosa Bluegrass Realty Pros, Inc

  133 S Highland St, Winchester, KY 40391
• 

  

  

  /29

  $235,000 Sold Feb 09, 2026

  142 Sturbridge Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $193/SF
  • 1 Day On Market

  Current Estimated Value $248,793

  Last Listing Agent Donna Mink Mink Realty

  142 Sturbridge Ln, 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
• 

  

  /41

  $575,000 Pending

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

  2100 Stoner-Ephesus Rd, Winchester, KY 40391

  Beautiful 44.21 acre farm has so much to offer. The main residence features 2 spacious bedrooms and 2 full bathrooms, offering inviting living spaces and peaceful views of the surrounding countryside. The separate guest quarters has 1 bedroom and 1 bathroom and is ideal accommodations for visitors, extended family or staff. You will appreciate the thoughtfully designed facilities, including two

  Kelly Nisbet Coldwell Banker McMahan

  2100 Stoner-Ephesus Rd, Winchester, KY 40391
• 

  

  /32

  $360,000 Sold Aug 14, 2025

  418 Skylark Dr, Winchester, KY 40391

  • 5 Beds
  • 2.5 Baths
  • 2,746 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Above List Price
  • $131/SF
  • 12 Days On Market

  Current Estimated Value $351,843

  Last Listing Agent Kymberly McCreary EXP Realty, LLC

  418 Skylark Dr, 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
• 

  

  /26

  $225,000

  • Land
  • 24 Acres
  • $9,375 per Acre

  3934 Trapp-Goffs Corner Rd, Winchester, KY 40391

  Wonderful 24 acre retreat with gentle sloping land, and a creek bed running thru part of the front portion of the lots (6.1 acre parcel & 18.4 acre parcel at the rear). Build your dream home or just use as recreational or farm land until you do. 1 1/2 miles to the first exit on the Mountain Parkway exit #10. 12 miles to I-64 at Winchester. See attached pictures & plat/overhead pictures.

  Travis Emnett Top Ten Realty

  3934 Trapp-Goffs Corner Rd, Winchester, KY 40391
• 

  

  /57

  $775,000 Sold Mar 02, 2026

  1700 Cabin Creek Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,695 Sq Ft
  • Built 1994

  Last Sold Summary

  • $288/SF
  • 33 Days On Market

  Current Estimated Value $554,314

  Last Listing Agent Alysia Niva Century 21 Advantage Realty - Georgetown

  1700 Cabin Creek 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
• 

  

  /22

  $130,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  19 Hughes Ave, Winchester, KY 40391

  Investor opportunity in Winchester! This 3-bedroom, 2 full bath brick ranch sits on a spacious 0.67 acre lot and is ready for renovation. Whether you're an investor searching for your next flip, looking to add a rental to your portfolio, or a buyer wanting to build sweat equity, this property offers strong potential. The home needs updates and repairs but features a solid structure and a

  Jaime Daniel Delgado Plum Tree Realty

  19 Hughes Ave, Winchester, KY 40391
• 

  

  /79

  $204,000 Sold Oct 30, 2025

  133 S Burns Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,295 Sq Ft
  • Built 1915

  Last Sold Summary

  • 18% Below List Price
  • $62/SF
  • 20 Days On Market

  Current Estimated Value $212,006

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  133 S Burns Ave, 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
• 

  

  /11

  $249,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  646 Laura Dr, Winchester, KY 40391

  Three bedrooms ranch, that has been updated with a new kitchen, with granite tops ,new appliances, new flooring ,new interior paintiing ,plus much more, located in Verna Hills S/D located between Winchester and Lexington . Owner/Agent

  Garry Milton Milton and Associates Real Estate

  646 Laura Dr, Winchester, KY 40391
• 

  

  /28

  $246,000 Sold Nov 06, 2025

  204 Moss Ct, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,430 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $172/SF
  • 1 Day On Market

  Current Estimated Value $245,409

  Last Listing Agent Brooke Martin RO&CO Real Estate

  204 Moss Ct, Winchester, KY 40391
• 

  

  /39

  Est $363,976 Not Listed For Sale

  14 Euclid Ave, Winchester, KY 40391

  • 5 Beds
  • 3 Baths
  • 3,660 Sq Ft
  • Built 1940

  14 Euclid Ave, Winchester, KY 40391

  Last Sold Summary

  • 20% Above List Price
  • $83/SF
  • 35 Days On Market

  Last Sold Price $303,000

  Last Listing Agent Nicole Seals Guide Realty, Inc.
• 

  

  /12

  $188,900

  • 3 Beds
  • 2 Baths
  • 1,116 Sq Ft

  41 7th St, Winchester, KY 40391

  Welcome to 41 7th Street. This brick ranch offers 3 bedrooms, 2 full baths, and hardwood floors throughout the living room, hallway, and bedrooms, ready to be refreshed with a re-sand and polish. The layout provides a foundation for a buyer looking to add personal updates and make it their own. Located at the end of the street, the home offers added privacy along with peaceful farm views behind

  Austina Bruton Re/Max Elite Realty - Hamburg

  41 7th St, Winchester, KY 40391
• 

  

  /58

  $232,500 Sold Jul 12, 2025

  114 Holiday Rd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,161 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 235 Days On Market

  Current Estimated Value $226,934

  Last Listing Agent Karen Smith Emmerich Muzic Realty

  114 Holiday Rd, Winchester, KY 40391
• 

  

  /32

  Est $258,553 Not Listed For Sale

  13 Euclid Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft
  • Built 1917

  13 Euclid Ave, Winchester, KY 40391

  Last Sold Summary

  • 18% Above List Price
  • $116/SF
  • 75 Days On Market

  Last Sold Price $219,000

  Last Listing Agent Jim Woodrum RE/MAX
• 

  

  /24

  $209,900

  • 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
• 

  

  /28

  $234,500 Sold Jul 29, 2025

  108 Sturbridge Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $195/SF
  • 45 Days On Market

  Current Estimated Value $241,478

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  108 Sturbridge Ln, Winchester, KY 40391
• 

  

  /43

  Est $332,656 Not Listed For Sale

  201 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,513 Sq Ft
  • Built 1909

  201 Boone Ave, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $121/SF
  • 50 Days On Market

  Last Sold Price $304,500

  Last Listing Agent Matt Metts LexHomes Real Estate
• 

  

  /4

  $42,500

  • Land
  • 0.19 Acre
  • $223,684 per Acre

  113 Mayfair Ct, Winchester, KY 40391

  Wowser! Looking for a lot that backs up to greenspace and will NOT have another home on one side? Here it IS! This may be just what you're looking for. Originally, the street was supposed to connect, but due to the changes in grade, this won't be happening! Plus, with the way the lot sits, you can enjoy many beautiful sunsets. It's a hidden gem just waiting for you to find it! The home to be

  Jo Gawthrop Keller Williams Bluegrass Realty

  113 Mayfair Ct, Winchester, KY 40391
• 

  

  /52

  $230,000 Sold Jan 20, 2026

  19 Cherokee Ct, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $203/SF
  • 2 Days On Market

  Current Estimated Value $224,628

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  19 Cherokee Ct, Winchester, KY 40391
• 

  

  /45

  Est $426,463 Not Listed For Sale

  142 College St, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,012 Sq Ft
  • Built 1940

  142 College St, Winchester, KY 40391

  Last Sold Summary

  • 2% Above List Price
  • $139/SF
  • 87 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth
• 

  

  /40

  $220,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  2366 Ironworks Rd, Winchester, KY 40391

  3-bedroom, 2-bath ranch home located in rural Clark County, offering peaceful country living with plenty of potential. This home features a versatile bonus room—ideal for a home office, playroom, or additional living space. Outside, enjoy a fully fenced yard, beautiful curb appeal, and a large storage shed for added convenience. While the home does need some TLC, it has been priced

  Carlos Elliott Tru Life Real Estate

  2366 Ironworks Rd, Winchester, KY 40391
• 

  

  /22

  $334,327 Sold Jul 01, 2025

  136 Gibson Way, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,997 Sq Ft
  • Built 2024

  Last Sold Summary

  • $167/SF
  • 219 Days On Market

  Current Estimated Value $345,505

  Last Listing Agent Neshia Gaines Christies International Real Estate Bluegrass

  136 Gibson Way, Winchester, KY 40391
• 

  

  /32

  Est $215,263 Not Listed For Sale

  8 Nunnelly Ct, Winchester, KY 40391

  • 2 Beds
  • 1.5 Baths
  • 1,255 Sq Ft
  • Built 1940

  8 Nunnelly Ct, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $157/SF
  • 33 Days On Market

  Last Sold Price $197,000

  Last Listing Agent Timothy Saylor Threshold Real Estate Services
• 

  

  /30

  $259,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,405 Sq Ft

  6 Hart Ave, Winchester, KY 40391

  Welcome to 6 Hart Avenue in Winchester, Kentucky — a home that just feels right from the moment you pull up. This well-maintained tri-level offers 4 bedrooms, 1.5 baths, and a smart layout that gives everyone room to spread out while still feeling connected. The tri-level design creates natural separation of space — perfect for busy households, guests, or a dedicated home office. Rich hardwood

  Joshua Warren Freedom Realty & Property Management

  6 Hart Ave, Winchester, KY 40391
• 

  

  /37

  $275,000 Sold Sep 10, 2025

  279 Ascot Ave, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,247 Sq Ft
  • Built 2000

  Last Sold Summary

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

  Current Estimated Value $289,792

  Last Listing Agent Chase Pennington Team Pannell Real Estate

  279 Ascot Ave, Winchester, KY 40391
• 

  

  /47

  Est $334,274 Not Listed For Sale

  113 S Burns Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 3,299 Sq Ft
  • Built 1895

  113 S Burns Ave, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $100/SF
  • 1 Day On Market

  Last Sold Price $329,900

  Last Listing Agent Ginger Mccoy Kentucky Residential Real Estate, LLC
• 

  

  /25

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  1407 Ironworks Rd, Winchester, KY 40391

  Welcome to this beautifully remodeled 3 bedroom, 2 full bathroom home situated on a desirable corner lot. With 1,530 sq ft of living space, this home offers great combination of modern updates and comfortable living. Features Include 3 spacious bedrooms, 2 full bathrooms, Private master suite with ensuite bath, Fully remodeled interior, corner lot, Stainless appliances, full tiled showers and the

  Michael Hilario The Agency

  1407 Ironworks Rd, Winchester, KY 40391
• 

  

  /24

  $198,000 Sold Jul 18, 2025

  113 Colonial Park Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Above List Price
  • $184/SF
  • 0 Days On Market

  Current Estimated Value $206,448

  Last Listing Agent Janet Baldwin Kentucky Land and Home

  113 Colonial Park Dr, Winchester, KY 40391
• 

  

  /35

  Est $312,033 Not Listed For Sale

  123 W Hickman St, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,498 Sq Ft
  • Built 1940

  123 W Hickman St, Winchester, KY 40391

  Last Sold Summary

  • 2% Above List Price
  • $122/SF
  • 1 Day On Market

  Last Sold Price $305,000

  Last Listing Agent Lukas Owens The Brokerage
• 

  

  /36

  $289,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  2225 Old Boonesboro Rd, Winchester, KY 40391

  You might have found it! A brick ranch home of considerable size on a generous lot. The large family room and nice size sunroom are hard to beat. With plenty of space and a spacious backyard, this property has a lot to offer. Located close to the new high school, shopping centers, and medical facilities makes it even more attractive.

  Teresa Richmond Freedom Realty & Property Management

  2225 Old Boonesboro Rd, Winchester, KY 40391
• 

  

  /24

  $90,000 Sold Mar 23, 2026

  701 Williamsburg Dr, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft
  • Built 1971

  Last Sold Summary

  • 7% Below List Price
  • $90/SF
  • 2 Days On Market

  Current Estimated Value $97,713

  Last Listing Agent Shane Underwood Keller Williams Commonwealth

  701 Williamsburg Dr, Winchester, KY 40391
• 

  

  /49

  Est $254,701 Not Listed For Sale

  115 Olde Potomac Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 2,018 Sq Ft
  • Built 1940

  115 Olde Potomac Ave, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $111/SF
  • 3 Days On Market

  Last Sold Price $224,400

  Last Listing Agent Christa Joynt Keller Williams Commonwealth
• 

  

  /12

  $110,000

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  400 Wexford Dr, Winchester, KY 40391

  Welcome! This home offers a practical layout with 3 bedrooms and 1.5 baths on a manageable 0.2-acre lot. The interior has been well maintained, and fenced backyard creates a private outdoor space ideal for gatherings, pets, or future improvements. A detached 2-car garage provides secure parking and storage. Approximately 5 minutes to downtown Winchester and 15 minutes to Lexington, positioning

  Katie Allen Keller Williams Legacy Group

  400 Wexford Dr, Winchester, KY 40391
• 

  

  /27

  $335,000 Sold Dec 18, 2025

  2198 Goshen Rd, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,730 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Above List Price
  • $194/SF
  • 31 Days On Market

  Current Estimated Value $335,592

  Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

  2198 Goshen Rd, Winchester, KY 40391

Showing Results 641 - 680, Page 17 of 18