Homes in ZIP Code 40391

• 

  

  

  /35

  $189,900 Sold Jan 16, 2025

  24 Hughes Ave, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 2024

  Last Sold Summary

  • $158/SF
  • 24 Days On Market

  Current Estimated Value $216,329

  Last Listing Agent Nena Honaker Tom Goebel & Company

  24 Hughes Ave, Winchester, KY 40391
• 

  

  

  /12

  Est $120,628 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 679 Sq Ft

  46 Hughes Ave, Winchester, KY 40391

  46 Hughes Ave, Winchester, KY 40391
• 

  

  

  /70

  $335,000

  • 6 Beds
  • 4 Baths
  • 3,544 Sq Ft

  297 S Main St, Winchester, KY 40391

  Completely remodeled duplex offering over 3,400 sq. ft. of living space! Featuring 6 bedrooms and 4 bathrooms, this property has been fully updated with granite countertops, new appliances, fresh flooring, and paint throughout. The layout is bright and inviting with plenty of natural light. Enjoy the covered front porch, separate utility room, and unfinished basement for extra storage or future

  Silvia Torres Tru Life Real Estate

  297 S Main St, Winchester, KY 40391
• 

  

  

  /61

  $220,000 Sold Nov 10, 2025

  313 Snowden Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $179/SF
  • 51 Days On Market

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  313 Snowden Dr, Winchester, KY 40391
• 

  

  

  /35

  Est $325,749 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,769 Sq Ft

  8 French Ave, Winchester, KY 40391

  8 French Ave, Winchester, KY 40391
• 

  

  /5

  $29,000

  • Land
  • 0.46 Acre
  • $63,043 per Acre

  102 Augusta Dr, Winchester, KY 40391

  This is a beautiful area to build your dream home. Backs up to a golf course for a magnificent view. Just minutes from Fort Boonesborough National Park.

  Dale Hatton Dream Maker Realty, LLC

  102 Augusta Dr, Winchester, KY 40391
• 

  

  /53

  $80,000 Sold Apr 30, 2025

  307 Jackson St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,629 Sq Ft
  • Built 1950

  Last Sold Summary

  • 33% Below List Price
  • $49/SF
  • 67 Days On Market

  Current Estimated Value $116,376

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  307 Jackson St, Winchester, KY 40391
• 

  

  /71

  Est $331,487 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,402 Sq Ft

  16 French Ave, Winchester, KY 40391

  16 French Ave, Winchester, KY 40391
• 

  

  /62

  $259,500

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft

  3614 Stamper Dr, Winchester, KY 40391

  Fully renovated to perfection, this exceptional home showcases high-end upgrades throughout. Enjoy newly installed windows, doors, and sleek flooring, all complemented by modern appliances and updated cabinetry. A brand-new deck creates the perfect spot for outdoor relaxation, while the freshly built storage building out back adds extra convenience. The attached garage offers attic access with

  Darrell Tackett Dream Maker Realty, LLC

  3614 Stamper Dr, Winchester, KY 40391
• 

  

  /32

  $285,000 Sold Jul 03, 2025

  602 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft
  • Built 1976

  Last Sold Summary

  • 11% Below List Price
  • $169/SF
  • 168 Days On Market

  Current Estimated Value $285,032

  Last Listing Agent Ryan O'Gara Real Broker, LLC

  602 Laura Dr, Winchester, KY 40391
• 

  

  /41

  Est $282,775 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,395 Sq Ft

  254 S Highland St, Winchester, KY 40391

  254 S Highland St, Winchester, KY 40391
• 

  

  /3

  $345,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  225 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite

  Rex Hall United Real Estate Bluegrass

  225 Evergreen Dr, Winchester, KY 40391
• 

  /2

  $401,500 Sold May 15, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1998

  Last Sold Summary

  • $201/SF

  Current Estimated Value $403,666

  Last Listing Agent Null Non-Member Non-Member Office

  Unlisted Address
• 

  

  /24

  Est $195,922 Not Listed For Sale

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

  54 Winn Ave, Winchester, KY 40391

  54 Winn Ave, Winchester, KY 40391
• 

  

  /27

  $72,500

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  725 Berry Ct, Winchester, KY 40391

  Looking for affordable homeownership in Winchester, KY? This move-in ready 3-bedroom, 2-bath manufactured home offers modern living at an incredible value. Built just 3 years ago and meticulously maintained, this home feels like new from the moment you step inside. Located in the heart of Winchester, you'll enjoy easy access to local restaurants, shopping, grocery stores, parks, and everyday

  Christa Joynt Keller Williams Commonwealth

  725 Berry Ct, Winchester, KY 40391
• 

  

  /17

  $595,000 Sold Nov 17, 2025

  304 Winterberry Dr, Winchester, KY 40391

  • 7 Beds
  • 4 Baths
  • 4,386 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $136/SF
  • 10 Days On Market

  Last Listing Agent Beckie Moore Bluegrass Properties Group

  304 Winterberry Dr, Winchester, KY 40391
• 

  

  /33

  Est $272,065 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft

  144 E Broadway St, Winchester, KY 40391

  144 E Broadway St, Winchester, KY 40391
• 

  

  /6

  $200,000

  • Land
  • 0.81 Acre
  • $246,914 per Acre

  550 Bullion Blvd, Winchester, KY 40391

  Rarely available Bypass frontage lot for sale! Exciting opportunity to locate alongside a new Chipotle that is soon to be under construction. Retention in place, leaving approximately 1/2-acre developable. Perfect location for a national retailer. Ideally located along the heart of Bypass Road in Winchester, Kentucky between Kroger and Walmart shopping centers. Winchester, Kentucky is the county

  Greg Leveridge Block + Lot Real Estate

  550 Bullion Blvd, Winchester, KY 40391
• 

  /2

  $185,000 Sold Nov 28, 2025

  23 Hillcrest Dr, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,557 Sq Ft
  • Built 1962

  Last Sold Summary

  • 12% Below List Price
  • $119/SF
  • 18 Days On Market

  Last Listing Agent Samantha Gray National Real Estate

  23 Hillcrest Dr, Winchester, KY 40391
• 

  

  /13

  Est $258,995 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,445 Sq Ft

  130 E Broadway St, Winchester, KY 40391

  130 E Broadway St, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.32 Acre
  • $343,750 per Acre

  115 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

  115 Jacob Ct, Winchester, KY 40391
• 

  

  /18

  $246,500 Sold May 16, 2025

  6278 Irvine Rd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Below List Price
  • $210/SF
  • 35 Days On Market

  Current Estimated Value $259,809

  Last Listing Agent Angela Yonts EXP Realty, LLC

  6278 Irvine Rd, Winchester, KY 40391
• 

  

  /48

  Est $338,525 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,068 Sq Ft

  23 Boone Ave, Winchester, KY 40391

  23 Boone Ave, Winchester, KY 40391
• 

  

  /38

  $384,900 New Construction

  • 4 Beds
  • 4.5 Baths

  3600 Crowe Ridge Rd, Winchester, KY 40391

  Newly constructed unfinished multigenerational home located on 4 acres. Separate level living with 2 kitchens, 2 laundry rooms, and an en-suite for every bedroom. The main floor features 20' cathedral ceilings, 8' doors and 15 3'x6' windows creating a spacious home boasting panoramic views. Includes an additional 20'x24' loft space and 2 flex rooms with ANSI standard windows. Secondary living

  Maggie Napier Napier Realtors

  3600 Crowe Ridge Rd, Winchester, KY 40391
• 

  

  /32

  $230,000 Sold Mar 21, 2025

  200 Bracken Ct, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $184/SF
  • 3 Days On Market

  Current Estimated Value $244,163

  Last Listing Agent Amy Diamond ERA Select Real Estate

  200 Bracken Ct, Winchester, KY 40391
• 

  

  /17

  Est $158,613 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft

  21 Franklin Ave, Winchester, KY 40391

  21 Franklin Ave, Winchester, KY 40391
• 

  

  /4

  $635,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,537 Sq Ft

  422 Alexis Way, Winchester, KY 40391

  Introducing the Denver, a gorgeous all-brick ranch home offering 4 bedrooms and 2.5 baths, designed for both luxury and practicality. With its stunning curb appeal, front porch, and beam accents, this home makes a lasting first impression. Inside, the split-bedroom layout offers privacy and space for everyone, with a large primary suite featuring a walk-in closet, soaking tub, separate shower,

  Shane Underwood Keller Williams Commonwealth

  422 Alexis Way, Winchester, KY 40391
• 

  

  /65

  $385,000 Sold Dec 11, 2025

  1731 Ford Hampton Rd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,111 Sq Ft
  • Built 2001

  Last Sold Summary

  • 27% Below List Price
  • $182/SF
  • 157 Days On Market

  Last Listing Agent Julie Wiggington RE/MAX Creative, Winchester

  1731 Ford Hampton Rd, Winchester, KY 40391
• 

  

  /23

  Est $161,550 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,905 Sq Ft

  353 E Broadway St, Winchester, KY 40391

  353 E Broadway St, Winchester, KY 40391
• 

  

  /10

  $215,000

  211 Ashton Oak Way, Winchester, KY 40391

  Here is the Blank Canvas to build your Dream Home in the Plantation Subdivision. This two story brick building, formerly the Sales Office for the Subdivision, has been gutted to offer the unique opportunity to build a 3118 Sq Ft Home consisting of Four Bedrooms, Two and Half Baths, an open concept on the main level with the addition of a two car garage. Contact listing agent to discuss current

  Melia Hord Keller Williams Legacy Group

  211 Ashton Oak Way, Winchester, KY 40391
• 

  

  /35

  $490,000 Sold Jan 31, 2025

  163 Hawthorne Dr, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,830 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $173/SF
  • 151 Days On Market

  Current Estimated Value $533,908

  Last Listing Agent Michael Hilario The Agency

  163 Hawthorne Dr, Winchester, KY 40391
• 

  

  /32

  Est $226,825 Not Listed For Sale

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

  230 Winn Ave, Winchester, KY 40391

  230 Winn Ave, Winchester, KY 40391
• 

  

  /22

  $145,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  417 Mount Vernon Dr, Winchester, KY 40391

  A 3 bedroom 2 bath home with a 2 car garage under 150k? Unbelievable! Start off your new year with a new home! Spacious manufactured home in Yorktowne Estates where YOU own your lot! Large primary bedroom, nice living room, huge family room, plenty of dining space, gas range, updated cabinets and sink. Check out that garage!! Private driveway with plenty of parking space, covered porches, metal

  Jason Townsend Kentucky Residential Real Estate, LLC

  417 Mount Vernon Dr, Winchester, KY 40391
• 

  

  /62

  $325,000 Sold Apr 24, 2025

  138 Shanahan Ln, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1996

  Last Sold Summary

  • 23% Below List Price
  • $172/SF
  • 88 Days On Market

  Current Estimated Value $345,992

  Last Listing Agent Christine McDonald FC Tucker Bluegrass

  138 Shanahan Ln, Winchester, KY 40391
• 

  

  /17

  Est $171,101 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 956 Sq Ft

  30 Rowland Ave, Winchester, KY 40391

  30 Rowland Ave, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.5 Acre
  • $220,000 per Acre

  260 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

  260 Duclair Dr, Winchester, KY 40391
• 

  

  /21

  $338,000 Sold Mar 19, 2025

  240 Athens Boonesboro Rd, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,841 Sq Ft
  • Built 1983

  Last Sold Summary

  • 170% Above List Price
  • $184/SF
  • 26 Days On Market

  Current Estimated Value $280,120

  Last Listing Agent Damon Ballinger C Roger Lewis Agency

  240 Athens Boonesboro Rd, Winchester, KY 40391
• 

  

  /27

  Est $182,465 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  37 Jackson St, Winchester, KY 40391

  37 Jackson St, Winchester, KY 40391
• 

  

  /55

  $425,000

  • 5 Beds
  • 3.5 Baths
  • 2,564 Sq Ft

  6504 Combs Ferry Rd, Winchester, KY 40391

  Welcome to an extraordinary residence where luxury, craftsmanship, and natural beauty come together. This house has been taken down to the studs, and thoughtfully rebuilt. This two story home with a walk-out basement sits on 8 acres, adjoining the Lower Howard Creek Preserve, offering unmatched privacy and an exceptional standard of living. The owner spared no expense—every detail has been

  Lucy Martin Jenkins United Real Estate Bluegrass

  6504 Combs Ferry Rd, Winchester, KY 40391
• 

  

  /15

  $110,000 Sold Sep 04, 2025

  706 Williamsburg Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 2024

  Last Sold Summary

  • 21% Below List Price
  • $119/SF

  Current Estimated Value $115,817

  Last Listing Agent Andrew Fugitt Coldwell Banker McMahan

  706 Williamsburg Dr, Winchester, KY 40391

Showing Results 481 - 520, Page 13 of 18