Homes in ZIP Code 40391

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  /51

  $69,900 Pending

  • Land
  • 4.48 Acres
  • $15,603 per Acre

  1450 Ford Rd, Winchester, KY 40391

  Darrell Tackett Dream Maker Realty, LLC

  1450 Ford Rd, Winchester, KY 40391
• 

  

  

  /61

  $372,500 Sold Mar 28, 2025

  521 Lasalle Ct, Winchester, KY 40391

  • 3 Beds
  • 3 Baths
  • 2,101 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $177/SF
  • 15 Days On Market

  Current Estimated Value $366,413

  Last Listing Agent Keith Wilson Coldwell Banker McMahan

  521 Lasalle Ct, Winchester, KY 40391
• 

  

  

  /57

  Est $189,351 Not Listed For Sale

  17 Hiawatha Trail, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1968

  17 Hiawatha Trail, Winchester, KY 40391

  Last Sold Summary

  • 11% Above List Price
  • $170/SF
  • 32 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Josh Wood Freedom Realty & Property Management
• 

  

  /2

  $42,500

  • Land
  • 0.26 Acre
  • $163,462 per Acre

  105 Bella Ct, Winchester, KY 40391

  Jo Gawthrop Keller Williams Bluegrass Realty

  105 Bella Ct, Winchester, KY 40391
• 

  

  

  /41

  $300,300 Sold Nov 07, 2025

  37 Lynnway Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 3,220 Sq Ft
  • Built 1976

  Last Sold Summary

  • $93/SF
  • 58 Days On Market

  Current Estimated Value $306,802

  Last Listing Agent Donna Thwaites Thwaites Realtors LLC

  37 Lynnway Dr, Winchester, KY 40391
• 

  

  /15

  Est $201,386 Not Listed For Sale

  13 Hiawatha Trail, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft
  • Built 1968

  13 Hiawatha Trail, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $184/SF
  • 50 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Patrick Arvin Keller Williams Commonwealth
• 

  /2

  $110,000

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

  250 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

  250 Duclair Dr, Winchester, KY 40391
• 

  

  /41

  $247,000 Sold Sep 19, 2025

  3588 Stamper Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $161/SF
  • 4 Days On Market

  Current Estimated Value $246,480

  Last Listing Agent Zach Johnson The Brokerage

  3588 Stamper Dr, Winchester, KY 40391
• 

  

  /19

  Est $195,949 Not Listed For Sale

  7 Hiawatha Trail, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,215 Sq Ft
  • Built 1968

  7 Hiawatha Trail, Winchester, KY 40391

  Last Sold Summary

  • 12% Above List Price
  • $144/SF
  • 54 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Josh Wood Freedom Realty & Property Management
• 

  

  /21

  $139,000

  • 2 Beds
  • 1 Bath
  • 886 Sq Ft

  9 Linden Ave, Winchester, KY 40391

  Back on Market due to: Buyer's financing fell through. Very nice home with hardwood floors in main areas featuring 2 bedrooms, 1 bath, permanent stairs to attic that has windows and could possibly be 2 bedrooms or bonus room. Enjoy your coffee on the front porch in the mornings! The storage shed in the back yard conveys with property. Home being sold as-is, where-is, sale pending court approval,

  Emily Hacker-Todd CENTURY 21 Advantage Realty

  9 Linden Ave, Winchester, KY 40391
• 

  

  /20

  $205,000 Sold Aug 19, 2025

  202 Custer Ct, Winchester, KY 40391

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

  Last Sold Summary

  • 8% Above List Price
  • $184/SF
  • 2 Days On Market

  Current Estimated Value $198,827

  Last Listing Agent Brittany Beer EXP Realty, LLC

  202 Custer Ct, Winchester, KY 40391
• 

  

  /33

  Est $261,212 Not Listed For Sale

  16 Apache Trail, Winchester, KY 40391

  • 5 Beds
  • 2 Baths
  • 1,831 Sq Ft
  • Built 1999

  16 Apache Trail, Winchester, KY 40391

  Last Sold Summary

  • 14% Above List Price
  • $126/SF
  • 2 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Tammy Prewitt Keller Williams Commonwealth
• 

  

  /5

  $450,000

  5127 Combs Ferry Rd, Ford, KY 40391

  Scenic 14+ Acres of Prime Farmland in the Heart of the Bluegrass! Whether you're dreaming of starting a small farm, designing your ideal homestead, or simply building your custom country home with room to roam, this property offers the perfect blend of space, beauty, tranquility, and convenience. Enjoy peaceful rural living with open skies and scenic countryside views, surrounded by picturesque

  John Martin Exit Realty Crutcher Frankfort

  5127 Combs Ferry Rd, Ford, KY 40391
• 

  

  /15

  $176,000 Sold Oct 17, 2025

  7575 Irvine Rd, Winchester, KY 40391

  Last Sold Summary

  • 6% Below List Price
  • 2 Days On Market

  Current Estimated Value $179,509

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  7575 Irvine Rd, Winchester, KY 40391
• 

  

  /29

  Est $238,249 Not Listed For Sale

  46 Hiawatha Trail, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1970

  46 Hiawatha Trail, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $145/SF
  • 2 Days On Market

  Last Sold Price $218,000

  Last Listing Agent Christina Baker United Real Estate Louisville
• 

  /2

  $188,500

  • Land
  • 12.1 Acres
  • $15,579 per Acre

  155 Spring Ridge Way, Winchester, KY 40391

  Great opportunity to develop/ build on 12+ acres. The property has three street stubs adjoining it. Three different concepts are included under documents. They are- R-1E, 4000 sq. Ft lots for 80 lots R-4- 14 Duplexes and 6 4plexes for 52 units R-1D - 6000 sq. Ft. Lots for 41 lots. Utilities are to the property and sewer availability should not be an issue. Please feel free to call the listing

  Jo Gawthrop Keller Williams Bluegrass Realty

  155 Spring Ridge Way, Winchester, KY 40391
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  /40

  $400,000 Sold May 23, 2025

  109 Monet Blvd, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $164/SF
  • 26 Days On Market

  Current Estimated Value $422,996

  Last Listing Agent Melissa Brown Keller Williams Legacy Group

  109 Monet Blvd, Winchester, KY 40391
• 

  

  /33

  Est $245,411 Not Listed For Sale

  14 Hiawatha Trail, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 950 Sq Ft
  • Built 1975

  14 Hiawatha Trail, Winchester, KY 40391

  Last Sold Summary

  • 4% Above List Price
  • $249/SF
  • 21 Days On Market

  Last Sold Price $237,000

  Last Listing Agent Dylan Langdon The Agency
• 

  

  /10

  $591,650 Pending

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

  104 Bella Shae Way, Winchester, KY 40391

  Welcome Home to the Winchester Floor Plan by CP Builders. This elegant ranch home features all-brick construction, a welcoming front porch, and a two-car garage. Step inside and be greeted by soaring 9-foot ceilings and a spacious open floor plan. The split bedroom design offers privacy and comfort, with a luxurious primary suite boasting an ensuite bathroom and a walk-in closet. Enjoy easy

  Shane Underwood Keller Williams Commonwealth

  104 Bella Shae Way, Winchester, KY 40391
• 

  

  /10

  $325,000 Sold Aug 29, 2025

  210 Cabin Creek Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1999

  Last Sold Summary

  • $205/SF

  Current Estimated Value $326,181

  Last Listing Agent Janine Shackelford LPT Realty

  210 Cabin Creek Rd, Winchester, KY 40391
• 

  

  /24

  Est $258,365 Not Listed For Sale

  108 Dixon Way, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,377 Sq Ft
  • Built 2006

  108 Dixon Way, Winchester, KY 40391

  Last Sold Summary

  • $187/SF
  • 124 Days On Market

  Last Sold Price $257,500

  Last Listing Agent Angie Conley Dixon Dixon Properties
• 

  

  /12

  $297,000

  • 4 Beds
  • 2.5 Baths
  • 1,693 Sq Ft

  327 Newcastle Ln, Winchester, KY 40391

  Welcome home to this cozy cute FOUR bedroom house with 2 full bath/ 1 half bath! Rare to find- Primary bedroom and full bath on first floor. Large living area with plenty of sunlight through insulated windows and skylights. This open floorpan also showcases a nice open staircase that overlooks the main floor. Upstairs are 3 additional bedrooms and a full bathroom. Fenced yard and covered patio to

  Huong Dunn Bluegrass Property Exchange

  327 Newcastle Ln, Winchester, KY 40391
• 

  

  /77

  $464,900 Sold Jun 09, 2025

  275 Runnymeade Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,495 Sq Ft
  • Built 2017

  Last Sold Summary

  • $186/SF
  • 21 Days On Market

  Current Estimated Value $475,002

  Last Listing Agent Tyson Walters Kassie & Associates

  275 Runnymeade Dr, Winchester, KY 40391
• 

  

  /19

  Est $214,291 Not Listed For Sale

  170 Center Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,517 Sq Ft
  • Built 1961

  170 Center Dr, Winchester, KY 40391

  Last Sold Summary

  • 48% Above List Price
  • $96/SF
  • 52 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Larry Moore CENTURY 21 Simpson & Associates
• 

  

  /38

  $389,900 Pending

  • 4 Beds
  • 2 Baths
  • 2,659 Sq Ft

  6239 Old Boonesboro Rd, Winchester, KY 40391

  Welcome Home to the beautiful country! If you've been looking for quiet, space, and a place that truly feels like home, this charming Cape Cod on nearly 2 acres in Clark County checks all the boxes. Tucked into a peaceful rural setting yet conveniently located near I-75, I-64 and the Winchester Bypass, this property offers the best of country living with easy access to town. With over 2,600

  Kenya Woods United Real Estate Bluegrass

  6239 Old Boonesboro 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 $258,718

  Last Listing Agent Stephen Brashear Real Broker LLC

  433 Wellington Way, Winchester, KY 40391
• 

  

  /58

  Est $194,033 Not Listed For Sale

  219 Locust Grove Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,191 Sq Ft
  • Built 1955

  219 Locust Grove Rd, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $151/SF
  • 27 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Josh Wood Freedom Realty & Property Management
• 

  

  /26

  $184,000

  • 2 Beds
  • 1.5 Baths
  • 1,102 Sq Ft

  356 Colby Ridge Blvd, Winchester, KY 40391

  This cozy 2-bedroom, 1.5-bath home is the perfect fit for first-time buyers or anyone looking to expand their investment portfolio. The inviting living room features a propane-operated fireplace that provides a reliable backup heat source. The spacious primary bedroom includes his-and-her closets, and both bedrooms are equipped with additional split units for personalized comfort. A full

  Nena Honaker Tom Goebel & Company

  356 Colby Ridge Blvd, Winchester, KY 40391
• 

  /2

  $180,000 Sold Jul 01, 2025

  23 Meadowbrook Dr, Winchester, KY 40391

  • 4 Beds
  • 4 Baths
  • 2,250 Sq Ft
  • Built 1953

  Last Sold Summary

  • $80/SF

  Current Estimated Value $197,400

  Last Listing Agent A. Rebecca Woods Woods Realty Group

  23 Meadowbrook Dr, Winchester, KY 40391
• 

  

  /29

  Est $184,821 Not Listed For Sale

  505 Bob o Link Dr, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,228 Sq Ft
  • Built 1960

  505 Bob o Link Dr, Winchester, KY 40391

  Last Sold Summary

  • 12% Above List Price
  • $134/SF
  • 22 Days On Market

  Last Sold Price $165,000

  Last Listing Agent Kathryn Cheuvront Coldwell Banker McMahan
• 

  

  /43

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  564 Trapp-Goffs Corner Rd, Winchester, KY 40391

  Private 12-Acre Property in Winchester, KY - Convenient to Lexington & Red River Gorge This 3-bedroom, 2-bath single-family home with an office/flex room is situated on 12 acres in Winchester, KY, offering a combination of open and primarily wooded land. The property is located less than 40 minutes from Lexington and approximately 30 minutes from Red River Gorge. The home offers 1,960 square feet

  Felicia Mayes The Real Estate Co.

  564 Trapp-Goffs Corner Rd, 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 $60,530

  Last Listing Agent Brian Lewis Guide Realty, Inc.

  76 Clay St, Winchester, KY 40391
• 

  

  /12

  Est $213,512 Not Listed For Sale

  303 Hummingbird Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,169 Sq Ft
  • Built 1960

  303 Hummingbird Rd, Winchester, KY 40391

  Last Sold Summary

  • 13% Above List Price
  • $162/SF
  • 27 Days On Market

  Last Sold Price $189,000

  Last Listing Agent Garry Milton Milton and Associates Real Estate
• 

  

  /103

  $3,500,000

  • 6 Beds
  • 5.5 Baths
  • 7,274 Sq Ft

  5045 Van Meter Rd, Winchester, KY 40391

  Welcome to a truly exceptional 78-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
• 

  

  /18

  $99,000 Sold Jun 17, 2025

  27 Oliver St, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1940

  Last Sold Summary

  • 7% Below List Price
  • $80/SF
  • 8 Days On Market

  Current Estimated Value $108,271

  Last Listing Agent Daniel Ellis Metro Max Realty

  27 Oliver St, Winchester, KY 40391
• 

  

  /7

  Est $189,136 Not Listed For Sale

  301 Hummingbird Rd, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,106 Sq Ft
  • Built 1955

  301 Hummingbird Rd, Winchester, KY 40391

  Last Sold Summary

  • 36% Above List Price
  • $126/SF
  • 41 Days On Market

  Last Sold Price $139,000

  Last Listing Agent Garry Milton Milton and Associates Real Estate
• 

  /2

  $85,000 Pending

  • Land
  • 3.68 Acres
  • $23,098 per Acre

  2465 Flanagan Station Rd, Winchester, KY 40391

  Rare opportunity to own 3.68 acres of vacant land just outside Winchester, ideal for buyers seeking space to build a private custom home in a peaceful rural setting. With electric and water available at the road, this property offers a ready-to-build homesite while maintaining the privacy and open surroundings many buyers are looking for today. Providing quick access to downtown Winchester's

  Shari Frasure Keller Williams Commonwealth

  2465 Flanagan Station Rd, Winchester, KY 40391
• 

  

  /65

  $275,000 Sold Aug 15, 2025

  151 Hilltop Dr, Winchester, KY 40391

  • 4 Beds
  • 1.5 Baths
  • 1,873 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $147/SF
  • 130 Days On Market

  Current Estimated Value $271,186

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

  151 Hilltop Dr, Winchester, KY 40391
• 

  

  /30

  Est $171,522 Not Listed For Sale

  222 Locust Grove Rd, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft
  • Built 1940

  222 Locust Grove Rd, Winchester, KY 40391

  Last Sold Summary

  • 27% Above List Price
  • $151/SF
  • 2 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Michelle Blackburn RE/MAX
• 

  /2

  $100,000

  • Land
  • 0.37 Acre
  • $270,270 per Acre

  225 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

  225 Jacob Ct, Winchester, KY 40391

Showing Results 241 - 280, Page 7 of 18