Ford, KY Homes

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  /22

  $88,000 Sold May 08, 2025

  423 E Broadway St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 2,363 Sq Ft
  • Built 1878

  Last Sold Summary

  • 76% Above List Price
  • $37/SF
  • 23 Days On Market

  Current Estimated Value $190,693

  Last Listing Agent Tanya McKee Bluegrass Auction, Appraisal & Realty, LLC

  423 E Broadway St, Winchester, KY 40391
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  /17

  Est $221,953 Not Listed For Sale

  102 Kentucky St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 1940

  102 Kentucky St, Winchester, KY 40391

  Last Sold Summary

  • 3% Above List Price
  • $124/SF
  • 41 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Holly Spradlin KY Realty Co
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  /44

  $360,000

  • 4 Beds
  • 3 Baths
  • 3,440 Sq Ft

  221 W Hickman St, Winchester, KY 40391

  Step into a home where history and beauty meet in the most charming way. This stunning, fully remodeled historic home offers over 3,400 square feet of thoughtfully renewed living space, blending timeless character with elegant modern updates. From the moment you walk inside, you'll feel the warmth and romance of a home that has been lovingly restored while still honoring its original charm.

  Brandon Hedinger Keller Williams Bluegrass Realty

  221 W Hickman St, Winchester, KY 40391
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  /44

  $315,000 Sold Jun 27, 2025

  43 Skylark Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,459 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $128/SF
  • 70 Days On Market

  Current Estimated Value $336,983

  Last Listing Agent Chad Bowman The Brokerage

  43 Skylark Dr, Winchester, KY 40391
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  /16

  Est $368,006 Not Listed For Sale

  122 French Ave, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 4,176 Sq Ft
  • Built 1920

  122 French Ave, Winchester, KY 40391

  Last Sold Summary

  • 23% Above List Price
  • $72/SF
  • 4 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Brenda Sipes Bridgewater Real Estate
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  /47

  $452,500

  • 3 Beds
  • 2.5 Baths
  • 2,961 Sq Ft

  42 Mockingbird Valley Rd, Winchester, KY 40391

  This is a perfect home for EVERY season.....enjoy multiple, interior gathering spaces and the glow and warmth of either the L R or Dining Room fireplace on the main level or the coziness of the mesmerizing fireplace in the lower level family room during the winter. Watch the backyard come alive with rich and lush vegetation during the Spring from the large, glass walled sun room. For Summer, tons

  Markus Cross McCallie Real Estate

  42 Mockingbird Valley Rd, Winchester, KY 40391
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  /2

  $350,000 Sold Aug 14, 2025

  Unlisted Address

  • 4 Beds
  • 2.5 Baths
  • 3,672 Sq Ft
  • Built 1960

  Last Sold Summary

  • $95/SF

  Current Estimated Value $341,739

  Last Listing Agent Null Non-Member Non-Member Office

  Unlisted Address
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  /32

  Est $231,428 Not Listed For Sale

  162 French Ave, Winchester, KY 40391

  • 4 Beds
  • 1 Bath
  • 2,327 Sq Ft
  • Built 1920

  162 French Ave, Winchester, KY 40391

  Last Sold Summary

  • 18% Above List Price
  • $84/SF
  • 15 Days On Market

  Last Sold Price $195,700

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC
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  /2

  $100,000

  • Land
  • 0.32 Acre
  • $312,500 per Acre

  169 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

  169 Duclair Dr, Winchester, KY 40391
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  /12

  $9,000 Sold Sep 18, 2025

  406 W Washington St, Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 1,428 Sq Ft
  • Built 1945

  Last Sold Summary

  • 10% Below List Price
  • $6/SF
  • 19 Days On Market

  Current Estimated Value $124,932

  Last Listing Agent Jack Rookard Rookard Real Estate Consultants

  406 W Washington St, Winchester, KY 40391
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  /31

  Est $210,243 Not Listed For Sale

  134 Central Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,946 Sq Ft
  • Built 1930

  134 Central Ave, Winchester, KY 40391

  Last Sold Summary

  • 50% Above List Price
  • $72/SF
  • 1 Day On Market

  Last Sold Price $140,000

  Last Listing Agent Mila Ensor Ensor Real Estate, LLC
• 

  

  /19

  $265,000

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

  130 E Broadway St, Winchester, KY 40391

  Turnkey downtown triplex with tenants already in place. An excellent addition to any investor's portfolio. Two units have been recently updated, while the third features a long-term tenant with future value-add potential. Property includes two 1BD/1BA units and one 2BD/1BA unit. Tenants pay all utilities directly except water, which is on a RUB system, keeping operating costs low. Strong income

  Sarah May Mayca Property Solutions

  130 E Broadway St, Winchester, KY 40391
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  /79

  $425,000 Sold Feb 23, 2026

  1410 Dry Fork Creek Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $399/SF
  • 78 Days On Market

  Last Listing Agent Skyler Lewis Dream Maker Realty, LLC

  1410 Dry Fork Creek Rd, Winchester, KY 40391
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  /19

  Est $207,959 Not Listed For Sale

  130 Central Ave, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,322 Sq Ft
  • Built 1930

  130 Central Ave, Winchester, KY 40391

  Last Sold Summary

  • 12% Above List Price
  • $140/SF
  • 1 Day On Market

  Last Sold Price $185,000

  Last Listing Agent Lukas Owens The Brokerage
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  /29

  $234,900

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

  11 Shelley Dr, Winchester, KY 40391

  SELLER is motivated to offers! Welcoming you to this lovely updated throughout 3 bedroom, 2 full bath ranch! As you step into the home with its cozy feeling, and spacious space in every room, including a full unfinished basement wonderful for storage or to finish that into living square footage, great size back yard with large back patio perfect for the family gatherings, also a partial fenced in

  Nichole Bingham CENTURY 21 Advantage Realty

  11 Shelley Dr, Winchester, KY 40391
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  /55

  $520,000 Sold May 15, 2025

  427 Calmes Blvd, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 4,659 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $112/SF
  • 61 Days On Market

  Current Estimated Value $535,131

  Last Listing Agent Kymberly McCreary Kentucky Land and Home

  427 Calmes Blvd, Winchester, KY 40391
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  /8

  Est $240,319 Not Listed For Sale

  109 Alabama St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • Built 1930

  109 Alabama St, Winchester, KY 40391

  Last Sold Summary

  • 6% Above List Price
  • $167/SF
  • 9 Days On Market

  Last Sold Price $227,000

  Last Listing Agent Andrew Fugitt Coldwell Banker McMahan
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  /33

  $209,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  59 Holiday Rd, Winchester, KY 40391

  Don't Wait - this home is priced to Sell! All one level brick ranch features 3 Bedrooms, 1-bath. Newer updates include interior paint and laminate flooring giving the home a clean modern feel. The living spaces are filled with natural light, making the home feel warm and inviting. Step out to a spacious deck and large backyard - great for entertaining or just enjoying the outdoor space. Need

  Kathy Burton Coldwell Banker McMahan

  59 Holiday Rd, Winchester, KY 40391
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  /24

  $188,000 Sold Jan 29, 2026

  27 Ashland Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,653 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Below List Price
  • $114/SF
  • 112 Days On Market

  Current Estimated Value $189,665

  Last Listing Agent Robin Mobley-Mosher Marshall Lane Real Estate - Lexington

  27 Ashland Ave, Winchester, KY 40391
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  /23

  Est $199,506 Not Listed For Sale

  112 Georgia St, Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,738 Sq Ft
  • Built 1930

  112 Georgia St, Winchester, KY 40391

  Last Sold Summary

  • 25% Above List Price
  • $92/SF
  • 8 Days On Market

  Last Sold Price $160,000

  Last Listing Agent Wayne Elkins RE/MAX
• 

  

  /23

  $270,000

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft

  108 Ashley Dr, Winchester, KY 40391

  Be among the first to discover this exceptional property! This is a brand new listing, presenting a unique opportunity to own a home in a highly sought-after location. Imagine living in a neighborhood where everything you need is just a stone's throw away. This fabulous property boasts not only a full basement, offering endless possibilities for recreation, storage, or a home office, but also an

  A. Rebecca Woods Woods Realty Group

  108 Ashley Dr, Winchester, KY 40391
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  /25

  $375,000 Sold Aug 29, 2025

  317 Hanover Dr, Winchester, KY 40391

  • 5 Beds
  • 3.5 Baths
  • 3,111 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $121/SF
  • 8 Days On Market

  Current Estimated Value $378,401

  Last Listing Agent Mike Wheatley Bluegrass Properties Group

  317 Hanover Dr, Winchester, KY 40391
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  /48

  Est $247,455 Not Listed For Sale

  104 Georgia St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 1930

  104 Georgia St, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $139/SF
  • 9 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington
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  /2

  $100,000

  • Land
  • 0.32 Acre
  • $312,500 per Acre

  115 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

  115 Duclair Dr, Winchester, KY 40391
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  /60

  $545,000 Sold Oct 31, 2025

  445 Lynnway Dr, Winchester, KY 40391

  • 4 Beds
  • 3.5 Baths
  • 3,649 Sq Ft
  • Built 1993

  Last Sold Summary

  • $149/SF
  • 4 Days On Market

  Current Estimated Value $543,544

  Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

  445 Lynnway Dr, Winchester, KY 40391
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  /44

  Est $187,907 Not Listed For Sale

  118 Alabama St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1940

  118 Alabama St, Winchester, KY 40391

  Last Sold Summary

  • 32% Above List Price
  • $101/SF
  • 1 Day On Market

  Last Sold Price $142,000

  Last Listing Agent Susan Moore Keller Williams Legacy Group
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  /49

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 2,628 Sq Ft

  221 Moundale Ave, Winchester, KY 40391

  Step back in time as you walk up the stone steps into this beautiful 3 bed 2.5 bath house. This house has been very well maintained and offers many updates. You get the best of both worlds the craftsmanship of an older home with all the newer amenities. Hardwood, tile and brick floors throughout the house with Granite countertops, This house sits on a lot and a half. The owners have recently

  Andrew Fugitt Coldwell Banker McMahan

  221 Moundale Ave, Winchester, KY 40391
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  /102

  $525,000 Sold Dec 22, 2025

  1953 Cabin Creek Rd, Winchester, KY 40391

  • 6 Beds
  • 4.5 Baths
  • 3,846 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $137/SF
  • 9 Days On Market

  Current Estimated Value $528,414

  Last Listing Agent Josh Wood Freedom Realty & Property Management

  1953 Cabin Creek Rd, Winchester, KY 40391
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  /28

  Est $250,266 Not Listed For Sale

  116 Alabama St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,626 Sq Ft
  • Built 1940

  116 Alabama St, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $142/SF
  • 95 Days On Market

  Last Sold Price $231,000

  Last Listing Agent Cheri Shaffer Keller Williams Commonwealth
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  /23

  $178,000

  • 2 Beds
  • 1 Bath
  • 1,228 Sq Ft

  220 Jackson St, Winchester, KY 40391

  Welcome to 220 Jackson Street in Winchester, KY 40391 - a great opportunity to own a home full of character in a convenient location. Whether you're a first-time buyer, investor, or looking to downsize, this property offers both comfort and potential. Inside, you'll find a functional layout with inviting living spaces that make everyday living easy. The home provides a warm and welcoming feel,

  Hunter Miller GSP Homes

  220 Jackson St, Winchester, KY 40391
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  /28

  $345,000 Sold Jun 19, 2025

  512 Boone Ave, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft
  • Built 1950

  Last Sold Summary

  • 14% Below List Price
  • $110/SF
  • 58 Days On Market

  Current Estimated Value $382,030

  Last Listing Agent Jordan James Lifstyl Real Estate

  512 Boone Ave, Winchester, KY 40391
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  /27

  Est $253,655 Not Listed For Sale

  335 S Main St, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft
  • Built 1920

  335 S Main St, Winchester, KY 40391

  Last Sold Summary

  • 2% Above List Price
  • $127/SF
  • 41 Days On Market

  Last Sold Price $249,500

  Last Listing Agent Shari Frasure Keller Williams Commonwealth
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  /14

  $129,300

  • Land
  • 2.3 Acres
  • $56,217 per Acre

  110 Knox Ct, Winchester, KY 40391

  The largest and most desirable lot in The Reserve is now available! Nestled in a cul-de-sac, this 2.3 acre tract offers exceptional views of Bluegrass farmland. Build your custom dream home and watch the sun set over the pond, right from your porch. Located in one of Winchester's newest luxury subdivisions, featuring carefully crafted guidelines to preserve the community's character. All of this

  Amanda Thomas The Agency

  110 Knox Ct, Winchester, KY 40391
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  /114

  $635,000 Sold Sep 30, 2025

  315 The Woods Ln, Winchester, KY 40391

  • 5 Beds
  • 4.5 Baths
  • 5,524 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $115/SF
  • 63 Days On Market

  Current Estimated Value $624,817

  Last Listing Agent Terri McGraw FC Tucker Bluegrass

  315 The Woods Ln, Winchester, KY 40391
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  /35

  Est $232,391 Not Listed For Sale

  24 Hughes Ave, Winchester, KY 40391

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

  24 Hughes Ave, Winchester, KY 40391

  Last Sold Summary

  • 22% Above List Price
  • $158/SF
  • 24 Days On Market

  Last Sold Price $189,900

  Last Listing Agent Nena Honaker Tom Goebel & Company
• 

  /2

  $110,000 Pending

  • Land
  • 0.34 Acre
  • $323,529 per Acre

  230 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

  230 Duclair Dr, Winchester, KY 40391
• 

  

  /30

  $189,900 Sold Mar 16, 2026

  357 E Washington St, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $143/SF
  • 26 Days On Market

  Current Estimated Value $186,740

  Last Listing Agent Dylan Justice GSP Homes

  357 E Washington St, Winchester, KY 40391
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  /20

  Est $199,596 Not Listed For Sale

  38 Hughes Ave, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1940

  38 Hughes Ave, Winchester, KY 40391

  Last Sold Summary

  • 21% Above List Price
  • $123/SF
  • 8 Days On Market

  Last Sold Price $165,000

  Last Listing Agent Destiny Darby Keller Williams Commonwealth
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  /37

  $1,595,000

  • 37 Beds
  • 19.5 Baths
  • 26,124 Sq Ft

  2 N Main St, Winchester, KY 40391

  Major CAPEX in 2022 & 2024 — Facade transformation, fully restored and renovated.Current grossing $168,000 annual rent, with $4,000/month upside — beats the 1% rule! The Kerr Building, the largest downtown historical landmark, features structural repairs, new roofing, brick tuck-pointing, secure key-fob entrances, central HVAC, modern kitchens, updated baths, and new flooring. 18 LIHTC

  Blanca Cheung Tsubaki Group, LLC

  2 N Main St, Winchester, KY 40391
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  /32

  $183,000 Sold Jul 30, 2025

  517 Hidden Hills Way, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 2001

  Last Sold Summary

  • $163/SF
  • 78 Days On Market

  Current Estimated Value $207,489

  Last Listing Agent Brenda Sipes Bridgewater Real Estate

  517 Hidden Hills Way, Winchester, KY 40391

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