Midway, KY Homes

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  /28

  Est $355,014 Not Listed For Sale

  105 Coach Station Rd, Midway, KY 40347

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1997

  105 Coach Station Rd, Midway, KY 40347

  Last Sold Summary

  • 8% Above List Price
  • $202/SF
  • 11 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Carlos Elliott Tru Life Real Estate
• 

  

  

  /50

  $299,000 Pending

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

  255 W Higgins St, Midway, KY 40347

  Beautifully remodeled three-bedroom, two-bathroom home in Historic Midway, KY. Conveniently located in the middle of horse country, enjoy the luxury of being within a 20+/- minute drive of Keenland, Fasig-Tipton, Lexington, the Bluegrass airport, Frankfort, Georgetown and Versailles. The home itself was fully remodeled in 2020, with a new roof, floors, ceilings, plumbing, drywall, electric,

  Nicholas Bentley Bentley & Co., REALTORS

  255 W Higgins St, Midway, KY 40347
• 

  

  

  /65

  $735,000 Sold Jul 10, 2025

  1796 Woodlake Rd, Midway, KY 40347

  • 5 Beds
  • 4 Baths
  • 5,100 Sq Ft
  • Built 2015

  Last Sold Summary

  • 16% Below List Price
  • $144/SF
  • 120 Days On Market

  Current Estimated Value $740,252

  Last Listing Agent Dennis Nobles Turf Town Properties

  1796 Woodlake Rd, Midway, KY 40347
• 

  

  

  /30

  Est $302,731 Not Listed For Sale

  107 Coach Station Rd, Midway, KY 40347

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1997

  107 Coach Station Rd, Midway, KY 40347

  Last Sold Summary

  • 9% Above List Price
  • $198/SF
  • 0 Days On Market

  Last Sold Price $276,500

  Last Listing Agent Gail Popovitz Rector Hayden Realtors
• 

  

  

  /3

  $209,999

  • Land
  • 1.5 Acres
  • $139,999 per Acre

  1120 Duckers Rd, Midway, KY 40347

  Perfect location near Frankfort, Scott County, Woodford County and Lexington. Build a home that meets your needs. Property at one time had a business on it. It is currently zoned residential. Seller is working to change the zoning back to commercial.

  Elizabeth Betty White Keller Williams Bluegrass Realty

  1120 Duckers Rd, Midway, KY 40347
• 

  

  /21

  $385,000 Sold Sep 15, 2025

  Unlisted Address

  • Land
  • 28.47 Acres
  • $13,523 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 54 Days On Market

  Last Listing Agent David Humes Christies International Real Estate Bluegrass

  Unlisted Address
• 

  

  /23

  Est $381,841 Not Listed For Sale

  115 Coach Station Rd, Midway, KY 40347

  • 3 Beds
  • 2.5 Baths
  • 2,366 Sq Ft
  • Built 1997

  115 Coach Station Rd, Midway, KY 40347

  Last Sold Summary

  • 19% Above List Price
  • $136/SF
  • 0 Days On Market

  Last Sold Price $321,000

  Last Listing Agent Jessica Johnson Pinnacle Real Estate Group
• 

  

  /5

  $99,900

  • Land
  • 0.33 Acre
  • $302,727 per Acre

  275 Northside Dr, Midway, KY 40347

  Build your dream home on this prime lot in Midway! Connected to water and sewer with a convenient location that is just a short drive into Lexington. (Lot 8)

  April Byers RE/MAX Elite Lexington

  275 Northside Dr, Midway, KY 40347
• 

  

  /45

  $770,000 Sold Dec 29, 2025

  136 King Fisher Way, Midway, KY 40347

  • 5 Beds
  • 3 Baths
  • 4,202 Sq Ft
  • Built 2019

  Last Sold Summary

  • 10% Below List Price
  • $183/SF
  • 141 Days On Market

  Current Estimated Value $780,312

  Last Listing Agent Diana Roark Rector Hayden Realtors

  136 King Fisher Way, Midway, KY 40347
• 

  

  /46

  Est $304,920 Not Listed For Sale

  107 Cottage Grove, Midway, KY 40347

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1997

  107 Cottage Grove, Midway, KY 40347

  Last Sold Summary

  • 16% Above List Price
  • $197/SF
  • 0 Days On Market

  Last Sold Price $263,500

  Last Listing Agent Peggy Sharon United Real Estate Bluegrass
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  /37

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,726 Sq Ft

  224 E Cross St, Midway, KY 40347

  Historic Midway Charm located in the heart of Midway. This 3 bedroom 2 bath home offers 1726 sq ft with original hardwood floors, a brick fireplace, and spacious room sizes throughout. The solid brick construction and classic layout provides excellent potential for updates and added value. Ideal for local buyers, first-time homeowners looking to build sweat equity or investors seeking a strong

  Lisa Prather CENTURY 21 Simpson & Associates

  224 E Cross St, Midway, KY 40347
• 

  

  /77

  $715,000 Sold May 23, 2025

  133 King Fisher Way, Midway, KY 40347

  • 5 Beds
  • 3.5 Baths
  • 5,314 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $135/SF
  • 0 Days On Market

  Current Estimated Value $743,987

  Last Listing Agent Amy Diamond ERA Select Real Estate

  133 King Fisher Way, Midway, KY 40347
• 

  

  /27

  Est $305,721 Not Listed For Sale

  107 Carriage Ln, Midway, KY 40347

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 2000

  107 Carriage Ln, Midway, KY 40347

  Last Sold Summary

  • $231/SF
  • 0 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Nikki Ankeny Langfels The Brokerage
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  /108

  $2,200,000

  • 2 Beds
  • 1.5 Baths
  • 1,914 Sq Ft

  140 Seahawk Trail, Midway, KY 40347

  Coming in at just under 24 acres total, this Midway farm has it all! Thoughtfully designed by it's present owners, it is ready for some new love! Improvements on it's two parcels include: a 100x180 outdoor arena w/glacier sand, a 10 stall pony/yearling barn, (2) 80 ft lunge pins, a 4 bay Eurociser, a fowl barn, stocked pond, an 32x70 hoop barn, (2) 20x30 storage barns, an 80x180 indoor arena w/

  Mohamed Mahmoud Keller Williams Bluegrass Realty

  140 Seahawk Trail, Midway, KY 40347
• 

  

  /74

  $450,000 Sold Nov 03, 2025

  216 Cottage Grove, Midway, KY 40347

  • 4 Beds
  • 2.5 Baths
  • 2,304 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Below List Price
  • $195/SF
  • 5 Days On Market

  Current Estimated Value $471,747

  Last Listing Agent Jonathan Noel Noel Auctioneers and Real Estate Advisors

  216 Cottage Grove, Midway, KY 40347
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  /54

  Est $359,998 Not Listed For Sale

  104 Cottage Grove, Midway, KY 40347

  • 4 Beds
  • 3.5 Baths
  • 2,378 Sq Ft
  • Built 1997

  104 Cottage Grove, Midway, KY 40347

  Last Sold Summary

  • $151/SF
  • 19 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Missy Winchell RE/MAX
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  /33

  $235,000

  • 2 Beds
  • 1 Bath
  • 1,013 Sq Ft

  329 1st St, Midway, KY 40347

  Welcome home to this beautifully updated 2-bedroom gem in the heart of Midway! Thoughtfully remodeled with modern touches, this home offers comfort, style, and easy living. Step outside to a large, fully fenced backyard—ideal for gatherings, gardening, or simply unwinding in your own private space. Just minutes from Midway's charming downtown, shops, and restaurants, this home blends small-town

  Jana Hooten Key 2 Close Realty, LLC

  329 1st St, Midway, KY 40347
• 

  

  /5

  $95,000 Sold Oct 10, 2025

  6 Northside Dr, Midway, KY 40347

  • Land
  • 0.33 Acre
  • $287,879 per Acre

  Last Sold Summary

  • 740 Days On Market

  Last Listing Agent E Missy Bradley KY Local

  6 Northside Dr, Midway, KY 40347
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  /52

  Est $390,279 Not Listed For Sale

  106 Cottage Grove, Midway, KY 40347

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft
  • Built 1997

  106 Cottage Grove, Midway, KY 40347

  Last Sold Summary

  • 5% Above List Price
  • $135/SF
  • 40 Days On Market

  Last Sold Price $372,000

  Last Listing Agent Kristine Cassata Indigo & Co
• 

  /2

  $425,000 Sold Jun 05, 2025

  2639 Weisenbergermill Rd, Midway, KY 40347

  Last Sold Summary

  • 20% Below List Price
  • 0 Days On Market

  Last Listing Agent Sarah MacHarg Century 21 Advantage Realty - Georgetown

  2639 Weisenbergermill Rd, Midway, KY 40347
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  /28

  Est $213,716 Not Listed For Sale

  334 2nd St, Midway, KY 40347

  • 2 Beds
  • 1 Bath
  • 1,083 Sq Ft

  334 2nd St, Midway, KY 40347

  Last Sold Summary

  • 5% Below List Price
  • $208/SF
  • 16 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Morgan Withrow The Brokerage
• 

  

  /23

  $325,000 Sold Oct 28, 2025

  105 Carriage Ln, Midway, KY 40347

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $200/SF
  • 2 Days On Market

  Current Estimated Value $347,367

  Last Listing Agent Brendon K Woody Distinctive Living

  105 Carriage Ln, Midway, KY 40347
• 

  

  /10

  Est $980,306 Not Listed For Sale

  Unlisted Address

  • 3 Beds

  Unlisted Address

  Last Sold Summary

  • 29% Below List Price

  Last Sold Price $1,372,000

  Last Listing Agent Null Non-Member Non-Member Office
• 

  

  /6

  $62,000 Sold Mar 16, 2026

  217 E Higgins St, Midway, KY 40347

  • Land
  • 0.12 Acre
  • $516,667 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 4 Days On Market

  Current Estimated Value $70,047

  Last Listing Agent Makenna Walls Torrey Smith Realty Co, LLC

  217 E Higgins St, Midway, KY 40347
• 

  

  /15

  Est $228,876 Not Listed For Sale

  5411 Old Frankfort Pike, Midway, KY 40347

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  5411 Old Frankfort Pike, Midway, KY 40347

  Last Sold Summary

  • 63% Above List Price
  • $112/SF
  • 77 Days On Market

  Last Sold Price $140,000

  Last Listing Agent Harold Steele Haroldz, Inc.
• 

  

  /25

  $190,000 Sold Oct 20, 2025

  422 S Gratz St, Midway, KY 40347

  • 4 Beds
  • 1 Bath
  • 1,046 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Below List Price
  • $182/SF
  • 20 Days On Market

  Current Estimated Value $207,098

  Last Listing Agent Erin Hurst Bluegrass Properties Group

  422 S Gratz St, Midway, KY 40347
• 

  

  /74

  Est $2,109,918 Not Listed For Sale

  3945 W Leestown Rd, Midway, KY 40347

  • 3 Beds
  • 3.5 Baths
  • 3,319 Sq Ft

  3945 W Leestown Rd, Midway, KY 40347

  Last Sold Summary

  • 56% Below List Price
  • $1,461/SF
  • 141 Days On Market

  Last Sold Price $4,850,000

  Last Listing Agent Katie Craig Katie Craig Realty
• 

  

  /26

  $215,000 Sold Jul 18, 2025

  103 Richardson St, Midway, KY 40347

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $175/SF
  • 4 Days On Market

  Current Estimated Value $241,022

  Last Listing Agent Raegen Cox-Lowe Coldwell Banker McMahan

  103 Richardson St, Midway, KY 40347
• 

  

  /32

  Est $304,803 Not Listed For Sale

  426 Shady Ln, Midway, KY 40347

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1959

  426 Shady Ln, Midway, KY 40347

  Last Sold Summary

  • 10% Above List Price
  • $207/SF
  • 2 Days On Market

  Last Sold Price $276,000

  Last Listing Agent Carole Schoo Lifstyl Real Estate
• 

  

  /29

  $316,000 Sold Apr 09, 2025

  127 Old Towne Walk, Midway, KY 40347

  • 3 Beds
  • 2.5 Baths
  • 1,797 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $176/SF
  • 9 Days On Market

  Current Estimated Value $352,570

  Last Listing Agent Hunter Porter True Line Real Estate

  127 Old Towne Walk, Midway, KY 40347
• 

  

  /57

  Est $788,202 Not Listed For Sale

  101 Seahorse Ct Unit 2, Midway, KY 40347

  • 4 Beds
  • 3.5 Baths
  • 4,526 Sq Ft
  • Built 2011

  101 Seahorse Ct Unit 2, Midway, KY 40347

  Last Sold Summary

  • 5% Above List Price
  • $166/SF
  • 24 Days On Market

  Last Sold Price $751,000

  Last Listing Agent Peyton Jarboe CENTURY 21 Commonwealth R E
• 

  /2

  $215,000 Sold Jul 17, 2025

  405 N Winter St, Midway, KY 40347

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft
  • Built 1870

  Last Sold Summary

  • $173/SF
  • 0 Days On Market

  Current Estimated Value $218,620

  Last Listing Agent Heather Kuykendoll Bluegrass Properties Group

  405 N Winter St, Midway, KY 40347
• 

  

  /12

  Est $268,761 Not Listed For Sale

  97 Zion Hill Ln, Midway, KY 40347

  • 3 Beds
  • 1.5 Baths
  • 1,688 Sq Ft

  97 Zion Hill Ln, Midway, KY 40347

  Last Sold Summary

  • 95% Above List Price
  • $82/SF
  • 56 Days On Market

  Last Sold Price $138,000

  Last Listing Agent Bobbie Johnson RE/MAX
• 

  

  /18

  $365,000 Sold Mar 20, 2026

  217 W Stephens St, Midway, KY 40347

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 1920

  Last Sold Summary

  • 1% Above List Price
  • $210/SF
  • 29 Days On Market

  Current Estimated Value $352,970

  Last Listing Agent Markus Cross McCallie Real Estate

  217 W Stephens St, Midway, KY 40347
• 

  

  /46

  Est $716,017 Not Listed For Sale

  115 Pelican Way, Midway, KY 40347

  • 5 Beds
  • 3.5 Baths
  • 3,894 Sq Ft
  • Built 2004

  115 Pelican Way, Midway, KY 40347

  Last Sold Summary

  • 19% Above List Price
  • $154/SF
  • 123 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Deni Hamilton Coldwell Banker McMahan
• 

  

  /32

  $370,000 Sold Jul 11, 2025

  107 Highview Dr, Midway, KY 40347

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $175/SF
  • 27 Days On Market

  Current Estimated Value $374,940

  Last Listing Agent David Humes Christies International Real Estate Bluegrass

  107 Highview Dr, Midway, KY 40347
• 

  

  /81

  Est $744,795 Not Listed For Sale

  130 Lighthouse Way, Midway, KY 40347

  • 5 Beds
  • 4.5 Baths
  • 5,055 Sq Ft
  • Built 2004

  130 Lighthouse Way, Midway, KY 40347

  Last Sold Summary

  • 1% Below List Price
  • $148/SF
  • 25 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Tom Biederman Biederman Real Estate
• 

  

  /35

  $460,000 Sold Feb 17, 2026

  280 Browns Mill Rd, Midway, KY 40347

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1940

  Last Sold Summary

  • 1% Below List Price
  • $230/SF
  • 2 Days On Market

  Current Estimated Value $270,489

  Last Listing Agent Jessica Bach Lifstyl Real Estate

  280 Browns Mill Rd, Midway, KY 40347
• 

  

  /75

  Est $748,975 Not Listed For Sale

  134 King Fisher Way, Midway, KY 40347

  • 5 Beds
  • 3.5 Baths
  • 4,689 Sq Ft
  • Built 2006

  134 King Fisher Way, Midway, KY 40347

  Last Sold Summary

  • $160/SF
  • 17 Days On Market

  Last Sold Price $749,000

  Last Listing Agent D Clay Hall Keller Williams Legacy Group
• 

  

  /5

  $95,000 Sold Dec 12, 2025

  4 Northside Dr, Midway, KY 40347

  • Land
  • 0.33 Acre
  • $287,879 per Acre

  Last Sold Summary

  • 740 Days On Market

  Last Listing Agent E Missy Bradley KY Local

  4 Northside Dr, Midway, KY 40347

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