Grayson, KY Homes

• 

  

  

  /28

  $550,000

  $195K PRICE DROP

  • Land
  • 3.45 Acres
  • $159,420 per Acre

  5 S Carol Malone Blvd, Grayson, KY 41143

  Prime Downtown Location on the outskirts of town, on your way to the popular Grayson Lake, only 10 minutes further down the road. 3.45 acres consist of 2.96 acres zoned commercial and .49 acres of vacant residential lot. The residential lot had a house at one point but has been gone for a long time. Buyer can pursue having the lots combined to 3.45 total acres for commercial or Buyer can submit

  

  Vanessa Vale Team

  LPT Realty

  5 S Carol Malone Blvd, Grayson, KY 41143
• 

  

  

  /31

  $193,000

  Sold Oct 17, 2025

  272 Family Mountain, Grayson, KY 41143

  • 3 Beds
  • 2 Baths
  • 1,301 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $148/SF
  • 45 Days On Market

  Last Listing Agent Allison Goble RE/MAX Realty Connection, LLC

  272 Family Mountain, Grayson, KY 41143
• 

  

  

  /50

  Est $504,854

  Not Listed For Sale

  501 Cook Creek, Grayson, KY 41143

  • 3 Beds
  • 3.5 Baths
  • 2,465 Sq Ft
  • Built 1991

  501 Cook Creek, Grayson, KY 41143

  Last Sold Summary

  • 96 Days On Market

  Last Listing Agent Tonja McCloud The Agency
• 

  

  

  /9

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,275 Sq Ft

  304 Bluegrass Way, Grayson, KY 41143

  New Construction Pre-Sell! New Lifestyle Home Development - Modern Condo Living at Its Best! Welcome to Grayson's newest and most desirable development, offering effortless homeownership with every modern convenience. This spacious 3-bedroom, 2 bath single story unit condo is a perfect blend of luxury and functionality, designed for easy living. The proposed finished unit shall feature premium

  Teresa Brown CENTURY 21 Advantage Realty

  304 Bluegrass Way, Grayson, KY 41143
• 

  

  

  /21

  $35,000

  Sold Oct 21, 2025

  107 Bowen St, Grayson, KY 41143

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1980

  Last Sold Summary

  • 30% Below List Price
  • $35/SF
  • 54 Days On Market

  Current Estimated Value $46,851

  Last Listing Agent Colleen Stark Hensley Realty

  107 Bowen St, Grayson, KY 41143
• 

  

  /31

  Est $118,858

  Not Listed For Sale

  165 Wildcat Dr, Grayson, KY 41143

  • 3 Beds
  • 1 Bath
  • 1,041 Sq Ft
  • Built 1975

  165 Wildcat Dr, Grayson, KY 41143

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty
• 

  

  /21

  $279,900

  • 3 Beds
  • 2.5 Baths
  • 1,366 Sq Ft

  105 Bluegrass, Grayson, KY 41143

  New Lifestyle Home Development - Modern Condo Living at Its Best! Welcome to Grayson's newest and most desirable development, offering effortless homeownership with every modern convenience. This spacious 3-bedroom, 2.5-bath condo is a perfect blend of luxury and functionality, designed for easy living. Featuring premium finishes throughout, the home boasts quartz countertops, a stainless steel

  Teresa Brown CENTURY 21 Advantage Realty

  105 Bluegrass, Grayson, KY 41143
• 

  

  /24

  $250,000

  Sold Sep 17, 2025

  804 Webster St, Grayson, KY 41143

  • 4 Beds
  • 2 Baths
  • 1,610 Sq Ft

  Last Sold Summary

  • $155/SF
  • 23 Days On Market

  Current Estimated Value $257,049

  Last Listing Agent Jaime Brown EXECUTIVE PROPERTIES, LLC

  804 Webster St, Grayson, KY 41143
• 

  

  /25

  Est $234,713

  Not Listed For Sale

  120 Wildcat Dr, Grayson, KY 41143

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft
  • Built 1970

  120 Wildcat Dr, Grayson, KY 41143

  Last Sold Summary

  • 111 Days On Market

  Last Listing Agent Bradley Ashworth RE/MAX Realty Connection, LLC
• 

  

  /50

  $215,000

  $24K PRICE DROP

  • Land
  • 63 Acres
  • $3,413 per Acre

  0 Copperhead Rd, Grayson, KY 41143

  This 63 +/- acre property in Greenup County offers a great mix of open ground and timber in a private, peaceful setting! This farm has been in the same family since the late 1700s, adding a unique sense of history and legacy that's hard to find. Around 5 +/- acres are already cleared, providing an ideal spot for a home, cabin, or weekend getaway. The property lays well for a homestead or hobby

  Isaac Singer Arrowhead Land Company, LLC

  0 Copperhead Rd, Grayson, KY 41143
• 

  

  /18

  $161,100

  Sold Feb 03, 2026

  418 Wilson Creek Rd, Grayson, KY 41143

  • 3 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • Built 1950

  Last Sold Summary

  • 7% Above List Price
  • $87/SF
  • 6 Days On Market

  Current Estimated Value $173,056

  Last Listing Agent Joseph D Lybrook National Real Estate

  418 Wilson Creek Rd, Grayson, KY 41143
• 

  

  /23

  Est $169,403

  Not Listed For Sale

  1747 E Midland Trail, Grayson, KY 41143

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1956

  1747 E Midland Trail, Grayson, KY 41143

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Ervena Howard-Kiser Advantage Plus Realty
• 

  

  /70

  $519,000

  $26K PRICE DROP

  • Land
  • 259.5 Acres
  • $2,000 per Acre

  0 Crane Creek Rd Unit LotWP001, Grayson, KY 41143

  Discover the potential of this 259.5 acre tract (per deed) offering an outstanding combination of recreational, hunting, timber investment, and future possibilities. With blacktop road frontage along Crane Creek Road and water and electric available at the road, this all-wooded property offers convenient access while maintaining the privacy and seclusion many land buyers seek. Crane Creek, a

  Jeffrey Stamper Whitetail Properties Real Estate

  0 Crane Creek Rd Unit LotWP001, Grayson, KY 41143
• 

  

  /15

  $199,900

  Sold Jun 09, 2026

  76 Cutter Dr, Grayson, KY 41143

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

  Last Sold Summary

  • $102/SF
  • 37 Days On Market

  Last Listing Agent Paul Morgan Ross Real Estate Services

  76 Cutter Dr, Grayson, KY 41143
• 

  

  /22

  Est $119,995

  Not Listed For Sale

  490 Cribbs Hill, Grayson, KY 41143

  • 3 Beds
  • 1 Bath
  • 1,004 Sq Ft
  • Built 1974

  490 Cribbs Hill, Grayson, KY 41143

  Last Sold Summary

  Last Listing Agent Jill Bond RE/MAX Realty Connection, LLC
• 

  

  /50

  $559,900

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,398 Sq Ft

  941 Tark Hill Rd, Grayson, KY 41143

  Escape to your own private slice of Kentucky paradise with this breathtaking 36+ acre farm, thoughtfully set up for peaceful country living, hobby farming, recreation, and creating lifelong memories. Tucked away in a quiet, scenic setting with incredible neighbors, this property offers the perfect blend of comfort, functionality, and natural beauty. The spacious 4-bedroom, 3-bath farmhouse

  Ashley Marcum RE/MAX Realty Connection, LLC

  941 Tark Hill Rd, Grayson, KY 41143
• 

  

  /50

  $391,500

  Sold Apr 15, 2026

  1010 Canoe Run, Grayson, KY 41143

  • 3 Beds
  • 3 Baths
  • 3,220 Sq Ft
  • Built 2008

  Last Sold Summary

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

  Current Estimated Value $74,000

  Last Listing Agent Cindy Wright ADVANTAGE PLUS REALTY

  1010 Canoe Run, Grayson, KY 41143
• 

  

  /27

  Est $258,000

  Not Listed For Sale

  82 Damron Mayo Rd, Grayson, KY 41143

  • 4 Beds
  • 2.5 Baths
  • 3,920 Sq Ft
  • Built 1971

  82 Damron Mayo Rd, Grayson, KY 41143

  Last Sold Summary

  • 247 Days On Market

  Last Listing Agent JD Rayburn SCENIC HILLS REALTY INC
• 

  

  /5

  $380,000

  202 A & B 4th St, Grayson, KY 41143

  Unique oppurtunity! Features one duplex plus one detached single family home on approximately three quarters of an acre. All improvements convey together. Right downtown close to all the amenities which are in walking distance and close to KCU. Don't miss out on this business opportunity. Property corners are marked with boundary stakes.

  Bradley Ashworth RE/MAX Realty Connection, LLC

  202 A & B 4th St, Grayson, KY 41143
• 

  

  /49

  $449,900

  Sold Jul 24, 2026

  294 Greenbriar Dr, Grayson, KY 41143

  • 3 Beds
  • 2.5 Baths
  • 2,956 Sq Ft

  Last Sold Summary

  • $152/SF
  • 1 Day On Market

  Current Estimated Value $437,734

  Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty

  294 Greenbriar Dr, Grayson, KY 41143
• 

  

  /49

  Est $269,906

  Not Listed For Sale

  105 Day Rd, Grayson, KY 41143

  • 2 Beds
  • 2.5 Baths
  • 2,914 Sq Ft
  • Built 1979

  105 Day Rd, Grayson, KY 41143

  Last Sold Summary

  Last Listing Agent Tobie Moore Keller Williams Legacy Group
• 

  

  /31

  $259,000

  • 3 Beds
  • 2.5 Baths
  • 2,085 Sq Ft

  2700 Smith Branch, Grayson, KY 41143

  Escape to the peace and beauty of country living with this move-in ready home situated on 5.1 picturesque acres! Offering over 2,000 square feet of thoughtfully designed living space, this charming property features 3 spacious bedrooms, 2.5 bathrooms, a welcoming formal dining room, and an oversized utility room for added convenience. A versatile bonus space is perfect for a nursery, home office,

  Jim Ryland RE/MAX Realty Connection, LLC

  2700 Smith Branch, Grayson, KY 41143
• 

  

  /20

  $160,000

  Sold May 07, 2026

  1042 Huff Run Rd, Grayson, KY 41143

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $90/SF
  • 15 Days On Market

  Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty

  1042 Huff Run Rd, Grayson, KY 41143
• 

  

  /50

  Est $414,873

  Not Listed For Sale

  585 Canoe Run, Grayson, KY 41143

  • 6 Beds
  • 4 Baths
  • 3,135 Sq Ft
  • Built 2009

  585 Canoe Run, Grayson, KY 41143

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Tonia Tussey CENTURY 21 Excellence Realty
• 

  

  /45

  $579,000

  $21K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,250 Sq Ft

  296 Lakeview Cir, Grayson, KY 41143

  From the foundation to the roof, this beautifully, custom built home is a piece of art. Inside and outside, every detail is a designer's dream, including the large, custom California closets. It features 2 bedroom suits on the main level. An office space that could be used as a third bedroom, also on the main level. A grand entry with an amazing staircase. If you love to cook, you will be cooking

  Nancy Burchett Ross Real Estate Services

  296 Lakeview Cir, Grayson, KY 41143
• 

  

  /14

  $162,500

  Sold Oct 31, 2025

  311 Poplar Heights Dr, Grayson, KY 41143

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $145/SF
  • 0 Days On Market

  Current Estimated Value $149,694

  Last Listing Agent Paul Morgan Ross Real Estate Services

  311 Poplar Heights Dr, Grayson, KY 41143
• 

  

  /26

  Est $345,071

  Not Listed For Sale

  1992 Damron Branch, Grayson, KY 41143

  • 3 Beds
  • 1 Bath
  • 2,810 Sq Ft
  • Built 1977

  1992 Damron Branch, Grayson, KY 41143

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Patty Robinson P.S. ROBINSON REALTY
• 

  

  /40

  $179,900

  • 3 Beds
  • 2 Baths
  • 1,810 Sq Ft

  40 Marigold Ln, Grayson, KY 41143

  This spacious 3-bedroom, 2-bath home offers comfort, convenience, and plenty of storage. Each bedroom is generously sized and features a large walk-in closet, providing ample space for the whole family. Enjoy relaxing on either of the two covered porches, perfect for morning coffee or evening gatherings. The property also includes a spacious garage and a separate storage building, giving you

  Keith Cooper CENTURY 21 Advantage Realty

  40 Marigold Ln, Grayson, KY 41143
• 

  

  /9

  $130,000

  Sold Aug 04, 2026

  811 Webster St, Grayson, KY 41143

  • 4 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1974

  Last Sold Summary

  • $114/SF
  • 5 Days On Market

  Current Estimated Value $125,924

  Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty

  811 Webster St, Grayson, KY 41143
• 

  

  /13

  Est $134,414

  Not Listed For Sale

  71 Wilcox Rd, Grayson, KY 41143

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2008

  71 Wilcox Rd, Grayson, KY 41143

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty
• 

  

  /4

  $29,900

  • Land

  Lots 3 & 4a Jaybird Ln, Grayson, KY 41143

  Prime Lot Near Grayson Lake State Park - Endless Possibilities! Opportunity awaits with this cleared lot in a highly desirable location just 3 minutes from Grayson Lake State Park. Utilities including electric and water are available, making this property ready for your vision. Perfect for: New home construction, Modular or manufactured home, Cabin retreat, Camping site, and an Airbnb or

  Jill Bond RE/MAX Realty Connection, LLC

  Lots 3 & 4a Jaybird Ln, Grayson, KY 41143
• 

  

  /24

  $110,000

  Sold Jul 22, 2026

  2701 Us-60e, Grayson, KY 41143

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1992

  Last Sold Summary

  • 38% Above List Price
  • $110/SF
  • 30 Days On Market

  Last Listing Agent Woodrow Wilson Wilson Real Estate & Auction Service, Inc.

  2701 Us-60e, Grayson, KY 41143
• 

  

  /45

  Est $279,943

  Not Listed For Sale

  180 Burton Meadows, Grayson, KY 41143

  • 3 Beds
  • 2.5 Baths
  • 1,778 Sq Ft
  • Built 2002

  180 Burton Meadows, Grayson, KY 41143

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty
• 

  

  /11

  $490,000

  • Land

  0 Unit 60760, Grayson, KY 41143

  Unlock the potential of these two exceptional commercial lots, available for purchase separately($490,000) or together($900,000). Offering 1.04 acres (Lot 2) and 1.06 acres (Lot 3), these properties provide a rare opportunity for investors, developers, and business owners seeking a strategic location with room to grow. With a combined total of 2.10 acres, the possibilities are virtually endless

  Lisa Fischer Keller Williams Legacy Group

  0 Unit 60760, Grayson, KY 41143
• 

  

  /50

  $1,415,000

  Sold Jan 02, 2026

  572 Clydesdale, Grayson, KY 41143

  • 5 Beds
  • 4 Baths
  • 5,118 Sq Ft
  • Built 2007

  Last Sold Summary

  • 43% Below List Price
  • $276/SF
  • 282 Days On Market

  Current Estimated Value $1,401,999

  Last Listing Agent Tonja McCloud The Agency

  572 Clydesdale, Grayson, KY 41143
• 

  

  /27

  Est $256,193

  Not Listed For Sale

  64 Candy Ln, Grayson, KY 41143

  • 3 Beds
  • 2 Baths
  • 1,778 Sq Ft
  • Built 1987

  64 Candy Ln, Grayson, KY 41143

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Shanna Unrue ADVANTAGE PLUS REALTY
• 

  

  /4

  $29,900

  • Land

  Lot 8 Jaybird Ln, Grayson, KY 41143

  Prime Lot Near Grayson Lake State Park - Endless Possibilities! Opportunity awaits with this cleared lot in a highly desirable location just 3 minutes from Grayson Lake State Park. Utilities including electric and water are available, making this property ready for your vision. Perfect for: New home construction, Modular or manufactured home, Cabin retreat, Camping site, and an Airbnb or

  Jill Bond RE/MAX Realty Connection, LLC

  Lot 8 Jaybird Ln, Grayson, KY 41143
• 

  

  /50

  $369,900

  Sold Aug 03, 2026

  1080 Lakewood Dr, Grayson, KY 41143

  • 4 Beds
  • 3 Baths
  • 2,701 Sq Ft

  Last Sold Summary

  • $137/SF
  • 2 Days On Market

  Current Estimated Value $299,639

  Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty

  1080 Lakewood Dr, Grayson, KY 41143
• 

  

  /15

  Est $341,488

  Not Listed For Sale

  1693 E Midland Trail, Grayson, KY 41143

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1980

  1693 E Midland Trail, Grayson, KY 41143

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Shannon Bailey P.S. ROBINSON REALTY
• 

  

  /35

  $180,000

  $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,676 Sq Ft

  107 Embassy Dr, Grayson, KY 41143

  Welcome to this move-in ready brick home ideally located within city limits! Featuring 4 spacious bedrooms and 1.5 bathrooms, this charming residence offers both comfort and convenience. The versatile fourth bedroom (16'3" x 27') currently functions as a family room/bedroom combo with a cozy electric fireplace, perfect for relaxing or hosting guests. The master suite boasts two closets and a

  Sheila Marcum Century 21 Advantage Realty

  107 Embassy Dr, Grayson, KY 41143

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