Grayson, KY Homes

/28
$44,900
- Land
Lot #10 Greenbrier Plantations Phase 1, Grayson, KY 41143

Lot for Sale – Grayson, KY Be among the first to secure your place in the new phase of one of Grayson’s most desirable subdivisions, Greenbrier Plantations. These residential lots offer the perfect setting to build your dream home, combining the comfort of neighborhood living with the convenience of city services. Located just outside city limits, enjoy city water and city sewer access, with all

Jill Bond RE/MAX Realty Connection, LLC

Lot #10 Greenbrier Plantations Phase 1, Grayson, KY 41143
/14
$147,900

Sold Feb 26, 2026

453 Jaybird Ln, Grayson, KY 41143
- 4 Beds
- 2.5 Baths
- 2,200 Sq Ft
Last Sold Summary
- 15% Below List Price
- $67/SF
- 161 Days On Market
Last Listing Agent Paul Morgan Ross Real Estate Services

453 Jaybird Ln, Grayson, KY 41143

/46
Est $107,853

Not Listed For Sale

507 Robert and Mary St, Grayson, KY 41143
- 3 Beds
- 1 Bath
- 1,120 Sq Ft
507 Robert and Mary St, Grayson, KY 41143

Last Sold Summary
- 59 Days On Market

/28
$59,900
- Land
Lot #13 Greenbrier Plantations Phase 1, Grayson, KY 41143

Lot for Sale – Grayson, KY Be among the first to secure your place in the new phase of one of Grayson’s most desirable subdivisions, Greenbrier Plantations. These residential lots offer the perfect setting to build your dream home, combining the comfort of neighborhood living with the convenience of city services. Located just outside city limits, enjoy city water and city sewer access, with all

Jill Bond RE/MAX Realty Connection, LLC

Lot #13 Greenbrier Plantations Phase 1, Grayson, KY 41143
/31
$139,900

Sold Sep 15, 2025

618 Rattlesnake Ridge Rd, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
- Built 1989
Last Sold Summary
- $81/SF
- 7 Days On Market
Last Listing Agent Pamela Wells CENTURY 21 Excellence Realty

618 Rattlesnake Ridge Rd, Grayson, KY 41143

/23
Est $220,000

Not Listed For Sale

200 Meadowview Rd, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,625 Sq Ft
- Built 1985
200 Meadowview Rd, Grayson, KY 41143

Last Sold Summary
- 17 Days On Market

/28
$54,900
- Land
Lot #9 Greenbrier Plantations Phase 1, Grayson, KY 41143

Lot for Sale – Grayson, KY Be among the first to secure your place in the new phase of one of Grayson’s most desirable subdivisions, Greenbrier Plantations. These residential lots offer the perfect setting to build your dream home, combining the comfort of neighborhood living with the convenience of city services. Located just outside city limits, enjoy city water and city sewer access, with all

Jill Bond RE/MAX Realty Connection, LLC

Lot #9 Greenbrier Plantations Phase 1, Grayson, KY 41143
/50
$229,000

Sold Jul 16, 2026

207 Powers St, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,514 Sq Ft
Last Sold Summary
- $151/SF
- 1 Day On Market
Current Estimated Value $148,281

Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty

207 Powers St, Grayson, KY 41143

/14
Est $216,622

Not Listed For Sale

714 E Main St, Grayson, KY 41143
- 4 Beds
- 3 Baths
- 2,772 Sq Ft
- Built 1979
714 E Main St, Grayson, KY 41143

Last Sold Summary
- 137 Days On Market

/11
$69,900
- Land
3.95 acres Plantation Dr, Grayson, KY 41143

A Rare Opportunity in Greenbrier Plantations – 3.95 Acres of Prime Land in Grayson, KY. Welcome to the peaceful beauty of Greenbrier Plantations, one of Grayson’s most sought-after residential communities. This 3.95-acre lot offers a unique opportunity to build your dream home in a restricted, established neighborhood that combines the serenity of nature with the convenience of town just minutes

Jill Bond RE/MAX Realty Connection, LLC

3.95 acres Plantation Dr, Grayson, KY 41143
/2
$134,500

Sold Dec 29, 2025

1881 Kentucky 207, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
Last Sold Summary
- 4% Above List Price
- $90/SF
Last Listing Agent Paul Morgan Ross Real Estate Services

1881 Kentucky 207, Grayson, KY 41143

/36
Est $156,715

Not Listed For Sale

505 Lynnwood Dr, Grayson, KY 41143
- 4 Beds
- 1.5 Baths
- 2,064 Sq Ft
- Built 1972
505 Lynnwood Dr, Grayson, KY 41143

Last Sold Summary
- 26 Days On Market

/15
$149,900

$18K PRICE DROP
- 3 Beds
- 1 Bath
- 1,026 Sq Ft
716 Elm St, Grayson, KY 41143

This 3 bedroom 1 bath home is right inside the city limits and walking distance to all the amenities Grayson has to offer. Just installed brand new HVAC and has a great yard that adds appeal to the home. There has been updates done that brings coziness to the home. Location, location! Don't miss out on this wrap around patio for outdoor gatherings and entertaining guests.

Bradley Ashworth RE/MAX Realty Connection, LLC

716 Elm St, Grayson, KY 41143
/23
$350,000

Sold Feb 06, 2026

345 Riverbend Way, Grayson, KY 41143
- 4 Beds
- 2.5 Baths
- 2,900 Sq Ft
Last Sold Summary
- 12% Below List Price
- $121/SF
- 31 Days On Market
Last Listing Agent Paul Morgan Ross Real Estate Services

345 Riverbend Way, Grayson, KY 41143

/15
Est $154,755

Not Listed For Sale

309 S Court St, Grayson, KY 41143
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
309 S Court St, Grayson, KY 41143

Last Sold Summary
- 1 Day On Market

/50
$419,000

$10K PRICE DROP
- 4 Beds
- 3 Baths
- 3,028 Sq Ft
415 Pine St, Grayson, KY 41143

Tucked away in one of the area’s most peaceful and picturesque neighborhoods, this exceptional 4-bedroom 3 bath home offers the rare combination of timeless charm, modern comfort, and an unbelievable 4.7 acres within the city limits. Surrounded by mature landscaping and expansive green space, the property captures a classic Williamsburg-style feel with warmth, character, and room to truly live.

Jim Ryland RE/MAX Realty Connection, LLC

415 Pine St, Grayson, KY 41143
/34
$176,500

Sold Mar 09, 2026

705 Oak St, Grayson, KY 41143
- 2 Beds
- 1.5 Baths
- 1,516 Sq Ft
- Built 1970
Last Sold Summary
- 2% Below List Price
- $116/SF
- 61 Days On Market
Current Estimated Value $177,772

Last Listing Agent Jody Mayo CENTURY 21 Excellence Realty

705 Oak St, Grayson, KY 41143

/28
Est $154,041

Not Listed For Sale

200 Cardinal Dr, Grayson, KY 41143
- 3 Beds
- 1 Bath
- 1,092 Sq Ft
- Built 1969
200 Cardinal Dr, Grayson, KY 41143

Last Sold Summary
- 0 Days On Market

/42
$340,000
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
444 Bucksaw Jct, Grayson, KY 41143

Situated on approximately 5± private acres just minutes from Grayson, this custom-built home offers the perfect blend of privacy, character, and convenience. The exterior features attractive wood siding with stone accents, while the interior welcomes you with soaring vaulted wood ceilings and a stunning floor-to-ceiling stone fireplace as the focal point of the living area. The main level offers

Jody Mayo CENTURY 21 Excellence Realty

444 Bucksaw Jct, Grayson, KY 41143
/46
$325,000

Sold May 22, 2026

511 W Sunset Hill, Grayson, KY 41143
- 3 Beds
- 3.5 Baths
- 2,216 Sq Ft
Last Sold Summary
- 2% Above List Price
- $147/SF
- 8 Days On Market
Current Estimated Value $349,268

Last Listing Agent Robert Bonecutter Epique Realty

511 W Sunset Hill, Grayson, KY 41143

/41
Est $223,738

Not Listed For Sale

137 Cardinal Dr, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,685 Sq Ft
- Built 1980
137 Cardinal Dr, Grayson, KY 41143

Last Sold Summary

/20
$219,900

$15K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,560 Sq Ft
3508 N State Highway 7, Grayson, KY 41143

Discover functionality and charm with this beautiful 3-bedroom 2.5 bath home located 5 minutes from Grayson City limits. This home has had many upgrades in recent years such as newer windows, HVAC, and roof just to name a few, allowing you to live worry free. Lots of tasteful touches have been made on the inside giving the home a warm, welcoming feel. You'll find lots of additional room in the

Paul Morgan Ross Real Estate Services

3508 N State Highway 7, Grayson, KY 41143
/15
$122,000

Sold Jun 04, 2026

4980 Kentucky 7, Grayson, KY 41143
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
Last Sold Summary
- 6% Below List Price
- $106/SF
- 1 Day On Market
Last Listing Agent Richard Mayse RE/MAX Realty Connection, LLC

4980 Kentucky 7, Grayson, KY 41143

/50
Est $171,304

Not Listed For Sale

207 W 3rd St, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,212 Sq Ft
- Built 2009
207 W 3rd St, Grayson, KY 41143

Last Sold Summary
- 11 Days On Market

/4
$269,900

New Construction Pending
- 3 Beds
- 2 Baths
- 1,265 Sq Ft
302 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 bath single story unit condo is a perfect blend of luxury and functionality, designed for easy living. The proposed finished unit shall feature premium finishes throughout, such as

Teresa Brown CENTURY 21 Advantage Realty

302 Bluegrass, Grayson, KY 41143
/50
$399,900

Sold Aug 08, 2025

585 Canoe Run, Grayson, KY 41143
- 6 Beds
- 4 Baths
- 3,135 Sq Ft
- Built 2009
Last Sold Summary
- $128/SF
- 1 Day On Market
Current Estimated Value $417,925

Last Listing Agent Tonia Tussey CENTURY 21 Excellence Realty

585 Canoe Run, Grayson, KY 41143

/9
Est $170,695

Not Listed For Sale

300 Malone Ln, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
- Built 1980
300 Malone Ln, Grayson, KY 41143

Last Sold Summary
- 31 Days On Market

/45
$345,000

$5K PRICE DROP
- 4 Beds
- 2 Baths
- 2,784 Sq Ft
48 Crestview Dr, Grayson, KY 41143

Situated on approximately one acre lot in a restricted neighborhood, this beautiful 4-bedroom, 2-bath home has so much to offer! The exquisite kitchen features a large island, custom cabinetry, granite countertops, and flows seamlessly into the open-concept great room—perfect for entertaining. You’ll love the beautiful flooring throughout and the spacious master suite with a stunning tile shower.

Jody Mayo CENTURY 21 Excellence Realty

48 Crestview Dr, Grayson, KY 41143
/50
$459,900

Sold Dec 22, 2025

2888 W US Highway 60, Grayson, KY 41143
- 4 Beds
- 3.5 Baths
- 3,223 Sq Ft
Last Sold Summary
- 2% Above List Price
- $143/SF
- 1 Day On Market
Current Estimated Value $401,921

Last Listing Agent Brittany Wilson ADVANTAGE PLUS REALTY

2888 W US Highway 60, Grayson, KY 41143

/19
Est $151,290

Not Listed For Sale

414 Maplewood Dr, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,322 Sq Ft
- Built 1994
414 Maplewood Dr, Grayson, KY 41143

Last Sold Summary
- 15 Days On Market

/6
$34,000

$2K PRICE DROP Pending
- 2 Beds
- 1 Bath
- 840 Sq Ft
143 Marshall, Grayson, KY 41143

Affordable Home on 1.13 Acres — Great Investment Potential! This 2-bedroom, 1-bath single-wide mobile home sits on 1.13 acres of surveyed land. The home features an open-concept living room, kitchen, and dining area, along with a split-bedroom layout and walk-in closets for added convenience. With some repairs needed, this property presents an excellent investment opportunity—ideal for rental

Teresa Brown CENTURY 21 Advantage Realty

143 Marshall, Grayson, KY 41143
/43
$155,000

Sold Sep 12, 2025

962 U S 60, Grayson, KY 41143
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
Last Sold Summary
- 22% Below List Price
- $92/SF
- 77 Days On Market
Last Listing Agent Lisa Fischer Keller Williams Legacy Group

962 U S 60, Grayson, KY 41143

/18
Est $192,507

Not Listed For Sale

105 Southgate Ct, Grayson, KY 41143
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 2001
105 Southgate Ct, Grayson, KY 41143

Last Sold Summary
- 4 Days On Market

/32
$314,900
- 5 Beds
- 3.5 Baths
- 2,314 Sq Ft
1711 U S 60, Grayson, KY 41143

Welcome home to this spacious one-level offering 2,312 sq ft of great flowing living space! With 5 bedrooms and 3.5 baths, there’s plenty of room for family, guests, or even a home office setup. You’ll love the flexibility of having two master suites—perfect for multi-generational living or added privacy. Step inside to a large living room with beautiful vaulted ceilings that opens right into an

Gennie Craigmiles GENEVA PROPERTIES

1711 U S 60, Grayson, KY 41143
/2
$197,500

Sold Oct 17, 2025

280 Avis Dr, Grayson, KY 41143
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $147/SF
- 0 Days On Market
Current Estimated Value $190,878

Last Listing Agent FSBO FSBO FSBO

280 Avis Dr, Grayson, KY 41143

/15
Est $138,433

Not Listed For Sale

221 Shady Ln, Grayson, KY 41143
- 3 Beds
- 1 Bath
- 1,300,528 Sq Ft
- Built 1964
221 Shady Ln, Grayson, KY 41143

Last Sold Summary
- 19 Days On Market

/31
$365,000

$34K PRICE DROP
- 3 Beds
- 2 Baths
- 3,677 Sq Ft
18 Hurricane Branch, Grayson, KY 41143

Nestled within 9 miles of Grayson, this captivating Cape cod residence beckons a fortunate buyer to establish a lifelong haven. The basement presents versatile space, featuring a full kitchen, generous family room with gas logs for cold winter, utility room, full bath, bedroom, and craft room. Home has a newly installed chair lift to main level if you need it. The main floor showcases resplendent

Patty Robinson P.S. ROBINSON REALTY

18 Hurricane Branch, Grayson, KY 41143
/2
$59,900

Sold Sep 23, 2025

Lot #14 Greenbrier Plantations Phase 1, Grayson, KY 41143
- Land
Last Sold Summary
- 0 Days On Market
Last Listing Agent Jill Bond RE/MAX Realty Connection, LLC

Lot #14 Greenbrier Plantations Phase 1, Grayson, KY 41143

/24
Est $201,280

Not Listed For Sale

214 Shady Ln, Grayson, KY 41143
- 2 Beds
- 1 Bath
- 2,297 Sq Ft
- Built 1965
214 Shady Ln, Grayson, KY 41143

Last Sold Summary
- 5 Days On Market

/50
$439,900
- 5 Beds
- 3 Baths
- 2,595 Sq Ft
183 Arabian Ln, Grayson, KY 41143

Welcome to this beautifully built custom home situated on 1.23 scenic acres in Grayson, Kentucky, where quality craftsmanship meets peaceful country living. Offering 5 bedrooms, 3 full baths, and an oversized 2-car garage, this home features a thoughtfully designed split-bedroom floor plan and an inviting open-concept layout that’s perfect for everyday living and entertaining. The main level

Jody Mayo CENTURY 21 Excellence Realty

183 Arabian Ln, Grayson, KY 41143

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Kentucky Carter County

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