Daniel Trippett
Prime Realty
(606) 781-3136
138 Total Sales
1 in Grayson
$155,000 Price
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. Inside, beautiful hardwood floors flow throughout much of the home, creating an inviting and elegant atmosphere. The spacious eat-in kitchen is designed for both everyday living and entertaining, offering abundant space for gathering with family and friends. A cozy gas fireplace anchors the living area, adding comfort and charm year-round. The home’s flexible floor plan is ideal for a growing family, featuring four generously sized bedrooms, including a versatile fourth bedroom on the main level that could easily serve as a luxurious primary suite. Upstairs, the oversized master retreat features a huge master bathroom designed for relaxation and comfort. Step outside and discover your own private oasis. The covered patio, complete with an infrared heating system, creates the perfect outdoor living space for every season — whether you’re enjoying quiet mornings or hosting evening gatherings. The beautifully landscaped yard provides endless room for children to roam, play, and explore, while the additional outside buildings offer excellent storage, workshop potential, or hobby space. Additional features include two HVAC units along with a backup gas wall unit upstairs for added efficiency and peace of mind. Properties offering this much land, privacy, and character inside the city limits are extraordinarily rare. This is more than just a home — it’s a lifestyle opportunity you don’t want to miss.
Last Agent to Sell the Property
RE/MAX Realty Connection, LLC License #262535 Listed on: 05/14/2026
Daniel Trippett
Prime Realty
(606) 781-3136
138 Total Sales
1 in Grayson
$155,000 Price
Ashley Spencer
Keller Williams Commonwealth
(606) 208-0996
250 Total Sales
1 in Grayson
$295,000 Price
MS
Mary-Dawn Selby
ADVANTAGE PLUS REALTY
(606) 644-3242
20 Total Sales
1 in Grayson
$154,000 Price
Ryan Keeton
EXP Realty, LLC
(606) 217-6880
218 Total Sales
4 in Grayson
$58K - $142K Price Range
Jill Bond
RE/MAX Realty Connection - The Ryland Group
(606) 644-8260
69 Total Sales
27 in Grayson
$9K - $525K Price Range
Nancy Burchett
Ross Real Estate Services
(606) 781-2489
105 Total Sales
24 in Grayson
$35K - $340K Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/11/2026 08/11/26 | Sold | $365,000 | -12.9% | $121 / Sq Ft |
| 06/04/2026 06/04/26 | Price Changed | $419,000 | -2.3% | $138 / Sq Ft |
| 05/14/2026 05/14/26 | For Sale | $429,000 | -- | $142 / Sq Ft |
Seller's Agent in 2026
Jim Ryland
RE/MAX
(606) 255-0109
91 Total Sales
PM
Buyer's Agent in 2026
Paul Morgan
Ross Real Estate Services
(606) 329-1013
185 Total Sales
Source: Ashland Area Board of REALTORS®
MLS Number: 60605
APN: 104-10-36-003.00
Ask me questions while you tour the home.