Jamestown TN
Welcome to Grimsley, Tennessee — a close-knit community on the Cumberland Plateau in southern Fentress County. Grimsley sits on high ground between two river gorges, with US-127 running straight through the heart of it, connecting Jamestown to the north and Clarkrange to the south.
Search Fentress County PropertiesGrimsley’s terrain is what sets it apart. Here, you’ll find:
Grimsley’s landscape is dramatic for the Upper Cumberland. The settled part of the community sits on high ground, elevation 1,700–1,800 feet, right in the center of the area. To the west, the land drops sharply into the gorge of the East Fork of the Obey River, down to 800–900 feet. To the east, it follows the valley of the North Prong of Clear Fork at around 1,600 feet. Both rivers are part of the larger Cumberland River watershed. Tennessee State Route 85 forms the community’s southwestern edge, switchbacking down into the Obey River gorge on its way toward Livingston.
The drive along TN-85 through the Obey River gorge is one of the more dramatic stretches of road in Fentress County — switchbacks, overlooks, and real Cumberland Plateau scenery.
Grimsley’s ridge-and-hollow terrain shapes what’s available — buyers here are typically looking for:
Buyer tip: Terrain varies significantly across Grimsley, from level ridge-top ground to steep gorge-adjacent parcels — always verify buildability, water, septic, and access before buying. We can help you ask the right questions.
Grimsley is served by Fentress County Schools, with nearby Jamestown providing additional education, shopping, medical, and service options. For major hospitals or big-box retail, residents often visit Crossville or Cookeville.
Life in Grimsley moves at a comfortable pace. Winters bring light snow, summers invite porch sitting, and every fall paints the ridges and gorges in deep reds and golds. It’s peaceful, practical living — close to nature, close to two neighboring towns, and close to everything Fentress County has to offer.
Grimsley sits on high ground (1,700–1,800 ft) between two river gorges — the East Fork of the Obey River to the west and the North Prong of Clear Fork to the east — giving it genuinely dramatic ridge-and-hollow scenery for the region.
About 12 miles, roughly a 15-minute drive north on US-127 to the Fentress County seat.
Ridge-top homesites, hollow and creek-bottom acreage, and in-community homes right along the US-127 corridor — a mix that suits buyers looking for either land or convenience.
From ridge-top homesites to hollow acreage, Tim & Lori know Fentress County inside and out. Let us help you find the right property in Grimsley.