Enjoy the magnificent views of the scenic drive down an oak-lined private drive overlooking rolling hay fields to this beautiful 20-acre gentleman farm located in the highly desired Red Hills region of northeast Tallahassee. The well-built and well-maintained 2,713 sq ft, 3 bed, 3.5 bath home with 850 square feet of porches sits atop a hill overlooking magnificent live oaks and breathtaking southern charm from every angle, 5 paddocks comprising 8 acres and surrounded by 4-rail Centaur fencing throughout, an 8-stall barn (with tack room, covered aisleways, lap siding and metal roof), and magnificent sunsets. Perfectly situated in the heart of the Tallahassee Plantation Belt containing thousands of acres of conservation lands that cannot be commercially developed, but still in close proximity to east Tallahassee’s shopping, dining and retail areas. *Additional property features include a gated entrance with remote entry via control panel and clicker, fruit-bearing satsuma trees and scuppernongs, hot fence with electric energizer, 800 sq ft equipment shed, 300 sq ft walk-in toolshed, 300 sq ft chicken coop, and RV parking and hookup. *All 20 acres are fully improved for agricultural use (currently has agricultural tax exemption), including 5 acres of open field in the back portion of the property for riding and other equestrian and recreational activities. *Other home features include 10-foot ceilings and an open floor plan, hardwood floors and crown molding, standing seam metal roof, stainless steel appliances and gas stove, breakfast nook, dining room, family room with fireplace, a large, spacious office/living space with vaulted ceilings under a separate roof, covered front and back porches, complete renovation of Master Bath in 2016, outdoor shower, extensive brick paving, walkways, and patios, paved courtyard with fountain and pergola, 600 sq ft storage room under the house, 2 newly installed HVAC units (2020) with air purification system in both returns, new security system, whole-home Culligan water purification system, Starlink internet service with unlimited data, and a large enclosed dog run with 6-foot chain link fencing. Just 8 miles from Publix and I-10, 10 miles from Costco, Walmart and Capital Circle/Tallahassee, 11 miles from downtown Monticello, and 20 miles from downtown Thomasville, Georgia. A 30-minute drive to coastal Hwy 98 and access to the numerous saltwater venues of the Gulf Coast and Florida Big Bend. Experience the epitome of southern country estate living at its finest!