Multi-Family Homes & Duplexes for Sale in Monticello, FL

Monticello, Florida, founded in 1827, is a small town rich in historic charm and community spirit. As the seat of Jefferson County, its downtown area features multiple buildings from the 1800s, including the historic Perkins Opera House. The area is home to numerous mom-and-pop restaurants, coffee shops, boutiques, and bed and breakfasts. CowHaus Coffee Company is popular for morning espresso and pastries, while Jackie’s Brickhouse Eatery and Rev Café serve classic southern fare. The Jefferson Farmers Market offers local produce and meats daily except Sunday. Monticello is known for its historic homes, including 1920s bungalows, mid-century cottages, Victorian mansions, and neoclassical homes. Residential properties also include mid-century brick ranch-style homes and newer developments with farmhouse and Craftsman accents. The Monticello Bike Trail runs through downtown, and Clifford Brown Memorial Park offers a playground and green space. The Monticello Ecological Park features a loop trail under a mile long, and Jefferson County Recreational Park has tennis courts, a playground, and a baseball complex. Jefferson Somerset Academy Charter School serves students from elementary to high school. Monticello hosts community events such as the Watermelon Festival, Ghoul’s Night Out, and Downtown Monticello Christmas celebration. Downtown is pedestrian-friendly, with everything within one mile, and commuters can drive to Tallahassee or Thomasville, Georgia, both about 30 minutes away. Tallahassee International Airport is 40 miles west.