Rare opportunity to own one of Monticello's beautiful historic homes that is conveniently located near the heart of Downtown. This property has a new roof that was installed in 2024, incredible architecture, gorgeous moldings, and fireplaces in nearly every room. The interior of the home boasts an updated kitchen with an island, a beverage refrigerator, and an attached remodeled laundry room with a folding center, and plenty of storage. The primary bedroom has multiple closets, an updated en suite bathroom with a stand-alone clawfoot tub, and a large shower. There is a secondary primary bedroom downstairs with an en suite bathroom. Upstairs you will find a large bedroom, a moderately sized flex space, and a full bathroom. Just off of the foyer is a sizeable den space equipped with a wet bar, ice maker, and a half bath. Across from the den is the formal living room with a fireplace and floor-to-ceiling windows. The living space opens up to an elegant formal dining room with access to the screened-in lanai overlooking the vast yard. This property also features two entrances and a covered carport with a storage room.