Vintage homes for sale & real estate in Madison County, FL

Vintage Home for sale in Madison County, FL:

This beautiful 60-acre property features a authentic, early 1900's 2/1 Florida cracker homestead, large pecan trees, several useful outbuildings, and abundant wildlife with deer and turkeys often seen throughout the land. The home has been recently occupied. Some of the upgrades include exterior painting, wiring and electrical panel. About 34 acres have already been cleaned and are ready to be planted back in pines or transformed into pasture. There are 6 cleared acres around the homesite, while the remaining 20 acres offer peaceful, natural woods. The property is located in West Suwannee County, adjacent to hundreds of acres owned by Suwannee River Water Management District. The gas stove

Vintage Home for sale in Madison County, FL:

This striking Victorian home built in 1892 and located near downtown Monticello. The home features original hardwood pine floors, soaring 12-foot ceilings, a large bay window with bench seating (and storage) and several fireplaces. The master bathroom has been completely redone and complements the spacious master bedroom. The exterior of the home has a wraparound front deck, a rear screened porch, a spacious detached workshop with electricity and fully fenced grounds. The home will need renovation and repair, but it is a beauty!

Vintage Home for sale in Madison County, FL:

Go Back in time in this traditional farmhouse nestled on 4.44 acres totally fence and cross fenced. Over 1110 sq ft of screened porch for entertaing, relaxing, or looking at the 20x30 Koi pond. Sparkling wood foors throughout create warmth to the spacious rooms. 9x32 central hallway, large living room, family room, and all bedrooms are oversized. 600 sq ft garage with loft and attached 1 car carport. New Generac whole house generator, doggie door opens to fenced in area, outdoor patio with seating and grill station.

Vintage Home for sale in Madison County, FL:

This 3-bedroom, 2.5-bath home sits on 2 acres and offers practical features for comfortable living and multi-use needs. The home includes a metal roof, updated interior paint, and new flooring. A covered back patio provides a functional outdoor space with views of the property. The land includes irrigation throughout the acreage, creating ideal gardening areas. A detached shed/workshop with welding receptacles supports projects, storage, or hobby use. For additional flexibility, the property offers two RV hookups—one 50-amp hookup with water, sewer, and electric, and one 30-amp hookup with water and power. The fenced backyard section works well for small pets. A small pond adds to the

Vintage Home for sale in Madison County, FL:

Charming 2 bedroom, 2 bath cottage-style home located in a quiet neighborhood within the city limits of Jennings, FL. Home features a bonus room that could easily function as a third bedroom, office, or flex space. The refrigerator, microwave, and stove are approximately 2 years old and the roof was replaced in 2018. The Interior has been upgraded and well maintained. Property offers excellent storage and workspace options with two storage sheds, a detached garage/workshop, and a carport. Enjoy outdoor living on the large screened-in back porch. Move-in ready and full of potential.

Vintage Home for sale in Madison County, FL:

Full of character, this spacious 1950s home offers 4 bedrooms and 3 full bathrooms on a generous 0.60-acre lot in the heart of Monticello. With over 2,200 square feet—including two bedrooms with ensuite baths—it also features flexible zoning for residential, business, or mixed use. The layout includes a cozy living room with a fireplace and an airy sunroom, perfect for an office or casual dining. Tongue-and-groove ceilings run throughout, with coffered details adding charm in the main living and dining areas. Updates include a 2019 roof and 2022 HVAC. French doors open to the cleared back yard with a wood deck—great for entertaining or gardening. A detached one-car garage/