10

Jefferson County FL Homes under $400,000

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  • /42

    $359,000

    • 4 Beds
    • 4 Baths
    • 3,456 Sq Ft

    852 E Buckhorn Trail, Greenville, FL 32331

    Welcome to Your Hidden Hilltop Retreat! Perched atop a gentle rise (180 ft. above sea level) in Northeast Jefferson County, this three-story, 4-bedroom, 4-bathroom sanctuary offers a life lived deeply in tune with nature. Nestled on 5.11 acres of whimsical, lovingly tended land—where white-tailed deer browse the edges of a fenced garden and wild turkeys meander past the first floor, screened

    Agent Photo

    Lynette Sirmon

    All Realty Services

    (850) 930-1972

    852 E Buckhorn Trail, Greenville, FL 32331
  • /21

    $349,000

    • Land
    • 15 Acres
    • $23,267 per Acre

    0000 Waukeenah Hwy, Monticello, FL 32344

    This stunning 15 acre property offers a mix of open land and wooded areas, providing a serene and private setting. Approximately 2 acres are equipped with an irrigation system, ideal for gardening, landscaping or small farming. This property includes a well-maintained barn with four spacious horse stables, perfect for equestrian enthusiasts. Power, well, and septic are already in place, making

    Agent Photo

    Shanna D'Attile

    Keller Williams Town & Country

    (850) 809-9683

    0000 Waukeenah Hwy, Monticello, FL 32344
  • /20

    $400,000

    • Land
    • 31 Acres
    • $12,812 per Acre

    Lot 5 Watermill Rd, Monticello, FL 32344

    Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry, with a sweet little sandy bottom creek in the back of the property, and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access

    Sarah McKinzie Hum Real Estate

    Lot 5 Watermill Rd, Monticello, FL 32344
  • /19

    $305,000

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft

    575 E Palmer Mill Rd, Monticello, FL 32344

    Spacious home located within walking distance of Historic Downtown Monticello. This four bedroom home sits quietly on a manageable half acre lot. Sporting both original hardwood flooring and newly installed LVP flooring, this home blends perfectly for any new home owners. Updated bathrooms and appliances have all been done within the last 5 years. Sizes are approximate.

    Caleb Stephens Waypoint Properties East

    575 E Palmer Mill Rd, Monticello, FL 32344
  • /41

    $365,000

    • 2 Beds
    • 1.5 Baths
    • 1,140 Sq Ft

    265 Still Rd, Monticello, FL 32344

    This inviting 2-bedroom, 1.5-bath home sits on 5 peaceful acres between Monticello, FL, and Thomasville, GA, offering a great mix of indoor comfort and outdoor space. It’s just as cute as you want it, with endless potential for outdoor living! Inside, the open great-room layout feels both spacious and cozy, with a large utility room leading to the screened porch and a covered carport that’s

    Catherine Hope All Realty Services

    265 Still Rd, Monticello, FL 32344
  • /41

    $374,999

    • 4 Beds
    • 2 Baths
    • 2,162 Sq Ft

    4081 Gamble Rd, Monticello, FL 32344

    Nestled on a serene 5-acre retreat, this charming storybook cottage feels like a hidden gem, yet it’s just 15 minutes from downtown Monticello’s quaint shops and restaurants. Tucked back from the road for ultimate privacy, this well-maintained home is surrounded by natural beauty, including native plants, wild azaleas, and lush greenery. Step onto the inviting front porch and into a warm,

    Malissa Henning EXP Realty, LLC

    4081 Gamble Rd, Monticello, FL 32344
  • /42

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    1288 Indian Hills Rd, Monticello, FL 32344

    Peace is what you will find when you visit this lovely home on 5.66 acres. Mostly wooded with a flowing creek. Brick home has a brand new roof 2025. One owner home that has been meticulously taken care of. Open kitchen /living room with vaulted ceilings and a wood burning stove for cozy evenings. Family room has an office nook an a wall of windows for great outdoor views. The workshop is

    Pam Kelly Kelly & Kelly Properties, Inc

    1288 Indian Hills Rd, Monticello, FL 32344
  • /12

    $399,000

    • Land
    • 60 Acres
    • $6,650 per Acre

    0 Fallow Rd, Lamont, FL 32336

    Private recreational tract located in western Jefferson County surrounded by very large managed private tracts. The quality of game rivals the best low fence hunting Florida has to offer. White tailed deer, wild turkey, ducks and bears. Owners have seen no sign of wild hogs. The 60 acres has good access off Fallow Road with building sites on both sides of the road. The majority of the acreage is

    Monroe Rogers Landcorp, Inc.

    0 Fallow Rd, Lamont, FL 32336
  • /19

    $395,000

    • Land
    • 3.20 Acres
    • $123,438 per Acre

    XX Shiver Rd, Monticello, FL 32345

    Beautiful High lot at corner of Hwy 19, Shiver and Lake Rd. This listing is compilation of 3 contiguous parcels : (19-2N-5E-0140-0000-0300 and 19-2N-5E-0000-0210-0000 and 19-2N-5E-0140-0000-0170). for a total of 3.25 acres . PRIME location for multi-family, office, mixed use commercial business that needs visibility and ease of access. Utilities available- Water access to main line is Under Hwy

    Jennifer Ward Century 21 First Story

    XX Shiver Rd, Monticello, FL 32345
  • /27

    $349,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft

    149 Coopers Pond Rd, Monticello, FL 32344

    New build, under construction on 1.05 acres, close to downtown Monticello and no HOA!! Five mins to I-10 and four mins to US90. Completion date set for April 2025 - - > see similar new build, under construction @ 81 Coopers Pond on 2.62 acres @ $399,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP throughout -

    Tiffany Kasdorf The Nova Group Realty

    149 Coopers Pond Rd, Monticello, FL 32344
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