14

Jefferson County FL Homes under $400,000

Section Image Section Image
  • /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
  • /42

    $349,000

    • 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
  • /51

    $349,900

    • Land
    • 44 Acres
    • $7,890 per Acre

    1069 N Salt Rd, Monticello, FL 32344

    44+ Acres - 1069 N Salt Road, Jefferson County, FL Located within 10 miles from downtown Monticello Quick and easy access to I-10 Secluded setting with peace and privacy Cleared homesite featuring a 40x60 pole barn Interior trail system for easy navigation and recreation Excellent deer, turkey, and duck hunting opportunities Multiple game habitats for

    Ben Jones

    1069 N Salt Rd, Monticello, FL 32344
  • /41

    $349,500

    • 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
  • /47

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft

    1530 Sweetbay Ct, Monticello, FL 32344

    Beautiful 2021 built 3/2 home on quiet cul-de-sac across from a gorgeous green space with mature trees! Stunning light and bright features with an updated kitchen and baths, including laminate light oak wood flooring, granite counters, stainless appliances, covered back porch and two car garage. This home is a must-see!

    Amber Renaud The Nova Group Realty

    1530 Sweetbay Ct, Monticello, FL 32344
  • /42

    $375,000

    • 4 Beds
    • 3 Baths
    • 2,223 Sq Ft

    155 E Seminole Ave, Monticello, FL 32344

    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 en suite 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

    Catherine Hope All Realty Services

    155 E Seminole Ave, Monticello, FL 32344
  • /27

    $399,000

    • 3 Beds
    • 2 Baths
    • 2,131 Sq Ft

    133 Devane Rd, Monticello, FL 32344

    Peaceful 10-Acre Country Retreat with Pool - Just Outside Chattahoochee, FL Discover the charm of country living with this spacious 3-bedroom, 2-bath single-family home located just minutes from the quaint town of Chattahoochee, Florida. Enter through the winding tree lined road that sets the stage for the home that welcomes you at the end. Set on a beautifully wooded 10-acre parcel, this 2,131

    Bubba McCants EXP Realty LLC

    133 Devane Rd, Monticello, FL 32344
  • /36

    $399,000

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft

    259 Barnes Rd, Monticello, FL 32344

    Spacious Brick on 4.25 acres. Easy Thomasville commute. Discover peace and privacy with this well maintained brick ranch nestled in the woods. Step into the spacious living room with cozy wood burning fireplace, ideal for relaxing evenings or entertaining. Office, large utility room, 2 car garage, and workshop are some of the extras. Enjoy this quiet private setting.

    Pam Kelly Kelly & Kelly Properties, Inc

    259 Barnes Rd, 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
  • /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
  • /37

    $398,000

    • 3 Beds
    • 2 Baths
    • 2,766 Sq Ft

    205 N Rhodes St, Monticello, FL 32344

    Classic historical home built in the 1920's. Walking distance to charming downtown Monticello. Large covered front porch for kicking back and relaxing. Wood floors throughout, high ceiling and large open kitchen. This beauty boast over 2700 sf of heated and cooled living space. Beautiful entry into foyer with stairway leading to upstairs landing and two bedrooms. Formal living, formal dining and

    Pam Kelly Kelly & Kelly Properties, Inc

    205 N Rhodes St, Monticello, FL 32344
  • /40

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    480 W Washington St, Monticello, FL 32344

    OWNERS MOTIVATED-ALL REASONABLE OFFERS WILL BE CONSIDERED.Step Back In Time! Rare chance to own your own piece of "Old Florida". Craftsman Style beauty with soaring 10 ' bead-board ceilings and 10 " baseboards, original pine floors and 4 gas fireplaces. Perfect blend of old Florida charm and modern conveniences. Statuary Marble countertops and copper sink in kitchen, extra large dining room for

    Pam Kelly Kelly & Kelly Properties, Inc

    480 W Washington St, Monticello, FL 32344
  • /12

    $399,000

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

    0 Fallow Rd Unit 373902, 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 Unit 373902, 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
How to Buy a Home How to Finance a Home How to Sell a Home