6,076

Jefferson, FL Homes

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  • /3

    $437,500

    • Land
    • 22 Acres
    • $19,770 per Acre

    00 Boston Hwy, Monticello, FL 32344

    2 MILES FROM Monticello Courthouse! Bordering Jefferson County Country Club. 2 Parcels for total of 22.13 Acres adjacent to Jefferson County Golf Club and bordering Boston Hwy- 1028 ft. frontage - and Mamie Scott Drive. 2 Acres on Mamie Scott with 360' FRONTAGE AND has City Water/Electric Access and is actually within City Limits with zoning of RESIDENTIAL-MULTIFAMILY. Remaining property zoning

    Jennifer Ward Century 21 First Story

    00 Boston Hwy, Monticello, FL 32344
  • /27

    $384,000 Sold Apr 22, 2025

    • Land
    • 25 Acres
    • $15,534 per Acre
    • 812 Days On Market

    162 Natural Bridge Rd, Monticello, FL 32344

    LOCATED ON THE CORNER OF FANLEW ROAD AND NATURAL BRIDGE ROAD IN A LITTLE COMMUNITY CALLED FANLEW. THIS COMMUNITY SERVED SAWMILLS AND TURPENTINE STILLS THAT ONCE POPULATED THIS AREA. IT STRADDLES JEFFERSON WAKULLA AND LEON COUNTY. THE PROPERTY IS A MIXTURE OF PINES AND HARDWOODS AND SPORTS AN ORIGINAL HOMESTEAD, NOT LIVEABLE. THERE IS A MOBILE HOME ON THE PROPERTY WITH WELL, POWER AND SEPTIC. LOTS

    Amy Crain The American Dream

    162 Natural Bridge Rd, Monticello, FL 32344
    • /13

      Est $130,875 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,320 Sq Ft

      56 Ward Rd, Monticello, FL 32344

      56 Ward Rd, Monticello, FL 32344
  • /3

    $117,036

    • Land
    • 11 Acres
    • $10,422 per Acre

    Lot 29, Block A E Meadow Rd, Monticello, FL 32344

    11.23 +/- acres at very end of East Meadow Road adjacent to 300+ acres owned by the Suwannee River Water Management District and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 9.4 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These

    Justin Peel Maclay Realty & Management LLC

    Lot 29, Block A E Meadow Rd, Monticello, FL 32344
  • /27

    $399,900 Sold Apr 21, 2025

    • 1,601 Sq Ft
    • $250/SF
    • 129 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    81 Coopers Pond Rd, Monticello, FL 32344

    New build, under construction! Completion date set for April 2025. Beautiful, private lot on 2.62 acres, close to downtown Monticello and no HOA!! 5 mins to I-10 and 4 mins to US90 - - > see similar new build, under construction @ 149 Coopers Pond on 1.05 acres @ $349,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP

    Tiffany Kasdorf The Nova Group Realty

    81 Coopers Pond Rd, Monticello, FL 32344
    • /5

      Not Listed For Sale

      xx Landfill Rd, Monticello, FL 32344

      xx Landfill Rd, Monticello, FL 32344
  • /3

    $97,964

    • Land
    • 9 Acres
    • $10,422 per Acre

    Lot 30, Block A E Meadow Rd, Monticello, FL 32344

    9.4 +/- acres at very end of East Meadow Road and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 11.23 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These opportunities don’t come along very often so don’t miss out.

    Justin Peel Maclay Realty & Management LLC

    Lot 30, Block A E Meadow Rd, Monticello, FL 32344
  • /40

    $425,000 Sold Apr 18, 2025

    • 3,174 Sq Ft
    • $134/SF
    • 27 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1895

    310 E Dogwood St, Monticello, FL 32344

    Step into history with the breathtaking Camellia House, a stunning Queen Anne-style home built in 1895-96 by William Bishop, a prominent local business owner with ties to the tung oil, retail, and lumber industries. Originally crafted as a wedding gift for his eldest sister, this home boasts intricate features and craftsmanship typically reserved for affluent families of the era. Its beauty has

    Devin Lohman Lohman Realty LLC

    310 E Dogwood St, Monticello, FL 32344
    • /4

      Est $83,887 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 825 Sq Ft

      395 W High St, Monticello, FL 32344

      395 W High St, Monticello, FL 32344
  • /40

    $1,285,000

    • 4 Beds
    • 6 Baths
    • 9,848 Sq Ft

    193 Nautilus Dr, Monticello, FL 32344

    Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the heart of the woods. This meticulously renovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving walls that exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamless blend

    Ondrea Maldonado Hamilton Realty Advisors LLC

    193 Nautilus Dr, Monticello, FL 32344
  • /34

    $250,000 Sold Apr 17, 2025

    • 1,731 Sq Ft
    • $144/SF
    • 83 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    194 Deer Run Rd, Monticello, FL 32344

    Enjoy the peaceful vibes of this creekside Barndominium in the woods. This property has quaint country living upstairs to include the primary bedroom, on suite bathroom and large walking closet, antique wood stove and a beautiful lookout porch in the rear of the property. Downstairs you have plenty of open space for entertaining your guests including 2 bedrooms, on suite bathroom and laundry as

    Christopher Taylor Xcellence Realty

    194 Deer Run Rd, Monticello, FL 32344
    • /42

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,952 Sq Ft

      761 Tyson Rd, Monticello, FL 32344

      761 Tyson Rd, 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
  • /34

    $550,000 Sold Apr 15, 2025

    • 2,126 Sq Ft
    • $259/SF
    • 107 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2007

    136 Bob White Trail, Monticello, FL 32344

    Make this piece of paradise your own! As you pull into the driveway, you will feel as if you have escaped the stresses of every day life and have just arrived at your vacation destination. This property features a beautiful home, ample outdoor entertaining space, two ponds (one fully stocked including a duck), chicken coup, a pole barn, workshop with space for a man cave/game room, and 10 acres

    Angela Wills Team Wills Real Estate Group

    136 Bob White Trail, Monticello, FL 32344
    • /42

      Est $646,007 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,100 Sq Ft

      649 Waukeenah Plantation Rd, Monticello, FL 32344

      649 Waukeenah Plantation Rd, Monticello, FL 32344
  • /42

    $599,900

    • 4 Beds
    • 5 Baths
    • 3,862 Sq Ft

    3873 N Jefferson St, Monticello, FL 32344

    Back on market due to no fault of the seller or home. Stunning 4 Bedroom, 3.5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car Garage Located just north of this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and not located in a flood zone or HOA.

    Stephanie Dobson Southern Land & Homes

    3873 N Jefferson St, Monticello, FL 32344
  • /19

    $120,000 Sold Apr 15, 2025

    • 2,600 Sq Ft
    • $46/SF
    • 255 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1956

    1385 Florida Ave, Monticello, FL 32344

    **Multiple Offers** *Short Sale 3rd Party Approval Required* Main House 3Bdrm 2Ba w/attached Apartment/2Bdrm 1Ba In-Law Suite w/Kitchen, Living Area, Private Entrance & separate Driveway. Single Family Home, One Home w/Apartment as Rental, or Multi-Family/Generational Living. Corner Double Lot. Roof Replacement & HVAC (Main House) needed. Updates/Upgrades and General TLC needed. Buyer to verify

    Christopher Chaback Keller Williams Town & Country

    1385 Florida Ave, Monticello, FL 32344
    • /18

      Not Listed For Sale

      0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

      0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344
  • /4

    $130,000

    • Land
    • 10 Acres
    • $13,052 per Acre

    00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344

    The listing contains (2) adjacent raw land parcels in the Lloyd Acres Subdivision = 9.96 acres total. See parcel IDs: 18-1N-4E-0113-000C-0010 (6.41 acres; Mallard Lane) + 18-1N-4E-0112-000C-0050 (3.55 acres; Bluejay Rd). Look for real estate signs (2) to help identify the acreage for sale. The property is zoned Residential-01 (1 home/1 acre), making it a great opportunity for someone wanting to

    Brenna Kelly-Ward Kelly & Kelly Properties, Inc

    00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
  • /17

    $189,000 Sold Apr 02, 2025

    • 2,525 Sq Ft
    • $75/SF
    • 233 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    485 Morris Rd, Monticello, FL 32344

    New Roof! New HVAC! Some repairs needed such as finishing half bath. Nearly a half acre of stunning backyard on the lake with outbuilding and shed for picnics and gatherings. Enclosed carport increases living/gathering space inside! So much opportunity here!

    Susan Gillespie Lord & Stanley Realty, Inc.

    485 Morris Rd, Monticello, FL 32344
    • /42

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,807 Sq Ft

      21 Mire Ct, Monticello, FL 32344

      21 Mire Ct, Monticello, FL 32344
  • /6

    $525,000

    • Land
    • 86 Acres
    • $6,127 per Acre

    xxx Big Joe Rd, Monticello, FL 32344

    This almost 86 acre beautiful and serene parcel is Zoned Agri-05 and has tons of potential and a plethora of land uses ranging from residential, to outdoor recreational, and even institutional. There is a number of acres of high dry land that may be suitable to subdivide into 5 acre parcels, however, please keep set back requirements in mind as it pertains to the wetlands. Access to the property

    Lynnaye Boyd Resilience Realty

    xxx Big Joe Rd, Monticello, FL 32344
  • /13

    $34,000 Sold Mar 31, 2025

    • 660 Sq Ft
    • $52/SF
    • 27 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1911

    265 Bowman St, Monticello, FL 32344

    Great potential to build a new home just steps away from historic downtown Monticello, the courthouse, restaurants, and shops! There are beautiful homes across the street making this an idea piece of land to build a new home. The property that is currently on this lot is in very poor condition and is most likely a tear down or at minimum a gut-job but lots of great potential on this one!

    Amber Renaud The Nova Group Realty

    265 Bowman St, Monticello, FL 32344
    • /42

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,807 Sq Ft

      24 Mire Ct, Monticello, FL 32344

      24 Mire Ct, Monticello, FL 32344
  • /32

    $285,000

    • 3 Beds
    • 2.5 Baths
    • 2,467 Sq Ft

    490 E Palmer Mill Rd, Monticello, FL 32344

    The Haile House originally built in 1893 is located in downtown Monticello FL. This wonderful victorian home features original hardwood pine floors, stain glass windows in the front parlor, original wavy glass windows throughout the home, 12 ft ceilings, a bay window and so much more! The 2,467 sqft beauty has 3 bedrooms and 2 and a half baths, fenced in yard, with a detached workshop. Less than

    Alicia Radtke All Realty Services

    490 E Palmer Mill Rd, Monticello, FL 32344
  • /3

    $72,000 Sold Mar 31, 2025

    • Land
    • 38 Acres
    • $1,891 per Acre
    • 62 Days On Market

    4019 Ashville Hwy Unit o, Monticello, FL 32344

    Total of 38.07 acres in desirable Ashville Highway area of Monticello. Five miles from Downtown. East Jefferson County, known for beautiful rolling hills, lined with majestic century oaks. 12.35-acre parcel with an older mobile home (minimal value) fronting Ashville Highway, and an additional 25.72-acre tract on Steen Road 1.1 mile from the 12-acre parcel on Ashville Highway. The older mobile

    Sarah Scott Coldwell Banker Hartung

    4019 Ashville Hwy Unit o, Monticello, FL 32344
    • /5

      Est $301,800 Not Listed For Sale

      2312 Hartsfield Rd, Monticello, FL 32344

      2312 Hartsfield Rd, Monticello, FL 32344
  • /2

    $290,000

    • Land
    • 40 Acres
    • $7,250 per Acre

    0 S Salt Rd Unit MFRGC527327, Monticello, FL 32344

    This property consists of approximately 13+/- ac of upland with the balance in wetlands. This property is a secluded location perfect for a weekend getaway or a permanent residence. *There is some issue with access.

    Daniel Jerrels SWIFT CREEK ACREAGE SERVICES, LLC (NO MLS)

    0 S Salt Rd Unit MFRGC527327, Monticello, FL 32344
  • /32

    $390,000 Sold Mar 27, 2025

    • 1,803 Sq Ft
    • $216/SF
    • 90 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1987

    39 Indian Hills Rd, Monticello, FL 32344

    Beautiful four bedroom 2 bath home; spacious kitchen with coffee bar and second sink; formal dining room; cozy living room with a wood-burning fireplace; this leads you to a large deck with a 30 foot pool. Walk-in closet in master bath; variety of fruit trees and flowers located on 5 high and dry acres. 12x20 shed with electric, AC & water. Pole barn. Quick access to Tallahassee. Also shown by

    Steve Walker Steve C. Walker Realty, LLC

    39 Indian Hills Rd, Monticello, FL 32344
    • /7

      Not Listed For Sale

      245 Whipporwill Rd, Monticello, FL 32344

      245 Whipporwill Rd, Monticello, FL 32344
  • /2

    $93,186

    • Land
    • 11 Acres
    • $8,350 per Acre

    0 Blue Lake Rd Unit MFRGC527319, Monticello, FL 32344

    The property offered is a mix of uplands and some wetland. The property sets to the South of the Railroad tracks. This property has great potential for future development.

    Daniel Jerrels SWIFT CREEK ACREAGE SERVICES, LLC (NO MLS)

    0 Blue Lake Rd Unit MFRGC527319, Monticello, FL 32344
  • /35

    $541,500 Sold Mar 27, 2025

    • 1,945 Sq Ft
    • $278/SF
    • 67 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2024

    129 White Oak Dr, Monticello, FL 32344

    The builder is offering a $10,000 buyer's credit for closing costs or interest rate buy down. Beautifully appointed home with 4 bedrooms, flex room, and commercial style kitchen backs up to 100 acre greenspace. Watch the deer and turkeys in your own yard from the covered porch. Beautiful quartz countertops, oversize drawers, and upscale appliances with 36" gas range with griddle. Tray ceilings

    Marshall Gibbs Capital City Real Estate Group

    129 White Oak Dr, Monticello, FL 32344
    • /42

      Est $512,093 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,554 Sq Ft

      257 Linton Place, Monticello, FL 32344

      257 Linton Place, Monticello, FL 32344
  • /10

    $149,900

    • Land
    • 8 Acres
    • $18,148 per Acre

    000 Flamingo Ct Unit none, Monticello, FL 32344

    SELLER WILL LOOK AT ALL OFFERS! A PLACE IN THE WOODS!!! BRING THE HORSES!! 8.26 Acre home-site tucked in off the main road. Very secluded and Private. Will need some clearing for home-site. Large oaks and Pines throughout with a creek bottom on the front of the property. 20 Minutes to the Capital building. Easy access to Tallahassee.

    Starbuck Rissman Steve C. Walker Realty, LLC

    000 Flamingo Ct Unit none, Monticello, FL 32344
  • /42

    $629,000 Sold Mar 26, 2025

    • 2,205 Sq Ft
    • $285/SF
    • 38 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    531 Ridge Rd, Monticello, FL 32344

    Discover custom craftsmanship in this designed 3-bedroom, 2.5-bathroom home situated on 5.54 acres of picturesque countryside, boasting a striking Tricorn Black exterior with board & batten fiber cement siding. Interior Highlights - - Open and airy floor plan with 9ft ceilings throughout, accentuated by a stunning 12ft vaulted ceiling in the living room adorned with poplar wood beams - - Cozy

    Tiffany Kasdorf The Nova Group Realty

    531 Ridge Rd, Monticello, FL 32344
    • /39

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      175 Main St, Monticello, FL 32344

      175 Main St, Monticello, FL 32344
  • /18

    $239,900

    • 4 Beds
    • 3 Baths
    • 2,553 Sq Ft

    34 W Hummingbird Ln, Monticello, FL 32344

    New beautiful LVP flooring on mother in law suite side of the property and wdo repair underneath the new flooring!! So many options with this property!! It boasts 2 separate living spaces joined by a common family room. One side of the home has 1 bed and 1 bath, it's own kitchen and living space. The other side of the home has 3 bedrooms, 2 bathrooms and the kitchen and living area. The

    Susan Gillespie Lord & Stanley Realty, Inc.

    34 W Hummingbird Ln, Monticello, FL 32344
  • /3

    $180,000 Sold Mar 24, 2025

    • Land
    • 26 Acres
    • $6,998 per Acre
    • 12 Days On Market

    000 Steen Rd, Monticello, FL 32344

    25 acres in desirable Ashville Highway area of Monticello. Five miles from Downtown. East Jefferson County, known for beautiful rolling hills, lined with majestic century oaks. Build your dream home, create a homestead, or start your farm. This quiet 25 acre parcel offers many possibilities to enjoy planting roots in the country. Rural, small town living at its best. Historic Downtown Monticello

    Sarah Scott Coldwell Banker Hartung

    000 Steen Rd, Monticello, FL 32344
    • /4

      Not Listed For Sale

      TBD Lonnie, Monticello, FL 32344

      TBD Lonnie, Monticello, FL 32344
  • /8

    $199,000

    • Land
    • 5 Acres
    • $38,867 per Acre

    3621 E Capps Hwy, Monticello, FL 32336

    Vacant land with highway frontage on US-27 S., in Lamont, FL, just 4 miles east of the US-19 S/US-27 intersection in Capps. Zoned AG-5 (1 home/5 acres) - various commercial uses are allowed within AG-5 zoning. Refer to the county's Comprehensive Plan for specifics. The Northeast portion of the property is in wetlands, and majority of the parcel is located in Flood Zone A, except for small portion

    Brenna Kelly-Ward Kelly & Kelly Properties, Inc

    3621 E Capps Hwy, Monticello, FL 32336

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