6,612

Jefferson County, FL Homes

Section Image Section Image
    • /42

      Est $221,000 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft

      3908 N Salt Rd, Monticello, FL 32344

      3908 N Salt Rd, Monticello, FL 32344
  • /49

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,268 Sq Ft

    84 Lakeside Rd, Monticello, FL 32344

    This beautifully maintained modular home sits on 2.77 acres, offering peaceful waterfront living and modern updates throughout. Built in 2005 and thoughtfully upgraded, this 3-bedroom, 2-bathroom home combines comfort, style, and space for an idyllic Jefferson County setting. The expansive open-concept-style main living/dining area is perfect for entertaining or relaxing with family. An adjoining

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 413-6516

    84 Lakeside Rd, Monticello, FL 32344
  • /5

    $146,000 Sold Aug 01, 2025

    TBD Taylor Rd, Monticello, FL 32344

    • Land
    • 6.07 Acres
    • $24,053 per Acre

    Last Sold Summary

    • 268 Days On Market

    Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

    TBD Taylor Rd, Monticello, FL 32344
    • /36

      Est $506,709 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,552 Sq Ft

      874 Lake Rd, Monticello, FL 32344

      874 Lake Rd, Monticello, FL 32344
  • /37

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,855 Sq Ft

    950 E Pearl St, Monticello, FL 32344

    Charming 1955 Cottage in the Heart of Monticello,Fl. Welcome home to this cozy yet surprisingly spacious 3-bedroom 1.5 -bath cottage on beautiful Oak Lined Pearl Street. Just a short walk or golf cart ride to historic downtown Monticello. Features include original hardwood floors, new windows, updated electrical and a sunroom with brick paver flooring- perfect for relaxing with morning coffee.

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 333-2115

    950 E Pearl St, Monticello, FL 32344
  • /13

    $34,000 Sold Mar 31, 2025

    265 Bowman St, Monticello, FL 32344

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft
    • Built 1911

    Last Sold Summary

    • 15% Below List Price
    • $52/SF
    • 27 Days On Market

    Current Estimated Value $43,281

    Last Listing Agent Amber Renaud The Nova Group Realty

    265 Bowman St, Monticello, FL 32344
    • /15

      Not Listed For Sale

      115 Timber Trace, Monticello, FL 32344

      115 Timber Trace, Monticello, FL 32344
  • /4

    $130,000

    • Land
    • 9.96 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

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 230-8821

    00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
  • /37

    $160,000 Sold Mar 19, 2025

    183 Chittling Rd, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $106/SF
    • 41 Days On Market

    Last Listing Agent Catherine Hope All Realty Services

    183 Chittling Rd, Monticello, FL 32344
    • /25

      Est $207,287 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 802 Sq Ft

      293 Freeman Rd, Lamont, FL 32336

      293 Freeman Rd, Lamont, FL 32336
  • /30

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    354 Pine Cone Dr, Monticello, FL 32344

    2024 construction, shows like brand new home on large .68 acre lot, wooded buffer adds privacy. Open floor plan, kitchen with granite tops, counter seating and dining overlooks living room. Split bedroom plan , large master suite, walk in shower. 2 car garage, back screen porch overlooking privacy fenced backyard.

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-5234

    354 Pine Cone Dr, Monticello, FL 32344
  • /50

    $860,000 Sold Dec 30, 2025

    240 Valley View Ct, Monticello, FL 32344

    • 5 Beds
    • 3 Baths
    • 3,656 Sq Ft
    • Built 2004

    Last Sold Summary

    • 18% Below List Price
    • $235/SF
    • 62 Days On Market

    Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

    240 Valley View Ct, Monticello, FL 32344
    • /3

      Not Listed For Sale

      00 Fountain Dr, Monticello, FL 32344

      00 Fountain Dr, Monticello, FL 32344
  • /32

    $499,500

    • 3 Beds
    • 3 Baths
    • 3,026 Sq Ft

    3827 N Jefferson St, Monticello, FL 32344

    Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peaceful country living with modern comforts in this stunning 3 bedroom, 3 bathroom brick home on 5 beautiful acres with a private pond. With over 3,000 square feet of living space, this property offers room to spread out and features thoughtful touches throughout. Inside, you'll find a large den with cozy

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (850) 367-9518

    3827 N Jefferson St, Monticello, FL 32344
  • /20

    $62,500 Sold Oct 07, 2025

    195 E Meadow Rd, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft
    • Built 1999

    Last Sold Summary

    • 55% Below List Price
    • $34/SF
    • 99 Days On Market

    Current Estimated Value $123,667

    Last Listing Agent Chelsey Hough Keller Williams Town & Country

    195 E Meadow Rd, Monticello, FL 32344
    • /9

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft

      2191 Rabon Rd, Monticello, FL 32344

      2191 Rabon Rd, Monticello, FL 32344
  • /16

    $549,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    640 Nautilus Dr, Monticello, FL 32344

    Secluded 56.37 Acres with Metal Building & Living Quarters -Western Jefferson County. This property offers privacy, versatility and room to build or expand. The land features a 2880 sq ft heavy-gauged metal building designed for both residential and workshop use. Second floor includes 1200 sf of living space currently unfinished featuring two bedrooms, kitchen and living area and one bath. A

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 231-5287

    640 Nautilus Dr, Monticello, FL 32344
  • /31

    $85,000 Sold Jan 16, 2026

    572 Deerwood Blvd, Greenville, FL 32331

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2000

    Last Sold Summary

    • 19% Below List Price
    • $63/SF
    • 126 Days On Market

    Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

    572 Deerwood Blvd, Greenville, FL 32331
    • /6

      Not Listed For Sale

      xxx S Main Ave, Monticello, FL 32344

      xxx S Main Ave, Monticello, FL 32344
  • /2

    $50,000

    • Land
    • 2.5 Acres
    • $20,000 per Acre

    TBD E Meadow Rd, Monticello, FL 32344

    Wooded lot, pines and hardwoods. Mobile homes are allowed. High elevation.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    (448) 333-2923

    TBD E Meadow Rd, Monticello, FL 32344
  • /27

    $399,900 Sold Apr 21, 2025

    81 Coopers Pond Rd, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Built 2024

    Last Sold Summary

    • $250/SF
    • 129 Days On Market

    Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

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

      Not Listed For Sale

      394 E Osprey Ln, Monticello, FL 32344

      394 E Osprey Ln, Monticello, FL 32344
  • /11

    $125,000 Under Contract

    • 4 Beds
    • 1 Bath
    • 1,325 Sq Ft

    820 Shady Ln, Monticello, FL 32344

    Investor opportunity! 4BR/1BA home in Monticello, FL with great potential. Spacious layout, ideal for renovation, rental, or flip. Convenient location near downtown. Sold as-is.

    Shanna D'Attile

    Keller Williams Town & Country

    (448) 288-6490

    820 Shady Ln, Monticello, FL 32344
  • /5

    $85,000 Sold Aug 26, 2025

    210 Oetinger Rd, Monticello, FL 32344

    • Land
    • 5.01 Acres
    • $16,966 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Kayla Palmer Timber & Tides Real Estate

    210 Oetinger Rd, Monticello, FL 32344
    • /7

      Not Listed For Sale

      0 Taylor Rd Unit 376815, Monticello, FL 32344

      0 Taylor Rd Unit 376815, Monticello, FL 32344
  • /8

    $199,000

    • Land
    • 5.12 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

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 678-4386

    3621 E Capps Hwy, Monticello, FL 32336
  • /42

    $260,000 Sold Aug 29, 2025

    2422 N Jefferson St, Monticello, FL 32344

    • 3 Beds
    • 3 Baths
    • 2,280 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $114/SF
    • 135 Days On Market

    Current Estimated Value $250,000

    Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

    2422 N Jefferson St, Monticello, FL 32344
    • /23

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft

      5585 Turkey Scratch Rd, Monticello, FL 32344

      5585 Turkey Scratch Rd, Monticello, FL 32344
  • /42

    $415,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,921 Sq Ft

    2497 Boston Hwy, Monticello, FL 32344

    Charming Hillside Country Retreat with Barn and Acreage. Welcome to your dream countryside escape! This beautifully maintained brick home sits peacefully on a hillside, surrounded by sprawling fields dotted with mature pecan trees. Inside, the home features a spacious open floor plan, perfect for entertaining or relaxing with family. The large kitchen offers ample workspace and storage, while the

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-5566

    2497 Boston Hwy, Monticello, FL 32344
  • /14

    $30,000 Sold Nov 21, 2025

    000 Ashville Highlands Dr, Greenville, FL 32331

    • Land
    • 5 Acres
    • $6,000 per Acre

    Last Sold Summary

    • 54% Below List Price
    • 58 Days On Market

    Last Listing Agent Alicia Radtke All Realty Services

    000 Ashville Highlands Dr, Greenville, FL 32331
    • /12

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      509 Waukeenah Hwy, Monticello, FL 32344

      509 Waukeenah Hwy, Monticello, FL 32344
  • /40

    $465,000 Under Contract

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

    165 Crooked Creek Ln, Monticello, FL 32344

    Welcome to 165 Crooked Creek Lane in Monticello, Florida—a beautifully maintained home situated on a spacious 0.8-acre fully sodded lot with thoughtful upgrades throughout and exceptional outdoor features. Inside, the home offers comfort and efficiency with 3-inch blinds on all windows (including the garage), ceiling fans in every bedroom, the living room, and the library, and a cozy gas

    Agent Photo

    Chance Shutes

    Keller Williams Town & Country

    (448) 333-1873

    165 Crooked Creek Ln, Monticello, FL 32344
  • /11

    $90,000 Sold Jan 13, 2026

    4685 Waukeenah Hwy, Monticello, FL 32344

    • 1 Bed
    • 1 Bath
    • 1,064 Sq Ft
    • Built 2005

    Last Sold Summary

    • 25% Below List Price
    • $85/SF
    • 4 Days On Market

    Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

    4685 Waukeenah Hwy, Monticello, FL 32344
    • /24

      Est $290,701 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft

      825 E Dogwood St, Monticello, FL 32344

      825 E Dogwood St, Monticello, FL 32344
  • /28

    $57,056 Under Contract

    • Land
    • 6.37 Acres
    • $8,957 per Acre

    TBD S Salt Rd, Monticello, FL 32344

    You can't hear your neighbors here - unless you count the hoot owls hooting! Extraordinary 6.37 acre homesite or recreational tract. This newly surveyed property offers the perfect blend of privacy, natural beauty and convenience. Featuring a mature forest of hardwoods and tall "long leaf" pines in a picturesque triangle shaped layout. The longest side (1070 ft) fronts S. Salt Road, giving over a

    Agent Photo

    Lynette Sirmon

    All Realty Services

    (448) 334-2517

    TBD S Salt Rd, Monticello, FL 32344
  • /11

    $95,000 Sold May 15, 2025

    0 E Glenn Rd, Monticello, FL 32344

    • Land
    • 10.46 Acres
    • $9,082 per Acre

    Last Sold Summary

    • 12% Above List Price
    • 170 Days On Market

    Last Listing Agent Danielle Andrews Realty One Group Next Gen

    0 E Glenn Rd, Monticello, FL 32344
    • /3

      Est $482,272 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,250 Sq Ft

      1612 Rabon Rd, Monticello, FL 32344

      1612 Rabon Rd, Monticello, FL 32344
  • /25

    $184,000

    • Land
    • 14.9 Acres
    • $12,349 per Acre

    Lot 8 Sneads Dr, Greenville, FL 32331

    Discover 14.9 acres of pristine residential/recreational land along the Upper Aucilla River, near Sneads Lake in Jefferson County, Florida. This unique property offers a rare combination of upland and waterfront ownership with a portion of the property submerged by the flowing river. "Own out into & beyond the river channel (all the way to other bank) on the "Aucilla River". Outdoor enthusiasts

    Agent Photo

    Lynette Sirmon

    All Realty Services

    (448) 231-6582

    Lot 8 Sneads Dr, Greenville, FL 32331
  • /26

    $231,000 Sold Aug 20, 2025

    495 N Cherry Ct, Monticello, FL 32344

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Built 2005

    Last Sold Summary

    • 14% Below List Price
    • $173/SF
    • 161 Days On Market

    Current Estimated Value $231,334

    Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

    495 N Cherry Ct, Monticello, FL 32344
    • /24

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft

      6279 Aucilla Rd, Monticello, FL 32344

      6279 Aucilla Rd, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home