6,583

Jefferson County, FL Homes

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    • /34

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft

      336 Lake Rd, Monticello, FL 32344

      336 Lake Rd, Monticello, FL 32344
  • /3

    $127,500 Under Contract

    • Land
    • 51 Acres
    • $2,500 per Acre

    000 Kinsey Rd, Monticello, FL 32344

    51 Acres of prime hunting/recreational land. Paved road access with owned easement. Wolf creek runs thrugh part of the property. $2500/Acre

    Agent Photo

    Buddy Witmer

    Steve C. Walker Realty, LLC

    (850) 726-3832

    000 Kinsey Rd, Monticello, FL 32344
  • /20

    $82,500 Sold Jul 02, 2025

    91 W 7th Way, Greenville, FL 32331

    • Land
    • 5 Acres
    • $16,500 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 30 Days On Market

    Current Estimated Value $80,491

    Last Listing Agent Heather Rybak Rybak Realty, LLC

    91 W 7th Way, Greenville, FL 32331
    • /30

      Est $552,749 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,016 Sq Ft

      3214 Tram Rd, Monticello, FL 32344

      3214 Tram Rd, Monticello, FL 32344
  • /32

    $525,000

    • 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
  • /25

    $74,090 Sold Dec 12, 2025

    687 Smokehouse Farms Dr Unit na, Greenville, FL 32331

    • Land
    • 5.01 Acres
    • $14,788 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 54 Days On Market

    Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

    687 Smokehouse Farms Dr Unit na, Greenville, FL 32331
    • /28

      Est $445,037 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,328 Sq Ft

      129 Indian Hills Rd, Monticello, FL 32344

      129 Indian Hills Rd, Monticello, FL 32344
  • /45

    $599,900

    • 3 Beds
    • 2.5 Baths
    • 2,546 Sq Ft

    181 Heritage Blvd, Monticello, FL 32344

    Certified Florida Green Home on 3 acres in the highly sough after Heritage Hills s/d. Enjoy the perfect blend of privacy and convenience with this Craftsman-style home, offering an easy commute to both Tallahassee and Monticello. The like-new residence boasts high-end finishes throughout, including crown molding, coffered ceilings, wainscoting, and a cozy gas fireplace. Relax or entertain

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 678-3070

    181 Heritage Blvd, Monticello, FL 32344
  • /31

    $240,000 Sold Jan 24, 2025

    112 Rudolph Ln, Monticello, FL 32344

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 2022

    Last Sold Summary

    • 8% Below List Price
    • $114/SF
    • 68 Days On Market

    Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

    112 Rudolph Ln, Monticello, FL 32344
    • /38

      Est $164,847 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft

      310 N Olive St, Monticello, FL 32344

      310 N Olive St, 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
  • /42

    $335,000 Sold Jun 10, 2025

    1535 Willow Rd, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • Built 2021

    Last Sold Summary

    • $245/SF
    • 6 Days On Market

    Current Estimated Value $345,077

    Last Listing Agent Chance Shutes Keller Williams Town & Country

    1535 Willow Rd, Monticello, FL 32344
    • /36

      Est $765,812 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 5,556 Sq Ft

      250 Hiawatha Farms Rd, Monticello, FL 32344

      250 Hiawatha Farms Rd, Monticello, FL 32344
  • /11

    $135,000

    • 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
  • /32

    $390,000 Sold Mar 27, 2025

    39 Indian Hills Rd, Monticello, FL 32344

    • 4 Beds
    • 2 Baths
    • 1,803 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $216/SF
    • 90 Days On Market

    Current Estimated Value $396,637

    Last Listing Agent Steve Walker Steve C. Walker Realty, LLC

    39 Indian Hills Rd, Monticello, FL 32344
    • /28

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,323 Sq Ft

      1993 Hartsfield Rd, Monticello, FL 32344

      1993 Hartsfield Rd, 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

    (850) 779-4681

    3621 E Capps Hwy, Monticello, FL 32336
  • /36

    $285,000 Sold Aug 08, 2025

    705 N Mulberry St, Monticello, FL 32344

    • 3 Beds
    • 2.5 Baths
    • 1,527 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $187/SF
    • 40 Days On Market

    Current Estimated Value $276,738

    Last Listing Agent Bill Lord Armor Realty, Inc

    705 N Mulberry St, Monticello, FL 32344
    • /42

      Est $262,462 Not Listed For Sale

      52 Serenity Ln, Monticello, FL 32344

      52 Serenity Ln, Monticello, FL 32344
  • /42

    $415,000

    • 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
  • /3

    $2,989,892 Sold May 12, 2025

    0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

    • Land
    • 420 Acres
    • $7,119 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 87 Days On Market

    Last Listing Agent Brian Proctor NAI TALCOR Commercial

    0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
    • /7

      Not Listed For Sale

      0 Taylor Rd Unit 375808, Monticello, FL 32344

      0 Taylor Rd Unit 375808, Monticello, FL 32344
  • /69

    $555,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,945 Sq Ft

    64 Sanctuary Dr, Monticello, FL 32344

    Just WOW this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master closet with built-ins. As you approach the living area,

    Agent Photo

    Chance Shutes

    Keller Williams Town & Country

    (448) 305-5882

    64 Sanctuary Dr, Monticello, FL 32344
  • /17

    $189,000 Sold Apr 02, 2025

    485 Morris Rd, Monticello, FL 32344

    • 3 Beds
    • 2.5 Baths
    • 2,525 Sq Ft
    • Built 1960

    Last Sold Summary

    • 35% Below List Price
    • $75/SF
    • 233 Days On Market

    Current Estimated Value $237,343

    Last Listing Agent Susan Gillespie Lord & Stanley Realty, Inc.

    485 Morris Rd, Monticello, FL 32344
    • /3

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,623 Sq Ft

      132 Hilltop Dr, Monticello, FL 32344

      132 Hilltop Dr, Monticello, FL 32344
  • /42

    $725,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,365 Sq Ft

    81 Old Tung Grove Rd, Monticello, FL 32344

    New Construction move in ready. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Top of the lines finishes. Convenient to Tallahassee 15 minute drive.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-6582

    81 Old Tung Grove Rd, Monticello, FL 32344
  • /42

    $425,000 Sold Feb 27, 2025

    0 Fen Ct, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,807 Sq Ft
    • Built 2025

    Last Sold Summary

    • $235/SF
    • 6 Days On Market

    Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

    0 Fen Ct, Monticello, FL 32344
    • /17

      Not Listed For Sale

      360 Poppell Cemetery Rd, Lamont, FL 32336

      360 Poppell Cemetery Rd, Lamont, FL 32336
  • /50

    $449,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    107 Tarn Way, Monticello, FL 32344

    2024 Custom Built Home with Premium Upgrades in Hemings Pond Subdivision! Better than new - This 3 bedroom/2 Bathroom 2024-build by Nailed It Construction offers luxury vinyl plank floors throughout, upgraded light fixtures, premium countertops, and elegant bath finishes. Both bathrooms feature tastefully muted designer tile-work. Thoughtful owner upgrades include: custom wood plantation shutters

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 428-7831

    107 Tarn Way, Monticello, FL 32344
  • /26

    $130,000 Sold Jul 25, 2025

    00 Cardinal Ln, Monticello, FL 32344

    • Land
    • 14.1 Acres
    • $9,220 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 175 Days On Market

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

    00 Cardinal Ln, Monticello, FL 32344
    • /31

      Est $414,790 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,883 Sq Ft

      1613 Yaupon Ct, Monticello, FL 32344

      1613 Yaupon Ct, Monticello, FL 32344
  • /56

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,672 Sq Ft

    660 N Jefferson St, Monticello, FL 32344

    This updated craftsman bungalow sits just minutes from historic downtown Monticello and all its shops, restaurants and small-town living activities. The big welcoming front porch maintains a great view of Jefferson street and opens inside to a light-filled living space – great for entertaining, with an easy flow to a fenced lawn perfect for pets and weekend gatherings. The split-bedroom plan

    David Wesolowski American Real Estate Agency, I

    660 N Jefferson St, Monticello, FL 32344
  • /40

    $255,000 Sold Jun 30, 2025

    185 Main St, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 2,206 Sq Ft
    • Built 1914

    Last Sold Summary

    • 15% Below List Price
    • $116/SF
    • 93 Days On Market

    Current Estimated Value $250,215

    Last Listing Agent Lee Hall Capital City Real Estate Group

    185 Main St, Monticello, FL 32344
    • /3

      Est $46,748 Not Listed For Sale

      420 N Forest Ct, Monticello, FL 32344

      420 N Forest Ct, Monticello, FL 32344
  • /19

    $299,000

    • Land
    • 70.45 Acres
    • $4,244 per Acre

    265 Neely Rd, Monticello, FL 32344

    Secluded, but not remote, this 70.45 acre tract in eastern Jefferson County, Florida would make an ideal hunting getaway property or a rural homesite. Virtually no ambient noise or light that will disturb the quiet woods. About half the tract is in 7-year-old planted loblolly pines and the rest is in natural woods and cypress ponds. You will be smack in the middle of some of the best deer and

    Dave Lewis Southern Forestry Realty

    265 Neely Rd, Monticello, FL 32344
  • /2

    $314,900 Sold May 08, 2025

    2199 Old Lloyd Rd, Monticello, FL 32344

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft
    • Built 1986

    Last Sold Summary

    • $270/SF
    • 40 Days On Market

    Current Estimated Value $607,909

    Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

    2199 Old Lloyd Rd, Monticello, FL 32344
    • /4

      Not Listed For Sale

      TBD Blackberry Tr, Monticello, FL 32344

      TBD Blackberry Tr, Monticello, FL 32344
  • /16

    $487,878

    • Land
    • 122 Acres
    • $3,999 per Acre

    0 James Noble Rd, Greenville, FL 32331

    Millwood Timberland East is a balanced property located in a great recreational market. The Ashville area is home to numerous trophy grade recreational properties and is known for exceptional whitetail, turkey and waterfowl hunting. This property features an efficient footprint with good access and internal road infrastructure. The uplands are planted with slash pine that are approximately 8

    Bryant Peace Saunders Real Estate

    0 James Noble Rd, Greenville, FL 32331
  • /35

    $375,000 Sold Jun 13, 2025

    925 E Pearl St, Monticello, FL 32344

    • 4 Beds
    • 3.5 Baths
    • 2,768 Sq Ft
    • Built 1901

    Last Sold Summary

    • $135/SF
    • 24 Days On Market

    Current Estimated Value $382,242

    Last Listing Agent Tom Grasberger Gaff's Realty Company

    925 E Pearl St, Monticello, FL 32344
    • /4

      Not Listed For Sale

      XXXX St Augustine Rd Parcel #2, Monticello, FL 32344

      XXXX St Augustine Rd Parcel #2, Monticello, FL 32344

Showing Results 81 - 120, Page 3 of 18

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