Jefferson County, FL Homes

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  /24

  $83,000 Sold Jan 12, 2026

  0 Johnny Unit 392570, Lamont, FL 32336

  • Land
  • 5.03 Acres
  • $16,501 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 46 Days On Market

  Last Listing Agent Michael Reavis The Naumann Group Real Estate

  0 Johnny Unit 392570, Lamont, FL 32336
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  /42

  Not Listed For Sale

  52 Serenity Ln, Monticello, FL 32344

  52 Serenity Ln, Monticello, FL 32344
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  /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
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  /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 $251,467

  Last Listing Agent Lee Hall Capital City Real Estate Group

  185 Main St, Monticello, FL 32344
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  /7

  Not Listed For Sale

  0 Taylor Rd Unit 375808, Monticello, FL 32344

  0 Taylor Rd Unit 375808, Monticello, FL 32344
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  /66

  $1,125,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft

  740 Kinsey Rd, Monticello, FL 32344

  155 Acres in Jefferson County, Florida – Rolling Pastures & Country Charm Discover the perfect blend of natural beauty and peaceful living on this 155-acre property in scenic Jefferson County, Florida. Just 10 miles from downtown Monticello and 5 miles from I-10, this property offers both convenience and tranquility. Home- Built in 1941, featuring 1,146 square feet Thoughtfully updated while

  Ben Jones Southern Land & Homes

  740 Kinsey Rd, Monticello, FL 32344
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  /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
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  /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
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  /3

  $244,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  655 N Cherry St, Monticello, FL 32344

  New construction in the heart of Monticello's Historic District! This beautifully built 1,092 sq ft off-grade home offers modern finishes while fitting seamlessly into the character of the neighborhood. The open floor plan features luxury vinyl plank flooring throughout, a stylish kitchen and stainless steel appliances, and quality craftsmanship from top to bottom. Bathrooms are finished with

  Steve Walker Steve C. Walker Realty, LLC

  655 N Cherry St, Monticello, FL 32344
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  /43

  $263,000 Sold Jan 23, 2026

  300 Cedar St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Above List Price
  • $129/SF
  • 6 Days On Market

  Last Listing Agent Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
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  /17

  Not Listed For Sale

  360 Poppell Cemetery Rd, Lamont, FL 32336

  360 Poppell Cemetery Rd, Lamont, FL 32336
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  /8

  $450,000

  • Land
  • 85.26 Acres
  • $5,278 per Acre

  1899 Big Joe Rd, Monticello, FL 32344

  Known for its white tail deer, hog and turkey populations, this 85.26 acres in Jefferson County, FL would make a perfect hunting camp. Pristine pine tree property just minutes from Interstate 10 / Exit 225. Ideal Country Estate or weekend get-away. Seller financing available to qualified buyer.

  Tom Woodyard Woodyard & Associates, LLC

  1899 Big Joe Rd, Monticello, FL 32344
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  /49

  $615,000 Sold Dec 30, 2025

  150 N Ojibwa Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,214 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $191/SF
  • 216 Days On Market

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
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  /17

  Not Listed For Sale

  000 Clark Rd, Monticello, FL 32344

  000 Clark Rd, Monticello, FL 32344
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  /2

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  350 Bowman St, Monticello, FL 32344

  New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.

  Steve Walker Steve C. Walker Realty, LLC

  350 Bowman St, Monticello, FL 32344
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  /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
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  /4

  Not Listed For Sale

  TBD Blackberry Tr, Monticello, FL 32344

  TBD Blackberry Tr, Monticello, FL 32344
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  /20

  $570,000

  • Land
  • 71 Acres
  • $8,028 per Acre

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344

  Located on Aucilla Rd in Monticello, FL, this versatile AG-5 property offers endless potential for residential, agricultural, and recreational use. The upland portion has been cleared, making it ideal for a homesite or multiple residences, with zoning allowing one unit per five acres and options for family transfers under county guidelines.For those looking to enjoy North Floridas natural

  Jeremiah Thompson Saunders Land

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344
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  /34

  $250,000 Sold Apr 17, 2025

  194 Deer Run Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Built 1994

  Last Sold Summary

  • 17% Below List Price
  • $144/SF
  • 83 Days On Market

  Current Estimated Value $274,354

  Last Listing Agent Christopher Taylor Xcellence Realty

  194 Deer Run Rd, Monticello, FL 32344
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  /4

  Not Listed For Sale

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

  XXXX St Augustine Rd Parcel #2, Monticello, FL 32344
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  /18

  $1,100,000

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

  0 Gum Swamp, Greenville, FL 32331

  Millwood Timberland West is a balanced recreational asset located in the Ashville, FL region. The internal road system meanders through the ecologically diverse landscape of pine plantations, live oaks and forested wetlands. The uplands are planted in slash pine that are approximately 15 years old with pockets of oak hammock and natural ponds. The ecosystem provides exceptional habitat for

  Bryant Peace Saunders Real Estate

  0 Gum Swamp, Greenville, FL 32331
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  /34

  $437,000 Sold Jul 07, 2025

  327 Kims Ln, Lamont, FL 32336

  • 3 Beds
  • 2 Baths
  • 2,472 Sq Ft
  • Built 2014

  Last Sold Summary

  • $177/SF
  • 19 Days On Market

  Current Estimated Value $418,682

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  327 Kims Ln, Lamont, FL 32336
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  /20

  Not Listed For Sale

  VACANT W 3rd Way, Greenville, FL 32331

  VACANT W 3rd Way, Greenville, FL 32331
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  /45

  $455,995 New Construction

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  47 Mire Ct, Monticello, FL 32344

  Amazing new construction Available Now 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of current home!

  Amber McKinney Hamilton Realty Advisors LLC

  47 Mire Ct, Monticello, FL 32344
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  /37

  $416,000 Sold Feb 20, 2025

  107 Tarn Way, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $230/SF
  • 46 Days On Market

  Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

  107 Tarn Way, Monticello, FL 32344
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  /41

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  660 Whispering Hill, Monticello, FL 32344

  660 Whispering Hill, Monticello, FL 32344
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  /28

  $399,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,373 Sq Ft

  1205 E Pearl St, Monticello, FL 32344

  Charming 1956 Mid-Century Home. Fully Renovated with Modern Touches. Welcome to this beautifully reimagined 1956 classic, where character meets contemporary luxury. Every inch of this home has been thoughtfully renovated, blending original charm with stylish, modern upgrades. Step inside to discover a bright, open-concept living space featuring new floors, recessed lighting, and large windows

  Brian Bachman Kelly & Kelly Properties, Inc

  1205 E Pearl St, Monticello, FL 32344
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  /31

  $675,000 Sold Oct 28, 2025

  17 Old Tung Grove Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $288/SF
  • 635 Days On Market

  Current Estimated Value $636,969

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  17 Old Tung Grove Rd, Monticello, FL 32344
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  /11

  Not Listed For Sale

  XXX Parcel #3 St Augustine Rd, Monticello, FL 32344

  XXX Parcel #3 St Augustine Rd, Monticello, FL 32344
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  /26

  $380,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  298 W 12th Dr, Greenville, FL 32331

  From the moment you pass through the gated entrance and drive under the canopy of hardwoods and pines, you’ll feel the privacy and peacefulness that makes this 10.93-acre homestead so special. Beautifully maintained and set on two parcels, this property includes a solid 3BR/2BA block home, a detached garage/shop with a full bath, and a wired pole barn. The block-construction home is built to

  Jay Finlayson Finlayson Realty Inc.

  298 W 12th Dr, Greenville, FL 32331
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  /29

  $60,000 Sold Apr 29, 2025

  1150 Sage St, Monticello, FL 32344

  • 5 Beds
  • 2 Baths
  • 2,612 Sq Ft
  • Built 1914

  Last Sold Summary

  • 31% Below List Price
  • $23/SF
  • 52 Days On Market

  Current Estimated Value $133,658

  Last Listing Agent Gabriela Sacco All Realty Services

  1150 Sage St, Monticello, FL 32344
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  /11

  Not Listed For Sale

  xxx St Augustine Parcel #4 Rd, Monticello, FL 32344

  xxx St Augustine Parcel #4 Rd, Monticello, FL 32344
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  /31

  $434,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  285 Mallard Ln, Monticello, FL 32344

  *Jefferson County peaceful country living with a waterfront backdrop! Built in 2008, this well maintained 3 bedroom, 2 bath home sits on 4.89 beautifully (mostly cleared) acres offering privacy and natural beauty backing directly up to Lloyd Lake- perfect for relaxing evenings with scenic views. Pretty rocking chair front porch as well as a screened in back porch with a propane hookup for

  Shelley Duke Red Bird Realty

  285 Mallard Ln, Monticello, FL 32344
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  /33

  $186,000 Sold Nov 21, 2025

  1065 S Mulberry St, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Below List Price
  • $137/SF
  • 65 Days On Market

  Last Listing Agent Katherine Gonzalez Pearson Realty Inc.

  1065 S Mulberry St, Monticello, FL 32344
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  /40

  Est $525,006 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,833 Sq Ft

  9255 Gamble Rd, Monticello, FL 32344

  9255 Gamble Rd, Monticello, FL 32344
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  /19

  $480,000 New Construction

  • 4 Beds
  • 3 Baths
  • 1,798 Sq Ft

  855 S Waukeenah St, Monticello, FL 32344

  Stunning New Construction recently built by Southern Construction. Centrally located in downtown Monticello, with mature landscaping, and plenty of room for the family. This 4 bed and 3 bath home features vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Nice large back porch with deck, over looking the large

  Jared Parramore Coastwise Realty

  855 S Waukeenah St, Monticello, FL 32344
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  /28

  $202,000 Sold Oct 20, 2025

  85 Pine Cone Dr, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $120/SF
  • 17 Days On Market

  Current Estimated Value $200,985

  Last Listing Agent Gabriela Sacco All Realty Services

  85 Pine Cone Dr, Monticello, FL 32344
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  /4

  Not Listed For Sale

  XXX Shiver, Monticello, FL 32344

  XXX Shiver, Monticello, FL 32344
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  /70

  $470,000

  • 4 Beds
  • 3 Baths
  • 2,032 Sq Ft

  54 Woodland Dr, Monticello, FL 32344

  One or more photos have been virtually staged (fire in fireplace). Welcome to this beautifully updated modern farmhouse set on 2.14 acres of picturesque and private farmland, offering the perfect blend of peaceful country living and convenient access to town. Surrounded by open skies and scenic views, this property provides privacy, charm, and versatility rarely found. The 4BR/2BA main house

  Lisa Carey Coldwell Banker Hartung

  54 Woodland Dr, Monticello, FL 32344
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  /35

  $325,000 Sold Nov 25, 2025

  1530 Sweetbay Ct, Monticello, FL 32344

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

  Last Sold Summary

  • $237/SF
  • 58 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  1530 Sweetbay Ct, Monticello, FL 32344

Showing Results 121 - 160, Page 4 of 18