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Jefferson County FL Homes for Sale

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  • /17

    $252,000

    • 3 Beds
    • 1 Bath
    • 1,334 Sq Ft

    1160 E Washington St, Monticello, FL 32344

    Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility room with bonus room. Convenient Monticello location. Carport and privacy fenced back yard.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    (448) 231-4719

    1160 E Washington St, Monticello, FL 32344
  • /54

    $149,000

    • 2 Beds
    • 2 Baths
    • 1,792 Sq Ft

    12447 Gamble Rd, Monticello, FL 32344

    Corner Lot! This 2 bedroom (could be a 3rd Bdrm but most 1930's homes did not have closets), 2 bathroom home offers 1,792 sq ft of living on 1 acre in Wacissa, Florida, just 1 minute from the Wacissa River headwaters (first magnitude Spring) and boat launch in Monticello, Jefferson County, Florida. It’s an ideal spot for a hunting or fishing lodge or "Air B & B type of rental" specializing in

    Agent Photo

    Lynette Sirmon

    All Realty Services

    (448) 233-2927

    12447 Gamble Rd, Monticello, FL 32344
  • /55

    $165,000

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft

    1515 Tennessee Ave, Monticello, FL 32344

    Brimming with rustic charm, this 2 bedroom, 2 bathroom home sits on .29 acres just outside Monticello, FL giving you the peace of county living with lower taxes and the convenience of a quick drive into town. Inside, the 1,096sqft layout features inviting wood paneling throughout, with updates to the guest bathroom, a full electrical rewire and new water line and cozy spaces filled with

    Rachel Sparling All Realty Services

    1515 Tennessee Ave, Monticello, FL 32344
  • /11

    $90,000

    • Land
    • 3 Acres
    • $30,000 per Acre

    1309 Cook Rd, Lamont, FL 32336

    Looking for a peaceful retreat or a smart investment opportunity? This 3 acre lot in Monticello, Florida, might be just what you need! The property comes with a mobile home (which can be renovated or replaced according to your vision), well, septic, electric already in place! Beautiful mature oak trees, pines, and more! There is already an established deer food plot with an abundance of fresh

    Alicia Radtke All Realty Services

    1309 Cook Rd, Lamont, FL 32336
  • /43

    $295,000

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

    425 N Mulberry St, Monticello, FL 32344

    Charming 1920's Two-Story Home in the Heart of Downtown Monticello, Fl. Step back in time with this beautiful home nestled on a spacious 1/2 acre lot in the heart of Monticello. Bursting with character and potential, this property is perfect for those looking to restore a classic Southern gem. Inside, you will find original, wood ceiling, floors , and walls that are just waiting to be brought

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 222-3718

    425 N Mulberry St, Monticello, FL 32344
  • /25

    $198,000

    • Land
    • 14.9 Acres
    • $13,289 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
  • /31

    $277,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft

    104 Pine Cone Dr, Monticello, FL 32344

    This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines modern comfort and style. Inside, you’ll find an open floor plan, a brand-new kitchen with granite countertops, new appliances, and updated finishes that make everyday living and entertaining a joy. The primary bedroom offers a luxurious ensuite with double vanities, a walk-in shower, and garden tub, as well

    Trevor Ann Clark Keller Williams Town & Country

    104 Pine Cone Dr, Monticello, FL 32344
  • /61

    $34,500

    • Land
    • 3 Acres
    • $11,500 per Acre

    Vacant N Forest Ct, Monticello, FL 32344

    OWNER FINANCING MAY BE A POSSIBILITY. Check out this amazing 3+/- acre lot in the Aucilla Forest & Meadows Subdivision in beautiful Jefferson County, FL! This spacious lot would be the perfect place to build your dream home, or place your new manufactured/mobile home! Site built, or manufactured homes must be a minimum of 720 heated square feet. The land is currently wooded with some beautiful

    Jerrod Trainer Jerrod A Trainer & Associates

    Vacant N Forest Ct, 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
  • /9

    $120,000

    • Land
    • 2.01 Acres
    • $59,701 per Acre

    40 Westview Ln, Monticello, FL 32344

    Load up and take a ride to Lloyd Fl. located between Tallahassee and Monticello Fl. Being offered "AS IS" two 1 acre parcels 18-1N-4E-0108-000G-0030 & 18-1N-4E-0108-000G-0040 for a total of 2.01 acres! Power, septic and well on site, as well as access to city water. There is a 1989 mobile home on site that may be salvageable to the right buyer, or haul it off and prepare for a new build! Bring

    Alicia Radtke All Realty Services

    40 Westview 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
  • /8

    $450,000

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

    0 Big Joe Rd Unit 2025007616, 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.

    Florie Gage Cornerstone Coastal Properties

    0 Big Joe Rd Unit 2025007616, Monticello, FL 32344
  • /12

    $175,000

    • Land
    • 10.47 Acres
    • $16,714 per Acre

    5936 Vista Rd, Monticello, FL 32344

    Perfect opportunity to own 10+ acres to build your dream home on this blank slate. Lot is mostly flat and backs up to a power line so no building behind the property. Abundant wildlife present (deer and turkey) and bring all your yard animals. Ride up Vista Road to see your neighbors on larger lots to Waukeenah Hwy to visit the beautiful Monticello Vineyards and Winery. Lot dimensions are

    Agent Photo

    Jaquelynn Harrison-Cofty

    Property Finders Nguyen Realty

    (448) 334-6928

    5936 Vista 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
  • /67

    $995,000

    • 4 Beds
    • 4.5 Baths
    • 3,696 Sq Ft

    825 Rainey Run, Monticello, FL 32344

    Set on 10 private acres, this exceptional estate offers a lifestyle defined by space, serenity, and effortless luxury. Surrounded by nature and bordered by a tranquil private creek, the property feels like a personal retreat—yet remains perfectly designed for modern living and entertaining. Inside, 3,696 square feet of light-filled living space unfolds with soaring ceilings, expansive windows,

    Renee Dawkins Dawkins Realty LLC

    825 Rainey Run, Monticello, FL 32344
  • /2

    $95,000

    • Land
    • 15 Acres
    • $6,333 per Acre

    0 Vista Rd, Monticello, FL 32344

    15 acres located just minutes from Monticello. Also convenient for the Tallahassee commuter. Very Private, lots of wild life! MAKE OFFER!!!!!

    Johnnie Reveire Keller Williams Town & Country

    0 Vista Rd, Monticello, FL 32344
  • /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
  • /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
  • /12

    $93,500

    • Land
    • 5 Acres
    • $18,700 per Acre

    489 Ashville Highlands Dr, Greenville, FL 32331

    Come and camp while you are waiting to build. Many improvements on this 5 acre parcel. Partly cleared (approx 2.5 ac), large septic with comnection for RV with macerator pump, 200 amp power service with meter and pole and 30 amp RV connection. High speed internet running through the property. No HOA, freedom to build what you want. Enjoy an abundance of wildlife. Some area is in flood zone see

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    (448) 678-3158

    489 Ashville Highlands Dr, Greenville, FL 32331
  • /38

    $419,000

    • 3 Beds
    • 3 Baths
    • 2,706 Sq Ft

    339 Silver Lake Rd, Monticello, FL 32344

    Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

    Steve Walker Steve C. Walker Realty, LLC

    339 Silver Lake Rd, Monticello, FL 32344
  • /14

    $35,000

    • Land
    • 0.09 Acre
    • $388,889 per Acre

    3C Hanger Ln, Greenville, FL 32331

    Fly in to scenic, rural north Florida, and enjoy all the area has to offer! T-Hangar is located near Monticello, FL at the longest turf runway in Florida (FL74 – 6395ft.). Pour a concrete floor and add an electric line for instant equity. Leave a car or RV in the hangar while you're back home, and take it adventuring once you arrive! 1 hour to the Gulf coast or Tallahassee, 2 hours to

    Esther Warrendorf Canopy Road Realty

    3C Hanger Ln, Greenville, FL 32331
  • /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
  • /34

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    130 Simpson Ave, Monticello, FL 32344

    Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a

    Suzanna Malone Lauer Real Estate Group LLC

    130 Simpson Ave, Monticello, FL 32344
  • /24

    $85,000

    • Land
    • 6.42 Acres
    • $13,240 per Acre

    Vacant E Washington Hwy, Monticello, FL 32344

    ?? 6.42 Acres For Sale – Fronting US 90! ??? ?? Located less than 10 miles from Downtown Monticello ?? Peaceful, quiet setting just minutes from amenities ?? Well, power, and septic already installed – ready to build! ?? Multiple homesites to choose from ?? No HOA – total freedom to create your dream retreat ?? Excellent hunting potential – deer, turkey & ducks ?? Pond onsite – perfect for

    Ben Jones Southern Land & Homes

    Vacant E Washington Hwy, Monticello, FL 32344
  • /2

    $75,000

    • Land
    • 1.7 Acres
    • $44,118 per Acre

    TBD Scott Dr, Monticello, FL 32344

    1.7 acres, two lots hidden in Monticello. Will not divide. Private setting with Plantation to the west. There is a 15 ft recorded easement to the property but currently working on additional road access. No sign on property. .

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    (850) 662-6482

    TBD Scott Dr, Monticello, FL 32344
  • /11

    $22,500

    • Land
    • 2 Acres
    • $11,250 per Acre

    0 Flatwoods, Monticello, FL 32344

    Land for Sale – Flatwoods, FL 32344. Size: 2.0 Acres. Location: Flatwoods Road, Monticello, Florida 32344. Property Highlights: Buildable lot with plenty of space; Power available on the road; 411.75 feet of road frontage; Peaceful rural setting surrounded by large parcels; No HOA – flexible use for site-built or modular homes. About 40 minutes to Tallahassee. Ideal for a private

    Andrey Rossin CASH FLOW IN MIAMI REALTY

    0 Flatwoods, Monticello, FL 32344
  • /61

    $589,900

    • 4 Beds
    • 3 Baths
    • 2,660 Sq Ft

    513 Creekside Ct, Monticello, FL 32344

    Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivision~4 bedrooms/3 full baths~gourmet kitchen~split bedroom plan~luxury master bath~incredibly high ceilings~42x14 screened porch~oversized 2-car garage~located on a cul-de-sac, this home offers peaceful privacy

    Renee Smawley Steve C. Walker Realty, LLC

    513 Creekside Ct, Monticello, FL 32344
  • /5

    $65,000

    • 4 Beds
    • 1 Bath
    • 1,232 Sq Ft

    4618 E Capps Hwy, Lamont, FL 32336

    Fixer upper on 1 acre of land. Needs lots of work. Well and septic tank on property. Would need to check to make sure they are good working order.

    Nelda Parker-Pace Sawgrass Realty, LLC

    4618 E Capps Hwy, Lamont, FL 32336
  • /39

    $165,000

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    534 N Barber Hill, Lamont, FL 32336

    This all brick three bedroom two bath home on an acre of land features high ceilings, luxury vinyl plank, carpet and tile, nice sized kitchen, den with fireplace, and additional living space that could be used as an office with its own side entrance. Plenty of storage at this home with and carport space. Make this your home today with some TLC.

    Othell Broger Broger Real Estate Services

    534 N Barber Hill, Lamont, FL 32336
  • /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
  • /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
  • /3

    $437,500

    • Land
    • 22.13 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
  • /3

    $117,036

    • Land
    • 11.23 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
  • /3

    $97,964

    • Land
    • 9.4 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
  • /37

    $365,000

    • 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

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 236-0470

    205 N Rhodes St, Monticello, FL 32344
  • /13

    $584,350

    • Land
    • 30.97 Acres
    • $18,868 per Acre

    Vacant Attatulga Rd, Lamont, FL 32336

    Discover the perfect blend of privacy and convenience with this beautiful 30-acre wooded parcel in Jefferson County. With a mix of towering pines and hardwoods, a picturesque creek runs through the center of this property, adding to the natural beauty and charm of the land. Nestled between Attatulga Rd and WPA Rd, you are afforded dual road access from the North and South. Zoned Ag-5, there are

    Rachel Sparling All Realty Services

    Vacant Attatulga Rd, Lamont, FL 32336
  • /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
  • /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
  • /11

    $50,000

    • Land
    • 5.01 Acres
    • $9,980 per Acre

    TBD Aucilla Plantation Ct, Greenville, FL 32331

    5.01 wooded acres, well known for the large amount of Indian Artifacts due to the nearby Aucilla River, beautiful native trees, close to Smokehouse boat landing, Aucilla Shores Subdivision contains a private airstrip, animal Friendly & only a couple miles off Ashville Highway on well maintained roads.

    Justin Peel Maclay Realty & Management LLC

    TBD Aucilla Plantation Ct, Greenville, FL 32331
  • /6

    $475,000

    • Land
    • 85.69 Acres
    • $5,543 per Acre

    xxx Big Joe Rd, Monticello, FL 32344

    This 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. Perfect for a wedding venue, camping grounds, or possibly a gun range. Seller is willing to pay for survey with an acceptable offer!

    Lynnaye Boyd Resilience Realty

    xxx Big Joe Rd, Monticello, FL 32344

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