Jefferson County FL Homes for Sale

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  /13

  $584,350

  $19K PRICE INCREASE

  • 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

  Catherine Hope All Realty Services

  Vacant Attatulga Rd, Lamont, FL 32336
• 

  

  

  /19

  $424,900

  New Construction $20K PRICE DROP

  • 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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  /3

  $1,190,000

  • 4 Beds
  • 4 Baths
  • 3,043 Sq Ft

  4264 Safari Run, Tallahassee, FL 32309

  New construction, East side of town this 4 Bedroom 4 Bath home with office and private sitting in master this home is a luxury on 2/12 acres. completion in early Aug 2026

  Robert Paynter Keller Williams Town & Country

  4264 Safari Run, Tallahassee, FL 32309
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  /70

  $700,000

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

  660 Whispering Hills Rd, Monticello, FL 32344

  Set on 18+ acres of beautifully maintained pasture, this private country property is built for both everyday living, true equestrian use or small livestock farm. The land is the star- fully fenced with new wood fencing that cleanly defines multiple pastures, a peaceful pond, and wide open space to ride, graze and enjoy. The 6-stall horse barn is ready to work with paddocks attached to each stall,

  Catherine Hope All Realty Services

  660 Whispering Hills Rd, Monticello, FL 32344
• 

  

  

  /49

  $175,000

  • 2 Beds
  • 1 Bath
  • 1,488 Sq Ft

  1060 S Water St, Monticello, FL 32344

  If you are looking for your opportunity, this home's for you! This 1950's bungalow is within reach for all. Whether a first time buyer, down-sizer, or investor, this home has ample opportunity for all! At a price where designer re-dos and renovations are possible, anyone can can make this dream come true! The huge addition (500+ sqft) off the rear of the home offers ample square footage that

  Sarah Springer Pathways Realty

  1060 S Water St, Monticello, FL 32344
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  /34

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  112 Long Leaf Dr, Monticello, FL 32344

  Nearly 6 Acres of Opportunity in Beautiful Monticello! If you're looking for space, privacy, and the possibility to create a home that truly reflects your vision, this property is it! This spacious 3-bedroom, 2-bathroom modular home offers a desirable open and split floor plan with generously sized living spaces. The expansive primary suite provides a private retreat and features a walk-in

  Marylou Johnston Keller Williams Town & Country

  112 Long Leaf Dr, Monticello, FL 32344
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  /44

  $364,900

  $15K PRICE INCREASE

  • 2,750 Sq Ft

  480 S Jefferson St, Monticello, FL 32344

  Located in the heart of Monticello, this 5-unit investment property offers a prime opportunity for investors looking to add value and generate income. Positioned just minutes from local businesses, shopping, dining, and convenient interstate access, the location provides strong appeal for tenants seeking both convenience and accessibility. Currently, 3 of the units are occupied, providing

  Chip Williams Keller Williams Town & Country

  480 S Jefferson St, Monticello, FL 32344
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  /38

  $469,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,624 Sq Ft

  1142 Ashville Highlands, Greenville, FL 32331

  Nestled in the peaceful Ashville Highlands fly-in community, this custom 2600+ sq. ft. all-brick home offers space, privacy and quality construction 15 min east of Monticello. Assumable VA loan available @ 2.5% for qualified veterans and non-veterans. Built with insulated concrete form walls and a metal roof, the home is designed for durability and comfort. The five acre property includes a 24x24

  Jennifer Lee Armor Realty, Inc

  1142 Ashville Highlands, Greenville, FL 32331
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  /54

  $93,000

  • Land
  • 5.01 Acres
  • $18,563 per Acre

  -- Johnny Rd, Monticello, FL 32336

  Discover a rare combination of privacy, recreation, and natural beauty on Johnny Road. Adjacent to the renowned Pines of Avalon Plantation and bordered by hundreds of acres of generational family land, this property offers an exceptionally secluded setting. A year-round spring-fed creek winds through the property, complemented by a small seasonal spring-fed pond and abundant wildlife. The

  Michael Reavis The Naumann Group Real Estate

  -- Johnny Rd, Monticello, FL 32336
• 

  /2

  $49,500

  $20K PRICE DROP

  • Land
  • 19,602 Sq Ft
  • $110,000 per Acre

  Lot 16 E Washington St, Monticello, FL 32344

  Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes 4 Lots- 16 & 17 with 18 & 19 directly behind it, totaling .45 Acre.

  Liz Kuntz Keller Williams Town & Country

  Lot 16 E Washington St, Monticello, FL 32344
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  /56

  $299,900

  • 3 Beds
  • 2 Baths
  • 2,583 Sq Ft

  515 Sunset Dr, Monticello, FL 32344

  Great opportunity to be in the lovely town of Monticello off of Pearl Street. Acre lot & Concrete swimming pool with this single story home. Large rooms, hardwood floors throughout much of the house, updated kitchen cabinetry, large detached garage. House has been cleaned up & some fresh painting done but does need work and is priced accordingly. Being sold AS-IS w/right to inspect.

  Nancy Stedman Coldwell Banker Hartung

  515 Sunset Dr, Monticello, FL 32344
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  /9

  $175,000

  • Land
  • 37 Acres
  • $4,730 per Acre

  Vacant E Washington Hwy, Monticello, FL 32344

  37 ACRES, AUCILLA RIVER HUNTING TRACT NEAR MONTICELLO. FL. Fronts on US 90 ½ mile west of the Aucilla River—perhaps the most prolific wildlife corridor in the county. The NE half of the property is an extension of the river’s drainway and borders SRWMD land on two sides. It’s a great wildlife habitat. The SW half along US 90 and Gramling Road is composed of a soil type (Plummer) suitable for

  Hines Boyd FL-GA Realty & Auction

  Vacant E Washington Hwy, Monticello, FL 32344
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  /4

  $75,000

  $16K PRICE INCREASE

  • Land
  • 12,632 Sq Ft
  • $258,621 per Acre

  205 E Cherokee Ave, Monticello, FL 32344

  Prime vacant cleared commercial lot in downtown Monticello. Zoned Commercial B-2 Business Highway. Located Steps from US 19 South Across street from Burger King and Dollar Tree. Next door to Oreilly's Auto parts. High Traffic area and Good visibility. Address is for GPS only. Acreage is subject to survey.

  Starbuck Rissman Steve C. Walker Realty, LLC

  205 E Cherokee Ave, Monticello, FL 32344
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  /2

  $49,500

  $20K PRICE DROP

  • Land
  • 19,602 Sq Ft
  • $110,000 per Acre

  Lot 15 E Washington St, Monticello, FL 32344

  Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 15 & 20 directly behind it totaling .45 Acre.

  Liz Kuntz Keller Williams Town & Country

  Lot 15 E Washington St, Monticello, FL 32344
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  /47

  $949,000

  • 3 Beds
  • 2.5 Baths
  • 2,790 Sq Ft

  307 Crabapple Ln, Monticello, FL 32344

  A rare opportunity to own a truly one-of-a-kind custom estate! Nestled on a private, fully fenced homesite overlooking 26 acres of golf course-like grounds, this 2021 custom-build home offers over 2,700 square feet of thoughtfully designed living space with breathtaking 270° views, including peaceful creek frontage. Built for both luxury and peace of mind, the home features hurricane shutters, a

  Shelley Poppell Clover Key Realty

  307 Crabapple Ln, Monticello, FL 32344
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  /29

  $429,000

  $5K PRICE DROP

  • 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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  /24

  $736,951

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  10481 Ashville Hwy, Greenville, FL 32331

  Bring All Offers!!! Sportsman's Paradise Nature Preserve Quiet Country Living (2 Ponds) Bordering Plantation on 2 sides. "Out in the country past the city limit signs"..a diamond in the rough giving "Little House on the Prairie" vibes could easily be manicured and restored to perfection. Plenty of potential with almost 30 acres. Two ponds seem to be spring fed full of water, fantastic

  Starbuck Rissman Steve C. Walker Realty, LLC

  10481 Ashville Hwy, Greenville, FL 32331

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