6,973

Jefferson, FL Homes

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  • /3

    $471,000

    • Land
    • 58 Acres
    • $8,057 per Acre

    1310 Piney Woods Rd, Monticello, FL 32344

    This property contains three tax ID number. The other 2 numbers are: 03-1N-4E-0000-001F-0000 and 03-1N-4E-0000-001E-0000. A total of 58.46 acres; currently there is no for sale sign on the property. Very nice wooded tract with great location; easy access to Tallahassee. It has timber potential and would be a good home tract also. Community water is available for the property along with high

    Steve Walker Steve C. Walker Realty, LLC

    1310 Piney Woods Rd, Monticello, FL 32344
  • /42

    $390,000 Sold Jun 26, 2025

    • 1,917 Sq Ft
    • $203/SF
    • 140 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    1288 Indian Hills Rd, Monticello, FL 32344

    Peace is what you will find when you visit this lovely home on 5.66 acres. Mostly wooded with a flowing creek. Brick home has a brand new roof 2025. One owner home that has been meticulously taken care of. Open kitchen /living room with vaulted ceilings and a wood burning stove for cozy evenings. Family room has an office nook an a wall of windows for great outdoor views. The workshop is

    Pam Kelly Kelly & Kelly Properties, Inc

    1288 Indian Hills Rd, Monticello, FL 32344
    • /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
  • /38

    $7,800,000

    • Land
    • 3,089 Acres
    • $2,525 per Acre

    0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344

    Turkey Scratch Road Timberland is 3,089 Acres in Jefferson County just outside Monticello. The property features 616 Upland Acres (20%) / 2473 Wetland Acres (80%) and has 4 miles of combined road frontage on I-10, 4,450 feet of road frontage on Turkey Scratch Road, and 1,725 feet on Aucilla Road. It also has several miles of well-maintained internal roads for easy navigation and timber

    Richard Dempsey Saunders Land

    0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344
  • /42

    $525,000 Sold Jun 25, 2025

    • 1,907 Sq Ft
    • $275/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    178 Nautilus Dr, Monticello, FL 32344

    Introducing an architectural gem poised for a rebirth, this expansive building spanning 12,279 square feet emerges in a state of partial restoration and readiness. Its historical significance and potential for modern ventures converge to offer a unique opportunity. At the heart of this property lies a captivating 70’ diameter circular auditorium, boasting a soaring 41’ high ceiling and crowned

    Ondrea Maldonado Hamilton Realty Advisors LLC

    178 Nautilus Dr, Monticello, FL 32344
    • /41

      Est $228,936 Not Listed For Sale

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

      130 Simpson Ave, Monticello, FL 32344

      130 Simpson Ave, Monticello, FL 32344
  • /2

    $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. More pictures coming next week.

    Steve Walker Steve C. Walker Realty, LLC

    339 Silver Lake Rd, Monticello, FL 32344
  • /41

    $336,000 Sold Jun 23, 2025

    • 1,555 Sq Ft
    • $216/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    1600 Sweetbay Ct, Monticello, FL 32344

    Beautiful craftsman 2021 built 3/2 home on spacious lot overlooking a wooded green space on a quiet cul-de-sac. Two car garage, granite counters, stainless appliances, laminate wood floors, covered/screened back porch, and fresh landscaping. This home is generator-ready with accessible electrical hookups and HVAC soft start to allow essential comforts during electrical outages. This home is a

    Amber Renaud The Nova Group Realty

    1600 Sweetbay Ct, Monticello, FL 32344
    • /35

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft

      418 Quail Ln, Monticello, FL 32344

      418 Quail Ln, Monticello, FL 32344
  • /2

    $25,000

    • Land
    • 0.39 Acre
    • $64,103 per Acre

    0 Tram Rd Unit 21473387, Monticello, FL 32344

    Wooded lot located in the Wacissa area of Jefferson County; 15 to Tallahassee. Community water available to hook up to.Copyright © 2025 Tallahassee Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    Steve Walker Steve C. Walker Realty, LLC

    0 Tram Rd Unit 21473387, Monticello, FL 32344
  • /34

    $300,000 Sold Jun 20, 2025

    • 1,416 Sq Ft
    • $212/SF
    • 55 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1993

    4014 Ashville Hwy, Monticello, FL 32344

    Stunning 10 plus acre property on the Ashville Hwy. This fully renovated 2 bedroom /2 bathroom home offers a cozy, private hideaway draped in Live Oaks, just minutes from historic, downtown Monticello, FL. Renovations include - custom kitchen cabinetry, granite countertops and a light-filled kitchen with sky lights and a corner sink boasting a large window overlooking the property. Custom wood

    Barry Kelly Kelly & Kelly Properties, Inc

    4014 Ashville Hwy, Monticello, FL 32344
    • /24

      Est $279,937 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
  • /50

    $349,900 Pending

    • Land
    • 44 Acres
    • $7,890 per Acre

    1069 N Salt Rd, Monticello, FL 32344

    44+ Acres - 1069 N Salt Road, Jefferson County, FL Located within 10 miles from downtown Monticello Quick and easy access to I-10 Secluded setting with peace and privacy Cleared homesite featuring a 40x60 pole barn Interior trail system for easy navigation and recreation Excellent deer, turkey, and duck hunting opportunities Multiple game habitats for sportsmen Natural beauty throughout the

    Ben Jones Southern Land & Homes

    1069 N Salt Rd, Monticello, FL 32344
  • /30

    $349,000 Sold Jun 16, 2025

    • 1,680 Sq Ft
    • $208/SF
    • 72 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    460 W Osprey Ln, Monticello, FL 32344

    17 ACRE HOBBY FARM, TINKERER’S DELIGHT, LOTS OF PRIVACY. Includes tractor & equipment, large barn, 7-bay equipment shed, workshop, trove of tools & supplies, greenhouse, half-acre vineyard, fruit trees, multiple garden sites, stocked pond (bream, bass, catfish) fed by one of two wells, cooking/canning/fish-cleaning shed, pasture for horses & livestock, and more. Comfortable, well-maintained 1680

    Hines Boyd FL-GA Realty & Auction

    460 W Osprey Ln, Monticello, FL 32344
    • /3

      Est $451,072 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
  • /42

    $489,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,061 Sq Ft

    350 Oconee, Monticello, FL 32344

    Welcome to Covey Run, a private estate community in the heart of Monticello. Your new 3 bedroom 2 bath 2 car garage sits on 2.24 acres. Home features open floor plan with primary on-suite and large walk-in closet. Kitchen is ready for the chef in mind with gas range and plenty of room for prep. Living room features 10 foot ceilings, fireplace and opens to a sunroom. House has Generac Home

    Steve Walker Steve C. Walker Realty, LLC

    350 Oconee, Monticello, FL 32344
  • /36

    $110,000 Sold Jun 16, 2025

    • 2,152 Sq Ft
    • $51/SF
    • 57 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1920

    955 E Pearl St, Monticello, FL 32344

    Home to be decided on if it should be restored or torn down. Each person may see it differently as everyone has different opinions. The entire lot size is .77 acres.

    Lynette Sirmon All Realty Services

    955 E Pearl St, 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
  • /41

    $519,000

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    282 Long Leaf Dr, Monticello, FL 32344

    Enjoy space, privacy, and outdoor living on this well-maintained 5-acre property in Monticello. Tucked away on a private dirt road, this 3-bedroom, 2-bathroom home offers a functional 2,170 square foot layout with plenty of natural light. Outside is where this property really shines—featuring a screened-in patio, a sparkling pool with a Baja shelf, and multiple outdoor entertaining areas

    Catherine Hope All Realty Services

    282 Long Leaf Dr, Monticello, FL 32344
  • /35

    $375,000 Sold Jun 13, 2025

    • 2,768 Sq Ft
    • $135/SF
    • 24 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1901

    925 E Pearl St, Monticello, FL 32344

    Charming historic home with bonus guest cottage, located on the most beautiful oak lined street in picturesque Monticello, Florida. OWNER FINANCING AVAILABLE call for convenient terms. Enjoy small-town living in this updated home featuring a 2020 Roof, 2022 HVAC, 2025 Water Heater, Updated Electrical, CPVC and Copper Plumbing, Schedule 40 sewer piping, and mostly updated windows. Relax on the

    Tom Grasberger Gaff's Realty Company

    925 E Pearl St, Monticello, FL 32344
    • /22

      Est $706,013 Not Listed For Sale

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

      4679 W Washington Hwy, Monticello, FL 32344

      4679 W Washington Hwy, Monticello, FL 32344
  • /28

    $420,000 Open Sun 2PM - 5PM

    • 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
  • /42

    $335,000 Sold Jun 10, 2025

    • 1,370 Sq Ft
    • $245/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    1535 Willow Rd, Monticello, FL 32344

    Like New! Barely lived in Home in the sought-after Crooked Creek Subdivision! Easy commute to Thomasville and Tallahassee with the small-town charm of Monticello! This beautiful 3/2 is on a spacious corner lot and the house is upgraded to include but not limited to stainless steel appliances, recessed lighting, vaulted ceilings, with granite and quartz countertops, and a stunning kitchen island.

    Chance Shutes Keller Williams Town & Country

    1535 Willow Rd, Monticello, FL 32344
    • /19

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      401 E Osprey Ln, Monticello, FL 32344

      401 E Osprey Ln, Monticello, FL 32344
  • /43

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 3,054 Sq Ft

    79 Lakeside Rd, Monticello, FL 32344

    Welcome to your country escape — a timeless farmhouse nestled on 3+ scenic acres, offering the perfect blend of space, charm, and opportunity. This classic home features soaring high ceilings, oversized rooms, and a sprawling wraparound porch that invites you to sit back and soak in the peaceful surroundings. Inside, you’ll find large, light-filled living spaces with original character and room

    Michael Schilling Hill Spooner & Elliott Inc

    79 Lakeside Rd, Monticello, FL 32344
  • /25

    $307,000 Sold Jun 06, 2025

    • 1,584 Sq Ft
    • $194/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    203 Pine Cone Dr, Monticello, FL 32344

    Shows like a brand new home, Built in 2021 on half acre lot. Split floor plan with large bedrooms. Open floor plan with kitchen overlooking living space with 10 ft trey ceiling, granite countertops and custom cabinetry. Large master bedroom suite, walk-in shower and walk-in closet. 2 car garage, fenced backyard for the pets and privacy.

    Barry Kelly Kelly & Kelly Properties, Inc

    203 Pine Cone Dr, Monticello, FL 32344
    • /40

      Est $227,404 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,053 Sq Ft

      535 E Duck Pond Dr, Greenville, FL 32331

      535 E Duck Pond Dr, Greenville, FL 32331
  • /47

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,334 Sq Ft

    1293 Vista Rd, Monticello, FL 32344

    Country living at its finest! This beautifully maintained 3-bedroom, 2-bath brick home is nestled on 2.57 peaceful acres—just minutes from Monticello and Interstate 10. Enjoy a desirable split floor plan with hardwood floors throughout the main living areas and new carpeting in the bedrooms. The kitchen features new sparkling quartz countertops, stainless steel appliances, and abundant

    Leanne Groom The Naumann Group Real Estate

    1293 Vista Rd, Monticello, FL 32344
  • /39

    $425,000 Sold Jun 04, 2025

    • 2,822 Sq Ft
    • $151/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    120 Lacapra Rd, Monticello, FL 32344

    Beautifully Maintained 2822 SF Home on 1.25 acres- Edge of town living! Enjoy the perfect blend of comfort, space, and convenience in this exceptionally maintained home. Peaceful country living with easy access to all nearby amenities. Step inside to a spacious open concept layout, ideal for everyday living and entertaining. The home features a supersized bonus room perfect for a media room,

    Pam Kelly Kelly & Kelly Properties, Inc

    120 Lacapra Rd, Monticello, FL 32344
    • /18

      Est $256,399 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,728 Sq Ft

      622 Limestone Rd, Monticello, FL 32344

      622 Limestone Rd, Monticello, FL 32344
  • /42

    $699,000

    • 5 Beds
    • 5 Baths
    • 3,770 Sq Ft

    974 Hiawatha Farms Rd, Monticello, FL 32344

    New roof w/ acceptable offer, 2025 HVAC. Gated, horse friendly community of Hiawatha Farms is just minutes from the hustle and bustle of "city" life. Property spans over 6 acres. The main home offers 3 bedrooms and 3 full bathrooms, featuring a spacious layout designed for everyday living and effortless entertaining. Just steps away, a detached 2-bedroom, 2-bath in-law suite provides the ideal

    Kayana Gaines Hill Spooner & Elliott Inc

    974 Hiawatha Farms Rd, Monticello, FL 32344
  • /29

    $541,000 Sold May 23, 2025

    • Land
    • 59 Acres
    • $9,143 per Acre
    • 55 Days On Market

    Vacant Hartsfield Rd, Monticello, FL 32344

    Picturesque 59.17 Acres of Pasture and Hardwood Bliss Discover your own slice of paradise with this exceptional 59.17-acre property, perfectly nestled just minutes from downtown Monticello, north of Highway 90. This unique offering combines the best of both worlds, showcasing a harmonious blend of lush pastures and majestic hardwoods, creating an ideal landscape for various uses, whether it be

    Ben Jones Southern Land & Homes

    Vacant Hartsfield Rd, Monticello, FL 32344
    • /33

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,472 Sq Ft

      1692 Freeman Rd, Lamont, FL 32336

      1692 Freeman Rd, Lamont, FL 32336
  • /38

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    151 N Ojibwa Rd, Monticello, FL 32344

    Spacious, Private, and Ready to Go! This 3-bed, 3-bath home sits on just over 5 acres of agricultural-zoned land, offering space, privacy, and freedom to live how you want. With 2,400 sq ft, there's plenty of room — including a bonus room over the 2-car garage with A/C, a dedicated home office space with an attached bathroom, and an oversized workshop ready for your tools, equipment, or weekend

    Clint Bailey Superior Realty Group LLC

    151 N Ojibwa Rd, Monticello, FL 32344
  • /11

    $95,000 Sold May 15, 2025

    • Land
    • 10 Acres
    • $9,082 per Acre
    • 170 Days On Market

    0 E Glenn Rd, Monticello, FL 32344

    Have you ever dreamed of building a home on several acres? Here is your chance to snag your slice of quaint, peaceful living, on more than 10 acres! Build the home of your dreams and there's even space to build an additional dwelling unit like a pool home, mother-in-law suite, etc. The possibilities on this beautiful land are endless.

    Danielle Andrews Realty One Group Next Gen

    0 E Glenn Rd, Monticello, FL 32344
    • /31

      Est $130,351 Not Listed For Sale

      • 3 Beds

      821 Old Lloyd Rd Unit 2, Monticello, FL 32344

      821 Old Lloyd Rd Unit 2, 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
  • /3

    $2,989,892 Sold May 12, 2025

    • Land
    • 420 Acres
    • $7,119 per Acre
    • 87 Days On Market

    0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

    Additional 420 acres to add to MLS listing 373105 which is 450 acres. May be purchased separately or together. Land has been in the family over 50 years. Beautiful rolling topography of crop land, pasture and timber. Elevation of 260 ft. above sea level. Water elements to enjoy.

    Brian Proctor NAI TALCOR Commercial

    0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
    • /5

      Est $125,282 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,314 Sq Ft

      220 Horseshoe Rd, Monticello, FL 32344

      220 Horseshoe Rd, Monticello, FL 32344
  • /37

    $465,000

    • 4 Beds
    • 3 Baths
    • 2,076 Sq Ft

    376 Tecumseh Rd, Monticello, FL 32344

    BRAND NEW ROOF!! Gorgeous multigenerational, ranch style, 4 Bedroom/3 Bath home with 5th room that can be used as an office or additional bedroom. Perfect for a growing or downsizing family! Home rests on 4.60 acres of outdoor, partially wooded paradise. Enjoy tranquility from the all-season rear porch-removable panels allow you to turn room into a screened porch in minutes. Many recent updates

    Casey Skelton Pearson Realty Inc.

    376 Tecumseh Rd, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 18

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