Jefferson County FL Homes for Sale

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  /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
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  /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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5566

  2497 Boston Hwy, Monticello, FL 32344
• 

  

  

  /19

  $399,999 New Construction

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  173 Deerfield Ln, Monticello, FL 32344

  $30,000 PRICE DROP! NEW CONSTRUCTION COMPLETE! Walk into this stunningly crafted three-bedroom, two-bathroom home that is perfectly rooted on a corner lot just a few miles from town. Situated on a full acre of land, this charming property is a rare find, free from HOA restrictions—giving you the freedom to personalize your space as you wish. Inside, you'll discover an open and welcoming floor

  Caleb Stephens Silo Hill Properties

  173 Deerfield Ln, Monticello, FL 32344
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  /8

  $4,500,020

  • Land
  • 85.26 Acres
  • $52,780 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
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  /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

  

  Jaquelynn Harrison-Cofty

  Property Finders Nguyen Realty

  (448) 334-6928

  5936 Vista Rd, Monticello, FL 32344
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  /28

  $239,000

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft

  44 Pine Needle Trace, Monticello, FL 32344

  Charming Home with Open Floor Plan in Beautiful Monticello, FL! Welcome to this cozy well maintained home featuring an inviting open floor plan, warm wood-burning fireplace and vaulted ceilings that add space and character. French doors off the main living area open to a spacious deck overlooking the backyard. Freshly pained throughout the interior. Seller offering a flooring allowance with

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 233-4323

  44 Pine Needle Trace, Monticello, FL 32344
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  /45

  $609,000

  • 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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 678-3070

  181 Heritage Blvd, Monticello, FL 32344
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  /70

  $995,000

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

  825 Rainey Run, Monticello, FL 32344

  This private 10-acre retreat is where luxury, comfort, and nature come together in perfect harmony. This stunning 4-bedroom, 4.5-bath home offers 3,696 sq. ft. of bright, open-concept living designed for both relaxation and entertaining. Step inside to find soaring ceilings, gleaming floors, and walls of windows that frame the peaceful beauty of your estate grounds and private creek. The gourmet

  Renee Dawkins Dawkins Realty LLC

  825 Rainey Run, Monticello, FL 32344
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  /2

  $105,000

  • Land
  • 15 Acres
  • $7,000 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
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  /50

  $459,000 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

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 428-7831

  107 Tarn Way, Monticello, FL 32344
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  /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,

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 305-5882

  64 Sanctuary Dr, Monticello, FL 32344
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  /12

  $99,500

  • Land
  • 5 Acres
  • $19,900 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

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 678-3158

  489 Ashville Highlands Dr, Greenville, FL 32331
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  /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
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  /2

  $748,000

  290 Oetinger Rd, Monticello, FL 32344

  Land Description for 290 Oetinger Rd, Campbell Farm Welcome to the enchanting Campbell Farm, a sprawling 68-acre property nestled in the serene landscapes of Northern Jefferson County, Florida. This unique piece of real estate offers a harmonious blend of natural beauty and practical amenities, making it an ideal sanctuary for nature lovers and those seeking a peaceful retreat. Property

  Charles Ward Hayden Outdoors Real Estate

  290 Oetinger Rd, Monticello, FL 32344
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  /43

  $269,900

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

  300 Cedar St, Monticello, FL 32344

  Reduced to $269,900 ~ Welcome to 300 Cedar Street ~ Located a stone's throw from Monticello's charming downtown, yet quiet & private ~ Relax in a rocking chair & enjoy sitting on your HUGE 64x8 screened in porch that runs the entire length of the back of the home & overlooks the serene 1.5 acre lot ~ Built in 1958, this single story home is a sturdy brick ranch style with 3 Bedrooms, 2 Baths,

  Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
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  /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
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  /33

  $169,000

  • Land
  • 10.62 Acres
  • $15,913 per Acre

  720A Indian Hills Rd, Monticello, FL 32344

  Escape to the countryside and live your dream on this stunning 10.62-acre property! With three mobile homes currently on site, this property offers a unique opportunity for multi-generational living, rental income, or a sprawling family compound. While the mobile homes are not considered valuable, they provide a canvas for renovation or replacement. See potential in these structures or consider

  Alicia Radtke All Realty Services

  720A Indian Hills Rd, Monticello, FL 32344
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  /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
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  /52

  $208,000

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

  3978 Quitman Hwy S, Greenville, FL 32331

  Welcome to 3978 S Quitman Hwy – 40 beautiful acres in the heart of Jefferson County, Florida. This versatile property is ideal for those seeking a private hunting retreat, weekend getaway, or future homesite. Over a quarter of the land is planted in pines, providing both aesthetic value and future timber potential. An older mobile home sits on-site, holding little value, but all essential

  Benjamin Sadler OaksFeather Realty

  3978 Quitman Hwy S, Greenville, FL 32331
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  /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
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  /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. .

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (850) 662-6482

  TBD Scott Dr, Monticello, FL 32344
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  /13

  $499,900 New Construction

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

  855 S Waukeenah St, Monticello, FL 32344

  Stunning New Construction home currently being 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 will feature vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Some finishes have been selected by builder,

  Jared Parramore Coastwise Realty

  855 S Waukeenah St, Monticello, FL 32344
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  /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
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  /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
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  /9

  $144,000

  • Land
  • 9.38 Acres
  • $15,352 per Acre

  402 Mistletoe Ln, Monticello, FL 32344

  Escape to tranquility with this expansive piece of raw, rural land for sale. Offering acres of untouched beauty, this property provides the perfect opportunity to build your dream home or start your next project. With no neighbors behind, you'll enjoy complete privacy and seclusion, surrounded only by nature’s peaceful serenity. Whether you're looking for a quiet retreat, hunting grounds, or

  Melissa Montalvo Engel & Völkers Tallahassee

  402 Mistletoe Ln, Monticello, FL 32344
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  /11

  $22,000

  • Land
  • 0.52 Acre
  • $42,308 per Acre

  0 E Capps Hwy, Lamont, FL 32336

  For Sale: Buildable Vacant Lot – 0.52 Acres on E Capps Hwy, Lamont, FL 32336.Discover the potential of this 0.52-acre buildable lot with 624.57 feet of road frontage on E Capps Hwy in peaceful Lamont, Florida. With power available at the road, this parcel is ready for your vision—whether you're planning a new home, a weekend retreat, or a smart investment. Zoning: Buildable residential

  Andrey Rossin CASH FLOW IN MIAMI REALTY

  0 E Capps Hwy, Lamont, FL 32336
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  /20

  $400,000

  • Land
  • 31.22 Acres
  • $12,812 per Acre

  Lot 5 Watermill Rd, Monticello, FL 32344

  Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry, with a sweet little sandy bottom creek in the back of the property, and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access

  Sarah McKinzie Hum Real Estate

  Lot 5 Watermill Rd, Monticello, FL 32344
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  /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
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  /43

  $1,549,000

  • 5 Beds
  • 4.5 Baths
  • 5,476 Sq Ft

  221 Kiley Dr, Monticello, FL 32344

  Welcome to a rare and exquisite, turn-key, 15-acre modern luxury estate, where timeless elegance meets Southern charm. Custom built by Riley Palmer, this exclusive, gated property with soaring ceilings and interior doors, is nestled just minutes from Tallahassee, Florida's Capital City, and historic Thomasville, Georgia in Monticello-home to a storied opera house and chic dining options-and

  Barbra Engel & Völkers Tallahassee

  221 Kiley Dr, Monticello, FL 32344
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  /42

  $198,000

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft

  2436 N Jefferson Hwy, Monticello, FL 32344

  Discover the perfect blend of rustic charm and opportunity with this unique country property. Nestled on 3+ acres, this older farm house offers character and room to grow. The main home features spacious living areas with wood floors throughout and plenty of potential for updates to make it your own. Front screen porch and large utility room. Also included is a second block home that will need

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (850) 604-1107

  2436 N Jefferson Hwy, 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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  /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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  /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
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  /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
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  /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
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  /41

  $455,995 New Construction

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

  47 Mire Ct, Monticello, FL 32344

  Amazing new construction 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Come pick out all your finishes, home scheduled for completion August 2025. Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of previous home come make this one your own!

  Amber McKinney Hamilton Realty Advisors LLC

  47 Mire Ct, Monticello, FL 32344
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  /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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 236-0470

  205 N Rhodes St, Monticello, FL 32344
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  /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

  Catherine Hope All Realty Services

  Vacant Attatulga Rd, Lamont, FL 32336
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  /40

  $1,250,000

  • 4 Beds
  • 6 Baths
  • 9,848 Sq Ft

  193 Nautilus Dr, Monticello, FL 32344

  Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the heart of the woods. This meticulously renovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving walls that exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamless blend

  Ondrea Maldonado Hamilton Realty Advisors LLC

  193 Nautilus Dr, Monticello, FL 32344
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  /42

  $589,900

  • 4 Beds
  • 5 Baths
  • 3,862 Sq Ft

  3873 N Jefferson St, Monticello, FL 32344

  Back on market due to no fault of the seller or home. Stunning 4 Bedroom, 3.5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car Garage Located just north of this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and not located in a flood zone or HOA.

  Stephanie Dobson Southern Land & Homes

  3873 N Jefferson St, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 3