Jefferson County FL Homes for Sale

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  /42

  $355,000

  • 4 Beds
  • 3 Baths
  • 2,223 Sq Ft

  155 E Seminole Ave, Monticello, FL 32344

  Full of character, this spacious 1950s home offers 4 bedrooms and 3 full bathrooms on a generous 0.60-acre lot in the heart of Monticello. With over 2,200 square feet—including two bedrooms with ensuite baths—it also features flexible zoning for residential, business, or mixed use. The layout includes a cozy living room with a fireplace and an airy sunroom, perfect for an office or casual dining.

  Catherine Hope All Realty Services

  155 E Seminole Ave, Monticello, FL 32344
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  /70

  $505,500

  • 3 Beds
  • 2.5 Baths
  • 3,126 Sq Ft

  1628 N Jefferson St, Monticello, FL 32344

  Charming Traditional Brick Home with Spectacular Sunset Views on 1.5 Acres Experience classic Florida living with this charming, traditional 3,126-square-foot brick home, perfectly nestled on one of the highest elevations in Jefferson County. Enjoy a blend of vintage character and modern functionality in this beautifully detailed residence, offering an ideal setting for relaxation and

  Jennifer Ward Century 21 First Story

  1628 N Jefferson St, Monticello, FL 32344
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  /52

  $449,000

  • 4 Beds
  • 3 Baths
  • 3,188 Sq Ft

  930 E Pearl St, Monticello, FL 32344

  Built between 1890-1910, this Classic Revival home sits on 1.77 acres along one of Monticello’s most admired streets and offers timeless architecture with room to make it your own. The two-story layout includes 4 bedrooms and 3 bathrooms, with a circular driveway framed by boxwoods leading to a wide front porch perfect for rocking chairs. Inside, two front parlors flank the entry—one used as a

  Rachel Sparling All Realty Services

  930 E Pearl St, 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
• 

  

  

  /13

  $495,000 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
• 

  

  /19

  $397,500 New Construction

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

  173 Deerfield Ln, Monticello, FL 32344

  $32,500 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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  /29

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  2503 Rabon Rd, Monticello, FL 32344

  Discover peaceful country living at 2503 Rabon Road, a well-maintained 3-bedroom, 2-bath home situated on 5 private acres in Monticello. With 1,568 sq ft of comfortable living space, this property delivers the quiet, open setting buyers want while staying an easy drive from both Monticello and Tallahassee. Inside, you’ll find a bright, functional layout with generous living areas, a spacious

  Clint Bailey Superior Realty Group LLC

  2503 Rabon Rd, Monticello, FL 32344
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  /21

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  1125 E Dogwood St, Monticello, FL 32344

  Must see this brand new home built by Southern Construction in the downtown Monticello area. Home is complete and ready for its new owners!! Home features 3 bed, 2 baths, granite countertops, upgraded trim package, vinyl plank flooring throughout, tile bathroom and laundry floors, and stainless appliance package. Come get this beautiful home before its gone!!

  Jared Parramore Coastwise Realty

  1125 E Dogwood St, Monticello, FL 32344
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  /64

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,432 Sq Ft

  756 Frank Lacy Rd, Monticello, FL 32344

  Welcome to your new farmhouse in beautiful Jefferson County! This peaceful property is located on a secluded dirt road surrounded by cattle pastures and farm land. Big live oaks, tall pines, and acres of potential to make it how you want. There is an insulated barn/garage on the property that could be used for mechanics, farm equipment storage, or even a man cave! Heavy wooded areas on the

  Katherine Gonzalez Pearson Realty Inc.

  756 Frank Lacy Rd, Monticello, FL 32344
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  /70

  $1,175,000

  • 5 Beds
  • 3.5 Baths
  • 5,590 Sq Ft

  237 Valley View Ct, Monticello, FL 32344

  This is an actual sunset over a 15 minute period in mid-October. Experience gorgeous sunsets and serene living at this exceptional single-story, multi-home estate on 15 high-and-dry acres in beautiful Valley View Estates, straddling the Leon and Jefferson County line. **With a NEW Roof prior to closing, the custom-built main residence (~4,000 sq. ft.) offers 12-foot ceilings throughout, an

  Kelly Vinson Keller Williams Town & Country

  237 Valley View Ct, Monticello, FL 32344
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  /7

  $200,000

  • Land
  • 20.38 Acres
  • $9,814 per Acre

  TBD Barnes Rd, Monticello, FL 32344

  Discover wooded tranquility on this magnificent 20.38 acre parcel in northern Jefferson County. Conveniently located just off US-19 N, this property is on a paved road which offers easy access and a short 5-minte drive into Monticello or just a 20-minute drive to downtown Thomasville, Georgia. Embrace the beauty and tranquility of country living while staying connected to nearby amenities and

  H. Trey Hough Armor Realty, Inc

  TBD Barnes Rd, Monticello, FL 32344
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  /24

  $99,000

  • Land
  • 5.03 Acres
  • $19,682 per Acre

  0 Johnny Unit 392570, Lamont, FL 32336

  Discover the perfect blend of privacy and convenience with this beautiful acreage backing up to the renowned Pines of Avalon Plantation. Just minutes from Monticello and I-10, offering easy access to Tallahassee, the high and dry lot provides a stunning natural backdrop with abundant wildlife. Mature timber covers the majority of the land (mostly long-leaf pines) creating a serene setting and a

  Michael Reavis The Naumann Group Real Estate

  0 Johnny Unit 392570, Lamont, FL 32336
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  /4

  $19,500

  • Land
  • 0.86 Acre
  • $22,674 per Acre

  0 Cox Rd Unit 392538, Monticello, FL 32344

  Beautiful wooded 0.86 of an acre for sale on a very quiet street just north of downtown Monticello. It is in Flood Zone A which means you can build on it. The lot allows for a site built or mobile home. Check with the local county building and coding department to confirm. There is a land survey and elevation letter from 2023 that you may request to see if interested.

  Stephen Hachey Flat Fee MLS Realty

  0 Cox Rd Unit 392538, Monticello, FL 32344
• 

  

  /23

  $325,000

  • 5 Beds
  • 2 Baths
  • 2,659 Sq Ft

  2664 W Washington Hwy, Monticello, FL 32344

  FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move-in-ready home in good condition is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, and a whole home generator. The main living area is 2,659 sf with a unique two levels. 5 bedrooms and 2 baths with plenty of character, including the "Captain's Room" with built-in

  Heather Boyd FL-GA Realty & Auction

  2664 W Washington Hwy, Monticello, FL 32344
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  /7

  $150,000

  • Land
  • 10 Acres
  • $15,000 per Acre

  576 Cox Rd, Monticello, FL 32344

  Discover a fantastic future homesite on a secluded 10-acre parcel in northern Jefferson County, Florida! Accessed via a 15-foot-wide easement off a private road, the property opens up to a beautiful, private clearing ideal for building your dream home. The land features a mix of large pines, hardwoods, and magnolias, creating a serene, natural setting. Key utilities are already in place or

  Gabriela Sacco All Realty Services

  576 Cox Rd, Monticello, FL 32344
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  /34

  $219,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  185 Mallard Ln, Monticello, FL 32344

  See updated pictures - motivated Sellers. Newer 2020 mobile home on 1.95 acres. This simple but beautiful property backs up to a lake. Property is mostly wooded at the moment but if cleared would have a lovely view of the lake and the Monticello sunsets. Located in a quiet neighborhood in Lloyd Acres. Mobile home offers open concept living, dining and kitchen area with three bedrooms and two

  Jennifer Weeks J. D. Salley & Associates, Inc

  185 Mallard Ln, Monticello, FL 32344
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  /54

  $169,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  12447 Gamble Rd, Monticello, FL 32344

  This 2 bedroom, 2 bathroom home offers 1,440 sqft of living space on a full acre in Wacissa, just 2 minutes from the Wacissa River headwaters and boat launch. It’s an ideal spot for a full-time residence or could serve as a hunting or fishing lodge with easy access to the outdoors. Spend your weekends swimming at the sandy beach, kayaking the clear spring-fed waters, or paddleboarding through

  Catherine Hope All Realty Services

  12447 Gamble Rd, Monticello, FL 32344
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  /42

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  952 Turney Anderson Rd, Monticello, FL 32344

  Time travel back to 2021 Interest rates with this assumable loan for +/- $250k at 2.95% interest for qualified buyers. If any property has it all, this one does. Spacious house with huge kitchen and tons of storage, fire pit in the back yard for marshmallow roasts. Generac generator to run the whole property during power outages. A 400 mph rated hurricane vault located in the 1500 sgft warehouse,

  Katherine Hansli Searcy The Naumann Group Real Estate

  952 Turney Anderson Rd, Monticello, FL 32344
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  /55

  $185,000

  • 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

  Catherine Hope All Realty Services

  1515 Tennessee Ave, Monticello, FL 32344
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  /11

  $95,000

  • Land
  • 3 Acres
  • $31,667 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
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  /31

  $7,999

  • 3 Beds
  • 2 Baths

  3 N Back Ct, Monticello, FL 32344

  GOBBLE UP SAVINGS this November! When you purchase a home for $49,999 or less, enjoy 2 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 11/30/25! ACT FAST! *Restrictions Apply. Opportunity is just around the corner! This 3 bedroom, 2 bathroom handyman special is available. This home is being sold AS-IS, making it the perfect fit for: Investors looking for their next profitable project

  Patty Davis Jefferson Pines

  3 N Back Ct, Monticello, FL 32344
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  /31

  $277,000

  • 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
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  /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
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  /31

  $105,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  572 Deerwood Blvd, Greenville, FL 32331

  Handyman Opportunity! Bring your tools and check out this 3 bedroom, 2 bath, mobile home on 5 acres. Large open floorplan offers plenty of space to entertain. Screened front porch, along with a metal workshop. Home is being offered As-Is and will need some repairs as there is mildew present.

  Crystal Bochnia Madison Realty Group, LLC

  572 Deerwood Blvd, Greenville, FL 32331
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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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  /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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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

Showing Results 41 - 80, Page 2 of 3