Monticello, FL Homes for Sale with Acreage

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  /8

  $22,000

  • Land
  • 1.18 Acres
  • $18,644 per Acre

  874 Flatwoods, Monticello, FL 32344

  A square 1.18 acres with paved road frontage. It has a powerline easement that runs through the center of the property. It has several, abandoned, old mobile homes on the property (no titles will be given, only bill of sale) and other structures. It has about 50% wet lands and a portion of the property lies within the flood zone. It is wooded, with some, young, easy to mulch, growth and some

  

  Lynette Sirmon

  All Realty Services

  (448) 218-0926

  874 Flatwoods, Monticello, FL 32344
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  Explore Monticello

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  /21

  $349,000

  • Land
  • 15 Acres
  • $23,267 per Acre

  0000 Waukeenah Hwy, Monticello, FL 32344

  This stunning 15 acre property offers a mix of open land and wooded areas, providing a serene and private setting. Approximately 2 acres are equipped with an irrigation system, ideal for gardening, landscaping or small farming. This property includes a well-maintained barn with four spacious horse stables, perfect for equestrian enthusiasts. Power, well, and septic are already in place, making

  

  Shanna D'Attile

  Keller Williams Town & Country

  (850) 809-9683

  0000 Waukeenah Hwy, Monticello, FL 32344
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  /3

  $127,500

  • Land
  • 51 Acres
  • $2,500 per Acre

  000 Kinsey Rd, Monticello, FL 32344

  51 Acres of prime hunting/recreational land. Paved road access with owned easement. Wolf creek runs thrugh part of the property. $2500/Acre

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  (850) 726-3832

  000 Kinsey Rd, Monticello, FL 32344
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  /12

  $175,000

  • Land
  • 10 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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  /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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  /19

  $350,000

  • Land
  • 70 Acres
  • $4,968 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

  265 Neely Rd, Monticello, FL 32344
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  /42

  $1,125,000

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft

  740 Kinsey Rd, Monticello, FL 32344

  Location: Jefferson County, FL Size: 155 acres Features: Rolling pastures Planted pines Natural hardwoods Pond Home: 1941 built 1,146 square feet Updated Outbuildings: With power Opportunities for workshops, storage, and more Additional Homesites: Breathtaking views Peaceful living Proximity: 10 miles from downtown Monticello, FL 5 miles to I-10 Wildlife: Deer Turkey Waterfowl

  Ben Jones Southern Land & Homes

  740 Kinsey Rd, Monticello, FL 32344
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  /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
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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
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  /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
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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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  /39

  $635,000

  • 3 Beds
  • 2.5 Baths
  • 2,546 Sq Ft

  181 Heritage Blvd, Monticello, FL 32344

  Highly Desirable Heritage Hills Location! Enjoy the perfect blend of privacy and convenience with this Craftsman-style home located on 3 serene acres, 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 year-round on the

  Pam Kelly Kelly & Kelly Properties, Inc

  181 Heritage Blvd, Monticello, FL 32344
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  /34

  $499,000

  • 8 Beds
  • 4 Baths
  • 4,806 Sq Ft

  2664 W Washington Hwy, Monticello, FL 32344

  FULLY RENOVATED TWO HOUSES, 1.9 acres, on picturesque US 90 near Monticello. UNDER $99/SF! These move-in-ready homes in good condition have a total of 8 bedrooms, 4 baths, and 4,806 s.f. living area. The MAIN HOUSE is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, whole home generator. Great opportunity for multiple generations to live side by side, or

  Heather Boyd FL-GA Realty & Auction

  2664 W Washington Hwy, Monticello, FL 32344
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  /70

  $989,000

  • 4 Beds
  • 3 Baths
  • 4,600 Sq Ft

  2024 Old Lloyd Rd, Monticello, FL 32344

  Square footage includes both the main house is 3200 square feet with 4 bedrooms and 3 baths. New barn apartment is 1400 square feet with 2 bedrooms and 1 bath. This would be an amazing income producing property for short and/or long term rental property of barn apt, horse boarding stables ... or even a wedding venue. This breathtaking property checks ALL of the boxes! Please see associated

  Katherine Hansli Searcy The Naumann Group Real Estate

  2024 Old Lloyd Rd, Monticello, FL 32344
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  /67

  $900,000

  • 5 Beds
  • 4 Baths
  • 4,150 Sq Ft

  860 Tally Hills Dr, Monticello, FL 32344

  Don't miss your chance to own one of the most striking homes in Tally Hills with lake access, acreage, and luxury features that rarely come to market! This gated community features desirable homes on acreage. SO much to offer, ask to see the separate feature list! A remote control gate brings you into the circular driveway. A bubbling water feature leads you to the front entryway. Designed with

  M. Andy Elliott Xcellence Realty

  860 Tally Hills Dr, Monticello, FL 32344
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  /39

  $539,000

  • 3 Beds
  • 2.5 Baths
  • 2,792 Sq Ft

  160 Lineage Ct, Monticello, FL 32344

  Beautiful 3-bedroom, 2.5-bath farmhouse offers privacy, charm, and modern conveniences. Built in 2016 and tucked away at the end of a cul-de-sac on 2.78 acres in desirable Heritage Hills. Home features an iron gate and long driveway—plenty of extra room for your boat or RV—along with a metal roof, a classic rocking chair front porch, large covered patio for entertaining and a 2-car garage.

  Leanne Groom The Naumann Group Real Estate

  160 Lineage Ct, Monticello, FL 32344
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  /63

  $519,000 Open Sun 11AM - 2PM

  • 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
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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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  /42

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 3,214 Sq Ft

  150 N Ojibwa Rd, Monticello, FL 32344

  Tranquil 5.1 acre retreat nestled deep in a pecan grove just outside Monticello, Florida has it all. This recently remodeled 3BR/2BA home offers space, privacy and flexibility in a rural setting only 40 minutes from the heart of Tallahassee. Take advantage of everything Tallahassee offers while paying lower Jefferson County taxes. The pecan trees qualify for an agricultural land use status,

  Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
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  /42

  $599,900

  • 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
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  /32

  $575,000

  • 3 Beds
  • 3 Baths
  • 3,026 Sq Ft

  3827 N Jefferson St, Monticello, FL 32344

  Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peaceful country living with modern comforts in this stunning 3 bedroom, 3 bathroom brick home on 5 beautiful acres with a private pond. With over 3,000 square feet of living space, this property offers room to spread out and features thoughtful touches throughout. Inside, you'll find a large den with cozy

  Pam Kelly Kelly & Kelly Properties, Inc

  3827 N Jefferson St, Monticello, FL 32344
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  /31

  $694,000

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

  17 Old Tung Grove Rd, Monticello, FL 32344

  Ready to move into your new home. The Ridge At Tung Grove. A small subdivision of only 5 lots. A spectacular rural location with convenient access to Tallahassee, only a 12 minute drive away. Another quality new home by Southern Coastal Homes on 6.82 wooded acres. 3 bedroom 2 bath with a bonus room with half bath. Open living space. Spacious mud room and laundry room with built ins. Other lots

  Barry Kelly Kelly & Kelly Properties, Inc

  17 Old Tung Grove Rd, 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

  64 Sanctuary Dr, Monticello, FL 32344
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  /52

  $565,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft

  57 Sunset Dr, Monticello, FL 32344

  In one of Jefferson County's most sought-after neighborhoods, sits 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

  Chance Shutes Keller Williams Town & Country

  57 Sunset Dr, Monticello, FL 32344
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  /41

  $329,500

  • 4 Beds
  • 2 Baths
  • 2,162 Sq Ft

  4081 Gamble Rd, Monticello, FL 32344

  Nestled on a serene 5-acre retreat, this charming storybook cottage feels like a hidden gem, yet it’s just 15 minutes from downtown Monticello’s quaint shops and restaurants. Tucked back from the road for ultimate privacy, this well-maintained home is surrounded by natural beauty, including native plants, wild azaleas, and lush greenery. Step onto the inviting front porch and into a warm,

  Malissa Henning EXP Realty, LLC

  4081 Gamble Rd, Monticello, FL 32344
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  /8

  $4,500,020

  • Land
  • 85 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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  /46

  $178,000

  • 3 Beds
  • 3 Baths
  • 2,635 Sq Ft

  18 Perkins Williams Rd, Monticello, FL 32344

  Opportunity to finish a traditional-style home on 2.02 acres in the Monticello countryside. Built in 2001 by a local contractor, the home is approximately 80% complete and has never been lived in. The structure needs a new roof, HVAC system, water heater, bedroom flooring, and completion of the master bath. There is visible foundation settlement—cause and extent unknown. Located in a flood

  Ashley Hartsfield Keller Williams Town & Country

  18 Perkins Williams Rd, Monticello, FL 32344
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  /70

  $1,050,000

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

  825 Rainey Run, Monticello, FL 32344

  Luxury Creekside Home on 10 Acres in Monticello, Florida! Discover North Florida luxury living at its finest in this 4-bedroom, 4.5-bathroom estate on 10 acres in beautiful Monticello, FL. With approximately 3,696 square feet of thoughtfully designed space, this stunning property offers privacy, elegance, and modern convenience just minutes from Tallahassee. Property Features: 10 acres of

  Renee Dawkins Ketcham Realty Group, Inc.

  825 Rainey Run, Monticello, FL 32344
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  /43

  $295,000

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

  300 Cedar St, Monticello, FL 32344

  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, extra large attached 2

  Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
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  /33

  $189,000

  • Land
  • 11 Acres
  • $17,797 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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  /11

  $23,000

  • Land
  • 2.00 Acres
  • $11,500 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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  /29

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  9497 Gamble Rd, Monticello, FL 32344

  Nestled on 6 beautiful wooded acres, this charming 2 bedroom, 2 bath cedar house offers the perfect blend of rustic charm and modern convenience. The house has a whole home generator, providing peace of mind during any power outages. Inside, you will find stunning cork floors throughout. Additionally, the property boasts 2 sheds with electricity, perfect for storage or workshop space. This house

  Trevor Ann Clark Keller Williams Town & Country

  9497 Gamble Rd, Monticello, FL 32344
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  /20

  $85,000

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  195 E Meadow Rd, Monticello, FL 32344

  NEW Metal ROOF 2022! Welcome to the Aucilla Forest & Meadows Subdivision! Spacious 1836 square foot double wide mobile home built in 1999. 3 bedroom, 2 full bathroom on huge 2.50 acre lot! ~10 minutes to Aucilla River! Only $46/sq ft! Home needs cosmetic work that can be done over time! Primary bedroom has shower stall, garden tub + large walk-in closet. Split floor plan, huge kitchen with tons

  Chelsey Hough Keller Williams Town & Country

  195 E Meadow Rd, Monticello, FL 32344
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  /9

  $144,000

  • Land
  • 9 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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  /42

  $475,000

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

  952 Turney Anderson Rd, Monticello, FL 32344

  Discover your own private retreat with this charming home set on a fully fenced 10-acre lot. Nestled among mature pecan and fruit trees, this property offers the perfect blend of tranquility, space, and functionality. Enjoy relaxing mornings and evenings on the spacious front and back porches, ideal for soaking in the serene surroundings. The home features a practical layout with a cozy living

  Katherine Hansli Searcy The Naumann Group Real Estate

  952 Turney Anderson Rd, Monticello, FL 32344
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  /20

  $400,000

  • Land
  • 31 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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  /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

  $219,000

  • 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

  2436 N Jefferson Hwy, Monticello, FL 32344
• 

  

  /3

  $437,500

  • Land
  • 22 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 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

Showing Results 1 - 40, Page 1 of 2