Monticello Real Estate

Monticello Real Estate

Welcome to Monticello, a charming city nestled in Jefferson County, Florida. Known for its rich history, natural beauty, and warm Southern hospitality, Monticello offers a unique blend of small-town charm and modern amenities.

Located in the heart of the Sunshine State, Monticello is surrounded by the natural beauty of North Florida. The city is blessed with a mild climate, making it an ideal place to enjoy outdoor activities year-round. From exploring the pristine forests of the Aucilla Wildlife Management Area to fishing in the sparkling waters of Lake Miccosukee, there is no shortage of recreational opportunities for nature enthusiasts.

Monticello also boasts a vibrant downtown area, filled with quaint shops, delicious restaurants, and historic landmarks. Take a stroll along the tree-lined streets and admire the well-preserved Victorian-era architecture, or visit the Monticello Opera House, a cultural hub that hosts a variety of performances and events throughout the year.

For those seeking a close-knit community with excellent schools and a low cost of living, Monticello is the perfect place to call home. The city offers a range of housing options, from historic homes to modern developments, ensuring there is something to suit every taste and budget.

Whether you're looking to explore the great outdoors, immerse yourself in history, or simply enjoy a slower pace of life, Monticello has it all. Come and discover why this charming city is a hidden gem in the heart of Florida.

Newest Listings in Monticello

$25,000
377050 MLS
Wooded lot located in the Wacissa area of Jefferson County; 15 to Tallahassee. Community water available to hook up to.

Tram Road, Monticello
$250,000
376865 MLS
Welcome to a little bit of paradise! This private, calm and quiet 5 acres is a true retreat and haven in lovely countryside. Come sit amongst the flowers, or next to the pond, or under the trees! Everything is under 6 years old....The new barn is built ready to convert into a home or Barndominium and has a washer and dryer! The RV carport is ready for your RV. There is electricity, Tankless Water Heater, your own well, and septic system suitable for a 3/4 bedroom home. The pond, 'shed' and greenhouse are a gardener's dream with brick patio and seating areas amongst the gardens, flowers, trees and arbors. Horses would like it here, too!

52 Serenity Lane, Monticello
$419,000
3 Beds ⋅ 2 Baths ⋅ 376599 MLS
Situated in the desirable Sanctuary neighborhood on a 1+ acre lot, this split floorplan combines both privacy and comfort, with an abundance of upgrades. The living room features crown molding, a coffered ceiling, built-in bookcases that beautifully frame the gas fireplace, and opens to a dream kitchen equipped with a large island with bartop seating, stainless appliances, including a gas range, and a thoughtfully designed butler's pantry. With no detail overlooked inside or out, the fenced backyard is open and spacious, with an area for gathering under the beautiful Live Oak, or grilling and entertaining on the back patio. Don't miss this move-in ready home, conveniently located to I-10, Tallahassee, and Monticello.

231 N White Oak Drive, Monticello
$129,900
376820 MLS
6.6 acres Taylor Rd. Wonderful Jefferson County location. Minutes from I-10/ Gamble Rd. + downtown Monticello. New 5 lot mini subdivision paved frontage, minimal restrictions to protect values. See survey and site plans in associated docs. 10 acre parcel also available for $169,900. Underground County water available.

Taylor Road, Monticello
$119,900
376815 MLS
5.5 acres Taylor Rd. Wonderful Jefferson County location. Minutes from I-10/ Gamble Rd. + downtown Monticello. New 5 lot mini subdivision paved frontage, minimal restrictions to protect values. See survey and site plans in associated docs. 10 acre parcel also available for $169,900. Underground County water available.

Taylor Road, Monticello
$471,000
376792 MLS
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 speed internet. Per-approval required before showing.

1310 Piney Woods Road, Monticello
$149,900
376791 MLS
This 10-acre wooded parcel in Monticello offers the perfect blend of tranquil rural living and proximity to Tallahassee, just a 20-minute drive away. Enjoy Monticello’s charming downtown area as well. Ideal for outdoor enthusiasts and those seeking a peaceful rural lifestyle, this property boasts low taxes and can be used as your weekend getaway for hunting, etc or you can build your forever home. Located near Saint Marks River Preserve State Park and the Wacissa River, this opportunity to own a slice of paradise seamlessly combines a peaceful country setting with convenient access to city amenities. **Buyer to verify acreage & utilities**

Tram Road, Monticello
$174,900
376709 MLS
Discover the allure of natural serenity with this captivating vacant property, an ideal canvas for your dream home. Nestled in a quiet, secluded subdivision, this spacious 11.1 acre plot boasts mature oak trees and a thoughtfully cleared homesite, providing an enchanting woodland backdrop combined with the readiness to build. What truly sets this property apart is its convenience coupled with seclusion. The underground utilities ensure a seamless integration into modern comforts without compromising the pristine natural aesthetic. Plus, its easy access to major thoroughfares makes commuting a breeze while preserving the peace and tranquility you crave. Imagine waking up to the gentle rustle of leaves and the soft chorus of local wildlife, all while being just a short drive from the essentials. This property offers the perfect balance of rural charm and essential accessibility. Ideal for those looking to escape the hustle and bustle of city life but still appreciate a hint of convenience, this property promises a lifestyle marked by tranquility and freedom. Start your day with a refreshing walk through lush foliage and end it with a stunning sunset, all from the comfort of your future doorstep. Your woodland sanctuary awaits!

55 W Cavallo Trail, Monticello
$187,000
3 Beds ⋅ 1 Baths ⋅ 376652 MLS
Come check out this cozy ranch style home in downtown Monticello! Walking distance to downtown for shopping and dining. Roomy kitchen with bar. Extra room could be den or dining. Built in bookshelves in living room . Very private backyard area in quite neighborhood.

335 Dixie Street, Monticello
$249,900
2 Beds ⋅ 2 Baths ⋅ 376640 MLS
In the world of real estate, the mantra "location, location, location" reigns supreme, and this stunning starter home epitomizes that ideal. As you step onto the charming front porch, you are greeted by elegant cedar columns that whisper of rustic charm, while the custom white pine shiplap ceiling above elevates the entryway to new heights of allure. Inside, the luxurious vinyl plank floors flow seamlessly through an open-concept design, leading you to a chef's paradise. The kitchen boasts high-end appliances that cater to every culinary need, complemented by custom soft-close cabinets and innovative slide-out shelving in the pantry, ensuring both functionality and style. The striking granite countertops, paired with an under-mount sink, are beautifully accented by a stunning subway tile backsplash that adds a contemporary flair. The spacious master bedroom serves as a serene retreat, featuring a walk-in shower that transforms daily routines into indulgent experiences. With floor-to-ceiling tile and a luxurious rain head, along with a detachable wand, this bathroom oasis is designed for relaxation. Convenience is key in this thoughtfully designed home, which includes a brand-new top-of-the-line washer and dryer located in the laundry room, just off the concrete back patio—ideal for a mudroom setup after a day outdoors. Nestled in the desirable Lloyd area, this home offers the perfect balance of tranquility and accessibility. Enjoy the peace of rural living while being just 10 to 15 minutes from all the amenities of Tallahassee or Monticello, with Publix a mere 8 minutes away. This exceptional property checks all the boxes and is poised to captivate its new owners. Don’t miss your chance to experience a lifestyle that merges comfort, style, and prime location.

107 W notre dame Street, Monticello
$450,000
4 Beds ⋅ 3 Baths ⋅ 376618 MLS
ACCEPTING BACK UP OFFERS! Immaculate and stunning 2-story, 2304 sq ft home in town with a separate 1152 sq ft 2-story guest house (with own entrance) and 400 sq ft detached garage in Monticello, Florida. Home sits on a beautiful fenced & gated (approx) 1 acre lot with pond frontage. Check out the bedroom sizes... so much room for everyone! 48'x8' front porch with daybed swing. Amazing open floor plan and beautiful maple hardwood floors. Large, open galley kitchen has weathered black maple cabinets and looks out over the living room and dining room, with French doors leading out to the back patio and fenced interior yard (great for keeping pets safe when the gate opens). Nice large 1st floor primary bedroom suite w/ full bathroom, double vanity, walk-in shower and walk-in closet. Upstairs are two more very large bedrooms with walk-in dormer windows, allowing tons of natural light to flow in, and a full bathroom. The spacious interior laundry room downstairs has washer, dryer, utility sink, additional refrigerator, freezer, wine cooler and storage shelving... all included! Metal roof, 3 HVAC units. Crawlspace has been fully encapsulated with brand new dehumidifier! The guest house has a bedroom and bathroom upstairs, which would make a great short-term rental/Airbnb, and a large office/shop downstairs. AWESOME screened-in porch connecting the home and guest house, featuring tongue & groove walls and ceiling, 2 ceiling fans & a TV... great for outdoor entertaining! Detached 2 car garage with attic storage. Large live oaks, pine trees and fruit trees, asphalt driveway, fountain in the courtyard and large deck off the apartment bedroom offer even more outdoor enjoyment. This is a SIIP home (built to withstand hurricane winds), energy efficient and has been meticulously maintained, plus underground utilities ensure very few power outages. Owner has thought of everything and has truly made this a private oasis in the city. Must see in person to truly appreciate. *Please make sure to check out the 360 degree walk-through tour of house and guest house using the Virtual Tour link! *All measurements approximate*

1400 E Washington Street, Monticello
$995,000
4 Beds ⋅ 3 Baths ⋅ 376609 MLS
This breathtaking property checks ALL of the boxes! Please see associated docs as this home has so many features and details. The sellers have nick-named this home as "Monticello Yellowstone". Driving through the gated entry, you are greeted with Argentine Bahia Grass green pastures and most charming property. Five fenced and cross fenced pastures each with run in shelters, electric and water. Main house is 3200 square feet (Barn Apartment is additional 1400 Square Feet). Multiple level main main house is perfect for multi-generational living showcasing exposed beams, vaulted ceilings, bricked walls, and decked with tongue and groove hardwood ceilings. In-law/Guest Studio Suite also has private entrance with patio, mini kitchen, separate living space and walk-in shower. New 5000 square foot barn with 4 stalls, tack room, RV/Trailer parking. Barn also includes newly completed 2 bedroom / 1 bath apartment featuring spectacular 40 foot wood beam stretching across the entire living/ dining / kitchen space. Barn apartment has 40 foot deck overlooking pastures. As you walk through the property... enjoy many landscaped nooks, gravel walk ways, a large chicken coop, kids play area, above ground pool area (could be used for dog pen), rustic smaller barn used as a workshop, parking pavilion, and endless views of well manicured pastures. This is a must see property!

2024 Old Lloyd Road, Monticello
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