Monticello Real Estate

Monticello Real Estate

Welcome to Monticello, Florida—a charming gem nestled in the heart of Jefferson County. Known for its rich history and picturesque landscapes, Monticello offers a delightful blend of small-town charm and Southern hospitality. With a population of just over 2,500 residents, this quaint city boasts a close-knit community where neighbors become friends and local businesses thrive.

Monticello is steeped in history, with its roots dating back to the early 19th century. As you stroll through the historic downtown area, you’ll be captivated by the beautifully preserved architecture, including the iconic Monticello Opera House and the Jefferson County Courthouse. The city is also home to a variety of antique shops, boutiques, and cozy cafes, perfect for a leisurely afternoon of exploration.

Nature enthusiasts will find Monticello to be a paradise, surrounded by lush forests and serene landscapes. The nearby Aucilla River and the Apalachicola National Forest offer endless opportunities for outdoor activities such as hiking, fishing, and kayaking. The region’s mild climate allows residents to enjoy these natural wonders year-round.

In addition to its natural beauty, Monticello hosts a variety of community events and festivals that celebrate its rich culture and heritage. From the annual Watermelon Festival to farmers' markets, there’s always something happening that brings the community together.

Whether you’re considering a move or simply looking for a weekend getaway, Monticello, FL, offers a peaceful retreat with a strong sense of community, making it a wonderful place to call home. Come discover the charm of Monticello—where history meets hospitality!

Newest Listings in Monticello

$69,900
405134 MLS
RARE 3.3-ACRE OPPORTUNITY NEAR WACISSA & AUCILLA MANAGEMENT AREA! Discover the possibilities with this unique 3.3-acre tract on Walker Springs Road in Monticello, Florida. This offering includes two separate parcels being sold together, creating a special opportunity for those looking for additional space, privacy, and flexibility. The property is zoned to allow two dwellings, making it an excellent option for a primary residence plus a second home, family setup, or future investment opportunity. Beautifully wooded with a mix of majestic longleaf pines and mature oak trees, this property offers a peaceful, natural setting filled with abundant wildlife. Outdoor enthusiasts will appreciate the location, with the entrance to the Aucilla Wildlife Management Area (40,000+ acres) less than a quarter mile away. The pristine, cool waters of the Wacissa River are also just around the corner, providing easy access to some of the area's beautiful natural resources and recreational opportunities.Conveniently located approximately 10 minutes from I-10 and 25 minutes from Tallahassee, while still offering the privacy and tranquility of rural Jefferson County. Whether you're looking to build, create a private retreat, enjoy the outdoors, or invest in land with unique possibilities, this property is worth a closer look.

0000 Vacant Walker Springs Rd, Monticello
$175,000
2 Beds ⋅ 1 Baths ⋅ 405104 MLS
If you are looking for your opportunity, this home's for you! This 1950's bungalow is within reach for all. Whether a first time buyer, down-sizer, or investor, this home has ample opportunity for all! At a price where designer re-dos and renovations are possible, anyone can can make this dream come true! The huge addition (500+ sqft) off the rear of the home offers ample square footage that could possibly be reconfigured to a new owner's desires. The original home features a two bedroom one bath floor plan. The kitchen is sandwiched between two large living areas making opportunities for renovations and modernization ideal. With a third acre that's fully fenced, existing dog kennel, and a true garage, this property has built in bonuses in addition to the stellar location just moments away from Monticello's town center, access to I-10 and Hwy90 for easy commutes. Monticello is still known for its downtown charm and community events and connectedness. Just check out the chamber's facebook page! :D In addition to the Ecological Park and Legion right across the street, the house is minutes from town square where you can enjoy entertainment at Old Monticello Opera House, Vintage Stores, Restaurants. And if you wanted to, the Aldi and DG Market are walking distance to the home! So if you are looking for true potential not just in making a home, but making and enjoying community, see what 1060 S Water Street has to offer in charming Monticello, Florida!

1060 S Water Street, Monticello
$3,300,000
405055 MLS
An exceptionally rare opportunity to acquire 8+ acres with 630 ft of riverfront property on the crystal-clear, spring-fed Wacissa River in Jefferson County, FL. Bordering it's own tributary called Little River just off of the main river channel between the head of the river and the "Big Blue" Spring, this extraordinary property offers a level of privacy, exclusivity, and natural beauty rarely available on one of North Florida's most treasured waterways. This property is two separate 4.05 acre parcels with legal deeded easements to each. The back parcel has a well, electric, septic and community water already installed. The property also has a diesel generator hooked up & ready to go, should the need arise. A dock-house that is ready for you to complete however you'd like! Imagine waking up & stepping out onto the dock with a coffee in hand, sitting in cozy rocking chairs with someone you love as the fog rises off the water around you.. Oh, so peaceful. The Wacissa River flows through thousands of acres of public conservation lands and privately protected properties, preserving the natural character of this remarkable corridor that travels all the way down to the Gulf of America. Whether you are envisioning an exclusive private compound, luxury river retreat, destination recreational property or unique income-producing investment, opportunities of this scale and character on the Wacissa River are extraordinarily uncommon, don't miss this opportunity. Seller is related to real estate listing agent.

1410 Malloy Landing Road, Monticello
$93,000
404998 MLS
Discover a rare combination of privacy, recreation, and natural beauty on Johnny Road. Adjacent to the renowned Pines of Avalon Plantation and bordered by hundreds of acres of generational family land, this property offers an exceptionally secluded setting. A year-round spring-fed creek winds through the property, complemented by a small seasonal spring-fed pond and abundant wildlife. The property features a shooting shed overlooking multiple cleared shooting lanes, plus a large storage container. Thoughtful plantings include persimmons, chestnuts, swamp oak, and other fruit-producing trees. Just minutes from Monticello and I-10, this is an ideal private retreat, hunting property, or stunning setting for a dream home.

Lot 16 JOHNNY RD, Monticello
$249,000
3 Beds ⋅ 2 Baths ⋅ 404983 MLS
Discover this charming 3-bedroom, 2-bath home, ideally located just off Mahan Road and conveniently close to Downtown Monticello. Featuring a vaulted living room and cozy gas fireplace, this residence offers a welcoming and spacious atmosphere. The large fenced-in yard is perfect for pets and outdoor gatherings. The master suite is generously sized for comfort. Additional highlights include a single-car garage and plenty of room for your personal touch. Don't miss the opportunity to make this lovely home yours!

30 PINE NEEDLE TRCE, Monticello
$254,900
3 Beds ⋅ 2 Baths ⋅ 404967 MLS
New construction; very convenient to downtown; house is close to completion.

360 Bowman Street, Monticello
$357,000
3 Beds ⋅ 2 Baths ⋅ 404878 MLS
Wonderful Cottage Home in Quaint Crooked Creek Subdivision in Monticello Florida. Open Floor Plan with 3 Beds/2 Baths. Tiled Covered Front Porch with a Large Tiled Screened Porch and Deck for Grilling. There is a Built in Storage Shed approx. 4x7. Spacious Garage with Shelves. Additional 30Amp for RV with Parking Space Designed for RV or could be used for Additional Parking. Landscape is Beautiful and Creates Privacy from Streetside and Privacy Fence with Jasmine in the Backyard. Adorable Home, Perfect for Small Family or Retiree!

535 Holly Road, Monticello
$895,000
3 Beds ⋅ 3 Baths ⋅ 404823 MLS
Tucked away on 10.87 private acres behind its own gated entrance in the sought-after Rainey Run community, this custom-built home offers the perfect balance of quality craftsmanship, modern comfort, and peaceful country living. Built by Hannon Construction in 2023, the 3-bedroom, 2.5-bath home spans 2,412 square feet and was thoughtfully designed with timeless finishes and functional spaces throughout. At the heart of the home, the kitchen features a premium ILVE range and cooktop, Electrolux refrigerator, freezer, and dishwasher, custom cabinetry by Carroll's Cabinets & Countertops of Thomasville, quartz countertops, and a spacious walk-in pantry. Custom and antique lighting adds warmth and character, while the laundry room includes a folding station or convenient drop zone with storage. The open living area is centered around a gas fireplace, and large E-rated energy-efficient windows fill the home with natural light. Storage was thoughtfully incorporated throughout the home, including an impressive 52-foot by 8-foot walk-up attic with double flooring and a dedicated storage closet pre-wired for future security technology. Just off the laundry room, you'll find a brick patio and a half bath that was thoughtfully designed to serve as a future pool bath, making it easy to expand your outdoor living space if desired. Outside, a Morton building with electricity and water provides plenty of space for a workshop, equipment, hobbies, or storage. The home also features a whole-house generator and a Rinnai tankless water heater for added convenience and peace of mind. In addition to the community gate, the property has its own private gated entrance, offering an added sense of privacy and easy access. Enjoy the peace and privacy of country living without giving up convenience. Ideally located just minutes from downtown Monticello and a short drive to Tallahassee, this home offers the best of both worlds. If you've been looking for newer construction on acreage without sacrificing quality, convenience, or location, this home is one that truly stands out. Every detail has already been thoughtfully considered, creating a property that's as functional as it is beautiful.

4216 W Washington Highway, Monticello
$1,200,000
404814 MLS
Income-producing commercial opportunity! As an investor looking to expand or a business owner seeking property, take advantage of this unique opportunity to own a commercial building and lot in Jefferson County. Don't miss this opportunity to secure an income-producing commercial property with both immediate and future potential. Any additional questions.

7339 Old Lloyd Road, Monticello
$230,000
404813 MLS
1659 square foot converted office space with multiple rooms and separate 2700 square foot functioning and active storage warehouse with ample parking on one corner lot that fronts Hwy 19, walking distance to downtown Monticello. Used to house a real estate sales office. Video tours and appraisal available upon request. Needs some repair work on front decks.

1065 N Jefferson Street, Monticello
$529,999
3 Beds ⋅ 2 Baths ⋅ 404670 MLS
Rare opportunity to own a fully operational 20-acre working farm in the beautiful North Florida countryside. This property is currently home to both dairy cows and goats and is set up for continued agricultural use with multiple fenced pastures, established and lush Argentine Bahia grass, a milking barn, livestock holding area, and additional farm infrastructure. The property includes a 2018 three-bedroom, two-bath mobile home offering comfortable living while you work the land. The thoughtfully laid-out acreage provides multiple pastures and plenty of room for livestock, making this an ideal setup for a dairy operation, small cattle or goat farm, hobby farm, homestead, or agricultural investment. From the established pastures to the existing livestock facilities, much of the hard work has already been done. Bring your animals, continue the existing operation, or create your own vision for a productive North Florida homestead. Located along Lloyd Creek Road in the Monticello area, this property offers the opportunity to enjoy rural living while remaining within reasonable reach of Tallahassee and surrounding communities.

2462 Lloyd Creek Road, Monticello
$660,000
404641 MLS
The opportunity to own a pristine 44+ acre tract of raw land just on the outskirts of charming Monticello is now available. This largely untouched property offers a peaceful country setting with rolling farmland and classic North Florida character, making it an ideal location for your future home or recreational retreat. Situated with road frontage on Steen Road, this buildable tract is covered in mature pine trees and teeming with abundant wildlife, creating a natural haven for outdoor enthusiasts. Whether you're dreaming of a family homestead, a working farm, or a legacy property to enjoy for generations, this land provides endless possibilities. Conveniently located just minutes from historic downtown Monticello, you'll have quick and easy access to local amenities, while also enjoying the serenity of a quiet country setting. Plus, with quick routes to Interstate 10, travel to Tallahassee, Thomasville, and beyond is effortless. Embrace the natural beauty, tranquility, and potential of this exceptional property.

XXX STEEN ROAD, Monticello
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