Monticello Homes with Jefferson County K-12 School High School

Monticello Homes with Jefferson County K-12 School High School

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 unique blend of Southern hospitality and small-town charm. With tree-lined streets, historic homes, and a vibrant community, it’s no wonder that Monticello is often referred to as the "Gateway to the Big Bend."

One of the standout features of Monticello is its strong commitment to education, with access to top-notch K-12 schools, including Jefferson County High School. Families will appreciate the emphasis on academic excellence and community involvement, making it an ideal place to raise children. The school’s dedicated staff and diverse extracurricular programs ensure that students receive a well-rounded education, fostering both personal and academic growth.

The real estate market in Monticello is as diverse as its residents. From charming historic homes that tell the story of the town’s past to modern residences that cater to today’s lifestyle, there’s something for everyone. Whether you're a first-time homebuyer or looking to downsize, Monticello offers an array of options to suit your needs.

In addition to its educational offerings, Monticello boasts a variety of parks, local shops, and dining options, creating a vibrant community atmosphere. Enjoy leisurely strolls through the quaint downtown area or explore the beautiful natural surroundings that Jefferson County has to offer.

Discover the charm of Monticello, where history meets modern living, and let this delightful town become the backdrop for your next chapter. Come home to Monticello today!

Newest Monticello Homes with Jefferson County K-12 School High School

$564,900
3 Beds ⋅ 2 Baths ⋅ 405271 MLS
Welcome to this beautiful one-owner home in highly sought-after Crooked Creek, located just at the edge of town in Monticello, Florida. Built in 2021 and offering over 2,000 square of living space, this meticulously maintained home is truly turnkey. Set on an impressive.76-acre lot, the property offers exceptioanl privacy and outdoor living. The beautifully fenced backyard features a sparkling in-ground pool with fountain., creating the perfect setting for relaxing, entertaining, and enjoying Florida's beautiful weather. Inside, the home offers a desirable open floor plan with plenty of natural light and a warm, inviting feel. One of the home's standout features is the lovely sunroom overlooking the pool and backyard, providing a peaceful space to enjoy your morning coffee or unwind at the end of the day. PROPERTY HIGHLIGHTS: Whole House Generator, Pool, Fenced Backyard. ADJOINING .70 ACRE LOT AVAILABLE FOR PURCHASE.

205 Crooked Creek Lane, 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. Exceptional views overlooking the Cody Escarpment. 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
$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 boat-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
$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
$116,500
3 Beds ⋅ 2 Baths ⋅ 404606 MLS
Calling all investors, house-flippers, and handy homewoners! Fix & Flip for cash or hold for rental income. Located just 3 minutes from downtown Monticello and 30 minutes to Tallahassee. This 1968 two-story home is built on concrete blocks (1st story), & sits on a large 0.38-acre lot with mature vegetation for privacy on 2 sides. Has a metal roof (unknown age), HVAC~ 2020. Utilities are on for showings. Priced for an AS-IS sale, including any bulk junk left from tenants. Exterior stairs are being repaired.

1420 Tennessee Avenue, Monticello
$120,000
404598 MLS
Discover the perfect opportunity to build, invest, or create your own private North Florida retreat. Desirable combination of cleared in the front for homesite and wooded back half for seclusion. Conveniently located on a paved road with easy access to I-10 for shopping, dining, and more amenities in both Tallahassee and Monticello.

402 Mistletoe Lane, Monticello
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