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$45,000
395854 MLS
All Offers considered..2.5 Acres of land, partially cleared for home-site. Private quiet road. All high and dry ready to build your homestead. mobile homes okay. Close to aucilla river. Convenient to Monticello, FL and Thomasville Ga. Valdosta and Tallahassee 45 minutes away. Horse Friendly area. Owner financing options available.

1 W meadow Road, Monticello
$495,000
2 Beds ⋅ 1 Baths ⋅ 395668 MLS
Secluded 56.37 Acres with Metal Building & Living Quarters -Western Jefferson County. This property offers privacy, versatility and room to build or expand. The land features a 2880 sq ft heavy-gauged metal building designed for both residential and workshop use. Second floor includes 1200 sf of living space currently unfinished featuring two bedrooms, kitchen and living area and one bath. A freight/lift system provides easy transport of materials and equipment to the second floor. Ground level consists of a spacious workshop/hobby area ideal for storage, projects or business use along with an attached carport for parking or equipment storage. This property is well suited for a private retreat, recreational use, homestead or a buyer seeking land with and existing structure ready for customization. There is approximately 15 acres of good usable land with the remaining land in flood zone/wetlands.

640 Nautilus Drive, Monticello
$259,000
3 Beds ⋅ 2 Baths ⋅ 394368 MLS
Charming home on large .87 acre lot in established subdivision. Sunporch overlooks wooded back yard, a nature lovers paradise. Open floor plan, kitchen/dining/living room combination. 2 car garage with breezeway to the home.

1511 Spring Hollow Road, Monticello
$50,000
393415 MLS
Wooded lot, pines and hardwoods. Mobile homes are allowed. High elevation.

TBD E Meadow Road, Monticello
$172,500
393344 MLS
Gated rural community, lakefront 10 acres with large hardwoods. Tranquility awaits, gently sloping land with some clearing.

TBD Rainey Run, Monticello
$529,000
3 Beds ⋅ 3 Baths ⋅ 392310 MLS
**MOTIVATED SELLERS - CONCESSION(S) BEING OFFERED** Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downtown Monticello, FL. Not only is this home located on a private 3.54 acre spread, surrounded by a perimeter of natural foliage, but the home itself has been beautifully updated, blending the charm of old and the convenience of new. The 3 bedroom/3 bathroom, 2,000+ sq ft home has a kitchen flooded with natural light overlooking beautiful back yard views. The Master Suite is incredibly spacious, with it's own sitting area and/or office space. The Master Bath has a double vanity and tiled walked in shower. The Master also has it's own private, exterior door access. Outdoors, there is a pool house with a lap pool, a commercial grade greenhouse, (2) additional outbuildings (1 with electric/water), a koi pond and beautiful landscaping throughout, with a multitude of gorgeous flowers, planted by a professional gardener/florist, that bloom throughout the year. Hummingbirds are plentiful daily (except during winter) if you keep the feeders full of nectar! Also, the property has a citrus grove with three large orange trees (2 naval and 1 honeybell) and two lime trees. Roof (2022) | A/C (upgraded, 2021). A must see for sure! **Note: One bedroom (10x10) is not pictured, because it was being used for storage at the time photos were taken.

515 E Palmer Mill Road, Monticello
$395,000
4 Beds ⋅ 3 Baths ⋅ 391898 MLS
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 an opportunity to restore and 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 living room and one with a closet allowing for modern use as a bedroom—while upstairs includes two additional bedrooms and a full bath. The large dining room has been opened to expose the original rafters, giving the space a bright and airy feel, while six original (not currently operational) fireplaces provide historic character throughout. Period details including original hardwood floors, banisters, and molding showcase the craftsmanship of the era. Downstairs also includes a family room off the kitchen, a full guest bath, and a primary suite with an attached bath and nearby laundry. The home features a two-zone HVAC system downstairs, with window units currently serving the upstairs bedrooms. The roof is estimated to have approximately 5–7 years of remaining life. This property offers an opportunity for thoughtful updates and stewardship, presenting a great fit for buyers looking to invest in a historic home with strong bones and character. The back portion of the property remains wooded, providing privacy or potential to expand with a guest house, pool, or garden. Conveniently located just a short walk to downtown Monticello’s shops and restaurants, about 25 minutes to Thomasville, and roughly 30 minutes to Tallahassee. Offered As-Is, this home has over a century of stories—it’s ready for its next chapter. Seller is motivated and will consider all offers.

930 E Pearl Street, Monticello
$325,000
390068 MLS
Prime location, warehouse in the heart of town,. The front of the building could be retail space, small office, two half baths, loading ramp, new roof 2025. Rental potential $1500 per month

535 S Jefferson Street, Monticello
$65,000
388787 MLS
1.7 acres, two lots hidden in Monticello. Will not divide. Private setting with Plantation to the west. There is a 15 ft recorded easement to the property but currently working on additional road access. No sign on property. .

TBD Scott Drive, Monticello
$130,000
383017 MLS
The listing contains (2) adjacent raw land parcels in the Lloyd Acres Subdivision = 9.96 acres total. See parcel IDs: 18-1N-4E-0113-000C-0010 (6.41 acres; Mallard Lane) + 18-1N-4E-0112-000C-0050 (3.55 acres; Bluejay Rd). Look for real estate signs (2) to help identify the acreage for sale. The property is zoned Residential-01 (1 home/1 acre), making it a great opportunity for someone wanting to subdivide, or those looking for a multi-generational property to accommodate several residences for family. Mobile homes are allowed. There are currently no utilities in place; electric, well & septic will be required. *Property is subject to a drainage easement over and across the easterly 15.0 ft.**Note - Dimensions shown are for the Mallard Ln parcel only.

00 Mallard/Blue Jay Lane Unit 2/3, Monticello
$164,900
4 Beds ⋅ 3 Baths ⋅ 380257 MLS
*Some photos may be virtually staged* New beautiful LVP flooring on mother in law suite side of the property and wdo repair underneath the new flooring!! So many options with this property!! It boasts 2 separate living spaces joined by a common family room. One side of the home has 1 bed and 1 bath, it's own kitchen and living space. The other side of the home has 3 bedrooms, 2 bathrooms and the kitchen and living area. The family room with laundry is in the middle of the home. Each side has an enclosed porch too! So much space and an expansive yard too! Located in Monticello and convenient commute to Tallahassee in the neighborhood of Montivilla.

34 W Hummingbird Lane, Monticello
$299,000
380254 MLS
**The listing is for the sale of real estate only. The business currently occupying the premises is NOT for sale; there is an existing month to month lease in place with the current tenants**Showings will only being permitted during business hours of the existing business, for liability purposes (THURSDAY - SATURDAY, 10am - 3pm). The tenants must be present at all showings and will provide access to showing agents.** What an amazing opportunity to own one of the few pieces of commercial property, with highway frontage, in beautiful, downtown Monticello, FL. This massive commercial space, fronting on Hwy 90, just 500 ft. from the Monticello Courthouse, shares a shopping strip with Tupelo's Bakery, Huckleberry's Antiques, and It's Personal. The interior is currently divided into 13 rooms and 4 separate restrooms. A separate garage/storage and exit/entry hallway access are both located on the North side of building. Endless possibilities with some work to be done. *Note - none of the personal property shown in photos is included in the sale.

280 W Washington Street, Monticello
$75,000
357658 MLS
Prime vacant cleared commercial lot in downtown Monticello. Zoned Commercial B-2 Business Highway. Located Steps from US 19 South Across street from Burger King and Dollar Tree. Next door to Oreilly's Auto parts. High Traffic area and Good visibility. Address is for GPS only. Acreage is subject to survey.

205 E Cherokee Avenue, Monticello
$425,000
370572 MLS
5 office spaces with breezeway. 2 common bathrooms, one unit has a private bath. Street parking with additional parking in the city parking lot. 3 units currently rented with the owner using two spaces. Current monthly rents approx. $1700. Window unit ac in each unit.

180 S Cherry Street, Monticello
$325,000
367916 MLS
Beautiful High lot at corner of Hwy 19, Shiver and Lake Rd. This listing is compilation of 3 contiguous parcels : (19-2N-5E-0140-0000-0300 and 19-2N-5E-0000-0210-0000 and 19-2N-5E-0140-0000-0170). for a total of 3.25 acres . PRIME location for multi-family, office, mixed use commercial business that needs visibility and ease of access. Utilities available- Water access to main line is Under Hwy 19 and across road. (verify with County) ZONING IS: Mixed Use Residential.

XX SHIVER Road, Monticello
$239,000
348528 MLS
Multi-purpose Building, structurally sound with large central area containing a big built-in fan and heavy-duty mechanical hoist inside large vehicle loading door. Seven adjacent rooms for offices or storage. New metal roof in 2008 by Kessler Construction. Large paved outdoor parking area beside covered loading dock. Located near downtown Monticello and about 15 miles from metro Tallahassee area and Amazon Fulfillment Center. A unique opportunity to own this property!

602 E Dogwood Street, Monticello