Step into the timeless charm of historic downtown Monticello, Florida, with this unique property offering nearly 2000 square feet of character and endless potential. Located within walking distance of downtown shopping, dining, and community events, this property is perfectly suited for residential living, commercial use, or a combination of both. Featuring beautiful original wood floors, soaring high ceilings, and architectural details rarely found in modern construction. , this historic gem is full of warmth and personality. A spacious covered front porch provides the perfect place to relax and enjoy the charm of one of North Florida's most picturesque downtown neighborhoods. While the property does need maintenance and updating, it presents an outstanding opportunity to restore and personalize a truly special building. Whether you're envisioning a distinctive home , professional office, boutique retail space, gallery, or other business, the flexible zoning and prime location make the possibilities endless. If you've been searching for a property with history, character, and an unbeatable location, this downtown Monticello treasure is ready for its next chapter.
Welcome to peaceful country living in the quiet community of Wacissa, Florida! Nestled on 3.38 beautiful acres, this 3-bedroom, 2-bathroom home offers the ideal opportunity for anyone dreaming of a hobby farm, homestead, or simply extra space to enjoy the outdoors. Designed with both comfort and functionality in mind, the 1,680-square-foot home features a desirable split floor plan, separating the primary suite from two guest bedrooms and a shared bath. The spacious kitchen offers abundant cabinetry, a breakfast bar, breakfast nook, and plenty of room for a large dining table—perfect for family meals or entertaining guests. The open living room is filled with natural light and opens through sliding glass doors to the enclosed back porch, creating the perfect place to enjoy your morning coffee while overlooking the property. Recent improvements include luxury vinyl plank flooring throughout most of the home, with only the two bedrooms remaining carpeted. While some updates and repairs may be needed, the home is move in ready allowing you the opportunity to add your own personal style. An indoor laundry room provides everyday convenience, with additional laundry hookups available on one of the enclosed porches. The true highlight of this property is the incredible outdoor setup. Already established for country living, the land features multiple fenced and cross-fenced areas that are ideal for separating livestock or creating rotational grazing pastures. Whether you're raising chickens, goats, sheep, pigs, or other farm animals, the infrastructure is already in place to help bring your mini-farm vision to life. Several outbuildings provide excellent flexibility for equipment storage, workshops, feed rooms, or hobby spaces. Existing chicken coops, livestock shelters, and a cook shed offer endless possibilities for homesteading or expanding your agricultural pursuits. A small stocked pond attracts deer and other wildlife, adding to the peaceful setting and providing a picturesque backdrop for everyday life. The pond is stocked with fish to offer plenty of catch and release days and entertainment for all watching the fish come up to be fed in the hoop area. The property features two wells for irrigation needs, but the home is serviced by city water. Enjoy the privacy and tranquility of rural North Florida without sacrificing convenience. Located just 20 minutes south of Monticello and approximately 30 minutes from Tallahassee, this property offers the perfect balance of quiet country living with an easy commute to shopping, dining, and employment. Whether you're looking to start a homestead, establish a hobby farm, or simply enjoy wide-open spaces with room to grow, this unique Wacissa property is ready to make your country living dreams a reality.
One or more photos are enhanced. A rare opportunity to own a truly one-of-a-kind custom estate! Nestled on a private, fully fenced homesite overlooking 26 acres of golf course-like grounds, this 2021 custom-build home offers over 2,700 square feet of thoughtfully designed living space with breathtaking 270° views, including peaceful creek frontage. Built for both luxury and peace of mind, the home features hurricane shutters, a 250 mph-rated safe room, whole-home generator, soaring 10' and 16' ceilings, and extensive porcelain tile outdoor living areas, including an outdoor kitchen. Car enthusiasts, hobbyists, and RV owners will appreciate the impressive 1,500 sq. ft. insulated and cooled 4-car garage/workshop with water, additional equipment building, and 65-amp RV hookup with dedicated septic. Private, secure, and conveniently located, this exceptional property delivers the perfect blend of comfort, functionality and unforgettable views.
Step back in time and discover the charm of this classic Monticello home, offering timeless character and endless possibilities. Built in 1915, this Craftsman-style residence features 1,700 square feet of living space with hardwood floors, separate living and dining areas that reflect the home's historic appeal, 3 full bedrooms, with a large mud room and separate sitting room, a wood-burning fireplace in the living room and primary bedroom, soaring ceilings, and charming details throughout. Situated on a spacious .23 acre in-town lot, the property offers convenient access to Monticello's historic downtown, where you'll enjoy locally owned shops, dining, and community events. The spacious backyard is fully fenced, with a large deck, 2-car garage/workshop, a chicken coop, and plenty of room for the kids and pets to play. Whether you're looking to restore a piece of Jefferson County history or simply appreciate the quality craftsmanship and sturdiness of a home that was built to last, this home presents a wonderful opportunity to make it your own.
Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes 10 Lots- 25-35 (Survey) totaling 2.05 Acres.
Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes 4 Lots- 16 & 17 with 18 & 19 directly behind it, totaling .45 Acre.
Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 15 & 20 directly behind it totaling .45 Acre.
Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 14 & 21 directly behind it totaling .45 Acre.
Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 13 & 22 directly behind it totaling .45 Acre.
Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 12 & 23 directly behind it totaling .45 Acre.
Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 11 & 24 directly behind it totaling .45 Acre.
Country Living at Its Finest! This stunning 2,800-square-foot 3-bedroom, 3-bath home is nestled on nearly 30 breathtaking acres. Offering the perfect blend of comfort, beauty, and functionality, this exceptional property is ideal for those seeking peaceful country living without sacrificing modern amenities. Inside, you’ll find spacious living areas with high ceilings, an eat-in kitchen, family room with a wood-burning fireplace, beautiful sunroom and a spacious master suite. This home is equipped with a tankless water heater and a whole-house generator. Step outside to enjoy true outdoor living perfect for entertaining family and friends in the fully equipped outdoor kitchen or unwind year-round on the screened porch featuring a wood-burning fireplace. Whether you’re enjoying quiet mornings or hosting gatherings, this home was designed to embrace the beauty of its natural setting. The property also offers a detached three-car garage complete with a workshop, a pole barn, and ample room for equipment, recreational vehicles, or hobbies. With nearly 30 acres of open space, there’s endless potential for horses, farming, recreation, or simply enjoying the privacy and serenity of your own land. If you’ve been dreaming of a country estate with room to roam, spectacular views, and exceptional amenities, this one-of-a-kind property is ready to welcome you home.
Welcome home to this charming 3-bedroom, 2-bath property set on a spacious lot with a fully fenced backyard. Thoughtfully updated throughout, major improvements include a 2023 metal roof, new HVAC system, new windows, and a new electric on-demand water heater. The renovated kitchen features all new appliances and a clean, modern look. The second full bath is conveniently located just off the rear sunroom, making it ideal for guests or easy access from the backyard and pool area. Outdoors, enjoy a huge yard complete with an above-ground pool, all pool equipment included, a mature blueberry bush, a large shed or workshop, and chicken coops. As an added bonus, the home is being offered with all furniture and yard equipment, including the mower, making this a truly move-in-ready opportunity. Conveniently located on a great street in downtown Monticello with easy access to both Tallahassee and Thomasville.
**Some Photos are Virtually Enhanced** Experience luxury living in the prestigious gated community of Rainey Run. This is where privacy, nature, and convenience come together on 10 breathtaking acres. Surrounded by towering hardwoods and abundant wildlife, this remarkable property offers a convenient peaceful retreat. Built in 2020, this custom home showcases quality craftsmanship with a highly thought out design. Greeted by a beautifully crafted foyer, you immediately feel at home from the moment you walk through the door. The spacious kitchen opens to the living room offering the perfect entertainment design. The spacious floor plan is designed for both comfortable everyday living and effortless entertaining. Allowing privacy with its split floor plan, the primary bedroom features his and her walking closets with a spa like bathroom escape. 3 bedroom with office (or 4th bedroom) and bonus room (could be used as another bedroom). Step outside and enjoy your own private sanctuary, where deer, turkey, and other native wildlife are frequent visitors. A large workshop with electricity and water provides endless opportunities for hobbies or equipment storage. Located behind the gates of one of Jefferson County’s most desirable communities, Rainey Run offers the peaceful escape from the city with the convenience of Tallahassee being only a few minutes away. Schedule your private showing today, this home has so much more to share! Built by Saxon Hannon, of Hannon Construction. Buyers to verify all dimensions and measurements.
New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.
This home is currently coming out of the permitting phase. New construction will start in the next week. Completion date should be approx 4 months or less. We will update the comments as the construction progresses. Picture is virtual. More to come as construction continues.
New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.
This home is currently coming out of the permitting phase. New construction will start in the next week. Completion date should be approx 4 months or less. We will update the comments as the construction progresses. Picture is virtual. More to come as construction continues.
11.47 Acres on Shannon Rd, Monticello, FL Discover the possibilities with this 11.47-acre property in Jefferson County. Zoned Agricultural, this spacious parcel features approximately 350 feet of road frontage, offering excellent access and flexibility for a homesite, small farm, or recreational retreat. Enjoy the privacy and peaceful rural setting while still being a short drive from Monticello and nearby amenities.
The following parcels are included in the sale: 32-2N-6E-0000-0023-0000 & 32-2N-6E-0000-0024-0000 This beautiful, wooded property offers a diverse landscape that's ideal for recreation, hunting, or building your private retreat. Mature hardwoods and towering pines create a peaceful forest setting, while natural clearings provide excellent locations for a homesite, food plots, or camping. The property features a mix of open understory and dense cover, supporting abundant wildlife habitat. Existing trails make it easy to explore, and an elevated hunting stand is already in place for outdoor enthusiasts. Whether you're looking for a quiet getaway, a hunting tract, or land to build your dream home, this property combines natural beauty, privacy, and endless potential.
Stunning New Construction recently built by Southern Construction. Centrally located in downtown Monticello, with mature landscaping, and plenty of room for the family. This 4 bed and 3 bath home features vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Nice large back porch with deck, over looking the large beautiful back yard!! Come see all this home has to offer today!!
Charming 2022 Mobile Home on 5 Peaceful Acres A rare blend of modern comfort and wide-open space, this 2022 mobile home sits on 5+ acres—perfect for anyone craving privacy, freedom, and room to grow. Whether you dream of a hobby farm, a quiet country retreat, or simply a place with no close neighbors, this property delivers. Embrace freedom of country living with the convenience of a modern home. Wake up to quiet mornings and build the lifestyle you’ve always wanted. Convenient to Tallahassee, Monticello, Perry and Thomasville. This home features a bright, open-concept living area with contemporary finishes. Enjoy your spacious kitchen with ample cabinetry, large pantry and modern appliances. Comfortable bedrooms and well-appointed bathrooms complete this move in ready home. Underground utilities include community water, electric and Century Link WiFi! You'll have plenty of space for gardens, animals, workshops and future expansion!
Enjoy two private year around spring fed ponds! Escape to your own private sanctuary on 30 breathtaking acres where nature, privacy, and craftsmanship come together. This custom-built retreat features soaring vaulted ceilings, expansive windows, & French doors- blurring the line between indoors and out, flooding every room with natural light and serene views. 2 Bed, 2.5 Bath, thoughtfully designed floor plan. Expansive wood deck where morning coffee is accompanied by birdsong and the gentle sounds of the creek below. Follow the private walking platform overlooking the babbling brook, creating the perfect place to relax, meditate, or simply enjoy the serenity of your own forest. Multiple outbuildings equipped with electricity and plumbing provide endless possibilities for workshops, studios, guest space, hobbies, or equipment storage. Enjoy a soothing creek meandering through the property, and discovering private trails across 30 acres, on foot or by ATV. 2022 Roof & updated hot water heater provide peace of mind for years to come. Whether you're searching for a full-time residence, weekend escape, artist's retreat, homestead, or private nature preserve, this remarkable property offers a lifestyle that is increasingly difficult to find, only a short drive from both Tallahassee and historic Monticello. This is not just a home — it is a lifestyle. A sanctuary. Come experience it for yourself
Great Location in Western Jefferson County offering country living with the convenience of Tallahassee only minutes away. Wooded 5 acres on private lane. Restricted for site built homes with minimum of 1200 sq ft heated and cooled. Adjoining 5 available for sale.
Great Location in Western Jefferson County offering country living with the convenience of Tallahassee only minutes away. Wooded 5 acres on private lane. Restricted for site built homes with minimum of 1200 sq ft heated and cooled. Adjoining 5 available for sale.

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of Tallahassee Board of Realtors. The information is provided exclusively for consumers’ personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate.


Monticello is located in Florida. Monticello, Florida has a population of 2,539. Monticello is less family-centric than the surrounding county with 15.42% of the households containing married families with children. The county average for households married with children is 20.81%.
The median household income in Monticello, Florida is $43,780. The median household income for the surrounding county is $53,080 compared to the national median of $69,021. The median age of people living in Monticello is 53.5 years.
The average high temperature in July is 91.4 degrees, with an average low temperature in January of 38.5 degrees. The average rainfall is approximately 53.9 inches per year, with 0.1 inches of snow per year.