Beautifully appointed and move-in ready, this nearly new three-bedroom, two-bath home with a dedicated home office offers elevated style, thoughtful upgrades, and exceptional indoor-outdoor living, all just minutes from the charm of historic Monticello. The private office features custom wood detailing, creating a distinctive and inviting workspace separate from the home’s three spacious bedrooms. Inside, carefully selected designer paint colors, custom wall details, upgraded lighting, French pantry doors, cordless bamboo blinds, and stylish cabinet and door hardware give the home a polished, custom feel. The beautifully designed kitchen is anchored by a large center island overlooking the main living area, creating an effortless flow for everyday living and entertaining. A wood-burning fireplace adds warmth and character to the heart of the home. The luxurious primary suite is a true retreat, featuring a beautifully finished bath with a large walk-in shower, soaking tub, generous walk-in closet, and elevated finishes throughout. Spacious guest bedrooms provide comfortable accommodations for family and guests. Outside, the large, privacy-fenced backyard offers plenty of room to relax, entertain, and enjoy the outdoors. Thoughtful landscaping, a flagstone walking path, and outdoor fire pit create a welcoming backyard setting with privacy and room to make it your own. Meticulously maintained and truly move-in ready, this home combines the ease of newer construction with the warmth, character, and designer details that make a home feel anything but ordinary.
Classic 1926 Craftsman in Beautiful Monticello, Florida. Step into the timeless charm of this beautiful home offering more than 2,700 square feet of heated and cooled living space and approximately 3,248 square feet under roof. Set on a spacious one-acre lot, this distinctive home combines historic character, generous living spaces, and the convenience of small town living. Inside, you'll find high ceilings and large, inviting rooms throughout, along with beautiful architectural details that give the home its warm and gracious character. The heart of the home is a large eat-in kitchen, complemented by a formal dining room and spacious living room perfect for cozy evenings and entertaining. A bright and welcoming sunroom overlooks the established grounds, creating a peaceful space to enjoy morning coffee, afternoon reading, or the changing seasons. Outside, the expansive one-acre setting offers plenty of room to enjoy the mature, well-established landscape. A convenient porte-cochere provides covered parking and adds to the home's classic architectural appeal . You can even ride your golf cart to nearby dining and shopping , making it easy to enjoy the community, while still coming home to the privacy and spaciousness of you own beautiful grounds.
Discover the charm and versatility of this cozy cottage style home conveniently located on S. Jefferson Street in Monticello, Fl. Zoned B2 Business use, this property offers flexibility for both personal use and potential business opportunities. The home features one bedroom and one bathroom, a cozy kitchen, and a large open living/family/dining room that creates a comfortable, inviting space for relaxing or entertaining. Private backyard is perfect for enjoying outdoors with good space for grilling and relaxing. With its cottage charm, flexible zoning, convenient location, and private outdoor space, this property offers a unique opportunity for a homeowner, investor, or entrepreneur looking for a property with character and potential. BROKER/OWNER
Come check out this sweet cottage nestled in charming Monticello! This 1947 property is ready for the next chapter of its distinguished journey. Move in ready with tons of updates including recent kitchen appliances, HVAC and hot water. Tucked in on desirable Pearl St this house lives bigger than it looks with open kitchen, dining and living spaces. Sip coffee in the mornings under your very own century oak tree! Walking distance to historic Monticello’s downtown for shopping, restaurants and local butcher and farmers markets. Small town living at its best, but convenient to Tallahassee and Thomasville.
Situated on over half an acre and within walking distance of charming downtown Monticello, this carefully maintained home offers great bones, plenty of space, and so much potential to make it your own. The fully fenced yard is lined with mature greenery, creating a wonderful sense of privacy while still giving you plenty of room to enjoy the outdoors. Inside, you’ll find an open kitchen, living, and dining area, plus a large separate family room perfect for entertaining, hosting family and friends, or creating an additional flex space. A two-car carport provides covered parking, while a ramp to the entrance offers easy accessibility. Major updates include a 2014 roof and 2016 HVAC, water heater, and windows. The home also features an up-to-date WDO bond and a CLEAR 4-point inspection. With a little updating and your personal touch, this property has incredible potential to become something truly special! Buyers to verify dimensions.
Check out this extra-spacious home featuring over 2000 sq ft of comfortable living space! The home includes a large master suite with a sitting area, spacious living room, separate family room with a cozy fireplace, and a large kitchen with island. The property also features an impressive 1,600 square-foot concrete-floor garage/workshop, offering plenty of space for vehicles, equipment, hobbies, storage, or a home-based project. Cozy chicken coop adds even more versatility for those looking to enjoy a little country living. Located with an easy commute to Tallahassee and Florida's state capital. PRICE INCLUDES JOHN DEER TRACTOR AND ATTACHMENTS, JOHN DEERE ZERO TURN MOWER AND EQUIPMENT TRAILER.
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.
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!
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!
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!
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.
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 repaired.
Construction has begun. 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. Propane appliances and Rinnai Tankless Water Heater.
Experience a nearly new construction with this stunning 3-bedroom, 2-bathroom home crafted by Nailed It Tallahassee LLC. Featuring a luxurious master suite and a dream kitchen, this property is a must-see. It includes plantation shutters and remote-controlled blinds throughout. Enjoy the privacy of a fenced-in backyard. Move-in ready!
Great opportunity to be in the lovely town of Monticello off of Pearl Street. Acre lot & Concrete swimming pool with this single story home. Large rooms, hardwood floors throughout much of the house, updated kitchen cabinetry, large detached garage. House has been cleaned up & some fresh painting done but does need work and is priced accordingly. Being sold AS-IS w/right to inspect.
Photos of previous homes. Come choose all your finishes and upgrades. Home is just finishings the framing stage of construction. Amazing new construction 3 bedroom 2 bathroom by Nailed It Tallahassee LLC. Luxurious master suite, Kitchen made of dreams, this is a must see!
Just 3 miles south of Monticello, FL and only 2.5 miles from I-10, this 10.45 acre working homestead has been thoughtfully set up for country living, livestock and extended family. The 3,536 sq. ft. home features 4 bedrooms/2 baths in the main house (with the set up for an additional bath upstairs) master is conveniently located downstairs with two walk-in closets, private access, plenty of lighting and a huge newly renovated bathroom, whirlpool tub in spare bath, high ceilings in the living area with a wood burning fireplace, bright beautiful kitchen with corrian counter tops, new dishwasher, new stovetop and french doors leading to the best views of the back of the property. This exceptional property also includes a private one bedroom, one bath mother in law suite with its own private entrance, connected to the main home by an enclosed breezeway (initially set up for a small hair salon business). The suite offers a large living area, new step in shower, new refrigerator, kitchen sink, microwave even their own back porch! Ideal for a parent, grown child, guests or simply someone who needs a little independence while staying close to family. Outside is where the property really earns the name farmstead. Six fenced paddocks (Bekaret 4ft high tensile sheep and goat fence) along with "no climb fencing in the back yard for the dogs. Pines, crape myrtles, beautiful live oaks run on the back side of the house providing ample shade for livestock. There is a three bay pole barn (25x30), equipment shed/potting house (15x50), additional equipment barn (25x60), chicken coop (10x16), peach trees and blueberry bushes, plus plenty of room to continue growing, gardening and raising animals. New pitcher pump well provides access to water even when the power is out with the option to hook up to community water. Water is ran to EVERY pasture clear up to the main road! The property is gated with Ghost Controls, fenced and has excellent frontage on Waukeenah Highway. Best of all, there is no HOA and no deed restrictions to tell you how to use your own 10.45 acres. This insn't just a house with acreage. It's an established country homestead with the infrastructure already in place and close enough to town for conveniences. Most everything on the property is negotiable...including tractor with attachments, chickens, as well as other equipment and furnishings.
Nearly 6 Acres of Opportunity in Beautiful Monticello! If you're looking for space, privacy, and the possibility to create a home that truly reflects your vision, this property is it! This spacious 3-bedroom, 2-bathroom modular home offers a desirable open and split floor plan with generously sized living spaces. The expansive primary suite provides a private retreat and features a walk-in closet, dual vanities, and a separate shower. Just off the primary suite, a separate living room with a wood-burning fireplace creates a warm and inviting space to relax and unwind. The home also offers a spacious kitchen, separate dining room, and a large indoor laundry room. Step outside from the dining room to enjoy the natural, flat backyard and the privacy that nearly 6 acres provides. With plenty of room to spread out and enjoy the peaceful surroundings, this property offers an exciting opportunity for someone looking to add their personal touches and create something special. Whether you're dreaming of a private country retreat, room for hobbies and outdoor activities, or simply more space to enjoy, this Monticello property offers the land, layout, and potential to make it your own.
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.
New construction; very convenient to downtown; house is close to completion.
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!!
Seller is offering $5000 toward closing costs! 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. A short 5-minute drive to historic Monticello’s downtown for shopping, restaurants and local butcher and farmers markets. Small town / rural living at its best. 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
Charming and affordable home on the North side of Monticello in Nobles Subdivision. 3 BR 1.5 Baths. Upgrades in 2021 include new ac, new water heater, new roof. Recent interior paint. Large fenced backyard.
Currently under construction. Interior pictures are from a previous model home. Approximately 60 days until completion. Home qualifies for USDA financing.

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.