Stunning turnkey home on 5.5 acres on the highly sought after Gamble Road in Jefferson County, FL. Built in 2020, this bright and spacious 5 bedroom, 4.5 bathroom home is full of custom features! Downstairs features an open concept living space with beautiful kitchen, quartz countertops and island with seating. Kitchen and dining space flow into the living room, with French doors to the patio. Two downstairs bedrooms both have ensuite bathrooms. The downstairs primary suite offers a soaking tub, walk-in shower and spacious double vanity. Huge downstairs utility room even has it's own half bathroom! Upstairs you are met with three additional bedrooms. Two bedrooms have access to a jack and jill bathroom, with an additional guest bathroom off the landing and bonus space. The bonus nook would be perfect for storage, a small office, or adorable reading nook. The huge parking pad, with basketball hoop, is easily accessible from a side door with direct access to the kitchen. The 5.5 acres is mostly grassy open space with tons of room for outbuildings or recreation, plus a 50 amp camper hookup! The gated driveway with a buffer of woodlands along the property edges makes for the perfect amount of privacy. You'll have an easy 15 minute ride to Tallahassee as well 15 minutes to Monticello for any in town needs. Fresh paint, great appliances, beautiful floors... This home is a true must see! *All room dimensions and lot lines in photos are approximate, buyer is responsible for verifying exact dimensions.
Why pay rent-affordable living in this like new 2/2 singlewide on large lot. Conveniently located just north of Monticello.
Highly Desirable Heritage Hills- Minutes from Tallahassee ! Welcome to this beautifully crafted 4-bedroom, 2.5 bath Craftsman-style home. Situated on a spacious 3- acre lot, this home offers privacy, room to roam, and timeless curb appeal. Step inside to an inviting open-concept living area featuring a cozy gas fireplace with custom buily-in bookshelves- perfect for relaxing or entertaining. The thoughtfully designed floor plan flows seamlessly into a well-appointed kitchen complete with granite countertips, pantry, and ample workspace. The extra-large primary suite is a true retreat, offering two walk-in closets and sitting area. Additional highlights include engineered wood flooring, ceramic tile and enclosed sunporch for year-round enjoyment.
You must see this -Charming all-brick corner-lot home ideally located directly across from the Legion Hall and the entrance to Monticello Ecological Park—plus just a short walk to midtown shops and restaurants. The screened In front porch welcomes you inside. Inside, you’ll find wood floors (including beneath the carpet in the bonus room) and a layout that offers flexibility for today’s living. The oversized eat-in kitchen provides great counter space and plenty of room for hosting large family gatherings. The spacious 23x24 living room features a closet and built-ins.A standout feature is the off-grade living room, which could potentially be converted into a primary suite with the addition of a bathroom—creating a desirable 3-bedroom, 2-bath layout. The current Dining Room was the traditional formal living, which can easily be converted back to a formal living room.. Additional highlights include a large laundry room, fenced yard, and one-car garage.
Explore this three bedroom, two bathroom mobile home located on a little over half an acre in the Parkway Pines subdivision in Monticello Florida! Featuring newer carpet/vynil flooring throughout the home, a spacious front porch, and plenty of yard space for outdoor activities! Home is being offered "AS IS". Metal roof is about 3-5 years old. Original HVAC, duct work replaced summer 2025. All dimensions are estimates.
Welcome to this beautifully custom-built 3 bedroom, 2 bath home completed in 2024 and located in the desirable Hemings Pond Subdivision. Offering the perfect blend of modern construction and thoughtful upgrades, this move-in ready showcases luxury vinyl plank flooring, upgraded light fixtures, premium countertops, and elegant bath fixtures. Owner selected custom enhancements elevate the space even further, including wooden plantation shutters, remote-control roller shades in all the bedrooms, a shadow box privacy fence enclosing the backyard, and a full irrigation system for easy outdoor maintenance. Also included in the owner upgrades is a covered patio for outdoor entertaining. Situated just outside the city limits, this home provides the comfort of new construction with added privacy and convenience. Don't miss your chance to own this stylish, turnkey property in a growing community!
Magnolia Rise, a retreat on a 10.84 acre tract, located in the prestigious Rainey Run neighborhood, with a private entrance. Prepare to fall in love with a home that transcends ordinary living. Meticulously crafted by Hannon Construction, this 2023 architectural gem represents the pinnacle of European farmhouse design and functionality. Offering the perfect blend of modern comfort and farmhouse character, this home is designed for easy living. House upgrades include e-rated windows for energy efficiency , durable Hardie board siding, and distinctive operable shutters that add a touch of Southern charm. Step out to the raised bed garden for launching your next adventure in the gourmet kitchen with fresh herbs. The property also features maintenance free 50 year standing seem roof! Come experience the laid-back Monticello lifestyle with your equestrian neighbors and modern amenities. This is more than a home—it’s a lifestyle. Schedule your private tour today to experience the unmatched craftsmanship and serenity of Magnolia Rise.
Welcome to 221 Kiley Road in Monticello, Florida — a rare estate where vineyard charm, equestrian living, and exceptional space come together to create an unforgettable lifestyle. This 5-bedroom, 3.5-bathroom estate is a true masterpiece, gracefully set on 5 private acres and complemented by a beautiful pool house with an additional bathroom. An additional adjoining 5-acre parcel is also available, offering the rare opportunity to expand your privacy, create a multi-generational compound, or enhance the estate even further. Set on picturesque rolling land, this one-of-a-kind property features your own private vineyard, offering a breathtaking and romantic backdrop for everyday living and entertaining. Imagine sunset dinners overlooking the vines, peaceful morning walks through the rows, or simply enjoying the beauty and serenity that only a setting like this can provide. Equestrian enthusiasts will appreciate the well-appointed horse stable, open pasture, and room to ride, creating the perfect environment for both horses and riders to thrive. Thoughtfully designed for function and beauty, the grounds invite you to embrace true North Florida country living. At the heart of the property sits an impressive residence offering approximately 5,500 square feet of living space, ideal for large households, multi-generational living, or those who love to entertain. The thoughtfully designed layout features expansive living areas filled with natural light, a spacious kitchen with abundant cabinetry and workspace, and oversized bedrooms that serve as peaceful private retreats. Multiple flex spaces provide endless possibilities for home offices, media rooms, fitness areas, hobby spaces, or additional guest accommodations — tailored to fit your lifestyle. Step outside to your private pool oasis, perfect for relaxing afternoons or hosting unforgettable gatherings. A separate guest house offers comfortable accommodations for visitors, extended family, or a private retreat, adding flexibility and value to this exceptional estate. From vineyard evenings and horseback mornings to poolside afternoons, 221 Kiley Road is more than a home — it’s a lifestyle. Offering space, versatility, natural beauty, and privacy while still convenient to downtown Monticello, schools, shopping, and dining, this is a truly rare opportunity to own a remarkable property where memories are made for generations.
Nestled on 5.56 acres of fenced pastureland, this stunning estate, is framed by majestic oak trees and welcomes you through a private gated entrance. From the rocking chair front porch to the thoughtfully designed interior, this property offers the perfect blend of luxury and country living. Living room kitchen combination with the stone fireplace creating a warm and inviting focal point. The primary suite is enormous with a sitting room separated by a two sided electric fireplace, massive bath 10x20, and an huge walkin closet 10x18. The upstairs offers 2 bedrooms, each with its own large bonus room attached. Additional features include a whole house generator, large workshop with 4 roll up doors, rv pad with power and water, and the property is totally fenced.
Amazing Investment Opportunity as a Large family home, multi-generational property or Cash flowing investment! Own your piece of history and enjoy some great cash flow in this beautiful Downton Monticello Home. Built in 1888 and almost 4500 SF in the main house with 9 bedrooms, 7 bathrooms and common areas for the tenants. Currently set up with tenants as a BNB type property with longer term rent. Too many improvements to list but here are a few: New roof 2024, new HVAC 2022 and mini splits, New kitchen and bathrooms 2022, 2 Tankless Hot water heaters and many more improvements! Property also includes two other houses in the backyard; a 2 bed, 1 bath and a 1 bed, 1 bath home. Separate oversized garage with half bath and W/D hookups behind main house. Large 1.2 acre property right in the heart of downtown- walk anywhere in Monticello! Fully rented it brings in $11,000 a month gross!
100% Financing available to qualified buyers with USDA Loan! Perfect brick family home right downtown! Walk to the veggie stand across the street and all the Monticello shops! Renovated 4-bed, 2-bath home. New roof!! New Custom Kitchen cabinets, granite counters, and SS Appliance package perfect for you home chefs. The open-plan kitchen opens directly into the dining and living room. New Flooring, Paint, Light fixtures, Custom closets and bookcases throughout, and a fun hidden door from the front bedroom to the hall bathroom! Brand New Large capacity LG Laundry Tower included too! The lot is a great size as well- running from Washington to Palmer Mill Rd- and even has a second driveway from that road. Backyard is fully fenced and has a large, older shop with electric and a smaller shed at the back of the yard. You can't miss this one!
Custom hurricane-resistant/efficiency home on 3.6 private acres in a gated equestrian community, just 17 miles east of Tallahassee and 1 mile to I-10 (Exit 217). Built in 2013, this 2,112 sq ft home features 4 bedrooms, 3 full baths, and 9’ ceilings throughout. Constructed with Nudura ICF 12” insulated concrete exterior walls for superior strength, energy efficiency, and sound insulation. All-electric home with avg. electric bill approx. $100/month. New roof 2024. Interior highlights include large closets, walk-in shower, sun tunnels in 2 baths and laundry, ultra-quiet Panasonic vent fans, and stand-up attic with full walkway and lighting. Oversized garage with three 8’ doors, built-in shelving, Deese Elite floor coating, water tank for freeze protection, and generator. Exterior features include paved 12’ x 240’ driveway, automated underground irrigation to fruit trees, outdoor sink, underground water line, floodlights, motion sensors, camera and security systems. Private well and septic. Community offers paved private roads, 1.7-mile walking loop, and nearby horse facilities.
Welcome to this stunning new construction masterpiece, meticulously designed and built by the esteemed Kasdorf Homes, LLC. This craftsman beauty is awaiting its first owners and will be ready for occupancy by the beginning of May. Spanning an impressive 2134 square feet, this home offers a spacious and open concept floor plan, perfect for modern living. The split floor plan provides privacy and convenience, while the huge 4.25 acre lot offers ample space and tranquility. Nestled in a Hiawatha Farms gated community this property provides a secluded feel while still being conveniently close to I-10. You'll enjoy the benefits of a friendly neighborhood association. Step inside and be greeted by the inviting atmosphere of this 3-bedroom home. Additionally, an office or bonus room with a barn door entrance provides flexibility to suit your needs. The 2.5 bathrooms feature modern tile and luxurious finishes. The heart of the home is the living room, boasting a electric fireplace with a shiplap accent wall that adds warmth and character. The tray ceiling create an elegant and unique touch. The kitchen is a chef's dream, with quartz countertops, a large island offering plenty of storage, and sleek matte black finishes that exude contemporary style. Throughout the main living spaces and all bedrooms, you'll find durable and stylish luxury vinyl plank flooring, providing both beauty and functionality. The meticulous attention to detail extends to every aspect of this home. Please note that the pictures provided are from a previous build with the same floor plan, offering a glimpse into the quality and craftsmanship that will be present in your new home. Don't miss this extraordinary opportunity to own a brand-new, move-in ready home in a secluded yet convenient location. Schedule a private showing and explore the endless possibilities that await you in this exceptional new construction build.
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.
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!!
Wow! Special opportunity to add your personal touches! Design your dream kitchen! Craftsman style home features a roomy floorplan with lots of storage nooks and crannies, huge primary suite waiting for your perfect finishes, open kitchen and all nestled on private 4.45 acres. Many of the are there to finish trim, there’s extra stone and extra tile. LVP and ceramic tile flooring throughout home, no carpet. Beautiful neighborhood with easy access to I-10 and Tallahassee. Enjoy the quiet of country living while being an easy drive to shopping and activities.
Step into city living just steps from Downtown Monticello, Fl. This one-story condo with private backyard blends modern convenience in this coveted over 55 neighborhood of only 8 units. 2 bedrooms & 2 baths, laundry room with stack unit, W/D included, but the favorite room in the house is the sunroom. Inside, enjoy the bright open-concept living with high ceilings, crown molding, LVP & engineered flooring with a cozy electric fireplace that can be converted to gas very easily if desired. Kitchen is spacious & the best part is all of the stainless appliances were new in 2022. AC/heat pump unit was installed in 2022, all windows & doors replaced in 2023, hot water heater & roof in 2025. 1 car garage is perfect for the days that it rains and adds storage if needed. Outside, your enchanting patio features privacy, grassy area for your pet and fencing. Hardi-plank siding is almost maintenance free and adds to the almost new-look of this home. This is a must see home as it is beautiful!
Enjoy the gorgeous water views from the porch of this like-new, 2022 built home! A Gated driveway leads to your 5 acre parcel on a beautiful 10 acre spring-fed lake with great fishing. 6 ft windows and 8x8 sliding doors allow the open living, dining, and kitchen areas to view the sunny outdoors. Kitchen features a large island with seating area, stainless appliances, gas stove, and fridge with dual ice maker. Living spaces spill over onto the covered front porch, and screened back porch. Primary suite includes a huge 8x18 closet, spacious bathroom with double sinks, large walk-in shower, tub, and separate toilet area. Almost entire attic space is floored for lots of additional storage. 20x20 insulated workshop with electricity, hot water, mini split AC, and loft area for storage and outdoor projects, plus an additional shed with power, and an RV hookup. 2 tankless water heaters. LVP floors throughout. Standing seam metal roof.
New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.
A Timeless Treasure, built by Riley Palmer Construction in 2006, this exceptional home captures the warmth and character of an early-1900s Craftsman farmhouse. It is located on 5 beautiful acres with mature pecan trees in the front and pines in the back yard. A spacious wrap around front porch welcomes you and features reclaimed New Orleans style doors and classic architectural details. Inside, the home is rich with custom craftsmanship, including 10-foot ceilings, custom wood floors milled from trees on the property, antique light fixtures, and extensive, detailed trim throughout. This home reflects thoughtful design and timeless quality. Truly one of a kind, this is a must see property that must be experienced in person to be fully appreciated.
Showings will begin at Open House on March 1st, from 2-4pm. Beautiful 5BR/2BA home on 3.13 fully fenced acres in Jefferson County, just minutes from Monticello. Built in 2006, this property blends modern comfort with horse-ready potential and includes a horse barn/stable and fencing. Fresh interior paint highlights a spacious layout featuring a cozy fireplace, dedicated laundry room, and a private primary suite with a large soaking tub and separate shower. Enjoy peaceful country living with plenty of room to roam, ride, or garden—all while being conveniently close to town. Roof: 2024, HVAC: 2020, WH:2020
Currently under construction. Interior pictures are from a previous model home. Approximately 60 days until completion. Home qualifies for USDA financing.
Great location for this property in Lloyd Acres. The property has 2.26 acres of partially wooded area. The property consists of the single family home, detached garage/carport/workshop and a singlewide mobile home. The vinyl sided home will need some repair and updating but has tremendous potential. The detached garage is large with 2 stalls. The mobile home is in need of a total renovation (or demolition).
This beautifully maintained modular home sits on 2.77 acres, offering peaceful waterfront living and modern updates throughout. Built in 2005 and thoughtfully upgraded, this 3-bedroom, 2-bathroom home combines comfort, style, and space for an idyllic Jefferson County setting. The expansive open-concept-style main living/dining area is perfect for entertaining or relaxing with family. An adjoining family room/flex-space offers additional versatility — it is currently set up with a pool table and is being partially utilized as a home office. It’s adjacency to the kitchen and direct access to the deck affords convenience for all uses. The kitchen boasts a breakfast bar, updated stainless steel appliances, a separate pantry with added shelving, plenty of counter space, and ample cabinetry for storage. The impressive master suite, features private deck access from the bedroom, generous his-and-hers walk-in closets, and an updated en-suite bath with a tiled walk-in shower, jetted tub with tiled surround, two new separate vanities, and a private water closet – your very own sanctuary! Other notable upgrades and key system updates include: wood laminate flooring throughout, fresh interior and exterior paint, all new exterior doors, a brand-new HVAC system (2025), Hot Water Heater (2024), and Roof (2018). Outdoors, enjoy the private deck, which overlooks the pond – perfect for sipping morning coffee, backyard barbecues, or simply taking in the evening sunsets. Hardie Board siding, a large circle drive, professionally landscaped front flower beds and scattered, mature oak trees enhance the home’s welcoming curb appeal. The property utilizes Jefferson Communities Water for it’s water supply and is on a private septic system. Conveniently located within proximity to I-10, making for an easy 20-minute commute to/from Tallahassee, and just minutes from historic downtown Monticello.
Don't judge this home by its exterior!! The outside siding shows significant deterioration, which is fully reflected in the price. However, once inside, you'll find a livable interior that's far more functional than first impressions suggest. This double-wide is currently occupied and offers ;an opportunity for a buyer willing to look past the exterior and focus on the potential within. Not insurable in present condition. Must be a cash purchase. Appt. required! Bring all offers! Additional 1 acre parcel adjacent to property available to purchase as well parcel ID: 18-1N-4E-0108-000G-0030.All dimensions approximate, buyer to confirm.
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.
