2026 Nailed It Tallahassee Parade of Homes Entry! **Photos are of previous build home will have different finishes. Home will be move in ready May 20th. Amazing new construction 4 bedroom 3 bathroom. Luxurious master suite, Kitchen made of dreams, this is a must see!
Set on 18+ acres of beautifully maintained pasture, this private country property is built for both everyday living and true equestrian use. The land is the star- fully fenced with new, well-built fencing that cleanly defines multiple pastures, a peaceful pond, and wide open space to ride, graze and enjoy. The 6-stall horse barn is ready to work, making this an ideal setup for anyone looking for a functional, turn-key horse property. The home itself is in excellent condition and thoughtfully laid out, with a spacious living room anchored by a large fireplace, a kitchen with bar seating and breakfast nook and a separate formal dining room. Wood floors run throughout the main living areas, adding warmth and character, while all bedrooms are tucked upstairs for a quiet retreat. A new 2024 roof adds peace of mind. Enjoy sweeping views of the surrounding countryside and a true sense of privacy, all while being conveniently located to both Tallahassee and Thomasville.
This cozy home is situated in the heart of charming Monticello within walking distance to all the local shops and restaurants. It's perfect for a starter home or someone wanting to downsize for simplicity. The home features an open concept with plenty of natural light from the many windows. Use two barstools at the kitchen island, or set a nice table for a more formal dining experience. The bathroom has been recently remodeled, and the backyard has been totally fenced to accommodate your furry friends. New roof and water heater in 2024, as well as updated plumbing.
HOME HAS BRAND NEW LUXURY PLANK VINYL~ Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivision~4 bedrooms/3 full baths~gourmet kitchen~split bedroom plan~luxury master bath~incredibly high ceilings~42x14 screened porch~oversized 2-car garage~located on a cul-de-sac, this home offers peaceful privacy
Welcome to a rare opportunity to own a true estate property where space, craftsmanship, and privacy come together on 18 beautiful acres. This impressive 7-bedroom, 5 full bath, 2 half bath two-story home offers a thoughtfully designed layout ideal for both everyday living and entertaining on a grand scale. Upstairs features 4 bedrooms and 2 full baths, while the downstairs includes 2 bedrooms, 2.5 baths, a formal dining room, and a cozy private study—perfect for working from home or quiet retreat. At the heart of the home, a massive kitchen opens seamlessly into the living room, creating an inviting open floor plan that flows effortlessly to the outdoor living space. Step outside to your outdoor kitchen overlooking a stunning paver pool deck, hot tub, and resort-style setting built for gatherings and relaxation. Just steps away, the pool house offers even more flexibility with a loft and full bath upstairs. Downstairs, you’ll find remarkable character and craftsmanship featuring herringbone brick floors, pecky cypress ceilings, a custom bar area with half bath, and a discreet hidden gun room that adds a unique touch to this one-of-a-kind property. Whether you’re hosting guests, enjoying peaceful country living, or looking for a multi-functional estate with room to roam, this property delivers unmatched charm, privacy, and versatility. A property like this is more than a home—it’s a lifestyle. NEW 2025 Roof/HVAC
Just WOW this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master closet with built-ins. As you approach the living area, you are greeted with a beautiful space designed for comfort and luxury - tongue and groove wood tray ceilings to complement the ones in the primary suite, gas brick fireplace. luxury vinyl plank flooring. The open concept allows for the living space and stunning kitchen to compliment each other perfectly. In the kitchen you will find custom cabinets, quartz countertops, tile backsplash, luxury LG appliance package with touchscreen stove/oven. The dining area is the perfect space to gather together, and right off the dining area a door leads you to your 1 acre backyard oasis with a large covered porch area. Back inside the home, you have an additional two bedrooms, with carpet, and a beautiful additional bathroom with a bathtub/shower combo with tile. The Sanctuary neighborhood has a 100 acre HOA owned property that can be used to walking, trail/golf cart riding, or hunting. This neighborhood and this home are at the top of their class! You don't want to miss out on this one! Measurements are not exact, up to buyer to confirm.
Set along one of Monticello’s main routes, this 1950s home offers a rare chance to create something truly your own—whether that’s a residence, a business, or a thoughtful mix of both, with flexible Business/Residential zoning already in place. Sitting on 0.60 acres with over 2,200 square feet, the layout is surprisingly adaptable, with 4 bedrooms and 3 full bathrooms, including multiple ensuite options that lend themselves well to private offices, guest spaces, or shared living. Inside, the home still carries its original charm with tongue-and-groove ceilings, coffered details, a fireplace, and a light-filled sunroom that easily becomes a favorite everyday space. Recent updates like the 2019 roof and 2022 HVAC offer a strong starting point, while leaving room for your own vision to take shape. Outside, the partially cleared yard, wood deck, and detached garage/workshop open the door for entertaining, expansion, or workspace needs. With great road frontage and close proximity to downtown Monticello, this property invites a wide range of possibilities—whether you’re putting down roots, starting something new, or doing a little of both.
Introducing a stunning 1.2 acre estate in the heart of Historic Downtown Monticello. The Simon-Ridgeway home was built in 1888 and boasts a generous 4,500 sq ft of living space and features 7 spacious bedrooms, 5 of which come with its own en-suite bathroom for ultimate privacy and convenience. You'll fall in love with the intricately designed hardwood floors that flow throughout the home, perfectly complementing the timeless charm. The newly remodeled kitchen is a chef's dream, blending modern amenities with classic elegance, from the large farmhouse sink to the new Stainless Steel appliances. Too many updates to list- but some include a new roof, AC's, bathrooms, and kitchen, just to name a few! Enjoy the slower pace of life from the huge, Double-Story Gothic Revival front porches or the large back deck. Other outdoor features include: Large Detached Double garage with washer dryer hookups; and 2 small houses in the backyard for multigenerational living, Airbnb income or extra space for guests! Don't miss your chance to own a piece of history that offers both luxury and comfort. Schedule a showing today!
Welcome to 49 Foggy Lane in Monticello, FL—an exceptional opportunity to own a spacious property with endless potential! This 2,870 sq ft home features 4 generously sized bedrooms and 3 full bathrooms, along with a dedicated office space—perfect for remote work or added flexibility. Enjoy cozy evenings by the wood-burning fireplace, creating a warm and inviting atmosphere throughout the home. The property includes a covered carport and comes equipped with a washer and dryer for added convenience. Additional highlights include a home generator and a 200-gallon underground gas tank, offering peace of mind and efficiency. Situated on 5.25 acres, this property truly stands out—whether you’re looking to enjoy privacy, create your own outdoor oasis, or build an additional home, the possibilities are endless. Conveniently located just 10 minutes from I-10, you’ll enjoy the perfect balance of peaceful country living with easy access to nearby amenities and travel routes. Don’t miss your chance to secure a property with space, functionality, and incredible future potential!
Shows like new and impeccably maintained, this beautiful brick home sits on 5.14 acres tucked away in a serene pine forest, offering both tranquility and convenience with an ease commute to Thomasville, GA and Monticello, Fl. This spacious 4-bedroom home features a thoughtfully designed layout, including a large screened back porch perfect for relaxing or entertaining while enjoying the peaceful natural surroundings. The updated kitchen boasts elegant new quartz countertops, complementing the home's modern yet timeless feel.Living area with wood burning fireplace for cozy evenings. Recent upgrades provide peace of mind, including a new roof (2023), generator hook-up, and water softener system. The property also includes a generous 3-car garage for ample parking and storage. A standout feature is the versatile 24x30 multi-use building equipped with electricity and plumbing- ideal for workshop, hobby area, or home business. If you're looking for privacy, space, and move-in-ready comfort with quality upgrades throughout, this exceptional property delivers! Underground power is an extra bonus.
A LAND REMEMBERED-Discover a rare opportunity to own over 40 acres of land where conservation and nature meet comfort and privacy. Scenic walking trails wind throughout the property, creating a peaceful retreat for nature lovers. The home features major upgrades, including a new roof, Pella double-paned energy-efficient windows, and a new water heater. Inside, enjoy 9 foot ceilings throughout the main level and a vaulted ceiling in the great room, creating a spacious and inviting atmosphere. The living room showcases pecky cypress walls and a stunning wood burning fireplace with a raised hearth of Tennessee fieldstone and a large cypress mantle. The primary suite on the main level opens onto a charming side porch and features a beautiful spa style bath and walk-in-closet. Upstairs are two bedrooms, each with its own private water closet and a shared tub/shower combination. The open kitchen, dining, and family room layout overlooks the serene wooded landscape and features granite kitchen counters. LVP flooring runs throughout the main level, and French doors lead to a bright sunroom with an attached deck. Outdoor living is exceptional with a screened-in side porch, two back decks, and a heated swim spa, perfect for relaxing while enjoying the peaceful natural setting. The property includes ample parking and workspace with a 2-car garage with attached storage shed, covered parking for a third vehicle or tractor, and a 3-bay oversized carport. The garage is stubbed for a full bathroom and currently has an outdoor shower with a tankless water heater.Laundry on main level. Located with excellent internet service and an easy commute to Tallahassee and the Florida State Capitol, this property combines rural tranquility with convenient access to city amenities. Outdoor enthusiasts will appreciate the close proximity to the Wacissa River, known for kayaking, fishing, and enjoying the natural beauty of North Florida.
Beautiful, like-new 2022 farmhouse-style home located in the sought after Crooked Creek area. This spacious 2134 sq ft home features 4 bedrooms and 2.5 baths on a generous .85 acre lot, ideally situated on a quiet cul-de-sac on the west side of Monticello. The open-concept layout offers elegant coffered ceilings crown molding and a cozy gas fireplace with built-in shelving in the living room- perfect for relaxing or entertaining. Primary suite offers an extra large bath with large walk- in shower and slipper tub. Includes whole house generator. The light -filled interior creates warm and inviting atmosphere throughout the home. Enjoy peaceful living just on the edge of town, with convenient access to state capital, Tallahassee. A perfect blend of modern comfort, style, and location in a quiet neighborhood setting.
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!!
Rare Find! Country Living on 1 Acre-No HOA! Enjoy peaceful country living on a full 1-acre property with no HOA restrictions. This spacious 1774 square foot home features 3 bedrooms and 2 bathrooms with a bright open concept layout. The home features LVP flooring throughout, fresh interior paint in main living area, and a new roof in 2023 for added piece of mind. The primary suite includes a beautifully tiled walk-in shower in master bath. Shows like a newer home. Step outside and enjoy the freedom of country life-ideal for gardening, micro-farming, and raising chickens or goats. Conveniently located with easy access to Tallahassee. Don't miss this opportunity to own your own slice of the country!
Charming Cape Cod-style home tucked away on 5 acres just minutes to downtown Monticello. This one owner home has been lovingly maintained and reflects years of care and pride of ownership. With over 2200 square feet of living space, the home offers a comfortable layout. The main floor features three bedrooms, one bath, a welcoming living room with a gas fireplace, dining area, kitchen and a convenient laundry room. The second floor includes two additional bedrooms, a full bath, and a lovely reading /library room could also serve as a playroom or flexible living space. Extra attic storage provides plenty of room for seasonal items and additional storage needs. Relax on the back enclosed porch while enjoying the beautiful views of the surrounding trees and well kept grounds. Additional features include a workshop/storage/mancave for hobbies or projects, plus and extra carport/tractor shed with additional enclosed space perfect for a potting shed and garden tools This well maintained property offers warmth, character, and peaceful surroundings . Newer roof and windows and exterior paint!
Tucked just outside of historic Monticello, this exceptional 11+ acre property offers a refined rural lifestyle without sacrificing everyday convenience. This Jefferson County gem features a much sought after combination of home, acreage, pool, barn and location. The residence itself is over 2300 square feet and is filled with natural light throughout. The open floor plan is perfect for entertaining with living and dining space centered on the 4-foot by 12-foot kitchen island. The island base was recovered and lovingly repurposed from the family's General Mercantile store in South Georgia. Grab a beverage and snack and head out to the patio and pool to watch the game or float the day away. A generous laundry and pantry add to the ease of day to day living. And the primary suite is a quiet refuge with a large shower, double vanity and walk in closet. The barn is over 3300 square feet. Versatile with half enclosed for workshop space, and a bonus loft for storage. Fenced and cross fenced, this property easily transitions to accommodate the horses in your life. And for the garden enthusiast the property has over 55 varieties of plants carefully curated and cared for. And several raised beds patiently await your vision. Schedule an appointment now to see this special property!
New Construction. Images are renderings. 4-bedroom, 3-bath home coming soon in Tally Hills Estates. Construction has started on this beautifully designed, new construction home set on over 5 acres.
Welcome to this beautifully crafted 3-bedroom, 2.5-bath Craftsman-style home nestled in the highly sought-after Heritage Hills community. Perfectly positioned on a spacious 2.99-acre lot, this property offers the ideal blend of privacy, room to roam, and timeless curb appeal—all with an easy commute to both Tallahassee and Monticello. Step inside to an inviting open-concept living area designed for both comfort and entertaining. The cozy gas fireplace creates a warm focal point, while crown molding, coffered ceilings, and like-new finishes add an elevated touch throughout. Beautiful wood-grain tile flooring enhances durability and style. Flowing seamlessly from the main living area, The thoughtfully designed kitchen features granite countertops, a spacious pantry, and ample prep space—perfect for gatherings large or small. The large primary suite is a true retreat, complete with two generous walk-in closets and plenty of room to unwind. Two additional bedrooms, provide flexibility for family, guests, or workspace needs. Enjoy Florida living year-round from the screened-in back porch and outdoor patio—ideal for relaxing evenings or entertaining friends. Native landscaping surrounds the home, adding natural beauty while keeping maintenance simple. An additional detached garage (23x23) offers endless possibilities—use it as a home office, studio, hobby room, or extra storage space. If you’ve been searching for space, style, and convenience in a peaceful setting just minutes from town, this Heritage Hills gem is ready to welcome you home. Buyer to verify all measurements. Professional photos coming soon.
Stunning 4 Bedroom, 5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car Garage. Located just north of Monticello, this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and is not located in a flood zone or HOA. Built in 2007, the home features 10-foot ceilings, a brand new roof, hardwood flooring, carpeted bedrooms, and tiled bathrooms. Both the first and second floors boast large primary suites. In addition to the 4 bedrooms, this home offers an office with attached bathroom, large bonus room, separate laundry room, an expansive kitchen with a breakfast nook, a living room, and a separate dining room. The oversized attached 2-car garage is equipped with a door opener. The property includes Ethernet and RG6 cabling throughout, is wired for whole-house audio, features an HD IP camera system for added security. The exterior features a wraparound front porch, back porch, and a second-floor balcony. A 10KW gasoline generator is included for peace of mind, with a sound-insulated enclosure and manual transfer switch. A 60x40 detached garage is offers plenty of storage options and provides an ideal space for projects. The garage is plumbed for water and drain, wired for power, and includes LED overhead lighting, a 5HP air compressor, and built-in workbenches. Conveniently located on Highway 19, just north of Monticello, you will have easy access to both Thomasville, GA, and Tallahassee, FL. Don’t miss out on this amazing property! Buyer to verify all dimensions. Property lines are approximate.
BOM! NEW HVAC to be installed April 10-15th. 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. New HVAC to be installed within the next week. 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! Seller offering $10,000 in closing cost with acceptable offer!
Very convenient location in the heart of Monticello. Excellent condition. Very good condition, new roof, new windows, newer flooring throughout. 10X12 storage shed.
Welcome to a rare North Florida estate just minutes from Tallahassee—where luxury, land, and lifestyle come together. 221 Kiley Road is situated on expansive acreage in Monticello, and this private retreat offers the perfect blend of seclusion and convenience, located just a short drive from the heart of Tallahassee. For buyers seeking space, privacy, and versatility without sacrificing proximity to town, this property delivers. 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, this Tallahassee luxury home alternative 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.
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.
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.
