4 Bedroom homes for sale & real estate in Monticello, FL

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
One or more photos have been virtually staged (fire in fireplace). Welcome to this beautifully updated modern farmhouse set on 2.14 acres of picturesque and private farmland, offering the perfect blend of peaceful country living and convenient access to town. Surrounded by open skies and scenic views, this property provides privacy, charm, and versatility rarely found. The 4BR/2BA main house features a thoughtfully designed open floor plan. Recent cosmetic updates throughout enhance the home’s warm, modern appeal, while the updated kitchen and bathrooms offer both style and functionality. An encapsulated crawlspace & refinished metal roof add long-term value and peace of mind. C

$485,000

4 beds3 baths2,032 sq ft

54 Woodland Dr, Monticello, FL 32344

Open floor plan • Spacious barn • Picturesque farmland

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
Investor opportunity! 4BR/1BA home in Monticello, FL with great potential. Spacious layout, ideal for renovation, rental, or flip. Convenient location near downtown. Sold as-is.

$135,000

4 beds1 bath1,325 sq ft

820 Shady Ln, Monticello, FL 32344

8,276 sq ft lot • Parking • Built 1977

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
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 room to 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—and a traditional staircase leads upstairs to two 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. Six original fireplaces pr

$449,000

4 beds3 baths3,188 sq ft

930 E Pearl St, Monticello, FL 32344

Large dining room • Wide front porch • Original rafters

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
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!!

$480,000

4 beds3 baths1,798 sq ft

855 S Waukeenah St, Monticello, FL 32344

New construction • Centrally located • Walk in tile shower

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
Full of character, this spacious 1950s home offers 4 bedrooms and 3 full bathrooms on a generous 0.60-acre lot in the heart of Monticello. With over 2,200 square feet—including two bedrooms with ensuite baths—it also features flexible zoning for residential, business, or mixed use. The layout includes a cozy living room with a fireplace and an airy sunroom, perfect for an office or casual dining. Tongue-and-groove ceilings run throughout, with coffered details adding charm in the main living and dining areas. Updates include a 2019 roof and 2022 HVAC. French doors open to the cleared back yard with a wood deck—great for entertaining or gardening. A detached one-car garage/

$355,000

4 beds3 baths2,223 sq ft

155 E Seminole Ave, Monticello, FL 32344

Wood deck • Cleared back yard • Huge side yard

Property at 193 Nautilus Dr, Monticello, FL 32344, 4 beds, 5 baths

$1,190,000

4 beds5 baths9,848 sq ft

193 Nautilus Dr, Monticello, FL 32344

Property at 34 W Hummingbird Ln, Monticello, FL 32344, 4 beds, 3 baths

$199,900

4 beds3 baths2,553 sq ft

34 W Hummingbird Ln, Monticello, FL 32344

Property at 825 Rainey Run, Monticello, FL 32344, 4 beds, 4.5 baths

$995,000

4 beds4.5 baths3,696 sq ft

825 Rainey Run, Monticello, FL 32344

Property at 81 Old Tung Grove Rd, Monticello, FL 32344, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths2,365 sq ft

81 Old Tung Grove Rd, Monticello, FL 32344

Property at 513 Creekside Ct, Monticello, FL 32344, 4 beds, 3 baths

$589,900

4 beds3 baths2,660 sq ft

513 Creekside Ct, Monticello, FL 32344

Property at 64 Sanctuary Dr, Monticello, FL 32344, 4 beds, 2 baths

$555,000

4 beds2 baths1,945 sq ft

64 Sanctuary Dr, Monticello, FL 32344

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
(Open house planned for 12/27/25 has been rescheduled or a later date) Step back in time with this HISTORIC HOME OF YOUR DREAMS brimming with charm and potential! Welcome to this enchanting historic home currently undergoing a thoughtful renovation, blending timeless elegance with contemporary comforts. Nestled on a spacious expansive corner lot, this property boasts a stunning wrap around porch and oversized deck perfect for enjoying warm Florida evenings and welcoming guests. The home showcases original details such as ornate woodwork, built in cabinetry and high grand ceilings that capture the essence of its storied past. The buyer will have the chance to finalize the renovation and comp

$339,000

4 beds2 baths3,074 sq ft

1534 SW Main St, Greenville, FL 32331

Wrap around porch • High grand ceilings • Oversized deck

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
Photos are of model home. Actual home under construction. Options, upgrades, and features may vary and are not necessarily included in the base price. Proposed Construction on 1.18 acres in Leon County. Stunning 2254 Sq/ft home with open floor plan that includes a 250 sq/ft bonus room upstairs with its own mini-split a/c unit. Located in a very desirable and convenient location. Model home shown. Not actual home. Features shown may not be included in the base price.

$575,000

4 beds2 baths2,254 sq ft

14594 Mahan Rd, Tallahassee, FL 32309

Open floor plan • 1.18 acres • 250 sq/ft bonus room

3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
Experience the perfect blend of style, quality, and comfort in this custom-built 2024 home, set on a peaceful, park-like lot with front and backyards on automated irrigation. Designed for everyday living with reinforced construction and spray-foam insulation, it’s built for durability and energy efficiency. With about 2,800 square feet across two levels, this home offers five bedrooms—including an upstairs suite—and three full baths, giving everyone their own space. The upstairs suite works great as a guest room, office, or bonus area with its own private bath. Step inside to tall ceilings, solid hardwood floors, and a stone electric fireplace that instantly feels like hom

$599,900

4 beds3 baths2,800 sq ft

3314 Mariana Oaks Dr, Tallahassee, FL 32311

Automated irrigation • Tall ceilings • Custom built home

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
Beautiful 4 bedroom, 2 bath home in Adiron Woods! Freshly painted throughout, this home features a spacious master bedroom with a walk-in closet and a charming screened-in porch. Enjoy the generous backyard space. Move-in ready and full of comfort!

$409,900

4 beds2 baths1,782 sq ft

3029 Bidhurst Ct, Tallahassee, FL 32317

Screened-in porch • Walk-in closet • 0.25 acre lot

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
Welcome to this stunning like-new construction home nestled in one of Thomasville's most charming and quaint neighborhoods. Offering peaceful lakefront living, this 4-bedroom, 3.5-bath beauty combines modern upgrades with timeless comfort-perfect for families, entertainers, and anyone seeking a serene setting. Step inside to an open and inviting layout where natural light pours through large windows showcasing gorgeous water views. The living room serves as the heart of the home, featuring a beautifully crafted fireplace feature wall that instantly elevates the space. The kitchen is thoughtfully designed with upgraded finishes, premium appliances, and plenty of storage, creating a seamless

$715,000

4 beds3.5 baths2,638 sq ft

190 Leonards Dr, Thomasville, GA 31792

Lakefront living • Water views • Walk-in closet

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Monticello, FL
Welcome to this stunning new construction home nestled in the highly desirable Tallahassee Ranch Club community. Built by the award-winning S & P Construction and Development, this home combines luxury, craftsmanship, and serene country living—all just a short drive from the city. Spanning 2,924 square feet of thoughtfully designed living space, this home sits on a breathtaking 8.12-acre lot, offering the perfect blend of privacy and open space. Inside, you’ll find quartz countertops, all-wood cabinetry, and engineered hardwood flooring throughout. The spacious floor plan features vaulted ceilings, custom cedar accents, and beautifully tiled bathrooms that highlight the buil

$899,000

4 beds3 baths2,924 sq ft

12333 Trotting Horse Ct, Tallahassee, FL 32305

All-wood cabinetry • 8.12-acre lot • Quartz countertops

Property at 5758 Dayflower Cir, Tallahassee, FL 32311, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths2,104 sq ft

5758 Dayflower Cir, Tallahassee, FL 32311

Property at 6452 Mary Lake Ct, Tallahassee, FL 32311, 4 beds, 3.5 baths

$815,000

4 beds3.5 baths4,747 sq ft

6452 Mary Lake Ct, Tallahassee, FL 32311

Property at 8160 Elysian Way, Tallahassee, FL, 4 beds, 3 baths

$548,490

4 beds3 baths2,822 sq ft

8160 Elysian Way, Tallahassee, FL

Property at 7916 Skipper Ln, Tallahassee, FL 32317, 4 beds, 4 baths

$660,000

4 beds4 baths3,041 sq ft

7916 Skipper Ln, Tallahassee, FL 32317

Property at 9115 Ravena Rd, Tallahassee, FL 32309, 4 beds, 3 baths

$559,000

4 beds3 baths2,552 sq ft

9115 Ravena Rd, Tallahassee, FL 32309

Property at 4448 Argyle Ln, Tallahassee, FL 32309, 4 beds, 3 baths

$490,000

4 beds3 baths2,104 sq ft

4448 Argyle Ln, Tallahassee, FL 32309

Property at 126 Pendleton Ave, Tallahassee, FL 32317, 4 beds, 2 baths

$325,000

4 beds2 baths1,747 sq ft

126 Pendleton Ave, Tallahassee, FL 32317

Property at 6152 Pickwick Rd, Tallahassee, FL 32309, 4 beds, 3 baths

$656,900

4 beds3 baths2,756 sq ft

6152 Pickwick Rd, Tallahassee, FL 32309

Property at 5887 Williams Rd, Tallahassee, FL 32311, 4 beds, 3 baths

$639,000

4 beds3 baths2,506 sq ft

5887 Williams Rd, Tallahassee, FL 32311

Property at 4474 Old Magnolia Rd, Tallahassee, FL 32309, 4 beds, 2.5 baths

$694,000

4 beds2.5 baths2,192 sq ft

4474 Old Magnolia Rd, Tallahassee, FL 32309

Property at 2725 Masterson Ln, Tallahassee, FL 32311, 4 beds, 2 baths

$469,900

4 beds2 baths1,777 sq ft

2725 Masterson Ln, Tallahassee, FL 32311

Property at 610 SW Okaloo Way, Greenville, FL 32331, 4 beds, 2.5 baths

$448,700

4 beds2.5 baths2,960 sq ft

610 SW Okaloo Way, Greenville, FL 32331

Property at 2860 Stringer Rd, Thomasville, GA 31792, 4 beds, 5.5 baths

$995,000

4 beds5.5 baths4,966 sq ft

2860 Stringer Rd, Thomasville, GA 31792

Property at 7007 Katie Ashlee Ct, Tallahassee, FL 32309, 4 beds, 3.5 baths

$1,400,000

4 beds3.5 baths3,195 sq ft

7007 Katie Ashlee Ct, Tallahassee, FL 32309

4 Bedroom Homes for Sale in Monticello

There are currently 11 4 bedroom homes in Monticello. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monticello stay on the market for 65 days. This map is refreshed with the newest listings in Monticello every 15 minutes.

In the past month, 4 homes have been sold in Monticello. In addition to houses in Monticello, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in Monticello last month. Find your dream home in Monticello using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Monticello are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monticello. Our Monticello real estate stats and trends will give you more information about home buying and selling trends in Monticello. If you're looking to sell your home in the Monticello area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monticello with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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32344 homes for sale

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