Jefferson, FL Homes

/2
Not Listed For Sale
B Salt Rd, Monticello, FL 32344

B Salt Rd, Monticello, FL 32344

/33
$215,900
- 2 Beds
- 2 Baths
- 1,356 Sq Ft
1065 S Mulberry St, Monticello, FL 32344

This cozy home located in the heart of Monticello is the perfect 2/2 for a starter family looking to settle down or someone looking for a small, southern home in a quiet town! There is so much potential with good bones from the old hardwood floors to the floor-to-ceiling windows. This home is in walking distance to the roundabout near restaurants and antique shops or to the grocery store. With a

Katherine Gonzalez Pearson Realty Inc.

1065 S Mulberry St, Monticello, FL 32344
/25
$307,000 Sold Jun 06, 2025
- 1,584 Sq Ft
- $194/SF
- 51 Days On Market
- 3 Beds
- 2 Baths
- Built 2021
203 Pine Cone Dr, Monticello, FL 32344

Shows like a brand new home, Built in 2021 on half acre lot. Split floor plan with large bedrooms. Open floor plan with kitchen overlooking living space with 10 ft trey ceiling, granite countertops and custom cabinetry. Large master bedroom suite, walk-in shower and walk-in closet. 2 car garage, fenced backyard for the pets and privacy.

Barry Kelly Kelly & Kelly Properties, Inc

203 Pine Cone Dr, Monticello, FL 32344

/2
Not Listed For Sale
A Salt Rd, Monticello, FL 32344

A Salt Rd, Monticello, FL 32344

/34
$269,000
- 3 Beds
- 2 Baths
- 1,654 Sq Ft
130 Simpson Ave, Monticello, FL 32344

Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a

Suzanna Malone Lauer Real Estate Group LLC

130 Simpson Ave, Monticello, FL 32344
/39
$425,000 Sold Jun 04, 2025
- 2,822 Sq Ft
- $151/SF
- 28 Days On Market
- 3 Beds
- 2 Baths
- Built 2005
120 Lacapra Rd, Monticello, FL 32344

Beautifully Maintained 2822 SF Home on 1.25 acres- Edge of town living! Enjoy the perfect blend of comfort, space, and convenience in this exceptionally maintained home. Peaceful country living with easy access to all nearby amenities. Step inside to a spacious open concept layout, ideal for everyday living and entertaining. The home features a supersized bonus room perfect for a media room,

Pam Kelly Kelly & Kelly Properties, Inc

120 Lacapra Rd, Monticello, FL 32344

/37
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,976 Sq Ft
185 White Oak Dr, Monticello, FL 32344

185 White Oak Dr, Monticello, FL 32344

/14
$179,000
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
375 Maple St, Monticello, FL 32344

Affordable home nestled in the heart of Monticello! This spacious home sports a freshly painted open floor plan. Wood finished line this home sharing a feeling of craftsmanship. Updated appliances make this home walk in ready for its next family. Nestled on a corner lot, this home has great curb appeal.

Caleb Stephens Silo Hill Properties

375 Maple St, Monticello, FL 32344
/29
$541,000 Sold May 23, 2025
- Land
- 59 Acres
- $9,143 per Acre
- 55 Days On Market
Vacant Hartsfield Rd, Monticello, FL 32344

Picturesque 59.17 Acres of Pasture and Hardwood Bliss Discover your own slice of paradise with this exceptional 59.17-acre property, perfectly nestled just minutes from downtown Monticello, north of Highway 90. This unique offering combines the best of both worlds, showcasing a harmonious blend of lush pastures and majestic hardwoods, creating an ideal landscape for various uses, whether it be

Ben Jones Southern Land & Homes

Vacant Hartsfield Rd, Monticello, FL 32344

/42
Est $650,605 Not Listed For Sale
- 6 Beds
- 4 Baths
- 3,998 Sq Ft
12840 Gamble Rd, Monticello, FL 32344

12840 Gamble Rd, Monticello, FL 32344

/11
$23,000
- Land
- 2.00 Acres
- $11,500 per Acre
0 Flatwoods, Monticello, FL 32344

Land for Sale – Flatwoods, FL 32344. Size: 2.0 Acres. Location: Flatwoods Road, Monticello, Florida 32344. Property Highlights: Buildable lot with plenty of space; Power available on the road; 411.75 feet of road frontage; Peaceful rural setting surrounded by large parcels; No HOA – flexible use for site-built or modular homes. About 40 minutes to Tallahassee. Ideal for a private

Andrey Rossin CASH FLOW IN MIAMI REALTY

0 Flatwoods, Monticello, FL 32344
/11
$95,000 Sold May 15, 2025
- Land
- 10 Acres
- $9,082 per Acre
- 170 Days On Market
0 E Glenn Rd, Monticello, FL 32344

Have you ever dreamed of building a home on several acres? Here is your chance to snag your slice of quaint, peaceful living, on more than 10 acres! Build the home of your dreams and there's even space to build an additional dwelling unit like a pool home, mother-in-law suite, etc. The possibilities on this beautiful land are endless.

Danielle Andrews Realty One Group Next Gen

0 E Glenn Rd, Monticello, FL 32344

/38
Est $212,324 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,276 Sq Ft
5118 E Washington Hwy, Monticello, FL 32344

5118 E Washington Hwy, Monticello, FL 32344

/29
$285,000
- 2 Beds
- 2 Baths
- 1,404 Sq Ft
9497 Gamble Rd, Monticello, FL 32344

Nestled on 6 beautiful wooded acres, this charming 2 bedroom, 2 bath cedar house offers the perfect blend of rustic charm and modern convenience. The house has a whole home generator, providing peace of mind during any power outages. Inside, you will find stunning cork floors throughout. Additionally, the property boasts 2 sheds with electricity, perfect for storage or workshop space. This house

Trevor Ann Clark Keller Williams Town & Country

9497 Gamble Rd, Monticello, FL 32344
/3
$2,989,892 Sold May 12, 2025
- Land
- 420 Acres
- $7,119 per Acre
- 87 Days On Market
0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

Additional 420 acres to add to MLS listing 373105 which is 450 acres. May be purchased separately or together. Land has been in the family over 50 years. Beautiful rolling topography of crop land, pasture and timber. Elevation of 260 ft. above sea level. Water elements to enjoy.

Brian Proctor NAI TALCOR Commercial

0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

/5
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,128 Sq Ft
271 Tecumseh Rd, Monticello, FL 32344

271 Tecumseh Rd, Monticello, FL 32344

/20
$85,000
- 3 Beds
- 2 Baths
- 1,836 Sq Ft
195 E Meadow Rd, Monticello, FL 32344

NEW Metal ROOF 2022! Welcome to the Aucilla Forest & Meadows Subdivision! Spacious 1836 square foot double wide mobile home built in 1999. 3 bedroom, 2 full bathroom on huge 2.50 acre lot! ~10 minutes to Aucilla River! Only $46/sq ft! Home needs cosmetic work that can be done over time! Primary bedroom has shower stall, garden tub + large walk-in closet. Split floor plan, huge kitchen with tons

Chelsey Hough Keller Williams Town & Country

195 E Meadow Rd, Monticello, FL 32344
/8
$3,069,542 Sold May 12, 2025
- Land
- 450 Acres
- $6,821 per Acre
- 284 Days On Market
0 Bassett Dairy Rd Unit 373105, Monticello, FL 32344

450 acres that has been in the family for over 50 years. Beautiful rolling topography of crop lands, pasture and timber. Elevation of 260 ft. above sea level. Water elements to enjoy. Adjacent 420 acres can be purchased for $3,150,000, see listing Number 380760, beautiful 870 acres total

Brian Proctor NAI TALCOR Commercial

0 Bassett Dairy Rd Unit 373105, Monticello, FL 32344

/16
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,801 Sq Ft
157 White Oak Dr, Monticello, FL 32344

157 White Oak Dr, Monticello, FL 32344

/9
$144,000
- Land
- 9 Acres
- $15,352 per Acre
402 Mistletoe Ln, Monticello, FL 32344

Escape to tranquility with this expansive piece of raw, rural land for sale. Offering acres of untouched beauty, this property provides the perfect opportunity to build your dream home or start your next project. With no neighbors behind, you'll enjoy complete privacy and seclusion, surrounded only by nature’s peaceful serenity. Whether you're looking for a quiet retreat, hunting grounds, or

Melissa Montalvo Engel & Völkers Tallahassee

402 Mistletoe Ln, Monticello, FL 32344
/42
$900,000 Sold May 08, 2025
- 2,750 Sq Ft
- $327/SF
- 38 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2018
542 Tradition Way, Monticello, FL 32344

Stunning 3 BR 2.5 Bath custom pool home offering elegance and comfort. Situated on 7 landscaped and manicured acres, fenced and cross fenced. Meticulously maintained both inside and out. 10 ft ceilings, 8 ft doors, large windows, with upscale finishes throughout. Gourmet kitchen equipped with premium appliances, ample custom cabinets, spacious island with plenty of counters for entertaining.

Pam Kelly Kelly & Kelly Properties, Inc

542 Tradition Way, Monticello, FL 32344

/39
Est $510,447 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,700 Sq Ft
210 Deer Run, Monticello, FL 32344

210 Deer Run, Monticello, FL 32344

/42
$475,000
- 3 Beds
- 2 Baths
- 1,841 Sq Ft
952 Turney Anderson Rd, Monticello, FL 32344

Discover your own private retreat with this charming home set on a fully fenced 10-acre lot. Nestled among mature pecan and fruit trees, this property offers the perfect blend of tranquility, space, and functionality. Enjoy relaxing mornings and evenings on the spacious front and back porches, ideal for soaking in the serene surroundings. The home features a practical layout with a cozy living

Katherine Hansli Searcy The Naumann Group Real Estate

952 Turney Anderson Rd, Monticello, FL 32344
/10
$80,000 Sold May 05, 2025
- 782 Sq Ft
- $102/SF
- 27 Days On Market
- 2 Beds
- 1 Bath
- Built 1955
895 Independent St, Monticello, FL 32344

Charming cottage, affordable living under $100,000. Small lot for easy maintenance. New split ac unit. New roof, windows, flooring, new insulation in attic, and new appliances. Potential Owner financing $10,000 down, 6% interest, 3 year balloon.

Barry Kelly Kelly & Kelly Properties, Inc

895 Independent St, Monticello, FL 32344

/41
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
927 Quail Ln, Monticello, FL 32344

927 Quail Ln, Monticello, FL 32344

/20
$400,000
- Land
- 31 Acres
- $12,812 per Acre
Lot 5 Watermill Rd, Monticello, FL 32344

Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry, with a sweet little sandy bottom creek in the back of the property, and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access

Sarah McKinzie Hum Real Estate

Lot 5 Watermill Rd, Monticello, FL 32344
/42
$529,900 Sold Apr 30, 2025
- 1,868 Sq Ft
- $284/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 2017
273 Legacy Way, Monticello, FL 32344

Stunning 2017 built home on 3.03 acres with mature trees on all sides for incredible privacy! This home features 3 bedrooms, 2 bathrooms, and a 2-car garage. Gorgeous design finishes include granite counters, stainless appliances, custom cabinets, built-in entertainment center with shiplap accent, craftsman style trim and crown molding, covered back porch with brick paver floor, and stone accents

Amber Renaud The Nova Group Realty

273 Legacy Way, Monticello, FL 32344

/36
Est $294,761 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,421 Sq Ft
275 Rudolph Ln, Monticello, FL 32344

275 Rudolph Ln, Monticello, FL 32344

/43
$1,549,000
- 5 Beds
- 4.5 Baths
- 5,476 Sq Ft
221 Kiley Dr, Monticello, FL 32344

Welcome to a rare and exquisite, turn-key, 15-acre modern luxury estate, where timeless elegance meets Southern charm. Custom built by Riley Palmer, this exclusive, gated property with soaring ceilings and interior doors, is nestled just minutes from Tallahassee, Florida's Capital City, and historic Thomasville, Georgia in Monticello-home to a storied opera house and chic dining options-and

Barbra Engel & Völkers Tallahassee

221 Kiley Dr, Monticello, FL 32344
/42
$449,000 Sold Apr 30, 2025
- 3,635 Sq Ft
- $124/SF
- 80 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1842
340 E Washington St, Monticello, FL 32344

Step into the timeless elegance of the Simpkins-Bailey House, a distinguished circa 1854 residence nestled in the heart of Monticello's Historic District. This 3-bedroom, 3.5-bathroom home offers 3,635 square feet of meticulously updated living space, seamlessly blending historic charm with modern comforts. Zoned for business-residential use, the property provides incredible flexibility for a

Sandy Ferrera All County Suncoast Property

340 E Washington St, Monticello, FL 32344

/11
Est $108,086 Not Listed For Sale
- 2 Beds
161 Meadow Dr, Monticello, FL 32344

161 Meadow Dr, Monticello, FL 32344

/42
$649,900
- 3 Beds
- 2.5 Baths
- 3,214 Sq Ft
150 N Ojibwa Rd, Monticello, FL 32344

Tranquil 5.1 acre retreat nestled deep in a pecan grove just outside Monticello, Florida has it all. This recently remodeled 3BR/2BA home offers space, privacy and flexibility in a rural setting only 40 minutes from the heart of Tallahassee. Take advantage of everything Tallahassee offers while paying lower Jefferson County taxes. The pecan trees qualify for an agricultural land use status,

Hettie Spooner Hill Spooner & Elliott Inc

150 N Ojibwa Rd, Monticello, FL 32344
/29
$60,000 Sold Apr 29, 2025
- 2,612 Sq Ft
- $23/SF
- 52 Days On Market
- 5 Beds
- 2 Baths
- Built 1914
1150 Sage St, Monticello, FL 32344

Built in 1914, this historic home in the heart of Monticello, Florida, offers a rare opportunity to own a piece of the past. With 5 spacious bedrooms and 2 full bathrooms, this charming property sits on a generous 0.63-acre lot, providing ample outdoor space. While the home requires significant renovation, it boasts original historical elements throughout, including beautiful hardwood floors,

Gabriela Sacco All Realty Services

1150 Sage St, Monticello, FL 32344

/3
Est $98,029 Not Listed For Sale
- 30000 Beds
393 E Glenn Rd, Monticello, FL 32344

393 E Glenn Rd, Monticello, FL 32344

/42
$219,000
- 3 Beds
- 2 Baths
- 2,390 Sq Ft
2436 N Jefferson Hwy, Monticello, FL 32344

Discover the perfect blend of rustic charm and opportunity with this unique country property. Nestled on 3+ acres, this older farm house offers character and room to grow. The main home features spacious living areas with wood floors throughout and plenty of potential for updates to make it your own. Front screen porch and large utility room. Also included is a second block home that will need

Pam Kelly Kelly & Kelly Properties, Inc

2436 N Jefferson Hwy, Monticello, FL 32344
/14
$230,000 Sold Apr 24, 2025
- 1,316 Sq Ft
- $175/SF
- 26 Days On Market
- 2 Beds
- 1 Bath
- Built 1970
523 Silver Lake Rd, Monticello, FL 32344

Prime location in NE Jefferson County! Just 5 minutes to historic Monticello with easy travel to Tallahassee, Thomasville and Quitman. Lots of properties boast horse potential, but this 12 acre parcel truly has room for all your equine needs. High and dry with paved roads. Unlock the potential of this home that’s ready for a transformation! While extensive repairs are needed, this property

Brian Bachman Kelly & Kelly Properties, Inc

523 Silver Lake Rd, Monticello, FL 32344

/34
Est $218,107 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
1060 S Mulberry St, Monticello, FL 32344

1060 S Mulberry St, Monticello, FL 32344

/19
$289,000
- 4 Beds
- 2 Baths
- 1,858 Sq Ft
575 E Palmer Mill Rd, Monticello, FL 32344

Spacious home located within walking distance of Historic Downtown Monticello. This four bedroom home sits quietly on a manageable half acre lot. Sporting both original hardwood flooring and newly installed LVP flooring, this home blends perfectly for any new home owners. Updated bathrooms and appliances have all been done within the last 5 years. Sizes are approximate.

Caleb Stephens Silo Hill Properties

575 E Palmer Mill Rd, Monticello, FL 32344
/39
$321,000 Sold Apr 24, 2025
- 1,680 Sq Ft
- $191/SF
- 43 Days On Market
- 3 Beds
- 2 Baths
- Built 2022
1260 E Washington St, Monticello, FL 32344

Beautiful Modern Home on a Spacious corner Lot. Built in 2022, this stunning 1,680 sq. ft. home offers modern living with an open floor plan, perfect for entertaining. Featuring three bedrooms and two bathrooms, this energy-efficient home boasts a stylish kitchen, a convenient mudroom, and a two-car carport. Located near downtown Monticello, you'll enjoy easy access to the local shops, dining,

Shanna D'Attile Keller Williams Town & Country

1260 E Washington St, Monticello, FL 32344

/27
Est $223,276 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
84 Hillside Rd, Monticello, FL 32344

84 Hillside Rd, Monticello, FL 32344

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