Recently Sold Jefferson County FL Homes

/34
$200,000 Sold Dec 09, 2024
- 1,456 Sq Ft
- $137/SF
- 99 Days On Market
- 3 Beds
- 2 Baths
- Built 1999
336 Lake Rd, Monticello, FL 32344

Nestled on the edge of serene plantation country, this charming 3-bedroom, 2-bathroom home sits on a picturesque 2.83-acre lot with stunning views of rolling pastures filled with cattle and horses. Experience breathtaking sunsets from the comfort of your open living area, which boasts a wall of windows framing the vibrant evening sky. The home features a wrap-around deck, perfect for outdoor

Tina Coombs Big Fish Real Estate Services

336 Lake Rd, Monticello, FL 32344
/37
$245,000 Sold Nov 25, 2024
- 1,000 Sq Ft
- $245/SF
- 44 Days On Market
- 2 Beds
- 2 Baths
- Built 2024
107 Notre Dame, Monticello, FL 32344

NEW NEW NEW!In the world of real estate, the mantra "location, location, location" reigns supreme, and this stunning starter home epitomizes that ideal. As you step onto the charming front porch, you are greeted by elegant cedar columns that whisper of rustic charm, while the custom white pine shiplap ceiling above elevates the entryway to new heights of allure. Inside, the luxurious vinyl

Chance Shutes Keller Williams Town & Country

107 Notre Dame, Monticello, FL 32344
/39
$545,000 Sold Nov 21, 2024
- 1,949 Sq Ft
- $280/SF
- 38 Days On Market
- 3 Beds
- 3 Baths
- Built 2001
3348 W Washington Hwy, Monticello, FL 32344

This immaculate home on over 5.5 acres is located in West Monticello & is only a short 4 minute drive outside of Leon County offering the convenience of being close to town while indulging in the pleasures of country living! This 3 bed/2 bath home sits on sprawling, flat land with gorgeous landscaping including many pecan trees and as an added bonus there is a huge 14x30 pole barn with a 12x13

Kelsey Lohman Lohman Realty LLC

3348 W Washington Hwy, Monticello, FL 32344
/7
$111,000 Sold Nov 20, 2024
- Land
- 6 Acres
- $19,821 per Acre
- 74 Days On Market
0 Taylor Rd Unit 376815, Monticello, FL 32344

5.5 acres Taylor Rd. Wonderful Jefferson County location. Minutes from I-10/ Gamble Rd. + downtown Monticello. New 5 lot mini subdivision paved frontage, minimal restrictions to protect values. See survey and site plans in associated docs. 10 acre parcel also available for $169,900. Underground County water available.

Kevin Davis The Naumann Group Real Estate

0 Taylor Rd Unit 376815, Monticello, FL 32344
/5
$85,000 Sold Nov 15, 2024
- Land
- 15 Acres
- $5,739 per Acre
- 41 Days On Market
394 E Osprey Ln, Monticello, FL 32344

Looking for hunting woods?! 14.81 acres just minutes from Tallahassee, 200 amp service installed; septic in place, but needs a lid; well in place, but needs a tank; no HOA; Jefferson County community water is available. Murmuring Creek runs along the back of the property, heavily wooded with lots of wildlife. There is a mobile home on the property, but isn't worth anything and is very unsafe,

Shannon Pararo Big Fish Real Estate Services

394 E Osprey Ln, Monticello, FL 32344
/33
$425,000 Sold Nov 15, 2024
- 1,616 Sq Ft
- $263/SF
- 54 Days On Market
- 3 Beds
- 2 Baths
- Built 2020
231 N White Oak Dr, Monticello, FL 32344

Situated in the desirable Sanctuary neighborhood on a 1+ acre lot, this split floorplan combines both privacy and comfort, with an abundance of upgrades. The living room features crown molding, a coffered ceiling, built-in bookcases that beautifully frame the gas fireplace, and opens to a dream kitchen equipped with a large island with bartop seating, stainless appliances, including a gas range,

Patti Ketcham Ketcham Realty Group, Inc.

231 N White Oak Dr, Monticello, FL 32344
/40
$275,000 Sold Nov 15, 2024
- 2,420 Sq Ft
- $114/SF
- 78 Days On Market
- 4 Beds
- 3 Baths
- Built 1956
210 W Seminole Ave, Monticello, FL 32344

Welcome to this charming home with all NEW interior paint on a picturesque corner lot close to downtown Monticello. Perfect for multi-generational living or generating rental income, it features a spacious in-law suite with private entries, a large living/bedroom area, and an en-suite bath. The mature landscaping and large back deck under majestic oak trees create a serene outdoor retreat.

Sarah Henning Keller Williams Town & Country

210 W Seminole Ave, Monticello, FL 32344
/27
$173,300 Sold Nov 06, 2024
- Land
- 1.76 Acres
- $98,466 per Acre
- 385 Days On Market
VACANT Shiver, Monticello, FL 32344

An amazing opportunity to own 1.76 acres of Mixed-Use Business/Residential with 70 feet of frontage along US-19 (Jefferson Highway) in northern Jefferson County, Florida! In addition to the 70 feet of US-19 frontage, this corner parcel has an additional 350 feet of road frontage on Shiver Road. Located one mile from the heart of downtown Monticello, and just 20 miles from Thomasville, GA this

Catherine Hope All Realty Services

VACANT Shiver, Monticello, FL 32344
/2
$385,000 Sold Oct 30, 2024
- 1,788 Sq Ft
- $215/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 2022
1700 Yaupon Ct, Monticello, FL 32344

Most beautiful home in Crooked Creek by Nailed It Construction and all the pride in workmanship shows. Split plan with true laundryroom, gorgeous kitchen island, modern fireplace, covered front porch, and screened back porch. The primary bath is a true spa. The stand alone tub and step in shower are show stoppers. Perfectly placed on a corner lot with side entry garage and maximum privacy on the

Kelly Vinson Keller Williams Town & Country

1700 Yaupon Ct, Monticello, FL 32344
/42
$250,000 Sold Oct 22, 2024
- 3,928 Sq Ft
- $64/SF
- 137 Days On Market
- 5 Beds
- 3 Baths
- Built 1906
825 S Waukeenah St, Monticello, FL 32344

**Pre-qualification Letter/Proof of Funds required for all showings** A steal at $75/square foot! This stunning 4000 sq. ft. 1906 beauty is located in the heart of historic Monticello, on a uniquely private, 0.70 acre lot. Bonus – the adjacent 0.49 acre is lot also for sale for an additional $59,000 - see MLS #336689 (separate Seller). There is a rare opportunity here to owner 1+ acres in town.

Brenna Kelly-Ward Kelly & Kelly Properties, Inc

825 S Waukeenah St, Monticello, FL 32344
/42
$240,000 Sold Oct 21, 2024
- Land
- 5.00 Acres
- $48,000 per Acre
- 25 Days On Market
52 Serenity Ln, Monticello, FL 32344

Welcome to a little bit of paradise! This private, calm and quiet 5 acres is a true retreat and haven in lovely countryside. Come sit amongst the flowers, or next to the pond, or under the trees! Everything is under 6 years old....The new barn is built ready to convert into a home or Barndominium and has a washer and dryer! The RV carport is ready for your RV. There is electricity, Tankless Water

Sheena Lloyd Keller Williams Town & Country

52 Serenity Ln, Monticello, FL 32344
/42
$530,000 Sold Oct 17, 2024
- 2,328 Sq Ft
- $228/SF
- 58 Days On Market
- 4 Beds
- 2 Baths
- Built 2006
222 Sheats Rd, Monticello, FL 32344

Searching for the perfect residence for you and your horses? Your search ends here! This stunning 4-bedroom, 2-bathroom home is situated on 5 beautiful acres. The home boasts a split floor plan, a formal dining area, a kitchen with a cozy nook and bar, a spacious master suite, and high ceilings throughout. Enjoy the warmth of a wood-burning fireplace in the living room. The home also includes a

Sophia Callahan Coldwell Banker Hartung

222 Sheats Rd, Monticello, FL 32344
/26
$225,000 Sold Oct 17, 2024
- 1,092 Sq Ft
- $206/SF
- 459 Days On Market
- 2 Beds
- 2 Baths
- Built 2023
665 N Cherry St, Monticello, FL 32344

New construction, custom built, common framed, wood floor system. Charming 2 bedroom 2 bath cottage, Large open living/dining room with high cathedral ceiling. Vinyl flooring with carpet in the bedrooms. custom cabinets with granite counter tops. Detached finished one car garage, plenty attic storage, complete landscaping with sprinkler system.

Barry Kelly Kelly & Kelly Properties, Inc

665 N Cherry St, Monticello, FL 32344
/20
$63,750 Sold Oct 15, 2024
- Land
- 5.00 Acres
- $12,750 per Acre
- 103 Days On Market
VACANT W 3rd Way, Greenville, FL 32331

Absolutely gorgeous 5 acre homesite in northern Jefferson County! This corner lot is lined with natural growth woods on all sides for privacy, but opens up into a large grassy pasture dotted with stunning live oaks. This parcel has been meticulously cared for over the years and has just been split off from a larger parcel. Truly a one-of-a-kind property in this area! Only a one mile drive to the

Catherine Hope All Realty Services

VACANT W 3rd Way, Greenville, FL 32331
/36
$375,000 Sold Oct 10, 2024
- 3,456 Sq Ft
- $109/SF
- 22 Days On Market
- 4 Beds
- 3 Baths
- Built 2005
1400 E Washington St, Monticello, FL 32344

ACCEPTING BACK UP OFFERS! Immaculate and stunning 2-story, 2304 sq ft home in town with a separate 1152 sq ft 2-story guest house (with own entrance) and 400 sq ft detached garage in Monticello, Florida. Home sits on a beautiful fenced & gated (approx) 1 acre lot with pond frontage. Check out the bedroom sizes... so much room for everyone! 48'x8' front porch with daybed swing. Amazing open floor

Kristine Hill Kristi Hill Real Estate

1400 E Washington St, Monticello, FL 32344
/42
$490,000 Sold Oct 07, 2024
- 3,571 Sq Ft
- $137/SF
- 219 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1915
635 W Washington St, Monticello, FL 32344

Magnificent Historic Home in the Heart of Monticello Florida! Original hardwood floors, doors, windows, and trim give this home the historic charm you have been looking for! Walking in the front door you arrive in the foyer overlooking the grand stairway upstairs and pocket doors opening into the large living room with a tin ceiling and fireplace. Surrounding the living room is a closed in porch,

Catherine Hope All Realty Services

635 W Washington St, Monticello, FL 32344
/31
$175,000 Sold Oct 04, 2024
- 1,640 Sq Ft
- $107/SF
- 77 Days On Market
- 2 Beds
- 2 Baths
- Built 1983
866 Casa Bianca Rd, Monticello, FL 32344

Highly motivated seller! 5 acres with a 1983 site built home, 2 Bedroom, 2 Bath, unique home. Ten foot wide additions were added in 2014 all the way around the central 1983 cabin. Both bedrooms added on in 2014 are super large (31x10) and could easily be divided in half, making this a 4 bedroom home. Located 5 miles from Monticello, Florida, 30 miles from Thomasville, GA and 2 hours from

Lynette Sirmon All Realty Services

866 Casa Bianca Rd, Monticello, FL 32344
/5
$104,000 Sold Sep 30, 2024
- Land
- 20 Acres
- $5,200 per Acre
- 108 Days On Market
0 W Osprey Ln, Monticello, FL 32344

Nestled along a private road, this parcel of land presents an idyllic opportunity for recreational enthusiasts and discerning homeowners alike. Encompassing a lush expanse of wooded terrain, the property boasts an abundance of native wildlife, offering a tranquil retreat from the bustle of urban life. With its enviable 1350 feet of Lloyd Creek frontage gracefully traversing the landscape. Whether

Ondrea Maldonado Hamilton Realty Advisors LLC

0 W Osprey Ln, Monticello, FL 32344
/9
$53,000 Sold Sep 27, 2024
- Land
- 0.49 Acre
- $108,163 per Acre
- 1111 Days On Market
00 S Waukeenah St, Monticello, FL 32344

Beautiful lot within walking distance to/from Monticello center. Palms, Oaks & other natural, mature landscaping abound. A special place with an established southern feel. Ready for someone’s dream home. Survey Available.

Pam Kelly Kelly & Kelly Properties, Inc

00 S Waukeenah St, Monticello, FL 32344
/8
$205,000 Sold Sep 25, 2024
- Land
- 39 Acres
- $5,256 per Acre
- 41 Days On Market
xxx Tram Rd, Monticello, FL 32344

Discover the ultimate 39-acre paradise, comprised of three 13-acre plots sold as one expansive parcel. This property features mature planted pines, offering a lucrative cash crop for your benefit. Enjoy the tranquility of country life while being just minutes away from city amenities, with quick access to I-10 and a mere 30-minute drive to Florida State University (FSU) and Florida A&M University

Julie Cosper Pearson Realty Inc.

xxx Tram Rd, Monticello, FL 32344
/24
$110,000 Sold Sep 25, 2024
- 2,180 Sq Ft
- $50/SF
- 48 Days On Market
- 4 Beds
- 2 Baths
- Built 1930
10518 Waukeenah Hwy, Monticello, FL 32344

Discover the allure of country living with this exceptional farmhouse estate, never before listed! This is a once in a lifetime chance to own a piece of old Florida! From the moment you enter, the beautiful wood floors, spacious rooms, and crystal door knobs captivates the senses! Nestled on a picturesque 3-acre parcel, this property offers a tranquil retreat from the hustle and bustle of city

Era Cooper The American Dream

10518 Waukeenah Hwy, Monticello, FL 32344
/13
$180,000 Sold Sep 25, 2024
- 2,373 Sq Ft
- $76/SF
- 138 Days On Market
- 3 Beds
- 2 Baths
- Built 1956
1205 E Pearl St, Monticello, FL 32344

Classic brick ranch home over 2300 sf heated/cooled with 2900 sf under roof. Located on beautiful Pearl Street this home is extra roomy with formal living, formal dining, den and additional den/family room that could be made a 4th bedroom. Large kitchen space. Home needs a complete renovation inside and will need a new roof. Back yard is fenced with chain link.

Pam Kelly Kelly & Kelly Properties, Inc

1205 E Pearl St, Monticello, FL 32344
/42
$385,000 Sold Sep 24, 2024
- 2,000 Sq Ft
- $192/SF
- 80 Days On Market
- 3 Beds
- 2 Baths
- Built 2008
285 Mallard Ln, Monticello, FL 32344

Nestled on nearly 5 tranquil acres along the serene Lloyd Lake, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort and nature. The open living area features an extensive living room for gathering or relaxing by the beautifully bricked wood fireplace that flows into the kitchen and dining room. Large walk-in closets and a spacious master bath with a jetted tub and rock-tiled

Windy Grigsby Clover Key Realty

285 Mallard Ln, Monticello, FL 32344
/25
$296,000 Sold Sep 23, 2024
- 1,601 Sq Ft
- $185/SF
- 214 Days On Market
- 3 Beds
- 2 Baths
- Built 2024
50 Spruce Cir, Monticello, FL 32344

Move in Ready!! New Construction Build in a Serene Cul-de-Sac with No HOA! Get ready to be charmed by this new construction build, nestled on a partially wooded 0.51-acre lot in a desirable cul-de-sac location. This home offers a perfect blend of tranquility and convenience, making it an ideal place to call home. Situated just off of US19N, this property offers easy access to Historic

Tiffany Kasdorf The Nova Group Realty

50 Spruce Cir, Monticello, FL 32344
/40
$437,500 Sold Sep 20, 2024
- 765 Sq Ft
- $572/SF
- 165 Days On Market
- 3 Beds
- 1 Bath
- Built 1950
1911 Ashville Highlands Dr, Greenville, FL 32331

WANT TO LIVE OFF THE GRID? Two homes on 25.24 acres…private with high elevation Second home was built in 2021. Full RV hookup. Property qualifies for agricultural exception. Endless possibilities here!

Renee Smawley Steve C. Walker Realty, LLC

1911 Ashville Highlands Dr, Greenville, FL 32331
/12
$57,000 Sold Sep 19, 2024
- Land
- 5.00 Acres
- $11,400 per Acre
- 199 Days On Market
133 Smokehouse Farms Dr, Greenville, FL 32331

Check out this beautiful 5 acres located in Jefferson County. Well, septic, and electric already installed. Property includes an older mobile home and small cabin that has no value. Property is being offered As-Is with right to inspect.

Crystal Bochnia Madison Realty Group, LLC

133 Smokehouse Farms Dr, Greenville, FL 32331
/7
$113,900 Sold Sep 18, 2024
- Land
- 6 Acres
- $20,339 per Acre
- 20 Days On Market
0 Taylor Rd Unit 375808, Monticello, FL 32344

5.6 acres Taylor Rd. Wonderful Jefferson County location. Minutes from I-10/ Gamble Rd. + downtown Monticello. New 5 lot mini subdivision paved frontage, minimal restrictions to protect values. See survey and site plans in associated docs. 10 acre parcel also available for $169,900. Underground County water available.

Kevin Davis The Naumann Group Real Estate

0 Taylor Rd Unit 375808, Monticello, FL 32344
/27
$520,000 Sold Sep 16, 2024
- 2,187 Sq Ft
- $238/SF
- 44 Days On Market
- 3 Beds
- 3 Baths
- Built 1904
515 E Palmer Mill Rd, Monticello, FL 32344

Stunning 2100 sqft+ home on over 3 acres in Downtown Monticello, Florida. A must see property in the heart of the historic district. The only original 1904 space in this home is the classical living area. All others are updated! New roof with transferable warranty. This home has new master bathroom, flooring, paint, kitchen upgrades, and metal roof. Sporting a covered lap pool, green house,

Caleb Stephens Silo Hill Properties

515 E Palmer Mill Rd, Monticello, FL 32344
/2
$40,000 Sold Aug 18, 2025
- Land
- 2.50 Acres
- $16,000 per Acre
- 15 Days On Market
94 W Meadow Ln, Monticello, FL 32344

Escape to the quiet charm of Aucilla Forest & Meadows! This beautiful slice of country paradise offers peaceful surroundings and plenty of space to make your vision come to life. Conveniently located just a short drive to historic Monticello, FL and charming Thomasville, GA. Buyer to verify acreage and zoning. Come enjoy the best of North Florida living!

Anil Kabani Coldwell Banker Hartung

94 W Meadow Ln, Monticello, FL 32344
/2
$258,068 Sold Aug 01, 2025
- 1,000 Sq Ft
- $258/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 2024
115 Notre Dame, Monticello, FL 32344

Custom build under contract.

Chance Shutes Keller Williams Town & Country

115 Notre Dame, Monticello, FL 32344
/2
$550,000 Sold Jun 28, 2025
- 1,850 Sq Ft
- $297/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 2024
28 Sanctuary Dr, Monticello, FL 32344

in one of Jefferson County's most sought-after neighborhoods, sits 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

Chance Shutes Keller Williams Town & Country

28 Sanctuary Dr, Monticello, FL 32344
/2
$314,900 Sold May 08, 2025
- 1,166 Sq Ft
- $270/SF
- 40 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
2199 Old Lloyd Rd, Monticello, FL 32344

Mobile home has been completely rehabbed from the ground up. Sellers property disclosure is in associated docs listing all the improvements that have been done including the barn and storage building. Hardy board siding. Beautiful property, rolling hills with oak trees; 20 minutes to Tallahassee.

Starbuck Rissman Steve C. Walker Realty, LLC

2199 Old Lloyd Rd, Monticello, FL 32344
/2
$160,000 Sold Apr 17, 2025
- 990 Sq Ft
- $162/SF
- 165 Days On Market
- 2 Beds
- 2 Baths
- Built 2020
288 Forest Dr, Monticello, FL 32344

Last house on the right! Tucked away with privacy. 2 bed 2 Bath 2020 year model mobile home. In light lived in condition. On 2 well spaced acres with a couple out buildings and carport. Well landscaped and partial woods. High speed internet available with well and septic included. Close to Monticello FL and Thomasville GA. By appointment only.

Starbuck Rissman Steve C. Walker Realty, LLC

288 Forest Dr, Monticello, FL 32344
/2
$33,000 Sold Nov 14, 2024
- Land
- 0.19 Acre
- $173,684 per Acre
- 16 Days On Market
670 N Cherry St, Monticello, FL 32344

Ready to build on lot in Monticello. The lot is cleared with sewer and water. Very convenient location. 3 lots available. Price is firm.

Barry Kelly Kelly & Kelly Properties, Inc

670 N Cherry St, Monticello, FL 32344
/2
$32,500 Sold Nov 14, 2024
- Land
- 0.19 Acre
- $171,053 per Acre
- 16 Days On Market
655 N Cherry St, Monticello, FL 32344

Ready to build on lot in Monticello. The lot is cleared with sewer and water. Very convenient location. 3 lots available. Price is firm.

Barry Kelly Kelly & Kelly Properties, Inc

655 N Cherry St, Monticello, FL 32344
/2
$32,500 Sold Nov 14, 2024
- Land
- 0.19 Acre
- $171,053 per Acre
- 16 Days On Market
660 N Cherry St, Monticello, FL 32344

Ready to build on lot in Monticello. The lot is cleared with sewer and water. Very convenient location. 3 lots available. Price is firm.

Barry Kelly Kelly & Kelly Properties, Inc

660 N Cherry St, Monticello, FL 32344
/2
$65,000 Sold Nov 08, 2024
- 900 Sq Ft
- $72/SF
- 15 Days On Market
- 2 Beds
- 2 Baths
- Built 1957
57 Vinson Rd, Monticello, FL 32344

Live in Handy man special. 2 bedroom 2 bath cozy farm house on over an acre. With well and septic. A lot of the work has been done. Create a rental or live in starter home. Close to Thomasville GA.

Starbuck Rissman Steve C. Walker Realty, LLC

57 Vinson Rd, Monticello, FL 32344
/2
$50,000 Sold Oct 30, 2024
- Land
- 0.97 Acre
- $51,546 per Acre
1517 E Washington St, Monticello, FL 32344

Suburban Residential zoning, high visibility lot.

Barry Kelly Kelly & Kelly Properties, Inc

1517 E Washington St, Monticello, FL 32344
/2
$65,000 Sold Oct 10, 2024
- Land
- 1.00 Acre
- $65,000 per Acre
- 92 Days On Market
XXX E Washington, Monticello, FL 32344

Entered for comp purposes only.

Kristine Hill Kristi Hill Real Estate

XXX E Washington, Monticello, FL 32344
/2
$33,000 Sold Oct 01, 2024
- Land
- 0.89 Acre
- $37,079 per Acre
- 27 Days On Market
00 Florida Ave, Monticello, FL 32344

Sold/comp

Grayson Boyd FL-GA Realty & Auction

00 Florida Ave, Monticello, FL 32344

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