Jefferson, FL Homes

/39
Est $482,762 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

/41
$349,500
- 4 Beds
- 2 Baths
- 2,162 Sq Ft
4081 Gamble Rd, Monticello, FL 32344

Nestled on a serene 5-acre retreat, this charming storybook cottage feels like a hidden gem, yet it’s just 15 minutes from downtown Monticello’s quaint shops and restaurants. Tucked back from the road for ultimate privacy, this well-maintained home is surrounded by natural beauty, including native plants, wild azaleas, and lush greenery. Step onto the inviting front porch and into a warm,

Malissa Henning EXP Realty, LLC

4081 Gamble Rd, Monticello, FL 32344
/40
$425,000 Sold Apr 18, 2025
- 3,174 Sq Ft
- $134/SF
- 27 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1895
310 E Dogwood St, Monticello, FL 32344

Step into history with the breathtaking Camellia House, a stunning Queen Anne-style home built in 1895-96 by William Bishop, a prominent local business owner with ties to the tung oil, retail, and lumber industries. Originally crafted as a wedding gift for his eldest sister, this home boasts intricate features and craftsmanship typically reserved for affluent families of the era. Its beauty has

Devin Lohman Lohman Realty LLC

310 E Dogwood 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

/14
$189,000
- 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
/34
$250,000 Sold Apr 17, 2025
- 1,731 Sq Ft
- $144/SF
- 83 Days On Market
- 3 Beds
- 2 Baths
- Built 1994
194 Deer Run Rd, Monticello, FL 32344

Enjoy the peaceful vibes of this creekside Barndominium in the woods. This property has quaint country living upstairs to include the primary bedroom, on suite bathroom and large walking closet, antique wood stove and a beautiful lookout porch in the rear of the property. Downstairs you have plenty of open space for entertaining your guests including 2 bedrooms, on suite bathroom and laundry as

Christopher Taylor Xcellence Realty

194 Deer Run Rd, Monticello, FL 32344

/36
Est $289,595 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,421 Sq Ft
275 Rudolph Ln, Monticello, FL 32344

275 Rudolph Ln, Monticello, FL 32344

/55
$1,100,000
- 5 Beds
- 5.5 Baths
- 4,700 Sq Ft
1165 Dills Rd, Monticello, FL 32344

Nature Lover’s Dream — a rare opportunity to own a stunning custom estate offering peace, privacy, and over 21 acres of unspoiled natural beauty. Thoughtfully designed for both comfort and function, this spacious home boasts more than 4,500 square feet of living space. Inside, enjoy a gourmet kitchen with gas range and butler’s pantry, formal and casual living areas, a cozy library, and a

Callie Rhoads The Naumann Group Real Estate

1165 Dills Rd, Monticello, FL 32344
/34
$550,000 Sold Apr 15, 2025
- 2,126 Sq Ft
- $259/SF
- 107 Days On Market
- 4 Beds
- 2 Baths
- Built 2007
136 Bob White Trail, Monticello, FL 32344

Make this piece of paradise your own! As you pull into the driveway, you will feel as if you have escaped the stresses of every day life and have just arrived at your vacation destination. This property features a beautiful home, ample outdoor entertaining space, two ponds (one fully stocked including a duck), chicken coup, a pole barn, workshop with space for a man cave/game room, and 10 acres

Angela Wills Team Wills Real Estate Group

136 Bob White Trail, Monticello, FL 32344

/11
Est $97,527 Not Listed For Sale
- 2 Beds
161 Meadow Dr, Monticello, FL 32344

161 Meadow Dr, Monticello, FL 32344

/11
$26,000
- Land
- 2.00 Acres
- $13,000 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
/19
$120,000 Sold Apr 15, 2025
- 2,600 Sq Ft
- $46/SF
- 255 Days On Market
- 5 Beds
- 3 Baths
- Built 1956
1385 Florida Ave, Monticello, FL 32344

**Multiple Offers** *Short Sale 3rd Party Approval Required* Main House 3Bdrm 2Ba w/attached Apartment/2Bdrm 1Ba In-Law Suite w/Kitchen, Living Area, Private Entrance & separate Driveway. Single Family Home, One Home w/Apartment as Rental, or Multi-Family/Generational Living. Corner Double Lot. Roof Replacement & HVAC (Main House) needed. Updates/Upgrades and General TLC needed. Buyer to verify

Christopher Chaback Keller Williams Town & Country

1385 Florida Ave, Monticello, FL 32344

/3
Est $119,928 Not Listed For Sale
- 30000 Beds
393 E Glenn Rd, Monticello, FL 32344

393 E Glenn Rd, Monticello, FL 32344

/29
$295,000
- 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
/35
$550,000 Sold Apr 04, 2025
- 1,761 Sq Ft
- $312/SF
- 179 Days On Market
- 2 Beds
- 2 Baths
- Built 2007
596 Attatulga Rd, Lamont, FL 32336

Great Property with Morton Building Home and Separate Morton Building garage/workshop. Original home was built in 2007 with complete renovation in 2022. Home is in excellent condition with a 2 bedroom 2 bath set up that includes an extra large master bedroom and walk in closet. Open floor plan with kitchen/living and separate dining. Additional room used for office space. Garage/Workshop built

Pam Kelly Kelly & Kelly Properties, Inc

596 Attatulga Rd, Lamont, FL 32336

/27
Est $226,815 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
84 Hillside Rd, Monticello, FL 32344

84 Hillside Rd, Monticello, FL 32344

/47
$329,900
- 3 Beds
- 2 Baths
- 1,370 Sq Ft
1530 Sweetbay Ct, Monticello, FL 32344

Beautiful 2021 built 3/2 home on quiet cul-de-sac across from a gorgeous green space with mature trees! Stunning light and bright features with an updated kitchen and baths, including laminate light oak wood flooring, granite counters, stainless appliances, covered back porch and two car garage. This home is a must-see!

Amber Renaud The Nova Group Realty

1530 Sweetbay Ct, Monticello, FL 32344
/17
$189,000 Sold Apr 02, 2025
- 2,525 Sq Ft
- $75/SF
- 233 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1960
485 Morris Rd, Monticello, FL 32344

New Roof! New HVAC! Some repairs needed such as finishing half bath. Nearly a half acre of stunning backyard on the lake with outbuilding and shed for picnics and gatherings. Enclosed carport increases living/gathering space inside! So much opportunity here!

Susan Gillespie Lord & Stanley Realty, Inc.

485 Morris Rd, Monticello, FL 32344

/13
Est $129,464 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,320 Sq Ft
56 Ward Rd, Monticello, FL 32344

56 Ward Rd, Monticello, FL 32344

/20
$139,000
- 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 $75/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
/13
$34,000 Sold Mar 31, 2025
- 660 Sq Ft
- $52/SF
- 27 Days On Market
- 1 Bed
- 1 Bath
- Built 1911
265 Bowman St, Monticello, FL 32344

Great potential to build a new home just steps away from historic downtown Monticello, the courthouse, restaurants, and shops! There are beautiful homes across the street making this an idea piece of land to build a new home. The property that is currently on this lot is in very poor condition and is most likely a tear down or at minimum a gut-job but lots of great potential on this one!

Amber Renaud The Nova Group Realty

265 Bowman St, Monticello, FL 32344

/5
Not Listed For Sale
xx Landfill Rd, Monticello, FL 32344

xx Landfill Rd, Monticello, FL 32344

/4
$259,900
- 5 Beds
- 3 Baths
- 4,026 Sq Ft
620 Hill St, Monticello, FL 32344

Welcome to this charming home located at 620 Hill St in Monticello, FL. This delightful property features a spacious layout with multiple bedrooms and bathrooms, providing ample space for comfort and functionality. Enjoy the serene surroundings and beautiful exterior, complemented by a well-maintained yard. Inside, you'll find a bright and inviting living area, a modern kitchen, and elegant

Steven Koleno Beycome of Florida LLC

620 Hill St, Monticello, FL 32344
/3
$72,000 Sold Mar 31, 2025
- Land
- 38 Acres
- $1,891 per Acre
- 62 Days On Market
4019 Ashville Hwy Unit o, Monticello, FL 32344

Total of 38.07 acres in desirable Ashville Highway area of Monticello. Five miles from Downtown. East Jefferson County, known for beautiful rolling hills, lined with majestic century oaks. 12.35-acre parcel with an older mobile home (minimal value) fronting Ashville Highway, and an additional 25.72-acre tract on Steen Road 1.1 mile from the 12-acre parcel on Ashville Highway. The older mobile

Sarah Scott Coldwell Banker Hartung

4019 Ashville Hwy Unit o, Monticello, FL 32344

/42
Est $646,007 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
649 Waukeenah Plantation Rd, Monticello, FL 32344

649 Waukeenah Plantation Rd, Monticello, FL 32344

/42
$614,900
- 3 Beds
- 2.5 Baths
- 2,560 Sq Ft
181 Heritage Blvd, Monticello, FL 32344

Craftsman style house in Heritage Hills subdivision~ Seller contemplating backup contracts~ The house features 3 bedrooms/2 bathrooms and is energy efficient (Green Certified) ~ Luxurious hardwood flooring and a deluxe primary bathroom with separate jetted tub & large shower ~ Custom built-in cabinets in the living room and office ~ Regal craftsman style interior trim throughout and

Mariela Bartens Coldwell Banker Hartung

181 Heritage Blvd, Monticello, FL 32344
/32
$390,000 Sold Mar 27, 2025
- 1,803 Sq Ft
- $216/SF
- 90 Days On Market
- 4 Beds
- 2 Baths
- Built 1987
39 Indian Hills Rd, Monticello, FL 32344

Beautiful four bedroom 2 bath home; spacious kitchen with coffee bar and second sink; formal dining room; cozy living room with a wood-burning fireplace; this leads you to a large deck with a 30 foot pool. Walk-in closet in master bath; variety of fruit trees and flowers located on 5 high and dry acres. 12x20 shed with electric, AC & water. Pole barn. Quick access to Tallahassee. Also shown by

Steve Walker Steve C. Walker Realty, LLC

39 Indian Hills Rd, Monticello, FL 32344

/18
Not Listed For Sale
0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

/27
$240,000
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
140 E Buckhorn Trail, Greenville, FL 32331

Welcome to this peaceful countryside retreat, located on a spacious, private lot in Greenville, FL. This charming 3-bedroom, 2-bath home combines warmth, functionality, and ample space both inside and out. As you enter, you'll find a bright and inviting living area with a wall of windows that allows natural light to pour in and provides serene views of the surrounding woods. The sunroom is a

Christopher Worth Keller Williams Town & Country

140 E Buckhorn Trail, Greenville, FL 32331
/35
$541,500 Sold Mar 27, 2025
- 1,945 Sq Ft
- $278/SF
- 67 Days On Market
- 4 Beds
- 2 Baths
- Built 2024
129 White Oak Dr, Monticello, FL 32344

The builder is offering a $10,000 buyer's credit for closing costs or interest rate buy down. Beautifully appointed home with 4 bedrooms, flex room, and commercial style kitchen backs up to 100 acre greenspace. Watch the deer and turkeys in your own yard from the covered porch. Beautiful quartz countertops, oversize drawers, and upscale appliances with 36" gas range with griddle. Tray ceilings

Marshall Gibbs Capital City Real Estate Group

129 White Oak Dr, Monticello, FL 32344

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
21 Mire Ct, Monticello, FL 32344

21 Mire Ct, Monticello, FL 32344

/42
$375,000
- 4 Beds
- 3 Baths
- 2,223 Sq Ft
155 E Seminole Ave, Monticello, FL 32344

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 en suite 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

Catherine Hope All Realty Services

155 E Seminole Ave, Monticello, FL 32344
/26
$207,000 Sold Mar 26, 2025
- 1,260 Sq Ft
- $164/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 2010
434 Alexander Rd, Lamont, FL 32336

Discover the charm of this cozy 3-bedroom, 2-bath home set on a generous 1-acre lot, just 25 minutes from Tallahassee and only 10 minutes from Monticello’s fantastic restaurants and quaint downtown shops. With a 1-car garage and hardwood and tile flooring throughout, this home is perfect for anyone looking for comfort and convenience. The spacious kitchen is a great place for the family to

Allison Smith OaksFeather Realty

434 Alexander Rd, Lamont, FL 32336

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
24 Mire Ct, Monticello, FL 32344

24 Mire Ct, Monticello, FL 32344

/16
$99,900
- Land
- 5 Acres
- $18,500 per Acre
70 E 2nd Way, Greenville, FL 32331

Off Grid Living? Fly a plane and Bring a horse. Paved Road frontage on this 5.40 acre parcel with perimeter fencing and cross fencing. Property was a total off-grid living arrangement at one point. Deep well with gravity made pressure tank. Solar shed and station. Tiny home with air conditioning. Feed Stall for the horse. Property was being maintained as a park like setting up until a few years

Starbuck Rissman Steve C. Walker Realty, LLC

70 E 2nd Way, Greenville, FL 32331
/42
$629,000 Sold Mar 26, 2025
- 2,205 Sq Ft
- $285/SF
- 38 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2023
531 Ridge Rd, Monticello, FL 32344

Discover custom craftsmanship in this designed 3-bedroom, 2.5-bathroom home situated on 5.54 acres of picturesque countryside, boasting a striking Tricorn Black exterior with board & batten fiber cement siding. Interior Highlights - - Open and airy floor plan with 9ft ceilings throughout, accentuated by a stunning 12ft vaulted ceiling in the living room adorned with poplar wood beams - - Cozy

Tiffany Kasdorf The Nova Group Realty

531 Ridge Rd, Monticello, FL 32344

/5
Est $299,315 Not Listed For Sale
2312 Hartsfield Rd, Monticello, FL 32344

2312 Hartsfield Rd, Monticello, FL 32344

/36
$154,700
- 4 Beds
- 2 Baths
- 2,280 Sq Ft
2265 Deerwood Blvd, Greenville, FL 32331

Peace and tranquility can be yours in this great location when you bring your toolbox and give this home new life. With 4 bedrooms, a living room and family room, plus a bonus sitting room off the master, there is ample space for everyone to spread out and enjoy. The large kitchen features a center island, perfect for the family to gather. A large ensuite bath features a garden tub, a separate

Jessica Webb A Main Street Realty Co, LLC

2265 Deerwood Blvd, Greenville, FL 32331
/3
$180,000 Sold Mar 24, 2025
- Land
- 26 Acres
- $6,998 per Acre
- 12 Days On Market
000 Steen Rd, Monticello, FL 32344

25 acres in desirable Ashville Highway area of Monticello. Five miles from Downtown. East Jefferson County, known for beautiful rolling hills, lined with majestic century oaks. Build your dream home, create a homestead, or start your farm. This quiet 25 acre parcel offers many possibilities to enjoy planting roots in the country. Rural, small town living at its best. Historic Downtown Monticello

Sarah Scott Coldwell Banker Hartung

000 Steen Rd, Monticello, FL 32344

/7
Not Listed For Sale
245 Whipporwill Rd, Monticello, FL 32344

245 Whipporwill Rd, Monticello, FL 32344

Showing Results 121 - 160, Page 4 of 18

Florida Jefferson County

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage