Jefferson County, FL Homes

/3
$437,500
- Land
- 22.13 Acres
- $19,770 per Acre
00 Boston Hwy, Monticello, FL 32344

2 MILES FROM Monticello Courthouse! Bordering Jefferson County Country Club. 2 Parcels for total of 22.13 Acres adjacent to Jefferson County Golf Club and bordering Boston Hwy- 1028 ft. frontage - and Mamie Scott Drive. 2 Acres on Mamie Scott with 360' FRONTAGE AND has City Water/Electric Access and is actually within City Limits with zoning of RESIDENTIAL-MULTIFAMILY. Remaining property zoning

Jennifer Ward Century 21 First Story

00 Boston Hwy, Monticello, FL 32344
/36
$127,000 Sold Aug 29, 2025

2265 Deerwood Blvd, Greenville, FL 32331
- 4 Beds
- 2 Baths
- 2,280 Sq Ft
- Built 2004
Last Sold Summary
- 18% Below List Price
- $56/SF
- 74 Days On Market
Last Listing Agent Jessica Webb A Main Street Realty Co, LLC

2265 Deerwood Blvd, Greenville, FL 32331

/25
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
40 Spruce Cir, Monticello, FL 32344

40 Spruce Cir, Monticello, FL 32344

/42
$355,000
- 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 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.

Catherine Hope All Realty Services

155 E Seminole Ave, Monticello, FL 32344
/36
$350,000 Sold Sep 15, 2025

259 Barnes Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,020 Sq Ft
- Built 1990
Last Sold Summary
- 20% Below List Price
- $173/SF
- 120 Days On Market
Current Estimated Value $358,587

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

259 Barnes Rd, Monticello, FL 32344

/32
Not Listed For Sale
1262 NW Hawks Ave, Greenville, FL 32331

1262 NW Hawks Ave, Greenville, FL 32331

/70
$485,000
- 4 Beds
- 3 Baths
- 2,032 Sq Ft
54 Woodland Dr, Monticello, FL 32344

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

Lisa Carey Coldwell Banker Hartung

54 Woodland Dr, Monticello, FL 32344
/37
$450,000 Sold Oct 15, 2025

376 Tecumseh Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,076 Sq Ft
- Built 1990
Last Sold Summary
- 3% Below List Price
- $217/SF
- 57 Days On Market
Last Listing Agent Casey Skelton Pearson Realty Inc.

376 Tecumseh Rd, Monticello, FL 32344

/21
Est $106,950 Not Listed For Sale
1060 Vista Rd, Monticello, FL 32344

1060 Vista Rd, Monticello, FL 32344

/52
$449,000
- 4 Beds
- 3 Baths
- 3,188 Sq Ft
930 E Pearl St, Monticello, FL 32344

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

Rachel Sparling All Realty Services

930 E Pearl St, Monticello, FL 32344
/40
$520,000 Sold Aug 15, 2025

141 Shumard Ct, Monticello, FL 32344
- 3 Beds
- 3 Baths
- 2,661 Sq Ft
- Built 2021
Last Sold Summary
- 10% Below List Price
- $195/SF
- 241 Days On Market
Current Estimated Value $519,245

Last Listing Agent Kara Richetti Real Broker LLC

141 Shumard Ct, Monticello, FL 32344

/42
Est $576,282 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 3,049 Sq Ft
456 Ridge Rd, Monticello, FL 32344

456 Ridge Rd, Monticello, FL 32344

/19
$395,000
- Land
- 3.2 Acres
- $123,438 per Acre
XX Shiver Rd, Monticello, FL 32345

Beautiful High lot at corner of Hwy 19, Shiver and Lake Rd. This listing is compilation of 3 contiguous parcels : (19-2N-5E-0140-0000-0300 and 19-2N-5E-0000-0210-0000 and 19-2N-5E-0140-0000-0170). for a total of 3.25 acres . PRIME location for multi-family, office, mixed use commercial business that needs visibility and ease of access. Utilities available- Water access to main line is Under Hwy

Jennifer Ward Century 21 First Story

XX Shiver Rd, Monticello, FL 32345
/27
$80,000 Sold Aug 25, 2025

208 Robin Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
- Built 1980
Last Sold Summary
- 6% Below List Price
- $70/SF
- 7 Days On Market
Last Listing Agent Kimberly Nabors Nabors Realty LLC

208 Robin Rd, Monticello, FL 32344

/28
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,008 Sq Ft
3360 Thompson Valley Rd, Monticello, FL 32344

3360 Thompson Valley Rd, Monticello, FL 32344

/40
$1,190,000
- 4 Beds
- 6 Baths
- 9,848 Sq Ft
193 Nautilus Dr, Monticello, FL 32344

Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the heart of the woods. This meticulously renovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving walls that exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamless blend

Ondrea Maldonado Hamilton Realty Advisors LLC

193 Nautilus Dr, Monticello, FL 32344
/42
$449,000 Sold Apr 30, 2025

340 E Washington St, Monticello, FL 32344
- 3 Beds
- 3.5 Baths
- 3,635 Sq Ft
- Built 1842
Last Sold Summary
- $124/SF
- 80 Days On Market
Current Estimated Value $464,831

Last Listing Agent Sandy Ferrera All County Suncoast Property

340 E Washington St, Monticello, FL 32344

/41
Est $601,653 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,834 Sq Ft
1113 Old Lloyd Rd, Monticello, FL 32344

1113 Old Lloyd Rd, Monticello, FL 32344

/9
$120,000
- Land
- 2.01 Acres
- $59,701 per Acre
40 Westview Ln, Monticello, FL 32344

Load up and take a ride to Lloyd Fl. located between Tallahassee and Monticello Fl. Being offered "AS IS" two 1 acre parcels 18-1N-4E-0108-000G-0030 & 18-1N-4E-0108-000G-0040 for a total of 2.01 acres! Power, septic and well on site, as well as access to city water. There is a 1989 mobile home on site that may be salvageable to the right buyer, or haul it off and prepare for a new build! Bring

Alicia Radtke All Realty Services

40 Westview Ln, Monticello, FL 32344
/2
$280,000 Sold Nov 04, 2025

665 W Washington St, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 3,348 Sq Ft
- Built 1915
Last Sold Summary
- 7% Below List Price
- $84/SF
- 88 Days On Market
Last Listing Agent Catherine Hope All Realty Services

665 W Washington St, Monticello, FL 32344

/33
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,658 Sq Ft
696 Taylor Rd, Monticello, FL 32344

696 Taylor Rd, Monticello, FL 32344

/39
$165,000
- 3 Beds
- 2 Baths
- 2,050 Sq Ft
534 N Barber Hill, Lamont, FL 32336

This all brick three bedroom two bath home on an acre of land features high ceilings, luxury vinyl plank, carpet and tile, nice sized kitchen, den with fireplace, and additional living space that could be used as an office with its own side entrance. Plenty of storage at this home with and carport space. Make this your home today with some TLC.

Othell Broger Broger Real Estate Services

534 N Barber Hill, Lamont, FL 32336
/46
$190,000 Sold Sep 30, 2025

59 Westview Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,430 Sq Ft
- Built 2021
Last Sold Summary
- 3% Below List Price
- $133/SF
- 27 Days On Market
Last Listing Agent Jason Glover Bulldog Properties, LLC

59 Westview Ln, Monticello, FL 32344

/27
Not Listed For Sale
VACANT Shiver, Monticello, FL 32344

VACANT Shiver, Monticello, FL 32344

/34
$219,000
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
185 Mallard Ln, Monticello, FL 32344

See updated pictures - motivated Sellers. Newer 2020 mobile home on 1.95 acres. This simple but beautiful property backs up to a lake. Property is mostly wooded at the moment but if cleared would have a lovely view of the lake and the Monticello sunsets. Located in a quiet neighborhood in Lloyd Acres. Mobile home offers open concept living, dining and kitchen area with three bedrooms and two

Jennifer Weeks J. D. Salley & Associates, Inc

185 Mallard Ln, Monticello, FL 32344
/9
$43,000 Sold May 02, 2025

TBD Ashville Highlands Dr, Greenville, FL 32331
- Land
- 5.01 Acres
- $8,583 per Acre
Last Sold Summary
- 7% Below List Price
- 98 Days On Market
Last Listing Agent Grayson Boyd FL-GA Realty & Auction

TBD Ashville Highlands Dr, Greenville, FL 32331

/4
Not Listed For Sale
TBD Rudolph Ln, Monticello, FL 32344

TBD Rudolph Ln, Monticello, FL 32344

/70
$505,500
- 3 Beds
- 2.5 Baths
- 3,126 Sq Ft
1628 N Jefferson St, Monticello, FL 32344

Charming Traditional Brick Home with Spectacular Sunset Views on 1.5 Acres Experience classic Florida living with this charming, traditional 3,126-square-foot brick home, perfectly nestled on one of the highest elevations in Jefferson County. Enjoy a blend of vintage character and modern functionality in this beautifully detailed residence, offering an ideal setting for relaxation and

Jennifer Ward Century 21 First Story

1628 N Jefferson St, Monticello, FL 32344
/4
$6,000 Sold Jul 08, 2025

TBD Hangar Ln, Greenville, FL 32331
- Land
- 0.25 Acre
- $24,000 per Acre
Last Sold Summary
- 25% Below List Price
- 91 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

TBD Hangar Ln, Greenville, FL 32331

/5
Not Listed For Sale
XX Taylor Parcel #2 Rd, Monticello, FL 32344

XX Taylor Parcel #2 Rd, Monticello, FL 32344

/6
$475,000
- Land
- 85.69 Acres
- $5,543 per Acre
xxx Big Joe Rd, Monticello, FL 32344

This 86 acre beautiful and serene parcel is Zoned Agri-05 and has tons of potential and a plethora of land uses ranging from residential, to outdoor recreational, and even institutional. Perfect for a wedding venue, camping grounds, or possibly a gun range. Seller is willing to pay for survey with an acceptable offer!

Lynnaye Boyd Resilience Realty

xxx Big Joe Rd, Monticello, FL 32344
/27
$315,000 Sold Aug 22, 2025

395 W Palmer Mill Rd, Monticello, FL 32344
- 3 Beds
- 1.5 Baths
- 1,772 Sq Ft
- Built 1924
Last Sold Summary
- 3% Below List Price
- $178/SF
- 9 Days On Market
Last Listing Agent Mark Vollertsen Advanced Real Estate Sales

395 W Palmer Mill Rd, Monticello, FL 32344

/8
Not Listed For Sale
Lot 32 Ashville Hwy, Greenville, FL 32331

Lot 32 Ashville Hwy, Greenville, FL 32331

/28
$200,000
- 3 Beds
- 2 Baths
- 1,292 Sq Ft
463 Murmuring Creek Rd, Monticello, FL 32344

Move in ready home on over 5 acres in beautiful Monticello Florida. Newer Roof 2024, Freshly painted, new skirting, windows, hot water heater 2024, flooring. No HOA

Jennifer Atwell Ketcham Realty Group, Inc.

463 Murmuring Creek Rd, Monticello, FL 32344
/42
$320,000 Sold Oct 20, 2025

852 E Buckhorn Trail, Greenville, FL 32331
- 4 Beds
- 4 Baths
- 3,456 Sq Ft
- Built 1986
Last Sold Summary
- 16% Below List Price
- $93/SF
- 153 Days On Market
Last Listing Agent Lynette Sirmon All Realty Services

852 E Buckhorn Trail, Greenville, FL 32331

/11
Est $189,048 Not Listed For Sale
1317 Saint Augustine, Monticello, FL 32344

1317 Saint Augustine, Monticello, FL 32344

/31
$230,000 Under Contract
- 3 Beds
- 2 Baths
- 1,005 Sq Ft
3229 Deerwood Blvd, Greenville, FL 32331

Escape to your own private slice of Florida! This spacious mobile home sits on an impressive +/- 29.1 acres of beautiful land, offering endless possibilities for farming, livestock, recreation, or simply enjoying the peace and quiet of country living. The property features a large metal barn, perfect for storage, equipment, or workshop space. The home provides comfortable living with an open

Constance DAY Southern Land & Homes

3229 Deerwood Blvd, Greenville, FL 32331
/42
$335,000 Sold Jul 24, 2025

580 Holly Rd, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,551 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $216/SF
- 45 Days On Market
Current Estimated Value $333,313

Last Listing Agent Anthony Gifford Pointer Realty

580 Holly Rd, Monticello, FL 32344

/30
Est $325,236 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,014 Sq Ft
96 Blue Jay, Monticello, FL 32344

96 Blue Jay, Monticello, FL 32344

/34
$249,900
- 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

Showing Results 241 - 280, Page 7 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