Jefferson County, FL Homes

/6
$217,500 Sold Feb 19, 2026

TBD Orchard Ln, Monticello, FL 32344
- Land
- 10 Acres
- $21,750 per Acre
Last Sold Summary
- 5% Below List Price
- 4 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

TBD Orchard Ln, Monticello, FL 32344

/5
Est $116,442 Not Listed For Sale

394 E Osprey Ln, Monticello, FL 32344
- 3 Beds
- Built 1988
394 E Osprey Ln, Monticello, FL 32344

Last Sold Summary
- 37% Above List Price
- $58/SF
- 41 Days On Market
Last Sold Price $85,000

Last Listing Agent Shannon Pararo Big Fish Real Estate Services

/28
$120,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
159 W Notre Dame St, Monticello, FL 32344

A perfect redevelopment opportunity or your next home or investment property awaits! Lot could be subdivided into two lots. Enjoy peaceful country living just minutes from I-10 with this well-maintained 2-bedroom, 1-bath mobile home on a half acre in beautiful Lloyd, Florida. The home features about 600 square feet of cozy, efficient living space that’s been lovingly cared for and is move-in

Raymond Seaman

Dalton Wade, Inc

(448) 200-2241

159 W Notre Dame St, Monticello, FL 32344
/11
$95,000 Sold May 15, 2025

0 E Glenn Rd, Monticello, FL 32344
- Land
- 10.46 Acres
- $9,082 per Acre
Last Sold Summary
- 12% Above List Price
- 170 Days On Market
Last Listing Agent Danielle Andrews Realty One Group Next Gen

0 E Glenn Rd, Monticello, FL 32344

/37
Not Listed For Sale

107 Tarn Way, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,806 Sq Ft
- Built 2024
107 Tarn Way, Monticello, FL 32344

Last Sold Summary
- $230/SF
- 46 Days On Market
Last Sold Price $416,000

Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

/27
$349,000
- 3 Beds
- 2 Baths
- 1,774 Sq Ft
8156 Waukeenah Hwy, Monticello, FL 32344

Rare Find! Country Living on 1 Acre-No HOA! Enjoy peaceful country living on a full 1-acre property with no HOA restrictions. This spacious 1774 square foot home features 3 bedrooms and 2 bathrooms with a bright open concept layout. The home features LVP flooring throughout, fresh interior paint in main living area, and a new roof in 2023 for added piece of mind. The primary suite includes a

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 288-3209

8156 Waukeenah Hwy, Monticello, FL 32344
/26
$231,000 Sold Aug 20, 2025

495 N Cherry Ct, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 2005
Last Sold Summary
- 14% Below List Price
- $173/SF
- 161 Days On Market
Current Estimated Value $248,924

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

495 N Cherry Ct, Monticello, FL 32344

/7
Not Listed For Sale

0 Taylor Rd Unit 376815, Monticello, FL 32344
0 Taylor Rd Unit 376815, Monticello, FL 32344

Last Sold Summary
- 74 Days On Market
Last Sold Price $111,000

Last Listing Agent Kevin Davis The Naumann Group

/38
$274,900
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
490 N Cherry Ct, Monticello, FL 32344

Step into city living just steps from Downtown Monticello, Fl. This one-story condo with private backyard blends modern convenience in this coveted over 55 neighborhood of only 8 units. 2 bedrooms & 2 baths, laundry room with stack unit, W/D included, but the favorite room in the house is the sunroom. Inside, enjoy the bright open-concept living with high ceilings, crown molding, LVP & engineered

Pam Hoveland

Landcorp, Inc.

(448) 231-4689

490 N Cherry Ct, Monticello, FL 32344
/8
$35,000 Sold Jul 30, 2025

1024 Vista Rd, Monticello, FL 32344
- Land
- 5 Acres
- $7,000 per Acre
Last Sold Summary
- 18% Below List Price
- 341 Days On Market
Current Estimated Value $36,987

Last Listing Agent Heather Boyd FL-GA Realty & Auction

1024 Vista Rd, Monticello, FL 32344

/9
Not Listed For Sale

1446 Ashville Highlands Dr, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1995
1446 Ashville Highlands Dr, Greenville, FL 32331

Last Sold Summary
- $45/SF
- 137 Days On Market
Last Sold Price $60,001

Last Listing Agent Othell Broger Broger Real Estate Services

/21
$172,500
- Land
- 10 Acres
- $17,250 per Acre
TBD Rainey Run, Monticello, FL 32344

Gated rural community, lakefront 10 acres with large hardwoods. Tranquility awaits, gently sloping land with some clearing.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 233-5231

TBD Rainey Run, Monticello, FL 32344
/20
$82,500 Sold Jul 02, 2025

91 W 7th Way, Greenville, FL 32331
- Land
- 5 Acres
- $16,500 per Acre
Last Sold Summary
- 3% Below List Price
- 30 Days On Market
Current Estimated Value $80,635

Last Listing Agent Heather Rybak Rybak Realty, LLC

91 W 7th Way, Greenville, FL 32331

/22
Not Listed For Sale

0 Deerwood Blvd Unit 376476, Greenville, FL 32331
0 Deerwood Blvd Unit 376476, Greenville, FL 32331

Last Sold Summary
- 99 Days On Market
Last Sold Price $36,211

Last Listing Agent Steven Koleno Beycome of Florida LLC

/3
$79,900
- Land
- 1.39 Acres
- $57,482 per Acre
TBD Pineview Rd, Monticello, FL 32344

Very nice high and dry 1.39 acres, ideal for new home or mobile home. New Well.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 333-1312

TBD Pineview Rd, Monticello, FL 32344
/61
$330,000 Sold Jan 29, 2026

864 Ashville Hwy, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 1930
Last Sold Summary
- 1% Below List Price
- $224/SF
- 1 Day On Market
Current Estimated Value $323,116

Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

864 Ashville Hwy, Monticello, FL 32344

/23
Not Listed For Sale

5585 Turkey Scratch Rd, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
- Built 2003
5585 Turkey Scratch Rd, Monticello, FL 32344

Last Sold Summary
- $44/SF
- 33 Days On Market
Last Sold Price $80,000

Last Listing Agent Keith Gordon Get More Offers

/57
$549,000
- 3 Beds
- 3 Baths
- 2,187 Sq Ft
515 E Palmer Mill Rd, Monticello, FL 32344

Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downtown Monticello, FL. Not only is this home located on a private 3.54 acre spread, surrounded by a perimeter of natural foliage, but the home itself has been beautifully updated, blending the charm of old and the convenience of new. The 3 bedroom/3 bathroom, 2,000+ sq ft home has a kitchen flooded with natural

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 334-5445

515 E Palmer Mill Rd, Monticello, FL 32344
/25
$74,090 Sold Dec 12, 2025

687 Smokehouse Farms Dr Unit na, Greenville, FL 32331
- Land
- 5.01 Acres
- $14,788 per Acre
Last Sold Summary
- 13% Below List Price
- 54 Days On Market
Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

687 Smokehouse Farms Dr Unit na, Greenville, FL 32331

/12
Not Listed For Sale

509 Waukeenah Hwy, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1999
509 Waukeenah Hwy, Monticello, FL 32344

Last Sold Summary
- $118/SF
- 97 Days On Market
Last Sold Price $159,000

Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

/60
$700,000
- 4 Beds
- 3 Baths
- 2,112 Sq Ft
925 Hiawatha Farms Rd, Monticello, FL 32344

Custom hurricane-resistant/efficiency home on 3.6 private acres in a gated equestrian community, just 17 miles east of Tallahassee and 1 mile to I-10 (Exit 217). Built in 2013, this 2,112 sq ft home features 4 bedrooms, 3 full baths, and 9’ ceilings throughout. Constructed with Nudura ICF 12” insulated concrete exterior walls for superior strength, energy efficiency, and sound insulation.

Joann Jacobs

Coldwell Banker Hartung

(448) 230-7519

925 Hiawatha Farms Rd, Monticello, FL 32344
/46
$900,000 Sold Mar 23, 2026

525 Taylor Rd, Monticello, FL 32344
- 4 Beds
- 4.5 Baths
- 3,610 Sq Ft
- Built 2005
Last Sold Summary
- 14% Below List Price
- $249/SF
- 7 Days On Market
Current Estimated Value $721,440

Last Listing Agent Michele Arceneaux Kelly & Kelly Properties, Inc

525 Taylor Rd, Monticello, FL 32344

/42
Not Listed For Sale

1851 Whitehouse Rd, Monticello, FL 32344
- 4 Beds
- 2.5 Baths
- 2,057 Sq Ft
- Built 2005
1851 Whitehouse Rd, Monticello, FL 32344

Last Sold Summary
- $194/SF
- 2 Days On Market
Last Sold Price $400,000

Last Listing Agent Susan Byler Keller Williams Town & Country

/67
$399,900
- 4 Beds
- 2 Baths
- 2,314 Sq Ft
701 Barber Hill, Lamont, FL 32336

Just reduced! Welcome to a classic country farmhouse set on 19.21 picturesque acres, offering the space, infrastructure, and versatility today’s buyers are seeking. From the aerial view, the property unfolds as a true working farm with fenced and cross-fenced pastures, mature trees, and a thoughtfully laid-out compound of multiple outbuildings, including a barn, tobacco barn, and additional

Joann Jacobs

Coldwell Banker Hartung

(448) 233-6452

701 Barber Hill, Lamont, FL 32336
/59
$530,000 Sold Jan 05, 2026

1923 Whitehouse Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,371 Sq Ft
- Built 2008
Last Sold Summary
- 1% Below List Price
- $224/SF
- 29 Days On Market
Current Estimated Value $518,998

Last Listing Agent Bonnie Fowler Armor Realty, Inc

1923 Whitehouse Rd, Monticello, FL 32344

/24
Est $320,140 Not Listed For Sale

825 E Dogwood St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
- Built 1910
825 E Dogwood St, Monticello, FL 32344

Last Sold Summary
- 10% Above List Price
- $181/SF
- 57 Days On Market
Last Sold Price $290,000

Last Listing Agent Jay Lattay KeySouth Real Estate Group

/13
$69,900 Under Contract
- Land
- 5.01 Acres
- $13,952 per Acre
TBD Smokehouse Farms Dr, Greenville, FL 32331

Drive by's won't do this property justice! This 5 acre corner parcel sits high and dry with great elevation and drainage, but from the road you can't see what makes it special. The land rises back and up the hill, revealing a park like natural setting with solid ground and mature trees - perfect for a future homesite. There is some roadside overgrowth of vines and natural vegetation plus some

Lynette Sirmon

All Realty Services

(448) 994-3376

TBD Smokehouse Farms Dr, Greenville, FL 32331
/42
$335,000 Sold Jun 10, 2025

1535 Willow Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,370 Sq Ft
- Built 2021
Last Sold Summary
- $245/SF
- 6 Days On Market
Current Estimated Value $375,423

Last Listing Agent Chance Shutes Keller Williams Town & Country

1535 Willow Rd, Monticello, FL 32344

/3
Est $493,444 Not Listed For Sale

1612 Rabon Rd, Monticello, FL 32344
- 4 Beds
- 2.5 Baths
- 3,250 Sq Ft
- Built 1988
1612 Rabon Rd, Monticello, FL 32344

Last Sold Summary
- 23% Above List Price
- $123/SF
Last Sold Price $400,000

Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

/17
$242,000
- 3 Beds
- 1 Bath
- 1,334 Sq Ft
1160 E Washington St, Monticello, FL 32344

Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility room with bonus room. Convenient Monticello location. Carport and privacy fenced back yard.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 231-4719

1160 E Washington St, Monticello, FL 32344
/36
$285,000 Sold Aug 08, 2025

705 N Mulberry St, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 1,527 Sq Ft
- Built 2004
Last Sold Summary
- 1% Below List Price
- $187/SF
- 40 Days On Market
Current Estimated Value $295,613

Last Listing Agent Bill Lord Armor Realty, Inc

705 N Mulberry St, Monticello, FL 32344

/24
Not Listed For Sale

6279 Aucilla Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
- Built 1999
6279 Aucilla Rd, Monticello, FL 32344

Last Sold Summary
- $142/SF
- 79 Days On Market
Last Sold Price $173,000

Last Listing Agent Stephen Hachey Flat Fee MLS Realty

/45
$789,000
- 4 Beds
- 2.5 Baths
- 2,376 Sq Ft
900 Ridge Rd, Monticello, FL 32344

Tucked just outside of historic Monticello, this exceptional 11+ acre property offers a refined rural lifestyle without sacrificing everyday convenience. This Jefferson County gem features a much sought after combination of home, acreage, pool, barn and location. The residence itself is over 2300 square feet and is filled with natural light throughout. The open floor plan is perfect for

Brian Bachman

Kelly & Kelly Properties, Inc

(448) 200-2138

900 Ridge Rd, Monticello, FL 32344
/40
$198,000 Sold Mar 19, 2026

418 Quail Ln, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,050 Sq Ft
- Built 2000
Last Sold Summary
- 2% Above List Price
- $189/SF
- 2 Days On Market
Last Listing Agent Heather Boyd FL-GA Realty & Auction

418 Quail Ln, Monticello, FL 32344

/22
Est $747,486 Not Listed For Sale

4679 W Washington Hwy, Monticello, FL 32344
- 3 Beds
- 3 Baths
- 2,620 Sq Ft
- Built 1994
4679 W Washington Hwy, Monticello, FL 32344

Last Sold Summary
- $286/SF
- 2 Days On Market
Last Sold Price $750,000

Last Listing Agent Ralph Harvey Listwithfreedom.com

/69
$555,000 New Construction
- 4 Beds
- 2 Baths
- 1,945 Sq Ft
64 Sanctuary Dr, Monticello, FL 32344

Just WOW 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 closet with built-ins. As you approach the living area,

Chance Shutes

Keller Williams Town & Country

(448) 305-5882

64 Sanctuary Dr, Monticello, FL 32344
/3
$2,989,892 Sold May 12, 2025

0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
- Land
- 420 Acres
- $7,119 per Acre
Last Sold Summary
- 5% Below List Price
- 87 Days On Market
Last Listing Agent Brian Proctor NAI TALCOR Commercial

0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

/19
Not Listed For Sale

401 E Osprey Ln, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1986
401 E Osprey Ln, Monticello, FL 32344

Last Sold Summary
- $43/SF
- 35 Days On Market
Last Sold Price $41,000

Last Listing Agent Van Drake Drake Realty, Inc.

/42
$725,000 Under Contract
- 4 Beds
- 3.5 Baths
- 2,365 Sq Ft
81 Old Tung Grove Rd, Monticello, FL 32344

New Construction move in ready. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Top of the lines finishes. Convenient to Tallahassee 15 minute drive.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 334-6582

81 Old Tung Grove Rd, Monticello, FL 32344
/41
$374,000 Sold Jan 21, 2026

226 Sutton, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Built 2024
Last Sold Summary
- 1% Below List Price
- $257/SF
- 3 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

226 Sutton, Monticello, FL 32344

Showing Results 81 - 120, Page 3 of 18

Florida Jefferson County

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Jefferson County, FL Homes

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