Jefferson County, FL Homes

/56
$1,175,000
- 3 Beds
- 2 Baths
- 2,612 Sq Ft
1590 Tyson Rd, Monticello, FL 32344

Experience the beauty and tranquility of North Florida living on this stunning estate located just south of Monticello with an easy commute to Tallahassee. This remarkable property features a mature pecan grove, two scenic ponds, along with a creek and open pasture perfect for horses or livestock. The centerpiece of the property is a beautifully crafted home filled with warmth, charm, and custom

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 218-5273

1590 Tyson Rd, Monticello, FL 32344
/28
$55,000

Sold Jan 30, 2026

TBD S Salt Rd, Monticello, FL 32344
- Land
- 6.37 Acres
- $8,634 per Acre
Last Sold Summary
- 4% Below List Price
- 61 Days On Market
Last Listing Agent Lynette Sirmon All Realty Services

TBD S Salt Rd, Monticello, FL 32344

/25
Not Listed For Sale

10 Spruce Cir, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2025
10 Spruce Cir, Monticello, FL 32344

Last Sold Summary
- 0 Days On Market

/25
$164,900

$60K PRICE DROP
- Land
- 14.9 Acres
- $11,067 per Acre
Lot 8 Sneads Dr, Greenville, FL 32331

Seller Motivated to Sell! Discover 14.9 acres of pristine residential/recreational land along the Upper Aucilla River, near Sneads Lake in Jefferson County, Florida. This unique property offers a rare combination of upland and waterfront ownership with a portion of the property submerged by the flowing river. "Own out into & beyond the river channel (all the way to other bank) on the "Aucilla

Lynette Sirmon

All Realty Services

(448) 202-7187

Lot 8 Sneads Dr, Greenville, FL 32331
/2
$550,000

Sold Jun 28, 2025

28 Sanctuary Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 2024
Last Sold Summary
- $297/SF
- 17 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

28 Sanctuary Dr, Monticello, FL 32344

/29
Not Listed For Sale

Vacant Hartsfield Rd, Monticello, FL 32344
Vacant Hartsfield Rd, Monticello, FL 32344

Last Sold Summary
- 55 Days On Market

/4
$125,000
- Land
- 5.05 Acres
- $24,752 per Acre
455 E Duck Pond Dr, Greenville, FL 32331

This natual beauty of 5 acres with house and shed is priced for land value. The delapidated structures holds little to no value. With ownership afar, the property has been untouched for years. Hinting at what once was and what could be again, this property invites a lifestyle of peace and seclusion giving you a unique opportunity to create your own sanctuary complete with a pond that mirrors the

Ursula Hannah

1st Realty Appraisal Inc

(448) 202-7237

455 E Duck Pond Dr, Greenville, FL 32331
/42
$510,000

Sold Jun 30, 2025

1094 Paul Thompson Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,898 Sq Ft
- Built 2008
Last Sold Summary
- 2% Below List Price
- $269/SF
- 18 Days On Market
Current Estimated Value $570,999

Last Listing Agent Amber Renaud The Nova Group Realty

1094 Paul Thompson Rd, Monticello, FL 32344

/42
Not Listed For Sale

0 Fen Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
- Built 2025
0 Fen Ct, Monticello, FL 32344

Last Sold Summary
- 6 Days On Market

/61
$989,000
- 3 Beds
- 2.5 Baths
- 2,280 Sq Ft
9901 Gamble Rd, Monticello, FL 32344

A LAND REMEMBERED-Discover a rare opportunity to own over 40 acres of land where conservation and nature meet comfort and privacy. Scenic walking trails wind throughout the property, creating a peaceful retreat for nature lovers. The home features major upgrades, including a new roof, Pella double-paned energy-efficient windows, and a new water heater. Inside, enjoy 9 foot ceilings throughout the

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 256-3073

9901 Gamble Rd, Monticello, FL 32344
/19
$135,000

Sold Feb 16, 2026

XX Foggy Ln, Monticello, FL 32344
- Land
- 5.25 Acres
- $25,714 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Cole Davis The Naumann Group Real Estate

XX Foggy Ln, Monticello, FL 32344

/3
Not Listed For Sale

000 Steen Rd, Monticello, FL 32344
000 Steen Rd, Monticello, FL 32344

Last Sold Summary
- 12 Days On Market

/37
$345,000

$75K PRICE DROP
- 3 Beds
- 2 Baths
- 2,766 Sq Ft
205 N Rhodes St, Monticello, FL 32344

Classic historical home built in the 1920's. Walking distance to charming downtown Monticello. Large covered front porch for kicking back and relaxing. Wood floors throughout, high ceiling and large open kitchen. This beauty boast over 2700 sf of heated and cooled living space. Beautiful entry into foyer with stairway leading to upstairs landing and two bedrooms. Formal living, formal dining and

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 994-2623

205 N Rhodes St, Monticello, FL 32344
/5
$146,000

Sold Aug 01, 2025

TBD Taylor Rd, Monticello, FL 32344
- Land
- 6.07 Acres
- $24,053 per Acre
Last Sold Summary
- 268 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

TBD Taylor Rd, Monticello, FL 32344

/10
Not Listed For Sale

0 Tram Rd Unit 381553, Monticello, FL 32344
0 Tram Rd Unit 381553, Monticello, FL 32344

Last Sold Summary
- 29 Days On Market

/4
$425,000
- Land
- 33.26 Acres
- $12,778 per Acre
TBD Cavallo Trail, Lloyd, FL 32344

33+ acres in very nice rural subdivision. All wooded and will need some clearing for a homesite. Easy access to Tallahassee. Community water is available with tap in charge approx. $2500.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 231-5754

TBD Cavallo Trail, Lloyd, FL 32344
/43
$285,000

Sold Feb 18, 2026

425 N Mulberry St, Monticello, FL 32344
- 5 Beds
- 2 Baths
- 3,320 Sq Ft
- Built 1920
Last Sold Summary
- 10% Below List Price
- $86/SF
- 125 Days On Market
Current Estimated Value $305,872

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

425 N Mulberry St, Monticello, FL 32344

/37
Not Listed For Sale

183 Chittling Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 2001
183 Chittling Rd, Monticello, FL 32344

Last Sold Summary
- 41 Days On Market

/70
$2,000,000
- 7 Beds
- 7 Baths
- 5,756 Sq Ft
305 Old Lloyd Rd, Monticello, FL 32344

Welcome to a rare opportunity to own a true estate property where space, craftsmanship, and privacy come together on 18 beautiful acres. This impressive 7-bedroom, 5 full bath, 2 half bath two-story home offers a thoughtfully designed layout ideal for both everyday living and entertaining on a grand scale. Upstairs features 4 bedrooms and 2 full baths, while the downstairs includes 2 bedrooms,

Chance Shutes

Keller Williams Town & Country

(448) 850-0716

305 Old Lloyd Rd, Monticello, FL 32344
/50
$860,000

Sold Dec 30, 2025

240 Valley View Ct, Monticello, FL 32344
- 5 Beds
- 3 Baths
- 3,656 Sq Ft
- Built 2004
Last Sold Summary
- 18% Below List Price
- $235/SF
- 62 Days On Market
Current Estimated Value $887,419

Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

240 Valley View Ct, Monticello, FL 32344

/42
Not Listed For Sale

487 Cox Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1986
487 Cox Rd, Monticello, FL 32344

Last Sold Summary
- 18 Days On Market

/8
$69,000
- Land
- 10.2 Acres
- $6,765 per Acre
tbd E 2nd Way, Greenville, FL 32331

10.2 acre wooded wonderland, corner acreage fronting on 3 roads. Will sell as 2 - 5 acre parcels for $39,500 for each parcel.

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 202-4278

tbd E 2nd Way, Greenville, FL 32331
/2
$90,000

Sold Mar 30, 2026

890 Shady Ln, Monticello, FL 32344
- 3 Beds
- 1 Bath
- 1,296 Sq Ft
- Built 1978
Last Sold Summary
- $69/SF
- 0 Days On Market
Current Estimated Value $165,190

Last Listing Agent Shanna D'Attile Keller Williams Town & Country

890 Shady Ln, Monticello, FL 32344

/10
Not Listed For Sale

396 Mallard Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 2025
396 Mallard Ln, Monticello, FL 32344

Last Sold Summary
- 4 Days On Market

/2
$65,000

$10K PRICE DROP
- Land
- 1.7 Acres
- $38,235 per Acre
TBD Scott Dr, Monticello, FL 32344

1.7 acres, two lots hidden in Monticello. Will not divide. Private setting with Plantation to the west. There is a 15 ft recorded easement to the property but currently working on additional road access. No sign on property. .

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 327-3237

TBD Scott Dr, Monticello, FL 32344
/20
$62,500

Sold Oct 07, 2025

195 E Meadow Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,836 Sq Ft
- Built 1999
Last Sold Summary
- 55% Below List Price
- $34/SF
- 99 Days On Market
Current Estimated Value $188,554

Last Listing Agent Chelsey Hough Keller Williams Town & Country

195 E Meadow Rd, Monticello, FL 32344

/41
Not Listed For Sale

111 W 8th Ct, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1998
111 W 8th Ct, Greenville, FL 32331

Last Sold Summary
- 101 Days On Market

/60
$550,000
- 4 Beds
- 3 Baths
- 2,112 Sq Ft
925 Hiawatha Farms Rd, Monticello, FL 32344

(One or more photos has been virtually staged) 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,

Joann Jacobs

ROGERS BARRY, REALTOR

(448) 231-5955

925 Hiawatha Farms Rd, Monticello, FL 32344
/14
$294,900

Sold Apr 27, 2026

1090 Partridge Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
- Built 2026
Last Sold Summary
- $218/SF
- 50 Days On Market
Last Listing Agent Steve Walker Steve C. Walker Realty, LLC

1090 Partridge Ln, Monticello, FL 32344

/3
Not Listed For Sale

0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

Last Sold Summary
- 87 Days On Market

/51
$409,500

$16K PRICE DROP
- 3 Beds
- 2.5 Baths
- 3,127 Sq Ft
1628 N Jefferson Hwy, Monticello, FL 32344

Picturesque, 3/2, brick beauty with a whimsical style that evokes the charm of a traditional storybook estate, with 3,217 sq. ft., bordering a large acreage holding on 2 sides. Beautiful attributes from the 1955 era such as cedar lined closet, crystal door knobs, original oak floors, wide baseboards, double bay windows, 24x10 screened porch and entertainment deck. Lifetime metal Roof! Boasting

Lynette Sirmon

All Realty Services

(448) 288-6919

1628 N Jefferson Hwy, Monticello, FL 32344
/31
$85,000

Sold Jan 16, 2026

572 Deerwood Blvd, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2000
Last Sold Summary
- 19% Below List Price
- $63/SF
- 126 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

572 Deerwood Blvd, Greenville, FL 32331

/6
Not Listed For Sale

0 Barnes Rd Unit 380665, Monticello, FL 32344
0 Barnes Rd Unit 380665, Monticello, FL 32344

Last Sold Summary
- 60 Days On Market

/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) 218-0336

8156 Waukeenah Hwy, Monticello, FL 32344
/26
$370,000

Sold Mar 12, 2026

298 W 12th Dr, Greenville, FL 32331
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
- Built 2005
Last Sold Summary
- 3% Below List Price
- $193/SF
- 39 Days On Market
Current Estimated Value $369,461

Last Listing Agent Jay Finlayson Finlayson Realty Inc.

298 W 12th Dr, Greenville, FL 32331

/3
Not Listed For Sale

4019 Ashville Hwy Unit o, Monticello, FL 32344
4019 Ashville Hwy Unit o, Monticello, FL 32344

Last Sold Summary
- 62 Days On Market

/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) 288-3932

490 N Cherry Ct, Monticello, FL 32344
/5
$85,000

Sold Aug 26, 2025

210 Oetinger Rd, Monticello, FL 32344
- Land
- 5.01 Acres
- $16,966 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Kayla Palmer Timber & Tides Real Estate

210 Oetinger Rd, Monticello, FL 32344

/23
Not Listed For Sale

36 Mossy Oak Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,957 Sq Ft
- Built 2024
36 Mossy Oak Ln, Monticello, FL 32344

Last Sold Summary
- 56 Days On Market

/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) 678-2958

TBD Rainey Run, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 18

Florida Jefferson County

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