Homes in ZIP Code 32344

/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
/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 $326,088

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

864 Ashville Hwy, Monticello, FL 32344

/5
Est $120,308

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
- 41 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
/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 $899,885

Last Listing Agent Michele Arceneaux Kelly & Kelly Properties, Inc

525 Taylor 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
- 46 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
/54
$500,000

Sold May 01, 2026

70 Generation Ct, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,784 Sq Ft
- Built 2017
Last Sold Summary
- 5% Below List Price
- $180/SF
- 36 Days On Market
Current Estimated Value $530,252

Last Listing Agent Lee Duggar Re/Max Professionals Realty

70 Generation 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

/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
/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 $525,480

Last Listing Agent Bonnie Fowler CONSULTANTS TO HOMEBUI

1923 Whitehouse Rd, Monticello, FL 32344

/42
Est $880,178

Not Listed For Sale

542 Tradition Way, Monticello, FL 32344
- 4 Beds
- 2.5 Baths
- 2,750 Sq Ft
- Built 2018
542 Tradition Way, Monticello, FL 32344

Last Sold Summary
- 38 Days On Market

/19
$249,000

Under Contract
- 3 Beds
- 2.5 Baths
- 1,758 Sq Ft
3905 N Jefferson Hwy, Monticello, FL 32344

Solid brick home in need of some upgrades. Heated and cooled 2 car garage with half bath and office 5x16. Tiled bathrooms and kitchen. Split floor plan, large walk in closest in master BR. 2 ac units, one for the home and one for the garage. 11x28 shed with power and ac, 8x12 shed, 8x10 shed, and 18x24 RV shelter. Part of backyard is fenced for pets with older above ground pool. Dishwasher does

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 233-6155

3905 N Jefferson Hwy, Monticello, FL 32344
/11
$170,000

Sold May 15, 2026

275 W High St, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 962 Sq Ft
- Built 1962
Last Sold Summary
- $177/SF
- 6 Days On Market
Last Listing Agent Heather Boyd FL-GA Realty & Auction

275 W High St, 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
- 33 Days On Market

/57
$549,000

$36K PRICE DROP
- 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) 233-4937

515 E Palmer Mill Rd, Monticello, FL 32344
/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 $373,752

Last Listing Agent Chance Shutes Keller Williams Town & Country

1535 Willow Rd, Monticello, FL 32344

/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
- 97 Days On Market

/14
$200,000
- 3 Beds
- 1.5 Baths
- 1,304 Sq Ft
1550 Tennessee Ave, Monticello, FL 32344

Charming and affordable home on the North side of Monticello in Nobles Subdivision. 3 BR 1.5 Baths. Upgrades in 2021 include new ac, new water heater, new roof. Recent interior paint. Large fenced backyard.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 242-9381

1550 Tennessee Ave, 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 $285,691

Last Listing Agent Bill Lord CONSULTANTS TO HOMEBUI

705 N Mulberry St, 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
- 2 Days On Market

/6
$462,000

Under Contract
- Land
- 58.46 Acres
- $7,903 per Acre
1310 Piney Woods Rd, Monticello, FL 32344

No sign on property, Must be accompanied. Nature and tree lover, timber value on the property, many great homesite locations. Pines and hardwoods, Power easement on the property. Community water and high speed internet through Tri County Electric. 3 separate parcel ID 3#s 03-1N-4E-0000-001F-0000, 03-1-4E-0000-001E-0000

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 218-0925

1310 Piney Woods 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

/24
Est $303,313

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
- 57 Days On Market

/70
$2,785,850
- 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 70 beautiful acres. Only 15 minutes to Whole foods & trader Joe's 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

Chance Shutes

Keller Williams Town & Country

(448) 218-0233

305 Old Lloyd Rd, Monticello, FL 32344
/43
$519,000

Sold Oct 31, 2025

79 Lakeside Rd, Monticello, FL 32344
- 4 Beds
- 2.5 Baths
- 3,054 Sq Ft
- Built 1940
Last Sold Summary
- 4% Below List Price
- $170/SF
- 98 Days On Market
Current Estimated Value $434,094

Last Listing Agent Michael Schilling Hill Spooner & Elliott Inc

79 Lakeside Rd, Monticello, FL 32344

/3
Est $490,958

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

/69
$555,000

New Construction Under Contract
- 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) 205-2800

64 Sanctuary Dr, Monticello, FL 32344
/11
$65,000

Sold Apr 30, 2026

1309 Cook Rd, Lamont, FL 32336
- Land
- 3 Acres
- $21,667 per Acre
Last Sold Summary
- 3 Days On Market
Last Listing Agent Alicia Radtke All Realty Services

1309 Cook Rd, Lamont, FL 32336

/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
- 79 Days On Market

/57
$699,000
- 6 Beds
- 3.5 Baths
- 3,114 Sq Ft
365 S Mulberry St, Monticello, FL 32344

Historic soul. Modern substance. A rare circa-late 1800s home, beautifully restored and thoughtfully made NEW. Some houses simply endure... and some are given the rare chance to begin again. Better than New Construction! Just two blocks from the courthouse square in Monticello, Fl, this circa-late 1800s home—a classic Southern I-house shaped by Greek Revival influence—once stood quietly

Lee Hall Capital City Real Estate Group

365 S Mulberry St, 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

/18
Est $313,232

Not Listed For Sale

622 Limestone Rd, Monticello, FL 32344
- 5 Beds
- 2 Baths
- 1,728 Sq Ft
- Built 1965
622 Limestone Rd, Monticello, FL 32344

Last Sold Summary
- 52 Days On Market

/19
$281,800

$68K PRICE DROP
- Land
- 70.45 Acres
- $4,000 per Acre
265 Neely Rd, Monticello, FL 32344

Secluded, but not remote, this 70.45 acre tract in eastern Jefferson County, Florida would make an ideal hunting getaway property or a rural homesite. Virtually no ambient noise or light that will disturb the quiet woods. About half the tract is in 7-year-old planted loblolly pines and the rest is in natural woods and cypress ponds. You will be smack in the middle of some of the best deer and

Dave Lewis Southern Forestry Realty

265 Neely Rd, Monticello, FL 32344
/26
$130,000

Sold Jul 25, 2025

00 Cardinal Ln, Monticello, FL 32344
- Land
- 14.1 Acres
- $9,220 per Acre
Last Sold Summary
- 8% Below List Price
- 175 Days On Market
Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

00 Cardinal Ln, Monticello, FL 32344

/33
Not Listed For Sale

1692 Freeman Rd, Lamont, FL 32336
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 2006
1692 Freeman Rd, Lamont, FL 32336

Last Sold Summary
- 103 Days On Market

/16
$487,878

$220K PRICE DROP
- Land
- 122 Acres
- $3,999 per Acre
0 James Noble Rd, Greenville, FL 32331

Millwood Timberland East is a balanced property located in a great recreational market. The Ashville area is home to numerous trophy grade recreational properties and is known for exceptional whitetail, turkey and waterfowl hunting. This property features an efficient footprint with good access and internal road infrastructure. The uplands are planted with slash pine that are approximately 8

Bryant Peace Saunders Real Estate

0 James Noble Rd, Greenville, FL 32331
/46
$645,000

Sold Apr 10, 2026

178 White Oak Dr, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,172 Sq Ft
- Built 2024
Last Sold Summary
- $297/SF
- 16 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

178 White Oak Dr, Monticello, FL 32344

/31
Est $152,687

Not Listed For Sale

821 Old Lloyd Rd Unit 2, Monticello, FL 32344
- 3 Beds
- Built 1988
821 Old Lloyd Rd Unit 2, Monticello, FL 32344

Last Sold Summary
- 223 Days On Market

/8
$450,000
- Land
- 85.26 Acres
- $5,278 per Acre
1899 Big Joe Rd, Monticello, FL 32344

Known for its white tail deer, hog and turkey populations, this 85.26 acres in Jefferson County, FL would make a perfect hunting camp. Pristine pine tree property just minutes from Interstate 10 / Exit 225. Ideal Country Estate or weekend get-away. Seller financing available to qualified buyer.

Tom Woodyard Woodyard & Associates, LLC

1899 Big Joe Rd, Monticello, FL 32344

Showing Results 81 - 120, Page 3 of 18

Florida Jefferson County Monticello 32344

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