Homes in ZIP Code 32344

/60
$525,000 Under Contract
- 4 Beds
- 2 Baths
- 1,838 Sq Ft
965 Robert Thompson Rd, Monticello, FL 32344

Quiet country living near everything Tallahassee FL offers. Beautiful 4BR/2BA home on 5 acres. Split bedroom plan. Living room opens to large kitchen and breakfast nook. Sunroom not included in SqFt. Primary bedroom with tray ceilings, private bath with a jetted tub and separate shower. Plantation shutters throughout home. Generator installed 2017. 2 car attached garage and a large detached

Suzanne McGhee Mattox Realty, Inc

965 Robert Thompson Rd, Monticello, FL 32344
/3
$94,500 Sold Sep 05, 2025

0 W Osprey Ln Unit 381026, Monticello, FL 32344
- Land
- 20 Acres
- $4,725 per Acre
Last Sold Summary
- 32% Below List Price
- 222 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

0 W Osprey Ln Unit 381026, Monticello, FL 32344

/41
Not Listed For Sale

660 Whispering Hill, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,160 Sq Ft
- Built 2000
660 Whispering Hill, Monticello, FL 32344

Last Sold Summary
- $309/SF
- 31 Days On Market
Last Sold Price $667,000

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

/19
$480,000 New Construction
- 4 Beds
- 3 Baths
- 1,798 Sq Ft
855 S Waukeenah St, Monticello, FL 32344

Stunning New Construction recently built by Southern Construction. Centrally located in downtown Monticello, with mature landscaping, and plenty of room for the family. This 4 bed and 3 bath home features vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Nice large back porch with deck, over looking the large

Jared Parramore Coastwise Realty

855 S Waukeenah St, Monticello, FL 32344
/41
$336,000 Sold Jun 23, 2025

1600 Sweetbay Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,555 Sq Ft
- Built 2021
Last Sold Summary
- $216/SF
- 33 Days On Market
Last Listing Agent Amber Renaud The Nova Group Realty

1600 Sweetbay Ct, Monticello, FL 32344

/11
Not Listed For Sale

XXX Parcel #3 St Augustine Rd, Monticello, FL 32344
XXX Parcel #3 St Augustine Rd, Monticello, FL 32344

Last Sold Summary
- 31 Days On Market
Last Sold Price $184,440

Last Listing Agent Hines Boyd FL-GA Realty & Auction

/47
$295,000 Under Contract
- 3 Beds
- 1.5 Baths
- 1,834 Sq Ft
575 W Madison St, Monticello, FL 32344

Perfectly located just around the corner from downtown Monticello, this charming 1950s brick home is ready for its next owners! Step inside to find a desirable split floor plan, beautifully maintained new hardwood floors, a cozy wood-burning fireplace, and an updated kitchen featuring newer stainless steel appliances. The spacious half bath offers plumbing already in place to easily convert it

Brooke Feld Keller Williams Town & Country

575 W Madison St, Monticello, FL 32344
/33
$140,000 Sold Jan 09, 2026

720A Indian Hills Rd, Monticello, FL 32344
- Land
- 10.62 Acres
- $13,183 per Acre
Last Sold Summary
- 26% Below List Price
- 131 Days On Market
Last Listing Agent Alicia Radtke All Realty Services

720A Indian Hills Rd, Monticello, FL 32344

/11
Not Listed For Sale

xxx St Augustine Parcel #4 Rd, Monticello, FL 32344
xxx St Augustine Parcel #4 Rd, Monticello, FL 32344

Last Sold Summary
- 0 Days On Market
Last Sold Price $202,500

Last Listing Agent Hines Boyd FL-GA Realty & Auction

/19
$157,000
- Land
- 10.54 Acres
- $14,896 per Acre
XX Ridge Rd, Monticello, FL 32344

Leave Urbana and breathe... 10.54 acres in Exclusive Casa Bianca Ridge. Beautiful, rare lot on which to build your dream home. There is room to create a multi-generational paradise or your own personal playground. Nicely wooded parcel with a gentle stream deeper into the property. Very private. Survey in associated docs. Move quickly. Call LA for details. Gate at Driveway. Do not enter the

Nicholas Harrington Keller Williams Town & Country

XX Ridge Rd, Monticello, FL 32344
/63
$500,000 Sold Oct 24, 2025

282 Long Leaf Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,170 Sq Ft
- Built 1998
Last Sold Summary
- 4% Below List Price
- $230/SF
- 95 Days On Market
Current Estimated Value $507,202

Last Listing Agent Catherine Hope All Realty Services

282 Long Leaf Dr, Monticello, FL 32344

/40
Est $520,608 Not Listed For Sale

9255 Gamble Rd, Monticello, FL 32344
- 2 Beds
- 3 Baths
- 1,833 Sq Ft
- Built 1970
9255 Gamble Rd, Monticello, FL 32344

Last Sold Summary
- 8% Above List Price
- $262/SF
- 5 Days On Market
Last Sold Price $480,000

Last Listing Agent Alicia Radtke All Realty Services

/8
$450,000
- Land
- 85.26 Acres
- $5,278 per Acre
0 Big Joe Rd Unit 2025007616, 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.

Florie Gage Cornerstone Coastal Properties

0 Big Joe Rd Unit 2025007616, Monticello, FL 32344
/37
$125,000 Sold Nov 12, 2025

1150 Old Lloyd Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $91/SF
- 14 Days On Market
Last Listing Agent Alicia Radtke All Realty Services

1150 Old Lloyd Rd, Monticello, FL 32344

/4
Not Listed For Sale

XXX Shiver, Monticello, FL 32344
XXX Shiver, Monticello, FL 32344

Last Sold Summary
- 204 Days On Market
Last Sold Price $29,500

Last Listing Agent Hines Boyd FL-GA Realty & Auction

/11
$45,000
- Land
- 2.5 Acres
- $18,000 per Acre
1 W Meadow Rd, Monticello, FL 32344

2.5 Acres of land, partially cleared for home-site. Private quiet road. All high and dry ready to build your homestead. mobile homes okay. Close to aucilla river. Convenient to Monticello, FL and Thomasville Ga. Valdosta and Tallahassee 45 minutes away. Horse Friendly area. Owner financing options available.

Starbuck Rissman Steve C. Walker Realty, LLC

1 W Meadow Rd, Monticello, FL 32344
/29
$541,000 Sold May 23, 2025

Vacant Hartsfield Rd, Monticello, FL 32344
- Land
- 59.17 Acres
- $9,143 per Acre
Last Sold Summary
- 2% Below List Price
- 55 Days On Market
Last Listing Agent Ben Jones Southern Land & Homes

Vacant Hartsfield Rd, Monticello, FL 32344

/24
Not Listed For Sale

00 Valley View Rd, Monticello, FL 32344
00 Valley View Rd, Monticello, FL 32344

Last Sold Summary
- 42 Days On Market
Last Sold Price $271,000

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

/23
$325,000
- 5 Beds
- 2 Baths
- 2,659 Sq Ft
2664 W Washington Hwy, Monticello, FL 32344

FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move-in-ready home in good condition is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, and a whole home generator. The main living area is 2,659 sf with a unique two levels. 5 bedrooms and 2 baths with plenty of character, including the "Captain's Room" with built-in

Heather Boyd FL-GA Realty & Auction

2664 W Washington Hwy, Monticello, FL 32344
/40
$546,000 Sold Oct 14, 2025

44 S Ojibwa Rd, Monticello, FL 32344
- 4 Beds
- 3.5 Baths
- 2,771 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $197/SF
- 98 Days On Market
Current Estimated Value $544,064

Last Listing Agent Brett Miller Legacy Pro Real Estate Group

44 S Ojibwa Rd, Monticello, FL 32344

/14
Est $431,963 Not Listed For Sale

4131 Ashville Hwy, Monticello, FL 32344
- 2 Beds
- Built 1940
4131 Ashville Hwy, Monticello, FL 32344

Last Sold Summary
- 15% Above List Price
- $363/SF
- 16 Days On Market
Last Sold Price $375,000

Last Listing Agent Sarah Scott Coldwell Banker Hartung

/16
$65,000
- 2 Beds
- 1 Bath
- 888 Sq Ft
980 Mays St, Monticello, FL 32344

"Buy Now and Wait" a little while the attorney finishes up the Probate proceedings underway. Cannot close until court approval however you can go ahead and grab it now. Concrete Block 2/1 Home less than a mile from downtown Monticello! This quaint 888 sq ft home sits under a metal roof and only requires your vision and a little effort to become a superb starter home or investment opportunity.

Ben Marinelli All Realty Services

980 Mays St, Monticello, FL 32344
/6
$170,000 Sold Dec 03, 2025

000 Barnes Rd, Monticello, FL 32344
- Land
- 14.62 Acres
- $11,628 per Acre
Last Sold Summary
- 3% Below List Price
- 37 Days On Market
Last Listing Agent H. Trey Hough Armor Realty, Inc

000 Barnes Rd, Monticello, FL 32344

/2
Not Listed For Sale

B Salt Rd, Monticello, FL 32344
B Salt Rd, Monticello, FL 32344

Last Sold Summary
- 86 Days On Market
Last Sold Price $835,000

Last Listing Agent Sherry Shaheen ENGEL & VOLKERS GAINESVILLE

/54
$149,000
- 2 Beds
- 2 Baths
- 1,792 Sq Ft
12447 Gamble Rd, Monticello, FL 32344

Seller Ready to Not be the Owner Anymore! Corner Lot! This 2 bedroom (could be a 3rd Bdrm however the 3rd bedroom does not have a closet but most 1930's homes did not have closets), 2 bathroom home offers 1,792 sq ft of living on 1 acre in Wacissa, Florida, just 1 minute from the Wacissa River headwaters (first magnitude Spring) and boat launch in Monticello, Jefferson County, Florida. It’s an

Catherine Hope All Realty Services

12447 Gamble Rd, Monticello, FL 32344
/27
$349,900 Sold Jul 18, 2025

149 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2025
Last Sold Summary
- $219/SF
- 106 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

149 Coopers Pond Rd, Monticello, FL 32344

/2
Not Listed For Sale

A Salt Rd, Monticello, FL 32344
A Salt Rd, Monticello, FL 32344

Last Sold Summary
- 86 Days On Market
Last Sold Price $390,000

Last Listing Agent Sherry Shaheen ENGEL & VOLKERS GAINESVILLE

/48
$1,000,000 Under Contract
- 8 Beds
- 6.5 Baths
- 5,560 Sq Ft
237 Valley View Ct, Monticello, FL 32344

Opportunities like this are rare! You've been seeking close in country life. Enjoy the perfect balance of privacy and convenience on 15 acres with a true Estate. A main home, guest home, efficiency apartment, barn, climate controlled storage, life sized doll house with electric, screened pool, and whole home generator offer the perfect multi-generational set up and breathtaking sunset views just

Kelly Vinson Keller Williams Town & Country

237 Valley View Ct, Monticello, FL 32344
/41
$220,000 Sold Apr 21, 2025

370 Brown Rd, Lamont, FL 32336
- 3 Beds
- 2 Baths
- 1,247 Sq Ft
- Built 2004
Last Sold Summary
- 2% Above List Price
- $176/SF
- 73 Days On Market
Current Estimated Value $172,922

Last Listing Agent Catherine Hope All Realty Services

370 Brown Rd, Lamont, FL 32336

/36
Not Listed For Sale

87 Old Tung Grove Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
- Built 2024
87 Old Tung Grove Rd, Monticello, FL 32344

Last Sold Summary
- $288/SF
- 362 Days On Market
Last Sold Price $675,000

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

/24
$174,900
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
963 Quail Ln, Monticello, FL 32344

Great location for this property in Lloyd Acres. The property has 2.26 acres of partially wooded area. The property consists of the single family home, detached garage/carport/workshop and a singlewide mobile home. The vinyl sided home will need some repair and updating but has tremendous potential. The detached garage is large with 2 stalls. The mobile home is in need of a total renovation (or

Van Drake Drake Realty, Inc.

963 Quail Ln, Monticello, FL 32344
/48
$480,000 Sold Sep 26, 2025

885 S Waukeenah St, Monticello, FL 32344
- 5 Beds
- 3.5 Baths
- 4,600 Sq Ft
- Built 1882
Last Sold Summary
- 9% Below List Price
- $104/SF
- 63 Days On Market
Current Estimated Value $502,104

Last Listing Agent Jason Boone Keller Williams Town & Country

885 S Waukeenah St, Monticello, FL 32344

/37
Not Listed For Sale

185 White Oak Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,976 Sq Ft
- Built 2024
185 White Oak Dr, Monticello, FL 32344

Last Sold Summary
- $281/SF
- 69 Days On Market
Last Sold Price $555,000

Last Listing Agent Marshall Gibbs Capital City Real Estate Group

/42
$325,000
- 4 Beds
- 3 Baths
- 2,223 Sq Ft
155 E Seminole Ave, Monticello, FL 32344

Set along one of Monticello’s main routes, this 1950s home offers a rare chance to create something truly your own—whether that’s a residence, a business, or a thoughtful mix of both, with flexible Business/Residential zoning already in place. Sitting on 0.60 acres with over 2,200 square feet, the layout is surprisingly adaptable, with 4 bedrooms and 3 full bathrooms, including multiple ensuite

Catherine Hope All Realty Services

155 E Seminole Ave, Monticello, FL 32344
/42
$529,900 Sold Apr 30, 2025

273 Legacy Way, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
- Built 2017
Last Sold Summary
- $284/SF
- 16 Days On Market
Current Estimated Value $578,968

Last Listing Agent Amber Renaud The Nova Group Realty

273 Legacy Way, Monticello, FL 32344

/22
Not Listed For Sale

390 Elliot Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
- Built 2024
390 Elliot Dr, Monticello, FL 32344

Last Sold Summary
- $218/SF
- 28 Days On Market
Last Sold Price $295,000

Last Listing Agent Buddy Witmer Steve C. Walker Realty, LLC

/57
$200,000 Under Contract
- 2 Beds
- 1 Bath
- 1,741 Sq Ft
265 W Seminole Ave, Monticello, FL 32344

You must see this -Charming all-brick corner-lot home ideally located directly across from the Legion Hall and the entrance to Monticello Ecological Park—plus just a short walk to midtown shops and restaurants. The screened In front porch welcomes you inside. Inside, you’ll find wood floors (including beneath the carpet in the bonus room) and a layout that offers flexibility for today’s living.

Karen Gillispie Keller Williams Town & Country

265 W Seminole Ave, Monticello, FL 32344
/36
$110,000 Sold Jun 16, 2025

955 E Pearl St, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 2,152 Sq Ft
- Built 1920
Last Sold Summary
- 16% Above List Price
- $51/SF
- 57 Days On Market
Current Estimated Value $216,855

Last Listing Agent Lynette Sirmon All Realty Services

955 E Pearl St, Monticello, FL 32344

/42
Est $737,314 Not Listed For Sale

12840 Gamble Rd, Monticello, FL 32344
- 6 Beds
- 4 Baths
- 3,998 Sq Ft
- Built 1991
12840 Gamble Rd, Monticello, FL 32344

Last Sold Summary
- 8% Above List Price
- $170/SF
- 54 Days On Market
Last Sold Price $680,000

Last Listing Agent Chris Cicatello Coldwell Banker Hartung

/31
$275,000
- 3 Beds
- 2 Baths
- 1,740 Sq Ft
104 Pine Cone Dr, Monticello, FL 32344

This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines modern comfort and style. Inside, you’ll find an open floor plan, a brand-new kitchen with granite countertops, new appliances, and updated finishes that make everyday living and entertaining a joy. The primary bedroom offers a luxurious ensuite with double vanities, a walk-in shower, and garden tub, as well

Trevor Ann Clark Keller Williams Town & Country

104 Pine Cone Dr, Monticello, FL 32344

Showing Results 161 - 200, Page 5 of 18

Florida Jefferson County Monticello 32344

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Homes in ZIP Code 32344

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