Homes in ZIP Code 32344

• 

  

  

  /42

  $335,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,551 Sq Ft

  580 Holly Rd, Monticello, FL 32344

  Looking for that small town life but still wanting to be close to Tallahassee? This is it! The quiet neighborhood of Crooked Creek subdivision could be the place for you! Located just outside of Monticello, FL. this roomy 4 bedroom, 2 bathroom 2012 built one owner house has it all. Beautifully land scaped yard with two gazebos and a greenhouse. Vaulted ceilings in the main living area and large

  

  Anthony Gifford

  Ketcham Realty Group, Inc.

  (850) 616-7294

  580 Holly Rd, Monticello, FL 32344
• 

  

  

  /13

  Call for Price

  Jefferson Pines

  1 Bed

  24 Parkway Pines, Monticello, FL 32344

  24 Parkway Pines, Monticello, FL 32344
• 

  

  

  /27

  $349,900 Sold Jul 18, 2025

  • 1,601 Sq Ft
  • $219/SF
  • 106 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  149 Coopers Pond Rd, Monticello, FL 32344

  New build, under construction on 1.05 acres, close to downtown Monticello and no HOA!! Five mins to I-10 and four mins to US90. Completion date set for April 2025 - - > see similar new build, under construction @ 81 Coopers Pond on 2.62 acres @ $399,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP throughout -

  Tiffany Kasdorf The Nova Group Realty

  149 Coopers Pond Rd, Monticello, FL 32344
• 

  

  

  /39

  Est $1,419,888 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,040 Sq Ft

  25 Tallamont Rd, Monticello, FL 32344

  25 Tallamont Rd, Monticello, FL 32344
• 

  

  

  /21

  $349,000

  • Land
  • 15 Acres
  • $23,267 per Acre

  0000 Waukeenah Hwy, Monticello, FL 32344

  This stunning 15 acre property offers a mix of open land and wooded areas, providing a serene and private setting. Approximately 2 acres are equipped with an irrigation system, ideal for gardening, landscaping or small farming. This property includes a well-maintained barn with four spacious horse stables, perfect for equestrian enthusiasts. Power, well, and septic are already in place, making

  

  Shanna D'Attile

  Keller Williams Town & Country

  (850) 809-9683

  0000 Waukeenah Hwy, Monticello, FL 32344
• 

  

  /18

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • House for Rent

  80 Capri Ln, Monticello, FL 32344

  Come see this brand new contrition move in ready home today.

  Amber McKinney Hamilton Realty Advisors LLC

  80 Capri Ln, Monticello, FL 32344
• 

  

  /20

  $360,000 Sold Jul 11, 2025

  • Land
  • 31 Acres
  • $11,531 per Acre

  • 26 Days On Market

  Lot 4 Watermill Rd, Monticello, FL 32344

  Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access and a community water tower make building one step easier. Whether

  Sarah McKinzie Hum Real Estate

  Lot 4 Watermill Rd, Monticello, FL 32344
• 

  

  /42

  Est $198,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  3908 N Salt Rd, Monticello, FL 32344

  3908 N Salt Rd, Monticello, FL 32344
• 

  

  /3

  $127,500

  • Land
  • 51 Acres
  • $2,500 per Acre

  000 Kinsey Rd, Monticello, FL 32344

  51 Acres of prime hunting/recreational land. Paved road access with owned easement. Wolf creek runs thrugh part of the property. $2500/Acre

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  (850) 726-3832

  000 Kinsey Rd, Monticello, FL 32344
• 

  

  /12

  $1,200 per month

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • House for Rent

  1640 Cherry Tree Rd, Monticello, FL 32344

  3/2 HOME ON 2.4 ACRES NEAR WAUKEENAH. Just 18 minutes from Capital Circle out Apalachee Pwky. Backs up to Turner’s Avalon Plantation. Hugh front porch with swing, overlook spacious front yard. Comfy, well maintained 1300+ s.f. manufactured home with central air & heat, utility room with washer & dryer hookups. No pets or smokers, please. $1,200/month. Rental application required.

  Hines Boyd FL-GA Realty & Auction

  1640 Cherry Tree Rd, Monticello, FL 32344
• 

  

  /4

  $80,000 Sold Jul 08, 2025

  • Land
  • 4.42 Acres
  • $18,100 per Acre

  • 78 Days On Market

  TBD Devane, Monticello, FL 32344

  Wooded 4.42 acres, peaceful location just on the outside of Monticello. Across from the Jefferson County Country Club.

  Barry Kelly Kelly & Kelly Properties, Inc

  TBD Devane, Monticello, FL 32344
• 

  

  /36

  Est $491,545 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,552 Sq Ft

  874 Lake Rd, Monticello, FL 32344

  874 Lake Rd, Monticello, FL 32344
• 

  

  /17

  $24,997 Pending

  • Land
  • 0.86 Acre
  • $29,066 per Acre

  98 Cox Rd, Monticello, FL 32344

  Small, tract of land "bring the chickens, build a chicken coop" located between Monticello, FL and Thomasville, GA. This UNIQUE, .86 acres of land with its deeply, rich, flora and native fauna is thick and abundant with many different types of indigenous species. Use the 10x20 storage building as a primitive bunkhouse cabin, specimen container, wildlife observatory or weekend landing pad/fun

  

  Lynette Sirmon

  All Realty Services

  (850) 990-4427

  98 Cox Rd, Monticello, FL 32344
• 

  

  /4

  $1,050 per month

  • 1 Bed
  • 1 Bath
  • 4,439 Sq Ft
  • House for Rent

  625 E Washington St, Monticello, FL 32344

  First floor of a historic Mansion nestled in downtown Monticello. Utilities and internet included. Off street parking with dedicated parking space. This room boasts 11ft ceilings with a private ensuite . Tenant will have access to common areas such as living and dining room, along with shared laundry. Private mini split A/C and heat included.

  Lee Hall Capital City Real Estate Group

  625 E Washington St, Monticello, FL 32344
• 

  

  /42

  $510,000 Sold Jun 30, 2025

  • 1,898 Sq Ft
  • $269/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2008

  1094 Paul Thompson Rd, Monticello, FL 32344

  This beautiful 2008-built home is set on five private acres with a gated entrance and offers 1,898 SQ FT of living space with three bedrooms, two full baths, stainless appliances, lots of windows for natural light, fireplace, and two car garage. Step outside to your own pool oasis with a screened patio overlooking gorgeous oak trees surrounding the property. This property also has a storage shed

  Amber Renaud The Nova Group Realty

  1094 Paul Thompson Rd, Monticello, FL 32344
• 

  

  /15

  Not Listed For Sale

  115 Timber Trace, Monticello, FL 32344

  115 Timber Trace, Monticello, FL 32344
• 

  

  /8

  $22,000

  • Land
  • 1.18 Acres
  • $18,644 per Acre

  874 Flatwoods, Monticello, FL 32344

  A square 1.18 acres with paved road frontage. It has a powerline easement that runs through the center of the property. It has several, abandoned, old mobile homes on the property (no titles will be given, only bill of sale) and other structures. It has about 50% wet lands and a portion of the property lies within the flood zone. It is wooded, with some, young, easy to mulch, growth and some

  

  Lynette Sirmon

  All Realty Services

  (448) 218-0926

  874 Flatwoods, Monticello, FL 32344
• 

  

  /20

  $396,494 Sold Jun 30, 2025

  • Land
  • 31 Acres
  • $12,700 per Acre

  • 44 Days On Market

  Lot 3 Watermill Rd, Monticello, FL 32344

  Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access and a community water tower make building one step easier. Whether

  Sarah McKinzie Hum Real Estate

  Lot 3 Watermill Rd, Monticello, FL 32344
• 

  

  /5

  Est $116,889 Not Listed For Sale

  150 Georgia St, Monticello, FL 32344

  150 Georgia St, Monticello, FL 32344
• 

  

  /31

  $60,000

  • Land
  • 8 Acres
  • $7,802 per Acre

  983 Mays Rd, Lamont, FL 32344

  Affordable recreational parcel! Buy now, build later. Ultimate weekend escape or future homestead offering fun, freedom and fresh air- 7.69 serene acres split on both sides of scenic Mays Road. Enjoy the best of two offerings: West side 5.3 acres +/- with the pond, partially cleared with lush pasture, mature shade trees and wide-open space, perfect for horses, livestock, camping, four wheeling,

  

  Lynette Sirmon

  All Realty Services

  (850) 752-4623

  983 Mays Rd, Lamont, FL 32344
• 

  

  /40

  $255,000 Sold Jun 30, 2025

  • 2,206 Sq Ft
  • $116/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1914

  185 Main St, Monticello, FL 32344

  Nestled in the heart of historic Lloyd, this beautiful 1914 Charmer boasts the craftsmanship of an older home with the luxuries of brand new finishes! This Beautiful 3 Bedroom, 2 Bath home has been tastefully remodeled, ready for it's new family. It property possesses 4 new electric fireplaces with brand new tiling throughout. Any couple will enjoy the huge double-head shower with a matching

  Lee Hall Capital City Real Estate Group

  185 Main St, Monticello, FL 32344
• 

  

  /36

  Est $251,059 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  415 S Cherry Ct Unit 4, Monticello, FL 32344

  415 S Cherry Ct Unit 4, Monticello, FL 32344
• 

  

  /42

  $469,000

  • 5 Beds
  • 2 Baths
  • 2,184 Sq Ft

  10283 Ashville Hwy, Greenville, FL 32331

  Amazing opportunity to own this private solar-powered farm with a large house! Beautiful and serene 16 acres with fruit trees, fields, lots of horse potential and 40 solar panels less than 5 years old. Nearly free electric! 5 Bedroom, 2 Bath with Large Eat-in Kitchen, Stainless Steel Appliances, Huge Great Room, Beautiful Hardwood Floors throughout main floor of the house, TWO Large Screened-in

  Lee Hall Capital City Real Estate Group

  10283 Ashville Hwy, Greenville, FL 32331
• 

  

  /20

  $129,000 Sold Jun 27, 2025

  • 936 Sq Ft
  • $138/SF
  • 117 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1945

  450 W Dogwood St, Monticello, FL 32344

  Charming cottage with great potential. 3 bedroom 1 bath with covered front porch in the heart of downtown Monticello. Wood floors in living and bedrooms, tile in kitchen and baths. Carport and shed. Walking distance to downtown restaurants and shopping. Home will need a new roof.

  Pam Kelly Kelly & Kelly Properties, Inc

  450 W Dogwood St, Monticello, FL 32344
• 

  

  /16

  Not Listed For Sale

  00 Big Joe Rd, Monticello, FL 32344

  00 Big Joe Rd, Monticello, FL 32344
• 

  

  /16

  $609,878

  • Land
  • 122 Acres
  • $4,999 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
• 

  

  /42

  $390,000 Sold Jun 26, 2025

  • 1,917 Sq Ft
  • $203/SF
  • 140 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  1288 Indian Hills Rd, Monticello, FL 32344

  Peace is what you will find when you visit this lovely home on 5.66 acres. Mostly wooded with a flowing creek. Brick home has a brand new roof 2025. One owner home that has been meticulously taken care of. Open kitchen /living room with vaulted ceilings and a wood burning stove for cozy evenings. Family room has an office nook an a wall of windows for great outdoor views. The workshop is

  Pam Kelly Kelly & Kelly Properties, Inc

  1288 Indian Hills Rd, Monticello, FL 32344
• 

  

  /25

  Est $217,603 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 802 Sq Ft

  293 Freeman Rd, Lamont, FL 32336

  293 Freeman Rd, Lamont, FL 32336
• 

  

  /42

  $1,125,000

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft

  740 Kinsey Rd, Monticello, FL 32344

  Location: Jefferson County, FL Size: 155 acres Features: Rolling pastures Planted pines Natural hardwoods Pond Home: 1941 built 1,146 square feet Updated Outbuildings: With power Opportunities for workshops, storage, and more Additional Homesites: Breathtaking views Peaceful living Proximity: 10 miles from downtown Monticello, FL 5 miles to I-10 Wildlife: Deer Turkey Waterfowl

  Ben Jones Southern Land & Homes

  740 Kinsey Rd, Monticello, FL 32344
• 

  

  /42

  $525,000 Sold Jun 25, 2025

  • 1,907 Sq Ft
  • $275/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  178 Nautilus Dr, Monticello, FL 32344

  Introducing an architectural gem poised for a rebirth, this expansive building spanning 12,279 square feet emerges in a state of partial restoration and readiness. Its historical significance and potential for modern ventures converge to offer a unique opportunity. At the heart of this property lies a captivating 70’ diameter circular auditorium, boasting a soaring 41’ high ceiling and crowned

  Ondrea Maldonado Hamilton Realty Advisors LLC

  178 Nautilus Dr, Monticello, FL 32344
• 

  

  /3

  Not Listed For Sale

  00 Fountain Dr, Monticello, FL 32344

  00 Fountain Dr, Monticello, FL 32344
• 

  

  /20

  $570,000

  • Land
  • 71 Acres
  • $8,028 per Acre

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344

  Located on Aucilla Rd in Monticello, FL, this versatile AG-5 property offers endless potential for residential, agricultural, and recreational use. The upland portion has been cleared, making it ideal for a homesite or multiple residences, with zoning allowing one unit per five acres and options for family transfers under county guidelines.For those looking to enjoy North Floridas natural

  Jeremiah Thompson Saunders Land

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344
• 

  

  /41

  $336,000 Sold Jun 23, 2025

  • 1,555 Sq Ft
  • $216/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  1600 Sweetbay Ct, Monticello, FL 32344

  Beautiful craftsman 2021 built 3/2 home on spacious lot overlooking a wooded green space on a quiet cul-de-sac. Two car garage, granite counters, stainless appliances, laminate wood floors, covered/screened back porch, and fresh landscaping. This home is generator-ready with accessible electrical hookups and HVAC soft start to allow essential comforts during electrical outages. This home is a

  Amber Renaud The Nova Group Realty

  1600 Sweetbay Ct, Monticello, FL 32344
• 

  

  /9

  Est $170,241 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  2191 Rabon Rd, Monticello, FL 32344

  2191 Rabon Rd, Monticello, FL 32344
• 

  

  /3

  $471,000

  • Land
  • 58 Acres
  • $8,057 per Acre

  1310 Piney Woods Rd, Monticello, FL 32344

  This property contains three tax ID number. The other 2 numbers are: 03-1N-4E-0000-001F-0000 and 03-1N-4E-0000-001E-0000. A total of 58.46 acres; currently there is no for sale sign on the property. Very nice wooded tract with great location; easy access to Tallahassee. It has timber potential and would be a good home tract also. Community water is available for the property along with high

  Steve Walker Steve C. Walker Realty, LLC

  1310 Piney Woods Rd, Monticello, FL 32344
• 

  

  /34

  $300,000 Sold Jun 20, 2025

  • 1,416 Sq Ft
  • $212/SF
  • 55 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  4014 Ashville Hwy, Monticello, FL 32344

  Stunning 10 plus acre property on the Ashville Hwy. This fully renovated 2 bedroom /2 bathroom home offers a cozy, private hideaway draped in Live Oaks, just minutes from historic, downtown Monticello, FL. Renovations include - custom kitchen cabinetry, granite countertops and a light-filled kitchen with sky lights and a corner sink boasting a large window overlooking the property. Custom wood

  Barry Kelly Kelly & Kelly Properties, Inc

  4014 Ashville Hwy, Monticello, FL 32344
• 

  

  /23

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5585 Turkey Scratch Rd, Monticello, FL 32344

  5585 Turkey Scratch Rd, Monticello, FL 32344
• 

  

  /38

  $7,800,000

  • Land
  • 3,089 Acres
  • $2,525 per Acre

  0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344

  Turkey Scratch Road Timberland is 3,089 Acres in Jefferson County just outside Monticello. The property features 616 Upland Acres (20%) / 2473 Wetland Acres (80%) and has 4 miles of combined road frontage on I-10, 4,450 feet of road frontage on Turkey Scratch Road, and 1,725 feet on Aucilla Road. It also has several miles of well-maintained internal roads for easy navigation and timber

  Richard Dempsey Saunders Land

  0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344
• 

  

  /30

  $349,000 Sold Jun 16, 2025

  • 1,680 Sq Ft
  • $208/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  460 W Osprey Ln, Monticello, FL 32344

  17 ACRE HOBBY FARM, TINKERER’S DELIGHT, LOTS OF PRIVACY. Includes tractor & equipment, large barn, 7-bay equipment shed, workshop, trove of tools & supplies, greenhouse, half-acre vineyard, fruit trees, multiple garden sites, stocked pond (bream, bass, catfish) fed by one of two wells, cooking/canning/fish-cleaning shed, pasture for horses & livestock, and more. Comfortable, well-maintained 1680

  Hines Boyd FL-GA Realty & Auction

  460 W Osprey Ln, Monticello, FL 32344
• 

  

  /12

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  509 Waukeenah Hwy, Monticello, FL 32344

  509 Waukeenah Hwy, Monticello, FL 32344

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