Jefferson, FL Homes

• 

  

  

  /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
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  Explore Monticello

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  /13

  Call for Price

  Jefferson Pines

  1 Bed

  24 Parkway Pines, Monticello, FL 32344

  24 Parkway Pines, Monticello, FL 32344
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  /7

  $95,000 Sold Aug 01, 2025

  • Land
  • 5 Acres
  • $18,375 per Acre

  • 102 Days On Market

  0 Taylor Rd Unit 384618, Monticello, FL 32344

  5.17 acres Taylor Rd. Wonderful Jefferson County location. Minutes from I-10/ Gamble Rd. + downtown Monticello. New 5 lot mini subdivision paved frontage, minimal restrictions to protect values. See survey and site plans in associated docs. Underground County water available. Owner financing available. LAST LOT FOR SALE!

  Kevin Davis The Naumann Group Real Estate

  0 Taylor Rd Unit 384618, Monticello, FL 32344
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  /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
• 

  

  

  /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
• 

  

  /17

  $1,500 per month

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft
  • House for Rent

  635 N Wirick St, Monticello, FL 32344

  This newly remodeled 3-bedroom, 2-bath house is located in a quiet neighborhood within the city limits of Monticello. It features a spacious fenced yard, ideal for outdoor activities. The rent is affordable at $1,500 per month. The home includes a laundry area and pantry for added convenience. Available from 8/11/25, the property is smoke-free and does not allow pets inside. Renters are

  Cecilia Williams-Crumitie 1st Realty Appraisal Inc

  635 N Wirick St, Monticello, FL 32344
• 

  

  /30

  $270,000 Sold Jul 31, 2025

  • 1,800 Sq Ft
  • $150/SF
  • 22 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 2009

  358 Pineview Rd, Monticello, FL 32344

  Barn style home, approx. 1100 sq ft living area with approx. 1400 sq feet workshop area all under one roof. Combination living/kitchen/dining with gas fireplace. Large master suite with walk-in closet. Screen porch and additional 11x 58 overhang for equipment storage. 2.93 acres half open and half wooded. Measurements are all approx.

  Barry Kelly Kelly & Kelly Properties, Inc

  358 Pineview 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
• 

  

  /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
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  /24

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  170 W Cherokee St, Monticello, FL 32344

  We have owned this home for 15 years. It was fully remodeled one year ago. It has a new roof, insulation, HVAC including ductwork, new drywall, new ceilings, light fixtures, plumbing, electrical. New kitchen and baths. Large corner lot. Walk to the grocery store. This is a new home with older home charm. Original oak floors in most of the house, fireplace. Home is also for sale at 255,000.

  Ken Foster FosterGrant Real Estate, LLC

  170 W Cherokee St, Monticello, FL 32344
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  /8

  $35,000 Sold Jul 30, 2025

  • Land
  • 5.00 Acres
  • $7,000 per Acre

  • 341 Days On Market

  1024 Vista Rd, Monticello, FL 32344

  CREEK, BUILDING SITE NEAR ROAD, WOODS TO HUNT, NEAR MONTICELLO. This property is dominated by a mostly walkable wetland corridor connected to nearby land, making it attractive for hunting. There's a building site adjacent to Vista Road at the front of the land. Build what you want; no HOA or restrictive covenants. Mobile homes okay. Near charming Monticello; convenient to Tallahassee just

  Heather Boyd FL-GA Realty & Auction

  1024 Vista Rd, Monticello, FL 32344
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  /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
• 

  

  /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
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  /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
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  /42

  $415,000 Sold Jul 28, 2025

  • 2,832 Sq Ft
  • $147/SF
  • 89 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  4710 Waukeenah Hwy, Monticello, FL 32344

  Monticello living is good, peaceful living. This home is ready for a multi-generational family, or a family with loads of relatives and friends to entertain. This three bedroom, two bath home has an adjacent mother in law suite complete with bedroom, kitchen, bath and living room. Located on two acres with a 2025 a/c unit, 2019 roof, large screened and unscreened porch, 3 pad carport, 3

  Fay Armstrong Keller Williams Town & Country

  4710 Waukeenah Hwy, Monticello, FL 32344
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  /15

  Not Listed For Sale

  115 Timber Trace, Monticello, FL 32344

  115 Timber Trace, Monticello, FL 32344
• 

  

  /38

  $419,000

  • 3 Beds
  • 3 Baths
  • 2,706 Sq Ft

  339 Silver Lake Rd, Monticello, FL 32344

  Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

  Steve Walker Steve C. Walker Realty, LLC

  339 Silver Lake Rd, Monticello, FL 32344
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  /38

  $280,000 Sold Jul 25, 2025

  • 1,056 Sq Ft
  • $265/SF
  • 58 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  Unlisted Address

  Private Hunting Retreat on 20 Secluded Acres Just 25 minutes from Florida's Gulf Coast! Escape to your own slice of paradise with this private ,fully-equipped 20 acre property- ideal for hunters, or anyone seeking peace and privacy! Tucked away and surrounded by nature, this property offers the ultimate getaway with hunt-on-your-own-land freedom and thoughtful amenities designed for outdoor

  Pam Kelly Kelly & Kelly Properties, Inc

  Unlisted Address
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  /5

  Est $113,858 Not Listed For Sale

  150 Georgia St, Monticello, FL 32344

  150 Georgia St, Monticello, FL 32344
• 

  

  /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

  $459,000 Sold Jul 25, 2025

  • 2,555 Sq Ft
  • $180/SF
  • 143 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1983

  4287 Bassett Dairy Rd, Monticello, FL 32344

  Rare COUNTRY Farmhouse OASIS AWAITS! – Discover the perfect blend of rustic charm in this stunning 5-bedroom, 3-bathroom home, nestled on five fully fenced acres of picturesque pastureland. Located just 15 minutes from downtown Monticello, this peaceful retreat offers breathtaking views, abundant wildlife, and plenty of space for your pets to roam. Step inside to a beautifully updated,

  Destiny Jones Keller Williams Town & Country

  4287 Bassett Dairy Rd, Monticello, FL 32344
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  /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
• 

  

  /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
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  /26

  $130,000 Sold Jul 25, 2025

  • Land
  • 14 Acres
  • $9,220 per Acre

  • 175 Days On Market

  00 Cardinal Ln, Monticello, FL 32344

  This property is located at the dead-end of Cardinal Lane, on a cul-de-sac, in the Lloyd Acres Subdivision (NO HOA). It's zoned Residential-01, and can be subdivided (1 home/1 acre). Some wetland spots exist, but there is plenty of room for (1) or more future home-sites. Property was partially cleared for a future home-site by the current owners, but they've since decided to stay in their current

  Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  00 Cardinal Ln, Monticello, FL 32344
• 

  

  /16

  Not Listed For Sale

  00 Big Joe Rd, Monticello, FL 32344

  00 Big Joe 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
• 

  

  /42

  $335,000 Sold Jul 24, 2025

  • 1,551 Sq Ft
  • $216/SF
  • 45 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2012

  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.

  580 Holly Rd, Monticello, FL 32344
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  /3

  Not Listed For Sale

  00 Fountain Dr, Monticello, FL 32344

  00 Fountain Dr, 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
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  /6

  $195,000 Sold Jul 21, 2025

  • Land
  • 4.00 Acres
  • $48,750 per Acre

  • 215 Days On Market

  tbd Gamble Rd, Monticello, FL 32344

  Mixed Use Suburban/Residential zoning, just south of I-10 Exit 217. Some clearing has been done. Several parcels make up this listing. A survey is needed to determine the exact acreage and distances. Current distances are approx. There is a drain that runs through a portion of the property making some of it wet.

  Barry Kelly Kelly & Kelly Properties, Inc

  tbd Gamble Rd, Monticello, FL 32344
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  /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
• 

  /2

  $25,000

  • Land
  • 0.39 Acre
  • $64,103 per Acre

  0 Tram Rd Unit 21473387, Monticello, FL 32344

  Wooded lot located in the Wacissa area of Jefferson County; 15 to Tallahassee. Community water available to hook up to.Copyright © 2025 Tallahassee Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

  Steve Walker Steve C. Walker Realty, LLC

  0 Tram Rd Unit 21473387, 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
• 

  

  /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
• 

  

  /50

  $349,900 Pending

  • Land
  • 44 Acres
  • $7,890 per Acre

  1069 N Salt Rd, Monticello, FL 32344

  44+ Acres - 1069 N Salt Road, Jefferson County, FL Located within 10 miles from downtown Monticello Quick and easy access to I-10 Secluded setting with peace and privacy Cleared homesite featuring a 40x60 pole barn Interior trail system for easy navigation and recreation Excellent deer, turkey, and duck hunting opportunities Multiple game habitats for sportsmen Natural beauty throughout the

  Ben Jones Southern Land & Homes

  1069 N Salt Rd, Monticello, FL 32344
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  /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
• 

  

  /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
• 

  

  /42

  $489,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,061 Sq Ft

  350 Oconee, Monticello, FL 32344

  Welcome to Covey Run, a private estate community in the heart of Monticello. Your new 3 bedroom 2 bath 2 car garage sits on 2.24 acres. Home features open floor plan with primary on-suite and large walk-in closet. Kitchen is ready for the chef in mind with gas range and plenty of room for prep. Living room features 10 foot ceilings, fireplace and opens to a sunroom. House has Generac Home

  Steve Walker Steve C. Walker Realty, LLC

  350 Oconee, Monticello, FL 32344
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  /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
• 

  

  /35

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  418 Quail Ln, Monticello, FL 32344

  418 Quail Ln, Monticello, FL 32344

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