Jefferson, FL Homes in ZIP Code 32344

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  /32

  $52,500

  • Land
  • 8 Acres
  • $6,827 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

  (448) 678-1146

  983 Mays Rd, Lamont, FL 32344
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  /13

  Call for Price

  Jefferson Pines

  1 Bed

  24 Parkway Pines, Monticello, FL 32344

  24 Parkway Pines, Monticello, FL 32344
• 

  

  

  /42

  $260,000 Sold Aug 29, 2025

  • 2,280 Sq Ft
  • $114/SF
  • 135 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2000

  2422 N Jefferson St, Monticello, FL 32344

  This beautiful double-wide has been immaculately maintained, with recent updates, including new floors in the kitchen/laundry/guest bath (2014), a new refrigerator (2022), and a new hot water heater (2021). The living area boasts a space large enough to accommodate separate living and family rooms. The kitchen has a 2nd prep sink in the island with a disposal. The bedrooms are incredibly large

  Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  2422 N Jefferson St, Monticello, FL 32344
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  /39

  Est $1,365,718 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
• 

  

  /21

  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Townhouse for Rent

  50 Capri Ln, Monticello, FL 32344

  Beautiful New Contraction. Large Bedrooms.

  Amber McKinney Hamilton Realty Advisors LLC

  50 Capri Ln, Monticello, FL 32344
• 

  

  /5

  $260,000 Sold Aug 29, 2025

  • Land
  • 12 Acres
  • $20,867 per Acre

  • 296 Days On Market

  0 Taylor Rd Unit 378633, Monticello, FL 32344

  Spectacular high and dry pasture with scattered oaks and pines. Ideal for your new home. Horses welcome. 4 lot subdivision with some restrictions to protect the neighborhood. only 2 lots left. All utilities will be underground.

  Barry Kelly Kelly & Kelly Properties, Inc

  0 Taylor Rd Unit 378633, Monticello, FL 32344
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  /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 Pending

  • 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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  /9

  $1,550 per month

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  685 S Waukeenah St, Monticello, FL 32344

  CHARMING LIKE-NEW HOME FOR RENT IN MONTICELLO. 3 BR/2 Bath, 1350 s.f. Walk to downtown and nearby shopping. Good neighbors. Total renovation is being wrapped up now for September 1 occupancy. Everything is new. New HVAC. New electrical. New plumbing. New roof. New kitchen. New insulation. Newly refinished wood floors. New paint everywhere. New landscaping and lawn. Comes with a washer and

  Hines Boyd FL-GA Realty & Auction

  685 S Waukeenah St, Monticello, FL 32344
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  /39

  $343,000 Sold Aug 26, 2025

  • 2,063 Sq Ft
  • $166/SF
  • 18 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1979

  4715 N Jefferson St, Monticello, FL 32344

  This Monticello gem truly has it all! Situated on 1.8 beautifully maintained acres, this 3-bedroom, 3-bath home offers a rare blend of indoor comfort and outdoor living. Enjoy the peaceful KOI pond, relax under the powered gazebo, or take a dip in the above-ground pool—complete with a poolside bathroom and shower. Need space for hobbies or projects? You’ll love the 11x40 double-sided shop with

  Allison Smith OaksFeather Realty

  4715 N Jefferson St, Monticello, FL 32344
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  /36

  Est $495,682 Not Listed For Sale

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

  874 Lake Rd, Monticello, FL 32344

  874 Lake Rd, Monticello, FL 32344
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  /12

  $175,000

  • Land
  • 10 Acres
  • $16,714 per Acre

  5936 Vista Rd, Monticello, FL 32344

  Perfect opportunity to own 10+ acres to build your dream home on this blank slate. Lot is mostly flat and backs up to a power line so no building behind the property. Abundant wildlife present (deer and turkey) and bring all your yard animals. Ride up Vista Road to see your neighbors on larger lots to Waukeenah Hwy to visit the beautiful Monticello Vineyards and Winery. Lot dimensions are

  

  Jaquelynn Harrison-Cofty

  Property Finders Nguyen Realty

  (448) 334-6928

  5936 Vista Rd, Monticello, FL 32344
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  /17

  $1,600 per month

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft
  • House for Rent

  370 Brown Rd, Lamont, FL 32336

  Country living available now! 3 bedroom 2 bath home in Jefferson County on one acre. Enclosed garage offers additional living space not included in square footage. Spacious kitchen with open floor plan. Tile floors with washer and dryer included. Rocking chair front porch and back deck. Measurements approximate renter to verify. Pets considered with non-refundable pet fee

  Jennifer Botero HomeSweetHome PM & Sales

  370 Brown Rd, Lamont, FL 32336
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  /10

  $220,000 Sold Aug 26, 2025

  • Land
  • 7 Acres
  • $31,429 per Acre

  • 119 Days On Market

  1400 Gamble Rd, Monticello, FL 32344

  7 Beautiful Acres – Ready for Your Dream Home! Discover the perfect blend of open space and natural beauty on this stunning 7-acre property. Mostly cleared and dotted with mature pines and hardwoods, it offers the ideal setting for your custom home or peaceful retreat. Utilities are already in place with power on-site and a deep well—a huge head start on your build. Whether you're looking for

  Kenneth Ayers Primesouth Fezler, Russell and

  1400 Gamble Rd, Monticello, FL 32344
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  /15

  Not Listed For Sale

  115 Timber Trace, Monticello, FL 32344

  115 Timber Trace, Monticello, FL 32344
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  /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
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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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  /27

  $80,000 Sold Aug 25, 2025

  • 1,144 Sq Ft
  • $70/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  208 Robin Rd, Monticello, FL 32344

  HANDYMAN SPECIAL ON ONE ACRE OFF GOVERNMENT MAINTAINED ROAD WITH TONS OF PEACE AND QUIET! LARGE OAK TREES, COMQUAT, SATSUMA, FIGS AND WHITE GARDENIAS! Fully fenced with gates so you can park all your toys or work equipment! Separate fenced off area in back for your pets. Large shed in back for more storage.

  Kimberly Nabors Advanced Realty Group LLC

  208 Robin Rd, Monticello, FL 32344
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  /5

  Est $113,858 Not Listed For Sale

  150 Georgia St, Monticello, FL 32344

  150 Georgia St, Monticello, FL 32344
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  /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
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  /27

  $315,000 Sold Aug 22, 2025

  • 1,772 Sq Ft
  • $178/SF
  • 9 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1924

  395 W Palmer Mill Rd, Monticello, FL 32344

  Check out this craftsman style home in the heart of Monticello. This 1920s charmer has 3 bedrooms, 1 & 1/2 baths, wrap around porches, fenced in yards (front and back) with sidewalks to the center of town just a few blocks away. This home was previously a daycare and could be again if you choose.

  Mark Vollertsen Advanced Real Estate Sales

  395 W Palmer Mill Rd, Monticello, FL 32344
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  /36

  Est $254,776 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
• 

  

  /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
• 

  

  /42

  $482,500 Sold Aug 20, 2025

  • 2,061 Sq Ft
  • $234/SF
  • 106 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  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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  /16

  Not Listed For Sale

  00 Big Joe Rd, Monticello, FL 32344

  00 Big Joe Rd, Monticello, FL 32344
• 

  

  /19

  $350,000

  • Land
  • 70 Acres
  • $4,968 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

  265 Neely Rd, Monticello, FL 32344
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  /26

  $231,000 Sold Aug 20, 2025

  • 1,338 Sq Ft
  • $173/SF
  • 161 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2005

  495 N Cherry Ct, Monticello, FL 32344

  Over 55 Townhome community of only 8 homes in downtown Monticello. Walk to restaurants and shops. Mint condition 2 bedroom 2 bath with nice screened porch and walk in tub system. This end unit is extra private. New Roof (March 2025).

  Pam Kelly Kelly & Kelly Properties, Inc

  495 N Cherry Ct, Monticello, FL 32344
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  /25

  Est $217,900 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 802 Sq Ft

  293 Freeman Rd, Lamont, FL 32336

  293 Freeman Rd, Lamont, FL 32336
• 

  

  /16

  $487,878

  • 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
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  /17

  $19,500 Sold Aug 15, 2025

  • Land
  • 0.86 Acre
  • $22,674 per Acre

  • 60 Days On Market

  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

  98 Cox 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
• 

  

  /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
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  /40

  $520,000 Sold Aug 15, 2025

  • 2,661 Sq Ft
  • $195/SF
  • 241 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2021

  141 Shumard Ct, Monticello, FL 32344

  Back on the Market- Buyer's Financing Fell Thru. This stunning 3-bedroom, 3-bath home is perfectly situated on a quiet cul-de-sac, offering the ideal blend of modern comfort and thoughtful upgrades, all on a fully fenced 0.90-acre lot. The spacious open floor plan is designed for both entertaining and everyday living, complemented by a gourmet kitchen with stainless steel appliances. The garage

  Kara Richetti Real Broker LLC

  141 Shumard Ct, Monticello, FL 32344
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  /9

  Est $184,057 Not Listed For Sale

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

  2191 Rabon Rd, Monticello, FL 32344

  2191 Rabon Rd, 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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  /70

  $425,000 Sold Aug 08, 2025

  • 1,452 Sq Ft
  • $293/SF
  • 26 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2009

  1291 Hayfield Spur, Monticello, FL 32344

  Escape to your own private retreat in Monticello, FL! This spacious 5-acre property features two private ponds and two large outbuildings—both equipped with utilities. One outbuilding functions as a workshop with additional storage and a bathroom, offering endless potential. The 2-bedroom, 2-bathroom home is full of charm, featuring vaulted ceilings, a wood-burning fireplace, and an abundance of

  Jason Naumann The Naumann Group Real Estate

  1291 Hayfield Spur, 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
• 

  /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
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  /36

  $285,000 Sold Aug 08, 2025

  • 1,527 Sq Ft
  • $187/SF
  • 40 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  705 N Mulberry St, Monticello, FL 32344

  Charming & Stylish Monticello Home! This adorable 3bedroom, 2.5bath home is nestled on a spacious lot just minutes from historic downtown Monticello. Brimming with warmth, charm, and character, this home is an absolute delight from the moment you step inside. You’ll immediately appreciate the quality craftsmanship and attention to detail throughout, including extensive moldings, custom built-in

  Bill Lord Armor Realty, Inc

  705 N Mulberry St, Monticello, FL 32344

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