Jefferson County, FL Homes

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  /18

  $25,000

  • Land
  • 4 Acres
  • $6,250 per Acre

  TBD S Salt Rd, Monticello, FL 32344

  This beautiful old Florida habitat is great for wildlife observation, birding, native forest growth, riding four-wheelers, building nesting boxes for ducks and bats or a hammock and a place to get away for primitive camping. Costco in Tallahassee, Florida is 30.4 miles and Walmart Supercenter in Perry, Florida is 32.1 miles. Monticello, Florida is 9.3 miles for Ice Cream and boutiques, shops,

  

  Lynette Sirmon

  All Realty Services

  TBD S Salt Rd, Monticello, FL 32344
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  /7

  $975 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  685 S Waukeenah St Unit B, Monticello, FL 32344

  RENTAL NEAR DOWNTOWN MONTICELLO. Cozy, energy-efficient, 1BR/1BA with extra storage, washer/dryer, covered parking, and a large side yard. Total renovation in 2025.Good neighbors and neighborhood. $975/month plus money-saving utility package that includes electricity, wifi, local TV, water, sewer, and garbage (no utility deposit needed). Month-to-month lease after the second month.

  Hines Boyd FL-GA Realty & Auction

  685 S Waukeenah St Unit B, Monticello, FL 32344
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  /5

  $67,500

  Sold Mar 13, 2026

  200 Samanthas Ln, Monticello, FL 32344

  • Land
  • 5 Acres
  • $13,500 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 23 Days On Market

  Current Estimated Value $143,000

  Last Listing Agent Allison Smith OaksFeather Realty

  200 Samanthas Ln, Monticello, FL 32344
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  /34

  Not Listed For Sale

  4014 Ashville Hwy, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1993

  4014 Ashville Hwy, Monticello, FL 32344

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc
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  /60

  $539,500

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,718 Sq Ft

  333 N Post Oak Cir, Lloyd, FL 32344

  ENJOY THE QUIET SPACE OF THE SANCTUARY IN LLOYD*JUST 20 MINUTES FROM TALLAHASSEE* THIS FOUR BEDROOM TWO BATH HOME WAS BUILT IN 2020 WITH STYLISH FIXTURES AND DESIGN* ENJOY ONE ACRE ON A CORNER LOT WITH A FULLY FENCED BACKYARD* PLENTY OF SPACE FOR A BIG FAMILY AND PETS TO ROAM* THE HOME FEATURES A SPLIT BEDROOM FLOOR PLAN WITH A GORGEOUS OPEN LIVING, DINING AND KITCHEN SPACE* 2 CAR GARAGE AND

  

  Sarah Eden

  Eden & Company

  333 N Post Oak Cir, Lloyd, FL 32344
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  /2

  $1,855 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  345 Elliot Dr, Monticello, FL 32344

  Stunning new construction 3 bedroom, 2 bathroom, 2 car garage home in the quiet Pecan Hills subdivision in Monticello! This home features laminate floors throughout the entire home!! Granite counter tops in both the kitchen and bathrooms. The kitchen also features stainless steel appliances, as well as a pantry. The primary bedroom has a large walk in closet, as well as a good sized en suite with

  345 Elliot Dr, Monticello, FL 32344
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  /43

  $150,000

  Sold Nov 21, 2025

  77 E 6th Ct, Greenville, FL 32331

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft
  • Built 2004

  Last Sold Summary

  • 19% Below List Price
  • $70/SF
  • 49 Days On Market

  Last Listing Agent Catherine Hope All Realty Services

  77 E 6th Ct, Greenville, FL 32331
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  /39

  Est $1,374,685

  Not Listed For Sale

  25 Tallamont Rd, Monticello, FL 32344

  • 4 Beds
  • 3.5 Baths
  • 4,040 Sq Ft
  • Built 2003

  25 Tallamont Rd, Monticello, FL 32344

  Last Sold Summary

  • 111 Days On Market

  Last Listing Agent Caleb Stephens Silo Hill Properties
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  /32

  $1,805,000

  • Land
  • 192 Acres
  • $9,401 per Acre

  Vacant N Salt Rd, Monticello, FL 32344

  192± acre organic cattle farm located in beautiful Jefferson County, Florida Certified organic operation for 20+ years with a long-standing history of sustainable land stewardship Fully fenced and cross-fenced for efficient cattle rotation and livestock management Improved pastureland ideal for cattle, horses, or continued agricultural use Several picturesque homesites overlooking the scenic

  

  Ben Jones

  MOSSY OAK PROPERTIES

  Vacant N Salt Rd, Monticello, FL 32344
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  /12

  $1,195 Per Month

  • 2 Beds
  • 1.5 Baths
  • Condo for Rent

  530 Mississippi St Unit D, Monticello, FL 32344

  New Construction Upstairs unit is a 2 bed 1.5 bath apartment available in Monticello. Open floor plan, granite countertops, vinyl plank flooring, stainless steel appliances, washer and dryer in unit. Minutes to historic downtown, walking distance to the rec park, $60 flat fee for water monthly. There is a $75 application fee, all potential residents 18+ years of age must apply separately. Move

  530 Mississippi St Unit D, Monticello, FL 32344
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  /47

  $277,500

  Sold Apr 24, 2026

  575 W Madison St, Monticello, FL 32344

  • 3 Beds
  • 1.5 Baths
  • 1,834 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Below List Price
  • $151/SF
  • 4 Days On Market

  Current Estimated Value $280,241

  Last Listing Agent Brooke Feld Keller Williams Town & Country

  575 W Madison St, Monticello, FL 32344
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  /42

  Est $95,000

  Not Listed For Sale

  3908 N Salt Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1997

  3908 N Salt Rd, Monticello, FL 32344

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Catherine Hope All Realty Services
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  /7

  $135,000

  • Land
  • 10 Acres
  • $13,500 per Acre

  576 Cox Rd, Monticello, FL 32344

  Looking for privacy, this 10 acres provides an ideal homesite with some clearing for your homesite completed. The balance of the land is woorded with a mix of hardwoords and pines. Some of the land is in welands/flood which provides a nice buffer for privacy and a wildlife habitat. There is a well/pump (no tank), an older septic, and power pole. 15 ft easement leads to the property. Located just

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  576 Cox Rd, Monticello, FL 32344
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  /12

  $1,545 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  265 Bowman St, Monticello, FL 32344

  Move-In Special: Get 1/2 Off Your First Month’s Rent! Step into the charm of historic Monticello with this beautifully situated, tree-lined 3-bedroom, 2-bathroom home that’s been newly and completely remodeled in a modern style. Inside, enjoy bright, welcoming spaces with hardwood floors and a sleek kitchen featuring stainless steel appliances. Located on one of the town’s most established and

  265 Bowman St, Monticello, FL 32344
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  /50

  $469,000

  Sold May 26, 2026

  5301 Gentle Breeze Dr, Tallahassee, FL 32309

  • 3 Beds
  • 2 Baths
  • 2,083 Sq Ft
  • Built 1985

  Last Sold Summary

  • 15% Below List Price
  • $225/SF
  • 48 Days On Market

  Current Estimated Value $489,804

  Last Listing Agent Lindsay Pearson Pearson Realty Inc.

  5301 Gentle Breeze Dr, Tallahassee, FL 32309
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  /6

  Not Listed For Sale

  tbd Gamble Rd, Monticello, FL 32344

  tbd Gamble Rd, Monticello, FL 32344

  Last Sold Summary

  • 215 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc
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  /55

  $919,000

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  9901 Gamble Rd, Monticello, FL 32344

  PRIVATE 41-ACRE ESTATE MINUTES FROM TALLAHASSEE - TRAILS, WILDLIFE, PASTURE & CUSTOM HOME Nestled among majestic oaks and rolling countryside, this exceptional estate offers a rare combination of privacy, natural beauty and comfortable country living. Beyond the gated entrance lies a beautiful setting of open land, mature trees, and abundant wildlife, offering endless possibilities for equestrian

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  9901 Gamble Rd, Monticello, FL 32344
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  /19

  $155,000

  Sold Jul 31, 2026

  XX Ridge Rd, Monticello, FL 32344

  • Land
  • 10.54 Acres
  • $14,706 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 74 Days On Market

  Last Listing Agent Nicholas Harrington Keller Williams Town & Country

  XX Ridge Rd, Monticello, FL 32344
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  /32

  Est $421,882

  Not Listed For Sale

  39 Indian Hills Rd, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,803 Sq Ft
  • Built 1987

  39 Indian Hills Rd, Monticello, FL 32344

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Steve Walker Steve C. Walker Realty, LLC
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  /56

  $1,175,000

  • 3 Beds
  • 2 Baths
  • 2,612 Sq Ft

  1590 Tyson Rd, Monticello, FL 32344

  Experience the beauty and tranquility of North Florida living on this stunning estate located just south of Monticello with an easy commute to Tallahassee. This remarkable property features a mature pecan grove, two scenic ponds, along with a creek and open pasture perfect for horses or livestock. The centerpiece of the property is a beautifully crafted home filled with warmth, charm, and custom

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  1590 Tyson Rd, Monticello, FL 32344
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  /50

  $300,000

  Sold Aug 13, 2025

  1069 N Salt Rd, Monticello, FL 32344

  • Land
  • 44.35 Acres
  • $6,764 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 28 Days On Market

  Current Estimated Value $329,849

  Last Listing Agent Ben Jones Southern Land & Homes

  1069 N Salt Rd, Monticello, FL 32344
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  /42

  Est $551,464

  Not Listed For Sale

  273 Legacy Way, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 2017

  273 Legacy Way, Monticello, FL 32344

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Amber Renaud The Nova Group Realty
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  /25

  $162,900

  $62K PRICE DROP

  • Land
  • 14.9 Acres
  • $10,933 per Acre

  96 Sneads Dr, Greenville, FL 32331

  Seller Motivated to Sell! Discover 14.9 acres of pristine residential/recreational land along the Upper Aucilla River, near Sneads Lake in Jefferson County, Florida. This unique property offers a rare combination of upland and waterfront ownership with a portion of the property submerged by the flowing river. "Own out into & beyond the river channel (all the way to other bank) on the "Aucilla

  

  Lynette Sirmon

  All Realty Services

  96 Sneads Dr, Greenville, FL 32331
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  /3

  $44,000

  Sold Aug 12, 2025

  TBD Deerwood, Greenville, FL 32331

  • Land
  • 5.09 Acres
  • $8,644 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 63 Days On Market

  Last Listing Agent Justin Peel Maclay Realty & Management LLC

  TBD Deerwood, Greenville, FL 32331
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  /25

  Est $204,450

  Not Listed For Sale

  293 Freeman Rd, Lamont, FL 32336

  • 1 Bed
  • 1.5 Baths
  • 802 Sq Ft
  • Built 2017

  293 Freeman Rd, Lamont, FL 32336

  Last Sold Summary

  • 104 Days On Market

  Last Listing Agent Renee Smawley Steve C. Walker Realty, LLC
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  /4

  $80,500

  $45K PRICE DROP

  • Land
  • 5.05 Acres
  • $15,941 per Acre

  455 E Duck Pond Dr, Greenville, FL 32331

  This natual beauty of 5 acres with house and shed is priced for land value. The delapidated structures holds little to no value. With ownership afar, the property has been untouched for years. Hinting at what once was and what could be again, this property invites a lifestyle of peace and seclusion giving you a unique opportunity to create your own sanctuary complete with a pond that mirrors the

  

  Ursula Hannah

  1st Realty Appraisal Inc

  455 E Duck Pond Dr, Greenville, FL 32331
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  /4

  $135,000

  Sold Mar 03, 2026

  276 E Blue Bird Rd, Monticello, FL 32344

  • Land
  • 5 Acres
  • $27,000 per Acre

  Last Sold Summary

  • 29 Days On Market

  Current Estimated Value $613,633

  Last Listing Agent S.W. Ellis Blue Bird Homes & Lands

  276 E Blue Bird 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

  Last Sold Summary

  • 2,316 Days On Market

  Last Listing Agent Hines Boyd FL-GA Realty & Auction
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  /4

  $425,000

  • Land
  • 33.26 Acres
  • $12,778 per Acre

  TBD Cavallo Trail, Lloyd, FL 32344

  33+ acres in very nice rural subdivision. All wooded and will need some clearing for a homesite. Easy access to Tallahassee. Community water is available with tap in charge approx. $2500.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  TBD Cavallo Trail, Lloyd, FL 32344
• 

  

  /45

  $465,000

  Sold Apr 30, 2026

  47 Mire Ct, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Above List Price
  • $257/SF
  • 82 Days On Market

  Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

  47 Mire Ct, Monticello, FL 32344
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  /14

  Not Listed For Sale

  0 Salt South Rd, Lamont, FL 32336

  0 Salt South Rd, Lamont, FL 32336

  Last Sold Summary

  • 145 Days On Market

  Last Listing Agent Gary Silvernell Southeastern Land Group, LLC
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  /70

  $1,950,000

  $50K PRICE DROP

  • 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 18 beautiful acres. 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 baths, while the downstairs includes 2 bedrooms,

  

  Chance Shutes

  Keller Williams Town & Country

  305 Old Lloyd Rd, Monticello, FL 32344
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  /41

  $310,000

  Sold Sep 04, 2025

  4131 N Jefferson Hwy, Monticello, FL 32344

  • 5 Beds
  • 4 Baths
  • 3,330 Sq Ft
  • Built 1979

  Last Sold Summary

  • 27% Below List Price
  • $93/SF
  • 164 Days On Market

  Current Estimated Value $318,303

  Last Listing Agent Catherine Hope All Realty Services

  4131 N Jefferson Hwy, Monticello, FL 32344
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  /9

  Not Listed For Sale

  TBD Clark Rd Unit n/a, Monticello, FL 32344

  TBD Clark Rd Unit n/a, Monticello, FL 32344

  Last Sold Summary

  • 1,524 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc
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  /8

  $69,000

  • Land
  • 10.2 Acres
  • $6,765 per Acre

  tbd E 2nd Way, Greenville, FL 32331

  10.2 acre wooded wonderland, corner acreage fronting on 3 roads. Will sell as 2 - 5 acre parcels for $39,500 for each parcel.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  tbd E 2nd Way, Greenville, FL 32331
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  /43

  $460,000

  Sold May 22, 2026

  4235 N Jefferson St, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Below List Price
  • $247/SF
  • 56 Days On Market

  Current Estimated Value $472,022

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  4235 N Jefferson St, Monticello, FL 32344
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  /70

  Not Listed For Sale

  1291 Hayfield Spur, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • Built 2009

  1291 Hayfield Spur, Monticello, FL 32344

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Jason Naumann The Naumann Group Real Estate
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  /2

  $65,000

  $10K PRICE DROP

  • Land
  • 1.7 Acres
  • $38,235 per Acre

  TBD Scott Dr, Monticello, FL 32344

  1.7 acres, two lots hidden in Monticello. Will not divide. Private setting with Plantation to the west. There is a 15 ft recorded easement to the property but currently working on additional road access. No sign on property. .

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  TBD Scott Dr, Monticello, FL 32344
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  /39

  $343,000

  Sold Aug 26, 2025

  4715 N Jefferson St, Monticello, FL 32344

  • 3 Beds
  • 3 Baths
  • 2,063 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Below List Price
  • $166/SF
  • 18 Days On Market

  Current Estimated Value $371,070

  Last Listing Agent Allison Smith OaksFeather Realty

  4715 N Jefferson St, Monticello, FL 32344
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  /38

  Est $291,259

  Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2002

  Unlisted Address

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

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