Jefferson County, FL Homes

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  /42

  $447,500

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,499 Sq Ft

  75 E 5th Ct, Greenville, FL 32331

  Escape the congestion and fly into your own private rural retreat featuring two seperate living quarters, expansive hangar space and direct access to a 6,000 foot grass airstrip. Not your typical cookie cutter community! Located on 5 acres featuring a main residence, a guest house, an impressive 60x48 aircraft hangar + 40x48 apron with direct access to a 6,000 foot grass airstrip. Taxi directly

  

  Lynette Sirmon

  All Realty Services

  (448) 418-4795

  75 E 5th Ct, Greenville, FL 32331
• 

  

  

  /17

  Starting at $1,299 Per Month

  • 3 Beds

  24 Parkway Pines, Monticello, FL 32344

  Welcome to Jefferson Pines! An all-age, pet-friendly manufactured home community located in Monticello, FL. Here, you'll find the ideal mix of small-town charm and everyday convenience, with a community feel that's perfect for individuals and families alike.Nestled in a quiet area just minutes from local shopping and dining, Jefferson Pines offers the comfort of community living with easy

  Jefferson Pines

  (850) 852-1798

  

  24 Parkway Pines, Monticello, FL 32344
• 

  

  

  /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 $125,000

  Last Listing Agent Allison Smith OaksFeather Realty

  200 Samanthas Ln, Monticello, FL 32344
• 

  

  

  /39

  Est $1,387,473

  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
• 

  

  

  /32

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  217 White House Rd, Monticello, FL 32344

  Build your dream home. A spectacular 7 acres, all high and dry with easy access to Tallahassee. The mobile home will need the sub floor replaced in some areas. Overall the home is older but in good condition with new windows in 2020, new well pump in 2019, air handler in 2025, dishwasher in 2025, washer/dryer in 2019, range in 2023, refrig. in 2024, and roof replaced on approx 2018. The land is

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5577

  217 White House Rd, Monticello, FL 32344
• 

  

  /18

  $1,995 Per Month

  • 3 Beds
  • 2.5 Baths
  • House for Rent

  300 Bowman St, Monticello, FL 32344

  Available the 1st Week of June! Stunning new construction home offers a bright, open floor plan designed for comfort and style. Kitchen features raised cabinets, granite countertops, stainless steel appliances, a spacious island with seating, and a pantry overlooking the large family area—perfect for gatherings. A separate dining space, half bath, and generous under-stair storage complete the

  300 Bowman St, Monticello, FL 32344
• 

  

  /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
• 

  

  /42

  Est $159,000

  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
• 

  

  /41

  $550,000

  • 5 Beds
  • 2 Baths
  • 2,268 Sq Ft

  398 Tecumseh Rd, Monticello, FL 32344

  Charming Cape Cod-style home tucked away on 5 acres just minutes to downtown Monticello. This one owner home has been lovingly maintained and reflects years of care and pride of ownership. With over 2200 square feet of living space, the home offers a comfortable layout. The main floor features three bedrooms, one bath, a welcoming living room with a gas fireplace, dining area, kitchen and a

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 288-1862

  398 Tecumseh Rd, Monticello, FL 32344
• 

  

  /6

  $1,895 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  1080 Partridge Ln, Monticello, FL 32344

  Stunning new construction: 3 bedroom, 2 bathroom, 2 car garage home in Monticello! This home features laminate floors throughout the entire home!! Granite countertops 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 bathroom suite with dual sinks, a large walk-in

  1080 Partridge Ln, Monticello, FL 32344
• 

  

  /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 $294,652

  Last Listing Agent Brooke Feld Keller Williams Town & Country

  575 W Madison St, Monticello, FL 32344
• 

  

  /32

  Est $398,507

  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
• 

  

  /5

  $199,000

  • Land
  • 5.03 Acres
  • $39,563 per Acre

  TBD W Washington, Monticello, FL 32344

  Fronting on Hwy-90 this high elevation lot is lightly wooded. Some restrictions apply.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 233-3457

  TBD W Washington, Monticello, FL 32344
• 

  

  /17

  $2,325 Per Month

  • 4 Beds
  • 3 Baths
  • House for Rent

  2863 Government Farms Rd, Monticello, FL 32344

  COMING SOON! Large but cozy, brick, home nestled under the oaks. This home has 4 bedrooms, 3 baths, an office, a den with a fireplace, a formal dining room, a formal living room and an eat-in area in the kitchen. Tons of storage .Covered porch on the side, a huge, open deck on the back, plus a double car garage with extra storage. Approximately 5 acres of peace and serenity. Escape the hustle and

  2863 Government Farms Rd, Monticello, FL 32344
• 

  

  /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 $549,593

  Last Listing Agent Lindsay Pearson Pearson Realty Inc.

  5301 Gentle Breeze Dr, Tallahassee, FL 32309
• 

  

  /42

  Est $563,178

  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
• 

  

  /25

  $215,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,331 Sq Ft

  10567 S Salt Rd, Lamont, FL 32336

  Tucked away in the quiet countryside of Lamont, this property offers room to breathe and a peaceful rural setting surrounded by nature. Whether you are seeking a full time residence or a weekend retreat , this property delivers practical comfort and space to enjoy the outdoors. Every major component has been updated offering modern living on 1 acre. Located near the Gulf Coast and convenient to

  

  Lynette Sirmon

  All Realty Services

  (448) 408-1926

  10567 S Salt Rd, Lamont, FL 32336
• 

  

  /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 $308,758

  Last Listing Agent Ben Jones Southern Land & Homes

  1069 N Salt Rd, Monticello, FL 32344
• 

  

  /25

  Est $217,592

  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
• 

  

  /49

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 3,832 Sq Ft

  4589 Ashville Hwy, Monticello, FL 32344

  Nestled on 5.56 acres of fenced pastureland, this stunning estate, is framed by majestic oak trees and welcomes you through a private gated entrance. From the rocking chair front porch to the thoughtfully designed interior, this property offers the perfect blend of luxury and country living. Living room kitchen combination with the stone fireplace creating a warm and inviting focal point. The

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 222-3877

  4589 Ashville Hwy, Monticello, FL 32344
• 

  

  /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
• 

  

  /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
• 

  

  /16

  $495,000

  $54K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  640 Nautilus Dr, Monticello, FL 32344

  Secluded 56.37 Acres with Metal Building & Living Quarters -Western Jefferson County. This property offers privacy, versatility and room to build or expand. The land features a 2880 sq ft heavy-gauged metal building designed for both residential and workshop use. Second floor includes 1200 sf of living space currently unfinished featuring two bedrooms, kitchen and living area and one bath. A

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-9639

  640 Nautilus Dr, Monticello, FL 32344
• 

  

  /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 $497,500

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

  276 E Blue Bird Rd, Monticello, FL 32344
• 

  

  /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
• 

  

  /33

  $329,000

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  233 Attatulga Rd, Lamont, FL 32336

  Spacious Triplewide mobile home on 5 private acres, plenty room for family and guests, 4 bedrooms, 3 baths, open floor plan. Huge master suite (12x25), additional bedroom with private bathroom. Huge deck for entertaining or just enjoying nature. Open pole barn and carport. Enjoy peaceful country living with ample outdoor space for animals, hobbies, or recreation. Conveniently located with easy

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-4028

  233 Attatulga Rd, Lamont, FL 32336
• 

  

  /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
• 

  

  /35

  Not Listed For Sale

  0 Carney Rd Unit 349702, Monticello, FL 32344

  0 Carney Rd Unit 349702, Monticello, FL 32344

  Last Sold Summary

  • 98 Days On Market
• 

  

  /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

  (448) 231-3294

  576 Cox Rd, Monticello, FL 32344
• 

  

  /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 $308,808

  Last Listing Agent Catherine Hope All Realty Services

  4131 N Jefferson Hwy, Monticello, FL 32344
• 

  

  /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
• 

  

  /28

  $397,000

  $23K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,373 Sq Ft

  1205 E Pearl St, Monticello, FL 32344

  Charming 1956 Mid-Century Home. Fully Renovated with Modern Touches. Welcome to this beautifully reimagined 1956 classic, where character meets contemporary luxury. Every inch of this home has been thoughtfully renovated, blending original charm with stylish, modern upgrades. Step inside to discover a bright, open-concept living space featuring new floors, recessed lighting, and large windows

  

  Brian Bachman

  Kelly & Kelly Properties, Inc

  (448) 327-5761

  1205 E Pearl St, Monticello, FL 32344
• 

  

  /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 $485,514

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  4235 N Jefferson St, Monticello, FL 32344
• 

  

  /40

  Not Listed For Sale

  79 Mire Ct, Monticello, FL 32344

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

  79 Mire Ct, Monticello, FL 32344

  Last Sold Summary

  • 37 Days On Market
• 

  

  /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

  (448) 218-5273

  1590 Tyson Rd, Monticello, FL 32344
• 

  

  /25

  $307,000

  Sold Jun 06, 2025

  203 Pine Cone Dr, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $194/SF
  • 51 Days On Market

  Current Estimated Value $348,676

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  203 Pine Cone Dr, Monticello, FL 32344
• 

  

  /42

  Est $497,056

  Not Listed For Sale

  761 Tyson Rd, Lamont, FL 32336

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft
  • Built 2022

  761 Tyson Rd, Lamont, FL 32336

  Last Sold Summary

  • 145 Days On Market
• 

  

  /25

  $164,900

  $60K PRICE DROP

  • Land
  • 14.9 Acres
  • $11,067 per Acre

  Lot 8 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

  (448) 202-7187

  Lot 8 Sneads Dr, Greenville, FL 32331
• 

  

  /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 $349,188

  Last Listing Agent Allison Smith OaksFeather Realty

  4715 N Jefferson St, Monticello, FL 32344
• 

  

  /9

  Not Listed For Sale

  2191 Rabon Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1985

  2191 Rabon Rd, Monticello, FL 32344

  Last Sold Summary

  • 4 Days On Market

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