Jefferson County, FL Homes

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  /5

  $85,000

  Sold Aug 26, 2025

  210 Oetinger Rd, Monticello, FL 32344

  • Land
  • 5.01 Acres
  • $16,966 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Kayla Palmer Timber & Tides Real Estate

  210 Oetinger Rd, Monticello, FL 32344
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  /42

  Not Listed For Sale

  487 Cox Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1986

  487 Cox Rd, Monticello, FL 32344

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Liz Kuntz Keller Williams Town & Country
• 

  

  

  /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

  640 Nautilus Dr, Monticello, FL 32344
• 

  

  

  /16

  $40,000

  Sold Jun 25, 2026

  980 Mays St, Monticello, FL 32344

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1963

  Last Sold Summary

  • 38% Below List Price
  • $45/SF
  • 135 Days On Market

  Current Estimated Value $46,752

  Last Listing Agent Ben Marinelli All Realty Services

  980 Mays St, Monticello, FL 32344
• 

  

  

  /26

  Not Listed For Sale

  00 Cardinal Ln, Monticello, FL 32344

  00 Cardinal Ln, Monticello, FL 32344

  Last Sold Summary

  • 175 Days On Market

  Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc
• 

  /2

  $50,000

  • Land
  • 2.5 Acres
  • $20,000 per Acre

  TBD E Meadow Rd, Monticello, FL 32344

  Wooded lot, pines and hardwoods. Mobile homes are allowed. High elevation.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  TBD E Meadow Rd, Monticello, FL 32344
• 

  

  /42

  $260,000

  Sold Aug 29, 2025

  2422 N Jefferson St, Monticello, FL 32344

  • 3 Beds
  • 3 Baths
  • 2,280 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $114/SF
  • 135 Days On Market

  Current Estimated Value $318,348

  Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  2422 N Jefferson St, Monticello, FL 32344
• 

  

  /10

  Not Listed For Sale

  396 Mallard Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2025

  396 Mallard Ln, Monticello, FL 32344

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales
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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
• 

  

  /14

  $30,000

  Sold Nov 21, 2025

  000 Ashville Highlands Dr, Greenville, FL 32331

  • Land
  • 5 Acres
  • $6,000 per Acre

  Last Sold Summary

  • 54% Below List Price
  • 58 Days On Market

  Last Listing Agent Alicia Radtke All Realty Services

  000 Ashville Highlands Dr, Greenville, FL 32331
• 

  

  /41

  Not Listed For Sale

  111 W 8th Ct, Greenville, FL 32331

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1998

  111 W 8th Ct, Greenville, FL 32331

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Catherine Hope All Realty Services
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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
• 

  

  /66

  $850,000

  Sold Feb 09, 2026

  740 Kinsey Rd, Monticello, FL 32344

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft
  • Built 1941

  Last Sold Summary

  • 29% Below List Price
  • $742/SF
  • 298 Days On Market

  Current Estimated Value $837,342

  Last Listing Agent Ben Jones Southern Land & Homes

  740 Kinsey Rd, Monticello, FL 32344
• 

  

  /3

  Not Listed For Sale

  0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

  0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

  Last Sold Summary

  • 87 Days On Market

  Last Listing Agent Brian Proctor NAI TALCOR Commercial
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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
• 

  

  /11

  $90,000

  Sold Jan 13, 2026

  4685 Waukeenah Hwy, Monticello, FL 32344

  • 1 Bed
  • 1 Bath
  • 1,064 Sq Ft
  • Built 2005

  Last Sold Summary

  • 25% Below List Price
  • $85/SF
  • 4 Days On Market

  Current Estimated Value $91,410

  Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

  4685 Waukeenah Hwy, Monticello, FL 32344
• 

  

  /6

  Not Listed For Sale

  0 Barnes Rd Unit 380665, Monticello, FL 32344

  0 Barnes Rd Unit 380665, Monticello, FL 32344

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent H. Trey Hough Armor Realty, Inc
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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
• 

  

  /54

  $105,000

  Sold Jun 17, 2026

  12447 Gamble Rd, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1930

  Last Sold Summary

  • 38% Below List Price
  • $59/SF
  • 236 Days On Market

  Current Estimated Value $118,293

  Last Listing Agent Catherine Hope All Realty Services

  12447 Gamble Rd, Monticello, FL 32344
• 

  

  /3

  Not Listed For Sale

  4019 Ashville Hwy Unit o, Monticello, FL 32344

  4019 Ashville Hwy Unit o, Monticello, FL 32344

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Sarah Scott Coldwell Banker Hartung
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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
• 

  

  /26

  $231,000

  Sold Aug 20, 2025

  495 N Cherry Ct, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • Built 2005

  Last Sold Summary

  • 14% Below List Price
  • $173/SF
  • 161 Days On Market

  Current Estimated Value $240,866

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  495 N Cherry Ct, Monticello, FL 32344
• 

  

  /23

  Not Listed For Sale

  36 Mossy Oak Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,957 Sq Ft
  • Built 2024

  36 Mossy Oak Ln, Monticello, FL 32344

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country
• 

  

  /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
• 

  

  /48

  $1,012,500

  Sold Apr 29, 2026

  237 Valley View Ct, Monticello, FL 32344

  • 8 Beds
  • 6.5 Baths
  • 5,560 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Above List Price
  • $182/SF
  • 22 Days On Market

  Current Estimated Value $909,245

  Last Listing Agent Kelly Vinson Keller Williams Town & Country

  237 Valley View Ct, Monticello, FL 32344
• 

  

  /40

  Est $296,915

  Not Listed For Sale

  185 Main St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,206 Sq Ft
  • Built 1914

  185 Main St, Monticello, FL 32344

  Last Sold Summary

  • 93 Days On Market

  Last Listing Agent Lee Hall Bespoke Realty of Tallahassee
• 

  

  /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
• 

  

  /61

  $330,000

  Sold Jan 29, 2026

  864 Ashville Hwy, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Below List Price
  • $224/SF
  • 1 Day On Market

  Current Estimated Value $333,466

  Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  864 Ashville Hwy, Monticello, FL 32344
• 

  

  /27

  Not Listed For Sale

  81 Coopers Pond Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Built 2024

  81 Coopers Pond Rd, Monticello, FL 32344

  Last Sold Summary

  • 129 Days On Market

  Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC
• 

  

  /57

  $699,000

  • 6 Beds
  • 3.5 Baths
  • 3,114 Sq Ft

  365 S Mulberry St, Monticello, FL 32344

  Historic soul. Modern substance. A rare circa-late 1800s home, beautifully restored and thoughtfully made NEW. Some houses simply endure... and some are given the rare chance to begin again. Better than New Construction! Just two blocks from the courthouse square in Monticello, Fl, this circa-late 1800s home—a classic Southern I-house shaped by Greek Revival influence—once stood quietly

  Lee Hall Bespoke Realty of Tallahassee

  365 S Mulberry St, Monticello, FL 32344
• 

  

  /24

  $167,000

  Sold Jul 16, 2026

  963 Quail Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Below List Price
  • $116/SF
  • 116 Days On Market

  Last Listing Agent Van Drake Tallahassee Land Company

  963 Quail Ln, Monticello, FL 32344
• 

  

  /6

  Not Listed For Sale

  xxx S Main Ave, Monticello, FL 32344

  xxx S Main Ave, Monticello, FL 32344

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Jackie Austin Shamrock Professionals Realty
• 

  

  /19

  $281,800

  $68K PRICE DROP

  • Land
  • 70.45 Acres
  • $4,000 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 Southern Forestry Realty

  265 Neely Rd, Monticello, FL 32344
• 

  

  /70

  $465,000

  Sold Jun 26, 2026

  3140 W Washington Hwy, Monticello, FL 32344

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Above List Price
  • $111/SF
  • 3 Days On Market

  Current Estimated Value $600,634

  Last Listing Agent Nancy Stedman Coldwell Banker Hartung

  3140 W Washington Hwy, Monticello, FL 32344
• 

  

  /4

  Not Listed For Sale

  0 Taylor Rd Unit 377923, Monticello, FL 32344

  0 Taylor Rd Unit 377923, Monticello, FL 32344

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Kevin Davis The Naumann Group Real Estate
• 

  

  /16

  $487,878

  $220K PRICE DROP

  • 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
• 

  

  /25

  $74,090

  Sold Dec 12, 2025

  687 Smokehouse Farms Dr Unit na, Greenville, FL 32331

  • Land
  • 5.01 Acres
  • $14,788 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 54 Days On Market

  Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

  687 Smokehouse Farms Dr Unit na, Greenville, FL 32331
• 

  

  /21

  Not Listed For Sale

  750 N Cherry St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2000

  750 N Cherry St, Monticello, FL 32344

  Last Sold Summary

  • 102 Days On Market

  Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc
• 

  

  /7

  $109,000

  • Land
  • 5 Acres
  • $21,800 per Acre

  130 Sweetfield Rd, Monticello, FL 32344

  Mobile-home-friendly property with a cleared homesite and an existing well, septic system, and electrical service already on the property. Seller financing is available. Conveniently located near I-10 and approximately 30 minutes from Tallahassee. Bring your home plans and enjoy a quiet country setting with room for animals, gardening, outdoor projects, and additional storage. Fence the property

  Moe Mossa Savvy Avenue, LLC

  130 Sweetfield Rd, Monticello, FL 32344
• 

  

  /46

  $900,000

  Sold Mar 23, 2026

  525 Taylor Rd, Monticello, FL 32344

  • 4 Beds
  • 4.5 Baths
  • 3,610 Sq Ft
  • Built 2005

  Last Sold Summary

  • 14% Below List Price
  • $249/SF
  • 7 Days On Market

  Current Estimated Value $954,565

  Last Listing Agent Michele Arceneaux Kelly & Kelly Properties, Inc

  525 Taylor Rd, Monticello, FL 32344

Showing Results 81 - 120, Page 3 of 18