Jefferson County, FL Homes

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  /14

  $179,000 Sold Jul 11, 2025

  120 E 1st Place, Greenville, FL 32331

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2002

  Last Sold Summary

  • 10% Below List Price
  • $110/SF
  • 360 Days On Market

  Last Listing Agent Caleb Stephens Silo Hill Properties

  120 E 1st Place, Greenville, FL 32331
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  /37

  Est $466,427 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,336 Sq Ft

  394 Lake Rd, Monticello, FL 32344

  394 Lake Rd, Monticello, FL 32344
• 

  

  

  /34

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  130 Simpson Ave, Monticello, FL 32344

  Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a

  Suzanna Malone Lauer Real Estate Group LLC

  130 Simpson Ave, Monticello, FL 32344
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  /27

  $384,000 Sold Apr 22, 2025

  162 Natural Bridge Rd, Monticello, FL 32344

  • Land
  • 24.72 Acres
  • $15,534 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 812 Days On Market

  Current Estimated Value $386,563

  Last Listing Agent Amy Crain The American Dream

  162 Natural Bridge Rd, Monticello, FL 32344
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  /9

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  1283 Rabon Rd, Monticello, FL 32344

  1283 Rabon Rd, Monticello, FL 32344
• 

  

  /21

  $265,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  1125 E Dogwood St, Monticello, FL 32344

  Must see this brand new home built by Southern Construction in the downtown Monticello area. Home is complete and ready for its new owners!! Home features 3 bed, 2 baths, granite countertops, upgraded trim package, vinyl plank flooring throughout, tile bathroom and laundry floors, and stainless appliance package. Come get this beautiful home before its gone!!

  Jared Parramore Coastwise Realty

  1125 E Dogwood St, Monticello, FL 32344
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  /35

  $85,000 Sold Dec 17, 2025

  550 E 2nd Way, Greenville, FL 32331

  • Land
  • 5.51 Acres
  • $15,426 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 18 Days On Market

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

  550 E 2nd Way, Greenville, FL 32331
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  /15

  Not Listed For Sale

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

  170 N Wood Duck Dr, Monticello, FL 32344

  170 N Wood Duck Dr, Monticello, FL 32344
• 

  

  /13

  $584,350

  • Land
  • 30.97 Acres
  • $18,868 per Acre

  Vacant Attatulga Rd, Lamont, FL 32336

  Discover the perfect blend of privacy and convenience with this beautiful 30-acre wooded parcel in Jefferson County. With a mix of towering pines and hardwoods, a picturesque creek runs through the center of this property, adding to the natural beauty and charm of the land. Nestled between Attatulga Rd and WPA Rd, you are afforded dual road access from the North and South. Zoned Ag-5, there are

  Catherine Hope All Realty Services

  Vacant Attatulga Rd, Lamont, FL 32336
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  /41

  $730,000 Sold Jan 31, 2025

  424 S Hiawatha Farms Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,085 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $237/SF
  • 90 Days On Market

  Current Estimated Value $747,727

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

  424 S Hiawatha Farms Rd, Monticello, FL 32344
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  /21

  Not Listed For Sale

  XXX Watermill Rd, Monticello, FL 32344

  XXX Watermill Rd, Monticello, FL 32344
• 

  

  /19

  $480,000 New Construction

  • 4 Beds
  • 3 Baths
  • 1,798 Sq Ft

  855 S Waukeenah St, Monticello, FL 32344

  Stunning New Construction recently built by Southern Construction. Centrally located in downtown Monticello, with mature landscaping, and plenty of room for the family. This 4 bed and 3 bath home features vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Nice large back porch with deck, over looking the large

  Jared Parramore Coastwise Realty

  855 S Waukeenah St, Monticello, FL 32344
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  /42

  $459,000 Sold Jul 25, 2025

  4287 Bassett Dairy Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,555 Sq Ft
  • Built 1983

  Last Sold Summary

  • 18% Below List Price
  • $180/SF
  • 143 Days On Market

  Current Estimated Value $453,295

  Last Listing Agent Destiny Jones Keller Williams Town & Country

  4287 Bassett Dairy Rd, Monticello, FL 32344
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  /12

  Not Listed For Sale

  0 Payton Rd, Monticello, FL 32344

  0 Payton Rd, Monticello, FL 32344
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  /61

  $589,900

  • 4 Beds
  • 3 Baths
  • 2,660 Sq Ft

  513 Creekside Ct, Monticello, FL 32344

  Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivision~4 bedrooms/3 full baths~gourmet kitchen~split bedroom plan~luxury master bath~incredibly high ceilings~42x14 screened porch~oversized 2-car garage~located on a cul-de-sac, this home offers peaceful privacy

  Renee Smawley Steve C. Walker Realty, LLC

  513 Creekside Ct, Monticello, FL 32344
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  /36

  $675,000 Sold Jan 31, 2025

  87 Old Tung Grove Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,344 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $288/SF
  • 362 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  87 Old Tung Grove Rd, Monticello, FL 32344
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  /10

  Not Listed For Sale

  00 Rabon Rd, Monticello, FL 32344

  00 Rabon Rd, Monticello, FL 32344
• 

  

  /70

  $995,000

  • 4 Beds
  • 4.5 Baths
  • 3,696 Sq Ft

  825 Rainey Run, Monticello, FL 32344

  This private 10-acre retreat is where luxury, comfort, and nature come together in perfect harmony. This stunning 4-bedroom, 4.5-bath home offers 3,696 sq. ft. of bright, open-concept living designed for both relaxation and entertaining. Step inside to find soaring ceilings, gleaming floors, and walls of windows that frame the peaceful beauty of your estate grounds and private creek. The gourmet

  Renee Dawkins Dawkins Realty LLC

  825 Rainey Run, Monticello, FL 32344
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  /42

  $629,000 Sold Mar 26, 2025

  531 Ridge Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 38 Days On Market

  Last Listing Agent Tiffany Kasdorf The Nova Group Realty

  531 Ridge Rd, Monticello, FL 32344
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  /42

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  1465 Florida Ave, Monticello, FL 32344

  1465 Florida Ave, Monticello, FL 32344
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  /18

  $199,900

  • 4 Beds
  • 3 Baths
  • 2,553 Sq Ft

  34 W Hummingbird Ln, Monticello, FL 32344

  New beautiful LVP flooring on mother in law suite side of the property and wdo repair underneath the new flooring!! So many options with this property!! It boasts 2 separate living spaces joined by a common family room. One side of the home has 1 bed and 1 bath, it's own kitchen and living space. The other side of the home has 3 bedrooms, 2 bathrooms and the kitchen and living area. The family

  Susan Gillespie Lord & Stanley Realty, Inc.

  34 W Hummingbird Ln, Monticello, FL 32344
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  /38

  $280,000 Sold Jul 25, 2025

  Unlisted Address

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

  Last Sold Summary

  • 10% Below List Price
  • $265/SF
  • 58 Days On Market

  Current Estimated Value $282,275

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  Unlisted Address
• 

  

  /23

  Est $620,223 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  60 White Oak Dr, Monticello, FL 32344

  60 White Oak Dr, Monticello, FL 32344
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  /24

  $189,000

  • 3 Beds
  • 2.5 Baths
  • 2,467 Sq Ft

  490 E Palmer Mill Rd, Monticello, FL 32344

  This striking Victorian home built in 1892 and located near downtown Monticello. The home features original hardwood pine floors, soaring 12-foot ceilings, a large bay window with bench seating (and storage) and several fireplaces. The master bathroom has been completely redone and complements the spacious master bedroom. The exterior of the home has a wraparound front deck, a rear screened

  Van Drake Drake Realty, Inc.

  490 E Palmer Mill Rd, Monticello, FL 32344
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  /20

  $129,000 Sold Jun 27, 2025

  450 W Dogwood St, Monticello, FL 32344

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1945

  Last Sold Summary

  • 7% Below List Price
  • $138/SF
  • 117 Days On Market

  Current Estimated Value $133,195

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  450 W Dogwood St, Monticello, FL 32344
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  /42

  Est $850,339 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,006 Sq Ft

  715 Brock Rd, Monticello, FL 32344

  715 Brock Rd, Monticello, FL 32344
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  /2

  $105,000

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

  0 Vista Rd, Monticello, FL 32344

  15 acres located just minutes from Monticello. Also convenient for the Tallahassee commuter. Very Private, lots of wild life! MAKE OFFER!!!!!

  Johnnie Reveire Keller Williams Town & Country

  0 Vista Rd, Monticello, FL 32344
• 

  

  /31

  $599,000 Sold Jan 20, 2025

  1060 Tally Hills Dr, Monticello, FL 32344

  • 5 Beds
  • 3.5 Baths
  • 2,970 Sq Ft
  • Built 2005

  Last Sold Summary

  • $202/SF
  • 16 Days On Market

  Current Estimated Value $649,185

  Last Listing Agent Jason Naumann The Naumann Group Real Estate

  1060 Tally Hills Dr, Monticello, FL 32344
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  /15

  Not Listed For Sale

  Lots 13-17 Cardinal Ln, Monticello, FL 32344

  Lots 13-17 Cardinal Ln, Monticello, FL 32344
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  /3

  $117,036

  • Land
  • 11.23 Acres
  • $10,422 per Acre

  Lot 29, Block A E Meadow Rd, Monticello, FL 32344

  11.23 +/- acres at very end of East Meadow Road adjacent to 300+ acres owned by the Suwannee River Water Management District and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 9.4 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These

  Justin Peel Maclay Realty & Management LLC

  Lot 29, Block A E Meadow Rd, Monticello, FL 32344
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  /2

  $27,000 Sold Sep 30, 2025

  00 Gamble Rd, Monticello, FL 32344

  • Land
  • 1.25 Acres
  • $21,600 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 6 Days On Market

  Last Listing Agent Thomas Lado WHITETAIL PROPERTIES REAL ESTATE

  00 Gamble Rd, Monticello, FL 32344
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  /39

  Est $412,187 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,883 Sq Ft

  1660 Willow Rd, Monticello, FL 32344

  1660 Willow Rd, Monticello, FL 32344
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  /3

  $97,964

  • Land
  • 9.4 Acres
  • $10,422 per Acre

  Lot 30, Block A E Meadow Rd, Monticello, FL 32344

  9.4 +/- acres at very end of East Meadow Road and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 11.23 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These opportunities don’t come along very often so don’t miss out.

  Justin Peel Maclay Realty & Management LLC

  Lot 30, Block A E Meadow Rd, Monticello, FL 32344
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  /2

  $40,000 Sold Dec 16, 2025

  23 & 45 Armstrong Rd, Monticello, FL 32344

  • Land
  • 8.47 Acres
  • $4,723 per Acre

  Last Sold Summary

  • 60% Below List Price
  • 139 Days On Market

  Last Listing Agent Bruce Carpenter Avenue Realty FL

  23 & 45 Armstrong Rd, Monticello, FL 32344
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  /42

  Est $421,077 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,883 Sq Ft

  1640 Willow Rd, Monticello, FL 32344

  1640 Willow Rd, Monticello, FL 32344
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  /7

  $200,000

  • Land
  • 20.38 Acres
  • $9,814 per Acre

  TBD Barnes Rd, Monticello, FL 32344

  Discover wooded tranquility on this magnificent 20.38 acre parcel in northern Jefferson County. Conveniently located just off US-19 N, this property is on a paved road which offers easy access and a short 5-minte drive into Monticello or just a 20-minute drive to downtown Thomasville, Georgia. Embrace the beauty and tranquility of country living while staying connected to nearby amenities and

  H. Trey Hough Armor Realty, Inc

  TBD Barnes Rd, Monticello, FL 32344
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  /38

  $550,000 Sold Sep 02, 2025

  151 N Ojibwa Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $229/SF
  • 47 Days On Market

  Current Estimated Value $550,319

  Last Listing Agent Clint Bailey Superior Realty Group LLC

  151 N Ojibwa Rd, Monticello, FL 32344
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  /41

  Est $604,628 Not Listed For Sale

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

  808 Paul Thompson Rd, Monticello, FL 32344

  808 Paul Thompson Rd, Monticello, FL 32344
• 

  

  /22

  $7,999

  • 3 Beds
  • 2 Baths

  3 N Back Ct, Monticello, FL 32344

  FIND A HOME FOR THE HOLIDAYS! Purchase this home and receive 2 months free site rent on a 14 month site rental agreement with a full deposit. Plus, NO APPLICATION FEES! Hurry, offer expires December 19th. Opportunity is just around the corner! This 3 bedroom, 2 bathroom handyman special is available. This home is being sold AS-IS, making it the perfect fit for: Investors looking for their next

  Patty Davis Jefferson Pines

  3 N Back Ct, Monticello, FL 32344
• 

  

  /10

  $157,900 Sold Mar 10, 2025

  396 Mallard Ln, Monticello, FL 32344

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

  Last Sold Summary

  • 5% Above List Price
  • $137/SF
  • 4 Days On Market

  Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

  396 Mallard Ln, Monticello, FL 32344

Showing Results 281 - 320, Page 8 of 18