Jefferson County, FL Homes

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  /42

  $510,000 Sold Jun 30, 2025

  1094 Paul Thompson Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $269/SF
  • 18 Days On Market

  Current Estimated Value $528,389

  Last Listing Agent Amber Renaud The Nova Group Realty

  1094 Paul Thompson Rd, 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
• 

  

  

  /59

  $585,000

  • 3 Beds
  • 3 Baths
  • 2,187 Sq Ft

  515 E Palmer Mill Rd, Monticello, FL 32344

  Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downtown Monticello, FL. Not only is this home located on a private 3.54 acre spread, surrounded by a perimeter of natural foliage, but the home itself has been beautifully updated, blending the charm of old and the convenience of new. The 3 bedroom/3 bathroom, 2,000+ sq ft home has a kitchen flooded with natural

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 334-5445

  515 E Palmer Mill Rd, Monticello, FL 32344
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  /3

  $72,000 Sold Mar 31, 2025

  4019 Ashville Hwy Unit o, Monticello, FL 32344

  • Land
  • 38.07 Acres
  • $1,891 per Acre

  Last Sold Summary

  • 78% Below List Price
  • 62 Days On Market

  Last Listing Agent Sarah Scott Coldwell Banker Hartung

  4019 Ashville Hwy Unit o, Monticello, FL 32344
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  /12

  Not Listed For Sale

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

  509 Waukeenah Hwy, Monticello, FL 32344

  509 Waukeenah Hwy, Monticello, FL 32344
• 

  

  /42

  $198,000

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft

  2436 N Jefferson Hwy, Monticello, FL 32344

  Discover the perfect blend of rustic charm and opportunity with this unique country property. Nestled on 3+ acres, this older farm house offers character and room to grow. The main home features spacious living areas with wood floors throughout and plenty of potential for updates to make it your own. Front screen porch and large utility room. Also included is a second block home that will need

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (850) 604-1107

  2436 N Jefferson Hwy, Monticello, FL 32344
• 

  

  /5

  $146,000 Sold Aug 01, 2025

  TBD Taylor Rd, Monticello, FL 32344

  • Land
  • 6.07 Acres
  • $24,053 per Acre

  Last Sold Summary

  • 268 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  TBD Taylor Rd, Monticello, FL 32344
• 

  

  /35

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  418 Quail Ln, Monticello, FL 32344

  418 Quail Ln, Monticello, FL 32344
• 

  

  /17

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  1160 E Washington St, Monticello, FL 32344

  Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility room with bonus room. Convenient Monticello location. Carport and privacy fenced back yard.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-4719

  1160 E Washington St, Monticello, FL 32344
• 

  

  /13

  $34,000 Sold Mar 31, 2025

  265 Bowman St, Monticello, FL 32344

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft
  • Built 1911

  Last Sold Summary

  • 15% Below List Price
  • $52/SF
  • 27 Days On Market

  Current Estimated Value $43,281

  Last Listing Agent Amber Renaud The Nova Group Realty

  265 Bowman St, Monticello, FL 32344
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  /24

  Est $333,429 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  825 E Dogwood St, Monticello, FL 32344

  825 E Dogwood St, Monticello, FL 32344
• 

  

  /44

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 3,054 Sq Ft

  79 Lakeside Rd, Monticello, FL 32344

  Go Back in time in this traditional farmhouse nestled on 4.44 acres totally fence and cross fenced. Over 1110 sq ft of screened porch for entertaing, relaxing, or looking at the 20x30 Koi pond. Sparkling wood foors throughout create warmth to the spacious rooms. 9x32 central hallway, large living room, family room, and all bedrooms are oversized. 600 sq ft garage with loft and attached 1 car

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 230-7686

  79 Lakeside Rd, Monticello, FL 32344
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  /37

  $160,000 Sold Mar 19, 2025

  183 Chittling Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $106/SF
  • 41 Days On Market

  Last Listing Agent Catherine Hope All Realty Services

  183 Chittling Rd, Monticello, FL 32344
• 

  

  /3

  Est $482,272 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,250 Sq Ft

  1612 Rabon Rd, Monticello, FL 32344

  1612 Rabon Rd, Monticello, FL 32344
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  /12

  $175,000

  • Land
  • 10.47 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
• 

  

  /20

  $62,500 Sold Oct 07, 2025

  195 E Meadow Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1999

  Last Sold Summary

  • 55% Below List Price
  • $34/SF
  • 99 Days On Market

  Last Listing Agent Chelsey Hough Keller Williams Town & Country

  195 E Meadow Rd, Monticello, FL 32344
• 

  

  /24

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  6279 Aucilla Rd, Monticello, FL 32344

  6279 Aucilla Rd, Monticello, FL 32344
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  /4

  $60,000

  • Land
  • 0.43 Acre
  • $139,535 per Acre

  tbd Jackson St, Monticello, FL 32344

  2 building lots in the heart of Monticello, quiet side street. Each lot is 50 ft wide by approx. 190 deep. The lots back up to Waukeenah Street.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-6781

  tbd Jackson St, Monticello, FL 32344
• 

  

  /27

  $399,900 Sold Apr 21, 2025

  81 Coopers Pond Rd, Monticello, FL 32344

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

  Last Sold Summary

  • $250/SF
  • 129 Days On Market

  Last Listing Agent Tiffany Kasdorf The Nova Group Realty

  81 Coopers Pond Rd, Monticello, FL 32344
• 

  

  /22

  Est $795,172 Not Listed For Sale

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

  4679 W Washington Hwy, Monticello, FL 32344

  4679 W Washington Hwy, Monticello, FL 32344
• 

  

  /28

  $239,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft

  44 Pine Needle Trace, Monticello, FL 32344

  Charming Home with Open Floor Plan in Beautiful Monticello, FL! Welcome to this cozy well maintained home featuring an inviting open floor plan, warm wood-burning fireplace and vaulted ceilings that add space and character. French doors off the main living area open to a spacious deck overlooking the backyard. Freshly pained throughout the interior. Seller offering a flooring allowance with

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 233-4323

  44 Pine Needle Trace, Monticello, FL 32344
• 

  

  /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
• 

  

  /19

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  401 E Osprey Ln, Monticello, FL 32344

  401 E Osprey Ln, Monticello, FL 32344
• 

  /2

  $754,925 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,401 Sq Ft

  139 Mossy Oak L Ln, Monticello, FL 32344

  pre sell

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 217-3127

  139 Mossy Oak L Ln, 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

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

  2422 N Jefferson St, Monticello, FL 32344
• 

  

  /40

  Est $239,202 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,053 Sq Ft

  535 E Duck Pond Dr, Greenville, FL 32331

  535 E Duck Pond Dr, Greenville, FL 32331
• 

  

  /14

  $250,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,316 Sq Ft

  523 Silver Lake Rd, Monticello, FL 32344

  Absolutely stunning land located off peaceful, Ashville Hwy., on Silver Lake Rd. Plenty of room between neighbors allows for privacy. Can be used for hunting land, the house can be renovated to make for a great small home, or there is a room for a new construction. Note - the Seller has limited knowledge of house. All information on the house will need to be verified. Tri-County Electric. Survey

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 233-2840

  523 Silver Lake 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
• 

  

  /18

  Est $296,158 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,728 Sq Ft

  622 Limestone Rd, Monticello, FL 32344

  622 Limestone Rd, Monticello, FL 32344
• 

  

  /37

  $319,000

  • 3 Beds
  • 1.5 Baths
  • 1,855 Sq Ft

  950 E Pearl St, Monticello, FL 32344

  Charming 1955 Cottage in the Heart of Monticello,Fl. Welcome home to this cozy yet surprisingly spacious 3-bedroom 1.5 -bath cottage on beautiful Oak Lined Pearl Street. Just a short walk or golf cart ride to historic downtown Monticello. Features include original hardwood floors, new windows, updated electrical and a sunroom with brick paver flooring- perfect for relaxing with morning coffee.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 333-2115

  950 E Pearl St, Monticello, FL 32344
• 

  

  /11

  $95,000 Sold May 15, 2025

  0 E Glenn Rd, Monticello, FL 32344

  • Land
  • 10.46 Acres
  • $9,082 per Acre

  Last Sold Summary

  • 12% Above List Price
  • 170 Days On Market

  Last Listing Agent Danielle Andrews Realty One Group Next Gen

  0 E Glenn Rd, Monticello, FL 32344
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  /33

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  1692 Freeman Rd, Lamont, FL 32336

  1692 Freeman Rd, Lamont, FL 32336
• 

  

  /4

  $130,000

  • Land
  • 9.96 Acres
  • $13,052 per Acre

  00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344

  The listing contains (2) adjacent raw land parcels in the Lloyd Acres Subdivision = 9.96 acres total. See parcel IDs: 18-1N-4E-0113-000C-0010 (6.41 acres; Mallard Lane) + 18-1N-4E-0112-000C-0050 (3.55 acres; Bluejay Rd). Look for real estate signs (2) to help identify the acreage for sale. The property is zoned Residential-01 (1 home/1 acre), making it a great opportunity for someone wanting to

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (850) 779-9827

  00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
• 

  

  /42

  $850,000 Sold Feb 05, 2025

  106 Big Rye Rd, Monticello, FL 32344

  • 6 Beds
  • 5.5 Baths
  • 7,011 Sq Ft
  • Built 1994

  Last Sold Summary

  • 10% Below List Price
  • $121/SF
  • 132 Days On Market

  Current Estimated Value $912,368

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  106 Big Rye Rd, Monticello, FL 32344
• 

  

  /31

  Est $153,073 Not Listed For Sale

  • 3 Beds

  821 Old Lloyd Rd Unit 2, Monticello, FL 32344

  821 Old Lloyd Rd Unit 2, Monticello, FL 32344
• 

  

  /32

  $425,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  1610 Yaupon Ct, Monticello, FL 32344

  This like-new home offers the perfect blend of comfort and style. Featuring three spacious bedrooms and two full bathrooms, it’s designed with an open layout that makes entertaining effortless. The tray ceilings add an elegant touch, while the back porch provides the perfect spot to relax year-round. The kitchen is a chef’s dream with gas appliances, ample storage, and modern finishes. Combine

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 230-8574

  1610 Yaupon Ct, 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 $231,334

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  495 N Cherry Ct, Monticello, FL 32344
• 

  

  /5

  Est $130,568 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft

  220 Horseshoe Rd, Monticello, FL 32344

  220 Horseshoe Rd, Monticello, FL 32344
• 

  

  /30

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  354 Pine Cone Dr, Monticello, FL 32344

  2024 construction, shows like brand new home on large .68 acre lot, wooded buffer adds privacy. Open floor plan, kitchen with granite tops, counter seating and dining overlooks living room. Split bedroom plan , large master suite, walk in shower. 2 car garage, back screen porch overlooking privacy fenced backyard.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5234

  354 Pine Cone Dr, Monticello, FL 32344
• 

  

  /8

  $35,000 Sold Jul 30, 2025

  1024 Vista Rd, Monticello, FL 32344

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

  Last Sold Summary

  • 18% Below List Price
  • 341 Days On Market

  Current Estimated Value $35,573

  Last Listing Agent Heather Boyd FL-GA Realty & Auction

  1024 Vista Rd, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 18