Jefferson County, FL Homes

• 

  

  

  /36

  $350,000

  Sold Sep 15, 2025

  259 Barnes Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • Built 1990

  Last Sold Summary

  • 20% Below List Price
  • $173/SF
  • 120 Days On Market

  Current Estimated Value $374,231

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  259 Barnes Rd, Monticello, FL 32344
• 

  

  

  /7

  Not Listed For Sale

  245 Whipporwill Rd, Monticello, FL 32344

  245 Whipporwill Rd, Monticello, FL 32344

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Molly Jenkins Coldwell Banker Hartung
• 

  

  

  /37

  $469,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,624 Sq Ft

  1142 Ashville Highlands, Greenville, FL 32331

  Nestled in the peaceful Ashville Highlands fly-in community, this custom 2600+ sq. ft. all-brick home offers space, privacy and quality construction 15 min east of Monticello. Built with insulated concrete form walls and a metal roof, the home is designed for durability and comfort. The five acre property includes a 24x24 metal outbuilding/garage, generator, 50 amp RV plug-in and parking, and

  Jennifer Lee Armor Realty, Inc

  1142 Ashville Highlands, Greenville, FL 32331
• 

  

  

  /37

  $450,000

  Sold Oct 15, 2025

  376 Tecumseh Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,076 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $217/SF
  • 57 Days On Market

  Current Estimated Value $439,909

  Last Listing Agent Casey Skelton Pearson Realty Inc.

  376 Tecumseh Rd, Monticello, FL 32344
• 

  

  

  /42

  Est $583,227

  Not Listed For Sale

  257 Linton Place, Monticello, FL 32344

  • 5 Beds
  • 2.5 Baths
  • 2,554 Sq Ft
  • Built 1988

  257 Linton Place, Monticello, FL 32344

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Thomas Jacobs Coldwell Banker Hartung
• 

  /2

  $69,000

  • Land
  • 19,602 Sq Ft
  • $153,333 per Acre

  Lot 16 E Washington St, Monticello, FL 32344

  Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes 4 Lots- 16 & 17 with 18 & 19 directly behind it, totaling .45 Acre.

  Liz Kuntz Keller Williams Town & Country

  Lot 16 E Washington St, Monticello, FL 32344
• 

  

  /29

  $239,900

  Sold Feb 11, 2026

  2503 Rabon Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $153/SF
  • 50 Days On Market

  Last Listing Agent Clint Bailey Superior Realty Group LLC

  2503 Rabon Rd, Monticello, FL 32344
• 

  

  /39

  Not Listed For Sale

  175 Main St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2000

  175 Main St, Monticello, FL 32344

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Lee Hall Bespoke Realty of Tallahassee
• 

  

  /9

  $175,000

  • Land
  • 37 Acres
  • $4,730 per Acre

  Vacant E Washington Hwy, Monticello, FL 32344

  37 ACRES, AUCILLA RIVER HUNTING TRACT NEAR MONTICELLO. FL. Fronts on US 90 1⁄2 mile west of the Aucilla River—perhaps the most prolific wildlife corridor in the county. The NE half of the property is an extension of the river’s drainway and borders SRWMD land on two sides. It’s a great wildlife habitat. The SW half along US 90 and Gramling Road is composed of a soil type (Plummer) suitable for

  Hines Boyd FL-GA Realty & Auction

  Vacant E Washington Hwy, Monticello, FL 32344
• 

  

  /40

  $520,000

  Sold Aug 15, 2025

  141 Shumard Ct, Monticello, FL 32344

  • 3 Beds
  • 3 Baths
  • 2,661 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $195/SF
  • 241 Days On Market

  Current Estimated Value $557,405

  Last Listing Agent Kara Richetti Real Broker LLC

  141 Shumard Ct, Monticello, FL 32344
• 

  

  /4

  Not Listed For Sale

  TBD Lonnie, Monticello, FL 32344

  TBD Lonnie, Monticello, FL 32344

  Last Sold Summary

  • 81 Days On Market

  Last Listing Agent Moe Mossa Savvy Avenue, LLC
• 

  

  /4

  $75,000

  $16K PRICE INCREASE

  • Land
  • 12,632 Sq Ft
  • $258,621 per Acre

  205 E Cherokee Ave, Monticello, FL 32344

  Prime vacant cleared commercial lot in downtown Monticello. Zoned Commercial B-2 Business Highway. Located Steps from US 19 South Across street from Burger King and Dollar Tree. Next door to Oreilly's Auto parts. High Traffic area and Good visibility. Address is for GPS only. Acreage is subject to survey.

  Starbuck Rissman Steve C. Walker Realty, LLC

  205 E Cherokee Ave, Monticello, FL 32344
• 

  

  /27

  $80,000

  Sold Aug 25, 2025

  208 Robin Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $70/SF
  • 7 Days On Market

  Last Listing Agent Kimberly Nabors Nabors Realty LLC

  208 Robin Rd, Monticello, FL 32344
• 

  

  /25

  Not Listed For Sale

  50 Spruce Cir, Monticello, FL 32344

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

  50 Spruce Cir, Monticello, FL 32344

  Last Sold Summary

  • 214 Days On Market

  Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC
• 

  /2

  $69,000

  • Land
  • 19,602 Sq Ft
  • $153,333 per Acre

  Lot 15 E Washington St, Monticello, FL 32344

  Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 15 & 20 directly behind it totaling .45 Acre.

  Liz Kuntz Keller Williams Town & Country

  Lot 15 E Washington St, Monticello, FL 32344
• 

  

  /28

  $230,000

  Sold Mar 05, 2026

  44 Pine Needle Trace, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $186/SF
  • 107 Days On Market

  Current Estimated Value $225,446

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  44 Pine Needle Trace, Monticello, FL 32344
• 

  

  /10

  Not Listed For Sale

  VACANT Mahan Dr, Monticello, FL 32344

  VACANT Mahan Dr, Monticello, FL 32344

  Last Sold Summary

  • 164 Days On Market

  Last Listing Agent Catherine Hope All Realty Services
• 

  

  /46

  $949,000

  • 3 Beds
  • 2.5 Baths
  • 2,790 Sq Ft

  307 Crabapple Ln, Monticello, FL 32344

  One or more photos are enhanced. A rare opportunity to own a truly one-of-a-kind custom estate! Nestled on a private, fully fenced homesite overlooking 26 acres of golf course-like grounds, this 2021 custom-build home offers over 2,700 square feet of thoughtfully designed living space with breathtaking 270 views, including peaceful creek frontage. Built for both luxury and peace of mind, the home

  Shelley Poppell Clover Key Realty

  307 Crabapple Ln, Monticello, FL 32344
• 

  

  /56

  $155,000

  Sold Jul 14, 2026

  629 Smokehouse Farms Dr, Greenville, FL 32331

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $68/SF
  • 5 Days On Market

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

  629 Smokehouse Farms Dr, Greenville, FL 32331
• 

  

  /41

  Est $358,619

  Not Listed For Sale

  955 Still Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,302 Sq Ft
  • Built 1990

  955 Still Rd, Monticello, FL 32344

  Last Sold Summary

  • 172 Days On Market

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

  

  /52

  $365,000

  $15K PRICE INCREASE Under Contract

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  1391 Paul Thompson Rd, Monticello, FL 32344

  Only minutes east of Tallahassee, nestled in 5 beautifully wooded acres, this impecably maintained and freshly painted home is the perfect getaway for peaceful rural living. A massive living room with dramatic vaulted ceiling and windows that let you experience all the natural surroundings. The kitchen features double wall ovens + cooktop. A tall pole barn for storing equipment is large enough

  Frederick Kinch Keller Williams Town & Country

  1391 Paul Thompson Rd, Monticello, FL 32344
• 

  /2

  $244,900

  Sold Apr 07, 2026

  350 Bowman St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft
  • Built 2025

  Last Sold Summary

  • $198/SF
  • 39 Days On Market

  Current Estimated Value $241,889

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

  350 Bowman St, Monticello, FL 32344
• 

  

  /25

  Not Listed For Sale

  40 Spruce Cir, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Built 2023

  40 Spruce Cir, Monticello, FL 32344

  Last Sold Summary

  • 186 Days On Market

  Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC
• 

  

  /29

  $429,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  285 Mallard Ln, Monticello, FL 32344

  One or more pictures is virtually enhanced *Jefferson County peaceful country living with a waterfront backdrop! Built in 2008, this well maintained 3 bedroom, 2 bath home sits on 4.89 beautifully (mostly cleared) acres offering privacy and natural beauty backing directly up to Lloyd Lake- perfect for relaxing evenings with scenic views. Pretty rocking chair front porch as well as a screened in

  Shelley Duke Red Bird Realty

  285 Mallard Ln, Monticello, FL 32344
• 

  

  /49

  $361,000

  Sold Apr 14, 2026

  84 Lakeside Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,268 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $159/SF
  • 52 Days On Market

  Current Estimated Value $361,478

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

  84 Lakeside Rd, Monticello, FL 32344
• 

  

  /32

  Not Listed For Sale

  1262 NW Hawks Ave, Greenville, FL 32331

  1262 NW Hawks Ave, Greenville, FL 32331

  Last Sold Summary

  • 152 Days On Market

  Last Listing Agent Eddie Taylor EXP Realty, LLC
• 

  

  /6

  $149,999

  • Land
  • 8 Acres
  • $18,750 per Acre

  0 E Beth Page Rd, Monticello, FL 32344

  The property features flat, wooded land with plenty of road frontage, is not located in a flood zone, and has no apparent access issues. Power is available at the road, while water and sewer would require private well and septic system. No recent survey or perc test has been completed, and the property has a free and clear title with current taxes. Conveniently located just minutes from downtown

  Anthony Gigilo TOP BROKERAGE, LLC

  0 E Beth Page Rd, Monticello, FL 32344
• 

  

  /14

  $253,000

  Sold Jan 05, 2026

  523 Silver Lake Rd, Monticello, FL 32344

  • 2 Beds
  • 1 Bath
  • 1,316 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Above List Price
  • $192/SF
  • 14 Days On Market

  Current Estimated Value $262,130

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

  523 Silver Lake Rd, Monticello, FL 32344
• 

  

  /21

  Not Listed For Sale

  1060 Vista Rd, Monticello, FL 32344

  1060 Vista Rd, Monticello, FL 32344

  Last Sold Summary

  • 37 Days On Market

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

  

  /24

  $736,951

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  10481 Ashville Hwy, Greenville, FL 32331

  Bring All Offers!!! Sportsman's Paradise Nature Preserve Quiet Country Living (2 Ponds) Bordering Plantation on 2 sides. "Out in the country past the city limit signs"..a diamond in the rough giving "Little House on the Prairie" vibes could easily be manicured and restored to perfection. Plenty of potential with almost 30 acres. Two ponds seem to be spring fed full of water, fantastic

  Starbuck Rissman Steve C. Walker Realty, LLC

  10481 Ashville Hwy, Greenville, FL 32331
• 

  /2

  $280,000

  Sold Nov 04, 2025

  665 W Washington St, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,348 Sq Ft
  • Built 1915

  Last Sold Summary

  • 7% Below List Price
  • $84/SF
  • 88 Days On Market

  Current Estimated Value $305,748

  Last Listing Agent Catherine Hope All Realty Services

  665 W Washington St, Monticello, FL 32344
• 

  

  /42

  Est $609,186

  Not Listed For Sale

  456 Ridge Rd, Monticello, FL 32344

  • 2 Beds
  • 2.5 Baths
  • 3,049 Sq Ft
  • Built 2004

  456 Ridge Rd, Monticello, FL 32344

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc
• 

  /2

  $39,900

  • Land
  • 1.91 Acres
  • $20,890 per Acre

  Vacant Barnes Rd, Monticello, FL 32344

  Discover the perfect spot to build your dream home or weekend getaway on this 1.91-acre property in Monticello! Featuring paved road frontage, a partially cleared homesite, and plenty of room to enjoy the surrounding natural beauty, this property offers the ideal balance of privacy and convenience. Located with easy access to both Monticello, FL and Thomasville, GA, you’ll enjoy peaceful country

  Crystal Bochnia Madison Realty Group, LLC

  Vacant Barnes Rd, Monticello, FL 32344
• 

  

  /46

  $190,000

  Sold Sep 30, 2025

  59 Westview Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $133/SF
  • 27 Days On Market

  Last Listing Agent Jason Glover Bulldog Properties, LLC

  59 Westview Ln, Monticello, FL 32344
• 

  

  /28

  Not Listed For Sale

  3360 Thompson Valley Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1999

  3360 Thompson Valley Rd, Monticello, FL 32344

  Last Sold Summary

  • 94 Days On Market

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

  

  /70

  $455,000

  Sold Mar 17, 2026

  54 Woodland Dr, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,032 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $224/SF
  • 60 Days On Market

  Current Estimated Value $445,356

  Last Listing Agent Lisa Carey Coldwell Banker Hartung

  54 Woodland Dr, Monticello, FL 32344
• 

  

  /41

  Est $551,996

  Not Listed For Sale

  1113 Old Lloyd Rd, Monticello, FL 32344

  • 4 Beds
  • 4 Baths
  • 2,834 Sq Ft
  • Built 1984

  1113 Old Lloyd Rd, Monticello, FL 32344

  Last Sold Summary

  • 244 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc
• 

  

  /40

  $950,000

  Sold Feb 25, 2026

  193 Nautilus Dr, Monticello, FL 32344

  • 4 Beds
  • 6 Baths
  • 9,848 Sq Ft
  • Built 1987

  Last Sold Summary

  • 39% Below List Price
  • $96/SF
  • 281 Days On Market

  Current Estimated Value $861,262

  Last Listing Agent Ondrea Maldonado Hamilton Realty Advisors LLC

  193 Nautilus Dr, Monticello, FL 32344
• 

  

  /33

  Not Listed For Sale

  696 Taylor Rd, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,658 Sq Ft
  • Built 2023

  696 Taylor Rd, Monticello, FL 32344

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Pamela Jordan-Williams Superior Realty Group LLC
• 

  

  /27

  $315,000

  Sold Aug 22, 2025

  395 W Palmer Mill Rd, Monticello, FL 32344

  • 3 Beds
  • 1.5 Baths
  • 1,772 Sq Ft
  • Built 1924

  Last Sold Summary

  • 3% Below List Price
  • $178/SF
  • 9 Days On Market

  Last Listing Agent Mark Vollertsen Advanced Real Estate Sales

  395 W Palmer Mill Rd, Monticello, FL 32344

Showing Results 321 - 360, Page 9 of 18