Monticello, FL Homes

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  /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 $721,440

  Last Listing Agent Michele Arceneaux Kelly & Kelly Properties, Inc

  525 Taylor Rd, Monticello, FL 32344
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  /37

  Not Listed For Sale

  107 Tarn Way, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • Built 2024

  107 Tarn Way, Monticello, FL 32344

  Last Sold Summary

  • $230/SF
  • 46 Days On Market

  Last Sold Price $416,000

  Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC
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  /43

  $489,000

  • 4 Beds
  • 2 Baths
  • 1,864 Sq Ft

  4235 N Jefferson St, Monticello, FL 32344

  Shows like new and impeccably maintained, this beautiful brick home sits on 5.14 acres tucked away in a serene pine forest, offering both tranquility and convenience with an ease commute to Thomasville, GA and Monticello, Fl. This spacious 4-bedroom home features a thoughtfully designed layout, including a large screened back porch perfect for relaxing or entertaining while enjoying the peaceful

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 202-4022

  4235 N Jefferson St, Monticello, FL 32344
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  /59

  $530,000 Sold Jan 05, 2026

  1923 Whitehouse Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,371 Sq Ft
  • Built 2008

  Last Sold Summary

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

  Current Estimated Value $518,998

  Last Listing Agent Bonnie Fowler Armor Realty, Inc

  1923 Whitehouse Rd, Monticello, FL 32344
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  /7

  Not Listed For Sale

  0 Taylor Rd Unit 376815, Monticello, FL 32344

  0 Taylor Rd Unit 376815, Monticello, FL 32344

  Last Sold Summary

  • 74 Days On Market

  Last Sold Price $111,000

  Last Listing Agent Kevin Davis The Naumann Group
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  /61

  $989,000

  • 3 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  9901 Gamble Rd, Monticello, FL 32344

  A LAND REMEMBERED-Discover a rare opportunity to own over 40 acres of land where conservation and nature meet comfort and privacy. Scenic walking trails wind throughout the property, creating a peaceful retreat for nature lovers. The home features major upgrades, including a new roof, Pella double-paned energy-efficient windows, and a new water heater. Inside, enjoy 9 foot ceilings throughout the

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 200-3108

  9901 Gamble Rd, Monticello, FL 32344
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  /42

  $335,000 Sold Jun 10, 2025

  1535 Willow Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Built 2021

  Last Sold Summary

  • $245/SF
  • 6 Days On Market

  Current Estimated Value $375,423

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  1535 Willow Rd, Monticello, FL 32344
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  /23

  Not Listed For Sale

  5585 Turkey Scratch Rd, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2003

  5585 Turkey Scratch Rd, Monticello, FL 32344

  Last Sold Summary

  • $44/SF
  • 33 Days On Market

  Last Sold Price $80,000

  Last Listing Agent Keith Gordon Get More Offers
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  /42

  $725,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,365 Sq Ft

  81 Old Tung Grove Rd, Monticello, FL 32344

  New Construction move in ready. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Top of the lines finishes. Convenient to Tallahassee 15 minute drive.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-6582

  81 Old Tung Grove Rd, Monticello, FL 32344
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  /36

  $285,000 Sold Aug 08, 2025

  705 N Mulberry St, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 1,527 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $187/SF
  • 40 Days On Market

  Current Estimated Value $295,613

  Last Listing Agent Bill Lord Armor Realty, Inc

  705 N Mulberry St, Monticello, FL 32344
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  /12

  Not Listed For Sale

  509 Waukeenah Hwy, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1999

  509 Waukeenah Hwy, Monticello, FL 32344

  Last Sold Summary

  • $118/SF
  • 97 Days On Market

  Last Sold Price $159,000

  Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC
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  /69

  $555,000 New Construction

  • 4 Beds
  • 2 Baths
  • 1,945 Sq Ft

  64 Sanctuary Dr, Monticello, FL 32344

  Just WOW this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master closet with built-ins. As you approach the living area,

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 305-5882

  64 Sanctuary Dr, Monticello, FL 32344
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  /40

  $198,000 Sold Mar 19, 2026

  418 Quail Ln, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Above List Price
  • $189/SF
  • 2 Days On Market

  Last Listing Agent Heather Boyd FL-GA Realty & Auction

  418 Quail Ln, Monticello, FL 32344
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  /42

  Not Listed For Sale

  1851 Whitehouse Rd, Monticello, FL 32344

  • 4 Beds
  • 2.5 Baths
  • 2,057 Sq Ft
  • Built 2005

  1851 Whitehouse Rd, Monticello, FL 32344

  Last Sold Summary

  • $194/SF
  • 2 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Susan Byler Keller Williams Town & Country
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  /42

  $635,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 2,658 Sq Ft

  8818 Gamble Rd, Monticello, FL 32344

  Stunning turnkey home on 5.5 acres on the highly sought after Gamble Road in Jefferson County, FL. Built in 2020, this bright and spacious 5 bedroom, 4.5 bathroom home is full of custom features! Downstairs features an open concept living space with beautiful kitchen, quartz countertops and island with seating. Kitchen and dining space flow into the living room, with French doors to the patio.

  Catherine Hope All Realty Services

  8818 Gamble Rd, Monticello, FL 32344
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  /3

  $2,989,892 Sold May 12, 2025

  0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

  • Land
  • 420 Acres
  • $7,119 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 87 Days On Market

  Last Listing Agent Brian Proctor NAI TALCOR Commercial

  0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
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  /24

  Est $320,140 Not Listed For Sale

  825 E Dogwood St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1910

  825 E Dogwood St, Monticello, FL 32344

  Last Sold Summary

  • 10% Above List Price
  • $181/SF
  • 57 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Jay Lattay KeySouth Real Estate Group
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  /19

  $299,000

  • Land
  • 70.45 Acres
  • $4,244 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
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  /41

  $374,000 Sold Jan 21, 2026

  226 Sutton, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $257/SF
  • 3 Days On Market

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  226 Sutton, Monticello, FL 32344
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  /3

  Est $493,444 Not Listed For Sale

  1612 Rabon Rd, Monticello, FL 32344

  • 4 Beds
  • 2.5 Baths
  • 3,250 Sq Ft
  • Built 1988

  1612 Rabon Rd, Monticello, FL 32344

  Last Sold Summary

  • 23% Above List Price
  • $123/SF

  Last Sold Price $400,000

  Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc
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  /14

  $294,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,351 Sq Ft

  1090 Partridge Ln, Monticello, FL 32344

  Currently under construction. Interior pictures are from a previous model home. Approximately 60 days until completion. Home qualifies for USDA financing.

  Steve Walker Steve C. Walker Realty, LLC

  1090 Partridge Ln, Monticello, FL 32344
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  /26

  $130,000 Sold Jul 25, 2025

  00 Cardinal Ln, Monticello, FL 32344

  • Land
  • 14.1 Acres
  • $9,220 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 175 Days On Market

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

  00 Cardinal Ln, Monticello, FL 32344
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  /24

  Not Listed For Sale

  6279 Aucilla Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1999

  6279 Aucilla Rd, Monticello, FL 32344

  Last Sold Summary

  • $142/SF
  • 79 Days On Market

  Last Sold Price $173,000

  Last Listing Agent Stephen Hachey Flat Fee MLS Realty
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  /8

  $450,000

  • Land
  • 85.26 Acres
  • $5,278 per Acre

  1899 Big Joe Rd, Monticello, FL 32344

  Known for its white tail deer, hog and turkey populations, this 85.26 acres in Jefferson County, FL would make a perfect hunting camp. Pristine pine tree property just minutes from Interstate 10 / Exit 225. Ideal Country Estate or weekend get-away. Seller financing available to qualified buyer.

  Tom Woodyard Woodyard & Associates, LLC

  1899 Big Joe Rd, Monticello, FL 32344
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  /40

  $255,000 Sold Jun 30, 2025

  185 Main St, Monticello, FL 32344

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

  Last Sold Summary

  • 15% Below List Price
  • $116/SF
  • 93 Days On Market

  Current Estimated Value $308,796

  Last Listing Agent Lee Hall Capital City Real Estate Group

  185 Main St, Monticello, FL 32344
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  /22

  Est $747,486 Not Listed For Sale

  4679 W Washington Hwy, Monticello, FL 32344

  • 3 Beds
  • 3 Baths
  • 2,620 Sq Ft
  • Built 1994

  4679 W Washington Hwy, Monticello, FL 32344

  Last Sold Summary

  • $286/SF
  • 2 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Ralph Harvey Listwithfreedom.com
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  /2

  $244,900 Under Contract

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

  350 Bowman St, Monticello, FL 32344

  New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.

  Steve Walker Steve C. Walker Realty, LLC

  350 Bowman St, Monticello, FL 32344
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  /2

  $314,900 Sold May 08, 2025

  2199 Old Lloyd Rd, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft
  • Built 1986

  Last Sold Summary

  • $270/SF
  • 40 Days On Market

  Current Estimated Value $589,216

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

  2199 Old Lloyd Rd, Monticello, FL 32344
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  /19

  Not Listed For Sale

  401 E Osprey Ln, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1986

  401 E Osprey Ln, Monticello, FL 32344

  Last Sold Summary

  • $43/SF
  • 35 Days On Market

  Last Sold Price $41,000

  Last Listing Agent Van Drake Drake Realty, Inc.
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  /49

  $615,000

  • 4 Beds
  • 5 Baths
  • 3,862 Sq Ft

  3873 N Jefferson Hwy, Monticello, FL 32344

  Stunning 4 Bedroom, 5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car GarageLocated just north of Monticello, this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and is not located in a flood zone or HOA. Built in 2007, the home features

  Stephanie Fox Mossy Oak Properties Southern Land and Homes, LLC

  3873 N Jefferson Hwy, Monticello, FL 32344
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  /43

  $263,000 Sold Jan 23, 2026

  300 Cedar St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Above List Price
  • $129/SF
  • 6 Days On Market

  Current Estimated Value $257,913

  Last Listing Agent Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
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  /18

  Est $281,314 Not Listed For Sale

  622 Limestone Rd, Monticello, FL 32344

  • 5 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1965

  622 Limestone Rd, Monticello, FL 32344

  Last Sold Summary

  • 20% Above List Price
  • $136/SF
  • 52 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc
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  /20

  $570,000

  • Land
  • 71 Acres
  • $8,028 per Acre

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344

  Located on Aucilla Rd in Monticello, FL, this versatile AG-5 property offers endless potential for residential, agricultural, and recreational use. The upland portion has been cleared, making it ideal for a homesite or multiple residences, with zoning allowing one unit per five acres and options for family transfers under county guidelines.For those looking to enjoy North Floridas natural

  Jeremiah Thompson Saunders Land

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344
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  /49

  $615,000 Sold Dec 30, 2025

  150 N Ojibwa Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,214 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $191/SF
  • 216 Days On Market

  Current Estimated Value $625,806

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
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  /31

  Est $140,728 Not Listed For Sale

  821 Old Lloyd Rd Unit 2, Monticello, FL 32344

  • 3 Beds
  • Built 1988

  821 Old Lloyd Rd Unit 2, Monticello, FL 32344

  Last Sold Summary

  • 13% Above List Price
  • $104/SF
  • 223 Days On Market

  Last Sold Price $125,000

  Last Listing Agent S.W. Ellis Blue Bird Homes & Lands
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  /57

  $599,900

  • 7 Beds
  • 7 Baths
  • 5,139 Sq Ft

  625 E Washington St, Monticello, FL 32344

  Introducing a stunning 1.2 acre estate in the heart of Historic Downtown Monticello. The Simon-Ridgeway home was built in 1888 and boasts a generous 4,500 sq ft of living space and features 7 spacious bedrooms, 5 of which come with its own en-suite bathroom for ultimate privacy and convenience. You'll fall in love with the intricately designed hardwood floors that flow throughout the home,

  Lee Hall Capital City Real Estate Group

  625 E Washington St, Monticello, FL 32344
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  /34

  $250,000 Sold Apr 17, 2025

  194 Deer Run Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Built 1994

  Last Sold Summary

  • 17% Below List Price
  • $144/SF
  • 83 Days On Market

  Current Estimated Value $298,219

  Last Listing Agent Christopher Taylor Xcellence Realty

  194 Deer Run Rd, Monticello, FL 32344
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  /5

  Est $149,727 Not Listed For Sale

  220 Horseshoe Rd, Monticello, FL 32344

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft
  • Built 1977

  220 Horseshoe Rd, Monticello, FL 32344

  Last Sold Summary

  • 25% Above List Price
  • $91/SF
  • 36 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Sandra Dallett Coldwell Banker Hartung
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  /45

  $449,995 Under Contract

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

  47 Mire Ct, Monticello, FL 32344

  Amazing new construction Available Now 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of current home!

  Amber McKinney Hamilton Realty Advisors LLC

  47 Mire Ct, Monticello, FL 32344
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  /31

  $675,000 Sold Oct 28, 2025

  17 Old Tung Grove Rd, Monticello, FL 32344

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

  Last Sold Summary

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

  Current Estimated Value $659,074

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  17 Old Tung Grove Rd, Monticello, FL 32344

Showing Results 81 - 120, Page 3 of 18