5,727

Monticello, FL Homes

Section Image
    • /37

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,976 Sq Ft

      185 White Oak Dr, Monticello, FL 32344

      185 White Oak Dr, Monticello, FL 32344
  • /23

    $325,000

    • 5 Beds
    • 2 Baths
    • 2,659 Sq Ft

    2664 W Washington Hwy, Monticello, FL 32344

    FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move-in-ready home in good condition is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, and a whole home generator. The main living area is 2,659 sf with a unique two levels. 5 bedrooms and 2 baths with plenty of character, including the "Captain's Room" with built-in

    Heather Boyd FL-GA Realty & Auction

    2664 W Washington Hwy, Monticello, FL 32344
  • /63

    $500,000 Sold Oct 24, 2025

    282 Long Leaf Dr, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $230/SF
    • 95 Days On Market

    Current Estimated Value $492,741

    Last Listing Agent Catherine Hope All Realty Services

    282 Long Leaf Dr, Monticello, FL 32344
    • /22

      Not Listed For Sale

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

      390 Elliot Dr, Monticello, FL 32344

      390 Elliot Dr, Monticello, FL 32344
  • /4

    $135,000 Under Contract

    • Land
    • 5 Acres
    • $27,000 per Acre

    276 E Blue Bird Rd, Monticello, FL 32344

    Beautiful home sight in a quiet neighborhood. Fence and have animals

    S.W. Ellis Blue Bird Homes & Lands

    276 E Blue Bird Rd, Monticello, FL 32344
  • /37

    $125,000 Sold Nov 12, 2025

    1150 Old Lloyd Rd, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $91/SF
    • 14 Days On Market

    Last Listing Agent Alicia Radtke All Realty Services

    1150 Old Lloyd Rd, Monticello, FL 32344
    • /42

      Est $636,274 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,998 Sq Ft

      12840 Gamble Rd, Monticello, FL 32344

      12840 Gamble Rd, Monticello, FL 32344
  • /19

    $135,000 Under Contract

    • Land
    • 5.25 Acres
    • $25,714 per Acre

    XX Foggy Ln, Monticello, FL 32344

    Hard to find vacant land opportunity in charming Monticello - 5.25 acres. Extremely private, tucked away from the hustle and bustle of the larger city life. Surrounded by parks, trails, and lakes. Wildlife and nature right at your doorstep. Take advantage of this deal, build instant equity, and enjoy the privacy on this 5.25 acre parcel.

    Cole Davis The Naumann Group Real Estate

    XX Foggy Ln, Monticello, FL 32344
  • /29

    $541,000 Sold May 23, 2025

    Vacant Hartsfield Rd, Monticello, FL 32344

    • Land
    • 59.17 Acres
    • $9,143 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 55 Days On Market

    Last Listing Agent Ben Jones Southern Land & Homes

    Vacant Hartsfield Rd, Monticello, FL 32344
    • /38

      Est $222,735 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,276 Sq Ft

      5118 E Washington Hwy, Monticello, FL 32344

      5118 E Washington Hwy, Monticello, FL 32344
  • /11

    $22,500

    • Land
    • 2 Acres
    • $11,250 per Acre

    0 Flatwoods, Monticello, FL 32344

    Land for Sale – Flatwoods, FL 32344. Size: 2.0 Acres. Location: Flatwoods Road, Monticello, Florida 32344. Property Highlights: Buildable lot with plenty of space; Power available on the road; 411.75 feet of road frontage; Peaceful rural setting surrounded by large parcels; No HOA – flexible use for site-built or modular homes. About 40 minutes to Tallahassee. Ideal for a private

    Andrey Rossin CASH FLOW IN MIAMI REALTY

    0 Flatwoods, Monticello, FL 32344
  • /40

    $546,000 Sold Oct 14, 2025

    44 S Ojibwa Rd, Monticello, FL 32344

    • 4 Beds
    • 3.5 Baths
    • 2,771 Sq Ft
    • Built 2005

    Last Sold Summary

    • 19% Below List Price
    • $197/SF
    • 98 Days On Market

    Current Estimated Value $559,434

    Last Listing Agent Brett Miller Legacy Pro Real Estate Group

    44 S Ojibwa Rd, Monticello, FL 32344
    • /5

      Not Listed For Sale

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

      271 Tecumseh Rd, Monticello, FL 32344

      271 Tecumseh Rd, Monticello, FL 32344
  • /16

    $65,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    980 Mays St, Monticello, FL 32344

    Probate proceedings underway. Cannot close until court approval. Concrete Block 2/1 Home less than a mile from downtown Monticello! This quaint 888sqft home sits under a metal roof and only requires your vision and a little effort to become a superb starter home or investment opportunity. Property is fully fenced and on city utilities. Room measurements are approximate

    Ben Marinelli All Realty Services

    980 Mays St, Monticello, FL 32344
  • /6

    $170,000 Sold Dec 03, 2025

    000 Barnes Rd, Monticello, FL 32344

    • Land
    • 14.62 Acres
    • $11,628 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 37 Days On Market

    Last Listing Agent H. Trey Hough Armor Realty, Inc

    000 Barnes Rd, Monticello, FL 32344
    • /5

      Not Listed For Sale

      0 W Osprey Ln, Monticello, FL 32344

      0 W Osprey Ln, Monticello, FL 32344
  • /24

    $189,900

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

    963 Quail Ln, Monticello, FL 32344

    Great location for this property in Lloyd Acres. The property has 2.26 acres of partially wooded area. The property consists of the single family home, detached garage/carport/workshop and a singlewide mobile home. The vinyl sided home will need some repair and updating but has tremendous potential. The detached garage is large with 2 stalls. The mobile home is in need of a total renovation (or

    Van Drake Drake Realty, Inc.

    963 Quail Ln, Monticello, FL 32344
  • /27

    $349,900 Sold Jul 18, 2025

    149 Coopers Pond Rd, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Built 2025

    Last Sold Summary

    • $219/SF
    • 106 Days On Market

    Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

    149 Coopers Pond Rd, Monticello, FL 32344
    • /16

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,801 Sq Ft

      157 White Oak Dr, Monticello, FL 32344

      157 White Oak Dr, Monticello, FL 32344
  • /7

    $135,000

    • Land
    • 10 Acres
    • $13,500 per Acre

    576 Cox Rd, Monticello, FL 32344

    Discover a fantastic future homesite on a secluded 10-acre parcel in northern Jefferson County, Florida! Accessed via a 15-foot-wide easement off a private road, the property opens up to a beautiful, private clearing ideal for building your dream home. The land features a mix of large pines, hardwoods, and magnolias, creating a serene, natural setting. Key utilities are already in place or

    Gabriela Sacco All Realty Services

    576 Cox Rd, Monticello, FL 32344
  • /31

    $250,000 Sold Mar 10, 2025

    1353 E Washington St, Monticello, FL 32344

    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • Built 1948

    Last Sold Summary

    • 2% Below List Price
    • $192/SF
    • 83 Days On Market

    Current Estimated Value $257,508

    Last Listing Agent Jennifer Atwell Ketcham Realty Group, Inc.

    1353 E Washington St, Monticello, FL 32344
    • /39

      Est $577,644 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,700 Sq Ft

      210 Deer Run, Monticello, FL 32344

      210 Deer Run, Monticello, FL 32344
  • /46

    $975,000

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

    525 Taylor Rd, Monticello, FL 32344

    Picturesque Setting. Beautiful home on a hill surrounded by fenced and cross fenced pasture with wooded areas with beautiful Oaks! Sit on your rocking chair front porch and soak in the beauty. Enjoy entertaining your friends and family, in the open floor pan with 9 foot ceilings. Stainless Steel Range in the spacious kitchen. This amazing home comes complete with a 4 stall barn, ready for your

    Michele Arceneaux Kelly & Kelly Properties, Inc

    525 Taylor Rd, Monticello, FL 32344
  • /48

    $480,000 Sold Sep 26, 2025

    885 S Waukeenah St, Monticello, FL 32344

    • 5 Beds
    • 3.5 Baths
    • 4,600 Sq Ft
    • Built 1882

    Last Sold Summary

    • 9% Below List Price
    • $104/SF
    • 63 Days On Market

    Current Estimated Value $483,502

    Last Listing Agent Jason Boone Keller Williams Town & Country

    885 S Waukeenah St, Monticello, FL 32344
    • /41

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft

      927 Quail Ln, Monticello, FL 32344

      927 Quail Ln, Monticello, FL 32344
  • /40

    $195,000

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

    418 Quail Ln, Monticello, FL 32344

    Enjoy this quaint, well kept 2/2 mobile home on 1.5 acres of usable land. Brand new flooring and 2 brand new water heaters. This homestead is perfect for a small family, or retired couple who want to be in nature, without sacrificing community. Convenient to both I-10 and Monticello, this home has lots to offer. Spend hours on the screened porch watching the birds and wildlife. Work in the large

    Heather Boyd FL-GA Realty & Auction

    418 Quail Ln, Monticello, FL 32344
  • /42

    $529,900 Sold Apr 30, 2025

    273 Legacy Way, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 2017

    Last Sold Summary

    • $284/SF
    • 16 Days On Market

    Current Estimated Value $543,437

    Last Listing Agent Amber Renaud The Nova Group Realty

    273 Legacy Way, Monticello, FL 32344
    • /36

      Est $339,986 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,421 Sq Ft

      275 Rudolph Ln, Monticello, FL 32344

      275 Rudolph Ln, Monticello, FL 32344
  • /70

    $1,175,000

    • 5 Beds
    • 3.5 Baths
    • 5,590 Sq Ft

    237 Valley View Ct, Monticello, FL 32344

    This is an actual sunset over a 15 minute period in mid-October. Experience gorgeous sunsets and serene living at this exceptional single-story, multi-home estate on 15 high-and-dry acres in beautiful Valley View Estates, straddling the Leon and Jefferson County line. **With a NEW Roof prior to closing, the custom-built main residence (~4,000 sq. ft.) offers 12-foot ceilings throughout, an

    Kelly Vinson Keller Williams Town & Country

    237 Valley View Ct, Monticello, FL 32344
  • /36

    $110,000 Sold Jun 16, 2025

    955 E Pearl St, Monticello, FL 32344

    • 4 Beds
    • 2 Baths
    • 2,152 Sq Ft
    • Built 1920

    Last Sold Summary

    • 16% Above List Price
    • $51/SF
    • 57 Days On Market

    Current Estimated Value $170,430

    Last Listing Agent Lynette Sirmon All Realty Services

    955 E Pearl St, Monticello, FL 32344
    • /11

      Est $116,371 Not Listed For Sale

      • 2 Beds

      161 Meadow Dr, Monticello, FL 32344

      161 Meadow Dr, Monticello, FL 32344
  • /9

    $38,000 Under Contract

    • Land
    • 1.58 Acres
    • $24,051 per Acre

    50 E Pinhook Rd, Monticello, FL 32344

    Rural living 1/2 mile from the head of the Wacissa River. This lot is high and dry, waiting to be transformed into your country haven. The mobile home on the property is not usable, but it has provided a well and septic to use with your future RV, tiny house, or dream home. City water and sewage is also available to connect. Keep the wooded scenery, or clear it to use as you wish, this property

    Heather Boyd FL-GA Realty & Auction

    50 E Pinhook Rd, Monticello, FL 32344
  • /14

    $230,000 Sold Apr 24, 2025

    523 Silver Lake Rd, Monticello, FL 32344

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

    Last Sold Summary

    • 8% Below List Price
    • $175/SF
    • 26 Days On Market

    Last Listing Agent Brian Bachman Kelly & Kelly Properties, Inc

    523 Silver Lake Rd, Monticello, FL 32344
    • /3

      Est $118,388 Not Listed For Sale

      • 30000 Beds

      393 E Glenn Rd, Monticello, FL 32344

      393 E Glenn Rd, Monticello, FL 32344
  • /61

    $34,500

    • Land
    • 3 Acres
    • $11,500 per Acre

    Vacant N Forest Ct, Monticello, FL 32344

    OWNER FINANCING MAY BE A POSSIBILITY. Check out this amazing 3+/- acre lot in the Aucilla Forest & Meadows Subdivision in beautiful Jefferson County, FL! This spacious lot would be the perfect place to build your dream home, or place your new manufactured/mobile home! Site built, or manufactured homes must be a minimum of 720 heated square feet. The land is currently wooded with some beautiful

    Jerrod Trainer Jerrod A Trainer & Associates

    Vacant N Forest Ct, Monticello, FL 32344
  • /2

    $35,000 Sold Dec 03, 2025

    lot 15 & 16 Partridge Ln, Monticello, FL 32344

    • Land
    • 1 Acre
    • $35,000 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Ashley Knowles The Naumann Group Real Estate

    lot 15 & 16 Partridge Ln, Monticello, FL 32344
    • /34

      Est $271,964 Not Listed For Sale

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

      1060 S Mulberry St, Monticello, FL 32344

      1060 S Mulberry St, Monticello, FL 32344
  • /64

    $350,000

    • 3 Beds
    • 2 Baths
    • 2,432 Sq Ft

    756 Frank Lacy Rd, Monticello, FL 32344

    Welcome to your new farmhouse in beautiful Jefferson County! This peaceful property is located on a secluded dirt road surrounded by cattle pastures and farm land. Big live oaks, tall pines, and acres of potential to make it how you want. There is an insulated barn/garage on the property that could be used for mechanics, farm equipment storage, or even a man cave! Heavy wooded areas on the

    Katherine Gonzalez Pearson Realty Inc.

    756 Frank Lacy Rd, Monticello, FL 32344
  • /5

    $260,000 Sold Aug 29, 2025

    0 Taylor Rd Unit 378633, Monticello, FL 32344

    • Land
    • 12.46 Acres
    • $20,867 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 296 Days On Market

    Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

    0 Taylor Rd Unit 378633, Monticello, FL 32344
    • /27

      Est $231,938 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,648 Sq Ft

      84 Hillside Rd, Monticello, FL 32344

      84 Hillside Rd, Monticello, FL 32344

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