12

Monticello, FL Homes for Sale under $500,000

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  • /42

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,921 Sq Ft

    2497 Boston Hwy, Monticello, FL 32344

    Charming Hillside Country Retreat with Barn and Acreage. Welcome to your dream countryside escape! This beautifully maintained brick home sits peacefully on a hillside, surrounded by sprawling fields dotted with mature pecan trees. Inside, the home features a spacious open floor plan, perfect for entertaining or relaxing with family. The large kitchen offers ample workspace and storage, while the

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-5566

    2497 Boston Hwy, Monticello, FL 32344
  • /64

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,919 Sq Ft

    595 Crooked Creek Ln, Monticello, FL 32344

    Edited to “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 screened-in back porch provides the perfect spot to relax year-round. The kitchen is a chef’s dream with gas appliances, ample storage, and

    Agent Photo

    Chance Shutes

    Keller Williams Town & Country

    (448) 231-9861

    595 Crooked Creek Ln, Monticello, FL 32344
  • /50

    $499,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    107 Tarn Way, Monticello, FL 32344

    2024 Custom Built Home with Premium Upgrades in Hemings Pond Subdivision! Better than new - This 3 bedroom/2 Bathroom 2024-build by Nailed It Construction offers luxury vinyl plank floors throughout, upgraded light fixtures, premium countertops, and elegant bath finishes. Both bathrooms feature tastefully muted designer tile-work. Thoughtful owner upgrades include: custom wood plantation shutters

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 428-7824

    107 Tarn Way, Monticello, FL 32344
  • /38

    $419,000

    • 3 Beds
    • 3 Baths
    • 2,706 Sq Ft

    339 Silver Lake Rd, Monticello, FL 32344

    Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

    Steve Walker Steve C. Walker Realty, LLC

    339 Silver Lake Rd, Monticello, FL 32344
  • /42

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    952 Turney Anderson Rd, Monticello, FL 32344

    Time travel back to 2021 Interest rates with this assumable loan for +/- $250k at 2.95% interest for qualified buyers. If any property has it all, this one does. Spacious house with huge kitchen and tons of storage, fire pit in the back yard for marshmallow roasts. Generac generator to run the whole property during power outages. A 400 mph rated hurricane vault located in the 1500 sgft

    Katherine Hansli Searcy The Naumann Group Real Estate

    952 Turney Anderson Rd, Monticello, FL 32344
  • /34

    $499,000

    • 8 Beds
    • 4 Baths
    • 4,806 Sq Ft

    2664 W Washington Hwy, Monticello, FL 32344

    FULLY RENOVATED TWO HOUSES, 1.9 acres, on picturesque US 90 near Monticello. UNDER $99/SF! These move-in-ready homes in good condition have a total of 8 bedrooms, 4 baths, and 4,806 s.f. living area. The MAIN HOUSE is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, whole home generator. Great opportunity for multiple generations to live side by side, or

    Heather Boyd FL-GA Realty & Auction

    2664 W Washington Hwy, Monticello, FL 32344
  • /20

    $400,000

    • Land
    • 31.22 Acres
    • $12,812 per Acre

    Lot 5 Watermill Rd, Monticello, FL 32344

    Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry, with a sweet little sandy bottom creek in the back of the property, and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access

    Sarah McKinzie Hum Real Estate

    Lot 5 Watermill Rd, Monticello, FL 32344
  • /3

    $437,500

    • Land
    • 22.13 Acres
    • $19,770 per Acre

    00 Boston Hwy, Monticello, FL 32344

    2 MILES FROM Monticello Courthouse! Bordering Jefferson County Country Club. 2 Parcels for total of 22.13 Acres adjacent to Jefferson County Golf Club and bordering Boston Hwy- 1028 ft. frontage - and Mamie Scott Drive. 2 Acres on Mamie Scott with 360' FRONTAGE AND has City Water/Electric Access and is actually within City Limits with zoning of RESIDENTIAL-MULTIFAMILY. Remaining property zoning

    Jennifer Ward Century 21 First Story

    00 Boston Hwy, Monticello, FL 32344
  • /6

    $475,000

    • Land
    • 85.69 Acres
    • $5,543 per Acre

    xxx Big Joe Rd, Monticello, FL 32344

    This 86 acre beautiful and serene parcel is Zoned Agri-05 and has tons of potential and a plethora of land uses ranging from residential, to outdoor recreational, and even institutional. Perfect for a wedding venue, camping grounds, or possibly a gun range. Seller is willing to pay for survey with an acceptable offer!

    Lynnaye Boyd Resilience Realty

    xxx Big Joe Rd, Monticello, FL 32344
  • /19

    $429,500 New Construction

    • 3 Beds
    • 2 Baths
    • 1,865 Sq Ft

    173 Deerfield Ln, Monticello, FL 32344

    Seller offering $10,000 in closing cost! NEW CONSTRUCTION COMPLETE! Walk into this stunningly crafted three-bedroom, two-bathroom home that is perfectly rooted on a corner lot just a few miles from town. Situated on a full acre of land, this charming property is a rare find, free from HOA restrictions—giving you the freedom to personalize your space as you wish. Inside, you'll discover an open

    Caleb Stephens Silo Hill Properties

    173 Deerfield Ln, Monticello, FL 32344
  • /11

    $499,900 New Construction

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

    855 S Waukeenah St, Monticello, FL 32344

    Stunning New Construction home currently being 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 will feature vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Some finishes have been selected by builder,

    Jared Parramore Coastwise Realty

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

    $455,995 New Construction

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

    47 Mire Ct, Monticello, FL 32344

    Amazing new construction 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Come pick out all your finishes, home scheduled for completion August 2025. Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of previous home come make this one your own!

    Amber McKinney Hamilton Realty Advisors LLC

    47 Mire Ct, Monticello, FL 32344

Home Trends in Monticello, FL

Housing Trends

Median Sale Price
$335,000
Median Single Family Sale Price
$325,000
Average Price Per Sq Ft
$164
Number of Homes for Sale
14
Last 12 months Home Sales
38
Months of Supply
4.40
Median List Price
$332,497
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
25%
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