5,727

Monticello, FL Homes

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  • /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
    • /25

      Not Listed For Sale

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

      50 Spruce Cir, Monticello, FL 32344

      50 Spruce Cir, Monticello, FL 32344
  • /36

    $675,000

    • 5,139 Sq Ft

    625 E Washington St, Monticello, FL 32344

    Amazing Investment Opportunity as a Large family home, multi-generational property or Cash flowing investment! Own your piece of history and enjoy some great cash flow in this beautiful Downton Monticello Home. Built in 1888 and almost 4500 SF in the main house with 9 bedrooms, 7 bathrooms and common areas for the tenants. Currently set up with tenants as a BNB type property with longer term

    Lee Hall Capital City Real Estate Group

    625 E Washington St, Monticello, FL 32344
  • /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
    • /10

      Not Listed For Sale

      VACANT Mahan Dr, Monticello, FL 32344

      VACANT Mahan Dr, Monticello, FL 32344
  • /34

    $249,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    130 Simpson Ave, Monticello, FL 32344

    Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a

    Suzanna Malone Lauer Real Estate Group LLC

    130 Simpson Ave, Monticello, FL 32344
  • /42

    $335,000 Sold Jul 24, 2025

    580 Holly Rd, Monticello, FL 32344

    • 4 Beds
    • 2 Baths
    • 1,551 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Below List Price
    • $216/SF
    • 45 Days On Market

    Current Estimated Value $333,313

    Last Listing Agent Anthony Gifford Pointer Realty

    580 Holly Rd, Monticello, FL 32344
    • /41

      Est $356,859 Not Listed For Sale

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

      955 Still Rd, Monticello, FL 32344

      955 Still Rd, Monticello, FL 32344
  • /21

    $265,900

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    1125 E Dogwood St, Monticello, FL 32344

    Must see this brand new home built by Southern Construction in the downtown Monticello area. Home is complete and ready for its new owners!! Home features 3 bed, 2 baths, granite countertops, upgraded trim package, vinyl plank flooring throughout, tile bathroom and laundry floors, and stainless appliance package. Come get this beautiful home before its gone!!

    Jared Parramore Coastwise Realty

    1125 E Dogwood St, Monticello, FL 32344
  • /27

    $384,000 Sold Apr 22, 2025

    162 Natural Bridge Rd, Monticello, FL 32344

    • Land
    • 24.72 Acres
    • $15,534 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 812 Days On Market

    Current Estimated Value $386,563

    Last Listing Agent Amy Carlton The American Dream

    162 Natural Bridge Rd, Monticello, FL 32344
    • /25

      Not Listed For Sale

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

      40 Spruce Cir, Monticello, FL 32344

      40 Spruce Cir, Monticello, FL 32344
  • /2

    $189,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    860 N Cherry St, Monticello, FL 32344

    Fantastic 3 Bedroom/1 Bathroom Home located near downtown Monticello and close to restaurants and shopping! Completely Renovated and Remodeled in 2019, this home is move-in ready and one you do not want to miss!

    Liz Kuntz Keller Williams Town & Country

    860 N Cherry St, Monticello, FL 32344
  • /42

    $459,000 Sold Jul 25, 2025

    4287 Bassett Dairy Rd, Monticello, FL 32344

    • 4 Beds
    • 3 Baths
    • 2,555 Sq Ft
    • Built 1983

    Last Sold Summary

    • 18% Below List Price
    • $180/SF
    • 143 Days On Market

    Current Estimated Value $453,295

    Last Listing Agent Destiny Jones Keller Williams Town & Country

    4287 Bassett Dairy Rd, Monticello, FL 32344
    • /21

      Not Listed For Sale

      1060 Vista Rd, Monticello, FL 32344

      1060 Vista Rd, Monticello, FL 32344
  • /67

    $995,000

    • 4 Beds
    • 4.5 Baths
    • 3,696 Sq Ft

    825 Rainey Run, Monticello, FL 32344

    Set on 10 private acres, this exceptional estate offers a lifestyle defined by space, serenity, and effortless luxury. Surrounded by nature and bordered by a tranquil private creek, the property feels like a personal retreat—yet remains perfectly designed for modern living and entertaining. Inside, 3,696 square feet of light-filled living space unfolds with soaring ceilings, expansive windows,

    Renee Dawkins Dawkins Realty LLC

    825 Rainey Run, Monticello, FL 32344
  • /42

    $629,000 Sold Mar 26, 2025

    531 Ridge Rd, Monticello, FL 32344

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $285/SF
    • 38 Days On Market

    Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

    531 Ridge Rd, Monticello, FL 32344
    • /42

      Est $576,282 Not Listed For Sale

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

      456 Ridge Rd, Monticello, FL 32344

      456 Ridge Rd, Monticello, FL 32344
  • /18

    $179,900

    • 4 Beds
    • 3 Baths
    • 2,553 Sq Ft

    34 W Hummingbird Ln, Monticello, FL 32344

    New beautiful LVP flooring on mother in law suite side of the property and wdo repair underneath the new flooring!! So many options with this property!! It boasts 2 separate living spaces joined by a common family room. One side of the home has 1 bed and 1 bath, it's own kitchen and living space. The other side of the home has 3 bedrooms, 2 bathrooms and the kitchen and living area. The family

    Susan Gillespie Lord & Stanley Realty, Inc.

    34 W Hummingbird Ln, Monticello, FL 32344
  • /38

    $280,000 Sold Jul 25, 2025

    Unlisted Address

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Below List Price
    • $265/SF
    • 58 Days On Market

    Current Estimated Value $287,927

    Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

    Unlisted Address
    • /28

      Not Listed For Sale

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

      3360 Thompson Valley Rd, Monticello, FL 32344

      3360 Thompson Valley Rd, Monticello, FL 32344
  • /24

    $185,000

    • 3 Beds
    • 2.5 Baths
    • 2,467 Sq Ft

    490 E Palmer Mill Rd, Monticello, FL 32344

    This striking Victorian home built in 1892 and located near downtown Monticello. The home features original hardwood pine floors, soaring 12-foot ceilings, a large bay window with bench seating (and storage) and several fireplaces. The master bathroom has been completely redone and complements the spacious master bedroom. The exterior of the home has a wraparound front deck, a rear screened

    Van Drake Drake Realty, Inc.

    490 E Palmer Mill Rd, Monticello, FL 32344
  • /20

    $129,000 Sold Jun 27, 2025

    450 W Dogwood St, Monticello, FL 32344

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1945

    Last Sold Summary

    • 7% Below List Price
    • $138/SF
    • 117 Days On Market

    Current Estimated Value $133,195

    Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

    450 W Dogwood St, Monticello, FL 32344
    • /41

      Est $601,653 Not Listed For Sale

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

      1113 Old Lloyd Rd, Monticello, FL 32344

      1113 Old Lloyd Rd, Monticello, FL 32344
  • /3

    $117,036

    • Land
    • 11.23 Acres
    • $10,422 per Acre

    Lot 29, Block A E Meadow Rd, Monticello, FL 32344

    11.23 +/- acres at very end of East Meadow Road adjacent to 300+ acres owned by the Suwannee River Water Management District and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 9.4 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These

    Justin Peel Maclay Realty & Management LLC

    Lot 29, Block A E Meadow Rd, Monticello, FL 32344
  • /2

    $27,000 Sold Sep 30, 2025

    00 Gamble Rd, Monticello, FL 32344

    • Land
    • 1.25 Acres
    • $21,600 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 6 Days On Market

    Last Listing Agent Thomas Lado WHITETAIL PROPERTIES REAL ESTATE

    00 Gamble Rd, Monticello, FL 32344
    • /33

      Not Listed For Sale

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

      696 Taylor Rd, Monticello, FL 32344

      696 Taylor Rd, Monticello, FL 32344
  • /3

    $97,964

    • Land
    • 9.4 Acres
    • $10,422 per Acre

    Lot 30, Block A E Meadow Rd, Monticello, FL 32344

    9.4 +/- acres at very end of East Meadow Road and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 11.23 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These opportunities don’t come along very often so don’t miss out.

    Justin Peel Maclay Realty & Management LLC

    Lot 30, Block A E Meadow Rd, Monticello, FL 32344
  • /2

    $40,000 Sold Dec 16, 2025

    23 & 45 Armstrong Rd, Monticello, FL 32344

    • Land
    • 8.47 Acres
    • $4,723 per Acre

    Last Sold Summary

    • 60% Below List Price
    • 139 Days On Market

    Last Listing Agent Bruce Carpenter Avenue Realty FL

    23 & 45 Armstrong Rd, Monticello, FL 32344
    • /27

      Not Listed For Sale

      VACANT Shiver, Monticello, FL 32344

      VACANT Shiver, Monticello, FL 32344
  • /7

    $200,000 Under Contract

    • Land
    • 20.38 Acres
    • $9,814 per Acre

    TBD Barnes Rd, Monticello, FL 32344

    Discover wooded tranquility on this magnificent 20.38 acre parcel in northern Jefferson County. Conveniently located just off US-19 N, this property is on a paved road which offers easy access and a short 5-minte drive into Monticello or just a 20-minute drive to downtown Thomasville, Georgia. Embrace the beauty and tranquility of country living while staying connected to nearby amenities and

    H. Trey Hough Armor Realty, Inc

    TBD Barnes Rd, Monticello, FL 32344
  • /38

    $550,000 Sold Sep 02, 2025

    151 N Ojibwa Rd, Monticello, FL 32344

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $229/SF
    • 47 Days On Market

    Current Estimated Value $550,319

    Last Listing Agent Clint Bailey Superior Realty Group LLC

    151 N Ojibwa Rd, Monticello, FL 32344
    • /4

      Not Listed For Sale

      TBD Rudolph Ln, Monticello, FL 32344

      TBD Rudolph Ln, Monticello, FL 32344
  • /42

    $429,900 Under Contract

    • 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 warehouse,

    Katherine Hansli Searcy The Naumann Group Real Estate

    952 Turney Anderson Rd, Monticello, FL 32344
  • /10

    $157,900 Sold Mar 10, 2025

    396 Mallard Ln, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Above List Price
    • $137/SF
    • 4 Days On Market

    Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

    396 Mallard Ln, Monticello, FL 32344
    • /5

      Not Listed For Sale

      XX Taylor Parcel #2 Rd, Monticello, FL 32344

      XX Taylor Parcel #2 Rd, Monticello, FL 32344
  • /45

    $269,000

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    685 E Washington St, Monticello, FL 32344

    Perfect brick family home right downtown! Walk to the veggie stand across the street and all the Monticello shops! Renovated 4-bed, 2-bath home. New roof!! New Custom Kitchen cabinets, granite counters, and SS Appliance package perfect for you home chefs. The open-plan kitchen opens directly into the dining and living room. New Flooring, Paint, Light fixtures, Custom closets and bookcases

    Lee Hall Capital City Real Estate Group

    685 E Washington St, Monticello, FL 32344
  • /52

    $569,000 Sold Nov 21, 2025

    57 Sunset Dr, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $288/SF
    • 73 Days On Market

    Last Listing Agent Chance Shutes Keller Williams Town & Country

    57 Sunset Dr, Monticello, FL 32344
    • /11

      Est $192,131 Not Listed For Sale

      1317 Saint Augustine, Monticello, FL 32344

      1317 Saint Augustine, Monticello, FL 32344
  • /4

    $75,000

    • Land
    • 0.29 Acre
    • $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
  • /32

    $425,000 Sold Jan 12, 2026

    1610 Yaupon Ct, Monticello, FL 32344

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • Built 2023

    Last Sold Summary

    • $229/SF
    • 23 Days On Market

    Last Listing Agent Chance Shutes Keller Williams Town & Country

    1610 Yaupon Ct, Monticello, FL 32344

Showing Results 241 - 280, Page 7 of 18

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