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Monticello, FL Homes for Sale — Page 2 | Realty.com
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41 listings
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Homes for Sale in Monticello, FL

Homes for Sale in Monticello, FL

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17 of 41 Listings
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Homes for Sale in Monticello, FL

17 of 41 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 112 Long Leaf Drive — photo34Active

    $250,000

    3 bd · 2 ba · 1,980 sqft

    112 Long Leaf Drive, Monticello, FL

    Keller Williams Town & Country

  2. 307 Crabapple Drive — photo47Active

    $949,000

    3 bd · 3 ba · 2,790 sqft

    307 Crabapple Drive, Monticello, FL

    Clover Key Realty

  3. 360 Bowman Street — photoPrice Reduced26Active

    $252,500

    3 bd · 2 ba · 1,235 sqft

    360 Bowman Street, Monticello, FL

    Steve C. Walker Realty, LLC

  4. 947 Piney Woods Road — photo51Active

    $325,000

    4 bd · 2 ba · 2,304 sqft

    947 Piney Woods Road, Monticello, FL

    Kelly & Kelly Properties, Inc

  5. 1070 Partridge Lane — photo24Active

    $298,900

    3 bd · 2 ba · 1,351 sqft

    1070 Partridge Lane, Monticello, FL

    Steve C. Walker Realty, LLC

  6. 1550 Tennessee Street — photo14Active

    $200,000

    3 bd · 2 ba · 1,304 sqft

    1550 Tennessee Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  7. 1590 Tyson Road — photo56Active

    $1,175,000

    3 bd · 2 ba · 2,612 sqft

    1590 Tyson Road, Monticello, FL

    Kelly & Kelly Properties, Inc

  8. 670 Poplar Street — photoPrice Reduced12Active

    $149,900

    3 bd · 1 ba · 1,312 sqft

    670 Poplar Street, Monticello, FL

    Keller Williams Town & Country

  9. 1628 N Jefferson Highway — photoPrice Reduced49Active

    $398,900

    3 bd · 3 ba · 3,127 sqft

    1628 N Jefferson Highway, Monticello, FL

    All Realty Services

  10. 365 S Mulberry Street — photo58Active

    $699,000

    6 bd · 4 ba · 3,114 sqft

    365 S Mulberry Street, Monticello, FL

    Bespoke Realty of Tallahassee

  11. 110 Crooked Creek Lane — photo43Active

    $459,900

    3 bd · 2 ba · 1,883 sqft

    110 Crooked Creek Lane, Monticello, FL

    Kozloski Realty, LLC

  12. 305 Old Lloyd Road — photoPrice Reduced70Active

    $2,735,850

    7 bd · 7 ba · 5,756 sqft

    305 Old Lloyd Road, Monticello, FL

    Keller Williams Town & Country

  13. 305 Old Lloyd Road — photoPrice Reduced70Active

    $1,950,000

    6 bd · 7 ba · 5,756 sqft

    305 Old Lloyd Road, Monticello, FL

    Keller Williams Town & Country

  14. 8156 Waukeenah Highway — photo27Active

    $349,000

    3 bd · 2 ba · 1,774 sqft

    8156 Waukeenah Highway, Monticello, FL

    Kelly & Kelly Properties, Inc

  15. 398 Tecumseh Road — photoPrice Reduced41Active

    $499,000

    5 bd · 2 ba · 2,268 sqft

    398 Tecumseh Road, Monticello, FL

    Kelly & Kelly Properties, Inc

  16. 220 Eaton Street — photo19Active

    $239,000

    3 bd · 1 ba · 1,164 sqft

    220 Eaton Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  17. 640 Nautilus Drive — photoPrice Reduced16Active

    $459,000

    2 bd · 1 ba · 1,200 sqft

    640 Nautilus Drive, Monticello, FL

    Kelly & Kelly Properties, Inc

12
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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Capital Area Technology & REALTOR Services (Tallahassee Board of REALTORS)
The data relating to real estate for sale on this website comes in part from a cooperative data exchange program of the Tallahassee Board of REALTORS®. Real estate listings held by brokerage firms other than Realty.com are marked with the listing broker's logo or name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. The broker providing this data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Use of search facilities of data on the site, other than by a consumer looking to buy, sell or lease real estate, is prohibited. Copyright © 2026 Tallahassee Board of REALTORS®. All Rights Reserved.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Nearby areas

    ZIP codes

    • 32312 (133)
    • 32301 (128)
    • 32311 (112)
    • 32309 (95)
    • 32317 (95)
    • 32308 (83)
    • 32303 (76)
    • 32305 (67)

    Cities

    • Tallahassee (856)
    • Crawfordville (27)
    • Greenville (15)
    • Perry (3)
    • Lamont (2)

    Monticello, FL community profile

    Population
    2,847
    Median income
    $50,573
    Housing units
    1,405
    People per sq. mi.
    6.3
    Area
    451.8 sq. mi.

    Source: HJN community data

    Monticello housing market

    October 2026 · This period is still settling

    Homes on the market · MLS, as of Oct 18, 2026

    Median list price
    $398,900
    Homes for sale
    35

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,652 sq. ft.