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Monticello, FL Homes for Sale | 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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24 of 41 Listings
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Homes for Sale in Monticello, FL

24 of 41 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 148 S Main Avenue — photo40Active

    $225,000

    3 bd · 2 ba · 1,568 sqft

    148 S Main Avenue, Monticello, FL

    Kelly & Kelly Properties, Inc

  2. 855 S Waukeenah Street — photo19Active

    $399,900

    4 bd · 3 ba · 1,798 sqft

    855 S Waukeenah Street, Monticello, FL

    Coastwise Realty

  3. listing photo48Active

    $699,900

    3 bd · 3 ba · 2,134 sqft

    Address withheld · Monticello, FL

    Kozloski Realty, LLC

  4. 231 Osceola Lane — photo25Active

    $209,000

    2 bd · 2 ba · 993 sqft

    231 Osceola Lane, Monticello, FL

    The Naumann Group Real Estate

  5. 154 N Main Avenue — photo65Active

    $539,000

    3 bd · 3 ba · 1,713 sqft

    154 N Main Avenue, Monticello, FL

    Kelly & Kelly Properties, Inc

  6. 4216 W Washington Highway — photo70Active

    $875,000

    3 bd · 3 ba · 2,412 sqft

    4216 W Washington Highway, Monticello, FL

    Hill Spooner & Elliott Inc

  7. 77 S Hiawatha Farms Road — photoOpen house Sun, Nov 8 · 2:00 PM70Active

    $595,000

    4 bd · 3 ba · 2,177 sqft

    77 S Hiawatha Farms Road, Monticello, FL

    Keller Williams Town & Country

  8. 312 Creekside Court — photo2Active

    $520,000

    4 bd · 3 ba · 2,008 sqft

    312 Creekside Court, Monticello, FL

    Lauer Real Estate Group LLC

  9. 68 E Hummingbird Lane — photo62Active

    $425,000

    3 bd · 3 ba · 2,898 sqft

    68 E Hummingbird Lane, Monticello, FL

    Keller Williams Town & Country

  10. 131 Hill Top Drive — photo58Active

    $1,390,000

    5 bd · 6 ba · 4,583 sqft

    131 Hill Top Drive, Monticello, FL

    Clover Key Realty

  11. 1550 E Washington Street — photo16Active

    $525,000

    — bd · — ba · 5,027 sqft

    1550 E Washington Street, Monticello, FL

    Keller Williams Town & Country

  12. 1015 S Jefferson Street — photo18Active

    $349,900

    4 bd · 2 ba · 1,844 sqft

    1015 S Jefferson Street, Monticello, FL

    Keller Williams Town & Country

  13. 185 W Walnut Street — photo36Active

    $279,000

    3 bd · 3 ba · 1,880 sqft

    185 W Walnut Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  14. 1410 E Pearl Street — photo36Active

    $385,000

    4 bd · 2 ba · 2,750 sqft

    1410 E Pearl Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  15. 620 S Jefferson Street — photo19Active

    $179,000

    1 bd · 1 ba · 806 sqft

    620 S Jefferson Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  16. 1195 E Pearl Street — photo48Active

    $274,500

    2 bd · 1 ba · 1,090 sqft

    1195 E Pearl Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  17. 205 Crooked Creek Lane — photo36Active

    $564,900

    3 bd · 2 ba · 2,061 sqft

    205 Crooked Creek Lane, Monticello, FL

    Kelly & Kelly Properties, Inc

  18. 535 Holly Road — photoPrice Reduced50Active

    $357,000

    3 bd · 2 ba · 1,326 sqft

    535 Holly Road, Monticello, FL

    Advantage Premier Realty LLC

  19. 153 Ravencroft Road — photoOpen house Sat, Nov 7 · 1:00 PM31Active

    $419,900

    3 bd · 2 ba · 1,780 sqft

    153 Ravencroft Road, Monticello, FL

    Forte Real Estate Group LLC

  20. 1420 Tennessee Avenue — photo17Active

    $116,500

    3 bd · 2 ba · 1,716 sqft

    1420 Tennessee Avenue, Monticello, FL

    Armor Realty, Inc

  21. 1605 Sweetbay Court — photo1Active

    $360,500

    3 bd · 2 ba · 1,464 sqft

    1605 Sweetbay Court, Monticello, FL

    Steve C. Walker Realty, LLC

  22. 515 Sunset Drive — photo56Active

    $299,900

    3 bd · 2 ba · 2,583 sqft

    515 Sunset Drive, Monticello, FL

    Coldwell Banker Hartung

  23. 78 Fen Court — photo70Active

    $470,000

    3 bd · 2 ba · 1,806 sqft

    78 Fen Court, Monticello, FL

    Hamilton Realty Advisors LLC

  24. 2247 Waukeenah Highway — photo68Active

    $695,000

    5 bd · 3 ba · 3,536 sqft

    2247 Waukeenah Highway, Monticello, FL

    All Realty Services

12
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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 (134)
    • 32301 (129)
    • 32311 (113)
    • 32309 (93)
    • 32317 (93)
    • 32303 (92)
    • 32308 (79)
    • 32305 (69)

    Cities

    • Tallahassee (877)
    • Crawfordville (47)
    • Greenville (16)
    • Perry (4)
    • 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.