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Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
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  • Compare selling options
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  • Buy before you sell

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41 listings

Homes for Sale in 32344, FL

Homes for Sale in 32344, FL

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24 of 41 Listings
Map

Homes for Sale in 32344, FL

24 of 41 Listings

  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

  • 855 S Waukeenah Street — photo19Active

    $399,900

    4 bd · 3 ba · 1,798 sqft

    855 S Waukeenah Street, Monticello, FL

    Coastwise Realty

  • listing photo48Active

    $699,900

    3 bd · 3 ba · 2,134 sqft

    Address withheld · Monticello, FL

    Kozloski Realty, LLC

  • 231 Osceola Lane — photo25Active

    $209,000

    2 bd · 2 ba · 993 sqft

    231 Osceola Lane, Monticello, FL

    The Naumann Group Real Estate

  • 154 N Main Avenue — photo65Active

    $539,000

    3 bd · 3 ba · 1,713 sqft

    154 N Main Avenue, Monticello, FL

    Kelly & Kelly Properties, Inc

  • 4216 W Washington Highway — photo70Active

    $875,000

    3 bd · 3 ba · 2,412 sqft

    4216 W Washington Highway, Monticello, FL

    Hill Spooner & Elliott Inc

  • 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

  • 312 Creekside Court — photo2Active

    $520,000

    4 bd · 3 ba · 2,008 sqft

    312 Creekside Court, Monticello, FL

    Lauer Real Estate Group LLC

  • 68 E Hummingbird Lane — photo62Active

    $425,000

    3 bd · 3 ba · 2,898 sqft

    68 E Hummingbird Lane, Monticello, FL

    Keller Williams Town & Country

  • 131 Hill Top Drive — photo58Active

    $1,390,000

    5 bd · 6 ba · 4,583 sqft

    131 Hill Top Drive, Monticello, FL

    Clover Key Realty

  • 1550 E Washington Street — photo16Active

    $525,000

    — bd · — ba · 5,027 sqft

    1550 E Washington Street, Monticello, FL

    Keller Williams Town & Country

  • 1015 S Jefferson Street — photo18Active

    $349,900

    4 bd · 2 ba · 1,844 sqft

    1015 S Jefferson Street, Monticello, FL

    Keller Williams Town & Country

  • 185 W Walnut Street — photo36Active

    $279,000

    3 bd · 3 ba · 1,880 sqft

    185 W Walnut Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  • 1410 E Pearl Street — photo36Active

    $385,000

    4 bd · 2 ba · 2,750 sqft

    1410 E Pearl Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  • 620 S Jefferson Street — photo19Active

    $179,000

    1 bd · 1 ba · 806 sqft

    620 S Jefferson Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  • 1195 E Pearl Street — photo48Active

    $274,500

    2 bd · 1 ba · 1,090 sqft

    1195 E Pearl Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  • 205 Crooked Creek Lane — photo36Active

    $564,900

    3 bd · 2 ba · 2,061 sqft

    205 Crooked Creek Lane, Monticello, FL

    Kelly & Kelly Properties, Inc

  • 535 Holly Road — photoPrice Reduced50Active

    $357,000

    3 bd · 2 ba · 1,326 sqft

    535 Holly Road, Monticello, FL

    Advantage Premier Realty LLC

  • 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

  • 1420 Tennessee Avenue — photo17Active

    $116,500

    3 bd · 2 ba · 1,716 sqft

    1420 Tennessee Avenue, Monticello, FL

    Armor Realty, Inc

  • 1605 Sweetbay Court — photo1Active

    $360,500

    3 bd · 2 ba · 1,464 sqft

    1605 Sweetbay Court, Monticello, FL

    Steve C. Walker Realty, LLC

  • 515 Sunset Drive — photo56Active

    $299,900

    3 bd · 2 ba · 2,583 sqft

    515 Sunset Drive, Monticello, FL

    Coldwell Banker Hartung

  • 78 Fen Court — photo70Active

    $470,000

    3 bd · 2 ba · 1,806 sqft

    78 Fen Court, Monticello, FL

    Hamilton Realty Advisors LLC

  • 2247 Waukeenah Highway — photo68Active

    $695,000

    5 bd · 3 ba · 3,536 sqft

    2247 Waukeenah Highway, Monticello, FL

    All Realty Services

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    Realty.com

    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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    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.
    32344, FL Homes for Sale | Realty.com

    Nearby areas

    ZIP codes

    • 32312 (133)
    • 32301 (129)
    • 32311 (112)
    • 32309 (95)
    • 32317 (95)
    • 32303 (93)
    • 32308 (84)
    • 32305 (69)

    Cities

    • Tallahassee (888)
    • Crawfordville (45)
    • Monticello (41)
    • Greenville (15)
    • Perry (4)
    • Lamont (2)