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Single-Family Homes in Monticello, FL
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34 listings
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Single-Family Homes in Monticello, FL

Single-Family Homes in Monticello, FL

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24 of 34 Listings
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Single-Family Homes in Monticello, FL

24 of 34 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 380 Poplar Street — photo28Active

    $175,000

    3 bd · 1 ba · 1,300 sqft

    380 Poplar Street, Monticello, FL

    Keller Williams Town & Country

  2. 205 Crooked Creek Lane — photo36Active

    $564,900

    3 bd · 2 ba · 2,061 sqft

    205 Crooked Creek Lane, Monticello, FL

    Kelly & Kelly Properties, Inc

  3. 1060 S Water Street — photo49Active

    $175,000

    2 bd · 1 ba · 1,488 sqft

    1060 S Water Street, Monticello, FL

    Pathways Realty

  4. 30 Pine Needle Trce — photo19Active

    $249,000

    3 bd · 2 ba · 1,210 sqft

    30 Pine Needle Trce, Monticello, FL

    Silo Hill Properties

  5. 535 Holly Road — photoPrice Reduced49Active

    $357,000

    3 bd · 2 ba · 1,326 sqft

    535 Holly Road, Monticello, FL

    Advantage Premier Realty LLC

  6. 4216 W Washington Highway — photo70Active

    $895,000

    3 bd · 3 ba · 2,412 sqft

    4216 W Washington Highway, Monticello, FL

    Hill Spooner & Elliott Inc

  7. 1420 Tennessee Avenue — photo17Active

    $116,500

    3 bd · 2 ba · 1,716 sqft

    1420 Tennessee Avenue, Monticello, FL

    Armor Realty, Inc

  8. 1605 Sweetbay Court — photo1Active

    $360,500

    3 bd · 2 ba · 1,464 sqft

    1605 Sweetbay Court, Monticello, FL

    Steve C. Walker Realty, LLC

  9. 660 Whispering Hills Road — photo70Active

    $700,000

    3 bd · 3 ba · 2,160 sqft

    660 Whispering Hills Road, Monticello, FL

    All Realty Services

  10. 107 Tarn Way — photo37Active

    $429,900

    3 bd · 2 ba · 1,800 sqft

    107 Tarn Way, Monticello, FL

    Hamilton Realty Advisors LLC

  11. 515 Sunset Drive — photo56Active

    $299,900

    3 bd · 2 ba · 2,583 sqft

    515 Sunset Drive, Monticello, FL

    Coldwell Banker Hartung

  12. 78 Fen Court — photo70Active

    $470,000

    3 bd · 2 ba · 1,806 sqft

    78 Fen Court, Monticello, FL

    Hamilton Realty Advisors LLC

  13. 2247 Waukeenah Hwy — photo68Active

    $695,000

    5 bd · 3 ba · 3,536 sqft

    2247 Waukeenah Hwy, Monticello, FL

    All Realty Services

  14. 307 Crabapple Drive — photo47Active

    $949,000

    3 bd · 3 ba · 2,790 sqft

    307 Crabapple Drive, Monticello, FL

    Clover Key Realty

  15. 360 Bowman Street — photoPrice Reduced18Active

    $252,500

    3 bd · 2 ba · 1,235 sqft

    360 Bowman Street, Monticello, FL

    Steve C. Walker Realty, LLC

  16. 855 S Waukeenah Street — photoPrice Reduced19Active

    $424,900

    4 bd · 3 ba · 1,798 sqft

    855 S Waukeenah Street, Monticello, FL

    Coastwise Realty

  17. 8250 Waukeenah Hwy — photoPrice ReducedOpen house Sun, Oct 4 · 2:00 PM36Active

    $564,000

    3 bd · 4 ba · 2,148 sqft

    8250 Waukeenah Hwy, Monticello, FL

    Bhishma Benedict · FLORIDA HOMES REALTY & MORTGAGE GVILLE

  18. 1070 Partridge Lane — photo24Active

    $298,900

    3 bd · 2 ba · 1,351 sqft

    1070 Partridge Lane, Monticello, FL

    Steve C. Walker Realty, LLC

  19. 1550 Tennessee Street — photo14Active

    $200,000

    3 bd · 2 ba · 1,304 sqft

    1550 Tennessee Street, Monticello, FL

    Kelly & Kelly Properties, Inc

  20. 1590 Tyson Road — photo56Active

    $1,175,000

    3 bd · 2 ba · 2,612 sqft

    1590 Tyson Road, Monticello, FL

    Kelly & Kelly Properties, Inc

  21. 670 Poplar Street — photoPrice Reduced12Active

    $149,900

    3 bd · 1 ba · 1,312 sqft

    670 Poplar Street, Monticello, FL

    Keller Williams Town & Country

  22. 520 E High Street — photo24Active

    $175,000

    3 bd · 2 ba · 1,825 sqft

    520 E High Street, Monticello, FL

    FL-GA Realty & Auction

  23. 1628 N Jefferson Highway — photoPrice Reduced49Active

    $398,900

    3 bd · 3 ba · 3,127 sqft

    1628 N Jefferson Highway, Monticello, FL

    All Realty Services

  24. 365 S Mulberry Street — photo58Active

    $699,000

    6 bd · 4 ba · 3,114 sqft

    365 S Mulberry Street, Monticello, FL

    Bespoke Realty of Tallahassee

12

About Single-Family Homes in Monticello, FL

Single-Family Homes in Monticello, FL: 34 active listings as of October 2, 2026, 05:59 UTC.

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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

Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.
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

    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

    September 2026 · This period is still settling

    Homes on the market · MLS, as of Sep 27, 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 11, 2026

    Median home size
    1,652 sq. ft.