• Home
  • Listings
    1. All Listings
    2. Featured Homes and Land Listings
    3. Luxury and Legacy Properties
    4. Tallahassee Luxury
    5. Waterfront Properties
    6. Farm & Ranch
    7. Gulf Coast Luxury
  • Buyers
    1. Buyers Guide
    2. Market Snapshot
    3. Mortgage Calculator
    4. Affordability Calculator
  • Sellers
    1. Sellers Guide
    2. Sell My Home
    3. Home Valuation
    4. Recent Sold
  • CENTURY 21 FIRST STORY REAL ESTATE
  • About
    1. About Us
    2. Meet Our Team
    3. Reviews
    4. Contact Us
  • Neighborhoods
    1. Tallahassee
    2. Apalachicola
    3. Mexico Beach
    4. Thomasville
    5. St. Marks
    6. Quincy
    7. Havana
    8. Crawfordville
    9. Midway
    10. Port St. Joe
    11. Attapulgus
    12. Carrabelle
    13. Eastpoint
    14. Cairo
    15. Bainbridge
    16. Ochlocknee
    17. Monticello
    18. Colquitt
    19. Boston
    20. Lake Seminole Park
    21. Quitman
  • Resources
    1. Blogs
    2. Featured Videos
    3. Market Report
    4. Agent Cooperation and Buyer Concessions
    5. Clear Cooperation Policy
    • Register
    • Sign In
    Monticello, FL
    Price
      • Any
      • $ 50,000
      • $ 100,000
      • $ 150,000
      • $ 200,000
      • $ 400,000
      • Any
      • $ 200,000
      • $ 300,000
      • $ 400,000
      • $ 600,000
      • $ 800,000
    Beds
      • Any
      • 1
      • 2
      • 3
      • 4
      • 5
      • Any
      • 1
      • 2
      • 3
      • 4
      • 5
    Baths
      • Any
      • 1
      • 1.5
      • 2
      • 3
      • 4
      • 5
      • Any
      • 1
      • 1.5
      • 2
      • 3
      • 4
      • 5
    • List
    • Mixed
    • Map
    Map
    87 Properties Available

    87 Properties Available

    The average price in the selected areas has remained stable. Learn more
    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    XX SHIVER Road, Monticello, FL 32344
    1/19
    Price Dropped by $70K

    $325,000

    3.2 Acres

    XX SHIVER Road, Monticello, FL 32344

    Listed by Century 21 First Story

    1195 E PEARL Street, Monticello, FL 32344
    1/48
    New

    $274,500

    2 Beds1 Bath1,090 SqFt

    1195 E PEARL Street, Monticello, FL 32344

    Listed by Kelly & Kelly Properties, Inc

    465 Crooked Creek Lane, Monticello, FL 32344
    1/54
    New
    3D

    $469,900

    3 Beds2 Baths1,919 SqFt

    465 Crooked Creek Lane, Monticello, FL 32344

    Listed by The Naumann Group Real Estate

    1410 E Pearl Street, Monticello, FL 32344
    1/36
    New

    $385,000

    4 Beds2 Baths2,750 SqFt

    1410 E Pearl Street, Monticello, FL 32344

    Listed by Kelly & Kelly Properties, Inc

    620 S Jefferson Street, Monticello, FL 32344
    1/19
    New

    $179,000

    1 Bed1 Bath806 SqFt

    620 S Jefferson Street, Monticello, FL 32344

    Listed by Kelly & Kelly Properties, Inc

    380 Poplar Street, Monticello, FL 32344
    1/28
    New

    $175,000

    3 Beds1 Bath1,300 SqFt

    380 Poplar Street, Monticello, FL 32344

    Listed by Keller Williams Town & Country

    190 Serenity Lane, Monticello, FL 32344
    1/35
    New

    $339,000

    4 Beds2 Baths2,052 SqFt

    190 Serenity Lane, Monticello, FL 32344

    Listed by Kelly & Kelly Properties, Inc

    205 Crooked Creek Lane, Monticello, FL 32344
    1/36
    Active

    $564,900

    3 Beds2 Baths2,061 SqFt

    205 Crooked Creek Lane, Monticello, FL 32344

    Listed by Kelly & Kelly Properties, Inc

    1060 S Water Street, Monticello, FL 32344
    1/49
    Active

    $175,000

    2 Beds1 Bath1,488 SqFt

    1060 S Water Street, Monticello, FL 32344

    Listed by Pathways Realty

    30 PINE NEEDLE TRCE, Monticello, FL 32344
    1/19
    Active

    $249,000

    3 Beds2 Baths1,210 SqFt

    30 PINE NEEDLE TRCE, Monticello, FL 32344

    Listed by Silo Hill Properties

    360 Bowman Street, Monticello, FL 32344
    1/18
    Price Dropped by $2K

    $252,500

    3 Beds2 Baths1,235 SqFt

    360 Bowman Street, Monticello, FL 32344

    Listed by Steve C. Walker Realty, LLC

    535 Holly Road, Monticello, FL 32344
    1/49
    Active

    $357,000

    3 Beds2 Baths1,326 SqFt

    535 Holly Road, Monticello, FL 32344

    Listed by Advantage Premier Realty LLC

    4216 W Washington Highway, Monticello, FL 32344
    1/70
    Active

    $895,000

    3 Beds3 Baths2,412 SqFt

    4216 W Washington Highway, Monticello, FL 32344

    Listed by Hill Spooner & Elliott Inc

    1420 Tennessee Avenue, Monticello, FL 32344
    1/17
    Active

    $116,500

    3 Beds2 Baths1,716 SqFt

    1420 Tennessee Avenue, Monticello, FL 32344

    Listed by Armor Realty, Inc

    107 Tarn Way, Monticello, FL 32344
    1/37
    Active

    $429,900

    3 Beds2 Baths1,800 SqFt

    107 Tarn Way, Monticello, FL 32344

    Listed by Hamilton Realty Advisors LLC

    520 E High Street, Monticello, FL 32344
    1/24
    Active

    $175,000

    3 Beds2 Baths1,825 SqFt

    520 E High Street, Monticello, FL 32344

    Listed by FL-GA Realty & Auction

    1605 Sweetbay Court, Monticello, FL 32344
    Active

    $360,500

    3 Beds2 Baths1,464 SqFt

    1605 Sweetbay Court, Monticello, FL 32344

    Listed by Steve C. Walker Realty, LLC

    660 Whispering Hills Road, Monticello, FL 32344
    1/70
    Active

    $700,000

    3 Beds3 Baths2,160 SqFt

    660 Whispering Hills Road, Monticello, FL 32344

    Listed by All Realty Services

    515 Sunset Drive, Monticello, FL 32344
    1/56
    Active

    $299,900

    3 Beds2 Baths2,583 SqFt

    515 Sunset Drive, Monticello, FL 32344

    Listed by Coldwell Banker Hartung

    490 N Cherry Court, Monticello, FL 32344
    1/48
    Price Dropped by $5K

    $249,000

    2 Beds2 Baths1,411 SqFt

    490 N Cherry Court, Monticello, FL 32344

    Listed by OaksFeather Realty

    2247 Waukeenah Hwy, Monticello, FL 32344
    1/68
    Active

    $695,000

    5 Beds3 Baths3,536 SqFt

    2247 Waukeenah Hwy, Monticello, FL 32344

    Listed by All Realty Services

    112 Long Leaf Drive, Monticello, FL 32344
    1/34
    Active

    $250,000

    3 Beds2 Baths1,980 SqFt

    112 Long Leaf Drive, Monticello, FL 32344

    Listed by Keller Williams Town & Country

    78 Fen Court, Monticello, FL 32344
    1/70
    Active

    $470,000

    3 Beds2 Baths1,806 SqFt

    78 Fen Court, Monticello, FL 32344

    Listed by Hamilton Realty Advisors LLC

    307 Crabapple Drive, Monticello, FL 32344
    1/47
    Active

    $949,000

    3 Beds3 Baths2,790 SqFt

    307 Crabapple Drive, Monticello, FL 32344

    Listed by Clover Key Realty

    • 1
    • 2
    • 3
    • 4
    site logo
      • Home
        Sellers
        1. Sellers Guide
        2. Sell My Home
        3. Home Valuation
        4. Recent Sold
        Resources
        1. Blogs
        2. Featured Videos
        3. Market Report
        4. Agent Cooperation and Buyer Concessions
        5. Clear Cooperation Policy
      • Listings
        1. All Listings
        2. Featured Homes and Land Listings
        3. Luxury and Legacy Properties
        4. Tallahassee Luxury
        5. Waterfront Properties
        6. Farm & Ranch
        7. Gulf Coast Luxury
        About
        1. About Us
        2. Meet Our Team
        3. Reviews
        4. Contact Us
      • Buyers
        1. Buyers Guide
        2. Market Snapshot
        3. Mortgage Calculator
        4. Affordability Calculator
        Neighborhoods
        1. Tallahassee
        2. Apalachicola
        3. Mexico Beach
        4. Thomasville
        5. St. Marks
        6. Quincy
        7. Havana
        8. Crawfordville
        9. Midway
        10. Port St. Joe
        11. Attapulgus
        12. Carrabelle
        13. Eastpoint
        14. Cairo
        15. Bainbridge
        16. Ochlocknee
        17. Monticello
        18. Colquitt
        19. Boston
        20. Lake Seminole Park
        21. Quitman
    CENTURY 21 FIRST STORY REAL ESTATE
    Debbie Kirkland
    License ID: BK3052075

    +1(850) 212-0440 [email protected]

    316 Williams Street, Tallahassee, FL 32303, United States

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
    site logo
      • Home
        Sellers
        1. Sellers Guide
        2. Sell My Home
        3. Home Valuation
        4. Recent Sold
        Resources
        1. Blogs
        2. Featured Videos
        3. Market Report
        4. Agent Cooperation and Buyer Concessions
        5. Clear Cooperation Policy
      • Listings
        1. All Listings
        2. Featured Homes and Land Listings
        3. Luxury and Legacy Properties
        4. Tallahassee Luxury
        5. Waterfront Properties
        6. Farm & Ranch
        7. Gulf Coast Luxury
        About
        1. About Us
        2. Meet Our Team
        3. Reviews
        4. Contact Us
      • Buyers
        1. Buyers Guide
        2. Market Snapshot
        3. Mortgage Calculator
        4. Affordability Calculator
        Neighborhoods
        1. Tallahassee
        2. Apalachicola
        3. Mexico Beach
        4. Thomasville
        5. St. Marks
        6. Quincy
        7. Havana
        8. Crawfordville
        9. Midway
        10. Port St. Joe
        11. Attapulgus
        12. Carrabelle
        13. Eastpoint
        14. Cairo
        15. Bainbridge
        16. Ochlocknee
        17. Monticello
        18. Colquitt
        19. Boston
        20. Lake Seminole Park
        21. Quitman
    CENTURY 21 FIRST STORY REAL ESTATE
    Debbie Kirkland
    License ID: BK3052075

    +1(850) 212-0440 [email protected]

    316 Williams Street, Tallahassee, FL 32303, United States

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.