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  • CENTURY 21 FIRST STORY REAL ESTATE
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    TALLAHASSEE LUXURY LISTINGS

    Price
      • Any
      • $ 50,000
      • $ 100,000
      • $ 150,000
      • $ 200,000
      • $ 400,000
      • Any
      • $ 200,000
      • $ 300,000
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      • $ 800,000
    Beds
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    Baths
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    • Mixed
    • Map
    Map
    246 Featured Properties Available

    246 Featured Properties Available

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    300 S Duval #2209 Street #2209, Tallahassee, FL 32301
    1/42
    Active

    $775,000

    2 Beds2 Baths1,360 SqFt

    300 S Duval #2209 Street #2209, Tallahassee, FL 32301

    Listed by Hill Spooner & Elliott Inc

    1806 Dove Field Run, Tallahassee, FL 32317
    1/70
    Price Dropped by $105K

    $1,495,000

    3 Beds3 Baths2,279 SqFt

    1806 Dove Field Run, Tallahassee, FL 32317

    Listed by The Naumann Group Real Estate

    8034-8040 N Baby Farm Dr #-, Tallahassee, FL 32310
    1/69
    Active

    $724,900

    12 Beds8 Baths4,000 SqFt

    8034-8040 N Baby Farm Dr #-, Tallahassee, FL 32310

    Listed by Coldwell Banker Hartung

    1590 Tyson Road, Monticello, FL 32344
    1/56
    Active

    $1,175,000

    3 Beds2 Baths2,612 SqFt

    1590 Tyson Road, Monticello, FL 32344

    Listed by Kelly & Kelly Properties, Inc

    3888 W SHILOH Way, Tallahassee, FL 32308
    1/7
    Active

    $799,999

    4 Beds4 Baths3,500 SqFt

    3888 W SHILOH Way, Tallahassee, FL 32308

    Listed by Keller Williams Town & Country

    1039 Gulf Shore Boulevard, Alligator Point, FL 32346-5118
    1/51
    Active

    $1,199,000

    3 Beds2 Baths2,064 SqFt

    1039 Gulf Shore Boulevard, Alligator Point, FL 32346-5118

    Listed by Keller Williams Town & Country

    20817 Marina Road, Perry, FL 32348
    1/70
    Active

    $1,350,000

    5 Beds2 Baths2,673 SqFt

    20817 Marina Road, Perry, FL 32348

    Listed by The American Dream

    1505 Alligator Drive, Alligator Point, FL 32346
    1/45
    Active

    $725,000

    2 Beds1 Bath900 SqFt

    1505 Alligator Drive, Alligator Point, FL 32346

    Listed by Rybak Realty, LLC

    1752 SE ROGERS SINK Road, Madison, FL 32340
    1/68
    Price Dropped by $40K

    $749,000

    3 Beds2 Baths2,864 SqFt

    1752 SE ROGERS SINK Road, Madison, FL 32340

    Listed by Jason Mitchell Real Estate

    3552 Trillium Court, Tallahassee, FL 32312
    1/56
    Price Dropped by $25K
    3D

    $850,000

    4 Beds4 Baths4,745 SqFt

    3552 Trillium Court, Tallahassee, FL 32312

    Listed by Hum Real Estate

    43 Wood Stork Drive, Panacea, FL 32346
    1/45
    Price Dropped by $30K

    $739,000

    3 Beds2 Baths2,688 SqFt

    43 Wood Stork Drive, Panacea, FL 32346

    Listed by Timber & Tides Real Estate

    12333 Trotting Horse Court, Tallahassee, FL 32305
    1/18
    Active

    $825,000

    4 Beds3 Baths2,924 SqFt

    12333 Trotting Horse Court, Tallahassee, FL 32305

    Listed by Waypoint Properties

    171 Harbour Point Drive, Crawfordville, FL 32327
    1/65
    Active

    $714,900

    2 Beds2 Baths1,586 SqFt

    171 Harbour Point Drive, Crawfordville, FL 32327

    Listed by GF&A Realty

    305 old lloyd Road, Monticello, FL 32344
    1/70
    Price Dropped by $50K

    $2,735,850

    7 Beds7 Baths5,756 SqFt

    305 old lloyd Road, Monticello, FL 32344

    Listed by Keller Williams Town & Country

    2990 Elwood Trail, Tallahassee, FL 32309
    1/68
    Price Dropped by $150K

    $950,000

    5 Beds4 Baths4,607 SqFt

    2990 Elwood Trail, Tallahassee, FL 32309

    Listed by Keller Williams Town & Country

    305 Old Lloyd Road, Monticello, FL 32344
    1/70
    Price Dropped by $50K

    $1,950,000

    6 Beds7 Baths5,756 SqFt

    305 Old Lloyd Road, Monticello, FL 32344

    Listed by Keller Williams Town & Country

    3306 Gallant Fox Trail, Tallahassee, FL 32309
    1/70
    Active

    $869,000

    4 Beds5 Baths4,421 SqFt

    3306 Gallant Fox Trail, Tallahassee, FL 32309

    Listed by Cotton & Company Real Estate,

    2492 Highway 98 East, Carrabelle, FL 32322
    1/67
    Price Dropped by $26K

    $799,000

    3 Beds2 Baths1,600 SqFt

    2492 Highway 98 East, Carrabelle, FL 32322

    Listed by Beach Properties of Florida

    1171 Alligator Drive, Alligator Point, FL 32346
    1/52
    Price Dropped by $150K

    $799,900

    3 Beds3 Baths1,376 SqFt

    1171 Alligator Drive, Alligator Point, FL 32346

    Listed by The Naumann Group Real Estate

    3308 Gallant Fox Trail, Tallahassee, FL 32309
    1/70
    Price Dropped by $10K

    $759,000

    4 Beds5 Baths4,421 SqFt

    3308 Gallant Fox Trail, Tallahassee, FL 32309

    Listed by Cotton & Company Real Estate,

    1659 Alligator Drive, Alligator Point, FL 32346
    1/68
    Active

    $999,000

    3 Beds2 Baths1,904 SqFt

    1659 Alligator Drive, Alligator Point, FL 32346

    Listed by The Naumann Group Real Estate

    2012 Lee Avenue, Tallahassee, FL 32308
    1/43
    Price Dropped by $25K
    3D

    $724,900

    5 Beds4 Baths3,841 SqFt

    2012 Lee Avenue, Tallahassee, FL 32308

    Listed by Hill Spooner & Elliott Inc

    174 DECEY WALLACE Lane, Crawfordville, FL 32327
    1/41
    Price Dropped by $2K

    $1,533,000

    6 Beds5 Baths4,843 SqFt

    174 DECEY WALLACE Lane, Crawfordville, FL 32327

    Listed by Silo Hill Properties

    6136 SW 358 Highway, Steinhatchee, FL 32359
    1/70
    Active

    $1,300,000

    4 Beds4 Baths3,012 SqFt

    6136 SW 358 Highway, Steinhatchee, FL 32359

    Listed by The American Dream

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      • Home
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      • Listings
        1. All Listings
        2. Featured Homes and Land Listings
        3. Luxury and Legacy Properties
        4. Tallahassee Luxury
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        About
        1. About Us
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      • Buyers
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        Neighborhoods
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        14. Cairo
        15. Bainbridge
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        17. Monticello
        18. Colquitt
        19. Boston
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        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.