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55+ Community Homes in St. Augustine, FL
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3 bedsNew constructionWith a pool

55+ Community Homes in St. Augustine, FL

55+ Community Homes in St. Augustine, FL

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24 of 43 Listings
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55+ Community Homes in St. Augustine, FL

24 of 43 Listings

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Thomas O'Leary

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Lic. #BK3453168

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  1. 240 Swaying Tree Avenue — photoPrice ReducedOpen house Sun, Oct 4 · 1:00 PM1Active

    $401,990

    2 bd · 2 ba · 1,709 sqft

    240 Swaying Tree Avenue, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  2. 1765 Rustic Mill Drive — photo2Active

    $426,990

    2 bd · 3 ba · 2,216 sqft

    1765 Rustic Mill Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  3. 1759 Rustic Mill Drive — photoOpen house Sun, Oct 4 · 1:00 PM22Active

    $423,990

    2 bd · 2 ba · 1,782 sqft

    1759 Rustic Mill Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  4. 1773 Rustic Mill Drive — photo23Active

    $425,990

    2 bd · 2 ba · 1,812 sqft

    1773 Rustic Mill Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  5. 248 Applejack Drive — photoOpen house Sun, Oct 4 · 1:00 PM22Active

    $399,990

    2 bd · 2 ba · 1,782 sqft

    248 Applejack Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  6. 249 Day Dream Drive — photoPrice ReducedOpen house Sun, Oct 4 · 1:00 PM22Active

    $369,990

    2 bd · 2 ba · 1,581 sqft

    249 Day Dream Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  7. 558 Palace Drive — photo47Active

    $410,000

    2 bd · 2 ba · 1,803 sqft

    558 Palace Drive, St. Augustine, FL

    ELIZABETH PICOT · WATSON REALTY CORP

  8. 22 Bernard Street — photoPrice Reduced41Active

    $519,000

    2 bd · 2 ba · 1,176 sqft

    22 Bernard Street, St. Augustine, FL

    RICHARD DETTRA · ENDLESS SUMMER REALTY

  9. 1346 Castle Pines Circle — photoPrice Reduced72Active

    $367,000

    3 bd · 2 ba · 1,893 sqft

    1346 Castle Pines Circle, St. Augustine, FL

    PAUL WENGLOWSKY · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  10. 637 N Legacy Trail — photo39Active

    $449,999

    3 bd · 2 ba · 2,412 sqft

    637 N Legacy Trail, St. Augustine, FL

    MIRTHA BARZAGA · DAVIDSON REALTY, INC.

  11. 70 Spoonbill Circle — photoPrice Reduced76Active

    $389,900

    2 bd · 2 ba · 1,798 sqft

    70 Spoonbill Circle, St. Augustine, FL

    VINCENT FATTIZZI · ONE SOTHEBY'S INTERNATIONAL REALTY

  12. 112 Sundance Drive — photoPrice Reduced57Active

    $390,000

    2 bd · 2 ba · 1,796 sqft

    112 Sundance Drive, St. Augustine, FL

    RAE MALEE WALSH · WATSON REALTY CORP

  13. 258 Rock Spring Loop — photo28Active

    $364,900

    2 bd · 2 ba · 1,547 sqft

    258 Rock Spring Loop, St. Augustine, FL

    EDDIE TOMLINSON · IT REALTY USA LLC

  14. 135 Fairlake Circle — photo66Active

    $369,900

    2 bd · 2 ba · 1,498 sqft

    135 Fairlake Circle, St. Augustine, FL

    SHANNON SCOTT · WATSON REALTY CORP

  15. 94 Hickory Pine Drive — photo36Active

    $499,000

    2 bd · 2 ba · 1,859 sqft

    94 Hickory Pine Drive, St. Augustine, FL

    NEAL BROWN · IHEART REALTY INC

  16. 1343 Castle Pines Circle — photoPrice Reduced28Active

    $389,900

    3 bd · 2 ba · 1,768 sqft

    1343 Castle Pines Circle, St. Augustine, FL

    MIRTHA BARZAGA · DAVIDSON REALTY, INC.

  17. 230 Applejack Drive — photoOpen house Sun, Oct 4 · 1:00 PM16Active

    $421,990

    2 bd · 2 ba · 1,812 sqft

    230 Applejack Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  18. 106 Brickstone — photoOpen house Sun, Oct 4 · 1:00 PM24Active

    $549,990

    3 bd · 3 ba · 2,395 sqft

    106 Brickstone, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  19. 277 Applejack Drive — photoPrice ReducedOpen house Sun, Oct 4 · 1:00 PM8Active

    $394,990

    2 bd · 2 ba · 1,898 sqft

    277 Applejack Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  20. 226 Day Dream Drive — photoOpen house Sun, Oct 4 · 1:00 PM21Active

    $429,990

    2 bd · 2 ba · 1,581 sqft

    226 Day Dream Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  21. 216 Amberwood Drive — photo49Active

    $495,000

    2 bd · 2 ba · 1,779 sqft

    216 Amberwood Drive, St. Augustine, FL

    Tari Taylor · PREMIER HOMES REALTY INC

  22. 502 Knotted Birch Avenue — photoPrice Reduced42Active

    $495,000

    2 bd · 2 ba · 1,809 sqft

    502 Knotted Birch Avenue, St. Augustine, FL

    LORI NEIGHBORS · ASSIST2SELL FULL SERVICE REALTY LLC.

  23. 129 Amberwood Drive — photo46Active

    $460,000

    3 bd · 2 ba · 1,793 sqft

    129 Amberwood Drive, St. Augustine, FL

    STEPHEN MILLSAPS · COLDWELL BANKER ANABASIS REALTY

  24. 308 Rustic Mill Drive — photoPrice Reduced62Active

    $549,000

    2 bd · 3 ba · 2,564 sqft

    308 Rustic Mill Drive, St. Augustine, FL

    KAITLIN CHERNYSHOV · UNITED REAL ESTATE GALLERY

12

About 55+ Community Homes in St. Augustine, FL

55+ Community Homes in St. Augustine, FL: 43 active listings as of October 4, 2026, 05:02 UTC.

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Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-03 22:24:17 UTC

St. Augustine, FL community profile

Population
17,635
Median income
$72,795
Housing units
9,993
People per sq. mi.
1,367.1
Area
12.9 sq. mi.

Source: HJN community data

St. Augustine housing market

September 2026

St. Augustine 12-month median sale price trend

Selling at 96.8% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Sep 28, 2026

Homes that sold · County records, as of Sep 14, 2026

Median sale price
$1,502,600$535,000–$1,502,600 typical range
Sales
17
Paid in cash
82.4%

Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

Median list price
$599,900
Homes for sale
286
Median days on market
36 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size
1,611 sq. ft.
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    Thomas O'Leary

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    Lic. #BK3453168

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