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

55+ Community Homes in St. Augustine, FL

55+ Community Homes in St. Augustine, FL

Hide Map
24 of 43 Listings
Map

55+ Community Homes in St. Augustine, FL

24 of 43 Listings

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

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
1
Active

$401,990

2 bd · 2 ba · 1,709 sqft

240 Swaying Tree Avenue, St. Augustine, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  • 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

  • 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

  • 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

  • 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

  • 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

  • 558 Palace Drive — photo47Active

    $410,000

    2 bd · 2 ba · 1,803 sqft

    558 Palace Drive, St. Augustine, FL

    ELIZABETH PICOT · WATSON REALTY CORP

  • 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

  • 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

  • 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.

  • 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

  • 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

  • 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

  • 135 Fairlake Circle — photo66Active

    $369,900

    2 bd · 2 ba · 1,498 sqft

    135 Fairlake Circle, St. Augustine, FL

    SHANNON SCOTT · WATSON REALTY CORP

  • 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

  • 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.

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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.

  • 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

  • 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

    Explore St Augustine homes

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    By bedrooms

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    realMLS (Northeast Florida Multiple Listing Service)
    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
    Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-04 06:54:55 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.