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3 bedsNew constructionWith a pool
Homes Under $500K in St. Augustine, FL
115 listings

Homes Under $500K in St. Augustine, FL

Homes Under $500K in St. Augustine, FL

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24 of 115 Listings
Map

Homes Under $500K in St. Augustine, FL

24 of 115 Listings

  1. 75 Delwood Way — photoNew58

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$449,000

4 bd · 3 ba · 2,138 sqft

75 Delwood Way, St. Augustine, FL

Dawn Humphrey · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 36 Greenhead Court — photo45Active

    $399,000

    4 bd · 2 ba · 1,509 sqft

    36 Greenhead Court, St. Augustine, FL

    KERI CARPENTER · REAL BROKER LLC

  • 361 Woods Lane — photoOpen house Fri, Oct 9 · 1:00 PM27Active

    $409,990

    3 bd · 3 ba · 1,944 sqft

    361 Woods Lane, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  • 166 Wood Breeze Way — photoOpen house Fri, Oct 9 · 1:00 PM68Active

    $340,490

    3 bd · 3 ba · 1,393 sqft

    166 Wood Breeze Way, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  • 251 Grand Ravine Drive — photo39Active

    $329,900

    3 bd · 3 ba · 2,071 sqft

    251 Grand Ravine Drive, St. Augustine, FL

    ROBIN ARNOLD, PA · PONTE VEDRA CLUB REALTY, INC.

  • 929 Lake Sanford Court — photo29Active

    $448,900

    3 bd · 2 ba · 1,678 sqft

    929 Lake Sanford Court, St. Augustine, FL

    CORINNE DIANE DICKMAN · KELLER WILLIAMS REALTY ATLANTIC PARTNERS

  • 305 Island Landing Drive — photoPrice Reduced43Active

    $499,000

    3 bd · 2 ba · 1,406 sqft

    305 Island Landing Drive, St. Augustine, FL

    JIM ROSS · PONTE VEDRA COASTAL REALTY, INC.

  • 29 Stonegate Avenue — photo27Active

    $345,900

    3 bd · 2 ba · 1,669 sqft

    29 Stonegate Avenue, St. Augustine, FL

    ARMANDO RODRIGUEZ · INTEGRITY KEY REALTY LLC

  • 175 Seaport Breeze Road — photo23Active

    $305,000

    2 bd · 3 ba · 1,442 sqft

    175 Seaport Breeze Road, St. Augustine, FL

    LUIS ALBERTO MARQUEZ · MOMENTUM REALTY

  • 165 Plaza Del Rio Drive — photo43Active

    $430,000

    3 bd · 2 ba · 1,554 sqft

    165 Plaza Del Rio Drive, St. Augustine, FL

    NOAH BAILEY · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 355 N Shore Circle 1324 — photo57Active

    $318,000

    3 bd · 3 ba · 1,921 sqft

    355 N Shore Circle 1324, St. Augustine, FL

    JENNIFER HAYES · COMPASS FLORIDA LLC

  • 1412 Tall Pine Court — photo40Active

    $315,000

    3 bd · 2 ba · 1,351 sqft

    1412 Tall Pine Court, St. Augustine, FL

    LORI REINHARDT · EXIT 1 STOP REALTY

  • 880 E Red House Branch Road — photo65Active

    $440,000

    3 bd · 2 ba · 2,115 sqft

    880 E Red House Branch Road, St. Augustine, FL

    NOAH BAILEY · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 122 Brybar Drive — photo44Active

    $399,000

    3 bd · 2 ba · 1,452 sqft

    122 Brybar Drive, St. Augustine, FL

    REBECCA SCHULZE · DJ & LINDSEY REAL ESTATE

  • 109 Laurel Wood Way 105 — photo52Active

    $255,000

    2 bd · 2 ba · 1,272 sqft

    109 Laurel Wood Way 105, St. Augustine, FL

    NOAH BAILEY · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 855 S Holmes Boulevard — photo35Active

    $445,000

    3 bd · 2 ba · 1,589 sqft

    855 S Holmes Boulevard, St. Augustine, FL

    MARCIA VANBOSKERCK · WATSON REALTY CORP

  • 81 Ashbrook Street — photo51Active

    $400,000

    4 bd · 3 ba · 2,202 sqft

    81 Ashbrook Street, St. Augustine, FL

    NOAH BAILEY · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 23 Cannon Ball Drive — photo67Active

    $349,900

    4 bd · 2 ba · 1,705 sqft

    23 Cannon Ball Drive, St. Augustine, FL

    NOAH BAILEY · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 264 Grand Ravine Drive — photo35Active

    $339,000

    3 bd · 4 ba · 1,855 sqft

    264 Grand Ravine Drive, St. Augustine, FL

    ROBIN ARNOLD, PA · PONTE VEDRA CLUB REALTY, INC.

  • 104 Logrono Court — photo45Active

    $385,000

    4 bd · 2 ba · 1,919 sqft

    104 Logrono Court, St. Augustine, FL

    CHRISTINA WELCH · KELLER WILLIAMS ST JOHNS

  • 89 Kingsley Park Way — photo67Active

    $450,000

    4 bd · 3 ba · 2,262 sqft

    89 Kingsley Park Way, St. Augustine, FL

    NOAH BAILEY · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 399 Brook Forest Drive — photoOpen house Fri, Oct 9 · 1:00 PM35Active

    $479,990

    4 bd · 3 ba · 1,948 sqft

    399 Brook Forest Drive, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  • 324 Ferndale Way — photoPrice Reduced67Active

    $499,000

    4 bd · 3 ba · 2,498 sqft

    324 Ferndale Way, St. Augustine, FL

    JESSICA SWEARINGEN · PONTE VEDRA CLUB REALTY, INC.

  • 43 Arbor Alcove Lane — photo48Active

    $429,900

    3 bd · 2 ba · 1,690 sqft

    43 Arbor Alcove Lane, St. Augustine, FL

    SAMANTHA FISHER AUGUSTINE · PONTE VEDRA CLUB REALTY, INC.

  • 12…5

    Explore St Augustine homes

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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: 2026-10-05 02:56:08 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 · 30 sales · as of Sep 30, 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 30, 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.