Homes For Sale in St. Augustine Gated Communities, $300,000 - $400,000

• All Listings
• $100,000 - $200,000
• $200,000 - $300,000
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

New Open House

$399,990

249 Day Dream Drive, St. Augustine

2 Beds 2 Baths 1,581 SqFt Residential

Open House

Fri, Sep 25th, 2026 @ 1pm - 5pm

MLS® # 2165628

OLYMPUS EXECUTIVE REALTY, INC

$399,900

↓ $20,086

332 Palace Drive, St. Augustine

3 Beds 2 Baths 1,811 SqFt Residential MLS® # 2149130

KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

$399,000

249 Palace Drive, St. Augustine

3 Beds 2 Baths 1,604 SqFt Residential MLS® # 2152172

KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

$398,000

↓ $1,000

337 Delwood Way 294, St. Augustine

3 Beds 3 Baths 2,002 SqFt Residential MLS® # 2130184

JACKSONVILLE TBI REALTY, LLC

$395,000

150 Tintamarre Drive, St. Augustine

3 Beds 2 Baths 1,716 SqFt Residential MLS® # 2153400

SIGNATURE REALTY ASSOCIATES

$395,000

↓ $5,000

53 Dovetail Circle, St. Augustine

2 Beds 2 Baths 1,798 SqFt Residential MLS® # 2130490

HERRON REAL ESTATE LLC

$394,990

112 Sundance Drive, St. Augustine

2 Beds 2 Baths 1,796 SqFt Residential MLS® # 2164088

WATSON REALTY CORP

Open House

$394,990

↓ $5,000

277 Applejack Drive, St. Augustine

2 Beds 2 Baths 1,898 SqFt Residential

Open House

Fri, Sep 25th, 2026 @ 1pm - 5pm

MLS® # 2132796

OLYMPUS EXECUTIVE REALTY, INC

Open House

$394,676

↓ $5,314

52 Sundance Drive, St. Augustine

3 Beds 4 Baths 2,440 SqFt Residential

Open House

Fri, Sep 25th, 2026 @ 1pm - 5pm

MLS® # 2154925

OLYMPUS EXECUTIVE REALTY, INC

$389,990

154 Silver Myrtle Court, St. Augustine

3 Beds 3 Baths 1,899 SqFt Residential MLS® # 2160612

TAYLOR MORRISON REALTY OF FLA

$389,990

442 Cherry Elm Drive, St. Augustine

3 Beds 3 Baths 1,899 SqFt Residential MLS® # 2159801

TAYLOR MORRISON REALTY OF FLA

$389,990

212 Silver Myrtle Court, St. Augustine

3 Beds 3 Baths 1,899 SqFt Residential MLS® # 2159567

TAYLOR MORRISON REALTY OF FLA

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