Homes For Sale in St. Augustine Gated Communities

• 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

$419,000

965 Registry Boulevard 112 & 112l, St. Augustine

3 Beds 3 Baths 1,758 SqFt Residential MLS® # 2145731

ROUND TABLE REALTY

$417,952

149 Applejack Drive, St. Augustine

2 Beds 2 Baths 1,812 SqFt Residential MLS® # 2150608

OLYMPUS EXECUTIVE REALTY, INC

$415,488

514 Swaying Tree Avenue, St. Augustine

2 Beds 2 Baths 1,709 SqFt Residential MLS® # 2131392

OLYMPUS EXECUTIVE REALTY, INC

$415,000

↓ $10,000

146 Day Dream Drive, St. Augustine

2 Beds 2 Baths 1,611 SqFt Residential MLS® # 2121286

RE/MAX SELECT GROUP

New

$410,000

558 Palace Drive, St. Augustine

2 Beds 2 Baths 1,803 SqFt Residential MLS® # 2164996

WATSON REALTY CORP

$409,900

↓ $25,100

110 Ocean Hollow Lane 118, St. Augustine

3 Beds 2 Baths 1,313 SqFt Residential MLS® # 2144118

EXIT 1 STOP REALTY

$409,000

77 Timoga Trail, St. Augustine

2 Beds 2 Baths 0 SqFt Residential MLS® # 2159157

WATSON REALTY CORP

$406,900

70 Spoonbill Circle, St. Augustine

2 Beds 2 Baths 1,798 SqFt Residential MLS® # 2121601

ONE SOTHEBY'S INTERNATIONAL REALTY

Open House

$404,990

↓ $4,000

371 Applejack Drive, St. Augustine

2 Beds 2 Baths 1,812 SqFt Residential

Open House

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

MLS® # 2155012

OLYMPUS EXECUTIVE REALTY, INC

$402,990

↑ $22,990

214 Swaying Tree Avenue, St. Augustine

2 Beds 2 Baths 1,709 SqFt Residential MLS® # 2136073

OLYMPUS EXECUTIVE REALTY, INC

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

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