Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool
5 Bedroom Homes in St. Augustine, FL — Page 2
153 listings

5 Bedroom Homes in St. Augustine, FL

5 Bedroom Homes in St. Augustine, FL

Hide Map
23 of 153 Listings
Map

5 Bedroom Homes in St. Augustine, FL

23 of 153 Listings

  1. 33 Medio Drive — photo29

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$740,000

5 bd · 4 ba · — sqft

33 Medio Drive, St Augustine, FL

  • 5042 Atlantic — photo79Active

    $2,790,000

    5 bd · 4 ba · 4,417 sqft

    5042 Atlantic, St. Augustine, FL

    KEVIN HOWARD · ENDLESS SUMMER REALTY

  • 123 Cedar Knoll Circle — photoOpen house Fri, Oct 23 · 1:00 PM29Active

    $599,990

    5 bd · 4 ba · 2,853 sqft

    123 Cedar Knoll Circle, St. Augustine, FL

    NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

  • 136 Espanita Boulevard — photo99Active

    $1,590,000

    5 bd · 4 ba · 3,390 sqft

    136 Espanita Boulevard, St Augustine, FL

    Andrew Birchall · Birchall and Company Real Estate

  • 125 Parkside Drive — photoPrice Reduced60Active

    $879,000

    5 bd · 3 ba · 2,780 sqft

    125 Parkside Drive, St. Augustine, FL

    MOE MOSSA · SAVVY AVENUE, LLC.

  • 232 Los Caminos Street — photo27Active

    $565,000

    5 bd · 4 ba · 2,823 sqft

    232 Los Caminos Street, St. Augustine, FL

    MARK TAYLOR · REAL BROKER LLC

  • 71 Cedarstone Way — photo49Active

    $590,000

    5 bd · 4 ba · 2,893 sqft

    71 Cedarstone Way, St. Augustine, FL

    CYNTHIA MICHELLE ASKEW · REAL BROKER LLC

  • 1955 River Lagoon Trce — photo30Active

    $449,900

    5 bd · 3 ba · 2,257 sqft

    1955 River Lagoon Trce, St Augustine, FL

    Wendy Brown · Beaches to River Real Estate

  • 41 Opal Way — photoPrice Reduced48Active

    $555,000

    5 bd · 3 ba · 3,129 sqft

    41 Opal Way, St. Augustine, FL

    BILLY DEZIUS · KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  • 1201 Winterhawk Drive — photoPrice Reduced79Active

    $575,000

    5 bd · 3 ba · 1,872 sqft

    1201 Winterhawk Drive, St Augustine, FL

    Krista Hoff · Endless Summer Realty

  • 201 Red Barn Road — photo89Active

    $645,000

    5 bd · 5 ba · 3,450 sqft

    201 Red Barn Road, St Augustine, FL

    Kim Devlin · FIV Realty Co

  • 133 Cereus Lane — photo56Active

    $659,500

    5 bd · 3 ba · 3,032 sqft

    133 Cereus Lane, St Augustine, FL

    Kerri Harvey · Sunshine Realty & Vacation Rentals, LLC

  • 2700 Arundel Lane — photoPrice Reduced50Active

    $549,000

    5 bd · 3 ba · 2,349 sqft

    2700 Arundel Lane, St Augustine, FL

    Steven Koleno · Beycome Brokerage Realty

  • 109 Barquero Court — photo61Active

    $575,000

    5 bd · 4 ba · 2,543 sqft

    109 Barquero Court, St Augustine, FL

    Noah Bailey · Keller Williams Realty Atlantic Partners St Augustine

  • 453 Barbosa Trail — photo5Active

    $499,990

    5 bd · 4 ba · 2,956 sqft

    453 Barbosa Trail, St. Augustine, FL

    ORGEST LUSHNJA · EAGLES WORLD REALTY, INC

  • 2892 Oakgrove Avenue — photoPrice Reduced65Active

    $1,050,000

    5 bd · 5 ba · 4,124 sqft

    2892 Oakgrove Avenue, St. Augustine, FL

    DYLAN RIGDON · CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST

  • 1335 Ivyhedge Avenue — photoPrice ReducedOpen house Sat, Oct 31 · 4:00 PM89Active

    $540,000

    5 bd · 3 ba · 2,924 sqft

    1335 Ivyhedge Avenue, St. Augustine, FL

    DEBORA MCCARTY · WATSON REALTY CORP

  • 5484 5th Street — photoPrice Reduced47Active

    $769,000

    5 bd · 3 ba · 2,052 sqft

    5484 5th Street, St Augustine, FL

    K. Jennifer Cook · Compass Florida

  • 704 Coachman's Place — photoOpen house Sat, Oct 24 · 11:00 AM86Active

    $999,000

    5 bd · 4 ba · 2,993 sqft

    704 Coachman's Place, St. Augustine, FL

    TERESA JACALONE · WATSON REALTY CORP

  • 52 Crosswood Court — photoPrice Reduced36Active

    $750,000

    5 bd · 4 ba · 3,531 sqft

    52 Crosswood Court, St. Augustine, FL

    CHRISTINA WELCH · KELLER WILLIAMS ST JOHNS

  • 611 Morgans Treasure Road — photoPrice Reduced32Active

    $437,500

    5 bd · 3 ba · 2,503 sqft

    611 Morgans Treasure Road, St. Augustine, FL

    RYAN ROBBINS · THE THAYVER GROUP

  • 157 Cacique Drive — photoPrice Reduced41Active

    $549,500

    5 bd · 3 ba · 2,124 sqft

    157 Cacique Drive, St. Augustine, FL

    JEREMY TAYLOR · MAXREV, LLC

  • 236 Heritage Pines Way — photo59Active

    $1,649,999

    5 bd · 6 ba · 4,694 sqft

    236 Heritage Pines Way, St. Augustine, FL

    SHANKAR THAYVER · THE THAYVER GROUP

  • 123…7

    Explore St Augustine homes

    By price

    • Homes Under $200K
    • Homes Under $300K
    • Homes Under $400K
    • Homes Under $500K
    • Homes Under $600K
    • Homes Under $700K
    • Homes Under $800K
    • Homes Under $900K
    • Homes Over $3M
    • Luxury Homes

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Townhomes
    • Condos
    • Manufactured Homes

    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
    • Open Houses
    • Foreclosures & Short Sales
    • 55+ Community Homes
    Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

    Equal Housing OpportunityEqual Housing Lender

    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

    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: 2026-10-19 13:08:18 UTC
    St Augustine and St Johns County Board of REALTORS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the St. Augustine & St. Johns County Board of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com are indicated by detailed information about them such as the name of the listing firms. Information deemed reliable but not guaranteed. Copyright © 2026 St. Augustine & St. Johns County Board of REALTORS®. All Rights Reserved.

    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 96.6% of asking price

    Buyers here are paying below asking. MLS · 32 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $884,902$498,750–$1,502,600 typical range
    Price per sq. ft.
    $306
    Sales
    28
    Paid in cash
    64.3%

    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
    37 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.