4 Oceanside Dr, Saint Augustine, FL 32080
Property image
Property image
FOR SALE
0.89 ACRES

4 Oceanside Dr
Saint Augustine, FL 32080

  • 4 Beds
  • 4.5 Baths
  • 5,662 sqft (on 0.89 acres)

$5,395,000

Original price: $5,895,000
Est. Mortgage $33,330/mo*

$5,395,000

Original price: $5,895,000
Est. Mortgage $33,330/mo*
4 Beds
4.5 Baths
5,662 sqft
(on 0.89 acres)

Home Highlights

Climate Control
Heating & Cooling
Price/Sqft
$953
Listed
180+ days ago

Local Information

  • Map ViewExplore the area around 4 Oceanside Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Oceanfront Luxury home with elevator on a large private lot at .89 acres with 100 Feet of Private Beachfront and located within the City limits of St. Augustine beach plus no HOA. Indulge in the ultimate coastal lifestyle with this magnificent 5,600 sq. ft. oceanfront estate, offering 100 feet of private, pristine beachfront and an exclusive private walkway to the sand. Nestled within a gated driveway in a private, upscale neighborhood with no HOA, this breathtaking residence combines luxury, privacy, and panoramic ocean views. Designed with a reverse floor plan to maximize its stunning waterfront setting, the second-floor main living area offers factory finished solid oak floors, expansive balconies, perfect for enjoying the sea breeze, morning sunrises, and endless horizon views especially from the rooftop whale watch that offers breathtaking vistas of the beach and ocean beyond. The chef’s dream kitchen, newly renovated with veined artisan quartz countertops, high-end Viking appliances, two large islands, two dishwashers, 3 sinks, warming drawer and filtered water. Beautiful maple floors that provide for the perfect space for entertaining in style. The large master ensuite with an oceanfront balcony with custom closets and the generous sized executive office/study and guest half bath are also on the second floor. This sophisticated retreat features 4 spacious bedrooms, 4.5 designer-appointed baths. A residential elevator provides seamless access to every level, ensuring both comfort and convenience. The oversized 3-car garage includes a second-floor storage area, offering plenty of space for your coastal living essentials. A large family room with pool table is perfect for enjoyment. Irrigation well and sprinkler system to maintain the beautiful grounds. Not limited by HOA restrictions here, you have the freedom to personalize your dream home without limitations. Concrete block, brick & stucco construction. Perfect space to design your own pool to match this luxurious setting and Seller offering $150,000 pool allowance with full price offer. Some photos have been digitally enhanced to include virtual staging, including bedrooms and living area. Original photos are also included.

Home Details for 4 Oceanside Dr

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Master Bedroom, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5662 Square Feet
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: ElectricHas HeatingHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2Entry Location: Ground Level

Exterior Features

Exterior Home Features
No Private Pool
Frontage
WaterfrontWaterfront: Direct Ocean Front, Ocean Front, Navigable WaterOn Waterfront

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Not a New Construction
Property Information
Parcel Number: 1745120000

Price & Status

Price
List Price: $5,395,000Price Per Sqft: $953

Active Status

MLS Status: Active

Location

Direction & Address
City: St Augustine BeachCommunity: Overby and Gargan

Agent Information

Listing Agent
Listing ID: 253327

Building

Building Area
Building Area: 8794 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.89 acres

Miscellaneous

Mls Number: 253327
Last check for updates: about 4 hours ago
Listing courtesy of Richard O'Brien, (904) 814-2080
Coldwell Banker Premier Properties (A1A Beach)
Source: St Augustine St Johns County BOR, MLS#253327

Market trends in Saint Augustine Beach

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
110
6
MoM

Price and Tax history

DateEventPrice
Jun 30, 2026
Source: St Augustine St Johns County BOR #253327
PriceChange
$5,395,000
Price decreased by 8%
May 1, 2026
Source: St Augustine St Johns County BOR #253327
PriceChange
$5,895,000
Price increased by 7%
Jan 20, 2026
Source: St Augustine St Johns County BOR #253327
PriceChange
$5,495,000
Price increased by 1%
Jun 11, 2025
Source: St Augustine St Johns County BOR #253327
Listed For Sale
$5,425,000
Aug 23, 2019
Source: N/A
Sold
$1,850,000

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 4 Oceanside Dr

Skip to last item
Skip to first item

Home Value

Trulia Estimate
$4.83M
Since last month
Decreased$9K (-0.2%)
Since last year
$400 (0%)
Since last sale
Increased$3M (+162%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +127% in the last 10 years
MonthEstimated value
2026
August 2026$4.85M
July 2026$4.86M
June 2026$5.29M
May 2026$5.29M
January 2026$4.93M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.17
Single-Family Home
$1,700,000
12/02/25
5
4.5
3,438
0.28
Single-Family Home
$2,770,000
04/21/26
4
6
5,579
0.39
Single-Family Home
$2,690,000
05/15/26
4
3.5
3,954
0.44
Single-Family Home
$1,765,000
09/10/25
4
4.5
3,569
0.11
Single-Family Home
$1,250,000
05/18/26
4
2
2,564
0.25
Single-Family Home
$785,000
03/10/26
4
3
2,291
0.31
Single-Family Home
$1,615,000
01/30/26
5
3.5
3,369
0.74
Single-Family Home
$1,550,000
08/14/26
3
3.5
3,438
0.29
Single-Family Home
$824,000
03/27/26
4
3
2,444

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.04
$1,495,000
-
-
-
For Sale
0.09
$1,199,600
5
2.5
2,575
Off Market
0.12
$496,700
2
2
1,129
Off Market
0.11
$1,250,000
4
2
2,564
Recently Sold
0.13
$355,000
2
2
1,129
Recently Sold
0.13
$450,000
2
2
1,129
Recently Sold
0.14
$660,000
3
2
1,359
Recently Sold
0.14
$594,000
2
2
1,129
For Sale
0.14
$585,000
2
2
1,129
For Sale
0.15
$579,000
2
2
1,129
For Sale
0.15
$597,500
3
2
1,539
Off Market

Around this home

What Locals Say about Saint Augustine Beach

At least 24 Trulia users voted on each feature.
  • 95 % Say it's dog friendly

  • 88 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 82 % Say it's walkable to restaurants

  • 77 % Say parking is easy

  • 74 % Say car is needed

  • 67 % Say it's quiet

  • 67 % Say it's walkable to grocery stores

  • 66 % Say there's holiday spirit

  • 66 % Say they plan to stay for at least 5 years

  • 66 % Say kids play outside

  • 60 % Say streets are well-lit

  • 56 % Say there are sidewalks

  • 55 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kellie.whelan
    "Lots of walkways well maintained for dog walking. Lots of friendly dogs in the area, not aggressive and friendly people."
  • Rebecca Bond
    "Concerts close by at the Amp. Very nice neighborly community. Neighbors help each other out all the time. Neighbors look out for each other. Multi generational neighborhood from new families to seniors and everything in between. Great place to live."
  • Shellshell2405
    "I’m not sure honestly but I love that people in this area are more dog friendly and not so anti pet everywhere "
  • Rebecca Bond
    "It is Friendly, safe, near the beach. Lots of families live here and the schools are wonderful. This is the best spot!"
  • Allen5152008
    "This is a very nice area in all aspects you can trust your kids in the area My specific area or location makes you feel like you’re you’re in the country but close to everything"
  • John Chambers
    "This end of the island is full of water sports, quality food and big name entertainment options, many just a walk - others just 3-5 miles drive."
  • Cericm
    "It is great community I know it because I leave there for 25+ years! We have no problems all these years. "
  • Ingalee
    "It’s a great place to live and is relatively safe. Great community spirit and excellent things to do."
  • Dhines
    "There are plenty of things to do outside NOT INVOLVING technology! Beach, biking, canoeing, water activities, sightseeing, amphitheater, city attractions, "
  • Ingalee
    "It’s 18 miles away. Not too terrible. World Golf Village. I go US 1. I95 is a death trap. That is all"
  • Steve H.
    "one way in ,one way out makes strangers obvious to all residence.. safe... you can hear the roar of the ocean every night ... not alot of turnover in this neighborhood , so if an opportunity presents itself .. grap it and don't look back ."
  • Elaine A.
    "PEOPLE ARE FRIENDLY, BEACH IS AMAZING.LOOKING FOR AN OLD BEACH TOWN..THIS IS IT! 3 MILES FROM OLD TOWN ST. AUGUSTINE."
  • Bill9512
    "I live in this subdivision, you can hear the ocean at night, always a slow breeze, lots of sand hills and a public board walk to the beach accross the street."

LGBTQ Local Legal Protections

Frequently asked questions about 4 Oceanside Dr

  • What is the estimated monthly payment for 4 Oceanside Dr?
    Based on a $5,395,000 list price with 20% down at today's rates, the estimated monthly payment for 4 Oceanside Dr in Saint Augustine, FL is approximately $33,996 (about $28,031 principal & interest, $5,890 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Saint Augustine?
    Residents describe Saint Augustine, FL as dog-friendly, well-kept, and walkable to restaurants. See homes for sale in Saint Augustine, FL.
  • What are the closest schools to 4 Oceanside Dr?
    The closest schools to 4 Oceanside Dr in Saint Augustine, FL are R. B. Hunt Elementary School (Pre-K, rated 10/10), Sebastian Middle School (rated 7/10), St. Augustine High School (Middle, rated 6/10).
  • What is 4 Oceanside Dr estimated to be worth?
    Trulia's estimated value for 4 Oceanside Dr in Saint Augustine, FL is $4,835,200.
  • Does 4 Oceanside Dr have air conditioning?
    Yes, 4 Oceanside Dr in Saint Augustine, FL has air conditioning.
  • How big is the lot at 4 Oceanside Dr?
    The lot at 4 Oceanside Dr in Saint Augustine, FL is about 0.89 acres (38,768 sq ft).
Richard O'Brien, Coldwell Banker Premier Properties (A1A Beach)
Agent Phone: (904) 814-2080
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. Information is deemed reliable but not guaranteed. © 2026 St Augustine & St. Johns County Board of REALTORS®. All rights reserved.
4 Oceanside Dr, Saint Augustine, FL 32080 is a 4 bedroom, 5 bathroom, 5,662 sqft single-family home built in 2001. This property is currently available for sale and was listed by St Augustine St Johns County BOR on Jun 11, 2025. The MLS # for this home is MLS# 253327.