367 Five Island Dr, Saint Augustine, FL 32080
Property image
Property image
FOR SALE
NEW - 6 HRS AGO
3D VIEW
0.3 ACRES

$1,890,000

  • 4 Beds
  • 3 Baths
  • 2,627 sqft (on 0.30 acres)

367 Five Island Dr, Saint Augustine, FL 32080

Est. Mortgage $12,423/mo*
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Home Highlights

Single-Family Home
Built in 2022
0.3 acre lot
$719/sqft
Garage
HOA $134/mo

Local Information

  • Map ViewExplore the area around 367 Five Island Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Floating dockFully fenced yardMarble waterfall islandPanoramic windowMarble tilePaver patio
St Augustine living at its best with iconic lighthouse views and intracoastal access. This exceptional boater’s retreat offers a private dock with electric and water, a floating dock, a wireless remote-controlled boat lift, and an additional dual WaveRunner lift. The outdoor spaces are designed for relaxing and entertaining, featuring a newly installed in-ground spa, summer kitchen with marble countertops, fully fenced yard, paver patio, perimeter mosquito repellent system, and Jellyfish lighting that highlights the home beautifully at night. Inside, the gourmet kitchen includes a marble waterfall island, 42" upper cabinets, 6-burner gas range, pot filler, and panoramic window. The owner’s suite bath offers a spa-like feel with marble tile, pebble flooring, and a 6-head shower system. Enjoy a short boat ride to downtown St. Augustine, with dining, shopping, and historic charm just minutes away. With Intracoastal convenience, lighthouse views, and easy access to the Atlantic, this home offers the best of coastal living and the perfect setting for boating and entertaining. Additional features include a loft wet bar, remote-controlled window treatments, deep Artesian well for irrigation and dock use, dual electric tankless water heaters, whole-house water filtration, and rain gutters.
Last check for updates: about 4 hours ago
Listing courtesy of Thomas Scott, (703) 965-5542
One Sotheby's - Downtown
Source: St Augustine St Johns County BOR, MLS#264272
Also Listed on St Augustine St Johns County BOR.

Home Details for 367 Five Island Dr

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Master BedroomWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2627 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Washer/DryerDishwasher
Heating & Cooling
Heating: CentralHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: PrivateHas a Spa
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: 2 StoryEntry Location: Ground LevelFloors: Tile
View
Has a ViewView: Water, River
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Auto Sprinkler, DockFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageNo Open ParkingParking Spaces: 2Parking: 2 Car Garage,Garage Door Opener
Pool
Pool
Frontage
WaterfrontWaterfront: Waterfront, Marsh, Navigable WaterOn Waterfront

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman
Building
Construction Materials: Composition SidingNot a New Construction
Property Information
Parcel Number: 1612520850

Price & Status

Price
List Price: $1,890,000Price Per Sqft: $719

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: St AugustineCommunity: Antigua

Agent Information

Listing Agent
Listing ID: 264272

Building

Building Area
Building Area: 2627 Square Feet

Community

Community Features: Jacuzzi, HOA

HOA

Has an HOAHOA Fee: $403/Quarterly

Lot Information

Lot Area: 0.30 acres

Offer

Listing Terms: Cash

Miscellaneous

Mls Number: 264272Water ViewWater View: Intracoastal View, River, Water

Additional Information

JacuzziHOA

Around this home

What Locals Say about Saint Augustine

At least 670 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 70 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 40 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great place to raise your family. The kids are kind and friendly and the schools are awesome! Plenty of community parks."
    0
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  • Trulia User
    "Great place to raise kids "
    0
    Flag
  • Trulia User
    "My neighborhood is attractive and peaceful. It’s green and full of unique houses and friendly people. The only problem is that the traffic is loud and too fast. "
    1
    Flag
  • Trulia User
    "There are nice decorations for each holiday. Other than that it’s just a friendly neighborhood and everyone is friendly and nice. "
    0
    Flag
  • Xavier.rivera11
    "Its very safe. I like it a lot. A lot of families and friendly people. I feel that the area is growing and still needs more activities in the amenity to have a better community "
    1
    Flag
  • Tiffany Villano
    "It’s a great community. Lots of kids and amenities Both close to Jacksonville downtown and Saint Augustine Lots of shopping food commercial lots of restaurants"
    0
    Flag
  • Ilester1862
    "I’ve lived in this neighborhood for over 5 years and love it. Neighbors are great and care for their homes. Very active community. Feel safe."
    1
    Flag
  • Tiffany Villano
    "Schools are decent. Lots to do every where even though people complain that there isnt. There’s more infrastructure to come in the next couple years. Overall quiet calm communities working families Love it here "
    0
    Flag
  • Gregory McCain
    "Lots of space for walking dogs in natural surroundings including small lakes and ponds. Almost everyone uses a leash when walking their dog."
    0
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  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
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  • Connie Worley
    "It is quiet and off the main road. Neighbors are friendly and polite. There is a good mixture of families, middle aged and retirees. The neighborhood borders a state preserve, so no development will be allowed to the east. It’s only a ten minute drive to the beach."
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  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
    Flag
  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
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  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
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  • kathyafleming
    "From here it’s walkable to work eats and downtown. All the sites are within walking distance. It’s a great community for walking. There is a drawbridge off the island so traffic can back up but it clears fast. It’s a slower pace. "
    0
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  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
    Flag
  • Syn2267
    "Having a Friendly dog and pick up after your dog. Master should be able to tame their dog. Not curbing your dog. "
    0
    Flag
  • Nichols
    "We have lived in our neighborhood for four years. Everything that we could want is only a 10 minute drive from us"
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  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
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  • stewart_mendenhall
    "We have many miles of walkways as well as a dog park. There are a lot of people that walk their dogs through our neighborhood and all seem very friendly for the most part. "
    0
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  • kathyafleming
    "St augustine is growing rapidly. Sometime you wait 15 or 20 minutes in traffic to get downtown. It’s friendly but be prepared to have ups and downs in traffic if you are carting children to snd from activities. "
    0
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  • Trulia User
    "Principals in downtown is shady af. Staff is smug. No counselors so be mindful of how the school handles students mental health."
    0
    Flag
  • kathyafleming
    "You can walk downtown or to restaurants and brewery’s on the boulevard. It’s got wide quiet residential streets and beautiful trees. People are friendly and everyone knows everyone else. There are amazing landmarks near by, a marina, the lighthouse and the Castillo. "
    0
    Flag
  • kathyafleming
    "Driving is easy but crowded during tourist season. Mornings are generally not bad at all. At 5 pm commute may be crowded x "
    0
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  • Elizabeth Skidmore
    "There aren’t any open areas to walk with your dog and the community areas do not have doggie bags or disposal areas. Also many of the neighbors post signs that are not dog friendly, even for something as harmless as walking on their grass "
    30
    Flag
  • Renee Hulse
    "Old town USA. You can fish, kayak, hike and swim. The amenities are wonderful and the neighbors are even better"
    6
    Flag
  • Sabena H.
    "No public transportation. Still a little remote, but is building quickly. Bartram Trail School district."
    2
    Flag
  • Adrianna H.
    "There is No dog park. Which would be nice. But plenty of walk ways and trails to walk. Most of the dogs are very friendly. "
    9
    Flag
  • Peter T.
    "Nice place to live many people very friendly it’s hot though bring sun screen and water but also bug spray because mosquitos are a plenty "
    4
    Flag
  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
    Flag
  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
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  • Sarah K.
    "This town is growing as a dog friendly area. There is a lot of neighborhoods and local businesses that allow dogs. Most people are super excited to great your and your pup. "
    1
    Flag
  • Candice S.
    "Christmas stroll and lights display make this town special. Small town feel, fabulous food. History makes this place special."
    1
    Flag
  • Kristen K.
    "You need transportation for this community. There is no public transportation. You average about 30 minutes from most places ."
    0
    Flag
  • Richard D.
    "There are a lot of them in the neighborhood. Many people own dogs, but it is important to pick up after pets and not let them run wild."
    1
    Flag
  • Egbacro
    "Epic theatre is close by, and downtown is about a 10min drive. The beach is located in Anastasia Island which has a lot of activities. the Lighthouse is nearby, and Saint Augustine’s beach is through the 312 bridge. There is an Amphitheatre close by which has many local and international events. Loads of restaurants, wine tasting and bars, shops/boutiques, museums including the Fountain of youth ca be visited."
    1
    Flag
  • Tkendall344
    "Always an event. St Augustine people care regardless if they know you or not the community always come together during crisis or when someone need assistance. We are St. Augustine Strong"
    0
    Flag
  • Terri.degrande
    "No specific events. It’s just a nice, established, well-maintained neighborhood with a cheap home owners association that really is functional, and neighbors are friendly and range widely in age. There’s tons of sidewalks, parks, ponds, wildlife, and very easy access to all types of stores and restaurants. "
    1
    Flag
  • Melvinemccall
    "Neighbors watch out for each other and are always ready to help. Cookouts about twice a year in the neighborhood open to all "
    0
    Flag
  • Jacqueline
    "We do not have many events in our neighborhood we only have quarterly yard sales. The neighbors are friendly and the neighborhood is beautiful."
    0
    Flag

Market trends in Saint Augustine

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$429K
$2.5KMoM
Sale-to-List Price
97.4%
Price per sq ft
$228
$0MoM
Available listings
1730
61MoM

Home Value

Trulia Estimate
$1.16M
Since last month
Decreased$38K (-3.1%)
Since last year
Decreased$567K (-32.8%)
Since last sale
Decreased$7K (-0.6%)
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 decreased by 0% in the last 10 years
MonthEstimated value
2026
September 2026$1.16M
August 2026$1.2M
July 2026$1.83M
June 2026$1.82M
May 2026$1.83M
April 2026$1.83M
March 2026$1.82M
February 2026$1.83M
January 2026$1.73M
2025
2024
2023

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
57 Guanahani Trl, Saint Augustine, FL
0.11
Single-Family Home
$738,675
03/27/26
4
3
2,500
148 ANCIENT ISLAND Drive, Saint Augustine, FL
0.12
Single-Family Home
$615,500
10/31/25
4
3
2,495
45 Saint Barts Ave, St Augustine, FL
0.15
Single-Family Home
$685,000
07/31/26
4
2.5
2,028
27 SAINT BARTS Avenue, Saint Augustine, FL
0.15
Single-Family Home
$645,000
08/31/26
3
2.5
2,028
108 Fiddler Crab Ln, Saint Augustine, FL
0.46
Single-Family Home
$1,105,500
04/27/26
4
2.5
3,108
120 Oyster Catcher Cir, Saint Augustine, FL
0.47
Single-Family Home
$950,000
07/14/26
4
4
3,385
64 ST BARTS Avenue, Saint Augustine, FL
0.19
Single-Family Home
$615,000
04/24/26
3
2.5
2,327
5 Anastasia Lakes Dr, Saint Augustine, FL
0.53
Single-Family Home
$699,500
03/13/26
4
2.5
2,410
106 Ancient Island Dr, Saint Augustine, FL
0.15
Single-Family Home
$565,000
04/24/26
3
2
1,614

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
354 Five Island Dr, Saint Augustine, FL 32080
0.04
$1,665,400
4
3.5
2,658
Off Market
313 FIVE ISLAND Drive, Saint Augustine, FL 32080
0.08
$625,700
3
2.5
2,039
Off Market
303 Five Island Dr, Saint Augustine, FL 32080
0.09
$759,900
3
2.5
2,317
For Sale
148 ANCIENT ISLAND Drive, Saint Augustine, FL 32080
0.12
$623,300
4
3
2,495
Off Market
57 Guanahani Trl, Saint Augustine, FL 32080
0.11
$738,675
4
3
2,500
Recently Sold
106 Ancient Island Dr, Saint Augustine, FL 32080
0.15
$565,000
3
2
1,614
Recently Sold
27 SAINT BARTS Avenue, Saint Augustine, FL 32080
0.15
$645,000
3
2.5
2,028
Recently Sold
55 Saint Barts Ave, Saint Augustine, FL 32080
0.15
$558,400
3
2
1,644
Off Market
45 Saint Barts Ave, St Augustine, FL 32080
0.15
$685,000
4
2.5
2,028
Recently Sold
21 Saint Barts Ave, Saint Augustine, FL 32080
0.17
$696,600
4
3
2,498
Off Market
121 Saint Barts Ave, Saint Augustine, FL 32080
0.17
$558,200
3
2
2,182
Off Market

Price and Tax history

DateEventPrice
Sep 25, 2026
Source: St Augustine St Johns County BOR #264272
Listed For Sale
$1,890,000
Sep 1, 2026
Source: realMLS #2128125
ListingRemoved
$1,890,000
Feb 2, 2026
Source: realMLS #2128125
Listed For Sale
$1,890,000
Nov 1, 2025
Source: Zillow Rentals
ListingRemoved
$14,000
Oct 13, 2025
Source: realMLS #2074599
ListingRemoved
$1,850,000

LGBTQ Local Legal Protections

Thomas Scott, One Sotheby's - Downtown
Agent Phone: (703) 965-5542
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.

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Frequently asked questions about 367 Five Island Dr

  • What is the estimated monthly payment for 367 Five Island Dr?
    Based on a $1,890,000 list price with 20% down at today's rates, the estimated monthly payment for 367 Five Island Dr in Saint Augustine, FL is approximately $12,685 (about $10,547 principal & interest, $2,063 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 367 Five Island Dr compare to homes in Saint Augustine?
    367 Five Island Dr in Saint Augustine, FL is listed at $1,890,000, about 340% above the $429K median sale price in Saint Augustine.
  • What do residents say about Saint Augustine?
    Residents describe Saint Augustine, FL as dog-friendly, well-kept, and quiet. Most residents say you need a car. See homes for sale in Saint Augustine, FL.
  • What are the closest schools to 367 Five Island Dr?
    The closest schools to 367 Five Island 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).
  • Does 367 Five Island Dr have a pool?
    Yes, 367 Five Island Dr in Saint Augustine, FL has a pool.
  • Does 367 Five Island Dr have laundry facilities?
    Yes, 367 Five Island Dr in Saint Augustine, FL has laundry facilities.
367 Five Island Dr, Saint Augustine, FL 32080 is a 4 bedroom, 3 bathroom, 2,627 sqft single-family home built in 2022. This property is currently available for sale and was listed by St Augustine St Johns County BOR on Sep 25, 2026. The MLS # for this home is MLS# 264272.