3744 Harbor Dr, Saint Augustine, FL 32084
Property image
Property image
OFF MARKET

3744 Harbor Dr
Saint Augustine, FL 32084

  • 4 Beds
  • 3 Baths
  • 2,686 sqft (on 0.29 acres)

$1,250,800

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $7,765/mo*
Refinance Your Home

$1,250,800

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $7,765/mo*
Refinance Your Home
4 Beds
3 Baths
2,686 sqft
(on 0.29 acres)

Local Information

  • Map ViewExplore the area around 3744 Harbor Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2000
Lot Size
0.29 acres
Living Area
2,686 sqft
Price/Sqft
$466
Parking
Garage

About this House

Imagine waking up every morning to the beautiful Atlantic sunrise as the dolphins play just beyond your back yard. Your boat just steps away at the community marina gives you easy access for inshore fishing or just a day at play on the water. With the inlet in view - if offshore is your passion, you are minutes away from your ocean run. This custom built home is equipped with surround sound, custom window dressings, Hurricane shutters, Bulkhead, Generator, & exterior shower.
3744 Harbor Dr, Saint Augustine, FL 32084 is a 4 bedroom, 3 bathroom, 2,686 sqft single-family home built in 2000. It last sold for $800,000 on Jun 5, 2017. It is currently off market. The Trulia Estimate is $1,250,800, with a rent estimate of $3,085/month.

Home Details for 3744 Harbor Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
Types of Rooms: Dining Room, Sun Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoFoundation Type: Concrete
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price History for 3744 Harbor Dr

DatePriceEventSource
06/05/2017$800,000Sold
N/A
05/10/2017$849,900PendingAgent Provided
05/22/2015$849,900Listed For SaleAgent Provided
04/01/2015$850,000ListingRemovedAgent Provided
01/07/2015$850,000PriceChange
Agent Provided
12/26/2012$880,000PriceChange
Agent Provided
12/24/2012$890,000PriceChange
Agent Provided
12/22/2012$880,000PriceChange
Agent Provided
04/15/2012$890,000PriceChange
Agent Provided
11/01/2011$888,500PriceChange
Agent Provided
05/06/2011$899,900PriceChange
Agent Provided
01/12/2011$925,000Listed For SaleAgent Provided

Market trends in Saint Augustine

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$418K
$1.67KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$226
$2MoM
Available listings
1897
43MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$8,808
Assessment$973,686
Home facts updated by county records

Comparable Sales for 3744 Harbor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3713 HARBOR Drive, Saint Augustine, FL
0.05
Single-Family Home
$1,525,000
10/06/25
3
3
3,418
111 PORPOISE POINT Drive, Saint Augustine, FL
0.63
Single-Family Home
$930,500
06/01/26
3
3
2,200
223 Rainey Ave, Saint Augustine, FL
0.61
Single-Family Home
$700,000
10/14/25
4
3
1,980
238 Rainey Ave, Saint Augustine, FL
0.63
Single-Family Home
$820,000
03/13/26
3
2.5
2,492
15 Beacon St, Saint Augustine, FL
0.61
Single-Family Home
$370,000
01/21/26
4
3
2,514
28 E Park Ave, Saint Augustine, FL
0.59
Single-Family Home
$1,090,000
06/08/26
3
2.5
3,190
136 LAWN Avenue, Saint Augustine, FL
0.69
Single-Family Home
$1,025,000
11/17/25
3
3
2,086
44 Hildreth Way, Saint Augustine, FL
0.73
Single-Family Home
$605,000
10/21/25
4
3
2,080
44 Hildreth Dr, Saint Augustine, FL
0.73
Single-Family Home
$605,000
10/20/25
4
3
1,856
44 HILDRETH Way, Saint Augustine, FL
0.73
Single-Family Home
$605,000
10/20/25
4
3
1,856

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 3744 Harbor Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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 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
    Flag
  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
    0
    Flag
  • 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."
    0
    Flag
  • 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"
    0
    Flag
  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
    0
    Flag
  • 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
    Flag
  • 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"
    0
    Flag
  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
  • Xtxp5qb76x
    "No side walks to scoot around, not many activities organised by the county, libraries don’t offer as much for kids as other states. Even thought great place to raise a family "
    9
    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
    Flag
  • 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

324 pet-friendly rentals in Saint Augustine, FL

Explore by feature - Garage

277 rentals with a garage in Saint Augustine, FL

Explore by feature - Air Conditioning

455 rentals with air conditioning in Saint Augustine, FL

Explore by feature - Pool

335 rentals with a pool in Saint Augustine, FL

Explore by feature - Washer/dryer

466 rentals with a washer/dryer in Saint Augustine, FL

Explore by feature - Outdoor Space

99 rentals with an outdoor space in Saint Augustine, FL

Homes for sale near 3744 Harbor Dr

Skip to last item
Skip to first item

Off Market Homes Near 3744 Harbor Dr

Skip to last item
Skip to first item

Frequently asked questions about 3744 Harbor Dr

  • What is 3744 Harbor Dr estimated to be worth?
    Trulia's estimated value for 3744 Harbor Dr in Saint Augustine, FL is $1,250,800.
  • What is the price history for 3744 Harbor Dr?
    3744 Harbor Dr in Saint Augustine, FL last sold for $800,000 in June 2017.
  • Is Saint Augustine a buyer's or seller's market?
    Saint Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Augustine?
    The median sale price in Saint Augustine is $418K. That is down $1.67K from the prior month.
  • Does 3744 Harbor Dr have air conditioning?
    Yes, 3744 Harbor Dr in Saint Augustine, FL has air conditioning.
  • Does 3744 Harbor Dr have laundry facilities?
    Yes, 3744 Harbor Dr in Saint Augustine, FL has in-unit laundry.