520 Pineapple Ave, Saint Augustine, FL 32095
Property image
Property image
OFF MARKET

$285,200

Trulia Estimate
as of Sep 28, 2026
  • 3 Beds
  • 2 Baths
  • 1,253 sqft

520 Pineapple Ave, Saint Augustine, FL 32095

Home Highlights

Single-Family Home
1,253 sqft
$228/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 520 Pineapple Ave.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Completely renovated homeMature shade treesPatio for lounging
Completely renovated home in St Augustine in a highly rated school district! Vaulted ceilings with an open feel. Beautiful backyard garden with lush landscaping, mature shade trees, and patio for lounging. Neighborhood has amenities such as a pool and playground. 15 minutes from the stunning Villano beach, 14 minutes to Flagler college, 15 minutes to the historic downtown St Augustine, daycare at the entrance of the community!

Discount offered on 18-24 month lease term. Apply today!

Landscaping maintenance and grass will be paid by owner. Tenant pays water & electric. Cats allowed - $350 pet fee per animal
520 Pineapple Ave, Saint Augustine, FL 32095 is a 3 bedroom, 2 bathroom, 1,253 sqft single-family home. It last sold for $240,000 on Jul 21, 2021 (11,900% above the $2,000 asking price). More recently, it was listed as a rental in July 2026 with an asking price of $2,195 per month. That rental listing was removed on August 8, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $285,200, with a rent estimate of $2,289/month.

Home Details for 520 Pineapple Ave

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Attached Garage Off Street, On Site

Community

Other
Playground

Additional Information

Playground

Comparable Sales for 520 Pineapple Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
444 ISLAND VIEW Circle, Saint Augustine, FL
0.04
Single-Family Home
$311,000
05/15/26
3
2
1,166 sqft
405 ISLAND VIEW Circle, Saint Augustine, FL
0.05
Single-Family Home
$332,500
04/30/26
3
2
1,443 sqft
259 HONEYCOMB Trail, Saint Augustine, FL
0.17
Single-Family Home
$333,000
05/22/26
3
2
1,389 sqft
705 Guava Dr, Saint Augustine, FL
0.23
Single-Family Home
$308,000
03/27/26
3
2
1,367 sqft
267 HONEYCOMB Trail, Saint Augustine, FL
0.16
Single-Family Home
$353,000
07/31/26
3
2
1,574 sqft
237 ST THOMAS Street, Saint Augustine, FL
0.22
Single-Family Home
$339,000
08/03/26
3
2
1,353 sqft
616 INTRACOASTAL Circle, Saint Augustine, FL
0.24
Single-Family Home
$304,000
09/08/26
3
2
1,487 sqft
517 ST CROIX Street, Saint Augustine, FL
0.23
Single-Family Home
$370,000
01/20/26
3
2
1,434 sqft
190 Summerlin Ln, Saint Augustine, FL
0.26
Single-Family Home
$425,000
10/29/25
3
2
1,602 sqft
236 Saint Thomas St, Saint Augustine, FL
0.22
Single-Family Home
$343,000
11/06/25
4
2
1,716 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Saint Augustine

Last updated Sep 2026
Trulia Rent Estimate$2,289/mo
Average rent
$2.35K
$20MoM
Available listings
681
View rental market trends in Saint Augustine, FL

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
    Flag
  • 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."
    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
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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
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  • 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
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  • 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

Price and Tax history

DateEventPrice
Aug 8, 2026
Source: Zillow Rentals
ListingRemoved
$2,000
Jul 28, 2026
Source: Zillow Rentals
PriceChange
$2,000
Price decreased by 9%
Jul 3, 2026
Source: Zillow Rentals
Listed For Rent
$2,195
Sep 10, 2023
Source: Zillow Rentals
ListingRemoved
Aug 28, 2023
Source: Zillow Rentals
PriceChange
$1,975
Price decreased by 5%

Frequently asked questions about 520 Pineapple Ave

  • What is 520 Pineapple Ave estimated to be worth?
    Trulia's estimated value for 520 Pineapple Ave in Saint Augustine, FL is $285,200.
  • What is the price history for 520 Pineapple Ave?
    520 Pineapple Ave in Saint Augustine, FL last sold for $240,000 in July 2021.
  • 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 $429K. That is down $2.5K from the prior month.
  • Does 520 Pineapple Ave have air conditioning?
    Yes, 520 Pineapple Ave in Saint Augustine, FL has air conditioning.
  • Does 520 Pineapple Ave have a pool?
    Yes, 520 Pineapple Ave in Saint Augustine, FL has a pool.

Homes for rent near 520 Pineapple Ave

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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