509 Pineapple Ave, Saint Augustine, FL 32095
OFF MARKET

509 Pineapple Ave
Saint Augustine, FL 32095

  • 3 Beds
  • 2 Baths
  • 1,384 sqft

$333,400

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,125/mo*
Refinance Your Home

$333,400

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,125/mo*
Refinance Your Home
3 Beds
2 Baths
1,384 sqft

Local Information

  • Map ViewExplore the area around 509 Pineapple Ave.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Living Area
1,384 sqft
Price/Sqft
$241
Parking
Garage

About this House

(786)860-8777 by owner - Kyle

3 Bedroom 2 Bath 2 car garage. Fully renovated bathrooms with a modern style. New appliances and granite counter tops in the kitchen. Vaulted 12 foot high ceiling in the living room overlooking a beautiful waterfront view. The kitchen sink faces the lake that has a color changing, 20ft high, 24-hour fountain that sets the mood from the covered swing installed near the sliding glass door. Large open grand room floor plan with high ceilings means you will never feel cramped with 24 recessed lights and the choice of bright white or dimmed amber lights cohesive throughout the kitchen, the dining room, and the living room. 82" qled TV included over the gas/firewood fireplace so you can enjoy the fountain, the TV, and a fire at the same time! New roof recently installed and floating floors all done professionally so you don't have to worry about a thing except move in. Beautiful landscape is designed to be low maintenance and freeze resilient. The bright pink flowers from the crepe myrtle's make this house the point of emphasis on the lake during summer. Only selling because of work. Otherwise, I would never give up this forever home!
509 Pineapple Ave, Saint Augustine, FL 32095 is a 3 bedroom, 2 bathroom, 1,384 sqft single-family home built in 1998. It last sold for $275,000 on Nov 30, 2020. More recently, it was listed as a rental in February 2017 with an asking price of $1,400 per month. That rental listing was removed on March 2, 2017. It is currently off market. The Trulia Estimate is $333,400, with a rent estimate of $2,380/month.

Home Details for 509 Pineapple Ave

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, Other, Electric, Gas, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Softwood, Laminate
Interior Details
AtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Dining Room, Family Room, Master BathCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Stucco, Cement ConcreteFoundation Type: ConcreteGardenLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1998Year Updated: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Tudor

Community

Units in Building: 1

Lot Information

Lot Area: 4356 sqft

Price History for 509 Pineapple Ave

DatePriceEventSource
04/01/2024ListingRemovedN/A
03/13/2024$375,000Listed For SaleN/A
11/30/2020$275,000Sold
realMLS #1072916
09/22/2020$295,000PendingAgent Provided
09/12/2020$295,000Listed For SaleAgent Provided
07/30/2020$215,000Sold
N/A
07/24/2020$228,000PendingToActiveAgent Provided
07/24/2020$228,000PendingAgent Provided
03/11/2020$228,000Listed For SaleAgent Provided
03/02/2017$1,400ListingRemovedAgent Provided
02/28/2017$1,400Listed For RentAgent Provided
02/16/2017$181,000Sold
N/A
04/05/2016$1,275ListingRemovedAgent Provided
05/18/2012$1,075ListingRemovedAgent Provided
05/12/2012$1,075Listed For RentAgent Provided
03/25/2004$150,000Sold
N/A
04/19/2001$123,000Sold
N/A

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
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Property Tax and Assessment

Year2025
Tax$4,116
Assessment$279,661
Home facts updated by county records

Comparable Sales for 509 Pineapple Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
405 ISLAND VIEW Circle, Saint Augustine, FL
0.04
Single-Family Home
$332,500
04/30/26
3
2
1,443
444 ISLAND VIEW Circle, Saint Augustine, FL
0.08
Single-Family Home
$311,000
05/15/26
3
2
1,166
259 HONEYCOMB Trail, Saint Augustine, FL
0.21
Single-Family Home
$333,000
05/22/26
3
2
1,389
705 Guava Dr, Saint Augustine, FL
0.25
Single-Family Home
$308,000
03/27/26
3
2
1,367
267 HONEYCOMB Trail, Saint Augustine, FL
0.20
Single-Family Home
$353,000
07/31/26
3
2
1,574
237 ST THOMAS Street, Saint Augustine, FL
0.21
Single-Family Home
$339,000
08/03/26
3
2
1,353
517 ST CROIX Street, Saint Augustine, FL
0.20
Single-Family Home
$370,000
01/20/26
3
2
1,434
109 MARSH ISLAND Circle, Saint Augustine, FL
0.34
Single-Family Home
$345,000
04/10/26
3
2
1,685
236 Saint Thomas St, Saint Augustine, FL
0.21
Single-Family Home
$343,000
11/06/25
4
2
1,716
323 Chasewood Dr, Saint Augustine, FL
0.44
Single-Family Home
$340,000
05/29/26
3
2
1,564

Nearby homes

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Assigned Schools

These are the assigned schools for 509 Pineapple Ave.
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

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Apartments for Rent

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Explore by feature - Pet Friendly

323 pet-friendly rentals in Saint Augustine, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

455 rentals with air conditioning in Saint Augustine, FL

Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

98 rentals with an outdoor space in Saint Augustine, FL

Homes for sale near 509 Pineapple Ave

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Off Market Homes Near 509 Pineapple Ave

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Frequently asked questions about 509 Pineapple Ave

  • What is 509 Pineapple Ave estimated to be worth?
    Trulia's estimated value for 509 Pineapple Ave in Saint Augustine, FL is $333,400.
  • What is the price history for 509 Pineapple Ave?
    509 Pineapple Ave in Saint Augustine, FL last sold for $275,000 in November 2020.
  • 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 509 Pineapple Ave have air conditioning?
    Yes, 509 Pineapple Ave in Saint Augustine, FL has air conditioning.
  • Does 509 Pineapple Ave have laundry facilities?
    Yes, 509 Pineapple Ave in Saint Augustine, FL has in-unit laundry.