16 May St, Saint Augustine, FL 32084
Property image
Property image
FOR SALE
3D VIEW
0.28 ACRES

$1,495,000

Original price: $2,125,000
  • 4 Beds
  • 4 Baths
  • 4,495 sqft (on 0.28 acres)

16 May St, Saint Augustine, FL 32084

Est. Mortgage $9,656/mo*
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Home Highlights

Single-Family Home
Built in 1925
0.28 acre lot
$333/sqft

Local Information

  • Map ViewExplore the area around 16 May St.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

History & Romance abound! Step into this 1925 castle that dreams are made of. Designed and built by renowned sculptor Charles A. Pillar for his home and studio. The property is currently one of the area's most unique and beautiful homes, just minutes from the sands of Vilano Beach and Matanzas Inlet, and historic downtown St. Augustine. The castle boasts almost 5,000 sq ft of beautifully designed rooms, with recent updates to meet modern comfort standards. This 4-bedroom, 4-bath home lives large and is currently a residence and successful short-term rental. For generational living or an in-law suite, there is a separate entrance. This is the perfect home for family gatherings and entertaining. Come and live your dream in this turn key, well maintained fully furnished property Qualified buyers, Showings by appointment updated price to reflect furniture and improvements
Last check for updates: about 21 hours ago
Listing courtesy of Bonne Jones, (904) 669-1449
Berkshire Hathaway Homeservices Florida Network Realty
Source: St Augustine St Johns County BOR, MLS#260764
Also Listed on St Augustine St Johns County BOR.

Home Details for 16 May St

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Master Bedroom
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4495 Square Feet
Levels, Entrance, & Accessibility
Stories: 3Levels: SplitEntry Location: Ground Level

Exterior Features

Exterior Home Features
No Private Pool
Frontage
Not on Waterfront

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1925
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Not a New Construction
Property Information
Parcel Number: 1540600000

Price & Status

Price
List Price: $1,495,000Price Per Sqft: $333

Active Status

MLS Status: Active

Location

Direction & Address
City: St AugustineCommunity: Nelmar Terrace

Agent Information

Listing Agent
Listing ID: 260764

Building

Building Area
Building Area: 4495 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Miscellaneous

Mls Number: 260764Attribution Contact: Cell: 904-669-1449

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
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  • 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
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  • 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
$1.41M
Since last month
Increased$17K (+1.2%)
Since last year
Decreased$111K (-7.3%)
Since last sale
Increased$514K (+57.1%)
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 +78% in the last 10 years
MonthEstimated value
2026
September 2026$1.41M
August 2026$1.4M
July 2026$2M
June 2026$1.39M
May 2026$1.44M
April 2026$1.45M
March 2026$1.46M
February 2026$1.49M
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
50 Dufferin St, Saint Augustine, FL
0.18
Single-Family Home
$920,000
12/29/25
3
3
1,914
17 SYLVAN Drive, Saint Augustine, FL
0.46
Single-Family Home
$1,075,000
07/06/26
4
3.5
3,271
38 Dufferin St, Saint Augustine, FL
0.11
Single-Family Home
$1,170,000
02/27/26
3
3
2,865
42 MAGNOLIA Avenue, Saint Augustine, FL
0.10
Single-Family Home
$718,000
12/09/25
4
2
1,837
223 Rainey Ave, Saint Augustine, FL
0.39
Single-Family Home
$700,000
10/14/25
4
3
1,980
28 E Park Ave, Saint Augustine, FL
0.48
Single-Family Home
$1,090,000
06/08/26
3
2.5
3,190
238 Rainey Ave, Saint Augustine, FL
0.46
Single-Family Home
$820,000
03/13/26
3
2.5
2,492
4 Milton St, Saint Augustine, FL
0.17
Single-Family Home
$735,000
02/20/26
3
1.5
1,948
22 Bay View Dr, Saint Augustine, FL
0.43
Single-Family Home
$655,000
10/10/25
4
2.5
1,783
14 BALLARD Avenue, Saint Augustine, FL
0.22
Single-Family Home
$570,000
09/29/25
3
2.5
1,903

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
14 May St, Saint Augustine, FL 32084
0.01
$764,700
3
3
2,257
Off Market
15 MAY Street, Saint Augustine, FL 32084
0.04
$632,300
3
2
2,011
Off Market
23 Nelmar Ave, Saint Augustine, FL 32084
0.06
$1,060,900
3
2.5
2,456
Off Market
34 E San Carlos Ave, Saint Augustine, FL 32084
0.07
$1,075,000
4
3.5
1,900
For Sale
25 May St, Saint Augustine, FL 32084
0.08
$765,000
3
2
2,035
For Sale
6 Douglas Ave, Saint Augustine, FL 32084
0.07
$425,000
3
2
1,181
Recently Sold
19 E San Carlos Ave, Saint Augustine, FL 32084
0.08
$368,400
3
1.5
1,074
Off Market
0 E SAN CARLOS Avenue, Saint Augustine, FL 32084
0.09
$269,000
-
-
-
Recently Sold
8 Douglas Ave, Saint Augustine, FL 32084
0.08
$836,900
4
3
2,044
Off Market
22 Nelmar Ave, Saint Augustine, FL 32084
0.08
$1,279,600
3
3
2,500
Off Market
38 E SAN CARLOS Avenue, Saint Augustine, FL 32084
0.09
$755,400
4
2.5
2,104
Off Market

Price and Tax history

DateEventPrice
Aug 11, 2026
Source: St Augustine St Johns County BOR #260764
PriceChange
$1,495,000
Price decreased by 30%
Jul 9, 2026
Source: St Augustine St Johns County BOR #260764
PriceChange
$2,125,000
Price increased by 42%
Jun 15, 2026
Source: St Augustine St Johns County BOR #260764
PriceChange
$1,495,000
Price decreased by 4%
Mar 25, 2026
Source: St Augustine St Johns County BOR #260764
PriceChange
$1,550,000
Price decreased by 1%
Feb 14, 2026
Source: St Augustine St Johns County BOR #260764
Listed For Sale
$1,565,000

LGBTQ Local Legal Protections

Bonne Jones, Berkshire Hathaway Homeservices Florida Network Realty
Agent Phone: (904) 669-1449
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 16 May St

  • What is the estimated monthly payment for 16 May St?
    Based on a $1,495,000 list price with 20% down at today's rates, the estimated monthly payment for 16 May St in Saint Augustine, FL is approximately $9,803 (about $8,096 principal & interest, $1,632 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 16 May St compare to homes in Saint Augustine?
    16 May St in Saint Augustine, FL is listed at $1,495,000, about 248% 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 16 May St?
    The closest schools to 16 May St in Saint Augustine, FL are Ketterlinus Elementary School (Pre-K, rated 8/10), Sebastian Middle School (rated 7/10), St. Augustine High School (Middle, rated 6/10).
  • How big is the lot at 16 May St?
    The lot at 16 May St in Saint Augustine, FL is about 0.28 acres (12,197 sq ft).
16 May St, Saint Augustine, FL 32084 is a 4 bedroom, 4 bathroom, 4,495 sqft single-family home built in 1925. This property is currently available for sale and was listed by St Augustine St Johns County BOR on Feb 14, 2026. The MLS # for this home is MLS# 260764.