37 MAY Street, Saint Augustine, FL 32084
FOR SALE
3D VIEW

37 MAY Street
Saint Augustine, FL 32084

  • 3 Beds
  • 2.5 Baths
  • 1,713 sqft

$667,000

Original price: $677,000
Est. Mortgage $4,064/mo*
Get Pre-Qualified

$667,000

Original price: $677,000
Est. Mortgage $4,064/mo*
Get Pre-Qualified
3 Beds
2.5 Baths
1,713 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Buyer Remorse! Clean inspection report! Their loss your gain- A rare find near Vilano Beach--no HOA, short-term rental friendly, and just 1.1 miles to the sand. Located minutes from historic St. Augustine, this coastal home offers the walkable beach lifestyle buyers are searching for.
Whether you're looking for a primary home, vacation getaway, or income-producing Airbnb, this property checks all the boxes. This 3-bedroom, 2.5-bath home features a bright open-concept layout designed for both everyday living and entertaining. The kitchen offers upgraded cabinetry, dual pantries, and abundant storage, flowing seamlessly into the dining and living areas.
Step outside to enjoy multiple covered balconies, including a private upper-level balcony off the primary suite, perfect for morning coffee or evening relaxation.
The fully fenced, low-maintenance courtyard provides a private outdoor retreat--ideal for entertaining, grilling, or unwinding after a day at the beach. Major upgrades already completed:
 2023 Metal Roof
 2023 HVAC System
 Whole-Home Surge Protector

The oversized 2-car garage includes epoxy flooring, utility sink, and EV charging station, with an extended paver driveway offering additional parking and easy turnaround space.

=Í Location Highlights:

1.1 miles to Vilano Beach
Minutes to downtown St. Augustine
Close to waterfront dining, coffee shops, and local boutiques
Near boat ramps, fishing spots, and the Fountain of Youth Archaeological Park

Bonus: No history of flooding--an added advantage for coastal living.

If you've been searching for a coastal home near Vilano Beach with no HOA and short-term rental potential, this opportunity is hard to find.

Schedule your private showing today.

Home Highlights

Parking
Garage
Outdoor
No Info
View
Bridge(s), Other
HOA
None
Price/Sqft
$389
Listed
77 days ago

Home Details for 37 MAY Street

Active Status

MLS Status: Active

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1713 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Available, Electricity Connected, Sewer Available, Sewer Connected, Water Available, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Electric Oven, Electric Range, Electric Water Heater, Microwave, Refrigerator, Washer, Water Softener OwnedDishwasherDisposalDryerLaundry: Electric Dryer Hookup,In Unit,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Flooring: Carpet, Vinyl
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or MoreFloors: Carpet, Vinyl
View
Has a ViewView: Bridge(s), Other

Exterior Features

Exterior Home Features
Roof: MetalExterior: Balcony, Courtyard
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Additional Parking,Electric Vehicle Charging Station(s),Garage,Garage Door Opener
Frontage
Road Frontage: County RoadRoad Surface Type: Asphalt, PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 77

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman
Building
Construction Materials: Block, Frame, StoneNot a New ConstructionNot Attached Property
Property Information
Parcel Number: 1919300030

Price & Status

Price
List Price: $667,000Price Per Sqft: $389
Status Change & Dates
Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: St. AugustineCommunity: Miramar
School Information
Elementary School: KetterlinusJr High / Middle School: SebastianHigh School: St. Augustine

Agent Information

Listing Agent
Listing ID: 2130934

Building

Building Area
Building Area: 2643 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 3484.8 sqft

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2130934
Last check for updates: about 19 hours ago
Listing courtesy of NATASHA GRIFFIN, (717) 286-5028
CROSSVIEW REALTY, (904) 503-0672
Source: realMLS, MLS#2130934
Also Listed on realMLS.

Price History for 37 MAY Street

DatePriceEventSource
03/06/2026$667,000PriceChange
realMLS #2130934
02/19/2026$677,000Listed For SalerealMLS #2130934
09/20/2023$625,000Sold
realMLS #1219417
08/21/2023$625,000PendingrealMLS #1219417
08/08/2023$625,000PriceChange
realMLS #1219417
06/27/2023$642,500PriceChange
realMLS #1219417
05/02/2023$655,000PriceChange
realMLS #1219417
03/31/2023$665,000Listed For SalerealMLS #1219417
08/23/2018$330,000Sold
realMLS #943865
07/20/2018$399,000PendingAgent Provided
06/26/2018$399,000PriceChange
Agent Provided
06/04/2018$424,000PriceChange
Agent Provided
05/04/2018$425,000Listed For SaleAgent Provided
06/22/2006$432,000Sold
N/A
01/18/2005$110,000Sold
N/A

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 37 MAY Street

Skip to last item
Skip to first item

Property Tax and Assessment

Year2024
Tax$9,988
Assessment$523,293
Home facts updated by county records

Comparable Sales for 37 MAY Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
38 E SAN CARLOS Avenue, Saint Augustine, FL
0.06
Single-Family Home
$750,000
08/29/25
4
2.5
2,104
42 MAGNOLIA Avenue, Saint Augustine, FL
0.07
Single-Family Home
$718,000
12/09/25
4
2
1,837
28 Williams St, Saint Augustine, FL
0.17
Single-Family Home
$630,000
10/14/25
3
2
1,551
14 BALLARD Avenue, Saint Augustine, FL
0.22
Single-Family Home
$570,000
09/29/25
3
2.5
1,903
19 E San Carlos Ave, Saint Augustine, FL
0.19
Single-Family Home
$370,000
05/30/25
3
1.5
1,074
36 Magnolia Ave, Saint Augustine, FL
0.09
Single-Family Home
$1,175,000
06/13/25
3
2.5
2,888
50 Dufferin St, Saint Augustine, FL
0.08
Single-Family Home
$920,000
12/29/25
3
3
1,914
4 Milton St, Saint Augustine, FL
0.29
Single-Family Home
$735,000
02/20/26
3
1.5
1,948
38 Dufferin St, Saint Augustine, FL
0.11
Single-Family Home
$1,170,000
02/27/26
3
3
2,865

Assigned Schools

These are the assigned schools for 37 MAY Street.
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 668 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

  • 69 % Say parking is easy

  • 68 % Say kids play outside

  • 64 % Say there are sidewalks

  • 63 % Say there's wildlife

  • 59 % Say neighbors are friendly

  • 55 % 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

Learn more about our methodology.
  • 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. "
    0
    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
  • Vicki.perry
    "Great for families. Palencia has an elementary school in the community. Lots of places to ride your bike and take walks too."
    4
    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

NATASHA GRIFFIN, CROSSVIEW REALTY, (904) 503-0672
Agent Phone: (717) 286-5028
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. Data is deemed reliable but is not guaranteed accurate by realMLS.
37 MAY Street, Saint Augustine, FL 32084 is a 3 bedroom, 3 bathroom, 1,713 sqft single-family home built in 2006. This property is currently available for sale and was listed by realMLS on Feb 19, 2026. The MLS # for this home is MLS# 2130934.