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16 May St, St Augustine, FL 32084
16 May St, St Augustine, FL 32084 3D Tour
16 May St, St Augustine, FL 32084 Explore 3D Tour
16 May St, St Augustine, FL 32084
16 May St, St Augustine, FL 32084
16 May St, St Augustine, FL 32084
16 May St, St Augustine, FL 32084

16 May St St Augustine, FL 32084

$1,595,000

ACTIVE
Beds
4
Baths
5
Sqft
4,495
Acres
0.27
Year
1925
Days on Site
72
Property Type
Residential
Sub Type
Single Family
Per Square Foot
$355
Date Listed
May 12, 2025

Description of 16 May St, St Augustine, FL 32084

Listing details for 16 May St, St Augustine, FL 32084 : Welcome to Pillars Castle, a breathtaking architectural masterpiece located at 16 May Street in the heart of St. Augustine, Florida. This iconic estate, originally built in the early 20th century, has been meticulously restored to preserve its historic charm while incorporating modern luxury throughout. Known for its ornate engineering and timeless design, Pillars Castle stands as a symbol of the city's rich heritage and offers a rare opportunity to own a fully licensed short-term rental in one of the most visited destinations in the country. Boasting over 4,400 square feet of living space, the property features four spacious bedrooms, four and a half bathrooms, a grand hall, formal dining room, chef's kitchen, custom bar, a private patio perfect for entertaining or relaxing in the ocean breeze. The original stained glass windows, coffered ceilings, and stone fireplaces speak to the historic character of the home, while updated guest suites with en-suite baths, spa showers, and premium finishes provide comfort and sophistication. The beautifully landscaped courtyard with a fountain and gated rear-entry adds to the estate's privacy and elegance, and ample off-street parking is a rare amenity in the downtown area. The property has a detached two-car garage, a covered carport, and an elongated driveway with plenty of parking that also allows you to exit through the rear of the property via the service road. Just minutes from the beaches, Castillo de San Marcos, the Fountain of Youth, Flagler College, and the shops and restaurants of St. George Street; the location is ideal for vacationers and history lovers alike. Actively operating as a luxury vacation rental, Pillars Castle commands premium nightly rates, making it both a stunning private residence and an exceptional investment opportunity. One of the bedrooms and bathrooms has a separate entrance with kitchenette and can be closed off to operate as a separate standalone rental unit or mother-in-law suite. Not to mention, furniture and everything within the property can stay! Don't miss this chance to own a piece of St. Augustine's living history--Pillars Castle offers the prestige, flexibility, and income rarely found in one extraordinary property.
Listing Updated : 11-18-2025 at 12:47 PM EST
Home Details
16 May St, St Augustine, FL 32084
Status
Active
MLS #ID
2087301
Price
$1,595,000
Bedrooms
4
Bathrooms
5
Square Footage
4,495
Acres
0.27
Year
1925
Days on Site
72
Property Type
Residential
Property Sub Type
Single-Family
Price per Sq Ft
$355
Date Listed
May 12, 2025
Community Information for 16 May St, St Augustine, FL 32084
Address
16 May St
State
Florida
Zip Code 32084
Subdivision Nelmar Terrace
Schools
Utilities
Water Source
Public
Interior
Interior Features
Ceiling Fan(s), Eat-in Kitchen, His and Hers Closets, In-Law Floorplan, Kitchen Island, Vaulted Ceiling(s), Wet Bar, Primary Bathroom - Tub with Shower and Guest Suite
Appliances
Convection Oven, Dryer, Disposal, Dishwasher, Electric Cooktop, Electric Oven, Electric Range, Electric Water Heater, Freezer, Ice Maker, Microwave, Refrigerator and Washer
Heating
Central, Electric and Heat Pump
Cooling
Central Air, Electric and Multi Units
Fireplace
Yes
# of Fireplaces
1
Exterior
Roof
Garage Spaces
2
Foundation
HOA
Has HOA
None
Additional Information
Styles
Historic
Price per Sq Ft
$355
Listed By

BRYCE OCEPEK, COLDWELL BANKER ANABASIS REALTY

Source

realMLS, MLS#: 2087301

Comments
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This beautiful 4 beds 5 baths home is located at 16 May St, St Augustine, FL 32084 and is listed for sale at $1,595,000.00. This home was built in 1925, contains 4495 square feet of living space, and sits on a 0.27 acre lot. This residential home is priced at $354.84 per square foot.

If you'd like to request a tour or more information on 16 May St, St Augustine, FL 32084, please call us at 904-595-9249 so that we can assist you in your real estate search. To find homes like 16 May St, St Augustine, FL 32084, you can search homes for sale in St Augustine , or visit the neighborhood of Nelmar Terrace , or by 32084 . We are here to help when you're ready to contact us!

Schools Near 16 May St, St Augustine, FL 32084

Home Details
16 May St, St Augustine, FL 32084
Status
Active
MLS #ID
2087301
Price
$1,595,000
Bedrooms
4
Bathrooms
5
Square Footage
4,495
Acres
0.27
Year
1925
Days on Site
72
Property Type
Residential
Property Sub Type
Single-Family
Price per Sq Ft
$355
Date Listed
May 12, 2025
Community Information for 16 May St, St Augustine, FL 32084
Address
16 May St
State
Florida
Zip Code 32084
Subdivision Nelmar Terrace
Schools
Utilities
Water Source
Public
Interior
Interior Features
Ceiling Fan(s), Eat-in Kitchen, His and Hers Closets, In-Law Floorplan, Kitchen Island, Vaulted Ceiling(s), Wet Bar and Primary Bathroom - Tub with Shower
Appliances
Convection Oven, Dryer, Disposal, Dishwasher, Electric Cooktop, Electric Oven, Electric Range, Electric Water Heater, Freezer, Ice Maker, Microwave and Refrigerator
Heating
Central and Electric
Cooling
Central Air and Electric
Fireplace
Yes
# of Fireplaces
1
Exterior
Roof
Garage Spaces
2
Foundation
HOA
Has HOA
None
Additional Information
Styles
Historic
Price per Sq Ft
$355
Listed By

BRYCE OCEPEK, COLDWELL BANKER ANABASIS REALTY

Source

realMLS, MLS#: 2087301

Comments

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