See Home Value
$729,900
↓ $50K (3%)
● House - Off Market

16 MAY Street

St Augustine, FL 32084
bedrooms
4 Beds
bathrooms
5 Baths, 1 Half Bath
square feet
4,495 Ft²
$3,584
Est. Monthly

About This Property

Truly a unique, one-of-a-kind property that will delight! Great opportunity for an Airbnb! A wonderful step back in time but beautifully fitted into today's modern lifestyle with updates, wide open, bright and airy spaces. Former home and studio of famous sculptor Adrian Pillars - prepare to be impressed and charmed.   Beautiful leaded windows, arches, nooks & crannies and a huge updated kitchen. Full studio apartment with second kitchen, perfect as a guest suite or separate living quarters. Two car garage with electronic gate to back alley.  The property is lush and beautifully landscaped.  Freshly painted exterior.  Easy in and out off May St with front to back driveway.
Unit Size
4,495 Ft²
Days on Market
-
Land Size
-
Price per sqft
$162
Property Type
House
Property Taxes
-
HOA Dues
-
Year Built
1925

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Last updated: 2 years ago (Real MLS #979944)

Price History

Date / Event Date Event Price
Oct 8, 2025 Price Decreased $1,595,000
↓ $50K (3%)
Price Decreased
Jul 14, 2025 Price Decreased $1,645,000
↓ $50K (3%)
Price Decreased
May 12, 2025 Listed $1,695,000
Listed
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.
Dec 28, 2023 Sold
Sold
Nov 16, 2023 Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS $1,399,000
Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1925
  • Effective Year Built: 1995
  • Building Count: 1
  • Bedroom Count: 4
  • Bathroom Count: 4
  • Full Bathrooms: 4
  • Partial Bathrooms: 4
  • Bathroom Plumbing Fixtures: 16
  • Building Condition: 1
  • Building Quality: 1
  • Construction Type: 12
  • Building Style: 17
  • Exterior Walls Type: 6
  • Interior Walls Type: 3
  • Roof Shape Type: 6
  • Roof Cover Type: 3
  • Floor Count: 300
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 7
  • Garage Square Area: 520
  • Parking Space Count: 1
  • Patio Type: 20
  • Porch Type: 7
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 12,196
  • Lot Size Depth Feet: 1,580
  • Lot Size Frontage Feet: 760
  • Total Building Area: 4,495
  • Gross Building Area: 4,495
  • Building Area: 4,495
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 4,495
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: NELMAR TERRACE
  • Land Acres: 0000000280
  • Standard Land Use Code: 1001
  • County Land Use Code: 0100
  • State Land Use Code: 01
  • Legal Description 1: 2-1 NELMAR TERRACE LOT 28 OR5316/801

Neighborhood

  • School District Name: St. Johns County School District
  • Census Tract: 020200

Geography

  • Assessors Map Reference: 162A
  • Parcel: 154060-0000
  • Lot: 28
  • Meridian: SEC 07 TWN 07S RNG 30E
  • Municipality: CITY OF ST AUGUSTINE
  • Latitude: 29.9101
  • Longitude: -81.318

    Address

  • Full Address: 16 May St
  • Address - House Number: 16
  • Address - Street Name: May
  • Address - Suffix Type: St
  • State: FL
  • City Name: Saint Augustine
  • Carrier Code: C032
  • 4-Digit Zip Code: 2139
  • Zip Code: 32084

Valuation

    Tax

  • Total Area: 4,600
  • Tax Year: 2023
  • Tax Amount: $1,747,495
  • Tax Rate Code Area: 452

    Appraisal Valuation

  • Standard Deviation: 0.0713
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 95
  • Final Value: 1,389,074
  • High Value: 1,488,177
  • Low Value: 1,289,972

    Market Valuation

  • Market Total Value: $907,489
  • Market Land Value: $334,400
  • Market Improvement Value: $573,089

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $907,489
  • Assessed Land Value: $334,400
  • Assessed Improvements Value: $573,089

    Sales

  • Current Sale Contract Date: Dec 15, 2023
  • Current Sale Recording Date: Dec 28, 2023
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 100175
  • Previous Sale Recording Date: Jul 13, 2021
  • Previous Sale Contract Date: Jul 01, 2021
  • Previous Sale Amount: $850,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Nelmar Terrace


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Frequently Asked Questions

When was property at 16 May Street built and last sold?
The property at 16 May Street was built in 1925 and last sold on Dec 15, 2023 for $900,000.
How much is this home worth?
The estimated value of the home located at 16 May Street is $1,557,147.
What are some comparable homes to 16 May Street?
There are currently no comparable homes to 16 May Street.