Address
50 Charlotte St, Saint Augustine, FL
Price
$ 1,975,000
Property Attributes
- MLS#261691
- TypeSingle Family
- Listing Status Active
- CountySAINT JOHNS
- CitySaint Augustine
- Area04
- NeighborhoodCity St. Augustine
- Zip32084
- Style
- Year Built1900
- Taxes$ 8778
- Price$ 1,975,000
- Bedrooms3
- Full Bathrooms2
- Half Bathrooms0
- Sqr Footage2000
- Lot Size0.04 Acres
Data Source:
St. Augustine & St. Johns County BOR (SASJC)
Property Description
50 Charlotte Street | St. Augustine, Florida - An Iconic Corner in the Heart of the Historic District Positioned at the prominent corner of Charlotte and Hypolita Streets, 50 Charlotte Street presents a truly rare offering in the heart of St. Augustine's historic district that has been lovingly held as a legacy property by the same family for over 50 years. Just one block from the Matanzas River bayfront, this exceptional property is surrounded by renowned restaurants, boutique shops, and the city's most celebrated attractions. With unmatched walkability, high visibility, and constant pedestrian and trolley traffic throughout the day, the location stands among the most desirable in one of Florida's most iconic destinations. Originally constructed in 1900, this two-story historic building embodies the timeless character and architectural heritage that define St. Augustine. Set on a fully walled lot, the property reveals a private, brick-pavered courtyard shaded by mature trees - an inviting and tranquil retreat that contrasts beautifully with the vibrant energy just beyond its walls. A classic wooden second-story balcony overlooks Charlotte Street, offering a charming vantage point of the lively streetscape with glimpses toward the bayfront. The first floor features two thoughtfully designed units, including an inviting retail storefront and a separate residential apartment, each curated with finishes that honor the building's historic integrity. The second floor hosts a beautifully appointed one-bedroom residence, complete with rich wood flooring, a cozy kitchen, traditional shuttered windows, and a full bath. This residence opens onto a private deck overlooking the courtyard, creating a serene and intimate outdoor living space. Access from Charlotte Street welcomes guests through a charming entry into the courtyard, providing entry to the retail space, the second-floor residence, and an additional detached unit tucked within the courtyard - ideal for a creative studio, office, or flexible workspace. A second point of entry through an antique iron gate on Hypolita Street offers convenient access to the first-floor residential unit and the rear studio, enhancing the property's versatility for multiple occupants or uses. Zoned HP-2 (Historic Preservation 2), the property allows for a dynamic mix of residential and commercial uses, including retail, office, and hospitality-oriented concepts. With four total units, enduring architectural appeal, and a premier downtown location, this property offers exceptional flexibility for an owner-user, investor, or business operator. Whether envisioned as a boutique retail destination, professional office, income-producing investment, or a distinctive live-work environment, the possibilities are as compelling as the setting itself. Please note: The current business does not convey with the sale, as it will be relocating to another downtown location. All occupants will vacate the property prior to closing. The square footage is approximate.
| Price History | |
|---|---|
| 4/4/2026 | Listed $2,175,000 |
| 6/23/2026 | 10$1,975,000 |
General Features
| Living Area | 2000 |
|---|---|
| Status | Active |
| Full Baths | 2 |
| Year Built | 1900 |
| Subdivision | City St. Augustine |
| Stories Count | 2 |
| Class | RESIDENTIAL |
| Type | Multi family |
| New Construction Y/N | No |
| Status | Active |
| Area | 04 |
| Legal Description | CITY OF ST AUGUSTINE LOT 14 & E45FT OF LOT 15 BLK 9 OR3328/598 |
| Bank/Corporate Owned? | No |
| Price Per Sq Ft Total AG | 987.5 |
Interior Features
| Beds | 3 |
|---|
Exterior Features
| Waterfront | No |
|---|---|
| Lot Size Area | 0.04 |
| Lot Dimensions | 1742 |
| Acreage | Less than 1/4 Acre |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 32084
Price
Taxes
Year Built
Visits
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Updated on September 11, 2026 11:43 PM UTC
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this
The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The data is provided exclusively for the user's personal non-commercial use, and may not be used for any purpose other than to identify properties that the user may be interested in purchasing or leasing. The properties displayed may not be all of the properties in the MLS's database, or all
