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$575,000
12 Days On Site

27 OAK Street
St. Augustine, FL 32084

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
1,784
SqFt
$322
/SqFt
2015
Built
Subdivision:
Hildreth Back Bay
County:
St. Johns
Listing courtesy of MADISON BEALE of MAXREV, LLC
Call Now: (239) 286-9606
Is this the listing for you? We can help make it yours.
(239) 286-9606
27 OAK Street27 OAK Street27 OAK Street27 OAK Street
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Mortgage Calculator

Monthly Payment (Est.)

$2,623
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Tucked away on a quiet dead end street in the heart of Uptown St. Augustine, 27 Oak Street offers an incredible opportunity to enjoy marshfront living just minutes from the historic district and the beaches of Vilano. Located in the desirable Hildreth Back Bay section of Fullerwood Park and set at a high elevation, this 3 bedroom, 2.5 bath home captures the essence of peaceful coastal living while remaining close to everything that makes St. Augustine special. Inside, the home welcomes you with fresh new interior paint, warm travertine tile floors, and a bright open layout designed for both everyday comfort and entertaining. The kitchen has been beautifully refreshed with refinished cabinetry, granite countertops, and brand new appliances, creating a clean and functional space that flows seamlessly into the main living areas. Upstairs, the primary suite is perfectly positioned to take in the tranquil marsh backdrop and features its own private balcony, an ideal place to enjoy your morning coffee while watching the sunrise over the marsh or unwind in the evening as coastal breezes roll in. Two additional bedrooms provide comfortable accommodations for family or guests, while a separate flex space offers versatility for a home office, reading nook, playroom, or loft style lounge. Outside, the spacious homesite offers sweeping marsh views and a peaceful natural setting, often visited by native birds and wildlife. The property also offers a rare level of functionality with space to discreetly store an RV or boat completely tucked away from view. Additional highlights include a garage wired for an EV charger and thoughtful interior updates that make the home completely move in ready. Located within an A rated school district and just moments from Uptown's beloved coffee shops, restaurants, and boutiques, this home blends lifestyle, flexibility, and location. With no HOA restrictions, owners have the freedom to enjoy the property as a primary residence, second home, or short term rental. Marsh views, privacy, modern updates, and a prime Uptown location make 27 Oak Street a rare opportunity to experience the best of St. Augustine living.

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Listing Snapshot
Price 
$575,000
Days On Site 
12 Days
Bedrooms 
3
Inside Area (SqFt) 
1,784 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.16 Acres
Year Built 
2015
MLS® Number 
2144880
Status 
Active
Property Tax 
$9,154.74
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 weeks agoListing first seen on site
2 weeks agoListing updated with changes from the MLS®
General Features
Acres 
0.16
Additional Property Use 
ResidentialSingle Family
Garage 
Yes
Garage Spaces 
1
Parking 
Garage
Property Sub Type 
Single Family Residence
Special Circumstances 
Standard
Utilities 
Electricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
Residential
Interior Features
Appliances 
DishwasherDryerMicrowaveRefrigeratorWasher
Cooling 
Central AirElectric
Flooring 
TileWood
Heating 
CentralElectric
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Exterior Features
Lot Features 
Waterfront
Waterfront 
Yes
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
321-North City-St Augustine
Schools
School District
Unknown
Elementary School
Ketterlinus
Middle School
Sebastian
High School
St. Augustine
Listing courtesy of MADISON BEALE of MAXREV, LLC



Listing information is provided by Participants of the Northeast Florida Multiple Listing Service(dba realMLS). 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. Copyright 2026, Northeast Florida Multiple Listing Service(dba realMLS).
Last checked: 2026-05-25 11:07 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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