27 OAK Street, St. Augustine, FL 32084
Hildreth Back Bay · St. Johns County
Key Facts
Description
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Year Built
2015
Living Area
1,784 sq ft
Lot Size
0.16 acres
Garage Spaces
1
MLS® Listing#
2144880
Property Features
Appliances
Cooling
Heating
Flooring
Parking
Lot Features
Utilities
Water Source
Schools
- Elementary:
- Ketterlinus
- Middle:
- Sebastian
- High:
- St. Augustine
Financial Details
HOA
None
Annual Taxes
$9,155
Tax year 2025
Parcel Number
1504800000
Directions
San Marco north to Hildreth Drive east to end left on Oak St.
Affordability Calculator
$115,000
Estimated monthly payment
$3,060/mo
Principal $460,000 · Est. interest $641,741 over 30 yrs
Location
Getting Around
Points of Interest in St. Augustine, FL
Showing the St. Augustine area map.
Nearby Schools
FSDB Deaf Elementary School
Elementary · 0.4 mi away
Deaf Middle School (FSDB)
Secondary · 0.4 mi away
Blind High School (FSDB)
Secondary · 0.4 mi away
Florida School for the Deaf & the Blind
School · 0.4 mi away
St Augustine Public Montessori School
Elementary · 0.9 mi away
Able School
School · 0.9 mi away
Sebastian Middle School
Secondary · 1.0 mi away
St Augustine High School
Secondary · 1.3 mi away
The Pioneer School
School · 1.4 mi away
John A. Crookshank Elementary School
Elementary · 1.4 mi away
St Johns County Schools
School · 1.5 mi away
Mky- Head Start /DPP Pk School
School · 1.5 mi away
Ketterlinus Elementary School
Elementary · 1.6 mi away
St. Johns Virtual School
School · 1.6 mi away
St. Johns Technical High School
Secondary · 1.6 mi away
St Johns Community Campus
School · 1.7 mi away
Presbyterian Day School
Elementary · 1.8 mi away
St Johns County Jail
Secondary · 1.9 mi away
Trinity Episcopal Learning Center
School · 2.0 mi away
Cathedral Parish School
Secondary · 2.2 mi away
Commute Calculator
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| 145 DELWOOD Way 289, St. Augustine, FL | $404,000 | 3 | 3 | 1,926 |
Moving Cost Estimate
EXIT Agents in St. Augustine
Listing Courtesy: MAXREV, LLC - 9044602789
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