27 Oak Street
Saint Augustine, FL, 32084 $ 599,900
Bedrooms3 Baths2.1 Sq 1,784 Monthly Estimate*
$ 3,694
for $599,900 with 3 bedrooms and 2 full baths, 1 half bath. This 1,784 square foot home was built in 2015 on a lot size of 0.17.
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 Uptownâs 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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FeaturesGeneralLiving Area 1784
Heating Central Electric
Cooling Central Electric
Water City
Construction Frame
Status Active Active
Full Baths 2
Half Baths 1
Year Built 2015
Subdivision Hildreth Back Bay
Style 2 Story
Stories Count 2
Class RESIDENTIAL
Type Single Family Residence
New Construction Y/N No
Extras Fireplace
Area 03
Location Marsh Front Marsh View Water Front Water View
High School St. Augustine
Elementary School Ketterlinus
Middle School Sebastian
Legal Description 2-29 HILDRETH BACK BAY S25FT OF LOT 7 & N25FT OF LOT 8 BLK 1 (EX PT LT 7 IN OR1373/755) OR6137/1176
Bank/Corporate Owned? No
Price Per Sq Ft Total AG 336.27
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InteriorInterior Amenities Ceiling Fans Dishwasher Dryer Microwave Range Refrigerator Washer
Flooring Tile
Beds 3
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ExteriorWaterfront Type Marsh
Waterfront Yes
Dock No
Lot Size Area 0.17
Lot Dimensions .17
Acreage Less than 1/4 Acre
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* Excluded FeaturesList Bymadisoncloses904@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,694
- Monthly Property Taxes
- $720
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Saint Augustine, FL
Average List Price $810,563
Percent of Sale Price 35%
About Saint Augustine, FL 14,035 Population
15% Since 2002
$ 49,246 Median Income
41.84 Median Age
15% Households with Children
Trends Information provided by ATTOM Data Solutions.
5197985 Elementary School
5197984 Middle School
St. Augustine High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/24/2026 | $599,900 | -7.57% | Price Down |
| 3/21/2026 | $649,000 | -4.42% | Price Down |
| 3/6/2026 | $679,000 | | Listed Price |