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Jamie Deihl
REALTOR®
(719) 468-9744

27 Oak Street, Saint Augustine, FL 32084

$679,000
New to the Market
BEDS3 BATHS2 full 1 partial SQUARE FEET1,784 MLS#261081
MAP LISTING
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084

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27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084
27 Oak Street, Saint Augustine, FL 32084

Property 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 Uptownâ??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.

27 Oak Street | MLS# 261081

This home located at 27 Oak Street, Saint Augustine, FL 32084 is currently listed for sale with an asking price of $679,000. This property was built in 2015 and has 3 bedrooms and 2 full and 1 partial baths with 1784 sq. ft. Oak Street is located in the Hildreth Back Bay subdivision. Search Hildreth Back Bay real estate on jamiedeihl.watsonrealtycorp.com today.

Property Features

Property Type: Residential -
Cooling: Central, Electric
Garage: 1
Heating: Central, Electric
Home Style: 2 Story
Lot Size: 0
Roof Type: Shingle
Stories: 2.0
Taxes: $8,636
Year Built: 2015
Square Feet: 1,784

Feature Descriptions

Days on Site: 3
Dock: No
Foundation: Slab
Homestead Exemption: Yes
Location: Marsh Front, Water Front
Lot Dimensions: .17
Low Tide Depth: Under 2 Feet
Navigable: No
Parcel #: 150480-0000
Parking: 1 Car Garage
Personal Property: Ceiling Fans, Microwave, Range, Refrigerator
Waterfront Type: Marsh

Local Schools

High School: St. Augustine
Middle School: Sebastian
Elementary School: Ketterlinus

Listed By / Shown By

Listed By

Agency Name: MAXREV
Agency Phone: 904-460-2789

Shown By

Agent Name: Jamie Deihl
Agent Phone: (719) 468-9744
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 4,191.95 per month $3,274.24 Principal & Interest $719.67 Property Tax $198.04 Homeowner's Insurance

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Disclaimer: 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 site was last updated 03/10/2026. The listing information on this page last changed on 03/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/10/2026 12:42:09 AM EST) or GAMLS (last updated Mon 03/09/2026 11:14:58 PM EST) or Stellar MLS (last updated Tue 03/10/2026 12:29:11 AM EST) or SPC MLS (last updated Mon 03/09/2026 11:20:30 PM EST) or Martin MLS (last updated Mon 03/09/2026 11:38:19 PM EST) or Indian River MLS (last updated Mon 03/09/2026 11:30:27 PM EST) or Daytona MLS (last updated Mon 03/09/2026 11:36:51 PM EST) or Northeast Florida MLS (last updated Tue 03/10/2026 12:18:46 AM EST) or Beaches MLS (last updated Tue 03/10/2026 12:35:40 AM EST) or BORMLS (last updated Mon 03/09/2026 11:15:20 PM EST) or Golden Isles MLS (last updated Mon 03/09/2026 11:26:41 PM EST) or Amelia/Nassau MLS (last updated Mon 03/09/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/09/2026 11:42:28 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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