Hildreth Back Bay Real Estate, Homes, Condos for Sale in St Augustine, FL

Location, location, location and this one delivers. Situated near the marsh with easy access to historic uptown/downtown St. Augustine, this three bedroom split floor plan home offers the kind of setting that's increasingly hard to find. Built to last with solid concrete block construction, the home features vinyl flooring & a layout that gives everyone their own space. AC updated in 2022 & water heater updated in 2017 & Roof in 2010. Enjoy the freedom of no HOA, a well for irrigation to keep your outdoor space thriving & the quiet charm of living just moments from the energy of downtown. A spacious backyard & one-car garage add to the appeal, offering room to breathe, & make it your own. Whether you're a first-time buyer, looking to simplify, or seeking a smart addition to your portfolio, this is St. Augustine living at an accessible entry point.

5 Beacon Street, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$560,000

3 Beds ⋅ 3 Baths ⋅ 2144880 MLS

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.

27 Oak Street, St. Augustine

Listing courtesy of MAXREV, LLC.

Selling Office: .

$460,000

3 Beds ⋅ 2 Baths ⋅ 2143861 MLS

This move-in ready St. Augustine gem truly has it all -- character, quality, outdoor living, & location. Inside, the open floor plan offers comfort & functionality. The stunning kitchen features soft-close cabinetry, granite countertops, tile backsplash, SS appliances, & flows seamlessly into the dining area or secondary living space - perfect for entertaining & everyday living. The home also features an office, beautifully updated bathrooms, & ample closet space. The spacious family room has wood beams & a cozy brick fireplace, creating a warm inviting atmosphere. The screened-in patio overlooks a sparkling in-ground pool & oversized backyard, offering the ideal setting for relaxing, hosting, or enjoying the outdoors. Additionally, a detached workshop with storage & covered entertaining space adds even more versatility to this exceptional property. Major updates include a brand-new roof(2026) & a new AC system and pool pump installed in 2025. Homes like this don't come along often!

15 Oak Street, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS SOUTHSIDE.

Selling Office: .

$930,000

3 Beds ⋅ 2 Baths ⋅ 2143440 MLS

This might be the quaintest cottage you've ever seen! Your own private sanctuary awaits at 14 Althea Street in the Fullerwood neighborhood of historic Saint Augustine. This custom 3 bedroom/2 bathroom home along Robinson Creek is accessible by paddle board or kayak to the intracoastal. The half acre lot is a dream come true! The oversized covered deck is screened for peaceful evenings enjoying the marsh view. Walk out on to a spacious 30 x 22 paver area and light the logs in the fire pit. An outdoor kitchen is perfect for grilling and entertaining guests. Toss your crab trap into the creek and take a nap in the hammock stretched between the trees. Elaborate landscaping makes this a paradise for birds and other wildlife. Inside, details include: 14-foot soaring wood-covered ceilings, bright windows with shutters, an updated kitchen with stainless appliances and built-in ice maker, gas fireplace with book shelves in the great room, stone wall details, bamboo and tile flooring. Seller in 2026 updated the primary bathroom to add a soaking tub and new tile. Stacked washer/dryer near closets with custom shelving make doing laundry convenient. Generator and water softener included! This charming home was recently painted white with blue/black accents and is meticulously and regularly maintained. It is close to Vilano Beach and the historic district of St. Augustine and the best shopping and restaurants the area has to offer. NO HOA or CDD fees! This property is zoned RS-2, which is a one-week rental minimum.

14 Althea Street, St. Augustine

Listing courtesy of EXP REALTY LLC.

Selling Office: .

$975,000

3 Beds ⋅ 2 Baths ⋅ 2143486 MLS

Sometimes you find a home and immediately feel the WOW factor! 18 Althea is one of those homes, nestled in the wooded marsh in the Fullerwood neighborhood of St. Augustine. Built on stilts, the 2,223 SF property sits on .67 of an acre, backing to Robinson Creek. Imagine taking your paddle board or kayak to the intracoastal waterway. The builder spared no detail, importing materials to create a serene retreat like no other. An extended paver driveway leads to a covered parking area and storage, perfect for vehicles, water toys and supplies. Upstairs, the wrap-around porch is welcoming with a bar for seating. Through the double doors, the open-concept great room/dining and kitchen combination is perfect for entertaining. High ceilings are covered in wood. The main floor of the house includes TWO primary suites with large closets and ''matching bathrooms,'' plus a third room with double doors, currently being shown as a bedroom (nonconforming). Stairs lead to a 250 SF loft that can be turned into another bedroom, office, or a hangout space. This property is zoned RS-2. Being close to Vilano Beach and the historic district of St. Augustine and the best shopping and restaurants the area has great benefits. NO HOA or CDD fees! This unique home won't last for long!

18 Althea Street, St. Augustine

Listing courtesy of EXP REALTY LLC.

$565,000

3 Beds ⋅ 2 Baths ⋅ 2143452 MLS

Fully furnished and turnkey, this is your opportunity to own a vacation home, short-term rental, or your own private getaway! Gently lived in and used primarily as a vacation home, it feels practically brand new. Inside, you'll find a clean, modern design featuring stainless steel appliances, granite countertops, durable vinyl flooring, and timeless white shaker cabinets. Start your mornings on the charming front porch with a cup of coffee, and wind down evenings on the back deck,perfect for grilling and entertaining (Grill Included) Located a nice walk from the heart of historic downtown, and moments from the Vilano Beach via the nearby Vilano Bridge, this home delivers the best of both worlds, coastal living and city charm.

10 Beacon Street, St. Augustine

Listing courtesy of ELITE REALTY GROUP.

$660,000

3 Beds ⋅ 2 Baths ⋅ 2123230 MLS

Nestled in the heart of historic St. Augustine, 35 Oak Street offers a rare opportunity to own a home in one of the city's most charming and sought-after neighborhoods. Just moments from the vibrant energy of downtown, this residence blends timeless character with the ease of walkable living—where cobblestone streets, renowned dining, boutique shopping, and rich history are all at your doorstep. Set on a quiet, tree-lined street, the home provides a welcoming sense of privacy while remaining effortlessly connected to the best of America's oldest city. Whether you're enjoying morning coffee under the oaks, hosting intimate gatherings, or heading out for an evening stroll to nearby attractions, this property captures the essence of St. Augustine's relaxed coastal lifestyle. Ideal as a primary residence, second home, or investment opportunity, 35 Oak Street is a place where history, charm, and modern living intersect! Short Term Rentals allowed in the Uptown Neighborhood! Floor plan offers the primary bedroom downstairs with large en suite! Jacuzzi tub and separate shower with double sink vanity making it a true sanctuary. Real wood floors throughout with large windows and French doors that open up to the views of the marsh on both levels. Covered back patios from the primary bedroom or upper level offers a great deal of space to enjoy the outdoors. Backyard is now fully fenced.

35 Oak Street, St. Augustine

Listing courtesy of EXP REALTY LLC.

Selling Office: .

$489,999

2 Beds ⋅ 2 Baths ⋅ 2123086 MLS

Waterfront gem in the Historic District of St. Augustine! This beautifully updated 2BR/2BA home offers navigable water access with stunning marsh and Intracoastal views from a quiet dead-end street. Elevated on stilts, the home features all ceramic tile, a wood-burning fireplace, and a stylish kitchen with stainless steel appliances and a mother-of-pearl backsplash. Recent upgrades include a new metal roof, windows, doors, gutters, and a brand-new lower deck with retractable awning. Enjoy a fenced yard, parking for 4+ vehicles including RV/boat, and a very successful Airbnb history. NO HOA!!! Prime location!!! Bike to the beach, walk to downtown St. Augustine and the Fort, with access to a community park, and garden. Ideal as a primary residence, second home, or investment property.

31 Oak Street, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$605,000

4 Beds ⋅ 3 Baths ⋅ 2100982 MLS

Move-In Ready! Perfect for Short-Term Rentals or Your Family's New Retreat! This stunning new home, built in 2021, is nestled on a spacious 0.37-acre lot at the end of a peaceful street. Featuring 4 bedrooms and 3 bathrooms, modern stainless steel appliances, granite countertops, vinyl flooring, and elegant white shaker cabinets, this home is designed for comfort and style. Enjoy outdoor living on the deck, perfect for grilling and entertaining family and friends. Whether you're looking to add a pool, shed, or office, the oversized lot allows for endless opportunities. With ample parking and no HOA, this property provides flexibility and convenience. This turn-key property is currently a successful short-term rental, making it a great investment opportunity. Located just 5 minutes from Vilano Beach, the historic downtown district, and much more, this home offers the perfect blend of tranquility and accessibility. Schedule your showing today!

44 Hildreth Way, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$630,000

3 Beds ⋅ 3 Baths ⋅ 2067060 MLS

Discover your dream home nestled in a serene setting, featuring 3 bedrooms and 2.5 baths, with expansive vistas of the Estuary and marshlands. This beautifully maintained residence boasts a newer roof(2020), and parts of the home have been freshly painted on the exterior(2024), offering a bright and inviting atmosphere. Enjoy the convenience of an elevator and a corner lot, along with a charming gas fireplace that adds warmth to the cozy living area. This home is also conveniently located close to downtown, pristine beaches, and numerous amenities, providing the best of both worlds. Additionally, you'll appreciate the newer AC units(2020) and water heater(2022), ensuring your comfort and peace of mind. Step into the modern kitchen, equipped with stainless steel appliances, including a sleek gas stovetop, ideal for culinary enthusiasts. One of the standout features of this home is the huge bonus room located downstairs. This versatile space can easily be transformed into a next-gen suite, a home office, or a recreational area, accommodating all your lifestyle needs. Don't miss your chance to own a piece of paradise with captivating views and ample living space. Make this meticulously maintained home yours and indulge in luxurious coastal living. Schedule a tour today and discover the endless possibilities this dream home has to offer!

37 Oak Street, St. Augustine

Listing courtesy of PONTE VEDRA KEY REALTY.

Selling Office: .

$635,000

4 Beds ⋅ 2 Baths ⋅ 2044927 MLS

Welcome to 18 Oak St, a charming 4-bedroom, 2-bathroom home nestled in the heart of historic Uptown St. Augustine, within the desirable Hildreth Back Bay of Fullerwood Park. Built in 1924, this beautifully maintained residence spans 1,644 sq ft and sits on a generous .34-acre lot, offering ample space for outdoor living with room to add a pool. Step inside to find brand-new white oak hardwood floors, complemented by a thoughtfully remodeled master bathroom, guest bathroom, and a completely remodeled kitchen featuring marble countertops, beautiful white cabinets, and newer appliances. The home's character is preserved with modern upgrades, including new impact windows (2020), a roof (2018), HVAC (2017), a tankless water heater (2020), and fresh interior paint. The property also boasts a detached 3-car garage, built in 2020, with an unfinished 364 sq ft space above—perfect for creating a 1 bed/1 bath studio apartment, ideal for Airbnb potential (building plans available upon request). Additional highlights include Hardie board siding, spray foam insulation, updated plumbing, and a spacious driveway accommodating up to 12 cars. With no HOA, this home combines historic charm with modern convenience, all in a prime location close to the vibrant downtown of St. Augustine and just 5 minutes from the sandy beaches of Vilano. The 4th bedroom is non-conforming and currently being used as a gym. Don't wait, schedule a showing today!

18 Oak Street, St. Augustine

Listing courtesy of MOMENTUM REALTY.

Selling Office: .

$424,000

3 Beds ⋅ 3 Baths ⋅ 2038862 MLS

Experience Amazing Marsh Views and Ultimate Privacy on this historic lot! Launch your kayak directly from your backyard or build your own dock to immerse yourself in the serene marsh views all day long. Conveniently bike or walk to downtown St. Augustine for shopping, dining, and exploring the rich history of this charming city. The Vilano Bridge is just under 2 miles away, offering easy access to beautiful beaches. Enjoy breathtaking sunrise and sunset vistas over the marsh and creek leading to the Intracoastal Waterway. Current home has been approved by the city to tear down. Build you dream home on this beautiful marsh view property! Don't miss this great opportunity to own gorgeous, marsh-front property in the peaceful Fullerwood/North City neighborhood. With its sidewalks and bike lanes, you're seamlessly connected to the vibrant downtown area and serene beach spots.

34 Oak Street, St. Augustine

Listing courtesy of PREMIER HOMES REALTY INC.

Selling Office: .

$485,000

3 Beds ⋅ 2 Baths ⋅ 2030098 MLS

Beautiful home in the Fullerwood District of Historic Saint Augustine, and situated just 2 miles from the heart of Saint Augustine and 2 miles from Vilano beach. This 3-bedroom, 2-full bathroom home is nestled on a quiet street just outside of the nation's oldest city. Cement block construction with an above-ground pool, large backyard, space for boat storage, and a grand oak tree. The metal roof, hot water heater, and AC are all relatively new, at 8, 7, and 5 years old respectively, giving you peace of mind for years to come. Two-car attached garage with a convenient utility bathroom, perfect for rinsing off after the beach, just a short 2-mile drive away! This home offers a comfortable and inviting interior with a well-designed floor plan that provides ample space for both relaxation and functionality. Located in flood zone AE, but sitting over 8 feet above the base flood elevation, you can feel at ease. To make your move even easier, the seller is offering up to $10,000 in concessions. 21 Atlantic Ave, A perfect blend of modern comfort and historic charm.

21 Atlantic Avenue, St. Augustine

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

Selling Office: .

$735,000

3 Beds ⋅ 3 Baths ⋅ 1240073 MLS

New construction, north city. Contemporary 3 bedroom, 2.5 bath.

18 Beacon Street, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$740,000

4 Beds ⋅ 4 Baths ⋅ 1214055 MLS

This is a unique property in the extremely desirable Fullerwood neighborhood. This property is in the heart of all that St. Augustine has to offer. The main house has been beautifully updated with an open floorplan and beautiful hardwood flooring. It has two spacious bedrooms and 2 full bathrooms. The guest house has two apartments. There is a one-bedroom apartment on the top floor with a private balcony and a studio apartment on the bottom floor. All of the living areas have their own inside laundry. I just love the outdoor space which has a pergola and fire pit for all to enjoy. This property is zoned for weekly rentals. Don't miss out on this fantastic opportunity to own this unique property.

35 Atlantic Avenue, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

Browse All Hildreth Back Bay Properties for Sale

Hildreth Back Bay Real Estate & Homes