St Augustine Homes under $500,000

Welcome to St. Augustine, Florida, a captivating city that effortlessly blends rich history with vibrant coastal living. As the oldest city in the United States, St. Augustine boasts an enchanting atmosphere characterized by its cobblestone streets, historic architecture, and stunning waterfront views. Nestled in St. Johns County, this picturesque locale offers residents a unique lifestyle, combining the charm of yesteryear with modern conveniences.

With its warm climate, beautiful beaches, and a plethora of cultural attractions, St. Augustine is a haven for both families and retirees alike. Explore the iconic Castillo de San Marcos, stroll through the lush gardens of the Historic District, or indulge in the local culinary scene that features everything from fresh seafood to artisanal coffee. The city also hosts a variety of festivals and events throughout the year, ensuring there’s always something exciting to experience.

For those seeking to call this enchanting city home, St. Augustine offers an impressive selection of homes priced under $500,000. Whether you're looking for a cozy bungalow, a charming historic home, or a modern townhouse, you’ll find a diverse range of properties that cater to various lifestyles and preferences. This affordability makes it possible for first-time buyers, families, and retirees to invest in their dream home without breaking the bank.

Embrace the opportunity to live in a city steeped in history while enjoying the beauty and warmth of Florida's coastline. St. Augustine is not just a destination; it’s a place where memories are made, and dreams come true. Let us help you find your perfect home in this extraordinary city!

Newest St Augustine Homes under $500,000

$219,000

2 Beds ⋅ 1 Baths ⋅ 264387 MLS

Pack your bags because you're going on vacation and staying there! This adorable move-in-ready home boasts a vibe and location that is tantamount to experiencing the St. Augustine lifestyle! 405 Flagler Boulevard, Unit 10A, comes fully furnished and is located right between our sugar sand beaches as well as our famous and historical downtown St Augustine. This truly inviting residence shows beautifully and makes it easy to start enjoying your new retreat from day one. Its second-floor setting offers the security of living elevated, while the warm interior provides a cozy and welcoming place to unwind after a day exploring the town that Booking.com called The Most Welcoming Little City.

405 Flagler Blvd Unit 10A, St Augustine

Courtesy of Florida Homes Realty & Mortgage

$495,000

3 Beds ⋅ 2 Baths ⋅ 264385 MLS

POOL HOME St Augustine South Sub. Situated on three lots and built in 2015 is your 3BR/2BA home with an additional 375 sq. ft. of conditioned sunroom space. Solid surface flooring throughout the home make living a breeze. Open kitchen layout gleams with quartz counters and stainless steel appliances. The oversized and deep single bowl sink is perfect for those large soup pots when entertaining. A split floorplan provides privacy for the owner's suite and those occupying the guest area. Beyond the open living area is a 376 sq ft sun room complete with solid windows and a mini split air conditioning system to maintain the extra living space. The outdoor area is where you want to be in these warmer months. A screened in pool surrounded by brick pavers will supply hours of rest, relaxation and splashing activities. St Augustine South is known for no HOA nor CDD fees and its access to several public boat ramps within the subdivision. So bring your toys and your pool towels and get ready to

230 Mimosa Rd, St Augustine

Courtesy of Coldwell Banker Premier Properties (A1A Beach)

890 A1a Beach Blvd Unit 70, St Augustine

$435,000

2 Beds ⋅ 2 Baths ⋅ 264375 MLS

Great property at a great price! This spacious two bedroom, two full bath ground floor condominium has been upgraded and meticulously maintained. The unit also features an attached one car garage which is a rare find in the area. The community features a pool, hot tub, clubhouse, tennis and a private beach walkway!

890 A1a Beach Blvd Unit 70, St Augustine

Courtesy of Sunshine Realty & Vacation Rentals, LLC

$399,000

2 Beds ⋅ 2 Baths ⋅ 264373 MLS

Enjoy coastal living at its finest in this beautifully updated, single level 2 bedroom, 2 bathroom townhouse, ideally located in a gated community just a short walk from the beach! Surrounded by beautiful oak trees, this community offers a peaceful setting while keeping you close to everything the beach lifestyle has to offer. The heated community pool is just steps away, making it easy to enjoy a relaxing day in the Florida sunshine. Unwind on the peaceful, screened in patio, the perfect spot to enjoy your morning coffee or relax after a day at the beach. Recent updates include a new HVAC system with a 10 year transferable warranty, replacement of all doors and windows, and updated kitchen and bathrooms. Furnishings are also offered with the sale, making this an excellent opportunity for a move in ready beach getaway, full time residence, or investment property.

3960 A1a S 706, St Augustine

Courtesy of DJ & Lindsey Real Estate

$425,000

4 Beds ⋅ 4 Baths ⋅ 264371 MLS

Enjoy refined resort-style living in this exceptional second-floor corner end unit with elevator access and beautiful golf course views. Located in the community’s newest building, this home offers the largest floor plan and a spacious open-concept layout designed for comfortable living and entertaining. The gourmet kitchen flows seamlessly into the living and dining areas, featuring a gas fireplace and abundant natural light. The enclosed all season lanai allows enjoyment of the beautiful golf views year-round. The primary suite opens to a private lanai with a motorized screen, while one guest suite offers a luxurious Kohler walk-in spa tub. Located within a gated community, residents enjoy low-maintenance living with access to onsite amenities as well as the amenities of King & Bear.

335 N Shore Cir Unit 1021, St Augustine

Courtesy of Watson Realty Corp (A1A)

$224,990

2 Beds ⋅ 1 Baths ⋅ 264368 MLS

Highest and best deadline Mon. 10-5 at 12 pm EST. Located in St. Augustine Shores, this 2-bedroom, 1.5-bath concrete block home is a fixer-upper with many of the major systems already taken care of. Major improvements include a new roof and electrical panel in 2018, with the property also re-plumbed that year. The HVAC was also replaced in 2021. The primary suite has a walk-in closet and private half bath. There is also an attached one-car garage and a screened lanai overlooking the large backyard. An irrigation system and irrigation well are already in place, although neither is currently working. HOA is only $34 per month. St. Augustine Shores offers an impressive list of neighborhood amenities, including an Intracoastal pier and ponds for fishing, a clubhouse, sports facilities, golf, jogging trails, and a community pool. This home would be a great starter home for someone willing to put in some work. It also offers investment potential as a long-term rental or fix-and-flip.

334 Deltona Blvd, St Augustine

Courtesy of Compass Florida

$399,000

2 Beds ⋅ 2 Baths ⋅ 264365 MLS

945 Ridgewood Lane — Where Every Day Feels a Little Brighter. Welcome to a home that doesn’t just offer a place to live, but a place to feel at home. Tucked inside the beloved Southwood community, 945 Ridgewood Lane is a sanctuary of sunshine, comfort, and easy living—designed for those who appreciate simplicity, connection, and the joy of a well loved neighborhood. Step inside and you’re greeted by spaces that instantly lift your spirits. The bright Florida Room is the heart of the home—bathed in natural light, wrapped in peaceful views, and perfect for slow mornings, quiet afternoons, or laughter-filled evenings with friends. It’s the kind of room that makes you exhale the moment you walk in. The flexible floor plan offers two bedrooms, two baths, and a bonus room that adapts to your life—an office, a cozy den, a creative studio, or even a third bedroom. Whatever your lifestyle calls for, this home rises to meet it.

945 Ridgewood Ln, St Augustine

Courtesy of Watson Realty Corp (A1A)

$379,999

3 Beds ⋅ 2 Baths ⋅ 264360 MLS

Calling all Boat and RV lovers who enjoy privacy but want a low-maintenance, lock-it-and-leave-it single-family residence on almost half an acre. This move-in-ready home with a newer roof offers low taxes, no HOA, and the space you've been looking for at the end of a cul-de-sac. It features a wood-burning fireplace, cathedral ceilings, and an open floor plan with new flooring and paint, cleaned and ready for the new Buyer to move in. Mature black walnut and magnolia trees add a view to the back of the property and create your own little preserve. Just 5 minutes from shopping and 10 minutes from downtown, this gives you the feel of having your own Homestead, but not missing out on any of the benefits of Saint Augustine's lifestyle.

556 Fox Hollow Ln, St Augustine

Courtesy of ONE Sotheby's Int A1A Beach

$183,000

2 Beds ⋅ 2 Baths ⋅ 264358 MLS

Welcome home to effortless Florida living! Nestled under the oaks in the charming Moultrie Woods community, this 2-bedroom, 1.5-bathroom townhome offers 1,078 sq. ft. of comfortable space and unbeatable everyday convenience. Say goodbye to weekend chores—the active HOA handles all exterior maintenance, landscaping, water, cable, and pest control, leaving you more time to relax by the community pool or explore the city. Enjoy a short walk to Treaty Park, hop on I-95 in under 5 minutes, or take a quick 15-minute drive to the heart of Historic Downtown and the beautiful beaches of St. Augustine.

9 Moultrie Creek Cir, St Augustine

Courtesy of Superior Real Estate Services

$295,000

2 Beds ⋅ 2 Baths ⋅ 264356 MLS

Built in 2019 and tucked among mature trees, this well-maintained home offers quality construction in a peaceful setting. The open floor plan creates an easy flow between the living, dining, and kitchen areas, while a versatile flex room currently serves as a third bedroom and can also function as a home office, den, or guest space. The practical layout includes two full baths, and the home's single-level design makes everyday living simple and convenient. Outside, the fully fenced yard is shaded by mature trees and includes a detached 16' x 14' shed with ample room for tools, equipment, and hobbies. An easy bike ride to West Augustine's growing collection of restaurants, breweries, coffee shops, and retail plus only 2 miles from historic downtown St. Augustine and just a short 15 minute drive to the beach!

800 N Mclaughlin St, St Augustine

Courtesy of Engel & Volkers St Augustine

$309,000

1 Beds ⋅ 1 Baths ⋅ 264353 MLS

LOCATION, LOCATION, LOCATION... SITUATED BETWEEN THE OLD JAIL AND THE FOUNTAIN OF YOUTH MAKES FOR THE PERFECT LOCATION. WATCH THE TROLLEYS GO BY AND ENJOY ALL ST. AUGUSTINE HAS TO OFFER. THIS SOLID COQUINA BLOCK COTTAGE NEEDS SOME TLC BUT IT HAS AN ARRAY OF OPPORTUNITIES FOR THE RIGHT PERSON WITH A VISION. THE INTERIOR WALLS ARE COQUINA BLOCK AND IT IS A SLAB FOUNDATION. TERMITE DAMAGE IS SCATTERED IN THE WINDOWS AND WINDOW LEDGES. THE PROPERTY ALLOWS FOR ADDITIONS TO THE CURRENT STRUCTURE. PARCEL ID IS FOR FOR 29A & 29B DUFFERIN, NEW PARCEL ID WILL BE ASSIGNED AT CLOSING. ONE WATER METER CURRENTLY TO BOTH 29A AND 29B DUFFERIN. A NEW WATER METER HAS BEEN APPROVED BY THE CITY AND WILL BE INSTALLED PRIOR TO CLOSING. 29A DUFFERIN COULD ALSO BE PURCHASED TOGETHER WITH 29B BUT CURRENTLY TENANT OCCUPIED AND NOT SHOWING 29A. THEY ARE THE SAME SIZE, BUT 29A IS IN BETTER CONDITION. ONE OR BOTH CAN BE OWNWER FINANCED. BEING SOLD IN AS/IS. HOME INSPECTIONS WELCOMED.

29 Dufferin Street Unit B, St Augustine

Courtesy of New World Realty & Property Management.

220 Paseo Terrazza Unit 401, St Augustine

$425,000

3 Beds ⋅ 2 Baths ⋅ 264350 MLS

ELEVATED PENTHOUSE LIVING IN PALENCIA Discover refined luxury in this stunning, fully renovated 2,123-square-foot penthouse condo in desirable Palencia. Offering sweeping views, an elevator-access building, front and rear patios, and a private two-car garage, this exceptional residence blends sophisticated design with thoughtful, modern functionality. Every detail has been carefully curated, from the striking 4K virtual window in the dining and seating area to the serene Japanese soaking tub in the primary suite. Additional designer features include smart toilets in both the primary and guest baths, two linear electric fireplaces, a new induction range and refrigerator, new water heater and water conditioner, built-in laundry cabinetry, and custom-designed closets. The spacious layout provides an elegant setting for both everyday living and entertaining, while the private patios offer inviting outdoor spaces to relax and enjoy the beautiful surroundings.

220 Paseo Terrazza Unit 401, St Augustine

Courtesy of Watson Realty Corp (A1A)

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