Islander Real Estate, Homes, Condos for Sale in St Augustine, FL

Live the island life in this move-in-ready townhome located in the gated Islander community on Anastasia Island-- PRICED TO SELL! This 2-bedroom, 2.5-bath home features a one-car garage, two-car driveway, open floor plan, new A/C installed in 2023, updated Kenmore appliances, tile flooring, newer carpet, and an enlarged partially fenced patio offering added privacy. Upstairs, both spacious bedrooms include private full baths and there's a versatile loft that's perfect for a home office, playroom, or additional TV area. Enjoy the community pool and an unbeatable location just 1.8 miles from the beach, minutes from Anastasia State Park, the Amphitheatre, Wednesday Pier Market, and historic downtown St. Augustine. Community roofs are scheduled for replacement, and the seller has already paid the special assessment. Home is occupied; confirmed appointment required, BOOK TODAY!

28 Islander Court, St. Augustine

Listing courtesy of MAXREV, LLC.

$325,000

2 Beds ⋅ 4 Baths ⋅ 2160068 MLS

An ultimate, low maintenance coastal sanctuary! Imagine starting your morning with a quiet breeze on your private back patio, listening to the soft rustle of palms, and knowing that the sparkling shores of St. Augustine Beach are just a quick two-mile trip away. Welcome to The Islander, a gated community nestled on Anastasia Island where pavered streets lined with Magnolias, Crape Myrtles, and Bird of Paradise frame pastel-colored, Bahamian-style townhomes. Whether you're seeking a vibrant full-time residence, a low-maintenance getaway or a cozy island retreat designed for effortless living, this beautifully maintained home offers the perfect balance of comfort, style, and location. The main level sets a bright, coastal tone throughout the open-concept living space with designer window treatments and natural light. Enjoy your own private oasis through the sliding glass doors to your secluded rear garden area, with low maintenance landscaping and elevated style. This spot is perfect for evening cocktails, alfresco dining or lounging with a good book. The upstairs has dual primary suites, designed for ultimate privacy. The primary bedroom ensuite has a walk-in closet with custom shelving and walk-in shower with ocean-hued tiles, while the second bedroom has a shower/tub combo. A shared hallway laundry area with an included washer and dryer keeps daily chores simple and out of sight. A bonus is the 1-car garage and pavered driveway for guest parking. Life at 168 Islander Circle extends far beyond your front door. Step out to enjoy the sparkling community pool and effortless access to everything St. Augustine has to offer. Low HOA fees covers all exterior maintenance, letting you spend more time enjoying the island. Only 2 miles to the St. Augustine Beach Pier and famous sun-drenched beaches, and 2 miles to The Amphitheatre for live music from top touring acts and vibrant Saturday morning Farmers Markets. Prime Convenience! Minutes to local dining, boutique shopping, and historic downtown St. Augustine. Pack your flip-flops--this move-in ready island haven is ready to welcome you home!

168 Islander Circle, St. Augustine

Listing courtesy of STA REALTY.

$317,500

2 Beds ⋅ 3 Baths ⋅ 2151938 MLS

Enjoy easy, low-maintenance living in this beautifully situated 2-bedroom, 2.5-bath townhome with attached garage & picturesque lake views. The open-concept floor plan creates a bright welcoming atmosphere, with water views from the living room, dining area, & kitchen. Step out to the private patio while taking in the lake setting and natural surroundings. The 1st floor features durable tile flooring and an airy layout designed for comfortable living & entertaining. Upstairs, both bedrooms offer the convenience of private en-suite bathrooms, and a dedicated laundry area adds to the home's functionality. New A/C system & Dishwasher in 2026. Located within the gated Islander community, residents enjoy access to a community pool. Situated on Anastasia Island, this home offers convenient access to shopping, dining, and recreation, with the beach just minutes away. Experience biking or the historic charm, waterfront attractions, & vibrant lifestyle that make St. Augustine so special!

189 Islander Drive, St. Augustine

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

$342,000

2 Beds ⋅ 3 Baths ⋅ 2143172 MLS

''Location, location, location! This fantastic 2-bedroom, 2.5-bathroom townhome places you in the heart of the St. Augustine Beach experience. A coveted corner unit boasts a private garage, a delightful side yard,, new stainless appliances, fresh interior paint and, best of all, stunning water views from your newly pavered private lanai. Inside, the main living area offers a spacious and inviting flow, perfect for modern living. Upstairs, you'll find a large loft space, two generously sized bedrooms, and two full bathrooms. This property represents an exceptional opportunity to own a piece of paradise. Just minutes to the white sandy beach or take a bike ride! Schedule your viewing today - this gem won't last long!'' Furnishing are available also outside of the realestate transaction.

58 Islander Circle, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$331,500

2 Beds ⋅ 3 Baths ⋅ 2126237 MLS

Tucked inside a gated island community just 1.5 miles from the beach, this light-filled end-unit townhome offers peaceful, low-maintenance living with all the perks of coastal life. Located outside of a flood zone and on one of the largest lots in the neighborhood, this home feels open, private, and easy from the moment you arrive. The exterior of the structure is maintained by the HOA, including the roof. The HOA also takes care of the lawn and landscaping, so your time is free for beach rides, sunset walks and relaxed island living. Ride your bike to the ocean, come home to a quiet, tree-lined setting, and let life slow down a little. Inside, extra windows fill the home with natural light, enhanced by plantation shutters throughout. The spacious kitchen features updated appliances, an oversized walk-in pantry, and plenty of room for a large table or island, making it perfect for casual meals or entertaining friends. A bonus loft-style family room adds flexible space that works beautifully as a media room, home office, yoga studio, or extra lounge for guests. The split floor plan offers privacy, with walk-in closets in the bedrooms and a primary suite that includes a walk-in closet, walk-in shower, and makeup vanity. Recent updates include a new water heater in 2025, new kitchen appliances and washer and dryer in 2023, along with a whole-house water filtration system and water softener. The upstairs laundry room adds everyday convenience, making it easy to handle chores right where the bedrooms are. Outdoor living is just as special, with three separate spaces to enjoy the island air. Sip coffee on the covered front porch, grill dinner on the private back patio, or unwind upstairs on the balcony where you can sit in the treetops and watch the sunset. Parking is easy with a widened paver driveway for two cars, an attached one-car garage, and nearby guest parking. The community also offers a pool for easy, carefree afternoons. Offered fully furnished or unfurnished if preferred, this home is perfect as a primary residence or second home, giving you a simple, peaceful way to live the island life!

12 Islander Court, St. Augustine

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$337,500

2 Beds ⋅ 3 Baths ⋅ 2122064 MLS

Amazing opportunity to own a beautiful end unit townhome in the sought after Islander community on Anastasia Island. This ideal location is filled with natural light, added privacy, and beautiful water views from the patio, first floor, and owner's retreat. Designed for outdoor living, there are multiple spaces to relax and unwind, including a spacious entry porch, back patio, and second-level balcony that is perfect for reading, catching island breezes, stargazing, or even watching a space launch. The first floor offers an open living plan with a spacious kitchen, large pantry, half bath, and tile flooring throughout for ease of care. Upstairs, the owner's retreat includes a fully updated bath with beautifully tiled shower with glass door and comfort height vanity, along with a guest bedroom and a generous loft ideal for a second living area, home office, or additional sleeping space. Some furniture is available to stay! Great storage with an attached one-car garage and a wide paver driveway that accommodates two vehicles. This end-unit townhome sits on one of the largest lots in the neighborhood, offering a truly exceptional setting within the community. Located within preferred flood zone X, this community has never flooded. The association maintains the exterior and landscaping, allowing you more time to enjoy the Islander lifestyle, complete with a community pool and gated entry. Ideally located close to island restaurants, shops, and the sugar-sand beach, and just a short drive to Historic Downtown St. Augustine, attractions, and shopping. You will love living the Florida lifestyle here.

205 Islander Drive, St. Augustine

Listing courtesy of RE/MAX UNLIMITED.

Selling Office: .

$310,000

2 Beds ⋅ 3 Baths ⋅ 2108656 MLS

This charming 2-bedroom, 2.5-bathroom townhome in the Islander community offers a delightful blend of comfort and convenience. With a spacious 1-car garage, this move-in ready home features an upgraded kitchen perfect for culinary enthusiasts. Enjoy the privacy of your patio in the back. Residents can indulge in the community's top-notch amenities, including a refreshing pool, ideal for unwinding on warm days. Located just minutes from the iconic St. Augustine Beach, this townhome presents a unique opportunity to enjoy coastal living at its finest. Whether you're seeking a permanent residence or a vacation retreat, this property combines modern living with the allure of Florida's beautiful coastline. Schedule your showing today!

295 Islander Circle, St. Augustine

Listing courtesy of REAL BROKER LLC.

Selling Office: .

$365,000

2 Beds ⋅ 3 Baths ⋅ 2064237 MLS

Beautiful, gated community on Anastasia Island! This lovely Key West style townhome has an extended and widened driveway. Enjoy your cozy gathering room with an open kitchen that includes new smart range, dishwasher, and microwave, 42'' kitchen cabinets, granite counter tops and gorgeous laminate cherry wood-look flooring throughout. Upstairs leads to a huge loft area. To the right you'll find the primary bedroom with an ensuite bath. There is a spacious 2nd bedroom with its own private balcony located near its own bath. Upstairs laundry room includes washer and dryer. Downstairs, french doors lead to a tiled private patio with lovely pond view with beautiful sunsets. New exterior paint & stucco in 2022. The Islander community has a private pool for residences and is only minutes away from the beach, downtown St. Augustine, The Amphitheater, Farmers Market, and so much more. Make this your Island home! Electric Fireplace does not convey. Refrigerator Conveys.

14 Islander Circle, St. Augustine

Listing courtesy of PREMIER HOMES REALTY INC.

Selling Office: .

$310,000

2 Beds ⋅ 3 Baths ⋅ 2053937 MLS

This listing is for sold comp purposes only.

252 Islander Circle, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$320,000

2 Beds ⋅ 3 Baths ⋅ 2051212 MLS

Nestled on desirable Anastasia Island, where you are within minutes of both alluring beaches, downtown, shops, The Amphitheater, and great dining, the charming community of ''Islander'' presents a small enclave of ''Key West'' style townhomes. 31 Islander Circle is a beautiful, well taken care of 2 bedroom, 2 & 1/2 bath townhome ready for immediate occupancy. This beauty features a fully equipped kitchen with raised panel white cabinets, tile backsplash, white appliances, and vented range hood. Other wonderful amenities are an easy to maintain 18'' tile flooring on the first floor, 2 master suites with their own private baths upstairs, washer and dryer, pavered driveway, one car garage, durable ''Hardilap'' siding, and a fenced rear yard where you'll enjoy the morning sun and afternoon shade. The gated community also offers a swimming pool and cabana.

31 Islander Circle, St. Augustine

Listing courtesy of RE/MAX SPECIALISTS.

Selling Office: .

$317,000

2 Beds ⋅ 3 Baths ⋅ 2039539 MLS

Welcome to the highly sought-after Islander community, a private and gated enclave on the popular Anastasia Island! This bright and airy corner end-unit townhome offers an island lifestyle with upgraded lush landscaping and three delightful outdoor spaces. Positioned to soak in the morning sun and enjoy stunning sunset views from the top balcony, this townhome features an open floor plan with a 1-car garage providing extra storage space. The lower level boasts a spacious open kitchen with granite countertops, a new stainless steel range/oven, matching fridge,and dishwasher, with new exhaust fan, as well as a convenient half bathroom for guests, a large storage closet, and a pantry. HVAC installed 2022. Upstairs, you'll find two spacious bedrooms with a shared guest bathroom, along with laundry and linen closets. The large open loft is perfect for a family room or home office. The primary suite, located at the rear of the home, features an en-suite bathroom with a stand-up shower and a walk-in closet. The private backyard is designed for relaxation with dividers and an uncovered paver patio. As a resident of Islander, you'll have access to a community pool for cooling off on hot summer days. Additionally, St. Augustine Beach is just a short bike ride away, offering endless fun in the sun. Discover the perfect blend of luxury and convenience in this beautiful townhome in the Islander community. Experience island living at its finest!

260 Islander Circle, St. Augustine

Listing courtesy of LPT REALTY LLC.

Selling Office: .

$330,000

2 Beds ⋅ 3 Baths ⋅ 2020501 MLS

Welcome to 197 Islander Drive, a 2-bedroom 2.5-bathroom townhouse nestled in a gated community located on Anastasia Island in St. Augustine, Florida. Pull into the one car attached garage and enjoy the lake views from the updated kitchen with granite counters, high end cabinets, and stainless steel appliances. Head upstairs and walk across the beautiful Acacia hardwood second level and into the guest bedroom with lake views and private bathroom. Across the hallway is a spacious master bedroom, with a large walk in closet and additional private bathroom. Just a few miles from the beach and with a private community pool, this property is a must see!

197 Islander Drive, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

$323,000

2 Beds ⋅ 3 Baths ⋅ 2001932 MLS

Discover the charm of this inviting two-bedroom, two-bath villa townhome, perfectly poised for immediate occupancy. Nestled on Anastasia Island, this residence boasts an ideal location, just a five-minute drive from both downtown and the pristine beaches. The freshly painted interior, new downstairs flooring, and a backyard enveloped in over 30 feet of lush vegetation ensure a private and serene retreat. Modern conveniences abound with updated appliances, including a smart washer and dryer package. This turnkey gem, free from the risk of flooding, is a rare find on the island. Don't miss the opportunity to preview this property today!

315 Islander Circle, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

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