Windswept Acres Real Estate, Homes, Condos for Sale in St Augustine, FL

Highly desirable Windswept Acres on Anastasia Island! Just a short stroll to the beach, where you can enjoy breathtaking sunrises and the coastal lifestyle you've been dreaming of. This lovingly cared for one-owner home is ideally situated near beach access, a boat ramp with access to the Intracoastal Waterway, a community playground, popular restaurants and shopping. Designed for comfortable living, the home features a convenient split-bedroom floor plan, a spacious owner's suite, and a bright breakfast nook with sliding glass doors leading to a private backyard surrounded by lush landscaping. The expansive great room opens through French doors to a covered, screened lanai--perfect for relaxing year-round. Major updates provide peace of mind, including a new roof (2019), replumbed with a new water heater (2022) and a newer Trane compressor. Additional features include a central vacuum system, pull-down attic stairs in the garage, workbench and built-in storage cabinets. Welcome home!!

5367 5th Street, St. Augustine

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

$589,000

3 Beds ⋅ 2 Baths ⋅ 2146855 MLS

Located just steps to the beach AND the intracoastal, this sunny home offers easy island living. With a large yard and no HOA, there is plenty of room for boat and RV parking. A welcoming front porch is the perfect place to enjoy the breezes. Inside, 9 ft ceilings, generous windows and open concept living create a bright and welcoming environment. Neutral toned flooring flows throughout. The contemporary kitchen features quartz counters and warm wood cabinets. The spacious master with glass french doors opens to the private backyard complete with pavers and a hot and cold outdoor shower! Additional bonus shed is heated and cooled. The fully fenced yard has large gates for all your toys. Beautiful neighborhood offering the best of island living. Short term rentals allowed.

5324 2nd Street, St. Augustine

Listing courtesy of ENGEL & VOLKERS ST AUGUSTINE.

Selling Office: .

$789,000

4 Beds ⋅ 2 Baths ⋅ 2138072 MLS

Welcome to ''Tiki Time'' - your private backyard oasis and the perfect blend of relaxation and investment opportunity! This beautifully maintained 4-bedroom, 2-bath home features a stunning outdoor retreat complete with a sparkling pool and spa, an oversized poolside tiki hut ideal for entertaining, and a cozy firepit for unforgettable evenings under the stars. Inside, the home shines with a thoughtfully remodeled open-concept kitchen featuring stainless steel appliances, granite countertops, and a convenient bonus bar/coffee station--perfect for hosting or everyday living. The split-bedroom floor plan offers privacy and functionality, with a spacious primary suite overlooking the pool, dual closets, and a beautifully updated bathroom with a large walk-in shower. Offered turnkey and currently part of a highly successful short-term vacation rental program, this property is ideal as a primary residence, second home, or income-producing investment. Don't miss your chance to own this tropical escape--"Tiki Time" is truly a lifestyle!

5398 Soundview Avenue, St. Augustine

Listing courtesy of LIGHTHOUSE REALTY ASSOCIATES.

$556,000

3 Beds ⋅ 2 Baths ⋅ 2103855 MLS

Entered for production, SA250840 selling agent Colleen Sullivan.

5361 4th Street, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$2,050,000

4 Beds ⋅ 2 Baths ⋅ 2085193 MLS

Intracoastal front pool home, all one level, with a wide open floor plan, soaring ceilings and walls of windows for unobstructed views of passing boats, dolphins, pelicans, and stunning sunsets. Located on a local favorite street with a canopy of oak trees and Spanish moss, the beach is less than a mile away and the Intracoastal is at your back yard. Outside you will love the enormous covered veranda with summer kitchen, gas fireplace and plenty of room for outdoor dining and gathering with friends and family. Take a few steps down to the saltwater pool, spa, large patio, and fire pit. With absolutely no light pollution, it's a beautiful space for stargazing at night. Interior features include real hardwood floors, 13' ceilings, four generous bedrooms, and two modern bathrooms. The kitchen is the centerpiece of the home. Plentiful storage with open shelving and cabinetry with deep drawers. Quartz countertops, a huge island, Cafe appliances with bluetooth connection, refrigerator with a hot water dispenser, and gigantic pantry with built-in shelving. On the way to the 3 car garage, the laundry room is a landing zone for shoes, jackets, and keys and is large enough to include a sink and work space for crafting. A recently installed whole house water filtration system provides crystal clear water throughout. On the exterior, cedar ceilings and pillars keep the natural look along with Florida friendly landscaping that requires no irrigation. This concrete block home is sitting high at 11' elevation and is wrapped in concrete Hardie board siding. Low maintenance, low taxes, low utility bills, and no HOA.

5325 Riverview Drive, St. Augustine

Listing courtesy of LPT REALTY LLC.

Selling Office: .

$460,000

3 Beds ⋅ 2 Baths ⋅ 2065561 MLS

Perfect Anastasia Island location on one of the nicest blocks at Windswept Acres in St Augustine and Priced to Sell! 3 Bedroom, 2 bath home with 2 car garage. Open floor plan, a large screened porch and spacious fenced backyard. A short walk or bike ride to the beautiful sandy beaches of the Atlantic Ocean/Butler Beach. Or drop your kayak a couple blocks away on the Matanzas River! Minutes to the historic district of St. Augustine for shopping, numerous restaurants, perusing historic landmarks. Enjoy the wonderful renowned venue of St Augustine Amphitheater and Alligator Farm Zoological Park minutes away! Well maintained home boasts Cement Block construction and is Fully Tiled Floors with New Roof in 2021, all New Plumbing 2024, New Water Heater 2024. Large Lot 75X120 with room for RV/Boat parking! Public Water and Sewer, Underground Utilities. No HOA/CDD Fees or restriction.

5385 5th Street, St. Augustine

Listing courtesy of ST AUGUSTINE COASTAL REAL ESTATE.

Selling Office: .

$635,000

3 Beds ⋅ 2 Baths ⋅ 2055514 MLS

** REMODELED ** POOL HOME ** WALK TO THE BEACH ** Welcome to your coastal paradise! This stunning, COMPLETELY REMODELED home is nestled right off scenic A1A, just minutes from the pristine beaches of the Atlantic Ocean. Enjoy breathtaking views and easy access to the Matanzas River, perfect for kayaking, or paddleboarding. Step inside this beautifully renovated home and be greeted by wood-like tile flooring throughout. The kitchen provides sleek stainless steel appliances and elegant quartz countertops. Stay comfortable year-round with the newer HVAC system and hurricane-resistant windows. Outside, an extended pavered driveway and the large screened-in patio offers the ideal spot for entertaining guests. Enjoy the Florida sunshine, or unwind by taking a refreshing dip in the IN-GROUND POOL. Don't miss this incredible opportunity to own a piece of coastal Florida. With its prime location, stunning features, and recent upgrades, this home is sure to impress. Schedule a viewing today!

5300 Riverview Drive, St. Augustine

Listing courtesy of CHAD AND SANDY REAL ESTATE GROUP.

Selling Office: .

$1,050,000

2028111 MLS

A true gem and one of the only deep water lots available for boat enthusiasts, with its stunning sunsets. The in place boat lift is a bonus for those looking to make the most of this gorgeous waterfront location to build their dream home. The dock has additional slips for other boats, jet skis and kayaks. Sunsets are nothing short of spectacular here. Each evening, you can witness the sky painted with a breathtaking array of colors as the sun dips below the horizon while enjoying your favorite beverage with a sense of serenity and wonder. Whether you're a birdwatcher, stargazer, or simply someone who appreciates the peacefulness of the outdoors, this property is a haven for nature lovers. These perfect views are an invitation to savor the tranquility and splendor of nature right from your future doorstep. You only need to bring your builder and plans!

5327 Riverview Drive, St. Augustine

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

Selling Office: .

$480,000

2 Beds ⋅ 2 Baths ⋅ 2022155 MLS

Welcome to the essence of a ''beach bungalow,'' where sunshine meets comfort in this delightful abode. Nestled in a prime island location, this charming 2BR/2BA residence is the perfect retreat for those seeking a laid-back coastal lifestyle. Upon arrival, you'll be greeted by its unassuming facade, which offers tranquility. Boasting a comfortable floor plan, this home strikes the perfect balance - not too big, not too small, but just right. Step inside to discover a crisp, clean interior tailor-made for relaxation and entertainment. The kitchen features white cabinets, ample counter space, and a sunny dining area, where natural light pours in from the east. A convenient bar top/pass-through keeps the cook connected with guests, making it an ideal spot for gatherings. The living room provides generous wall space for furniture arrangements and showcasing artwork. Glass doors open to a screened lanai, seamlessly blending indoor and outdoor living spaces. The bedrooms are thoughtfully arranged in a split plan, offering privacy and convenience. The master suite boasts a spacious bedroom with a vaulted ceiling and abundant natural light, along with an ensuite bathroom featuring a tiled shower and walk-in closet. Plus, there's a brand-new hot tub on the back lanai, perfect for unwinding after a day of beach adventures. Tile floors throughout ensure easy maintenance, allowing you to enjoy life's simple pleasures more. Outside, a spacious fenced-in yard beckons your four-legged friends to roam freely, while ample room for a garden provides endless possibilities. With space to park your boat and a two-car garage for bikes and beach toys, this home is designed for coastal living at its finest. Located just blocks from the Intracoastal Waterway and a short walk or bike ride to the beach via a dedicated and safe crosswalk, local shops, and restaurants, every day feels like a vacation. Don't miss out on the opportunity to make this your second home, short-term rental investment, or your permanent slice of paradise. Come experience the relaxed coastal lifestyle that awaits you here. Schedule your showing today!

5333 2nd Street, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$770,000

3 Beds ⋅ 2 Baths ⋅ 2019571 MLS

Welcome to this 5399 5th Street, a stunning corner lot home located in Windswept Acres. This charming residence boasts three bedrooms and two bathrooms, offering a perfect blend of comfort and luxury. Step inside to discover an open living concept, ideal for entertaining guests or simply relaxing with your loved ones. One of the top features of this home is its luxurious primary bathroom, complete with spa-like features and its own instant hot water system for a truly indulgent experience. The primary bedroom also features an oversized walk-in closet, providing ample storage space and organization options. Outside, a screened-in patio beckons you to enjoy the sunshine and fresh air. Dive into the heated pool and spa for a refreshing swim or unwind by the outdoor fireplace, creating the perfect ambiance for cozy evenings under the stars. The outdoor kitchen is a chef's dream, allowing you to easily prepare meals while enjoying the beautiful Florida weather. Safety and security are top priorities in this home, as all doors, windows, and the roof are hurricane-rated to provide peace of mind during stormy weather. Additionally, the beach is just a short 10-minute walk away, offering you easy access to the pristine sands and sparkling waters of St. Augustine. Don't miss this opportunity to own a piece of paradise in Windswept Acres. Schedule a showing today and start living the luxurious Florida lifestyle you've always dreamed of!

5399 5th Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$690,000

3 Beds ⋅ 2 Baths ⋅ 2018723 MLS

Discover your slice of paradise in Windswept Acres on Anastasia Island. This meticulously maintained concrete frame home boasts an airy open floor plan across 1,799 sq ft. Embrace coastal living with 3 bedrooms, 2 baths, and hardwood look tile floors throughout. Entertain effortlessly in the granite-adorned kitchen, leading seamlessly to the inground screened pool, warmed by solar heat. Updated bathrooms add modern flair, while a mini-split in the garage ensures year-round comfort. Enjoy peace of mind with hurricane shutters and a fenced backyard, just blocks from the Atlantic Ocean and Matanzas River. Welcome home to coastal bliss. Freshly painted, roof 2017, HVAC 2016, water heater 2014.

5388 5th Street, St. Augustine

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

Selling Office: .

$540,000

3 Beds ⋅ 2 Baths ⋅ 2018620 MLS

Introducing your dream coastal retreat: a charming 3-bedroom, 2-bathroom home with a 2-car garage on Anastasia Island. Nestled in a serene neighborhood within walking distance to both the beach and the intracoastal, this property offers the best of coastal living. Step inside to discover updated bathrooms, a modern kitchen, and sleek new floors that enhance the home's coastal appeal. The spacious layout features a desirable split floor plan, ensuring privacy and comfort for residents and guests alike. Outside, a beautiful private lot surrounds the home, providing a tranquil oasis for relaxation and entertaining especially on your giant screened in back porch! Whether you're seeking a full-time residence or a vacation rental investment, this property is sure to impress with its proximity to everything - from beaches to shops and restaurants. Don't miss the opportunity to own a piece of paradise in this idyllic and sought-after location!

5373 5th Street, St. Augustine

Listing courtesy of REACH REALTY LLC.

Selling Office: .

$739,900

3 Beds ⋅ 3 Baths ⋅ 2011084 MLS

Sold Comp Stat Purposes Only

5300 3rd Street, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$960,000

4 Beds ⋅ 2 Baths ⋅ 1255075 MLS

*SEE VIDEO under 'Facts & Features' & Virtual Tour.* Nestled on the banks of the Intracoastal Waterway, 5343 Riverview presents an extraordinary opportunity to embrace the timeless charm of St. Augustine ON THE WATER while enjoying the freedom to choose how to make it a coastal haven of your own. This property boasts an impressive lot size of .72 acres, a prime location on the Intracoastal with Riparian rights & the potential to build a deep water dock, close proximity to the beach & an existing structure that could be finished, redone or demolished & then recreated into something new. The ironclad value is in the location & the limitless possibilities for creating your dream waterfront residence, especially since there is no HOA! The existing 1,803 square-foot home features 4 bedrooms & 2 completed bathrooms in addition to an unfinished master en suite that could swiftly become the large 3rd bath. In 2018-2019, the home received a significant transformation that included: new wood plank flooring upstairs, several new bathroom finishes throughout, new kitchen dishwasher, sink, faucet & stovetop, new kitchen & bath tiles, new ceramic wood looking tile flooring downstairs, new hot water heater, 2 new AC units (raised), new sliding doors & living room window, all new interior doors & hardware. Master suite still needs the closet to be finished & some bathroom features remain undone (plumbing is done & corner tub plus shower fixture doors & tile are there). While there are "some" unfinished elements, the home is functional, spacious and could be occupied while the owner completes it at a pace of choice, not having to start from scratch & then wait for months and years. Another outstanding option for the lucky new owner would be to potentially make use of the FEMA grant to tear down & rebuild opportunity. Sellers have completed all required documentation. The grant application will convey with the property, if new owners so desire to proceed. Approximately $150,000 in grant money may be available to the new owner through FEMA if they adhere to specific requirements. More details available upon request. The seller has beautiful coastal plans already drawn up, which will be offered to the buyer who wishes to rebuild, making the process of creating your dream coastal haven even more convenient. St. Augustine, the oldest city in the United States, is a place where history, culture, and growth come together. While residing in this serene part of Anastasia Island in St Augustine, you are just a short drive away from the vibrant heart of downtown. This historic city is gaining popularity, offering a wide array of cultural, dining, and recreational options while the top notch St Johns County school district adds enduring appeal. Whether you seek a contemporary coastal retreat, a timeless Florida-style residence with a playground for the water enthusiast or a luxurious waterfront estate, the possibilities are limitless and the price is right at 5343 Riverview.

5343 Riverview Drive, St. Augustine

Listing courtesy of EXP REALTY LLC.

Selling Office: .

$580,000

3 Beds ⋅ 2 Baths ⋅ 2003257 MLS

Located just about a half mile from the beautiful sands of Butler Beach, this unique home has a stunning main living area with a vaulted farmhouse style ceiling. Featuring beautiful LVP flooring throughout along with a renovated kitchen and bathrooms, this home also has a wonderful light filled family room to enjoy the warm Florida sunlight. And check this out. In addition to the wonderful aesthetics of this home, the seller has gone to great expense during the past year to connect to city sewer, re-pipe the house, and install a brand new electric panel to upgrade the property to 200amp service. So everything is ready for you to make this home your own and start enjoying the good life on Anastasia!

5342 4th Street, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Selling Office: .

$850,000

3 Beds ⋅ 3 Baths ⋅ 1248285 MLS

Welcome to your dream beach home with a POOL at 5399 3rd St in the picturesque location of St. Augustine Beach, Florida. With its inviting layout and short 7 minute walk to the beach, this exquisite 3-bedroom, 2.5-bathroom residence boasts a unique blend of modern luxury and coastal charm. Situated on a corner lot, this open concept layout home features a kitchen with beautiful granite countertops and stainless steel appliances. Whether you work from home or need a dedicated workspace, the office area offers a quiet and inspiring environment. The primary suite is located on the first floor with two walk-in closets, offering a view of the backyard. Upstairs is a loft and two additional bedrooms, ideal for unwinding after a day at the beach. Dive into the crystal-clear waters of your own private in-ground pool and grill on the paver patio, perfect for beating the Florida heat and creating memorable moments with family and friends. Watch the sunset each night on the screened balcony. The home is located around the corner from Butler Beach Boat Ramp. Bring your boat and fishing gear to make the Matanzas River a part of your playground. There are also 2 kayak launch points in the neighborhood. There is easy access to the city's historic district, pristine beaches, world-class dining, and cultural attractions. Explore the rich history of America's oldest city or simply unwind in your own private paradise. Whether you are looking for a permanent residence or a fantastic investment opportunity, this property has great potential for both. Schedule your showing today and discover the perfect blend of Florida lifestyle and convenience.

5399 3rd Street, St. Augustine

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

Selling Office: .

$725,000

4 Beds ⋅ 3 Baths ⋅ 2002402 MLS

Unique two-story home on a tree-lined street adjacent to the Intracoastal Waterway. The house is set on a shaded lot in a coastal maritime forest with over 25 live oaks, red cedar, and palm trees, as well as mature mangroves providing privacy at the back of the property. Located in a quiet community ½-mile from the beach, with a nearby boat ramp and community park. No HOA. Served by municipal water and sewer. New roof in 2021. The fenced yard includes xeriscapeLandscaping with an open-air greenhouse, treehouse playground, and outdoor lighting. Outdoor shower. A large driveway provides space for several vehicles and a boat or RV. Full garage, plus a workshop with built-in work benches and shelves, and an additional outdoor storage area. The four-bedroom, two full bathroom home was soundly built in 1990 by New England homebuilder Edward Stewart, includes over 2,000 feet of living space, with lots of windows that provide natural lighting, and accentuate the ''treehouse'' feel! Wrap-around deck set in the live oak trees is great for morning coffee and evening sunsets. The great room has a high vaulted ceiling. The primary bedroom is east facing with filtered morning light. The large primary bathroom is spacious with a bathtub and recently remodeled shower. The kitchen includes all stainless-steel appliances. First and second floors served by a Beautiful oak staircase. A downstairs Bedroom plus a studio/workshop with built-in shelves is perfect for an office, craft room, play area, sewing room, or homeschool classroom. There is even an additional workshop/accessed by an outside door near the open-air greenhouse! The downstairs bathroom includes washer/dryer and wash basin. Riverview Drive is Perhaps the prettiest street on the island for an evening sunset stroll, then fall asleep to the gentle roar of the ocean in this beautiful custom-built home.

5384 Riverview Drive, St. Augustine

Listing courtesy of FLORIDA HOMES REALTY & MTG LLC.

Selling Office: .

$714,500

3 Beds ⋅ 2 Baths ⋅ 1253475 MLS

Amazing Island home built by owner contractor with all the bells and whistles. Quiet street only 8 minute walk to the beach. One of the few ICF BLOCK constructed homes in St Augustine.Some of the benefits of ICF house construction are 1 Structural Safety-This factor involves the ability of ICF construction to resist damage and protect occupants from fire, wind, earthquakes, and flooding.2 Comfort and energy efficiency with this home keeping electric bills under $100 even in the hottest months. 3 Durability with ICF homes have a lifespan of over 100 years, with minimal maintenance required as the foam will not degrade or be subject to termites. Owner/builder chose hurricane proof windows, Hardie board siding, gourmet kitchen with soft close custom cabinetry, extra think granite & tile back Kitchen island all open to living and dining. Master bath features separate granite sinks & walk in shower. Jetted tub in guest bath. Custom built ins abound and fireplace in living room. Tropical backyard and deck with beautiful landscaping both front and back with easy care green zoysia grass. Garage with custom storage and bike hoist and coated garage floor. Interior feature solar tubes giving natural light all day. Plantation shutter,screen rollout on back door.

5356 2nd Street, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$400,000

3 Beds ⋅ 2 Baths ⋅ 1220098 MLS

Welcome to 271 Micklers Rd, a newly remodeled 3-bedroom, 2-bathroom home in the sought-after Butler Beach community.This home is located just a short walk to both the beach and Intracoastal waterway, making it the perfect location for water enthusiasts. Sitting on an oversized corner lot (1/3 acre), this home provides ample space for outdoor activities and entertaining. The fully fenced backyard is perfect for pets and children to play in, and there is certainly plenty of room to add a pool. Renovation work has been done throughout the home, including new flooring, fresh paint, new bathrooms, new electrical panel along with a new kitchen. Upgrades have also been made to the plumbing, duct work, hot water heater and HVAC, ensuring a comfortable and efficient living environment. This home is an ideal investment property, as it is zoned RS-3 which allows for nightlyrentals. Its close proximity to the beach and downtown historic district adds even more value as a short-term rental. With no HOA fees, low County taxes, and zoned for great schools, this home is truly a rare find. Don't miss out on this incredible opportunity to own a newly renovated home in one of the most desirable areas on Anastasia Island. Schedule a showing today!

271 Micklers Road, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$753,500

3 Beds ⋅ 2 Baths ⋅ 1248290 MLS

Welcome to your dream home... just a few blocks from the beach and ready for you to move right in! This meticulously maintained property offers not only a highly functional floor plan but also an inviting pool and outdoor space that will redefine your coastal lifestyle. Enjoy the ultimate beach lifestyle with the sun and surf just a few blocks away. Whether you're a surfer, sunbather, or beachcomber, this location puts it all within easy reach. This home offers 3 bedrooms, 2 bathrooms, and a 2-car garage, all thoughtfully designed within just under 1700 square feet of perfectly utilized space. The sunroom at the back of the house adds a delightful touch to the property, serving as a versatile second living area. It's perfect for afternoon siestas or indulging in a good book while the world outside waits. The pool, completed in 2021, is the centerpiece of the outdoor oasis. Spend your days basking in the sun poolside, enjoy evening cocktails by the water, and host unforgettable backyard BBQs with family and friends. Not only is this home walking distance to the beach, but it also offers close proximity to fantastic restaurants and the historic charm of downtown St. Augustine. This home has seen numerous upgrades, including new plumbing, exterior paint job, and tasteful finishes throughout. It's move in ready and equipped for your enjoyment. Whether you're seeking a full-time residence, a vacation home, or an investment property, this beachside gem ticks all the boxes. Don't miss your chance to experience the coastal lifestyle at its finest. To explore this impeccable property in person and make it your own, book your private tour today!

5349 1st Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

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