St. Augustine Homes with Cottage Style

St. Augustine Homes with Cottage Style

Welcome to St. Augustine, Florida, a city steeped in rich history and vibrant coastal charm. As the oldest city in the United States, St. Augustine boasts a unique blend of Spanish colonial architecture and modern amenities. With its cobblestone streets, historic landmarks, and stunning waterfront views, it’s no wonder that residents and visitors alike are captivated by its allure.

St. Augustine is not just about history; it’s a thriving community with a lively arts scene, delectable dining options, and an array of outdoor activities. From the picturesque beaches along the Atlantic Ocean to the serene parks and gardens, there’s something for everyone in this enchanting city. The annual festivals, art shows, and cultural events create a sense of community and excitement that is palpable throughout the year.

For those who appreciate the charm of cottage-style homes, St. Augustine offers a delightful selection of properties that embody warmth and character. These homes often feature inviting porches, lush gardens, and cozy interiors, making them perfect retreats after a day of exploring the city. The cottage-style architecture harmonizes beautifully with St. Augustine's historic ambiance, allowing homeowners to enjoy a slice of the city’s storied past while embracing modern comforts.

Whether you’re looking to invest in a charming cottage or simply want to bask in the beauty of St. Augustine, this city promises a lifestyle rich in history, culture, and natural beauty. Discover your dream home in St. Augustine, where every day feels like a vacation in this coastal paradise!

Newest St. Augustine Homes with Cottage Style

$499,000
2 Beds 2 Baths 2152450 MLS
Welcome to this beautifully renovated beach house, where every detail has been thoughtfully updated inside and out. Whether you're searching for a primary residence, second home, or investment property, 208 Trade Wind offers the perfect blend of coastal charm and modern convenience. From the moment you arrive, you'll appreciate the home's inviting curb appeal, featuring mature landscaping, a new privacy fence, and a welcoming front porch with a brand-new deck and sitting area. Inside, the home shows like a model with luxury vinyl plank flooring (no carpet), smooth walls and ceilings, abundant natural light, and tasteful coastal finishes, including custom shiplap accents. The floor plan features two spacious bedrooms, each with its own en-suite bathroom, a formal dining room, and a versatile office/flex space that's perfect for working from home, accommodating guests, or a hobby room. The beautifully renovated kitchen and bathrooms feature stylish finishes like stainless steel appliances, soft-close cabinets, tiled showers, updated lighting, and a clean, timeless design that makes the home completely move-in ready. Step outside to the expansive screened lanai, offering the perfect space to entertain, dine outdoors, or simply enjoy Florida's beautiful weather, rain or shine. The backyard has been thoughtfully designed for low-maintenance living with attractive walkways, stepping stones, rain barrels, mature landscaping, and a sizeable storage shed.

208 Trade Wind Lane, St. Augustine

$769,000
3 Beds 2 Baths 2151642 MLS
Imagine the Guana Tolomato Matanzas National Reserve is your back yard and your neighbors are the osprey, water fowl and barred owls in the surrounding trees. Your historic, one-of-a-kind home is perched above the surrounding homes in the heart of St Augustine's peaceful Fullerwood neighborhood. It's one of very few that enjoy marsh views, abundant natural light, and refreshing sea breezes. The main house and detached guest cottage provide privacy and breathtaking views at the quiet end of East Park Avenue, steps from San Marco Avenue, Uptown and historic downtown St. Augustine. The Main House is modernized with interior renovations completed in 2022, the main house offers nearly 1,500 square feet of living space. With a front room featuring original wood floors, a spacious living room with high ceilings, two bedrooms, a study/dining room, a Florida room overlooking the marsh, and a full bathroom, this distinctive property combines timeless craftsmanship with modern functionality. The light-filled main house is rich with character, featuring a barrel-vaulted living room ceiling, original Craftsman fireplace, and generous trim details. The dining room/study features a custom-built library wall and stylish vintage lighting. The kitchen embraces a clean, timeless aesthetic with white shaker cabinetry, a gray mosaic tile backsplash, modern recessed lighting and chandelier, stainless steel appliances and a stylish gas range. Upstairs, the wooden spiral staircase goes from the living room up into the spacious loft bedroom, providing a flexible space for multiple uses with potential for an additional bathroom. It makes a great home office and guest room, a play area for children, or a personal art studio. Elevating the main house in 2020 preserved its original architectural integrity and provided fully accessible storage beneath the home--perfect for bikes, surfboards, beach gear, tools, and camping equipment. The detached guest cottage provides more than 600 square feet and includes a full kitchen, a spacious bedroom with a full bath, and a private back porch overlooking the Reserve. This cottage serves visiting loved ones as well as traveling professionals, generating rental income of approximately $2,000 per month through Furnished Finder. The exterior restoration showcases original heart pine lap siding, cedar shake accents, custom nautical-inspired windows and vents, and a charming wide-plank privacy fence featuring dual arched entrances. Solar panels keep power bills low, even in summer. An additional one-third lot on the west side provides a spacious, private setting for garden parties, cooking out, or just relaxing and watching the local hummingbirds. This also has potential for a second driveway. The house has two separate 30-amp electrical services on either side of the property, ideal for RVs, travel trailers, or other recreational uses. There is also kayak storage on the side of the cottage. There is a public kayak and paddleboard launch at the end of the street with direct access to the waterways leading to downtown, the fort, and beyond. A truly rare opportunity to own a beautifully restored historic property with guest accommodations, income potential, and the best nature-watching yard in town.

32 E Park Avenue, St. Augustine

$445,000
2 Beds 3 Baths 2147931 MLS
Welcome to your own slice of paradise in the highly desirable St Augustine South neighborhood in beautiful St. Augustine, FL. This adorable 2 bedroom, 2.5 bathroom pool home was completely updated in 2024 and is move-in ready with all the big-ticket items already taken care of. The modern kitchen features updated cabinetry, stylish finishes, and sleek appliances perfect for everyday living or entertaining guests. Natural light fills the bright sunroom overlooking the deck and sparkling pool area, creating the perfect indoor/outdoor lifestyle. This thoughtfully designed home offers two primary suites, including one with direct access to the deck and pool. Enjoy peace of mind with a resurfaced saltwater pool completed in 2025, new roof (2024), HVAC (2024), electrical panel replacement (2024), and complete repiping of the home. Additional upgrades include a whole house water softener and reverse osmosis system at the kitchen sink. Outside, you'll love the inviting deck and patio spaces ideal for relaxing or entertaining year-round. There's minimal pool maintenance as the Dolphin robotic pool cleaner comes with the house. Best of all, there's no HOA and no neighborhood fees! Residents of St Augustine South enjoy access to two community boat ramps with access to the Intracoastal Waterway, scenic walking trails, and a beautiful boardwalk -- all just minutes from historic downtown St. Augustine, beaches, shopping, and dining. Preferred lender offering up to $2,000 toward buyer closing costs or rate buydown (amount may vary based on loan size). Ask your agent for more info.

507 Gentian Road, St. Augustine

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