Saint Augustine Real Estate Search

Saint Augustine 5 Bedroom Properties for Sale

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Newest Saint Augustine 5 Bedroom Properties for Sale

1201 Winterhawk Drive, St Augustine
$575,000
5 Beds ⋅ 3 Baths ⋅ Wildwood Crk 02 SubDv. ⋅ 32086 Zip Code
CALLING ALL 1031 EXCHANGE BUYERS & INVESTORS! TURNKEY, FULLY FURNISHED & NIGHTLY RENTALS ALLOWED! Looking to complete a 1031 Exchange or add an income-producing property to your portfolio before year-end? This updated 5-bedroom, 3-bath brick home sits on over half an acre in a quiet community with NO HOA and NO RENTAL RESTRICTIONS. Currently operating as a short-term rental, this is an incredible opportunity for an investor looking for a complete turnkey property, with furnishings included and future bookings available for transfer. Inside, you'll find plenty of space for family and guests, including five bedrooms with one conveniently located on the ground floor. The spacious kitchen features designer tile, an abundance of shaker cabinetry, stainless steel appliances and a large island perfect for meal prep and gathering. Just off the kitchen, the dining area is accented by a wood-burning fireplace that adds warmth and character to the home. Step outside to a large patio featuring a newer 7-seat Caldera hot tub overlooking the fully fenced backyard. With over half an acre, there's plenty of room to add a pool and create your own private outdoor oasis. A gazebo provides additional covered space for boat or RV storage. Enjoy the peaceful setting from your front porch, where deer and wild turkeys are frequent visitors, while still being less than 15 minutes from the beach and historic downtown St. Augustine. HVAC and water heater replaced in 2022. The classic brick exterior offers character that's increasingly hard to find in newer construction. Whether you're searching for a primary residence, second home, 1031 Exchange opportunity or income-producing vacation rental, this property offers the space, flexibility and location to do it all. Fully furnished and ready for its next owner!

1201 Winterhawk Drive, St Augustine
114 Se Glenneyre Circle, St Augustine
$869,000
5 Beds ⋅ 3 Baths ⋅ Shearwater Ph 1b West-4 SubDv. ⋅ 32092 Zip Code
Welcome to a Coastal home in the private gated area of Shearwater situated on the lagoon. Enjoy a slice of paradise at this stunning residence nestled in St Johns County's most sought after neighborhood offering resort style amenities designed for entertaining. This immaculate home offers a combination of modern elegance and comfortable living. Boasting a prime location, top-notch amenities, and A-rated schools. Step inside and be greeted by the spacious and inviting interior. The open concept floor plan creates a seamless flow between the living spaces, perfect for both everyday living and entertaining. The well-appointed kitchen features custom cabinets & shelving, a large center island, and high-end appliances, making it a chef's dreamThe home offers 4 bedrooms and 3 bathrooms providing plenty of space for family and guests. The master suite is a true retreat, complete with a generous walk-in closet, a retractable window shade, and a renovated all new luxurious ensuite bathroom featuring a soaking tub and a separate shower. Tinted glass throughout all back windows/sliding glass door. Outside, the property boasts a beautifully landscaped yard and a covered lanai on the water, ideal for enjoying the Florida sunshine or hosting outdoor gatherings. Whether you desire a tranquil space to relax or a place to entertain, this home has it all. Don't miss your chance to own this remarkable home in a sought-after Shearwater neighborhood. Schedule your showing today and experience the best of St. Augustine living at 114 Glenneyre Cir.

114 Se Glenneyre Circle, St Augustine
198 Parkside Drive, St Augustine
$849,000
5 Beds ⋅ 4 Baths ⋅ Marshall Crk Dri Sv-4 SubDv. ⋅ 32095 Zip Code
Presenting 198 Parkside Drive in Palencia, built and designed by Richard R. Dostie, this Craftsman style home has over 2,900 square feet and is perfectly located on over a quarter acre that backs up to the neighborhood preserve. The Royal Vilano floor plan is ideal for those who like to entertain friends and family, with a large, upgraded kitchen that looks out over the living room and a separate den / office space that's great for family movie night. The expansive first floor master suite has wonderful backyard views, walk-in closet, his / her sinks, and a walk-in shower with separate tub. The first floor also includes 3 other guest bedrooms, 3 full bathrooms, laundry area, and a 3-car garage. Upstairs you'll find a large 19x13 fifth bedroom and another full bathroom, a perfect space to use as a guest suite. The exterior of the home has covered front and back porches, and lots of privacy in the backyard with plenty of room for a pool. The Palencia community was designed with nature in mind and has lots of walking trails, boardwalks, and sidewalks in the shade of beautiful North Florida hard woods. There is a plethora of resort style amenities afforded to community residents which include; a fitness center, aerobics room, playgrounds, pools, security gate, tennis, and pickleball. This is North Florida living at its finest.

198 Parkside Drive, St Augustine
128 Windwalker Drive, St Augustine
$799,900
5 Beds ⋅ 6 Baths ⋅ Wards Crk SubDv. ⋅ 32092 Zip Code
MOTIVATED SELLER! Beautifully upgraded home with nearly $100,000 in enhancements, set on a generously sized lot with serene lake views in sought-after St. Johns County. This open-concept floor plan features soaring ceilings, modern finishes, luxury laminate hardwood floors, and seamless flow throughout the main living areas. The gourmet kitchen offers premium cabinetry, stainless steel appliances, and a large island overlooking the living and dining spaces. Downstairs includes a dedicated office/flex space, half bath, and laundry room. The spacious primary suite offers a spa-inspired bath and walk-in closet, while additional bedrooms each feature access to full baths for added privacy. Upstairs loft/flex space provides extra living options. The oversized tandem garage functions as a 3-car garage, offering exceptional storage and versatility. Relax on the upgraded backyard patio overlooking the lake!

128 Windwalker Drive, St Augustine
8065 A1a S, St Augustine
$4,600,000
5 Beds ⋅ 7 Baths ⋅ South Crescnt (Icwfr) (850.42) SubDv. ⋅ 32080 Zip Code
Breathtaking barely captures this private Intracoastal estate at 8065 A1A South. Set on over an acre just minutes from Historic St. Augustine, this property offers allowable private dock options, soaring ceilings, designer finishes, Visual Comfort lighting, and walls of glass framing stunning water views, sunsets, birdlife, and passing sailboats. Resort-style living continues outdoors with a heated saltwater pool and spa, summer kitchen, pool bath, expansive lawn, and a palm-lined pickleball court with pavilion. Inside, the chef’s kitchen features JennAir column refrigeration, professional gas range, double ovens, oversized island, wet bar, and a full butler’s pantry. Property includes a private one bedroom apartment The private primary suite includes vaulted ceilings, a waterfront lounge, spa-inspired bath, boutique dressing room, and its own laundry. A luxury one-bedroom apartment adds flexibility for guests or multigenerational living. Built for comfort and peace of mind with impact windows, whole-house Generac, sump system, irrigation well, and Shellock permeable pavers. Ideally located in Crescent Beach with easy access to pristine beaches and endless boating, fishing, kayaking, and paddleboarding.

8065 A1a S, St Augustine
218 San Marco Avenue, St Augustine
$1,300,000
5 Beds ⋅ 3 Baths ⋅ Sanchez Sub SubDv. ⋅ 32084 Zip Code
Step into the timeless character of Uptown St. Augustine with this beautifully restored 1920s residence, ideally situated on sought-after San Marco Avenue. Rich in historic appeal yet thoughtfully updated for modern living, this exceptional property offers a rare blend of flexibility, comfort, and investment opportunity in one of the nation’s oldest and most treasured cities. Designed to accommodate a variety of lifestyles, the home features five generously sized bedrooms and four full bathrooms across a versatile layout with two separate kitchens and living spaces. Whether utilized as one expansive private residence, a multi-generational setup, or an income-producing property, the possibilities are endless. The upper level offers three bedrooms, two bathrooms, a full kitchen, and spacious living area, while the lower level includes two bedrooms, one bathroom, its own kitchen, and comfortable gathering space. Original architectural details and vintage charm are complemented by tasteful renovations that enhance both style and functionality. Enjoy peaceful mornings and evening gatherings on the inviting wraparound porch overlooking the fully fenced yard, offering privacy and room to entertain. Ample off-street parking and a large on on site parking and gathering space and the property is being offered fully furnished for a seamless transition. Located just moments from St. Augustine’s renowned dining, shopping, attractions and waterfront scenery, this property delivers the ultimate historic downtown lifestyle. Seller states property has experienced no flooding.

218 San Marco Avenue, St Augustine
6595 Collier Road, St Augustine
$1,895,000
5 Beds ⋅ 10 Baths ⋅ 32092 Zip Code
A Rare Waterfront Trifecta: Multi-Generational Living on Trout Creek Saint Augustine, FL - Discover an unparalleled waterfront estate at 6595 Collier Rd., a unique property offering three distinct living quarters on a sprawling almost 2.5-acre lot with direct access to the St. Johns River. This exceptional compound is a boater's paradise and a perfect solution for multi-generational families or those seeking significant rental income potential, all with the freedom of no HOA restrictions. Three Homes, One Unforgettable Property The estate is centered around a sprawling main residence of over 4,300 square feet. This primary home features four spacious bedrooms, and two-and-a-half baths, providing ample space for family and guests. Attached to the main house is a complete mother-in-law suite, thoughtfully designed for independence and comfort. This private apartment includes its own separate entrance, a living room, a full kitchen, two bedrooms, a full bathroom with laundry, and a dedicated one-car garage. Adding to the property's incredible value is a separate, standalone guest home. At approximately 1,000 square feet, this residence offers three bedrooms and two bathrooms and is metered separately, presenting a turnkey opportunity for a long-term rental or a private retreat for extended family. Resort-Style Outdoor Living The luxury experience extends to an incredible outdoor oasis designed for year-round enjoyment. A stunning heated pool serves as the centerpiece, surrounded by an expansive pool deck that seamlessly integrates with the main living areas. This deck is an entertainer's dream, featuring a cozy gas fireplace, a grill, and a convenient sink for effortless food preparation. With direct access from the master suite, the main living room, and the mother-in-law suite, the pool area is a central hub for relaxation and social gatherings. Just beyond the pool deck, a beautifully paved area awaits, offering another gas grill for larger cookouts and a hot tub for ultimate relaxation under the stars. The Ultimate Waterfront Lifestyle Nestled on the banks of the serene Trout Creek, the property offers a gateway to the majestic St. Johns River and the vibrant waterways of Northeast Florida. The estate is equipped with premier boating facilities, including a private dock with a robust 20,000-pound boat lift. Adjacent to the lift is a custom-built boathouse, fully outfitted with electricity, a mini-fridge, grill, sink, ice-maker, and a bar-creating the perfect hub for entertaining after a day on the water. A second dock provides a tranquil setting with a spacious deck, complete with plentiful seating and swings for enjoying the picturesque creek views. The property's location is a dream for any boating enthusiast, with two deep-water boat ramps offering bait and fuel located less than half a mile away. Furthermore, the area boasts several popular boat-up restaurants, allowing you to dock and dine at local favorites like Cap's on the Water and Aunt Kate's. This rare property on Collier Road is more than a home; it is a lifestyle. It offers a unique combination of spacious living, income potential, and unparalleled access to the water, all within the beautiful and historic landscape of Saint Augustine. Don't miss this opportunity to own a versatile waterfront legacy.

6595 Collier Road, St Augustine
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