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$999,000
5 Beds 4 Baths 2,993 SqFt. 13 DOM
Welcome to an exceptional custom-built residence in the highly desirable Governors Plantation community, where sophisticated design, thoughtful functionality, and effortless Florida living come together. This impressive 5-bedroom, 4-bath pool home offers an expansive layout with a rare multigenerational suite, a spacious 3-car garage, and an extensive collection of high-end features designed for comfort, convenience, and peace of mind. At the heart of the home is the spectacular open main living area that includes kitchen, dining and living space. The kitchen is amazing and features custom cabinetry, granite countertops, huge island with gas cooktop and custom lighting One of the home's most distinctive features is the private multigenerational suite, offering exceptional flexibility for extended family, guests, or independent living. The suite includes two bedrooms, its own kitchen, and a private laundry area, creating a truly self-contained living space while maintaining the connection and convenience of being under one roof. The home's extensive upgrades continue with data wiring throughout, a tankless water heater, whole-house generator, solar panels, water softener and kitchen filtration, HVAC UV filtration, and a comprehensive security system. These thoughtful improvements provide an exceptional combination of efficiency, reliability, and modern convenience. See documents tab for list of features. Step outside and discover your own private Florida retreat.The sparkling pool is perfect for these hot summer days and can convert to a giant hot tub with a flip of a switch! The pool also has a swimming jet feature. The fully fenced backyard provides privacy and space to enjoy the outdoors, while the covered lanai creates an inviting setting for relaxing or entertaining. The lanai is also pre-plumbed for a summer kitchen, offering an exciting opportunity to create the ultimate outdoor entertaining area. The 3-car garage provides abundant parking, storage, and workspace, while the generous floor plan offers plenty of room for both intimate gatherings and larger celebrations. Located in Governors Plantation, this exceptional property offers the best of the St. Augustine lifestyle--beautiful surroundings, desirable community amenities, and convenient access to the area's historic charm, beaches, shopping, dining, and entertainment. With its custom construction, luxurious finishes, extensive systems upgrades, private pool, and exceptional multigenerational living arrangement, 704 Coachman's Place is much more than a home--it is a thoughtfully designed Florida lifestyle.

704 Coachman's Place, St. Augustine

$2,195,000
4 Beds 5 Baths 3,448 SqFt. 17 DOM
Introducing 5201 Medoras Avenue, a truly one of a kind Mediterranean inspired retreat just steps from the Atlantic Ocean. Situated on a rare double lot in one of St. Augustine's most sought after beachside enclaves, this exceptional residence blends timeless architecture with modern luxury, privacy, and everyday livability. Solid concrete block construction, lush tropical landscaping, and a high elevation provide peace of mind and striking curb appeal. Offering nearly 3,500 square feet of living space, this 4 bedroom, 4.5 bathroom estate features a 3 bedroom, 3.5 bathroom main residence along with a beautifully designed detached guest suite, ideal for multigenerational living, visiting guests, or a private home office.

5201 Medoras Avenue, St. Augustine

$1,350,000
4 Beds 4 Baths 2,542 SqFt. 26 DOM
An exquisite coastal retreat located east of A1A in the heart of St. Augustine. Perfectly positioned just steps from the beach, this completely remodeled home offers breathtaking ocean views and an effortless blend of sophistication and comfort. From the moment you step inside, a spacious entryway welcomes you into a thoughtfully designed open floor plan adorned with tile floors throughout. The gourmet kitchen is a chef's dream, featuring white cabinetry, quartz countertops, a large island, a gas stove with a pot filler, two sinks, a wine fridge, and ample space for entertaining. The fireplace adds warmth and ambiance, creating an inviting atmosphere for gatherings, while the expansive balcony offers scenic ocean views, soothing sounds of the ocean and enjoy the coastal breeze. This stunning residence boasts four bedrooms, with two downstairs and two upstairs, offering privacy and flexibility. One of the downstairs bedrooms is a private suite, complete with an en-suite bathroom, a kitchenette, and French doors leading to the back patio, making it ideal for guests or multi-generational living. The primary suite upstairs is a true sanctuary, featuring a separate home office space and ample closet storage. Designed for both relaxation and recreation, the backyard is an entertainer's paradise. Take a dip in the sparkling heated, saltwater pool with a hot tub and sun deck, perfect your short game on the private putting green, or simply unwind in this serene coastal oasis. The two-car garage provides convenience, while short-term rental approval offers an incredible investment opportunity. Pool (2023), Roof (2023), HVAC (2020) Flood Zone X.

5497 Pelican Way, St. Augustine

$1,725,000
4 Beds 4 Baths 2,763 SqFt. 33 DOM
Just one house off the sand, this professionally designed beach house on Broward Street is a masterclass in relaxed coastal luxury. Newly built in 2024 and fully move-in ready, this 5-bedroom, 4-bathroom home spans over 2,700 square feet across three levels, offering a thoughtful blend of livability, style, and craftsmanship. An elevator connects all three floors, making everyday living and guest access both seamless and convenient—whether you're hauling beach gear or hosting friends and family. The main living area is perched on the third floor, where an open-concept kitchen, dining, and living space flows effortlessly onto a spacious deck—perfect for catching the ocean breeze and enjoying the coastal lifestyle. The kitchen features honed Taj Mahal countertops, custom white oak tongue-and-groove paneling on the island, and panel-ready Fisher & Paykel and Bosch appliances, anchored by a Thor range.

6435 Broward Street, St. Augustine

$625,000
3 Beds 2 Baths 1,736 SqFt. 44 DOM
Welcome to 133 South Walk Place, where relaxed Florida living meets exceptional indoor and outdoor spaces. Situated on nearly half an acre in a cul-de-sac, this beautifully maintained home features a bright, open split floor plan, luxury vinyl plank flooring throughout the main living areas, and a dedicated office or flex space. The kitchen is designed for everyday living and entertaining, featuring a large island, gas range, and an open view of the living area. Four-panel sliding glass doors lead to the screened lanai and solar-heated saltwater pool, creating the perfect space to relax or entertain. The private primary suite offers French doors to the pool, while the ensuite bath features dual vanities, a garden tub, walk-in shower, and oversized walk-in closet. The 2.5-car tandem garage includes a separate side garage door, offering additional access. Conveniently located near Butler Beach, Crescent Beach, Matanzas Inlet, shopping, dining, and historic downtown St. Augustine.

133 S Walk Place, St. Augustine

$3,250,000
4 Beds 5 Baths 5,321 SqFt. 81 DOM
Experience waterfront living at its finest in this custom-designed Intracoastal estate, thoughtfully crafted for both entertaining and everyday enjoyment. Positioned to capture expansive water views and protected preserve views of Moses Creek just across the waterway. This exceptional property offers a rare combination of deep-water dockage on the Intracoastal Waterway and an additional covered canal-front dock, complete with a boat lift. Designed to seamlessly blend indoor and outdoor living, the residence features a glass enclosed pool and spa, spacious waterfront gathering areas, and breathtaking sunset views. At the heart of the home, a distinctive sunken bar with pass-through access to the outdoor pool area creates an ideal setting for hosting family and friends. Architectural details throughout the home include a striking natural coral fireplace wall and handcrafted Mexican-imported Cantera stone accent columns, adding warmth, character, and timeless coastal appeal. The thoughtfully designed floor plan offers multiple living and entertaining spaces with views of the Intracoastal Waterway from every room! Notable highlights include two separate, two-car garages, including one currently used as the "Tackle Box," offering generous space for vehicles, boating and fishing equipment, hobbies, and storage. With direct boating access, exceptional outdoor amenities, unique architectural elements, and a premier waterfront location, this property presents a rare opportunity to enjoy the best of coastal living in St. Augustine.

6357 Putnam Street, St. Augustine Beach

$750,000
3 Beds 3 Baths 2,004 SqFt. 87 DOM
Price recently improved! Rarely does a fully furnished, turnkey pool home in a short-term rental-friendly beach community become available at this value point. Currently operating as a successful vacation rental with strong short-term rental income history, this property offers an exceptional opportunity for investors, second-home buyers, or those seeking the ultimate beach lifestyle on Anastasia Island. With no minimum rental restrictions, owners have the flexibility to maximize income potential or enjoy the property for personal use. Ideally located just a short walk to the beach, local coffee shops, restaurants, and boutique shopping, this home combines income potential with everyday convenience. Thoughtfully designed for both guest enjoyment and personal use, the flexible two-story floor plan is perfectly suited as a vacation rental, second home, or primary residence. The main living level features an open-concept great room with vaulted ceilings, creating a bright and inviting space for gathering and entertaining. The kitchen flows seamlessly into the dining area, while a screened sunroom provides the perfect spot to enjoy coastal breezes year-round. The primary suite is conveniently located on the main floor, while two additional bedrooms downstairs offer privacy for family and guests. A custom game room adds extra entertainment space and enhances the home's vacation rental appeal. Outside, the fully fenced backyard is a private oasis featuring a heated in-ground pool, covered pavilion, and paver patio--perfect for relaxing after a day at the beach or entertaining friends and family. Offered fully furnished and turnkey with numerous recent updates, this home is ready for immediate enjoyment or continued income-producing potential.

287 Boulevard Des Pins, St. Augustine

$430,000
2 Beds 3 Baths 1,357 SqFt. 105 DOM
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

$759,000
4 Beds 3 Baths 2,884 SqFt. 137 DOM
A rare St. Augustine retreat where privacy, space, and freedom come together on 2.14 acres with NO HOA! Tucked away on a quiet cul-de-sac in Fort Peyton Forest, this distinctive 4-bedroom, 2.5-bath home offers the kind of lifestyle that is increasingly hard to find--room to breathe, room to play, and room for all the things you love. From the moment you arrive, the mature trees, peaceful surroundings, and expansive setting create an immediate sense of privacy. Inside, abundant natural light, vaulted ceilings, warm wood accents, and a beautiful wood-burning fireplace create an inviting atmosphere that feels both spacious and comfortable. The thoughtfully designed kitchen offers generous cabinetry and counter space, making it ideal for everyday living and entertaining. The oversized primary suite provides a private escape with an updated bath featuring dual vanities and a large walk-in shower. Three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobbies. Step outside and discover what truly sets this property apart. The screened-in, solar-heated private pool creates your own backyard oasis, while expansive decking provides the perfect setting for morning coffee, weekend gatherings, or relaxing beneath the canopy of mature trees. The peaceful natural surroundings offer glimpses of local wildlife and a connection to nature that is difficult to replicate in newer communities. For the hobbyist, collector, entrepreneur, or outdoor enthusiast, the possibilities continue with a detached 2-car garage/workshop and full basement, offering an abundance of storage and flexible space. With no HOA, there's room for your RV, boat, trailers, recreational toys, and more. Built with solid 2x6 construction and offering nearly 2,900 square feet of living space, this is more than a home--it's a private St. Augustine lifestyle with the space and flexibility today's buyers are searching for. All of this while remaining just minutes from the historic charm of downtown St. Augustine, beautiful beaches, shopping, dining, and everyday conveniences. If you've been waiting for a property that offers acreage, privacy, a pool, substantial storage, and no HOA restrictions, 1191 Brookside Ct is the one you've been looking for.

1191 Brookside Court, St. Augustine

$735,900
3 Beds 2 Baths 2,119 SqFt. 116 DOM
Welcome to prairie creek, voted the best neighborhood in St. Augustine. This exceptional three bedroom, two bathroom home sits majestically on a full acre of beautifully maintained property, offering the perfect blend of spacious living and natural tranquility. Backing up to the river and large preserve ensuring no future building. Step inside this thoughtfully designed open floor plan with 2,119 square feet and discover a space that has been completely updated throughout. New roof, new AC, updated pool, new plumbing including water filtration, softener and a tankless gas hot water heater. Enjoy the heart of the home in the spacious remodeled gourmet kitchen with plenty of counter space, storage and a butlers pantry to keep everything organized. With lots of tasteful upgrades, including the under lite italian marble countertops, upgraded cabinets with pull-outs, a gas range featuring air fly technology, large hood vent, pot filler and all new black stainless appliance

3613 Crazy Horse Trail, St. Augustine

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