St. Augustine Real Estate

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St. Augustine Properties

$797,000

3 Beds ⋅ 4 Baths ⋅ 2154957 MLS

Located in Crosswinds at Palencia on Market Street, this Work/ Live and Townhome is the perfect combination of living and investment. The first floor is commercial office space and an above garage studio apartment, this tri-level home is perfect for a homeowner that wants to have their business office downstairs, or an on-site investment opportunity. The second story is a living space with a modern bright kitchen, granite countertops and an oversized great room. On the third floor are two luxury ensuite bedrooms with multiple walk in closets, both with walk in showers and an adjacent laundry room. Over the two car garage across the courtyard is a separate studio apartment, perfect as a rental investment or an amazing guest suite. Clubhouse, golf, tennis, pool, fitness center and shops all within walking distance. 2 of 3 Units Rented. Also listed as Residential Income at MLS #2154955

634 Market Street, St. Augustine

$399,990

2 Beds ⋅ 2 Baths ⋅ 2154925 MLS

The Drayton Floor Plan - Reverie at Trailmark The Drayton is a 2,440-square-foot single-story home featuring 3 bedrooms, 3 bathrooms, a versatile flex room, and a 2-car garage. Designed for both comfort and function, it offers an open living layout that connects the kitchen, dining, and great room -- ideal for everyday living and entertaining. The flexible room can serve as an office, den, hobby space, or guest area, while the primary suite provides a private retreat. Enjoy a morning cup of coffee or a relaxing sunset on your covered lanai overlooking the water. Perfect for an active lifestyle in the vibrant community of Reverie at Trailmark. This home features Drayton Plus Bonus Room Shingle Shake elevation, Gourmet kitchen, white cabinets, quartz counter tops, 9' ceilings with tray ceiling in the great room, 8' doors, ceramic tile and Luxury vinyl flooring.

52 Sundance Drive, St. Augustine

$363,990

2 Beds ⋅ 2 Baths ⋅ 2154922 MLS

The Cumberland Floor Plan - Reverie at Trailmark The Cumberland is a 1,581-square-foot single-story home offering 2 bedrooms, 2 bathrooms, a flex room, and a 2-car garage. Designed with everyday comfort in mind, it features an open living area that flows from the kitchen to the great room and dining space, making it ideal for both daily living and entertaining. The versatile flex room can be used as a home office, hobby space, or den, while the private primary suite offers a peaceful retreat. Perfect for the active lifestyle in the vibrant community of Reverie at Trailmark. This home features, Rosemary Elevation, 9' ceilings with tray ceiling in the great room, 8' doors, white cabinets, quartz countertops, tile and Laminate flooring, paver driveway.

125 Bees Knees Way, St. Augustine

$404,000

3 Beds ⋅ 3 Baths ⋅ 2154874 MLS

New Toll Brothers townhome, ready January 2027! Thoughtfully designed and beautifully appointed, the Castillo Modern Farmhouse delivers modern style with lasting quality. Durable luxury vinyl plank flooring flows across the entire first floor, leading into an open great room and gourmet kitchen with warm cabinetry quartz countertops, and striking matte black fixtures. A dramatic stacked sliding glass door opens the great room to the covered lanai, blending indoor and outdoor living, with a natural gas line ready for your future grill or fireplace. Upstairs, a spacious loft anchors the primary suite with its spa-inspired bath and walk-in closet, plus two additional bedrooms. Enjoy low-maintenance living, resort style amenities, and no CDDs. Schedule your private tour today!

145 Delwood Way, St. Augustine

$309,900

2 Beds ⋅ 2 Baths ⋅ 2154855 MLS

Modern finishes and upscale features are the mark of this adorable home. This open floor plan house features a fusion of indoor and outdoor spaces. The heart of this home is the open kitchen with fabulous finishes and stainless steel appliances. The rooms flow easily with warm vinyl flooring and seamlessly integrate a generous family room and a breakfast nook. Two gracious bedrooms, each with their own luxe upscale finishes allow flexibility of living. Connecting the living areas of the house with the garage is a lovely breezeway blending the line between indoor and outdoor areas. This multi-seasonal room connects the home with the exterior and the generous fenced back yard. Come see this quiet neighborhood with community amenities including pool, clubhouse, tennis and a golf course. Incredible enclave in St Augustine with parks and trails while being convenient to shopping and dining. Downtown St Aug and the Beaches are just a short drive away. Newer roof, AC and HWH

165 Toledo Street, St. Augustine

$450,000

2154818 MLS

Opportunities like this simply do not happen anymore this close to the heart of the Nation's Oldest City. Welcome to 2 Helen Street, a premium, oversized 0.720-acre waterfront canvas perched directly on the picturesque San Sebastian River with No HOA or CDD fees. Imagine waking up to sweeping, uninterrupted water views and watching local wildlife thrive right in your backyard. From blue herons and egrets wading gracefully through the river marsh. This property offers a front-row seat to Florida's peaceful coastal ecosystem. When you are ready for a change of pace, grab your beach cruiser for a quick, scenic 7-minute bike ride into historic downtown St. Augustine to enjoy world-class dining, eclectic shopping, and iconic historic sites. You truly get the ultimate Florida lifestyle: a private, nature-filled escape and absolute city convenience. There is an uninhabitable structure on the property that holds no value, and the property is being sold ''as-is, land value only.

2 Helen Street, St. Augustine

$749,000

3 Beds ⋅ 2 Baths ⋅ 2154784 MLS

Thoughtfully reimagined in 2023, this exceptional riverfront retreat blends timeless elegance with modern comfort while showcasing breathtaking views of the St. Johns River. Set on an extraordinary .44 acre homesite with nearly 300 feet of protected shoreline and a sound bulkhead, this property offers a rare opportunity to experience waterfront living at its finest. Designed to embrace the beauty of its surroundings, the outdoor spaces are just as impressive as the home itself. Spend evenings gathered around the riverside fire pit as the sun sets over the water, or enjoy effortless days on the river with a private dock featuring a 36 foot covered boat lift on the river and an additional 28 foot boat lift in the protected canal. Inside, the beautifully remodeled three bedroom, two bathroom home offers nearly 2,000 square feet of heated and cooled living space, thoughtfully designed to maximize comfort and capture an abundance of natural light. Luxury vinyl plank flooring flows throughout, complementing the home's sophisticated yet inviting aesthetic. Recent updates include fresh interior paint, a new dishwasher, a complete replumb, a new water heater, and countless thoughtful improvements that provide peace of mind for years to come. A paver driveway enhances the home's curb appeal, completing this move in ready waterfront sanctuary where every detail has been carefully considered. Whether you're seeking peaceful mornings overlooking the river, unforgettable evenings with family and friends, or immediate access to some of Florida's finest boating and fishing, this remarkable property delivers an unparalleled waterfront lifestyle.

8475 Moody Canal Road, St. Augustine

$320,000

3 Beds ⋅ 2 Baths ⋅ 2154735 MLS

Move right into this beautifully maintained, nearly new one-story home offering the perfect combination of comfort, convenience, and low-maintenance living. Featuring three bedrooms, two bathrooms, and a spacious two-car garage, this home has been thoughtfully designed with an open floor plan that's ideal for both everyday living and entertaining. The bright and inviting living area flows seamlessly into the kitchen and dining space, creating a welcoming atmosphere for family gatherings or relaxing evenings at home. The private owner's suite provides a peaceful retreat, while two additional bedrooms offer flexibility for guests, a home office, or hobbies. Step outside to your rear paver patio overlooking a peaceful preserve, where you can enjoy morning coffee, evening sunsets, and the beauty of Florida's natural landscape with added privacy and no rear neighbors. Located in a desirable HOA community, lawn maintenance and a community pool is included, giving you more time to enjoyeverything the area has to offer instead of spending weekends doing yard work. Whether you're looking for a full-time residence, a seasonal getaway, or the perfect place to downsize, this move-in-ready home delivers an easy, carefree lifestyle. Ideally situated just nine miles from the beautiful Atlantic beaches and only nine miles from historic St. Augustine, you'll enjoy quick access to world-class dining, shopping, entertainment, golf, parks, and endless outdoor recreation. Spend your mornings at the beach, your afternoons exploring the nation's oldest city, and your evenings relaxing on your private patio overlooking the preserve. With its nearly new condition, modern design, desirable location, and maintenance-free lifestyle, this exceptional home is truly move-in ready. Don't miss your opportunity to own a beautiful home close to the beach while enjoying all the charm, history, and coastal lifestyle that St. Augustine has to offer.

130 Modesto Drive, St. Augustine

$539,900

3 Beds ⋅ 2 Baths ⋅ 2154730 MLS

Welcome to 221 Hickory Pine Drive in Summer Bay at Grand Oaks. Enjoy exceptional amenities including a clubhouse, fitness center, pickleball courts, spa-style pool, community garden, grilling area, and access to the Grand Oaks amenities. Offering 2,031 square feet of thoughtfully designed living space, this pristine 3-bedroom, 2-bath home with a spacious flex room is sure to impress. The bright, open-concept kitchen flows into the dining and gathering areas, creating the perfect space for everyday living and entertaining. The oversized flex room with a bay window is ideal for a home office or hobby room, while the two guest bedrooms are thoughtfully tucked away, offering privacy from the owner's suite. Additional highlights include tile flooring throughout, an updated owner's shower, double insulated shades, a water softener, reverse osmosis system, and epoxy coated garage. Situated on an oversized homesite with long pond views, this move-in-ready home is Florida living at its best.

221 Hickory Pine Drive, St. Augustine

$173,000

2 Beds ⋅ 2 Baths ⋅ 2154720 MLS

Easy living in the heart of St. Johns County with two things most units in this price range can't offer: an attached one-car garage and no neighbors overhead. This is the top floor, so once you head upstairs, every bit of living happens on one quiet, private level. The open family room flows into a kitchen with granite counters, stainless appliances, subway tile backsplash, and breakfast bar seating, plus a dedicated dining space for actual sit-down dinners. Two bedrooms and two full baths sit on opposite ends of the living area, giving everyone their own corner. Laundry and storage down, living up, it just works. When you're not home, the community pool and lawn care are somebody else's job. And the location earns its keep: minutes to I-95 and US-1, close to shopping, the outlets, historic downtown St. Augustine, and the beaches. First home, downsize, or lock-and-leave getaway, this one makes the everyday simple. Come see how easy it can be.

1812 Golden Lake Loop, St. Augustine

$725,000

4 Beds ⋅ 2 Baths ⋅ 2154678 MLS

Welcome to 1169 Overdale Drive in Seagrove, an adorable Key West-style community in the heart of St. Augustine Beach! This charming neighborhood offers a relaxed coastal lifestyle with a community pool, low HOA fees, and a fantastic location within walking distance to the beach. This beautifully maintained, move-in ready home has been thoughtfully updated within the last two years, including a new roof, exterior and interior paint, refreshed landscaping, a fenced backyard oasis with beautiful pavers, a whole-house water filtration system, and custom office built-ins. Enjoy being just minutes from local dining, shopping, the St. Augustine Amphitheatre, and historic downtown St. Augustine. Whether you're looking for a primary residence or the perfect beach retreat, this home offers the ideal blend of coastal charm, modern updates, and an unbeatable location.

1169 Overdale Road, St. Augustine

$714,900

5 Beds ⋅ 4 Baths ⋅ 2154624 MLS

Perfectly situated on a premium preserve lot in highly desirable Shearwater, this stunning Boca II floor plan offers 5 bedrooms, 4 baths and is beautifully appointed with all the right upgrades. Step through the 8' front double doors and be welcomed by luxury vinyl plank flooring, elegant lighting, custom built-ins and an abundance of natural light throughout. The beautiful kitchen features a large island, white quartz countertops, 2-tone cabinetry and walk-in pantry. The open and inviting living room overlooks the serene preserve, with built-in shelving and cabinetry. The primary suite is a true retreat, complete with bay windows, tranquil views, an upgraded ceiling fan and his-and-hers walk-in closets. The spa-like en suite includes separate vanities, a garden tub and upgraded frameless tiled shower. An additional 3 bedrooms, 3 baths, elegant formal living and dining rooms, and a versatile bonus room complete the first floor. Wood tread stairs lead to an oversized upstairs bedroom with full bath-perfect for guests, a media room, or additional living space. Outside, glass sliding doors open to the gorgeous covered lanai, complete with an upgraded ceiling fan and retractable screen-perfect spot to relax, unwind and entertain while taking in the preserve views. The lanai is pre-plumbed and ready for a future summer kitchen. The extended paver patio provides even more space to enjoy Florida's beautiful weather and embrace year-round outdoor living. Additional highlights include a paver driveway, 3-car garage, a charming covered front porch, 2 tankless gas water heaters, whole-home gutters, a builder/structural home warranty and a termite bond with Turner Pest Control. Smart features include a hub for lights, a pre-wired alarm system and Ethernet wiring in all rooms. Live the resort lifestyle in Shearwater-a nature lover's paradise with resort-style amenities including pools, kayaking, scenic nature trails, a fitness center, tennis courts, a dog park and more. Zoned for top-rated St. Johns County schools and just minutes from the brand-new K-8 Trout Creek Academy, shopping and dining - this home truly has it all!

649 Windley Drive, St. Augustine

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Call Diana O'Keefe Now are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated