St Augustine FL 5000+ Sq. Ft. Real Estate, Homes, Condos for Sale

4 Beds ⋅ 6 Baths ⋅ 2170314 MLS ⋅ 32080 Zip Code

Let the waterfront set the pace at 33 Dolphin Drive, where mornings begin with coffee overlooking the water, afternoons invite you out on the boat and evenings linger over dinner in the summer kitchen. This custom St. Augustine residence brings together striking craftsmanship and the pleasures of life by the glistening water. A soaring foyer crowned by a custom cascading chandelier sets the tone. White oak floors, illuminated floating stairs with glass railings, and artisan-crafted solid walnut cabinetry lend warmth and artistry throughout. Expansive folding doors open the main living spaces to the waterfront balcony, welcoming coastal breezes and creating an inviting flow for entertaining. As evening settles in, the living room's gas fireplace offers a cozy place to gather. In the kitchen, waterfall-edge quartzite, Wolf cooking appliances, Sub-Zero refrigeration and a dedicated marble work surface make preparing a meal as enjoyable as sharing it. Concealed prep and coffee stations keep the space beautifully composed, while custom wine storage invites you to choose just the right bottle for the evening. The primary suite is a restful escape, with an extensively fitted walnut closet and a luxurious bath where a steam shower, freestanding tub and heated towel warmer turn daily routines into moments to savor. Guest beverage stations and custom storage offer thoughtful comforts for visitors. An elevator serves all three levels, while integrated lighting, audio and automated window treatments bring convenience to everyday living. Outdoors, retractable screens, a fully equipped summer kitchen and waterfront balconies create welcoming settings for everything from lively celebrations to quiet conversations. The composite dock, boat lift and separate personal-watercraft setup keep your next outing close at hand. Whether you're hosting dinner overlooking the water or returning from a leisurely day afloat, 33 Dolphin Drive makes coming home part of the pleasure. Your next chapter deserves a remarkable view. Arrange your private showing today!

33 Dolphin Drive, St. Augustine

2900- 2950 Joe Ashton Road, St. Augustine

$3,299,000

8 Baths ⋅ 2169252 MLS ⋅ 32092 Zip Code ⋅ Emerald Lakes Estate BLDG.

THE ESTATE AT EMERALD LAKES Hospitality, Wedding Venue & Short-Term Rental Investment Opportunity. Discover a unique gated estate in St. Johns County, Florida, offering multiple potential hospitality and event-use opportunities. Located approximately 20 minutes from historic downtown St. Augustine, this property features over six acres of grounds, a scenic lake, a renovated main residence, three guest cottages, and a dedicated event venue. Investment Potential includes the property's combination of overnight accommodations, event facilities, and recreational amenities presents an opportunity to explore a wedding and special-event venue, short-term vacation rental compound, corporate or wellness retreat, or boutique hospitality concept. The multiple structures and resort-style setting offer flexibility for an owner-operator or investor pursuing complementary business uses. Convenient to St. Augustine's historic district, dining, shopping, attractions, and beaches. The Estate at Emerald Lakes offers a distinctive setting for a destination-oriented hospitality concept. Both parcels are included in the combined offering. Property Highlights * Approximately 6 acres, as advertised * Two parcels offered together in one sale * Renovated 4-bedroom, 3-bath main residence * Three additional guest cottages * Event barn with kitchen, restrooms, and storage * Screened swimming pool and pool house with gym * Tennis, pickleball courts & basketball * 2 RV/boat garages and additional storage * Private gated setting with expansive outdoor gathering areas

2900- 2950 Joe Ashton Road, St. Augustine

$3,490,000

5 Beds ⋅ 6 Baths ⋅ 2168876 MLS ⋅ 32080 Zip Code

Over 170 feet of private Intracoastal waterfront, more than an acre of coastal paradise, a spectacular 500-foot dock with your own boat lift, and the Atlantic Ocean just steps away. Welcome to 8115 A1A South, an extraordinary luxury waterfront estate on the southern end of Anastasia Island in St. Augustine, Florida, where exceptional craftsmanship, timeless coastal elegance, and an unparalleled lifestyle come together in one remarkable setting. Perfectly positioned between the Atlantic Ocean and Intracoastal Waterway, this magnificent residence offers more than 5,500 square feet of living space, five spacious en-suite bedrooms, five and a half bathrooms, and an incredible collection of indoor and outdoor spaces designed for entertaining, relaxation, and making memories. Opportunities to own over an acre of waterfront property with this level of privacy, boating access, and immediate proximity to the beach are exceptionally rare. Built with longevity in mind, the estate showcases reinforced concrete block construction with poured concrete extending to the roofline, newly installed impact-resistant windows and doors, fresh paint, and a newer roof. From the moment you enter, expansive water views, beautiful travertine flooring, and gracious living spaces establish an atmosphere of understated luxury and effortless coastal sophistication. The thoughtfully designed floor plan flows beautifully between the main living areas, formal dining room, and spacious kitchen featuring granite countertops, stainless steel appliances, and abundant space for gathering with family and friends. Conveniently located on the first floor, the luxurious primary suite offers a private waterfront sanctuary complete with spectacular Intracoastal views, an oversized walk-in closet, a spacious en-suite bathroom, and direct access to the screened lanai and pool. Four additional en-suite bedrooms provide exceptional comfort and privacy for family and guests, while a convenient upstairs morning kitchen and three-car garage add to the home's impressive versatility. Yet, the true magic of 8115 A1A South extends far beyond its interior. Designed to embrace Florida's extraordinary year-round climate, the outdoor living spaces are nothing short of spectacular. An inviting private swimming pool, expansive screened lanai, multiple covered porches, and generous gathering areas create an idyllic setting for everything from intimate family evenings to unforgettable celebrations. Spend your afternoons lounging poolside, enjoying the coastal breeze, hosting friends for sunset cocktails, or watching boats cruise along the Intracoastal from the comfort of your own backyard. The property's sprawling waterfront grounds offer an extraordinary sense of space and seclusion, while the impressive 500-foot dock and private boat lift invite you to experience the very best of Northeast Florida's boating and fishing lifestyle. Imagine mornings spent walking the beach with your coffee, afternoons cruising the Intracoastal, and evenings returning home to breathtaking sunsets over the water. With convenient beach access directly across A1A, you can enjoy the Atlantic Ocean and Intracoastal Waterway without ever having to choose between them. Upstairs balconies offer additional opportunities to take in the surrounding coastal beauty, with sweeping Intracoastal views and glimpses of the Atlantic Ocean. Just a scenic drive from the historic charm, acclaimed dining, and vibrant atmosphere of downtown St. Augustine, this exceptional estate provides a rare balance of peaceful waterfront seclusion and convenient access to everything that makes Florida's First Coast so desirable. Two iconic waterways. Over an acre of waterfront paradise. One extraordinary address. At 8115 A1A South, luxury isn't simply defined by the home itself, but by the freedom to live exactly how you've always imagined. Some properties offer beautiful homes. Others offer extraordinary lifestyles. Very few offer both on this scale.

8115 A1a S, St. Augustine

$1,544,034

4 Beds ⋅ 6 Baths ⋅ 2168873 MLS ⋅ 32092 Zip Code

The expansive Andrea home design is an elegant blend of style and practicality. Enter through a striking two-story foyer that leads to the spacious great room, featuring a soaring ceiling and access to the covered lanai. The well-appointed kitchen, complete with an island, plentiful cabinetry and counter space, and a walk-in pantry, opens to a casual dining area, creating a perfect space for everyday meals and gatherings. The primary bedroom is enhanced by a tray ceiling, dual walk-in closets, and a serene bath with dual vanities, a freestanding tub, a luxurious shower with seat, linen storage, and a private water closet. Toward the front of the home is beautiful secondary bedroom suite with an entry off the one-car garage, ideal for multigenerational living. Upstairs are three secondary bedrooms, each featuring private bathrooms, ensuring comfort and privacy.

930 Richland Manor Road, St. Augustine

$3,299,000

4 Beds ⋅ 4 Baths ⋅ 2166852 MLS ⋅ 32092 Zip Code

Introducing The Estate at Emerald Lakes an extraordinary gated six plus acre private compound with main home an cottages totaling 10 bedrooms, 7 1/2 baths offering a level of lifestyle, versatility, and resort-style living rarely found in St. Johns County. Just 20 minutes from historic downtown St. Augustine, this one-of-a-kind estate pairs a beautifully renovated main residence with three private guest cottages, a picturesque lake, exceptional recreational amenities, and dedicated event spaces creating an unparalleled setting for luxury living, multi-generational families, entertaining, and income-producing opportunities. At the heart of the property is the beautifully renovated four bedroom/three bath main residence overlooking the lake, featuring an updated kitchen, remodeled baths, and spacious living and entertaining areas designed for both everyday comfort and effortless gatherings. Beyond the main residence, multiple charming cottages the separate accommodations allow parents, adult children, extended family, and guests to enjoy their own private spaces while remaining together on one spectacular property. The cottages also offer Airbnb and short-term rental income potential and provide convenient accommodations for wedding guests, family reunions, retreats, and special events. The seven-acre grounds of The Estate at Emerald Lakes evoke the atmosphere of a private resort. A picturesque lake creates a beautiful backdrop, complemented by a screened swimming pool, pool house/gym/storage, tennis court, pickleball court, and expansive outdoor spaces designed for recreation, relaxation, and entertaining. Adding even greater versatility is an RV/Boat garage and dedicated event storage, providing valuable space for recreational vehicles, equipment, furnishings, and everything needed to support the property's many possible uses. A wedding and event barn with kitchen, restrooms and storage that further distinguishes this remarkable estate, creating a dedicated space for celebrations and gatherings. Paired with the lakefront setting, expansive grounds, guest cottages, pool, and recreational amenities, the property offers exceptional potential as a wedding and special-event destination, with opportunities for ceremonies, receptions, photography, celebrations, and overnight guest accommodations. Whether envisioned as a luxurious private family compound, multi-generational estate, vacation-rental destination, corporate or wellness retreat, or wedding and event property, The Estate at Emerald Lakes offers a rare combination of privacy, versatility, recreation, and opportunity all approximately 20 minutes from the dining, shopping, history, beaches, and charm of downtown St. Augustine.The Estate at Emerald Lakes isn't simply a residence it's a seven-acre private resort, family compound, retreat, and destination.

2900 Joe Ashton Road, St. Augustine

$1,450,000

15 Baths ⋅ 2165031 MLS ⋅ 32084 Zip Code ⋅ The Equinox Motel BLDG.

VALUE-ADD HOSPITALITY OPPORTUNITY IN PRIME UPTOWN ST. AUGUSTINE LOCATION! Introducing The Equinox--a rare opportunity to acquire and reimagine a legacy hospitality property in one of St. Augustine's most desirable tourism corridors. Set on .37 acres along highly visible San Marco Avenue, this 14-unit motel offers CM-2 zoning, a coveted Entry Corridor location, and a prominent position along a primary gateway to Historic Downtown St. Augustine. With an allowable building height of up to 35 feet, the property offers meaningful potential for vertical expansion, including a second and potentially third story, subject to zoning approvals and development requirements. Ideally positioned within walking or biking distance of shops, dining, attractions, and the iconic historic district, The Equinox offers investors, developers, and hospitality entrepreneurs the opportunity to acquire, renovate, reposition, and unlock value in a prime St. Augustine location. Approximately 7,200 vehicles travel this corridor daily, according to 2025 AADT data, providing exceptional visibility along a major commercial and tourism corridor. Currently configured with 14 units, including two apartment-style units, the property offers multiple revenue-enhancement and repositioning opportunities. 18 parking spaces and a covered front patio gathering area offer valuable on-site infrastructure, while an additional room creates flexibility for a 15th guest room, café, game area, spa/wellness space, or other revenue-generating amenity. The utility room presents further upside with the potential to add an on-site guest laundry facility. LOCATION IS EVERYTHING. As an established Entry Corridor location, The Equinox benefits from its position along one of the primary gateways into the heart of St. Augustine, situated along a highly traveled route between US-1 and Historic Downtown and surrounded by iconic attractions including the Old Jail, Fountain of Youth, Mission Nombre de Dios, historic landmarks, restaurants, boutiques, and more. With beautiful Vilano Beach just 5 minutes away, guests can easily enjoy the sun, sand, and coveted coastal lifestyle that makes St. Augustine a premier destination. Existing improvements--including updated flooring and tile, newer windows, updated HVAC units, CPVC plumbing repipe, and a 2014 roof--provide a head start on modernization. Reimagine The Equinox as a refreshed boutique hotel concept or other permitted hospitality use--with the potential to drive revenue, increase NOI, and unlock long-term property value in one of St. Augustine's most recognizable locations. ACQUIRE. MODERNIZE. REPOSITION. STABILIZE. CREATE VALUE. The location is established. The opportunity is yours!

306 San Marco Avenue, St. Augustine

170 Cumberland Park Drive, St. Augustine

$1,900,000

4 Baths ⋅ 2164261 MLS ⋅ 32095 Zip Code

PREMIER COMMERCIAL OPPORTUNITY in North St Johns County market. Lot 7 of Cumberland Industrial Park is 95,654 square feet or 2.195 acres of developable land. 5,280 sqft under roof, with 1,680 of office space, 3 half baths, and 14 parking spaces. Butler style Warehouse with 16 foot eave height, and asphalt paved drive and yard. Permitted uses within the Cumberland Industrial Park PUD include; wholesale, storage, light manufacturing, printing, bulk storage,outdoor storage, vocational or trade schools, clinics in connection with industrial activity, miscellaneous industrial, radio/television facilities, & essential public services. Additional uses by exception are allowed to include self-storage, retail sales of vehicles/motor homes/boats/heavy machinery/building supplies, & service establishments catering to commerce and industry. Cumberland IP PUD developments must be approved. Current tenant has 3+ years left on lease at below market rent. Collect some rent while planning future use

170 Cumberland Park Drive, St. Augustine

$1,100,000

4 Baths ⋅ 2163554 MLS ⋅ 32086 Zip Code ⋅ 2310 DOBBS RD. BLDG.

Strategically located in the Dobbs Road Industrial Area, the property consists of a 0.78-acre parcel divided into 2 halves by an east-west easement driveway that provides access to a neighboring property to the east. The northern half includes a 5,000-square-foot steel-frame, metal-sided warehouse on a concrete slab. Zoned IW, the building features 2 -10-fT by 10-FT roll-up doors and an approximately 14-foot clear height. It is configured for two separate tenancies: one approximately 2,000 FT space that is occupied under an existing lease, and one approximately 3,000 FT vacant space,( Currently listed for Lease MLS# 2156653). Each space has an office area and 2 toilet rooms. SEE ADDITIONAL REMARKS. Strategically located in the Dobbs Road Industrial Area, the property consists of a 0.78-acre parcel divided into 2 halves by an east-west easement driveway that provides access to a neighboring property to the east. The northern half includes a 5,000-square-foot steel-frame, metal-sided warehouse on a concrete slab. Zoned IW, the building features 2 -10-fT by 10-FT roll-up doors and an approximately 14-foot clear height. It is configured for two separate tenancies: one approximately 2,000 FT space that is occupied under an existing lease, and one approximately 3,000 FT vacant space,( Currently listed for Lease MLS# 2156653). Each space has an office area and 2 toilet rooms. The southern half of the property consists of vacant, buildable land. The Seller has partially completed plans available to Buyer showing a proposed 5,000 SF metal building on this portion of the site. The plans are approximately 60% complete and may be completed by the Buyer if they wish to further develop the property. Great access to CR207, US1 & US95. Building is on well water and septic tank. Metal roof repaired and re-coated in 2024, has 8 yrs left on 10 yr warranty. Plans for proposed new structure and Engineer's information available on request. NDA required.

2310 Dobbs Road, St. Augustine

$1,505,183

5 Beds ⋅ 6 Baths ⋅ 2160737 MLS ⋅ 32092 Zip Code

The Monica is a 5,000 sq ft single-story luxury home with 5 bedrooms, 5 baths, and a 5-car garage. Open living flows from chef's kitchen with walk-in pantry to dining and living areas. Master suite with spa bath and French doors to lanai. Flexible spaces and customization make this home perfect for entertaining and everyday living.

525 Chestnut Oak Road, St. Augustine

$6,350,000

2160514 MLS ⋅ 32080 Zip Code

Lighthouse Plaza is a fully leased, 16-unit retail center totaling 26,485 SF on 1.46 acres along Anastasia Boulevard (SR A1A), St. Augustine's main corridor between historic downtown and the beaches, a few hundred feet from the St. Augustine Lighthouse and the Alligator Farm. The center is 100% leased (16 of 16 suites) to established local operators on predominantly NNN leases with 3% annual increases. Offered at $6,350,000, a 7.0% cap rate on pro forma NOI of $444,530 (approximately $240/SF), with an average base rent of $16.78/SF. Recent improvements include roof, facade, storefront and electrical work. The sale includes an additional lot on Palmetto Avenue at the rear of the center, currently used for overflow parking.

844 Anastasia Boulevard, St. Augustine

$1,598,990

4 Beds ⋅ 8 Baths ⋅ 2159152 MLS ⋅ 32095 Zip Code

This Palencia home needs some love to bring it back to life, but with 7,134 sq. ft. on a private, nearly one-acre lot, the possibilities are endless. This Mediterranean-style estate was built with , spray foam insulation, and imported travertine flooring throughout, including the stair treads. Designed for multi-generational living, the property features a detached casita with a private bath and kitchenette, plus a separate living area above the garage with its own staircase and full bath. Every bedroom features an ensuite bath, with a secondary bedroom offering the potential for a second primary suite. The chef's kitchen features double islands, a 48'' Wolf 6-burner range with griddle and double ovens, Wolf microwave/convection oven, built-in Wolf steamer, 48'' Sub-Zero refrigerator, and custom range hood. Outside, a European-inspired courtyard creates a grand entrance, while the full-width covered lanai offers an outdoor kitchen, gas fireplace, and full pool bath. The expansive backyard provides plenty of space for a future pool. Additional features include surround sound and surveillance wiring. With incredible bones, high-end finishes, and endless potential, this Palencia estate is ready for someone to bring it back to its full glory. Home was purchased through foreclosure. The current owner has no prior knowledge of the property's history or condition beyond what is visibly observable

164 N River Drive, St. Augustine

$3,890,000

2159058 MLS ⋅ 32084 Zip Code ⋅ ST AUGUSTINE COMMERCE CENTER BLDG.

Exceptional opportunity to acquire a 100% occupied, income-producing commercial property in St. Augustine, Florida. The entire commercial building and land are being offered together in one sale, providing an established investment with immediate rental income. Located at 100 Center Creek Road near Lewis Speedway and the SR 16 commercial corridor, the property offers excellent accessibility, a large on-site parking lot, and convenient access to US 1, Historic Downtown St. Augustine, surrounding residential communities, schools, and local businesses. With full occupancy, established tenants, ample parking, and a desirable St. Johns County location, this property is ideal for investors seeking a turnkey commercial investment, fully leased retail or office property, or cash-flowing real estate in Northeast Florida. Financial information, rent roll, lease details, and operating expenses are available to qualified buyers with an executed confidentiality agreement. Please do not disturb tenants.

100 Center Creek Road, St. Augustine

$6,500,000

8 Beds ⋅ 7 Baths ⋅ 2157251 MLS ⋅ 32080 Zip Code

Steeped in the rich history of St. Augustine and set along the shimmering Intracoastal Waterway, this extraordinary Davis Shores waterfront estate is a rare offering where historic significance meets modern luxury. Once the residence of Elizabeth Davis-the namesake behind the iconic Davis Shores neighborhood-this remarkable property is one of the community's original homes, thoughtfully preserved while offering nearly 8,000 square feet of exceptional waterfront living with unparalleled views of the Intracoastal and the skyline of historic downtown St. Augustine. Privately positioned on just over half an acre, the estate welcomes you with a gated circular drive and an impressive arrival that hints at the grandeur within. Designed for both elegant entertaining and comfortable everyday living, the main level features a spacious kitchen that captures uninterrupted water views while overlooking the expansive living room, allowing the beauty of the Intracoastal to become part of every gathering. Double glass doors open to a sophisticated formal dining room, while a second set leads to a warm and inviting family room or den, creating multiple spaces to entertain or unwind. The first floor also offers three spacious guest bedrooms connected by a shared bath, including one unforgettable bedroom featuring a custom-built pirate ship - a whimsical space certain to become a favorite for family and guests alike. A spiral staircase leads to the second level, where architectural character continues throughout. The private primary suite is nestled within an atrium-inspired setting and features its own waterfront balcony, a walk-in closet, an oversized walk-in shower, and both a full bath and private half bath, creating a true owner's retreat. Upstairs also offers a generous bonus family room, additional guest bedrooms, a hidden room discreetly tucked away off the loft, and two charming bedrooms complete with hideaway lofts, adding a sense of discovery and individuality rarely found in today's homes. Beyond the residence, the outdoor living experience is nothing short of spectacular. Framed by mature landscaping and sweeping water views, the expansive backyard features a sparkling pool, private dock, protective bulkhead, and endless opportunities to embrace the waterfront lifestyle-from boating and paddleboarding to watching dolphins play and enjoying spectacular sunsets over the Intracoastal with the lights of historic downtown St. Augustine creating an unforgettable evening backdrop. Rich in history, extraordinary in scale, and unmatched in location, this landmark estate offers a once-in-a-generation opportunity to own a piece of St. Augustine's legacy. Combining timeless architectural charm with the luxury of waterfront living just minutes from world-class dining, shopping, marinas, and the nation's oldest city, this is far more than a home-it is a piece of history destined to become part of your family's story. Be sure to watch the video!

49 Dolphin Drive, St. Augustine

$1,650,000

4 Beds ⋅ 6 Baths ⋅ 2155840 MLS ⋅ 32092 Zip Code

Prime Golf & Water View! An Elite Masterpiece in Clubview Estates at King & Bear! Welcome to an address of true distinction. Situated within Clubview Estates, the highly coveted, gated enclave of only 10 custom homes lining Registry Boulevard; this magnificent 5,456 sq. ft. residence represents the absolute pinnacle of luxury golf-community living. Positioned perfectly on a sprawling 0.60-acre lot right on the 10th hole, this estate seamlessly balances dramatic fairways with serene waterfront views. Nestled amongst majestic mature trees that offer unmatched privacy and a timeless natural canopy, the thoughtfully designed floor plan offers an intelligent layout. All bedrooms are located downstairs, providing optimal privacy and single-story ease for daily living. The private primary suite serves as a true sanctuary, featuring an opulent bathroom that overlooks a private garden area for a serene, spa-like experience. Upstairs, the home transitions into an entertainment powerhouse, hosting a spacious media room and game room. This elevated secondary level opens up to a private balcony directly overlooking the 10th hole, serving as the ultimate vantage point for sunset views and championship golf. Step outside to your private screened lanai to experience a true resort lifestyle, complete with a heated pool, private spa, and summer kitchen set against a dramatic, nature-rich backdrop. A rare opportunity to own a piece of St. Augustine's finest architectural legacy.

1160 Registry Boulevard, St. Augustine

$2,100,000

5 Beds ⋅ 5 Baths ⋅ 2154679 MLS ⋅ 32080 Zip Code

Welcome to 217 Fiddlers Point, a truly expansive estate in the prestigious Marsh Creek community. Set on ¾ of an acre, this exceptional pool home offers 5 bedrooms, 5 bathrooms, a private office, and a huge 3-car garage. A long gated driveway creates a grand entrance while enhancing privacy. Freshly painted throughout, the home features a thoughtfully designed floor plan with spacious living areas filled with natural light, ideal for everyday living and entertaining. Walls of windows showcase breathtaking Intracoastal views, while the pool and outdoor living spaces provide the perfect place to relax. Majestic herons nesting in the surrounding trees create a spectacular natural setting. Just minutes from the beach, golf, dining, and shopping, this remarkable property offers the perfect blend of luxury, privacy, and an exceptional lifestyle in one of St. Augustine's most sought-after neighborhood. This spectacular home is a rare find. Don't miss out on this fantastic opportunity.

217 Fiddlers Point Drive, St. Augustine

$2,750,000

7 Beds ⋅ 7 Baths ⋅ 2148713 MLS ⋅ 32092 Zip Code

A private equestrian estate designed for those who value space, exceptional craftsmanship, and a lifestyle beyond the ordinary. Tucked behind the gates of the exclusive Ranch Club at Ashton Oaks, this extraordinary custom-built estate offers a rare combination of luxury, privacy, and acreage living in Northwest St. Johns County. Set on 6.6 picturesque acres with panoramic pond-to-preserve views, the property delivers a lifestyle that is increasingly difficult to find and nearly impossible to replicate. Completed in 2024, the residence encompasses 5,920 square feet of thoughtfully designed living space featuring 7 bedrooms, 6 full baths, 1 half bath, a Private in-law suite, Separate guest apartment (1,200 sf), two dedicated executive offices, and expansive entertaining spaces. Every detail reflects unparalleled quality, from custom millwork and designer lighting to Command smart home integration, whole-home audio, Wellborn cabinetry, Monogram appliances and Starlink connectivity. A Generac whole-home generator, Water filtration systems, dual gas tankless water heaters and premium finishes are just a sample of the distinctive features found throughout the home. The chef's kitchen is designed to impress with both working island and serving islands, Gas range, French door double oven with air fryer & microwave, a walk-in pantry, dedicated coffee station with auto-fill water line, and abundant custom storage. The primary retreat offers a private sanctuary with a stunning views, spa-inspired bath, custom walk in closet, dressing room, electric fireplace, and direct access to outdoor living spaces. Designed for entertaining, the panoramic screened salt water pool with dual water falls, summer kitchen, stone fireplace and extended covered lanai is sure to become a favorite gathering spot. The estate also features a stocked pond and extends into the preserve area where it backs up to Six Mile Creek and Watson Island State Forest. Cross-fenced yard area is suitable for horses, dogs, or other small livestock. Detached climate-controlled workshop with oversized bays, RV hookup (electric, water, clean-outs), added carport storage and utility area creates exceptional flexibility. Separate guest accommodations are tucked away offering an attached in-law suite in the main house a separate 1 bedroom, 1 bath apartment with private access providing multiple ideal spaces for extended stays or multi-generational living. Residents enjoy access to community bridle trails, turn-out area, and pavilion amenities within a gated enclave of only 27 homes. Located within top-rated St. Johns County schools and convenient to Jacksonville, Ponte Vedra, and historic St. Augustine, residents enjoy easy access to championship golf, beaches, state parks, boating, award-winning dining, shopping, entertainment, and endless outdoor recreation. A truly exceptional estate where luxury, privacy, technology, and lifestyle converge.

121 Ashton Oaks Drive, St. Augustine

$3,000,000

2146097 MLS ⋅ 32092 Zip Code

Prime opportunity to own a newly constructed retail building in World Golf Village. The property is located within the fully leased Shoppes at Tocoi Creek retail center anchored by ABC Liquor and Fifth 3rd Bank. This 6,021 SF retail building is currently built out for a single tenant, but it can easily be subdivided into 3 separate leasable units. This property comes with over $500,000 in tenant improvements including three HVAC units, three 200amp panels, restroom and glass roll up for inventory delivery. You could not ask for a better location! The Shoppes at Tocoi Creek is in the heart of St Johns County's booming commercial development. This center is adjacent to two Publix anchored centers, a new Home Depot, a new Costco and a Flagler Health /YMCA with a new Walmart anchored center under construction. It also offers easy ingress and egress via a signalized intersection off Pacetti Rd and Registry Blvd along with a right in-right out to offer direct access on Pacetti Rd.

160 Registry Boulevard, St. Augustine

$2,650,000

4 Beds ⋅ 5 Baths ⋅ 2145098 MLS ⋅ 32095 Zip Code

Discover an extraordinary expression of luxury living in the prestigious gated community of Palencia, where this stunning Arthur Rutenberg-designed estate sits proudly on a 1.1 acre cul-de-sac lot with serene lake views. Thoughtfully crafted for the most discerning buyer, this exceptional residence seamlessly blends timeless architectural elegance with the modern amenities today's luxury lifestyle demands. A private, detached casita welcomes guests in true coastal estate fashion, offering the perfect retreat for multigenerational living, visiting family, or a sophisticated home office. Inside the main residence, soaring ceilings and refined finishes set the stage for elevated everyday living, while expansive disappearing sliders span the entire rear of the home -- dissolving the boundary between indoors and out and creating a true entertainer's dream. Step outside to your private resort-style oasis featuring a screen-enclosed pool and spa, a fully appointed outdoor kitchen, and an oversized covered lanai overlooking tranquil lake views -- the ideal setting for sunset gatherings, alfresco dining, and quiet morning coffees. Designed for those who live well and entertain often, this luxury home offers an enviable lineup of living spaces: a dedicated game room, private fitness studio, and a rare indoor basketball court -- a one-of-a-kind feature that sets this property apart in the Northeast Florida luxury market. Custom closets throughout, designer plantation shutters, and high-end custom window treatments showcase the meticulous attention to detail found in every corner of the home. Ideally located in Palencia -- St. Augustine's premier gated golf community -- residents enjoy championship golf, har-tru tennis, pickleball, fitness facilities, miles of nature trails, and a vibrant village center, all just minutes from the historic streets of downtown St. Augustine and the pristine beaches of Florida's First Coast. A rare opportunity to own a true luxury legacy estate in one of St. Augustine's most coveted neighborhoods. Schedule your private tour today.

532 Costa Del Sol Drive, St. Augustine

$1,673,338

5 Beds ⋅ 7 Baths ⋅ 2144612 MLS ⋅ 32092 Zip Code

The Monica is a 5,048 sq ft single-story luxury home with 4 bedrooms, 5.5 baths, and a 4-car garage. Open living flows from chef's kitchen with walk-in pantry to dining and living areas. Master suite with spa bath and French doors to lanai. Flexible spaces and customization make this home perfect for entertaining and everyday living.

301 Brook Ridge Way, St. Augustine

$2,495,000

2140389 MLS ⋅ 32084 Zip Code

Fully leased 13,436-square-foot warehouse facility, featuring office space and a mezzanine level, along with an additional leased 0.30-acre lot zoned for Industrial Warehouse (IW) use. The warehouse offers an impressive 30-foot ceiling height, providing vertical clearance for storage and operational flexibility. Located within an IW zoning district, the property accommodates a broad range of commercial and industrial uses, making it an excellent investment opportunity.

1324 Mattie Street, St. Augustine

$1,710,000

5 Beds ⋅ 7 Baths ⋅ 2133655 MLS ⋅ 32092 Zip Code

Stunning English Country Manor estate pool home boasting 5 bedrooms, 6.5 bathrooms, & 3 car garage in exclusive gated King & Bear community of World Golf Village...steps from amenities, overlooking scenic pond and King & Bear Golf Course. Thoughtfully designed home with striking combination of brick and stone creates timeless charm with a grand 30-ft foyer & open staircase make dramatic first impression. Private family entry foyer plus an adjacent paneled library. Gourmet chef's kitchen with gas stove opens to spacious living areas perfect for entertaining. Lovely brick side porch off kitchen. Large private main-floor primary retreat offers a peaceful escape. Guest suite with ensuite bath on main floor. Upstairs features three bedrooms, each with its own ensuite plus game room. Outdoor living is a dream with heated pool & spa, stunning rock waterfall, fire pit, hockey rink and spacious yard. Perfect for entertaining. Steps away to golf club & communities amenities. No CDD.

1170 Registry Boulevard, St. Augustine

$2,007,202

7 Beds ⋅ 9 Baths ⋅ 2133368 MLS ⋅ 32092 Zip Code

The Monica floor plan is a masterclass in modern luxury, blending expansive spaces with thoughtful details that make daily living a pleasure. Spanning an impressive 3,488 square feet, this one-story home offers four bedrooms, four and a half baths, and a four-car garage. Every corner of this home is designed for both comfort and sophistication, making it ideal for families who appreciate the finer things.

285 Brook Ridge Way, St. Augustine

$1,694,466

7 Beds ⋅ 7 Baths ⋅ 2133148 MLS ⋅ 32092 Zip Code

The Aspen floor plan has a stunning 4,972-sq ft design that marries elegance with functionality. With six bedrooms, four & a half bathrooms & a three-car garage, this two-story layout is crafted to accommodate every family member's needs. Step through the grand entry to the open, two-story living room. This space serves as the heart of the home, flooded with natural light & perfect for cozy evenings. The kitchen, equipped with an extended island & a hidden pantry, flows seamlessly into a charming nook & the main living area, creating a warm & inviting hub. The master suite is a true retreat, complete with a luxurious master bath, oversized walk-in closet & private access to the covered lanai. An additional flex room on the main floor provides space for an office, gym, or guest suite. Upstairs, the Aspen boasts a spacious game room overlooking the living area below & five generously sized bedrooms, each designed with ample closet space.

613 Chestnut Oak Road, St. Augustine

$5,299,000

2132436 MLS ⋅ 32084 Zip Code

Historic charm meets prime investment opportunity at this exceptional 9,000-square-foot commercial property located at the gateway to Downtown St. Augustine on iconic San Marco Avenue. Positioned along one of the city's most recognizable and highly traveled corridors connecting tourism, retail, hospitality, and year-round local traffic, this asset offers outstanding visibility, strong investment fundamentals, and a rare large-scale commercial footprint in one of Florida's most visited destinations. Located at 185 San Marco Ave along one of the city's most traveled commercial corridors, this high-visibility property offers exceptional frontage, strong daily traffic counts, and parking. Positioned just minutes from historic downtown, Vilano Beach, and major tourist destinations, the property benefits from consistent year-round traffic driven by both locals and visitors. The flexible layout and prominent signage exposure appeal to a wide range of tenants including retail, professional office, medical, gallery, or boutique concepts. With limited commercial inventory in this highly desirable corridor, this property presents an opportunity for reliable cash flow, future appreciation, and portfolio diversification in Northeast Florida's.

185 San Marco Avenue, St. Augustine

$2,770,000

4 Beds ⋅ 7 Baths ⋅ 2130238 MLS ⋅ 32080 Zip Code

Custom-built Southern elegance just a short stroll to neighborhood beach access in the prestigious Estate Section of Sea Colony. Rich custom woodwork and stonework define this extraordinary residence, complete with a private elevator and striking floating staircase. The chef's kitchen with butler's pantry is ideal for entertaining, while exceptional outdoor living unfolds across multiple terraces, a gracious wraparound porch, and a rooftop patio with fireplace. The resort-style pool and spa with custom waterfall, summer kitchen, and full bath create a private oasis. A detached carriage house above the two-car-plus garage features a kitchenette, bedroom and full bath. The main home offers 3 bedrooms, an office, 3 full baths, and 2 half baths, showcasing impeccable luxury throughout. Sea Colony is known for its superior amenities: 24/7 manned gated, boardwalks to beach access, a common clubhouse and heated pool.

924 Ocean Palm Way, St. Augustine

$3,260,000

5 Beds ⋅ 7 Baths ⋅ 2129275 MLS ⋅ 32092 Zip Code

Designed for an elite lifestyle, this exceptional concrete block residence with ICYNENE insulation exemplifies refined luxury and superior craftsmanship. A 6-car garage plus a separate golf cart garage, imported doors throughout, and state-of-the-art lighting and whole-home automation set the tone for effortless sophistication. Indulgent amenities include a climate-controlled wine cellar, a generously sized private home gym, and seamless indoor-outdoor living. The covered lanai, complete with fireplace and summer kitchen, overlooks tranquil water-to-golf course views and a striking infinity pool—creating a resort-caliber setting for both entertaining and everyday enjoyment. Ideally positioned within the prestigious World Golf Village of Saint Augustine, Florida.

3533 Crest Street, St. Augustine

675 Kings Estate Road Unit 110-113, St. Augustine

$510,000

2128269 MLS ⋅ 32086 Zip Code

Brand new industrial warehouse condos available in St. Augsustine, FL in 2025. 26 flex units available offering 2,240 +/- SF including one (1) ADA restroom, and one (1) 140 +/- SF office space, approximately 14'x10'. Ideal for garage condos to store cars, RV, or have mancave. This industrial park is situated on 3.89 +/- acres zoned (IW)- industrial warehouse. Constructed with cold form steel structure and tilt-up panel concrete walls. The ceiling height is about 28'-30'. Each warehouse condo will have one (1) grade level 12x16 bay door. There will be a community loading dock and plenty of parking, 75-80 parking spaces total (including 3 ADA). Interior units starting at $227.68 p.s.f. or $510,000.00, and the two (2) end units are $250 p.s.f. or $560,000.00.

675 Kings Estate Road Unit 110-113, St. Augustine

$1,700,001

7 Beds ⋅ 6 Baths ⋅ 2128141 MLS ⋅ 32084 Zip Code

for comp purposes only

2425 Kacie Lane, St. Augustine

$1,650,000

5 Beds ⋅ 6 Baths ⋅ 2125941 MLS ⋅ 32092 Zip Code

1105 Registry Boulevard is a statement of refined living. 1 of only 10 exclusive homes in ''The Estates'' section of the coveted King & Bear community. Sitting on half an acre and boasting 5600 square feet of living space, this home has been updated and elevated to reflect modern luxury living at its very best. Recently refreshed exterior and interior paint with new engineered hardwood flooring throughout give a blend of warmth and elegance. Complete comfort is a given with upgrades like whole house water-softener, RO water filtration, UV light filter and dehumidifier system installed together with three separate AC Systems, two tankless hot water heaters and a laundry room for each level. Relaxing is easy in the grand living room space with vaulted ceilings and custom curio cabinets, gas fireplace and views out to the heated pool area. Step outside to a full summer kitchen complete with its own fireplace and screened in lanai. From the front of the home enjoy westerly views and sunsets over hole number 10 on the prestigious King & Bear Golf Course. First floor master suite with luxurious spa-style master bathroom featuring floor to ceiling marble tile, spacious jetted tub and impressive double shower with multi body jets. There is so much to love about this home! Custom his & hers walk in closets, plantation shutters throughout, spacious heated and cooled gym or theater room, formal dining area and office that could double as 5th bedroom... The list goes on. New roof installed in 2022. This magnificent property truly needs to be seen in person so make sure to schedule your showing today!

1105 Registry Boulevard, St. Augustine

$2,865,000

5 Beds ⋅ 5 Baths ⋅ 2124579 MLS ⋅ 32095 Zip Code

A residence like no other, this elegant European-inspired estate is nestled among towering oaks, situated on a spacious .79 acre marsh front lot in Palencia. Constructed by Cottage Home Company, this custom-built home was exquisitely designed with extensive attention to every detail. Outfitted with the finest finishes throughout, this 5-bedroom, 5-bath home boasts over 5200 SF of luxurious living space & over 150 feet of marsh frontage. Offering captivating marsh-to-intracoastal views from nearly every room, comfort & elegance blend effortlessly here. Enter through double iron doors to an elegant foyer with intricate floor-to-ceiling paneling & a soaring 26' ceiling. The expansive open floor plan offers abundant natural light & panoramic marsh views throughout the main living spaces. Downstairs, the family room showcases wood beams & a tiled fireplace wall complete with a reclaimed wood mantle. French doors open to a covered travertine lanai, where panoramic marsh views stretch behind the heated saltwater pool & spa. The chef's kitchen boasts stacked inset cabinetry, a 9' island breakfast bar, concealed walk-in pantry & state-of-the-art Wolf appliances including: a six-burner gas range w/ double ovens, microwave drawer & a built-in Sub-Zero refrigerator. Recently updated with Taj Mahal quartzite countertops, Italian marble backsplash, copper apron sink & coordinating deVOL pot filler & faucet, this kitchen is exquisite in both design and detail. Downstairs finds three full bedrooms, plus a library. Ideal for multi-generational living, there's a guest wing with separate access from outside that leads into an en-suite guest bedroom, as well as an additional bedroom with a vaulted ceiling, connecting through to the cabana bath. The library is the perfect place to unwind, with its color-drenched walls, gas fireplace, and built-in bookcases. The owners' wing completes the first floor with a spacious bedroom, curved bow window, private outdoor access & an oversized walk-in closet. French doors lead into a spa-like bathroom with a decorative tile accent wall, marble floors, split vanities, a freestanding tub & a walk-through shower. An eye-catching wrought-iron staircase leads to two bedrooms, two baths, and a bonus room, complete with a covered balcony affording sweeping views of the intracoastal & the most stunning sunsets. You'll find unparalleled craftsmanship and rich appointments throughout, including European white oak flooring, marble & quartzite countertops, intricate woodwork, wooden beams, Marvin casement windows, designer lighting, custom window treatments, smooth ceilings & walls, 8 ft solid-core doors, & custom closets. M A walk-through butler's pantry leads back to a mudroom & walk-in laundry room offering upper & lower cabinetry, hanging space, a folding counter & laundry sink. A covered breezeway connects to the detached side-entry 3-car garage, outfitted with epoxy flooring, overhead storage racks, wall cabinetry, and shelving. Located within the gates of Palencia, this home is perfectly positioned under a canopy of ancient oaks. This home's exterior is truly just as striking as its interior. Located on one of the most coveted streets in Palencia, Hickory Hill Drive, privacy abounds as you're surrounded by natural landscape & abundant marsh front wildlife. Offering access to world-class amenities & a championship Arthur Hills-designed golf course. Palencia residents enjoy a fitness center, three community pools, lighted clay tennis & pickle ball courts, sports fields, fitness trails, and a boardwalk leading to the intracoastal. There is no better place to call home.

150 Hickory Hill Drive, St. Augustine

$4,600,000

5 Beds ⋅ 8 Baths ⋅ 2122130 MLS ⋅ 32080 Zip Code

A Masterpiece of Coastal Living: Intracoastal Estate on Anastasia Island. Claiming an entire acre of prime Intracoastal frontage on distinguished Anastasia Island, this bespoke 2020 estate represents the pinnacle of contemporary coastal luxury. Here, meticulous craftsmanship converges with an ethereal sense of place-a residence where light dances across water, horizons expand infinitely, and the art of living well reaches its highest expression. The 4,474-square-foot main residence unfolds with intuitive grace. European wide-plank light oak flooring stretches beneath soaring ceilings, while expansive walls of glass frame ever-changing water vistas and channel ocean breezes throughout. The Thermador-appointed chef's kitchen features a professional 48-inch gas range, integrated refrigeration, luminous quartz surfaces, and a show-stopping pecky cypress buffet with Euro-style pass-through to the pool terrace. Living spaces flow with sophisticated informality, enhanced by custom millwork bespoke built-ins, and integrated Control4 and Sonos systems extending across multiple zones. Beyond the glass, a 70-foot saltwater pool complex with spa, sun shelf, and fully equipped outdoor kitchen creates your private resort sanctuary. The deep-water dock with dual boat lifts delivers unobstructed Intracoastal access, where pristine bird estuaries provide your backdrop and sailboats drift past your shoreline. The third-level wet bar and lounge open to ocean-view terraces, while the primary suite claims its own wing with private outdoor retreat and spa-caliber bath. A separate 1,904-square-foot carriage house offers impeccably finished space for distinguished guests or multigenerational living. Moments from the beach and historic St. Augustine, this estate delivers consummate privacy within a vibrant coastal community-an invitation to a life where architectural excellence meets the spontaneous joy of waterfront living.

7955 A1a S, St. Augustine

$2,525,000

11 Baths ⋅ 2117735 MLS ⋅ 32092 Zip Code ⋅ Main House, Guest House and Barn Apartment BLDG.

Whether you're looking for a true working farm, family compound, event space, or a live-work setup with multiple residences, this estate offers endless possibilities. Previously zoned ''Ag'' property currently is multi-family. Comparable properties in traditional equestrian markets often exceed $4-6 million, making this property a remarkable value in one of Florida's most desirable counties. Highlights: * 13.5+ acres of fully fenced acreage + private drive * Updated main home (3600SF, 4BR 4 Full Bath, 2 half bath ) + secondary residence (2000SF 3BA/2.5BA) + barn apartment (1000SF, 1BA/1BA) * Ideal for horses, farming, or multi-generational living * Investment potential for rental or event income * Convenient access to I-95, shopping, and A-rated schools * Less than 30 minutes to downtown Historic St. Augustine and area beaches For additional information, please look at documents section and inquire. Cross posted in MLS #2116449 Rare 13+ acre luxury equestrian estate in St. Augustine, Florida offering exceptional flexibility, privacy, and value. Situated only 7 minutes to all the conveniences , shopping & dining of the World Golf area, this estate features an 8 stall barn, two beautifully updated homes, plus a fully equipped apartment above the barn. The property is ideal for equestrian enthusiasts, multi-generational families, event operators/investors, or anyone seeking a private retreat just minutes from town. Total listed square footage and beds/baths is for all 3 living spaces. The main residence has been tastefully updated with modern luxury finishes, multiple living spaces, and a screened lanai with salt water pool, summer kitchen and bar. The second home provides comfortable space for extended family, guests, or rental income, while the barn apartment offers a perfect setup for a caretaker, tenant, or a home office. Designed for horse owners or small farm operators, the property includes usable, fully fenced acreage ready with pastures, full size riding arenas, paddocks, round pens, runs, & water/electric throughout property. Several pens and kennels for smaller animals line the drive to back pasture. Miles of sidewalks and lighted paths, meander through the property connecting the exterior spaces. It's also ideal for those relocating from California, North Carolina, Texas, or the Northeast, where similar multi-home compounds can cost two to three times more. With no state income tax, year-round riding weather, and proximity to the beaches and historic charm of St. Augustine, this is truly a one-of-a-kind opportunity.

35 Townsend Place, St. Augustine

$1,845,000

5 Beds ⋅ 6 Baths ⋅ 2117213 MLS ⋅ 32092 Zip Code

Welcome to an extraordinary riverfront sanctuary, where modern sophistication meets serene elegance. This exquisite residence is a masterpiece of contemporary design, offering panoramic vistas of the river from every angle. The meticulously landscaped grounds are complemented by a stunning array of outdoor amenities, including a sparkling pool, a rejuvenating hot tub, a fully equipped outdoor kitchen, screened patios, a cozy firepit, an outdoor shower, and a private boat dock—perfectly tailored for the ultimate in waterfront entertainment and relaxation. Step inside to experience a refined, sleek interior that exemplifies the pinnacle of luxury living.

5425 Riverwood Road N, St. Augustine

$2,525,000

8 Beds ⋅ 11 Baths ⋅ 2116449 MLS ⋅ 32092 Zip Code

Welcome to 35 Townsend Place, a rare 13+ acre luxury equestrian estate in St. Augustine, Florida offering exceptional flexibility, privacy, and value. Situated only 7 minutes to all the conveniences , shopping & dining of the World Golf area, this estate features an 8 stall barn, two beautifully updated homes, plus a fully equipped apartment above the barn. The property is ideal for equestrian enthusiasts, multi-generational families, event operators/investors, or anyone seeking a private retreat just minutes from town. Total listed square footage and beds/baths is for all 3 living spaces. The main residence has been tastefully updated with modern luxury finishes, multiple living spaces, and a screened lanai with salt water pool, summer kitchen plus bar. The second home provides comfortable space for extended family, guests, or rental income, while the barn apartment offers a perfect setup for a caretaker, tenant, or a home office. NO SHOWINGS w/o pre-approval or POF. SEE MORE below. Designed for horse owners or small farm operators, the property includes usable, fully fenced acreage ready with pastures, full size riding arenas, paddocks, round pens, runs, & water/electric throughout property. Several pens and kennels for smaller animals line the drive to back pasture. Miles of sidewalks and lighted paths, meander through the property connecting the exterior spaces. It's also ideal for those relocating from California, North Carolina, Texas, or the Northeast, where similar multi-home compounds can cost two to three times more. With no state income tax, year-round riding weather, and proximity to the beaches and historic charm of St. Augustine, this is truly a one-of-a-kind opportunity. Whether you're looking for a true working farm, family compound, event space, or a live-work setup with multiple residences, this estate offers endless possibilities. Comparable properties in traditional equestrian markets often exceed $4-6 million, making this property a remarkable value in one of Florida's most desirable counties. Highlights: * 13+ acres of fully fenced acreage + private drive * Updated main home (3600SF, 4BR 4 Full Bath, 2 half bath ) + secondary residence (2000SF 3BA/2.5BA) + barn apartment (1000SF, 1BA/1BA) * Ideal for horses, farming, or multi-generational living * Investment potential for rental or event income * Convenient access to I-95, shopping, and A-rated schools * Less than 30 minutes to downtown Historic St. Augustine and area beaches For additional information, please look at documents section and inquire.

35 Townsend Place, St. Augustine

$2,400,000

7 Beds ⋅ 5 Baths ⋅ 2112505 MLS ⋅ 32084 Zip Code

Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

268 St George Street, St. Augustine

$2,950,000

2105033 MLS ⋅ 32080 Zip Code

Prime restaurant opportunity in the heart of St. Augustine Beach, positioned along a high-traffic coastal corridor with excellent visibility. This established location features a spacious dining area, large main production kitchen, pizza kitchen, catering kitchen , plus BONUS 4K SF Banquet Room, and ample parking, making it ideal for a variety of dining concepts. Just minutes from the beach, hotels, and popular attractions, the property benefits from strong year-round local and tourist activity. Its proximity to residential neighborhoods and major roadways ensures a steady customer base, while the vibrant beachside atmosphere enhances its appeal for both casual and upscale dining. A rare chance to own a turn-key location in a thriving coastal market with 340 standing occupancy on the banquet side and 150+ Seats on the restaurant side with 2 full liquor bars (one on the banquet side and one on the main dining side).

1915 A1a S, St. Augustine

$3,625,000

2100259 MLS ⋅ 32080 Zip Code

Positioned along the high-traffic corridor of Anastasia Boulevard, this 5,770 square foot freestanding restaurant building offers a rare opportunity to establish or expand your brand in the heart of St. Augustine. Strategically located just minutes from historic downtown, the beaches, and the iconic Bridge of Lions, this site benefits from strong year-round tourism and dense local foot traffic. The current restaurant has operated successfully at this site for over a decade. They are developing a new location and will remain in the area. The building features a spacious, open-concept dining area with high ceilings, exposed architectural elements, and flexible layout options suitable for casual, upscale, or themed dining concepts. A large commercial kitchen is fully equipped with hoods, grease trap, walk-in cooler/freezer, and ample prep space. The property also includes bar seating, private dining or event space, and generous restrooms.

410 Anastasia Boulevard, St. Augustine

$1,594,218

5 Beds ⋅ 5 Baths ⋅ 2099896 MLS ⋅ 32092 Zip Code

The Augusta floor plan by ICI Homes welcomes you to a world of comfort and sophistication, perfectly balancing open, airy spaces with private retreats. From the moment you step through the grand foyer, the home's elegance unfolds. A formal dining area sits to one side, perfect for holiday gatherings or intimate dinners, while the private study offers a quiet space for remote work or personal projects. Venture further into the heart of the home, where the two-story living room opens up with soaring ceilings and abundant natural light, creating a bright and inviting atmosphere. Adjacent to this grand space, the deluxe kitchen - complete with an expansive island and a cozy nook - becomes a culinary haven for family meals, casual brunches, or entertaining friends. The kitchen flows effortlessly to the covered lanai, a versatile outdoor living space, ideal for weekend barbecues or quiet evenings under the stars.

607 Chestnut Oak Road, St. Augustine

$1,790,795

8 Beds ⋅ 9 Baths ⋅ 2099057 MLS ⋅ 32092 Zip Code

Discover the Aspen floor plan, a stunning 4,972-square-foot design that marries elegance with functionality for your dream lifestyle. With six bedrooms, four and a half bathrooms, and a three-car garage, this two-story layout is crafted to accommodate every family member's needs while inviting endless customization possibilities to truly make it yours. Step through the grand entry, and be captivated by the open, two-story living room. This space serves as the heart of the home, flooded with natural light and perfect for cozy evenings or entertaining. The kitchen, equipped with an extended island and a hidden pantry, flows seamlessly into a charming nook and the main living area, creating a warm and inviting hub. With ICI Homes' signature customization, you can easily extend the island, add custom cabinetry, or reimagine this space to suit your culinary needs. The master suite is a true retreat, complete with a luxurious master bath, oversized walk-in closet.

75 Glenbriar Court, St. Augustine

$2,150,000

5 Beds ⋅ 5 Baths ⋅ 2097434 MLS ⋅ 32095 Zip Code

117 Hickory Hill is a beautiful 5,500 sq ft Mediterranean retreat inside Palencia's gates in St. Augustine. With soaring 23-ft ceilings, a dramatic 20-ft stone fireplace, triple sliders, and a fully remodeled chef's kitchen with marble counters, double ovens, gas range, wine cellar, and huge island. Step outside to a lush, private oasis with a screened pool, spa, waterfall, fireplace, and full Florida kitchen. The first-floor primary suite offers a spa bath, custom closets, sitting area, and wet bar. There's an additional guest suite and office downstairs; upstairs includes three en-suite bedrooms, two verandas, wet bar, and built-ins. Palencia feels like a resort, offering a private golf course for Palencia club members. For Palencia residents, the CDD fees include tennis, fitness, pickleball, three swimming pools and boardwalk to the Intracoastal Waterway. Market street has shops and community events every week. 117 Hickory Hill isn't just a home... it's a lifestyle!

117 Hickory Hill Drive, St. Augustine

$1,116,000

5 Beds ⋅ 5 Baths ⋅ 2097210 MLS ⋅ 32092 Zip Code

Discover unparalleled Luxury in this exceptional custom-built pool home located in the prestigious King & Bear Golf Course Community at World Golf Village. Situated on a premium preserve lot, this beautifully maintained residence offers serenity, space, and superior craftsmanship. Step into the Grand Great Room featuring soaring 23-foot ceilings and beautiful limestone Gas Fireplace. The open floor plan is complemented by elegant porcelain tile, a gorgeous wood staircase with custom railings, impressive chandelier and expansive living spaces perfect for entertaining. The gourmet kitchen is a chef's dream, showcasing premium stainless-steel appliances, solid wood cabinetry, a walk-in butler pantry, full size laundry room, wet bar with beverage cooler and more... The formal dining area is perfect for special gatherings and there is also everyday dining area room by the kitchen. The spacious first-floor Master Suite includes a private lounge area, travertine & carpet flooring, granite counters, spa like bathroom with double vanities, custom closets and cabinetry. A bonus room offers the flexibility of a private office or live-in help suite/play room. Upstairs features Two Bedrooms - each has its own bath plus a hidden loft ideal for storage. There is also a Second Master Suite with extra room and its own bath with double vanities & large walk-in closet. The pool table / game area completes the upper level and is located on the walkway between the bedrooms. Enjoy year-round outdoor living in the resort-style pool area with waterfall, custom lighting, a summer kitchen, fire pit and a granite bar. This premium lot ensures privacy with lush preserve views. Located within a top-ranked, Arnold Palmer and Jack Nicklaus-designed golf course community. Enjoy world-class amenities: walking trails, tennis, pickle ball, lap pool & family pool, a state-of-the-art gym, pristine lakes, sidewalks, King & Bear Restaurant and more. A new 2024 roof adds value and potential insurance savings. Located a short from Jacksonville, airport, beautiful beaches, and premier shopping at St. Johns Town Center. This home is truly a must-see.... And yes it does have a large 2 car garage with storage.....

2645 Oakgrove Avenue, St. Augustine

3956 N Ponce De Leon Boulevard, St. Augustine

$1,630,000

2096359 MLS ⋅ 32084 Zip Code

A special Commercial property is now available just north of the Historic District, and south of the Municipal Airport . With a colorful history as the iconic Harley Davidson Dealership, there is 7198 Sq Ft of total space under roof that has 3730 SF of finished retail space (under HVAC) and 3468 of warehouse space all The current zoning is City of St Augustine CM-2 (Commercial Medium Intensity) , which provides for multiple uses and shows a traffic count of approximately 36,500 daily. additional parking space can be provided by contiguous property to the rear. Aerial Map location in ''Documents''

3956 N Ponce De Leon Boulevard, St. Augustine

144 N Prairie Lakes Drive, St. Augustine

$1,255,319

5 Beds ⋅ 6 Baths ⋅ 2090595 MLS ⋅ 32084 Zip Code

Stunning new construction on nearly an acre with serene private water views backing up to a natural preserve. This luxury estate offers over 7,500 SF of conditioned living space and 9,000+ SF under roof, featuring soaring ceilings, a grand foyer, chef's kitchen with butler's pantry, wet bar, game room/office, elevator-ready shaft, and multiple living areas. The upstairs owner's suite includes a private balcony, spa-style bath, and dual walk-ins. Brick veneer, fiber cement siding, covered patios, and oversized garage complete the package. Located in Prairie Lakes with no CDD and low HOA, this home blends elegance, privacy, and functionality in one of St. Augustine's most peaceful communities. Room for outdoor living enhancements like a pool or summer kitchen. Don't miss your chance to own this one-of-a-kind custom home!

144 N Prairie Lakes Drive, St. Augustine

$1,423,700

5 Beds ⋅ 5 Baths ⋅ 2089851 MLS ⋅ 32092 Zip Code

Discover the Aspen floor plan, a stunning 4,972-square-foot design that marries elegance with functionality for your dream lifestyle. With six bedrooms, four and a half bathrooms, and a three-car garage, this two-story layout is crafted to accommodate every family member's needs while inviting endless customization possibilities to truly make it yours. Step through the grand entry, and be captivated by the open, two-story living room. This space serves as the heart of the home, flooded with natural light and perfect for cozy evenings or entertaining. The kitchen, equipped with an extended island and a hidden pantry, flows seamlessly into a charming nook and the main living area, creating a warm and inviting hub. With ICI Homes' signature customization, you can easily extend the island, add custom cabinetry, or reimagine this space to suit your culinary needs.

71 Forest Valley Court, St. Augustine

$3,607,333

4 Beds ⋅ 6 Baths ⋅ 2089013 MLS ⋅ 32092 Zip Code

The Monica floor plan is a masterclass in modern luxury, blending expansive spaces with thoughtful details that make daily living a pleasure. Spanning an impressive 3,488 square feet, this one-story home offers four bedrooms, four baths, and a four-car garage. Every corner of this home is designed for both comfort and sophistication, making it ideal for families who appreciate the finer things. Upon entry, the grand foyer with tray ceiling opens to the spacious dining room and an elegant study, perfect for a home office or a quiet reading nook. Moving deeper into the heart of the home, the layout seamlessly transitions into the main living areas, where a vaulted ceiling in the living room adds an airy, open feel. This living space flows naturally into the kitchen and nook, creating an inviting environment perfect for entertaining or relaxed family gatherings.

65 Forest Valley Court, St. Augustine

$640,000

7 Beds ⋅ 4 Baths ⋅ 2083513 MLS ⋅ 32095 Zip Code

100-Day Home Warranty coverage available at closing. Come see this charming home now on the market! This home has Fresh Exterior Paint. Discover a bright interior tied together with a neutral color palette. Meal prep is a breeze in the kitchen, complete with a spacious center island. Relax in your primary suite with a walk in closet included. The primary bathroom is fully equipped with a separate tub and shower, double sinks, and plenty of under sink storage. The back yard is the perfect spot to kick back with the included covered sitting area. Don't wait! Make this beautiful home yours .

50 Lipizzan Trail, St. Augustine

$1,525,000

5 Beds ⋅ 6 Baths ⋅ 2075519 MLS ⋅ 32086 Zip Code

Welcome to your dream home! This stunning 5,300 sqft estate is nestled on over an acre of lush, private land along navigable Moultrie Creek in beautiful St. Augustine, FL. With unparalleled views and direct water access, this property offers the perfect combination of tranquility & luxury living. The home has been meticulously upgraded and remodeled, featuring a gorgeous, chef-inspired kitchen with top-of-the-line appliances, custom cabinetry, and stunning countertops. Whether you're hosting a family dinner or entertaining guests, this space is designed to impress. The spacious primary suite offers a private balcony, a relaxing fireplace, a beautifully remodeled bathroom featuring a spa-like shower, separate tub, & luxurious finishes. Step outside into your own private oasis, where you'll find several sitting areas, all with spectacular views of the creek & expansive marsh. Just steps below is the oversized pool & natural stone deck surrounded by lush landscape, perfect for relaxing! The expansive grounds offers plenty of space for outdoor living and recreation, gently sloping down to Moultrie Creek where the dock stands ready for launching your kayaking and fishing adventures... or a peaceful setting to just relax and enjoy the natural surroundings and sunsets! Throughout the home, you'll find high-end finishes, attention to detail, and thoughtful upgrades. There is plenty of room for the entire family and even guests, plus additional space for a home office, gym, and/or game room. Need an extra bonus? The sale includes an additional adjacent parcel parcel of land (Parcel # 1851800002) which gives you approximately 1.06 acres total. Moultrie Trails is a premier neighborhood with majestic oaks, gorgeous tree canopies, winding roads to bike/walk, a private tennis court, a clubhouse with wrap around porches, and beautiful spacious lots. This exceptional property offers the ideal balance of privacy and convenience, with easy access to St. Augustine's charming historic district, pristine beaches, and all the amenities you need. Don't miss the opportunity to own this one-of-a-kind waterfront estate.

414 Camelia Trail, St. Augustine

$1,408,870

5 Beds ⋅ 5 Baths ⋅ 2078955 MLS ⋅ 32092 Zip Code

The Augusta floor plan by ICI Homes welcomes you to a world of comfort and sophistication, perfectly balancing open, airy spaces with private retreats. From the moment you step through the grand foyer, the home's elegance unfolds. A formal dining area sits to one side, perfect for holiday gatherings or intimate dinners, while the private study offers a quiet space for remote work or personal projects. Venture further into the heart of the home, where the two-story living room opens up with soaring ceilings and abundant natural light, creating a bright and inviting atmosphere. Adjacent to this grand space, the deluxe kitchen - complete with an expansive island and a cozy nook - becomes a culinary haven for family meals, casual brunches, or entertaining friends. The kitchen flows effortlessly to the covered lanai, a versatile outdoor living space, ideal for weekend barbecues or quiet evenings under the stars.

153 Brook Ridge Way, St. Augustine

$1,810,000

4 Beds ⋅ 6 Baths ⋅ 2073647 MLS ⋅ 32095 Zip Code

Welcome to a magnificent custom builder's home in beautiful Palencia. This one-of-a-kind entertainer's estate offers 4 bedrooms + 1 that does not conform & 6 bathrooms across an expansive 5,207 sf of luxurious living space. With over $275,000 in newer improvements, such as appliances, whole house generator & AC units make this residence truly exceptional. Step inside to discover a grand foyer leading to a spacious living area with a cozy fireplace & a wet bar, perfect for gatherings. The gourmet island kitchen boasts granite counters, a breakfast bar, pantry, and wine storage, ensuring a culinary haven for any chef. The primary suite features 2 walk-in closets, steam shower, and access to your own coffee/wine bar. Outside, the resort-style pool and summer kitchen create an oasis for relaxation and entertainment, complemented by a fire pit and re-screened pool enclosure. Enjoy community amenities like a fitness, community pool, playground, tennis & basketball courts & more!

144 Corbata Lane, St. Augustine

$730,000

7 Beds ⋅ 5 Baths ⋅ 2063194 MLS ⋅ 32095 Zip Code

Welcome to Your Dream Home in Las Calinas! Nestled in the highly desirable Estates of Las Calinas, this stunning 7-bedroom, 4.5-bath, 5,212 sqft home offers unparalleled comfort and modern luxury. Surrounded by lush hardwood preserves, this home provides a serene backdrop while being conveniently located on a cul-de-sac. Step inside and be greeted by soaring ceilings and a thoughtfully designed floor plan. The spacious office with upgraded finishes and a formal dining room with elegant tray ceilings set the tone for sophistication. The chef's kitchen is an entertainer's delight, featuring rich wood cabinetry, an oversized island with additional storage, stainless steel appliances, and a sunlit breakfast nook. The main-level primary suite is a private retreat, complete with dual vanities, a walk-in shower, and a soaking tub for ultimate relaxation. Upstairs, you'll find six generously sized bedrooms, a versatile loft space, and a dedicated media room perfect for movie nights or game days. Two bedrooms share a convenient Jack-and-Jill bathroom, while the others have easy access to the additional full bath. Enjoy the Florida lifestyle on the extended screened lanai, overlooking a peaceful preserve. The three-car tandem garage offers ample storage for your vehicles, tools, or recreational equipment. Fresh landscaping, a paver driveway, and a spacious side yard add to the home's curb appeal and outdoor functionality. Living in Las Calinas means access to resort-style amenities, including a sparkling pool, splash park, playgrounds, tennis and basketball courts, picnic areas, and a kayak launch. Best of all, no CDD fees! Don't miss the opportunity to call this exquisite property home. Schedule your showing today!

250 Esmeralda Road, St. Augustine

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