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$1,837,500
4 Beds ⋅ 4 Baths ⋅ NS1088542 MLS
COASTAL CHARM, MODERN COMFORT, and FLORIDA SUNSHINE COME TOGETHER in this central beachside hamlet location. Multi Generational Central Beachside homes! Tucked away on a quiet, less traveled and tree lined street. TWO individual homes on one large lot. A Bespoke Coastal Estate in Central Beach, A Legacy Property. Behind unassuming doors, an entirely unexpected world unfolds; a private coastal oasis you would never imagine exists from the street. Once inside, the layers reveal themselves: space, serenity, craftsmanship, and a lifestyle that feels worlds away from everyday beachside living. An extraordinarily rare offering in the heart of Central Beachside, this coastal compound presents an unmatched lifestyle opportunity in New Smyrna Beach. Situated on an exceptionally coveted 100’ x 150’ parcel, this generational estate features two fully independent residences, creating a level of privacy, flexibility, and resort style living seldom found so close to the coast. Tucked away on a quiet, no through traffic street, the property delivers a true sense of seclusion and exclusivity, while remaining moments from the ocean, Intracoastal Waterway, Flagler Avenue, and premier local amenities. Elevated atop a natural dune system with no history of flooding, even during major storm events, this home offers both peace of mind and timeless coastal resilience. The main Craftsman residence, (3BEDS, 2.5 BATHS, 2 LAUNDRY ROOMS), has been artfully curated and reimagined, blending classic architectural integrity with refined modern luxuries. Rich Florida Heart Pine and Tiger Eye Maple floors, and designer lighting create a warm yet elevated ambiance throughout. The chef’s kitchen is a statement in functional elegance, featuring custom wood cabinetry, granite countertops, hand blown artisan glass pendants by Amber Marshall, and best in class Sub-Zero and Wolf appliances. The private guest residence (ADU) (1 BED, WALK IN CLOSET, LAUNDRY CLOSET, PRIVATE PATIO) offers exceptional versatility and income potential, complete with a full kitchen, living area, a true resort style retreat for guests or extended family. Outdoor living is elevated to an experience. The grounds unfold into a lush tropical oasis, featuring a vintage inspired summer kitchen (approx 30x40) with a restored 1930s Roper gas range, granite counters, unique vintage touches, Kamado Grill included) custom putting green, blooming Royal Poinciana tree, and curated garden spaces, perfect for entertaining, relaxation, and coastal gatherings. A 10x16 air conditioned studio/shed offers endless flexibility for creative or recreational use. Fully enclosed by vinyl privacy fencing, the estate provides generous space for boats, RVs, golf carts, and ample guest parking (12 vehicles), an exceptional luxury in this sought after beachside enclave. The result is a one of a kind coastal compound, intentionally designed for connection, comfort, and elevated beach living. This is not simply a residence, it is a private coastal sanctuary, a legacy property, and a rare opportunity to own one of Central Beachside’s most distinctive estates. THERE ARE ONLY 9 HOMES FOR SALE ON THE BS LISTED BETWEEN $1.4-$2M WITH A POOL NONE OF THEM HAVE THE DOUBLE LOT OR THE GUEST QUARTERS OR CLOSE TO FLAGLER AND GOLF CART FRIENDLY OR THE CHARACTER. NO NORTH BEACHSIDE TRAFFIC JAMS AND STUCK NORTH OF FLAGLER. SELLER FINANCING AVAILABLE

506 Yupon Avenue, New Smyrna Beach

Listing courtesy of NSB HOMES LLC. 386-427-0439
© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Florida Beaches Real Estate Company.