8 Paddock Road, Oak Bluffs MA 02557

Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living.

At its core, an expansive great room features soaring cathedral ceilings, rich paneling, and exquisite millwork. Bathed in natural light from dormers and oversized windows, the space is both grand and inviting. Three sets of French doors open to a bluestone terrace with multiple seating areas and a heated saltwater pool—creating a stunning backdrop for al fresco dining, entertaining, and quiet relaxation.

The chef’s kitchen is thoughtfully positioned to overlook both the dining area and great room, allowing for effortless everyday living and gracious hosting. The home’s layout is equally intentional: one wing offers a secondary living room or study, along with a luxurious primary suite complete with a spa-like bath and dressing room. The opposite wing features three spacious guest bedrooms, each with cathedral ceilings, walk-in closets, and ensuite baths, ensuring comfort and privacy for family and guests alike.

Additional amenities include a well-appointed mudroom with side entrance, a dedicated laundry room, and a finished lower level with a media room, full bath, and abundant storage. Custom built-ins, refined finishes, and thoughtful architectural details enhance the home’s timeless appeal throughout.

Surrounded by beautifully curated grounds, the property offers a true sense of seclusion. Residents of The Preserve enjoy access to scenic walking trails connecting to conservation land, as well as convenient proximity to the bike path, Farm Neck Golf Club, and all down-island towns.