The 5 Most Expensive Homes for Sale in Barnstable Right Now

Waterfront: Waterfront • Private Dock • Resort Pool • Guest Cottage • Sports Court

Exquisite waterfront estate in the gated enclave of Oyster Harbors, one of Cape Cod's most sought-after addresses. This 10,104 sq ft residence was built in 2007 and captures dramatic sunsets over Cotuit Bay and Nantucket Sound from nearly every room. The main residence features an open chef's kitchen, fireplaced living area, and an expansive primary suite with a private water-view balcony. Outside, a resort-inspired pool and terrace, outdoor kitchen, cabana, and private dock complete the picture. A two-bedroom guest cottage, sports court, and a 9-car barn round out this generational compound on 1.97 acres.

Waterfront: Waterfront • West Bay • Nantucket Sound Views • Private Beach

Set along the soothing waters of West Bay, this exceptional waterfront estate offers approximately 8,763 sq ft of living space on 3.02 beautifully landscaped acres. Built in 1914 and thoughtfully updated over the decades, the property commands sweeping views across West Bay toward Nantucket Sound. Eight bedrooms and eleven baths provide generous accommodations, while the expansive grounds offer privacy rarely found at this scale in Osterville. The estate's West Bay frontage, mature plantings, and classic Cape Cod architecture make this one of the most distinguished offerings to come to market in 2026.

Waterfront: Waterfront • Eel River • Gated Drive • Pool

Privately set behind a gated drive on two acres along Eel River, this remarkable Osterville waterfront estate is the largest home on this list at 14,292 sq ft. Built in 2006, the residence features 7 bedrooms, 10 full baths, and 3 half baths across a thoughtfully designed floor plan that maximizes water views at every turn. Grand entertaining spaces, a gourmet kitchen, and multiple fireplaced living areas define the interior, while the exterior grounds offer a pool, expansive terraces, and direct Eel River access. Garrison Lane is one of Osterville's most prestigious addresses, and this property represents one of the finest estates to come to market along this coveted corridor.

Waterfront: Waterfront • Eel River • 2.35 Acres • Landscaped Grounds

Set on 2.35 beautifully landscaped acres along Eel River, this exceptional Osterville waterfront estate blends the character of its 1927 origins with the amenities expected of a property at this price point. The 7,730 sq ft residence offers 8 bedrooms and 9 baths across a gracious floor plan with water views throughout. Mature plantings, specimen trees, and manicured grounds frame the property, while the Eel River frontage provides a serene and private setting. 141 Eel River Road is a rare opportunity to acquire a historic Osterville estate with significant acreage on one of the village's most desirable waterways.

Waterfront: Waterfront • Bumps River • Renovated Boathouse • Pebble Tec Pool • Deeded Long Beach Lot

Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the only new build on this list. Completed in 2026, the 8,387 sq ft residence features Maibec white cedar shingle siding, Pella Architect Series windows, and Danby natural stone counters throughout. Inside, a fireplaced living room with coffered ceilings flows into a gourmet kitchen anchored by Sub-Zero and Wolf appliances. Glass doors open to a Phoenician Buff stone terrace surrounding a custom Pebble Tec pool and spa. A renovated boathouse with a float for non-motorized crafts and a deeded beach lot on Long Beach complete this exceptional offering. A price improvement from $11,950,000 to $11,500,000 in September 2026 makes this the most accessible entry point on the list.