Barnstable is home to some of the most coveted real estate on the Eastern Seaboard. With seven distinct villages, the town encompasses everything from historic beachfront compounds to newly constructed waterfront estates and right now, five properties are listed at $11.95 million or above.
Every property on this list is waterfront. Every one sits on more than an acre. And together, they represent over $73.2M in active inventory at the very top of the Cape Cod market. Here's a closer look at each one.
- 1
47 Sunset Point, Osterville
$18,500,000
Gated Oyster Harbors estate with private dock, resort pool, guest cottage, and sports court on nearly 2 acres overlooking Cotuit Bay.
Beds / Baths7 bd • 9f 2hSq Footage10,104 sq ftLot Size1.97 acresWaterCotuit BayGarage9-carPrice / Sq Ft$1,831Waterfront: Waterfront • Private Dock • Pool
Set within the gated enclave of Oyster Harbors, this 10,104 sq ft estate captures dramatic sunsets over Cotuit Bay and Nantucket Sound. The main residence features an open chef's kitchen, fireplaced living area, and an expansive primary suite occupying an entire wing 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.
Year Built: 2007Annual Taxes: $67,614Assessed Value: $9,940,500MLS#: 22603952View Full Listing → - 2
155 Irving Avenue, Hyannis Port
$16,500,000
Iconic 1914 beachfront colonial on Olmsted Brothers-designed grounds with 410' of private sandy beach on Nantucket Sound in the heart of Hyannis Port.
Beds / Baths7 bd • 7f 1hSq Footage8,765 sq ftLot Size2.44 acresWaterNantucket SoundGarageNonePrice / Sq Ft$1,882Waterfront: Beachfront • 410’ Sandy Beach • Ocean Views
One of the most storied estates on the Eastern Seaboard, this stately 1914 colonial sits on magnificent grounds designed by the Olmsted Brothers — the same firm behind Central Park and the Boston Emerald Necklace. Unobstructed views of Nantucket Sound, Hyannis Port Harbor, and Great Island carry through every room. Grand gathering spaces connect seamlessly to the outdoor living areas, while a luxurious primary suite and six guest bedrooms provide refined accommodations. Steps from the West Beach Club and Hyannis Port Yacht Club.
Year Built: 1914Annual Taxes: $88,874Assessed Value: $9,376,700MLS#: 22505725View Full Listing → - 3
190 Vineyard Road, Cotuit
$13,950,000
Rare 3.1-acre family compound on Oregon Point with 400' of Nantucket Sound beachfront, grandfathered multi-structure footprint, tennis court, and private dock.
Beds / Baths10 bd • 6f 3hLot Size3.1 acresWaterNantucket SoundGarage2-carWaterfront: Beachfront • 400’ Ocean Frontage • Private Dock
Positioned on a high-elevation bluff along Oregon Point, this 3.1-acre compound commands 400 feet of pristine Nantucket Sound beachfront. The grandfathered multi-structure footprint — 10 bedrooms across 21 rooms — offers a rare opportunity to create a custom renovation on one of Cotuit's most coveted parcels. Existing infrastructure includes utilities, driveways, a tennis court, beachfront access points, and topographic foundations. Oregon Point is among the most private and sought-after addresses on Cape Cod.
Year Built: 1941Annual Taxes: $59,339Assessed Value: $6,539,500MLS#: 22602575View Full Listing → - 4
71 Sand Point, Osterville
$12,250,000
Oyster Harbors estate with 450' of private beachfront on North Bay, a home library with spiral staircase, in-ground pool, and a renovated chef's kitchen with panoramic water views.
Beds / Baths5 bd • 4f 2hSq Footage5,747 sq ftLot Size1.37 acresWaterNorth BayGarage2-carPrice / Sq Ft$2,132Waterfront: Waterfront • 450’ Beachfront • Private Dock • Pool
Also within the gated Oyster Harbors community, this 1951 estate — extensively renovated in 2014 — boasts 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay. Vaulted ceilings and expansive windows greet you in the grand foyer. A private home library accessed by a spiral staircase overlooks both the main level and the serene waters of North Bay. The gourmet chef's kitchen features a granite center island and wraparound picture windows. A sun-drenched sunroom with a full wet bar opens directly to the waterside pool and terrace.
Year Built: 1951 (renovated 2014)Annual Taxes: $57,775Assessed Value: $7,085,600MLS#: 22500873View Full Listing → - 5
48 Starboard Lane, Osterville
$11,950,000
Brand-new 2026 construction on the Bumps River with a Pebble Tec pool, renovated boathouse, deeded Long Beach lot, and Sub-Zero/Wolf kitchen — the only new build on this list.
Beds / Baths6 bd • 6f 2hSq Footage8,387 sq ftLot Size2.6 acresWaterBumps RiverGarage3-carPrice / Sq Ft$1,425Waterfront: Waterfront • Boathouse • Deeded Beach Lot • Pool
The only newly constructed home on this list, 48 Starboard Lane was completed in 2026 and is ready to enjoy immediately. Maibec white cedar shingle siding, Pella Architect Series windows, and Danby natural stone counters set the tone. 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.
Year Built: 2026Annual Taxes: $20,016Assessed Value: $2,454,700MLS#: 22602716View Full Listing →
What the Top of the Market Tells Us
Osterville dominates the ultra-luxury tier
Three of the five properties on this list are in Osterville — and two of those are within the gated Oyster Harbors community. That concentration isn't a coincidence. Oyster Harbors offers something genuinely rare on Cape Cod: a private, gated peninsula with direct access to both Cotuit Bay and North Bay, a private golf course, and a community of estates that rarely trade publicly. When they do come to market, they command prices that reflect decades of scarcity.
Every property is waterfront — without exception
At this price tier in Barnstable, water access isn't a feature — it's a prerequisite. All five properties are waterfront, four have direct beach access, and three include private docks. The water bodies represented span Cotuit Bay, North Bay, Nantucket Sound, and the Bumps River, reflecting the geographic diversity of Barnstable's coastline. The two properties fronting directly on Nantucket Sound offer open-ocean exposure that commands a premium even within this already-elite group.
Historic compounds vs. new construction
Four of the five properties were built before 1960 — the oldest dating to 1914. At this level of the market, buyers aren't just purchasing a home; they're acquiring a piece of Cape Cod history. The 155 Irving Avenue estate in Hyannis Port, set on Olmsted Brothers-designed grounds, and the 190 Vineyard Road compound in Cotuit both carry the kind of provenance that can't be replicated. The one exception — 48 Starboard Lane — was completed in 2026 and offers the only opportunity on this list to own a brand-new luxury build with modern systems, warranties, and no renovation risk.
Price per square foot varies widely
Among the four properties with disclosed square footage, price per square foot ranges from $1,425 to $2,132. That spread reflects the premium placed on beachfront footage, lot size, and location rather than interior square footage alone. The 71 Sand Point property — with 450 feet of private beachfront — commands the highest price per square foot on the list despite being the smallest home by square footage.
Lot size and land value
The average lot across these five properties is 2.30 acres — substantial by any measure, but especially so given their waterfront locations. The largest parcel, 190 Vineyard Road in Cotuit at 3.1 acres, is also the most land-intensive opportunity on the list, with a grandfathered multi-structure footprint that would be impossible to replicate under current zoning. For buyers focused on land value and long-term appreciation, that scarcity is a meaningful factor.
Price per sq ft range on this list: $1,425 – $2,132 (based on disclosed square footage).
Interested in Barnstable's Luxury Market?
Wood Real Estate has deep roots in Barnstable and an intimate knowledge of its most exclusive communities. Whether you're buying or selling at the top of the market, we're here to help.
© 2026 Cape Cod & Islands Multiple Listing Service. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of CCIMLS. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, changes, or withdrawal. Listing prices and details are current as of August 18, 2026.