255 Bayberry Way
Barnstable, MA · $7,900,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

255 Bayberry Way

Barnstable, MA 02655
$7,900,000
5 days on market · Listed Apr 3, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
7
Baths
6
Sq Ft
4,896
Acres
5.98
Year Built
1988
$ / Sq Ft
$1,614
Days on Market
5

Investment Snapshot

🟡 MEDIUM RISK
Monthly Carrying
$43,562
Cash Flow / yr
$-407,342
Cash-on-Cash
-18.4%
Cash Required
$2,212,000
Projected Revenue / yr
$187,879
Avg Daily Rate
$1,197
Occupancy
43%
STR Range (P50)
$138,285
🟡 MEDIUM RISK — Varies by village. Registration generally required.
STR revenue range: $88,703$192,059

Location & Nearby

Map of 255 Bayberry Way, Barnstable MA with nearby beaches and points of interest
HThis property
  • A
    Wianno Yacht Club
    0.64 mi
  • B
    Wianno Golf Club
    0.75 mi
  • C
    Oyster Harbor Marina
    0.76 mi
  • D
    Nauticus Marina
    0.84 mi
  • E
    Crosby Yacht Yard Inc
    0.87 mi
  • F
    Osterville Town Marina
    1.01 mi
  • G
    🛝 Osterville Village Library Playground
    1.26 mi
  • H
    🍽️ Five Bays Bistro
    1.27 mi

About this property

“Point House”, a rare 5.98-acre waterfront estate set on a private peninsula overlooking West Bay. This exceptional offering features sweeping water views, a private sandy beach, and a deep-water dock with direct access to Nantucket Sound. The nearly 5,000 sq ft home offers six bedrooms, refined architectural details, and five fireplaces. Designed to embrace its setting, the home opens to a full deck with seamless indoor-outdoor living. A dramatic two-story great room with fireplace anchors the home with the well-appointed kitchen, dining area, and family room-ideal for both everyday living and entertaining. The first level includes two bedrooms and a private sitting room, while the second floor is anchored by a serene primary suite with water views, spacious bath, walk-in closet, and fireside sitting room. Three additional bedrooms and a sitting area complete this level while a third-floor tower captures unforgettable sunsets. Guest quarters above a two-car garage add flexibility.

Similar listings in Barnstable

📋 Barnstable Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Barnstable
Listed by Robert Kinlin, Berkshire Hathaway HomeServices Robert Paul Properties