255 Bayberry Way, Osterville, MA 02655
Local realty services provided by:CENTURY 21 Custom Home Realty
255 Bayberry Way,Osterville, MA 02655
$7,900,000
- 7 Beds
- 6 Baths
- 4,896 sq. ft.
- Single family
- Active
Listed by: robert b kinlin
Office: berkshire hathaway homeservices robert paul properties
MLS#:22601177
Source:CAPECOD
Price summary
- Price:$7,900,000
- Price per sq. ft.:$1,613.56
About this home
Welcome to ''Point House,'' an extraordinary 5.98-acre waterfront estate set on a private peninsula overlooking the shimmering waters of West Bay. Surrounded by breathtaking natural beauty, this rare offering pairs sweeping water views with exceptional privacy, highlighted by expansive lawns, curated gardens, a private sandy beach, and a substantial deep-water dock with direct access to Nantucket Sound.
The nearly 5,000 square foot residence is thoughtfully designed to capture its remarkable setting, with six bedrooms, refined architectural detailing, custom millwork, and five fireplaces throughout. A gracious entry introduces uninterrupted water views and opens to an expansive deck spanning the length of the home--seamlessly blending indoor and outdoor living. At the heart of the home, a dramatic two-story great room with a floor-to-ceiling brick fireplace is bathed in natural light, while the well-appointed kitchen flows effortlessly into the dining area and inviting family room. Designed for both relaxed living and elegant entertaining, each space connects beautifully to the surrounding outdoor terraces. The first level also offers two bedrooms and a private sitting room, while the second floor is anchored by a serene primary suite with sweeping water views, a spacious bath, walk-in closet, and fireside sitting room. Three additional bedrooms and a secondary sitting area complete this level. A third-floor tower provides a stunning vantage point for panoramic sunsets over the bay. A detached two-car garage with guest accommodations above adds flexibility for extended family and visitors. Perfectly balancing seclusion and convenience, this exceptional coastal estate is just moments from Osterville Village's boutiques, dining, and charm. A truly rare opportunity to experience waterfront living at its finest....
Contact an agent
Home facts
- Year built:1988
- Listing ID #:22601177
- Added:72 day(s) ago
- Updated:June 14, 2026 at 02:56 PM
Rooms and interior
- Bedrooms:7
- Total bathrooms:6
- Rooms Total:9
- Basement Description:Full, Interior Access, Walk-Out Access
- Living area:4,896 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Forced Air
Structure and exterior
- Year built:1988
- Building area:4,896 sq. ft.
- Lot area:5.98 Acres
- Lot Features:Cleared, Views
- Construction Materials:Clapboard
- Exterior Features:Garden, Outdoor Shower
Finances and disclosures
- Price:$7,900,000
- Price per sq. ft.:$1,613.56
- Tax amount:$78,869
Features and amenities
- Amenities:Linen Closet, Pantry, Recessed Lighting, Walk-In Closet(s), Wet Bar
Parking
- Parking description:Detached, Garage Door Opener, Gravel, Off Street
- Garage spaces:2
Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Coldwell Banker Realty include the name of the listing broker. Neither the listing company nor CENTURY 21 Custom Home Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. CAPECOD Member Broker: Deborah FlanaganNew listings near 255 Bayberry Way
- New
$2,795,000Active3 beds 4 baths2,676 sq. ft.106 Hathaway Road, Osterville, MA 02655
MLS# 22602823Listed by: SOTHEBY'S INTERNATIONAL REALTY - New
$995,000Active2 beds 3 baths1,954 sq. ft.105 Parker Rd #B, Barnstable, MA 02655
MLS# 73522962Listed by: Sotheby's International Realty - New
$784,000Active3 beds 2 baths1,426 sq. ft.114 King Arthur Dr, Barnstable, MA 02601
MLS# 73534191Listed by: C. Case Realty, LLC - New
$784,000Active3 beds 2 baths1,426 sq. ft.114 King Arthur Drive, Osterville, MA 02655
MLS# 22602806Listed by: C. CASE REALTY, LLC - New
$599,900Active2 beds 2 baths1,088 sq. ft.727 Main Street #B1, Barnstable, MA 02655
MLS# 73532078Listed by: Craigville Realty, Inc. - New
$685,000Active3 beds 2 baths1,144 sq. ft.7 Bonnie Briar Road, Osterville, MA 02655
MLS# 22602754Listed by: COMPASS MASSACHUSETTS, LLC - New
$1,995,000Active4 beds 3 baths2,636 sq. ft.420 Starboard Lane, Osterville, MA 02655
MLS# 22602737Listed by: SOTHEBY'S INTERNATIONAL REALTY - New
$11,950,000Active6 beds 8 baths8,387 sq. ft.48 Starboard Lane, Osterville, MA 02655
MLS# 22602716Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES - New
$3,500,000Active3 beds 5 baths5,049 sq. ft.140 Seapuit Road, Osterville, MA 02655
MLS# 22602715Listed by: KINLIN GROVER COMPASS - New
$10,500,000Active7 beds 6 baths6,368 sq. ft.109 Eel River Road, Osterville, MA 02655
MLS# 22602692Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.