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Listing: 1 of 1 Updated 47 minutes ago

88 Bridge Street Osterville, MA 02655

4bd. 4fb. Single Family $2,495,000



Ideally positioned between Oyster Harbors and the Wianno Club, this beautifully maintained coastal property offers picturesque views of West Bay that enhance its serene setting and offer a constant reminder of the sea's proximity. Blending privacy, charm, and convenience, this is a place where summer memories are made, and year-round living is equally inviting.The main residence features three bedrooms, including two guest rooms on the first floor and a spacious, private primary suite upstairs with a sunlit balcony overlooking the bay. At the heart of the home is a welcoming living room anchored by a fireplace and surrounded by windows that fill the space with natural light. The open-concept layout flows effortlessly into a renovated chef's kitchen with a large center island, perfect for casual dining or entertaining. Step outside to an expansive deck and stone patio--ideal for al fresco meals, afternoon lounging, and evenings gathered with family and friends. A separate guest house enhances the property's flexibility, providing generous accommodations with a bedroom, bonus room, two full bathrooms, and bright, open living space. Whether hosting extended family, weekend visitors, or a home office retreat, the guest house offers comfort and independence for all. Recent improvements include a new roof on all structures (2023), a fully renovated kitchen (2021), and several system upgrades throughout. Located in one of Cape Cod's most desirable seaside communities, this special property is just minutes to fine shops, dining, and beaches that make Osterville a cherished destination. Information contained herein is believed to be accurate but should be independently verified by prospective buyers.


General Information for 88 Bridge Street Osterville, MA 02655

Town Barnstable
Village Osterville
County Barnstable
Stories 2
SQFT 4,192
Status Available
Listing Number 22502415 (CCIMLS)

Rooms Information for 88 Bridge Street Osterville, MA 02655

Family Room 0X0
Flooring: Wood
View
Kitchen Features 0X0
Flooring: Wood
Door(s): Sliding
Recessed Lighting
View
Breakfast Bar
Breakfast Nook
Built-in Features
Kitchen Island
Pantry
Dining Room 0X0
Flooring: Wood
Laundry First Floor
Bedroom 0X0
Flooring: Wood
Office/Sitting Area
Balcony
Walk-In Closet(s)
View
Master Bath Features Private Full Bath
Bedroom 1 0X0
Flooring: Wood
Office/Sitting Area
Balcony
Walk-In Closet(s)
View
Bedroom 2 0X0
Flooring: Wood
Door(s): French
View
Bedroom 3 0X0
Flooring: Carpet
Door(s): French
Closet
Bedroom 4 0X0
Private Full Bath
View
Office/Sitting Area

Interior Information for 88 Bridge Street Osterville, MA 02655

Basement Interior Entry
Partial
Interior Features Recessed Lighting
Pantry
Heating Hot Water
Appliances Cooktop
Washer
Wall/Oven Cook Top
Microwave
Dishwasher
Gas Water Heater

Exterior Information for 88 Bridge Street Osterville, MA 02655

Lot Size 0.36 acres
Lot Description Conservation Area
School
House of Worship
Near Golf Course
Shopping
Public Tennis
Marina
In Town Location
Level
Cleared
Construction Shingle Siding
Garage 2 Car Garage
Parking Spaces: 4
Lot Conservation Area
School
House of Worship
Near Golf Course
Shopping
Public Tennis
Marina
In Town Location
Level
Cleared
Sewer Private Sewer

Neighborhood Information for 88 Bridge Street Osterville, MA 02655

Schools information for 88 Bridge Street Osterville, MA 02655

Elementary Barnstable
Middle Barnstable
High Barnstable
General Area Public, Private School and College Information

Miscellaneous Information for 88 Bridge Street Osterville, MA 02655

Year Built 1914
Association Fee 0
Taxes $20,309 /Yr

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Listing provided courtesy of robert b kinlin, berkshire hathaway homeservices robert paul properties

Market Snapshot as of May 21, 2025 (Last 30 days)

Condo Data
Units 7,046
Avg Price $992,409
Avg Days Listed 87
Total New Listings 0
House Data
Units 12,263
Avg Price $1,297,742
Avg Days Listed 74
Total New Listings 16
Multi-Family Data
Units 1,865
Avg Price $1,281,399
Avg Days Listed 99
Total New Listings 0

Average Price by Property Type
Units by Property Type
Average Days on Market by Property Type

Recent Home Sales In This Zip Code (02655)

For a more detailed market analyis one of our real estate agents can provide you with a full report.

Address Closing Date List Price Closing Price % of List Price
42 Pond Street
Osterville, MA 02655
01/03/2025 $1,348,000 $1,300,000 96%
21 Nathans Way
Osterville, MA 02655
12/16/2024 $2,950 $2,950 100%
146 Wintergreen Circle
Osterville, MA 02655
12/16/2024 $799,000 $780,000 98%
3040 Falmouth Rd. A1
Osterville, MA 02655
12/15/2024 $1,800 $1,800 100%
16 Second Avenue 5A
Osterville, MA 02655
12/06/2024 $649,000 $610,000 94%
920 Main Street 4
Osterville, MA 02655
12/05/2024 $633,000 $595,000 94%
920A Main Street 17
Osterville, MA 02655
11/27/2024 $85,000 $75,000 88%
17 Chine Way
Osterville, MA 02655
11/26/2024 $1,295,000 $1,275,000 98%
82 Blanid Road
Osterville, MA 02655
11/26/2024 $1,500,000 $1,500,000 100%
298 Starboard Lane
Osterville, MA 02655
11/21/2024 $2,695,000 $2,500,000 93%
39 Tower Hill Road 1A 1A
Osterville, MA 02655
11/19/2024 $630,000 $610,000 97%
33 Waterfield Road
Osterville, MA 02655
11/18/2024 $1,050,000 $1,050,000 100%
28 Bayview Road
Osterville, MA 02655
11/15/2024 $4,150,000 $4,150,000 100%
34 Rebecca Lane
Osterville, MA 02655
11/04/2024 $544,000 $540,000 99%
201 Old Mill Road
Osterville, MA 02655
11/01/2024 $2,399,000 $2,250,000 94%
92 Concord Lane
Osterville, MA 02655
10/31/2024 $3,500 $3,500 100%
22 Marion Way
Osterville, MA 02655
10/31/2024 $850,000 $845,000 99%
263 Tower Hill Road
Osterville, MA 02655
10/28/2024 $1,195,000 $1,250,000 105%
65 Deerfield Road
Osterville, MA 02655
10/24/2024 $940,000 $890,000 95%
13 South Street
Osterville, MA 02655
10/20/2024 $2,500 $2,500 100%
39 Tower Hill Road 5A
Osterville, MA 02655
10/11/2024 $689,000 $660,000 96%
42 Yawl Road
Osterville, MA 02655
10/11/2024 $628,000 $628,000 100%
812 Main Street
Osterville, MA 02655
10/07/2024 $1,000 $1,000 100%
51 Poplar Drive
Osterville, MA 02655
10/03/2024 $749,000 $749,000 100%
104 Great Bay Road
Osterville, MA 02655
06/25/2024 $7,995,000 $8,250,000 103%

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Listing: 1 of 1 Updated 47 minutes ago

Real Estate Logo 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 Kinlin Grover Compass include the name of the listing broker. Neither the listing company nor Kinlin Grover Compass 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 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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