313 Bridge Street Osterville, MA $ 4,950,000
313 Bridge Street
$ 4,950,000
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313 Bridge Street

Osterville, MA, 02655
$ 4,950,000
Bedrooms5 Baths7.1 Sq 5,969

Monthly Estimate*

$ 31,255

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Single Family Home for sale in Osterville, MA

for $4,950,000 with 5 bedrooms and 7 full baths, 1 half bath. This 5,969 square foot home was built in 1940 on a lot size of 0.93.

Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home gym above. In the main residence, timeless and sophisticated design is on display throughout, with custom millwork, designer wallpaper, soaring vaulted ceilings, and a smart home system that governs doors, locks, and hardware with effortless ease. Superlative craftsmanship and finishes define every room, from the chef's kitchen with professional grade appliances to the exquisitely appointed first-floor primary suite featuring custom-designed closets and a luxurious bathroom with a jetted Grohe shower system. Four additional bedrooms, including a second-floor primary suite, ensure refined accommodations for family and guests, while a finished lower level provides flexible bonus space. Set amidst park-like grounds with manicured landscaping, the backyard features multiple gathering spaces, including an expansive poolside terrace with a summer kitchen and fire pit. The stunning pool house caters to resort-style living and offers endless possibilities. Meticulously appointed with no detail overlooked, additional highlights include a whole-home generator, state-of-the-art security, and Lutron smart lighting. Minutes from everything Osterville has to offer, this exceptional family compound is ready to be enjoyed.

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Single Family Active

Price

$ 4,950,000

Bedrooms

5

Full Bath

7

Half Bath

1

Property Type

Single Family

Taxes

$ 24,551

Style

Cape Cod, Shingle

Lot Size

0.93

Year Built

1940

Town/City

Osterville

County/Region

Barnstable

MLS | Web ID

22603652

Features
General
Sewer Septic Tank
Heating Hot Water
Cooling Central Air
Roof Asphalt
Appliances Electric Water Heater
Zoning RF-1
Garage Spaces 3
Patio/Porch Features Deck Screened Porch Patio
Architectural Style Cape Cod Shingle
Pool Features Pool Cover In Ground Heated
Construction Materials Shingle Siding
Year Built 1940
Stories Count 2
Township Barnstable
Property Subtype Single Family Residence
Tax Year 2026
County Barnstable
New Construction false
Property Type Residential
HOA false
Attached Garage false
Garage Y/N true
Other Structures Pool House
Total Rooms 10
Full Baths 7
Status Active
Directions Main Street Osterville to Wianno Avenue to West Bay Road to Bridge Street #313.
City Osterville
High School District Barnstable
Lot Size Units Acres
Lot Size Square Feet 40511
Carport Y/N false
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 24551
Showing Instructions Please email Paul Grover (paul@paulgrover.com) or call/text Matthew de Groot (917.596.3060).
Home Warranty Y/N false
Property Condition Updated/Remodeled Actual
Building Area Units Square Feet
Primary Bedroom Level First
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Barnstable
Elementary School District Barnstable
Tax Assessed Value 3608700
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Interior
Basement Finished Interior Entry
Flooring Wood Tile
Total Fireplaces 2
Kitchen Level First
Air Conditioning Y/N true
Heating Y/N true
Window Features Bay/Bow Windows
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room Sink Countertops Built-Ins
Total Bedrooms 5
Living Room Level First
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen Upgraded Cabinets Kitchen Island Pantry Recessed Lighting
Total Baths 8
Primary Bathroom Features Private Full Bath
Living Room Features Recessed Lighting Living Room Beamed Ceilings
Dining Room Features Recessed Lighting Dining Room Beamed Ceilings View
Primary Bedroom Features Walk-In Closet(s) Recessed Lighting
Dining Room Level First
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Exterior
Exterior Amenities Outdoor Shower Garden
Lot Features Conservation Area House of Worship Near Golf Course Shopping Marina In Town Location Level South of Route 28
Total Parking 4
Lot Size Area 0.93
Foundation Details Block Poured
Building Area Total 5969
Lot Size Acres 0.93
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N false
Road Frontage Type Public
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* Excluded Features
List By
Paul E Grover

Listing Agent

Berkshire Hathaway Homeservices Robert Paul Properties

Broker

paul@paulgrover.com

Email

Affordability Calculator

$33,301
Per Month
94%
6%
0%
Monthly Principal & Interest
$31,255
Monthly Property Taxes
$2,046
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4795841 Elementary School
4795840 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/29/2026$4,950,000 Listed Price

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313 Bridge Street, Osterville, MA, 02655 is a Single Family Home for sale at $4,950,000 with 5,969 sqft and a lot size of 0.93. 313 Bridge Street has 5 bedrooms, 7.1 baths, and was built in 1940. The property's zip code is 02655 which is in Osterville, MA