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For SaleMLS# 22603652

313 Bridge Street

Osterville, MA 02655
$4,950,000
5Beds
8Baths
5,970Sq Ft
3 carGarage
0.93 acres · Built 1940

Home For Sale in Osterville, MA

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.

Property Details

Property Type
Single Family Residence
Year Built
1940
Bedrooms
5
Bathrooms
7 full · 1 half
Sq Footage
5,970
Lot / Acres
0.93 acres
County
Barnstable
Rooms Total
10
Stories
2
Garage
3 car
Parking
4 spaces
Basement
Finished
Flooring
Wood, Tile
Fireplace
2
Roof
Asphalt
Construction
Shingle Siding, Wood Siding
Annual Taxes
$24,551
Tax Year
2026
Assessed Value
$3,608,700

Features & Amenities

Water Heater
Eat-in Kitchen
Outdoor Shower
Garden
Underground Sprinkler System
Level
Deck
Patio
Screened Porch
Laundry Room
Countertops

Interior Details

Appliances
Water Heater
Interior Features
Eat-in Kitchen
Laundry
Laundry Room, Countertops

Exterior & Location Details

Exterior Features
Outdoor Shower, Garden, Underground Sprinkler System
Patio / Porch
Deck, Patio, Screened Porch
Directions
Main Street, Osterville to Wianno Avenue to West Bay Road to Bridge Street, #313.

Listed by: Paul E Grover from Berkshire Hathaway HomeServices Robert Paul Properties

© 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.

Location

313 Bridge Street

Osterville, MA 02655

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Alexander Malo
Alexander Malo
Wood Real Estate

Estimated Monthly Payment

$31,150

20% down · 7.1% rate · 30-yr fixed

Principal & Interest$26,612
Property Taxes$4,208
Insurance (est.)$330

Listing Details

MLS #22603652
StatusActive
List Price$4,950,000
Lot Size0.93 acres
Year Built1940

About Osterville

Median Price
$1.45M
Avg Days on Market
38
Explore Osterville
CCIMLS Data Distribution

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Wood Real Estate, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Wood Real Estate, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.