5 Bedroom Homes in Osterville, MA

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3 beds New construction With a pool

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7 Listings

Map

5 Bedroom Homes in Osterville, MA

7 Listings

47Active

7 listings

5 Bedroom Homes in Osterville, MA

Hide Map

7 Listings

Map

5 Bedroom Homes in Osterville, MA

7 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

47Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

$4,950,000

5 bd · 8 ba · 5,970 sqft

313 Bridge Street, Osterville, MA

Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

Price Reduced56Active

$8,800,000

5 bd · 6 ba · 7,157 sqft

25 Oyster Way, Osterville, MA

Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

Price Reduced59Active

$4,795,000

5 bd · 7 ba · 4,100 sqft

22 Scudder Road, Osterville, MA

Sean Dacey · Coldwell Banker Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

28Active

$5,950,000

5 bd · 8 ba · 8,740 sqft

179 Pineleigh Path, Osterville, MA

Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

Price Reduced52Active

$7,995,000

5 bd · 6 ba · 7,565 sqft

168 Garrison Lane, Osterville, MA

Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

Price Reduced43Active

$9,850,000

5 bd · 5 ba · 3,087 sqft

14 Indian Trail, Osterville, MA

Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

45Active

$12,250,000

5 bd · 6 ba · 5,747 sqft

71 Sand Point, Osterville, MA

Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

Listing data & MLS disclosures

Cape Cod & Islands Association of REALTORS: The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website 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. 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.

Osterville housing market

August 2026 · This period is still settling

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $1,750,000
Homes for sale: 41

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 2026

Median home size: 1,980 sq. ft.

Osterville, MA community profile

Area: 8.2 sq. mi.

Source: HJN community data

Explore Osterville homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Listing data & MLS disclosures

Cape Cod & Islands Association of REALTORS: The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website 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. 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.

Osterville, MA community profile

Area: 8.2 sq. mi.

Source: HJN community data

Osterville housing market

August 2026 · This period is still settling

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $1,750,000
Homes for sale: 41

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 2026

Median home size: 1,980 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Osterville housing market

Homes on the market · MLS, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 2026

Osterville, MA community profile

Explore Osterville homes

Your local brokerage

Listing data & MLS disclosures

Osterville, MA community profile

Osterville housing market

Homes on the market · MLS, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 2026