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The buying timeline

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3 beds New construction With a pool

15 listings

3 Bedroom Homes in Osterville, MA

3 Bedroom Homes in Osterville, MA

15 Listings

3 Bedroom Homes in Osterville, MA

15 Listings

New43

Active

$990,000

3 bd · 3 ba · 2,116 sqft

82 Falling Leaf Lane, Osterville, MA

John R Peacock · Sotheby's International Realty

$1,485,000

3 bd · 3 ba · 1,844 sqft

23 & 27 Swift Avenue, Osterville, MA

Livia A Freitas Monteforte · Compass Massachusetts, LLC

$1,250,000

3 bd · 3 ba · 3,355 sqft

175 Hickory Hill Circle, Osterville, MA

Michelle Curran · Coastal Real Estate Advisors LLC

$799,000

3 bd · 2 ba · 1,856 sqft

329 Swift Avenue, Osterville, MA

Lauren T Scioletti · Sotheby's International Realty

Price Reduced32Active

$629,000

3 bd · 1 ba · 1,156 sqft

112 Osterville West Barnstable Road, Osterville, MA

Karen B Rozell · Kinlin Grover Compass

$795,000

3 bd · 2 ba · 1,248 sqft

111 Westwind Circle, Osterville, MA

W&W Boston/Cape Cod Connection · Compass Massachusetts, LLC

$4,250,000

3 bd · 4 ba · 2,721 sqft

35 Blue Heron Drive, Osterville, MA

Tom P Foley · The Foley Company

Price Reduced38Active

$829,900

3 bd · 3 ba · 2,100 sqft

177 Bayview Circle, Osterville, MA

Derek J Greene · The Greene Realty Group

Price Reduced30Active

$744,000

3 bd · 2 ba · 1,426 sqft

114 King Arthur Drive, Osterville, MA

Christine L Case · C. Case Realty, LLC

Price Reduced52Active

$7,500,000

3 bd · 6 ba · 4,831 sqft

46 Great Bay Road, Osterville, MA

Chuck Tuttle · William Raveis Real Estate & Home Services

$2,950,000

3 bd · 3 ba · 3,178 sqft

12 Cockachoiset Lane, Osterville, MA

Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

Price Reduced38Active

$1,750,000

3 bd · 3 ba · 3,084 sqft

81 Osterville West Barnstable Road, Osterville, MA

Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

Price Reduced50Active

$1,675,000

3 bd · 3 ba · 2,048 sqft

162 Main Street, Osterville, MA

Kim A Gazal Santos · Property Cape Cod

Price Reduced57Active

$1,475,000

3 bd · 2 ba · 1,765 sqft

955 Main Street, Osterville, MA

Karen D Lilly · Property Cape Cod

$875,000

3 bd · 2 ba · 1,497 sqft

5 Briar Patch Road, Osterville, MA

Fisher + Marks · Berkshire Hathaway HomeServices Robert Paul Properties

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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By feature

New construction
With a pool

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Thomas O'Leary

Realty.com

Lic. #1000018

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.

3 Bedroom Homes in Osterville, MA