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Osterville, MA Homes for Sale — Page 2 | Realty.com

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Homes for Sale in Osterville, MA

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16 of 40 Listings

Map

16 of 40 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Price ReducedOpen house Sat, Oct 24 · 11:00 AM59Active
$4,695,000
5 bd · 7 ba · 4,100 sqft
22 Scudder Road, Osterville, MA
Sean Dacey · Coldwell Banker Realty
48Active
$8,625,000
7 bd · 8 ba · 9,011 sqft
63 Main Street, Osterville, MA
Christa Zevitas · Berkshire Hathaway HomeServices Robert Paul Properties
Price ReducedOpen house Sun, Oct 25 · 12:00 PM30Active
$724,000
3 bd · 2 ba · 1,426 sqft
114 King Arthur Drive, Osterville, MA
Christine L Case · C. Case Realty, LLC

Price Reduced47Active
$1,895,000
4 bd · 3 ba · 2,636 sqft
420 Starboard Lane, Osterville, MA
Jack B Cotton, Jr · Sotheby's International Realty
Price Reduced51Active
$11,500,000
6 bd · 8 ba · 8,387 sqft
48 Starboard Lane, Osterville, MA
Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties
Price Reduced52Active
$6,500,000
3 bd · 6 ba · 4,831 sqft
46 Great Bay Road, Osterville, MA
Chuck Tuttle · William Raveis Real Estate & Home Services
Price Reduced46Active
$589,900
2 bd · 2 ba · 1,088 sqft
727 Main Street Apt B1, Osterville, MA
Gregory W Nowak · Craigville Realty Co
Price ReducedOpen house Sat, Oct 24 · 11:30 AM49Active
$629,900
2 bd · 2 ba · 1,040 sqft
55 Seth Goodspeed Way, Osterville, MA
Donna Christopher · Sotheby's International Realty
41Active
$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
$1,595,000
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
$1,595,000
3 bd · 3 ba · 2,048 sqft
162 Main Street, Osterville, MA
Kim A Gazal Santos · Property Cape Cod
Price Reduced57Active
$1,425,000
3 bd · 2 ba · 1,765 sqft
955 Main Street, Osterville, MA
Karen D Lilly · Property Cape Cod
Price Reduced29Active
$829,000
3 bd · 2 ba · 1,497 sqft
5 Briar Patch Road, Osterville, MA
Fisher + Marks · 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
Price Reduced68Active
$7,250,000
7 bd · 11 ba · 11,546 sqft
440 Grand Island Drive, Osterville, MA
Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties
Price Reduced50Active
$8,950,000
6 bd · 9 ba · 8,203 sqft
501 Eel River Road, Osterville, MA
Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

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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

September 2026 · This period is still settling

Selling at 98.4% of asking price

Buyers here are paying below asking. MLS · 14 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,595,000
Homes for sale: 45
Median days on market: 33 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

Median home size: 1,980 sq. ft.

Osterville, MA community profile

Area: 8.2 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

02360 (289)
02649 (198)
02536 (141)
02540 (115)
02601 (79)
02532 (76)
02563 (76)
02655 (75)

Cities

Plymouth (287)
Falmouth (200)
Mashpee (198)
Barnstable (183)
Sandwich (113)
Wareham (100)
Brewster (70)
Dennis (69)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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.

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Nearby areas

ZIP codes

02360 (289)
02649 (198)
02536 (141)
02540 (115)
02601 (79)
02532 (76)
02563 (76)
02655 (75)

Cities

Plymouth (287)
Falmouth (200)
Mashpee (198)
Barnstable (183)
Sandwich (113)
Wareham (100)
Brewster (70)
Dennis (69)

Osterville, MA community profile

Area: 8.2 sq. mi.

Source: HJN community data

Osterville housing market

September 2026 · This period is still settling

Selling at 98.4% of asking price

Buyers here are paying below asking. MLS · 14 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,595,000
Homes for sale: 45
Median days on market: 33 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

Median home size: 1,980 sq. ft.