New
$16,500,000
8 bd · 11 ba · 8,763 sqft
143 Bayberry Way, Osterville, MA
John J Hopkins · Frank A Sullivan Real Estate
Homes for Sale in Osterville, MA
Hide MapHomes for Sale in Osterville, MA
24 of 40 Listings
New
$16,500,000
8 bd · 11 ba · 8,763 sqft
143 Bayberry Way, Osterville, MA
John J Hopkins · Frank A Sullivan Real Estate

$15,850,000
8 bd · 9 ba · 7,730 sqft
141 Eel River Road, Osterville, MA
Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

$16,000,000
7 bd · 13 ba · 14,292 sqft
74 Garrison Lane, Osterville, MA
Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties
Open house Sun, Oct 4 · 2:00 PM$849,900
2 bd · 2 ba · 1,055 sqft
466 Old Mill Road, Osterville, MA
Danny M Griffin · Griffin Realty Group

$5,695,000
4 bd · 4 ba · 3,012 sqft
108 Seapuit River Road, Osterville, MA
John J Hopkins · Frank A Sullivan Real Estate
Open house Sun, Oct 4 · 11:00 AM$959,000
3 bd · 3 ba · 2,048 sqft
31 Jasons Lane, Osterville, MA
Lauren T Scioletti · Sotheby's International Realty

$8,995,000
6 bd · 9 ba · 9,464 sqft
204 Garrison Lane, Osterville, MA
Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties
39$945,000
3 bd · 3 ba · 1,501 sqft
55 Deerfield Road, Osterville, MA
Margo Pisacano · Margo & Company
Open house Sun, Oct 4 · 12:30 PM$2,825,000
4 bd · 4 ba · 3,523 sqft
55 Seapuit Road, Osterville, MA
Danny M Griffin · Griffin Realty Group
43$990,000
3 bd · 3 ba · 2,116 sqft
82 Falling Leaf Lane, Osterville, MA
John R Peacock · Sotheby's International Realty
43$999,000
2 bd · 3 ba · 1,564 sqft
16 Second Avenue #4, Osterville, MA
Livia A Freitas Monteforte · Compass Massachusetts, LLC
Price Reduced39$1,100,000
4 bd · 3 ba · 3,355 sqft
175 Hickory Hill Circle, Osterville, MA
Michelle Curran · Coastal Real Estate Advisors LLC
36$799,000
3 bd · 2 ba · 1,856 sqft
329 Swift Avenue, Osterville, MA
Lauren T Scioletti · Sotheby's International Realty
Price Reduced38$1,075,000
2 bd · 2 ba · 2,010 sqft
51 Falling Leaf Lane, Osterville, MA
Sam Amara · William Raveis Real Estate & Home Services
37$795,000
3 bd · 2 ba · 1,248 sqft
111 Westwind Circle, Osterville, MA
W&W Boston/Cape Cod Connection · Compass Massachusetts, LLC
Price Reduced21$2,550,000
4 bd · 3 ba · 2,050 sqft
72 Hathaway Road, Osterville, MA
Tom P Foley · The Foley Company
22$18,500,000
7 bd · 11 ba · 10,104 sqft
47 Sunset Point, Osterville, MA
Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties
36$4,250,000
3 bd · 4 ba · 2,721 sqft
35 Blue Heron Drive, Osterville, MA
Tom P Foley · The Foley Company
Price Reduced38$799,900
3 bd · 3 ba · 2,100 sqft
177 Bayview Circle, Osterville, MA
Derek J Greene · The Greene Realty Group
Price Reduced56$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 Reduced60$4,795,000
5 bd · 7 ba · 4,100 sqft
22 Scudder Road, Osterville, MA
Sean Dacey · Coldwell Banker Realty
48$8,625,000
7 bd · 8 ba · 9,011 sqft
63 Main Street, Osterville, MA
Christa Zevitas · Berkshire Hathaway HomeServices Robert Paul Properties
Price Reduced30$724,000
3 bd · 2 ba · 1,426 sqft
114 King Arthur Drive, Osterville, MA
Christine L Case · C. Case Realty, LLC
Price Reduced46$1,895,000
4 bd · 3 ba · 2,636 sqft
420 Starboard Lane, Osterville, MA
Jack B Cotton, Jr · Sotheby's International Realty























Cape Cod & Islands Association of REALTORSAugust 2026 · This period is still settling
Source: HJN community data