New43$990,000
3 bd · 3 ba · 2,116 sqft
82 Falling Leaf Lane, Osterville, MA
John R Peacock · Sotheby's International Realty
Homes for Sale in Osterville, MA
Hide MapHomes for Sale in Osterville, MA
24 of 38 Listings
New43$990,000
3 bd · 3 ba · 2,116 sqft
82 Falling Leaf Lane, Osterville, MA
John R Peacock · Sotheby's International Realty
46$1,485,000
3 bd · 3 ba · 1,844 sqft
23 & 27 Swift Avenue, Osterville, MA
Livia A Freitas Monteforte · Compass Massachusetts, LLC
43$999,000
2 bd · 3 ba · 1,564 sqft
16 Second Avenue 4, Osterville, MA
Livia A Freitas Monteforte · Compass Massachusetts, LLC
40$1,250,000
3 bd · 3 ba · 3,355 sqft
175 Hickory Hill Circle, Osterville, MA
Michelle Curran · Coastal Real Estate Advisors LLC
37$799,000
3 bd · 2 ba · 1,856 sqft
329 Swift Avenue, Osterville, MA
Lauren T Scioletti · Sotheby's International Realty
Price Reduced32$629,000
3 bd · 1 ba · 1,156 sqft
112 Osterville West Barnstable Road, Osterville, MA
Karen B Rozell · Kinlin Grover Compass
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
24$2,700,000
4 bd · 3 ba · 2,050 sqft
72 Hathaway Rd 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
40$4,250,000
3 bd · 4 ba · 2,721 sqft
35 Blue Heron Drive, Osterville, MA
Tom P Foley · The Foley Company
47$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 Reduced38$829,900
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
37$649,000
2 bd · 2 ba · 1,808 sqft
295 Westwind Circle, Osterville, MA
Cindy Crawford · Compass Massachusetts, LLC
Price Reduced59$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$744,000
3 bd · 2 ba · 1,426 sqft
114 King Arthur Drive, Osterville, MA
Christine L Case · C. Case Realty, LLC
46$1,995,000
4 bd · 3 ba · 2,636 sqft
420 Starboard Lane, Osterville, MA
Jack B Cotton, Jr · Sotheby's International Realty
Price Reduced49$11,500,000
6 bd · 8 ba · 8,387 sqft
48 Starboard Lane, Osterville, MA
Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties
89$3,500,000
4 bd · 5 ba · 5,049 sqft
140 Seapuit Road, Osterville, MA
Rick Shechtman · Kinlin Grover Compass
60$3,450,000
4 bd · 5 ba · 3,924 sqft
156 E Bay Road, Osterville, MA
Barbara Corcoran · William Raveis Real Estate & Home Services
28$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 Reduced52$7,500,000
3 bd · 6 ba · 4,831 sqft
46 Great Bay Road, Osterville, MA
Chuck Tuttle · William Raveis Real Estate & Home Services
Cape Cod & Islands Association of REALTORSSource: HJN community data
August 2026 · This period is still settling