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Osterville, MA - single-family homes for sale
40 of 40 results displayed
- New
$7,900,000Active7 beds 6 baths4,896 sq. ft.255 Bayberry Way, Osterville, MA 02655
MLS# 22601177Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES - New
$3,650,000Active4 beds 5 baths4,364 sq. ft.82 Crystal Lake Road, Osterville, MA 02655
MLS# 22601140Listed by: COMPASS MASSACHUSETTS, LLC 
$1,349,000Pending4 beds 3 baths2,976 sq. ft.77 Robbins Street, Osterville, MA 02655
MLS# 22601132Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,100,000Pending4 beds 5 baths2,752 sq. ft.125 Wianno Circle, Osterville, MA 02655
MLS# 22601054Listed by: SOTHEBY'S INTERNATIONAL REALTY
$1,600,000Active3 beds 2 baths2,459 sq. ft.92 Wianno Cir, Barnstable, MA 02655
MLS# 73493088Listed by: New Seabury Sotheby's International Realty
$949,900Active3 beds 3 baths2,050 sq. ft.177 Bayview Circle, Osterville, MA 02655
MLS# 22601044Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES- Open Sat, 11am to 12:30pm
$995,000Active3 beds 3 baths2,000 sq. ft.60 Linden Lane, Osterville, MA 02655
MLS# 22601021Listed by: KINLIN GROVER COMPASS 
$1,175,000Pending3 beds 3 baths1,775 sq. ft.48 Bayview Circle, Osterville, MA 02655
MLS# 22601016Listed by: KINLIN GROVER COMPASS
$1,175,000Active3 beds 3 baths1,775 sq. ft.48 Bayview Cir, Barnstable, MA 02655
MLS# 73492618Listed by: Kinlin Grover Compass
$875,000Active3 beds 2 baths1,497 sq. ft.5 Briar Patch Road, Osterville, MA 02655
MLS# 22600998Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,999,000Active3 beds 3 baths3,055 sq. ft.18 Winfield Way, Barnstable, MA 02655
MLS# 73492325Listed by: Silverstone Capeside Realty Group
$835,000Pending2 beds 2 baths1,667 sq. ft.64 Falling Leaf Lane, Osterville, MA 02655
MLS# 22600855Listed by: SOTHEBY'S INTERNATIONAL REALTY- Open Sat, 11am to 1pm
$3,100,000Active3 beds 4 baths5,008 sq. ft.34 Farm Valley Road, Osterville, MA 02655
MLS# 22600746Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES 
$1,195,000Pending3 beds 2 baths1,740 sq. ft.53 Spice Lane, Osterville, MA 02655
MLS# 22600764Listed by: COMPASS MASSACHUSETTS, LLC
$3,499,999Active10 beds 8 baths6,905 sq. ft.414 Eel, Barnstable, MA 02655
MLS# 73486853Listed by: SMP Real Estate Investments and Development Co.
$599,000Pending3 beds 3 baths1,940 sq. ft.31 Galahad Circle, Osterville, MA 02655
MLS# 22600677Listed by: TODAY REAL ESTATE
$8,750,000Active8 beds 6 baths6,500 sq. ft.207 Crystal Lake Road, Osterville, MA 02655
MLS# 22600636Listed by: FRANK A SULLIVAN REAL ESTATE
$744,900Active3 beds 1 baths1,009 sq. ft.351 Swift Avenue, Osterville, MA 02655
MLS# 22600324Listed by: EXIT CAPE REALTY
$1,095,000Active2 beds 3 baths1,564 sq. ft.16 Second Ave #4, Barnstable, MA 02655
MLS# 73473486Listed by: Compass- Open Sat, 11am to 1pm
$2,650,000Active3 beds 4 baths2,696 sq. ft.146 Scudder Rd, Barnstable, MA 02655
MLS# 73470550Listed by: Sotheby's International Realty - Open Sat, 11am to 1pm
$2,650,000Active3 beds 4 baths2,650 sq. ft.146 Scudder Road, Osterville, MA 02655
MLS# 22600195Listed by: SOTHEBY'S INTERNATIONAL REALTY 
$4,595,000Active4 beds 7 baths3,557 sq. ft.280 Ice Valley Road, Osterville, MA 02655
MLS# 22600029Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,595,000Pending3 beds 2 baths1,872 sq. ft.117 Parsley Lane, Osterville, MA 02655
MLS# 22600042Listed by: SOTHEBY'S INTERNATIONAL REALTY
$1,599,000Pending3 beds 3 baths1,686 sq. ft.33 Sunset Lane, Osterville, MA 02655
MLS# 22505728Listed by: KINLIN GROVER COMPASS- Open Sat, 11am to 1pm
$1,100,000Active4 beds 2 baths1,775 sq. ft.40 Waterfield Road, Osterville, MA 02655
MLS# 22505336Listed by: KELLER WILLIAMS REALTY 
$649,000Pending3 beds 2 baths1,152 sq. ft.369 Bumps River Road, Osterville, MA 02655
MLS# 22505019Listed by: KELLER WILLIAMS REALTY
$7,950,000Active8 beds 9 baths7,350 sq. ft.850 Sea View Avenue, Osterville, MA 02655
MLS# 22504438Listed by: SOTHEBY'S INTERNATIONAL REALTY
$1,349,000Active4 beds 3 baths2,326 sq. ft.77 Robbins St, Barnstable, MA 02655
MLS# 73426806Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$9,850,000Active5 beds 5 baths3,087 sq. ft.14 Indian Trail, Osterville, MA 02655
MLS# 22503092Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$7,750,000Active7 beds 11 baths11,546 sq. ft.440 Grand Island Dr, Barnstable, MA 02655
MLS# 73383981Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$7,750,000Active7 beds 11 baths11,546 sq. ft.440 Grand Island Drive, Osterville, MA 02655
MLS# 22502682Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES- Open Sun, 2 to 4pm
$2,395,000Active3 beds 2 baths1,194 sq. ft.51 Wianno Circle, Osterville, MA 02655
MLS# 22502488Listed by: SOTHEBY'S INTERNATIONAL REALTY 
$8,995,000Active5 beds 6 baths7,565 sq. ft.168 Garrison Lane, Osterville, MA 02655
MLS# 22505080Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$12,250,000Active5 beds 6 baths5,747 sq. ft.71 Sand Pt, Barnstable, MA 02655
MLS# 73342640Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$12,250,000Active5 beds 6 baths5,747 sq. ft.71 Sand Point, Osterville, MA 02655
MLS# 22500873Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,879,000Pending5 beds 5 baths4,715 sq. ft.98 Bunker Hill Road, Osterville, MA 02655
MLS# 22500407Listed by: FRANK A SULLIVAN REAL ESTATE
$9,950,000Active6 beds 9 baths8,203 sq. ft.501 Eel River Road, Osterville, MA 02655
MLS# 22404283Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,499,999Active10 beds 8 baths6,905 sq. ft.414 Eel River Road, Osterville, MA 02655
MLS# 22600750Listed by: SMP REALTY DEVELOPMENT CO. LLC
$679,000Active3 beds 2 baths1,284 sq. ft.9 Gunstock Rd, Barnstable, MA 02655
MLS# 73178426Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$8,850,000Active4 beds 5 baths3,877 sq. ft.200 North Bay, Barnstable, MA 02655
MLS# 73156550Listed by: LandVest, Inc.
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.