+1(508) 737-4457 linda@acapecodhome.com
Linda Whitcomb Cape Cod Luxury Realtor
  • Cape Cod Towns
    1. Best Towns
    2. Barnstable, MA
    3. Chatham, MA
    4. Falmouth, MA
    5. Hyannis Port, MA
    6. Mashpee, MA
    7. Osterville, MA
      1. Osterville, MA
      2. Beaches
      3. Best Restaurants
      4. East Bay vs West Bay
      5. Fishing
      6. Osterville Private Clubs
      7. Second Home Guide
      8. Vacationing in Osterville
      9. Year-Round Activities
    8. Sandwich, MA
      1. Sandwich, MA
      2. Beaches
      3. Best Restaurants
      4. Second Home Guide
    9. Yarmouth Port, MA
  • Living on Cape Cod
    1. Best of Cape Cod
    2. Cost of Living
    3. Golf
    4. Pros and Cons
    5. Healthcare
    6. Luxury Real Estate Guide
    7. Property Taxes
    8. Private Golf Communities
    9. Renting vs. Buying
    10. Retire on Cape Cod
    11. Short Term Rental Restrictions
    12. Walkable Towns
  • Homes for Sale in Cape Cod
    1. SEARCH
    2. Prepare to Buy
    3. Moving to Cape Cod
    4. Virtual Reality House Hunting
    5. MortgageCalculator
  • Linda WhitComb Realtor
    1. ABOUT LINDA
    2. I'm Buying
    3. I'm Selling
    4. TESTIMONIALS
  • Register
  • Sign In
Filters Reset
Save Search
Save your search to get Alerts
62 Properties

62 Featured Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
Grid
71 Sand Point, Osterville, MA 02655
1/45 45
Active

$12,250,000

5 Beds6 Baths5,747 SqFt

71 Sand Point, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
48 Starboard Lane, Osterville, MA 02655
1/57 57
Active

$11,950,000

6 Beds8 Baths8,387 SqFt

48 Starboard Lane, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
109 Eel River Road, Osterville, MA 02655
3D
Pending

$10,500,000

7 Beds6 Baths6,368 SqFt

109 Eel River Road, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
25 Oyster Way, Osterville, MA 02655
1/56 56
Active

$10,500,000

5 Beds6 Baths7,157 SqFt

25 Oyster Way, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
501 Eel River Road, Osterville, MA 02655
1/50 50
Active

$9,950,000

6 Beds9 Baths8,203 SqFt

501 Eel River Road, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
14 Indian Trail, Osterville, MA 02655
1/43 43
Active

$9,850,000

5 Beds5 Baths3,087 SqFt

14 Indian Trail, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
168 Garrison Lane, Osterville, MA 02655
1/43 43
Active

$8,995,000

5 Beds6 Baths7,565 SqFt

168 Garrison Lane, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
207 Crystal Lake Road, Osterville, MA 02655
1/16 16
Pending

$8,750,000

8 Beds6 Baths6,500 SqFt

207 Crystal Lake Road, Osterville, MA 02655

Single Family Home

Listed by Frank A Sullivan Real Estate

Cape Cod & Islands MLS (CCIMLS)
63 Main Street, Osterville, MA 02655
1/48 48
Active

$8,625,000

7 Beds8 Baths9,011 SqFt

63 Main Street, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
46 Great Bay Road, Osterville, MA 02655
1/52 52
Active

$8,500,000

3 Beds6 Baths4,831 SqFt

46 Great Bay Road, Osterville, MA 02655

Single Family Home

Listed by William Raveis Real Estate & Home Services

Cape Cod & Islands MLS (CCIMLS)
255 Bayberry Way, Osterville, MA 02655
1/44 44
Pending

$7,900,000

7 Beds6 Baths4,896 SqFt

255 Bayberry Way, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
440 Grand Island Drive, Osterville, MA 02655
1/68 68
Active

$7,750,000

7 Beds11 Baths11,546 SqFt

440 Grand Island Drive, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
179 Pineleigh Path, Osterville, MA 02655
1/32 32
Active

$5,950,000

5 Beds8 Baths8,740 SqFt

179 Pineleigh Path, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
804 Main Street, Osterville, MA 02655
1/65 65
Active

$5,900,000

19,304 SqFt

804 Main Street, Osterville, MA 02655

Commercial

Listed by Premier Commercial

Cape Cod & Islands MLS (CCIMLS)
22 Scudder Road, Osterville, MA 02655
1/58 58
Active

$4,995,000

5 Beds7 Baths4,100 SqFt

22 Scudder Road, Osterville, MA 02655

Single Family Home

Listed by Coldwell Banker Realty

Cape Cod & Islands MLS (CCIMLS)
93 Oyster Way, Osterville, MA 02655
1/22 22
Active

$4,495,000

4 Beds4 Baths4,964 SqFt

93 Oyster Way, Osterville, MA 02655

Single Family Home

Listed by LandVest, Inc.

Cape Cod & Islands MLS (CCIMLS)
280 Ice Valley Road, Osterville, MA 02655
3D
Active

$3,900,000

4 Beds6 Baths3,557 SqFt

280 Ice Valley Road, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
30 Cockachoiset Lane, Osterville, MA 02655
3D
Active

$3,900,000

4 Beds5 Baths4,241 SqFt

30 Cockachoiset Lane, Osterville, MA 02655

Single Family Home

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
140 Seapuit Road, Osterville, MA 02655
1/85 85
Active

$3,500,000

4 Beds5 Baths5,049 SqFt

140 Seapuit Road, Osterville, MA 02655

Single Family Home

Listed by Kinlin Grover Compass

Cape Cod & Islands MLS (CCIMLS)
414 Eel River Road, Osterville, MA 02655
1/40 40
Pending

$3,499,999

10 Beds8 Baths6,905 SqFt

414 Eel River Road, Osterville, MA 02655

Single Family Home

Listed by SMP Realty Development Co. LLC

Cape Cod & Islands MLS (CCIMLS)
82 Crystal Lake Road, Osterville, MA 02655
1/60 60
Pending

$3,475,000

4 Beds5 Baths4,364 SqFt

82 Crystal Lake Road, Osterville, MA 02655

Single Family Home

Listed by Compass Massachusetts, LLC

Cape Cod & Islands MLS (CCIMLS)
156 E Bay Road, Osterville, MA 02655
1/60 60
Active

$3,450,000

4 Beds5 Baths3,924 SqFt

156 E Bay Road, Osterville, MA 02655

Single Family Home

Listed by William Raveis Real Estate & Home Services

Cape Cod & Islands MLS (CCIMLS)
30 Indian Trail, Osterville, MA 02655
1/9 9
Active

$3,250,000

2.45 Acres

30 Indian Trail, Osterville, MA 02655

Vacant Land

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
Lot 290 0 Indian Trail, Osterville, MA 02655
1/9 9
Active

$3,125,000

2.01 Acres

Lot 290 0 Indian Trail, Osterville, MA 02655

Vacant Land

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Cape Cod & Islands MLS (CCIMLS)
  • 1
  • 2
  • 3
navigating_you_home__Logo___1_-removebg-preview
William Raveis Real Estate

Linda Whitcomb

+1(508) 737-4457 linda@acapecodhome.com

License ID: 63285

812 Main Street, Osterville, MA, 02655

Get My App

      Cape Cod Towns
      1. Best Towns
      2. Barnstable, MA
      3. Chatham, MA
      4. Falmouth, MA
      5. Hyannis Port, MA
      6. Mashpee, MA
      7. Osterville, MA
      8. Sandwich, MA
      9. Yarmouth Port, MA
      Living on Cape Cod
      1. Best of Cape Cod
      2. Cost of Living
      3. Golf
      4. Pros and Cons
      5. Healthcare
      6. Luxury Real Estate Guide
      7. Property Taxes
      8. Private Golf Communities
      9. Renting vs. Buying
      10. Retire on Cape Cod
      11. Short Term Rental Restrictions
      12. Walkable Towns
      Homes for Sale in Cape Cod
      1. SEARCH
      2. Prepare to Buy
      3. Moving to Cape Cod
      4. Virtual Reality House Hunting
      5. MortgageCalculator
      Linda WhitComb Realtor
      1. ABOUT LINDA
      2. I'm Buying
      3. I'm Selling
      4. TESTIMONIALS
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Market Review 2024

Read how it could effect you as you sell or buy a home in 2025

Get it NOW
QUICK SEARCH
  • Osterville, MA
navigating_you_home__Logo___1_-removebg-preview
William Raveis Real Estate

Linda Whitcomb

+1(508) 737-4457 linda@acapecodhome.com

License ID: 63285

812 Main Street, Osterville, MA, 02655

Get My App

      Cape Cod Towns
      1. Best Towns
      2. Barnstable, MA
      3. Chatham, MA
      4. Falmouth, MA
      5. Hyannis Port, MA
      6. Mashpee, MA
      7. Osterville, MA
      8. Sandwich, MA
      9. Yarmouth Port, MA
      Living on Cape Cod
      1. Best of Cape Cod
      2. Cost of Living
      3. Golf
      4. Pros and Cons
      5. Healthcare
      6. Luxury Real Estate Guide
      7. Property Taxes
      8. Private Golf Communities
      9. Renting vs. Buying
      10. Retire on Cape Cod
      11. Short Term Rental Restrictions
      12. Walkable Towns
      Homes for Sale in Cape Cod
      1. SEARCH
      2. Prepare to Buy
      3. Moving to Cape Cod
      4. Virtual Reality House Hunting
      5. MortgageCalculator
      Linda WhitComb Realtor
      1. ABOUT LINDA
      2. I'm Buying
      3. I'm Selling
      4. TESTIMONIALS
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility