Brewster Neighborhoods

Brewster Neighborhoods

Brewster brings together a scenic mix of neighborhoods located throughout this year-round village. While waterfront homes are some of the most sought after properties, Brewster also is home to subdivisions of traditional saltbox and contemporary homes that combine charm and modern conveniences with the allure of coastal living.

To help Brewster home buyers learn more about the area, we've created overviews of 60 Brewster neighborhoods with each page featuring active listings. We're also happy to help buyers in setting up a saved search to automatically receive alerts when new listings come on the market in your preferred neighborhoods.

Brewster Homes For Sale

137 Regatta Road, Brewster
  • Single Family
  • 5 Beds
  • 6 Baths
  • 5,559 SqFt

137 Regatta Road, Brewster

$3,500,000
192 Robbins Hill Road, Brewster
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,278 SqFt

192 Robbins Hill Road, Brewster

$2,200,000 ↓ $200,000
10 Nancy May Path #-, Brewster
  • Single Family
  • 2 Beds
  • 2.5 Baths
  • 1,224 SqFt

10 Nancy May Path #-, Brewster

$1,799,900 ↓ $150,100
35 Captain Dunbar Road, Brewster
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,250 SqFt

35 Captain Dunbar Road, Brewster

$1,799,900
10 Nancy May Path, Brewster
  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,224 SqFt

10 Nancy May Path, Brewster

$1,799,900 ↓ $150,100
New
168 Highland Moors Drive, Brewster
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,672 SqFt

168 Highland Moors Drive, Brewster

$1,750,000
43 Captain Young Way, Brewster
  • Single Family
  • 4 Beds
  • 3.5 Baths
  • 4,160 SqFt

43 Captain Young Way, Brewster

$1,649,000 ↓ $51,000
43 Captain Youngs Way, Brewster
  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,160 SqFt

43 Captain Youngs Way, Brewster

$1,649,000 ↓ $51,000
1187 Main, Brewster
  • Single Family
  • 7 Beds
  • 8 Baths
  • 4,145 SqFt

1187 Main, Brewster

$1,629,000
N/A, Brewster
  • Single Family
  • 7 Beds
  • 8 Baths
  • 4,145 SqFt

N/A, Brewster

$1,629,000
New
3799 Main Street, Brewster
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,849 SqFt

3799 Main Street, Brewster

$1,595,000
New
34 Loon Lane, Brewster
  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,249 SqFt

34 Loon Lane, Brewster

$1,500,000
78 Grandfathers Lane, Brewster
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,528 SqFt

78 Grandfathers Lane, Brewster

$1,500,000
89 Byfield Cartway, Brewster
  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,081 SqFt

89 Byfield Cartway, Brewster

$1,495,000
42 Whidah Way, Brewster
  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,996 SqFt

42 Whidah Way, Brewster

$1,420,000
96 Breakwater Road, Brewster
  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,072 SqFt

96 Breakwater Road, Brewster

$1,325,000
19 Nauset Trail, Brewster
  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,899 SqFt

19 Nauset Trail, Brewster

$1,200,000
295 Wauquanesit Drive K28, Brewster
  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,743 SqFt

295 Wauquanesit Drive K28, Brewster

$1,149,000 ↓ $46,000
23 Captain Dunbar Road, Brewster
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,592 SqFt

23 Captain Dunbar Road, Brewster

$1,070,000
150 Gulls Way, Brewster
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,004 SqFt

150 Gulls Way, Brewster

$910,000
131 Ambergris Circle, Brewster
  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,060 SqFt

131 Ambergris Circle, Brewster

$898,000 ↓ $97,000
618 Main Street, Brewster
  • Single Family
  • 3 Beds
  • 6 Baths
  • 1,921 SqFt

618 Main Street, Brewster

$879,000
120 Winterhoff Trail #120, Brewster
  • Single Family
  • 2 Beds
  • 1 Baths
  • 672 SqFt

120 Winterhoff Trail #120, Brewster

$750,000 ↑ $25,000
120 Winterhoff Trail, Brewster
  • Single Family
  • 2 Beds
  • 1 Baths
  • 672 SqFt

120 Winterhoff Trail, Brewster

$750,000 ↑ $25,000
21 Topco Road, Brewster
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,200 SqFt

21 Topco Road, Brewster

$699,900
New
4 Pond Drive, Brewster
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,000 SqFt

4 Pond Drive, Brewster

$695,000
22 Cross Street, Brewster
  • Single Family
  • 2 Beds
  • 1 Baths
  • 500 SqFt

22 Cross Street, Brewster

$627,000
New
36 Gages Way, Brewster
  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,890 SqFt

36 Gages Way, Brewster

$579,900
440 Main Street, Brewster
  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,260 SqFt

440 Main Street, Brewster

$575,000 ↓ $25,000
91 Tracy Lane, Brewster
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,964 SqFt

91 Tracy Lane, Brewster

$515,000 ↓ $14,900
26 Matheson Road, Brewster
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,112 SqFt

26 Matheson Road, Brewster

$475,000 ↓ $24,000
45 Marion Lane, Brewster
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,692 SqFt

45 Marion Lane, Brewster

$474,999 ↓ $10,000
101 Swamp Road, Brewster
  • Single Family
  • 2 Beds
  • 1 Baths
  • 1,248 SqFt

101 Swamp Road, Brewster

$399,000
New
25 Quaker Lane, Brewster
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,186 SqFt

25 Quaker Lane, Brewster

$385,000 ↓ $3,465,000
37 Billington Lane, Brewster
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,063 SqFt

37 Billington Lane, Brewster

$314,900

Cape Cod img src Islands Association of Realtors LogoThe data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than ROBERT PAUL PROPERTIES are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor ROBERT PAUL PROPERTIES shall be responsible for any typographical errors, misinformation or misprints and shall be held totally harmless. This site was last updated 09/30/2020. All properties are subject to prior sale, changes or withdrawal.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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