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Houses for Sale in Brewster, MA

21 results

Property at 145 Henry's Road, Brewster, MA 02631
1 / 42
Active Under Contract

$1,795,000

145 Henry's Road, Brewster, MA 02631

3 bds
|
2.5 ba
|
2898 sqft
MLS® 73571937Single Family Residence
Advisors Living - Sherborn - Nora Lynch
Property at 79 Old Freemans Way, Brewster, MA 02631
1 / 41
Active Under Contract

$1,100,000

79 Old Freemans Way, Brewster, MA 02631

3 bds
|
2 ba
|
1981 sqft
MLS® 73571694Single Family Residence
OwnerEntry.com - Dave White
Property at 27 Walker Rd, Brewster, MA 02631
1 / 35
Active

$899,999

27 Walker Rd, Brewster, MA 02631

3 bds
|
2 ba
|
2094 sqft
MLS® 73571326Single Family Residence
Access - Dot Collection
Property at 674 Crowells Bog Rd, Brewster, MA 02631
1 / 42
Active

$3,399,000

674 Crowells Bog Rd, Brewster, MA 02631

6 bds
|
4 ba
|
5430 sqft
MLS® 73571186Single Family Residence
Gibson Sotheby's International Realty - Natalia Weiner
Property at 101 Spruce Run Drive, Brewster, MA 02631
1 / 42
Active Under Contract

$1,595,000

101 Spruce Run Drive, Brewster, MA 02631

4 bds
|
2.5 ba
|
2912 sqft
MLS® 73568871Single Family Residence
Kinlin Grover Compass - Suzanne Newton

What's actually happening in Brewster right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 575 Harwich Rd, Brewster, MA 02631
1 / 41
Active

$1,200,000

575 Harwich Rd, Brewster, MA 02631

4 bds
|
2.5 ba
|
2340 sqft
MLS® 73568224Single Family Residence
Keller Williams Realty - Leighton Team
Property at 438 Freemans Way, Brewster, MA 02631
1 / 37
Active Under Contract

$599,900

438 Freemans Way, Brewster, MA 02631

3 bds
|
1 ba
|
960 sqft
MLS® 73563545Single Family Residence
Coldwell Banker Realty - Easton - Weinstein Keach Group
Property at 193 Wayside Drive, Brewster, MA 02631
1 / 31
Active
Price

$775,000

193 Wayside Drive, Brewster, MA 02631

3 bds
|
2 ba
|
1764 sqft
MLS® 73558447Single Family Residence
Keller Williams Realty - Deborah Martin
Property at 155 Damon Rd, Brewster, MA 02631
1 / 42
Active
Price

$1,249,999

155 Damon Rd, Brewster, MA 02631

4 bds
|
3.5 ba
|
3404 sqft
MLS® 73556852Single Family Residence
Kinlin Grover Compass - Jim & Regina Augat
Property at 1016 Stony Brook Road, Brewster, MA 02631
1 / 42
Active
Price

$900,000

1016 Stony Brook Road, Brewster, MA 02631

3 bds
|
2 ba
|
2064 sqft
MLS® 73554230Single Family Residence
Lamacchia Realty, Inc. - Tina Davis Chiruna
Property at 81 Aunt Sophie's, Brewster, MA 02631
1 / 25
Active
Price

$719,900

81 Aunt Sophie's, Brewster, MA 02631

2 bds
|
2 ba
|
1040 sqft
MLS® 73551203Single Family Residence
Kinlin Grover Compass - Linda Collins
Property at 69 Martingale Ln, Brewster, MA 02631
1 / 42
Active
Price
Open

$1,350,000

69 Martingale Ln, Brewster, MA 02631

3 bds
|
3.5 ba
|
2545 sqft
MLS® 73549410Single Family Residence
Kinlin Grover Compass - Tracey Oringer
Property at 44 Brier Lane, Brewster, MA 02631
1 / 27
Active

$1,479,000

44 Brier Lane, Brewster, MA 02631

4 bds
|
2.5 ba
|
2249 sqft
MLS® 73548461Single Family Residence
Kinlin Grover Compass - Nadine Magazu
Property at 215 Stony Brook Road, Brewster, MA 02631
1 / 35
Active
Open

$975,000

215 Stony Brook Road, Brewster, MA 02631

3 bds
|
2.5 ba
|
3086 sqft
MLS® 73535670Single Family Residence
Kinlin Grover Compass - Matthew Burger
Property at 2019 Main Street, Brewster, MA 02631
1 / 11
Active

$1,200,000

2019 Main Street, Brewster, MA 02631

5 bds
|
6.5 ba
|
3233 sqft
MLS® 73521164Single Family Residence
Carey Commerical, Inc. - Charles Carey
Property at 84 Alden Drive, Brewster, MA 02631
1 / 42
Active
Price

$1,795,000

84 Alden Drive, Brewster, MA 02631

2 bds
|
3.5 ba
|
3172 sqft
MLS® 73512359Single Family Residence
William Raveis Real Estate & Homes Services - Thiago Monteiro
Property at 410 Blueberry Pond Dr, Brewster, MA 02631
1 / 40
Active
Price

$1,499,000

410 Blueberry Pond Dr, Brewster, MA 02631

4 bds
|
3 ba
|
2471 sqft
MLS® 73501198Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 0 Partridge Circle, Brewster, MA 02631
1 / 12
Active

$1,100,000

0 Partridge Circle, Brewster, MA 02631

0 bds
|
0 ba
|
-- sqft
MLS® 73496049Residential
Berkshire Hathaway HomeServices Robert Paul Properties - Christine Altneu
Property at 0 Ridgewood Dr., Brewster, MA 02631
1 / 33
Active
Price

$839,000

0 Ridgewood Dr., Brewster, MA 02631

0 bds
|
0 ba
|
-- sqft
MLS® 73489982Residential
Kinlin Grover Compass - Amy Harbeck
Property at 58 Old Chatham Rd, Brewster, MA 02631
1 / 39
Active
Price

$1,399,000

58 Old Chatham Rd, Brewster, MA 02631

2 bds
|
4 ba
|
2955 sqft
MLS® 73488012Single Family Residence
William Raveis R.E. & Home Services - Andrea Lousararian
Property at 0 Ridgewood Dr., Brewster, MA 02631
1 / 40
Active
Price

$1,884,000

0 Ridgewood Dr., Brewster, MA 02631

4 bds
|
3.5 ba
|
2337 sqft
MLS® 73474068Single Family Residence
Kinlin Grover Compass - Amy Harbeck

Brokerage Information

Commonwealth Standard Realty Advisors

10 Lincoln St, Newton, MA, 02461

(617) 256-7438

Market Area Served

Boston, Cambridge, Somerville, Brookline, Newton, Medford and many more.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Data last updated: 9/12/2026 at 4:17:00 PM

Andrew Goldberg

I'm Andrew Goldberg, a Boston real estate advisor specializing in first-time buyers across Greater Boston. I guide you A to Z—from first search to closing day.

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  • 10 Lincoln St, Newton, MA, 02461
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Equal Housing Opportunity. Information deemed reliable but not guaranteed.