Homes and Real Estate for Sale in Brewster MA

Photo of 88 Whiffletree Ave Brewster MA 02631

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88 Whiffletree Ave Brewster MA 02631

$2,495,000

Beds: 5

Baths: 4.5

Sq Ft: 3,891

Days on Market: 1012

Updated 8 Minutes Ago

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Photo of 232 Robbins Hill Rd Brewster MA 02631

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232 Robbins Hill Rd Brewster MA 02631

$2,492,000

Beds: 3

Baths: 2

Sq Ft: 1,502

Days on Market: 93

Updated 8 Minutes Ago

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Photo of 92 Whiffletree Ave Brewster MA 02631

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92 Whiffletree Ave Brewster MA 02631

$2,395,000

Beds: 5

Baths: 4.5

Sq Ft: 3,706

Days on Market: 1012

Updated 8 Minutes Ago

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Photo of 0 Ridgewood Dr. Brewster MA 02631

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0 Ridgewood Dr. Brewster MA 02631

$1,940,000

Beds: 4

Baths: 3.5

Sq Ft: 2,337

Days on Market: 172

Updated 8 Minutes Ago

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Photo of 84 Alden Drive Brewster MA 02631

Open: Saturday 10 am - 12 pm

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84 Alden Drive Brewster MA 02631

$1,839,000

Beds: 2

Baths: 3.5

Sq Ft: 3,172

Days on Market: 81

Open: 7/25/26 10 AM - 12 PM

Updated 8 Minutes Ago

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Photo of 410 Blueberry Pond Dr Brewster MA 02631

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410 Blueberry Pond Dr Brewster MA 02631

$1,690,000

Beds: 3

Baths: 3

Sq Ft: 2,471

Days on Market: 110

Updated 8 Minutes Ago

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80 Abby Road Brewster MA 02631

$1,655,000

Beds: 4

Baths: 3.5

Sq Ft: 2,859

Days on Market: 280

Updated 8 Minutes Ago

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Photo of 58 Old Chatham Rd Brewster MA 02631

Open: Saturday 11 am - 1 pm

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58 Old Chatham Rd Brewster MA 02631

$1,479,000

Beds: 2

Baths: 4

Sq Ft: 2,955

Days on Market: 129

Open: 7/25/26 11 AM - 1 PM

Updated 8 Minutes Ago

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Photo of 44 Brier Lane Brewster MA 02631

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44 Brier Lane Brewster MA 02631

$1,479,000

Beds: 4

Baths: 2.5

Sq Ft: 2,249

Days on Market: 15

Updated 8 Minutes Ago

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Photo of 69 Martingale Ln Brewster MA 02631

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69 Martingale Ln Brewster MA 02631

$1,450,000

Beds: 3

Baths: 3.5

Sq Ft: 2,545

Days on Market: 11

Updated 8 Minutes Ago

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Photo of 47 Flying Dragon Road Brewster MA 02631

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47 Flying Dragon Road Brewster MA 02631

$1,270,000

Beds: 4

Baths: 1.5

Sq Ft: 1,824

Days on Market: 96

Updated 8 Minutes Ago

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Photo of 2019 Main Street Brewster MA 02631

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2019 Main Street Brewster MA 02631

$1,200,000

Beds: 5

Baths: 6.5

Sq Ft: 3,233

Days on Market: 67

Updated 8 Minutes Ago

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Photo of 0 Partridge Circle Brewster MA 02631

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0 Partridge Circle Brewster MA 02631

$1,100,000

Beds:

Baths:

Sq Ft:

Days on Market: 114

Updated 8 Minutes Ago

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Photo of 1016 Stony Brook Road Brewster MA 02631

New Listing

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1016 Stony Brook Road Brewster MA 02631

$950,000

Beds: 3

Baths: 2

Sq Ft: 2,064

Days on Market: 2

Updated 8 Minutes Ago

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Open: Saturday 9 am - 11 am

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147 Snow Rd Brewster MA 02631

$924,999

-$25,000

Beds: 4

Baths: 3

Sq Ft: 1,456

Days on Market: 16

Open: 7/25/26 9 AM - 11 AM

Updated 8 Minutes Ago

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0 Ridgewood Dr. Brewster MA 02631

$895,000

Beds:

Baths:

Sq Ft:

Days on Market: 126

Updated 8 Minutes Ago

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98 Leland Rd Brewster MA 02631

$765,000

Beds: 3

Baths: 2

Sq Ft: 1,456

Days on Market: 115

Updated 8 Minutes Ago

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Photo of 81 Aunt Sophie's Brewster MA 02631

Under Contract

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81 Aunt Sophie's Brewster MA 02631

$739,900

Beds: 2

Baths: 2

Sq Ft: 1,040

Days on Market: 8

Updated 8 Minutes Ago

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Photo of 49 Thousand Oaks Dr Brewster MA 02631

Price Reduced

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49 Thousand Oaks Dr Brewster MA 02631

$719,000

-$31,000

Beds: 3

Baths: 2

Sq Ft: 1,680

Days on Market: 45

Updated 8 Minutes Ago

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267 Alden Dr Brewster MA 02631

$675,000

Beds: 2

Baths: 2

Sq Ft: 1,638

Days on Market: 19

Updated 8 Minutes Ago

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Photo of 236 Freemans Way Brewster MA 02631

Open: Saturday 12:30 pm - 2 pm

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236 Freemans Way Brewster MA 02631

$589,000

-$10,000

Beds: 3

Baths: 2

Sq Ft: 1,376

Days on Market: 122

Open: 7/25/26 12:30 PM - 2 PM

Updated 8 Minutes Ago

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Photo of 43 Trevor Lane #43 Brewster MA 02631

Under Contract

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43 Trevor Lane #43 Brewster MA 02631

$585,000

Beds: 2

Baths: 2

Sq Ft: 1,157

Days on Market: 9

Updated 8 Minutes Ago

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Photo of 3 Howland Cir #3 Brewster MA 02631

New Listing

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3 Howland Cir #3 Brewster MA 02631

$579,000

Beds: 2

Baths: 1.5

Sq Ft: 1,032

Days on Market: 4

Updated 8 Minutes Ago

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Photo of 11 Howland Circle #11 Brewster MA 02631

Open: Saturday 12 pm - 2 pm

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11 Howland Circle #11 Brewster MA 02631

$535,000

Beds: 2

Baths: 2

Sq Ft: 1,063

Days on Market: 2

Open: 7/25/26 12 PM - 2 PM

Updated 8 Minutes Ago

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Photo of 27 Billington Ln #27 Brewster MA 02631

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27 Billington Ln #27 Brewster MA 02631

$525,000

Beds: 2

Baths: 1.5

Sq Ft: 1,032

Days on Market: 71

Updated 8 Minutes Ago

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Photo of 90 Eaton Ln #90 Brewster MA 02631

New Listing

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90 Eaton Ln #90 Brewster MA 02631

$389,000

Beds: 2

Baths: 2

Sq Ft: 935

Days on Market: 1

Updated 8 Minutes Ago

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Photo of 102 Fletcher Ln #H Brewster MA 02631

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102 Fletcher Ln #H Brewster MA 02631

$355,000

Beds: 1

Baths: 1

Sq Ft: 579

Days on Market: 105

Updated 8 Minutes Ago

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Photo of 81 Fletcher Ln #I Brewster MA 02631

Open: Saturday 10 am - 12 pm

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81 Fletcher Ln #I Brewster MA 02631

$325,000

Beds: 1

Baths: 1

Sq Ft: 579

Days on Market: 105

Open: 7/25/26 10 AM - 12 PM, 7/26/26 11 AM - 1 PM

Updated 8 Minutes Ago

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Photo of 100 Fletcher Ln #G Brewster MA 02631

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100 Fletcher Ln #G Brewster MA 02631

$295,000

Beds: 1

Baths: 1

Sq Ft: 579

Days on Market: 85

Updated 8 Minutes Ago

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Photo of 203 Lund Farm Way #TBD Brewster MA 02631

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203 Lund Farm Way #TBD Brewster MA 02631

$3,800 / mo

Beds: 3

Baths: 2

Sq Ft:

Days on Market: 47

Updated 8 Minutes Ago

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