Brewster, MA

In the mid-800s, there were said to be more masters and mates of vessels roaming the globe belonging to Brewster, Massachusetts than any other town in the country.

Though those glory days of seafaring have long past, many of the 100 sea captains’ mansions and estates along Route 6A are now serving as B&Bs, art galleries, craft studios and antique shops.

There is no real village center to this rural town, but the Brewster General Store is an old-fashioned gathering place at one of the town’s main crossroads. Just off the main drag, the herring still run upstream in spring to the 1660 Stony Brook Mill. Here also you will find 300 acres of beaches and tidal pools along Cape Cod Bay, and the 400 acres of trails, camping areas and freshwater ponds of Nickerson State Park.

For more info on Brewster MA real estate, contact Shoreland Realty Group.  Register with our site to stay up-to-date on your favorite Brewster Massachusetts home listings.  

441 W H Besse Brewster MA 02631

Brewster, MA441 W H Besse

Price$3,200,000

Est. Mortgage: $/month

MLS Number 22102358

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Brewster
  • Year Built 1988

Seize a once in a lifetime opportunity to acquirea generational Cape Cod family estate. Down a scenic unpaved cart way through the rural woods of Brewster, you'll encounter 8 acres of natural beauty on the Cape's largest fresh water body of water, Long Pond. The property consists of a spacious main house with 6 bedrooms, 5.5 baths and 3200+ square feet of living space. The large in-ground pool and full size tennis court surround the house for all the recreation you'll ever need. Head down to the water where you'll find a dock and mooring, ideal for boating and swimming in the crystal clear lake. At the back of the property you'll find a spacious custom barn. This section of the land also includes a large garden area. There's a possibility of a second dwelling on the property with town approval. The property offers total seclusion and privacy on one of the lower Cape's most desirable fresh water ponds.

Listed by Blake L Decker of Monomoy Properties Group, LLC

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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192 Robbins Hill Brewster MA 02631

Brewster, MA192 Robbins Hill Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 21903738

  • Single Family
  • MLS Status Active
  • Village Brewster
  • Year Built 1922
  • Bathroom 2

Beachfront with Stunning Water views!Property offers 90 feet of private beach flanked by stretches of quiet shoreline where you can swim, stroll, fish and play! Essential updates done over time, but the vintage charm remains & can be enjoyed as is. Or the oversize lot makes it suitable for expansion opportunities, a rare find along this coastline. Strong rental history.A unique chance to create lifelong memories on beautiful Cape Cod Bay!

Listed by Dee Higgins of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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36 Cahoon Brewster MA 02631

Brewster, MA36 Cahoon Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 22102527

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Brewster
  • Year Built 2005

Set on rolling lawns, this sprawling retreat is close to everything yet affords maximum privacy & impeccable condition. Resting on a scenic pond with the Cape's largest fresh waterway at its perimeter, this refined 5000+ sq ft home was custom crafted to a high standard in 2005. Handsome decks & lovely covered porch create easy and comfortable outdoor living. Vaulted great room is creatively designed for the flow of open living yet offers the coziness of divided focal areas of kitchen, dining and living room, all accented by gleaming random-width flooring, fine millwork, striking stone fireplace and elaborate lighting design. 6 Individually styled bedrooms, 5 w ensuite baths, spaced to maximize privacy. Kayak from the property's edge, swim at the sheltered sandy beach a mere 1/10 mile away. Exceptional opportunity for private enjoyment or continue the property's established rental history. We invite you to view the video.

Listed by Hardman-Liberles Team of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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35 Captain Dunbar Brewster MA 02631

Brewster, MA35 Captain Dunbar Road

Price$1,799,900

Est. Mortgage: $/month

MLS Number 22004700

  • Single Family
  • MLS Status Active
  • Village Brewster
  • Year Built 1958
  • Bathroom 2

2020 fully renovated 2 bedrooms, 2 bath home with PRIVATE stairway to a PRIVATE beach on Cape Cod Bay near Ellis Landing. Enjoy amazing sunsets each evening from nearly every window and 2 decks. Custom designed kitchen, living room with fireplace and full bathroom make up the first floor. The 2nd floor has 2 bedrooms and a full bathroom. The owner's bedroom has spectacular views of the water, a wood-burning fireplace, and a balcony. Not to be missed!

Listed by Guy Tunnicliffe of Beach Road Properties

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 Loon Brewster MA 02631

Brewster, MA34 Loon Lane

Price$1,699,900

Est. Mortgage: $/month

MLS Number 22006352

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Brewster
  • Year Built 2021

Welcome to Seaview! This sweet East Brewster location got a new home. Nestled in, North of 6A, you will find an amazing Eastward Companies brand new house (to-be-finished for 2021 season). 4 bed 3.5 baths, 2 car garage, 1st floor primary suite, glass filled sunroom, high ceilings, granite countertops, well appointed kitchen, HOME OFFICE and all the luxury living you dreamt of many times before. The southern exposure fills the home with warm bright light. The bike path goes right through the neighborhood, there are association tennis courts, Pickle Ball, Bocce, and underground utilities. Take a short drive to Crosby Beach and enjoy the Bay, or hop over to Nickerson State Park for a refreshing swim in Cliff or Flax Pond. You will benefit from easy access to Orleans shopping, restaurants, and Nauset Beach! Don't miss this one. Photos are of similar home. Signs not allowed, subject property is to the right of #38..

Listed by Andrea R Besse of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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187 Breakwater Brewster MA 02631

Brewster, MA187 Breakwater Road

Price$850,000

Est. Mortgage: $/month

MLS Number 22100680

  • Single Family
  • MLS Status Active
  • Village Brewster
  • Year Built 1910
  • Bathroom 2

STEPS TO BEACH!!! Legal 2 family property with 3 acres of land. BEAUTIFUL location with lots of privacy . You can see the water from the street. Wood floors throughout, 2 kitchens, one having a wood stove & dining area , 4 bedrooms: 2 up & 2 down, laundry on the first floor. One living room having French doors leading to an outside deck. The other kitchen set up is open to a living room area. The property needs some updates, the roof, deck & one of the boilers have been replaced. Very Private setting & abutting conservation! Property being sold as is...

Listed by Michele DeMango of Today Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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97 Canoe Pond Brewster MA 02631

Brewster, MA97 Canoe Pond Drive

Price$835,000

Est. Mortgage: $/month

Open House

MLS Number 22102268

  • Single Family
  • Next Open House: Sun 05/16 11:00 am. to 1:00 pm.
  • Garage Spaces 3
  • MLS Status Active
  • Village Brewster

This home was made to hold wonderful memories. You'll find ample space for enjoying friends and family in this 4-bedroom home with a great room filled with natural light, both a living room and dining room, a partially finished basement, and a separate carriage house. The back deck offers a wonderful place for summer dining alfresco or simply enjoying the sun and nature. Sited on a landscaped lot in the desirable Canoe Pond Village with association access to both Upper Mill and Canoe Ponds and just minutes from beautiful Bay Side Beaches. Or if the woods are more your pace, enjoy the 835 acres of the Punkhorn Parklands offering miles of trails and pristine ponds. Your Cape Cod dreams and summer memories await.

Listed by Martha Knapp of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Wintergreen Brewster MA 02631

Brewster, MAWintergreen Lane

Price$777,000

Est. Mortgage: $/month

MLS Number 22101689

  • Lots and Land
  • MLS Status Active
  • Village Brewster
  • Topography Lot Description Gentle Slope,View
  • Acreage 2.67

A fantastic opportunity to build the home of your dreams on 2.67 acres of Waterfront property on Walkers Pond. This parcel offers beautiful views and privacy! Conveniently located to Cape Cod Bay Beaches. This is a great opportunity to be on a sparkling, serene pond in the quaint town of Brewster.

Listed by Paul Covell of Covell Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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162 Underpass Brewster MA 02631

MLS Number 22100662

  • Commercial
  • Property Type Display D
  • MLS Status Active
  • Village Brewster
  • Year Built 1952

Residential house with 2 bedrooms, 1 bath along with a large office area. Large 3.3 acres. Zoned CH. Plenty of parking and potential to expand.

Listed by Kimberly A Clark of Bayside Realty Consultants

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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51 Holly Brewster MA 02631

Brewster, MA51 Holly Avenue

Price$649,000

Est. Mortgage: $/month

Open House

MLS Number 22101665

  • Single Family
  • Next Open House: Sun 05/16 10:00 am. to 12:00 pm.
  • Garage Spaces 2
  • MLS Status Active
  • Village Brewster

Charming classic Cape style home with 3 bedrooms, 3 bathrooms and detached 2 car garage with access to Owl Pond. Walk through the kitchen door and find a bright open concept kitchen & dining room accentuated by a high-top counter with bar seating, great for breakfast. The first floor primary bedroom has it's own private bathroom with stand-up shower and jacuzzi. The first floor is complete with a second full bath, open concept living room and formal sitting area. Head upstairs and you will find 2 spacious bedrooms and a full bathroom. The year round home has a fenced in backyard, expansive back deck, generator, alarm system, hot tub for relaxing and an outdoor shower. The 2 car, detached garage features a spacious second level storage area, accessed by a full staircase. Making this the perfect year round home or seasonal get away!

Listed by Michael W Leighton of Leighton Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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broker reciprocity The 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 Shoreland Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Shoreland Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 14, 2021. All properties are subject to prior sale, changes, or withdrawal.

Shoreland Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.