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Brewster, MA Houses for Sale

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  • /69

    $2,395,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    240 Robbins Hill Rd, Brewster, MA 02631

    Bayfront Brewster- Located in one of Brewsters premier bay locations. The residence offers direct access to your own beach. this classic Cape Cottage style beach house has been updated, but still has that classic Cape Cod beach house charm of yesteryear. The residence has 3 bedrooms, 2 updated baths, ductless heat and ac, backup generator, detached shed for all those beach toys and more!

    LUXRECapeCod Gibson Sotheby's International Realty

    240 Robbins Hill Rd, Brewster, MA 02631
  • /38

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft

    958 Long Pond Rd, Brewster, MA 02631

    Three Lots Totaling 3+ Acres in Brewster!An exceptional opportunity awaits with this unique offering of three adjoining lots totaling over 3 acres. A spacious 2440 SF Cape is situated on a pastoral 2+ acre lot, featuring 4 bedrooms, 3 full bathrooms, including a large first-floor primary suite with a walk-in closet & private bath. Main living areas are generous sized. Heat is by natural gas &

    Dee Higgins Gibson Sotheby's International Realty

    958 Long Pond Rd, Brewster, MA 02631
  • /50

    $1,299,000

    • 3 Beds
    • 2.5 Baths
    • 1,795 Sq Ft

    12 Skaket Way, Brewster, MA 02631

    A rare offering tucked well within Brewster's coveted Seaview neighborhood and wrapped in conservation is 12 Skaket Way. Perched on an impossibly quiet and well-spaced tree lined street, 12 Skaket is a five-minute stroll to association tennis as well as the Cape Cod Rail Trail and convenient to beaches, shops and amenities offered in both Brewster and Orleans. Tastefully updated throughout, 12

    Jon Clark Nauset Management

    12 Skaket Way, Brewster, MA 02631
  • /42

    $1,995,000 Open Sun 12:30PM - 2:30PM

    • 3 Beds
    • 3 Baths
    • 2,471 Sq Ft

    410 Blueberry Pond Dr, Brewster, MA 02631

    Completed in 2023, this newly built, fully electric home blends elevated design, sustainability, and timeless Cape Cod charm. Privately sited on 1.15 acres across two parcels and surrounded by conservation, the property offers gated access to Blueberry Pond and 2,400 sq ft of living across three levels. Designed with a primary suite on each main level, the layout supports multigenerational living

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    410 Blueberry Pond Dr, Brewster, MA 02631
  • /50

    $1,100,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft

    126 Bittersweet Dr, Brewster, MA 02631

    3BR, 2BA Cape located at the end of a quiet cul-de-sac near Cape Cod Bay beaches, the CC Bike Trail, shops, and restaurants. Lovingly maintained by one family since 1985, this 2-story home offers easy first-floor living with a spacious kitchen featuring granite counters, center island, laundry, and a dining area with slider to a private deck. The bright and airy living room has a bay window and

    Dee Higgins Gibson Sotheby's International Realty

    126 Bittersweet Dr, Brewster, MA 02631
  • /89

    $1,625,000

    • 3 Beds
    • 3 Baths
    • 2,001 Sq Ft

    167 Ambergris Cir, Brewster, MA 02631

    Welcome to 167 Ambergris Circle, tucked into the heart of the sought-after Salt Works neighborhood--where quiet streets lead to soft-sand beaches with glorious sunsets as the sun seemingly drops into Cape Cod Bay! This classic Cape-style home sits on a beautifully landscaped corner lot with vibrant plantings including Hydrangeas, Roses, and Rhododendrons. A timeless brick farmer's porch invites

    Peggy Farber Gibson Sotheby's International Realty

    167 Ambergris Cir, Brewster, MA 02631
  • /56

    $1,199,000

    • 4 Beds
    • 2.5 Baths
    • 2,877 Sq Ft

    43 Owl Pond Rd, Brewster, MA 02631

    Meticulously maintained builder's own home offers exceptional space and versatility, featuring 4 bedrooms, 3 family rooms and an expansive yard that's a kids playground paradise and adult oasis with gardens and hot tub. A huge deck can host cookouts and large parties. Head down the path to crystal clear Owl Pond for swimming, paddling, kayaking or peaceful relaxation.Upgrades in the last two

    Leona Bicker Gibson Sotheby's International Realty

    43 Owl Pond Rd, Brewster, MA 02631
  • /41

    $1,259,000

    • 3 Beds
    • 2.5 Baths
    • 1,737 Sq Ft

    21 High Point Dr, Brewster, MA 02631

    Waterfront gem perched on 1.3 acres overlooking serene Seymour Pond. With sparkling water views from most rooms, this bright & airy 1,737 SF home offers the perfect blend of comfort, style, and natural beauty. Inside features: one-level living, vaulted ceilings, skylights, 3 bedrooms; including a large private primary suite with deck access, a den, spacious living room & a kitchen with waterview

    Dee Higgins Gibson Sotheby's International Realty

    21 High Point Dr, Brewster, MA 02631
  • /42

    $829,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    133 Horseshoe Way, Brewster, MA 02631

    Welcome to this beautifully renovated three-bedroom classic 1970s Cape, ideally located in the heart of Brewster near picturesque Blueberry Pond—perfect for kayaking or fishing, or mere minutes to the Cape Cod Rail Trail. Recently updated throughout, this home features a brand-new roof, new kitchen with quartz counters and stainless steel appliances, new vinyl siding and trim, new windows, and

    Kathleen Conway Keller Williams Realty

    133 Horseshoe Way, Brewster, MA 02631
  • /54

    $695,000 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    64 Cranes Ln, Brewster, MA 02631

    A delightful Cape-style retreat tucked away at the end of a tranquil cul de sac in the Satucket Glen Association! Deeded access to Lower Mill Pond, where you can enjoy the neighborhood dock and store your kayaks. Step inside to an open floor plan that combines a cozy living room with a spacious kitchen and dining area. The gas stove in the living room keeps the space comfy in winter. The great

    Amy Harbeck Kinlin Grover Compass

    64 Cranes Ln, Brewster, MA 02631
  • /46

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    40 Horseshoe Way, Brewster, MA 02631

    This charming ranch-style home offers 1 floor living in the heart of Brewster! More rooms and space than a typical ranch with a main bedroom suite, living room, spacious family room, an eat-in kitchen with granite counters, plus a sunroom with skylights and a tile floor! Offers a cozy wood-burning fireplace for winter and a deck and outdoor shower for summer. Brand new septic system and an

    Amy Harbeck Kinlin Grover Compass

    40 Horseshoe Way, Brewster, MA 02631
  • /40

    $825,000

    • 3 Beds
    • 2 Baths
    • 1,471 Sq Ft

    221 Greenland Pond Rd, Brewster, MA 02631

    Tucked away in the woods of Brewster, this inviting 3-bedroom, 2-bath Cape offers the perfect blend of privacy, comfort, and connection to nature. Part of the sought-after Beachwood Landing Association, you'll enjoy exclusive access to both Greenland Pond and Long Pond, ideal for swimming, kayaking, or relaxing at the private beach, shaded pavilion, or association dock.The exterior is a true

    Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    221 Greenland Pond Rd, Brewster, MA 02631
  • /28

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    181 Stony Brook Rd, Brewster, MA 02631

    Discover the charm of a classic Cape Cod style home on the northside. This traditional home offers 1,620 square feet of nicely designed living space with lovely pine floors, providing ample privacy and serene natural surroundings. Step inside to find an open layout that includes a first floor bedroom and two guest rooms on the second floor. The main living areas are bathed in natural light,

    Sandra Tanco Kinlin Grover Compass

    181 Stony Brook Rd, Brewster, MA 02631
  • /50

    $2,100,000

    • 3 Beds
    • 3 Baths
    • 2,395 Sq Ft

    63 Swift Ln, Brewster, MA 02631

    Located down an idyllic Brewster cart way, this contemporary 3 bedroom, 3 bath home is about as close to the water as you can be without being directly on it! Walk out the front door and straight ahead to a short, shaded path and your feet are in the sand in 30 seconds. Inside, the home has a bright, airy, contemporary feel, with a vaulted ceiling and plenty of full view windows in the main

    Blake Decker Monomoy Properties Group, LLC

    63 Swift Ln, Brewster, MA 02631
  • /67

    $759,000

    • 5 Beds
    • 2 Baths
    • 1,344 Sq Ft

    26 Newport Rd, Brewster, MA 02631

    This classic cape style home in the Sheep Pond neighborhood offers an open layout perfect for intimate gatherings and full interaction with all the goings on of a busy household. Adding to the open living area is a large deck off the kitchen. The five bedrooms can be used as such providing ample sleeping space, one or two could be reimagined as a home office, den, playroom or for whatever

    Christine Briscoe SeasCape Realty, Inc.

    26 Newport Rd, Brewster, MA 02631
  • /24

    $775,000

    • 3 Beds
    • 1.5 Baths
    • 1,716 Sq Ft

    30 Pleasant Ct, Brewster, MA 02631

    RARE opportunity to own in a great location with potential for fantastic water views of Pleasant Bay and Nauset! What is a glimpse now could be so much more! 3-bedroom, 1 1/2 bathroom home in a sought after neighborhood, less than one mile to South Orleans Beach. First floor living with the bonus of a walk-out finished lower level- entertain guests while enjoying the outdoor shower and hot tub!

    Jennifer Lepard Beach Road Properties

    30 Pleasant Ct, Brewster, MA 02631
  • /51

    $899,000

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft

    33 Rogers Rd, Brewster, MA 02631

    This lovely and immaculate Cape checks all the boxes! 2 large and comfortable bedrooms upstairs plus a light-filled first floor office/swing room. Open concept kitchen/dining/living room perfect for entertaining, with separate formal living room for cozy gatherings. Direct access from the kitchen onto the large sunny mahogany deck overlooking the private fenced back yard tastefully landscaped

    Ned Chatelain Chatelain Real Estate

    33 Rogers Rd, Brewster, MA 02631
  • /41

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    204 Timberlane Dr, Brewster, MA 02631

    Enjoy single floor living at its best. This newly constructed 3 bedroom 2 bath ranch style home offers a comfortable and cozy living environment . This ranch offers a wide open floor plan, consisting of a living room, office and bonus room that can be used as a guest room. Tasteful flooring throughout and a well designed kitchen,dining room combo. This newly built home comes equipped with

    Matthew Medeiros Millennium Realty Firm, LLC

    204 Timberlane Dr, Brewster, MA 02631
  • /42

    $3,700,000

    • 5 Beds
    • 7 Baths
    • 6,435 Sq Ft

    38 Captain Baker Rd, Brewster, MA 02631

    Imagine golden hour from a 50-foot deck overlooking Cape Cod's largest body of fresh, warm water. This breathtaking Brewster home offers sweeping views the moment you arrive. The cream-toned chef's kitchen with natural stone evokes the beauty of the coast and anchors three custom-finished levels of refined living. Enjoy seamless indoor-outdoor flow, with expansive entertaining space on the

    John Mallard Redfin Corp.

    38 Captain Baker Rd, Brewster, MA 02631
  • /36

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    272 Sheep Pond Dr, Brewster, MA 02631

    Located on pristine Sheep Pond and offering beautiful water views, this 3-bdrm Cape has newer furnace with natural gas heat and central air. The main level includes open living-dining rooms with slider to back deck, kitchen, office and pretty year round porch area highlighting sparkling water views. 2nd floor offer 3-bdrms and full bath. Hardwood throughout much of the house along with a walkout

    Tracey Oringer Kinlin Grover Compass

    272 Sheep Pond Dr, Brewster, MA 02631
  • /30

    $1,079,000

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft

    393 Thousand Oaks Dr, Brewster, MA 2631

    Nearly 3,000 sq ft of living space (plus a large unfinished basement) in this spacious Cape-style home on a quiet 1-acre lot. Ideal for entertaining, it features 4 bedrooms + loft (2 beds on each floor), 3 full baths & an 884 sq ft oversized 2-car garage. Enjoy central A/C, 2 new gas fireplaces (2024 & 2021), open kitchen w/island & new gas range and a Buderus hydro-air heating system. The 1st

    Melanie Cauchon Melanie Cauchon Real Estate

    393 Thousand Oaks Dr, Brewster, MA 2631
  • /39

    $2,195,000

    • 5 Beds
    • 4.5 Baths
    • 3,706 Sq Ft

    92 Whiffletree Ave, Brewster, MA 02631

    Discover refined coastal living in this brand-new 3,706 sq. ft. luxury home, nestled in the pastoral setting of West Brewster. Expertly built by Cape Dreams Building and Design, this 5-bedroom, 4.5-bath residence with a two-car garage offers a perfect blend of elegance and comfort. Inside, you'll find an open and airy floor plan with 9-foot ceilings and gleaming hardwood floors throughout. The

    Jack Bohman Gibson Sotheby's International Realty

    92 Whiffletree Ave, Brewster, MA 02631
  • /42

    $3,395,000

    • 16 Beds
    • 15.5 Baths
    • 7,922 Sq Ft

    1861 Main St, Brewster, MA 02631

    Welcome to the distinguished Old Manse Inn, a romantic and historic Sea Captain's manor in the heart of Brewster, Cape Cod. A proud member of the Select Registry, this premier Bed and Breakfast blends timeless charm with modern comforts. The property offers 12 uniquely decorated guest rooms with en-suite baths, three elegant common areas, a dedicated dining room, and a fully equipped commercial

    Eva Scott Gibson Sotheby's International Realty

    1861 Main St, Brewster, MA 02631
  • /33

    $899,000

    • 6 Beds
    • 5 Baths
    • 2,403 Sq Ft

    336 Main St, Brewster, MA 02631

    Rare opportunity for investors to develop or tear down to build your dream compound. Sought after Northside location. The main home was built in 1987 and was in the in the process of being remodeled. Pick up where others left off! There are 3 other cabins/structures on the 1.8 acre marsh view property! 3 were once family style cottages that have seen much better days. Zoned for multiple houses.

    Margo Pisacano Margo & Company

    336 Main St, Brewster, MA 02631
  • /56

    $799,999

    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft

    2241 Main St, Brewster, MA 02631

    Step back in time and experience the character and charm of this historic antique home, ideally located on scenic Route 6A in the heart of Brewster. Just under a mile to the sandy shores of Point of Rocks Beach, this property offers the quintessential Cape Cod lifestyle with beaches, restaurants, coffee shops, and galleries all within close reach. Set on a beautifully landscaped half-acre lot,

    Timothy Scozzari Today Real Estate

    2241 Main St, Brewster, MA 02631
  • /25

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,306 Sq Ft

    9 Park Ln, Brewster, MA 02631

    Beautifully Maintained 4 Bed, 3 Bath Home Near Breakwater Beach! This spacious and well-kept home offers 4 bedrooms and 3 full bathrooms, perfect for year-round living or a summer getaway. Located less than 1.5 miles from Breakwater Beach and just a short drive to several others, including Paine's Creek and Crosby Beach. Enjoy quick access--about a mile--to historic Route 6A with its variety of

    The Team of Cape Cod Seaport Village Realty

    9 Park Ln, Brewster, MA 02631
  • /37

    $2,795,000

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    232 Robbins Hill Rd, Brewster, MA 02631

    RARE OPPORTUNITY to own two homes on more than half an acre of private beachfront property on a pristine white sand beach. Theses homes feature Brewster's famous tidal flats, amazing sunsets and moonsets, and ever changing sweeping water views. With a grandfathered 10 foot set-back, there's plenty of room to expand both homes considerably. As rentals, the cottages consistently book a year in

    Cynthia Houlihan Berkshire Hathaway HomeServices Robert Paul Properties

    232 Robbins Hill Rd, Brewster, MA 02631
  • /43

    $2,295,000

    • 5 Beds
    • 4.5 Baths
    • 3,891 Sq Ft

    88 Whiffletree Ave, Brewster, MA 02631

    This Brand-New Luxury Home in picturesque West Brewster is 3,891 sq. ft. with 5 bedroom, 4.5-bath, a pool, & two car garage. Built by Cape Dreams Building and Design this home offers an unparalleled blend of elegance and comfort. Step inside to a modern living space featuring 9-foot ceilings, a chef's kitchen, living room with fireplace and pool views. Gleaming wood floors run throughout. The

    Jack Bohman Gibson Sotheby's International Realty

    88 Whiffletree Ave, Brewster, MA 02631
  • /29

    $649,000

    • 2 Beds
    • 1.5 Baths
    • 1,529 Sq Ft

    27 Long View Dr, Orleans, MA 02653

    Don’t miss this fantastic opportunity to own a beautifully home in the heart of Orleans, just under a mile from scenic Bakers Pond. This inviting 2-bedroom, 1.5-bath Cape Cod home is nestled on a level lot with a private backyard framed by mature flowering trees—perfect for outdoor enjoyment and entertaining.Step inside to find freshly painted interiors and gleaming refinished hardwood floors.

    The Jorie Fleming Group Compass

    27 Long View Dr, Orleans, MA 02653
  • /5

    $2,800,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,840 Sq Ft

    16 Crocker Rise Rd, Harwich, MA 02645

    Discover the epitome of luxury living with this exquisite new home currently under construction, offering you the unique opportunity to select your own finishes at this stage of the project and move in this fall. Boasting prime golf course frontage, you will enjoy breathtaking views of the Captains Golf Course greens right from your home. Renowned for their commitment to quality and excellence,

    Sandra Tanco Kinlin Grover Compass

    16 Crocker Rise Rd, Harwich, MA 02645

Why Live in Brewster

Brewster, Massachusetts, is a charming Cape Cod town rich in history and natural beauty. The First Parish Brewster Universalist Unitarian Church, built in 1770, stands as a testament to the town's maritime heritage, with pews marked by the names of 99 sea captains. Brewster boasts 11 picturesque beaches along Cape Cod Bay, known for the sandy white flats visible at low tide. Housing options include cozy Cape Cods, larger Colonial-style homes, and contemporary residences, many with waterfront views and spacious lots. The community features 325 acres of public bayfront beaches, several freshwater fishing ponds, and Nickerson State Park, which offers wooded trails and camping. The Cape Cod Rail Trail, a 25-mile paved path, is popular for hiking and biking, while Captains Golf Course provides two 18-hole layouts. Brewster's historic Main Street is home to boutique stores, art galleries, and highly rated seafood restaurants like Brewster Inn & Chowder House and Brewster Fish House. Local attractions include the Cobb House Museum, Crosby Mansion, Stony Brook Grist Mill, and the Cape Cod Museum of Natural History. Brewster in Bloom, an annual spring festival, is a community highlight. The town is served by Nauset Public Schools, with highly rated Nauset Regional Middle School and Nauset Regional High. Brewster is walkable and bikeable, with Route 6 offering quick access to Cape Cod Gateway Airport, 15 miles away. The community has a crime rate lower than the national average, contributing to its appeal as a safe and welcoming place to live.

Home Trends in Brewster, MA

Housing Trends

Median Sale Price
$610,000
Median Single Family Sale Price
$559,000
Median 2 Bedroom Sale Price
$510,000
Median 1 Bedroom Sale Price
$340,000
Average Price Per Sq Ft
$671
Number of Homes for Sale
6
Last 12 months Home Sales
80
Months of Supply
0.90
Median List Price
$595,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
42%
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