29

Brewster, MA Houses for Sale

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  • /24

    $599,000

    Open House 6/13 $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    236 Freemans Way, Brewster, MA 02631

    Discover one of Brewster's most affordable single-family opportunities at 236 Freemans Way, a charming and lovingly maintained 3-bedroom, 2-bathroom home located just moments from the Captains Golf Course and the Cape Cod Rail Trail. Offering incredible value, the property features a 4-bedroom septic system, providing a path for future expansion and equity growth. This is an ideal opportunity for

    Agent Photo

    Jessica Larsen

    Keller Williams Realty

    (508) 719-6654

    236 Freemans Way, Brewster, MA 02631
  • /42

    $1,849,000

    Open Sat 10AM - 1PM
    • 2 Beds
    • 3.5 Baths
    • 3,172 Sq Ft

    84 Alden Dr, Brewster, MA 02631

    Discover a rare opportunity to own a brand-new waterfront retreat in the heart of Brewster, set directly on the shores of picturesque Schoolhouse Pond. Designed for unforgettable Cape Cod summers, this exceptional home invites you to relax on the expansive mahogany deck overlooking the water or launch a kayak right from your backyard. Offering over 3,100 sq ft of beautifully finished living

    Thiago Monteiro William Raveis Real Estate & Homes Services

    84 Alden Dr, Brewster, MA 02631
  • /68

    $2,400,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,212 Sq Ft

    47 Bayview Dr, Brewster, MA 02631

    This coastal contemporary cape style home by Eastward companies is one of a two lot Brewster subdivision close to beautiful Crosby Landing Beach, The Cape Cod Rail Trail and the Town of Orleans. Exceptional custom finish work enhances the superb floorplan and rich amenities. The cathedral great room incorporates the chef's kitchen with Thermador appliance package & 10' center island, fireplaced

    Jeff Cusack Cove Road Real Estate

    47 Bayview Dr, Brewster, MA 02631
  • /4

    $1,199,000

    • 3 Beds
    • 3.5 Baths
    • 2,396 Sq Ft

    61 Sheffield Rd, Brewster, MA 02631

    An exceptional opportunity to build your dream Cape house in the heart of Brewster. This new construction offering arrives with building permits already in hand and a thoughtfully designed plan featuring 3 bedrooms and 3.5 baths. Enjoy the rare flexibility to tailor the layout and finishes to suit your vision or pivot to a complete custom build. The current plans are perfect for a seasonal

    Rebecca Joseph William Raveis Real Estate & Homes Services

    61 Sheffield Rd, Brewster, MA 02631
  • /11

    $1,200,000

    • 5 Beds
    • 8 Baths
    • 3,233 Sq Ft

    2019 Main St, Brewster, MA 02631

    The property includes 5 bedrooms with en-suite bathrooms, a paver patio with hydrangeas and charm galore, and a large shell driveway.The property is within walkingdistance to the beach and can provide excellent work/life balance. Presently used as a restaurant

    Chuck Carey Carey Commerical, Inc.

    2019 Main St, Brewster, MA 02631
  • /45

    $849,000

    • 3 Beds
    • 2 Baths
    • 2,032 Sq Ft

    34 Featherbed Ln, Brewster, MA 02631

    Nestled on a quiet, private lane in the heart of West Brewster, 34 Featherbed Lane offers a rare opportunity to create your dream waterfront sanctuary. This 3 bedroom ranch with 2 full bathrooms is perfectly positioned to capture the essence of Cape Cod living, blending serene natural beauty with incredible recreational potential.Waterfront Living & Kayak Access:The true essence of this property

    Cape Cod Power of Two Compass

    34 Featherbed Ln, Brewster, MA 02631
  • /25

    $675,000

    $55K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    1580 Main St, Brewster, MA 02631

    1580 Main Street A/K/A ''The Captain Freeman Bangs House''. Step back in time and be engaged in this eclectically charming home, mostly built in 1830 but some very charming newer spaces have been added. Currently a multi use property with a small lamp repair shop using the lower space..Beautiful appointments set on School House Pond, with views from several rooms. Nearly an acre of unspoiled

    Deborah McDevitt Hays McDevitt REALTORS

    1580 Main St, Brewster, MA 02631
  • /39

    $799,000

    Open Sun 2PM - 4PM $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    83 Airline Rd, Dennis, MA 02641

    If you've ever dreamed of living in Dennis, this beautifully crafted new construction home is your opportunity -- 3 bedrooms, 2 baths, and 1,300 SF of premium finishes and low-maintenance living, all within reach of world-class beaches and golf courses. Hardie clapboard siding, Azek PVC trim, and a CertainTeed architectural roof with limited lifetime warranty are complemented by professional

    Michelle Ryan Today Real Estate

    83 Airline Rd, Dennis, MA 02641
  • /38

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,660 Sq Ft

    108 Wintergreen Ln, Brewster, MA 02631

    Serene 1.3+ acre West Brewster haven on a private way. Three bed, 2.5 bath home extensively renovated in 2016/17. Chefs kitchen with gas range and two dishwashers. Refinished floors and reimagined living spaces including a formal dining room and living room with modern gas fireplace. Private downstairs en-suite w/ walk in closet. Vaulted bedroom and third bedroom with full bath upstairs.

    Eric Ehnstrom Compass

    108 Wintergreen Ln, Brewster, MA 02631
  • /69

    $2,400,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    55 Bayview Dr, Brewster, MA 02631

    This luxurious, classic New England Cape-style home by Eastward Companies is one of a new two lot Brewster subdivision close to beautiful Crosby Beach, The Cape Cod Rail Trail and the Town of Orleans. Form meets function at the highest level with an exceptional degree of custom finish work. The cathedral great room is the home's hub, it combines the Thermador-equipped kitchen with the fireplaced

    Jeff Cusack Cove Road Real Estate

    55 Bayview Dr, Brewster, MA 02631
  • /24

    $679,900

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft

    210 Pine Bluff Rd, Brewster, MA 02631

    Welcome to Brewster's Highland Association of Brewster , Inc a small peaceful neighborhood with deeded beach rights on Seymour Pond. Easy access to the bike trail and conservation areas. This three bedroom ranch with an attached two car garage. Situated on a 16,800 sq ft lot, it shows a kitchen , fireplaced living room, hall bath and a primary bedroom with en-suite along with 2 guests bedrooms.

    Gerry Coughlan Kinlin Grover Compass

    210 Pine Bluff Rd, Brewster, MA 02631
  • /54

    $749,900

    Open Sun 11AM - 1PM $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,612 Sq Ft

    5 Maple Ln, Brewster, MA 02631

    Imagine yourself in the sought after Robinwood Association this summer! Start your mornings exploring nearby Nickerson State Park trails right from the neighborhood. Spend afternoons on the Brewster Flats, rinse off with a swim or kayak ride at association-owned Owl Pond, then enjoy dinner on the deck as the sun sets near the bayside. Finally, cap off the day with ice cream from Cobie's just down

    Leighton Team Keller Williams Realty

    5 Maple Ln, Brewster, MA 02631
  • /90

    $1,450,000

    Open Sat 10AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,668 Sq Ft

    206 Landing Dr, Brewster, MA 02631

    This beloved classic colonial occupies one of the best locations in Beechwood Landing Association, conveniently close to both the sandy association beach on Greenland Pond and the boating access and mooring field on Long Pond. A gathering place for generations, this home is loaded with character and offers three levels of finished space for friends and family. Linger on the farmer's porch, then

    Jeff Cusack Cove Road Real Estate

    206 Landing Dr, Brewster, MA 02631
  • /97

    $1,425,000

    Open Sat 1:30PM - 3:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,427 Sq Ft

    988 Crowells Bog Rd, Brewster, MA 02631

    Nature is the antidote at ''The Preserve at Sheep Pond Estates'' Sanctuary in your own 18.62ac private park. 811,087 sq.ft. of organic, virgin uplands set in a coveted, convenient location. Ideal for lovers of wildlife, animals, privacy & gardening. Adjacent to 108ac of Long Pond & Sea Camps Conservation Woodlands.It's about the privacy, the land, the mature forest, and the 50+ years of organic

    Thom Schoepfer Keller Williams Realty

    988 Crowells Bog Rd, Brewster, MA 02631
  • /41

    $2,492,000

    $83K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    232 Robbins Hill Rd, Brewster, MA 02631

    This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place ... swim, play and enjoy the world renowned Brewster tidal flats, kayaking and

    Tracey Oringer Kinlin Grover Compass

    232 Robbins Hill Rd, Brewster, MA 02631
  • /36

    $849,999

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    8 Marlboro Rd, Brewster, MA 02631

    Golfers Paradise!! Come fall in love with this Custom Built Contemporary Ranch Home just one mile to Captains Golf Course. There are seven spacious rooms to enjoy. Modern kitchen offers granite counter tops, high end appliances, breakfast nook & pantry. Private dining room & sunroom lead to large patio. Living room features cathedral ceiling and gleaming wood flooring. The extra large primary

    Jeanette Neeven Kinlin Grover Compass

    8 Marlboro Rd, Brewster, MA 02631
  • /40

    $1,690,000

    $60K PRICE DROP
    • 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
  • /39

    $1,900,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 3 Baths
    • 2,098 Sq Ft

    20 Bantry Ln, Brewster, MA 02631

    This lovely 3-bdrm home is just 2/10 mile to the Bay and the gorgeous, private, association beach! Enjoy swimming, enchanting sunsets and magical walks on the tidal flats plus about .5 mile to the idyllic Brewster General Store, ice cream shop and restaurants. Path to Myrick's Pond for kayaking/canoeing/paddle boarding is just one house away! The property offers wonderful privacy with extensive

    Tracey Oringer Kinlin Grover Compass

    20 Bantry Ln, Brewster, MA 02631
  • /55

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 2,859 Sq Ft

    80 Abby Rd, Brewster, MA 2631

    Stunning Brewster Home!Just minutes from beaches and premier golf courses, this meticulously maintained residence offers the perfect blend of casual elegance and modern comfort. The bright, open floor plan features a gourmet kitchen with center island, custom cabinetry, and gleaming Roca tile floors. The inviting living room flows into the dining area, featuring a soaring ceiling, a gas fireplace

    Dee Higgins Gibson Sotheby's International Realty

    80 Abby Rd, Brewster, MA 2631
  • /32

    $765,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    98 Leland Rd, Brewster, MA 2631

    Freshly price adjusted and motivated seller! Built in 2016 and lovingly maintained by its original and only owner, this move-in ready Ranch offers the ease of one-floor living with a thoughtful, low-maintenance design. Set on over an acre with association rights to Upper Mill Pond and beach area, the home combines privacy, comfort, and functionality in a peaceful setting.The open-concept layout

    Leighton Team Keller Williams Realty

    98 Leland Rd, Brewster, MA 2631
  • /42

    $1,270,000

    • 4 Beds
    • 1.5 Baths
    • 1,824 Sq Ft

    47 Flying Dragon Rd, Brewster, MA 02631

    Step into a timeless Cape Gambrel built by family for family as the perfect retreat for making lasting memories. Whether it's lazy beach days, cozy afternoons with a book, or rainy-day puzzles, this home captures the essence of Cape Cod living. Idea in town location just a short distance from everything in Brewster! This property includes deeded beach rights and a rare 1/100 share of the highly

    Peggy Farber Gibson Sotheby's International Realty

    47 Flying Dragon Rd, Brewster, MA 02631
  • /44

    $765,000

    Open Fri 4PM - 5PM
    • 2 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    2926 Main St, Brewster, MA 2631

    Mixed Use business/commercial just south of 6A in Historic Brewster with access to Blueberry Pond. Offered for the first time in close to 25 years. ~ 2160 sq. ft. where you can live in the walkout level apartment and work on the main level. All in an amazing and private setting where the backyard is delightful for any outdoor activityFormerly and recently known as a much beloved and well

    nadine magazu Kinlin Grover Compass

    2926 Main St, Brewster, MA 2631
  • /42

    $1,479,000

    Open Sun 12PM - 2PM $20K PRICE DROP
    • 2 Beds
    • 4 Baths
    • 2,955 Sq Ft

    58 Old Chatham Rd, Brewster, MA 02631

    Exceptional new custom-built smart home lives large with nearly 3,000 sq. ft. of flexible living space--perfect for extended family and friends. Great location - close to Oceans Edge Golf Course, Beaches, Nickerson State Park & Rail Trail. Charming cul-de-sac location with a local fruit farm just across the street. The open-concept design features white oak flooring, a first-floor office,

    Andrea Lousararian William Raveis R.E. & Home Services

    58 Old Chatham Rd, Brewster, MA 02631
  • /37

    $735,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    60 Sarah Maker Ln, Brewster, MA 02631

    Discover the opportunity to create your dream Cape Cod retreat in the heart of Brewster. Ideally located near charming village shops, the Cape Cod Rail Trail, Nickerson State Park, and Brewster's beloved bay beaches and freshwater ponds, this property offers the perfect combination of location, potential, and value.This inviting 1,200-square-foot home is filled with classic Cape Cod charm. The

    Dolores Alberti Gibson Sotheby's International Realty

    60 Sarah Maker Ln, Brewster, MA 02631
  • /30

    $875,000

    $75K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,295 Sq Ft

    38 Bittersweet Dr, Brewster, MA 02631

    Fantastic opportunity to own a home on a cul-de-sac north of Route 6A in Brewster.Large 5 bedroom, 3 full bath home with newer roof, low maintenance vinyl siding and wrapped trim. Layout is conducive to an in-law apartment of fabulous primary suite. Situated on just over 1/2 an acre. Convenient location. Needs updating.

    Michael Ulrich Cape Cod Associates R E

    38 Bittersweet Dr, Brewster, MA 02631
  • /39

    $2,330,000

    New Construction $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,778 Sq Ft

    0 Ridgewood Dr, Brewster, MA 02631

    Gracing a knoll above charming and historic Rt 6A on exclusive Ridgewood Drive (Map 26-58), this large lot boasts privacy, natural beauty, and a one-of-a kind view across Drummer Boy Park, Quivett Marsh, and Cape Cod Bay beyond! This new construction pkg offers a rare opportunity to create your dream home in one of Cape Cod's most picturesque settings! With a recent perc test confirming potential

    Amy Harbeck Kinlin Grover Compass

    0 Ridgewood Dr, Brewster, MA 02631
  • /39

    $910,000

    Open Sat 10AM - 12PM $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,633 Sq Ft

    1066 Millstone Rd, Brewster, MA 02631

    This cape style ranch has been fully renovated from top to bottom and is only minutes from Brewsters best beaches. From the custom kitchen with an oversized quartz island and stainless steel appliances to the spacious sun drenched bonus room, this home is the one that you've been waiting for. Featuring new white oak floors, meticulously tiled bathrooms, new windows, first floor laundry and a

    Samantha Kane Keller Williams Realty Signature Properties

    1066 Millstone Rd, Brewster, MA 02631
  • /9

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    235 Old Chatham Rd, Brewster, MA 02631

    Property is being sold as-is.Three-bedroom home with potential to expand to up to five bedrooms. The property includes an existing well and electrical service already in place.Important: Do not attempt to enter the structure. Access will be provided to buyers and licensed contractors by appointment only and must be accompanied. Entry onto the property is at your own risk.Buyers and buyer's agents

    Isaac Sargent Christie's Int'l RE Atlantic Brokerage

    235 Old Chatham Rd, Brewster, MA 02631
  • /39

    $885,000

    Open Sat 1:30PM - 3PM
    • 3 Beds
    • 3 Baths
    • 1,908 Sq Ft

    38 Shorewood Dr, Orleans, MA 02653

    This lovely 3-bdrm plus office, 3 full bath Cape is set on an elevated lot with deeded rights to Bakers Pond! The 1st floor offers LR with gas FP, remodeled kitchen and dining area, hall bath with laundry, family room with slider to screened porch and large primary suite with cathedral ceilings and back deck access. 2nd floor has 2-bdrms, office with skylights and full bath. The home was

    Tracey Oringer Kinlin Grover Compass

    38 Shorewood Dr, Orleans, MA 02653

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.

Single Family Home Prices in Brewster, MA

Single Family Home Price Trends

Median Home Price
$850,000
Median 3-Bedroom Home Price
$800,000
Median 4-Bedroom Home Price
$1,025,000
Median 5-Bedroom Home Price
$1,250,000
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