24

Brewster, MA Houses for Sale

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  • /24

    $589,000

    $21K 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

    236 Freemans Way, Brewster, MA 02631
  • /42

    $1,839,000

    $10K PRICE DROP
    • 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
  • /42

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    1016 Stony Brook Rd, Brewster, MA 02631

    Welcome to 1016 Stony Brook Road, a beautifully appointed center-entrance Colonial thoughtfully designed to replicate the timeless elegance of a classic New England Sea Captain's home. Built in 1999, this exceptional residence offers approximately 2,000 square feet of thoughtfully designed living space, combining the charm and architectural details of a historic home with the benefits of newer

    Tina Davis-Chiruna Lamacchia Realty, Inc.

    1016 Stony Brook Rd, Brewster, MA 02631
  • /69

    $2,400,000

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

    47 Bay View 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 Bay View Dr, Brewster, MA 02631
  • /92

    $2,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,406 Sq Ft

    37 Autumn Ct, Brewster, MA 02631

    Where life slows to the rhythm of nature, over 800 acres of protected Punkhorn Conservation become a way of life. Hidden at the end of a quiet cul-de-sac in coveted Deerfield Estates, this nature's reserved area embraces Upper Mill & Seymour Ponds to create one of Brewster's most idyllic settings. There are places that invite you to visit & there are places that invite you to stay. This is one of

    Mariana Costa Dream Homes & Estates, Inc.

    37 Autumn Ct, Brewster, MA 02631
  • /43

    $1,479,000

    New Construction $20K PRICE DROP
    • 2 Beds
    • 4 Baths
    • 2,965 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 Real Estate & Home Services

    58 Old Chatham 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
  • /40

    $1,940,000

    New Construction $490K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,337 Sq Ft

    0 Ridgewood Dr, Brewster, MA 02631

    On an exclusive cul de sac graced with executive homes, this new construction package is a rare opportunity to create your dream home in a picturesque setting! The lot (Lot 26-58) boasts privacy, natural beauty, and a view across Drummer Boy Park, Quivett Marsh, and Cape Cod Bay beyond! In collaboration with Millbrook Homes, the featured plan checks all the boxes--1st flr main bedroom suite, open

    Amy Harbeck Kinlin Grover Compass

    0 Ridgewood Dr, Brewster, MA 02631
  • /32

    $924,999

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,456 Sq Ft

    147 Snow Rd, Brewster, MA 02631

    Price Improvement! Bring your offers! Immaculate Brewster beach house ready for new owners. Close to everything. Want to bike? Dine? Shop? Beach? This house is for you! Recently renovated home featuring 4 bedrooms and 3 modern bathrooms with extra space to spread out inside and out. After a day at the beach or on the bike trail wash the day off in your outdoor shower and then relax on your deck.

    Kimberly Allen Berkshire Hathaway HomeServices Realty Professionals

    147 Snow Rd, Brewster, MA 02631
  • /52

    $1,655,000

    $40K PRICE DROP
    • 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

    Dee Higgins Gibson Sotheby's International Realty

    80 Abby Rd, Brewster, MA 2631
  • /37

    $719,000

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    49 Thousand Oaks Dr, Brewster, MA 02631

    Welcome to this exceptional, single-level retreat beautifully positioned on its lot in the heart of Brewster. Designed for effortless Cape Cod living, this home features a seamless open-concept layout anchored by a cozy gas fireplace perfect for gathering after a day at the bay. Kitchen is oversized with wet bar & center island. The primary suite boasting an oversized bathroom & generous closet

    Laura Lowe Laura Lowe Realty Group, Inc.

    49 Thousand Oaks Dr, Brewster, MA 02631
  • /37

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,638 Sq Ft

    267 Alden Dr, Brewster, MA 02631

    Classic charm and modern conveniences make this spacious 2+ bdrm the perfect year round or seasonal getaway. Located in that sweet center area of Brewster with easy access to beaches, shopping and local-flavor restaurants, this property has been thoughtfully updated over the years; brand new roof (2026), kitchen, VT Castings gas stove, newer water heater, many windows and lower level walkout has

    Tracey Oringer Kinlin Grover Compass

    267 Alden Dr, Brewster, MA 02631
  • /33

    $1,479,000

    • 4 Beds
    • 2.5 Baths
    • 2,249 Sq Ft

    44 Brier Ln, Brewster, MA 02631

    N of 6A. MUST SEE Stunning, Exceptional, Extraordinaire, Chic & Light -filled! Brewster Greek Revival with approx 2,249 sq ft and a rare combination of historic N.E. character, with thoughtful modern updates. Outside it feels like a private sanctuary with mature trees and landscaped grounds creating true seclusion on close to an acre setting and minutes to beaches. A one car garage with a

    nadine magazu Kinlin Grover Compass

    44 Brier Ln, 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

    Isaac Sargent Christie's Int'l RE Atlantic Brokerage

    235 Old Chatham Rd, Brewster, MA 02631
  • /42

    $1,450,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 3.5 Baths
    • 2,545 Sq Ft

    69 Martingale Ln, Brewster, MA 02631

    Welcome to this spacious, meticulously kept home, perfectly sited on an expansive lot that offers both privacy and pretty woodlands meaning plenty of room to enjoy the outdoors. Thoughtfully cared for, this inviting property combines timeless charm with generous living spaces designed for comfortable everyday living. The main level offers easy one-floor living with gorgeous living and dining

    Tracey Oringer Kinlin Grover Compass

    69 Martingale Ln, Brewster, MA 02631
  • /90

    $1,450,000

    • 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
  • /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
  • /62

    $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, sustainable living, and timeless Cape Cod charm. Set on 1.15 acres across two parcels (and surrounded by conservation) with private access to Blueberry Pond, the residence offers ~2,400 sq ft across three thoughtfully designed levels. The home was designed with a primary suite on each of the main levels, offering

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    410 Blueberry Pond Dr, Brewster, MA 02631
  • /39

    $774,900

    $54K 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
  • /39

    $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
  • /22

    $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
  • /29

    $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 easy 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.The open-concept layout features a spacious kitchen

    Leighton Team Keller Williams Realty

    98 Leland Rd, Brewster, MA 2631
  • /70

    $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
  • /39

    $849,000

    $36K PRICE DROP
    • 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 Price Trends

Median Home Price
$895,000
Median 3-Bedroom Home Price
$815,000
Median 4-Bedroom Home Price
$1,087,500
Median 5-Bedroom Home Price
$1,400,000
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