Brewster Homes with Cape Cod Style

Welcome to Brewster, Massachusetts, a charming coastal town nestled in the heart of Cape Cod. Known for its stunning natural beauty, Brewster is a haven for those seeking a serene lifestyle, complete with picturesque landscapes and a rich historical backdrop. This idyllic community is characterized by its sandy beaches, tranquil ponds, and lush conservation areas, making it an ideal destination for nature lovers and outdoor enthusiasts alike.

Brewster’s real estate market boasts an array of homes, with a particular emphasis on the beloved Cape Cod style. These homes beautifully embody the essence of New England architecture, featuring steep roofs, dormer windows, and charming wood siding that harmonize with the coastal surroundings. Many of these residences are designed to capture the essence of the region's maritime heritage, offering cozy interiors that invite relaxation and comfort.

Living in Brewster means enjoying a slower pace of life, complemented by local shops, delightful restaurants, and a strong sense of community. The town is also home to several historical sites and cultural attractions, including the Brewster Historical Society and the Cape Cod Museum of Natural History.

Whether you’re looking for a seasonal retreat or a permanent residence, Brewster’s Cape Cod-style homes provide a unique opportunity to immerse yourself in the quintessential New England lifestyle. Embrace the charm of this coastal gem and discover the perfect home that reflects the beauty and tranquility of Brewster, MA. Your dream home awaits amidst the stunning landscapes and warm community spirit of this enchanting town!

Newest Brewster Homes with Cape Cod Style

$2,000,000

4 Beds ⋅ 4 Baths ⋅ 22603348 MLS

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 them. This beautifully renovated four bedroom, four bath turnkey Cape offers an effortless blend of privacy, comfort, and resort-inspired living. Summer afternoons drift effortlessly from the sparkling pool to the spa before ending with sunset cocktails at your custom tiki bar, where conversations linger longer after the stars appear. Mornings begin with nature, bike rides, kayaking or swimming at Upper Mill Pond a mile away. Dream on in to experience soaring ceilings w/ skylights, gleaming hardwood floors, a heated two-car garage, thoughtful finishes and design selections to create an atmosphere of understated elegance. Offering two suites, a formal dining, eat-in kitchen, spacious deck & finished lower level, this isn't simply where you'll live, it's how you'll remember truly living.

37 Autumn Court, Brewster

$924,999

4 Beds ⋅ 3 Baths ⋅ 22603323 MLS

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 some time on the bike trail wash the day off in your outdoor shower and then relax on your deck or patio. Store your outdoor toys in your shed. This home is move in ready!

147 Snow Road, Brewster

$2,400,000

4 Beds ⋅ 5 Baths ⋅ 22602397 MLS

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 living room and breakfast room. A four-season sunroom adds natural light and a quiet space. A formal dining room, primary bedroom suite, mud room and laundry complete the first floor living option. Upstairs are a loft/office and three guest bedrooms. The finished lower level with 9' ceilings, a full bath and full-sized windows offers space for exercise, media or a playroom. The natural setting, artful landscape plan and large patio with gas fire pit provide for outdoor enjoyment. There is ample room for an inground pool. Natural gas utilities, EV charger, low-maintenance composite exterior. Convenient location is close to Orleans activities, Nickerson State Park. Buyer customization is welcome at this stage, delivery of completed home in 2027. Photos are of a similar, completed home.

47 Bay View Drive, Brewster

$2,400,000

4 Beds ⋅ 6 Baths ⋅ 22602254 MLS

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 living room and dining area, all of which is open to the vaulted sunroom. Three levels of finished space include a complete first-floor living arrangement with the luxurious primary suite, laundry, pocket office, garage, mudroom and entertaining areas all accessible. Upstairs are two substantial guest bedroom suites with cathedral ceilings. The fourth bedroom is a private suite above the garage with a separate entrance, ideal for long-term guests. Eastward's signature attention to finish work is evident throughout, from the distinctly decorated baths to the 900+- sq ft of rec space in the 9' ceiling-height finished lower level with full bath. An optional inground pool is available. Delivery in 2027. At this stage Buyer input as to finishes is welcome. Photos are of a similar home.

55 Bayview Drive, Brewster

$2,492,000

3 Beds ⋅ 2 Baths ⋅ 22602214 MLS

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 the warm sun! The adorable main house offers idyllic Brewster living with multiple waterviews, sliders to deck, sandy beach path, kitchen, dining, living room plus family room and 2-bdrms up. The cottage offers a unique separate studio, seasonal living space with own kitchen/bedroom/bath. A fabulous spot for overflow guests. This is an incredible rental property in high demand year after year with returning guests. A waterfront gem with its own private beach on Cape Cod Bay doesn't come along very often!

232 Robbins Hill Road, Brewster

$1,839,000

2 Beds ⋅ 4 Baths ⋅ 22601942 MLS

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 spend long afternoons on the expansive mahogany deck overlooking the water or launch a kayak right from your backyard. Offering over 3,100 sq ft of impeccably finished living space, the home showcases a stunning chef's kitchen with Thermador appliances, custom cabinetry, and a stylish wet bar, flowing seamlessly into sun-filled living areas anchored by a gas fireplace. A welcoming farmer's porch, elegant stone patios, and professionally designed landscaping with ambient lighting create a true indoor-outdoor lifestyle. Thoughtful smart features include illuminated stairways that light up as you ascend and descend. Thoughtfully designed as a 2-bedroom residence with multiple bonus spaces ideal for guests, office, or formal dining, the home includes a luxurious second-floor primary suite. Just 1.3 miles to Brewster's renowned Bay beaches, this one-of-a-kind waterfront property delivers the ultimate blend of luxury, privacy, and coastal living.

84 Alden Drive, Brewster

$2,492,000

3 Beds ⋅ 2 Baths ⋅ 22601692 MLS

232 Robbins Hill Road, Brewster

$1,690,000

3 Beds ⋅ 3 Baths ⋅ 22601247 MLS

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 flexibility for multigenerational living or guests. The second floor serves as a private sanctuary, featuring an expansive primary suite with a sitting room, dedicated workspace, and views over native wildflower meadows to the water. The walk-out lower level--with separate entrance and driveway--functions as an ideal guest suite or income-generating Airbnb (earning ~$30K/year). Finishes include Miele appliances, heated towel rails, engineered hardwoods, and Pella windows. A HERS rating of 50, 400-amp power, solar-ready infrastructure, and dual EV chargers reflect true modern efficiency. A screened porch, outdoor shower, and curated gardens complete this rare Brewster retreat--just moments to the Rail Trail and First Light Beach. This home has a passing 4 bedroom Title V Septic.

410 Blueberry Pond Drive, Brewster

$1,479,000

2 Beds ⋅ 4 Baths ⋅ 22600807 MLS

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, second-floor study, & finished lower level with family room & bonus area--ideal for a gym or home cinema. The chef's kitchen offers Samsung smart appliances, custom cabinetry & high-end quartz countertops flowing into a bright living area and sunroom, which overlook the backyard with an outdoor shower & custom shed. Spa-inspired baths include heated floors & smart commodes. Five heating/cooling zones, Mitsubishi dual-fuel system, IA septic, private well for economical landscaping, & smart-home controls enhance efficiency--truly a must-see! BUILDERS' HOME WARRENTY INCLUDED WITH SALE. Buyer acknowledges the Seller must comply with FIRPTA regulations in association with this sale. Upon written request from the Seller the Buyer (s) agrees to extend the closing date for a reasonable amount of time so Seller can obtain a ''Withholding Certificate'' from the IRS prior to the Closing. IA septic-yearly maintaince fee . Taxes are not accurate; check with the town.

58 Old Chatham Road, Brewster

$1,655,000

4 Beds ⋅ 4 Baths ⋅ 22505169 MLS

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 and sliding doors that open to a spacious deck overlooking the private backyard.Throughout the home, you'll find custom window shutters and exquisite hardwood floors. There are two primary suites, one on each level, along with two guest bedrooms--one currently used as a sitting room. Additional highlights include beautifully appointed bathrooms, 1st floor laundry, natural gas heat, central air conditioning, a whole-house generator, irrigation system, and an atttached two-car garage with potential bonus space above. A welcoming front porch and professional landscaping complete this stunning oasis, privately nestled on a cul-de-sac surrounded by protected greenspace in a lovely neighborhood.

80 Abby Road, Brewster

$675,000

4 Beds ⋅ 2 Baths ⋅ 22504704 MLS

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 grounds and gardens stretch over 200 feet, at the end of the pond town landing. The barn/garage is a great feature and smacks of the olden days for sure. Let your creative side take over when you tour this wonderful, well loved property just waiting for its next steward.

1580 Main Street, Brewster

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.