Brewster Homes for Sale

Welcome to Brewster, Massachusetts – a hidden gem nestled on Cape Cod's picturesque shores. Known for its stunning natural beauty, Brewster boasts pristine beaches, charming historic sites, and a vibrant community atmosphere that draws residents and visitors alike. With its rich maritime history and breathtaking coastal landscapes, Brewster offers a unique blend of tranquility and adventure, making it the perfect place to call home.

As you explore the homes for sale in Brewster, you’ll discover a diverse array of properties that cater to a variety of lifestyles. From cozy seaside cottages to elegant waterfront estates, each home is designed to embrace the Cape Cod spirit. Many properties feature expansive yards, stunning views, and easy access to Brewster’s renowned beaches, such as Breakwater Beach and Crosby Landing. Whether you’re seeking a year-round residence or a seasonal getaway, Brewster's real estate market has something for everyone.

In addition to its natural beauty, Brewster is home to a strong sense of community, with local shops, farmers' markets, and recreational activities that foster connections among residents. Outdoor enthusiasts will appreciate the town’s numerous trails, parks, and conservation areas, perfect for hiking, biking, or simply enjoying the serene landscape.

With its charming ambiance and an abundance of amenities, Brewster stands out as a desirable destination for homebuyers. Discover your dream home in this enchanting town and immerse yourself in the Cape Cod lifestyle that awaits you!

Newest Brewster Homes for Sale

$950,000

3 Beds ⋅ 2 Baths ⋅ 22603572 MLS

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 construction. Rich in character, the home features gleaming hardwood floors, custom built-ins, pocket doors, wainscoting, and detailed millwork throughout. A double-sided fireplace connects the living room and den, creating a warm and inviting atmosphere perfect for everyday living and entertaining. The second floor offers three spacious bedrooms, a home office, and a Jack-and-Jill bath. A walk-up attic with skylight and full walk-out basement provide excellent opportunities for future expansion, including the potential for additional living space and a third bath. Set along one of Brewster's most scenic roads within the Historic District, this property abuts conservation-protected land, offering privacy, tranquility, and a beautiful natural backdrop. Enjoy being just minutes from the Stony Brook Grist Mill, Brewster's renowned beaches, conservation trails, and charming village amenities. This rare opportunity blends timeless craftsmanship, classic Cape Cod charm, and modern convenience in one of Brewster's most desirable locations.

1016 Stony Brook Road, Brewster

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 22603393 MLS

Welcome to this spacious, meticulously kept home, perfectly sited on an expansive lot (almost 2 acres!) that offers both privacy and pretty woodlands offering plenty of room to enjoy the outdoors. Thoughtfully cared for inside and out, 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 rooms, office, kitchen, den, primary suite plus 1st floor laundry room. The lower, walkout level is bright and open with large family room, craft studio, bdrm, full bath and utility-storage area. The 2nd floor offers 2 large bdrms, full bath and spacious attic. Other nice touches include new heat, water tank and feshly painted exterior plus a 2-car garage, gorgeous back deck and front porch, pretty gardens and mature plantings, lofty ceilings and hardwood thru-out much of the 1st floor. Located in one of Brewster's most desirable areas, this exceptional property offers the perfect blend of space and comfort with easy access to beaches, dining, shopping and golf. Not to be missed!

69 Martingale Lane, Brewster

$1,479,000

4 Beds ⋅ 3 Baths ⋅ 22603359 MLS

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 barn/shed attached to it for all your outdoor items.First flr plan consists of a sitting room/den directly as you enter rear of house, a custom Chef's kitchen with a center island. Off the dining area is a very large laundry room which could serve also as a pantry, plus a very pretty full bath with tub. Also off the kitchen is the access to the charming screened -in porch, facing South to gather in for morning breakfast or use during inclement weather days, Beyond the DR off the kitchen is a living room/library with a classic center double sided fireplace serving both rooms. The second level consists of a half bath plus a primary bdrm with an ensuite full bath with shower and the rest of the bedrooms.Gas heat, Roof 2019, washer ~1 yr old and more has been updated. A coastal delight

44 Brier Lane, Brewster

$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

$675,000

2 Beds ⋅ 2 Baths ⋅ 22603281 MLS

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 new heat and specialized dehumidifying system. Main level offers 2 bdrms, full bath, sunny living room and dining-kitchen area with direct access to a raised deck. A perfect spot to relax! Lower level is walkout with large recreation room, studio space plus full bath and laundry room. Outdoor space has new walkways, outdoor shower, mature plantings and circular drive.This is a special property with a comfy warmth, exuding charm and ready for new memories!

267 Alden Drive, Brewster

$719,000

3 Beds ⋅ 2 Baths ⋅ 22602844 MLS

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 space throughout. Convenience is key with a dedicated laundry room right off the kitchen & an EV/RV charger already installed outside. An impressive, unfinished walk-out basement spans the entire length of the home offering a blank canvas to easily add a recreation room, home gym or extra guest quarters. Step outside to a beautifully private backyard with plenty of room for property expansion or gardens. Minutes from Brewster's famous beaches, the Cape Cod Rail Trail, and historic Route 6A, this property blends turnkey comfort with incredible future potential. Your Cape Cod chapter starts here!

49 Thousand Oaks Drive, 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

$1,450,000

5 Beds ⋅ 4 Baths ⋅ 22602346 MLS

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 enter the multiple living spaces which include a great room with a cathedral kitchen and fireplace, a front-to-back living room and an inviting a four season sunroom. Upstairs are four bedrooms including the primary suite. The finished walkout level offers a 2nd kitchen, more sleeping space & a full bath. Traditional finishes throughout harken back to a time of long, leisurely Cape summer vacations. For the hobbyist there's a spacious workshop/studio above the garage. Recent updates include a new roof (2026), gas generator, heating system & 6br septic (2009). The private yard is beautifully planted with perennials, beech trees & evergreens. Enjoy Brewster's finest freshwater boating and swimming from the superb association amenities. The abutting 2+ acre lot is also available for purchase.

206 Landing 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

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.