1,178 properties for sale in Brewster, Brewster town Barnstable County Massachusetts

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Just 1.3 miles to Crosby Landing beach and North of 6A, this duplex is a wonderful opportunity to begin or add to your investment portfolio, live in year-round or vacation to in the summer season. Conveniently located close to Orleans, shops, Rt. 6, Nickerson State Park and beaches. Each side has 2 bedrooms, 1 1/2 baths, it's own laundry, with central air and natural gas to boot. One side is currently rented while the other is vacant for your immediate use or additional rental income. Don't hesitate on this very rare opportunity to own a 2-family in Brewster!

Welcome to 155 Damon Rd, a stunning family built home offering a perfect retreat in the heart of Brewster, MA. With 3404 square feet of thoughtfully designed living space, this 4-bedroom, 3.5-bath home is filled with beauty and functionality. Whether you're looking for a year-round residence or a relaxing getaway, this property has everything you need. Inside, you'll discover a spacious and inviting interior, ideal for family gatherings or enjoying quiet evenings at home. The 4 generously sized bedrooms provide plenty of options for living space, work-from-home needs, or guests. The 3.5 bathrooms add convenience and comfort for everyone in the household. This home's layout is designed to maximize both space and flexibility, offering the perfect balance between open areas for connection and private retreats for relaxation. Set on serene Griffith's Pond in picturesque town of Brewster, this property is nestled in a desirable location where you can enjoy all that Cape Cod has to offer. Co

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!

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 a savvy buyer or investor, with reliable long-term, year-round tenants in place through Aug 31, 2026. Whether you are looking for a future primary residence or a high-potential investment in a prime Cape Cod location, this well-cared-for home delivers both stability and lifestyle

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 and 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, and finished lower level with family room and bonus area-ideal for a gym or home cinema. The chef's kitchen offers Samsung smart appliances, custom cabinetry and high-end quartz countertops flowing into a bright living area and sunroom, which overlook the backyard with an outdoor shower and custom shed. Spa-inspired baths include heated floors and smart commodes. Five heating/cooling zones, Mitsubishi dual-fuel system, IA septic, private well for economical landscaping, and smart-home controls enhance efficiency-truly a must-see! BUILDERS' HOME WARRENTY INCLUDED WITH. Buyer acknow

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' ce

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 mos

Welcome to 27 Billington Lane at Ocean Edge! Enjoy easy coastal living in this charming, updated townhome-style condo-perfect for year-round use, a weekend getaway, or an investment opportunity. The renovated kitchen offers added cabinetry and generous counter space, ideal for everyday living and entertaining. Both bedrooms are upstairs, creating a comfortable separation between living and private spaces. Upgraded windows, sliders, and flooring enhance the home, while central AC and natural gas provide year-round efficiency. A brand new association septic system adds peace of mind. Enjoy beautifully maintained grounds, walking paths, and optional resort amenities including pools, tennis, and golf. Close to Nickerson State Park, the Cape Cod Rail Trail, and Brewster Flats-this is a standout opportunity to enjoy the best of Cape Cod living. *Back on the market due to buyer's circumstances

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 and 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, and finished lower level with family room and bonus area-ideal for a gym or home cinema. The chef's kitchen offers Samsung smart appliances, custom cabinetry and high-end quartz countertops flowing into a bright living area and sunroom, which overlook the backyard with an outdoor shower and custom shed. Spa-inspired baths include heated floors and smart commodes. Five heating/cooling zones, Mitsubishi dual-fuel system, IA septic, private well for economical landscaping, and smart-home controls enhance efficiency-truly a must-see! BUILDERS' HOME WARRENTY INCLUDED WITH. Buyer acknow

Privately set on 1.39 acres, this expanded Cape with over 3,000 sq ft of living space includes three bedrooms, two and a half baths and an office over the two car garage. On the first floor, the primary bedroom suite, with a jacuzzi tub and separate shower, opens to a secluded deck overlooking the woods. The kitchen, with granite countertops, a breakfast nook and half bath with laundry, adjoins a family room with a gas fireplace and vaulted ceilings. A wood burning fireplace anchors the living room, closed off by two sets of French doors. The second floor features a large bedroom, third bedroom, full bath and loft. Freshly painted exterior in 2026, a newer gas heating system, and a full house generator, the home clearly shows pride of ownership. Nearby, you will find the Brewster Grist Mill, Drummer Boy Park and Paine's Creek Beach, as well as local shops and restaurants

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 luxurio

N of 6A. MUST SEE Stunning, Exceptional, Extraordinaire, Chic and 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. See floor plan

Tucked away near the end of Billington Lane, this thoughtfully situated Ocean Edge condo offers serene views overlooking the 9th fairway. Once in bloom, hydrangeas and pink roses lead you to the door, and once inside, frame your views. Enter onto stunning Brazilian hardwood flooring that flows throughout the living area and into the open kitchen, featuring updated cabinetry, granite counters, and stainless steel appliances. This inviting 'B' style townhouse offers 2 spacious bedrooms and 2 full bathrooms, providing comfort and flexible everyday living. The cathedral ceiling creates a feeling of space, flooded with natural light from the skylight and warmed by the wood fireplace during cooler months. Enjoy indoor-outdoor living with an impressive 10-foot slider that opens to your private patio, perfect for relaxing, entertaining, or simply taking in the tranquil golf course views-an opportunity to own a private retreat combining comfort, charm, and picturesque surroundings

Mixed Use business with Walkout Apartment just south of 6A in Historic Brewster. 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 activity Formerly and recently known as a much beloved and well established Antiques gallery, 'The Mews' Within easy reach to Brewster's Residents' Bay Beach - called First Light and the Bike Trail As you enter through the inviting front porch the main open floor welcomes you with its high ceiling and gorgeous wide pine flooring, an abundance of light, and a half bath. Each level has a separate entrance. The Walkout level is comprised of an amazing Sunroom with skylights, a combo Living room with wood burning stove, dining area and kitchen, sliders overlooking a Patio, a large shed, 2 bedrooms w sliders, laundry rm hookup and a full bath with tub and separate stall shower. Ample cl

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, gas fireplace, and sliding doors to a spacious deck overlooking the private backyard. Throughout the home, you'll find custom window shutters, exquisite hardwood floors, and 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, first-floor laundry, natural gas heat, central air, a whole-house generator, irrigation system, and an attached two-car garage with potential bonus space above. A welcoming front porch and professional landscaping complete this private oasis on a quiet Brewster cul-de-sac

Privately set on 1.39 acres, this expanded Cape with over 3,000 sq ft of living space includes three bedrooms, two and a half baths and an office over the two car garage. On the first floor, the primary bedroom suite, with a jacuzzi tub and separate shower, opens to a secluded deck overlooking the woods. The kitchen, with granite countertops, a breakfast nook and half bath with laundry, adjoins a family room with a gas fireplace and vaulted ceilings. A wood burning fireplace anchors the living room, closed off by two sets of French doors. The second floor features a large bedroom, third bedroom, full bath and loft. Freshly painted exterior in 2026, a newer gas heating system, and a full house generator, the home clearly shows pride of ownership. Nearby, you will find the Brewster Grist Mill, Drummer Boy Park and Paine's Creek Beach, as well as local shops and restaurants

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 luxurio

Charming Cape Cod cottage on historic Old Kings Highway in the heart of Brewster. This beautifully updated, move-in-ready retreat offers endless possibilities - enjoy it as your Cape Cod getaway, an investment property, or a year-round tiny home with the ability to add 1/3 of the total square footage to the existing cottage. Neat as a pin, the bright interior features a cozy living and dining area, an updated kitchen, and an inviting bedroom with a serene coastal feel. Outside, unwind on the patio with morning coffee or evening grilling, surrounded by lush landscaping and the timeless charm of Cape Cod. Perfect location and close to Nickerson State Park, Cape Cod Rail Trail, Bay Side Beaches, Main Street Brewster and Downtown Orleans. A rare opportunity for personal use, rental income, or easy year-round living in a classic Brewster location

Welcome to this beautifully renovated condo in the highly desirable Howland Village at Ocean Edge Resort, where modern comfort meets the Cape Cod lifestyle. Completely renovated in 2021, this bright, move-in-ready home features an open-concept floor plan filled with natural light. The spacious living and dining areas flow into a designer kitchen with a large quartz island, premium appliances, illuminated cabinetry, and abundant storage-perfect for everyday living and entertaining. Recessed LED lighting with dimmers throughout creates a warm, inviting ambiance.A large sliding glass door opens to a beautifully landscaped private patio, ideal for relaxing or outdoor dining. Upstairs are two spacious bedrooms with custom closet systems, while updated bathrooms, luxury vinyl plank flooring, and three high-efficiency heat pumps provide year-round comfort.Offered fully furnished, including two Samsung Smart TVs, this home is ready to enjoy immediately. Whether you're looking for a year-round

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

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!

N of 6A. MUST SEE Stunning, Exceptional, Extraordinaire, Chic and 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. See floor plan

Open house CANCELLED - ACCEPTED OFFER. Just in time for Summer 2026! Desirable north of Rte 6A location and easy stroll to 3 Bay Beaches - Paine's Creek, Mant's and Saint's Landing. This cozy cottage, with an open floor plan, offers easy living and the perfect Cape Escape with 2 beds/1 bath. Bonus shaded patio area outside with dining space to enjoy morning coffee or a grill and chill summer BBQ. Everyone's favorite outdoor Cape Cod shower and a shed for storage, round out this property. Many updates include: newly shingled exterior siding and trim, mini splits for cooling and heat, vapor barrier installed in basement crawl space and kitchen appliances. Passing Title V. Also, available: a mini mobile office. Owner will remove, if buyer not interested. Do not miss this opportunity! Brewster's beautiful summer sunsets on the bay, await the next owner

This Tastefully updated Turnkey Fully Furnished 2-bedroom 2 FULL bath townhome offers an effortless Cape Cod lifestyle in one of the Cape's Premier Resort Communities. Bright, comfortable, and ready for immediate enjoyment! This home features an inviting open layout, well-proportioned bedrooms, updated and refreshed living spaces with a private outdoor patio and adjacent spacious lawn/green area, ideal for morning coffee or relaxed summer evenings. The first floor bedroom, bathroom and laundry offers convenient one level living if needed, this end unit has an exclusive walkway from your car to your front door. Ocean Edge is known for its Beautifully maintained grounds and convenient access to Cape Cod's beaches, restaurants, shops, Nickerson State Park and the cape cod rail trail. Depending upon membership- resort amenities may include golf, indoor/outdoor pools, tennis and pickleball courts, fitness center, restaurants, pool/beach bars, kayak and bicycle rentals, playground and privat