Meticulously maintained and full of charm, this 3-bdrm home offers a cozy and inviting feel. Love biking and swimming? Enjoy easy access to Sheep Pond, about 1/4 mile away, via the bike path accessible through the back yard. The perfect spot for morning walks and simply enjoying the outdoors. This home has had many upgrades with beautiful retaining walls and circular drive added, gorgeous 3-season screened porch, new water heater, dishwasher, flooring, windows and slider, granite counters and pretty, radiant heat-pine flooring in living and dining rooms. Full dry basement, outdoor shower, a great central location and private backyard offering limitless opportunities!
FIRST SHOWING: SUNDAY SEPTEMBER 6TH 12-2PM OPEN HOUSE. Welcome to 217 Yankee Drive. This stunning & sun-drenched property will make you feel like it's vacation everyday! Your choice -- either relax on the spacious & private outdoor deck or get cooled off in the resort-style in-ground salt water pool. Complete with 3 bedrooms, including a primary suite, and 2.5 bathrooms, the open & airy floor plan welcomes family gatherings very comfortably. The attached one-car garage & unfinished basement offer direct access into the home. The many features include: Matrix 18x36, 3ft-8ft depth in-ground salt water pool, with attractive landscape & hardscape, fencing and pool house, granite countertops, stainless appliances, outdoor Cape Cod shower, sun-bleached white oak flooring, wood-burning fireplace, decorative wainscoting and Kohler generator just to name a few -- providing year-round living comfort. Plenty of storage options throughout the home. Just a short stroll to the town favorite establishments: Snowy Owl Coffee Roasters & ACK Gioia Cheese Makers. Get on your bike and hop right on the Cape Cod Rail Trail so nearby, spend a day at one of the picturesque Brewster bayside beaches or head over to Stony Brook Elementary School, home of the Brewster Whitecaps of the Cape Cod Baseball League. Title V inspection scheduled in early September. Property being sold fully furnished, both interior & exterior, including pool area. & contents inside pool house. Pool has a transferable lifetime warranty. Move-in ready. Never too early to think Summer 2027. Do not miss out on this fabulous offering!
This quintessential home combines both Cape charm with numerous updates. Approaching this custom-built home, be welcomed by a 3 story post & beam barn and mahogany planked farmers porch. Recent updates include the primary en-suite with dormer addition and bathrm remodel, kitchen with custom cabinetry, farmers sink, and quartz counters, refinished wide plank pine & hickory flooring, new roofs, and more. The sunroom (custom window seating and storage) offers a peaceful spot and a unique suspended bridge leads to office/bonus room.The backyard has been professionally designed with hardscaping and landscaping to create a private setting for entertaining and relaxing. Gather under the pergola at the custom-crafted bar, or sit around the oversized fire-pit. A new shed and outdoor shower add convenience and classic Cape appeal. The barn offers endless options for a hobbyist, DIYer, artist, workshop, or equipment/boat storage.Just minutes from the Cape Cod Rail Trail, Nickerson State Park, and the Brewster Flats beaches. Whether you're looking for a year-round home, or a a vacation getaway this home offers the space, setting and lifestyle.
Tucked away on a quiet side street and privately set on .92 acres, this beautiful Cape home offers wonderful space for gathering with family and friends. With 4 bedrooms, there is plenty of room for everyone to settle in and enjoy all that Brewster has to offer. The heart of the home is the sun-filled family room, where abundant natural light and a gas fireplace create an inviting space to relax year-round. Step outside to the composite deck and outdoor shower--perfect after a day spent enjoying Brewster's beautiful bay beaches and expansive flats. A finished bonus room above the two-car garage provides a fun and flexible space for guests, a home office, or a place for the grandkids to call their own. The kitchen features stainless steel appliances and a petite island with seating, ideal for casual meals or morning coffee. Open to the kitchen, the spacious living room with wood-burning fireplace creates an easy flow for entertaining while offering another comfortable place to gather. Two bedrooms and a full bath complete the first floor, while upstairs you'll find a second full bath and two generously sized bedrooms including one with vaulted ceilings, a private balcony, and a slider that welcomes in the Cape Cod breeze. Central air conditioning, whole house generator, and on-demand hot water add to the home's year-round comfort. A two-car garage and full unfinished basement provide excellent storage for bikes, beach gear, kayaks, and all the necessities of Cape Cod living. Privately situated yet convenient to Brewster's beaches, ponds, shops, and restaurants, this is a home designed to be enjoyed, shared, and filled with memories for many years to come.
Welcome to this inviting 2 BR 1.5 bath, end unit townhouse style condo in Oakwood Village. Thoughtfully updated throughout, the first floor features a refreshed kitchen with quartz countertops, tiled backsplash and newer stainless steel appliances and an adjacent space for dining opens to an airy and spacious living room with wood burning fireplace. Laundry and an updated half bath re also found on this level. Upstairs are two spacious bedrooms with ceiling fans and a beautifully renovated full bath. Outside, enjoy a private and peaceful backyard setting enhanced by an established perennial garden that provides seasonal color with very little upkeep. Private patio area and outdoor storage . A lovely place to relax, read or enjoy your morning coffee. Oakwood Village provides a convenient Brewster location close to Cape Cod Rail Trail, restaurants.coffee shops, shopping and eveyday necessities, making it easy to enjoy both the Cape Lifestyle and day to day living. Sale subject to seller closing on suitable housing . AC splits are allowed by association
Don't Miss this adorable 3-bedroom, 2-full-bath home offering an inviting open floor plan with beautiful updates throughout. The updated kitchen features stone countertops, stainless steel appliances, ample cabinetry, and a convenient breakfast bar that opens to the main living space. The stunning living room is the heart of the home, highlighted by a striking accent fireplace, cathedral ceilings, and warm wood floors that create a welcoming Cape Cod feel. Three comfortable bedrooms and two updated full bathrooms provide plenty of space for family and guests, while the nicely finished basement offers additional living space for a home office, playroom, gym, or media room. Step outside to enjoy your own private backyard oasis complete with an in-ground heated saltwater pool, outdoor shower, patio, and lush, private surroundings—perfect for summer entertaining and relaxing. Centrally located in beautiful Brewster, close to the Cape Cod Rail Trail and Brewster’s renowned Cape Cod Bay beaches, including Crosby Landing, Linnell Landing, Ellis Landing, Point of Rocks, and Breakwater Beach. An added bonus is deeded rights to Seymour Pond, just a few blocks away, offering easy access for swimming, kayaking, fishing, and relaxing by the water. A wonderful opportunity to enjoy the best of the Cape Cod lifestyle!
Experience exceptional waterfront living on Long Pond in this spectacular 6-bedroom, 5-bath estate offering over 5000 sq. ft. of beautifully designed living space with panoramic water views. Thoughtfully crafted for both elegant entertaining and comfortable everyday living, the home features soaring ceilings, walls of glass, multiple fireplaces, and an open floor plan filled with natural light. The chef's kitchen flows seamlessly into spacious living and dining areas, all capturing breathtaking pond views. The luxurious first-floor primary suite offers a spa-inspired bath, walk-in closets, and stunning water vistas. The upper level provides generous guest accommodations, while the finished walk-out lower level includes a spacious family and game room, private guest suite, and full bath. Outside, enjoy expansive decks, a screened porch, beautifully landscaped grounds, a 3-car garage, private dock on Long Pond, and exclusive access to a beautiful private sandy beach on Sheep Pond. Ideally located near Cape Cod Bay beaches, Chatham, and the Cape Cod Rail Trail, this is a rare opportunity to own one of Cape Cod's premier waterfront properties.
The Brewster home you've been waiting for! Thoughtfully designed with an open, flowing floor plan, this home offers multiple living spaces that adapt effortlessly to everyday living + entertaining alike. Beautifully updated + renovated bathrooms bring modern comfort + style. Easy first floor living with Primary Suite + Laundry area. The finished lower level adds valuable flexible space with a rec. room, a room for your exercise equipment, full bathroom,+ abundant storage. Four large bedrooms and additional bonus rooms with walk in closets. A private bedroom and full bathroom over the garage create an ideal setup for guests or a home office with its own quiet separation. Step outside to your private backyard retreat, where a sparkling saltwater pool and expansive mahogany deck set the stage for summer gatherings + amazing sunset views. Tucked at the end of a cul-de-sac, the setting offers true privacy + a peaceful sense of escape, yet it is just minutes from the Cape Cod Rail Trail, town beaches at Sheep's Pond + Long Pond, historic Route 6A, + the bayside beaches. Meticulously maintained inside and out, this home reflects true pride of ownership + is ready for its next chapter
This corner oceanfront condominium in Sears Point offers elegant coastal living in one of the most sought after enclaves. This first floor unit looks out to conservation lands, mature plantings and gardens, and a sweeping lawn to the bluff overlooking Cape Cod Bay. The interior has been thoughtfully renovated to create open space featuring a kitchen with high end appliances and quality cabinetry, living room with gas fireplace and spacious built-ins, and large dining area. A screened porch leads you out to a private terrace with magnificent bay views continued from the primary suite. The lower level provides a large finished space with full bath and laundry, featuring both easy interior access but also access to the yard. With your private association beach, two private tennis courts, and pool, it is understandable why Sears Point is in such high demand, and it is rare that a waterfront unit becomes available.
Great location with over an acre and two dwellings North of 6A! Lots of privacy with level lot for easy accessibility. House needs everything, a complete renovation or possible tear down. Lot is beautiful so come take a look and envision the possibilities. Close to Bay Beaches, shopping, restaurants and all the local color Brewster has to offer. Relatively newer roof but photos are better than the house appears in person. Do not access the property without the listing agent.
Privacy & nature surround this beautifully renovated & meticulously maintained 2,384 SF Cape in Deerfield Estates, set on nearly 2 acres with frontage on Tuckers Pond & close to the 800-acre Punkhorn Parklands. This stunning 3-BR, 3-BA home invites relaxation w/an open design, multiple living areas & bedrooms on opposite ends for extra privacy. Gleaming hardwood floors throughout. The chef's kitchen features a center island, custom cabinetry & walk-in pantry, with easy access from the 2-car garage. Walls of glass in the dining area frame the private yard & seasonal peeks of the pond. The lovely great room has abundant windows & a wall of custom built-ins, while the living room offers a cozy fireplace. Primary suite features a walk-in closet, new shower in 2025 & an office & laundry nearby. A secluded 2nd-floor wing offers 2 bedrooms, a bath & lg storage room. Back deck, outdoor shower & garden add to outdoor enjoyment. Many improvements have been made over the years; list is available. Central Air, mini split HVAC system & generator provide comfort & peace of mind. Close proximity to beaches, ponds & trails make this a rare chance to enjoy comfort & nature in a special location.
Cape Cod living takes center stage in this two-level Brewster townhouse set within the desirable Ocean Edge community. The main level offers a comfortable living and dining area anchored by a fireplace, with sliders extending the space outdoors to a patio surrounded by established landscaping—an ideal spot for morning coffee, summer dinners or unwinding after a day at the beach. The kitchen provides plenty of cabinetry and easy access to the living spaces, while a half bath and in-unit laundry add everyday practicality. Upstairs, two generously sized bedrooms share a full bath, creating separation between living and sleeping areas. Beyond the unit, enjoy everything that makes Brewster such a sought-after Cape destination, with beaches, the Cape Cod Rail Trail, Nickerson State Park and Route 6A nearby. Ocean Edge offers access to golf, pools and tennis with applicable membership, giving this property excellent potential as a year-round home or Cape escape.
Welcome to Sheep's Landing, a sought-after neighborhood with private association beach access to beautiful 152 acre Sheep Pond. Known for its clear water and peaceful setting, the pond is ideal for swimming, kayaking, fishing, or simply relaxing by the water. This comfortable home offers single-floor living, with the primary suite, laundry, and main living spaces on the first floor, plus generous space for guests and entertaining on the second and lower levels. The open kitchen and family room feature a floor-to-ceiling fireplace, built-ins, Bosch appliances, and coffee/wine alcove. The first-floor primary suite includes an adjacent office or 4th bedroom, custom walk-in closet, and beautifully renovated bath. A sitting/living room, dining room, half bath, and laundry/pantry complete the first floor. On the second floor are two bedrooms, a sitting room, skylit bath, and walk-in attic storage. The finished lower level adds 1,868 square feet with a home theater and game room. A private backyard, covered patio, outdoor shower, and two-car garage complete the property. Please be sure to view the video tour.
Perfectly positioned on nearly an acre, this beautiful custom-built home was thoughtfully designed for its current owners, who fell in love with Brewster’s natural beauty, tidal flats, state park, and scenic bike trail. Twenty-three years later, their love for this special location has only grown—and now, their dream home can be yours. From the very beginning, the vision was clear: an open-concept home with a spacious first-floor primary suite featuring a cathedral ceiling, private bath, and walk-in closet; a dedicated first-floor laundry and pantry; three additional bedrooms upstairs; a two-car garage; central A/C; and a beautiful private yard. Every detail came together to create a home designed for both comfortable everyday living and entertaining. As the building process evolved, so did the wish list. The owners added a charming circular-shell driveway, outdoor shower, and garden shed—finishing touches that perfectly complement the Cape Cod lifestyle. If this checks all your boxes, let 575 Harwich Road be the answer to your Brewster Dreams.
RARE stand-alone condo in Ocean Edge! Discover ultimate privacy and resort-style living in this spacious two-bedroom, two-bathroom home boasting nearly 1,200 sq. ft. tucked away at the end of a peaceful Allerton Village cul-de-sac.Modern updates shine throughout, featuring brand-new flooring, a redesigned staircase, and an upgraded primary bath serving a spacious primary suite large enough for a king bed. The kitchen comes equipped with sleek stainless steel appliances, while a large sleeping loft offers exceptional versatility for extra guests or a dedicated home office. Outside is your private, patio-a tranquil retreat perfect for morning coffee or evening entertaining. All furniture is available for purchase.
A pristine townhouse in one of Trevor Village's most desirable settings! Enjoy a peaceful view over a lush expanse of lawn from the slider and the private patio! Whether you're sipping a quiet morning coffee, enjoying your little family members/visitors as they scamper across the green grass, or unwinding during a colorful sunset over the horizon, the tranquil outdoor space will become your own personal sanctuary. Inside, the light-filled living room offers a wood-burning fireplace framed by a beautiful tile surround. Other highlights include newer windows and slider, an updated kitchen, a 1st floor bedroom, 1st floor laundry, and full bath with a new walk-in shower! As a B-style, the loft provides a 2nd bedroom and full bath along with great storage in the 2 closets--1 walk-in. Best of all, a gas heater keeps you warm in the cooler months and ductless ACs keep you cool in summer! Plenty of parking too, tucked away from your view. This condo has been loved by only 1 owner since it was built and never rented, leaving it in impeccable condition for its next chapter! Offered furnished and move-in ready for your immediate enjoyment! Plse see video! Buyers/agents to confirm details.
ESCAPE to the Cape at this 2 bedroom / 2 bath 2nd floor end unit at EATON VILLAGE at the OCEAN EDGE resort. End unit means extra WINDOWS! A/C recently upgraded to DUCTLESS Mitsubishi with units in both bedrooms and the living area. OPEN LAYOUT combines living / dining space and private deck with a nice view of the tee at the PGA-rated golf course. Sold fully FURNISHED (except for some personal items). Replaced all windows and the sliding glass door to deck in 2015. New baseboard heaters and thermostats installed in 2015. Centrally located between two of the largest pools at the resort and close to the Linx restaurant. The 26-mile Cape Cod Rail Trail, which goes right through the resort, is easily accessed from the unit. Excellent rental history. Owner is doing a 1031 exchange
Welcome to easy Cape Cod living at Ocean Edge. This bright and freshly updated 1-bedroom, 1-bath condo in The Villages offers 579 sq. ft. of comfortable, low-maintenance living in one of Brewster's most popular communities. Recent improvements include fresh paint, new flooring, an updated bathroom vanity and new lighting, creating a clean, inviting feel throughout. The open living and dining area flows to a private deck overlooking the golf course, an ideal spot for morning coffee or relaxing after a day at the beach. The efficient kitchen opens to the main living space, while the bedroom also offers direct access to the deck. Whether you're looking for a Cape Cod getaway, year-round home or investment opportunity, this move-in-ready condo offers plenty of possibilities. Ocean Edge memberships are available separately, providing optional access to amenities including pools, golf, sports courts and the association's private beach. Conveniently located near Brewster's bay beaches, the Cape Cod Rail Trail, restaurants, shops and everything the Lower Cape has to offer.
Lovingly maintained by its original owner, this charming Cape-style home is nestled in a sought-after Brewster location and offers the perfect blend of comfort, privacy, and Cape Cod charm. Set on a peaceful, wooded lot, the home features a bright, open floor plan, a desirable first-floor bedroom, convenient first-floor laundry, a one-car garage, and the added peace of mind of a whole-house generator. The inviting three-season porch is the perfect place to enjoy morning coffee, unwind with a good book, or entertain guests while overlooking the tranquil wooded setting. Inviting outdoor spaces further enhance the home's peaceful setting.Just minutes from Little Pleasant Bay Beach, you'll enjoy easy access to sandy shores and the natural beauty of the Cape. Golf enthusiasts will appreciate the home's proximity to both public and private golf courses, with shopping, dining, and local amenities also nearby.Whether you're looking for a year-round residence, a vacation retreat, or an investment opportunity, this well-cared-for home offers an exceptional opportunity to enjoy the best of Cape Cod living.
First time on the market, this traditional cape style home sits nicely away from the road, buffered from Rt 124 by mature landscaping. The kitchen/dining and fireplaced living room have hardwood flooring, while the bedrooms are carpeted. A lovely enclosed breezeway connects to the garage and offers a ''casual'' entrance into the home. Sliding doors in the dining area open to a deck, patio and private backyard. First floor bedroom, bonus room and laundry in full bath. Two additional bedrooms and full bath on the second floor. Close to the Brewster General Store, Bay beaches, the bike trail and several fresh water ponds.
Nestled in Brewster's sought after Seaview neighborhood, this lovingly maintained one owner home offers comfort, privacy, and an exceptional location. Set on a private 1.86-acre lot with winter peeks of Namskaket Marsh, the home features 3 bedrooms, 3 baths, an open floor plan, a first-floor primary suite, first-floor laundry, and a separate dining room. The bonus room above the two-car garage offers wonderful flexibility as a home office, studio, or overflow guest space and is supported by a 4 bedroom septic system. A bright three season sunroom overlooks the peaceful backyard. Hardwood floors, central air, natural gas forced hot air heat, an outdoor shower, and two private decks complete the home. Just steps from the Cape Cod Rail Trail and minutes to Crosby Landing Beach, Nickerson State Park, and the shops and restaurants of Brewster and Orleans, this exceptional property is ideal for year-round living or the perfect Cape Cod retreat. Be sure to view the video tour!
At 155 Damon Rd in Brewster, Massachusetts, a distinguished family built home in 2000, offers 3404 square feet of meticulously designed living space. This property stands as a testament to thoughtful construction, presenting an opportunity for a refined Cape Cod lifestyle with all it offers! With four dedicated bedrooms, this home provides spacious relaxing retreats for family and quests. Each room is designed to offer comfort and privacy throughout the property. The residence features three full bathrooms and one half bathroom, providing convenience and functionality for daily routines. The property is set on a generous 43,560 square foot lot, offering a tranquil view of Griffith's Pond to relax and listen to the birds & nature. A two-car garage provides ample parking and additional storage/workbench areas. Come see where your 2026 memories can begin.
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.
Beautifully updated single-story home with additional finished living spaces on the lower level, including a home gym with a sauna! The property will have a new septic system, irrigation, a large level backyard (perfect for adding a pool), a deck with an awning and outdoor TV included, a shed with an extension, and security cameras. Inside, you'll find a beautifully updated kitchen, luxury vinyl plank (LVP) flooring, two bedrooms, two full bathrooms, convenient first-floor laundry, and an attractive gas fireplace with built-in shelving. Located on a lovely street lined with well-maintained homes, this property also offers an outstanding bonus: thanks to the solar panels, the monthly electric cost is only $166 (lease payment). To top it off there's a whole house generator!
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 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, centrally located and close to everything. Not to be missed!


Brewster is located in Massachusetts. Brewster, Massachusetts has a population of 10,282. Brewster is more family-centric than the surrounding county with 25.13% of the households containing married families with children. The county average for households married with children is 19.97%.
The median household income in Brewster, Massachusetts is $88,110. The median household income for the surrounding county is $82,619 compared to the national median of $69,021. The median age of people living in Brewster is 57.3 years.
The average high temperature in July is 77.9 degrees, with an average low temperature in January of 23.4 degrees. The average rainfall is approximately 47.6 inches per year, with 25.7 inches of snow per year.