Prepare to fall in love with 158 Turning Mill Road, where beautiful decor meets timeless Cape Cod charm in a peaceful wooded setting. Offered turnkey, this inviting 3 bedroom, 2 bath home welcomes you with a charming farmer’s porch. Hardwood floors, a cozy wood stove, and vaulted ceilings with exposed beams create warmth and character. The open living and dining area flows to a screened porch and spacious deck overlooking the private yard and mature plantings. A 1st floor bedroom offers flexibility, while two generous upstairs bedrooms, a full bath, and separate laundry complete the layout. Gas heat and a full basement add convenience and storage.Embrace Cape Cod living with quiet mornings on the porch, gatherings on the deck, and evenings around the firepit. A spacious outdoor shower with separate dressing room adds to the appeal. Just steps from Upper Mill Pond and Punkhorn Parklands, enjoy boating, kayaking, fishing, hiking, and biking. Offered with indoor and outdoor furniture as well as a boat and a mooring on Upper Mill Pond, this is a rare opportunity to jump right in and enjoy Brewster in the Fall. Established short term rental history adds investment potential to this special Cape Cod retreat.
Welcome to 33 Gilbert Road, where the best of Brewster Bayside living is right outside your door. Set in highly desirable Ellis Landing neighborhood 2/10 of a mile to Cape Cod Bay, this inviting home captures the relaxed coastal lifestyle so many come to Brewster for—beach days, salty air, beautiful sunsets, beach walks and easy year-round enjoyment. A spacious enclosed porch with a tile floor welcomes you from the shell driveway and offers the perfect place for morning coffee, summer reading, sandy feet, or gathering with friends. From there, the home flows easily into the renovated kitchen and/or living room. The renovated kitchen boasts a vaulted ceiling, skylights, exposed beams. The "heart" of the home is open to the living room and dining room. Wood floors grace the first floor with a brick fireplace the centerpiece of the living room.
Welcome to The Colony! Conveniently located close to shops, restaurants, and just minutes from the beach, this rare find has it all. Featuring both indoor and outdoor swimming pools for year round enjoyment. The main level offers a bright spacious kitchen, open living area, and a convenient half bath. Up stairs, the primary suite boast a high cathedral ceiling, his-and-hers closets, and direct walk through access to the huge full bathroom. A large second bedroom and the ultimate convenience- SECOND FLOOR LAUNDRY complete the upper level. Recent updates include new highly efficient ductless mini splits (2025), brand new water heater (2026) and newer windows and doors. Absolutely nothing left to do but move in.
Rare Brewster eco-luxury retreat with Direct Pond Access & $35k+ Proven Annual Rental Income! Experience the pinnacle of Cape Cod living in this brand-new home. Perfectly positioned on 1.15 acres across two private parcels surrounded by serene conservation land, this ~2,400 sq ft masterpiece offers unparalleled modern efficiency, multigenerational flexibility, and a lucrative financial upside. The Income Opportunity & Layout: Income-Generating Lower Level: A walk-out lower level features its own private entrance and separate driveway. Currently operating as an ideal guest suite or a high-performing Airbnb bringing in $35K+/year. Dual Primary Suites: Designed with a primary suite on both main levels for true multigenerational flexibility. Private Second-Floor Sanctuary: The expansive upper primary suite features a cozy sitting room, dedicated workspace, and stunning views over native wildflower meadows to the water. Luxury Finishes & Eco-Efficiency: Premium Upgrades: Outfitted with Miele appliances, engineered hardwoods, heated towel rails, and Pella windows. True Green Living: Built with a remarkable HERS rating of 50, 400-amp power, solar-ready infrastructure, and dual EV chargers. Turnkey Infrastructure: Features a passing 4-bedroom septic system. Outdoor Paradise: Launch your kayak with direct access to the HOA beach and swimmable Blueberry Pond. Enjoy the curated gardens, rinse off in the outdoor shower, or relax in the screened porch. Located just steps from the Cape Cod Rail Trail and bayside beaches are within easy reach.
Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated lower level condo with a bright, open-concept layout and with a private patio that opens up to a grassy area and backs to the Ocean Edge Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary cabinetry, while the updated bathroom and new flooring throughout give the entire space a fresh, modern feel. Whether you're looking for a year-round residence, a seasonal retreat, or a smart investment, this 1-bed, 1-bath unit checks every box. Steps from Brewster's beaches, the Cape Cod Rail Trail, and local dining and shops. Optional Ocean Edge membership unlocks access to pools, tennis courts, a fitness center, golf, and a private bay beach. Photos shown are of a model unit and reflect available finishes + features. This is a Lower Level Unit with a Patio, there are no cathedral ceilings
There's no place like home, and 79 Old Freemans Way makes it easy to see why! This custom-built Brewster home blends inviting, versatile spaces with thoughtful updates while preserving its distinctive character. At the heart of the home, a beautifully renovated kitchen with custom cabinetry, quartz countertops, and farmhouse sink opens to a sun-filled, vaulted great room with built-in window seating and storage. Gather by the living room's stone fireplace, where a suspended bridge spans the space overhead, connecting upper-level rooms with architectural style. Wide-plank pine & hickory floors, recently updated bathrooms, and an expanded primary suite with dormers adds functionality and visual appeal. Outside, landscaping and hardscaping connect the home & barn, while a covered bar area, custom fire pit, and outdoor shower set the stage for summer gatherings. The impressive three-story post-and-beam barn offers possibilities for hobbies, a workshop, or storage. A welcoming mahogany farmer's porch completes the picture. Minutes from the Cape Cod Rail Trail, Nickerson State Park, restaurants, beaches, and highway access, this property combines character, versatility, and convenience.
This antique Cape has been tastefully updated and lovingly maintained, while retaining its original charm. Currently set up as a 3 bedroom, however it has a 4-bedroom passing Title V septic system. Relax by a warm fire or gather with friends. The living/dining area offers an open layout with room to entertain. The updated galley kitchen, with oak cabinets, granite tops, and tile backsplash, adds to the warmth. Beautiful wood floors continue throughout the 1st fl. To the rear, you'll find a large den/tv room with cathedral ceilings, two skylights, built-ins, and a picture window overlooking the pool area. A good-sized primary bedroom and full bath make 1st fl living an easy option. An open breezeway with a slider to the rear patio leads to a home gym (or 4th bedroom?) and a large storage area with an overhead door. The 2nd level has two large bedrooms and a full bath. The lower level offers lots of semi-finished bonus space, closets, a laundry area, and more. An unfinished shop area will thrill your hobbyist or woodworker. Saving the best for last... step outside to find an oasis consisting of a built-in pool, fire pit, dining/grilling/lounging area, raised garden beds, mature plants, and plenty of open space; there's really no reason to leave.
Tucked away in the sought-after Robinwood Association neighborhood, this three bedroom, two bathroom home is one you won't want to miss. The location is unbeatable, offering easy access to Brewster's stunning bayside beaches and the convenience of downtown Orleans just minutes away. Plus, you'll enjoy neighborhood association access to Owl Pond and Nickerson State Park. Inside, the living room feels bright and airy thanks to cathedral ceilings, a skylight, and large windows that invite an abundance of natural light. The dining area features a sliding glass door that opens directly to the back deck, creating a seamless flow for indoor-outdoor living. In the kitchen, you'll find maple cabinetry, stainless steel appliances, and a gas stove. A comfortable bedroom and a full bathroom with laundry complete the main level. Upstairs, the expansive primary suite is a true retreat, with a dressing room, walk-in closets, and an ensuite bathroom with a large walk-in shower. An additional upstairs bedroom offers great flexibility to serve as a home office or den. With a two-car garage and a full basement, there is plenty of space for all your gear and start enjoying the beauty of Brewster!
Courtesy: William Raveis Real Estate & Home Services
774-994-8082
When people think of the iconic Cape Cod 'cottage', this is what they picture! Quintessential Cape Cod charm shines throughout this beautifully renovated two-bedroom Brewster cottage. Engineered hardwood floors, custom shutters throughout, crystal doorknobs, and a wood-burning fireplace create a warm, inviting atmosphere. The new kitchen features quartz countertops, a farmhouse sink, stainless steel appliances, and under-cabinet lighting, while the renovated bathroom adds fresh style and everyday comfort. A shell driveway enhances the home's classic coastal appeal and provides ample parking for family and guests. The outdoor shower is perfect for rinsing away sand and salt after a day at the beach. The full basement includes a partially finished area offering additional space for games, hobbies, and creative pursuits. Brimming with character and that unmistakable Cape Cod feel, this charming cottage is a welcoming place to unwind and make lasting memories.
Courtesy: Christie's Int'l RE Atlantic Brokerage
508-896-3200
Welcome to 81 Pond St. a gracious and classic Deerfield Estates beauty offering excellent curb appeal, mature landscaping, privacy and generous outdoor space. This home offers traditional New England feel with a welcoming and meticulously maintained exterior. The front entry is especially inviting with brick walkway and covered entrance and the shingle-style exterior offers multiple rooflines and classic architectural details for warm, timeless character. The home also features an attached 2 car garage and generous driveway with multiple parking spaces. The rear opens to a generous level yard with mature trees and a peaceful, wooded backdrop, The interior is warm and elegant and filled with natural light. The spacious living room has large, dramatic arched windows and room for formal entertaining or everyday gathering. The fireplace creates a natural focal point and there are gleaming hardwood floors throughout the living room and the entire home. There is a first floor primary suite along with an office/den, a laundry/work room and separate half bath. The 2nd floor offers 2 additional guest or family bedrooms with bath.
Courtesy: William Raveis Real Estate & Home Services
508-945-7777
New offering in The Colony! This end unit is the one you have been waiting for with updated Kitchen, wood floors on the first floor and fireplaced Livingroom. You can move right in and enjoy all the amenities of the association including both an indoor and outdoor pools, tennis/pickleball courts, racketball court, workout room, clubhouse and basketball hoop. Located close to the bike path, restaurants, shops plus the Brewster Bayside Beaches. Second level offers a spacious primary bedroom with cathedral ceiling, lots of closet space and direct access to a full bath. Down the hall is a second bright guest bedroom plus the laundry.
Courtesy: Greer Real Estate, LLC
508-827-1787
Welcome to this precious 3-bedroom, 2-bath home tucked away at the end of a quiet dead-end road in Brewster. Set on just under a half-acre, this property offers a wonderful combination of privacy, space, and convenience. Inside, you'll find generously sized bedrooms, comfortable living spaces, and plenty of room to make the home your own. The basement provides valuable additional space and is ready to be finished, offering an opportunity to create whatever best suits your needs. Outside, enjoy a low-maintenance yard with room to relax, garden, or entertain without the upkeep of a large property. Ideally located in Brewster with easy access to neighboring towns, beaches, shopping, dining, and all that the Cape has to offer, this home is a great opportunity for year-round living, a Cape Cod getaway, or investment property with room to grow.
Courtesy: Kinlin Grover Compass
508-255-3001
This very inviting contemporary home is tucked away on a cul de sac across the street from Blueberry Pond, with association access just 2 lots down! Features soaring beamed ceilings on both floors! The heart of the house is a great room anchored on one side with a new kitchen that flows into the open living area, punctuated by a cozy gas stove and an interior balcony above. Both the 1st floor primary suite and the living room feature walls of glass and double sliders that invite the outdoors in. The versatile design offers a 2nd en suite BR on the 2nd floor along with two additional BRs and a guest bath. Modern comforts include central AC, a heat pump system, hydroair, gas hot water heat, and an on-demand water heater. The house is perched up in the trees where you can enjoy the breezes and the birds on your deck or in the hammock in the front lawn! With 2 access points to the pond, including a small beach on So. Pond Dr., space to leave your kayaks and canoes, plus Nickerson State Park's vast trail network and the CC Rail Trail just a short trip away, this home is the perfect retreat for those who love nature and design! Strong rental history too. Buyers/agents to confirm details.
Courtesy: Keller Williams Realty
508-534-7200
Tucked away north of Route 6A in Brewster's coveted "Sea Pines Neighborhood Association", this cherished one-family-owned, furnished home is ready for its next chapter. Just across the street, enjoy deeded access to a private association beach and embrace the timeless rhythm of Cape Cod summers - morning walks on the flats, lunch back at the house, afternoons in water, an outdoor shower, then dinner in town followed by the spectacular sunsets. With 4 bedrooms, including a first-floor bedroom, 3.5 baths, a walk-out lower level, and a passing 5-bedroom Title V septic system, the home offers flexibility for year-round living, seasonal enjoyment, or rental potential. Bring your fresh ideas and make it your own, or simply continue creating treasured memories as the family before has done as it is. A rare opportunity to own in one of Brewster's most sought-after bayside neighborhoods, where private beach access and the classic Cape Cod lifestyle are part of everyday life. As one of the few remaining homes this close to the beach available at this price point, 92 Dune Road offers exceptional long-term value and a unique opportunity to own in an increasingly hard-to-enter location.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-945-5553
A minute's stroll from Cahoon Landing on Long Pond, Cape Cod's largest freshwater pond, this sun-filled Contemporary is tucked into a wonderfully private setting on nearly an acre. Inside, soaring ceilings, skylights and abundant natural light create a fresh, airy feel, beginning with a dramatic cathedral-ceilinged living room with exposed beams and fireplace. The updated eat-in kitchen features quartz countertops and newer appliances, while an adjoining flex room offers an inviting spot for a den, home office or reading retreat. Sliders from both spaces open to an elevated mahogany deck spanning the rear of the house and overlooking the peaceful wooded setting. Upstairs are three bedrooms, including a spacious ensuite primary, plus a second full bath. A remarkably versatile walk-out lower level adds a second living area, additional sleeping space, generous closets and a brand-new full bath, with private access outdoors—an especially welcoming setting for family and guests. Extensively improved, freshly painted and well maintained, the home also offers hardwood floors, a one-car garage, central air and mini-splits. Long Pond's swimming, sailing, boating, paddling and fishing are practically at your doorstep, completing an appealing year-round home or Cape retreat.
Coastal living meets easy Cape Cod convenience in this inviting townhome-style "C" condo at Ocean Edge. The property is located just off the 9th tee on a Cul-de-Sac and offers the flexibility to serve as a year-round residence, weekend getaway, or investment opportunity with proven strong rental history. The upgraded kitchen features granite countertops and opens to the main living level, creating an ideal space for entertaining. Both bedrooms are located upstairs, providing a comfortable separation between the living and sleeping areas. Additional updates include an upgraded slider in the living room and flooring & countertops in the bathrooms, along with a newer roof and durable composite board siding. Step outside onto the private, peaceful patio and enjoy the beautifully landscaped grounds of Ocean Edge, with optional resort amenities available, including pools, pickleball, tennis, and golf. The location is also close to Nickerson State Park, the Cape Cod Rail Trail, and the iconic Brewster Flats. Whether you're looking for a Cape Cod escape, a home year-round, or an investment property, this opportunity offers the best of the Brewster lifestyle.
Experience quintessential Cape Cod living at this charming Ellis Landing retreat, where deeded access to a private Cape Cod Bay beach is just a short stroll down a quiet sandy lane. Spend your days swimming in gentle bay waters, beachcombing, building sandcastles, and exploring Brewster’s iconic tidal flats. Lovingly transformed with more than $260,000 in improvements over the past two years, this turnkey home is ready to enjoy. Major updates include upgraded electric, a new roof and windows, a newly shingled exterior, new open air deck, a renovated and expanded bathroom, and a spectacular floor-to-ceiling screened porch with a ceiling fan - a breezy, bug-free setting for morning coffees, outdoor dining, and relaxed evening gatherings. A well-equipped kitchen, a set of picture windows in the living room overlooking a bird-filled garden, self-watering window boxes, and a stepping-stone path to a new, cedar outdoor shower add to this idyllic beach setting. The home offers four bedrooms and two full baths, including a smaller bedroom with convenient access to a Hollywood-style bath and laundry. The primary and smaller bedrooms also feature recessed lighting, luxury vinyl plank flooring, and new doors. Close to Brewster Farms, Kitchen Café, dining at Ocean Edge Resort, Brewster Book Store, JT’s Seafood, and Snowy Owl Coffee Roasters, the property places the best of Brewster within easy reach. Whether envisioned as a year-round home, beach retreat, or short-term rental, 66 Roberts Road is ready to enjoy from day one. Here, the Cape lifestyle isn’t something you drive to - it begins at your front door.
Courtesy: Keller Williams Realty
508-534-7200
Welcome to 104 Susanna Drive, a beautifully updated freestanding Patio Home in Ocean Edge Resort, offered fully furnished and completely turnkey. The thoughtfully renovated interior features a lovely kitchen with updated countertops, stainless steel appliances, and additional storage. The home offers two bedrooms, a spacious loft ideal for guests, a home office, or studio, and two beautifully renovated bathrooms. Split AC units throughout will keep you comfortable during the summer. Perfectly situated in one of the most desirable locations within The Villages, this home is across from the Sports Members Pool (access is available with an optional membership) and just moments from the Cape Cod Rail Trail, bayside beaches and restaurants & charm of historic Route 6A in Brewster. Enjoy the privacy of a freestanding patio home with the convenience of condominium living in one of Cape Cod's premier resort communities. Live in it year-round residence, use as a vacation getaway, or an investment opportunity and move right in to begin enjoying the Ocean Edge right away.
Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated top floor condo with cathedral ceilings, sky light and a bright, open-concept layout and with a private deck. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary cabinetry, while the updated bathroom and new flooring throughout give the entire space a fresh, modern feel. Whether you're looking for a year-round residence, a seasonal retreat, or a smart investment, this 1-bed, 1-bath unit checks every box. Steps from Brewster's beaches, the Cape Cod Rail Trail, and local dining and shops — the location is hard to beat. Optional Ocean Edge membership unlocks access to pools, tennis courts, a fitness center, golf, and a private bay beach. Photos shown are of a model unit and reflect available finishes and floor plan
Welcome to Ocean Edge in picturesque Brewster! This beautifully renovated, top-floor 1-bedroom, 1-bath condo in Fletcher Village offers turn-key coastal living and is being sold fully furnished. The open-concept interior features vaulted ceilings, luxury vinyl plank floors, and a ceiling fan. The updated kitchen showcases quartz countertops, stainless steel appliances, an island breakfast bar, and in-unit laundry. Monthly HOA fees include water, sewer, exterior maintenance, landscaping, refuse removal, and master insurance. Optional Ocean Edge membership provides access to pools, fitness centers, tennis, golf, and a private bay beach. Ideally located near historic Route 6A, bay-side beaches, the Cape Cod Rail Trail, and more. Whether you're seeking a year-round home or a seasonal Cape Cod retreat, this exceptional property is ready to enjoy!
Welcome to easy, single-level living in the heart of the sought-after Ocean Edge community! This main-level 1-bedroom, 1-bathroom condo offers no-stairs convenience and private views overlooking the Ocean Edge Golf Course. Inside, an open floor plan creates a bright, airy space perfect for relaxing or entertaining, with the added ease of in-unit laundry. Whether you're looking for a full-time home, seasonal retreat, or investment opportunity, this move-in-ready unit checks all the boxes. As part of the coveted Ocean Edge community, membership options unlock a world of resort-style amenities including a pool, fitness center, private beach, golf course, and so much more. Enjoy the very best of Cape Cod living with comfort, convenience, and recreation right at your doorstep. Don't miss your chance to own a piece of one of Brewster's most desirable communities. Schedule your showing today!
Courtesy: Keller Williams Realty
508-534-7200
Rare deeded two-family offering endless possibilities in Brewster! Live in one level and rent the other, create a multigenerational setup, or maximize your investment potential. The main level features 3 bedrooms, an updated kitchen and bath, while the walkout lower level has its own private entrance, separate parking, laundry, and is ready for your vision with space for a new kitchen and bath. A charming loft accessed by pull-down stairs is perfect for a home office, studio, or extra storage. Enjoy the benefits of a leased solar system with a $130/month lease payment that has generated monthly electric credits of up to $350, significantly reducing energy costs. Additional highlights include a newer roof, newer boiler, whole-house generator, fully fenced yard, two sheds, hardscaping, and established plantings. Conveniently located near Route 6 and a 5 minute ride to Brewster's beautiful bayside beaches and the Cape Cod Rail Trail, this unique property offers the rare combination of versatility, value, and long-term potential.
Courtesy: McDevitt REALTORS
508-385-8316
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.
Enjoy easy living at 62 Fletcher Lane in beautiful Brewster close to amazing bayside beaches! This bright and inviting corner unit 1-bedroom, 1-bathroom condo offers a comfortable layout, making it an ideal choice for a relaxed Cape Cod retreat or an investment property. Step inside to find a bright living space highlighted by cathedral ceilings in the main living and dining area. You'll stay comfortable year-round thanks to the air conditioning and efficient heating system. The kitchen is fully equipped for all your needs and includes the added convenience of an in-unit washer and dryer. For a breath of fresh air, step out onto your private balcony which is accessible via sliding glass doors from both the living room and the bedroom. Located within the sought-after Ocean Edge community, this home offers the opportunity to enjoy premier resort amenities. With optional memberships, you can access Cape Cod's only Nicklaus Design championship golf course, as well as pools, tennis and pickleball courts, and beach access. With its manageable size and thoughtful features, this condo is a fantastic gateway to everything Brewster has to offer.
Come see this street level condo unit surrounded by trees and golf course. 104 offers one floor living with 935 sq. ft , 2 bedrooms, 2 bathrooms, living room, dining area and kitchen. Stacked washer & dryer and dishwasher are also in the kitchen. The condo is heated by electric baseboard and has air conditioning. Off the living room are sliding glass doors to a private patio with a storage area for beach chairs, a grill and outdoor equipment. This property can be for first time buyers, a second home or investment buyers. Access to golf, pools, and tennis through additional membership. Come on by and take a peak, I think you will be happy you did!
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.
