luxury houses for sale Brewster, United States

There are certain neighborhoods on Cape Cod that people discover and immediately understand why so few homes are ever available.The kind of places where homes are thoughtfully sited on generous lots, mature landscaping softens the view from the road, and a quiet sense of permanence is immediately apparent. Places where ownership is often measured in decades rather than years, and where homes rarely come to market because they are quietly passed along through neighbors, friends, and family connections before the rest of the world ever knows they are available.Windward is one of those places.This coveted East Dennis enclave of custom McPhee-built homes has long been regarded as one of the area's best-kept secrets. Tucked away just minutes from some of the Cape's best beaches, Windward offers something increasingly difficult to find: privacy, space, and a level of understated elegance that never asks for attention yet quietly commands it.There are no gates here. None are needed.The winding roads, generous setbacks, meticulously maintained homes, and extraordinary pride of ownership create a feeling of exclusivity that is difficult to define but impossible to miss. It is a neighborhood for those who appreciate breathing room, who value quality over flash, and who understand that true luxury is often found in what isn't crowded, hurried, or easily replicated. Perhaps that is why so few homes ever become available. Once people find Windward, they tend to stay. Set near the end of a gentle curve in the road, 9 Baker's Pond enjoys one of Windward's most desirable settings. A sweeping circular driveway welcomes you to this custom Cape, thoughtfully designed to embrace both privacy and natural light. Inside, warm and inviting spaces include an eat-in kitchen with rich cherry cabinetry, a formal dining room ready for holidays and celebrations, and a comfortable living room centered around a handsome fireplace. The first-floor primary suite offers cathedral ceilings and a sense of retreat, while additional bedrooms and flexible living spaces provide room for family and guests. And then comes the surprise. Added by the current owners, the spectacular year-round sunroom was designed to do exactly what it does so beautifully--draw your eyes outward and showcase the extraordinary setting beyond. With soaring cathedral ceilings, shiplap detail overhead, and floor-to-ceiling windows that flood the space with natural light, it serves as both the heart of the home and a window into the remarkable oasis beyond. From here, the entire scene unfolds. What was completely hidden upon arrival reveals itself all at once--a private backyard oasis that feels more boutique resort than private residence. A heated saltwater pool with a cascading waterfall and graceful arcing water jets creates a resort-like experience, while an expansive bluestone patio, colorful plantings, and impeccably maintained grounds provide the perfect backdrop for both grand entertaining and quiet relaxation. The tiki hut cabana--with bar, refrigeration, television, and plenty of room for family and friends--invites spontaneous summer afternoons that effortlessly drift into evening. As landscape lighting begins to glow and the gardens settle into the soft light of dusk, it becomes easy to understand why so many treasured memories have been created here. Perhaps the greatest luxury is that it is all just steps from your back door. A private retreat designed to be enjoyed whenever the mood strikes. Some of the best moments of summer happen not at a destination, but at home. https://media.nausetmedia.com/sites/rgbdabmy/unbranded

Tucked within the prestigious Windward Estates enclave of East Dennis, this exceptional Royal Barry Wills-inspired residence built by the iconic Bob McPhee Homes represents the gold standard of Cape Cod craftsmanship. Windward Estates is a private community of just 53 distinctive homes, each thoughtfully sited on generous wooded lots to preserve privacy and individuality. Residents treasure the quiet exclusivity of this neighborhood--known for architectural integrity, gracious homes, and a close-knit atmosphere where generations of families return year after year.Set on a beautifully landscaped lot with no neighbors on three sides and the rear bordering protected Water Department land, this property offers rare privacy while remaining moments from Dennis Pines Golf Course, the Cape Cod Rail Trail, the coveted Northside beaches, and convenient highway access.A classic front entry adorned with distinctive bullseye glass panes welcomes you into a gracious two-story foyer where wide hallways, gleaming hardwood floors, and refined moldings reflect the quality of construction throughout. Custom millwork, beadboard accents, chair rails, built-ins, plantation shutters, and tasteful coastal colors create a warm yet sophisticated interior. Designed for both grand entertaining and comfortable everyday living, the home offers more than 4,500 square feet of beautifully arranged living space. The formal living room features custom woodwork, built-in bookcases, and a striking fireplace with black onyx tile surround and custom wrought iron enclosure. The elegant dining room is highlighted by chair rails and a custom picture window overlooking the grounds. At the heart of the home is a spacious chef's kitchen featuring rich cherry cabinetry, high-end appliances, and an impressive 8-foot granite island. The kitchen opens to a welcoming family room with cathedral beamed ceiling and magnificent fieldstone fireplace, creating a relaxed gathering space with views of the private backyard. A thoughtfully designed private wing features two first-floor primary suites positioned in opposite directions for maximum privacy. One suite offers direct access to the bluestone patio along with a walk-in closet, luxurious bath, and adjoining office, nursery, or exercise space. The second primary suite includes generous proportions, a built-in vanity and writing desk, and its own elegant en-suite bath. The rear entry from the separate guest circular driveway leads to a well-appointed mudroom, laundry room, and guest bath, along with access to the large finished room above the garage--an ideal space for a private office, studio, or fitness area. The second level offers three additional spacious bedrooms and a full bath for family and guests. Outside, professionally landscaped grounds feature mature plantings, lush lawns, custom awnings, and an inviting bluestone patio perfect for entertaining. Additional highlights include luxury Kohler fixtures, custom cabinetry and tile in baths, plantation shutters, built-ins, whole-house generator, and a massive full basement offering exceptional storage or future expansion. Meticulously maintained and thoughtfully designed, this remarkable home blends timeless Cape Cod architecture with modern comfort and exceptional privacy in one of East Dennis's most sought-after executive neighborhoods.

From the outside, this classic East Dennis ranch may feel modest and unassuming--but step inside and you'll discover a home that lives far larger than it appears, now beautifully refreshed and reintroduced to the market.After a thoughtful ''fluff and buff''--including wallpaper removal, fresh interior paint, and elegant coastal staging from end to end--the home has been completely reimagined to showcase its full potential and lifestyle appeal in today's market.Tucked into the quietly treasured neighborhood of Forest Pines, just off historic Route 6A in East Dennis, this is one of those rare Northside settings where homes are seldom available... simply because people don't want to leave. Mature trees, gracious homes, and a peaceful, established setting create that unmistakable Old Cape Cod feel.The location is exceptional--just minutes to Cold Storage Beach, Sesuit Harbor, and the very best of East Dennis and Dennis Village living. Enjoy lobster roll cruises from Sesuit Harbor, morning walks along the bay, afternoons at the beach, and easy access to Dennis Highlands and Dennis Pines Golf Courses--all part of the everyday rhythm here.Inside, the home offers a warm and welcoming l layout with generous living spaces, abundant natural light, and a flow that lives comfortably for both everyday use and entertaining. Large windows bring the outdoors in, and the rooms feel open, bright, and inviting throughout. A hole house generator completes this generous package of positives! The newly staged interior highlights how effortlessly the home can adapt to today's coastal lifestyle--whether enjoyed as-is or taken to the next level over time. It's a wonderful canvas with both immediate charm and long-term potential. Outside, the private yard offers space to relax, garden, or expand your outdoor living vision in a setting that feels tucked away, yet close to everything that makes East Dennis so special. Comfortable, refreshed, and quietly exceptional, this is a rare opportunity to become part of one of the Northside's most beloved neighborhoods.

Tucked into one of those quietly treasured neighborhoods that locals tend to keep to themselves, 14 Timber Lane offers the kind of easy, beautifully maintained Cape Cod living that so many buyers hope to find -- but rarely do. Set on a large, level corner lot framed by mature trees, privacy hedges, and meticulous landscaping, the property feels peaceful and tucked away, yet remains remarkably convenient to everyday necessities. It is the kind of neighborhood where neighbors become friends, summer evenings stretch a little longer, and people move in and stay.From the moment you step inside, the pride of ownership is impossible to miss. This home has been maintained with an extraordinary level of care and attention over the years, with thoughtful updates and improvements throughout. Sunlight streams through newer windows, illuminating gleaming hardwood floors, coastal-inspired hues, and a bright open floor plan designed equally well for everyday living and entertaining.The kitchen is both timeless and inviting with crisp white cabinetry, quartz countertops, a center island, and seamless flow into the living and dining spaces. Stunning updated baths, gas heat, central air conditioning, newer systems, PVC exterior trim, huge outdoor shower, and countless maintenance upgrades offer true move-in peace of mind. The spacious primary suite provides a private retreat complete with its own bath, walk-in closet, and convenient laundry area. Downstairs, the finished lower level dramatically expands the living space with an oversized entertainment room, game area, additional ping pong room, and flexible bonus space perfect for hosting family and friends. But the true heart of this property may be outside. The expansive Trex deck, built-in fire pit, lush lawn, and beautifully curated outdoor spaces create the perfect backdrop for everything from large family gatherings to quiet evenings under the stars after a day at the beach. There is room for everyone here -- and everything has already been done for you. Even the two-car garage reflects the same level of meticulous care found throughout the property, featuring crisp epoxy-coated floors, additional storage, and an immaculate appearance that speaks to the extraordinary maintenance and pride of ownership that defines this home. With custom touches throughout and a setting that feels both private and welcoming, 14 Timber Lane is equally suited as a year-round residence or the perfect Cape Cod retreat. Simply unpack, relax, and begin enjoying the Cape Cod lifestyle from day one.

Tucked into a desirable South Dennis neighborhood close to conservation land and Northside beaches, this move-in ready and perfectly maintained 2-bedroom, 1-bath home offers easy Cape living. Thoughtfully updated, the home features an updated kitchen and bath, and central air for year-round comfort. The home offers a separate living room with fireplace and a spacious family room overlooking the backyard, providing flexible living and entertaining space. The 3-season porch with multiple sliders brings in abundant natural light and creates a seamless indoor-outdoor feel. Step outside to a maintenance-free deck overlooking a fenced, level yard with a new walkway, large shed, and beautifully simple landscaping--ideal for relaxing or entertaining.

Tucked quietly at the end of a sandy lane along one of the most scenic stretches of Bass River, 31 Albion Way offers a rare opportunity to experience the quieter, more romantic side of Cape Cod waterfront living. Here, life unfolds to the rhythm of the tides, the call of seabirds overhead, and the ever-changing beauty of marsh, river, and sky. From the moment you enter the home, your eyes are drawn through expansive windows to the shimmering water beyond, with breathtaking river views showcased from nearly every room.Beautifully renovated while preserving its authentic Cape Cod soul, the home blends understated coastal elegance with warmth, comfort, and timeless character. Sunlight pours through the living spaces as soft river breezes drift inside, creating an effortless connection between indoors and out. Designed for both peaceful retreat and memorable gatherings, the property features an expansive waterfront deck and spectacular rooftop viewing deck where sunsets paint the sky in breathtaking layers of gold, coral, lavender, and soft blue mirrored across the river below.Outside, the lifestyle is simply extraordinary. Kayaks and paddleboards glide through winding creeks and protected waterways while boats return home from Nantucket Sound as evening settles over the marsh. Long summer days give way to cocktails on the deck, salty air, glowing sunsets, and the distant sound of a foghorn drifting across the water. For boating enthusiasts, the property offers exciting waterfront potential. The existing waterfront walkway is already in place, creating a remarkable opportunity to further enhance this exceptional riverfront setting. The site work and construction of the legal boardwalk are complete, the remaining steps for the float system are outlined in the consultants letter attached. The detached garage offers additional possibilities for storage, hobbies, creative space, or future expansion potential. Rarely does a Bass River property combine such privacy, charm, natural beauty, and waterfront opportunity in one setting. 31 Albion Way is not simply a home -- it is a Cape Cod state of mind.

Be on the Water by Summer 2026--Experience premier luxury lakefront living on coveted Long Pond with a private sandy beach, dock, and endless boating, waterskiing, kayaking, and swimming right from your backyard. Designed by renowned architects Polhemus Savery DaSilva, this custom waterfront retreat blends timeless coastal design with modern comfort and exceptional craftsmanship. Enjoy sweeping pond views from the open-concept living, dining, and kitchen areas designed for effortless entertaining and relaxed waterfront living. The chef's kitchen features high-end finishes and a sun-filled breakfast nook with gas fireplace overlooking the water. Offering 4 spacious bedrooms, a water-facing den, and a private office with custom built-ins, the home is designed for both relaxation and everyday living. The walk-out lower level includes a wine cellar and flexible recreation space ideal for entertaining. Outside, the backyard leads directly to your private sandy beach and dock for the ultimate Cape Cod waterfront lifestyle.

A truly remarkable Bass River estate, set on an extraordinary 5.11 acres of private waterfront. This stunning property is the epitome of Cape Cod elegance, where timeless character meets thoughtful modern luxury. Lovingly restored to honor its original charm, the home has been impeccably updated throughout while preserving the architectural details that make it so special. At the heart of the residence is a grand, state of the art kitchen, designed for both everyday living and elegant entertaining. Spanning over five acres, the grounds create a rare private riverfront oasis, complete with a private dock offering direct access to the Bass River leading to the ocean. Outdoor living is elevated with a resort-style pool and gazebo, the perfect setting to unwind and take in unforgettable sunset views. For the equestrian enthusiasts there is a stable. With five generously sized bedrooms, this exceptional home offers space and comfort for family and guests alike. A property of this scale, setting, and craftsmanship is rarely available truly one of a kind and not to be missed.

Discover the charm and potential of this .81-acre level lot nestled in the heart of South Dennis' historic district. Whether you envision building your dream home or creating a Cape Cod retreat, this prime location offers the perfect blend of history, character, and convenience. Buyer to conduct their own due diligence.

A Rare Waterfront Offering on Bass River. An extraordinary opportunity awaits with this 1.15-acre waterfront estate lot on the coveted Bass River. Set amidst the charm of historic South Dennis, this property presents the perfect canvas to create a bespoke residence that captures the essence of Cape Cod living. Gentle breezes, serene water views, and direct access to one of the Cape's most picturesque waterways make this setting truly unparalleled. Enjoy the balance of privacy and convenience, with shopping, dining, pristine beaches, and easy highway access all just moments away. Whether envisioned as a year-round sanctuary or a seasonal retreat, this rare parcel offers endless possibilities for the discerning buyer. Buyers and their agents to conduct their own due diligence.

Ideally located between Harwich Center and Harwich Port with easy access to the Cape Cod Rail Trail, this updated Cape blends the feel of classic Cape Cod with modern comfort. Set on a .6-acre double lot bordered by conservation on two sides, the property offers exceptional privacy and a large fenced yard ideal for entertaining and outdoor living. An oversized garage with direct entry leads to a bright mudroom/laundry and an airy eat-in kitchen with a classic captain's stairway to the second floor.The living room, centered around a gas fireplace and filled with natural light, flows into a cozy den with built-ins, providing flexible living or guest space. The first-floor primary suite features French doors opening to a private patio with firepit--perfect for relaxing mornings or evenings.Being sold fully turnkey with rentals already in place for Summer 2026, this property also boasts a new roof and a strong rental history, making it an exceptional opportunity for both personal use and investment.

Tucked away in one of Harwich's most desirable areas, this exceptional four-bedroom home offers a rare blend of privacy, space, and quintessential Cape Cod living. Set on a beautifully secluded lot, the property invites you to relax and entertain with ease.The expansive interior features two generous living rooms, providing flexible spaces for gathering, unwinding, or hosting guests. A full dining room flows seamlessly into an inviting, well-appointed kitchen designed for cooking and entertaining. Convenience is key, with laundry on both the first and second floors, ensuring everyday ease for households of any size.Outdoor living is just as impressive, featuring a large, sun-filled deck ideal for dining or summer entertaining, along with an outdoor shower to rinse off after a day at the beach. A two-car garage with additional storage space adds practicality to this thoughtfully designed home. Located just a short distance from Thompson's Field, Red River Beach, and the shops and restaurants of Harwich Port.

Welcome to this newly built West Harwich gem! Set at the end of a quiet dead-end street, this turnkey property offers one-floor living with central air, an open-concept layout, and a beautifully finished lower level. The main living area features vaulted ceilings and a seamless flow between the living room and kitchen. The kitchen is thoughtfully designed with custom cabinetry, quartz countertops, and Bosch appliances. Just off the kitchen, a sunroom provides direct access to a large patio with a gas firepit, making entertaining easy. The main level includes three bedrooms and two full bathrooms, including a primary bedroom with en suite bath. The finished lower level offers additional living space with a full bathroom. Outside, the professionally landscaped yard is a true highlight, featuring irrigation, retaining walls, privacy plantings, and mature landscaping that create a private and inviting outdoor setting. Additional features include a home audio system, one-car garage, storage shed, and generator connection. There's nothing to do but move right in and enjoy! Buyers and their agents to verify all information herein.

Your Turnkey Cape Cod Oasis and Income Generator has Arrived. Why wait for a ''dream home'' to be built when you can walk into one today? Set on a private acre, this isn't just a house--it's a high-end lifestyle package. Whether you're looking for a serene primary residence or a powerhouse investment, this 4 bedroom, 4.5 bath, new construction masterpiece comes fully furnished and ready to perform from Day One. Double the Luxury: This layout features two massive primary ensuites, each boasting spacious walk-in closets--perfect for multi-generational living or high-end rental appeal. Elevate your culinary game with a professional-grade Thermador range and oven, the centerpiece of a sun-drenched, open-concept heart of the home. Skip the furniture lead times; every inch of this home has been styled for comfort and coastal elegance. A shimmering pool is included, transforming your oversized lot into a private summer resort. With a rental permit in place, you can tap into the Cape's lucrative short-term rental market immediately. Tucked away in a tranquil, peaceful setting, you are just minutes from easy access to the walking trails of Thompsons Field and Cape Cod Rail Trail.

A Cape Cod Story Worth Living--On a road named for Cape Cod author Joseph Crosby Lincoln, this year-round 2 bedroom Cape style home sits just a short distance from the shores of Nantucket Sound -- where the rhythms of coastal life that Lincoln so famously celebrated are still very much alive today. Brewster-born, Lincoln charmed readers with his humorous and affectionate portrayals of Cape Cod village life.Step inside and discover hardwood floors, newer appliances, and a cozy gas fireplace perfect for curling up on a winter evening with one of the Cape stories you'll find waiting on the bookshelf. The location is simply unbeatable. West Harwich puts you moments from the popular restaurants, shops, and marinas of Harwich Port village, and a day trip to Nantucket is an easy adventure. This is a neighborhood people return to year after year and stay forever.The patio is ideal for summer entertaining, and the attached one-car garage adds convenience. For those with an eye toward the future, the second floor holds expansion potential with room for two additional bedrooms and a bath.This is your opportunity to write your own Cape Cod story, one summer memory at a time. Close to Belmont Rd and Pleasant Rd Beaches

Just steps from the sands of iconic Mayflower Beach, this spacious double-lot Cape offers something almost unheard of in this beloved neighborhood--space, privacy, and a front-row seat to the magic of Cape Cod summers.There are homes near the beach... and then there are homes that live in the heart of it. Here, the rhythm of summer is right outside your door--salt air drifting through open windows, the distant sound of waves rolling across the famous Mayflower flats, and the quiet anticipation of another spectacular Northside sunset.Set on a rare double lot, the property unfolds like a private seaside retreat in the middle of one of Dennis's most treasured beach areas. A beautifully fenced yard and established gardens create a surprising sense of sanctuary, while multiple outdoor living spaces invite long afternoons and even longer evenings outdoors. A generous brick patio and pergola become the natural gathering place for summer dinners, while the expansive deck and Juliet balcony above offer the perfect perch for watching the sky soften into evening.This is the kind of place where life naturally moves outside. Morning coffee after a walk on the beach. Lazy afternoons with sand still on your feet. Evenings when friends gather, grills are lit, and the warm glow of the sunset gives way to lantern light, laughter, and stories that stretch long into the night. For generations, neighbors here have followed the same simple ritual--chairs in hand, strolling down to Mayflower Beach to toast the end of a long summer day. Just as familiar are the voices calling across the sand as longtime summer friends reconnect after another year apart. Before long, the chairs circle in the sand and the evening becomes the unofficial start of another Cape Cod summer--old friends catching up while children race along the flats, bikes lean in the sand, and plans for sleepovers and beach days begin all over again. Children chase fireflies on the walk home, the scent of cookouts drifts through the air, and somewhere nearby the soft hush of the tide reminds you that you are living in one of Cape Cod's most beloved places. It's a tradition repeated year after year in neighborhoods like this, where summer isn't just a season--it's a shared rhythm of life that returns every June and quietly picks up exactly where it left off. Inside, the home lives the way a true Cape beach house should--easy, comfortable, and welcoming after long days by the water. Sunlight pours through generous windows, and the layout flows naturally between gathering spaces designed for shared meals, conversation, and relaxed summer living. A private apartment above the garage, with both interior and separate entrance access, adds flexibility for guests, extended family, or creative possibilities. Lovingly cared for and lightly lived in by one family for many years, the home carries the warmth of decades of summer memories. Now, as often happens with special Cape houses, the time has come to pass the torch to the next generation of seaside storytellers. Because life here isn't just about owning a home near Mayflower Beach. It's about waking to the smell of salt air... walking the flats at low tide... watching the sky catch fire at sunset... and realizing that these simple days by the water-- are the good old days.

Charming and incredibly cozy, this home feels like a true retreat. Outdoor space is fenced in and has mature perennials and an inviting pergola. The perfect place to unwind and entertain. Inside, find comfort and style. The huge basement offers amazing potential. Bring your imagination - this vast space can easily be converted into your dream hobby room, workshop, or additional living area. See it today!

A charming Arthur Lohr-built ranch perfectly located in West Dennis. This 2/3 bedroom, 1 bath home offers hardwood floors, a wood burning fireplace, and an eat-in kitchen filled with natural light, creating a bright feel throughout. A spacious great room with vaulted ceilings provides additional living space, perfect for entertaining and creating classic Cape Cod memories. An additional room is currently used as a third bedroom, offering flexibility for guests or a home office. Recent updates include a new gas furnace (2026), along with a newer roof and hot water heater (2019). The home offers solid bones and tremendous potential to make it your own. Set on a corner lot with a private, natural backyard setting and a small patio area for outdoor enjoyment. Perfectly positioned along Trotting Park Road, offering easy access to South Village, Trotting Park, and West Dennis Beaches in one direction, and local favorites including Cuffy's, Love Farms, The Breakfast Room, and Three Fins Coffee in the other. Ideal for year-round living or a Cape Cod summer retreat. Passed Title V. Washer and dryer located in the Cape Cod basement.

Everyone dreams about finding that special Cape Cod neighborhood... the kind where the roads are quiet, neighbors wave as they pass, and evening walks become part of your daily routine.Tucked into a peaceful neighborhood with no cut-through traffic, 42 Diane offers the kind of easy, low-maintenance lifestyle that feels a world away from stress, yet remains close to everything that makes life on Cape Cod so special. Take an evening stroll to Flax Pond for sunsets and fresh air, wander nearby walking trails, or head over to a Cape Cod Baseball League game on a warm summer night -- one of the Cape's most treasured traditions.South side beaches, Bass River, boating, kayaking, dining, shopping, golf, and outdoor recreation are all just moments away, making it easy to fill your days with everything people love about Cape Cod living. Whether gathering with family & friends after a beach day, enjoying backyard cookouts on warm summer evenings, or simply relaxing in quiet comfort of home, this is a place designed for making memories. 42 Diane Ave captures something increasingly hard to find - a welcoming neighborhood, a slower pace, and that unmistakable feeling of being ''Down the Cape. The Cape.