943 houses for sale in Brewster town

This house was designed and built by Grattan Gill, a Taliesin Fellow and Frank Lloyd Wright apprentice (1952-57). This distinctive South Chatham home showcases timeless architecture, thoughtful design, and modern comfort. The main level offers the convenience of first-floor living, featuring a spacious primary bedroom, a full bath and direct access to a private balcony overlooking the expansive rear deck-an ideal setting for morning coffee or evening relaxation. The walkout lower level adds exceptional versatility with a second full bathroom, a generous bonus room perfect for guests, a home office, or recreation space, along with a dedicated laundry area and abundant storage. Additional highlights include central air conditioning, a whole-house generator for peace of mind, and a desirable South Chatham location close to beaches, shopping, dining, and all that Cape Cod has to offer. This is a rare opportunity to own a home that blends architectural pedigree with everyday functionality i

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

ONE OF ORLEANS MOST SPECTACULAR MARSH SETTINGS. Set above the ever-changing beauty of Rock Harbor Creek, this exceptional property captures panoramic views that transform with every season. From sunrise to sunsets, enjoy a front-row seat to osprey, great blue herons and abundant wildlife from nearly every room. Just moments from Rock Harbor, enjoy evening walks on the tidal flats, the charter fishing fleet, and some of Cape Cod's most memorable sunsets as well as nearby Orleans Village. The flexible floor plan includes a living room with fireplace, full bath, and generous closet space and a first-floor bedroom suite. A view-filled family room with wide pine floors and walls of windows opens to an expansive wraparound deck where the marsh becomes center stage. Upstairs, the private primary suite offers its own commanding views, creating a peaceful retreat above it all. The finished walkout lower level is ideal for bonus living, guests, or a bunk room. Outside, a fenced yard features a k

Discover coastal living in this custom-built 2015 contemporary Cape, just 3/10 mile from Forest Beach in desirable South Chatham. Approximately 2,300 sq. ft. includes 3 bedrooms (2 spacious en-suite bedrooms with walk-in closets) and 3 1/2 baths. The open floor plan features 8-10' ceilings, abundant natural light, and white oak floors. The kitchen opens to the dining and living areas with a gas fireplace. Amenities include Anderson Stormwatch windows, gas heat, central air and underground utilities provide year-round comfort. The finished lower level offers a Jacuzzi bath, antique pine bar, and pool table. Quality construction includes double-dipped cedar shingles, Azak trim and decking, heavy-duty asphalt roof, and three porches (two covered). This south-facing lot offers clse proximity to Nantucket Sound. Close to Forest Beach, post office, restaurants, package store, and Cape Cod Rail Trail, this beautifully crafted home offers exceptional quality, comfort and a location in one of S

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

Welcome to your own slice of Cape Cod paradise! Tucked away down a long, beautiful driveway, this stunning West Dennis home offers peace, privacy, and pretty views. Look out over multiple rooms onto the peaceful salt marsh and slight views of Grand Cove. Step inside to find a beautifully remodeled interior where modern luxury meets classic coastal charm. The bright, open spaces are perfect for entertaining and relaxing.This home offers two main suites one on the first floor and one on the second. Best of all, this home is completely move-in ready-you can unpack your bags today and be settled in just in time to enjoy the perfect summer season. The property features a gorgeous, park-like yard designed for outdoor living. There are many cozy seating areas where you can sip your morning coffee, enjoy the sunset, watch the wildlife, or just listen to the birds sing over the marsh. If you love the water, this location is a dream come true, just a short walk to town landing for kayaking and u

Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1.12 private acres, this spacious 4-bedroom, 3.5-bath home captures the beauty of the Cape with sweeping marsh vistas and ever-changing coastal light. The thoughtfully designed layout provides generous living spaces ideal for relaxing or entertaining, with large windows that frame the natural surroundings. The living area flows to an outdoor deck-the tranquil waterfront setting. The home offers comfortable accommodations across multiple levels, including a finished lower level and separate apartment above the garage providing privacy for family and guests. With a strong rental history, this property presents an excellent opportunity for investment, seasonal enjoyment, or year-round living. Rare combination of acreage, marshfront setting, and breathtaking views of Cape Cod Bay

31 Childs Street is a charming Cape Cod retreat, ideally located south of Route 28, just moments from area beaches, the historic 1856 Country Store, Four Seas Ice Cream, the library, playground, churches, and all the charm of quaint Centerville Village. Designed for effortless one-floor living, this inviting home features a bright, open floor plan. The sun-filled living room welcomes you with a beautiful bay window and gleaming hardwood floors that extend throughout the home. The gourmet kitchen boasts granite countertops, a center island, and opens seamlessly to the spacious dining area and light-filled family room. Cathedral ceilings, a skylight, and a cozy gas fireplace create an inviting gathering space, while sliding doors lead to a deck with a pergola-perfect for outdoor dining and entertaining. The thoughtfully designed layout includes three bedrooms, and two full bathrooms, including a private primary suite with its own en-suite bath. The partially finished basement provides ad

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as 'Beechwood', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a 'speakeasy', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. In 1978, the property was divided into three townhouse residences, each with private entrances, kitchens, living areas, laundry, terraces, and separate utilities. The property has

This magnificent new Eastward home in Orleans' beloved Mayflower Point Association is newly completed and ready to occupy! Sited privately on 1.4 acres of gracious lawn enveloped by native flora, the home epitomizes Eastward's commitment to luxurious detail and a classic New England aesthetic. 5700 sq ft finished over three levels with multiple gathering spaces. The coffered-ceiling great room beckons family and friends to assemble in spacious comfort to cook, dine and congregate after a day spent poolside or boating on Pleasant Bay via one of the association's saltwater mooring fields. Complete Thermador custom chef's kitchen by Eastward in-house craftsmen features a butler's pantry, beverage center and wet bar. Completing the first floor is a traditional sunroom with beadboard ceiling, laundry and the elegantly appointed primary suite. Upstairs are a fireplaced family room, deck and 4 private bedroom suites. The finished walkout lower level has 9' ceilings, laundry, a full bath and m

Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1.12 private acres, this spacious 4-bedroom, 3.5-bath home captures the beauty of the Cape with sweeping marsh vistas and ever-changing coastal light. The thoughtfully designed layout provides generous living spaces ideal for relaxing or entertaining, with large windows that frame the natural surroundings. The living area flows to an outdoor deck-the tranquil waterfront setting. The home offers comfortable accommodations across multiple levels, including a finished lower level and separate apartment above the garage providing privacy for family and guests. With a strong rental history, this property presents an excellent opportunity for investment, seasonal enjoyment, or year-round living. Rare combination of acreage, marshfront setting, and breathtaking views of Cape Cod Bay

Priced below assessment in a lovely neighborhood for you to make your own. Only about 1 mile from Little Pleasant Bay at the end of Portaminicut Rd this 3 bedroom, 2 1/2 bath Cape has a first floor primary with private bath, fireplaced family room, formal dining room, and living room completing the first floor along with a half bath and laundry. Up the stairs brings you to 2 more good sized bedrooms with shared bath and hardwood floors on both levels. Roof, siding, and heat/hot water systems have all been replaced in the last few years. Your improvements to this property will be well worth your investment. Floor plan to come

Welcome to 19 Shell Dr, a rare Yarmouth Port opportunity offering protected ocean/marsh views, meaningful updates, and exceptional expansion potential. Set on a truly special lot with a peaceful coastal backdrop, this is the kind of setting that is increasingly hard to find and even harder to recreate. The view, privacy, and natural surroundings are best enjoyed from the deck off the living room. The main level features 1,280 sqft with 2 bedrooms, 1.5 baths, hardwood floors throughout most of the home, a functional wood fireplace, central AC, and a 1-car garage. Major improvements include Andersen/Harvey windows and slider replaced in 2020-2021, central AC in 2021, boiler in 2015, a newer roof, animal-proofed exterior vents, and Title V conditionally passed with sellers installing the D-box for compliance. Above the garage and across the attic, a dormered, framed space with utilities already in place offers exciting possibilities for additional living area, bedrooms, office space, or a

TURNKEY! Just open the door to one of Chatham's most desirable neighborhoods, a timeless single-family residence, set on over 40 sq. ft. of manicured land, presents an exceptional opportunity for sophisticated coastal living. This property, maintained in great condition, embodies a refined aesthetic and functional design. The kitchen, thoughtfully designed for both culinary pursuits and social engagement, features stainless steel appliances, stone counters, and a convenient peninsula. Its open-plan configuration seamlessly connects with the living room, enhancing the flow for entertaining, and includes a built-in microwave and a high-end range. The living room serves as a central gathering space, distinguished by a fireplace that provides warmth and ambiance. Integrated built-in shelves offer both display and storage solutions, complementing the rich hardwood flooring that extends throughout. 4 bedrooms, 3.5 baths, and oversized 2 car garage with staircase to loft, a walkout finished b

Here's your chance to own property in coveted East Orleans with a private deep-water dock, access to Meeting House Pond, Namequoit River, Little Pleasant Bay, Pleasant Bay and the Atlantic Beyond. Anchored on a sprawling 2.62 acres a mere 2.4 miles to world renowned, Nauset Beach, this stately property is graced by the embrace of water on three sides, showcases a rolling meadow of lawn space, and is punctuated by an artistic dappling of mature Oak, Maple, Beech and Cedar trees. The exquisite 3,867-square-foot residence is a testament to timeless charm, blending the allure of days gone by with the modern comforts that the discerning buyer has come to expect. This estate nestled on Lucy's Point Peninsula is an ideal tapestry for a family compound or serene river front getaway. Step inside to discover the warm glow of gorgeous wide plank pine floors, complemented by the charm of decorative fireplaces, expertly crafted moldings and built-ins that all evoke a feeling of historic relevance a

Now is the perfect time to begin planning your summer escape. Nestled in the highly sought-after Chase's Ocean Grove, this beautifully renovated cottage blends timeless Cape Cod charm with thoughtful modern updates. The home features three bedrooms, cathedral ceilings, a fully fenced yard, and ample parking for family and guests. Gather your beach essentials and stroll to the private sandy beach, where you'll enjoy the soft sand, warm waters, and refreshing ocean breezes of Nantucket Sound. A quintessential Cape Cod retreat designed for making lasting summer memories. Annual dues average around $13k-14k and are subject to change yearly. A new lease is in the works. Please look at documents to review. All info is located. CASH s only

NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat 'On the Loop' in Chatham. This elegant residence showcases exceptional craftsmanship and luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island w/walnut top offers space for casual dining and flows to the dining area. The nearby butler's pantry enjoys a Subzero beverage fridge. The inviting living area w/gas fireplace opens to a 3-season porch and is adjacent to the deck that overlooks conservation. The 1st story primary suite boasts an ensuite bath w/radiant floor heat and walk-in closet. The 2nd story features 2 en-suite bedrooms, family room and home office. Finished lower-level w/9' ceilings, a full bath, and 725 sq ft. Cedar roof, copper downspouts, generator and irrigation by well. With its prime location, its an easy walk to town and th

This is a beautiful home with many high-end amenities and living spaces, just waiting for your family to enjoy the elegance in the heart of North Eastham. Poised on a gentle, protective rise just steps from South Sunken Meadow Beach, this meticulously maintained home is an idyllic, private haven designed for lasting multi-generational memories. As a part of the private Massasoit Hills Beach Association, this expansive colonial boasts a brilliant open-concept first floor with its beautifully updated kitchen, its sweeping living room that opens directly to a screened porch capturing spectacular evening sunsets. The magnificent dining room, functioning as a radiant, window-wrapped sunroom, completes this perfect setting for both grand entertaining and quiet, comfortable retreats. Also on the first floor are 2 bedrooms, a full bath and a butlers area with a half bath. Upstairs is a gorgeous primary suite with an office/sitting room with a library area, a sleeping loft and a deck overlookin

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

Make your coastal dreams a reality with this beautiful 3-bedroom, 1.5-bath colonial, perfectly situated on the Hyannis/Yarmouth town line. This move-in-ready home is exceptionally walkable, located just a short, scenic stroll from world-famous Lewis Bay, Bayview Beach, Hyannis Marina, and the Gary Brown Public Boat Ramp. The interior features a modern kitchen with granite countertops and stainless steel appliances, complemented by updated bathrooms and hardwood floors throughout. Beyond its aesthetic appeal, this home offers incredible peace of mind and long-term value with new furnace system installed in January 2023, ensuring energy efficiency and comfort for years to come. Tucked away on a quiet dead-end street, this property is a rare, turn-key opportunity that functions perfectly as a primary residence, a vacation getaway, or ahigh-performing investment. Don't miss this chance to own a piece of paradise where the best of the Cape is right at your doorstep!

Welcome to this move-in ready ranch nestled on a level lot in sought-after South Dennis! Tucked away on a peaceful cul-de-sac off Route 134 in South Dennis, this home enjoys the best of both worlds - a private, neighborhood setting with easy access to shopping, dining and the Mid Cape Highway. With a new roof and fresh interior paint, the heavy lifting is already done - just unpack and enjoy! Hardwood floors run throughout the living room and both bedrooms, where a cozy fireplace anchors the main living space. The kitchen and bath were updated in 2015, featuring granite countertops that add a modern touch. A versatile bonus room offers additional living space perfect for a home office or whatever suits your needs. The mechanicals are in good shape with newer electric panel and gas hot water heater. The full basement has a newer bulkhead door offering additional storage. This home is ideal for first time home buyers or those looking to downsize!

Beautifully maintained, this versatile property offers multiple possibilities-enjoy it as your own year-round or seasonal residence, or explore its potential for several rental configurations. Set in a desirable Centerville location with water views and deeded rights to Long Pond, the property is also just minutes from Lake Wequaquet and Craigville Beach. The main home features a bright, open floor plan, a spacious kitchen with quartz countertops and upgraded appliances, 3 bedrooms and 2 updated full baths. The finished walk-out lower level has a separate entrance and includes additional living space, an office, kitchen area and laundry, providing flexibility for guests, extended stays or potential rental use. A detached, year-round 580 sq. ft. ADU with water views offers even more possibilities as a private guest cottage, studio, home office or potential additional rental. Outdoor amenities include an expansive deck overlooking the water, a fenced AstroTurf yard, private putting green

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

Distinctive Home-Exceptional Location-Unmatched Location. Discover refined coastal living in this custom-built Gambrel home perfectly situated next to conservation land and less than a mile from idyllic Hardings Beach on Nantucket Sound. Enjoy sweeping views overlooking Oyster River stretching out to Oyster Pond and the quaint village of Chatham and direct waterway access- ideal for boating enthusiasts and those seeking a tranquil lifestyle by the sea. The open-concept first floor is designed for entertaining, featuring a gas fireplace, built-in shelving and attached TV in the Living Room, abundant natural light in Dining Room, and a renovated Kitchen with contemporary appliances, custom cabinetry and quartz countertops. A year round Sunroom and a Half Bath complete the main level. Upstairs find 3 spacious bedrooms- including a Primary Suite with an En-Suite Bath and Laundry area, a 2d Full Bath, access to the upper deck and an interior balcony off a 2d Bedroom. Walk-out Basement