Brewster Luxury Homes $1M+

Dreaming of cool summer breezes and sunshine? Discover luxury homes in Brewster, a picturesque beachside town on Cape Cod, MA. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites when you register with us today, and get notifications when similar properties are posted. Contact us for more information and to set up a showing for any listing below.

120 Alden Drive Brewster MA 02631

Brewster, MA120 Alden Drive

Price$1,399,000

Est. Mortgage: $/month

MLS Number 22404739

  • Residential
  • Parking Spaces 5
  • Bathroom 4
  • Bathrooms Total Decimal 3
  • Bedrooms 3

This stunning, fully renovated Brewster home, located on a quiet road just steps from historic Route 6A, is sure to captivate the most discerning buyers. Conveniently located near Brewster Bay beaches, a variety of Brewster's shops, restaurants, and ice cream spots. The open floor plan features a fully remodeled kitchen w/ inset cabinets, a large island, Quartzite countertops, Bosch appliances, a custom hood, + a spacious pantry. The main level boasts new hardwood flooring, shiplap accent walls, updated mudroom and bathroom tile. The versatile dining room can serve as a den or flex space + showcases new trim and custom white oak doors. The primary suite includes a luxurious ensuite w/ a soaking tub, walk-in shower, + double vanity. Bathrooms have been renovated down to the studs, with all-new plumbing, fixtures, + tile. Additional features include a main-level laundry room, new front siding, outdoor shower, new fencing, updated landscaping w/ irrigation, exterior lighting, + new garage doors. The lower level offers a finished rec room, half bath, + additional storage space. This home must be seen to be truly appreciated.

Listed by Leighton Team of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

60 Ocean Street Extension Brewster MA 02631

Brewster, MA60 Ocean Street Extension

Price$2,299,000

Est. Mortgage: $/month

MLS Number 22404272

  • Residential
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3
  • Full Bath 2

Revel in stunning and panoramic views of Cape Cod Bay and the Brewster flats from this Waterfront/Beachfront Brewster Dunes home. This is the 'Lighthouse' home which featured a working lighthouse on the third level. Now that vantage point offers a unique opportunity to take in gorgeous beach and sunset views. Enjoy the soft white sands of Brewster Dunes Private Beach from this Cape Cod get away.Featuring 3 Bedrooms, 2 Full Baths, Hardwood floors, Central Air Conditioning and 2 Zone Natural Gas Heat make this your next home. The kitchen and baths have been tastefully updated. There is deck access from the main floor living area and also a private deck accessed from the Primary Bedroom on the second level. Your private path brings you to the beach directly in front of the home. This one of a kind home is turnkey and comes completely furnished and 'as is'. Floor Plan is attached. The monthly Co-Op Fee of $628 includes Property Tax, common area maintenance, trash removal and master insurance premium. Buyers/Buyers Agent to verify all listing detail.

Listed by Stephen Seaver of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

232 Robbins Hill Road Brewster MA 02631

Brewster, MA232 Robbins Hill Road

Price$3,300,000

Est. Mortgage: $/month

MLS Number 22404317

  • Residential
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3
  • Full Bath 2

Two perfectly charming beachfront cottages on a pristine white sandy beach amongst Brewster's famous shoreline and Tidal Flats. This setting provides a constant supply of ever-changing, jaw dropping views from your private oasis. There are stunning sunsets, mesmerizing views of the ocean's sapphire blue water and the feel of powder between your toes from the soft sands of your private beach. Enjoy the entire property with your family or use as an investment and help the clients that have been coming back year after year continue their yearly vacation tradition. The main house has an open living/dining area with a wall full of sliders, kitchen with breakfast bar, a full bathroom, two bedrooms, overflow room and a full basement for laundry and storage. The smaller cottage is an open studio concept with a kitchen, bed area, full bath and wrap around deck. This is the oceanfront opportunity you have been looking for as either an investment property, one that you keep just for yourself or use it both ways and let it pay for your years of enjoyment!

Listed by Cindy Houlihan of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

180 W H Besse Cartway Brewster MA 02631

Brewster, MA180 W H Besse Cartway

Price$2,175,000

Est. Mortgage: $/month

MLS Number 22403770

  • Residential
  • Bathroom 4
  • Bathrooms Total Decimal 3.5
  • Bedrooms 5
  • Full Bath 3

Long Pond Waterfront. This estate-sized 2.25 acre parcel with 121 feet of private sandy beach directly on Long Pond has the makings of a legacy property for those seeking privacy, nature and a substantial home. The elevated, level property with sweeping, deep southerly views currently hosts a unique, sprawling and thoroughly intriguing five bedroom post and beam cape. Built in 1965 with massive beams and natural wood accents, it resides in harmony with the surrounding beech, oak and pine forest and has views from most rooms and the multi-level waterside decks. Relax fireside in the living room or cook for a houseful in the cathedral kitchen with its huge commercial stove and griddle reminiscent of a mountain lodge. Rough sawn wainscoting, wide pine floors and live edge stairs evoke a sense of solidity and permanence. Multiple nooks and lofts allow for quiet reflection, reading or private offices. Currently set up as two living spaces with an apartment offering its own kitchen, living room, loft and deck. Finished lower walkout level. A private path to water's edge winds through the native flora. The beach is outstanding, Long Pond is incomparable for freshwater recreating. This property is a stone's throw from the Town of Brewster's Long Pond Woodlands Preserve. Enjoy the solitude as you walk in the woods in this forever wild 40 acre+ recreation area with a walking trail loop, which adjoins the Town's recently acquired 66 acre Cape Cod Sea Camps property for further nature enjoyment and recreation. 180 WH Besse Cartway offers a tremendous opportunity to enjoy as-is or redevelop into an heirloom-quality family estate. The oversized lot will easily will allow for pool, barn, etc. Site and Subdivision Plan Attached.

Listed by Jeffrey E Cusack of Cove Road Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1222 Stony Brook Road Brewster MA 02631

Brewster, MA1222 Stony Brook Road

Price$1,630,000

Est. Mortgage: $/month

MLS Number 22402601

  • Residential
  • Parking Spaces 6
  • Bathroom 7
  • Bathrooms Total Decimal 6
  • Bedrooms 6

This one-of-a-kind Brewster homestead is steeped in history & offers multiple dwellings. Built in 1799 by Sea Captain Elishia Foster, but recently improved & brought back to its original splendor. The Main House represents Early American simplicity w/plain, unvarnished woodwork, wide board floors, & subtle details. Floor plan offers 2990 SF w/a 1st floor primary bedroom w/private bath, 3 more bedrooms, and 3.5 baths in total, multiple sitting & dining areas, a well-equipped kitchen, pantry & office. The private outdoor patio is surrounded by lovely landscaping. The original post & beam Barn has a newer addition & 2410 SF of finished space, w/a large recreation room, craft room, 1.5 baths, sleeping area & sitting room. Guest Studio, built in 1996, has 1104 SF, a sleeping area, full bath, efficiency kitchen, private deck & a large office on the lower level. Overlooking 2 acres of pastoral lawns, amidst mature trees & gardens, this homestead is a picturesque site & a perfect setting to create lasting memories! Being sold as-is & furnished. Close to town landmarks, beaches & eateries. Potential use as a 70+ independent living condo community is being explored. More info available. Seller welcomes offers with requests for buyer concessions.

Listed by Dee Higgins of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

145 Wintergreen Lane Brewster MA 02631

Brewster, MA145 Wintergreen Lane

Price$1,445,000

Est. Mortgage: $/month

Open House

MLS Number 22402348

  • Residential
  • Next Open House: Sat 10/12 10:00 am. to 12:00 pm.
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3

Spectacular location high above Upper Mill Pond boasting waterfront views as soon as you enter the home. Meander along the boardwalk through your private natural Cape Cod habitat and wildlife sanctuary to the sparkling shore of Upper Mill and Walkers Pond. This home boasts the original design of local architect and author Malcolm Wells and is a blank canvas for your decor and design ideas. You'll be surrounded by nature and ultimate privacy nestled on one floor of open living space. The home offers 3 bed 2.5 baths separate from the living area and recent renovation of primary bedroom, primary bath, powder room and HVAC system. This is a paradise for Kayakers, Paddleboarders and lovers of fresh water.

Listed by Nancy M Whitehurst of Realty Executives

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2750 Main Street Brewster MA 02631

Brewster, MA2750 Main Street

Price$1,495,000

Est. Mortgage: $/month

MLS Number 22402279

  • Residential
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 5
  • Full Bath 2

Welcome to 2750 Main St, a charming residence nestled in the heart of Brewster, a sought-after location with its proximity to Northside beaches, the renowned Ocean Edge Resort, and the vibrant center of town. This inviting home offers a unique opportunity for both comfortable living and potential investment, subdivision possibilities subject to appropriate approvals. Spanning two floors, this house features five well-appointed bedrooms and two bathrooms. Each room is designed with comfort and practicality in mind, ensuring a warm and welcoming atmosphere throughout the home. Large, unfinished basement with separate exterior entrance which can be transformed into additional family room/home gym, etc.''Enjoy easy access to a variety of shopping destinations, local eateries, and cultural spots. Recreation opportunities abound with the nearby Cape Cod Rail Trail, offering miles of biking and walking paths. Whether you're looking to relax on the nearby sandy shores or indulge in local cuisine, everything you need is within easy reach. This property does not just offer a house but a lifestyle, making it an excellent choice for anyone looking to make their home on Cape Cod.

Listed by Sandra Milano of RE/MAX Executive Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2750 Main Street Brewster MA 02631

Brewster, MA2750 Main Street

Price$4,200,000

Est. Mortgage: $/month

MLS Number 22402280

  • Residential
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 5
  • Full Bath 2

Welcome to 2750 Main St, a charming residence nestled in the heart of Brewster, a sought-after location with its proximity to Northside beaches, the renowned Ocean Edge Resort, and the vibrant center of town. This inviting home offers a unique opportunity for both comfortable living and potential investment, subdivision possibilities subject to appropriate approvals. Spanning two floors, this house features five well-appointed bedrooms and two bathrooms. Each room is designed with comfort and practicality in mind, ensuring a warm and welcoming atmosphere throughout the home. Large, unfinished basement with separate exterior entrance which can be transformed into additional family room/home gym, etc.''Enjoy easy access to a variety of shopping destinations, local eateries, and cultural spots. Recreation opportunities abound with the nearby Cape Cod Rail Trail, offering miles of biking and walking paths. Whether you're looking to relax on the nearby sandy shores or indulge in local cuisine, everything you need is within easy reach. This property does not just offer a house but a lifestyle, making it an excellent choice for anyone looking to make their home on Cape Cod.

Listed by Sandra Milano of RE/MAX Executive Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

15 Vesper Pond Drive Brewster MA 02631

Brewster, MA15 Vesper Pond Drive

Price$2,400,000

Est. Mortgage: $/month

MLS Number 22400650

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 4
  • Full Bath 4

This new luxury Eastward Home currently under construction enjoys a private, natural setting and a wonderfully convenient location providing easy access to Brewster's Bay beaches, Nickerson State Park, The Cape Cod Rail Trail and Orleans Village. At the end of the long, circular drive one enters the home by the wraparound farmer's porch. The cathedral great room encompasses the living, kitchen and dining spaces. V-groove wood ceilings, built-ins and extensive millwork adorn the living spaces, the shed dormer brings tremendous light and architectural interest. The Chef's kitchen with Wolf/Subzero appliances, walk-in pantry and a substantial kitchen island is open to the dining area and the south facing sunroom which adds light and depth to the living area. Complete first floor living arrangement includes mud room, laundry, private office and the primary bedroom suite. Upstairs are two guest bedrooms and a full bath, the 4th bedroom suite above the garage has a private stairway. The lower level offers 1,000 sq ft of finished recreation space with a full bath. The inground pool with integrated spa and auto-cover is the focal point of the extensive patio and landscape design.

Listed by Jeffrey E Cusack of Cove Road Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

88 Whiffletree Avenue Brewster MA 02631

Brewster, MA88 Whiffletree Avenue

Price$2,559,000

Est. Mortgage: $/month

MLS Number 22303438

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 5
  • Full Bath 4

New construction in a lovely West Brewster setting with filtered pond views and nature bounded privacy. The five bedroom, 4.5 bath, 3891 sf home designed by architect Thomas Moore and built by Cape Dreams Building and Design is a rare opportunity. Open living concept with gourmet kitchen, fireplaced living room, wood floors, and 9-foot ceilings. First floor primary suite with double vanity, tiled shower, and soaking tub with access to large deck overlooking serene woods and distant pond. Two additional first floor bedrooms share a bath. The walkout lower level features two en-suite bedrooms, family room, and entryway to the beautiful pool and patio area. Two-car garage leads into a mudroom area with laundry and powder room. The expansive 1.5-acre site offers plenty of room for barn or outbuilding if desired and is located perfectly with convenient proximity to Paines Creek Beach, Sesuit Harbor, Drummer Boy Park, and nature trails at Crowe's Pasture and the Natural History Museum.

Listed by Eric Ehnstrom of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

92 Whiffletree Avenue Brewster MA 02631

Brewster, MA92 Whiffletree Avenue

Price$2,395,000

Est. Mortgage: $/month

MLS Number 22303439

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 5
  • Full Bath 4

New construction in a lovely West Brewster setting with filtered pond views and nature bounded privacy. The five bedroom, 4.5 bath, 3706 sf home designed by architect Thomas Moore and under construction by Cape Dreams Building and Design is a rare opportunity. Open living concept with gourmet kitchen, fireplaced living room, wood floors, and 9-foot ceilings. First floor primary suite with double vanity and tiled shower. Two additional first floor bedrooms share a bath. The walkout lower level features two en-suite bedrooms and family room. Two-car garage leads into an area with laundry and powder room. The expansive 1.5-acre parcel offers plenty of room for barn or outbuilding. Permit in hand for a pool if buyer wishes to add on. Located perfectly with convenient proximity to Paines Creek Beach, Sesuit Harbor, Drummer Boy Park, and nature trails at Crowe's Pasture and the Natural History Museum. (House rendition is for illustrative purposes only. Final construction details are subject to change.)

Listed by Eric Ehnstrom of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

336 Main Street Brewster MA 02631

Brewster, MA336 Main Street

Price$1,200,000

Est. Mortgage: $/month

MLS Number 22103950

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 5
  • Bedrooms 7
  • Full Bath 5

Attention Investors/Developers: A rare find for the right buyer with this land and buildings! Set back on 1.8 acres, overlooking Quivett Marsh Vista and abutting conservation land, this property is zoned for multiple houses. Currently, this private, hillside lot has a single family home in need of finishing work. Additionally, there are 3 surrounding cottages being sold AS IS. This is a pre existing nonconforming lot which allows you to custom build three properties of any size in any location on the lot. New owners can renovate the main building and rebuild the other structures to create the family compound they've been dreaming of! Developers have the option to tear down and build 3 luxury homes that can be condominiumize, rented or sold - the possibilities are endless! Some updates to the main building include new azek trim, roof, and finished basement. With endless potential, this unique opportunity is like no other here on Cape Cod!

Listed by David J Dubuque of EXIT Cape Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Chatelain Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated October 9, 2024 6:21 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

Chatelain Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.