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.

137 Regatta Brewster MA 02631

Brewster, MA137 Regatta Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 22004314

  • Single Family
  • Village Brewster
  • Year Built 2007
  • Bedrooms 5
  • Bathroom 6

Welcome to a place where all of your dreams come true. As you drive into your very own private road, you'll discover a setting unlike any other. This privately set 2.85 acre waterfront property on Cape Cod Bay is surrounded by scenic beauty, conservation land & birdwatching at its best. A nature enthusiasts dream nestled in a seaside habitat, experience breathtaking sunsets & the beauty of all the wildlife that lives here. Adjacent to Drummer Boy Park & minutes to the beach, explore activities from kayaking to fly fishing or relaxing in your own swimming hole while seeing turtles or deer in the back yard. Here all is possible for you. State-of-the-art construction highlighted by vintage details to magnify its character, dream on in to explore classic features you'll love. A sanctuary like this inspires one to create & cherish wildlife living amongst it's natural environment of native ferns, pines, cedar, tupelo, oak & cherry trees to name a few, all while abutting marshland, the cranberry bog, Crowes Pasture and Wings Island by Cape Cod Bay. It is all preserved for birds & nature to flourish & now it is a place you can call home. Buyer/agent to verify information contained herein.

Listed by DREAM International of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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186 Old Bog Brewster MA 02631

Brewster, MA186 Old Bog Road

Price$1,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22004164

  • Single Family
  • Village Brewster
  • Year Built 2002
  • Bedrooms 3
  • Bathroom 5

Custom Built Home in highly sought after Brewster neighborhood. Seaview is close to Orleans and there are association tennis, pickle and bocci courts. Easy access to Cape Cod Rail Trail. This architecturally stunning home has plenty of space for entertaining, hobbies, you name it. Approximately 4000 SF of very flexible living space on 3 levels. The main floor is gorgeous and has a particularly nice Master suite with sliders to a private deck. Loads of storage and walk-in closets everywhere. All the bells and whistles you are looking for- extraordinary. Can sleep an army and comes furnished. Art and some personal items excluded, Will not last.

Listed by Gayle E Tambolleo of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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76 Dune Brewster MA 02631

Brewster, MA76 Dune Road

Price$1,625,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22003984

  • Single Family
  • Village Brewster
  • Year Built 1971
  • Bedrooms 5
  • Bathroom 4

Welcome to ''Whale House!'' This stellar home, just a few sandy steps to one of the most stunning private association beaches in Brewster, will win you over immediately. Beautifully landscaped with expansive rear and side lawns and room for a pool, the home is comfortable for 2...or a crowd, and with room to grow! With 5BRs, 4BAs and finished walk-out lower level, the home comfortably sleeps 12 but can accommodate more! Multiple decks on 1st and 2nd levels nearly double entertaining areas, while the generous rear deck easily hosts a crowd for social-distanced entertaining. The floor plan is bright and comfortable, with a cathedraled and fireplaced living room its centerpiece. Dining area, kitchen, family room, 2 BRs and full BA complete this level. The 2nd floor includes 3 BRs and 2 full BAs, while the finished walkout lower level offers a game room, bonus sleeping area and full bath - all with easy access to the fabulous backyard. Central AC, natural gas heat, wood floors, sharp kitchen and super rental history. In one of Brewster's most revered summer neighborhoods, with seasonal bay views, abutting Brewster conservation land, and a brief trot to village shops and restaurants, Whale House is Brewster bayside living at its finest! Make it yours! (Please contact agent for rental schedule and showing availabiliities.)

Listed by Fran I Schofield of Robert Paul Properties, Inc.

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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78 Grandfathers Brewster MA 02631

Brewster, MA78 Grandfathers Lane

Price$1,500,000

Est. Mortgage: $/month

MLS Number 22003715

  • Single Family
  • Village Brewster
  • Year Built 1957
  • Bedrooms 4
  • Bathroom 3

Drive down the sandy lane in the Sea Pines neighborhood to this beach house. This property is just steps away to a private association beach located on beautiful Cape Cod bay. In 2002 a second story was added to this home to create 2500 sq. ft., allowing 4 bedrooms and 3 full baths. This newer level has a large family room with vaulted ceilings and gas fireplace, providing that gathering space you've longed for. Glass sliders lead out to the added 50 ft. deck for those moments of tranquility, as you soak in the sounds, sea breezes and sunsets. The upper level has 2 bedrooms and full bath, one of which opens directly on to the deck. Not to neglect the main level with updated kitchen, 2 bedrooms one with private bath as well as a additional guest bath. Enjoy playing games or reading in the 4 season sun porch that gives way to cozy deck for bbq's and chilling. Floorings consist of mainly hardwoods with some tile and carpet. Natural gas, central AC, 2 car garage and a outdoor shower.

Listed by Team Van Ness of Kinlin Grover Real Estate

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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84 Mates Brewster MA 02631

Brewster, MA84 Mates Way

Price$1,049,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22003634

  • Single Family
  • Village Brewster
  • Year Built 1991
  • Bedrooms 4
  • Bathroom 3

Coastal Living Defined. Don't miss this impeccably renovated home with tons of curb appeal boasting light and bright living spaces throughout and incredible flow for indoor/outdoor entertaining! You'll relish cooking in your gourmet chef's kitchen after a day at the beach, dining al fresco in your lush backyard oasis complete with stone patio and gas firepit and relaxing with a good book on your sundrenched porch to wrap up your day. Beach life at its best--bring your flip flops and don't look back!

Listed by Christa Zevitas of Robert Paul Properties, Inc.

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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42 Warrens Brewster MA 02631

Brewster, MA42 Warrens Road

Price$2,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22003584

  • Single Family
  • Village Brewster
  • Year Built 1968
  • Bedrooms 4
  • Bathroom 4

This superb property offers surprising seclusion and stunning views of both bay and marsh without the worry of erosion. Sited on a knoll, with Mants Landing Beach at the end of the enchanting private lane, who could want for more! Completely updated by the owner-designer, this home stands by itself and is nothing short of glorious. The interior boasts of imagination, style, and elegance featuring a beautifully appointed kitchen; open dining room leading into an open library area; and into the inviting living room with fireplace; first AND second floor master bedrooms (one with a fireplace and french doors to a patio and the other with an exterior balcony and truly lovely views) Two additional guest rooms (one with external balcony and more views) sharing a full Jack and Jill bath; a beautiful oversized family room (with again, those views); and a large laundry room complete the second floor. By appointment please.

Listed by Debra A Bassett of Cape Cod Associates R E

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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22 Franklin Cartway Brewster MA 02631

Brewster, MA22 Franklin Cartway

Price$2,750,000

Est. Mortgage: $/month

MLS Number 22002849

  • Single Family
  • Village Brewster
  • Year Built 1959
  • Bedrooms 4
  • Bathroom 4

Beautiful Beach House with Water Views of Cape Cod Bay, Deeded Beach Access and Adjacent Buildable Lot included! This spacious home by the Bay has open living spaces to maximize the views with a nice flow & a fabulous 32' wide glass-enclosed porch, idyllic for dining & relaxing w/sunsets and water views. All 4 bedrooms have water views, 2 have private baths. The kitchen is nicely appointed w/soapstone counters & peninsula with seating. Central AC & wood floors throughout. Outdoor spaces include 3 decks, 2 patios, an outdoor shower, shed, large yard & lovely landscaping. Adjacent level building lot perced for a 4 bedroom septic system and Building Dept has approved foundation plan. Proposed house plans available to serious Buyers upon request. This enchanting retreat by the Bay offers so many options--add additional house with garage and pool and create a family compound. Or use the extra lot as an expansive yard for outdoor fun, gardening, future expansion or speculation. All this right near a gorgeous sandy beach in the charming and historic town of Brewster. Make this your Cape escape for year round or seasonal enjoyment!

Listed by Dee Higgins of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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22 Franklin Cartway Brewster MA 02631

Brewster, MA22 Franklin Cartway

Price$2,325,000

Est. Mortgage: $/month

MLS Number 22002850

  • Single Family
  • Village Brewster
  • Year Built 1959
  • Bedrooms 4
  • Bathroom 4

Beautiful Beach House with Water Views of Cape Cod Bay & Deeded Beach Access! This spacious home by the Bay has open living spaces to maximize the views with a nice flow & a fabulous 32' wide glass-enclosed porch, idyllic for dining & relaxing w/sunsets and water views. All 4 bedrooms have water views, 2 have private baths. The kitchen is nicely appointed w/soapstone counters & peninsula with seating. Central AC & wood floors throughout. Outdoor spaces include 3 decks, 2 patios, an outdoor shower, shed, large yard & lovely landscaping. Sale subject to the legal separation of adjacent buildable lot (on corner of Leeds and Franklin Cartway) from lot with existing house. House and buildable lot available together for $2.75M (see MLS #22002849). This enchanting year-round or seasonal Bayside retreat awaits its new owners to enjoy for many years to come.

Listed by Dee Higgins of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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10 Nancy May Brewster MA 02631

Brewster, MA10 Nancy May Path

Price$1,799,900

Est. Mortgage: $/month

MLS Number 22001812

  • Single Family
  • Village Brewster
  • Year Built 2019
  • Bedrooms 2
  • Bathroom 3

Summer is here and this new construction beach front home is ready for you. It is a freestanding house which is part of a 6 house condominium association. No flood insurance is needed for this property.* It is an open floor plan with 2 bedrooms, 2.5 baths on the 2nd floor. An Association stairway to the private sandy beach. From morning beach walks and evening sunset views, you can't have a more beautiful setting on Cape Cod Bay. Beautiful kitchen, master bedroom with gas fireplace and full bath. Spectacular bay view from master. 2nd bedroom is spacious and has access to a full bath right next to it . 2nd floor laundry. Propane gas heat, central a/c, or open the sliders and let the salt air breezes flow through on a summer day. The interior features are classic. Low maintenance with luxury vinyl plank flooring through out the main living areas of the first floor, ceramic tile in the baths, finished wood staircase and carpet upstairs in the bedrooms. This is such a welcoming place to be. *There is documentation approving removal of this structure from the Special Flood Hazard

Listed by Mary A Lyttle of Beach Road Properties

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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81 Whidah Brewster MA 02631

Brewster, MA81 Whidah Way

Price$1,445,000

Est. Mortgage: $/month

MLS Number 22001631

  • Single Family
  • Village Brewster
  • Year Built 2003
  • Bedrooms 5
  • Bathroom 4

This home offers a unique wooded setting on the northern shore of the largest Cape Cod lake, Long Pond in Brewster. This home has an open floor plan with plenty of outdoor living space. It abuts 25 acres of conservation land and has a long private paved driveway at the end of a cul-de-sac. Since house built on 50' hill overlooking lake and ponds, the 2700 sq ft basement offers ample, dry storage; has been used as game area, library and work-out place. There are beautiful gardens and landscaping giving the home a serine and relaxing surrounding. The home boasts a grand first floor master en suite with shower, whirlpool tub and dressing room. The three large bedrooms on the second floor with full bathroom and lounge give guests and family a private space to relax and retreat and another above-garage capacious second master en suite bedroom. Every day, the Sun rises on the solarium, sets on wrap-around front porch. Deeded access to the waters edge.

Listed by Michael W Leighton of Leighton Realty

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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40 Skaket Brewster MA 02631

Brewster, MA40 Skaket Way

Price$2,145,000

Est. Mortgage: $/month

Open House

MLS Number 22001353

  • Single Family
  • Next Open House: Sun 07/19 1:00 pm. to 3:00 pm.
  • Village Brewster
  • Year Built 2014
  • Bedrooms 5

The storied history of this wooded, 11 acre property begins in 1626, when Governor Bradford walked the land to rescue the crew of the shipwrecked Sparrow Hawk. Fast forward and you will find an exquisitely crafted home, custom built to take in the surrounding beauty! Built in 2014, the 4,196 square foot main home fronts Namskaket Creek, leading out to Cape Cod Bay and is the quintessential Cape Cod family compound! This stunning property boasts a separate 1,600 square foot guest house (built in 2006) and equestrians will delight in the potential to build a 2 horse barn. Relax after a day at the beach on the expansive, private deck overlooking Skaket Creek and walk, bike or horseback ride, with private access to the Cape Cod Rail trail! Stroll the private grounds, graced with a Pennsylvania fieldstone wall, blueberry bushes and apple trees while enjoying stunning tidal marsh views that cross over the property. Inside, no detail has been overlooked! With multiple gathering spaces and ample windows, you can enjoy marsh views from almost every room. The kitchen includes a wine bar, walk in pantry and top of the line amenities, including a $17,000 Viking stove with an infrared warming station. All 5 spacious bedrooms feature an en suite bathroom and stunning water views. Located outside the flood zone, this home was engineered to withstand the harshest storms the North Atlantic can muster! The home's high quality construction includes an artesian well water system (think no water bill!), Central Air, 3 dual tankless water heaters, Andersen Windows and more! With easy access to bayside beaches, historic 6A and downtown Orleans, this home is sure to please!

Listed by David J Dubuque of EXIT Cape Realty

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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8 Nelson Brewster MA 02631

Brewster, MA8 Nelson Path

Price$2,200,000

Est. Mortgage: $/month

MLS Number 22000645

  • Single Family
  • Village Brewster
  • Year Built 1945
  • Bedrooms 3
  • Bathroom 2

Sweeping bay views are luxuriously yours from this beautifully updated waterfront property. Spectacular sunrise/sunsets plus sparkling blue water and rippled sand bars are your front yard. Stylishly remodeled high end kitchen with ice stone ctrs, tiled baths, radiant floors, gas-hot air and central air are just a few of the details boasting outstanding craftsmanship. Two bedrooms in the main house with a cabana offering the 3rd bdrm ... great private space with radiant heat for cool fall nights. New revetment wall, refinished floors, outdoor shower, double lot, drip water for gardens, new heat, newer roof, appliances and the list goes on. Don't miss this fabulous opportunity!

Listed by Tracey E Oringer of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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.

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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 July 16, 2020. 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.