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.

240 Robbins Hill Road Brewster MA 02631

Brewster, MA240 Robbins Hill Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 22405615

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

Bayfront Brewster- Located in one of Brewsters premier bay locations. The residence offers direct access to your own beach. this classic Cape Cottage style beach house has been updated, but still has that classic Cape Cod beach house charm of yesteryear. The residence has 3 bedrooms, 2 updated baths, ductless heat and ac, backup generator, detached shed for all those beach toys and more!

Listed by LUXRECapeCod of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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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393 Thousand Oaks Drive Brewster MA 02631

Brewster, MA393 Thousand Oaks Drive

Price$1,169,000

Est. Mortgage: $/month

MLS Number 22405371

  • Residential
  • Parking Spaces 8
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 4

If you are looking for a quiet street where you do not even hear cars on nearby roads, this may be you future home. With almost 3000 sqft, this home if perfect to entertain. So many features to list: 4BR + a big loft (2BR on 1st floor, 2BR + loft on 2nd), 3full baths, an oversize 884sqft 2-car garage, Central A/C, 2 gas fireplaces, a big 1st floor primary BR suite with private bath & walk-in closet, 1st floor laundry, a huge family room w/cathedral ceiling, wood floors even in bedrooms. 2 sets of sliding doors lead to a huge deck overlooking a private yard & woods in the back. If you need more space, the unfinished basement could offer 1008 more sqft if finished. House also has central vac, a Buderus heating system and is wired for a generator if the new owners decide to get one. This location is only a few minutes drive from Brewster's Captains Golf Course, has a trail going into Nickerson State park just around the corner giving you quick acces to miles of walking trails & great swimming ponds. Seller offering buyer incentive.

Listed by Melanie Cauchon of Melanie Cauchon Real Estate

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$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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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229 Great Fields Road Brewster MA 02631

Brewster, MA229 Great Fields Road

Price$2,555,000

Est. Mortgage: $/month

MLS Number 22405330

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

Welcome to your dream home, a stunning oasis that perfectly blends comfort and luxury. This expansive property features a charming wrap-around porch, ideal for enjoying your morning coffee or relaxing with loved ones in the evening. Surrounded by beautifully landscaped gardens, you'll find tranquility in every corner, along with a private hot tub perfect for unwinding after a long day. Inside, the home boasts large bedrooms, most with their own en suite bathroom, providing privacy and convenience for family and guests. For movie enthusiasts, the expansive in-home theater offers a cinematic experience right at your fingertips. The large finished basement is perfect for fitness and hobbyists alike. Additionally, a detached barn adds to the allure of this property, boasting beautiful wood beams, and featuring a large bar for gathering, first floor bathroom, and loft space, making it perfect for entertaining or hosting gatherings. This remarkable home is truly a sanctuary for creating lasting memories--schedule your private showing today! Can be sold together with land next door, #203 Great Fields Rd (MLS# 22405331).

Listed by Kate L Nadolski Elliott of Griffin Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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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180 W H Besse Cartway Brewster MA 02631

Brewster, MA180 W H Besse Cartway

Price$1,975,000

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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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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

Brewster homestead steeped in history offers 3 dwellings for multi-generational use. Built in 1799 by Sea Captain Elishia Foster, but recently improved & brought back to its original splendor. 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

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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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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 newly completed Eastward Home enjoys a private, natural setting and a convenient location offering easy access to Brewster's Bay beaches, Nickerson State Park, The Cape Cod Rail Trail and Orleans Village. Enter through the 50' wraparound farmer's porch. The cathedral great room is ideal for gathering, it encompasses the living, kitchen and dining spaces. Wood ceilings, built-ins, 4'' white oak floors and extensive millwork adorn the living spaces, the shed dormer brings light and interest. The Chef's kitchen features Thermador appliances, quartz counters, a substantial island and a walk-in pantry. The vaulted sunroom offers a sunny relaxation or reading space. Ideal first floor living arrangement includes a mud room, laundry, private office and the primary bedroom suite. Upstairs are two guest bedrooms and a bath, the 4th bedroom suite above the garage has a private staircase. The lower level offers 1,000 sq ft of beautifully finished recreation space with a full bath. Eastward's signature finishes, superb design choices and coastal New England aesthetic shine here. An inground gunite pool with auto-cover and a gas firepit highlight the extensive patio and landscape design.

Listed by Jeffrey E Cusack of Cove Road Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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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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

CONSTRUCTION COMPLETE FOR SPRING 2025 for this new home 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.

Listed by Eric Ehnstrom of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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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88 Whiffletree Avenue Brewster MA 02631

Brewster, MA88 Whiffletree Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 22303438

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

CONSTRUCTION COMPLETED on this new home 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: 6.93% last updated on Jan 9, 2025
* 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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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

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* 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 January 15, 2025 4:21 AM EST. 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.