Browse currently listed Brewster real estate below and let us know if you would like to learn more or set up a tour. You may also like to sign up for an account with our site to save your favorite Cape Cod properties and be notified by email when new listings match your criteria.
Be inspired by this incomparable estate-sized property encompassing over 40 acres of unspoiled Cape Cod! This very special offering begins with over 400 feet of sandy beach on pristine Long Pond and meanders through natural woodlands clear back to frontage on Long Pond Rd. (Rte. 137). The 3, 051 sq. ft. main home sits majestically on the crest of a hill with commanding views of the water. The precious footprint of the cottage below sits smack on the beach and could never be replicated today. Your legacy is ensured as your family will bask in the brilliant south-westerly exposure and astonishing sunsets for generations to come.
BIG SKY Rare Bayside compound splendidly sited to maximimize sweeping views of Cape Cod Bay from both main house & new free-standing guest quarters. Grounds are enhanced by mature cultivated landscaping & profuse native beach plum. Main house sports open floor plan dressed in walls of glass. Easy flow for entertaining encouraged by well-equipped kitchen, multiple fireplaces & sprawling decks. Stroll barefoot to the sandy beach. 1st Floor master offers two baths appointed w whirlpool, stall shower, bidet, & generous dressing room & deck access. 2nd story loft. Garden level houses a family room, addl bedrooms & baths. Bonus separate entry suite above garage & charming 1300 sf 2 bedroom guest house. Invite the whole crowd. [See MLS# 21409508 for details on the guest house, which may only be sold in tandem w main house. $3, 700, 000 for both.
NOTE: this is the accessory structure located at 96 Winterhoff Trail. It CANNOT be sold separately but will be sold in tandem with the main house (See listing #21409144) The price of $3, 700, 000 is for the two together. This charming guest house was constructed with an open living, dining and kitchen on the second floor to maximize the sweeping Bay views. A generous deck adjoins. The first level has two attractive bedrooms with sliders onto the rear patio. There is a full walkout basement with plenty of storage for kayaks and patio/deck furniture. Enjoy the gracious main house while your extended family and friends are housed in these well-designed quarters across the lawn.
Breathtaking water views define this beautifully appointed property with 1, 500 ft of water frontage along the banks of Long Pond in Brewster. Comprising 25 acres in a picturesque and natural setting, this magnificent residence affords gracious living and a tranquil ambiance. The 7 bedroom compound features multiple structures and the main house offers 2 master bedroom suites, a fabulous great room with walls of windows and an awe-inspiring kitchen. A separate guest house is equipped with 4 bedrooms and outstanding views of the bog and pond. Offering scenic seclusion this estate known as Cranberry Beach is bordered by conservation land and a working cranberry bog and is complete with private sandy beach and multiple walking trails. This very special property defines summer living at its finest.Please verify all information stated herein.
Understated elegance, utter privacy & sublime natural beauty are the hallmarks of this 3+-acre waterfront estate on Cape Cod Bay. W/ more than 4, 000sf on 3 levels, this coastal home-- surrounded by woodlands & water--offers direct boating access to bay estuaries, beaches & open waters. A stunning open floor plan & the finest finishes & amenities--Italian marble, Jerusalem limestone, Viking & Subzero appliances--optimize luxury & comfort; tech, HVAC & power systems are state-of-the-art. Three luxurious BRs including 1st & 2nd fl MBs are ensuite w/ spa-quality BAs; 4th BR is private & versatile. Finished LL enhances living space for home office, theatre, guests. Glorious grounds w/ potential for in-ground pool. Post-&-beam carriage house for 3 vehicles & future guest quarters above. A magnificent retreat in a sublimely beautiful setting.
Rare opportunity to acquire a premium three acre parcel with two grand homes plus a carriage garage affording in law quarters. Fronting on a lovely pond, adjoining the beach at Long Pond, these gracious offerings provide refined living in a retreat environment. The present owner rents both properties as vacation rentals and enjoys substantial repeat bookings. Both homes are impeccably maintained; one styled to recall a bygone era, the other more contemporary, each well-scaled and impressively appointed. Please Note ****Two adjoining properties in the same ownership are offered here as an assemblage. Land area, total rooms and assessments have been combined. There are limitations to the format provided by MLS for data entry in this case. More specific listing information for each property may be found at MLS #21304918 and #21304919. ]
REDUCED Rare opportunity to acquire a premium three acre parcel with two grand homes plus a carriage garage affording in law quarters. Fronting on a lovely pond, adjoining the beach at Long Pond, these gracious offerings provide refined living in a retreat environment. The present owner rents both properties as vacation rentals and enjoys substantial repeat bookings. Both homes are impeccably maintained; one styled to recall a bygone era, the other more contemporary, each well-scaled and impressively appointed. Please Note ****Two adjoining properties in the same ownership are offered here as an assemblage. Land area, total rooms and assessments have been combined. There are limitations to the format provided by MLS for data entry in this case. More specific listing information for each property may be found at MLS #21304918 and #21304919
The good life just got better! Fabulous opportunity in the highly desirable Kings Grant neighborhood which offers deeded access to a private, sandy beach on cape Cod Bay as well as access to Myrick's Pond for kayaking or a nature walk along the well maintained path. With this unique in town location, you can easily be at the Brewster General Store for coffee in a matter of minutes. Classic Royal Barry Wills design overlooks the blue waters of Cape Cod Bay and has immediate access to the beach to enjoy sunrise, sunset and everything in between including firework displays across the bay on the Fourth! The 27x25 great room is just stunning with cathedral ceilings, huge windows framing a beautiful bay view, gleaming wood floors and full wet bar; entertaining never felt so good! Always room for family and friends. When opportunity knocks...
Private waterfront estate sits on almost 2 acres with 200 ft frontage on crystal clear Sheep Pond w/private dock. This 4700 sf home w/Asian & Craftsman style influences was custom built by master builder, owner & features an open floor plan w/southern exposure, gourmet kitchen, water views, living room w/stone fireplace, finished walk-out basement w/family room, central A/C, gas heat & generator. The 1450 sf versatile detached barn could be an artist's studio & is currently used as a home office w/2 add'l rooms, full bath, workshop & w/30' X 52' garage w/high bay. Sloping path with stone steps leads to the sparkling waters of Sheep Pond & private dock. Property accented by lovely landscaping, gardens & recreation areas with fishing(trout & salmon stocked), swimming & boating at your doorstep. Equestrian and bike trails close by too.
Exceptional opportunity! Stylish Retreat for All Occasions. Set on rolling lawns, fronts on a charming pond, adjoins a sandy beach on Long Pond, this refined 5000+ sq. ft. home invites entertaining in style. Vaulted Great Room houses dramatic connected living/dining/kitchen areas, w gleaming random-width flooring, striking stone fireplace, elaborate lighting. Handsome decks & lovely covered porch adjoin. Fine detail throughout, impeccably maintained. Six individually styled bedrooms; spaced for privacy, five offer en suite bath. Generous family room & office. Sip lemonade or an adult beverage on the sprawling veranda, play croquet or badminton on the lush lawn, kayak from the property's edge. Your guests won't ever want to leave. Strong rental history. [Also offered in tandem with 16 Cahoon. See MLS #21304923 for the assemblage.