Brewster Real Estate, Homes and Condos for sale

All Brewster homes currently listed for sale in Brewster as of 05/25/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Brewster homes for sale or other Brewster real estate, please contact us and one of our knowledgeable Brewster REALTORS® would be pleased to assist you.


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$2,850,000
262 Robbins Hill Rd, Brewster MA 02631
4
BEDS
4
BATHS
2,928
SQFT
$973
$/SQFT
1.01
ACRES
2001
BUILT
"Your opportunity to live among the most beautiful beach and ocean scenery in the world from this magnificent 4 bedroom 4 bath home with breathtaking views from every room. Open kitchen with center Island, dining area and access to the screen porch and wrap around deck with plenty of room for outdoor entertaining. Re-built in 2001 with continuous upgrades and additions from 2003 to 2014 when insulation was added to make it a year round home. Living room has sliders to the deck as well as two of "
* LISTED OVER 120 DAYS 
$2,700,000
40 Skaket Way, Brewster MA 02631
5
BEDS
7
BATHS
5,796
SQFT
$466
$/SQFT
11.06
ACRES
2014
BUILT
"Beautiful, Peaceful Location for a family compound on a bluff over looking Skaket Creek both houses are out of the flood zone. Rare opportunity to own 11 wooded, waterfront acres with a 4,196 s.f. house built in 2014/15,PLUS a 1,600 s.f. guest cottage built in 2006. Savor the beautiful tidal-marsh views that change with the seasons while relaxing or entertaining on your expansive private deck. This stunning acreage traverses Namskaket creek and leads to Cape Cod Bay/Namskaket beach. Equestrians "
* LISTED OVER 120 DAYS 
$2,500,000
136 Regatta Rd, Brewster MA 02631
4
BEDS
4
BATHS
3,700
SQFT
$676
$/SQFT
2.30
ACRES
2007
BUILT
"Ready to discover one of the best kept secrets on Cape Cod? A private lane leads to a waterfront paradise abutting the famous Brewster Flats, showcasing memorable views of protected marshland & Crows Pasture out to Cape Cod Bay. This privately set 2.3 acre property is surrounded by scenic beauty. Adjacent to Drummer Boy Park & within minutes to the beach, picture yourself fly fishing, kayaking and swimming right in your own backyard and viewing spectacular sunsets. This newer home features stat"
$2,499,999
40-42 Skaket Way, Brewster MA 02631
5
BEDS
7
BATHS
5,796
SQFT
$431
$/SQFT
11.06
ACRES
2014
BUILT
"Beautiful, Peaceful Location for a family compound on a bluff over looking Skaket Creek both houses are out of the flood zone. Rare opportunity to own 11 wooded, waterfront acres with a 4,196 s.f. house built in 2014/15,PLUS a 1,600 s.f. guest cottage built in 2006. Savor the beautiful tidal-marsh views that change with the seasons while relaxing or entertaining on your expansive private deck. This stunning acreage traverses Namskaket creek and leads to Cape Cod Bay/Namskaket beach. Equestrians "
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,700,000 TO $2,499,999 
$2,400,000
192 Robbins Hill Rd., Brewster MA 02631
3
BEDS
2
BATHS
1,278
SQFT
$1,878
$/SQFT
0.75
ACRES
1922
BUILT
"Beachfront w/Stunning Water views! Rare opportunity to own a charming Cape Cod cottage perched on a 3/4 acre lot above a private sandy beach w/exceptional 180 degree views of Cape Cod Bay. Interior offers 3 BR's, 2 Baths, multiple rooms to entertain, relax & enjoy the views & salt air breezes. En suite Master Bedroom has 12 ft of glass to frame the views...what a way to start the day! Rain or shine, enjoy panoramic vistas from the spacious enclosed porch. 40 foot deck beckons casual outdoor livi"
* NEW LISTING 
$2,197,500
12 Governor Prence Rd, Brewster MA 02631
4
BEDS
3
BATHS
2,575
SQFT
$853
$/SQFT
0.69
ACRES
1989
BUILT
"Beautiful Bayside Cape is set in one of Brewster's most historic and prestigious seaside neighborhoods. One sandy lot from a private association beach and outside the flood zone, this lovely home enjoys stellar water views, easy beach access and all the advantages of waterfront living without the worries. With a wall of windows and vaulted ceilings, the sunny open first floor plan includes a generous dining room, fireplaced living room and eat-in kitchen (granite counters, stainless appliances)."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,297,500 TO $2,197,500 
$1,895,000
164 Breakwater Rd, Brewster MA 02631
4
BEDS
4
BATHS
3,686
SQFT
$514
$/SQFT
1.38
ACRES
2019
BUILT
"Walk to beautiful Breakwater Beach! Enjoy warm bay waters, glorious sunsets and fabulous privacy on 1.38 acres. Under construction - almost 3700sf luxurious home will have it all ... 2-car garage with bonus room above, hardwood floors, gas fireplace, slider to backyard patio, pantry, central air, ornamental grasses, native stone driveway. The jazzy stuff ... coastal kitchen, granite or quartz, tiled baths, crown molding, Anderson windows and the list goes on. PLUS a separate 912sf, 3-bdrm season"
* LISTED OVER 120 DAYS 
$1,700,000
145 Wintergreen Ln, Brewster MA 02631
3
BEDS
3
BATHS
2,912
SQFT
$584
$/SQFT
3.84
ACRES
1979
BUILT
"This open and sun filled contemporary ranch is not only very unique, but situated on 3.84 acres of lake front paradise. Nestled into the landscape it feels like an enchanted oasis The way you can see the lake when you come to the front door, the large windows and interior cathedral wooden beams, the house is open and bright with a touch of whimsical both inside and out. At night I enjoy looking up at the sky and seeing the stars from the skylights. A true sanctuary which offers peace, quiet a"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,900,000 TO $1,700,000 
$1,649,000
313 Nelson St, Brewster MA 02631
3
BEDS
2
BATHS
1,653
SQFT
$998
$/SQFT
0.20
ACRES
1987
BUILT
"You can sea forever in the front row seat provided with this 3 BR Cape overlooking the waters and famous sandy Brewster tidal flats. Located in desirable Halliday Acres where summer is quintessential Cape Cod. Owned and enjoyed by the same family since 1989. Come, take just one look to see what updates you can make, to make it your very own! Be ON the beach next summer!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,749,000 TO $1,649,000 
$1,595,000
89 Byfield Cartway, Brewster MA 02631
4
BEDS
2
BATHS
1,081
SQFT
$1,475
$/SQFT
1940
BUILT
$1,575,000
35 Ocean Edge Drive, Brewster MA 02631
3
BEDS
3
BATHS
1,631
SQFT
$966
$/SQFT
1981
BUILT
"Fantastic Water Front Opportunity ! Stunning Cape Cod Bay views, spectacular sunset views ! Totally renovated 3-bedroom Townhouse with 3-full baths. Gas heat, gas fireplace, 1-car detached garage, and an open spacious layout !! Come enjoy your private beach, and you will like the new furnishings that are included. Would rent for $7,500.00 per week in the summer, if of interest. Monthly condo fee includes the Clubhouse, tennis courts, outdoor heated pool, and your private 1,100 feet of associat"
* NEW LISTING 
$1,500,000
980-978 Stony Brook Rd, Brewster MA 02631
11
BEDS
8
BATHS
7,928
SQFT
$189
$/SQFT
5.33
ACRES
1984
BUILT
"Presenting a Private Pond Front Private Family Compound or investment opportunity on 5.33 acres in desirable Brewster. This Nature Lover's paradise on Smiths Pond has 472' of frontage with kayaking out your back door or head over to Paine's Creek Beach with the famous Brewster flats only 1 mile away. Relax in the comfort of your screened in porch and enjoy the sunset with family and friends. The home site offers both space and privacy. The Main house has 7 bedrooms with 2 Masters, first flo"
* LISTED OVER 120 DAYS 
$1,450,000
191 Winslow Landing Rd, Brewster MA 02631
3
BEDS
3
BATHS
2,935
SQFT
$494
$/SQFT
0.19
ACRES
1991
BUILT
"Grab the beach chairs and let your summer plans begin! A stones throw from Cape Cod Bay with some pleasant views as well. Beautifully landscaped yard and covered entry welcome you to this year round ''beach house''. Wood floors, vaulted ceiling, sun porch, first floor laundry and tiled mud room adjacent to outdoor shower! Open concept living/kitchen with separate family room with fireplace. Remodeled and added on to in 2008."
$1,375,000
30 Carver Rd, Brewster MA 02631
3
BEDS
3
BATHS
2,155
SQFT
$638
$/SQFT
0.13
ACRES
2006
BUILT
"The many windows and cherry wood floors throughout make this custom-built home warm and bright; the open floor plan is perfect for entertaining while the den/office is a cozy space in winter. Children love the summer recreation program and the community has access to a private, sandy beach just a short walk away, tennis courts and a clubhouse. There are partial bay views from several rooms. The house is well maintained with many amenities, including central air conditioning, irrigation, security"
* PRICE LOWERED - $1,450,000 TO $1,375,000 
$1,300,000
163 Captains Village Ln, Brewster MA 02631
4
BEDS
4
BATHS
3,722
SQFT
$349
$/SQFT
0.73
ACRES
2006
BUILT
"Luxury defined in this custom-built Cape overlooking Jack Nicklaus Golf Course and sited on acre of professionally landscaped grounds. The open concept floor plan exudes coastal charm throughout with crisp white moldings, wainscoting and built ins. The first floor includes a large living area with gas fireplace, two separate dining areas, butler's pantry, chef's kitchen, powder room, laundry and master en suite with attached home office/sitting area. The second floor has an additional master "
$1,150,000
3643 Main St, Brewster MA 02631
3
BEDS
3
BATHS
2,140
SQFT
$537
$/SQFT
0.46
ACRES
2006
BUILT
"Don't miss this wonderful opportunity! A chance to own your own established business and live in a wonderful home. Winslow's Liquor store has been a profitable business for over 35 years and is now for sale. There are 8 parking spots in the front of the store. This property is more than a business; it is a home as well. The store has 3,200 square feet with a 960 sf retail area, a 288 sf walk in refrigerator as well as a 1600 sf storage area in the basement. The upscale, custom-built residence ha"
$1,145,000
75 Johnson Cartway, Brewster MA 02631
4
BEDS
3
BATHS
2,412
SQFT
$475
$/SQFT
0.41
ACRES
1984
BUILT
"Enjoy waterfront living on Long Pond with private dock and swim deck. Stunning views from every room of this lovingly maintained 4 BR, 3 BA contemporary Cape perched on 139' of waterfront. The bright, open floor plan and expansive wall of windows enhance the captivating views. A solarium graces the kitchen and dining room, gleaming hardwood floors, family room with custom center brick fireplace and living room with convenient access to private deck. Relax and enjoy cool summer breezes with priva"
* PRICE LOWERED - $1,195,000 TO $1,145,000 
$1,100,000
1222 Stony Brook Rd, Brewster MA 02631
5
BEDS
6
BATHS
4,086
SQFT
$269
$/SQFT
4.60
ACRES
1832
BUILT
"The historic Captain Elisha Foster House is beautifully situated on 4.6 acres of beautiful estate-like grounds. Three unique buildings are tucked into place on the property. The first is a 2,934 square foot Georgian Colonial with 4 bedrooms & 3.5 baths, & many fine details such as wide pine floors, high ceilings & large windows. The second building has a 3 car carriage house with a 552 sqft studio apartment & an office below. Lastly, the barn, part of which is original, has 600 sqft of finished "
$940,000
400 Tubman Rd, Brewster MA 02631
3
BEDS
2
BATHS
1,248
SQFT
$753
$/SQFT
14.90
ACRES
1981
BUILT
"Welcome home! Nature abounds at this 14.9 acre property. Drive down your long private drive to your own private oasis featuring a lovely home with a separate 2 story, heated barn. (Approx. 30 x 60) This 3 Bedroom, 2 Bathroom home features a spacious first floor living room, accentuated by a wall of windows featuring views of the expansive back yard. Curl up next to the wood stove, or sit out on the spacious back deck and take in your beautiful surroundings. The first floor is complete with a bed"
* PRICE LOWERED - $990,000 TO $940,000 
$910,000
35 Sea Meadow Ln, Brewster MA 02631
5
BEDS
6
BATHS
3,801
SQFT
$239
$/SQFT
0.35
ACRES
1989
BUILT
"GRACIOUS privately sited home North of Route 6A. Creative layout affords stylish, flexible living spaces. Lavish sunlit kitchen/dining areas span the entire back of the house. Lovely corner fireplace clad in marble tile. High capacity gas cooktop features dedicated wok burner. Hammered copper sink, stone flooring, island seating. Barista style coffee service area. Three decks, one on each level, overlook private back yard flanked by open space. Master bedroom boasts new ensuite bath w sculptural"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $989,000 TO $910,000 
$800,000
25 Breakwater, Brewster MA 02631
3
BEDS
4
BATHS
2,055
SQFT
$389
$/SQFT
0.24
ACRES
1960
BUILT
"The feel of old Cape Cod, North of 6A , Breakwater Rd., Breakwater Beach, historic Brewster General Store, Restaurants, Wood Shed, Brewster Ladies Library and more. Stunning, comfortable remodeled home, oversized wrap around porch with screened in area for extra living and dining space, 3 master bedrooms, 3 gas fireplaces, 3 1/2 baths. After a day at the beach, enjoy a refreshing shower in the oversized outside shower and then lounge on the porch overlooking an expansive lawn. Remodeled and quai"
$769,000
24 Cockle Way, Brewster MA 02631
4
BEDS
3
BATHS
2,450
SQFT
$314
$/SQFT
1985
BUILT
"Spacious 4 Bedroom luxury condo in the desirable Sears Point Condominium Association. Fabulous light filled open plan living features fireplaced elegant Great Room, large eat-in kitchen, laundry, and a screened in porch surrounded by lush plantings. The first floor also includes a spacious Master Suite, home office, and a guest bedroom. Upstairs is a delightful 3rd bedroom with private bath and a large skylit bonus room for kids of all ages. Loads of storage everywhere. Stroll to the association"
$739,000
7 Fox Crossing Rd, Brewster MA 02631
3
BEDS
3
BATHS
3,098
SQFT
$239
$/SQFT
3.61
ACRES
1998
BUILT
"Elegant, spacious and centrally located! This 4-bdrm Cape boasts an open floor plan, natural light and 3.6 acres of privacy. The living-room provides sliders to backyard patio, skylites and beautiful focal-point fireplace. With formal dining-room, first floor master and laundry plus an eat-in kitchen that overlooks private woods ... the perfect spot to enjoy morning coffee and birds galore. 3 oversized bedrooms and large full bath grace the 2nd floor. Red-oak flooring is enhanced by natural ligh"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $749,000 TO $739,000 
$730,000
15 Cockle Way, Brewster MA 02631
3
BEDS
4
BATHS
2,496
SQFT
$292
$/SQFT
1985
BUILT
"Welcome to Stunning Sears Point. This beautiful Townhouse offers ideal first floor living and additional bonus space throughout. The gleaming hardwood floors flow throughout the living room with gas fireplace and built ins. The eat in kitchen offers brand new stainless steel appliances. The master suite overlooks the private back yard. The master bath has been newly renovated with updated cabinetry, tile shower and tile floor. Two additional bedrooms and a guest bathroom complete the first floo"
* PRICE LOWERED - $749,900 TO $730,000 
 
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