Brewster Single Family Homes

Discover homes in Brewster, a beautiful bayside town on Cape Cod. Look through a variety of current real estate in this scenic location. 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.

168 Yankee Drive Brewster MA 02631

Brewster, MA168 Yankee Drive

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 22500359

  • Residential
  • Next Open House: Sat 02/8 12:00 pm. to 3:00 pm.
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 4

Welcome home! This beautiful contemporary Cape-style house is located in Yankee Drive/Clipper Village, one of Brewster's popular neighborhoods.The first floor features an upgraded kitchen with new appliances and light fixtures, quartz countertops, and a subway tile backsplash, making it a perfect space for cooking and entertaining. The adjoining great room and dining area showcase hardwood floors and include a slider that leads to the outdoor deck, which connects to a newly fenced yard. For comfort during warm summer days, air conditioning is installed throughout the house. On the second floor, you'll find a primary bedroom complete with a private bath, along with three additional bedrooms, another full bath, and a cozy loft area ideal for an office or a quiet nook to relax. Other notable features of this home include a two-car garage and a charming farmers' porch. Close to local elementary schools, playgrounds, summer league baseball, and the Cape Cod Rail Trail. These nearby amenities enhance the charm of this updated property. Don't miss your chance to experience the allure of this remarkable property--it's more than just a house; it's a place where cherished memories are made!

Listed by Christine Seymour of ERA Cape Real Estate,LLC

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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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2750 Main Street Brewster MA 02631

Brewster, MA2750 Main Street

Price$1,800,000

Est. Mortgage: $/month

MLS Number 22500410

  • Residential
  • Parking Spaces 4
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 5

2,700 Sq Ft Home on 17+ Acres, Includes Waterfront Property. Bidding opens 4/7 at 11:00 am & Ends 4/9 at 11:00 am (appx). The listing price of $1,800,000 exclusively represents the Opening Bid. Sold ''as-is'' - All prospective buyers must rely upon their independent due diligence.

Listed by Sandra Milano of RE/MAX Executive Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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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5 Jakes Lane Brewster MA 02631

Brewster, MA5 Jakes Lane

Price$3,520,900

Est. Mortgage: $/month

MLS Number 22500299

  • Residential
  • Bathroom 6
  • Bathrooms Total Decimal 5
  • Bedrooms 6
  • Full Bath 4

Escape to Coastal Bliss in Brewster! This stunning 6,000 sq ft home offers the ultimate in luxury living with unparalleled access to the best of Cape Cod. Situated North of 6A, this exquisite residence seamlessly blends elegance and practicality. Walk or bike to pristine beaches of Cape Cod Bay, and explore the charming shops and restaurants on Main Street. Key Features:Spacious & Luxurious: 6 bedrooms, gourmet kitchen with quartz countertops, granite island, and spacious butler pantry.Elegant Details: Oak flooring throughout, cathedral ceilings with arch beams, fieldstone gas fireplace, and gas fireplace in the primary bedroom.Versatile Spaces: Study/office, studio/craft room, and a 2nd-floor sitting area with wet bar provide ample space for work, hobbies, and entertaining.Built for Comfort: Accent lighting, custom millwork, and a Generac whole house generator ensure year-round comfort and peace of mind.Expansion Potential: Possibilities abound with expandable space above the three-car garage and in the lower level.Security & Privacy: Enjoy peace of mind with a comprehensive security and safety system and a fully fenced yard. Experience the Cape Cod Lifestyle. Walk to the beach and enjoy the stunning coastal scenery. Embrace the vibrant community and create lasting memories. Don't miss this rare opportunity to own a truly exceptional home in one of Cape Cod's most desirable locations.

Listed by Michael J Degnan of Realty Executives Cape Cod

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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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42 Pine View Drive Brewster MA 02631

Brewster, MA42 Pine View Drive

Price$789,000

Est. Mortgage: $/month

Open House

MLS Number 22500257

  • Residential
  • Next Open House: Sat 02/8 10:00 am. to 1:00 pm.
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3

This charming 3-bedroom, 2-bathroom home is situated on a quiet road surrounded by conservation land. Its contemporary design features stone accents, a cozy fireplace, and vaulted ceilings in the living room. The second floor includes an unfinished space that could be turned into a bonus room. Step outside to discover a landscaped yard with a newer stone patio and deck, perfect for enjoying morning coffee or hosting summer barbecues. Enjoy endless outdoor activities with deeded access to Pine Pond--ideal for swimming, fishing, and kayaking. Only a short drive to many of Brewster's gorgeous bay beaches, this property encompasses many of the reasons people love Cape Cod.

Listed by Nicholas S LeBart of Today Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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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687 Long Pond Road Brewster MA 02631

Brewster, MA687 Long Pond Road

Price$879,000

Est. Mortgage: $/month

MLS Number 22500174

  • Residential
  • Bathroom 2
  • Bathrooms Total Decimal 1.5
  • Bedrooms 4
  • Full Bath 1

Beautifully updated 4-bedroom, 2- Full baths home featuring an upgraded kitchen and baths, hardwood flooring throughout the first level, and modern finishes. Recent improvements include a new roof, siding, updated electrical, plumbing, kitchen, baths, and fresh landscaping. Enjoy energy savings with owned solar panels. A perfect blend of style, comfort, and convenience. Ideally situated less than 2 miles from its nearest beach!

Listed by The Team of Cape Cod of Seaport Village Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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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133 Horseshoe Way Brewster MA 02631

Brewster, MA133 Horseshoe Way

Price$525,000

Est. Mortgage: $/month

MLS Number 22500076

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

Attention contractors, flippers, and renovators! This CLASSIC Cape is offered ''AS IS, WHERE IS'' to settle an estate. Extensive exterior work needed immediately. Mold present inside dwelling.

Listed by Marietta G Nilson of Marietta Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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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240 Robbins Hill Road Brewster MA 02631

Brewster, MA240 Robbins Hill Road

Price$2,795,000

Est. Mortgage: $/month

Open House

MLS Number 22405615

  • Residential
  • Next Open House: Sat 02/8 11:00 am. to 1:00 pm.
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3

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: 6.89% last updated on Feb 6, 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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357 Holly Avenue Brewster MA 02631

Brewster, MA357 Holly Avenue

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 22405363

  • Residential
  • Next Open House: Sat 02/8 11:00 am. to 12:30 pm.
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3

WOW! Pond views and just one lot away from the coveted Robinwood Association dock, picnic and swimming area! This is a beautiful, well-maintained and immaculate home ready for you to simply bring your belongings! Fabulous beamed living areas with impressive staircase/landing/loft, a spectacular fireplace, generator, Jenn-Air appliances, 2023 hot water heater, a dream kitchen with pantry-style pretty cabinets, newer washer/dryer, 2 exterior doors in the walk-out lower level that includes a studio space with kitchenette and even a wine cellar, and on the 3rd floor a charming private loft area with twin platform beds... this house has tons of storage, stunning wrap around deck off the living/dining areas and kitchen, lovely stone patio with elegant plantings, possibility of creating a 1st floor primary, and remember....the association dock, picnic area and path to Nickerson State Park - it is rare to find so much in one house in such a terrific location! Definitely visit - you will want to experience everything 357 Holly has to offer!

Listed by Allison Beavan of William Raveis Real Estate & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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

Open House

MLS Number 22405371

  • Residential
  • Next Open House: Sat 02/8 11:00 am. to 1:00 pm.
  • Parking Spaces 8
  • Bathroom 3
  • Bathrooms Total Decimal 3

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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$2,535,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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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21 Ocean Street Brewster MA 02631

Brewster, MA21 Ocean Street

Price$1,215,000

Est. Mortgage: $/month

MLS Number 22405030

  • Residential
  • Parking Spaces 6
  • Bathroom 1
  • Bathrooms Total Decimal 1
  • Bedrooms 3

Cottage on ''The Landing'' in Brewster is available now for your Valentine! Enjoy this summer! Sitting on a level (slight slope to the rear)landscaped parcel just 4 lots from the association beach on Cape Cod Bay. Retaining all the charm and coziness of a classic cottage on Cape Cod, it boasts being fossil fuel free! (There is a gas line brought to the house if you want to convert the wood burning fireplace or add a generator Many improvements (t00 many to list in this space) were made between 2021-2023 including a new roof and solar panels (panels are owned); mini splits were added for heat and A/C making the cottage quite comfortable. New flooring and paint. Outdoor shower and Pine Harbor shed plus an attached smaller shed. This self sufficient cottage is within easy distance to all Brewster has to offer starting with 2 excellent eateries at the top of Winslow Landing.

Listed by Peggy A Farber of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 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 February 7, 2025 10:21 PM 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.