Brewster Homes with a Pool

Browse current homes with pools for sale in Brewster, MA. Search through hundreds of listings in this oceanside Cape Cod town. Found something you love? Save it when you register with us, and you can get email notifications when new properties match your criteria. If you already have an account, sign in here.

Contact us today for more information, questions, and to schedule a showing!

To view all homes for sale in Brewster - click here.

138 Wayside, Brewster, MA 02631

Price$859,000

Est. Mortgage: $/month

MLS Number 21808518

  • Single Family
  • Village Brewster
  • Year Built 1970
  • Bathroom 3
  • Full Bathrooms 3

Custom built home abutting Captains Golf Course. Main house boasts 3 large bedrooms, two full baths, sunroom along with an open Kitchen, dining and living. The sunroom runs along the full length of the house with access from the first floor master and access from the living room. Extra space in the craft room/Home office above the garage. The pool house consists of a bedroom and a game room along with another full bath .Pool house constructed in 1990.Two driveways with room for your boat/motorhome. Sale subject to license to sell (has already been started).

Listed by Kimberly A Clark of Bayside Realty Consultants

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

133 Maclean, Brewster, MA 02631

Price$525,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21806993

  • Single Family
  • Village Brewster
  • Year Built 1997
  • Bathroom 4
  • Full Bathrooms 3

Available again! Magnificent timber frame farmhouse lovingly crafted by its award-winning builder/owner. Set way off the beaten path on a country road, yet a short 10 min. ride to Bay beaches. Welcoming & open floor plan with a large deck over-looking a swimming pool. House & pool just need some love to revive & restore to functionality. Energy efficient design with hot water heat by propane. Family & guests will feel the warmth around the fire, or while nibbling snacks around the kitchen island, or enjoying a lively ping pong game in the walk-out basement, or nestling into couches watching a good film up in the loft. Rare & rustic with great potential to be the Cape's most amazing timber frame home! Buyers/agents to confirm details.

Listed by Amy L Harbeck of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

132 Captains Village, Brewster, MA 02631

MLS Number 21805834

  • Single Family
  • Village Brewster
  • Year Built 2003
  • Bathroom 4
  • Full Bathrooms 4

Your next home is a sophisticated and luxurious retreat that reflects that magical merging of inspiration and architecture. Home features 3+ bedrooms with 4 full bathroom with separate au-pair suite. Home features approximately 3,400 square feet of living area. Enormous walk in attic which could possibly add substantially to the gross living area or provide all the storage you will ever need. Subject features 3 fireplaces and the highest attention to quality throughout the grandiose living room, dining room and kitchen. The sprawling entertaining spaces flow from the inside to the outdoor living area where you can live everyday like you're on vacation with your very own inground pool. Professionally landscaped, Koi Pond, Large Shed and so much more. This home is truly a gem. pool. Professionally landscaped, Koi Pond, Large Shed and so much more. This home is truly a gem.

Listed by Chuck Barnes of Lifeguard Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

289 Harwich, Brewster, MA 02631

Price$995,000

Est. Mortgage: $/month

MLS Number 21805168

  • Single Family
  • Village Brewster
  • Year Built 1930
  • Bathroom 4
  • Full Bathrooms 4

This incredible 5 bedroom residence close to the Village and Bay Beaches awaits you and your family! Almost 4,000 sq. ft. of inside and outside living space! Wonderful spacious rooms with high ceilings and tons of natural light! You will love the extraordinary Chef's Kitchen with a 14' cathedral ceiling, state of the art restaurant appliances, pantry, bar, baking station and large Granite Island for family gatherings! Solarium, screened-in brick patio, out buildings, hot tub, fire pit, fabulous yard for a pool and beautiful gardens! A great family Investment!

Listed by Nikki Carter of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

37 Autumn, Brewster, MA 02631

Price$619,000

Est. Mortgage: $/month

MLS Number 21804807

  • Single Family
  • Village Brewster
  • Year Built 1991
  • Bathroom 2
  • Full Bathrooms 2

Spacious 4 Bedroom Cape on a .93 acre lot on a quiet cul-de-sac with landscaped yard, in-ground pool & large private deck. Located in one of Brewster's loveliest neighborhoods, Deerfield Estates, offering a private oasis near ponds & the Punkhorn walking trails. 1st floor features; an open kitchen w/dining area, beautiful tile floor w/sea-life accents, kitchen island & a nice foyer. Also, a sitting/TV room, living room w/cathedral ceiling & floor to ceiling brick FP, a full bath w/laundry & a bedroom w/1st floor master potential. 2nd floor offers 2 large bedrooms, a spacious bath & enormous master w/walk-in closet & private bath potential. Finished bonus space in basement. Great home in a private and tranquil setting!

Listed by Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

972 Stony Brook, Brewster, MA 02631

Price$925,000

Est. Mortgage: $/month

MLS Number 21804472

  • Single Family
  • Village Brewster
  • Year Built 2001
  • Bathroom 4
  • Full Bathrooms 3

This is a Cape House on a whole new level--literally. Sitting at one of the highest points in Brewster, it is still only minutes away from Paines Creek Beach. Four lush acres of land add a second layer of privacy. As you wind your way up the seashell driveway you will pass the large 2-car barn with bonus space above. With bedrooms to spare on the approved Title 5 septic, imagine the possibilities! A well tended lawn and gardens surround a warm and welcoming home. What you can't see from the driveway or anywhere else is the inground pool. The home was designed with nearly as much outdoor living space as there is indoors. Speaking of design, thanks to the ICF (insulated concrete form) framing, not only is this property beautiful, it is air-tight, energy-efficient, and disaster resistant.

Listed by The Cape House Team of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

463 Long Pond, Brewster, MA 02631

Price$1,495,000

Est. Mortgage: $/month

MLS Number 21803948

  • Single Family
  • Village Brewster
  • Year Built 1780
  • Bathroom 5
  • Full Bathrooms 5

Perfect location for mixing business with pleasure. A beautifully renovated antique, with professional grade kitchen, wide board floors, loads of bedrooms, a separate, legal apartment, all zoned commercial on 1.9 acres, in a residential area. Complex is centrally located for easy access to Cape Cod Bay beaches, the rail Trail (cape Cod bike path), and other town attractions. Loads of parking space available. Ideal as a rambling family residence with room for relatives. Or use the compound for a B&B, art gallery, office complex, restaurant or other business activity. The apartment, with private driveway, three bedrooms and one bath, could serve as owners quarters. The property also boasts a heated in ground pool, pool house and a large field. Well screened by tall hedge from the road.

Listed by John R Leaning of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

232 Griffiths Pond, Brewster, MA 02631

Price$825,000

Est. Mortgage: $/month

MLS Number 21803743

  • Single Family
  • Village Brewster
  • Year Built 1998
  • Bathroom 3
  • Full Bathrooms 2

POND FRONT Beautiful 4 bedroom ranch in Griffith Pond Estates with open floor plan and expanded views of Griffith's Pond. Private association path leading to small beach area and plenty of room to store kayaks. Efficient kitchen with Silestone countertops and gas stove opens to dining and living room with gas fireplace. Beautiful hardwood floors, vaulted ceilings and large windows to let in plenty of sunlight. Large deck across back of home to enjoy endless time enjoying the sites and sounds of the Pond. Full finished basement with full bath, pool table and space galore for family overflow. Private lot and even an extra driveway to store a boat.

Listed by Nancy E Griffin of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

653 S South Orleans, Brewster, MA 02631
Pending

MLS Number 21802680

  • Single Family
  • Village Brewster
  • Year Built 1955
  • Bathroom 2
  • Full Bathrooms 1

Three bedroom, 1.5 bath ranch with swimming pool. Close to Captains Golf Course and a public beach on Pleasant Bay. Easy ride into downtown Orleans or Chatham from this convenient location. Some TLC required.

Listed by Trainor & Ehnstrom Team of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

202 Brook Trail, Brewster, MA 02631

Price$699,900

Est. Mortgage: $/month

MLS Number 21802170

  • Single Family
  • Village Brewster
  • Year Built 1979
  • Bathroom 4
  • Full Bathrooms 4

Terrific Pond front home on Seymour Pond in the Brewster Highlands. Spend the day on the pond and then rinse off in your indoor pool. This is the home for the family who likes to have fun! How inspirational it will be for the right buyers should they add their personal cosmetic changes to this already wonderful good bones property. SOME PICS VIRTUALLY STAGED:see picture headers. 4 bedrooms (all upstairs), 3.5 baths, large kitchen, 2 fireplaces on first floor in family room and den. Large finished basement with changing rooms,& pool access. 2 car garage with space above for your 5th bedroom if you wish.(5 bB/R septic installed end 2017). Young roof. Very well built by a craftsman builder. S Carolina Hard Yellow Pine floors. All new windows 2017 except for pool room. Priced $129K below AV.

Listed by Karen L Arnold of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

404 Harwich, Brewster, MA 02631

Price$975,000

Est. Mortgage: $/month

MLS Number 21714265

  • Single Family
  • Village Brewster
  • Year Built 2003
  • Bathroom 4
  • Full Bathrooms 4

Welcome to this private, exceptional multigenerational family home!As you enter, the game room invites family fun or a quiet place to read.There is a first floor bedroom and full bath.The attached video speaks to the great kitchen and family room and perfect covered porches and grounds. A picture is worth a thousand words.Upstairs there are 3 bedrooms and another open seating area while the master bedroom has an additional 16 x 16 area to relax.The home sleeps 12 comfortably and the kids love their bunks.There is room for everyone.The sweeping front lawn is perfect for outdoor family games. The artist studio could be the perfect cabana since there is room for your pool. Additionally there is a darling cottage complete with kitchen, bath and W/D and deck.Furnishings negoti

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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 Jack Bohman 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 Jack Bohman Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated November 14, 2018. All properties are subject to prior sale, changes, or withdrawal.

Jack Bohman 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.