10,645

Brewster, MA Homes

Section Image
  • /18

    $387,000 Sold Sep 09, 2025

    • 935 Sq Ft
    • $414/SF
    • 81 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    40 Eaton Ln Unit 162, Brewster, MA 02631

    Wake up to views of the golf course at Ocean Edge from your private balcony—perfect for enjoying your morning coffee in peace. This renovated 2-bedroom, 2-bath condo offers an open floor plan with a newly updated kitchen including new appliances, cabinetry, and stylish finishes. The kitchen flows into the spacious living room with vaulted ceilings. Head out through the sliders to the balcony to

    Leighton Team Keller Williams Realty

    40 Eaton Ln Unit 162, Brewster, MA 02631
    • /31

      Est $773,852 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,485 Sq Ft

      744 Slough Rd, Brewster, MA 02631

      744 Slough Rd, Brewster, MA 02631
  • /39

    $390,000 Pending

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    49 Eaton Ln, Brewster, MA 02631

    Nestled in Eaton Village, this second-floor 2-bed, 2-bath condo is just moments from the Cape Cod Rail Trail, Brewster Bayside beaches with the coveted Brewster Flats. The open-concept living space features cathedral ceilings and direct access to a private deck with a serene golf course view of the 5th green. Enjoy a modern kitchen (renovated in 2024) and spacious bedrooms, one with an ensuite

    Leighton Team Keller Williams Realty

    49 Eaton Ln, Brewster, MA 02631
  • /75

    $1,625,000 Sold Sep 09, 2025

    • 2,884 Sq Ft
    • $563/SF
    • 65 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    91 Ridgewood Dr, Brewster, MA 02631

    Impeccably maintained Contemporary Colonial on 1.45 private acres in one of Brewster's most sought-after neighborhoods. This 4-bedroom (passing 5-bedroom Title V),3.5-bath home is surrounded by lush, professionally landscaped grounds and abuts conservation land, offering beauty and privacy in a serene Cape Cod setting.The spacious first-floor primary suite features a walk-in closet, luxurious en

    Chris Manning William Raveis Real Estate & Home Services

    91 Ridgewood Dr, Brewster, MA 02631
    • /51

      Est $1,324,949 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,880 Sq Ft

      205 Greenland Pond Rd, Brewster, MA 02631

      205 Greenland Pond Rd, Brewster, MA 02631
  • /61

    $1,195,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,880 Sq Ft

    62 Eldridge Rd, Brewster, MA 02631

    Welcome to this gracious 2,880 sf home on a quiet country lane north of 6A in a prime location close to Crosby Landing Beach, Nickerson State Park, the bike path, and Brewster's shops, restaurants, and galleries. Freshly painted and beautifully presented, it offers a bright open plan where a timeless granite and cherry kitchen flows to a sunny dining area and living room with gas fireplace and

    Sarah Keith eXp Realty, LLC

    62 Eldridge Rd, Brewster, MA 02631
  • /33

    $387,000 Sold Sep 09, 2025

    • 935 Sq Ft
    • $414/SF
    • 97 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    40 Eaton Ln, Brewster, MA 02631

    Wake up to views of the golf course at Ocean Edge from your private balcony--perfect for enjoying your morning coffee in peace. This renovated 2-bedroom, 2-bath condo offers an open floor plan with a newly updated kitchen including new appliances, cabinetry, and stylish finishes. The kitchen flows seamlessly into the spacious living room with vaulted ceilings. Head out through the sliders to the

    Leighton Team Keller Williams Realty

    40 Eaton Ln, Brewster, MA 02631
    • /40

      Est $1,037,107 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,782 Sq Ft

      243 Greenland Pond Rd, Brewster, MA 02631

      243 Greenland Pond Rd, Brewster, MA 02631
  • /41

    $1,195,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,737 Sq Ft

    21 High Point Dr, Brewster, MA 02631

    Waterfront gem perched on 1.3 acres overlooking serene Seymour Pond. With sparkling water views from most rooms, this bright & airy 1,737 SF home offers the perfect blend of comfort, style, and natural beauty. Inside features: one-level living, vaulted ceilings, skylights, 3 bedrooms; including a large private primary suite with deck access, a den, spacious living room & a kitchen with waterview

    Dee Higgins Gibson Sotheby's International Realty

    21 High Point Dr, Brewster, MA 02631
  • /31

    $1,205,000 Sold Sep 08, 2025

    • 2,289 Sq Ft
    • $526/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    26 Cockle Way Unit 46, Brewster, MA 02631

    Experience coastal elegance at the exclusive Sears Point community in Brewster. Enjoy your days at the Association's private beach or practice your swing on the tennis courts. The renovated two-bedroom, two-bath condo, offers over 2,200 sq ft of Cape Cod luxury. This end unit features one-level living with a great room showcasing vaulted ceilings, a gas fireplace, and pegged wood floors. The

    Kari Wagner Compass

    26 Cockle Way Unit 46, Brewster, MA 02631
    • /42

      Est $880,239 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,108 Sq Ft

      59 Valley Rd, Brewster, MA 02631

      59 Valley Rd, Brewster, MA 02631
  • /43

    $409,000 Pending

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    93 Chilton Ln, Brewster, MA 02631

    This beautifully updated 2-bed, 2-bath second-floor condo in Ocean Edge offers comfort and convenience in a peaceful setting. The custom-renovated kitchen features granite counters, added cabinets, extra counter space, and a breakfast bar, with tile flooring extending through the kitchen and entryway for durability. The living area boasts soaring cathedral ceilings and laminate flooring, creating

    Leighton Team Keller Williams Realty

    93 Chilton Ln, Brewster, MA 02631
  • /17

    $1,205,000 Sold Sep 08, 2025

    • 2,289 Sq Ft
    • $526/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    26 Cockle Way, Brewster, MA 02631

    Discover the coastal elegance of living at the exclusive Sears Point community in Brewster where you'll spend your days on the private beach or practicing your swing on the tennis court. This renovated two-bedroom, two-bath condominium spans over 2,200 square feet, offering an unparalleled Cape Cod lifestyle. Enjoy the ease of one-level living in this thoughtfully designed end unit. The

    Kari Wagner Compass

    26 Cockle Way, Brewster, MA 02631
    • /58

      Est $807,355 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft

      307 Greenland Pond Rd, Brewster, MA 02631

      307 Greenland Pond Rd, Brewster, MA 02631
  • /56

    $995,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,681 Sq Ft

    418 Massasoit Trail, Brewster, MA 02631

    Commanding 2.99 acres with extensive frontage on Seymour Pond, this rare Brewster offering combines privacy, scale, and waterfront access in a singular setting. A winding path leads through mature landscape to a private sandy shoreline--a sanctuary for swimming, kayaking, and paddleboarding--while the surrounding cranberry bogs and natural habitat attract an array of birds and wildlife, creating

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    418 Massasoit Trail, Brewster, MA 02631
  • /32

    $540,000 Sold Sep 05, 2025

    • 1,035 Sq Ft
    • $522/SF
    • 28 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    87 Susanna Dr Unit U-87, Brewster, MA 02631

    This inviting 2-bedroom, 2-bath residence has been thoughtfully renovated and boasts numerous upgrades throughout. The kitchen features stunning maple cabinetry, granite countertops with a stylish backsplash, stainless steel appliances, and elegant tile flooring. Both bathrooms have been tastefully remodeled, offering a fresh, modern feel. Step outside to an extended back patio with serene views

    Natalia Weiner Gibson Sotheby's International Realty

    87 Susanna Dr Unit U-87, Brewster, MA 02631
    • /83

      Est $2,041,668 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,318 Sq Ft

      14 Whidah Way, Brewster, MA 02631

      14 Whidah Way, Brewster, MA 02631
  • /17

    $729,900

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    1580 Main St, Brewster, MA 02631

    1580 Main Street A/K/A ''The Captain Freeman Bangs House''. Step back in time and be engaged in this eclectically charming home, mostly built in 1830 but some very charming newer spaces have been added. Currently a multi use property with a small lamp repair shop using the lower space..Beautiful appointments set on School House Pond, with views from several rooms. Nearly an acre of unspoiled

    Deborah McDevitt Hays McDevitt REALTORS

    1580 Main St, Brewster, MA 02631
  • /34

    $540,000 Sold Sep 05, 2025

    • 1,035 Sq Ft
    • $522/SF
    • 28 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    87 Susanna Dr, Brewster, MA 02631

    This inviting 2-bedroom, 2-bath residence has been thoughtfully renovated and boasts numerous upgrades throughout. The kitchen features stunning maple cabinetry, granite countertops with a stylish backsplash, stainless steel appliances, and elegant tile flooring. Both bathrooms have been tastefully remodeled, offering a fresh, modern feel. Step outside to an extended back patio with serene views

    Natalia Weiner Gibson Sotheby's International Realty

    87 Susanna Dr, Brewster, MA 02631
    • /38

      Est $757,291 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,195 Sq Ft

      1637 Long Pond Rd, Brewster, MA 02631

      1637 Long Pond Rd, Brewster, MA 02631
  • /23

    $595,000 Open Sun 10AM - 11:30AM

    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft

    28 Middlecott Ln, Brewster, MA 02631

    Welcome to your dream retreat, a single-floor end unit condo nestled on the serene 6A side of Ocean Edge. This residence boasts 1,035 sq/ft of living space, offering an ensuite bedroom with private bath and a guest room and bathroom. As you enter, the open floor plan greets you, encompassing a dining and living area that seamlessly flows to a private patio--ideal for extending your living space

    Sandra Tanco Kinlin Grover Compass

    28 Middlecott Ln, Brewster, MA 02631
  • /27

    $325,000 Sold Sep 05, 2025

    • 579 Sq Ft
    • $561/SF
    • 32 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    82 Fletcher Ln Unit A, Brewster, MA 02631

    Move right into this beautifully renovated top-floor condo in the sought-after Ocean Edge Resort community. This 1-bedroom, 1-bath home features cathedral ceilings + an open-concept design that fills the space with natural light. Enjoy outdoor space on your private Balcony. Inside, enjoy a fully updated kitchen w/ sleek quartz countertops, stainless steel appliances, modern cabinetry, and

    Leighton Team Keller Williams Realty

    82 Fletcher Ln Unit A, Brewster, MA 02631
    • /42

      Est $1,560,314 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 3,218 Sq Ft

      17 Hamilton Cartway, Brewster, MA 02631

      17 Hamilton Cartway, Brewster, MA 02631
  • /59

    $650,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,151 Sq Ft

    277 Lund Farm Way, Brewster, MA 02631

    Unique 2151sqft 4-bedroom 2 bath contemporary post & beam home with deeded association beach rights on Blueberry Pond (Millstone Village Association). Built with a reverse floor plan and a top to bottom back wall full of windows overlooking Blueberry Pond, this house has seasonal views now, but used to have year round water views that could be brougth back with proper pruning. Very open floor

    Melanie Cauchon Melanie Cauchon Real Estate

    277 Lund Farm Way, Brewster, MA 02631
  • /33

    $654,000 Sold Sep 05, 2025

    • 2,136 Sq Ft
    • $306/SF
    • 106 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1974

    11 Great Oak Rd, Brewster, MA 02631

    Take a look at the BEST VALUE IN BREWSTER! Incredible Space & Value in the Heart of Brewster! If you're looking for room to grow without breaking the bank, this updated home in a quiet Brewster neighborhood delivers unbeatable value. With 4 legal bedrooms plus a bonus room, there's space for everyone—whether you're hosting guests, working from home, or need extra room for hobbies and storage.

    Serena LoPiccolo Smith Keller Williams Realty

    11 Great Oak Rd, Brewster, MA 02631
    • /29

      Est $774,287 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,380 Sq Ft

      28 Nutley Rd, Brewster, MA 02631

      28 Nutley Rd, Brewster, MA 02631
  • /73

    $1,950,000 Open Sun 10:30AM - 12PM

    • 4 Beds
    • 3 Baths
    • 2,509 Sq Ft

    166 Highland Moors Dr, Brewster, MA 02631

    In one of Brewster's most desirable locations, this treasured home is perched above Namskaket Marsh with views of Crosby Beach and the CC Bay beyond! Loved by just 1 family, this remarkable residence is now available for the 1st time! Designed for comfort, style, and functionality, it features gas forced air heat, central AC, an on-demand gas water heater, and a gas generator. The home's robust

    Amy Harbeck Kinlin Grover Compass

    166 Highland Moors Dr, Brewster, MA 02631
  • /40

    $495,000 Sold Sep 02, 2025

    • 1,032 Sq Ft
    • $480/SF
    • 40 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    288 Fletcher Ln Unit 288, Brewster, MA 02631

    Delightful and private true two bedroom Ocean Edge townhouse abutting beautiful wooded land! An excellent year round home, second home or vacation rental. This unit offers a great layout with second floor bedrooms and a straight staircase for easy access.Recent upgrades include new interior & exterior paint, updated baths, new lighting, washer/dryer, granite kitchen countertops, a shed for

    Meghan Taylor Kinlin Grover Compass

    288 Fletcher Ln Unit 288, Brewster, MA 02631
    • /73

      Est $1,771,183 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,102 Sq Ft

      61 Oliver Dr, Brewster, MA 02631

      61 Oliver Dr, Brewster, MA 02631
  • /19

    $449,500 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    137 Eaton Ln, Brewster, MA 02631

    Updated, air conditioned (both bedrooms and the living area), two bedroom / two bath second floor end condo unit located in Eaton Village of Ocean Edge Resort. Centrally located between two of the largest pools at the resort and close to the Links restaurant, this Freshly Painted condo features Gleaming New Wood Floors with an open layout. Private deck off the living room overlooks the golf

    Margaret Nilson Marietta Realty

    137 Eaton Ln, Brewster, MA 02631
  • /58

    $495,000 Sold Sep 02, 2025

    • 1,032 Sq Ft
    • $480/SF
    • 40 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    288 Fletcher Ln, Brewster, MA 02631

    Delightful and private true two bedroom Ocean Edge townhouse abutting beautiful wooded land! An excellent year round home, second home or vacation rental. This unit offers a great layout with second floor bedrooms and a straight staircase for easy access.Recent upgrades include new interior & exterior paint, updated baths, new lighting, washer/dryer, granite kitchen countertops, a shed for

    Meghan Taylor Kinlin Grover Compass

    288 Fletcher Ln, Brewster, MA 02631
    • /40

      Est $765,734 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,110 Sq Ft

      168 Timberlane Dr, Brewster, MA 02631

      168 Timberlane Dr, Brewster, MA 02631
  • /4

    $549,900

    • Land
    • 1.4 Acres
    • $392,786 per Acre

    0 Ridgewood Dr, Brewster, MA 02631

    Exceptional opportunity to build in one of Brewster's most sought-after locations. This 1.4-acre parcel sits at the end of the cul-de-sac on Ridgewood Drive, directly across from Drummer Boy Park and the Cape Cod Museum of Natural History. Nestled within the Old King's Highway Historic District, the neighborhood is known for its stately homes and timeless character. With nearly endless

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    0 Ridgewood Dr, Brewster, MA 02631
  • /24

    $660,000 Sold Sep 02, 2025

    • 1,716 Sq Ft
    • $385/SF
    • 50 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    30 Pleasant Ct, Brewster, MA 02631

    ***PRICE REDUCTION*** Great buyer opportunity to own in a sought after location with potential for fantastic water views of Pleasant Bay and Nauset! What is a glimpse now could be so much more! 3-bedroom, 1 1/2 bathroom home in a sought after neighborhood, less than one mile to South Orleans Beach. First floor living with the bonus of a walk-out finished lower level- entertain guests while

    Jennifer Lepard Beach Road Properties

    30 Pleasant Ct, Brewster, MA 02631
    • /44

      Est $738,158 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,612 Sq Ft

      199 Timberlane Dr, Brewster, MA 02631

      199 Timberlane Dr, Brewster, MA 02631
  • /33

    $435,000

    • 2 Beds
    • 2.5 Baths
    • 1,380 Sq Ft

    46 Court Way, Brewster, MA 02631

    Welcome to The Colony in Brewster! This 2 bedroom 2.5 bath townhouse offers 3 levels with 1,380 Sq Ft. Enjoy the private back yard and deck, finished walk out basement, 2nd floor includes primary bedroom with a full bath and large closet, along with another bedroom and full bath. Eat in kitchen, fireplaced living room and half bath on the 1st floor. The Colony offers numerous amenities

    Nate Small Today Real Estate

    46 Court Way, Brewster, MA 02631
  • /77

    $4,805,000 Sold Sep 02, 2025

    • 4,246 Sq Ft
    • $1,132/SF
    • 14 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1999

    506 Paines Creek Rd, Brewster, MA 02631

    Coastal Elegance with Panoramic Views.Experience the epitome of Cape Cod living in this breathtaking custom-built Nantucket-style home, perfectly perched above Paines Creek and Cape Cod Bay. With unobstructed panoramic views from Provincetown to Dennis, this meticulously maintained 4-bedroom, 4.5-bath masterpiece offers a rare blend of timeless charm and modern luxury.Designed with no detail

    Daneen Law Gibson Sotheby's International Realty

    506 Paines Creek Rd, Brewster, MA 02631
    • /30

      Est $818,966 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,783 Sq Ft

      549 S Orleans Rd, Brewster, MA 02631

      549 S Orleans Rd, Brewster, MA 02631
  • /41

    $740,000

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft

    33 Captain William Arthur Rd, Brewster, MA 02631

    An exceptionally rare offering in the highly desired Sheep Pond Estates offers you deeded beach access to a private association beach on Sheep Pond, where sandy shores, boating and fishing opportunities await. This delightful well-maintained ranch-style home with a tastefully finished lower level offers the perfect blend of thoughtfully designed indoor and outdoor living. Step into a welcoming

    Deborah Preston Burger Kinlin Grover Compass

    33 Captain William Arthur Rd, Brewster, MA 02631
  • /42

    $630,500 Sold Aug 29, 2025

    • 2,564 Sq Ft
    • $246/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    161 Timberlane Dr, Brewster, MA 02631

    Roll up your sleeves and start building equity in this intriguing ranch on a private lot in a great neighborhood! With more than 2500 sqft and 10+ rooms (counting the walkout basement), your imagination will run wild with ideas about how to use them. If you need one-level living, we've got that with 2-3 bedrooms, a full, updated bath, and laundry room on the main level. If you want additional

    Marie Kelly Berkshire Hathaway HomeServices Robert Paul Properties

    161 Timberlane Dr, Brewster, MA 02631

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home