10,570

Brewster, MA Homes

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  • /27

    $574,000

    $36K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    236 Freemans Way, Brewster, MA 02631

    Exceptional value in a prime Brewster location! This charming, lovingly maintained 3-bedroom, 2-bathroom home sits just moments from the Captains Golf Course and the Cape Cod Rail Trail. Perfect for an owner-occupant or investor, the property features a 4-bedroom septic system—offering immediate peace of mind and built-in potential for future expansion. A fantastic opportunity to secure an

    Agent Photo

    Jessica Larsen

    Keller Williams Realty

    236 Freemans Way, Brewster, MA 02631
  • /55

    Starting at $1,875 Plus Fees

    • Studio - 1 Bed

    873 Harwich Rd, Brewster, MA 02631

    Serenity Apartments at Brewster a 55+ independent community offering year-round apartment rentals located in the heart of Brewster. The beaches are beautiful, and the bike trail is spectacular for walking and biking! These comfortable apartment homes with full kitchens, Serenity Apartments at Brewster features vibrant community spaces including conference areas, a library, a dining area, a four

    Serenity Apartments at Brewster

    873 Harwich Rd, Brewster, MA 02631
  • /44

    $1,678,000

    Sold Jul 21, 2026

    72 Winstead Rd, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,021 Sq Ft
    • Built 2010

    Last Sold Summary

    • $555/SF
    • 26 Days On Market

    Current Estimated Value $1,664,706

    Last Listing Agent Dolores Alberti Gibson Sotheby's International Realty

    72 Winstead Rd, Brewster, MA 02631
    • /39

      Est $431,779

      Not Listed For Sale

      232 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1985
      232 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /42

    $1,795,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,898 Sq Ft

    145 Henrys Rd, Brewster, MA 02631

    Tucked at the end of a quiet Brewster cul-de-sac, this beautifully renovated and expanded residence offers exceptional privacy on 1.38 acres of thoughtfully landscaped grounds. Equally suited as a sophisticated year-round home or an inviting Cape Cod summer retreat, the property is ideally located near the Cape Cod Rail Trail, Nickerson State Park, and the bay beaches at Linnell Landing and

    Agent Photo

    Nora Lynch Smith

    Gibson Sotheby's International Realty

    145 Henrys Rd, Brewster, MA 02631
  • /12

    $3,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,144 Sq Ft
    • House for Rent

    5 Commons Way, Brewster, MA 02631

    Relax & Recharge in an Authentic Cape Cod HomeWelcome to your cozy Cape Cod retreat newly renovated and designed for comfort, relaxation, and family fun. Located just 2 miles from the nearest beach and minutes from downtown Brewster, this charming 3-bedroom, 2-bathroom home offers everything you need for a perfect coastal getaway.Spend your days exploring Brewster's famed beaches,

    5 Commons Way, Brewster, MA 02631
  • /30

    $399,900

    Sold Jun 24, 2026

    21 Chestnut Cir, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft
    • Built 1984

    Last Sold Summary

    • $290/SF
    • 3 Days On Market

    Current Estimated Value $417,882

    Last Listing Agent Jocelyn Maggi LPT Realty, LLC

    21 Chestnut Cir, Brewster, MA 02631
    • /41

      Est $413,397

      Not Listed For Sale

      53 Chilton Ln Unit 53, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1984
      53 Chilton Ln Unit 53, Brewster, MA 02631

      Last Sold Summary

      • 214 Days On Market

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • /22

    $305,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    61 Fletcher Ln Unit F, Brewster, MA 02631

    Welcome to easy Cape Cod living at Ocean Edge. This bright and freshly updated 1-bedroom, 1-bath condo in The Villages offers 579 sq. ft. of comfortable, low-maintenance living in one of Brewster's most popular communities. Recent improvements include fresh paint, new flooring, an updated bathroom vanity and new lighting, creating a clean, inviting feel throughout. The open living and dining area

    Agent Photo

    Jack Sullivan

    Keller Williams Realty

    61 Fletcher Ln Unit F, Brewster, MA 02631
  • /6

    $1,175 Per Month

    • 1 Bed
    • 1 Bath
    • 350 Sq Ft
    • House for Rent

    140 Millstone Rd, Brewster, MA 02631

    SHORT TERM rental 11/1/25-4/30/25; or shorter; main room with small kitchen/dining/living area and 1 bedroom. Stylish and cozy. No pets, no smoking. Utilities not included.

    140 Millstone Rd, Brewster, MA 02631
  • /55

    $677,000

    Sold May 15, 2026

    193 Yankee Dr, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Above List Price
    • $562/SF
    • 8 Days On Market

    Current Estimated Value $680,735

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    193 Yankee Dr, Brewster, MA 02631
    • /41

      Not Listed For Sale

      228 Eaton Ln Unit 228, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1985
      228 Eaton Ln Unit 228, Brewster, MA 02631

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Daniel Neske William Raveis Real Estate & Homes Services

  • /22

    $305,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    61 Fletcher Ln Unit F, Brewster, MA 02631

    Welcome to easy Cape Cod living at Ocean Edge. This bright and freshly updated 1-bedroom, 1-bath condo in The Villages offers 579 sq. ft. of comfortable, low-maintenance living in one of Brewster's most popular communities. Recent improvements include fresh paint, new flooring, an updated bathroom vanity and new lighting, creating a clean, inviting feel throughout. The open living and dining area

    Agent Photo

    Jack Sullivan

    Keller Williams Realty

    61 Fletcher Ln Unit F, Brewster, MA 02631
  • /22

    $2,200 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,380 Sq Ft
    • Townhouse for Rent

    30 Crescent Ln, Brewster, MA 02631

    Flexible Rental in a rarely available townhouse at the Colony. Seeking Renter for 9/1/26-6/1/27. This end unit townhome has recently been improved and will be delivered furnished. First floor features half bathroom by entry, hardwood flooring, upgraded fireplace and gorgeous walkout patio off of the living room. Traditional townhouse layout with two bedrooms upstairs. Primary bedroom features a

    30 Crescent Ln, Brewster, MA 02631
  • /42

    $229,000

    Sold Feb 27, 2026

    60 Fletcher Ln Unit H, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Below List Price
    • $396/SF
    • 129 Days On Market

    Current Estimated Value $250,078

    Last Listing Agent Chelsea McLaughlin RE/MAX Legacy

    60 Fletcher Ln Unit H, Brewster, MA 02631
    • /25

      Not Listed For Sale

      102 Howland Cir Unit 99, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,063 Sq Ft
      • Built 1987
      102 Howland Cir Unit 99, Brewster, MA 02631

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /31

    $340,000

    • 1 Bed
    • 1 Bath
    • 591 Sq Ft

    62 Fletcher Ln Unit N, Brewster, MA 02631

    Welcome to Ocean Edge in picturesque Brewster! This beautifully renovated, top-floor 1-bedroom, 1-bath condo in Fletcher Village offers turn-key coastal living and is being sold fully furnished. The open-concept interior features vaulted ceilings, luxury vinyl plank floors, and a ceiling fan. The updated kitchen showcases quartz countertops, stainless steel appliances, an island breakfast bar,

    Jay Schildge Redfin Corp.

    62 Fletcher Ln Unit N, Brewster, MA 02631
  • /36

    $1,400,000

    Sold Aug 03, 2026

    61 & 0 Bonnie Doone Cartway, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $737/SF
    • 22 Days On Market

    Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

    61 & 0 Bonnie Doone Cartway, Brewster, MA 02631
    • /31

      Not Listed For Sale

      128 Chilton Ln Unit 128, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1984
      128 Chilton Ln Unit 128, Brewster, MA 02631

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Cape Island Estates Group Christie's Int'l RE Atlantic Brokerage

  • /59

    $1,795,000

    New Construction $54K PRICE DROP Pending
    • 2 Beds
    • 3.5 Baths
    • 3,172 Sq Ft

    84 Alden Dr, Brewster, MA 02631

    Discover a rare opportunity to own a brand-new waterfront retreat in the heart of Brewster, set directly on the shores of picturesque Schoolhouse Pond. Designed for unforgettable Cape Cod summers, this exceptional home invites you to spend long afternoons on the expansive mahogany deck overlooking the water or launch a kayak right from your backyard. Offering over 3,100 sq ft of impeccably

    Thiago Monteiro William Raveis Real Estate & Home Services

    84 Alden Dr, Brewster, MA 02631
  • /14

    $270,000

    Sold Oct 27, 2025

    61 Fletcher Ln Unit H, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft
    • Built 1987

    Last Sold Summary

    • 8% Below List Price
    • $466/SF
    • 46 Days On Market

    Current Estimated Value $290,048

    Last Listing Agent Team Seaport Seaport Village Realty

    61 Fletcher Ln Unit H, Brewster, MA 02631
    • /23

      Not Listed For Sale

      0 Run Hill Rd, Brewster, MA 02631

      0 Run Hill Rd, Brewster, MA 02631

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • /30

    $340,000

    • 1 Bed
    • 1 Bath
    • 589 Sq Ft

    62 Fletcher Ln Unit N, Brewster, MA 02631

    Welcome to Ocean Edge in picturesque Brewster! This beautifully renovated, top-floor 1-bedroom, 1-bath condo in Fletcher Village offers turn-key coastal living and is being sold fully furnished. The open-concept interior features vaulted ceilings, luxury vinyl plank floors, and a ceiling fan. The updated kitchen showcases quartz countertops, stainless steel appliances, an island breakfast bar,

    Jason Schildge Redfin Corporation

    62 Fletcher Ln Unit N, Brewster, MA 02631
  • /42

    $744,000

    Sold Jun 30, 2026

    147 Brook Trail Rd, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,983 Sq Ft
    • Built 1971

    Last Sold Summary

    • 7% Below List Price
    • $375/SF
    • 33 Days On Market

    Current Estimated Value $750,166

    Last Listing Agent Kathleen Clancy William Raveis Real Estate & Homes Services

    147 Brook Trail Rd, Brewster, MA 02631
    • /11

      Not Listed For Sale

      81 Fletcher Ln Unit H, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 579 Sq Ft
      • Built 1987
      81 Fletcher Ln Unit H, Brewster, MA 02631

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /40

    $485,000

    $40K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft

    27 Billington Ln Unit 27, Brewster, MA 02631

    Welcome to 27 Billington Lane at Ocean Edge!Discover the ease of coastal living in this charming townhome-style condo. Thoughtfully updated, this townhome is equally suited for year-round living, a weekend retreat, or a savvy investment.A beautifully renovated kitchen featuring added cabinetry, generous counter space, provides everything you need to cook and entertain with ease. Both

    Leighton Team Keller Williams Realty

    27 Billington Ln Unit 27, Brewster, MA 02631
  • /2

    $1,270,000

    Sold Dec 02, 2025

    70 Run Hill Rd, Brewster, MA 02631

    • 3 Beds
    • 3.5 Baths
    • 2,926 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $434/SF
    • 31 Days On Market

    Current Estimated Value $1,341,201

    Last Listing Agent Andrea Howell William Raveis Real Estate & Home Services

    70 Run Hill Rd, Brewster, MA 02631
    • /9

      Not Listed For Sale

      121 Evelyns Dr, Brewster, MA 02631

      • 3 Beds
      • 3.5 Baths
      • 3,213 Sq Ft
      • Built 2025
      121 Evelyns Dr, Brewster, MA 02631

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Doug Grattan Christie's International Real Estate Atlantic Brokerage

  • /23

    $410,000

    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    41 Woodview Dr Unit B-41, Brewster, MA 02631

    Enter the Brewster market in this updated 2BR 1.5 bath end unit Townhouse in quiet location. Bright and open first floor offers livingroom with fireplace, dining area, refreshed kitchen with stainless steel appliances and upgraded countertops. A half bath and laundry are also on this level. Second floor boasts two generously sized bedrooms and renovated bath. A private rear deck with storage

    Lori Fanning Smith Compass

    41 Woodview Dr Unit B-41, Brewster, MA 02631
  • /28

    $251,000

    Sold Jan 30, 2026

    60 Fletcher Ln Unit C, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Below List Price
    • $434/SF
    • 157 Days On Market

    Current Estimated Value $265,653

    Last Listing Agent Leighton Team Keller Williams Realty

    60 Fletcher Ln Unit C, Brewster, MA 02631
    • /37

      Not Listed For Sale

      194 Eaton Ln Unit 194, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1986
      194 Eaton Ln Unit 194, Brewster, MA 02631

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Lisa Adams Orleans Village Properties, LLC

  • /31

    $775,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    193 Wayside Dr, Brewster, MA 2631

    Lovingly maintained by its original owner, this charming Cape-style home is nestled in a sought-after Brewster location and offers the perfect blend of comfort, privacy, and Cape Cod charm. Set on a peaceful, wooded lot, the home features a bright, open floor plan, a desirable first-floor bedroom, convenient first-floor laundry, a one-car garage, and the added peace of mind of a whole-house

    Deborah Martin Keller Williams Realty

    193 Wayside Dr, Brewster, MA 2631
  • /31

    $290,000

    Sold May 29, 2026

    100 Fletcher Ln Unit C, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $501/SF
    • 30 Days On Market

    Current Estimated Value $290,292

    Last Listing Agent Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit C, Brewster, MA 02631
    • /50

      Not Listed For Sale

      143 Evelyns Dr, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 2,670 Sq Ft
      • Built 1984
      143 Evelyns Dr, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

  • /36

    $875,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    70 Old Freemans Way, Brewster, MA 02631

    Beautifully renovated Cape tucked away in a lovely, private setting! This well-cared-for 3-bedroom, 2-bath home offers an inviting open floor plan, hardwood floors throughout, and numerous thoughtful updates. The kitchen features newer cabinetry, granite countertops & opens to the fireplaced living room. Both baths have been tastefully renovated with custom tile, vanities, fixtures, & lighting.

    Dee Higgins Gibson Sotheby's International Realty

    70 Old Freemans Way, Brewster, MA 02631
  • /33

    $475,000

    Sold Sep 30, 2025

    178 Billington Ln, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $460/SF
    • 5 Days On Market

    Current Estimated Value $492,251

    Last Listing Agent Leighton Team Keller Williams Realty

    178 Billington Ln, Brewster, MA 02631
    • /59

      Est $2,072,282

      Not Listed For Sale

      31 Frank d Lawrence Rd, Brewster, MA 02631

      • 2 Beds
      • 4 Baths
      • 3,682 Sq Ft
      • Built 2006
      31 Frank d Lawrence Rd, Brewster, MA 02631

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Team Van Ness Kinlin Grover Compass

  • /21

    $699,000

    Pending
    • Land
    • 2.11 Acres
    • $331,280 per Acre

    0 Landing Dr, Brewster, MA 02631

    This 2.11 acre lot in Beechwood Landing is located close to both the sandy association beach on Greenland Pond and the dock and mooring field on Long Pond. Outdoor recreation is a breeze with these beautifully maintained amenities just a short stroll in either direction. This exceptionally large, upland parcel is populated by Beech, oak, pine and native flora and should offer multiple options for

    Jeff Cusack Cove Road Real Estate

    0 Landing Dr, Brewster, MA 02631
  • /41

    $702,500

    Sold Jul 31, 2026

    5 Maple Ln, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $436/SF
    • 63 Days On Market

    Current Estimated Value $734,519

    Last Listing Agent Leighton Team Keller Williams Realty

    5 Maple Ln, Brewster, MA 02631
    • /31

      Est $1,254,579

      Not Listed For Sale

      120 Alden Dr, Brewster, MA 02631

      • 3 Beds
      • 4 Baths
      • 2,786 Sq Ft
      • Built 2006
      120 Alden Dr, Brewster, MA 02631

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$755,000
Median Single Family Sale Price
$899,999
Median Townhouse Sale Price
$485,000
Median 2 Bedroom Sale Price
$521,000
Median 1 Bedroom Sale Price
$329,000
Average Price Per Sq Ft
$533
Number of Homes for Sale
10,570
Last 12 months Home Sales
307
Months of Supply
2.00
Median List Price
$775,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
14%
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