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For sale
  • $2,695,000

    37 Oliver Road, Brewster, MA 02631

    4beds
    3,937sqft
    : 
    Single Family Residence
    Built in 1995
    5.14 Acres Lot
    $2,573,400 Zestimate®
    $685/sqft
    $-- HOA

    What's special

    Sparkling poolScenic ponds and trailsCharming guest spaceDedicated riding arenaBright inviting layout
    Set on over 5 acres of privacy in a peaceful Brewster location, this exceptional property offers a rare combination of space, comfort, and versatility. The 3,000+ sq ft main home, built in 1995, features a bright, inviting layout ideal for gathering and entertaining. A working barn with three stalls is perfect for equestrians or hobby farmers, and is accompanied by a dedicated riding arena and a charming guest space. Enjoy summer days by the sparkling pool, or explore the nearby scenic ponds and trails just moments away. The property also benefits from a new 6-bedroom septic system, offering peace of mind for years to come. Surrounded by natural beauty, this is a one-of-a-kind opportunity to own a private Cape Cod retreat with endless possibilities.
    10 days
    on Zillow
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    1,519
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    98
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    Zillow last checked: 7 hours ago

    Listing updated: August 15, 2025 at 12:19pm

    Listed by:

    LUXRECapeCod 774-316-2604,

    Gibson Sotheby's International Realty

    Source: CCIMLS,MLS#: 22503944MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 37 Oliver Road.

    Next available tour time:Tomorrow at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    • Main level bathrooms: 3
    Primary bedroom
    • Description: Door(s): Other
    • Features: Built-in Features, View, Office/Sitting Area
    • Level: First
    Bedroom 2
    • Level: Second
    Bedroom 3
    • Level: Second
    Bedroom 4
    • Level: First
    Primary bathroom
    • Features: Private Full Bath
    Dining room
    • Level: First
    Kitchen
    • Features: Kitchen Island, Upgraded Cabinets, Built-in Features, Cathedral Ceiling(s)
    • Level: First
    Living room
    • Description: Fireplace(s): Wood Burning
    • Level: First
    Heating
    • Hot Water
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher
    • Laundry: First Floor
    Features
    • Recessed Lighting
    • Flooring: Wood, Carpet, Tile
    • Doors: Other
    • Number of fireplaces: 2
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 3,937
    • Total interior livable area: 3,937 sqft

    Property

    Parking
    • Total spaces: 8
    • Parking features: Garage - Attached, Open
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Stories: 1
    • Entry location: First Floor
    • Has private pool: Yes
    • Pool features: In Ground
    • Fencing: Fenced
    • Has view: Yes
    Lot
    • Size: 5.14 Acres
    • Features: Shopping, Level
    Details
    • Additional structures: Outbuilding, Other
    • Parcel number: 93360
    • Zoning: RR
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod, Farmhouse
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Foundation: Poured
    • Roof: Asphalt
    Condition
    • Updated/Remodeled, Actual
    • New construction: No
    • Year built: 1995
    • Major remodel year: 2021

    Utilities & green energy

    • Electric: Photovoltaics Seller Owned
    • Sewer: Septic Tank, Private Sewer

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Brewster

    Financial & listing details

    • Price per square foot: $685/sqft
    • Tax assessed value: $1,599,100
    • Annual tax amount: $11,031
    • Date on market: 8/14/2025
    • Road surface type: Paved
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