Skip main navigation
For sale
  • $2,695,000

    37 Oliver Dr, Brewster, MA 02631

    4beds
    3,937sqft
    : 
    Single Family Residence
    Built in 1995
    5.14 Acres Lot
    $2,602,900 Zestimate®
    $685/sqft
    $-- HOA

    What's special

    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.
    13 days
    on Zillow
    |
    893
    |
    53
    |

    Zillow last checked: 7 hours ago

    Listing updated: August 18, 2025 at 12:08am

    Listed by:

    LuxRECapeCod Group,

    Gibson Sotheby's International Realty

    Source: MLS PIN,MLS#: 73418204
    Travel times

    Tour with a buyer's agent

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

    Next available tour time:Tomorrow at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Heating
    • Baseboard
    Cooling
    • Central Air
    Features
    • Has basement: No
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 3,937
    • Total interior livable area: 3,937 sqft
    • Finished area above ground: 3,937
    Video & virtual tour

    Property

    Parking
    • Total spaces: 4
    • Parking features: Attached
    • Attached garage spaces: 2
    Features
    • Fencing: Fenced/Enclosed
    Lot
    • Size: 5.14 Acres
    • Features: Level
    Details
    • Zoning: RES

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape,Farmhouse
    • Property subtype: Single Family Residence
    Materials
    • Foundation: Concrete Perimeter
    Condition
    • Year built: 1995

    Utilities & green energy

    • Sewer: Private Sewer
    • Water: Public

    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
    • Loading
    • Loading