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.
For sale
$2,695,000
37 Oliver Road, Brewster, MA 02631
4beds
3,937sqft
Est.:
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
- 10 days
- on Zillow |
- 1,519 |
- 98 |
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#: 22503944

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
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
Video & virtual tour
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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