37 Oliver Road
Brewster, MA, 02631
$2,695,000
4 Beds
3.5 Baths
3,937 SqFt
5.14 Acres
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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.

Property Details

Price:
$2,695,000
MLS #:
22503944
Status:
Pending
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Aug 14, 2025
Finished Sq Ft:
3,937
Total Sq Ft:
3,937
Lot Size:
223,986 sqft / 5.14 acres (approx)
Year Built:
1995
OutbuildingPoolNauset

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Schools

School District:
Nauset

Interior

Appliances
Dishwasher
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood, Carpet, Tile
Heating
Hot Water
Laundry Features
First Floor

Exterior

Architectural Style
Cape Cod, Farmhouse
Construction Materials
Shingle Siding
Other Structures
Outbuilding, Other
Parking Spots
8
Roof
Asphalt

Financial

Tax Year
2025
Taxes
$11,031

Map

Community

Market Summary

Current real estate data for Single Family in Brewster as of Oct 24, 2025
50
Single Family Listed
79
Avg DOM
565
Avg $ / SqFt
$1,197,571
Avg List Price

Property Summary

    37 Oliver Road Brewster MA is a Single Family for sale in Brewster, MA, 02631. It is listed for $2,695,000 and features 4 beds, 4 baths, and has approximately 3,937 square feet of living space, and was originally constructed in 1995. The current price per square foot is $685. The average price per square foot for Single Family listings in Brewster is $565. The average listing price for Single Family in Brewster is $1,197,571. To schedule a showing of MLS#22503944 at 37 Oliver Road in Brewster, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.

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