Skip main navigation
Sold for $3,600,000 on 10/10/25
  • $3,600,000

    37 Glen Rd, Westport, MA 02790

    4beds
    5,000sqft
    Single Family Residence
    Built in 1978
    11.3 Acres Lot
    $3,601,300 Zestimate®
    $720/sqft
    $5,280 Estimated rent

    Owner options

    List your home for rent

    $5,280/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $5,280/mo

    Rent Zestimate®

    Refinance and save

    $22,454/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $22,454/mo

    Est. payment

    What's special

    Welcome to 37 Glen Road, a spectacular waterfront retreat set atop a private peninsula with sweeping views of the Westport River. This picturesque 5,000+ sq ft home is sited on 11.3 acres of rolling lawns, mature woods, landscaped gardens and features a pond, stream, and private dock. Thoughtfully renovated in 2010, the expanded one-level Cape features 3 bedrooms, a timeless kitchen and scullery, fireplaced library with custom bookshelves, family sitting room, dining room, fireplaced living room and an overall flowing layout that captures water views from nearly every room. In addition, a 1,000+/- sq ft studio/guest suite is located above the attached three-bay garage, ideal for visitors or home office. Expansive decks, stone patios, and granite benches offer quiet places to take in the natural beauty, abundant wildlife, and rare dual river views—both across and downriver. This dynamic, peaceful setting is truly one of a kind.

    Zillow last checked: 7 hours ago

    Listing updated: October 10, 2025 at 02:06pm

    Listed by:

    Team MCM,

    Gibson Sotheby's International Realty

    Bought with:

    Team MCM

    Gibson Sotheby's International Realty

    Source: MLS PIN,MLS#: 73389676

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 2
    • 1/2 bathrooms: 3
    • Main level bedrooms: 1
    Primary bedroom
    • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Wood, Window(s) - Bay/Bow/Box, Exterior Access, Slider, Window Seat
    • Level: Main,First
    Bedroom 2
    • Features: Closet, Flooring - Wood, Crown Molding
    • Level: First
    Bedroom 3
    • Features: Bathroom - Half, Closet, Flooring - Wood
    • Level: First
    Bedroom 4
    • Features: Bathroom - Half, Closet/Cabinets - Custom Built
    • Level: Second
    Primary bathroom
    • Features: Yes
    Bathroom 1
    • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
    • Level: First
    Bathroom 2
    • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
    • Level: First
    Bathroom 3
    • Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
    • Level: First
    Dining room
    • Features: Flooring - Wood, Wainscoting, Crown Molding
    • Level: First
    Family room
    • Features: Vaulted Ceiling(s), Flooring - Wood, Window(s) - Bay/Bow/Box
    • Level: First
    Kitchen
    • Features: Flooring - Stone/Ceramic Tile, Dining Area, Countertops - Upgraded, Kitchen Island, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Lighting - Pendant, Crown Molding
    • Level: First
    Living room
    • Features: Flooring - Wood, Window(s) - Picture, French Doors, Crown Molding
    • Level: First
    Heating
    • Forced Air, Radiant, Propane, Hydro Air, Fireplace(s)
    Cooling
    • Central Air, Ductless
    Appliances
    • Laundry: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, First Floor
    Features
    • Closet/Cabinets - Custom Built, Cathedral Ceiling(s), Ceiling Fan(s), Bathroom - Half, Library, Entry Hall, Sun Room, Bathroom, Walk-up Attic
    • Flooring: Wood, Tile, Flooring - Wood, Flooring - Stone/Ceramic Tile
    • Doors: French Doors
    • Basement: Full,Interior Entry,Bulkhead,Unfinished
    • Number of fireplaces: 2
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 5,000
    • Total interior livable area: 5,000 sqft
    • Finished area above ground: 5,000

    Property

    Parking
    • Total spaces: 6
    • Parking features: Attached, Garage Door Opener, Workshop in Garage, Off Street, Stone/Gravel
    • Attached garage spaces: 3
    Features
    • Patio & porch: Deck, Patio
    • Exterior features: Deck, Patio, Storage, Professional Landscaping, Sprinkler System, Garden, Outdoor Shower, Stone Wall
    • Has view: Yes
    • View description: Scenic View(s)
    • Waterfront features: Waterfront, Stream, River, Dock/Mooring, Frontage, Direct Access, Private, Bay, Ocean, Beach Ownership(Public)
    Lot
    • Size: 11.30 Acres
    • Features: Wooded, Easements, Cleared, Sloped
    Details
    • Parcel number: M:71 L:88,3000971
    • Zoning: R1

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • Year built: 1978

    Utilities & green energy

    • Electric: Generator, Circuit Breakers
    • Sewer: Private Sewer
    • Water: Private

    Community & neighborhood

    Security
    • Security features: Security System
    Community
    • Community features: Shopping, Walk/Jog Trails, Conservation Area, Marina
    Location
    • Region: Westport

    Other

    Other facts
    • Road surface type: Paved