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For sale
  • Price cut: $120K (7/12)
    $3,775,000

    37 Glen Rd, Westport, MA 02790

    4beds
    5,000sqft
    : 
    Single Family Residence
    Built in 1978
    11.3 Acres Lot
    $3,575,700 Zestimate®
    $755/sqft
    $-- HOA

    What's special

    Expanded one-level capeFamily sitting roomStone patiosExpansive decksDining roomGranite benchesPrivate dock
    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.
    61 days
    on Zillow
    |
    2,908
    |
    146
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    Zillow last checked: 7 hours ago

    Listing updated: August 08, 2025 at 07:12am

    Listed by:

    Team MCM,

    Gibson Sotheby's International Realty

    Source: MLS PIN,MLS#: 73389676
    Travel times

    Tour with a buyer's agent

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

    Next available tour time:Today at 4pm

    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
    Video & virtual tour

    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: 11.3 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 & HOA

    Community
    • Features: Shopping, Walk/Jog Trails, Conservation Area, Marina
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: Westport

    Financial & listing details

    • Price per square foot: $755/sqft
    • Tax assessed value: $3,271,100
    • Annual tax amount: $24,370
    • Date on market: 6/11/2025
    • Road surface type: Paved
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