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Sold for $3,600,000
    • $3,600,000

    37 Glen Rd, Westport, MA 02790

    4beds
    5,000sqft
    Single Family Residence
    Built in 1978
    11.3 Acres Lot
    $3,703,200 Zestimate®
    $720/sqft
    $5,768 Estimated rent

    Home value

    $3,703,200

    $3.33M - $4.11M

    $5,768/mo

    Zestimate® history
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    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Team MCM 508-995-2444,

    Gibson Sotheby's International Realty 774-202-7603

    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
    • Included: Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
    • 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: 9
    • Parking features: Attached, Garage Door Opener, Workshop in Garage, Off Street, Stone/Gravel
    • Attached garage spaces: 3
    • Uncovered spaces: 6
    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), Water, Dock/Mooring, Pond, River
    • Has water view: Yes
    • Water view: Dock/Mooring,Pond,River,Water
    • 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: $720/sqft
    • Tax assessed value: $3,271,100
    • Annual tax amount: $24,370
    • Date on market: 11/1/2025
    • Road surface type: Paved

    Price history

    DateEventPrice
    10/10/2025Sold$3,600,000-4.6%$720/sqft
    Source: MLS PIN #73389676 Report a problem
    9/3/2025Contingent$3,775,000$755/sqft
    Source: MLS PIN #73389676 Report a problem
    8/8/2025Listed for sale$3,775,000$755/sqft
    Source: MLS PIN #73389676 Report a problem
    8/5/2025Contingent$3,775,000$755/sqft
    Source: MLS PIN #73389676 Report a problem
    7/12/2025Price change$3,775,000-3.1%$755/sqft
    Source: MLS PIN #73389676 Report a problem
    6/11/2025Listed for sale$3,895,000+10.5%$779/sqft
    Source: MLS PIN #73389676 Report a problem
    10/20/2023Sold$3,525,000-7.2%$705/sqft
    Source: StateWide MLS RI #1337673 Report a problem
    9/7/2023Pending sale$3,800,000$760/sqft
    Source: StateWide MLS RI #1337673 Report a problem
    8/20/2023Contingent$3,800,000$760/sqft
    Source: StateWide MLS RI #1337673 Report a problem
    6/14/2023Listed for sale$3,800,000+44.8%$760/sqft
    Source: MLS PIN #73124544 Report a problem
    9/1/2009Sold$2,625,000-25%$525/sqft
    Source: Public Record Report a problem
    5/4/2008Listing removed$3,500,000$700/sqft
    Source: NCI Report a problem
    4/6/2008Listed for sale$3,500,000$700/sqft
    Source: NCI Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$24,370 +39.7%$3,271,100 +44.9%
    2024$17,448 -1.1%$2,257,200 +4.4%
    2023$17,635 -2.4%$2,161,100 +1.5%
    2022$18,060 +10%$2,129,700 +11.8%
    2021$16,422 +3.6%$1,905,100 +1.3%
    2020$15,849 -2.2%$1,880,100 -4.1%
    2019$16,213 -7.3%$1,960,500 -8.4%
    2018$17,485 +2.4%$2,140,200 -0.1%
    2017$17,074 +3.5%$2,142,300 +2.7%
    2016$16,500 -4.9%$2,086,000 -4.6%
    2015$17,343 +3.3%$2,187,000 +0.3%
    2014$16,781 +4.2%$2,179,400
    2013$16,106 -9.2%$2,179,400 -13.4%
    2012$17,745 +7.6%$2,517,000 +2.4%
    2011$16,495 +33.2%$2,458,300 +24.5%
    2010$12,385 +18.7%$1,975,300 +4.9%
    2009$10,431 +41.5%$1,882,800 +42%
    2008$7,370 +13.8%$1,325,500 +7.4%
    2007$6,477 -3.6%$1,233,700 -2.1%
    2006$6,720 +16.1%$1,260,800 +33.8%
    2005$5,787 -12.7%$942,500 +14.7%
    2004$6,630 -3.9%$821,600 -1.7%
    2003$6,898 $836,100
    Find assessor info on the county website

    Neighborhood: 02790

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    Estimated market value
    $3,703,200
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    Estimated market value
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