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Under contract
    • $1,699,000

    2 Grassy Plains Road, Westport, CT 06880

    4beds
    2,881sqft
    : 
    $10,021/mo
    Get pre-qualified
    Single Family Residence
    Built in 1955
    1.11 Acres Lot
    $-- Zestimate®
    $590/sqft
    $-- HOA

    What's special

    *SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both everyday living and gracious entertaining. Light pours in through picture windows, French doors, and skylights giving a bright airy feel throughout. At the heart of the home is a stunning chef's kitchen equipped with high-end stainless steel appliances. The open dining area is perfect for feasts with family. Sliders leading to multiple decks make indoor-outdoor living seamless. Relax in the inviting living room with a cozy fireplace, or entertain outdoors on the expansive deck overlooking lush lawns. Retreat to the primary suite that boasts a newly renovated spa-like bath. Two additional bedrooms & full bath complete this level. The lower level offers a family room, perfect for movie nights, as well as office built-ins to WFH. A playroom/rec space, plus a fourth bedroom and full bath, make an ideal setup for guests, in-laws, or au pair. Step outside to your resort-like oasis featuring a stunning, sun-drenched saltwater pool and cabana with bar & Sonos - summer entertaining perfection! Energy efficient with Tesla Solar Roof, newer mechanicals and a generator give peace of mind. *SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST* *Driveway will be sealed before closing.
    78 days
    |
    164
    |
    2
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Bross Chingas Bross Team at Coldwell Banker,

    Jessica Brookbanks (917)940-9086,

    Coldwell Banker Realty 203-227-8424

    Source: Smart MLS,MLS#: 24176436MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bay/Bow Window, Ceiling Fan(s), French Doors, Walk-In Closet(s), Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Lower
      Primary bathroom
      • Features: Remodeled, Quartz Counters, Stall Shower, Tile Floor
      • Level: Main
      Bathroom
      • Features: Tub w/Shower, Tile Floor
      • Level: Main
      Bathroom
      • Features: Tile Floor
      • Level: Main
      Bathroom
      • Features: Tub w/Shower, Tile Floor
      • Level: Lower
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      Family room
      • Features: Remodeled, Bookcases, Built-in Features, Composite Floor
      • Level: Lower
      Kitchen
      • Features: Skylight, Vaulted Ceiling(s), Granite Counters, Wet Bar, Kitchen Island, Sliders
      • Level: Main
      Living room
      • Features: Palladian Window(s), High Ceilings, Cathedral Ceiling(s), Gas Log Fireplace, Hardwood Floor
      • Level: Main
      Rec play room
      • Features: Hardwood Floor
      • Level: Lower
      Heating
      • Hot Water, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Oven, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
      • Laundry: Main Level
      Features
      • Windows: Thermopane Windows
      • Basement: Full,Sump Pump,Storage Space,Finished,Garage Access,Interior Entry,Walk-Out Access
      • Attic: Walk-up
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,881
      • Total interior livable area: 2,881 sqft
      • Finished area above ground: 1,849
      • Finished area below ground: 1,032
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Patio & porch: Porch, Deck
      • Has private pool: Yes
      • Pool features: In Ground
      • Spa features: Heated
      • Fencing: Full
      • Waterfront features: Beach Access
      Lot
      • Size: 1.11 Acres
      Details
      • Additional structures: Cabana
      • Parcel number: 410173
      • Zoning: AAA
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding, Stone
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1955

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      Green energy
      • Energy efficient items: Windows
      • Energy generation: Solar

      Community & HOA

      Community
      • Subdivision: Old Hill
      HOA
      • Has HOA: No
      Location
      • Region: Westport

      Financial & listing details

      • Price per square foot: $590/sqft
      • Tax assessed value: $532,500
      • Annual tax amount: $7,029
      • Date on market: 5/26/2026
      • Exclusions: As per Incl/Excl Rider

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/19/2026Pending sale$1,699,000$590/sqft
        Source: Smart MLS #24176436 Report a problem
        5/28/2026Listed for sale$1,699,000+62.1%$590/sqft
        Source: Smart MLS #24176436 Report a problem
        12/14/2007Sold$1,048,000-6.6%$364/sqft
        Source: Smart MLS #98333839 Report a problem
        4/7/2005Sold$1,122,500+155.1%$390/sqft
        Source: Public Record Report a problem
        7/2/1999Sold$440,000+72.5%$153/sqft
        Source: Public Record Report a problem
        11/6/1991Sold$255,000$89/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,043 +1.3%$532,500
        2024$9,915 +1.5%$532,500
        2023$9,771 +1.5%$532,500
        2022$9,622 $532,500
        2021$9,622 +2.2%$532,500 -5.5%
        2020$9,418 -0.9%$563,600
        2019$9,502 $563,600
        2018$9,502 $563,600
        2017$9,502 $563,600
        2016$9,502 $563,600
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Old Hill

        Getting around

        15 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Kings Highway
        • Middle: Coleytown
        • High: Staples

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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