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Under contract
    • $1,649,000

    104 Old Road, Westport, CT 06880

    4beds
    2,807sqft
    : 
    $10,378/mo
    Get pre-qualified
    Single Family Residence
    Built in 1954
    0.51 Acres Lot
    $-- Zestimate®
    $587/sqft
    $-- HOA

    What's special

    Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own private floor and features vaulted ceilings, a walk-in closet, and a luxurious bath. An adjacent oversized room provides the perfect retreat for a home office, gym, or additional living space. 3 additional bedrooms share another large bath. The finished lower level offers even more versatility, with a separate entrance, mudroom/laundry room, full bath, and a flexible playroom, family room, or second home office. Outside, the level, fully fenced yard provides plenty of room for play, pets, gardening, and entertaining. With its exceptional location, thoughtfully designed spaces, and inviting indoor-outdoor living, 104 Old Road is a wonderful opportunity to enjoy all that Westport has to offer-close to town, schools, shopping, & just minutes from the Greens Farms train station. Showings begin Wednesday 9/9
    24 days
    2,635
    272

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Casey Lange (203)249-0900,

    Compass Connecticut, LLC 203-423-3100

    Source: Smart MLS,MLS#: 24201214MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Vaulted Ceiling(s), Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 315 Square Feet
      • Dimensions: 15 x 21
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 143 Square Feet
      • Dimensions: 11 x 13
      Bedroom
      • Features: Full Bath, Hardwood Floor
      • Level: Upper
      • Area: 192 Square Feet
      • Dimensions: 12 x 16
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 90 Square Feet
      • Dimensions: 9 x 10
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 132 Square Feet
      • Dimensions: 11 x 12
      Family room
      • Level: Main
      • Area: 352 Square Feet
      • Dimensions: 16 x 22
      Kitchen
      • Features: Remodeled, Breakfast Bar, Quartz Counters, Pantry, Hardwood Floor
      • Level: Main
      • Area: 121 Square Feet
      • Dimensions: 11 x 11
      Living room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      • Area: 242 Square Feet
      • Dimensions: 11 x 22
      Office
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 378 Square Feet
      • Dimensions: 18 x 21
      Rec play room
      • Level: Lower
      • Area: 190 Square Feet
      • Dimensions: 10 x 19
      Heating
      • Hot Water, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Lower Level
      Features
      • Open Floorplan
      • Basement: Crawl Space
      • Attic: Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,807
      • Total interior livable area: 2,807 sqft
      • Finished area above ground: 2,807
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 1
      Features
      • Levels: Multi/Split
      • Patio & porch: Patio
      • Exterior features: Garden, Stone Wall
      • Waterfront features: Beach Access
      Lot
      • Size: 0.51 Acres
      • Features: Level
      Details
      • Parcel number: 412367
      • Zoning: A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Split Level
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1954

      Utilities & green energy

      • Sewer: Public Sewer, Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Long Lots
      HOA
      • Has HOA: No
      Location
      • Region: Westport

      Financial & listing details

      • Price per square foot: $587/sqft
      • Tax assessed value: $532,100
      • Annual tax amount: $10,035
      • Date on market: 9/5/2026
      • Exclusions: see exclusions and inclusions doc

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/19/2026Pending sale$1,649,000$587/sqft
        Source: Smart MLS #24201214 Report a problem
        9/9/2026Listed for sale$1,649,000+31.9%$587/sqft
        Source: Smart MLS #24201214 Report a problem
        12/19/2022Sold$1,250,000+2%$445/sqft
        Source: Smart MLS #170520113 Report a problem
        12/6/2022Pending sale$1,225,000$436/sqft
        Source: Halstead / Brown Harris Stevens #170520113 Report a problem
        11/21/2022Contingent$1,225,000$436/sqft
        Source: Smart MLS #170520113 Report a problem
        11/10/2022Listed for sale$1,225,000+78.1%$436/sqft
        Source: Smart MLS #170520113 Report a problem
        11/22/2002Sold$688,000+41.9%$245/sqft
        Source: Smart MLS #98134866 Report a problem
        6/29/1998Sold$485,000$173/sqft
        Source: Smart MLS #98006472 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,035 +2.9%$532,100 +1.6%
        2024$9,755 +1.5%$523,900
        2023$9,614 +1.6%$523,900
        2022$9,467 $523,900
        2021$9,467 +1.2%$523,900 -6.4%
        2020$9,356 -0.9%$559,900
        2019$9,440 $559,900
        2018$9,440 $559,900
        2017$9,440 $559,900
        2016$9,440 $559,900
        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: Staples

        Getting around

        35 / 100
        Car-Dependent
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Long Lots
        • Middle: Bedford
        • 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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