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Under contract
    • $2,699,000

    34 Woodside Avenue, Westport, CT 06880

    4beds
    3,600sqft
    : 
    $16,971/mo
    Get pre-qualified
    Single Family Residence
    Built in 1858
    0.77 Acres Lot
    $-- Zestimate®
    $750/sqft
    $-- HOA

    What's special

    Room for poolNew walled-gardenMultiple home office optionsPeaceful surroundingsSunny level propertyPrivate retreatsWarm gathering spaces
    Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, exceptional functionality, and a coveted location just an easy stroll to downtown Westport. Designed for both everyday living and easy entertaining, the home features warm gathering spaces and private retreats. A chef's kitchen with Thermador range and walk-in pantry opens to the home's inviting living and dining areas. Over $600K of recent updates including the stunning, newly-redesigned primary suite - a true sanctuary, with a new focal wall with custom cabinetry and gas fireplace, a well-equipped bath with dual sinks, tub and shower, plus a distinctive turreted sitting room, an idyllic space to relax. Multiple home office options. A new outbuilding elevates the property to an entirely new level. Designed as a private wellness retreat, this extraordinary Onsen-inspired space features hot and cold plunge pools, a sauna, shower, gas fireplace, and loft, creating a resort-quality experience. Outside, the sunny, level property features a new, walled-garden, crushed-stone patio and a 2nd patio, allowing for entertaining, gardening, and enjoying the peaceful surroundings. Room for pool! Town water/gas/sewer. Rich in character, beautifully updated, and uniquely equipped for modern wellness and work-from-home living, this exceptional residence offers a lifestyle rarely found in this historic, near-town neighborhood.
    22 days
    |
    4,594
    |
    394
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Cyd Hamer (917)744-5089,

    William Pitt Sotheby's Int'l 203-227-1246

    Source: Smart MLS,MLS#: 24185246MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Music Room
      Primary bedroom
      • Features: Remodeled, Cathedral Ceiling(s), Built-in Features, Gas Log Fireplace, Full Bath, Wide Board Floor
      • Level: Upper
      Bedroom
      • Features: Full Bath, Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Built-in Features, Wall/Wall Carpet
      • Level: Upper
      Bedroom
      • Features: Built-in Features, Wall/Wall Carpet
      • Level: Upper
      Dining room
      • Features: Combination Liv/Din Rm, Wide Board Floor
      • Level: Main
      Kitchen
      • Features: Granite Counters, Pantry, Tile Floor
      • Level: Main
      Library
      • Features: Skylight, Vaulted Ceiling(s), Hardwood Floor
      • Level: Lower
      Living room
      • Features: Ceiling Fan(s), Combination Liv/Din Rm, Fireplace, Wide Board Floor
      • Level: Main
      Office
      • Features: Engineered Wood Floor, Gas Log Fireplace
      • Level: Lower
      Rec play room
      • Features: Bookcases, Full Bath
      • Level: Lower
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Oven/Range, Range Hood, Refrigerator, Subzero, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Water Heater
      • Laundry: Lower Level, Mud Room
      Features
      • Sound System, Central Vacuum, Open Floorplan
      • Windows: Thermopane Windows
      • Basement: Full,Heated,Sump Pump,Finished,Garage Access,Interior Entry
      • Attic: Storage,Pull Down Stairs
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 3,600
      • Total interior livable area: 3,600 sqft
      • Finished area above ground: 3,200
      • Finished area below ground: 400

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Patio & porch: Porch
      • Exterior features: Rain Gutters, Garden, Lighting, Stone Wall, Underground Sprinkler
      • Fencing: Full
      • Waterfront features: Beach Access
      Lot
      • Size: 0.77 Acres
      • Features: Dry
      Details
      • Additional structures: Shed(s)
      • Parcel number: 413050
      • Zoning: AA
      • Other equipment: Intercom

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Wood Siding
      • Foundation: Block
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1858

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Golf, Library, Medical Facilities, Park, Pool, Near Public Transport, Tennis Court(s)
      • Security: Security System
      • Subdivision: Old Hill
      HOA
      • Has HOA: No
      Location
      • Region: Westport

      Financial & listing details

      • Price per square foot: $750/sqft
      • Tax assessed value: $813,800
      • Annual tax amount: $15,352
      • Date on market: 7/3/2026
      • Exclusions: See inclusions/exclusions document.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/23/2026Pending sale$2,699,000$750/sqft
        Source: Smart MLS #24185246 Report a problem
        7/3/2026Listed for sale$2,699,000+36.7%$750/sqft
        Source: Smart MLS #24185246 Report a problem
        6/22/2022Sold$1,975,000+9.8%$549/sqft
        Source: Smart MLS #170480253 Report a problem
        4/30/2022Contingent$1,799,000$500/sqft
        Source: Smart MLS #170480253 Report a problem
        4/8/2022Listed for sale$1,799,000+244.3%$500/sqft
        Source: Smart MLS #170480253 Report a problem
        8/2/1996Sold$522,500+151.8%$145/sqft
        Source: Smart MLS #95012950 Report a problem
        4/26/1991Sold$207,500$58/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,348 +4.8%$813,800 +3.5%
        2024$14,641 +1.5%$786,300
        2023$14,429 +13.4%$786,300 +11.6%
        2022$12,727 $704,300
        2021$12,727 +0.3%$704,300 -7.3%
        2020$12,691 -0.9%$759,500
        2019$12,805 $759,500
        2018$12,805 $759,500
        2017$12,805 $759,500
        2016$12,805 $759,500
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Old Hill

        Getting around

        43 / 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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