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For sale
    • $3,975,000

    415 Old Post Road, Fairfield, CT 06824

    5beds
    5,740sqft
    : 
    $27,840/mo
    Get pre-qualified
    Single Family Residence
    Built in 1845
    1.33 Acres Lot
    $-- Zestimate®
    $693/sqft
    $-- HOA

    What's special

    Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like. NOT LOCATED IN A FLOOD ZONE.
    4 days
    1,403
    102

    Zillow last checked:

    Listing updated:

    Listed by:

    Cindy Raney & Team,

    Cindy Raney (203)625-1820,

    Coldwell Banker Realty 203-227-8424

    Source: Smart MLS,MLS#: 24206348MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room, Exercise Room, Laundry
      Primary bedroom
      • Features: High Ceilings, Bedroom Suite, Dressing Room, Fireplace
      • Level: Upper
      Bedroom
      • Features: High Ceilings, Fireplace, Full Bath
      • Level: Upper
      Bedroom
      • Features: High Ceilings, Fireplace, Full Bath
      • Level: Upper
      Bedroom
      • Features: High Ceilings, Fireplace
      • Level: Upper
      Bedroom
      • Features: High Ceilings
      • Level: Upper
      Dining room
      • Features: High Ceilings, Fireplace
      • Level: Main
      Family room
      • Features: High Ceilings, Fireplace
      • Level: Main
      Kitchen
      • Features: High Ceilings, Patio/Terrace
      • Level: Main
      Living room
      • Features: High Ceilings, Fireplace
      • Level: Main
      Office
      • Features: High Ceilings, Fireplace
      • Level: Main
      Rec play room
      • Level: Upper
      Study
      • Level: Upper
      Heating
      • Hot Water, Natural Gas
      Cooling
      • Central Air, Ductless
      Appliances
      • Included: Range Hood, Refrigerator, Freezer, Dishwasher, Water Heater
      Features
      • Entrance Foyer
      • Basement: Full,Unfinished
      • Attic: Finished,Walk-up
      • Number of fireplaces: 8
      Interior area
      • Total structure area: 5,740
      • Total interior livable area: 5,740 sqft
      • Finished area above ground: 5,740

      Property

      Parking
      • Total spaces: 3
      • Parking features: Detached
      • Garage spaces: 3
      Features
      • Waterfront features: Water Community
      Lot
      • Size: 1.33 Acres
      • Features: Level
      Details
      • Parcel number: 128073
      • Zoning: R3

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1845

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Beach
      HOA
      • Has HOA: No
      Location
      • Region: Fairfield

      Financial & listing details

      • Price per square foot: $693/sqft
      • Tax assessed value: $2,463,090
      • Annual tax amount: $47,267
      • Date on market: 9/12/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/17/2026Listed for sale$3,975,000+80.7%$693/sqft
        Source: Smart MLS #24206348 Report a problem
        6/14/2013Sold$2,200,000$383/sqft
        Source: Smart MLS #99017051 Report a problem
        3/22/2013Pending sale$2,200,000$383/sqft
        Source: Prudential Connecticut Realty #99017051 Report a problem
        2/27/2013Listed for sale$2,200,000+4.8%$383/sqft
        Source: Prudential Connecticut Realty #99017051 Report a problem
        10/18/2007Sold$2,100,000-10.1%$366/sqft
        Source: Smart MLS #98305491 Report a problem
        7/29/2005Sold$2,335,000$407/sqft
        Source: Public Record Report a problem

        Public tax history

        Tax history is unavailable.
        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: 06824

        Getting around

        78 / 100
        Very Walkable
        54 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Roger Sherman
        • Middle: Roger Ludlowe
        • High: Fairfield Ludlowe

        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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