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For sale
    • $4,950,000

    195 Old South Road, Fairfield, CT 06890

    4beds
    4,254sqft
    : 
    $35,102/mo
    Get pre-qualified
    Single Family Residence
    Built in 1829
    1.25 Acres Lot
    $-- Zestimate®
    $1,164/sqft
    $-- HOA

    What's special

    Three wood-burning fireplacesSeparate guest suiteFour bedroomsUnusually expansive yard
    Set on 1.25 acres in the heart of historic Southport Village, 195 Old South Road offers something increasingly rare: the character and presence of an 1829 Federal/Greek Revival residence with an unusually expansive yard. Private and surrounded by mature plantings, the 4,254-square-foot home offers four bedrooms, three full and two half baths across three floors. A gracious Front Hall, anchored by a sweeping curved staircase, opens easily to the home's principal rooms. The sun-filled, 30-foot Living Room features 9-foot ceilings and connects to the Dining Room through a passage framed by arched openings and a built-in wet bar. An expansive Family Room/Sunroom is accessible from the Living Room, Dining Room and Kitchen, creating an easy flow for everyday living and entertaining. Three wood-burning fireplaces add warmth and character. The generous Primary Suite features a gas fireplace, dressing room and private bath. A separate Guest Suite, two additional bedrooms and unfinished upper-level space offer flexibility. A substantial historic barn/garage accommodates two cars, with potential for three, and offers a full second floor. A large, level lawn provides remarkable privacy in close proximity to Southport Harbor, Southport Beach and Metro-North. A rare combination of acreage, architectural character and Village location. 195 Old South Road can be enjoyed immediately while offering its next owners the freedom to make the home distinctly their own over time.
    12 days
    2,005
    107

    Zillow last checked:

    Listing updated:

    Listed by:

    Matt Lahey (203)767-4190,

    Higgins Group Real Estate 203-254-9000

    Source: Smart MLS,MLS#: 24206984MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 3
      • 1/2 bathrooms: 2
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Features: Bedroom Suite, Full Bath, Stall Shower
      • Level: Upper
      Den
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      Dining room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Tile Floor
      • Level: Main
      Living room
      • Features: Wet Bar, Fireplace, French Doors, Hardwood Floor
      • Level: Main
      Study
      • Features: Bookcases, Hardwood Floor
      • Level: Main
      Sun room
      • Features: French Doors, Hardwood Floor
      • Level: Main
      Heating
      • Radiator, Oil
      Cooling
      • Wall Unit(s)
      Appliances
      • Included: Gas Range, Refrigerator, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • Basement: Full,Unfinished,Sump Pump,Hatchway Access,Interior Entry,Concrete
      • Attic: Heated,Partially Finished,Walk-up
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 4,254
      • Total interior livable area: 4,254 sqft
      • Finished area above ground: 4,254

      Property

      Parking
      • Total spaces: 6
      • Parking features: Barn, Detached, Off Street, Driveway, Garage Door Opener, Private, Gravel
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Porch, Covered
      • Exterior features: Sidewalk, Rain Gutters
      • Fencing: Wood,Partial,Chain Link
      • Waterfront features: Walk to Water, Beach Access, Water Community, Harbor
      Lot
      • Size: 1.25 Acres
      • Features: Wooded, Dry, Level, Cleared, Historic District
      Details
      • Additional structures: Barn(s)
      • Parcel number: 135248
      • Zoning: R3

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial,Antique
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding
      • Foundation: Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1829

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Features: Golf, Health Club, Library, Medical Facilities, Park, Private School(s), Near Public Transport, Shopping/Mall
      • Subdivision: Southport
      HOA
      • Has HOA: No
      Location
      • Region: Southport

      Financial & listing details

      • Price per square foot: $1,164/sqft
      • Tax assessed value: $2,315,040
      • Annual tax amount: $44,426
      • Date on market: 10/6/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/6/2026Listed for sale$4,950,000$1,164/sqft
        Source: Smart MLS #24206984 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$32,025 +1.8%$1,128,050
        2024$31,473 +1.4%$1,128,050
        2023$31,033 +1%$1,128,050
        2022$30,728 +1%$1,128,050
        2021$30,435 -15.6%$1,128,050 -16.2%
        2020$36,081 $1,346,800
        2019$36,081 +1.6%$1,346,800
        2018$35,502 -6.8%$1,346,800 -8.7%
        2017$38,089 -4.6%$1,475,180 -8.4%
        2015$39,936 +1.6%$1,610,980
        2014$39,308 +2%$1,610,980
        2013$38,551 +6.5%$1,610,980
        2011$36,199 +15.8%$1,610,980 -0.7%
        2010$31,266 +2%$1,622,530
        2009$30,666 +1.7%$1,622,530
        2008$30,147 +6.7%$1,622,530
        2007$28,248 +4.4%$1,622,530
        2006$27,048 -5.4%$1,622,530 +40.8%
        2005$28,583 +6%$1,152,550
        2004$26,970 +8.8%$1,152,550
        2003$24,780 +48.3%$1,152,550 +101.4%
        2001$16,714 +85.3%$572,390
        2000$9,021 -41%$572,390
        1999$15,283 $572,390
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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: Southport

        Getting around

        39 / 100
        Car-Dependent
        47 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • 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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