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Coming soon 08/08
    • $2,195,000

    50 Brookbend Road, Fairfield, CT 06824

    5beds
    4,512sqft
    : 
    $13,659/mo
    Get pre-qualified
    Single Family Residence
    Built in 1950
    1.78 Acres Lot
    $2,235,200 Zestimate®
    $486/sqft
    $-- HOA

    What's special

    An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.
    6 days
    |
    1,932
    |
    106
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Kate Cacciatore (917)952-1195,

    William Raveis Real Estate 203-255-6841

    Source: Smart MLS,MLS#: 24193848MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Laundry
      Primary bedroom
      • Features: Full Bath, Whirlpool Tub, Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Full Bath, Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Full Bath, Hardwood Floor
      • Level: Upper
      Dining room
      • Features: French Doors, Hardwood Floor, Wide Board Floor
      • Level: Main
      Family room
      • Features: Built-in Features, Fireplace, French Doors, Patio/Terrace, Hardwood Floor
      • Level: Main
      Great room
      • Features: Skylight, Vaulted Ceiling(s), Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
      • Level: Upper
      Kitchen
      • Features: Dining Area, Kitchen Island, Pantry, Tile Floor
      • Level: Main
      Living room
      • Features: High Ceilings, Bookcases, Built-in Features, Fireplace, Hardwood Floor, Wide Board Floor
      • Level: Main
      Heating
      • Hot Water, Natural Gas
      Cooling
      • Central Air, Window Unit(s)
      Appliances
      • Included: Cooktop, Oven, Refrigerator, Freezer, Dishwasher, Trash Compactor, Washer, Dryer, Gas Water Heater, Water Heater
      • Laundry: Main Level, Mud Room
      Features
      • Entrance Foyer, In-Law Floorplan
      • Doors: French Doors
      • Basement: Full,Unfinished
      • Attic: Pull Down Stairs
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 4,512
      • Total interior livable area: 4,512 sqft
      • Finished area above ground: 4,120
      • Finished area below ground: 392

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 3
      Features
      • Patio & porch: Patio
      • Exterior features: Rain Gutters, Garden, Stone Wall, Underground Sprinkler
      Lot
      • Size: 1.78 Acres
      • Features: Level, Cleared, Landscaped
      Details
      • Additional structures: Shed(s)
      • Parcel number: 128573
      • Zoning: AA

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Shake Siding, Cedar
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1950

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $486/sqft
      • Tax assessed value: $783,720
      • Annual tax amount: $22,250
      • Date on market: 7/29/2026

        Estimated market value

        $2,235,200

        $1.97M - $2.53M

        $7,642/mo

        Price history

        Price history is unavailable.

        Public tax history

        YearProperty taxesTax assessment
        2025$22,250 +1.8%$783,720
        2024$21,866 +1.4%$783,720
        2023$21,560 +1%$783,720
        2022$21,349 +1%$783,720
        2021$21,145 -14.3%$783,720 -14.9%
        2020$24,660 $920,500
        2019$24,660 +1.6%$920,500
        2018$24,264 +2.1%$920,500
        2017$23,767 +0.2%$920,500 -3.8%
        2015$23,709 +1.6%$956,410
        2014$23,336 +2%$956,410
        2013$22,887 +6.5%$956,410
        2011$21,491 +2.2%$956,410 -12.4%
        2010$21,031 +2%$1,091,370
        2009$20,627 +1.7%$1,091,370
        2008$20,278 +6.7%$1,091,370
        2007$19,001 +4.4%$1,091,370
        2006$18,193 +9.6%$1,091,370 +63%
        2005$16,607 +6%$669,620
        2004$15,669 +8.8%$669,620
        2003$14,397 +39.4%$669,620 +89.3%
        2001$10,328 +85.3%$353,710
        2000$5,574 -41%$353,710
        1999$9,444 $353,710
        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: 06824

        Getting around

        30 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Riverfield
        • 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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