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Off market
  • $3,093,200

    474 Brookside Rd, New Canaan, CT 06840

    5beds
    7,649sqft
    SingleFamily
    Built in 1932
    2.75 Acres Lot
    $3,093,200 Zestimate®
    $404/sqft
    $8,171 Estimated rent

    Home value

    $3,093,200

    $2.72M - $3.53M

    $8,171/mo

    Zestimate® history
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    Owner options

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    $8,171/mo

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    $8,171/mo

    Rent Zestimate®

    Refinance and save

    $20,785/mo

    Est. payment

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    $20,785/mo

    Est. payment

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    What's special

    474 Brookside Road is a rare, turnkey Connecticut estate-an elegant 1938 home set on 2.75 private acres, transformed through thoughtful, high-end updates into a luxury retreat. Classic architectural character meets modern scale, light, and lifestyle. Inside, the home is defined by warmth and sophistication with a sense of history and comfort. Sunlight moves from room to room across perfectly proportioned spaces, designer finishes, and timeless millwork. The updated kitchen opens to an inviting family room-an everyday gathering space. The living room transitions from the family room with French doors that spill out to the terraces-one with a corner firepit. The serene primary suite offers a newly finished spa bath, radiant light, and tree-top views. The entertainment "barn" provides an architectural art form of custom cut stone floor with radiant heat, peaked ceilings, barn doors, and wide-plank floors. The upstairs offers a gym, office space and bedroom--ideal for modern living. In summer, the property becomes a private resort. The heated pool, custom, sculptural stonework, multiple terraces, curated gardens, and magazine-worthy outdoor fireplace create seamless spaces for lounging, dining, and entertaining. The fully finished pool house-complete with a dramatic vaulted great room, exposed beams, floor-to-ceiling windows, stone floors, and its own fireplace-is an exceptional second living space for gatherings, office use, or a wellness studio. With 7,000+sqft of total finished space and a modern pool house, extraordinary privacy and mature landscaping, 474 Brookside stands apart as a truly turnkey compound. A classic Connecticut setting elevated by modern luxury. Centrally located to the center of New Canaan and Darien and just an hour from New York City. A rare offering at this scale, quality, and privacy. The perfect summer retreat!

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked: 8 hours ago

    Listing updated: February 02, 2026 at 12:24pm

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Heating
    • Other
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Has basement: Yes
    Interior area
    • Total interior livable area: 7,649 sqft

    Property

    Parking
    • Details: Contact manager
    Features
    • Has private pool: Yes
    • Pool features: Pool
    Lot
    • Size: 2.75 Acres
    Details
    • Parcel number: NCANM0036B054L00009

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 1932

    Community & neighborhood

    Location
    • Region: New Canaan

    Price history

    DateEventPrice
    2/17/2026Listing removed$50,000$7/sqft
    Source: Zillow Rentals Report a problem
    1/8/2026Listed for rent$50,000+11.1%$7/sqft
    Source: Zillow Rentals Report a problem
    12/10/2024Listing removed$45,000$6/sqft
    Source: Zillow Rentals Report a problem
    12/6/2024Listed for rent$45,000+7.1%$6/sqft
    Source: Zillow Rentals Report a problem
    11/18/2024Listing removed$42,000$5/sqft
    Source: Zillow Rentals Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$23,639 +3.4%$1,416,380
    2024$22,860 +3.8%$1,416,380 +21.8%
    2023$22,019 +3.1%$1,162,560

    Find assessor info on the county website

    Neighborhood: 06840

    Nearby schools

    GreatSchools rating
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $3,093,200
    2% more+$61,864
    With Zillow Showcase(estimated)$3,155,064