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For sale
  • $2,750,000

    44 Benedict Hill Road, New Canaan, CT 06840

    5beds
    3,200sqft
    : 
    Single Family Residence
    Built in 1960
    4.6 Acres Lot
    $-- Zestimate®
    $859/sqft
    $-- HOA

    What's special

    Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.
    110 days
    |
    2,344
    |
    130
    |

    Zillow last checked: 8 hours ago

    Listing updated: October 07, 2025 at 04:51pm

    Listed by:

    John-Michael Rachinsky-Wood (203)667-3443,

    Harbor Bridge Realty 203-667-3443

    Source: Smart MLS,MLS#: 24126532MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Full Bath
    • Level: Main
    • Area: 192 Square Feet
    • Dimensions: 12 x 16
    Bedroom
    • Level: Lower
    • Area: 130 Square Feet
    • Dimensions: 10 x 13
    Bedroom
    • Level: Lower
    • Area: 130 Square Feet
    • Dimensions: 10 x 13
    Bedroom
    • Level: Lower
    • Area: 130 Square Feet
    • Dimensions: 10 x 13
    Bedroom
    • Level: Lower
    • Area: 143 Square Feet
    • Dimensions: 13 x 11
    Dining room
    • Level: Main
    • Area: 475 Square Feet
    • Dimensions: 19 x 25
    Kitchen
    • Level: Main
    • Area: 136 Square Feet
    • Dimensions: 17 x 8
    Living room
    • Level: Main
    • Area: 693 Square Feet
    • Dimensions: 21 x 33
    Office
    • Features: Half Bath
    • Level: Main
    • Area: 90 Square Feet
    • Dimensions: 10 x 9
    Other
    • Features: Laundry Hookup
    • Level: Lower
    • Area: 117 Square Feet
    • Dimensions: 9 x 13
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Electric Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
    • Laundry: Lower Level
    Features
    • Basement: Full
    • Attic: None
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 3,200
    • Total interior livable area: 3,200 sqft
    • Finished area above ground: 3,200

    Property

    Parking
    • Parking features: None
    Features
    • Patio & porch: Wrap Around
    • Exterior features: Lighting, Stone Wall
    Lot
    • Size: 4.6 Acres
    • Features: Few Trees, Wooded, Cleared, Landscaped
    Details
    • Additional structures: Shed(s)
    • Parcel number: 188401
    • Zoning: 4AC

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Modern
    • Property subtype: Single Family Residence
    Materials
    • Other
    • Foundation: Slab
    • Roof: Other
    Condition
    • New construction: No
    • Year built: 1960

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & HOA

    Community
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: New Canaan

    Financial & listing details

    • Price per square foot: $859/sqft
    • Tax assessed value: $855,750
    • Annual tax amount: $14,282
    • Date on market: 9/14/2025
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    9/16/2025Listed for sale$2,750,000+27.9%$859/sqft
    Source: Smart MLS #24126532 Report a problem
    3/29/2024Sold$2,150,000-4.2%$672/sqft
    Source: Smart MLS #170617853 Report a problem
    2/7/2024Pending sale$2,245,000$702/sqft
    Source: Smart MLS #170617853 Report a problem
    1/11/2024Listed for sale$2,245,000+6.9%$702/sqft
    Source: Smart MLS #170617853 Report a problem
    1/20/2023Listing removed--
    Source: Douglas Elliman Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$14,282 +3.4%$855,750
    2024$13,812 +15.9%$855,750 +36%
    2023$11,915 +3.1%$629,090

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $15,500/mo
    Principal & interest
    $10664
    Property taxes
    $3873
    Home insurance
    $963

      Climate risks

      Neighborhood: 06840

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: East
      • Middle: Saxe Middle
      • High: New Canaan

      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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