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For sale
  • $7,150,000

    256 Country Club Road, New Canaan, CT 06840

    5beds
    9,473sqft
    : 
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    Single Family Residence
    Built in 1999
    2.75 Acres Lot
    $6,872,900 Zestimate®
    $755/sqft
    $-- HOA

    What's special

    Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living experience. The entry foyer establishes the home's architectural character, unfolding into a generous front to back gallery anchored by mahogany doors that open directly to the 33 foot covered porch and outdoor terrace. Detailed millwork, oak floors, and beautifully proportioned rooms create a sense of continuity throughout, while French doors across the principal living spaces provide a seamless connection between indoor and outdoor living. The kitchen, family room, and informal dining area are thoughtfully arranged in an open, flowing layout oriented toward the grounds, balancing everyday comfort with effortless entertaining. A well appointed mudroom serves the practical demands of daily life with equal attention to detail. The primary suite is distinguished by soaring 12 foot ceilings and dual walk in closets. Four additional en suite bedrooms, a substantial bonus room, and a third floor guest suite/lounge complete the upper levels. The lower level is finished with a generous recreation space, half bath, media room, and a gaming room that walks out to a private terrace. Designed to function independently from the main residence, the guest and pool house includes a sitting room, kitchen, full bath, bedroom, and French doors opening directly to the pool terrace. Five plus garage bays complete this distinguished offering
    21 days
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    2,721
    |
    162
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    Zillow last checked:

    Listing updated:

    Listed by:

    Christine D. Saxe (203)273-1548,

    Compass Connecticut, LLC 203-442-6626,

    Nikki Glazer 415-866-1647,

    Compass Connecticut, LLC

    Source: Smart MLS,MLS#: 24178654MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 9
      • Full bathrooms: 7
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Bonus Room, Exercise Room
      Primary bedroom
      • Features: Remodeled, High Ceilings, Bedroom Suite, Fireplace, Full Bath, Walk-In Closet(s)
      • Level: Upper
      • Area: 466.82 Square Feet
      • Dimensions: 20.2 x 23.11
      Bedroom
      • Features: Remodeled, High Ceilings, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 242.36 Square Feet
      • Dimensions: 14.6 x 16.6
      Bedroom
      • Features: Remodeled, High Ceilings, Full Bath, Hardwood Floor
      • Level: Upper
      • Area: 201.39 Square Feet
      • Dimensions: 13.7 x 14.7
      Bedroom
      • Features: Remodeled, High Ceilings, Full Bath, Walk-In Closet(s)
      • Level: Upper
      • Area: 147.63 Square Feet
      • Dimensions: 11.1 x 13.3
      Bedroom
      • Features: Remodeled, High Ceilings, Full Bath, Walk-In Closet(s)
      • Level: Upper
      • Area: 201.39 Square Feet
      • Dimensions: 13.7 x 14.7
      Dining room
      • Features: High Ceilings, Wet Bar, Hardwood Floor
      • Level: Main
      • Area: 240.04 Square Feet
      • Dimensions: 14.9 x 16.11
      Family room
      • Features: High Ceilings, Fireplace, French Doors, Patio/Terrace, Hardwood Floor
      • Level: Main
      • Area: 440.07 Square Feet
      • Dimensions: 18.11 x 24.3
      Kitchen
      • Features: Remodeled, High Ceilings, French Doors, Kitchen Island, Patio/Terrace
      • Level: Main
      • Area: 362.2 Square Feet
      • Dimensions: 18.11 x 20
      Library
      • Features: Bay/Bow Window, High Ceilings, Built-in Features, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 243.42 Square Feet
      • Dimensions: 15.11 x 16.11
      Living room
      • Features: High Ceilings, Fireplace, French Doors, Patio/Terrace, Hardwood Floor
      • Level: Main
      • Area: 426.65 Square Feet
      • Dimensions: 16.1 x 26.5
      Media room
      • Features: Wall/Wall Carpet
      • Level: Lower
      • Area: 530 Square Feet
      • Dimensions: 20 x 26.5
      Office
      • Features: Hardwood Floor
      • Level: Main
      • Area: 91.91 Square Feet
      • Dimensions: 9.1 x 10.1
      Other
      • Features: Full Bath
      • Level: Third,Upper
      • Area: 345.87 Square Feet
      • Dimensions: 18.3 x 18.9
      Other
      • Features: Patio/Terrace
      • Level: Lower
      • Area: 235.21 Square Feet
      • Dimensions: 14.6 x 16.11
      Other
      • Features: Remodeled, Vaulted Ceiling(s), French Doors, Full Bath, Kitchen Island, Patio/Terrace
      • Level: Main
      Rec play room
      • Features: High Ceilings, Hardwood Floor
      • Level: Upper
      • Area: 662.53 Square Feet
      • Dimensions: 20.9 x 31.7
      Rec play room
      • Features: Half Bath
      • Level: Lower
      • Area: 781.75 Square Feet
      • Dimensions: 26.5 x 29.5
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
      • Laundry: Upper Level, Mud Room
      Features
      • Sound System, Open Floorplan, Entrance Foyer
      • Doors: French Doors
      • Basement: Full,Heated,Storage Space,Cooled,Partially Finished,Walk-Out Access,Liveable Space
      • Attic: Heated,Finished,Walk-up
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 9,473
      • Total interior livable area: 9,473 sqft
      • Finished area above ground: 7,927
      • Finished area below ground: 1,546

      Property

      Parking
      • Total spaces: 5
      • Parking features: Attached, Detached, Garage Door Opener
      • Attached garage spaces: 5
      Features
      • Patio & porch: Terrace, Porch, Patio
      • Exterior features: Rain Gutters, Lighting, Underground Sprinkler
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      Lot
      • Size: 2.75 Acres
      • Features: Open Lot
      Details
      • Additional structures: Guest House, Pool House
      • Parcel number: 184856
      • Zoning: 2AC

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Wood
      Condition
      • New construction: No
      • Year built: 1999

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Features: Golf, Library, Park, Private School(s)
      • Security: Security System
      • Subdivision: Oenoke Ridge
      HOA
      • Has HOA: No
      Location
      • Region: New Canaan

      Financial & listing details

      • Price per square foot: $755/sqft
      • Tax assessed value: $2,728,600
      • Annual tax amount: $45,540
      • Date on market: 6/1/2026
      • Exclusions: Kitchen light fixture over island. The outdoor shower does not have the shower plumbing fixtures attached and the water is shut off to it.
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        Estimated market value

        $6,872,900

        $6.53M - $7.22M

        $7,658/mo

        Price history

        DateEventPrice
        6/4/2026Listed for sale$7,150,000+116.7%$755/sqft
        Source: Smart MLS #24178654 Report a problem
        10/13/2020Sold$3,300,000+0.2%$348/sqft
        Source: Smart MLS #170324559 Report a problem
        10/13/2020Pending sale$3,295,000$348/sqft
        Source: William Pitt Sotheby's International Realty #170324559 Report a problem
        8/11/2020Listed for sale$3,295,000+18.9%$348/sqft
        Source: William Pitt Sotheby's International Realty #170324559 Report a problem
        4/12/1999Sold$2,770,749+326.9%$292/sqft
        Source: Smart MLS #98019082 Report a problem
        8/19/1997Sold$649,000$69/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$45,540 +3.4%$2,728,600
        2024$44,040 +7.3%$2,728,600 +26%
        2023$41,030 +3.1%$2,166,290
        2022$39,795 +1.2%$2,166,290
        2021$39,340 +0.1%$2,166,290 +0.1%
        2020$39,307 -0.4%$2,164,470
        2019$39,480 -14%$2,164,470 -20.1%
        2018$45,930 +1.7%$2,708,160
        2017$45,145 +2.2%$2,708,160
        2016$44,170 +2%$2,708,160
        2015$43,303 +2.9%$2,708,160
        2014$42,085 -7.2%$2,708,160 -12.9%
        2013$45,374 +3.6%$3,109,960
        2012$43,788 +1.7%$3,109,960
        2011$43,073 +2%$3,109,960 0%
        2010$42,234 +1.7%$3,110,000
        2009$41,519 +0.8%$3,110,000 +14.2%
        2008$41,190 +4%$2,724,200
        2007$39,610 +8.9%$2,724,200 +5.2%
        2006$36,362 +4.9%$2,589,900
        2005$34,679 +5.8%$2,589,900
        2004$32,788 +18.8%$2,589,900 +31.2%
        2003$27,609 +5.4%$1,973,510 +57.3%
        2001$26,200 +2%$1,254,800 +0%
        2000$25,697 +7.3%$1,254,750 +2.1%
        1999$23,954 $1,228,430

        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.
          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: 06840

          Getting around

          5 / 100
          Car-Dependent
          6 / 100
          Somewhat Bikeable

          Nearby schools

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