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For sale
    • $4,295,000

    34 Bayberry Road, New Canaan, CT 06840

    5beds
    7,222sqft
    : 
    $28,106/mo
    Get pre-qualified
    Single Family Residence
    Built in 1955
    2 Acres Lot
    $4,173,500 Zestimate®
    $595/sqft
    $-- HOA

    What's special

    This elegant New Canaan home is distinguished by its timeless Federal-inspired architecture and gracious symmetry. The five bedroom five and a half bath residence was thoughtfully redesigned and expanded in 2007 to the highest standard. Set on two beautifully landscaped and very private acres in one of New Canaan's most coveted cul-de-sac settings, this light-filled residence offers over 7,200 square feet of refined living space that effortlessly balances elegance with warmth. The home features a generous first-floor primary suite with luxurious marble bath and walk-in closets, an inviting library with fireplace, and private office also with fireplace. A spectacular kitchen with upscale appliances and marble countertops opens to a family room which flows seamlessly for both intimate living and entertaining on a grand scale. A rear staircase opens to a spacious second floor recreation room, three oversized bedroom suites, and a cozy sitting area. Outside, a heated pool, flagstone terraces, sweeping lawns, and mature gardens create a private outdoor sanctuary worthy of the home itself. Perfectly positioned just moments from the beloved Irwin Park, commuter train, charming New Canaan village, the GreenLink Nature Trail, and highly acclaimed New Canaan public schools and library. This is a rare opportunity to own a truly special property where classic New England beauty, exceptional craftsmanship, and unparalleled location converge.
    55 days
    |
    2,722
    |
    132
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Marsha Charles (203)904-4663,

    Coldwell Banker Realty 203-966-3737

    Source: Smart MLS,MLS#: 24183490MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Laundry, Sitting Room
      Primary bedroom
      • Features: Full Bath, Whirlpool Tub, Walk-In Closet(s), Hardwood Floor, Marble Floor
      • Level: Main
      • Area: 378 Square Feet
      • Dimensions: 18 x 21
      Bedroom
      • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 252 Square Feet
      • Dimensions: 14 x 18
      Bedroom
      • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 228 Square Feet
      • Dimensions: 12 x 19
      Bedroom
      • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 294 Square Feet
      • Dimensions: 14 x 21
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 272 Square Feet
      • Dimensions: 16 x 17
      Dining room
      • Features: Beamed Ceilings, Hardwood Floor
      • Level: Main
      • Area: 255 Square Feet
      • Dimensions: 15 x 17
      Family room
      • Features: Bookcases, Built-in Features, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 836 Square Feet
      • Dimensions: 22 x 38
      Kitchen
      • Features: Breakfast Bar, Eating Space, Kitchen Island, Pantry, Hardwood Floor
      • Level: Main
      • Area: 391 Square Feet
      • Dimensions: 17 x 23
      Library
      • Features: Built-in Features, Wet Bar, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 208 Square Feet
      • Dimensions: 13 x 16
      Living room
      • Features: Beamed Ceilings, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 405 Square Feet
      • Dimensions: 15 x 27
      Office
      • Features: Built-in Features, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 360 Square Feet
      • Dimensions: 18 x 20
      Other
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 384 Square Feet
      • Dimensions: 12 x 32
      Rec play room
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 703 Square Feet
      • Dimensions: 19 x 37
      Sun room
      • Features: Ceiling Fan(s), Slate Floor
      • Level: Main
      • Area: 225 Square Feet
      • Dimensions: 15 x 15
      Heating
      • Forced Air, Zoned, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Convection Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater, Tankless Water Heater
      • Laundry: Upper Level, Mud Room
      Features
      • Sound System, Entrance Foyer
      • Windows: Thermopane Windows
      • Basement: Crawl Space,Partial,Unfinished,Storage Space,Hatchway Access,Interior Entry,Concrete
      • Attic: Heated,Partially Finished,Floored,Walk-up
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 7,222
      • Total interior livable area: 7,222 sqft
      • Finished area above ground: 7,222

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 3
      Features
      • Patio & porch: Terrace
      • Exterior features: Outdoor Grill, Garden, Lighting
      • Has private pool: Yes
      • Pool features: Heated, In Ground
      Lot
      • Size: 2 Acres
      • Features: Level, Cul-De-Sac, Landscaped, Open Lot
      Details
      • Parcel number: 184233
      • Zoning: 2
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Wood Siding
      • Foundation: Block
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1955

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Available
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Health Club, Library, Medical Facilities, Park, Private School(s), Pool, Public Rec Facilities, Tennis Court(s)
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: New Canaan

      Financial & listing details

      • Price per square foot: $595/sqft
      • Tax assessed value: $2,380,910
      • Annual tax amount: $39,740
      • Date on market: 6/15/2026
      • Exclusions: See Property inclusion/exclusion Rider

        Estimated market value

        $4,173,500

        $3.96M - $4.38M

        $22,100/mo

        Price history

        DateEventPrice
        6/17/2026Listed for sale$4,295,000+50.7%$595/sqft
        Source: Smart MLS #24183490 Report a problem
        12/12/2014Sold$2,850,000-10.2%$395/sqft
        Source: Smart MLS #99061979 Report a problem
        9/3/2014Price change$3,175,000-5.2%$440/sqft
        Source: William Pitt Sotheby's International Realty #99061979 Report a problem
        4/24/2014Listed for sale$3,350,000+191.3%$464/sqft
        Source: William Pitt Sotheby's International Realty #99061979 Report a problem
        8/9/1998Sold$1,150,000+19.8%$159/sqft
        Source: Smart MLS #98021334 Report a problem
        10/23/1996Sold$960,000+73%$133/sqft
        Source: Public Record Report a problem
        6/28/1993Sold$555,000$77/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$39,737 +3.4%$2,380,910
        2024$38,428 +12.3%$2,380,910 +31.8%
        2023$34,206 +3.1%$1,806,000
        2022$33,176 +1.2%$1,806,000
        2021$32,797 $1,806,000
        2020$32,797 -0.4%$1,806,000
        2019$32,941 -8.5%$1,806,000 -14.9%
        2018$36,010 +1.7%$2,123,240
        2017$35,394 +2.2%$2,123,240
        2016$34,630 +2%$2,123,240
        2015$33,951 +2.9%$2,123,240
        2014$32,995 -5.3%$2,123,240 -11.1%
        2013$34,828 +3.6%$2,387,140
        2012$33,611 +1.7%$2,387,140
        2011$33,062 +2%$2,387,140 +0%
        2010$32,417 +1.7%$2,387,100
        2009$31,868 +35.2%$2,387,100 +53.1%
        2008$23,577 +65.3%$1,559,300 +59%
        2007$14,262 +3.6%$980,900
        2006$13,772 +4.9%$980,900
        2005$13,134 +5.8%$980,900
        2004$12,418 -3.6%$980,900 +6.6%
        2003$12,879 +40.8%$920,570 +110.1%
        2001$9,150 +2%$438,200
        2000$8,974 +5%$438,200
        1999$8,545 $438,200
        Find assessor info on the county website

        Monthly payment

        Est. payment

        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
        18 / 100
        Somewhat Bikeable

        Nearby schools

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