Skip main navigation
Off market
  • $5,423,500

    29 Contentment Island Rd, Darien, CT 06820

    5beds
    4,950sqft
    SingleFamily
    Built in 1956
    1.06 Acres Lot
    $5,423,500 Zestimate®
    $1,096/sqft
    $24,870 Estimated rent

    Home value

    $5,423,500

    $4.66M - $6.40M

    $24,870/mo

    Zestimate® history
    Loading...

    Owner options

    List your home for rent

    $24,870/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $24,870/mo

    Rent Zestimate®

    Refinance and save

    $36,734/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $36,734/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    TOKENEKE ASSOCIATION / CONTENTMENT ISLAND. Fabulous water views from nearly every room in this totally renovated and modernized 5-bedroom, 4.5 bath home located on Contentment Island in the Tokeneke Association. Renovated and reimagined in 2020 with open floor plan, gourmet kitchen (SubZero, Wolf, Asko appliances) open to family/great room with stone fireplace. Formal dining room (with fireplace), home office, Third Floor Suite with bedroom, bathroom and huge playroom with spectacular water views. Wine cellar, basement, standby generator, and 3 car garage on a private acre in Tokeneke School District. Walking distance to Tokeneke Beach Club. Heart of Tokeneke Association Waterfront. Eight miles of Association maintained roads and private police patrol. Extensive views of peaceful Scott's Cove - terns, egrets and swans. Convenient to train, village and shopping.

    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.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Heating
    • Forced air, Radiant, Oil
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Range / Oven, Refrigerator, Washer
    Features
    • Flooring: Tile, Carpet, Hardwood, Slate
    • Basement: Partially finished
    • Has fireplace: Yes
    • Furnished: Yes
    Interior area
    • Total interior livable area: 4,950 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Garage - Attached
    Features
    • Exterior features: Shingle, Wood
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    Lot
    • Size: 1.06 Acres
    Details
    • Parcel number: DARIM67B59

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    Materials
    • Roof: Metal
    Condition
    • Year built: 1956

    Community & neighborhood

    Location
    • Region: Darien

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $200 monthly

    Other

    Other facts
    • Basement Type: Full
    • Sewer Type: Private Septic
    • Residential Style: Colonial
    • Garage Type: Attached
    • Water Source Type: Community
    • Dining Room: yes
    • Library: yes
    • HOA or Building Fee: 100.00

    Price history

    DateEventPrice
    7/2/2019Sold$2,500,000-19.4%$505/sqft
    Source: Public Record Report a problem
    6/22/2018Price change$3,100,000-8.8%$626/sqft
    Source: GLOBAL REAL ESTATE NETWORK LLC #10364657 Report a problem
    6/12/2018Price change$3,400,000-5.6%$687/sqft
    Source: GLOBAL REAL ESTATE NETWORK LLC #10364657 Report a problem
    1/18/2018Price change$3,600,000-8.9%$727/sqft
    Source: GLOBAL REAL ESTATE NETWORK LLC #10364657 Report a problem
    1/6/2017Listed for sale$3,950,000+364.7%$798/sqft
    Source: Owner Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$48,590 +5.4%$3,138,870
    2024$46,110 +2.7%$3,138,870 +23.1%
    2023$44,915 +2.2%$2,550,520

    Find assessor info on the county website

    Neighborhood: Tokeneke

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Tokeneke
    • High: Darien

    Source: The MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $5,423,500
    2% more+ $108K
    With Zillow Showcase(estimated)
    $5,531,970