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  • $15,950,000

    1355 1st Ave #Penthouse 2, New York, NY 10021

    4beds
    7,190sqft
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    Condominium
    Built in 2014
    -- sqft lot
    $15,135,100 Zestimate®
    $2,218/sqft
    $12,580/mo HOA

    What's special

    Floor-to-ceiling glassFour en-suite bedroomsPrivate elevator landingPrivate storageSoaring ceilingsWalk-in closetWhirlpool laundry room
    Penthouse 2 at The Charles is an extraordinary two-story duplex spanning the 27th and 28th floors. At nearly 7,200 square feet, this residence offers four en-suite bedrooms including both a primary and junior primary suite, plus two additional powder rooms. From the private elevator landing, soaring ceilings and floor-to-ceiling glass frame sweeping skyline views in every direction. An entire floor is dedicated to entertaining, anchored by a 50-foot great room, formal dining room with bespoke cabinetry, and a custom Bulthaup kitchen with a full suite of Miele appliances. An adjacent media lounge extends the scale and versatility. The primary suite features a private office with custom cabinetry, a spa bath in Bianco Dolomiti marble with dual and make-up vanities, and a walk-in closet ready for new owners’ customization. Additional highlights include radiant-heated floors, a Whirlpool laundry room and private storage. Penthouse 2 is a rarefied offering, an ultra-luxe townhouse in the sky, enhanced by the full services and amenities of The Charles. This 32-story condominium tower, designed by Ismael Leyva Architects with interiors by the acclaimed David Collins Studio, offers a 24-hour attended lobby, a live-in resident manager, state-of-the-art fitness center and a children’s playroom. Pets are welcome.
    187 days
    |
    431
    |
    25
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Compass 917-673-2133,

    Stacey Alvarez,

    Cindy Scholz

    Source: StreetEasy,MLS#: S1807368

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 6
      • Full bathrooms: 4
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Childrens Playroom
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Washer/Dryer
      • Laundry: Inside
      Features
      • Has fireplace: Yes
      Interior area
      • Total structure area: 7,190
      • Total interior livable area: 7,190 sqft

      Property

      Features
      • Has view: Yes
      • View description: City, Skyline
      Details
      • Parcel number: 014471127
      • Special conditions: Resale

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Condition
      • Year built: 2014

      Community & HOA

      Community
      • Features: Doorman, Full Time Doorman
      • Security: Doorman, Full-Time Doorman
      • Subdivision: Lenox Hill
      HOA
      • Has HOA: Yes
      • Amenities included: Laundry, Fitness Center, Elevator(s), Concierge
      • Services included: Maintenance
      • HOA fee: $12,580 monthly
      Location
      • Region: New York

      Financial & listing details

      • Price per square foot: $2,218/sqft
      • Tax assessed value: $2,785,422
      • Annual tax amount: $135,000
      • Date on market: 1/20/2026

        Estimated market value

        $15,135,100

        $14.38M - $15.89M

        $6,396/mo

        Price history

        DateEventPrice
        7/13/2026Listing removed$60,000$8/sqft
        Source: Zillow Rentals Report a problem
        4/28/2026Listed for rent$60,000$8/sqft
        Source: Zillow Rentals Report a problem
        2/3/2026Price change$15,950,000-5%$2,218/sqft
        Source: StreetEasy #S1807368 Report a problem
        1/20/2026Listed for sale$16,790,000$2,335/sqft
        Source: StreetEasy #S1807368 Report a problem
        12/17/2025Listing removed$16,790,000$2,335/sqft
        Source: StreetEasy #S1797667 Report a problem
        10/27/2025Listed for sale$16,790,000+341.8%$2,335/sqft
        Source: StreetEasy #S1797667 Report a problem
        7/13/2018Sold$3,800,000+26.4%$529/sqft
        Source: Public Record Report a problem
        1/24/2018Sold$3,007,000-14.1%$418/sqft
        Source: Public Record Report a problem
        6/17/2016Sold$3,500,000-83.1%$487/sqft
        Source: Public Record Report a problem
        8/31/2015Sold$20,695,000$2,878/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$139,720 +3.6%$1,253,440 +6.3%
        2024$134,839 +4.7%$1,178,985 +6.9%
        2023$128,737 $1,102,652 +0.4%
        2022-- $1,098,700 +15%
        2021-- $955,030 -9.7%
        2020-- $1,057,357 +2.3%
        2019$68,853 -34%$1,033,573 +11.7%
        2018$104,271 +3.9%$925,347 +5%
        2017$100,372 +2.4%$881,131 +13.6%
        2016$98,028 $775,778
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Upper East Side

        Getting around

        99 / 100
        Walker's Paradise
        100 / 100
        Rider's Paradise
        84 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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