1355 1st Avenue, Unit PH2

7,190 Sq. Ft.
$2,218 / Sq. Ft.
7,190
Sq. Ft.
$2,218
per Sq. Ft.

Description

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,
...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.

Listing Agents

  1. Stacey Alvarez

    Stacey Alvarez

    Listing Agent

    Compass

  2. Benjamin Glazer

    Benjamin Glazer

    Alternative Listing Agent

    Compass

    ben.glazer@compass.com

    P: (917)-699-3229

Amenities

  • Full-Time Doorman
  • Concierge
  • Common Garden
  • Common Outdoor Space
  • Gym
  • Playroom
  • Resident's Lounge
  • Elevator
LISTING UPDATED: 02/05/2026 12:29 PM

Property Details for 1355 1st Avenue, Unit PH2

StatusActive
Days on Market19
Taxes$11,250 / month
Common Charges$12,580 / month
Min. Down Pymt20%
Total Rooms9.0
Compass TypeCondo
MLS Type-
Year Built2014
CountyNew York County
Buyer's Agent Compensation2.5%

Building

The Charles

31 Units31 StoriesBuilt in 2014

Location

Add your commute

Building Information for 1355 1st Avenue, Unit PH2

Building/ComplexThe CharlesFloor-Stories31Residences31Pet PolicyAllowedPet Policy Details-Year Built2014Building AgeNew Development

Payment Calculator

$101,568 per month

30 year fixed, 6.15% Interest

Principal and Interest

$77,738

Property Taxes

$11,250

Maintenance/Common Charges

$12,580

The Payment Calculator is for illustrative purposes only.

Property History for 1355 1st Avenue, Unit PH2

DateEvent & SourcePriceAppreciationLink
Feb 3, 2026

Price Change

Manual

$15,950,000
Jan 20, 2026

Listed (Active)

Manual

$16,790,000
Dec 17, 2025

Temporarily Off Market

Manual

Oct 27, 2025

Listed (Active)

Manual

$16,790,000
Aug 7, 2015

Sold

RLS RESO #RLS10096608

$20,695,000
Aug 7, 2015

Sold (Public Record)

ACRIS #2015081901458001

$20,695,000
Apr 4, 2014

Listed (Active)

RLS RESO #RLS10096608

$20,695,000
DateEvent & SourcePrice
02/03/2026

Price Change

Manual

$15,950,000
01/20/2026

Listed (Active)

Manual

$16,790,000
12/17/2025

Temporarily Off Market

Manual

10/27/2025

Listed (Active)

Manual

$16,790,000
08/07/2015

Sold

RLS RESO #RLS10096608

$20,695,000
08/07/2015

Sold (Public Record)

ACRIS #2015081901458001

$20,695,000
04/04/2014

Listed (Active)

RLS RESO #RLS10096608

$20,695,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1355 1st Avenue, Unit PH2

Taxable ValueLand$71,729Additions$1,329,869Total$1,401,598
Home Facts
Total Finished SqFt7,198 SqFtLot Size5,100 SqFtYear Built2009ZoningC1-9APN1014471127

Schools near 1355 1st Avenue, Unit PH2

This home is within New York City Geographic District # 2.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 6 to 8
Public - 6 to 8
Rating
School
Distance
P.S. 183 Robert L Stevenson
PublicPK to 5

Nyc Lab Ms For Collaborative Studies
Public6 to 8

Lower Manhattan Community Middle School
Public6 to 8

Jhs 167 Robert F Wagner
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Neighborhood Map and Transit

Similar Homes

Similar Sold Homes

1355 1st Avenue, Unit PH2 is a condo for sale in Lenox Hill. This property was listed for sale on January 20, 2026 by Compass, it's currently listed at $15,950,000. It has been on the market for a total of 19 days and was last sold on August 7, 2015. This listing's school district is New York City Geographic District # 2. Nearby schools include P.S. 183 Robert L Stevenson, Nyc Lab Ms For Collaborative Studies and Lower Manhattan Community Middle School. 1355 1st Avenue, Unit PH2 is a 4-bed, 6-bath, 7,190 sqft condo built in 2014.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc., All rights reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS. Information Copyright 2026, OneKey® MLS. All data is deemed reliable but is not guaranteed accurate by Compass. See Terms of Service for additional restrictions. Compass · Tel: 212-913-9058 · New York, NY Listing information for certain New York City properties provided courtesy of the Real Estate Board of New York’s Residential Listing Service (the "RLS"). The information contained in this listing has not been verified by the RLS and should be verified by the consumer. The listing information provided here is for the consumer’s personal, non-commercial use. Retransmission, redistribution or copying of this listing information is strictly prohibited except in connection with a consumer's consideration of the purchase and/or sale of an individual property. This listing information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc., all rights reserved. This information is not guaranteed, should be independently verified and may not reflect all real estate activity in the market. Offers of compensation set forth here are for other RLSParticipants only and may not reflect other agreements between a consumer and their broker.©2026 The Real Estate Board of New York, Inc., All rights reserved.