21 East 81st Street presents a rare and highly unique opportunity on one of the Upper East Side’s most coveted townhouse blocks, perfectly positioned between Fifth and Madison Avenues. Built in 1899 by renowned architects Welch, Smith & Provot, this 20-foot-wide Neoclassical limestone townhouse spans approximately 8,600 square feet across six stories, crowned by a mansard roof. Grand ceiling heights, significant original architectural detail, and wood-burning fireplaces in nearly every room define the interiors, while an elevator services all levels. Currently configured as a two-family residence—an owner’s quad with income producing duplex —the home offers exceptional flexibility and long-term potential which can also can easily be converted to a single family.
Active
$18,000,000
21 E 81st St, New York, NY 10028
6beds
8,538sqft
Multi Family
Built in 1899
-- sqft lot
$17,189,400 Zestimate®
$2,108/sqft
$-- HOA
What's special
Significant original architectural detailMansard roofGrand ceiling heightsElevator services all levels
- 166 days |
- 758 |
- 35 |
Zillow last checked:
Listing updated:
Listed by:
Compass 917-841-3305,
Jennifer Regen,
Ian Slater
Source: StreetEasy,MLS#: S1810496
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Appliances
- Included: Dishwasher, Washer/Dryer
- Laundry: Inside
Features
- Flooring: Hardwood
- Has fireplace: Yes
Interior area
- Total structure area: 8,538
- Total interior livable area: 8,538 sqft
Property
Features
- Patio & porch: Deck, Terrace
- Exterior features: Private Roof Deck, Terrace
- Has view: Yes
- View description: City
Details
- Parcel number: 014930012
- Special conditions: Resale
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Condition
- Year built: 1899
Community & HOA
Community
- Subdivision: Upper East Side
HOA
- Has HOA: Yes
- Amenities included: Laundry
Location
- Region: New York
Financial & listing details
- Price per square foot: $2,108/sqft
- Tax assessed value: $21,185,000
- Annual tax amount: $123,156
- Date on market: 2/10/2026
Estimated market value
$17,189,400
$16.33M - $18.05M
$6,214/mo
Price history
| Date | Event | Price |
|---|---|---|
| 2/10/2026 | Listed for sale | $18,000,000$2,108/sqft |
Source: StreetEasy #S1810496 Report a problem | ||
| 5/11/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 1/24/2023 | Listed for rent | $11,500-8%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/15/2019 | Listing removed | $12,500$1/sqft |
Source: Compass Report a problem | ||
| 6/20/2019 | Price change | $12,500-3.8%$1/sqft |
Source: Stribling Report a problem | ||
| 4/1/2019 | Listed for rent | $13,000$2/sqft |
Source: Stribling Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $117,608 +6% | $1,271,100 +21.6% |
| 2024 | $110,951 -1.1% | $1,044,960 +9% |
| 2023 | $112,188 | $958,800 +2.6% |
| 2022 | -- | $934,500 -6.9% |
| 2021 | -- | $1,004,220 -12.2% |
| 2020 | -- | $1,143,780 +1.9% |
| 2019 | $46,740 -51.5% | $1,122,780 +143.9% |
| 2018 | $96,298 +3.4% | $460,339 +0.8% |
| 2017 | $93,137 +10.8% | $456,888 +6% |
| 2016 | $84,028 | $431,029 +6% |
| 2015 | $84,028 +148.8% | $406,632 +6% |
| 2014 | $33,772 | $383,616 |
| 2013 | -- | $383,616 +0.8% |
| 2012 | -- | $380,740 +6% |
| 2011 | -- | $359,191 +6% |
| 2010 | -- | $338,860 +6% |
| 2009 | -- | $319,680 |
| 2008 | -- | $319,680 +0.8% |
| 2007 | -- | $317,284 +6% |
| 2006 | -- | $299,326 +6% |
| 2005 | -- | $282,384 +6% |
| 2004 | -- | $266,400 |
| 2003 | -- | $266,400 +0.8% |
| 2002 | -- | $264,404 +6% |
| 2001 | -- | $249,439 +6% |
| 2000 | -- | $235,320 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: Upper East Side
Nearby schools
GreatSchools rating
- 10/10Ps 6 Lillie D BlakeGrades: PK-5Distance: 0.1 mi
- 8/10Jhs 167 Robert F WagnerGrades: 6-8Distance: 0.5 mi
- 9/10Eleanor Roosevelt High SchoolGrades: 9-12Distance: 0.7 mi
- $2,921,8003 bd2 ba2k sqft21 E 81st St PENTHOUSE 56, New York, NY 10028Off Market
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A local agent can set up tours, give advice and negotiate with sellers.
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