166 E 81st Street
MLS® #RLS10628298
Listing by Compass
8
Bedrooms
7
Baths
8,500
Sq. Ft.
1899
Year Built
Quick Summary
Property Highlights
- Views: City
- Outdoor Space: Building Patio, Building Terrace, Patio, Terrace, Balcony
- Fireplace: Wood-burning or decorative fireplace
Property Details
Listing History
| Event | Date | Price | Change |
|---|---|---|---|
| Listed | Jun 11, 2006 | $17,900,000 | - |
| Currently | Apr 22, 2026 | $17,900,000 | - |
Description
This exceptional two townhouse compound (166 East 81st connecting through the double garden with with 179 East 80th St.) represents a once-in-a-lifetime opportunity to acquire a private enclave anchored by the city's most glorious garden. The two back-to-back homes, connected by a 75-foot garden with 40-foot trees and a heated outdoor plunge pool, are located on 81st and 80th Streets in Manhattan's Upper East Side. With coveted architectural details and flexible layouts to serve any need, these fine town homes provide more than 9,000-square-feet of interior living space and in excess of 2,000-square-feet of outdoor space, perfect for a seamless indoor-outdoor lifestyle, peaceful relaxation and exquisite entertaining.
The 20-foot-wide, high-stoop 81st Street home invites you into a grand room with 11 foot, 7 inch ceilings and beautiful floors, leading to the formal dining room with a wood burning fireplace, an entire wall of windows and a lovely balcony that overlooks the stunning greenery of this truly unique setting. There is a convenient butler's pantry, and a dumbwaiter conveys serving items to the oversized kitchen below, which is joined with the large, casual living room an indoor-outdoor oasis that opens directly to the leafy garden.
An enviable master suite with an en suite bathroom and large walk-in closet is positioned on the third floor along with a master study and second dressing area. Three more bedrooms and two large bathrooms on the fourth floor have 9 foot, 6 inch ceilings, beautiful windows and views, providing plenty of room for family and guests. The finished basement adds convenience with a laundry, a full bathroom, closets and massive storage rooms.
Connecting through the garden, past the paved seating area, the outdoor dining area and plunge pool, the 80th Street 'Pool House' is itself an independent, 18-foot-wide, five-story brownstone. Move right into this dignified townhouse, or take advantage of the abundant space to craft guest quarters and rooms suited to your exact needs. Currently configured predominantly as an entertaining space, the home begins on the garden level with a casual dining room, a beautiful tiled kitchen and a ground-level guest room with direct, independent access to East 80th Street. There are also two full bathrooms on this floor.
The parlor level, which can be accessed by its own grand stoop on East 80th Street, features 10 foot, 6 inch ceilings, a wood-burning fireplace and an oversized window. Chic herringbone floors guide you from an expansive living room to a dramatic red-lacquer billiard room and onto a covered outdoor loggia, looking north over the pool and gardens. The third floor hosts a beautiful guest suite with a large double bathroom and private sitting room, which could easily be an additional bedroom. The fourth floor currently includes the gym, a ballet room and an oversized double bathroom with a built-in sauna and a steam shower. The fifth floor features a tropical-themed sunroom with a wet bar, tile floors and large terraces facing north and south, granting some of the highest townhouse views in the area. The lowest level of the house is an oversized basement with additional flexible space and a significant laundry area with two sets of washers and dryers.
By far this property's most prized feature is the unheard-of block-through garden connecting the two townhouses. This remarkable multi-level space offers incomparable privacy and tranquility under a tall canopy of mature trees. Multiple paved patios and a built-in gas grill make al fresco dining and lounging irresistible. The beautiful koi pond underscores the "secret garden" enchantment, while the centerpiece plunge pool beckons on hot summer days.
Located mid-block on quiet tree-lined streets, this unique property is set in a charming Upper East Side neighborhood that combines discreet celebrity cachet with a gracious quality of life. Nearby, there is a fantastic array of Upper East Side shopping, dining, schools and conveniences, plus easy access to Central Park and the famed Museum Mile, just three blocks away.
Don't miss the rare chance to embrace the city's finest private enclave, live/work space, multi-purpose compound and unrivaled entertainer's haven in this truly one-of-a-kind property.
Features & Amenities
Interior Features
Exterior Features
Building Information
About Upper East Side
View All Upper East Side ListingsThe Upper East Side remains the gold standard for classic New York elegance. Known for 'Museum Mile' and its low-traffic, tree-lined streets, the neighborhood offers a refined lifestyle away from the midtown bustle. While famous for its historic cooperatives, the area has seen a recent surge in ultra-luxury new construction condos, particularly along the Second Avenue Subway corridor, making it a top choice for both traditionalists and modern buyers.
Upper East Side Live Market Data
View NeighborhoodActive Listings
339
Median Asking Price
$1.55M
Median $/Sqft
$1,559
Avg Days on Market
N/A
New This Week
29
Price Reduced
25%
Sold (30 Days)
34
Median Sale Price
$1.50M
Live data from RLS at REBNY • Updated 4/22/26, 7:07 PM EST
Similar Listings in Upper East Side
View All18 E 76th Street
Single Family Residence • RLS #RLS20080900
8 E 81ST Street
Single Family Residence • RLS #RLS20052920
255 E 77th Street #PHA
Condo • RLS #RLS20075948
255 E 77th Street #PHDUPLEX
Condo • RLS #RLS20075949
123 E 73rd Street
Single Family Residence • RLS #RLS20052321
133 E 73rd Street #PH
Condo • RLS #RLS20061024
Browse More NYC Properties
In This Neighborhood
By Property Type
By Borough
Location
166 E 81st Street, Upper East Side, New York County • Near Lexington Avenue/Third Avenue
Building Information
Official NYC property records for this building
Tax & Assessment
Note: Individual unit taxes may differ. Verify current tax bills with NYC DOF.
Source: NYC PLUTO (Primary Land Use Tax Lot Output), NYC Department of City Planning (data.cityofnewyork.us)
Want help estimating ownership costs or understanding building compliance? Let's discuss
Listing Data
RLS® at REBNY (Real Estate Board of New York) via Trestle API. Updated in real-time.
Building Data
NYC PLUTO (Primary Land Use Tax Lot Output), NYC Department of City Planning. Updated quarterly.
Market Data
RLS® at REBNY (Real Estate Board of New York). Live data updated in real-time.
Map & Location
OpenStreetMap contributors via Leaflet. Geocoding via Nominatim.
All data is provided for informational purposes only and should be independently verified. See our Data Sources Policy for more information.
Frequently Asked Questions
Common questions about this property
This property has 8 bedrooms and 7 full bathrooms.
The listed interior living area is 8,500 square feet. Verify dimensions independently during due diligence.
According to MLS records, the building was constructed in 1899, making it approximately 127 years old.
Pets are permitted at this property. Contact the listing broker for weight limits or breed restrictions.
At the current list price of $17,900,000 for 8,500 sq ft, the asking price per square foot is approximately $2,106. This figure is for reference only and may differ from appraised or assessed values.
To schedule a private showing, contact Milton Coste at (917) 416-7433 or [email protected]. Per REBNY guidelines effective 2025, a Buyer Representation Agreement is required before a buyer's broker can show you properties. You may attend open houses independently without one.
Have a question not answered here?
(917) 416-7433Listing Courtesy of Compass - Alexander Daigh
Listing Contact: (917) 971-8214
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 advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Broker Commission Disclosure: Broker commissions are not set by law and are fully negotiable.
Buyer Notice: Planning to work with a buyer's broker? A Buyer Representation Agreement is required before your broker can show you properties, per REBNY/UCBA guidelines (effective 2025). You may attend open houses independently without one.
RLS Data display by Keller Williams NYC. Data last updated on 4/22/2026 at 11:07 PM UTC