Penthouse Duplex | 5 Bedrooms | 4.5 Bathrooms | 3,500 SF Interior + 2,000 SF Private Outdoor Space
Experience exceptional indoor-outdoor living in this gut-renovated duplex penthouse in the heart of Lenox Hill. Spanning approximately 3,500 square feet of impeccably designed interior space and an extraordinary 2,000 square feet of private terraces with an outdoor kitchen, this one-of-a-kind residence offers breathtaking open views of the Manhattan skyline and Central Park with exposures to the east, south, and west, flooding the home with natural light throughout the day.
Thoughtfully designed for both privacy and entertaining, the lower level is dedicated to the home's private living quarters, featuring five generously proportioned bedrooms and four-and-a-half beautifully appointed bathrooms. Upstairs, the expansive entertaining level is anchored by a spectacular chef's kitchen complete with premium appliances, dual dishwashers, double wall ovens, abundant custom cabinetry, and an oversized island that seamlessly flows into the spacious living and dining areas.
Large windows frame dramatic city and park vistas, while the private terrace creates an effortless extension of the living space; perfect for al fresco dining, sunset gatherings, or simply enjoying panoramic views of the skyline and Central Park.
Situated in a premier full-service Lenox Hill building, residents enjoy the convenience of a 24-hour doorman, live-in superintendent, and the security and service expected of a luxury condominium. A fitness center and on-site parking are also available for an additional fee.
Offering the scale and privacy of a townhouse with the amenities of a luxury high-rise, this exceptional penthouse is moments from Central Park, Madison Avenue shopping, renowned restaurants, and some of Manhattan's finest cultural institutions.
This home has been virtually staged and will be delivered unfurnished.
DISCLAIMER Please be advised that 165 East 66th St Owner LLC, Landlord, and its affiliates, utilize exclusive brokers/agents in connection with all rentals of real property. Prospective renters, their brokers and/or agents understand that neither the landlord nor landlords agents will charge or collect fees to a prospective renter in connection with this property except for administrative and/or application fees as permitted by law. Nor will landlord or Landlords Agent assume responsibility for any brokerage fees incurred by a prospective renter in connection with this property. Any broker/agent who contacts management in connection with this listing, who is not the exclusive broker is not the landlords broker/agent and will not be paid by landlord. This listing is being advertised to prospective renters. This listing may not be re-published without the express written consent of the landlord
FEE DISCLOSURE: Please be further advised that tenants may incur fees and charges in connection with the rental of Landlords properties pursuant to the terms of the lease agreement, including, but not limited to, parking, amenities, late fees, pet fees, insufficient funds, and third-party utilities.
Apartment for rent
$45,000/moFees may apply
165 E 66th St Ph A, New York, NY 10065
5beds
3,520sqft
Price may not include required fees and charges. Learn more|
Apartment
Available now
Cats, dogs OK
In unit laundry
Fireplace
What's special
Premium appliancesOutdoor kitchenOversized islandFour-and-a-half beautifully appointed bathroomsDual dishwashersAbundant custom cabinetryDouble wall ovens
- 25 days |
- -- |
- -- |
Zillow last checked:
Listing updated:
Travel times

Let’s turn your rent into credit progress
Build credit history with every on-time payment and get credit for the payment you’re already making.
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Fireplace
Appliances
- Included: Dishwasher, dryer, washer
- Laundry: In Unit
Features
- Elevator
- Has fireplace: Yes
Interior area
- Total interior livable area: 3,520 sqft
Property
Parking
- Details: Contact manager
Features
- Patio & porch: Terrace
- Exterior features: Courtyard
Construction
Type & style
- Home type: Apartment
- Property subtype: Apartment
Building
Management
- Pets allowed: Yes
Community & HOA
Community
- Features: Fitness Center, Gated
HOA
- Amenities included: Fitness Center, Laundry
Location
- Region: New York
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 7/22/2026 | Price change | $45,000-3.8%$13/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/29/2026 | Listed for rent | $46,800+545.5%$13/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/13/2020 | Listing removed | $7,250$2/sqft |
Source: William Raveis Real Estate #1791975 Report a problem | ||
| 11/5/2020 | Listed for rent | $7,250-4.6%$2/sqft |
Source: William Raveis Real Estate #1791975 Report a problem | ||
| 12/20/2018 | Listing removed | $7,600$2/sqft |
Source: CH Management Services LLC Report a problem | ||
| 12/1/2018 | Price change | $7,600+1.3%$2/sqft |
Source: CH Management Services LLC Report a problem | ||
| 11/15/2018 | Listed for rent | $7,500-11.8%$2/sqft |
Source: CH Management Services LLC Report a problem | ||
| 8/25/2015 | Listing removed | $8,500$2/sqft |
Source: Douglas Elliman Report a problem | ||
| 7/5/2015 | Listed for rent | $8,500$2/sqft |
Source: Crescent Heights Report a problem | ||
Neighborhood: Upper East Side
Nearby schools
GreatSchools rating
- 9/10East Side Elementary School, PS 267Grades: K-5Distance: 0.2 mi
- 8/10Jhs 167 Robert F WagnerGrades: 6-8Distance: 0.5 mi
- 1/10Vanguard High SchoolGrades: 9-12Distance: 0.2 mi
There are 5 available units in this apartment building







