Last updated on Apr 3, 2026

186 Fifth Avenue

186 Fifth Avenue is an attractive red-brick and terracotta building designed by Henry J. Hardenbergh in 1883 for Western Union. Located on the southeast corner of 23rd Street, it overlooks Madison Square Park and is being partially converted to residential condominiums in 2007.

Recent Sales (1) $1,634 Avg. price/ft²
All Units in Building (4)

Apt. RU5

3 beds

3 baths

2,418 ft²

$3,950,000

$1,634

Jul 14, 2022

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Overview of 186 Fifth Avenue

186 Fifth Avenue, built in 1883 and designed by renowned architect Henry J. Hardenbergh, is a historic Queen Anne-style building located in the heart of the Flatiron District, directly across from Madison Square Park. Originally constructed as the headquarters for the Western Union Telegraph Company, the building features a striking red-brick and terracotta façade, with architectural elements that bridge the gap between commercial and residential scales. The building underwent a conversion to condominiums in 2008, offering a blend of historic charm and modern amenities. The residences at 186 Fifth Avenue are characterized by their spacious layouts, with apartments typically ranging from 2,385 to 2,418 square feet. Notable features include high ceilings, oversized windows that provide abundant natural light, and luxurious finishes throughout. Many units boast chef's kitchens equipped with high-end appliances such as Gaggenau and Sub-Zero, expansive islands, and open-concept living spaces ideal for entertaining. The primary bedrooms often include en suite bathrooms with spa-like amenities, including steam rooms and high-quality materials like Italian marble. In addition to the impressive interiors, the building offers practical amenities such as a superintendent on-site, in-unit laundry facilities, and dedicated storage spaces. The apartments are designed with modern conveniences, including automated shades and smart home technology for controlling lighting and climate. The location provides easy access to public transportation, dining, and shopping, making it a desirable residence for those seeking a vibrant urban lifestyle. Noteworthy residents have included various celebrities, adding to the building's allure. The combination of its prime location, architectural significance, and luxurious living spaces makes 186 Fifth Avenue a unique offering in New York City's competitive real estate market.

Doorman

None

Type

Condo

Year Built

1883

Converted: 2007

Apartments

4 (view all units)

Floors

Neighborhood

Flatiron/Union Square (Manhattan)

Min Down

20%

Maps &
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Amenities

Pre War
Elevator

Area Map StreetView

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at Broadway 0.04 miles

at 6th Ave 0.17 miles

at Park Ave 0.21 miles

at 7th Ave 0.34 miles

at 6th Ave and 16th 0.40 miles

at Broadway and 16th 0.40 miles

Pros & Cons

Designed by Henry Hardenbergh
Excellent public transportation
One apartment per floor
Prime Flatiron/Chelsea location
Overlooks Madison Square Park
Across Fifth Avenue from Flatiron Building
Close to Subway

No doorman
No fireplaces
No balconies
No garage

CityRealty Rating

/44

Architecture

/36

Location

/39

Features

Editor’s Points

CITYREALTY
RATING

How is the CityRealty Rating calculated?
Architecture

30+ remarkable

20-29 distinguished

11-19 average

< 11 below average
Location

27+ remarkable

18-26 distinguished

9-17 average

< 9 below average
Features

22+ remarkable

16-21 distinguished

9-15 average

< 9 below average
CityRealty’s Ratings Explained

Sales History

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Sales Summary

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Pricing Comparison of Similar Buildings

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Editorial Coverage

Sales have started at conversion of 186 Fifth Avenue Friday, September 7, 2007

Alternate Address

2-10 West 23rd Street

200 East 75th Street

at the southeast corner of Third Avenue

Lenox Hill

A remarkable blend of classicism and contemporary sensibility. Spacious two- to six-bedroom homes on the Upper East Side. Delivery summer 2025

4 beds starting at $7,650,000
5 beds starting at $18,500,000

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RLS IDX Data display by CityRealty.com, LLC. 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. IDX information is provided exclusively for consumers’ personal, non-commercial use and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

All information furnished regarding property for sale, rental or financing is from sources deemed reliable, but no warranty or representation is made as to the accuracy thereof and same is submitted subject to errors, omissions, change of price, rental or other conditions, prior sale, lease or financing or withdrawal without notice. All dimensions are approximate. For exact dimensions, you must hire your own architect or engineer and for no listing shall the number of bedrooms listed be considered a legal conclusion.

All closed sales data has been provided by the New York City Department of Finance via the Automated City Register Information System (ACRIS). No warranty or representation is made as to the accuracy of any data provided by ACRIS or any other sources.

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An equal housing opportunity

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District\/BPC","_fd"],"4":[40.682676,-73.973007,"Brooklyn","_b"],"12":[40.8444,-73.9376,"Upper Manhattan","_um"],"5":[40.7477089,-73.930411,"LIC \/ Queens","_qns"],"18":[40.8889782,-73.9025,"The Bronx","_bx"]}

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186 Fifth Avenue

Overview of 186 Fifth Avenue

Maps &3D Aerial Views

Amenities

Pros & Cons

CityRealty Rating

How is the CityRealty Rating calculated?

Sales History

Sales Summary

Pricing Comparison of Similar Buildings

Editorial Coverage

Alternate Address

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