The sought-after blocks between Madison Square and Union Square form one of the city’s most cohesive stretches of high-quality architecture and mixed-use density. The stretch between Seventh Avenue and Park Avenue South is known for its high street walls, historic loft buildings, and interesting variety of shops and restaurants. The richest character is contained within The Ladies’ Mile Historic District, designated by the Landmarks Preservation Commission in 1989. The area once served as the city's premier late-19th-century shopping destination, first catering to the “carriage trade” and later to the sale of household furnishings within large dry goods stores like Arnold Constable at East 19th Street and Lord & Taylor at East 20th Street.
The Ladies' Mile Historic District and the site of The Myles in red | https://architecturaltrust.org/wp-content/uploads/2013/06/Report1_LPC_ladies_mile.pdf
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Located just west of the historic district, The Myles at 142 West 21st Street is a 13-story condo development to hold 22 expansive two- to five-bedroom residences. Developed by the family-run Grid Group, whose nearby 124 West 16th Street sold nearly all its 14 condo units prior to completion in 2021, the project reflects the firm’s involved approach for boutique development, using their decades of design and development experience.
Construction of The Myles as of October 2025 (CityRealty)
The Myles is designed by the acclaimed firm of BKSK Architects, known for recent top-selling super-luxury properties such as 140 Jane and 601 Washington. The Myles replaces a two-story garage, and its massing continues the neighborhood’s strong street wall with a façade of glazed terracotta, brick, bronze accents, and natural stone.
The building is composed almost entirely of four- and five-bedroom homes. Prices begin at $2.995 million, which will get you a two-bedroom with a dedicated home office. Four-bedrooms (plus home office) will start at $5.975 million, and span floors three through nine as half-floor residences with private outdoor space. The four full-floor penthouses will start at $12.5 million and have five bedrooms, four-and-a-half baths, and expansive private terraces, including one with a heated spa pool.
Plans of the two four-bedroom residences on the third
Residences are designed to evoke the scale and detail of a custom home. Highlights will include generously proportioned living rooms with high ceilings and expansive windows; private outdoor spaces connected directly to living areas, dedicated home offices, laundry rooms, and mudrooms. Other features include art niches and bioethanol fireplaces in most units and gas fireplaces in penthouses. The team explains that high-quality natural materials were selected for longevity and authenticity.
Amenities will include a 24-hour attended lobby, a skylit fitness center, yoga room and wellness suite with infrared sauna and Pilates reformer, a landscaped rooftop terrace with lounge and dining areas and a BBQ grill, and private storage for every residence. On-site parking in the building’s private 16-car garage will be available for purchase. Construction topped out last winter, and occupancy is expected in early to mid-2026. New developments are rare in the area with most recent condo buildings such as The Flynn, Chelsea House, 21W20, and Flatiron House. Louie and The Flatiron Building are the notable new development in the area, with prices in the latter 22-story Beaux-Arts tower starting at $10,950,000 for a three-bedroom.
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Notable listings around The Ladies' Mile
4 West 21st Street, #16A
$1,495,000 (-9.1%)
Flatiron/Union Square | Condop | 2 Bedrooms, 2 Baths | 1,444 ft2
4 West 21st Street, #16A (Compass)
147 West 22nd Street, #8N (Modlin Group LLC)
Chelsea Green, #6B (Compass)
Atrium at Chelsea, #2B (The Agency Brokerage)
142 Fifth Avenue, #2
$3,675,000
Flatiron/Union Square | Cooperative | 3 Bedrooms, 3.5 Baths | 2,719 ft2
142 Fifth Avenue, #2 (Compass)
The Chelsea Quarter, #4B (Compass)
Louie XVII, #13 (Nest Seekers LLC)
34 West 21st Street, # (Douglas Elliman Real Estate)
The Sohmer Piano Building, #PH
$17,975,000 (-28.1%)
Flatiron/Union Square | Condominium | 5 Bedrooms, Unknown Baths | 5,777 ft2
The Sohmer Piano Building, #PH (Sothebys International Realty)
Would you like to tour any of these properties?
Just complete the info below.
Or call us at (212) 755-5544
Would you like to tour any of these properties?
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