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West 22nd Street Chelsea blockfront via Leslie Garfield West 22nd Street Chelsea blockfront via Leslie Garfield
Seemingly since the High Line opened, several architecturally adventurous condominiums have taken shape on either side of the onetime train tracks. However, the Chelsea streets surrounding and leading up to the elevated park have always been some of the most picturesque in New York for their trees and historic architecture. Much of West 22nd Street between Ninth and Tenth Avenues comprises the Chelsea Historic District Extension; and the General Theological Seminary is equally famous for being the oldest Episcopal Church seminary and for the beauty of its buildings and grounds. We take a look at listings among this timeless setting.

333-West-22nd-Street-01 All images of 333 West 22nd Street via Compass
From the listing: This exquisite two bedroom, two bath triplex with a fabulous terrace is located in a beautiful elevator townhouse on one of Chelsea's prettiest blocks. Enter on the fourth floor and you'll find your first large bedroom with wood burning fireplace included, a true laundry/storage room, a full bath and a multitude of closets. The fifth floor features a spacious kitchen with marble countertops, top of the line appliances and well crafted cabinets. See floor plan and full details here.

429-West-22nd-Street-01 All images of Anderson House via Douglas Elliman
From the listing: Rarely available three bedroom, three bathroom garden duplex perfectly located on West 22nd Street in the West Chelsea Historic District. Features include a large master bedroom with envsuite bath and wood-burning fireplace overlooking the private garden, south facing parlor (or third bedroom) with decorative fireplace, loft-like living, dining and kitchen area with wood-burning fireplace and raised ceiling that opens onto the garden. The kitchen features top of the line appliances, custom cabinetry, granite counters and a large island. See floor plan and full details here.

449-West-22nd-Street-01 All images of 449 West 22nd Street via Leslie J. Garfield
From the listing: This apartment is configured as three-bedroom plus office or small bedroom, and two full bathrooms. Features include 14' ceiling heights, a large private terrace and access to the shared garden, crown moldings and original details throughout, great sunlight, an open living floor, stainless steel kitchen appliances, and a washer/dryer in unit. Please note this price is reflective of the net monthly rent from the incentive of 2 months free on a 12-month lease. See floor plan and full details here.

411-West-22nd-Street-01 All images of 411 West 22nd Street via Compass
From the listing: These two apartments in need of a gut renovation combined will make the perfect Chelsea loft. Open up the living room to the above attic/storage space to create a living room with double height ceilings. Original brick walls and wood beams are still in place throughout the apartments. See floor plan and full details here.

423-West-22nd-Street-01 423 West 22nd Street via Compass
From the listing: Apartment 4R is the perfect home for those looking to plant some seeds in NYC and take advantage of the charm, extra space for a nursery or home office, and the serene views out of every window. With remote working spaces at a premium, this private, quiet home offers a unique blend of big city views with small town serenity. See floor plan and full details here.

361-West-22nd-Street-01 361 West 22nd Street via Christie's International Real Estate
From the listing: Residence 3 at 361 West 22nd Street is an impeccably designed 2-bedroom, 2-bathroom home, which occupies the entire third floor of this 1910 brownstone. Upon entry into the home, you are greeted by an open-concept living & dining room with three over sized, South facing windows. 9'6" ceilings and beautiful hardwood floors can be found throughout the home. The living area features exposed brick, a built in office area and a wood-burning fireplace with a marble mantle. See floor plan and full details here.

177-Ninth-Avenue-01 The Chelsea Enclave via Brown Harris Stevens
From the listing: Classic split two-bedroom looks out on full seminary ground views from every room. Features include floor-to-ceiling windows, 9'2" ceilings, wide plank oak flooring, in-unit washer/dryer, and chef's kitchen with 46-bottle wine fridge. It is in a full-service luxury condop with 24-hour doorman and porters, resident super, seminary grounds and lawn access, gym with yoga studio, children's playroom, and landscaped roof deck with dining area and sun deck. See floor plan and full details here.

405-West-21st-Street-01 405 West 21st Street via Compass
From the listing: One-of-a-kind, superbly renovated and brilliantly reimagined Zen studio loft/convertible Junior 1 bedroom with a bonus sleep loft and work from home area, located on the parlor floor in a classic, boutique brownstone with condo-like rules on one of the most beautiful and highly coveted tree-lined seminary blocks in West Chelsea. This dramatic loft-like apartment features original exposed brick, oak hardwood floors throughout and ceilings that reach over 13 feet at their highest point. The large functional sleep loft easily accommodates a queen or king-sized mattress. See floor plan and full details here.

445-West-19th-Street-01 All images of The Chatham in Chelsea via Brown Harris Stevens
From the listing: Penthouse A is a stunning three-bedroom, two-bathroom duplex condominium with a newly renovated private terrace. The sun-filled property faces north over townhouses and gardens and enjoys exceptional views of the New York City skyline from every room. The first floor features an open living dining room with floor-to-ceiling windows overlooking the High Line Hotel and Chelsea Monastery, an office/media room convertible to a third bedroom, a full bathroom, and a bright windowed kitchen. See floor plan and full details here.

365-West-20th-Street-01 Chelsea Court Tower via Douglas Elliman
From the listing: This turnkey one bedroom is perfectly located at the end of one of the most beautiful blocks in West Chelsea. This east facing apartment enjoys views of trees and gardens from the neighboring townhouses. Rich dark hardwood floors and beamed ceilings grace a corner living room, fully renovated kitchen and magazine worthy marble bath. See floor plan and full details here.

338-West-19th-Street-01 338 West 19th Street via Eastpointe Residential
From the listing: Spacious one bedroom featuring hardwood floors, high ceilings, exposed brick and open city views. Building features elevator and laundry. Located on one of Chelsea's best tree-lined blocks near top restaurants, shopping, galleries, the Hudson River Park, and the High Line. See floor plan and full details here.

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