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240 Park Avenue South penthouse (Sotheby's International) 240 Park Avenue South penthouse (Sotheby's International)
If you're going to imagine your dream home in New York, go big or go home - why not wish for a pool of one's own, a wine cellar, private outdoor space, and endless square footage? That's the philosophy by which CityRealty approached the search for the most amazing listings on the market. Many of these are historic treasures reimagined for today's buyer, but a few models of contemporary architecture made their way in as well.

Private Pool and deck overlooking High Line
455-West-19th-Street-1 All images of ABI Chelsea via Douglas Elliman
455-West-19th-Street-2 Living room
455-West-19th-Street-3 Kitchen
Triplex penthouse in a discreet boutique condominium is reached by private elevator and boasts four exposures, 17' European windows, super-luxe master suite, and 21' ceilings in the double-height living room. The chef's kitchen is outfitted with integrated storage, stainless steel work spaces, and state-of-the-art appliances. The crowning glory is a private landscaped rooftop terrace with a heated pool. See floor plan and full details here.

Bulletproof Minimalism
162-East-64th-Street-1 All images of 162 East 64th Street via Compass
162-East-64th-Street-2 Kitchen
162-East-64th-Street-3 Private roof deck
In the process of creating this Upper East Side townhouse, acclaimed architect Rafael Vinoly transformed its entire block. The building was designed to support state-of-the-art technology, and the structural glass windows are of bullet-proof quality. Floor-to-ceiling windows and soaring ceilings fill every room in the house with incredible natural light, and a skylight lights the way to the private roof deck. See floor plan and full details here.

Terrific Tabula Rasa
172-Madison-Avenue-1 All images of 172 Madison via Keller Williams
172-Madison-Avenue-2 Kitchen
172-Madison-Avenue-3 Private terrace
The possibilities for this penthouse in a centrally located, amenity-rich condominium are about as endless as its square footage. Features include 18' to 23' ceilings, river-to-river views, and more than 3,500 square feet of private terraces. The private roof deck boasts a private pool and Jacuzzi. See floor plan and full details here.

West Village Triplex Penthouse
601-Washington-Street-1 All images of 601 Washington Street via Douglas Elliman
601-Washington-Street-2 Living/dining area
601-Washington-Street-3 Kitchen
Exceptional penthouse in one of New York's hottest neighborhoods boasts dramatic views through four exposures, soaring ceilings, acoustically engineered floors and walls, formal entry foyer, and two-corner Great Room. The chef's kitchen is flooded with light and outfitted with a quartzite island, generous cabinetry, and fully integrated state-of-the-art appliances. The home has 1,619 square feet of private outdoor space, including a roof terrace with an outdoor soaking tub. See floor plan and full details here.

One-of-a-kind Modern Mansion
17-East-65th-Street-1 All images of 17 East 65th Street via Christie's
17-East-65th-Street-2 Kitchen
17-East-65th-Street-3 Master bedroom
The Sherman Fairchild Mansion was one of the first modernist townhouses in Manhattan following its completion in 1981, and remains an architectural masterpiece. Inside, a zigzagging system of ramps allows for seamless movement through the light, airy interiors. Features include floor-to-ceiling windows, a glass and steel skylight, a home office, a wine cellar, a formal dining room, a chef's kitchen, and a master suite with two full baths and a private balcony. See floor plan and full details here.

Rooftop pool over Park Avenue South
240-Park-Avenue-South-1 All images of 240 Park Avenue South via Sotheby's
240-Park-Avenue-South-2 Dining area and kitchen
240-Park-Avenue-South-3 Master suite
Spectacular penthouse near Union Square Park is topped with an indoor/outdoor rooftop pavilion with a 30' infinity pool, three seating areas, outdoor kitchen, wet bar, and views of the Empire State Building and Chrysler Building. Inside, a striking marble foyer leads to a Great Room with 24' ceilings, massive picture windows, and a windowed kitchen with a massive marble island and Gaggenau appliances. The south-facing master suite boasts 13'6" ceilings, five large windows, a private library, floating bed, gracious dressing room, and five-fixture marble bath. See floor plan and full details here.

Tantalizing Terra Cotta
2-Park-Place-1 All images of The Woolworth Tower Residences via Sotheby's
2-Park-Place-2 Great Room
2-Park-Place-3 Master bedroom
Located in one of New York's most iconic and admired skyscrapers, this Pavilion residence is flooded with light from six skylights and ceilings measuring up to 22 feet high. All bedrooms have en suite baths and access to a private terrace, and the master suite also boasts a morning kitchen and a walk-in closet. Both levels are connected by a sculptural spiral staircase, and it leads to a private rooftop terrace overlooking the same cinematic views the enormous windows enjoy. See floor plan and full details here.

Urban Hideaway
78-Morton-Street-1 All images of 78 Morton Street via Leslie J. Garfield
78-Morton-Street-2 Private garage
78-Morton-Street-3 Private gym
In the heart of the West Village, a firehouse has been transformed into an exquisite single-family mansion standing five stories high. Interiors boast grand proportions and intricate craftsmanship throughout. The house comes with a four-car garage, and plans for the rooms are limited only by the owner's imagination. See floor plan and full details here.

Living along the Dakota's roofline
1-West-72nd-Street-1 All images of The Dakota via The Modlin Group
1-West-72nd-Street-2 Entry foyer
1-West-72nd-Street-3 Master bedroom
Expansive apartment near the top of one of New York's most iconic cooperatives masterfully brings turn-of-the-century elegance into the 21st century. A gracious entry foyer leads to a corner living room and formal dining room with high ceilings, wood-burning fireplaces, and stately Central Park views. The master suite enjoys Central Park frontage, a private sitting room, a massive dressing room, and two master baths. See floor plan and full details here.

The Entertainer's Eden
163-East-64th-Street-1 All images of 163 East 64th Street via Weichert Properties
163-East-64th-Street-2 Formal dining room
163-East-64th-Street-3 Bedroom
Architectural masterpiece on the Upper East Side dates back to 1872, and its distinguished limestone facade was restored by the same craftsman that worked on St. John the Divine. Between the mirrored receiving area, the enormous formal dining room with a crystal chandelier and marble fireplace, and a gorgeous dining terrace, this townhouse is an entertainer's paradise. However, the bedrooms are on upper levels for optimal privacy, and the master suite features a large walk-in closet, custom mahogany built-in cabinetry, and a luxe bath. See floor plan and full details here.

Schoolhouse Penthouse
555-West-End-Avenue-1 All images of 555 West End Avenue via Sotheby's
555-West-End-Avenue-2 Kitchen
555-West-End-Avenue-3 Master bath
On the Upper West Side, the gymnasium of a Catholic school has been transformed into a spectacular penthouse in a boutique condominium. The Great Room boasts a 19' arched ceiling, a full glass wall, and easy access to both a private terrace and a chef's kitchen. The master suite features two walk-in closets and a five-fixture marble bath. See floor plan and full details here.

Dream Dining Room
46-East-73rd-Street-1 All images of 46 East 73rd Street via Brown Harris Stevens
46-East-73rd-Street-2 Entrance foyer
46-East-73rd-Street-3 Living room
Upon entering this pristine Upper East Side brownstone, a foyer leads to a gallery with rusticated walls and a beautifully proportioned spiral staircase. Further in, the dining room opens up to the formal garden and boasts walls lined with bookshelves, soaring 21' ceilings, and a skylight. On the parlor level, the library boasts 12'3" ceilings and a wood-burning fireplace. See floor plan and full details here.

Your own rustic wine cellar
22-West-88th-Street-1 All images of 22 West 88th Street via Douglas Elliman
22-West-88th-Street-2 Living room
22-West-88th-Street-3 Garden
Garden apartment in a turn-of-the-century townhouse has undergone a stunning renovation to bring it into the 21st century, though not at the expense of historic details like 13' ceilings, exposed brick, stone walls, and the original carved fireplace. The private backyard was designed for year-round use and boasts a hot tub and dining area. The "flex room" was designed as a wine cellar, but would also work as an office, library, or guest room. See floor plan and full details here.

Honorable Mentions
The Block House
18-East-76th-Street-1 All images of 18 East 76th Street via Compass
18-East-76th-Street-2 Master bedroom
18-East-76th-Street-3 Private terrace

J. Lo's Onetime Abode
21-East-26th-Street-1 All images of The Whitman via The Modlin Group
21-East-26th-Street-2 Kitchen
21-East-26th-Street-3 Private terrace

Penthouse with Private Pool
522-West-29th-Street-1 All images of Soori High Line via Compass
522-West-29th-Street-2 Living/dining area
522-West-29th-Street-3 Master bedroom

Timeless Townhouse
30-Grove-Street-1 All images of 30 Grove Street via Aligned Real Estate
30-Grove-Street-2 Master bedroom
30-Grove-Street-3 Private terrace

Chelsea Dream Home
357-West-17th-Street-1 All images of 357 West 17th Street via Nest Seekers
357-West-17th-Street-2 Parking and foyer
357-West-17th-Street-3 Private terrace and hot tub

Custom West Village house
829-Greenwich-Street-1 All images of 829 Greenwich Street via The Modlin Group
829-Greenwich-Street-2 Chef's kitchen
829-Greenwich-Street-3 Wine cellar

Brooklyn Penthouse with everything
360-Furman-Street-1 All images of One Brooklyn Bridge Park via Sotheby's
360-Furman-Street-2 Private screening room
360-Furman-Street-3 Private gym

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