$539,900
3 Bed • 2 Bath • 1,700 Sq. Ft.
9 Whittier Avenue
Cortlandt Manor, NY 10567
Listed with Keller Williams Prestige Prop
$590,000
Est. $4,459/moOssining, NY 10562 · Westchester County
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Love the NYC loft lifestyle, but not the NYC-sized floor plan—or price tag? Welcome to The Penthouse. Set within a reimagined historic 1820s schoolhouse, this dramatic tri-level penthouse loft delivers the attitude of a downtown loft with the space, light and breathing room Manhattan forgot to include. The result? Something seriously cool—and anything but ordinary. The Entertaining Level sets the tone with soaring volume, exposed brick elements, original wood beams, exposed copper piping, hardwood floors and distinctive low-set windows that help fill the space with natural light. An elevated kitchen with granite counters and stainless-steel appliances overlooks the expansive open-concept living and dining area, creating one incredible backdrop for entertaining or simply hanging out at home. A powder room completes the level. Then there’s The Loft—perched above and overlooking the entertaining space below. Skylights bring in even more natural light, while the open design gives you a completely different perspective on the architecture of The Penthouse. Home office, studio, lounge, reading retreat or creative escape—it’s the kind of flexible space that makes loft living so much fun. The Private Level changes gears completely. Two generously sized bedrooms each enjoy their own private en-suite bath. The oversized primary suite features a huge walk-in closet and spacious bath with double sinks and a jetted whirlpool tub. The second bedroom has its own beautifully refreshed en-suite bath with brand-new tile. In-unit laundry is conveniently tucked into this level as well. And here’s something you won’t see in the photos: some of the most impressive improvements in The Penthouse are hidden behind the finished walls. Extensive sound-control upgrades were incorporated into select walls and ceilings using additional framing and separation, ROCKWOOL mineral-wool insulation, spray foam and heavier 5/8-inch drywall. The primary-bedroom ceiling received its own extensive insulated assembly, all designed with acoustic comfort and reduced sound transmission in mind. Drenched in natural light? Absolutely. Drenched in noise? This renovation took that on from the inside out. And then there’s Ossining. Hudson River waterfront parks, marinas, downtown shops and cafes, the Old Croton Aqueduct Trail and Metro-North are all nearby—giving you the space and character of Hudson Valley living without giving up your connection to NYC. And when Manhattan calls? Metro-North express service can have you at Grand Central in under 50 minutes. Two assigned parking spaces and dedicated private storage round it all out—two more things Manhattan generally forgets to include. Historic character. Downtown attitude. Suburban breathing room. Three incredible levels. Serious sound-control improvements. This isn’t another suburban condo. This is The Penthouse—and that’s exactly the point.
As reported by the listing office; verify enrollment with the district.
Listed with Giner Real Estate Inc. · Michael A. Tarallo · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 7:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
19
Sep 2026
Average Price
Active listings
$925,640
Sep 2026
Average Days on Market
Active listings
103 days
Sep 2026
Computed from 101 active OneKey MLS listings in Ossining, NY.
$539,900
3 Bed • 2 Bath • 1,700 Sq. Ft.
9 Whittier Avenue
Cortlandt Manor, NY 10567
Listed with Keller Williams Prestige Prop
$749,000
2 Bed • 2.5 Bath • 1,754 Sq. Ft.
53 Top Of The Ridge #A9
Mamaroneck, NY 10543
Listed with Coldwell Banker Realty
$495,000
2 Bed • 2 Bath • 1,107 Sq. Ft.
311 Sutton Drive #311
Mount Kisco, NY 10549
Listed with Blue Crescent Realty LLC