Ossining, NY Real Estate Search

Ossining, NY Condos for Sale

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Newest Ossining, NY Condos for Sale

$590,000
2 Beds 3 Baths 1039859 MLS
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.

88 Broadway Unit #PH4, Ossining

$349,900
1 Beds 1 Baths 1047960 MLS
Set among the mature landscaping and beautifully maintained grounds of Briarcliff Woods, this one-bedroom condo offers a peaceful setting for easy Hudson Valley living. The comfortable one-level layout features a spacious living room centered around a wood-burning fireplace, with sliding glass doors opening to a private balcony — a wonderful extension of the living space for relaxing outdoors. A dedicated dining area, separate kitchen, in-unit laundry, and excellent storage, including a generously sized walk-in closet, add everyday functionality, while the bedroom offers plenty of room to create a comfortable private retreat. One reserved parking space completes the package. Beyond the front door, Briarcliff Woods feels more like a landscaped retreat than a typical condo community, with a beautiful in-ground pool, tennis courts, clubhouse, an on-site superintendent, and well-cared-for grounds to enjoy throughout the seasons. Commuters will appreciate the convenient proximity to Croton-Harmon, with weekday jitney service from Briarcliff Woods to the station, express Metro-North service to Grand Central Terminal and Amtrak service to Penn Station, while the Ossining Metro-North station is also nearby. And when it’s time to stay closer to home, some of the best of the Hudson River Valley is just minutes away — waterfront parks, scenic walking and hiking trails, restaurants, shopping, seasonal events and the vibrant riverfront communities of Ossining and Croton-on-Hudson. It’s a wonderful combination of comfortable condo living, outdoor space, community amenities and easy access to everything that makes this corner of Westchester so appealing.

1 Briarcliff Drive S Unit #4, Ossining

$675,000
2 Beds 3 Baths 939652 MLS
Welcome to this well maintained 2-bedroom 2.5 bathroom end-unit townhouse in the Woods where comfort, space and easy-living come together. Freshly painted throughout and featuring brand new carpeting, this home offers a clean, move in ready interior with a bright and welcoming atmosphere. Discover the added privacy and abundance of natural light that comes with an end-unit location. Recent updates include a new central air conditioner, water heater, and washer and dryer all replaced within the last year, as well as a new boiler installed within the last few years. Step inside to a two-story entry with a soaring ceiling that creates an immediate sense of openness. The light-filled eat-in kitchen features granite countertops, ample cabinetry and plenty of space for casual dining. Just beyond, the spacious living and dining room are ideal both for everyday living and entertaining. Sliding glass doors from the dining room open to a private patio, providing a perfect spot to relax or dine outdoors. Completing the main level is a convenient powder room, access to the garage and a bonus room which may be used as an office, sitting room or guest space. The second level features a spacious primary bedroom with an ensuite bathroom, a large dressing area and access to a private balcony. A versatile loft provides flexible space for home office, den or sitting area. A well sized second bedroom, full bathroom, and a conveniently located second floor laundry complete the upper level. Residents of the Woods enjoy a variety of community amenities including a fabulous pool, tennis/pickleball courts, scenic walking paths, a tranquil pond, and professionally maintained grounds offering a relaxed, low-maintenance lifestyle. Ideally located just minutes from the Croton-Harmon Metro North train station, major parkways, an abundance of delicious dining options, wonderful shops and the scenic Hudson River waterfront. Enjoy easy access to the many amenities of nearby Croton on Hudson and Briarcliff Manor.

56 Pond View Court, Ossining

$259,900
2 Beds 1 Baths 1031248 MLS
Welcome to 150 Charter Circle! A beautiful two-bedroom, one-bath Townhouse-style Co-op in the sought after High Meadow Complex. This desirable co-op features private easy entry-level access, a spacious open floor plan that provides generous living space, creating an inviting atmosphere for everyday living and entertaining. The first floor has new laminate flooring throughout the living room and dining room, a well appointed kitchen with ample cabinet space, stainless steel appliances, stackable washer/dryer, and many windows for an abundance of natural light. Venture upstairs and you will find the fully updated bathroom, generous size hall closet, the oversized primary bedroom and nice size 2nd bedroom. The entire home has been freshly painted. This Townhouse is ideally located just one mile from the Scarborough Metro-North Station and close to shopping, restaurants, and local conveniences. It offers the best of both worlds—tranquil living and easy access to everyday amenities, providing both comfort and accessibility. One outdoor parking space (#5) is included in the lot that is to the left of the building. Garages are available via waitlist, plus there is ample street parking for guests. Overnight street parking is allowed once you obtain a permit from the town. Maintenance fees includes taxes, heat, hot water, trash collection, and beautifully maintained grounds, adding exceptional value and convenience. Residents also enjoy access to a shared storage room, a dedicated laundry facility, and outstanding community amenities, including multiple basketball courts, several playgrounds, live-in super, and a community room available to rent for private gatherings and special events. Don’t miss this opportunity to own a well-located home in a vibrant community with fantastic amenities and easy commuting options. This one is not to be missed! Co-op financial requirements are a minimum credit score of 675, minimum down payment of 10%, DTI must be 35% or less, must have at least one year maintenance plus one year of mortgage payments in liquid assets available at time of closing.

150 Charter Circle Unit #150, Ossining

$425,000
2 Beds 2 Baths 976452 MLS
Welcome to Scarborough Manor, one of Westchester's most sought-after riverside co-op communities — where resort-style living meets everyday convenience along the scenic Hudson River. This beautifully appointed, recently updated two-bedroom, two-bath residence offers what may be the community's most prized feature: breathtaking, unobstructed Hudson River views that greet you from the moment you step inside. You will revel in the daily dose of beauty every time you walk out onto your private terrace and take in the sweeping river panorama — whether with your morning coffee or an evening glass of wine. Inside, the apartment has been thoughtfully updated throughout with new modern lighting, refinished parquet floors, and a refreshed kitchen, including updated appliances, counter, sink, backsplash, knobs, and cabinet refinishing. The spacious living area flows naturally to the terrace, making the river views a seamless extension of your living space. Both bedrooms are generously sized, and two full bathrooms offer comfort and flexibility for residents and guests alike. Beyond your front door, Scarborough Manor delivers a true resort lifestyle. Newly renovated hallways and soon-to-be-redone lobby set a refined tone the moment you arrive. Residents also enjoy a stunning heated pool, elegant clubhouse with fitness center, sauna, billiards, library, and ping-pong lounge. Take strolls or have a picnic in the beautifully landscaped walking paths and quiet seating areas along the property overlooking the water. The community features 24-hour gated security, complimentary outdoor parking, solar, and a full-building backup generator. And the location couldn't be more convenient — just a short distance to the Scarborough Metro-North station for an easy commute to Manhattan, with shopping and dining minutes away at the Arcadian Shopping Center, downtown Ossining, and nearby towns such as Sleepy Hollow, Tarrytown, Pleasantville, and Briarcliff Manor. This area is full of culture, recreation, and ongoing events for all ages and interests. Please note that applicants must meet the Co-Op's purchase criteria. Estimated Monthly maintenance is $2,184. This is Hudson River living at its finest - come see for yourself! Paradise Found!

16 Rockledge Avenue Unit #5P-2, Ossining

$675,000
3 Beds 2 Baths 1013329 MLS
Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle luxury with practicality. Best of all, you can enjoy majestic vistas from your private terrace and banquet of large windows. Allow yourself to be treated to a daily lifestyle that nurtures your spirit, as you enjoy the many amenities the complex offers: Clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space • Outdoor Heated Pool surrounded by mature trees with Hudson River views • Beautiful Park-Like Grounds with walking paths and benches • 24/7 Gated Security for peace of mind and to accept your packages • Free Outdoor Parking for all (Indoor parking is wait listed at $85 per month) • Full Generator no power outages. Hallways redecorated one year ago with contemporary wallpaper and carpeting • Unique Features: Convenient laundry on each floor • New HVAC units in LR, Dining Room, and Bedrooms • New windows throughout • New lobby restoration underway • Storage units are on a wait list and the rent is ($30-$50/month). Scarborough Manor offers the best of both worlds – a tranquil, riverside setting with easy access to both the Scarborough and Ossining Metro-North stations, Route 9, and nearby shops and restaurants.

16 Rockledge Avenue Unit ##6E-1, Ossining

$625,000
3 Beds 3 Baths 1013828 MLS
A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There are multiple closets here as well. Up one level is the open living and dining room. Centered on a wood-burning fireplace with granite hearth and featuring new floors, this is a wonderful space. There are sliding doors here, out to the rear deck and tree ensconced lawn beyond. The eat-in kitchen is well laid out, with good counter and cabinet space. Off of the kitchen, find the large balcony - a great place to enjoy a cup of tea in the early morning, or something a little stronger at the end of the day. Also on this floor is the hall bathroom and the large laundry closet. Up one more level, we reach the bedrooms. The primary bedroom, with an ensuite bathroom that has a tub and a shower, has a deep walk-in closet. In this room, and every bedroom, natural light shines through oversized windows with views out to trees. The second and third bedrooms share a full hall bath with a tub. In Ossining, there are few options for three bedroom condominiums. The Deerfield community has a beautiful, large pool - a perfect place to sunbathe even if you don't swim. There are also walking trails, easily accessible from this unit. All of this, just a short drive to shopping, restaurants and parks, and easily accessible to commuting by train or highway. What more can you ask for?

83 Deerfield Lane, Ossining

$350,000
1 Beds 1 Baths 1007742 MLS
Discover The Perfect Blend Of Tranquility And Convenience In This Stunning Second Floor End Unit At Scarborough Manor. This Beautifully Appointed One Bedroom, One Bathroom Apartment Offers Breathtaking Seasonal Views Of The Hudson River, All While Providing A Serene Woodland Ambiance That Makes You Feel Miles Away From It All. Step Inside To Find Soaring 9 Foot Ceilings And An Oversized Living Space That Is Both Inviting And Versatile. The Expansive Living And Dining Areas Create A Warm And Welcoming Atmosphere, Perfect For Hosting Intimate Gatherings Or Enjoying Quiet Evenings By The River. Scarborough Manor Is More Than Just A Home, It’s A Vibrant 24 Hour Gated Community That Boasts An Array Of Amenities, Including A Gorgeous Clubhouse, Heated Pool, Sauna, Gym, Billiards Room, And A Library, All Included In Your Monthly Maintenance Fee. Enjoy Peace Of Mind With Exterior Windows Cleaned Twice A Year And Never Worry About Losing Power, As The Entire Complex Is Equipped With A Backup Generator. Energy Conscious Solar Panels Are In Place To Help Lower Your Electric Costs, Making This Home As Efficient As It Is Beautiful. Conveniently Located Within Walking Distance To Scarborough Train Station, Scarborough Manor Places You Just Moments Away From Fantastic Shopping, Delectable Dining Options, And Vibrant Cultural Attractions. Don't Miss This Opportunity To Experience The Ultimate In Waterfront Living! Schedule Your Private Showing Today And Immerse Yourself In The Unparalleled Charm And Elegance Of This Exceptional Co-Op. Your dream Home Awaits!

16 Rockledge Avenue Unit #2D-1, Ossining

$724,222
2 Beds 3 Baths 1008140 MLS
Experience turnkey luxury in this beautifully renovated corner unit at The Woods, where every detail has been thoughtfully updated from top to bottom. The heart of the home is the custom high-end Bilotta kitchen, featuring a granite center island with seating, Bosch stainless steel appliances, induction cooktop, pantry, and under-cabinet lighting. The open-concept main level is ideal for both everyday living and entertaining, showcasing a custom fireplace, a sophisticated leathered quartzite bar, a private first-floor office, and a stylish powder room. Additional upgrades include updated electrical, baseboards, windows, recessed lighting, custom blinds, luxury vinyl flooring, and a redesigned balustrade. Upstairs, the spacious primary suite offers a true retreat with a luxurious spa-inspired bath featuring an oversized rainforest shower with marble seat and niche, dual quartzite vanity, and a custom walk-in closet illuminated by a skylight. The second level also includes an updated hall bath, a secondary bedroom with new carpeting, and an enclosed bonus room perfect for guests, a home office, or recreation space. Modern comforts continue with a Navien tankless boiler and hot water system providing efficient, unlimited hot water. Outdoors, relax on the private covered patio surrounded by beautifully landscaped specimen plantings, including Japanese maple and hydrangeas. A significant value-add: the $15,000 roof assessment has already been paid in full. Residents enjoy access to community amenities including a pool and tennis courts, offering a low-maintenance lifestyle in a desirable setting. There are no audio recording devices inside this property.

86 Woods Brooke Terrace, Ossining

$155,000
1 Beds 1 Baths 1005870 MLS
Welcome to this beautifully maintained one-bedroom, one-bath co-op in the highly sought-after Highland Terrace complex in Ossining — where opportunities to own rarely become available. Filled with natural sunlight throughout, this inviting home offers a warm and airy atmosphere from the moment you step inside. The versatile entry foyer offers the perfect flex space to suit your lifestyle — ideal as a dining area for entertaining or easily transformed into a comfortable home office or work-from-home setup. The updated kitchen is thoughtfully designed with porcelain tile flooring, granite countertops, a stylish soapstone backsplash, and stainless-steel appliances, creating the perfect blend of elegance and functionality. The spacious living room is bathed in natural light from oversized windows that offer peaceful views of the beautifully wooded grounds while also overlooking the unit’s conveniently assigned parking space. The generously sized bedroom offers a bright and tranquil retreat, featuring three large windows that fill the space with natural light and a spacious closet providing excellent storage and organization. The beautifully appointed bathroom features a full tub and an elegant granite vanity topped with a striking white vessel sink. Three stylish lighting sconces provide a warm, sophisticated ambiance, adding both charm and functionality to the space. Residents enjoy exceptional amenities including a stunning in-ground pool, charming shared front patio, and scenic walking trails that provide a peaceful, park-like setting. The unit includes one assigned parking space along with ample visitor parking for guests. Monthly maintenance covers heat, hot water, taxes, and building/property maintenance, offering excellent value and convenience. (Maintenance does not include the Basic STAR deduction.) Additional conveniences include a laundry room and private storage located in the building just across the courtyard. The co-op is wired for both Cablevision and Verizon Fios and is ideally located close to public transportation, shopping, dining, and Metro-North, making commuting a breeze. A rare opportunity to own in one of Ossining’s most desirable communities — don’t miss it!

125-3 S. Highland Avenue Unit #C5, Ossining

$234,500
2 Beds 1 Baths 987888 MLS
Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living in a quiet, pet-friendly community. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This low-maintenance one-level unit is located on the first floor. Features include an updated Kitchen with quartz countertops, white cabinetry, natural gas cooking stove; high-hat lighting and wiring for Verizon Fios/Spectrum/Cablevision. Multiple ceiling fans and windows in every room; multiple a/c units included. Corner location offers more windows and privacy than most and lets in more natural sunlight. Lovely landscaping, basketball/sports court, outdoor in-ground pool & common-use patios with BBQ set ups, along with well-maintained outdoor seating areas. Ossining's award-winning Schools are known for having the most Intel Science winners year after year along with great Robotics & STEM Programs. This is one of a very limited number of co-op complexes that is pet friendly (2 pet limit). Walk to the Arcadian Shopping Center's stores, banks and restaurants (i.e., McDonald's, Verizon, Starbucks, Capri Pizza, Valley Bank, Stop & Shop Supermarket +) all for your dining & shopping pleasure. If you work in the City, or want to head up north to Bear Mountain and beyond, Highland Terrace Co-ops has easy access to all main thoroughfares. You're only minutes from Metro-North's Hudson train line with less than an hour's commute to Manhattan. Nelson Park is just a block away. Scenic Aqueduct walking trails are nearby; and only seconds from riverfront options to fish or sail on the Hudson! Who needs anything more? Why not say "Welcome Home" to Unit #B3 today.

127-1 South Highland Avenue Unit #B3, Ossining

$699,001
3 Beds 2 Baths 973026 MLS
This is a rare opportunity to own a truly exceptional residence with panoramic, year-round Hudson River views, something rarely found at this price point in Scarborough Manor. Designed for both comfort and sophistication, this expansive three-bedroom, two-bath home offers 9ft ceilings, oversized rooms, and abundant closet space throughout. The layout strikes the perfect balance between everyday living and effortless entertaining. The open-concept living and dining areas flow seamlessly, creating a warm, inviting atmosphere ideal for hosting or unwinding while taking in breathtaking river views. A beautifully designed chef’s kitchen anchors the space, perfectly positioned to connect with the dining area and enhance the home’s natural flow. Custom window treatments, including tailored blinds and valances, have been thoughtfully designed to complement each window. Set in a serene, waterfront setting, this residence delivers a unique blend of tranquility and convenience, offering refined living just moments from everything you need. Enjoy the security and ease of a 24-hour gated community featuring a beautifully appointed clubhouse, heated pool, sauna, fitness center, billiards room, ping pong, and a quiet library, all included in the monthly maintenance. Residents benefit from twice-yearly exterior window cleaning, ensuring your river views remain clear year-round. The community is equipped with a full backup generator for added peace of mind, along with energy-efficient solar panels designed to help reduce electric costs. Ideally located, you’ll have quick access to shopping, be within walking distance to the train, and just moments from waterfront parks, popular dining spots, and vibrant cultural destinations. This is effortless waterfront living at its finest. Schedule your private showing and experience the charm, convenience, and lifestyle this Hudson River co-op has to offer.

16 Rockledge Avenue Unit #2E2, Ossining

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.