Ossining, NY Real Estate Search

Ossining, NY Single Family Homes for Sale

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Newest Ossining, NY Single Family Homes for Sale

$419,000
1 Beds ⋅ 3 Baths ⋅ 972983 MLS
Now is your Chance! Back on the Market! Welcome to this beautifully maintained 1 bedroom plus den townhome in the highly desirable Liberty Knoll community. Designed for comfort and convenience, this spacious home features 2 full bathrooms plus a powder room, making it perfect for both everyday living and entertaining. The versatile den/home office offers ideal flexibility for remote work, a guest space, or a cozy retreat. Enjoy the ease of an attached garage along with thoughtful layout and ample living space throughout. Located just minutes from the Scarborough MetroNorth train station, this home is a commuter’s dream, providing quick access to NYC while maintaining a peaceful suburban setting. You’ll also love being close to the Arcadian Shopping Center, offering shopping, dining, and everyday essentials right at your fingertips. Residents of Liberty Knoll enjoy resort-style amenities, including a community pool and sauna, beautifully landscaped grounds, and a welcoming neighborhood atmosphere. We have received several strong offers on this property. As per our Seller's request, please submit your Highest & Best offer by Tuesday, April 2nd, at 5:00 pm. Offers will be reviewed thereafter. Please Email offers to: Janet Brand at jbrand@houlihanlawrence.com with all accompanying documents.

17 Knoll View, Ossining
$849,000
3 Beds ⋅ 2 Baths ⋅ 911023 MLS
Welcome to 55 Hoags Cross Rd. in the desirable New Castle area of Ossining. Privately set on a level acre and surrounded by trees and natural landscaping, this property offers a rare sense of quiet seclusion: your own peaceful retreat, just moments from town, commuting routes, and everyday conveniences. This beautifully maintained split-level ranch lives like a 4-bedroom and offers exceptional flexibility, effortless indoor-outdoor flow, and space to grow.  A welcoming entry foyer opens to a spacious family room with sliding doors leading to a stone patio, perfect for entertaining under the trees or enjoying quiet mornings immersed in nature. A full bath on this level adds convenience for guests. Upstairs, natural light fills the living room, where a fireplace creates a warm focal point. The space flows seamlessly into the dining room and kitchen, with hardwood floors throughout. Sliding doors off the dining room open to a deck overlooking the expansive, private grounds—an ideal setting for gatherings or simply taking in the peaceful surroundings. A generously sized flexible room just off the dining area can serve as a home office, guest suite, or additional bedroom. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. The upper level includes three well-proportioned bedrooms and a full hall bath. The lower level offers excellent storage, a laundry area, and an additional room with walkout—perfect for a gym, media space, or playroom. A detached two-car garage and the property’s wide, level lawn create a sense of openness while maintaining privacy—offering endless possibilities for outdoor living and recreation. Ideally located between Route 9A and the Taconic Parkway, with Metro-North access from Ossining or Croton-Harmon (approximately 45 minutes to Grand Central), and just minutes from Gedney Park, Teatown Lake Reservation, Hudson Hills Golf Course, scenic trails, restaurants, and shops. Located in the Ossining School District, whose high school participates in nationally recognized academic programs, including the Regeneron Science Talent Search.

55 Hoags Cross Road, Ossining
$399,000
2 Beds ⋅ 1 Baths ⋅ 956847 MLS
Are you thinking about making a move? This is the perfect opportunity you were waiting for! Westchester welcomes you to your new home sweet home! One family house for a first-time homebuyer or those who are seeking a serene retreat! Well-maintained frame house, sitting on a 30x160 lot, with an inviting front porch. Step inside to discover 2 bedrooms, a full bathroom, plus one car garage. Imagine sipping your morning coffee on the front porch, hosting barbecues in the backyard, and creating cherished memories. Prime location! Close to Arcadian Shopping Center, schools, and Nelson Park!

1 Agate Avenue, Ossining
$624,000
4 Beds ⋅ 3 Baths ⋅ 946519 MLS
A Charming Farmhouse Style Home, Carefully Restored to Blend Historic Character with Modern Comfort. Nestled on 3 acres of landscaped grounds, this inviting residence offers spacious living and serene privacy just minutes from local amenities and commuting routes. The renovations that were made still kept its original charm. Features like the woodwork, beamed ceilings, built-in cabinets, and hardwood floors that have been preserved. The formal dining room has a stone fireplace and large windows that let in plenty of light. Convenient to the Taconic State Parkway! Yorktown Schools.

398 Illington Road, Ossining
$2,900,000
7 Beds ⋅ 7 Baths ⋅ 942815 MLS
Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country setting less than an hour on the express train from NYC. The main residence features a warm and welcoming checkerbox marble foyer opening to elegant formal rooms, and flowing to a cozy bar and family room overlooking the grounds through walls of windows. A sparkling chef’s kitchen, convenient butler’s pantry, and finely restored period details make the home ideal for both everyday living and entertaining. Upstairs, there is extensive accommodation, including a spacious primary suite with elevated views of the private lake, along with three additional bedrooms and multiple baths. A generous home office and dedicated home theater provide exceptional flexibility for work and leisure. The uppermost floor offers two more expansive bedrooms, or flex space for a creative studio. Beyond the main residence, the estate includes a 5-car garage connected to a stables complex by an elegant breezeway. An additional and completely remodelled 1-bedroom apartment above the stable wing, and a charming separate 2-bedroom stone cottage provide versatility for guests, multigenerational living, or rental/Airbnb income. Landscaped grounds with nature paths, sweeping lawns, and exceptional stonework make this a true retreat. Located in the quaint riverfront community of Ossining, known for its scenic Hudson views, vibrant downtown, and abundant parks and trails, this property offers a rare opportunity to own a thoughtfully preserved and modernized Hudson Valley estate.

83 Somerstown Road, Ossining
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 933442 MLS
Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first of three luxury residences to be offered. Set on two acres and encompassing four bedrooms and three and 1/2 baths, the house is designed all on one level. Rendered in open plan, the kitchen, dining and living rooms are surrounded by floor to ceiling windows and three outdoor exposures-all centered on a free standing, wood burning fireplace. 9 1/2 to 10 1/2 foot ceilings with high clerestory windows and skylights flood the interior with natural light. High quality finishes include wood clad Andersen windows, Restoration hardware bathroom vanities, Herman Miller lighting, five-panel solid fir interior doors, and five-inch white oak floors. A dedicated laundry room, walk-in kitchen pantry, two-car garage and roof top deck are additional amenities. Designed and being built by local Westchester developers, Atelier Atlantic, the new community is conceived as modern homes for the new century. Principals Jennifer and Pascal Smith Couti, who live and work in the Ossining, are leveraging their extensive experience as home designers to bring the project to life and to skillfully integrate the residences into a cohesive and elegant new community. The project is an extraordinary opportunity to fulfill the dream of purchasing a newly-built modern home on a wonderful parcel of beautiful land.

94-3 Somerstown Road, Ossining
$335,000
3 Beds ⋅ 1 Baths ⋅ 894910 MLS
Opportunity knocks. Are you looking for a starter house or is it time to downsize? 22 Lafayette Ave might be just what you've been looking for. Bring your vision and creativity to this cozy 3-bedroom, 1-bath ranch nestled on a quiet street in the heart of Ossining. Perfect for investors, contractors or handy buyers looking to build equity. Enter into a front porch leading to a living room, eat-in kitchen with a door out, 3 bedrooms and a full bath. The basement (accessible from the kitchen) has high ceilings and plenty of room for extra storage. There is a door that leads out to the yard. All of this on .17 acres (long and deep lot) and a 2 car detached garage. Property to be sold in "as is" condition. THIS SALE IS SUBJECT TO COURT APPROVAL (not a short sale). Please verify all info.

22 Lafayette Avenue, Ossining
$650,000
6 Beds ⋅ 4 Baths ⋅ 897888 MLS
Two-Family Home with Bonus Living Space – Prime Ossining Location This versatile two-family home with bonus living space offers comfort, convenience, and investment potential, all within minutes of downtown Ossining. Set on a large lot with ample off-street parking, it’s an ideal choice for investors, extended living groups, or buyers seeking flexible living arrangements. Each unit is bright and functional, with some modern updates already in place. The bonus living space adds extra versatility — perfect for a home office or recreational area. Whether you live in one unit and rent the other or use the entire property for expanded living, the layout offers plenty of options. The location is hard to beat. Just steps from Ossining’s vibrant downtown, you’ll enjoy easy access to shops, restaurants, and local amenities. Commuters will appreciate the proximity to bus transportation, the Metro-North train, and Route 9A, making travel throughout Westchester and into New York City quick and convenient. Ossining’s charm is enhanced by scenic Hudson River views, parks, and a rich history. From waterfront strolls to local farmers markets, this community offers a balance of small-town atmosphere with urban access. With its generous lot size, abundant parking, bonus space, and unbeatable location, this property presents both practicality and long-term value. Whether you’re seeking an income-producing investment or a spacious home with room for everyone, this Ossining gem delivers. Schedule your private tour today and explore the possibilities!

16 Maple Place, Ossining
$825,000
3 Beds ⋅ 3 Baths ⋅ 888472 MLS
Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with possibility for in-law situation. The handsome house has cedar siding and lots of windows. Ground level has a 3 season porch, 2 rooms with kitchen, plus bath, utility room, laundry and potting room. From outside the beautiful stone steps lead to a large covered porch with entrance to a large room with stone fireplace and wood burning stove insert; there is also a large closet. Massive fireplace and center island are the focal points of the kitchen with terracotta tiling and walls of windows and door to a deck. 20'x24' Living room has a third fireplace and French doors to a slate patio and door to a second potting room that leads to a woodland path. Circular staircase leads to the private quarters; primary bedroom with spa bath including sauna and whirlpool tub. Second bedroom, hall bath and huge bonus room with fireplace and reading room/office/nursery. Please wear suitable shoes for walking the property. Amenities worth mentioning; cast iron baseboard radiators, hardwood floors, high ceilings and new oil burner. 7 mins drive to Croton Harmon RR Sta. Cash Purchase Only. Proof of Funds required before appt can be booked,

81 Glendale Road, Ossining
$850,000
3 Beds ⋅ 3 Baths ⋅ 884984 MLS
THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly constructed home in the heart of Westchester County. This thoughtfully designed, three-level residence is currently being built with modern energy-efficient standards and fitted with premium, top-tier appliances. Every aspect of this home has been crafted to deliver both style and functionality for today’s discerning homeowner. The interior layout offers a seamless blend of practicality and elegance. A fully finished basement provides versatile space for storage, recreation, or a home office. The main level features a welcoming foyer, an open-concept kitchen with a butler’s pantry, a formal dining room, and a bright, spacious living area—ideal for both everyday living and entertaining. The home includes three well-proportioned bedrooms, highlighted by a luxurious primary suite complete with an ensuite bath and a generous walk-in closet. Located in the desirable community of Ossining, the property affords easy access to scenic Hudson River views, public transportation options, and a vibrant downtown filled with restaurants, cafes, and local shops—all within walking distance. This home presents an exceptional opportunity for families looking to settle in before the new school year begins, offering not just a fresh start, but a brand-new home built with care, comfort, and quality in mind.

23-096 Liberty Street, Ossining
$899,222
4 Beds ⋅ 3 Baths ⋅ 851466 MLS
Sprawling Cape Cod style home with first floor primary suite on a fabulous, private setting. Kitchen has stainless appliances and stone counters, formal dining room has large bay window looking out at the fenced-in property, and living room has high ceilings and a fireplace. Sun Room off the kitchen has 3 skylights and the covered patio off the kitchen overlooks the lush landscaping, backing up to Chilmark Park. There is also a first floor office and a large family room with fireplace and separate entrance. Three bedrooms on the second floor with full bath. Full walk out basement (863 sq ft not included in the square footage). Hardwood floors, crown molding, updated roof with solar panels, nest thermostat, and oversized garage. Close to park, schools, and shops. There are no audio recording devices inside this property. Additional Information: ParkingFeatures:2 Car Attached,

1 Noel Drive, Ossining
$300,000
2 Beds ⋅ 1 Baths ⋅ H6290321 MLS
Here is your chance to take advantage of a rare opportunity to buy a designers honeymoon with water views and close to transportation. Must be purchased sight unseen with occupants inside. CASH ONLY. Tear it down and build something new. Renovate and make it your own. DRIVE BY SHOWINGS ONLY! DO NOT KNOCK ON THE DOOR OR GO ON THE PROPERTY AT ALL! Additional Information: HeatingFuel:Oil Below Ground,

30 Hunter Street, 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.