Wonderfully updated and beautifully maintained, this charming Village Colonial offers the perfect combination of character, comfort, and convenience. Located within a 10 minute walk to Metro North and the Hudson River, this home is ideal for commuters! Enter through the front porch to find inside, hardwood floors flowing throughout the home. The open living and dining area features elegant crown molding, built in shelving and cabinetry, and a welcoming layout that’s perfect for entertaining. A convenient first-floor bedroom and updated full bath provide flexibility for guests, a home office, or one-level living. The updated kitchen features a new floor, stainless steel appliances, and a stainless steel sink, with a door leading directly to an expansive, low-to-the-ground deck. Enjoy the private, level property—ideal for outdoor dining, entertaining, or simply relaxing. A 2006 addition included framing, siding windows, electrical and plumbing. Upstairs you’ll find three generously sized bedrooms, including a spacious primary bedroom with a large walk-in closet. The renovated hall bath completes the second floor. The full, unfinished walk-out basement offers abundant storage and plenty of possibilities for future living space, recreation, a workshop, or a home gym. The driveway has parking for several vehicles. Freshly painted throughout with a new front door, this lovingly maintained home is move-in ready and waiting for its next owner. A wonderful opportunity to enjoy Village living with multiple parks, restaurants, waterfront community, schools & a fabulous farmer’s market. Enjoy the accessibility to NYC, with the peacefulness of suburban living. There are no audio recording devices inside this property.
Welcome to 34 Terrace Avenue, a well-maintained two-family home offering an excellent opportunity for an owner-occupant or investor. The first-floor unit features an eat-in kitchen with pantry, spacious dining room, living room, two generously sized bedrooms with double-wide closets, and a full bathroom. The dining room, and both bedrooms feature beautiful hardwood floors. The living room also provides access to a private backyard balcony. The second-floor unit offers two bedrooms, a comfortable living room, full bathroom, and private balcony. The living room and both bedrooms feature hardwood floors. An additional spacious walk-out basement provides exceptional versatility, with a laundry room and abundant storage. A floored walk-up attic offers even more storage space. Outside, enjoy a flat backyard with plenty of parking and a shared front porch. Each unit has its own heat control, with three electric meters and two gas meters. Ideally located close to the train station, shopping, restaurants, and everyday conveniences, this property offers comfortable living, flexible space, and excellent potential for rental income.
An exceptional investment opportunity at 37 Old Albany Post Road in Ossining, New York, featuring three industrial buildings situated on a spacious 1.9416-acre lot. The property comprises approximately 11,600 square feet of building space and is currently configured with five income-producing units, providing a diversified tenant base and multiple revenue streams. Additional income is generated through on-site parking, including a separate parking area with 16 spaces. The property currently produces approximately $30,455 in combined monthly building and parking income, totaling approximately $365,460 annually, with scheduled rent increases offering further income-growth potential. Current annual operating expenses are estimated at approximately $61,109, resulting in a projected net operating income of approximately $304,351. With substantial land, multiple buildings, strong existing cash flow, parking income and future upside, this property presents a compelling opportunity for investors seeking a well-located commercial asset in Westchester County. Bring an offer.
A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway flanked by stately stone pillars, each crowned with a lion statue, sets the tone for the regal character that defines this property. The lion motif carries throughout the house & grounds as a cohesive architectural signature.
The exterior is a masterpiece of natural stone craftsmanship, crowned by an original slate roof and wrap-around front porch. Statues, walking paths, and multiple water features are woven throughout the landscape, all elements of a design vision conceived with the assistance of the Olmsted Brothers, the illustrious and world-renowned architects of New York City’s Central Park. Breathtaking waterfalls, hand-laid retaining walls, gazebos, and gardens still grace the grounds as a testament to their enduring artistry.
Inside, the home is nothing short of extraordinary. Intricate hand-laid mosaics, sweeping marble floors, and rich hardwood flooring, installed with the precision of true master craftsmen speak to the uncompromising quality of the original construction. Over a dozen bedrooms, 7.5 baths, and an entertainment hall complete with a rich wood crafted bar and glass atrium along with an indoor pool provides endless possibilities. The 14 fireplaces anchor the grand interior spaces, while walls dressed in wood paneling imported from the Baxter church in England have been carefully preserved, offering a warmth and authenticity that simply cannot be replicated.
This estate is the crown jewel of Briarcliff Manor, built without compromise and designed to endure. The property creates the opportunity to restore the rich architecture and history and elevate it to the 21st century. A purchaser with a vision will create a space that will respect its history, bring it into the modern era and allow future generations to experience and enjoy. The asking price recognizes the cost of this undertaking (over $1.5m+ in renovations) and presents the opportunity to enhance the value of the estate and also own something that is truly priceless.
A building and estate of this provenance, scale, and heritage is a once in a lifetime moment. This is your chance to give your legacy a home. *Taxes have been successfully grieved and reduced to appx $60,000/year*
A rare Mid-Century Modern by noted Westchester architect Roy Sigvard Johnson, whose work reflects Frank Lloyd Wright’s organic design principles, 543 Scarborough Road is bordered by protected conservation land adjoining the Old Croton Aqueduct State Historic Park. Featured in House & Garden Building Guide and HisTOURy’s 2025 architectural tour series, the home’s sculptural rooflines, dramatic geometry and walls of glass draw the wooded landscape into the interiors from the moment you enter. A welcoming entry leads to the dramatic step-down living room, where a substantial brick fireplace and floor-to-ceiling glass overlook the stone terrace and surrounding landscape. The adjacent dining room opens directly to the patio for effortless indoor-outdoor entertaining, while the eat-in chef’s kitchen pairs warm wood cabinetry and clerestory windows with Wolf and Miele appliances. The first floor also offers a flexible bedroom or office with a full bath, mudroom and laundry room, plus direct access to the two-car, EV-ready garage and whole-home backup generator. Upstairs, the primary suite offers a spa bath and two custom walk-in closets, while additional bedrooms feature angular ceilings and treetop views. The lower level adds more than 900 square feet of bonus space for fitness, recreation and flexible use. Outside, expansive patios and outdoor living areas, a custom heated hot tub set into natural stone, and a seasonal waterfall with a dedicated viewing deck and stairs descending to the stream create a private retreat, while a trail connects directly to the Old Croton Aqueduct for walking and cycling. Scarborough Metro-North is just 1 mile away, with express service to Grand Central in approximately 46 minutes. Architecture, provenance and landscape converge here in a home designed to live in harmony with its surroundings.
Set back on a lush, level .43-acre property and framed by mature trees, this classic 1929 Dutch Colonial offers a wonderful sense of privacy and calm. Quiet and tucked away, yet convenient to the many amenities that make Ossining such a desirable place to call home, the setting is one of this property’s standout features.
Inside, the gracious traditional layout reflects the craftsmanship and character of an earlier era, with solid wood doors, wood floors, ample closets, and charming architectural details throughout. A welcoming foyer opens to the formal living room with fireplace and formal dining room. The eat-in kitchen connects to a bright family room addition with vaulted ceiling and direct access to the yard, while a fabulous screened-in porch just off the dining room provides an inviting seasonal space for morning coffee, casual meals, or summer evenings. A convenient half bath completes the first floor.
Upstairs are four comfortably sized bedrooms with generous closet space and a full hall bath, along with access to a large walk-up attic offering exceptional storage. The full basement provides laundry, utilities, additional storage, and a dedicated workshop area.
Outdoors, the expansive level property features mature plantings, open lawn, ample driveway parking, and a spacious detached 2 1/2 car garage with attic storage.
Lovingly maintained by its longtime owners, this nearly century-old home combines period character, substantial property, comfortable living space, and thoughtful updates made over the years. A special Ossining home ready for its next chapter.
Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for updating, the addition provides comfortable living today, offering buyers the opportunity to modernize over time while building equity.
The thoughtfully designed layout creates two distinct living areas within the home, offering exceptional flexibility for extended family, long-term guests or those simply looking for additional space and privacy. The full unfinished basement offers excellent ceiling height and abundant square footage, presenting outstanding potential for future finished living space, recreation, storage or a workshop.
Outside, the terraced backyard features multiple levels, a storage shed and a charming playhouse, offering plenty of outdoor space to restore and personalize. Conveniently located near shopping, restaurants, parks and major commuting routes, this is an excellent opportunity for buyers with vision to unlock the full potential of a home with exceptional space and versatility.
Welcome to this beautiful 3 bedroom apartment located in the heart of Ossining. This unit comes with free heat, free hot water, and 2 free parking spaces in the driveway (an estimated $500 per month value). This updated apartment offers the perfect blend of comfort and convenience. Enjoy the comfort of 3 generously sized bedrooms and 2 well-appointed bathrooms, providing ample space for guests. With 2 dedicated parking spots available, providing secure and convenient access to your home. This rental home is close to local amenities, schools, and parks, making it a perfect choice . Don’t miss the opportunity to make this charming Ossining residence your own place to live. Additional Information: ParkingFeatures:2 Car Attached,
Welcome to Briarcliff Woods! Ideally positioned within this beautifully maintained community, this charming 1-bedroom, 1-bath condo offers the perfect blend of privacy, comfort, and convenience. Tucked away in a peaceful setting, yet just a very short walk to the community’s many amenities, this home features a private patio, cozy fireplace, and a generously sized bedroom with ample closet storage. A dedicated garage parking space is conveniently located directly across from the unit. In addition to the garage space, the unit also comes with an assigned parking space for a total of 2! Ample visitor parking throughout the community. Enjoy all that Briarcliff Woods has to offer, including a sparkling in-ground pool, clubhouse, tennis and basketball courts, and beautifully landscaped, park-like grounds. An on-site superintendent adds to the ease of maintenance-free living. Commuters will love the community shuttle service to the Croton-Harmon Metro-North/Amtrak station, making the trip to Manhattan a breeze. Conveniently located near shopping, dining, parks, trails, major roadways, and the Hudson River waterfront. A wonderful opportunity to enjoy peaceful living with exceptional amenities and easy access to everything Ossining and the surrounding Hudson Valley have to offer. Heat is included in the HOA fees. Taxes include both the apartment and garage.
Welcome to Briarcliff Woods! Ideally positioned within this beautifully maintained community, this charming 1-bedroom, 1-bath condo offers the perfect blend of privacy, comfort, and convenience. Tucked away in a peaceful setting, yet just a very short walk to the community’s many amenities, this home features a private patio, cozy fireplace, and a generously sized bedroom with ample closet storage. A dedicated garage parking space is conveniently located directly across from the unit. In addition to the garage space, the unit also comes with an assigned parking space for a total of 2! Ample visitor parking throughout the community. Enjoy all that Briarcliff Woods has to offer, including a sparkling in-ground pool, clubhouse, tennis and basketball courts, and beautifully landscaped, park-like grounds. An on-site superintendent adds to the ease of maintenance-free living. Commuters will love the community shuttle service to the Croton-Harmon Metro-North/Amtrak station, making the trip to Manhattan a breeze. Conveniently located near shopping, dining, parks, trails, major roadways, and the Hudson River waterfront. A wonderful opportunity to enjoy peaceful living with exceptional amenities and easy access to everything Ossining and the surrounding Hudson Valley have to offer. Heat is included in the HOA fees. Taxes include both the apartment and garage.
Welcome to the highly sought-after Orchid Condominiums! This spacious one-bedroom, one-bathroom corner unit is located at the end of the building with no neighbors above. The bright, open-concept floor plan features 9-foot ceilings, abundant windows and beautiful modern finishes throughout. The large bedroom includes a generous walk-in closet, while the spacious bathroom offers a walk-in glass shower and a relaxing spa tub. The washer and dryer within the unit provide added convenience.
The Orchid is an elevator building featuring 26 luxury condominium residences, a modern entry system, a fitness center, and private parking. Located less than one mile from Metro-North for an easy commute to New York City and close to shopping, dining, the waterfront and more!
Welcome to the highly sought-after Orchid Condominiums! This spacious one-bedroom, one-bathroom corner unit is located at the end of the building with no neighbors above. The bright, open-concept floor plan features 9-foot ceilings, abundant windows and beautiful modern finishes throughout. The large bedroom includes a generous walk-in closet, while the spacious bathroom offers a walk-in glass shower and a relaxing spa tub. The washer and dryer within the unit provide added convenience.
The Orchid is an elevator building featuring 26 luxury condominium residences, a modern entry system, a fitness center, and private parking. Located less than one mile from Metro-North for an easy commute to New York City and close to shopping, dining, the waterfront and more!
Sunlight spills across the hardwood floors, the fireplace sets the mood, and that spiral staircase gives this first-floor end unit serious personality. Step out to your private deck, head up to the loft, or pull into your own garage and call it a day.
Pet-friendly, plant-lover approved, and filled with sun-soaked corners where your greenery can thrive. Just minutes from Ossining’s Hudson River waterfront, parks, dining, shops, and Metro-North.
First floor. End unit. Garage. Loft. Big energy. This one just hits different.
Sunlight spills across the hardwood floors, the fireplace sets the mood, and that spiral staircase gives this first-floor end unit serious personality. Step out to your private deck, head up to the loft, or pull into your own garage and call it a day.
Pet-friendly, plant-lover approved, and filled with sun-soaked corners where your greenery can thrive. Just minutes from Ossining’s Hudson River waterfront, parks, dining, shops, and Metro-North.
First floor. End unit. Garage. Loft. Big energy. This one just hits different.
CAN BE LEASED INDIVIDUALLY OR IN ANY COMBINATION (see MLS numbers below – up to a total of 14 offices/spaces) and Common areas include several bathrooms and kitchens. MLS #’s 1043976,1027729, 1024902, 1039046, 1039048, 1039053, 1039054, 1039060, 1039064, 1039066, 1039068, 1039070, 1039071, 1039074.Flexible commercial office space for lease. Multiple office combination possibilities. Private, independent office located within a well-maintained shared professional building featuring abundant on-site parking and a convenient location in a highly active business corridor with easy access to major highways and commuter rail service to New York City. Ideal for small businesses, remote professionals, consultants, attorneys, accountants, therapists, sales representatives, startups, satellite offices, meeting space, or businesses seeking a professional presence outside the home without the expense of a standalone office. Common area expenses are shared among tenants. Flexible lease terms are available in 3-month increments with month-to-month extensions thereafter, and longer-term lease options may be considered. A great opportunity for businesses looking for an affordable, professional workspace with flexibility to grow. High speed internet. Kitchens, conference rooms and reception area available as well. Accessibility ramp provides added security and accessibility.
