Ossining Homes under $1.5 million

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Newest Ossining Homes under $1.5 million

$280,000

2 Beds ⋅ 1 Baths ⋅ 1057825 MLS

What an absolutely excellent opportunity! Come see this adorable cottage in the charming, unique, and AMAZING 44-home community that is Campwoods Grounds! As you walk through the property, you will notice the care that owners put into their homes...The attention to detail, the personal landscaping - in addition to the common areas, and the overall meticulousness is evident across the grounds. This two-bedroom cottage is ready for the lucky buyer(s) to add THEIR own personal touches, but plenty of wonderful features are already in place: A nice-sized eat in kitchen, beautiful hardwood floors downstairs, and a 120-square foot screened in porch are just some of these highlights. There are also two split heat/ac systems for efficiency, one up and one downstairs, as well as a gas furnace if desired for those absolutely frigid winter days/nights. The Campwoods Grounds community also boasts an extensive community garden, LARGE auditorium for neighborhood functions and other events, and a schedule of neighbohood get togethers to enjoy when you want to stay close to home. All of this, so convenient to all, and at a superb price point for the Ossining School District! Taxes with the STAR discount would be $4302/yr.

30 Campwoods Grounds, Ossining

$578,000

3 Beds ⋅ 2 Baths ⋅ 1022233 MLS

A Rare Piece of History with Original Character & Separate Barn. Own a piece of history with this truly special historic home, built circa 1888 in the town of New Castle, lovingly cared for by the same family for decades. Filled with wonderful memories and timeless character, this antique home offers a rare opportunity to enjoy original details while creating your own story for generations to come. Drenched in natural light, the home welcomes you with beautiful original wood floors, period details, and a warm wood-burning fireplace that creates an inviting gathering space in every season. The open-flow layout provides an easy connection between living spaces and is perfectly suited for entertaining family and friends. Beyond the main residence is a separate detached barn structure with a loft, offering exceptional flexibility for today's lifestyle. Imagine a private artist studio, yoga or Pilates space, creative workshop, home office, or work-from-home retreat. The additional building provides room to pursue your passions, accommodate hobbies, or simply create a peaceful escape. Set against a backdrop of rolling hills, this distinctive property combines historic charm, original craftsmanship, versatile spaces, and a sense of place that is increasingly hard to find. A special home. A remarkable history. A separate barn full of possibilities. Your chance to own a piece of the past while making it your own

115 Somerstown Road, Ossining

$1,349,500

4 Beds ⋅ 3 Baths ⋅ 1056078 MLS

Set against a backdrop of lush landscaping, rustic stone walls, panoramic golf course views, and spectacular sunsets, this exceptional one-owner Colonial offers an elevated Westchester lifestyle in sought after New Castle. Meticulously maintained and move in ready, the residence blends timeless architectural details with thoughtful modern conveniences, all just minutes from Chappaqua’s vibrant village center and Metro-North commuter service to Manhattan. Inside, beautiful craftsmanship is evident throughout, with hardwood floors accented by elegant walnut inlay, extensive custom cabinetry, crown molding, and soaring ceilings. The gracious first floor features 9 foot ceilings and a dramatic floor-to-ceiling stone fireplace framed by custom built-ins, creating a sophisticated yet inviting gathering space. Andersen windows and doors fill the home with natural light and connect the interiors beautifully to the surrounding landscape. The expansive primary suite provides a private retreat, complete with vaulted ceilings, a generous walk-in closet, and a beautifully appointed custom en-suite bath featuring a Jacuzzi tub, oversized shower, and exquisite custom tile work. Additional bathrooms are finished with the same attention to quality and detail. Thoughtfully designed for everyday living, the home includes a second-floor laundry room with sink and cabinetry, central vacuum, security system, and an oversized heated garage with side entrance and extra-high ceilings. The walk-out lower level presents exceptional possibilities, with 9-foot ceilings and ample space for a home office, gym, music studio, workshop, recreation room, or future additional living space. Outside, the private deck is the perfect vantage point to unwind, entertain, and take in sweeping golf course views and breathtaking sunsets. A rare opportunity to enjoy refined living, privacy, and exceptional craftsmanship in New Castle, with convenient access to Chappaqua, Metro-North, Manhattan, local shopping and dining, and the many recreational amenities that define the Westchester lifestyle.

115 Pinesbridge Road, Ossining

$679,000

4 Beds ⋅ 2 Baths ⋅ 1056019 MLS

Picture yourself unwinding by the fireplace, hosting summer dinners on your large deck, and gathering around the firepit under the stars. This inviting two-story Colonial on a cul-de-sac in Ossining offers 4 bedrooms, 2 bathrooms, a garage, and a basement. The backyard has room to play, entertain, and enjoy outdoor activities, with raised garden beds and a peach tree, blueberry and blackberry bush ready to inspire your green thumb. With supermarkets, schools, highway and the train close by, everyday convenience complements the comfort of home. Come see the possibilities and make this home your own!

7 Bradshaw Drive, Ossining

$465,000

2 Beds ⋅ 2 Baths ⋅ 1051559 MLS

Welcome to this updated top-floor, end-unit condo offering privacy, light, and effortless living. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. The inviting living room features a fireplace, skylight, and direct access to the balcony, creating a bright and welcoming gathering space. The newly renovated eat-in kitchen offers stylish updates and functionality, while two spacious bedrooms each feature their own walk-in closet. Two beautifully updated baths add to the comfort and convenience. A washer and dryer are located within the unit. Additional highlights include assigned parking plus ample visitor parking. Enjoy an array of community amenities including a swimming pool, clubhouse, and sports court. A complimentary shuttle provides convenient access to the Croton-Harmon Metro-North Railroad Station, making commuting a breeze. A wonderful opportunity to enjoy turnkey condominium living in a well-appointed community.

10 Briarcliff Drive S Unit #5, Ossining

$550,000

3 Beds ⋅ 2 Baths ⋅ 1055776 MLS

This one is a true delight. Lovingly cared for by the same family for 50 years, this beautifully maintained 1912 Ossining home has been thoughtfully expanded over time, with additions that feel completely seamless and create an easy, natural flow throughout its 2,217 square feet. A welcoming foyer opens to a generous living room and separate sitting room, offering wonderful spaces to gather, relax, and entertain. The eat-in kitchen connects easily to the formal dining room, where a charming built-in corner cabinet adds just the right touch of character. Also on the main level is a beautifully renovated full bath with a step-in shower, along with a flexible room currently used as an office that could easily serve as a fourth bedroom, guest room, or den. Upstairs are three spacious bedrooms with excellent closet space and a pristine full hall bath. The lower level takes care of the practical side with laundry, utilities, a workbench area, and plenty of storage. Outside, the level .12-acre property offers a lovely yard and ample driveway parking. Immaculate, inviting, and wonderfully comfortable, this is one of those homes that simply feels good the moment you walk in. A true Ossining cream puff, ready for its next chapter.

53 Upper Croton Avenue, Ossining

$1,099,000

9 Beds ⋅ 5 Baths ⋅ 1056039 MLS

Exceptional Investment Opportunity – Legal 4-Family Property with Two Separate Buildings Rare opportunity to own a legal 4-family property consisting of two separate buildings, offering flexible use, strong rental income, and significant owner-occupant potential. Property Configuration Left Building 2-bedroom residence, currently rented for $2,600/month Can be used as a 3-bedroom Separate building provides the flexibility to use as a single-family residence (SFH) Right Building Studio: $2,000/month 2-bedroom apartment – 2nd Floor: $2,050/month 2-bedroom apartment – Rear: $2,050/month Financial Highlights Current Gross Rental Income: $8,700/month Current Gross Annual Income: $104,400 Property Taxes: $22,714/year Current rents are below market, providing potential for future rental growth Two-building configuration provides exceptional flexibility for investors and owner-occupants Property Highlights Legal 4-family property Two separate buildings One building can function as a standalone single-family residence Flexible layouts with rental upside Strong current rental income, and tenants pay all their own utilities. Attractive owner-occupant opportunity: live in one building while generating rental income from the other Excellent opportunity for investors seeking both current cash flow and future rent growth

27 Havell Street, Ossining

$999,000

6 Beds ⋅ 2 Baths ⋅ 1055905 MLS

Exceptional Investment Opportunity – Fully Renovated 3-Family Property in Ossining Rare opportunity to acquire a fully renovated and well-maintained 3-family income-producing property in Ossining, offering a flexible configuration, strong rental income, and attractive owner-occupant potential. Property Configuration 1. 4 Snowden Separate, standalone building Can function as a small single-family residence (SFH) Current rent: $3,000/month 2. 1st Floor – 6 Snowden 1-bedroom apartment Current rent: $1,934/month 3. 2nd Floor – 6 Snowden 3-bedroom apartment + 1 additional room Current rent: $2,500/month Current rent is below estimated market rent, providing potential for future rental upside Financial Highlights Current Gross Annual Rental Income: $89,206 Property Taxes: $12,260/year Tenant-Paid Utilities: Tenants pay their own heat and gas Owner-Paid Utilities: Water only Potential Rental Upside: 2nd-floor unit is currently rented below market Property Highlights Fully renovated in 2018 Well-maintained throughout Flexible 3-family configuration Separate standalone building at 4 Snowden provides additional flexibility Strong rental income with potential for further rent growth Convenient setup for an owner-occupant/investor, allowing the owner to live in the standalone 4 Snowden building while renting the two units at 6 Snowden Attractive opportunity for investors seeking a property with both current cash flow and potential upside Owner-Occupant Opportunity The property's unique configuration makes it particularly attractive to an owner-occupant. The owner can live in the separate 4 Snowden single-family residence while generating rental income from the two apartments at 6 Snowden, providing both residential flexibility and investment income.

6 Snowden Avenue Unit #4, Ossining

$225,000

2 Beds ⋅ 1 Baths ⋅ 1041072 MLS

Opportunity awaits at this 2-bedroom, 1-bath bi-level co-op in the High Meadow Cooperative! This home offers comfortable, functional living that has been lovingly lived-in and ready for your personal touch, it's a great chance to build equity and make it your own. The monthly maintenance covers heat, hot water, sewer, trash, and grounds — a simple, low-hassle way to own. Commuters will love the location: about 1 mile to the Scarborough Metro-North station for an easy 45-minute ride to Grand Central, plus shopping and restaurants nearby. Don't miss this value-priced opportunity in a convenient location! Make your appointment today!

4 Charter Circle Unit #4, Ossining

$455,000

2 Beds ⋅ 2 Baths ⋅ 1053845 MLS

Tucked away above the Hudson River in the private Liberty Knoll community, this two bedroom renovated end-unit townhouse offers approximately 1,452 square feet across three levels. Dual exposures bring abundant natural light throughout, while the main level features a renovated kitchen, bright living and dining areas, a powder room and a rear deck. Upstairs, a spacious primary bedroom is joined by a renovated full bathroom and an additional bedroom offering flexible living space. An attached one-car garage opens directly into the finished basement, adding everyday convenience and additional space for a rec room or office. Liberty Knoll residents enjoy a community pool and clubhouse, plus a weekday reimbursement program for transportation to the nearby Scarborough Metro-North station. Close to shopping, the Hudson River and the Rivertowns, 13 Knoll View offers the ease of townhouse living with the space, flexibility and updates that make it an exceptional find.

13 Knoll View, Ossining

127-1 S Highland Avenue Unit #B5, Ossining

$228,000

2 Beds ⋅ 1 Baths ⋅ 1051780 MLS

Bring your furniture and move right into this beautiful top-floor co-op in Highland Terrace! From the moment you enter, you will appreciate the spacious foyer with hardwood floors, suitable as a entryway drop zone, office space, or breakfast nook. Just beyond is the open galley-style kitchen, featuring granite countertops, a tile backsplash, and a double-basin sink with an under-sink water filtration system. The kitchen opens seamlessly to the living and dining area, complete with a breakfast bar that’s perfect for casual meals or entertaining. The living space features BRAND NEW carpeting, which continues into both bedrooms, and the entire unit has been freshly painted. Down the hallway, you will find a tiled bathroom with a BRAND NEW vanity, toilet, medicine cabinet, and light fixture, plus a bathtub that has just been reglazed. The primary bedroom offers ample closet space, and the second bedroom can function as a guest room, home office, or additional living space. Outside, enjoy the beautifully landscaped grounds, complete with a swimming pool and direct access to the Old Croton Aqueduct Trail. Bring your four-legged companions, as Highland Terrace is a pet-friendly community. Enjoy the best of both convenience and surroundings with this ideally situated home, just under two miles from the Ossining Metro-North station and close to the many attractions, recreation, and natural beauty of the Hudson River area. Come see it today!

127-1 S Highland Avenue Unit #B5, Ossining

$399,000

1 Beds ⋅ 1 Baths ⋅ 1051520 MLS

Welcome to Hudson View Hills community in Ossining, NY! This adorable 1-bedroom, 1-bath unit offers approximately 832 square feet of comfortable, open-concept living. The inviting layout features a spacious living room, dining area, and kitchen, along with the convenience of in-unit laundry. Enjoy plenty of natural light throughout and step out onto your private, freshly painted unit, deck—perfect for relaxing or enjoying your morning coffee. Additional features include an updated bathroom, ample storage located beneath the unit that is shared, and a private outdoor carport included with the home. The pet-friendly community also offers a pool for residents to enjoy. Conveniently located near Metro-North, the historic Hudson River waterfront, shopping, restaurants, and more. With low common charges and a self-managed HOA, this is a wonderful opportunity to own instead of rent. Come see for yourself why this charming unit is a must-see! Great location for commuting with train within close proximity, restaurants, shopping and tons of Ossining community events through out the year.

58 Hudson View Hill, 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.