Ossining Homes under $600,000

Welcome to Ossining, New York, a charming village nestled in the heart of Westchester County. Known for its picturesque views along the Hudson River and a vibrant community spirit, Ossining is an ideal place for families and individuals seeking a balance of suburban tranquility and easy access to urban amenities.

One of the standout features of Ossining is its highly regarded school district. Ossining Union Free School District prides itself on providing a robust educational experience for students from kindergarten through high school. With a focus on academic excellence, innovative programs, and a commitment to fostering a supportive learning environment, the district has earned accolades for its dedicated teachers and diverse extracurricular offerings. Parents can rest assured that their children will receive a quality education that prepares them for future success.

For those looking to make Ossining their home, there are plenty of attractive housing options available, particularly under $600,000. The real estate market here boasts a variety of charming single-family homes, townhouses, and condominiums that cater to different lifestyles and budgets. Whether you’re searching for a cozy starter home or a spacious property for a growing family, Ossining provides a range of choices that make it an appealing option for homebuyers.

Living in Ossining means embracing a community that values education, culture, and the outdoors. With its scenic parks, local shops, and easy access to Metro-North trains, residents enjoy a perfect blend of small-town charm and convenient commuting options to New York City. Discover the vibrant life that awaits you in Ossining!

Newest Ossining Homes under $600,000

$599,000

2 Beds ⋅ 2 Baths ⋅ 1061081 MLS

Welcome to 125 Whitetail Circle, a beautifully renovated 2-bedroom, 1.5-bath townhouse offering the perfect blend of modern updates, comfort, and convenience. Thoughtfully refreshed and move-in ready, this inviting home features a stylish interior and a functional layout designed for easy everyday living and effortless entertaining. The spacious living area provides a welcoming place to relax, while the updated kitchen offers a fresh, modern feel. Upstairs, two comfortable bedrooms provide peaceful retreats, complemented by a full bath, with an additional half bath on the main level adding convenience for guests. Enjoy a low-maintenance lifestyle in a desirable Ossining community, conveniently located near shopping, dining, parks, and transportation. Whether you're a first-time buyer, downsizing, or looking for a turnkey home, this renovated townhouse is an opportunity you won't want to miss!

125 Whitetail Circle, Ossining

$450,000

2 Beds ⋅ 2 Baths ⋅ 1059219 MLS

Welcome to this beautiful, move-in-ready pet-friendly townhome in the desirable Liberty Knoll community! Featuring a thoughtfully designed open-concept kitchen with abundant natural light, this home offers spacious living areas, comfortable bedrooms, and a finished basement with an inviting entertainment/family room, office, or playroom. The roof and HVAC system were updated in 2021, adding comfort and peace of mind for years to come. Enjoy seamless indoor-outdoor living, tranquil surrounding grounds, and fantastic community amenities, including a swimming pool, clubhouse, and playground. Ideally located near Metro-North stations, with a weekday reimbursement program for transportation to Scarborough Station, as well as major highways, local shops, and dining. Move right in and enjoy everything this Westchester gem has to offer!

21 Knoll View, Ossining

$599,000

2 Beds ⋅ 3 Baths ⋅ 1055083 MLS

Turnkey ready, bright & fresh townhome in the Hudson Watch community. Recently renovated beautiful kitchen and baths, with an open main floor layout with hardwood floors & crisp finishes for a modern aesthetic. C of O for addition of a second bedroom with en-suite bathroom. Full, walk-out basement with new sliding glass doors to a stunning patio. Enjoy Hudson Watch's community pool, tennis/pickleball and dog park. Yes--this is a dog friendly community. Exterior maintenance--snow and landscaping, community roads & amenities all covered by the HOA fee. Close to Metro North trainline, shopping, restaurants & views of the Hudson River!

37 Hudson Watch Drive, Ossining

$565,000

3 Beds ⋅ 2 Baths ⋅ 1058195 MLS

Classic Ossining Character with Thoughtful Modern Improvements Welcome to this charming 3-bedroom, 1.5-bath home, where distinctive early-20th-century architecture meets thoughtful updates for today’s lifestyle. With its traditional Foursquare and Colonial Revival influences, the home offers the period character and craftsmanship that make Ossining’s historic homes so appealing. A wonderful window-filled enclosed front porch creates an inviting transition into the home and a delightful space for morning coffee, reading, entertaining or simply enjoying the changing seasons. Multi-pane windows, classic white trim and the distinctive sunburst detail in the front gable add to the home’s timeless appeal. The current owners have made meaningful improvements designed to enhance both comfort and efficiency, including extensive attic insulation that has resulted in significant savings on heating and cooling costs—an especially valuable upgrade in a home of this vintage. Out back, the garden has been thoughtfully enhanced with hardscape, handsome stone walls and established plantings, creating a beautifully landscaped outdoor setting with character and a sense of privacy. The combination of stonework and greenery feels particularly at home in the Hudson Valley landscape and provides a wonderful backdrop for outdoor dining, gardening and entertaining. The mud room and half bath have also been updated and create a wonderful transition from the back garden to the kitchen and dining room including a new heated floor to greet you from the outside. With three bedrooms, one full and one half bath, inviting indoor and outdoor spaces, energy-conscious improvements and architectural details worth preserving, this is a home that offers much more than vintage charm. It has been thoughtfully cared for and improved while retaining the personality that makes an older Ossining home special. The basement is clean and dry and includes a generous sized laundry area as well as space for storage. A character-filled Westchester home with history, warmth and improvements that have already been made for its next owner.

18 Linden Avenue, Ossining

135 South Highland Ave Unit #3B3, Ossining

$223,000

2 Beds ⋅ 1 Baths ⋅ 1058239 MLS

Sun-drenched and spacious, this two-bedroom, one bathroom co-op in the desirable Highland Terrace offers the perfect blend of serene nature and urban convenience. The versatile layout begins with a welcoming foyer, currently utilized as a flexible bonus space. A generous kitchen features abundant cabinet storage and sleek stainless-steel appliances, flowing seamlessly into a bright, airy living room bathed in natural light. The primary bedroom provides expansive closet space, while the flexible second bedroom is ideal for guests, a home office, or additional living area. Residents enjoy exceptional community amenities, including a refreshing swimming pool, basketball court and access to the historic Old Croton Aqueduct Trail—a paradise for outdoor enthusiasts and their pets in this pet-friendly community. Ideally situated less than two miles from the Ossining Metro-North station, this home provides a seamless commute while keeping you close to the natural beauty and vibrant energy of the Hudson River region. An exceptional opportunity for those seeking space, style, and accessibility that combines privacy, luxury, and convenience—a rare opportunity to own a truly turnkey home in one of Ossining's most sought-after complexes. Close to all shopping and amenities. Laundry and storage located in the basement of this building. Come see your new home in the exquisite Hudson Valley! ***Be advised that there are carpet rules. 100% of all BR's & LR are required to have fully padded, tacked down carpet. ***

135 South Highland Ave Unit #3B3, Ossining

$215,000

1 Beds ⋅ 1 Baths ⋅ 1057950 MLS

Why rent when you can own? Welcome to your new home! In the heart of the Village of Ossining, is this charming 1-bedroom condo that offers the perfect combination of comfort and convenience! Enjoy a vibrant, walkable lifestyle with easy access to the train station, restaurants, shops, farmers' market, seasonal festivals, waterfront park, community recreation center, library, and more. Pet-friendly for both cats and dogs, with a maximum of two pets per unit. There is also laundry facilities in the basement available to all residents. Each unit has its own storage unit for added convenience. Owners may also obtain parking permits for both Village and train station parking. A new parking garage is currently being built behind the building providing more parking options as seen in the aerial photos. This property is part of the "Fair and Affordable" housing program and is subject to HOME Program affordability requirements. Prospective purchaser(s) must meet applicable income eligibility guidelines, be a first time homebuyer and occupy the unit as their primary residence; investors are not permitted. As of September 2026, household income may not exceed 80% of the Westchester County Area Median Income (AMI), with the following limits: 1 occupant: $95,000, 2 occupants: $108,600, 3 occupants: $122,150 - Income limits are subject to change. There is a $30,000 Westchester County subsidy is available for this unit which has already been accounted for in the listing price. Note: Photos have been digitally enhanced for informational purposes only. Property is being sold as-is. AGENTS: Please review the confidential remarks and all MLS attachments for additional requirements, eligibility information, and further instructions.

135 Main Street Unit #302, Ossining

$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

$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

$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

303 Kemeys Cove Unit #303, Briarcliff Manor

$480,000

1 Beds ⋅ 2 Baths ⋅ 1053781 MLS

Rarely Available! Spacious 1-Bedroom Plus Den with Hudson River & Palisades Views in Kemey's Cove - NO STAIRS Welcome to your new home at desirable Kemey's Cove in Briarcliff Manor! This exceptionally spacious 1-bedroom plus versatile den, 1.5-bath condominium offers 1,015 square feet of living space. Boasting no shared walls, two private balconies, first-floor access with no stairs, and spectacular Hudson River and Palisades views, this is a truly special opportunity. The unit features a generously sized living room filled with natural light, with sliding doors leading to a private terrace overlooking the Hudson River and Palisades. On clear days, enjoy views toward the NYC skyline. A second private balcony provides another wonderful outdoor space for morning coffee, relaxing, or entertaining. The thoughtfully designed interior features a 2019 updated kitchen (Thomasville cabinets/self-closing)and bathrooms, quartz countertops, beautiful wide-plank wood floors, and custom closet systems providing exceptional storage. Elegant pocket doors open to the den, creating a flexible space ideal for a home office, guest area, library, or additional living space. The home is also equipped with two ductless mini-split systems, providing efficient heating and cooling with traditional baseboard heat. In-unit laundry adds to the everyday convenience. The first-floor location offers easy, stair-free access, and the absence of shared walls provides an added sense of privacy that is rarely found in condominium living. The home includes one assigned parking space, abundant guest parking, and dedicated basement storage. Kemey's Cove is a pet-friendly community with an impressive array of amenities, including an outdoor swimming pool, clubhouse, fitness center with showers and sauna, tennis and basketball courts, playground, dog parks, community garden, grilling areas, and beautifully maintained outdoor spaces. Location is exceptional. Scarborough Metro-North Station is approximately 0.4 miles away, offering convenient access to Manhattan, while the nearby Arcadian Shopping Center provides Stop & Shop, CVS, Starbucks, restaurants, delis, and everyday conveniences. Enjoy all that Briarcliff Manor and the surrounding Rivertowns have to offer, from scenic riverfront surroundings to shopping, dining, recreation, and transportation. HOA fees include heat, hot water, landscaping, exterior maintenance, trash removal, and snow removal. A rare combination of space, privacy, views, outdoor living, amenities, and convenience—all in one of Briarcliff Manor's most desirable communities.

303 Kemeys Cove Unit #303, Briarcliff Manor

Start Your Search

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.