Ossining Homes under $1.5 million

Ossining Homes under $1.5 million

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Ossining and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Ossining Homes under $1.5 million

53 Hudson Watch Drive, Ossining
$499,000
2 Beds ⋅ 3 Baths ⋅ 1064126 MLS
Welcome to 53 Hudson Watch, a 2-bedroom, 2.5-bath townhouse with an attached garage and 1,629 square feet of well-planned living space in one of Ossining’s most desirable communities. This is a wonderful opportunity to make a home your own in a setting with resort-style amenities and a true sense of community. The main level is designed for both everyday living and easy entertaining. The eat-in kitchen anchors the home, while the sunken living room with a wood-burning fireplace makes a warm and inviting place to gather on cool evenings. Step outside to your private stone patio, a serene spot for morning coffee, weekend grilling, or winding down at the end of the day. A convenient half bath and an open den/office area with a charming window seat complete the first floor, ideal for working from home, a reading nook, or a homework station. Upstairs, the bedroom level offers comfort and convenience, including laundry right where you need it. The primary suite is a true retreat, featuring an en-suite bath with a whirlpool tub and freestanding shower, a spacious walk-in closet, and a private balcony that gives you a second outdoor space of your own. A second bedroom and a second full bath complete the upper level, offering great flexibility for guests or additional workspace. A brand-new water heater and central air add peace of mind and year-round comfort, and the attached garage brings everyday convenience. Life at Hudson Watch extends well beyond your front door. Residents enjoy a community swimming pool, tennis and pickleball courts, and beautifully landscaped grounds in an elevated setting with Hudson River views from the complex. Commuters will appreciate being just 1.1 miles from the Ossining Metro-North Hudson Line station, with downtown Ossining’s waterfront, restaurants, and shops close by. Whether you’re a first-time buyer, ready to downsize, or simply looking for comfortable, convenient living with room to spread out, this home offers a great blend of space, amenities, and location. Bring your vision, add your personal touches, and make it yours.

53 Hudson Watch Drive, Ossining

56 Twin Ridges Road, Ossining
$1,500,000
3 Beds ⋅ 4 Baths ⋅ 1064150 MLS
Escape to an extraordinary lakeside retreat where natural beauty, privacy, and rustic elegance come together just outside New York City. Nestled on 2.29 acres of picturesque grounds, this distinctive 3,497 square-foot residence offers a rare opportunity to enjoy waterfront living within easy reach of Manhattan. Featuring approximately 110 feet of direct frontage on 24-acre Stillwater Lake and a private dock, the property offers an exceptional connection to nature, with opportunities for kayaking, fishing, swimming, and seasonal outdoor recreation. Surrounded by mature specimen trees, beautiful gardens, a tranquil pond, and a meandering creek, the property feels like a secluded sanctuary. An expansive wraparound cedar porch invites you to relax and take in the peaceful surroundings, while multiple stone patios, landscaped seating areas, and an outdoor kitchen create wonderful settings for entertaining or quiet evenings at home. Inside, the three-bedroom, three-and-a-half-bath residence blends rustic character with generous living spaces and thoughtful architectural details. At the heart of the home, a spectacular chef's kitchen features soaring ceilings, exposed wood beams, and expansive picture windows that bring the outdoors in. A sun-filled breakfast area, formal dining room, and welcoming living spaces offer an inviting balance of comfort and functionality. The home's impressive living room features a fireplace and custom built-ins, creating a warm gathering place throughout the seasons. Upstairs, the light-filled primary suite offers the unusual convenience of two separate en-suite bathrooms, while two additional bedrooms share another full bathroom. Additional highlights include skylights, hardwood flooring in select rooms, a partial basement offering utility and storage space, and a separate workshop. The property's distinctive natural setting and indoor-outdoor living spaces make it equally appealing as a year-round residence or a peaceful weekend escape. Located in the Stillwater Lake community, the home provides a remarkable sense of privacy while remaining accessible to nearby shopping, dining, parkways, and Metro-North rail connections to Manhattan. A rare opportunity to experience the beauty and tranquility of private lakefront living without sacrificing proximity to New York City.

56 Twin Ridges Road, Ossining

6 Gualtiere Lane, Ossining
$1,299,000
4 Beds ⋅ 4 Baths ⋅ 1063979 MLS
Welcome to 6 Gualtiere Lane, a pristine 4+ bedroom, 3.5-bath brick Colonial house beautifully situated on a professionally landscaped half-acre lot with mature trees, lush plantings, and stunning Hudson River views. A grand two-story entry sets the tone for the exceptional living spaces found throughout this meticulously maintained home. The impressive main level features gleaming hardwood floors, elegant crown moldings, and an ideal layout for both everyday living and entertaining. The open-concept floor plan seamlessly connects the spacious eat-in kitchen, family room, and formal dining room. The chef's kitchen is equipped with stainless steel appliances, granite countertops, a wine refrigerator, a large pantry, and abundant cabinetry. The inviting family room is anchored by a cozy wood-burning fireplace, creating the perfect gathering space. A mudroom, powder room, and convenient access to the garage complete the main level. The luxurious primary suite serves as a private retreat, offering two walk-in closets and a spa-inspired ensuite bath featuring a jetted soaking tub, dual vanities, and a separate walk-in shower. Three additional generously sized bedrooms and a full hall bathroom complete the second floor. The fully finished walk-out lower level provides exceptional versatility and additional living space, featuring a home office, guest bedroom, full bathroom, and summer kitchen with wine refrigerator and abundant cabinetry. A Sliding door leads directly to the expansive patio and private backyard, where you'll enjoy an above-ground swimming pool and ample outdoor recreation and entertaining space. Additional highlights include a two-car garage with direct mudroom access, an electric vehicle charging port, Nest smart thermostats, and fully owned 14.4 kW size solar panels that provide significant energy savings. Ideally situated on a quiet cul-de-sac in one of Ossining's most desirable neighborhoods, this exceptional home seamlessly combines luxury, comfort, and energy efficiency. Move right in and enjoy everything this remarkable Hudson River view property has to offer.

6 Gualtiere Lane, Ossining

7 Meadowbrook Drive, Ossining
$599,000
3 Beds ⋅ 2 Baths ⋅ 1056438 MLS
Enjoy beautiful Hudson River views from the spacious deck of this move-in-ready ranch, ideally situated on a quiet, tree-lined residential street in Ossining. Offered for sale for the first time by its original owner, this 3-bedroom, 1.5-bath home features comfortable one-level living and has just been freshly painted inside and out, with refinished hardwood floors and new carpeting throughout all carpeted areas. The updated kitchen features stone countertops and ceramic tile flooring and flows seamlessly into the dining room, where sliding glass doors open to the deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while taking in the river views. The finished basement provides substantial additional finished space with plenty of flexibility for a family room, recreation area, home office, or a combination of uses. A doorway offers convenient access to the backyard, while the lower level also includes a half bath, laundry and utility areas, a workshop, additional storage, and access to the one-car garage. According to a CubiCasa floor plan, the home measures approximately 1,864 square feet in total, including approximately 1,128 square feet on the main level and 736 square feet on the lower level. These measurements exclude the garage, entry porch, and deck. Public records reflect 1,140 square feet of living area and separately reference a 390-square-foot recreation room. Set on a private, tree-surrounded .26-acre lot, the property also features a driveway with parking for 3–4 cars. Conveniently located just minutes from the Croton-Harmon train station, with easy access to Route 9A and the Taconic State Parkway, the home is also close to shopping, a supermarket, a gym, and Croton Point Park. A wonderful opportunity to enjoy Hudson River views, versatile living space, and the ease of ranch-style living in a convenient Ossining location!

7 Meadowbrook Drive, Ossining

113 Woods Brooke Circle, Ossining
$675,000
1 Beds ⋅ 3 Baths ⋅ 1059886 MLS
This is an absolute gem: Welcome to 113 Woods Brooke Circle, a beautifully designed contemporary townhouse at sought-after "The Woods" development in the Hudson Valley, Westchester County. This rare "A" unit with Lower Level is surrounded by tranquility with both a DR balcony deck and patio (with gardens) for easy enjoyment of the outdoors. Recently painted, you will adore the cheery vibe, open concept and spaciousness that spans across three living levels. This bright, fabulous home has been impeccably maintained and lives like a 2 Bedroom with the additional rooms and guest spaces on both the second floor and lower level totaling about 1750 square feet. Kitchen and all bathrooms have been thoughtfully updated with high-end materials. And when temps start to fall, the pretty, custom-designed LR fireplace will keep you warm and happy. Upstairs has a lovely Primary Bedroom en-suite with gorgeous spa-like bathroom that includes subway tiles, shower/jetted tub, porcelain sink, crafted beadboard and tiled flooring. Bedroom closets are fitted with shelves for easy organizing. A bright additional room can be used as an office, exercise room or nursery. Plus another large closet is fantastic for storage. There are pretty touches everywhere! A French Door from the first floor leads to the roomy lower level - Guest room, large playroom/office area with fitted closet. And with the Full Bathroom that features a tiled shower and colorful whimsical porcelain sink, this level is a happy option for guests, in-laws, visiting friends or relatives. Sliders lead outside to a private Patio. Other highlights: Garage includes 2 "Monster Racks" custom shelving to hold 300 and 500 pounds each. LG Stainless Refrigerator replaced 2024; Touch faucet and filtered water in kitchen. Quartz Kitchen counters. Recessed lighting. Separate Pantry. "The Woods" amenities include Pool, Tennis/pickleball and is pet-friendly. Tucked away but close enough to highway and train station to get to your destination quickly. Nearby Croton Train Station is just a 50 minute ride along the gorgeous Hudson River to Grand Central/NYC. Close to the Hudson for boating/water sports, championship golf, shopping, restaurants, music, hiking, West Point, more. Come take a look before this beauty is gone!

113 Woods Brooke Circle, Ossining

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!