Ossining, NY Real Estate Search

Ossining, NY Homes for Sale

The Real Estate Market in Ossining, NY

Ossining, NY is a charming village located in Westchester County, just 30 miles north of New York City. The real estate market in Ossining offers a mix of historic homes, new construction, and luxury estates, providing options for a variety of buyers. With convenient access to transportation, great schools, and a picturesque waterfront, Ossining is a desirable location for those looking to settle down in the Hudson Valley.

Homes for Sale in Ossining

Currently, Ossining offers a range of homes for sale, from cozy townhouses to sprawling estates. The average home price in Ossining is around $500,000, making it a more affordable option compared to neighboring towns in Westchester County. Many homes in Ossining boast stunning views of the Hudson River, while others are nestled in quiet wooded areas, providing a peaceful retreat from city life.

Buying a Home in Ossining

For those looking to buy a home in Ossining, it's important to work with a knowledgeable real estate agent who understands the local market. Ossining has a tight-knit community, and having insider knowledge can help buyers find their dream home in this competitive market. Additionally, understanding the ins and outs of the home-buying process in New York State is crucial to a successful purchase.

Investing in Real Estate in Ossining

Given Ossining's proximity to New York City and its growing popularity as a commuter town, investing in real estate in Ossining can be a smart move. With the influx of city dwellers looking to escape the hustle and bustle of urban life, rental properties in Ossining can offer a steady stream of income. Additionally, property values in Ossining have been steadily increasing, making it a promising market for long-term investments.


Overall, the real estate market in Ossining, NY presents a unique opportunity for buyers and investors alike. With its mix of historic charm, natural beauty, and convenient location, Ossining offers a high quality of life for residents. Whether you're looking to buy a home, invest in rental properties, or simply enjoy the peaceful surroundings, Ossining is a hidden gem in Westchester County.

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Ossining, NY Homes for Sale

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Newest Ossining, NY Homes for Sale

6 Beds 2 Baths H6203620 MLS
Majestic & historic Victorian home set back on gorgeous 5.7 acres with Hudson River views from the upper levels & roof (3rd floor has roof access through staircase-but do NOT go up to Roof). Drive through the stone pillars onto the circular driveway to the main entrance. Relax on your wrap around front porch or sit out on your covered rear porch and admire your expansive grounds. Tremendous opportunity to own this unique property. Use your vision to restore and enhance the special features throughout, such as period moldings, archways, wide plank floors, plaster walls, high ceilings & ceiling medallions, window seats, built-ins, etc. Much of the house has been freshly painted. With 6 Bedrooms, plus an office, there is room for everyone. There are hidden spaces and deep closets throughout the house. Recent improvements include: Hot Water Heater 2022; New boiler 2013; Septic cleaned Aug. 2023; One working fireplace in LR plus a working wood burning stove in the Breakfast Room/Sunroom. Other FPLs are decorative. Stone & Brick foundation. Cellar access from basement stairs & also from outside Bilco doors. Please read the 16-page property history attached for historical details about this special home, and the updates made pre-1961 and in the 1960s and 1970s after the current owners took occupancy. Separate Barn "as is" with two sections: Front Barn room has workshop, electricity and a loft; rear Barn room used for storage. Property priced to reflect condition. House needs work but has great space and with 5.7 beautiful acres, a worthy investment to renovate. Being sold "as is."

114 Pinesbridge Road, Ossining

3 Beds 2 Baths H6305348 MLS
Welcome to 71 Pine Avenue, a modern gem nestled in the heart of Ossining, NY. This charming home boasts 3 bedrooms, 1.5 bathrooms, and a spacious 1,598 square feet of living space. Situated on a generous corner lot spanning 27,443 square feet, this property offers ample outdoor space for relaxation and entertainment. Step inside to discover a thoughtfully designed interior featuring baseboard heating for cozy comfort during the colder months. The main level hosts a welcoming living area with a fireplace, creating a warm and inviting ambiance. A well-appointed kitchen and dining area flow seamlessly, offering the perfect setting for culinary creations and gatherings. The upper level is home to the 3 bedrooms, each providing a tranquil retreat for rest and relaxation. A 1.5 bathroom with modern amenities completes this level. Additionally, basement, ideal for storage or potential expansion, and a carport for hassle-free parking. Outside, a charming porch provides an ideal spot to enjoy your morning coffee or unwind after a long day. The expansive driveway ensures ample parking space for residents and guests alike. Conveniently located in a desirable neighborhood, this home offers a perfect blend of modern comforts and timeless charm. Don't miss the opportunity to make 71 Pine Avenue your own and experience the epitome of modern living in Ossining. Over sized property with possibility of subdividing. Schedule your showing today!

71 Pine Avenue, Ossining

6 Beds 4 Baths H6303258 MLS
This exceptional side by side two family located in the village of Ossining has two units with 3 Bedrooms, 2 Baths each. The right side has a large living room, formal dining room, updated kitchen with a very large island with granite countertops, lots of cabinets for storage and a deck off the kitchen with a custom built barbeque and a large private fenced in yard. The 3 bedrooms and a full bathroom are located on the second floor. The Left side apartment also has a large living room, full bathroom, dining room (now being used as a bedroom) and a large Eat-In-Kitchen with lots of storage and granite countertops and Sliding Door to a deck that overlooks a private backyard for this unit. Upstairs there are 3 bedrooms and a full bathroom. The basement has also finished space and both individual furnaces and hot water heaters. Both apartments have Central Air and hardwood floors throughout. This house also offers two individual one car garages. This property has been meticulously maintained over the years. The boilers were replaced in 2020 & 2024, hot water heaters 2020 & 2021, driveway is new as is the new sewer line from the street to the house, siding 2015 and roof is 10 years old (1 layer). House sold AS IS. The REC Room in basement has an additional 531sf not included in sf of home. This house is ideal to be owner occupied or be fully rented. Close to public transportation, schools, shopping, and parks. MULTIPLE OFFERS - HIGHEST & BEST OFFER due by 5:00pm on 5/2/2024.

2 Charles Place, Ossining

5 Beds 3 Baths H6302247 MLS
Vintage country estate set on over two picturesque acres including a separate guest cottage awaits its new owners. 49 Spring Valley offers the perfect balance of peace and quiet in a location close to all the modern creature comforts you seek. Step inside the main house's freshly-painted entry hall and admire the gleaming flooring. The gourmet kitchen is the heart of the home, featuring granite counters, 42" cabinets, stainless-steel appliances and soothing radiant-heated floors. Attractive open floor plan has sun-drenched living room with multiple exposures and spacious dining room off the kitchen, making entertaining a pleasure for you and your guests. Family room down the hall gives you plenty of storage with its wall of closets. Hall bathroom with heated floors and laundry are conveniently located on the first floor. The spacious primary bedroom upstairs has an indispensable walk-in closet. Two additional bedrooms and a second bathroom with heated floors complete the second-floor layout. Versatile recreation room on the lower level is an ideal space for all ages and comes with its own entrance, large foyer and ample storage. Looking for multi-generational living or a cozy hideaway for frequent guests? Guest cottage is the ideal setup you've been looking for. Kitchen boasts crisp white cabinetry, quartz countertops, pantry and new flooring. Open-concept living has the dining room extending into the living room with a walk-in closet for storage. Light-filled primary bedroom has a double wide closet and two exposures. Another bedroom and hall bathroom complete the top floor. Lower level has additional storage, laundry and a large garage. The cottage could easily become an office, artist studio, gym or whatever suits your fancy. Plenty of parking for both homes able to fit 6+ cars. With all these great amenities you may never want to leave, but if you do, you have so much close by - Croton Harmon Metro-North station is a five-minute drive and Cedar Lane Town Park and the Ossining Dog Park are just down the street. Downtown Croton and Ossining are just steps away, giving you multiple options for restaurants, shopping, gyms, green spaces, bike trails and more. Don't be late for a chance to own a private country estate!

49 Spring Valley Road, Ossining

3 Beds 5 Baths 3530134 MLS
Step into the realm of versatile real estate opportunities with this exceptional multi-dwelling property in the coveted Teatown Reservation area of New Castle! Seamlessly intertwining homeowner and investor dreams, this unique compound offers unparalleled opportunity and rich history. The centerpiece is a striking contemporary home spanning nearly 4,000 square feet, meticulously renovated in 2003. Featuring 3 bedrooms, 5 bathrooms, radiant floor heat throughout, and a host of versatile spaces including a home office and remarkable great room once a renowned recording studio hosting some of the greatest musicians of their time - now transformed into a lavish, soundproofed, private home theater for unparalleled entertainment. Each of the 3-levels offer its own private outdoor terrace, including a wraparound off the primary suite, enhancing the connection to the serene surroundings.The one-car detached garage offers abundant storage space and potential for conversion into a fitness room or recreational area. Complementing the main house are two detached additional dwellings, currently generating income. One, adjacent to the main residence, presents a two-level layout with 1 bedroom, 1 full bath, and a full kitchen. The second, over 120 yards down the road, offers 2 bedrooms, 1 full bath, a full kitchen, and a finished basement, totaling over 2,200 square feet, with its own private parking. Sitting on nearly 3 acres of tranquil landscape bordering a state park with exclusive walking trails, this distinctive home blends country living with contemporary comforts. Don't miss this incredible opportunity to acquire your dream villa while simultaneously owning income-producing investment properties-a rare gem in the Westchester market!

50 Spring Valley Road, Ossining

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