Refine Search
Sort by
33 Maurice Avenue, Ossining
$563,500
3 Beds ⋅ 2 Baths ⋅ 1001582 MLS
Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional location in the heart of Ossining. Set on a beautiful property with a spacious yard, this special home provides the perfect backdrop for gardening, entertaining, outdoor play, or simply enjoying a quiet evening outdoors. Inside, you'll find inviting spaces filled with character, including a welcoming living room, formal dining room, bonus room ideal for a home office, den, or playroom, and a large eat-in kitchen that serves as the heart of the home. A convenient main-level laundry area, three bedrooms, one-and-a-half baths, and a full unfinished basement complete the home's functional and flexible layout. The outdoor space is truly a standout feature. The expansive yard offers endless possibilities for recreation, gardening, gatherings with family and friends, or creating your own private retreat. Whether hosting summer barbecues, enjoying morning coffee on the porch, or watching the seasons change, this property offers a lifestyle that is increasingly hard to find. Ideally located just minutes from downtown Ossining, you'll enjoy easy access to local restaurants, cafes, shops, parks, and the popular Ossining Farmers Market. Nature lovers will appreciate nearby waterfront parks, scenic trails, and recreation opportunities along the Hudson River. Commuters will love the convenience of the Ossining Metro-North station, offering direct access to New York City while allowing you to enjoy all the charm and community of Rivertown living. Rich in character, filled with potential, and situated in one of Westchester's most vibrant riverfront communities, 33 Maurice Avenue is a place you'll be proud to call home.

33 Maurice Avenue, Ossining

4 Steven Drive Unit #1, Ossining
$554,000
3 Beds ⋅ 3 Baths ⋅ 1005560 MLS
A rare three-bedroom condo with the kind of extra space that makes daily life feel easier. This spacious tri-level end unit offers a flexible layout that lives more like a home, with ground-level entry, main-level living, a finished lower level, and a detached garage. The main level features wood floors, an updated kitchen with counter seating, a dining area, and a living room with a fireplace and sliding glass doors to the deck. Two bedrooms are located on this level, including the primary suite with full bath, plus an additional full hall bath. Upstairs, a spiral staircase leads to an open loft area, ideal for a home office, reading space, or flex use, with a separate third bedroom beyond. The finished lower level is a standout, offering a large recreation room, laundry area, full bath, storage room, and an impressive workshop space rarely found in condo living. Additional conveniences include a detached garage, an assigned parking spot right in front of the unit, and access to community amenities including a clubhouse, fitness area, sauna, pool, and tennis court. Conveniently located close to Metro-North, shopping, dining, and parks. Freshly painted in most rooms, clean, and ready for its next chapter, this home offers space, function, and value.

4 Steven Drive Unit #1, Ossining

18 2nd Avenue, Ossining
$550,000
2 Beds ⋅ 1 Baths ⋅ 991096 MLS
Charm describes this well maintained, sunlit, low maintenance brick ranch with exceptional curb appeal. Freshly painted and truly move in ready, this home is the perfect starter home or ideal condo alternative. Step into a spacious, light filled living room with a cozy fireplace, leading to a formal dining room, perfect for entertaining. The kitchen features granite countertops, newer appliances plus access to a full unfinished walkout basement with a laundry area and abundant storage. The primary bedroom includes a large walk up attic offering excellent potential for additional living space. Architectural details such as arched doorways, hardwood floors, and crown molding add warmth and character throughout. Enjoy outdoor living on the inviting front porch or in the level backyard, complete with a brand new privacy fence, ideal for relaxing or entertaining. Located in a quiet, desirable village neighborhood, just 8 minutes from the Metro North station for easy commuting, close to major highways, shopping, come see it for yourself!

18 2nd Avenue, Ossining

9 Nicole Circle Unit #8, Ossining
$550,000
2 Beds ⋅ 2 Baths ⋅ 968945 MLS
Offering an open floorplan with sophistication and style filled with designer finishes. This wonderfully maintain unit offers an impressive eat in kitchen with granite counters, stainless steel appliances and rich cabinetry, the dining room flows into the living area complete with fireplace and vaulted ceilings with skylight. The primary bedroom is located on the main level, with vaulted ceilings, custom built-ins closets, beautiful flooring and your own on suit bath, an additional bedroom across the hall with vaulted ceilings and custom built-in closets, hall bath, laundry panty, and enjoy the outside with sliders leading to a private rear deck with awning. Head up the stairs and you'll find an open-loft with an abundance of natural light, and a den or perfect office area. Enjoy all the amenities with your own clubhouse, gym, pool, tennis and basketball court. All of this and move in ready with modern finishes throughout, ideal for both everyday living and entertaining. A convenient location and minutes to the metro north station, restaurants, shopping, parks and parkway. Act now and make this beautiful home your own!

9 Nicole Circle Unit #8, Ossining

5 Maria Lane, Ossining
$540,000
4 Beds ⋅ 3 Baths ⋅ 1004901 MLS
Opportunity knocks on this exceptionally private, 2+ acre parcel tucked away on a serene street ending with a cul-de-sac in the sought-after Town of New Castle. Whether you are looking to take on a complete top-to-bottom renovation or build the custom home of your dreams, this property offers the perfect foundation and acreage for your vision. While you'll feel worlds away in your own private woodland retreat, you are minutes from the best of the Hudson Valley. Commuting is a breeze with easy access to the Taconic State Parkway and both the Ossining and Croton-Harmon Metro-North stations. Enjoy an unmatched lifestyle surrounded by local culture and nature. You're just a short drive from daily conveniences, schools, and parks, as well as other local highlights including Teatown Lake Reservation, Kitchawan Preserve, Sunny Ridge, the North County Trailway, the historic Jacob Burns Film Center and both Sleepy Hollow Country Club and Hudson National. Bring your architect, your contractor, and your imagination. Property being sold strictly as-is.

5 Maria Lane, Ossining

88 Broadway Unit #PH1, Ossining
$540,000
2 Beds ⋅ 3 Baths ⋅ 954087 MLS
Rare opportunity to purchase a stunning 2 Bedroom/2.5 Bath penthouse condo in the heart of Ossining. This former schoolhouse was converted into a 12 unit condominium in 2007. This Penthouse unit is the largest of the units of this elevator building. This unit features an open floor design, high vaulted ceilings with exposed wooden beams, an elevated kitchen with french doors leading to the grand southern facing balcony. From the living room on the main floor, walk upstairs to a loft perfectly sized for an office suite that overlooks the entire living room and kitchen. Downstairs find two large bedrooms, each with its own full bath. The primary suite features a custom built floor-to-ceiling dresser, an oversized bathroom with a whirlpool tub and unique anti-microbial cork flooring. No cold feet! From the balcony, enjoy the relaxing sounds and unobstructed views of the Sing Sing Kill waterway, the landmark aqueduct, and the downtown Village. A garden hose has been installed in the balcony, full sun and water, a urban gardener’s dream! This unit comes with two assigned parking spaces (no additional fees). Taxes include Village, school, and Town of Ossining without Star deductions Walking distance to: Ossining Community & Aquatic Center, the landmark Double Arch, Sing Sing Kill Greenway, Croton Aqueduct Trail, HVBFH bookstore/Historic Olive Opera House, Farmers Market, shops, Main Street, RR, and the waterfront.

88 Broadway Unit #PH1, Ossining

14 Bridle Path Road, Ossining
$538,000
1 Beds ⋅ 2 Baths ⋅ 981035 MLS
Welcome to this tastefully updated one-bedroom townhouse with loft in the highly desirable Fox Hills community. This inviting home features two skylights that fill the space with natural light, beautiful hardwood floors throughout, and a one-car attached garage. The updated kitchen is appointed with Corian countertops and stainless steel appliances, seamlessly opening to a formal dining area with a skylight and sliding glass doors leading to a spacious deck—perfect for enjoying your morning coffee while taking in the peaceful, wooded views. The bright and airy living room, complete with a cozy fireplace, along with a convenient half bath and in-unit laundry, completes the first floor. Upstairs, you’ll find a tranquil primary suite with stylish barn door closets and a newly renovated en-suite bath, as well as a versatile loft space ideal for a home office, guest room, or second bedroom. Residents of Fox Hills enjoy exceptional amenities, including a pool, tennis courts, and clubhouse. Ideally located close to parks, Metro-North train, shopping, and dining, with less than a one-hour commute to New York City. Come and make this beautiful home your next chapter.

14 Bridle Path Road, Ossining

3 Briarcliff Drive S Unit #9, Ossining
$531,000
3 Beds ⋅ 2 Baths ⋅ 985319 MLS
Truly a standout and seldom available opportunity! Presenting a rare and exceptional offering in one of Ossining’s most coveted communities. This impeccably renovated MOVE IN READY 3 bedroom, 2 full bath ground-level END UNIT residence defines effortless luxury and refined living, featuring one of the most spacious layouts sought after by today’s buyers. From the moment you enter, you are greeted by sophisticated design and superior craftsmanship, featuring all new solid wood shaker-style interior doors with elevated hardware, rich engineered hardwood flooring, high end dimmed light switches, elegant crown molding and designer light fixtures throughout. Every detail has been thoughtfully curated to create a seamless blend of comfort and style. The designer eat-in kitchen is both timeless and on-trend, featuring crisp white shaker cabinetry built to the ceiling, luxurious quartz countertops, impressive crown molding, wood flooring, recessed lighting, Bosch stainless steel appliances w/the dishwasher being panel covered for a seamless look, a large built-in pantry and a wall-mounted pot filler above the stove for filling your large pots at the cooktop. This stunning kitchen is perfect for everyday living and a space you will truly enjoy. The expansive living room is a true showpiece, centered around an attractive wood-burning fireplace, recessed lighting and sliding glass doors that lead to a large newly constructed deck all fenced-in for your added privacy. The outside deck is an outdoor retreat ideal for entertaining, grilling, or quiet relaxation. Impressive spacious primary bedroom, complete with a full en-suite bathroom. Two additional generously sized bedrooms offer comfort and flexibility, each with ample closet space, including one with a walk-in closet. A dedicated walk-in closet in the entry hall enhances the home with extra storage capacity. Each full bathrooms have been tastefully renovated, showcasing fresh, modern finishes. A new top-of-the-line washer and dryer provide added convenience located in the kitchen. Enjoy the unparalleled ease of direct, no-step entry with your own dedicated parking space just outside your door. This pet-friendly community offers resort-style amenities, including a sparkling in-ground pool with expansive sun deck, tennis and basketball courts, and exquisitely maintained grounds adorned with mature trees and vibrant seasonal plantings. A complimentary jitney to the Croton train station further enhances the lifestyle of convenience. And it gets even better - Briarcliff Woods has its own on-site superintendent. Moments away, enjoy the scenic Senasqua Riverfront Park, offering breathtaking Hudson River sunsets, walking trails, picnic areas, beach access, summer concerts, movies and events. Perfectly situated near major highways, shopping, and a diverse array of dining options, this home offers the ultimate in accessibility without compromising tranquility. Homes of this caliber, condition, and location are rarely found, making your find an exceptional opportunity to own a truly turnkey residence in a premier setting.

3 Briarcliff Drive S Unit #9, Ossining

46 Hudson View Hill Unit #46, Ossining
$525,000
2 Beds ⋅ 2 Baths ⋅ 960654 MLS
Welcome to 46 Hudson View Hill, a bright and inviting end-unit home set in the quiet and well-maintained Riverview Condos community. This spacious layout offers nearly 1,400 sq ft of comfortable living, highlighted by oversized windows, an abundance of natural light, and the privacy of an "entire floor" floor plan. The main level features an open and airy feel that flows seamlessly into the inviting eat-in kitchen. Designed for both functionality and style, the kitchen offers a breakfast bar, ample cabinetry, and plenty of counter space—making it a perfect hub for daily meals or casual entertaining. Large windows throughout the home provide a serene backdrop of the natural surroundings, flooding the living space with light. A convenient powder room is also located on this level. Upstairs, the home features two generously sized bedrooms, both complemented by great natural light. The well-appointed full bathroom offers dual-entry access from both the primary bedroom and the hallway, providing a suite-like feel for the primary bedroom. A standout feature of this home is the private patio, providing a dedicated outdoor space to enjoy the fresh air. Additional highlights include the quiet end-unit location, baseboard heating, a flexible layout that can easily accommodate a home office, and a pet-friendly policy. Residents of Riverview Condos enjoy wonderful community amenities, including an outdoor pool and beautiful views of the Hudson River from the common grounds—perfect for summer relaxation. Ideally located within the Ossining Union Free School District and just steps from Claremont and Anne M. Dorner schools, this home offers exceptional convenience. Residents are only minutes away from Ossining’s vibrant waterfront, local shopping, diverse dining, and the Metro-North station, providing an easy commute and access to the best of Hudson Valley living.

46 Hudson View Hill Unit #46, Ossining

3 Hudson View Hill, Ossining
$520,000
2 Beds ⋅ 2 Baths ⋅ 1004947 MLS
Welcome to 3 Hudson View Hill, a charming end-unit townhome tucked into the sought-after Riverview Condominium community in Ossining. Offering 2 bedrooms, 1.5 baths, and approximately 1,311 square feet of living space across two levels, this home delivers the perfect blend of comfort, entertainment, and Hudson River living in a quiet, well-maintained community. The main level welcomes you with a bright, open layout connecting the kitchen, dining area, and a spacious living room with hardwood floors and sliding glass doors that lead to a private patio, perfect for relaxed entertaining. The kitchen is outfitted with stainless steel appliances, a stylish patterned tile backsplash, oak cabinetry, and ceiling-fan-cooled dining space ideal for everyday meals or hosting friends, while a stylish powder room with a modern white vanity and gold fixtures rounds out the main floor. Upstairs you'll find two generously sized bedrooms, including a primary suite with abundant natural light, a walk-in closet, and access to a beautifully appointed full bath featuring a double marble-top vanity and a subway-tiled shower with a built-in niche. From the primary suite you can step out onto your private balcony to take in sweeping views of the Hudson River- the perfect spot for morning coffee or evening sunsets. As an end unit, this home offers added privacy, extra natural light, and bonus outdoor space, and the sparkling community pool sits just steps away for easy summer enjoyment. Additional highlights include an in-unit washer/dryer, pull-down attic storage, new staircase carpeting, one assigned outdoor parking spot plus ample visitor parking, and a pet-friendly HOA of $613/month that includes the community pool and grounds maintenance. Located in the beautiful Ossining community, Riverview Condominium is a quiet, mature community with easy access to everything Ossining offers, including Metro-North service to NYC, the historic Hudson waterfront, local shops and restaurants. Don't miss this opportunity to own a slice of Hudson Valley living

3 Hudson View Hill, Ossining

32 Ferris Place, Ossining
$500,000
2 Beds ⋅ 1 Baths ⋅ 1022029 MLS
This charming colonial in the heart of the village maintains many original features and awaits your touches. Once you enjoy the ample parking and enclosed porch overlooking the quiet, tree-lined street you'll behold a classic entry foyer, living room, and dining room with classic woodwork. The small rear porch beholds the gently sloping rear yard and 2-car garage. The kitchen also has a genrously sized pantry and even a rear staircase. Upstairs are two good-sized bedrooms, a small den which could be a home office or nursery, and a large walkup attic with enormous potential. There are hardwood floors throughout. The heating system has been updated and the existing ductwork is perfect for adding central air. You'll love the convenience of the close proximity of village amenities with shopping, transportation and highways just minutes away.

32 Ferris Place, Ossining

16 Rockledge Avenue Unit #5P-2, Ossining
$500,000
2 Beds ⋅ 2 Baths ⋅ 976452 MLS
Welcome to Scarborough Manor, one of Westchester's most sought-after riverside co-op communities — where resort-style living meets everyday convenience along the scenic Hudson River. This beautifully appointed, recently updated two-bedroom, two-bath residence offers what may be the community's most prized feature: breathtaking, unobstructed Hudson River views that greet you from the moment you step inside. You will revel in the daily dose of beauty every time you walk out onto your private terrace and take in the sweeping river panorama — whether with your morning coffee or an evening glass of wine. Inside, the apartment has been thoughtfully updated throughout with new modern lighting, refinished parquet floors, and a refreshed kitchen, including updated appliances, counter, sink, backsplash, knobs, and cabinet refinishing. The spacious living area flows naturally to the terrace, making the river views a seamless extension of your living space. Both bedrooms are generously sized, and two full bathrooms offer comfort and flexibility for residents and guests alike. Beyond your front door, Scarborough Manor delivers a true resort lifestyle. Newly renovated hallways and soon-to-be-redone lobby set a refined tone the moment you arrive. Residents also enjoy a stunning heated pool, elegant clubhouse with fitness center, sauna, billiards, library, and ping-pong lounge. Take strolls or have a picnic in the beautifully landscaped walking paths and quiet seating areas along the property overlooking the water. The community features 24-hour gated security, complimentary outdoor parking, solar, and a full-building backup generator. And the location couldn't be more convenient — just a short distance to the Scarborough Metro-North station for an easy commute to Manhattan, with shopping and dining minutes away at the Arcadian Shopping Center, downtown Ossining, and nearby towns such as Sleepy Hollow, Tarrytown, Pleasantville, and Briarcliff Manor. This area is full of culture, recreation, and ongoing events for all ages and interests. Please note that applicants must meet the Co-Op's purchase criteria. Estimated Monthly maintenance is $2,184. This is Hudson River living at its finest - come see for yourself! Paradise Found!

16 Rockledge Avenue Unit #5P-2, Ossining

16 Rockledge Avenue Unit #5K-1, Ossining
$490,000
2 Beds ⋅ 2 Baths ⋅ 967391 MLS
Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Fifth-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River. This Two Bedroom, Two Bath Stunner Has Nine Foot Ceilings, Oversized Rooms, And Tons Of Closet Space. This Unit Is Ideal For Hosting Intimate Gatherings Or Enjoying Quiet Evenings Overlooking The Hudson River. The Spacious Living And Dining Room Flow Naturally, Creating A Perfect Atmosphere for Entertaining. This 24 Hour Gated Community With A Gorgeous Clubhouse, Heated Pool, Sauna, Gym, Billiard Room, Ping Pong, And Library Are All Included In The Monthly Maintenance. Exterior Windows Cleaned Twice A Year To Ensure The Views Are Unobstructed. You Never Lose Power Here, As The Entire Complex Is On A Backup Generator… Energy Conscious Solar Panels Are In Place To Lower Electric Costs… Super Convenient To Shops… Walking Distance To The Train. This Is A Dream Come True! Enjoy Easy Access To Waterfront Parks, Trendy Restaurants, And Vibrant Cultural Attractions, All Within Reach Of Your New Home. Don't Miss Your Chance To Experience The Ultimate In Waterfront Living. Schedule Your Private Showing Today And Discover The Unparalleled Charm And Elegance Of This Hudson River Co-Op.

16 Rockledge Avenue Unit #5K-1, Ossining

806 Eagle Bay Drive, Ossining
$485,000
1 Beds ⋅ 2 Baths ⋅ 973428 MLS
Welcome to beautiful Eagle Bay, a gated community along the Hudson River in Ossining. Enjoy nature from your private balcony yet be minutes from the train and shopping. Unit has seasonal river views and privacy as well as a deeded garage and storage. Hardwood floors throughout with updated kitchen and baths as well as a full staircase to an amazing loft with full bath that can be used as a second bedroom or office. The deck was redone in 2023 and was just power washed. The washer/dryer and refrigerator were recently replaced and the HVAC was redone in 2017. There are crown moldings in the primary bedroom which has a walk in closet and ceiling fan. The primary bath has a jacuzzi tub. The kitchen is updated and has a granite breakfast bar. There is an abundance of storage off the loft with a cedar closet as well as a private storage room in the basement. The living room has a wood burning fireplace as well as cathedral ceilings. Eagle Bay has great amenities with pool, tennis/ pickleball courts, clubhouse, fitness room and playground. Conveniently located near downtown Croton- on Hudson with shopping restaurants and train all close by. Taxes shown are without STAR. A great Place to call home.

806 Eagle Bay Drive, Ossining

15 Steven Drive Unit #4, Ossining
$480,000
2 Beds ⋅ 2 Baths ⋅ 949398 MLS
Welcome to this bright and inviting two bedroom, two bathroom condo located in the desirable Hudson View development in Ossining. This beautifully designed home features dramatic lofted ceilings and an abundance of natural light, enhanced by multiple skylights that create an airy, open feel throughout. The spacious living area is highlighted by a charming wood burning fireplace, perfect for cozy evenings at home. The white kitchen is both stylish and functional, offering butcher block style countertops, a convenient pass-through serving window leading into the dining area and stainless steel appliances—all less than two years old. A versatile loft area overlooks the main living space, offering the perfect spot for a home office, reading nook, home gym or guest area. Thoughtfully laid out bedrooms and full bathrooms along with in-unit washer & dryer provide comfort and privacy, making this condo a perfect retreat to call home. Step out onto your private deck and enjoy a peaceful setting ideal for morning coffee or relaxing at the end of the day. Amenities including: assigned parking, a clubhouse, fitness area, sauna, pool & tennis courts help seal the deal! Close proximity to metro north, parks, shopping, dining & major roadways. Schedule your tour TODAY!

15 Steven Drive Unit #4, Ossining

6 Briarcliff Drive S Unit #3, Ossining
$465,000
2 Beds ⋅ 2 Baths ⋅ 966681 MLS
Ideal home with GARAGE! This is one of the few impressive units in this complex that faces the woods instead of a parking lot or another building. Discover the perfect blend of comfort, space, and tranquility in this desirable END-UNIT condominium, ideally located in the coveted Briarcliff Woods Complex in Ossining. A private detached one-car garage adds a level of convenience and exceptional value to this property. As you step inside, you are greeted by a bright and spacious layout. The stunning views from your private balcony overlook beautifully landscaped grounds and mature trees, providing a serene backdrop that enhances your living experience. This 2-bedroom, 2 full bath residence features an eat-in kitchen offering abundant cabinetry, a great-size pantry, and the convenience of in-unit laundry. The dining room sits in an ideal spot, seamlessly connecting to the kitchen, living room, and other parts of the home, creating an easy flow for meals and family gatherings. Expansive and inviting, the grand living room offers generous space, a cozy fireplace, flexible layout possibilities, and natural light from outside that brightens the entire area. You’ll find crown molding already in place, adding a finished touch to the living room and entry areas. Enjoy a generously sized primary suite complete with a walk-in closet and private ensuite bath. The second bedroom is also spacious, offering its own walk-in closet and a full bathroom just outside the door. Storage is plentiful throughout the home, including an additional walk-in closet and an extra-large closet in the entry foyer, ensuring you’ll never be short on space. The primary bathroom has already been tastefully updated, giving you a head start on personalizing the space to your liking. Crown molding already installed in entrance/dining room & living room. Pet-friendly community and ample visitor parking whether you have guests or an additional car. Residents of Briarcliff Woods enjoy exceptional amenities, including a sparkling inground pool with a sun-drenched grand patio, tennis and basketball courts. Commuters will appreciate the FREE jitney to and from Croton-Harmon Train Station, with Ossining Station just minutes away. An on-site superintendent keeps the property beautifully maintained and is readily available to assist residents. Ideally located close to highways, restaurants, shopping, parks, and scenic trails. Just a short drive to Senasqua Park Riverfront in Croton, where you can take in breathtaking Hudson River sunsets, stroll the waterfront trail, relax on the beach, or enjoy the gazebo, along with seasonal concerts and movies. At Briarcliff Woods, you’ll experience the perfect blend of maintenance-free living and the peace of a natural, wooded setting. A truly rare offering—GARAGE included—so book your visit today and experience firsthand why Briarcliff Woods remains one of the area’s most coveted communities!

6 Briarcliff Drive S Unit #3, Ossining

20 Samstag Avenue, Ossining
$440,000
3 Beds ⋅ 1 Baths ⋅ 995689 MLS
20 Samstag Ave is the kind of home that sparks ideas the moment you enter. Tucked into an established Ossining neighborhood just minutes from the Hudson River, this classic 2-story Cape-style home with charming dormers and a cheerful red-painted front porch is ready for its next chapter, and for the right buyer, that chapter could be something special. Inside, three bedrooms, a full bath, and 930 square feet of light-filled living space stretch across two levels. The walls have stories to tell, the spaces invite imagination, and every room offers an opportunity to restore, reinvent, or simply bring fresh life to what is already here. The standout living room features warm knotty-pine wood paneling and an incredible mid-century modern built-in shelf and wall divider that feels straight out of another era. It's the kind of architectural detail you simply cannot recreate with a quick trip to a big box store. The kitchen offers a more updated counterpoint with maple-tone cabinetry, a gas range, and tile flooring that flows through the main level, while the upstairs bedrooms tuck under classic Cape sloped ceilings, ideal as cozy retreats or a quiet home office. Outdoors, one of the home's most surprising gifts comes into view: a generous, fully fenced backyard with mature shade trees, a level lawn, and a private rear entry. It's a rare bonus at this price point and a versatile space for entertaining, gardening, or simply enjoying the outdoors. The basement adds another layer of potential. Whether the vision is a workshop, studio, recreation space, or simply more room to spread out, the opportunity is there for someone willing to bring it to life. The location does a lot of the heavy lifting, too. Ossining is one of the Hudson Valley's most loved river towns and one of the smartest commutes north of the city. The Croton Metro-North and other stations on the Hudson Line are just a short drive away, putting Grand Central roughly 45 to 55 minutes from your front door, making this an ideal opportunity. Downtown Ossining is minutes from the house, with its growing roster of restaurants, cafes, and shops, the Sing Sing Kill Greenway, and Louis Engel Waterfront Park where the Hudson and the Palisades stretch out in front of you. Weekends nearby look like the Old Croton Aqueduct trail, Teatown Lake Reservation, Rockefeller State Park Preserve, and the antique-and-eatery rhythm of neighboring Croton-on-Hudson and Sleepy Hollow. For buyers who appreciate homes with character, history, and room to create something personal without giving up an easy commute to NYC, 20 Samstag Ave offers a rare opportunity to shape a space into something truly your own.

20 Samstag Avenue, Ossining

9 Briarcliff Drive S Unit #16, Ossining
$439,000
3 Beds ⋅ 2 Baths ⋅ 963821 MLS
Opportunity awaits in the reputable Briarcliff Woods Development in Ossining, where space, light, and an exceptional layout set the stage for your vision. This spacious 3-bedroom, 2-bath condominium is thoughtfully designed to meet your lifestyle needs, offering a wealth of opportunities to personalize and transform it into your dream home. As you step inside, you're greeted by an expansive living room, complete with a cozy fireplace that sets the tone for both relaxation and entertaining. From the dining room (owners have it as a little sitting area), you step into the generous sized eat-in kitchen, featuring a very large pantry, in-unit laundry and plenty of potential for updates. Retreat to the primary bedroom, featuring a private ensuite bath and an impressive walk-in closet that is sure to satisfy your storage needs. Two additional well-sized bedrooms provide versatility for guests, or a home office, with one room boasting yet another walk-in closet and an oversized closet for added convenience. Plus, the entrance hallway features an expansive walk-in closet, ensuring you'll never run out of space for your belongings. Step outside to your large private balcony, where you can enjoy peaceful wooded views and embrace the outdoors, perfect for summer grilling or sipping your morning coffee amidst nature’s beauty. Residents of Briarcliff Woods enjoy beautifully maintained grounds, including a sparkling inground pool with a sun-drenched grand patio surrounded by vibrant perennial gardens, as well as basketball and tennis courts for the active lifestyle. The development also offers a free jitney service to the Croton–Harmon Train Station, making commuting a breeze. With one assigned parking space and ample visitor parking, convenience is at your fingertips. Nestled near the scenic Senasqua Park and the picturesque Croton River Walk, this location is perfect for those who appreciate nature and the breathtaking sunsets over the Hudson River. Summer concerts & movies also at the river for your enjoyment. More to love: Ideally situated near major highways, shopping centers, and a variety of dining options. Don’t miss this rare opportunity to create your dream home in one of Ossining’s most sought-after communities. With its expansive layout, exceptional amenities, and prime location, this condo is ready to welcome you home.

9 Briarcliff Drive S Unit #16, Ossining

2 Davids Lane, Ossining
$435,000
1 Beds ⋅ 2 Baths ⋅ 1015764 MLS
Welcome to 2 David's Lane, where you will find a charming one-bedroom, corner townhouse in Ossining. This home offers a wonderful opportunity to enjoy comfortable, low-maintenance living in a desirable Westchester community. This thoughtfully designed home features a bright and inviting layout with a comfortable living space, a functional kitchen, and a cozy bedroom retreat. The open flow of the main living area creates a welcoming atmosphere, perfect for relaxing at the end of the day or entertaining guests. The kitchen offers convenient functionality with plenty of potential to make the space your own. The spacious bedroom provides a peaceful place to unwind, while the overall layout maximizes comfort and ease of living. Enjoy the benefits of townhouse living with the privacy and convenience of your own home, along with the added appeal of a well-maintained community setting. Whether you’re a first-time buyer, looking to downsize, or seeking a place that offers simplicity without sacrificing location, this home provides the perfect opportunity. Ideally located near Ossining’s vibrant downtown, restaurants, parks, shopping, and Metro-North transportation, this home offers the perfect blend of comfort and convenience. Come see all that this delightful townhouse has to offer!

2 Davids Lane, Ossining

15 Davids Lane, Ossining
$435,000
1 Beds ⋅ 2 Baths ⋅ 975540 MLS
Lives like a 2-BR tri-level - 15 DAVIDS LANE is a conveniently located Ossining light-filled End Unit in sought after Liberty Knoll Town Homes community. Features no-step entry, SS appliances, private balcony w/sliders to Living Room, and finished Lower Level. Second level has a full bathroom with showered tub, new GE washer & dryer Laundry; hallway storage & large BR mirrored walk-in closet. The finished 400sf Lower Level has two additional bonus rooms - perfect for a family room/rec room Gym + Guest room/Office. Complex is Pet-friendly; with optional jitney to Metro-North trains for NYC commuters. Some other amenities include an outdoor Pool with summertime Lifeguard, a Clubhouse w/showers, kitchenette and reading couches; and a Playground for the kids along with Picnic facilities. Arcadian Shopping Center (think Starbucks, McDonalds, Stop & Shop, CVS, banks, bagels, restaurants +) is close by right around the bend. This sale comes with two parking spots. And current taxes reduced to under $10K with Ossining's $1,659 Basic STAR deduction for qualified primary owners too! Whether you are looking to downsize or are a first-time home buyer seeking a low-maintenance lifestyle (the HOA does landscaping, water/sewer, snow removal, siding/deck/driveway maintenance/repair/replacements) 15 Davids Lane offers you a chance to own in one of Ossining’s most convenient and welcoming neighborhoods.

15 Davids Lane, Ossining

101 Eagle Bay Drive, Ossining
$425,000
1 Beds ⋅ 1 Baths ⋅ 1025908 MLS
Welcome to Eagle Bay, a sought-after gated community overlooking the Hudson River in Ossining. This beautiful 1st floor unit is freshly painted and offers the perfect combination of privacy, convenience, and resort-style living. Relax on your private deck while enjoying a peaceful natural setting just minutes from Metro-North, shopping, and dining. The bright, open floor plan features hardwood floors throughout and a wood-burning fireplace that creates a warm and inviting living space. The updated eat-in kitchen is appointed with granite countertops, and the bedroom features a walk-in closet while the primary bath offers a relaxing Jacuzzi tub. Additional highlights include an assigned parking space and the washer/dryer in unit. Residents of Eagle Bay enjoy an exceptional lifestyle with outstanding amenities, including a swimming pool, tennis and basketball courts, clubhouse, fitness center, and playground. Ideally located near the vibrant villages of Ossining and Croton-on-Hudson, you'll have easy access to restaurants, shopping, parks, and Metro-North for a convenient commute to New York City.

101 Eagle Bay Drive, Ossining

17 Knoll View, Ossining
$425,000
1 Beds ⋅ 3 Baths ⋅ 972983 MLS
Now is your Chance! Back on the Market! Welcome to this beautifully maintained 1 bedroom plus den townhome in the highly desirable Liberty Knoll community. Designed for comfort and convenience, this spacious home features 2 full bathrooms plus a powder room, making it perfect for both everyday living and entertaining. The versatile den/home office offers ideal flexibility for remote work, a guest space, or a cozy retreat. Enjoy the ease of an attached garage along with thoughtful layout and ample living space throughout. Located just minutes from the Scarborough MetroNorth train station, this home is a commuter’s dream, providing quick access to NYC while maintaining a peaceful suburban setting. You’ll also love being close to the Arcadian Shopping Center, offering shopping, dining, and everyday essentials right at your fingertips. Residents of Liberty Knoll enjoy resort-style amenities, including a community pool and sauna, beautifully landscaped grounds, and a welcoming neighborhood atmosphere. We have received several strong offers on this property. As per our Seller's request, please submit your Highest & Best offer by Tuesday, April 2nd, at 5:00 pm. Offers will be reviewed thereafter. Please Email offers to: Janet Brand at jbrand@houlihanlawrence.com with all accompanying documents.

17 Knoll View, Ossining

19 Samstag Avenue, Ossining
$415,000
2 Beds ⋅ 1 Baths ⋅ 993706 MLS
This two bedroom one bath bungalow set high above the Hudson with sweeping river views, this property offers a rare opportunity to enjoy the charm, convenience, and lifestyle that define Ossining living. Welcome to 19 Samstag Ave, a home perfectly positioned for those seeking both tranquility and connectivity. Enjoy gorgeous Hudson River vistas and the natural beauty that surrounds this historic river town, where rolling hills and scenic overlooks create a truly picturesque setting. Commuters will appreciate the home's close proximity to the Ossining Metro-North station, offering direct service to Grand Central Terminal in as little as approximately 40-45 minutes, with frequent trains throughout the day. The nearby Hudson Line, along with local Bee-Line bus routes and ferry connections, makes getting to New York City and throughout Westchester both simple and efficient. Beyond the commute, Ossining delivers a true lifestyle experience. Explore the waterfront at Louis Engel Park, hike the scenic trails of Teatown Lake Reservation, or stroll along the historic Old Croton Aqueduct. The vibrant downtown offers a mix of local shops, dining, and community events, all set against the backdrop of the Hudson River. Whether you're drawn by the views, the walkable access to outdoor recreation, or the ease of commuting, this home is ideal for buyers looking to embrace the unique blend of nature, history, and convenience that makes Ossining one of Westchester's most compelling river towns. The detached garage offers potential studio space or space for entertaining. Municipal water and sewer.

19 Samstag Avenue, Ossining

16 Rockledge Avenue Unit #6K-2, Ossining
$386,000
2 Beds ⋅ 2 Baths ⋅ 958399 MLS
Terrific 6th-floor unit with Tappan Zee Bridge and Hudson River views from every window, located in the sought-after gated riverfront community of Scarborough Manor. This spacious residence features a renovated kitchen with maple cabinetry, Corian countertops, and stainless steel appliances, plus a sunny eat-in breakfast area where you can enjoy the views. The expansive living room opens to a private balcony—perfect for taking in the river scenery—and flows seamlessly into a generously sized dining room. The large primary bedroom suite offers stunning views and a spacious dressing area with three closets, including a cedar closet. A second bedroom, full bath, and abundant closet space complete the home. Scarborough Manor is set on beautifully landscaped, park-like grounds with walking paths and benches, offering a tranquil riverside lifestyle. Resort-style amenities include a clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space; an outdoor heated pool surrounded by mature trees with Hudson River views; and 24/7 gated security. Additional features include free outdoor parking for all residents (indoor parking available for $85/month), a full generator for uninterrupted power, recently redecorated hallways, and low monthly electric bills thanks to community-installed solar panels (electric billed directly through management, not Con Edison). Convenient laundry is located on each floor, HVAC units in each room are approximately four years old, and storage units are available ($30–$50/month). Enjoy a serene, riverside setting with easy access to everyday conveniences and transportation. There are no audio recording devices inside this property.

16 Rockledge Avenue Unit #6K-2, Ossining

16 Rockledge Avenue Unit #2C-1, Ossining
$365,000
2 Beds ⋅ 2 Baths ⋅ 952645 MLS
Scarborough Manor is nestled on exquisitely landscaped, park-like grounds with meandering walking paths and quiet seating areas, creating a serene riverside retreat along the Hudson. This spacious two-bedroom, two-bath residence enjoys sweeping southern views of the Hudson River and the Mario Cuomo Bridge from its private deck, offering a peaceful setting to relax and take in the scenery. Freshly painted throughout, the residence offers a bright and inviting atmosphere. The expansive living area provides generous space and opens directly to the private deck, where the river views become a natural extension of the living space. The kitchen flows into the adjacent dining area, creating a welcoming space for gatherings. The spacious primary bedroom features a walk-in closet, a separate dressing area with abundant storage, and a private en-suite bathroom. An equally large second bedroom is conveniently located near the hall bathroom, providing accommodations for guests. Residents enjoy resort-inspired amenities, including an elegant clubhouse featuring a fitness center, sauna, billiards room, library, ping-pong lounge, and versatile event space for gatherings. The beautifully maintained outdoor inground heated pool is set among mature trees and offers sweeping views of the Hudson River. Scarborough Manor offers the reassurance of 24-hour gated security, complimentary outdoor parking for residents, with indoor garage parking available for $85 per month. The building features solar panels for enhanced energy efficiency, a full-building backup generator for uninterrupted power, and recently refreshed hallways that enhance the building’s refined atmosphere, and laundry facilities located on every floor. Just a short walk to the Scarborough Metro-North train station, offering easy commuting to Manhattan, with nearby shopping and dining, including the Arcadian Shopping Center just minutes away. Combining scenic Hudson River living with everyday convenience, this residence offers a rare balance of comfort, beauty, and understated elegance.

16 Rockledge Avenue Unit #2C-1, Ossining

161 Charter Circle Unit #161, Ossining
$352,000
3 Beds ⋅ 2 Baths ⋅ 1006988 MLS
A rare three-bedroom opportunity in High Meadow, this corner townhouse-style co-op offers the space, privacy, and flexibility that are hard to find in co-op living, with a thoughtful two-level layout that feels more like a private home. The main level features an updated kitchen with in-unit washer/dryer, easy flow for living and dining, and an updated powder room. Upstairs, three generously sized bedrooms and an updated full bath create a comfortable private retreat. Generous closet space, including custom closets in all three bedrooms, plus wood floors throughout, add both function and warmth. Additional shared storage options are available in the common basement area. A shared front patio adds a welcoming outdoor touch, while the well-maintained High Meadow community offers sidewalks for easy strolls, assigned parking, ample guest parking, and playgrounds. Monthly maintenance includes heat, water, and taxes, adding ease and value. Ideally located close to shops, bus, parks, restaurants, village conveniences, Hudson River access, nearby trails, and Metro-North, including express train options. Eligible shareholders may qualify for a STAR rebate of approximately $144 off monthly maintenance for 11 months of the year. Financial requirements: 10% down, debt-to-income below 35%, credit score 675+, no late payments in the last 6 months, no bankruptcy in the last 5 years, and minimum liquid assets at closing equal to 6 months of maintenance and mortgage payments.

161 Charter Circle Unit #161, Ossining

42 Campwoods Grounds, Ossining
$340,000
2 Beds ⋅ 2 Baths ⋅ 928485 MLS
This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a single-family home, just minutes from parks, schools, shops, and transportation. This beautifully updated home features a renovated eat-in kitchen complete with stainless steel appliances, an updated powder room, refreshed interior paint, and modernized electrical systems. The vaulted ceiling in the living room creates an airy, open feel, and the first-floor bedroom offers flexible living space or a guest retreat. Upstairs, you’ll find a private primary bedroom suite—your own quiet escape. Enjoy the outdoors from your welcoming front porch or relax in the cozy rear yard. Living here is virtually maintenance-free, with snow removal, water, and trash collection included in the monthly fee. The community garden and meeting house provide opportunities for social events and neighborly connection. Additional features include 1 assigned parking space & 1 unassigned space. Don’t miss this rare opportunity to own a piece of history with today’s conveniences. Easy commute to NYC! There are no audio recording devices inside this property. There are no audio recording devices inside this property. There are no audio recording devices inside this property.

42 Campwoods Grounds, Ossining

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!