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$4,150
3 Beds ⋅ 3 Baths ⋅ 1028255 MLS
Welcome home to this charming single-family colonial in the heart of Ossining. Conveniently located near all the essential amenities- Metro North, schools, shops, restaurants, yet tucked away on a quiet cul de sac. This home features a newly updated eat-in kitchen equipped GE appliances, quartz countertops and low maintenance LVP flooring. Open your sliding glass doors to a beautiful, spacious deck that overlooks a lush green lawn. Upstairs, the primary bedroom offers a king size bed, a remodeled (2022) bathroom, and a spacious closet for ample storage. Downstairs a partially finished basement provides an additional 600 sq feet of living space that is the perfect escape for a home office, play space, or media room. Complete with extra storage and laundry so you'll never have to go to the laundromat again! Fresh paint and new carpet throughout. Not to mention you can pull into the driveway and park in your own single car garage with easy access to the kitchen. The convenience of village living along with the tranquility of the Hudson River make this home a true gem Additional Information: Amenities:Storage,ParkingFeatures:1 Car Attached,Storage: Garage,

48 Lincoln Place, Ossining
$950,000
4 Beds ⋅ 3 Baths ⋅ 1023457 MLS
Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for updating, the addition provides comfortable living today, offering buyers the opportunity to modernize over time while building equity. The thoughtfully designed layout creates two distinct living areas within the home, offering exceptional flexibility for extended family, long-term guests or those simply looking for additional space and privacy. The full unfinished basement offers excellent ceiling height and abundant square footage, presenting outstanding potential for future finished living space, recreation, storage or a workshop. Outside, the terraced backyard features multiple levels, a storage shed and a charming playhouse, offering plenty of outdoor space to restore and personalize. Conveniently located near shopping, restaurants, parks and major commuting routes, this is an excellent opportunity for buyers with vision to unlock the full potential of a home with exceptional space and versatility.

61 Underhill Road, Ossining
$899,000
4 Beds ⋅ 3 Baths ⋅ 1027151 MLS
Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless character with modern updates. The main level offers an updated kitchen with granite countertops, stainless steel appliances, a gas Viking stove, laundry, and access to a private backyard. The oversized primary bedroom features elegant arch and tray ceilings. The walk out basement includes a finished recreation room and plenty of storage. The second floor apartment features an updated kitchen, three bedrooms, two full bathrooms, and access to a finished attic with a wainscoted ceiling, providing excellent income potential or additional living space. Conveniently located just 0.5 miles from the Ossining train station and close to downtown restaurants, shops, the farmers market, parks, schools, and major highways. A fantastic opportunity for homeowners and investors alike!

20 Waller Avenue, Ossining
$625,000
4 Beds ⋅ 3 Baths ⋅ 1027201 MLS
Legal two-family Colonial tucked away on large cul-de-sac adjacent to Ossining's historic Sparta community. Originally built as a two-family (not a conversion), the home offers a practical layout with separate living spaces. The first floor apartment features 1 bedroom and 1 full bath, while the upper apartment spans the 2nd and 3rd floors with 3 bedrooms and 1.5 baths. The upper apartment can be accessed by either: 1) A private exterior staircase. 2) A shared enclosed stairwell with its own exterior entrance and separate lockable doors to each apartment. Whether you're looking for an owner-occupied property with rental income or a solid investment opportunity, this home offers flexibility and strong potential. Conveniently located just around the corner from Sparta Park, .5 miles from the Arcadian Shopping Center and .8 miles from the Scarborough Train Station for an easy commute to Manhattan.

20 Riverview Court, Ossining
$698,000
4 Beds ⋅ 3 Baths ⋅ 1023097 MLS
Charm meets flexibility in this rare Ossining find! A legal mother-daughter bungalow ranch that feels like a secret waiting to be discovered! Tucked back from the road amid mature plantings and lush landscaping, this home delivers a bright, cheerful, private pocket of comfort. Step inside to a sun-drenched three-season room with recessed lighting, then through French doors into a warm kitchen with abundant cabinets and granite countertops. A dining area with oversized windows keeps the light flowing all day, opening into a family room with a fireplace, large bay window, and a door to the back deck. The first-floor primary bedroom features an en-suite bath and is joined by two additional bedrooms and a hall bath, with hardwood floors throughout the main level. A standout feature is the legal mother-daughter suite, complete with its own private entrance, summer kitchen, bedroom, full bath, and living/dining area. Ideal for multigenerational living, guests, or extra income potential. Out back, a fenced-in yard feels like your own private retreat - leafy, tucked away, and made for slow mornings and long summer nights. Fire up the grill on the spacious deck, linger under the stars, or lose an afternoon in the gardens. Ideally located close to the Croton train station (and the villages of both Croton-on-Hudson and Ossining, with plenty of amenities, shopping, and eateries nearby. Well-priced and move-in ready, this one won’t sit on the market long. Schedule your showing today.

7 Ogden Road, Ossining
$899,000
4 Beds ⋅ 3 Baths ⋅ 1026827 MLS
Welcome to this beautiful 4 bedroom, 2 full bath, 1 half bath home offering stunning water views and views of the Hudson River and Mario M. Cuomo bridge. Thoughtfully designed with spacious living areas and inviting outdoor spaces, this home combines comfort, charm, and an exceptional setting. Step inside through the impressive two story foyer, where soaring ceilings create a bright and welcoming first impression. The home's spacious layout provides plenty of room for everyday living, entertaining, and working from home. Enjoy peaceful mornings or relaxing evenings on the expansive front porch while taking in the scenic views. The large rear yard offers abundant outdoor space for gatherings, gardening, recreation, or simply enjoying the privacy and natural surroundings. Additional features include an attached garage, generous living space, and an ideal location in Ossining. Conveniently located just minutes from the Ossining Metro-North Station,

5 Gualtiere Lane, Ossining
$749,000
3 Beds ⋅ 3 Baths ⋅ 1024026 MLS
Set on a sprawling 1.41-acre lot with rolling lawn, this beautifully updated 3-bedroom, 1 full/2 half bath Raised Ranch offers the space and privacy that's hard to find so close to the city. Inside, a flexible layout flows easily between everyday living and entertaining, centered around a new kitchen with stainless steel appliances and granite countertops. The generous living room overlooks the lush yard, while an enclosed porch and newly expanded composite deck invite you to relax and take in the natural surroundings. The primary suite features a walk-in closet, and two additional bedrooms share a hall bathroom. Downstairs, a family room with a wood-burning fireplace and a versatile bonus room with a half bath add even more room to spread out. From a new roof and siding to replacement windows and solar panels, this home has been thoughtfully upgraded from top to bottom and a long driveway with a two-car garage means parking and storage are covered too. The location is just as impressive: less than 5 minutes to the Croton-Harmon and 7 minutes from Ossining Metro-North stations, with easy highway access and nearby gems like Teatown Nature Preserve, Cedar Lane Park, and the Hudson River, plus local shops and restaurants. Loved for years by its family, this home offers room to grow, space for pets, and quiet moments with nature, a rare opportunity in a truly desirable commuter location.

124 Cedar Lane, Ossining
$700,000
2 Beds ⋅ 3 Baths ⋅ 1020813 MLS
Coveted Hudson Watch offers the perfect blend of convenience and River Town living. Ideally located just 1.1 miles from the Hudson Line Metro-North station and 1.6 miles from Louis Engel Waterfront Park. Locals enjoy the scenic RiverWalk Park paths, and all the charm of historic Ossining. This spacious two-story corner townhouse welcomes you with a natural stone foyer, vaulted ceilings and skylights that bathe the home in soft natural light throughout the day. Designed for easy everyday living and effortless entertaining. The open floor plan flows from one inviting space to the next seamlessly connecting indoor and outdoor living. The one step down living room is anchored by a wood-burning fireplace and sliding glass doors to a private patio surrounded by mature landscaping, creating a peaceful outdoor retreat. The patio has a remote operated sunshade. The thoughtfully updated kitchen features natural stone countertops and backsplash, stainless steel appliances, an abundance of cabinets and oversized windows overlooking lush green space that adds an inviting setting for casual dining. The adjacent dining area continues the home's open floor plan. Offering exceptional flexibility, the first-floor primary suite features a beautifully updated bath with a spa tub, separate shower, walk-in closets, and large windows. This generous space could also serve as a family room depending on your lifestyle. A nearby office or den easily functions as a second bedroom and is complemented by a full hall bath. A full-size washer and dryer are conveniently tucked away and direct access to the attached one-car garage complete the first floor. The second-floor primary en-suite is an unexpected bedroom or bonus room option, offering vaulted ceilings with skylights, a spacious bath complete with oversized soaking tub, separate shower, double vanity, walk-in closets & additional eave storage. This flexible additional space is particularly special. The current owner has meticulously landscaped the perimeter of the home and patio, enhancing both privacy around the patio and year-round beauty. Hudson Watch residents enjoy outstanding community amenities including a swimming pool, tennis and pickleball courts, a resident dog park, and wide tree-lined streets where distant Hudson River views are enjoyed from the neighborhood's elevated hilltop setting. Historic Ossining has become one of Westchester's vibrant River Towns, celebrated for its waterfront restaurants, boutique shopping, farmers markets, hiking trails, parks, and a welcoming community that embraces both nature and culture.

61 Hudson Watch Drive Unit #61, Ossining
$975,000
3 Beds ⋅ 3 Baths ⋅ 1022746 MLS
This charming renovated farmhouse offers 3,000 sq ft of living space and is nestled at the very end of a quiet cul-de-sac providing exceptional privacy and adjacent to protected parklands with scenic walking trails, and the Hudson River. The home features a newly added first floor primary suite complete with a tray ceiling, recessed lighting, oversized walk-in closet, and an adjoining home office all on its own HVAC system, creating the perfect private retreat. The custom kitchen offers granite countertops, custom cabinetry, GE appliances, and a sunny breakfast alcove. The kitchen flows seamlessly into the formal dining room and inviting living room with a wood-burning fireplace and access to the charming covered front porch. The separate and spacious family room on the south side of the home is filled with natural light from a wall of windows with access through sliding glass doors to the patio and fully fenced rear yard. Upstairs you will find two generously sized bedrooms and a versatile bonus room, ideal as a fourth bedroom, home office, laundry room or den. Additional features include a large detached two-car garage with expansive storage, newly installed generator, alarm system with video cameras, multiple laundry hook-ups including a second washer & dryer in the basement. There is also a cover front porch, and two patio areas around the property. Located just 1.5 miles from the Ossining train station! The location is truly exceptional. Situated at the entrance to the Crawbuckie Nature Preserve, this home offers immediate access to appx 20 acres of woodlands with walking trails winding through mature forest along the Hudson River. Enjoy scenic overlooks, observation platforms, and year-round hiking and nature just steps from your front door. This unique combination of character, modern updates, and an unparalleled natural setting makes this home a rare opportunity.

44 Beach Road, Ossining
$1,045,000
4 Beds ⋅ 3 Baths ⋅ 1023043 MLS
Welcome to this beautifully renovated Dutch Colonial, where timeless charm meets modern comfort and breathtaking Hudson River views create an unforgettable setting. Thoughtfully redesigned, the sun-filled chef's kitchen is the heart of the home, featuring crisp white cabinetry, expansive quartz countertops, abundant storage, and a seamless flow into the dining and living areas, perfect for everyday living and effortless entertaining. The spacious living room is warm and inviting, highlighted by a beautiful fireplace and elegant French doors that open to a covered patio, creating an ideal space to gather with family and friends. Just beyond, the expansive west-facing deck showcases spectacular Hudson River vistas and provides the perfect place to unwind while taking in stunning sunsets. A private office or study with sliding glass doors to the deck allows you to work while enjoying the scenic surroundings, and a beautifully renovated full bath completes the main level. Upstairs, the primary suite is a true retreat, offering a generous walk-in dressing area and a spa-inspired bath with a soaking tub, separate shower, and picturesque views. Three additional spacious bedrooms and another beautifully updated full bath provide ample room for family and guests. Additional highlights include a built-in speaker system throughout much of the home, an expansive yard, abundant parking, an oversized two-car garage, and a full basement, offering endless possibilities for storage, recreation, or future living space. Combining exceptional renovations, generous living spaces, and captivating vistas, this is a home you'll want to experience in person.

27 Ryder Road, Ossining
$950,000
4 Beds ⋅ 3 Baths ⋅ 1019889 MLS
Welcome to one of Ossining's most captivating homes, where breathtaking panoramic Hudson River views take center stage. Perfectly positioned on a quiet cul-de-sac in the sought-after Sparta neighborhood, this beautifully updated 4-bedroom, 2.5-bath residence offers an exceptional blend of style, comfort, and unforgettable scenery. From the moment you enter, you're greeted by abundant natural light and spectacular water views from nearly every level. The thoughtfully renovated kitchen flows seamlessly into the main living and dining spaces, while hardwood floors, two fireplaces, and oversized windows create a warm yet sophisticated atmosphere. Wake up to stunning river vistas from the bedrooms, then unwind each evening as the sun sets over the Hudson from your expansive wraparound patio. Designed for both entertaining and everyday living, the outdoor space features a private backyard with a stone fire pit—perfect for gathering with family and friends while enjoying the ever-changing beauty of the river. Located just moments from Sparta Park, the Ossining waterfront, restaurants, shopping, and the Scarborough Metro-North station, this home offers the perfect balance of tranquility and convenience. If you've been searching for a home with truly spectacular water views, timeless charm, and an unbeatable location, this is an opportunity you won't want to miss.

12 Riverview Court, Ossining
$699,000
2 Beds ⋅ 3 Baths ⋅ 1018107 MLS
Welcome to 191 Horseshoe Circle, a beautifully designed contemporary townhouse at the sought after Fox Hill Condo Development in the Hudson Valley, Westchester County. This rare "C" End Unit is beautifully located in the heart of the development, surrounded by tranquility with an expansive deck for enjoying the outdoors. Cheery and spacious, this home has an open floor plan with combined Dining Area and Living Room with gas Fireplace. The large Eat-in-Kitchen features a breakfast nook where beautiful light pours in to welcome your day. The first floor includes a Flex Space area that can be used as a private Guest Room - Full Bathroom and Closet are attached. While perfect for people who wish to avoid steps, this space is also ideal for Office, Den or Exercise use. Upstairs has 2 lovely Bedrooms, both En-suite. The pretty Primary Bedroom is roomy and features an attached dressing room, multiple closets and large Bathroom with Shower and separate Tub. The second upstairs Bedroom is also ensuite with full bathroom. Laundry area/closet is conveniently located off the first floor foyer. The 2-Car Garage and driveway accommodates parking for six cars. Additional storage shelving is found in the garage. Much of the interior has been painted in the past 1-2 years. Hot Water Heater replaced 4/2025. Fox Hill is well maintained, includes beautiful amenities - Pool, Tennis, Basketball, Playground, Swings - and is Pet friendly. Tucked away but close enough to highway and train stations 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, West Point, hiking, more.

191 Horseshoe Circle, Ossining
$625,000
4 Beds ⋅ 3 Baths ⋅ 1015576 MLS
Welcome to 10 Susquehanna Road, a well-maintained 4-bedroom, 2.5-bath home offering 1,752 square feet of living space on a level 0.23-acre property in Ossining. The main level features a spacious living room with fireplace, formal dining room, kitchen, two bedrooms, a hall bath, hardwood flooring, and a mudroom/laundry room with access to the rear porch. The upper level offers two additional bedrooms, a full bath, a half bath, and a walk-in hall closet. A full unfinished basement provides abundant storage and future potential. Thoughtfully maintained over the years, the home features updated windows, mechanical systems, a newer front entry door, and other improvements that enhance comfort, efficiency, and everyday living. Located within the Ossining Union Free School District and just minutes from downtown Ossining's restaurants, cafes, shopping, waterfront parks, and Hudson River attractions, this home offers an ideal balance of convenience and recreation. Nearby points of interest include Richard G. Wishnie Park and the Ossining Reservoir walking path (directly behind the home), Croton Point Park, Teatown Lake Reservation, Louis Engel Waterfront Park, Bethany Arts Community, and the historic Sing Sing Kill Brewery district. Commuters will appreciate easy access to Route 9, the Taconic State Parkway, and both the Ossining and Croton-Harmon Metro-North stations, providing direct service to Grand Central Terminal and convenient connectivity throughout Westchester, New York City, and the Hudson Valley. Combining valuable updates, comfortable living spaces, outdoor enjoyment, and a highly convenient location, this property presents an exceptional opportunity to enjoy all that Ossining has to offer. Call today!

10 Susquehanna Road, Ossining
$625,000
3 Beds ⋅ 3 Baths ⋅ 1013828 MLS
A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There are multiple closets here as well. Up one level is the open living and dining room. Centered on a wood-burning fireplace with granite hearth and featuring new floors, this is a wonderful space. There are sliding doors here, out to the rear deck and tree ensconced lawn beyond. The eat-in kitchen is well laid out, with good counter and cabinet space. Off of the kitchen, find the large balcony - a great place to enjoy a cup of tea in the early morning, or something a little stronger at the end of the day. Also on this floor is the hall bathroom and the large laundry closet. Up one more level, we reach the bedrooms. The primary bedroom, with an ensuite bathroom that has a tub and a shower, has a deep walk-in closet. In this room, and every bedroom, natural light shines through oversized windows with views out to trees. The second and third bedrooms share a full hall bath with a tub. In Ossining, there are few options for three bedroom condominiums. The Deerfield community has a beautiful, large pool - a perfect place to sunbathe even if you don't swim. There are also walking trails, easily accessible from this unit. All of this, just a short drive to shopping, restaurants and parks, and easily accessible to commuting by train or highway. What more can you ask for?

83 Deerfield Lane, Ossining
$629,900
2 Beds ⋅ 3 Baths ⋅ 1012453 MLS
First time on market! 2 bedroom, 2.5 bath end unit Hamlet on Spring Pond condo gives you all the convenience of a condominium and the feel of a single family home. You'll love being nestled among the woods with a nearby pond, waterfall, clubhouse, tennis court and pool. The kitchen features stainless steel appliances, granite counters, and a sunny dining area. The formal dining room overlooks a sunken living room with a woodburning fireplace and sliding doors to the rear deck and wooded grounds. The primary suite has tons of closet space, a generously sized en suite bath, and a balcony. The second floor laundry offers ease and convenience, and the second bedroom is roomy and sunny. Located with convenient proximity to highways and all that nearby Ossining village has to offer.

70 Spring Pond Drive, Ossining
$575,000
2 Beds ⋅ 3 Baths ⋅ 1010405 MLS
Tucked within the beautifully maintained Woods in Westchester, this townhome offers a wonderful opportunity to create a home that reflects your own style and vision. Privately situated amid mature landscaping, the setting is peaceful and inviting, with a sunny patio and private balcony providing comfortable outdoor spaces to relax and enjoy the surroundings. The interior features a bright eat-in kitchen, spacious living area, a versatile loft ideal for a home office or den, central air, second-floor laundry, and an attached garage. Residents enjoy a sparkling pool, tennis court, walking paths, a scenic pond, and professionally maintained grounds, creating an easy, low-maintenance lifestyle. The Woods is ideally located just minutes from the Croton-Harmon Metro-North station, major parkways, shopping, dining, parks, and the Hudson River waterfront. Situated with convenient access to the many conveniences and amenities of Croton-on-Hudson, Ossining, and the surrounding areas of Briarcliff Manor. Whether you're looking for low-maintenance living, outdoor amenities, or an easy Westchester lifestyle, 122 Woods Brooke Circle is the wonderful place for you!

122 Woods Brooke Circle, Ossining
$949,000
4 Beds ⋅ 3 Baths ⋅ 1000282 MLS
Spacious and beautifully maintained raised ranch set on 2 level acres, offering the perfect combination of comfort, functionality, and flexible living space. This 4 bedroom, 3 full bath home lives like a 5 bedroom and features sun-filled interiors, hardwood floors, and charming brick fireplaces. The updated eat-in kitchen is designed for both everyday living and entertaining, featuring rich espresso cabinetry, quartz countertops, stainless steel appliances, a stylish tile backsplash, recessed lighting, and a large center island with seating. The open flow connects seamlessly to the dining room and main living areas, creating an inviting atmosphere for gatherings large and small. The spacious primary suite includes a private en-suite bath, while two additional bedrooms and a full bath round out the first floor. The finished lower level offers exceptional versatility with a separate entrance, additional family room, a full bath, another bedroom and a bonus room flexible for a home office, gym, or crafts. Enjoy the beautifully usable outdoor space complete with a patio and above-ground pool, perfect for relaxing or entertaining. Additional features include generous storage, an attached garage, and a convenient location close to shopping, parks, schools, and major commuter routes. A rare opportunity with endless possibilities for today’s lifestyle.

6 Maria Lane, Ossining
$500,000
3 Beds ⋅ 3 Baths ⋅ 1005194 MLS
Welcome to this beautiful triplex. Taxes do not reflect STAR. It’s a short distance to the Metro North train station and downtown Ossining with it’s restaurants, shops and Farmer’s Market. 3rd floor unit is occupied and can only be shown when the tenant is present for pre-arranged appointments. There is a cistern behind the house with stones on top of it. Please do not disturb it. The garage was probably originally a stable. The water main and sewer lines were replaced in 2025

237 Spring Street, Ossining
$684,900
4 Beds ⋅ 3 Baths ⋅ 1007357 MLS
Nestled on a quiet cul-de-sac, this well-maintained home offers the perfect blend of comfort, functionality, and indoor-outdoor living in the Town of Ossining. The main level features an open floor plan with a spacious living and dining area, a large stone breakfast counter bar, two bedrooms, and a full bathroom. Upstairs, you’ll find two additional bedrooms with a second full bathroom, providing flexible living arrangements. Add an additional 300 s.f. for the finished lower level which offers a generous recreation/great room and a full bathroom, creating additional space for entertaining, hobbies, a home office, or extended living needs. Step outside to enjoy the backyard, designed for relaxation and entertaining, complete with a gazebo situated on a cement brick foundation with permits. A long driveway provides ample off-street parking. Additional highlights include an updated boiler less than five years old, oil heat, Con Edison electric service, municipal water, and utility systems that have been consistently maintained for efficient year-round operation. Conveniently located near parks, shopping, dining, transportation, and local amenities, this property offers a desirable combination of space, convenience, and value. All information, including but not limited to taxes, assessments, permits, square footage, utility costs, school information, and property condition, is deemed reliable but not guaranteed and should be independently verified by purchasers and their representatives.

22 Oakbrook Road, Ossining
$499,000
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
$829,000
3 Beds ⋅ 3 Baths ⋅ 1000674 MLS
Summer starts here! Nestled on a stunning park-like property surrounded by mature trees and lush landscaping, this beautifully maintained 3-bedroom, 3 full bathroom home offers the perfect blend of privacy, comfort, and timeless style. The sun-filled main level features an open-concept layout with gleaming hardwood floors, a spacious living room anchored by an oversized picture window overlooking the backyard, and a beautifully appointed chef's kitchen complete with custom cabinetry, granite countertops, stainless steel appliances, and a large center island with an induction cooktop. The adjoining dining area provides an ideal setting for both everyday living and entertaining, with direct access to the expansive stone patio and backyard. The primary suite offers a peaceful retreat, while two additional bedrooms and a well-appointed full bath provide flexibility for family, guests, or home office needs. The fully finished lower level significantly expands the living space and offers endless possibilities, featuring a large recreation area, a full bathroom, and a convenient wet bar, ideal for extended family, guests, hobbies, fitness, or work-from-home needs. Adding even more potential, the home includes a full unfinished attic offering abundant storage space and exciting possibilities for future expansion. Outside, enjoy the tranquil setting from the spacious patio overlooking the sprawling backyard, perfect for entertaining, gardening, play, or simply relaxing in nature.

8 Riverview Farm Road, Ossining
$724,222
2 Beds ⋅ 3 Baths ⋅ 1008140 MLS
Experience turnkey luxury in this beautifully renovated corner unit at The Woods, where every detail has been thoughtfully updated from top to bottom. The heart of the home is the custom high-end Bilotta kitchen, featuring a granite center island with seating, Bosch stainless steel appliances, induction cooktop, pantry, and under-cabinet lighting. The open-concept main level is ideal for both everyday living and entertaining, showcasing a custom fireplace, a sophisticated leathered quartzite bar, a private first-floor office, and a stylish powder room. Additional upgrades include updated electrical, baseboards, windows, recessed lighting, custom blinds, luxury vinyl flooring, and a redesigned balustrade. Upstairs, the spacious primary suite offers a true retreat with a luxurious spa-inspired bath featuring an oversized rainforest shower with marble seat and niche, dual quartzite vanity, and a custom walk-in closet illuminated by a skylight. The second level also includes an updated hall bath, a secondary bedroom with new carpeting, and an enclosed bonus room perfect for guests, a home office, or recreation space. Modern comforts continue with a Navien tankless boiler and hot water system providing efficient, unlimited hot water. Outdoors, relax on the private covered patio surrounded by beautifully landscaped specimen plantings, including Japanese maple and hydrangeas. A significant value-add: the $15,000 roof assessment has already been paid in full. Residents enjoy access to community amenities including a pool and tennis courts, offering a low-maintenance lifestyle in a desirable setting. There are no audio recording devices inside this property.

86 Woods Brooke Terrace, Ossining
$699,222
3 Beds ⋅ 3 Baths ⋅ 1004746 MLS
Bring your vision and make this spacious split-level home your own! Set on over an acre of level, park-like property, this home offers a rare opportunity to create the lifestyle you've been dreaming of in a serene and convenient location. Freshly enhanced with newly painted exterior surfaces, a brand-new walkway, front patio, and a new above-ground oil tank, the property is ready for its next chapter. Inside, a bright and inviting floor plan features a generously sized living room with a fireplace, a dining room perfect for entertaining, and a comfortable den for everyday living. The home offers a primary bedroom suite, two additional bedrooms, hall bath, and large pull stair attic. The existing kitchen provides the perfect canvas for customization and renovation to suit your personal style and needs. A true highlight is the expansive addition featuring a hobby shop and storage room with a cathedral ceiling and door to the outdoors—ideal for creative pursuits, a workshop, studio space, or additional recreation area. Enjoy peaceful views from the enclosed rear porch overlooking the beautifully maintained backyard. A fenced section offers endless possibilities as a dog run, garden area, or private outdoor retreat. As an added bonus, the property includes rights to 24 acre Stillwater Lake, where residents enjoy access to a private beach with lifeguard, swimming, boating, kayaking, paddle boarding, and pedal boating in a tranquil natural setting. Conveniently located near major parkways, shopping, and scenic hiking and walking trails, this property combines privacy, space, and accessibility. With great bones, abundant living space, and exceptional outdoor amenities, this is a wonderful opportunity to create your dream home in a highly desirable setting. There are no audio recording devices inside this property.

10 Lakeview Road, Ossining
$299,000
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
$1,085,000
4 Beds ⋅ 3 Baths ⋅ 1002953 MLS
Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping, dining, and everyday essentials. The Croton-Harmon Train Station is even closer, while convenient access to Route 9A and the Taconic State Parkway makes commuting throughout Westchester and beyond easily accessible. Thoughtfully redesigned and extensively reconstructed under architectural plans, the home features spacious light-filled living areas, a dramatic vaulted great room ceiling, and an architect-designed wall of glass that brings natural light and the surrounding landscape into the heart of the home. Multiple Marvin door systems were designed to create seamless indoor-outdoor flow and future deck integration. The home was designed with a similar footprint across both levels, resulting in an exceptionally large lower level that dramatically expands the usable space of the home and offers substantial flexibility for workshop space, storage, recreation, future finishing, home business use, gym space, or other expanded uses rarely found in the area. The kitchen and main living spaces were rebuilt from the foundation up during the 2008 reconstruction and create a true chef’s kitchen experience, featuring radiant heated flooring beneath large-format tile, custom-built cabinetry, an oversized 5’ x 7’ island, a large built-in KitchenAid refrigerator, KitchenAid dishwasher, and a Thermador professional oven. The kitchen was intentionally designed with exceptional spacing and flow for cooking, entertaining, and everyday living, creating an openness rarely found in homes of this style. A large high-ceiling lower level was also added during the reconstruction, offering excellent flexibility as a workshop, workspace, storage area, gym, hobby space, or potential future finished area. The lower level also includes a second laundry setup with an additional washer and dryer. The spacious primary suite addition includes a large ensuite bath with jacuzzi tub, oversized shower, and private water closet. A second primary-style bedroom offers its own ensuite bathroom with shower and direct access to the backyard, creating excellent flexibility for guests, extended family, multigenerational living, or private workspace use. A second primary bathroom was also fully renovated in 2025. The rare 4-car tandem garage configuration, expansive multi-driveway parking setup with space for approximately 20 vehicles, and oversized lower level create exceptional flexibility for car enthusiasts, collectors, hobbyists, workshop use, home business needs, or anyone seeking substantial additional storage and utility space rarely found in northern Westchester. Additional highlights include a central vacuum system with multiple in-wall outlets and kitchen kick-plate crumb sweeper, fireplace-ready buildout with propane option, generator-ready electrical infrastructure, alarm system, updated water systems, and numerous structural and mechanical improvements completed over the years. A unique opportunity to enjoy peaceful acreage, architectural character, exceptional utility space, commuter convenience, and a level of flexibility rarely found in one property.

54 Allapartus Road, Ossining
$715,000
2 Beds ⋅ 3 Baths ⋅ 1002512 MLS
Set in Ossining, NY, this Colonial-style home offers the space, layout, and location so many buyers are searching for. A welcoming front porch leads you inside to a foyer opening into the bright living room, where high ceilings and a large bay window create an airy and inviting atmosphere. The open layout continues into the formal dining room, creating a comfortable flow to the eat-in kitchen featuring custom cabinetry, tiled flooring, and peninsula seating, along with direct access to the backyard. Hardwood floors throughout the living and dining areas add warmth and character to the home. A conveniently located half bathroom completes the main level. Upstairs, the second level offers two generously sized bedrooms with custom shelving, hardwood flooring, an office/den, along with a spacious full bathroom. The walk-up attic provides additional space for a home office, playroom, or extra storage. The basement adds even more versatility with a laundry area including washer and dryer, utility space, family room, a full bathroom, and walk-out access. Outside, enjoy a large driveway with parking for 5+ cars, a spacious bluestone patio ideal for gatherings, and a large shed for additional storage. Additional highlights include a Navien hot water system installed in 2024 and a new 200-amp electrical service panel. Conveniently located near downtown Ossining, residents can enjoy nearby restaurants, shopping centers, the Ossining waterfront along the Hudson River, Louis Engel Waterfront Park, the Old Croton Aqueduct Trail, Croton Point Park, and the Ossining Train Station providing an easy commute to New York City.

119 Croton Avenue, Ossining
$749,999
3 Beds ⋅ 3 Baths ⋅ 991726 MLS
Welcome to 22 Quail Hollow Road, a well-maintained 3-bedroom, 2.5-bath Colonial offering 2,354 square feet of living space on a quiet cul-de-sac in Ossining, New York. The main level features a spacious living room with a vaulted ceiling that flows into a family room, kitchen with a breakfast nook and formal dining room creating an open and comfortable setting for everyday living and entertaining. A sliding glass door that opens directly to the deck, extending the living area outdoors for dining and relaxation. The large primary suite is features a walk-in closet and an en-suite bath. Two additional bedrooms and a hall bath complete the bedroom level. Set on a quiet cul-de-sac, the property offers a calm residential setting with the convenience of nearby amenities. This home is close to local parks and nature preserves, including Teatown Lake Reservation, offering access to hiking trails and outdoor activities. Transportation options, major roadways, and nearby train service provide connectivity to surrounding Westchester communities and beyond.

22 Quail Hollow Road, Ossining
$880,000
4 Beds ⋅ 3 Baths ⋅ 990966 MLS
Vacation at Home! Gracious 4 bedroom, 2 1/2 bathroom, covered front porch colonial home with a gorgeous in-ground heated pool, located in a non-through street, residential neighborhood in the Town of New Castle section of Ossining. Set far back from the road, this one-acre lot offers a private backyard featuring a huge paver patio, a sprawling lawn and tree-lined backyard, including a Japanese Zen garden, plus the separately fenced pool area. Hardwood floors throughout. Updated kitchen (6 seat breakfast bar, granite counters & stainless steel appliances) and updated bathrooms, windows & central air, plus meticulous maintenance makes for easy living. Propane heats the pool and is for the gas range & dryer, and can be hooked up to the outdoor BBQ too! Nothing to do but pack your bags (don't forget to include a swim suit) and move right in. The 805 SF basement is not included in the SF, but offers great potential. Extra refrigerator in basement included. See special features sheet for additional highlights. Floor plans and PCDS attached as well.

119 Edgewood Road, Ossining
$1,345,000
4 Beds ⋅ 3 Baths ⋅ 995878 MLS
Beautifully updated center hall Colonial, set on a private and professionally landscaped almost one-acre property on a quiet cul-de-sac in one of Ossining’s most desirable neighborhoods. This move-in ready home blends classic architecture with modern upgrades and a highly functional layout designed for today’s lifestyle. The centerpiece of the home is the newly installed Leicht kitchen, featuring sleek European cabinetry, premium appliances, contemporary finishes, and abundant workspace and storage. The kitchen opens seamlessly to the home’s main living areas, creating an ideal flow for both everyday living and entertaining. Sun-filled interiors include spacious formal living and dining rooms, a welcoming family room with fireplace, and generously sized bedrooms with ample closet space. The primary suite offers a private retreat with an en-suite bath and peaceful views of the surrounding property. Large windows throughout the home bring in natural light and enhance the bright, airy feel of the interiors. Additional features include an unfinished basement offering excellent storage or future expansion potential, as well as a spacious 3-car garage. The expansive level backyard provides exceptional outdoor space for entertaining, recreation, gardening, or future enhancements. Mature trees and established landscaping create a private and tranquil setting while still being conveniently located near shopping, dining, parks, schools, and close to both the Saw Mill and Taconic State Parkways, as well as two Metro-North train stations for an easy commute to Manhattan.

14 Wyche Way, Ossining
$18,499
4 Beds ⋅ 3 Baths ⋅ 995010 MLS
Discover a refined hilltop retreat in the heart of the Hudson Valley. This fully furnished 4-bedroom, 2.5-bath mid-century modern residence has been fully renovated and offers panoramic Hudson River and Palisades views. Floor-to-ceiling windows fill the open-concept living spaces with natural light, while a chef’s kitchen with premium appliances anchors the home. Spa-inspired baths and designer finishes create a calm, hotel-level experience throughout. The primary suite was recently remodeled (updated photos coming soon).Multiple flexible living and work-from-home spaces provide quiet separation between bedrooms and common areas, supported by high-speed Wi-Fi. Expansive decks extend the living space outdoors, ideal for dining, entertaining, or relaxing. Parking for four vehicles includes a covered carport. Ideally located just five minutes to two train stations and approximately 45 minutes to Manhattan, this home offers a rare blend of privacy, space, and accessibility.

137 Cedar Lane, Ossining

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