Ossining, NY Real Estate | Ossining, NY Just Listed Homes for Sale

Welcome to the peace and tranquility of Morningside Drive. Nestled in a highly desirable location, this well-maintained home offers expansive frontage, ensuring exceptional privacy and a serene setting on almost 1 acre. The spacious primary suite features a private bath and walk-in closet, while beautiful hardwood floors run throughout the home. The inviting living room, anchored by a stunning stone fireplace, creates the perfect gathering space for holidays and special occasions. Sliding glass doors open to a deck overlooking the quiet, picturesque property, providing the ideal place to relax and enjoy nature. Recent updates include a new oil tank (2026), furnace (2024), Corian kitchen countertops offering peace of mind for years to come. The fully finished lower level adds extra space not included in the Sq Ft, totaling 2400sq ft of versatile living space, ideal for a recreation room, home office, gym, or potential in-law or au pair suite. Conveniently located near parks, shopping, dining, and major highways, this home combines privacy with accessibility. Car enthusiasts and entertainers alike will appreciate the oversized two-car attached garage and abundant parking. Enjoy the convenience of walking to Ryder Park, featuring three ball fields, a picnic pavilion, basketball courts, tennis and pickleball courts, walking trails, and a playground. A rare opportunity to enjoy spacious living and a peaceful setting in a sought-after neighborhood.

110 Morningside Drive, Ossining

$729,000

3 Beds ⋅ 2 Baths ⋅ 1008426 MLS

Charming front porch colonial on tree lined Street. Front door opens to entry hall, large dining room and living room with hardwood floors, arched walkways between rooms. Beautifully updated kitchen with island and stainless appliances, half bath. A first floor bonus room that can be used as a bedroom or den/office. Upstairs leads to three bedrooms, a full bath, hardwood floors throughout, updated fixtures. Basement has laundry and utilities and storage space plus a playroom. The big deck outback looks over the yard parking for 3+ cars Taxes do not reflect basic star exemption of $1,555.

55 Sherwood Avenue, Ossining

$599,000

3 Beds ⋅ 1 Baths ⋅ 1010005 MLS

A beautifully cared-for 1929 Colonial with the sweetest feel, 16 Sherwood blends timeless character, warmth, and everyday ease. This darling home offers original charm, with beautiful wood floors, restored original interior doors with glass knobs, and thoughtful details throughout. A welcoming vestibule opens to a spacious living room anchored by a wood-burning fireplace with built-ins on either side. A French door leads to a wonderful three-season enclosed porch, extending the living space and creating the perfect spot for morning coffee, reading, or relaxed evenings. The formal dining room offers a classic setting for gathering, while the vintage charming kitchen has been meticulously maintained and includes a dishwasher, gas cooking, and easy access to the composite deck and lower level. Upstairs are three comfortable bedrooms and a nicely sized full bath. The lower level offers laundry, storage, and flexible space. Additional highlights include ductless AC, gas heat, a private driveway, detached two-car garage, low-maintenance deck, a welcoming front walkway, and beautifully established plantings that frame both the front and rear of the property. Set on a level property in one of Ossining’s lovely neighborhoods, close to parks, schools, shops, restaurants, the Hudson River, village conveniences, and under two miles to Metro-North. Classic, comfortable, and truly special.

16 Sherwood Avenue, Ossining

$3,500,000

10 Beds ⋅ 6 Baths ⋅ 999615 MLS

Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing sophistication or convenience, this is the ultimate retreat. From the moment you arrive, the estate feels transported from another era. A winding cobblestone driveway crafted from salvaged historic Bronx street stones loops through rolling lawns, curated gardens, and towering trees before revealing the magnificent manor overlooking its own private 3-acre pond. The original boathouse sits at the water’s edge, while a heated pool, tennis court, Japanese garden, orchard, vegetable and berry gardens, greenhouse, and heated pottery studio create a lifestyle reminiscent of a private European country estate. The nearly 9,000-square-foot residence is rich with warmth, grandeur, and unforgettable architectural detail. The awe-inspiring Great Room is nothing short of spectacular, anchored by a massive stone fireplace, soaring 40-foot oak-beamed ceilings, and dramatic walls of glass opening to sweeping pond views. Every room tells a story, from the stately oak-paneled library and elegant entertaining spaces to intimate sitting rooms, hidden carved staircases, and beautifully preserved plaster walls that showcase the home’s old-world craftsmanship. Designed for luxurious multi-generational living and grand entertaining alike, the estate features 10 bedrooms spread across thoughtfully designed wings, including guest accommodations and private caretaker quarters. The newly renovated primary suite rivals a five-star hotel, complete with its own fireplace, lounge/office with kitchenette, spa-like bath, dressing room, and tranquil views over the grounds. Nearly every fireplace throughout the home is operational, bringing warmth and romance to every season. Three separate tax lots, including an additional lot near the guest house, add a level of rarity and long-term value seldom found in estates of this caliber. Modern upgrades quietly support the property’s timeless elegance, including heated garages, multiple propane generators, upgraded well systems, mixed central air, and extensive utility and storage spaces. Private, historic, and impossibly romantic, this is more than a home. It is a destination, a lifestyle, and a once-in-a-generation opportunity to own one of the Hudson Valley’s most magical estates, all within easy reach of New York City.

335 Croton Dam Road, Ossining

$350,000

1 Beds ⋅ 1 Baths ⋅ 1007742 MLS

Discover The Perfect Blend Of Tranquility And Convenience In This Stunning Second Floor End Unit At Scarborough Manor. This Beautifully Appointed One Bedroom, One Bathroom Apartment Offers Breathtaking Seasonal Views Of The Hudson River, All While Providing A Serene Woodland Ambiance That Makes You Feel Miles Away From It All. Step Inside To Find Soaring 9 Foot Ceilings And An Oversized Living Space That Is Both Inviting And Versatile. The Expansive Living And Dining Areas Create A Warm And Welcoming Atmosphere, Perfect For Hosting Intimate Gatherings Or Enjoying Quiet Evenings By The River. Scarborough Manor Is More Than Just A Home, It’s A Vibrant 24 Hour Gated Community That Boasts An Array Of Amenities, Including A Gorgeous Clubhouse, Heated Pool, Sauna, Gym, Billiards Room, And A Library, All Included In Your Monthly Maintenance Fee. Enjoy Peace Of Mind With Exterior Windows Cleaned Twice A Year And Never Worry About Losing Power, As The Entire Complex Is Equipped With A Backup Generator. Energy Conscious Solar Panels Are In Place To Help Lower Your Electric Costs, Making This Home As Efficient As It Is Beautiful. Conveniently Located Within Walking Distance To Scarborough Train Station, Scarborough Manor Places You Just Moments Away From Fantastic Shopping, Delectable Dining Options, And Vibrant Cultural Attractions. Don't Miss This Opportunity To Experience The Ultimate In Waterfront Living! Schedule Your Private Showing Today And Immerse Yourself In The Unparalleled Charm And Elegance Of This Exceptional Co-Op. Your dream Home Awaits!

16 Rockledge Avenue Unit #2D-1, Ossining

$1,600,000

11 Beds ⋅ 9 Baths ⋅ 1008123 MLS

Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants, multi-generational living arrangements, or those seeking additional rental income. The centerpiece of the property is a stately Center Hall Colonial featuring 4 bedrooms, 4 bathrooms, a finished walkout lower level with recreation room and summer kitchen, and a wraparound porch and patio overlooking the tranquil pond. Enjoy peaceful water views, fishing, canoeing, and the natural beauty of this remarkable setting right from your backyard. A second building offers two residential units. The lower level is configured as a 1-bedroom, 1-bathroom apartment with patio access and pond views. The upper level has been taken down to the studs and presents a value-add opportunity to complete a spacious 2-bedroom, 1-bathroom unit to your specifications. The third building is a two-family residence featuring a spacious 4-bedroom, 2.5-bathroom main unit with porch, plus an additional 1-bedroom, 1-bathroom apartment. Additional highlights include a detached garage, parking for 10+ vehicles, extensive stonework, mature landscaping, and a truly park-like setting surrounding the shared pond. A rare opportunity to own a versatile property with multiple income streams and exceptional outdoor amenities in a highly desirable setting.

120 Spring Valley Road, 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

$325,000

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

$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

$850,000

3 Beds ⋅ 4 Baths ⋅ 1004287 MLS

PRICED TO SELL! THIS ONE WON'T LAST!!! Discover this beautifully maintained home in Hawkes Crossing, offering a comfortable layout and low-maintenance lifestyle. The home features 3 spacious bedrooms, 2.5 bathrooms, and an additional room that can be used as a 4th bedroom, home office, or flex space. The main level includes a formal dining room, an open kitchen, and a flowing floor plan that makes everyday living and entertaining easy. Cathedral ceilings add to the home's spacious feel, while walk-in closets provide plenty of storage. Additional features include a two-car garage, backyard fire pit, sprinkler system, and a finished basement with approximately 680 square feet of additional living space. The lower level also includes a separate 430-square-foot storage room with potential for a home gym, recreation room, media room, or additional finished space. This area was expanded through excavation work completed during foundation and basement improvements, creating additional headroom and allowing for enhanced structural support. The monthly maintenance fee of $218 includes landscaping and snow removal, making homeownership even more convenient. Located in a desirable neighborhood and move-in ready, this home offers space, flexibility, and value. Don't miss this opportunity to make it your own.

1 Thornton Hill, Ossining

$540,000

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

$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

$155,000

1 Beds ⋅ 1 Baths ⋅ 1005870 MLS

Welcome to this beautifully maintained one-bedroom, one-bath co-op in the highly sought-after Highland Terrace complex in Ossining — where opportunities to own rarely become available. Filled with natural sunlight throughout, this inviting home offers a warm and airy atmosphere from the moment you step inside. The versatile entry foyer offers the perfect flex space to suit your lifestyle — ideal as a dining area for entertaining or easily transformed into a comfortable home office or work-from-home setup. The updated kitchen is thoughtfully designed with porcelain tile flooring, granite countertops, a stylish soapstone backsplash, and stainless-steel appliances, creating the perfect blend of elegance and functionality. The spacious living room is bathed in natural light from oversized windows that offer peaceful views of the beautifully wooded grounds while also overlooking the unit’s conveniently assigned parking space. The generously sized bedroom offers a bright and tranquil retreat, featuring three large windows that fill the space with natural light and a spacious closet providing excellent storage and organization. The beautifully appointed bathroom features a full tub and an elegant granite vanity topped with a striking white vessel sink. Three stylish lighting sconces provide a warm, sophisticated ambiance, adding both charm and functionality to the space. Residents enjoy exceptional amenities including a stunning in-ground pool, charming shared front patio, and scenic walking trails that provide a peaceful, park-like setting. The unit includes one assigned parking space along with ample visitor parking for guests. Monthly maintenance covers heat, hot water, taxes, and building/property maintenance, offering excellent value and convenience. (Maintenance does not include the Basic STAR deduction.) Additional conveniences include a laundry room and private storage located in the building just across the courtyard. The co-op is wired for both Cablevision and Verizon Fios and is ideally located close to public transportation, shopping, dining, and Metro-North, making commuting a breeze. A rare opportunity to own in one of Ossining’s most desirable communities — don’t miss it!

125-3 S. Highland Avenue Unit #C5, Ossining

$2,150

1 Beds ⋅ 1 Baths ⋅ 1005935 MLS

Charming, Modernized 1-Bedroom in the Heart of Ossining. Discover modern comfort paired with unique character in this beautifully transformed 1-bedroom rental. Formerly a professional office space, this unique property has been completely reimagined and fully renovated into a stylish, contemporary home. The interior boasts a sleek, updated kitchen with brand-new appliances, a chic, modern bathroom, fresh neutral paint throughout, and excellent storage space. Unbeatable "walk-to-all" location! Situated right in the vibrant heart of Ossining, you are just steps away from downtown boutique shops, local cafes, and diverse dining options. Commuters will love the easy access to the Metro-North station for a scenic ride along the Hudson River into NYC. Enjoy proximity to stunning riverfront parks, rich historic landmarks, and lively community events. Rent Includes: Heat and hot water. Parking: Available for an additional $100/month. Policies: Strictly no pets. Welcome home to effortless village living!

103 Croton Avenue Unit #4, Ossining

$1,750,000

9 Beds ⋅ 8 Baths ⋅ 1005133 MLS

Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities. The beautifully renovated 5,337-square-foot Main House features 5 spacious bedrooms and 3.5 bathrooms, showcasing refined craftsmanship and sophisticated updates throughout. At the center of the home is a stunning chef’s kitchen equipped with premium Sub-Zero appliances, designed for both everyday living and elegant entertaining. Recent upgrades include new windows, a new roof, and solar panels on the Main House, offering enhanced efficiency and sustainability. Beyond the main residence, the estate includes a charming 1,020-square-foot Guest House with 3 bedrooms and 2 bathrooms, ideal for long term guests, or private office space. A separate Gate House with 2 bedrooms and 2 bathrooms adds even more versatility and privacy. Surrounded by lush grounds and mature landscaping, the property offers resort-style amenities including an in-ground swimming pool and private tennis courts, creating a true retreat just outside the city. A rare opportunity to own a distinguished estate that delivers privacy, luxury, and convenience in one of Westchester County’s most coveted locations.

51 Pinesbridge 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

$599,000

3 Beds ⋅ 2 Baths ⋅ 1004276 MLS

Charming Cape Cod on a .23-acre lot in desirable Ossining — comfortable now with plenty of room to personalize. This 3-bedroom, 1.5-bath home offers classic curb appeal, a bright living area, and a flexible layout that adapts to your needs. The spacious yard provides room for gardening, play, or outdoor entertaining. Enjoy easy access to local shops, schools, parks, and commuter routes while making this home your own — whether you prefer simple cosmetic updates or a thoughtful remodel to add value. Move in now and add your finishing touches over time. Schedule a showing today to discover the possibilities.

5 Meadowbrook Drive, Ossining

$1,900

2 Beds ⋅ 1 Baths ⋅ 1004481 MLS

Cute Cottage - Go up Driveway to front Cottage that Owner lives in - go across front of Owners Cottage and up the stairs to rear red Cottage and use the lock box. It is Vacant. You walk through one of the bedrooms to get to the bath. Great location across from park, walk to trains and River front Parks. Clean and Freshly painted.

87 Snowden (Rear Cottage) Avenue, 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

$650,000

4 Beds ⋅ 2 Baths ⋅ 1001998 MLS

Beautiful 4-bedroom, 2 full bath home located on a quiet cul-de-sac in Ossining, offering a comfortable layout and inviting indoor-outdoor living. The main level features an open-concept design connecting the eat-in kitchen and living room, highlighted by modern stainless steel appliances, beautiful moldings, and expansive windows that fill the home with natural light, creating an ideal setting for both everyday living and entertaining. A finished lower level provides additional versatile living space suitable for a family room, recreation area, workspace, fitness setup, or other lifestyle needs. Enjoy outdoor gatherings on the spacious deck overlooking the backyard, along with the convenience of an attached one-car garage. Located within the Ossining Union Free School District and just minutes from downtown Ossining’s restaurants, cafes, waterfront parks, and the Hudson River. Nearby points of interest include Croton Point Park, Teatown Lake Reservation, Louis Engel Waterfront Park, Bethany Arts Community, and the historic Sing Sing Kill Brewery district. Convenient commuter access to Route 9, the Taconic State Parkway, and the Croton-Harmon and Ossining Metro-North stations provides direct service to Grand Central Terminal and easy connectivity throughout Westchester and the Hudson Valley. Call today!

24 Fuller Road, Ossining

$2,295,000

4 Beds ⋅ 4 Baths ⋅ 1002298 MLS

Phase Two at Moradia is now offering a fabulous to-be-built new modern on Lot One. Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. MIES is the second of three luxury residences to be offered. Set on two acres and encompassing four bedrooms and three and one half bathrooms the house is designed to take advantage of the natural surroundings. Rendered in open plan, the kitchen, dining and living rooms are surrounded by large windows and three outdoor exposures-all centered on a free standing, wood burning fireplace. 9 1/2 to 14 foot ceilings with high clerestory windows and skylights flood the interior with sunlight. A covered deck is adjacent to the living area. High quality finishes include wood clad Andersen windows, Restoration hardware bathroom vanities, Herman Miller lighting, five-panel solid fir interior doors, and five-inch white oak floors. A dedicated laundry closet, kitchen pantry, two-car garage are additional amenities. Designed and built by local Westchester developers, Atelier Atlantic, the new community is conceived as modern homes for the new century. Principals Jennifer and Pascal Smith Couti, who live and work in the Ossining, are leveraging their extensive experience as home designers to bring the project to life and to skillfully integrate the residences into a cohesive and elegant new community. The project is an extraordinary opportunity to fulfill the dream of purchasing a newly-built modern home on a wonderful parcel of beautiful land.

94 Somerstown 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

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 995572 MLS

Set privately on a beautifully landscaped property, this exceptional colonial at 352 Croton Dam Road offers the perfect blend of timeless design, modern updates, and everyday comfort. A grand two-story entry welcomes you into sun-filled interiors featuring hardwood floors, oversized windows, and thoughtfully designed living spaces throughout. The stunning renovated chef’s kitchen is the centerpiece of the home, complete with custom cabinetry, expansive granite countertops, premium stainless steel appliances, designer lighting, and a large center island ideal for gathering and entertaining. The adjoining family room with fireplace creates a warm and inviting atmosphere, while formal living and dining rooms provide elegant spaces for hosting. A versatile first-floor office/playroom with French doors offers flexibility for today’s lifestyle needs. Upstairs, the luxurious primary suite features an expansive bedroom, spa-like bath, and generous closet space. Spacious secondary bedrooms and beautifully updated baths complete the upper level. Outside, enjoy sweeping lawns, mature trees, and a peaceful private setting perfect for outdoor entertaining, play, or simply relaxing in nature. This move-in ready home combines classic colonial charm with sophisticated modern updates, all conveniently located near parks, schools, shopping, dining, and major commuting routes. A rare opportunity to own a turnkey home with space, style, and privacy in one of Westchester’s most desirable settings.

352 Croton Dam Road, Ossining

$735,000

1 Beds ⋅ 2 Baths ⋅ 999772 MLS

Welcome to 6 Spring Pond Drive—an upgraded and inviting unit lovingly cared for by its original owners for nearly four decades. It's a 1 Bedroom that lives like a 2 Bedroom located in the sought-after Spring Pond community, this bright and airy home blends thoughtful updates with exceptional outdoor space and a layout that lives comfortably and intuitively. Inside you find an open main level featuring engineered wood flooring, abundant natural light, and a spacious living room with vaulted ceilings and a wood-burning fireplace—a warm focal point for everyday living and entertaining. The renovated eat-in kitchen offers generous cabinetry, modern finishes, and updated appliances, making meal prep effortless. Sliding doors lead to one of three private decks, perfect for morning coffee or evening relaxation. Upstairs, the primary suite feels like a private retreat, complete with high ceilings, large closets, a dressing area, and a beautifully updated en-suite bathroom featuring a vanity with contemporary finishes. The suite also enjoys its own dedicated deck, creating a peaceful outdoor escape. A second bedroom, a bonus sitting area, and a conveniently located washer and dryer complete the upper level. Both upper and lower decks have been recently replaced, and the entire home offers a crisp, move-in-ready feel. Storage is plentiful throughout, including the walk-up attic and the attached garage. This unit has a two car driveway for parking and easy access for guests. Residents of Spring Pond enjoy a serene setting with community amenities including a pool and a tennis court, plus beautifully maintained grounds. The Condo Association maintains the Roof, Siding, Driveway, Landscaping & Plowing too! The location is ideal—close to parks, Hudson Hills Golf Course, trails, major highways, and just minutes to the Croton Metro-North station for an easy NYC commute. A rare opportunity to own a lovingly maintained, updated home with exceptional outdoor space in one of Ossining’s most desirable communities. This lovely home will not last!

6 Spring Pond Drive, Ossining

$800,000

3 Beds ⋅ 2 Baths ⋅ 991182 MLS

THIS IS THE VIEW YOU’VE BEEN DREAMING OF! HUDSON RIVER VIEWS FROM EACH ROOM of this sunny-corner unit, 3-bedroom, 2 Full Bath co-op apartment with a Private Terrace, in the sought-after riverfront community of Scarborough Manor. This unit features a kitchen, formal dining room, oversized living room with panoramic views and a door to your private terrace. The primary bedroom includes an en-suite bathroom, walk-in closet, dressing room and cedar closet. In the hallway, there is a large storage closet, that we call “the garage!" Several custom upgrades in this unit include 1" sound supression cork flooring/underlayment throughout, glazed ceramic tile in the foyer/hallway/kitchen/dining room and new weatherstone tile on your private terrace. This unit offers a peaceful living experience with resort-style amenities, including: • Clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space • Outdoor Heated Pool surrounded by mature trees with Hudson River views • Beautiful Park-Like Grounds with walking paths and benches • 24/7 Gated Security for peace of mind and to accept your packages • Free Outdoor Parking for all (Indoor parking is wait listed at $85 per month) • Full Generator no power outages. Hallways redecorated one year ago with contemporary wallpaper and carpeting • Unique Features: Electric included in the monthly maintenance (The co-op installed solar panels so the monthly electric bill comes directly from the Management Firm, not Con Edison) • Convenient laundry on EACH FLOOR • New HVAC units in LR, Dining Room, and Bedrooms • New windows throughout • New lobby restoration underway • Storage units are on a wait list and the rent is ($30-$50/month). Scarborough Manor offers the best of both worlds – a tranquil, riverside setting with easy access to both the Scarborough and Ossining Metro-North stations, Route 9, and nearby shops and restaurants. Minimum Financial Requirements include: Down payment: 25%, Income: 4 times the annual maintenance + annual garage fee + any financing + all other contractual obligations, Liquid Net Worth: at least, 10x annual apartment charges.

16 Rockledge Avenue Unit #6D-2, 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

$450,000

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

$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

$2,200

1 Beds ⋅ 1 Baths ⋅ 989623 MLS

Discover a charming and spacious duplex in the heart of Ossining, where modern updates meet timeless appeal. This inviting 1-bedroom home features beautifully refinished hardwood floors, fresh neutral tones, and ample storage throughout. The upper level offers a generously sized bedroom complete with a Juliet balcony, walk-in closets, and a tastefully updated bathroom, creating a comfortable and private retreat. Located in a well-maintained building just moments from local shops, dining, and Metro-North, this home offers both convenience and lifestyle. On-site laundry is available, with a parking space offered for an additional $100.00 per month. Please note, no pets are permitted.

40 S Highland Avenue Unit #14, Ossining

$850,000

2 Beds ⋅ 2 Baths ⋅ 996003 MLS

A Rare 200-Year-Old Log Cabin Sanctuary with Subdivision/Expansion Potential! Step back in time without sacrificing an ounce of modern comfort in this enchanting, hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history, contemporary ease, and incredible future value with a potential buildable lot included. The interior showcases exceptional craftsmanship, featuring original wide-plank wood floors, a majestic stone fireplace, and a genuine Dutch door. The versatile layout includes two bedrooms plus an alcove and 1.5 baths highlighted by a hand-painted sink. A large, vintage-inspired country kitchen serves as the heart of the home, boasting a herringbone-patterned original brick floor, 1940s decor, and modern appliances including a dishwasher and washer-dryer. The exterior is a true nature lover's sanctuary, featuring a cedar shingle roof, a classic porch with Adirondack furniture, and a sophisticated bluestone slate patio. The expansive grounds are home to a picturesque pond and babbling brook that attract magnificent wildlife. While providing total seclusion, this property is remarkably accessible, located just five minutes from the Croton-on-Hudson train station and local supermarkets. Enjoy being minutes away from Hudson River dining, boating, and Teatown Lake Reservation, with an easy commute of less than one hour to New York City and a 50-minute drive to Thunder Ridge skiing. It is located in a Historic area near Old Croton Aqueduct and Senesqua Park. The community offers 17 parks, including a Westchester River Walk, hiking trails, views of the Hudson, and the Haverstraw-Ossining Ferry. Amenities include an indoor town pool, a Farmers Market, and local dining options. Community events include the Hudson River Music Festival and Teatown Annual Hudson River EagleFest.

227 Cedar Lane, 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

$699,000

7 Beds ⋅ 4 Baths ⋅ 993813 MLS

Perfect for investor or end-user. Located in the heart of the village, the structure sits on a 4,356-square-foot lot and offers a classic architectural style characteristic of the historic downtown Ossining area. This multi-family, 2 family with accessory unit ground floor unit. Property features 7 bedrooms and 4 bathrooms.

67 State Street, Ossining

$215,000

2 Beds ⋅ 1 Baths ⋅ 991549 MLS

Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A flexible bonus space off the entrance is perfect for a dining nook or home office. Highland Terrace is a pet-friendly complex (up to two pets allowed) offering assigned parking, an outdoor pool, basketball court, and beautifully maintained grounds. Ideally located just minutes from shops, restaurants, parks, and the Ossining and Scarborough Metro-North stations, making commuting to NYC simple and convenient.

133-3 S Highland Avenue Unit #5B, Ossining

$550,000

6 Beds ⋅ 3 Baths ⋅ 991931 MLS

Legal 2-family opportunity in the heart of Ossining offering exceptional value, versatility, and upside potential. Priced at $550,000, this spacious property features a 5-bedroom, 3 full bath layout plus a separate studio apartment with its own private entrance—ideal for investors or owner-occupants looking to generate rental income. Set on a 7,405 sq ft lot, the home offers approximately 2,276 sq ft of living space with classic architectural charm including a mansard-style roof, covered front porch, and original details throughout. The property features multiple living areas, generous room sizes, and flexible layout options to accommodate extended living or rental configurations. Interior spaces offer a blend of character and opportunity. Bright rooms with hardwood floors, large windows, and high ceilings provide great natural light. Kitchens and baths are functional with room for updates, making this a strong value-add opportunity. Separate living quarters allow for privacy between units, enhancing rental appeal. The exterior offers a large private driveway with ample off-street parking, a rare find in this area, along with a spacious backyard and patio area—perfect for outdoor use, entertaining, or future improvements. A detached structure and additional outdoor space provide even more potential. Located on a quiet residential street, the property is just minutes from downtown Ossining, shops, restaurants, parks, and the Hudson River waterfront. Commuters will appreciate easy access to Metro-North, offering a convenient commute to NYC. The area continues to see strong demand due to proximity to major employment hubs including White Plains, Tarrytown, and Stamford. With comparable multi-family properties in Ossining selling significantly higher, this property presents a compelling opportunity to build equity and maximize returns. Whether you are looking to invest, renovate, or live in one unit while renting the other, this is a property with strong income potential and long-term growth. A rare chance to own a legal 2-family with a separate studio in a sought-after Westchester location.

41 Ellis Place, Ossining

$899,000

3 Beds ⋅ 3 Baths ⋅ 986851 MLS

Set on a quiet cul-de-sac with seasonal river views and unforgettable sunsets, this beautifully maintained Colonial offers the perfect balance of style, comfort, and everyday ease. Built in 2004 and gently lived in, the home is filled with natural light, highlighted by high ceilings, generous proportions, and a seamless, inviting flow. The main level features formal living and dining rooms, a powder room, and a bright, functional kitchen that opens to a cozy den with fireplace and sliding glass doors to the deck; perfect for relaxed indoor-outdoor living. A convenient laundry/mudroom connects directly to the two-car garage. Upstairs, the spacious primary suite serves as a private retreat with a spa-like bath, including a jetted tub and separate shower. Two additional large bedrooms, a full hall bath, and a flexible bonus space, ideal for a home office or creative use, complete the second level. The walk-out lower level offers high ceilings, generous storage, sliding doors to the backyard, and plumbing already in place for a future bathroom; ready to be finished to suit your needs. Recent updates include a new driveway, new boiler and hot water heater, new dishwasher, and updated central air. Ideally located near Metro-North, parks, shopping, and everyday conveniences, this move-in ready home delivers space, flexibility, and a setting that truly stands out.

3 Birch Court, Ossining

$235,000

2 Beds ⋅ 1 Baths ⋅ 987888 MLS

Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living. Wired for Verizon Fios/Spectrum/Cablevision. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This is a one level first floor unit just a couple of steps up from the front door. Multiple ceiling fans and windows in every room and a/c units included. Updated Kitchen with quartz countertops, white cabinetry, natural gas cooking stove; high-hat lighting. Corner location offers more windows and privacy than most others and lets in more natural sunlight. Quiet neighbors. Lovely landscaping, basketball/sports court, outdoor in-ground pool & common-use patios with BBQ set ups, along with well-maintained outdoor seating areas, make for a friendly community setting. Nelson Park is just a block away & scenic aqueduct walking trails are nearby. If you have kids, please note that Ossining's award-winning Schools are known for having the most Intel Science winners year after year along with great Robotics & STEM Programs. This is one of a very limited number of co-op complexes that is pet friendly (2 pets allowed). Walk to the Arcadian Shopping Center's multiple stores, banks and restaurants - think McDonald's, Verizon, Starbucks, Capri Pizza, Valley Bank, Stop & Shop Supermarket and more - all for your dining & shopping pleasure. If you work in the City, or want to head up north to Bear Mountain and beyond, Highland Terrace Co-ops have easy access to all the main thoroughfares + are only minutes from Metro-North's Hudson train line with less than an hour's commute to Manhattan. Seconds away from riverfront options to fish or sail on the Hudson! Who needs anything more? Welcome Home to Unit #B3.

127-1 South Highland Avenue Unit #B3, Ossining

$599,000

3 Beds ⋅ 3 Baths ⋅ 989545 MLS

A charm-filled village home with river views, timeless details, and the ease of modern updates. This beautiful antique Colonial offers a rare blend of character, light, and convenience. From the moment you arrive, the Hudson River and Palisades set the tone, followed by a welcoming covered front porch and the warmth of beautiful woodwork and period details inside. The main level features an updated kitchen with counter seating, open to a bright breakfast room with walls of windows and access to the patio, along with a living room, reading nook, first-floor bedroom, and full bath. Upstairs, the primary suite offers river views, an updated ensuite bath, and walk-in closet, while a spacious second bedroom, updated hall bath, and second-floor laundry add everyday ease. A sunlit studio with glass doors provides flexible bonus space ready to suit your needs. Thoughtful improvements including updated heating and electrical systems, a new roof, driveway, patio, and retaining walls enhance the home, while lovely gardens and mature fruiting apple, plum, and peach trees add to its special appeal. All just moments from town, train, restaurants, parks, schools, and the farmers market.

41 Clinton Avenue, Ossining

$499,900

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

$699,000

3 Beds ⋅ 2 Baths ⋅ 985026 MLS

This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

32 Terrace Avenue, Ossining

$609,000

2 Beds ⋅ 3 Baths ⋅ 982236 MLS

Welcome to Deerfield Condominium Complex....A middle unit recently updated. This unit features attached garage, 2 private decks, updated eat-in kitchen, freshly painted and new carpeting. This unit is a tri level home. Perfect for today's buyer. Deerfield Community is close to 9A, Croton on Hudson railroad station, and all that Ossining offers.

63 Deerfield Lane Unit #63, Ossining

$499,900

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

$675,000

3 Beds ⋅ 3 Baths ⋅ 977440 MLS

Welcome to 24 Highview Road, a classic Split-Level home offering the perfect blend of privacy and potential on a rare 1.32-acre lot in the Town of New Castle. This 3-bedroom, 2.1-bathroom residence features 1,959 square feet of living space with several recent high-value mechanical and interior upgrades. The main level boasts a spacious living room with a cozy fireplace and a seamless flow into the dining area. Notable recent improvements include: Interior Refresh (2024): Freshly painted rooms and brand-new vinyl flooring throughout the lower level. Updated Bathroom: A newly renovated bathroom adds modern comfort to the home. Mechanical Peace of Mind: Equipped with a Generac whole-house generator (2022) and a brand-new above-ground oil tank (2025). Ample Storage: Featuring two scuttle-access attics and a full basement for all your storage needs. The primary bedroom offers a truly unique feature: a structural rooftop column with a C/O for a telescope, perfect for the hobbyist stargazer. Outside, the expansive property includes a shed and a secondary structure (formerly a coop), offering endless possibilities for gardening or outdoor recreation. Conveniently located in the Ossining school district with an attached 2-car garage, this home is ready for its next chapter.

24 Highview Road, Ossining

$585,000

3 Beds ⋅ 1 Baths ⋅ 978657 MLS

Income-producing duplex in a desirable location! Has 5 bedrooms and two baths total. 3 bedrooms 1 bath in one unit, 2 bedrooms 1 bath in second unit. This well-maintained property offers two units with strong rental history and consistent cash flow. Ideal for investors or owner-occupants looking to offset their mortgage. Features include separate utilities, spacious layouts, and convenient access to transportation, shopping, and major highways. A rare opportunity to own a turnkey investment in a growing market.

58 State Street, Ossining

$235,000

2 Beds ⋅ 1 Baths ⋅ 977288 MLS

Bright, sun-drenched, and move-in ready! This top-floor co-op unit offers peaceful living with a host of recent upgrades. The spacious layout features new living room carpeting (2021) and stylish new vinyl wood flooring leading to the bedroom and bath areas (2021). The kitchen is equipped with a new refrigerator and microwave (both 2022). Enjoy the elevated views and natural light that only a top-floor unit can provide in this pet-friendly community. Ideally located for outdoor enthusiasts, you are just steps away from the historic Old Croton Aqueduct trail for hiking and walking. Exceptional amenities include an in-ground pool (with no extra fee!) and an on-site laundry facility. Conveniently situated near local schools, shopping, and transportation. Park Early Childhood Center: Pre-Kindergarten & Kindergarten Brookside School: Grades 1-2 Claremont School: Grades 3-4 Roosevelt School: Grade 5

123-6 S Highland Avenue Unit #B6, Ossining

$1,095,000

5 Beds ⋅ 3 Baths ⋅ 977120 MLS

This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning grounds showcase a harmonious mix of wooded areas, meandering walking trails, expansive lawns, curated gardens, and beautiful stonework, all connected by a thoughtful network of driveways, pathways, and steps. Multiple terraces, patios, and outdoor seating areas are perfectly positioned across the property to capture its remarkable natural surroundings. The thoughtfully designed Main house layout features an expansive family room with wood-burning fireplace perfect for everyday gathering, first-floor bedroom with a full en-suite bath, ideal for guests, along with a dedicated laundry room. The main floor features walls of windows showcasing the sylvan setting and a formal dining room that flows seamlessly into a spacious living room. The eat-in kitchen, complete with a charming breakfast nook, is easily accessible and well-suited for casual dining. This level also includes three additional bedrooms, including one with a private en-suite bath, two bedrooms share a well-appointed hall bath, and a laundry room. The Detached 3 car garage with guest quarters and guest patio with built-in wood grill and woodland views add to this retreat.

27 Allapartus Circle, Ossining

$699,001

3 Beds ⋅ 2 Baths ⋅ 973026 MLS

This is a rare opportunity to own a truly exceptional residence with panoramic, year-round Hudson River views, something rarely found at this price point in Scarborough Manor. Designed for both comfort and sophistication, this expansive three-bedroom, two-bath home offers 9ft ceilings, oversized rooms, and abundant closet space throughout. The layout strikes the perfect balance between everyday living and effortless entertaining. The open-concept living and dining areas flow seamlessly, creating a warm, inviting atmosphere ideal for hosting or unwinding while taking in breathtaking river views. A beautifully designed chef’s kitchen anchors the space, perfectly positioned to connect with the dining area and enhance the home’s natural flow. Custom window treatments, including tailored blinds and valances, have been thoughtfully designed to complement each window. Set in a serene, waterfront setting, this residence delivers a unique blend of tranquility and convenience, offering refined living just moments from everything you need. Enjoy the security and ease of a 24-hour gated community featuring a beautifully appointed clubhouse, heated pool, sauna, fitness center, billiards room, ping pong, and a quiet library, all included in the monthly maintenance. Residents benefit from twice-yearly exterior window cleaning, ensuring your river views remain clear year-round. The community is equipped with a full backup generator for added peace of mind, along with energy-efficient solar panels designed to help reduce electric costs. Ideally located, you’ll have quick access to shopping, be within walking distance to the train, and just moments from waterfront parks, popular dining spots, and vibrant cultural destinations. This is effortless waterfront living at its finest. Schedule your private showing and experience the charm, convenience, and lifestyle this Hudson River co-op has to offer.

16 Rockledge Avenue Unit #2E2, Ossining

$5,800

4 Beds ⋅ 3 Baths ⋅ 974694 MLS

Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning grounds showcase a harmonious mix of wooded areas, meandering walking trails, expansive lawns, curated gardens, and beautiful stonework, all connected by a thoughtful network of driveways, pathways, and steps. Multiple terraces, patios, and outdoor seating areas are perfectly positioned across the property to capture its remarkable natural surroundings. The thoughtfully designed layout, featuring a first-floor bedroom with a full en-suite bath, ideal for guests, along with a dedicated laundry room and an expansive family room with wood-burning fireplace perfect for everyday gathering. The main level is designed for both entertaining and comfort, showcasing a formal dining room that flows seamlessly into a spacious living room. The eat-in kitchen, complete with a charming breakfast nook, is easily accessible and well-suited for casual dining. This level also includes three additional bedrooms, including one with a private en-suite bath, while the remaining two bedrooms share a well-appointed hall bath. There is another laundry room on this level as well. Excludes detached garage building. This distinctive compound blends timeless craftsmanship with modern livability, all set in the highly sought-after Teatown area, offering seclusion without sacrificing proximity to trains, parks, and major highways.

27 Allapartus Circle, Ossining

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