Courtesy: Highline Real Estate Services
929-492-2380
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.
Courtesy: Berkshire Hathaway HS NY Prop
914-779-1700
This is a great opportunity to create your own masterpiece - unit needs to be renovated - nestled in the Kemey's Cove Condominium community of Briarcliff Manor awaits a ground level unit with spectacular water views- layout features: Entrance - Living room w/entrance closet - plus sliding doors out to private balcony to enjoy your morning coffee or sunsets at night while sipping wine and watching the stunning views of the Hudson River, Dining area - with spectacular water views of the serene Hudson River, Kitchen w/pantry & room to add counter for seating for two, Den/Office with water views, Primary Bedroom with Walk in closet with Ensuite bathroom, 2nd bedroom plus additional closets in hallway. Parking spot right in front of complex - for easy access - deeded space. & storage available. Enjoy the many amenities this community offers: Community pool, Club house, Fitness center with saunas, 2 Dog walks, Tennis and Basketball courts, Playground, Guest parking, beautifully landscaped grounds, picnic area, storage, plus bike storage area, and a scenic fire pit area overlooking the Hudson River. Plus easy access to Metro North - and shops, restaurants and schools - welcome to resort living and paradise all wrapped together.
Courtesy: Coldwell Banker Realty
914-245-3400
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!
Courtesy: Mary Jane Pastor Realty
914-682-1799
Welcome to 224 Willow Drive, a beautifully maintained and thoughtfully updated home offering 2,026 square feet of living space in the sought-after Briarcliff Manor community. This inviting 3-bedroom, 2.5-bath residence combines timeless charm, modern updates, and exceptional lifestyle amenities. The sun-filled interior features soaring cathedral ceilings, gleaming hardwood floors, and spacious living and dining areas that create an open, airy atmosphere. The updated full hall bathroom adds a modern touch, while the functional floor plan is designed for both comfortable everyday living and effortless entertaining. The walk-out lower level provides valuable additional living space, highlighted by a warm and inviting family room with a fireplace—perfect for relaxing, entertaining, or working from home. A dedicated laundry room and abundant storage add to the home's convenience. Numerous improvements offer peace of mind, including new siding completed approximately three years ago, a renovated laundry room, a new hot water heater installed in 2025, a 200-amp service upgrade with an integrated transfer switch was completed five years ago, central air conditioning updated approximately five years ago, and replacement windows installed approximately twelve years ago. A two-car garage provides ample parking and storage. Situated on a level property with room for outdoor enjoyment, the spacious deck provides the perfect setting for outdoor dining, entertaining, or simply relaxing. This move-in-ready home also offers access to the highly regarded Briarcliff Manor Recreation Department, featuring a community pool, tennis courts, pickleball courts, summer camps, and year-round recreational programs. Conveniently located near parks, shopping, dining, and major commuting routes, 224 Willow Drive presents a rare opportunity to enjoy a wonderful home and an outstanding lifestyle in one of Westchester County's most desirable communities.
Courtesy: Compass Greater NY, LLC
914-238-0676
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.
Courtesy: Houlihan Lawrence Inc.
914-591-2700
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.
Courtesy: Concierge Realty
914-369-8725
Welcome to Parkview Apartments, one of Ossining’s most desirable cooperative communities. This bright and well-maintained 2-bedroom apartment features hardwood floors throughout, a spacious living room, a dedicated dining area, an updated kitchen with ample cabinetry, and two comfortable bedrooms offering abundant natural light. In addition to the bedroom closets, the apartment offers multiple hallway storage closets, providing valuable extra space for linens, seasonal items, and everyday storage needs. Monthly maintenance includes heat, hot water, water, sewer, and property taxes, helping simplify monthly budgeting and providing exceptional value with predictable ownership costs. Residents enjoy a beautifully renovated lobby, secure intercom entry system, elevator access, on-site laundry facilities, fitness center membership availability, assigned parking, and professionally maintained grounds. Ideally located across from scenic Nelson Park and just minutes from shopping, restaurants, major highways, and the Ossining Metro-North station, offering an easy commute to New York City. An exceptional opportunity to own in a well-maintained community with outstanding amenities, convenience, storage, and long-term value.
Courtesy: Keller Williams Realty Partner
914-962-0007
Welcome home to 281a Croton Dam Road. Nestled on a picturesque lot along scenic Croton Dam Road, this charming 3-bedroom home offers the perfect blend of character, comfort, and affordability. The thoughtfully designed layout features a convenient first-floor bedroom, ideal for guests, a home office, or one-level living, while two additional bedrooms are located upstairs. Filled with natural light and cozy charm, this home offers comfortable living spaces, an inviting atmosphere, and endless potential to make it your own. Enjoy the privacy of the yard, perfect for gardening, entertaining, or simply relaxing outdoors. Conveniently located near parks, hiking trails, schools, shopping, restaurants, and major commuting routes, this is a wonderful opportunity to own a single-family home in the desirable Ossining area. Whether you’re a first-time buyer, downsizing, or looking for a weekend retreat, this delightful home is not to be missed. Call today for your private showing.
Courtesy: Houlihan Lawrence Inc.
914-232-5007
Beautifully sited on a quiet cul-de-sac alongside the golf course, this gracious center hall Colonial combines exceptional scale, timeless design, and an enviable Briarcliff Manor location, close to award-winning schools. Thoughtfully designed for both everyday living and entertaining, this home offers 4 bedrooms and 4.5 baths, including a spacious primary suite with heated floors and custom closets, two additional ensuite bedrooms, and a fourth bedroom served by a full bath, plus a powder room on the first floor. The well-proportioned floor plan features expansive living spaces, including two large gathering areas, an oversized eat-in kitchen, hardwood floors, a mudroom, two fireplaces, a heated three-car garage, generator, and a finished lower level. Natural light fills the home, while golf course views provide a picturesque backdrop throughout the seasons. Outside, the flat, fenced backyard is framed by mature landscaping, creating a private setting for relaxation and outdoor entertaining. Offering an ideal balance of space, comfort, and functionality, this exceptional home is perfectly suited for both everyday living and memorable gatherings. Great commuter location; 7 minutes to Scarborough Metro-North and minutes to the Taconic Parkway for convenient access to NYC and points north.
Courtesy: Keller Williams Realty Group
914-713-3270
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.
Courtesy: Coldwell Banker Realty
914-997-0097
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!
Courtesy: RE/MAX Prestige Properties
914-831-3090
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.
Courtesy: Greene Realty Group
860-560-1006
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.
Courtesy: Compass Greater NY, LLC
914-228-2656
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.
Courtesy: Keller Williams Village Sq Rlt
201-445-4300
Welcome to 3 Hudson View Hill, a charming end-unit townhome tucked into the sought-after Riverview Condominium community in Ossining. Offering 2 bedrooms, 1.5 baths, and approximately 1,311 square feet of living space across two levels, this home delivers the perfect blend of comfort, entertainment, and Hudson River living in a quiet, well-maintained community. The main level welcomes you with a bright, open layout connecting the kitchen, dining area, and a spacious living room with hardwood floors and sliding glass doors that lead to a private patio, perfect for relaxed entertaining. The kitchen is outfitted with stainless steel appliances, a stylish patterned tile backsplash, oak cabinetry, and ceiling-fan-cooled dining space ideal for everyday meals or hosting friends, while a stylish powder room with a modern white vanity and gold fixtures rounds out the main floor. Upstairs you'll find two generously sized bedrooms, including a primary suite with abundant natural light, a walk-in closet, and access to a beautifully appointed full bath featuring a double marble-top vanity and a subway-tiled shower with a built-in niche. From the primary suite you can step out onto your private balcony to take in sweeping views of the Hudson River- the perfect spot for morning coffee or evening sunsets. As an end unit, this home offers added privacy, extra natural light, and bonus outdoor space, and the sparkling community pool sits just steps away for easy summer enjoyment. Additional highlights include an in-unit washer/dryer, pull-down attic storage, new staircase carpeting, one assigned outdoor parking spot plus ample visitor parking, and a pet-friendly HOA of $613/month that includes the community pool and grounds maintenance. Located in the beautiful Ossining community, Riverview Condominium is a quiet, mature community with easy access to everything Ossining offers, including Metro-North service to NYC, the historic Hudson waterfront, local shops and restaurants. Don't miss this opportunity to own a slice of Hudson Valley living
Courtesy: Kane & Associates
914-941-7020
This well maintained 1960's Split-level home offers a rare opportunity for owner-user & investors too. The main living area offers a Living/Dining Room w/vaulted ceilg/skylight, galley kitchen w/granite counter tops. The upper level contains the Primary Bedroom, 2 add'l BR's, and Hall Bathroom. The side-yard Patio & Backyard is accessible from the Living/Dining Rm. The large backyard abuts 'The Old Croton Aqueduct Trail' which allows a natural buffer from adjoining neighbors. There's even a sidewalk that takes you to the Bee-line bus, Community Center and downtown Village Center. The two lower-levels offer additional living space, with an Office area if desired, and a Bathroom. Asphalt shingle Roof, Vinyl Windows, Electrical (200 amp), Air Handler & Condenser all modern. There are (2) Oil fired boilers, HYDRO & BB. There are (3) Split-unit AC's too. Macadam parking for 10 cars. South-western exposure, 2 miles from Metro North Railroad, Municipal Water & Sewer, along with easy access to Routes 9A, 133 & 134. The home was recently used as a business and some modification will be necessary. Taxes don't reflect potential $1550 STAR savings.
Courtesy: RE/MAX Prestige Properties
914-831-3090
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!
Courtesy: Kane & Associates
914-941-7020
VERSATILE "HIGH RANCH" HOME NESTLED INTO GENTLE ROLLING HILLSIDE. SOUTH WESTERN EXPOSURE, MANICURED LAWN, LOWER BRICK FRONT FACADE ACCENT, ALONG WITH GENEROUS DRIVEWAY PARKING. THE LIVING ROOM W/TRIPLE WINDOW, DINING AREA, EAT-IN-KITCHEN W/BACK YARD ACCESS, HALL BATHROOM, 2 BEDROOMS, PRIMARY BEDROOM W/HALF BATH - ARE ON THE UPPER LIVING LEVEL. THE RECREATION RM, OFFICE/GUEST BEDROOM, BATHROOM, LAUNDRY RM, UTILITY RM, GARAGE, AND SIDE YARD ACCESS - ARE LOCATED ON THE FIRST LEVEL ENTRY. 3-ZONE OIL HEATING SYSTEM, CENT AC & COVERED REAR PATIO ARE IMPROVEMENTS APPRECIATED. THE REAR COVERED PATIO (11'X20') & FENCED-IN YARD, IS PERFECT FOR PETS AND ENTERTAINING TOO! REAR PROPERTY ABUTS 'OLD CROTON AQUEDUCT' TRAIL. CONVENIENTLY CLOSE TO SHOPPING CENTERS, METRO NORTH R.R., TEATOWN NATURE PRESERVE & CROTON POINT PARK. $1,550/YR BASIC STAR REDUCTION NOT APPLIED TO TAXES.
Courtesy: Houlihan Lawrence Inc.
914-762-7200
Set on 2.63 private acres on one of the Village’s most desirable streets, this Mediterranean-style home offers the perfect blend of privacy, space and convenience, just minutes to the business district, shops, dining and recreation. Surrounded by lawns, mature trees and lush natural landscaping, enjoy a peaceful, estate-like setting. Inside, sun-filled, spacious rooms create an inviting flow for everyday living and entertaining. The spacious formal living room and dining room are complemented by an open eat-in kitchen with an expansive breakfast area, seamlessly connecting to a patio with built-in grill, ideal for outdoor dining and gatherings. A den with a wet bar, and a renovated powder room complete the main level. A few steps up, you’ll find a luxurious primary suite retreat featuring a sitting area, multiple closets including a walk-in, a renovated bath with double vanities, and a private terrace overlooking the serene grounds. The lower level adds versatility with additional space ideal for extended family, guests or nanny suite, with a bedroom, a full bathroom, and a second family room, all with access to the backyard. New roof and skylights in 2022, and new AC in 2025. A unique opportunity for those looking to enjoy total privacy, generous acreage, and a close-to-town lifestyle, Briarcliff schools and recreation.
Courtesy: Keller Williams Realty Partner
914-962-0007
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.
Courtesy: Julia B Fee Sothebys Int. Rlty
914-234-0200
Step back in time without sacrificing an ounce of comfort in this enchanting, 200-year-old hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history and contemporary ease. 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.
Courtesy: Houlihan Lawrence Inc.
914-962-4900
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.
Courtesy: Houlihan Lawrence Inc.
914-273-9505
A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway flanked by stately stone pillars, each crowned with a lion statue, sets the tone for the regal character that defines this property. The lion motif carries throughout the house & grounds as a cohesive architectural signature. The exterior is a masterpiece of natural stone craftsmanship, crowned by an original slate roof and wrap-around front porch. Statues, walking paths, and multiple water features are woven throughout the landscape, all elements of a design vision conceived with the assistance of the Olmsted Brothers, the illustrious and world-renowned architects of New York City’s Central Park. Breathtaking waterfalls, hand-laid retaining walls, gazebos, and gardens still grace the grounds as a testament to their enduring artistry. Inside, the home is nothing short of extraordinary. Intricate hand-laid mosaics, sweeping marble floors, and rich hardwood flooring, installed with the precision of true master craftsmen speak to the uncompromising quality of the original construction. Over a dozen bedrooms, 7.5 baths, and an entertainment hall complete with a rich wood crafted bar and glass atrium along with an indoor pool provides endless possibilities. The 14 fireplaces anchor the grand interior spaces, while walls dressed in wood paneling imported from the Baxter church in England have been carefully preserved, offering a warmth and authenticity that simply cannot be replicated. This estate is the crown jewel of Briarcliff Manor, built without compromise and designed to endure. The property creates the opportunity to restore the rich architecture and history and elevate it to the 21st century. A purchaser with a vision will create a space that will respect its history, bring it into the modern era and allow future generations to experience and enjoy. The asking price recognizes the cost of this undertaking (over $1.5m+ in renovations) and presents the opportunity to enhance the value of the estate and also own something that is truly priceless. A building and estate of this provenance, scale, and heritage is a once in a lifetime moment. This is your chance to give your legacy a home. *Taxes will come down based on sales price*
Courtesy: Houlihan Lawrence Inc.
914-238-4766
There are homes… and then there are places that feel quietly set apart from the world around them. Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally… like a secret meant only for those who understand what true luxury feels like. This is not just a home. This is a legacy estate. Set perfectly between the Hudson River and Sleepy Hollow Country Club, the location offers the rare balance today’s buyers search for privacy, proximity, and prestige. Minutes to Metro North, fine dining, boutique shopping, and everything that defines Westchester luxury living… yet once you arrive, the outside world seems to soften. There is a stillness here. You feel it walking the grounds, where mature trees frame rolling lawns and sunlight filters through in that unmistakable golden way. There is a rhythm to the property… the kind that invites long mornings on the porch, quiet afternoons by the pool, and evenings that stretch just a little longer than planned. And somewhere within it all… life quietly thrives. Bees drift from bloom to bloom, tending to the landscape in a way that feels both timeless and grounding… a subtle reminder that this estate is not just maintained, it is alive. Inside, the home unfolds with a level of craftsmanship and scale rarely seen today. Five ensuite bedrooms offer both privacy and comfort, anchored by a truly exceptional primary suite with its own fireplace, spa like bath, expansive dressing room, and a private sleeping porch… a nod to a more romantic era of living, where fresh air and slow mornings were part of everyday life. The kitchen is designed not just for cooking, but for gathering… a chef’s workspace complemented by a generous butler’s pantry, ideal for seamless entertaining. It flows effortlessly into a formal dining room that feels pulled from the pages of a design magazine, where hand printed Zuber wallpaper and a fireplace create a setting that is both refined and deeply inviting. Every room tells a story. A wood paneled office with its own fireplace opens to the front porch, offering a work from home experience that feels anything but ordinary. The living room, wrapped in double walls of French doors, blurs the line between indoors and out, filling the space with natural light throughout the day. Nearby, the sunroom becomes its own retreat… a place to pause, unwind, and simply take in the beauty of the property. Step outside, and the estate continues to reveal itself. A gunite pool set within manicured grounds. Multiple porches designed for every mood and moment. A historic Lord and Burnham greenhouse… a rare and remarkable feature that speaks to the property’s heritage. And a four plus car garage with a private apartment above, offering flexibility for guests, extended stays, or staff. This is Westchester luxury real estate at its finest, where historic architecture meets modern lifestyle, where privacy meets convenience, and where every detail has been thoughtfully considered. Because the truth is… You can always renovate a home. But you cannot recreate land like this. You cannot replicate this setting. And you cannot manufacture the feeling this property gives you the moment you arrive. 36 Revolutionary Road is not just being listed. It is being offered.
Courtesy: Stetson Real Estate
914-381-7173
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.
Ossining is located in New York. Ossining, New York has a population of 39,973. Ossining is less family-centric than the surrounding county with 32.03% of the households containing married families with children. The county average for households married with children is 35.32%.
The median household income in Ossining, New York is $106,118. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Ossining is 44.2 years.
The average high temperature in July is 80.8 degrees, with an average low temperature in January of 18 degrees. The average rainfall is approximately 50.6 inches per year, with 30.3 inches of snow per year.
