Ossining, NY Real Estate | Ossining, NY 4 Bedroom Homes for Sale

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

61 Underhill Road, Ossining

$899,000

4 Beds ⋅ 3 Baths ⋅ 1027151 MLS

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

20 Waller Avenue, Ossining

$625,000

4 Beds ⋅ 3 Baths ⋅ 1027201 MLS

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

20 Riverview Court, Ossining

$639,500

4 Beds ⋅ 2 Baths ⋅ 1021344 MLS

Welcome home to this beautifully maintained 4-bedroom, 2-bath Cape Cod nestled in one of the desirable Hudson Valley River towns. Combining classic charm with everyday comfort, this move-in-ready home features gleaming hardwood floors, spacious living areas, and a flexible floor plan perfect for today's lifestyle. The private backyard offers a peaceful retreat with a patio ideal for outdoor dining, entertaining, or simply relaxing. Experience the best of Hudson Valley living with convenient access to the scenic Hudson River waterfront, parks, hiking and biking trails, local restaurants, shopping, and year-round community events. Whether you're commuting, exploring the outdoors, or enjoying the vibrant Rivertown lifestyle, this home offers the perfect balance of tranquility and convenience. Don't miss this opportunity to own a beautiful home in one of the Hudson Valley's most sought-after communities.

42 Pershing Avenue, Ossining

$698,000

4 Beds ⋅ 3 Baths ⋅ 1023097 MLS

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

7 Ogden Road, Ossining

$899,000

4 Beds ⋅ 3 Baths ⋅ 1026827 MLS

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

5 Gualtiere Lane, Ossining

$1,045,000

4 Beds ⋅ 3 Baths ⋅ 1023043 MLS

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

27 Ryder Road, Ossining

$950,000

4 Beds ⋅ 3 Baths ⋅ 1019889 MLS

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

12 Riverview Court, Ossining

$705,000

4 Beds ⋅ 2 Baths ⋅ 1011605 MLS

Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls & solid wood trim. The shared backyard features a large hardwood deck for outdoor entertaining. Ample driveway and off-street parking. This home is very well-maintained. Apartments may enjoy some updating, but the bones of this beautiful property are excellent. Enjoy this incredible location featuring a short walk to the Arcadian Shopping, the Scarborough-on-Hudson train station to GCS, and the Hudson River Front. It doesn't get better than this! Taxes don't reflect STAR savings of $1,591 if qualified.

321 Spring Street, Ossining

$625,000

4 Beds ⋅ 3 Baths ⋅ 1015576 MLS

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

10 Susquehanna Road, Ossining

$949,000

4 Beds ⋅ 3 Baths ⋅ 1000282 MLS

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

6 Maria Lane, Ossining

$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

$299,000

4 Beds ⋅ 3 Baths ⋅ 1004901 MLS

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

5 Maria Lane, Ossining

$1,085,000

4 Beds ⋅ 3 Baths ⋅ 1002953 MLS

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

54 Allapartus Road, Ossining

$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

$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

$880,000

4 Beds ⋅ 3 Baths ⋅ 990966 MLS

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

119 Edgewood Road, Ossining

$1,345,000

4 Beds ⋅ 3 Baths ⋅ 995878 MLS

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

14 Wyche Way, Ossining

$18,499

4 Beds ⋅ 3 Baths ⋅ 995010 MLS

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

137 Cedar Lane, Ossining

$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

$750,000

4 Beds ⋅ 2 Baths ⋅ 967110 MLS

Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of natural light throughout house. Newly painted exterior in 2025 with mature trees & plants surrounding the property. Close to shops, buses, school, parks & the Metro North train station is within 1.5 miles. Easy to show & a wonderful opportunity to own a multi family home in Westchester. It can also be a great investment prospect!

15 Marshall Place, Ossining

$624,000

4 Beds ⋅ 3 Baths ⋅ 946519 MLS

A Charming Farmhouse Style Home, Carefully Restored to Blend Historic Character with Modern Comfort. Nestled on 3 acres of landscaped grounds, this inviting residence offers spacious living and serene privacy just minutes from local amenities and commuting routes. The renovations that were made still kept its original charm. Features like the woodwork, beamed ceilings, built-in cabinets, and hardwood floors that have been preserved. The formal dining room has a stone fireplace and large windows that let in plenty of light. Convenient to the Taconic State Parkway! Yorktown Schools.

398 Illington Road, Ossining

$799,000

4 Beds ⋅ 2 Baths ⋅ 950694 MLS

Now offered at a compelling new price, 131 Spring Street is a restored brick two-family offering flexibility for owner-occupants or investors. Each unit features bright, connected layouts with updated kitchens and baths, balancing comfort, function, and privacy. The lower unit is configured for owner occupancy with potential to expand to a two-bedroom layout. A full standing-height attic provides additional space for future living area, workspace, or storage. Built with durable materials, including a brick exterior and ceramic tile roof, the home offers reduced long-term maintenance. Outdoor spaces include a front balcony and lower terrace, complemented by established perennial plantings. Ideally located in Ossining, less than a mile from the Metro-North Hudson Line, parks, schools, shops, and dining. Furnishings available as part of the sale. A versatile property with strong fundamentals and meaningful upside, now priced to create immediate opportunity.

131 Spring Street, Ossining

$4,100

4 Beds ⋅ 1 Baths ⋅ 942296 MLS

4 bedroom plus nursery, upstairs apartment on 2nd and 3rd floor of attractive classic colonial home. The main floor of the apartment has a spacious living room / dining area, kitchen, full bathroom and large bedroom. The upstairs floor has 3 bedrooms and a nursery / office space. Fresh paint, lovely trim, very clean. See pictures. Hamilton Ave is a side street with no through traffic, overlooking the Hudson River. It's an easy walk to the laundromat, Nelson Park, Park School (Kindergarten and 1st Grade), the Ossining Train Station, riverfront parks, playgrounds and activities, local bus lines, Main Street, lots of restaurants, the Aqueduct Trailway, Farmers Market and more! Street parking only.

17 Hamilton Avenue Unit #Apt 2, Ossining

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 933442 MLS

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 to-be-built, 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. Masia, is the first of three luxury residences to be offered. Set on two acres and encompassing four bedrooms and three and 1/2 baths, the house is designed all on one level. Rendered in open plan, the kitchen, dining and living rooms are surrounded by floor to ceiling windows and three outdoor exposures-all centered on a free standing, wood burning fireplace. 9 1/2 to 10 1/2 foot ceilings with high clerestory windows and skylights flood the interior with natural light. 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 room, walk-in kitchen pantry, two-car garage and roof top deck are additional amenities. Designed and being 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.

94-3 Somerstown Road, Ossining

$899,222

4 Beds ⋅ 3 Baths ⋅ 851466 MLS

Sprawling Cape Cod style home with first floor primary suite on a fabulous, private setting. Kitchen has stainless appliances and stone counters, formal dining room has large bay window looking out at the fenced-in property, and living room has high ceilings and a fireplace. Sun Room off the kitchen has 3 skylights and the covered patio off the kitchen overlooks the lush landscaping, backing up to Chilmark Park. There is also a first floor office and a large family room with fireplace and separate entrance. Three bedrooms on the second floor with full bath. Full walk out basement (863 sq ft not included in the square footage). Hardwood floors, crown molding, updated roof with solar panels, nest thermostat, and oversized garage. Close to park, schools, and shops. There are no audio recording devices inside this property. Additional Information: ParkingFeatures:2 Car Attached,

1 Noel Drive, Ossining

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