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$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

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

61 Hudson Watch Drive Unit #61, Ossining

$655,000
3 Beds 2 Baths 1011379 MLS
Nestled in Ossining's coveted Sparta Historic District, this exceptional 1860 historic home offers timeless charm in one of Westchester's unique storied neighborhoods. Rich with character, this special property showcases preserved historical details including original plaster moldings and medallions, hardwood floors throughout, original stone walls, and beautiful rock gardens. The home offers 3 bedrooms, 1.5 baths, an office or bonus room, 2 staircases, a working wood-burning fireplace, a large front sitting porch, a rear porch, and a full attic with abundant storage and lots of potential. Beautiful double tiered backyard. Thoughtful updates have been made over the years, including a newly updated bathroom, a tastefully refreshed kitchen, exterior painting, new basement and attic windows, new above ground oil tank and oil line, new roof, copper chimney flashing and a repaved driveway. Ideal commuter location! Approximately 1/2 mile from Metro North. Leave your car at home! A rare opportunity to own a home filled with history, charm, and meaningful improvements in one of Sparta's most treasured settings

8 Still Court, Ossining

$675,000
3 Beds 2 Baths 1013329 MLS
Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle luxury with practicality. Best of all, you can enjoy majestic vistas from your private terrace and banquet of large windows. Allow yourself to be treated to a daily lifestyle that nurtures your spirit, as you enjoy the many amenities the complex offers: 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: 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.

16 Rockledge Avenue Unit ##6E-1, Ossining

$699,000
2 Beds 3 Baths 1018107 MLS
Welcome to 191 Horseshoe Circle, a beautifully designed contemporary townhouse at the sought after Fox Hill Condo Development in the Hudson Valley, Westchester County. This rare "C" End Unit is beautifully located in the heart of the development, surrounded by tranquility with an expansive deck for enjoying the outdoors. Cheery and spacious, this home has an open floor plan with combined Dining Area and Living Room with gas Fireplace. The large Eat-in-Kitchen features a breakfast nook where beautiful light pours in to welcome your day. The first floor includes a Flex Space area that can be used as a private Guest Room - Full Bathroom and Closet are attached. While perfect for people who wish to avoid steps, this space is also ideal for Office, Den or Exercise use. Upstairs has 2 lovely Bedrooms, both En-suite. The pretty Primary Bedroom is roomy and features an attached dressing room, multiple closets and large Bathroom with Shower and separate Tub. The second upstairs Bedroom is also ensuite with full bathroom. Laundry area/closet is conveniently located off the first floor foyer. The 2-Car Garage and driveway accommodates parking for six cars. Additional storage shelving is found in the garage. Much of the interior has been painted in the past 1-2 years. Hot Water Heater replaced 4/2025. Fox Hill is well maintained, includes beautiful amenities - Pool, Tennis, Basketball, Playground, Swings - and is Pet friendly. Tucked away but close enough to highway and train stations to get to your destination quickly. Nearby Croton Train Station is just a 50 minute ride along the gorgeous Hudson River to Grand Central/NYC. Close to the Hudson for boating/water sports, championship golf, shopping, restaurants, music, West Point, hiking, more.

191 Horseshoe Circle, Ossining

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

10 Susquehanna Road, Ossining

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

83 Deerfield Lane, Ossining

$699,000
5 Beds 2 Baths 1013271 MLS
FULLY AVAILABLE as of 7-7-2026. Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom second floor unit that is ready for immediate occupancy over a two-bedroom unit, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern functionality while maintaining a practical layout. The second floor unit has a back enclosed porch with access to a fenced in back yard. The property is located within one mile of two Metro-North Hudson Line train stations, providing convenient access for commuters. Ideally situated close to local shops, parks, schools, major highways, and public transportation, this property offers excellent accessibility and everyday convenience. A solid option for those seeking a turnkey multi-family home in a well-connected Westchester location.

1 Edward Street, Ossining

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

70 Spring Pond Drive, Ossining

$619,000
2 Beds 2 Baths 1012195 MLS
Welcome to 54 Mystic Drive, a bright corner end-unit townhouse-style condo in the desirable gated community of Mystic Pointe. This inviting multi-level home offers a flexible layout with wonderful natural light, enhanced by recently installed Andersen windows and patio door, including several large windows that brighten the living room, dining area, breakfast nook, and kitchen. The main level features an open living and dining area with a gas fireplace and access to a stone patio, creating an easy flow for everyday living and entertaining. The eat-in kitchen offers a charming breakfast nook, recessed lighting, and a comfortable connection to the main living space. A powder room completes this level. Upstairs, both bedrooms feature high ceilings, and the spacious primary bedroom includes a large walk-in closet and access to an upper-level den/office, ideal for working from home, reading, hobbies, or quiet retreat space. The full bath includes a whirlpool tub. The finished lower level adds a family room/recreation space, laundry area, and access to the attached 1-car garage with remote-control door. Enjoy the ease of low-maintenance living in Mystic Pointe, known for its beautifully landscaped setting and resort-style amenities including a clubhouse, fitness center, pool, playground, tennis/pickleball court, and nature trail, with convenient access to Croton-Harmon Metro-North, shopping, dining, and major roadways.

54 Mystic Drive, Ossining

$639,222
3 Beds 1 Baths 1011590 MLS
Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen. Upstairs, you'll find 3 generously sized bedrooms and a hall bath. A walk-up attic and expansive basement provide abundant storage and future possibilities. Outdoor living is equally impressive, with a fully fenced yard, expansive stone patio perfect for entertaining, front and rear porches, and an above-ground oil tank. A detached two-car garage and driveway offer off-street parking for up to four vehicles. Conveniently located within walking distance of schools, parks, village amenities, shops, restaurants, and public transportation, this home offers the perfect blend of historic charm, modern convenience, and exceptional outdoor space. Don’t miss this opportunity to enjoy village living at its best! There are no audio recording devices inside this property.

219 Spring Street, Ossining

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

22 Oakbrook Road, Ossining

$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

$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

$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

$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

$650,000
6 Beds 4 Baths 897888 MLS
Two-Family Home with Bonus Living Space – Prime Ossining Location This versatile two-family home with bonus living space offers comfort, convenience, and investment potential, all within minutes of downtown Ossining. Set on a large lot with ample off-street parking, it’s an ideal choice for investors, extended living groups, or buyers seeking flexible living arrangements. Each unit is bright and functional, with some modern updates already in place. The bonus living space adds extra versatility — perfect for a home office or recreational area. Whether you live in one unit and rent the other or use the entire property for expanded living, the layout offers plenty of options. The location is hard to beat. Just steps from Ossining’s vibrant downtown, you’ll enjoy easy access to shops, restaurants, and local amenities. Commuters will appreciate the proximity to bus transportation, the Metro-North train, and Route 9A, making travel throughout Westchester and into New York City quick and convenient. Ossining’s charm is enhanced by scenic Hudson River views, parks, and a rich history. From waterfront strolls to local farmers markets, this community offers a balance of small-town atmosphere with urban access. With its generous lot size, abundant parking, bonus space, and unbeatable location, this property presents both practicality and long-term value. Whether you’re seeking an income-producing investment or a spacious home with room for everyone, this Ossining gem delivers. Schedule your private tour today and explore the possibilities!

16 Maple Place, Ossining

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.