Ossining NY Real Estate & Homes for Sale

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Open House:

Sunday, 6/28 1:00-3:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,275
Status:
NEW LISTING
MLS#:
1014157
Type:
Condo
Year built:
1975
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-997-0097
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ADDITIONAL INFORMATION

Move right into this beautifully maintained 2-bedroom garden style condo featuring breathtaking Hudson River View. Enjoy one floor living at its best, the open concept floor plan offers a bright and spacious living and dining area with sliding doors out to a patio with spectacular views, perfect for everyday living and entertaining. The versatile second bedroom features a built in Murphy bed allowing the space to effortlessly transform into a guest room, home office while maximizing floor space when the bed is tucked away. Updated hall bathroom as well as a spacious primary bedroom with updated ensuite. Deeded parking spot and a convenient storage unit also come with this unit. HOA fee includes heat, hot water, landscaping, exterior maintenance, snow removal and trash removal . Kemeys Cove residents enjoy an outstanding array of amenities including a community pool, fitness center with saunas, tennis and basketball courts, playground, beautifully landscaped grounds, and a scenic fire pit area overlooking the Hudson River. Commuting is a breeze with close proximity to Metro North, and you’re just minutes from charming shops, restaurants, schools, and all the natural beauty the Hudson Valley has to offer.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,752
Status:
NEW LISTING
MLS#:
1015576
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1947
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-752-8763
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ADDITIONAL INFORMATION

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! Photos coming early next week.

Beds:
2
Baths:
1.00
Sq.Ft.:
849
Status:
Active
MLS#:
1013780
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1922
A broker reciprocity listing Courtesy: eRealty Advisors, Inc 914-712-6330
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ADDITIONAL INFORMATION

Opportunity knocks in the heart of Ossining. Best value home on the market right now!!! This 2-bedroom, 1-bath Colonial offers tremendous potential for investors, contractors, renovators, and buyers seeking a value-add project. The home is ready for its next chapter and presents the chance to restore, reimagine, or redevelop to suit your vision. Featuring a traditional Colonial layout and a manageable lot size, this property provides a rare opportunity to create value in a desirable Westchester County location. Conveniently located near local amenities, transportation, shopping, dining, and major commuter routes. Property is being sold strictly as-is. Cash buyers, renovation loan purchasers, and experienced investors will appreciate the possibilities this property presents. Bring your imagination and unlock the potential of this Ossining opportunity.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
500
Status:
Active
MLS#:
1011526
Type:
Co-Op
Year built:
1950
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 914-328-0333
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ADDITIONAL INFORMATION

Bright and sunny studio apartment located in the highly desirable Briar Hill community. This move-in ready unit features an updated kitchen with granite countertops, a microwave, and a dishwasher are included. Major improvements include replacement windows installed in 2000 and a roof completed in 2003. Monthly maintenance includes heat and hot water for added value and convenience. Residents enjoy laundry facilities located in a neighboring building, additional storage space, and unassigned parking. Situated in the sought-after Briarcliff Manor School District and conveniently close to shopping, restaurants, parks, and major commuter routes. A wonderful opportunity for affordable, low-maintenance living!

Open House:

Thursday, 6/25 12:00-1:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,539
Status:
Active
MLS#:
1013828
Type:
Condo
Year built:
1986
A broker reciprocity listing Courtesy: North Country Sothebys Int Rlt 914-271-5115
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ADDITIONAL INFORMATION

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?

Beds:
2
Baths:
1.00
Sq.Ft.:
1,152
Status:
Active
MLS#:
1014067
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-328-8400
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ADDITIONAL INFORMATION

Charming Cape Cod in Indian Village – Move-In Ready! A rare opportunity to own a home with a backyard sanctuary. Tucked away in the desirable Indian Village neighborhood, this recently remodeled and tastefully updated cape cod is turnkey and ready for its next owner. Offering the perfect blend of charm, comfort, and potential, this home presents the perfect starter home. An oversized deck overlooks your own private garden oasis perfect for entertaining, gardening, or simply relaxing in a peaceful setting surrounded by lush greenery, blooming flowers, and mature vegetation. Additional features include a full walkout basement offering ample storage and future expansion possibilities. With its thoughtful updates, inviting outdoor spaces, and endless potential, this home is ready to be enjoyed from day one.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,623
Status:
Active
MLS#:
1012195
Type:
Condo
Subdivision:
Mystic Pointe
Year built:
1996
A broker reciprocity listing Courtesy: ERA Insite Realty Services 914-769-2222
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,711
Status:
Active
MLS#:
1012453
Type:
Condo
Subdivision:
The Hamlet On Spring Pond
Year built:
1985
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 914-328-0333
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ADDITIONAL INFORMATION

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.

Open House:

Saturday, 6/27 10:30-12:00PM

More Open House Info >

Beds:
3
Baths:
1.00
Sq.Ft.:
1,525
Status:
Active
MLS#:
1011590
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1884
A broker reciprocity listing Courtesy: Mark Seiden Real Estate Team 914-762-2200
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,390
Status:
Active
MLS#:
1010405
Type:
Condo
Subdivision:
The Woods In Westchester
Year built:
1984
A broker reciprocity listing Courtesy: Corcoran Legends Realty 914-591-5600
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ADDITIONAL INFORMATION

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

Beds:
3
Baths:
2.00
Sq.Ft.:
1,701
Status:
Active
MLS#:
1008426
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1900
A broker reciprocity listing Courtesy: North Country Sothebys Int Rlt 914-271-5115
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ADDITIONAL INFORMATION

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

Beds:
3
Baths:
2.00
Sq.Ft.:
1,418
Status:
Active
MLS#:
1008226
Type:
Single Family
Lot size:
0.85 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-962-4900
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ADDITIONAL INFORMATION

Welcome to the peace and tranquility of Morningside Drive. Nestled in a highly desirable location, this well-maintained home offers expansive frontage, ensuring exceptional privacy and a serene setting on almost 1 acre. The spacious primary suite features a private bath and walk-in closet, while beautiful hardwood floors run throughout the home. The inviting living room, anchored by a stunning stone fireplace, creates the perfect gathering space for holidays and special occasions. Sliding glass doors open to a deck overlooking the quiet, picturesque property, providing the ideal place to relax and enjoy nature. Recent updates include a new oil tank (2026), furnace (2024), roof (2019), Corian kitchen countertops offering peace of mind for years to come. The fully finished lower level adds extra space not included in the Sq Ft, totaling 2400sq ft of versatile living space, ideal for a recreation room, home office, gym, or potential in-law or au pair suite. Conveniently located near parks, shopping, dining, and major highways, this home combines privacy with accessibility. Car enthusiasts and entertainers alike will appreciate the oversized two-car attached garage and abundant parking. Enjoy the convenience of walking to Ryder Park, featuring three ball fields, a picnic pavilion, basketball courts, tennis and pickleball courts, walking trails, and a playground. A rare opportunity to enjoy spacious living and a peaceful setting in a sought-after neighborhood.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,288
Status:
Active
MLS#:
1010005
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1929
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

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

Beds:
4
Baths:
3.00
Sq.Ft.:
1,742
Status:
Active
MLS#:
1007357
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Highline Real Estate Services 212-960-8740
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,266
Status:
Active
MLS#:
958553
Type:
Condo
Subdivision:
Kemeys Cove Of Scarborough Condominiums
Lot size:
5.77 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Berkshire Hathaway HS NY Prop 914-779-1700
View additional info

ADDITIONAL INFORMATION

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.

Beds:
1
Baths:
1.00
Sq.Ft.:
1,250
Status:
Active
MLS#:
1007742
Type:
Co-Op
Subdivision:
Scarborough Manor
Lot size:
12.7 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-245-3400
View additional info

ADDITIONAL INFORMATION

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!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,899
Status:
Active
MLS#:
1008140
Type:
Condo
Subdivision:
The Woods
Lot size:
0.01 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Mark Seiden Real Estate Team 914-762-2200
View additional info

ADDITIONAL INFORMATION

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

Beds:
3
Baths:
3.00
Sq.Ft.:
2,477
Status:
Active
MLS#:
1000674
Type:
Single Family
Lot size:
0.82 Acres
Year built:
1961
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-591-2700
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
882
Status:
Active
MLS#:
1006310
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1927
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-962-0007
View additional info

ADDITIONAL INFORMATION

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.

Beds:
10
Baths:
6.00
Sq.Ft.:
8,881
Status:
Active
MLS#:
999615
Type:
Single Family
Lot size:
45.06 Acres
Year built:
1932
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

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

Beds:
3
Baths:
2.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
1001582
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1884
A broker reciprocity listing Courtesy: Keller Williams Realty Group 914-713-3270
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ADDITIONAL INFORMATION

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.

Beds:
1
Baths:
1.00
Sq.Ft.:
750
Status:
Active
MLS#:
1005870
Type:
Co-Op
Year built:
1962
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-997-0097
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,606
Status:
Active
MLS#:
1002953
Type:
Single Family
Lot size:
2 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Greene Realty Group 888-278-5840
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,682
Status:
Active
MLS#:
1002298
Type:
Single Family
Lot size:
1.99 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-228-2656
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,667
Status:
Active
MLS#:
1001998
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-752-8763
View additional info

ADDITIONAL INFORMATION

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!

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Ossining Real Estate

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.

Ossining Weather

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.

Ossining Map

Ossining Real Estate Market Conditions

  • Median sales price

    $602,500
    10.6%
    change since last quarter
  • # Active listings

    52
    30-day change

Ossining Schools and Demographics

Education near Ossining, NY

City County
High School Graduates 85.97 88.85
College Degree - 2 year 6.5 6.61
College Degree - 4 year 45.86 50.65
Graduate Degree 18.06 17.54
Expenditures per Student 31,362 31,362
Students per Teacher 12.7 12.7

Elementary Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Bedford Road School KG - 04 598 12.7 10570
Brookside School 01 - 02 743 15.5 10562
Carrie E Tompkins School KG - 04 589 13.9 10520
Claremont School 03 - 05 750 16.6 10562
Douglas G Grafflin School KG - 04 414 13.8 10514
Park School PK - KG 638 17.5 10562
Roaring Brook School KG - 04 464 14.1 10514
Todd Elementary School KG - 05 582 15.3 10510
Westorchard School KG - 04 457 14.7 10514

Middle Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Anne M Dorner Middle School 06 - 09 1,050 14.1 10562
Briarcliff Middle School 06 - 08 348 15.9 10510
Pierre Van Cortlandt School 05 - 08 533 13.4 10520
Pleasantville Middle School 05 - 08 558 13.2 10570
Robert E Bell School 05 - 08 633 12.9 10514
Roosevelt School 05 - 05 344 18.1 10562
Seven Bridges Middle School 05 - 08 620 12.4 10514

High Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Briarcliff High School 09 - 12 592 12.7 10510
Croton-Harmon High School 09 - 12 533 13.9 10520
Horace Greeley High School 09 - 12 1,331 12.3 10514
Ossining High School 09 - 12 1,343 13.7 10562
Pleasantville High School 09 - 12 601 11.8 10570

Ungraded Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Edenwald School 01 - 12 107 6.7 10570
Mount Pleasant-Cottage School KG - 12 133 10.2 10570

Demographics near Ossining, NY

City County
Neighborhood Type Suburban
Population 39,973 999,723
Population Density 3,459 2,322
Median Age 44.2 41.2
People per Household 2.6 2.7
Median Household Income 106,118 105,387
Average Income per Capita 58,188 61,830

Real estate near Ossining