Ossining, NY Homes for Sale

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  /26

  $1,323,000

  • 4 Beds
  • 3 Baths
  • 2,950 Sq Ft

  320 Illington Rd, Ossining, NY 10562

  Kitchawan Farmhouse built approx. 1850 featuring all up-to-date amenities. Stylish Kitchen w/cherry wood cabinetry, granite counters, Wolf gas stove, Subzero Refrig. & additional 2 refrigerator draws in cabinets.. Enter the Formal Dining Room and extra large Living Room with wood burning original fireplace and freshly stained & polished wide plank floors. Continue on to the Family Room,

  Janet Auer Coldwell Banker Realty

  320 Illington Rd, Ossining, NY 10562
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  /41

  $1,350,000

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  1121 Estates Dr, Ossining, NY 10562

  Discover your dream home at 1121 Estates Drive in Ossining, NY! Nestled on a picturesque 1.8-acre lot, this amazingly renovated gem offers the perfect blend of modern amenities and serene suburban living within the highly sought-after Yorktown School District.Step inside and be captivated by the gleaming, newly refinished hardwood floors and the light-filled, oversized rooms, perfect for

  Annette Cicinelli Keller Williams Realty Partner

  1121 Estates Dr, Ossining, NY 10562
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  /47

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 3,122 Sq Ft

  130 Holly Place, Briarcliff Manor, NY 10510

  Welcome to this beautifully maintained Center Hall Colonial, perfectly situated at the end of a peaceful cul-de-sac in Briarcliff Manor. Set on .94 acres of level land, this spacious home offers more than 3,000 square feet above ground, with four generous bedrooms, two and a half baths, and a private main-floor office. From the moment you step inside through the newer steel front door with leaded

  Suzan Zeolla Houlihan Lawrence Inc.

  130 Holly Place, Briarcliff Manor, NY 10510
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  /43

  $1,100,000

  • 4 Beds
  • 4 Baths
  • 2,700 Sq Ft

  196 Pinesbridge Rd, Ossining, NY 10562

  **FREE EGGS!** Seize the opportunity to own this incredible farmhouse, perfectly designed for those who dream of expansive property, vibrant gardens, lush fresh berries, and the delight of raising chickens right in your backyard. This enchanting antique farmhouse, originally built in 1868, has undergone a meticulous renovation that seamlessly integrates modern conveniences while preserving the

  Cindy Kief Corcoran Legends Realty

  196 Pinesbridge Rd, Ossining, NY 10562
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  /45

  $1,094,000

  • 5 Beds
  • 4 Baths
  • 2,456 Sq Ft

  140 Fuller Rd, Briarcliff Manor, NY 10510

  Charming & Surprisingly Spacious Cape in Briarcliff ManorDon’t let its unassuming exterior fool you—this 5-bedroom, 4-bath Cape-style home in the heart of Briarcliff Manor’s desirable Neighborhood Park neighborhood is full of unexpected space, comfort, and charm. Located within the sought-after Briarcliff School District and enjoying full access to Briarcliff recreation, this home offers the

  Wendy Phillips Corcoran Legends Realty

  140 Fuller Rd, Briarcliff Manor, NY 10510
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  /33

  $899,222

  • 4 Beds
  • 2.5 Baths
  • 3,551 Sq Ft

  1 Noel Dr, Ossining, NY 10562

  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

  Mark Seiden Mark Seiden Real Estate Team

  1 Noel Dr, Ossining, NY 10562
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  /34

  $2,100,000

  • 4 Beds
  • 6 Baths
  • 4,151 Sq Ft

  9 Country Club Ln N, Briarcliff Manor, NY 10510

  Luxurious Hudson River retreat on a private cul-de-sac. Experience elevated living in this extensively upgraded residence, perfectly positioned on a quiet cul-de-sac with breathtaking views of the Hudson River. From the moment you step inside, soaring cathedral ceilings, an open-concept floor plan, and spacious, light-filled rooms create an atmosphere of modern elegance and comfort. At the heart

  Eric Bernstein Compass Greater NY, LLC

  9 Country Club Ln N, Briarcliff Manor, NY 10510
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  /34

  $506,000

  • 2 Beds
  • 2 Baths
  • 1,283 Sq Ft

  83 Hudson Point Ln, Ossining, NY 10562

  Welcome to your next home - a stylish 2-bedroom condo where modern living meets comfort, and where your four-legged family members are warmly welcomed! Hudson Point is a lovely pet friendly complex overlooking the historic Hudson. Enjoy stunning sunsets in this 2 bedroom, 2 bath end unit with partial seasonal river views. Step inside and discover an open-concept living space filled with natural

  Luba Sydor Houlihan Lawrence Inc.

  83 Hudson Point Ln, Ossining, NY 10562
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  /30

  $1,150,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 4 Baths
  • 2,872 Sq Ft

  193 Chappaqua Rd, Briarcliff Manor, NY 10510

  Nestled along a scenic road in Briarcliff Manor, this idyllic two-family home sits on more than an acre and a half of beautifully landscaped grounds, offering two distinct and exquisitely appointed residences. From the moment you arrive, it's clear that this is a truly special and unique property.The estate is thoughtfully divided by two private driveways, each bordered by classic stone walls and

  Marc Campolongo Marc Jason

  193 Chappaqua Rd, Briarcliff Manor, NY 10510
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  /29

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  23 Brookville Ave, Ossining, NY 10562

  Welcome to this truly special 3-bedroom, 2-bathroom Victorian home, gracefully nestled in the heart of Ossining’s desirable Chilmark neighborhood. A rare blend of timeless charm and modern updates, this residence invites you to step into a world where classic craftsmanship meets today’s comfort and style.From the moment you arrive, the home’s character captivates — a nod to its historic roots

  Heather Bouza William Raveis-New York, LLC

  23 Brookville Ave, Ossining, NY 10562
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  /36

  $849,000

  • 5 Beds
  • 3 Baths
  • 2,840 Sq Ft

  37 Secor Rd, Ossining, NY 10562

  A Multi Family and Single family being sold as a package. Left side is a 2 Bedroom, One Bath Single family (one level - like an apartment) home with a garage below and basement. Multi family is a 1Bedroom over 1 Bedroom w/ access to basement. Basement extends full length of both homes and is unfinished. Above ground Oil tank. One furnace, 3 Meters. Garage parking for 1 to 2 cars. Unobstructed

  Monica Cooper THD Homes LLC

  37 Secor Rd, Ossining, NY 10562
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  /49

  $3,000,000

  • 5 Beds
  • 7.5 Baths
  • 9,783 Sq Ft

  41 Austin Place, Briarcliff Manor, NY 10510

  Nestled at the end of a serene cul-de-sac, this extraordinary custom-built home in Briarcliff Manor welcomes you with a grand tree-lined circular driveway. Spanning nearly 10,000 sq. ft., this home is a masterclass in luxury, craftsmanship, and thoughtful design.Step inside to discover a beautifully appointed main level, where a custom gourmet eat-in kitchen, complete with a butler’s pantry, sets

  Hillary Landau Compass Greater NY, LLC

  41 Austin Place, Briarcliff Manor, NY 10510
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  /21

  $339,000

  • 1 Bed
  • 1 Bath
  • 1,180 Sq Ft

  73 Spring St Unit 2H, Ossining, NY 10562

  Bright and spacious 1 bed/1 bath apartment w/ 9’ ceilings and open floor plan. The oversized bedroom offers two closets w/ custom closet systems. Sun drenched large full bath. New refrigerator, new LG stackable laundry, and new microwave. Sleek and modern finishes throughout. The Orchid is an elevator building w/ 26 luxury condo units, fitness center and private parking. Walk to Metro North for

  Brenda Timm Coldwell Banker Realty

  73 Spring St Unit 2H, Ossining, NY 10562
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  /33

  $1,549,000

  • 4 Beds
  • 6 Baths
  • 4,662 Sq Ft

  7 Lewiston Ct, Briarcliff Manor, NY 10510

  This spectacular 4,662 sq ft renovated home features an open concept with soaring cathedral ceilings, fantastic natural light, four bedrooms and 4.2 baths has everything you have been searching for including an end of a cul-de-sac location all within the sought after gated community of Rosecliff. Soaring 20ft ceilings with multiple skylights, a gorgeous renovated kitchen with stainless steel

  Jamey Gelardi Houlihan Lawrence Inc.

  7 Lewiston Ct, Briarcliff Manor, NY 10510
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  /37

  $700,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  9 Studio Hill Rd, Briarcliff Manor, NY 10510

  Set back from the road, this mid-century modern home features three bedrooms upstairs and a guest room downstairs. The spacious primary bedroom has a full bath ensuite. The living room with a fireplace is open to the dining room with a slider leading to a deck overlooking the yard. The kitchen was recently remodeled with new countertops, backsplash, sink with sensor faucet and instant hot

  Margaret McMullen Keller Williams NY Realty

  9 Studio Hill Rd, Briarcliff Manor, NY 10510
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  /23

  $369,000

  • 1 Bed
  • 1 Bath
  • 1,089 Sq Ft

  103 Eagle Bay Dr, Ossining, NY 10562

  Discover serene living in this 1st floor, no steps, one-bedroom, one-bathroom condo nestled within the gated Eagle Bay. This residence boasts a cozy wood-burning fireplace, expansive windows that flood the space with natural light, and a private deck offering peaceful woodland views. Unit includes a 1 Car Garage.Eagle Bay offers a wealth of amenities to enhance your lifestyle, including a

  Nancy Kennedy

  103 Eagle Bay Dr, Ossining, NY 10562
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  /34

  $625,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft

  16 Forest Ave, Ossining, NY 10562

  Welcome to 16 Forest Avenue, an elegant retreat nestled in the charming enclave of Ossining, NY. This beautifully appointed residence offers an exquisite blend of sophistication and comfort across a generous 1,488 square feet.Step inside and be greeted by gleaming hardwood floors that lead you through a spacious layout featuring four well-appointed bedrooms and two pristine bathrooms.

  Korab Krasniqi Compass Greater NY, LLC

  16 Forest Ave, Ossining, NY 10562
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  /49

  $699,000

  • 1 Bed
  • 2 Baths
  • 1,500 Sq Ft

  521 Scarborough Rd, Briarcliff Manor, NY 10510

  Set on 2.5 tranquil acres of open spaces, lush woods, waterfalls and meandering stone walls, this one-of-a-kind, artfully designed residence offers a seamless connection to nature. Cross a bridge over babbling Sparta Brook to the wrap-around deck, where you can take in the serene beauty of your own secluded retreat. A welcoming entry foyer opens into the dramatic, beamed and vaulted Great Room,

  Matthew Valvano Berkshire Hathaway HS NY Prop

  521 Scarborough Rd, Briarcliff Manor, NY 10510
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  /22

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  25 Highview Rd, Ossining, NY 10562

  Welcome to 25 Highview Road, a charming and well-maintained colonial-style home nestled on a picturesque cul-de-sac in the desirable New Castle area of Ossining. Making its debut on the market, this hidden gem seamlessly blends space, comfort, and accessibility, offering an ideal setting for your next chapter! Resting on a green acre, the property boasts abundant outdoor space for relaxation and

  Yarden Ronen-van Heerden Compass Greater NY, LLC

  25 Highview Rd, Ossining, NY 10562
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  /42

  $6,400,000

  • 11 Beds
  • 6.5 Baths
  • 9,481 Sq Ft

  335 Croton Dam Rd, Ossining, NY 10562

  Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling pool, a

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  335 Croton Dam Rd, Ossining, NY 10562
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  /33

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  43 Ganung Dr, Ossining, NY 10562

  Welcome to 43 Ganung Drive, a beautifully updated home nestled in the heart of Ossining—just a 10-minute drive to the Metro-North station for a quick and easy commute to Grand Central. Located near the scenic Hudson River, this home perfectly blends charm and modern style.Step into the heart of the home—a renovated open-plan kitchen thoughtfully designed for the home chef. Outfitted with modern

  Deirdre Coffey Compass Greater NY, LLC

  43 Ganung Dr, Ossining, NY 10562
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  /32

  $250,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  196 Charter Cir Unit 196, Ossining, NY 10562

  Experience townhouse-style living in this charming 2-bedroom, 1-bath cooperative located in the highly desirable High Meadows Garden Complex. Enjoy your own semi-private front porch and entrance, offering a unique sense of privacy and comfort. The apartment features freshly painted interiors and beautifully refinished hardwood floors. The kitchen is equipped with updated wood cabinetry and is

  Concetta Connie Gallo Howard Hanna Rand Realty

  196 Charter Cir Unit 196, Ossining, NY 10562
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  /25

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft

  3 Willow Dr, Briarcliff Manor, NY 10510

  Welcome to this beautifully maintained Colonial, ideally situated less than a mile from the heart of Briarcliff Manor. Thoughtfully updated and tastefully appointed, this home features exquisite custom woodwork, built-in cabinetry and high-end finishes throughout.The bright, eat-in kitchen opens through elegant French doors to a stunning stone patio and a level backyard surrounded by mature

  Susan Slotnick William Raveis Real Estate

  3 Willow Dr, Briarcliff Manor, NY 10510
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  /21

  $575,000

  • 3 Beds
  • 1 Bath
  • 1,045 Sq Ft

  12 Stone Ave, Ossining, NY 10562

  Welcome to 12 STONE AVENUE. . and this Elegant Ranch-style home nestled in the village neighborhood of "FOREST PARK." Specimen shrubbery and perennial plants have been carefully maintained and compliment the grounds. You enter into the Bright & Airy Living Room and Dinning area. Hardwood flooring is hidden under the wall-to-wall carpet in this room - but exposed in the three Bedrooms. The

  Greg Kane Kane & Associates

  12 Stone Ave, Ossining, NY 10562
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  /38

  $899,000

  • 8 Beds
  • 4 Baths
  • 2,380 Sq Ft

  39 Terrace Ave, Ossining, NY 10562

  Welcome to 39 Terrace Avenue, a well-maintained and versatile three-family property nestled on a 0.20-acre lot in the vibrant Village of Ossining. With a total of 2,380 square feet across three distinct residential units—including a detached rear cottage—this offering is perfect for primary residency AND investors seeking strong income potential and long-term upside.**Unit 1 – First Floor

  James Schunk Schunk Realty Group

  39 Terrace Ave, Ossining, NY 10562
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  /13

  $440,000

  • 1 Bed
  • 2 Baths
  • 1,064 Sq Ft

  10 Sparta View Unit 30, Ossining, NY 10562

  Perfectly maintained townhouse in the Liberty Knoll complex, offering a modern touch with peaceful living. Hardwood flooring, recessed lighting, custom California closet, full half bath, private laundry. The lower levels offers more space as a finished rec room with hardwood flooring, walkout patio and backyard offers awesome and peaceful relaxation. It comes with an additional garage, community

  Amarish J. Khan Apollo Real Properties, Inc.

  10 Sparta View Unit 30, Ossining, NY 10562
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  /23

  $575,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  203 Glenwood Dr, Briarcliff Manor, NY 10510

  Scarborough Glen is a lovely community featuring condominium and townhouse style homes with beautifully landscaped grounds complete with wooded nature preserve. Amenities include in ground pool, playground, fitness center and beautiful community room. Close to shops, restaurants, Sleepy Hollow Country Club, Scarborough or Ossining train station, Croton Aqueduct trailway, Rockefeller State

  Deborah Valentino Houlihan Lawrence Inc.

  203 Glenwood Dr, Briarcliff Manor, NY 10510
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  /30

  $679,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  2 Jenkins Ct, Ossining, NY 10562

  Welcome to 2 Jenkins Ct, located on a quiet, cul-de-sac, just 1.3 miles to the Ossining Metro North Station, walking distance to local elementary and middle school; and also within minutes to local shopping, restaurants and several parks. Large entry foyer with half bath, Living room with fireplace, formal dining room and eat-in-kitchen with access to the rear patio and fenced in yard, make

  Tina Ciufo William Raveis-New York LLC

  2 Jenkins Ct, Ossining, NY 10562
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  /18

  $525,000

  • 4 Beds
  • 1 Bath
  • 1,306 Sq Ft

  5 Amawalk Ct, Ossining, NY 10562

  This charming 4-bedroom cape cod in the sought after "Indian Village" on a cul de sac offers the perfect blend of cozy and convenient living. With its warm and inviting atmosphere, you are sure to feel right at home. The classic design of the house gives it a timeless appeal that you'll appreciate for years to come. Outside, you will find a large private backyard that is perfect for outdoor

  Rose Asprea Houlihan Lawrence Inc.

  5 Amawalk Ct, Ossining, NY 10562
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  /26

  $499,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,031 Sq Ft

  8 Samstag Ave, Ossining, NY 10562

  Charming ranch offers a bright and spacious living room with built-in shelves, an eat-in-kitchen with an island, granite counters and stainless steel appliances. Privacy abounds in this spacious, fenced-in yard. One car garage. Storage room in the basement. Ample off-street parking in the driveway. Close to shops, parks, and transportation. The Croton Aqueduct Trail is one block away. Three

  Maureen McEnroe Joyce Realty Corp

  8 Samstag Ave, Ossining, NY 10562
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  /31

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft

  5 Jenkins Ct, Ossining, NY 10562

  Welcome to this sun-filled and spacious 3-bedroom home that lives like a 4-bedroom, offering the perfect blend of comfort, versatility, and convenience. Situated on a cul-de-sac, this home features a private, level, fully fenced-in yard, ideal for outdoor enjoyment, play, and entertainment. Inside, you’ll find a flexible bonus room, perfect as a home office, nursery, or gym, plus an additional

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  5 Jenkins Ct, Ossining, NY 10562
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  /20

  $120,000

  • 1 Bath
  • 650 Sq Ft

  119 S Highland Ave Unit 5F, Ossining, NY 10562

  YOU FINALLY FOUND IT! The Perfect Studio Apartment! No Need to Look Any Further...a Beautiful Sun Drenched Unit. Great Living Space with an Alcove and Pocket Doors For Privacy Which is Currently Being Used as a Bedroom. Alcove Area Can Accommodate a Queen - Sized Bed. Common Laundry on lobby level, Where You Will Also Find the Storage Room and the Secure Package Room. Come take a look!! You

  Dina Lewis Weichert Realtors Signature Pr

  119 S Highland Ave Unit 5F, Ossining, NY 10562
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  /13

  $370,000

  • 1 Bed
  • 1 Bath
  • 825 Sq Ft

  6 Steven Dr Unit 5, Ossining, NY 10562

  First floor lawn view unit with deck and garden box in the coveted Hudson View Development. One walks into open floor plan living room with a stone fireplace. The unit flows into a separate dining area and kitchen with shining granite counters and stainless steel appliances. Off the living room and down a separate hallway there is a large bedroom with a walk-in closet adjacent to a newly

  Timothy Williamson William Raveis-New York LLC

  6 Steven Dr Unit 5, Ossining, NY 10562
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  /41

  $595,000

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  47 Pine Ave, Ossining, NY 10562

  Come view this immaculately kept gem located in Ossining Village. First time to market in 45 years, this charming 4 bedroom, 2 full bath classic Cape boasts a new kitchen and updated baths. First floor features a bedroom with full bath for primary use or potential guest suite. Second floor has three rooms and full hall bath. Third room on this level perfect for nursery or home office. Basement

  Kathy Kane Coldwell Banker Realty

  47 Pine Ave, Ossining, NY 10562
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  /5

  $150,000

  • Land
  • 0.10 Acre
  • $1,500,000 per Acre

  5-7 Hill St, Ossining, NY 10562

  Rare level vacant lot located on quiet dead end street. Potential for seasonal vista views of Hudson & Palisades. Zoning allows for Two-family or Single-family home. Sidewalk, municipal sewer & water, electric, gas, and cable in immediate proximity of subject property. Planning & ZBA approval required!

  Greg Kane Kane & Associates

  5-7 Hill St, Ossining, NY 10562
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  /5

  $160,000

  • Land
  • 0.34 Acre
  • $470,588 per Acre

  82 Dale Ave, Ossining, NY 10562

  An incredible opportunity to own three vacant lots being sold together in a desirable Village of Ossining location! Zoned for two-family residences, this property offers endless possibilities. Conveniently located near shops, parks, schools, public transportation and the Hudson River. Taxes listed include all three lots.

  Rachel McLoughlin Compass Greater NY, LLC

  82 Dale Ave, Ossining, NY 10562
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  /24

  $159,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  117 S Highland Ave Unit 6J, Ossining, NY 10562

  Nestled within the Parkview Cooperative Complex, Unit 6J is a charming and well maintained one bedroom , one bathroom condominium that offers a comfortable and convenient living space. This home benefits from a thoughtfully designed layout, filled w natural light and offering a peaceful atmosphere. The complex boats a host of desirable amenities including an updated lobby, secure intercom

  MARY BOYER eXp Realty

  117 S Highland Ave Unit 6J, Ossining, NY 10562
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  /45

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 2,585 Sq Ft

  38 Ganung Dr, Ossining, NY 10562

  Welcome to 38 Ganung Drive in Ossining, where flexibility, space, and location come together in one exceptional property. This 4-bedroom, 3.5-bath home offers a versatile layout that works beautifully for a variety of needs. Whether you're looking for a mother/daughter setup or need space for extended living with a separate in-law suite, this home provides options that are hard to find.Set in an

  Alex Mashkin Keller Williams Realty Partner

  38 Ganung Dr, Ossining, NY 10562
• 

  

  /42

  $560,000

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft

  224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510

  Life's a dream in this renovated 2-bed/2.1-bath duplex condo with Hudson River views. Large, main-level open floor plan. Living area with Hudson River views from slider to balcony with retractable awning. Dining area with Juliet balcony and pass-through to updated kitchen with stainless steel appliances & granite counter tops. Refreshed powder room adjoins entry hall. Upstairs landing suitable

  Stacy Levey William Raveis-New York, LLC

  224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510
• 

  

  /23

  $323,000

  • 1 Bed
  • 1 Bath
  • 1,260 Sq Ft

  16 Rockledge Ave Unit 4A-1, Ossining, NY 10562

  One of the best apartments in the complex, Welcome to Scarborough Manor, a gated community! Situated along the Hudson River, enjoy this oversized (over 1200 sq.ft.) freshly painted one bedroom, one bath apartment. Inside you will find a large living room with an entrance to your private terrace, an updated kitchen with stainless steel appliances, and plenty of room to entertain and relax. This

  Marco Ricchiuti Compass Greater NY, LLC

  16 Rockledge Ave Unit 4A-1, Ossining, NY 10562

Showing Results 1 - 40, Page 1 of 2

About Ossining

Ossining is a town in Westchester County with two villages, the Hudson River along the western edge and a growing downtown scene. The Sintsink Native American tribe lived in the area first, leading to the village’s first name — “Sing Sing.” The Sing Sing Prison caused controversy in the 20th century, so the town name was changed to Ossining in 1901 to separate the town from the prison’s reputation and avoid public confusion.

Greg Young has been an Ossining resident since 2020 and owns Ossining Riverworks, a local coworking community. “My wi ...

Learn more about living in Ossining

Frequently Asked Questions

What is the average home price in Ossining, NY?

Homes for sale in Ossining, NY have an average home price of $680,061.

How many homes have sold over the last 12 months in Ossining, NY?

263 homes have sold in Ossining, NY over the last 12 months.

Is Ossining, NY a safe city?

In general, the safest neighborhoods in Ossining, NY with lower crime scores are Briarcliff Manor Village and Ossining Village.

What are the most popular zip codes in Ossining, NY?

The most popular zip codes in Ossining, NY include 10463, 10471, 10583, 10708 and 06830.

What are the most popular neighborhoods in Ossining, NY?

The most popular neighborhoods in Ossining, NY with the most homes for sale are Briarcliff Manor Village, Crotonville and Ossining Village.

How much do you need to make to afford a house in Ossining?

The median home price in Ossining is $595,000. If you put a 20% down payment of $119,000 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $3,110 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $133K a year to afford the median home price in Ossining.

How are the schools in Ossining, NY?

Ossining, NY has highly rated public and private schools. Some of the best schools in Ossining based on Niche Grades are Briarcliff High School, Briarcliff Middle School and Todd Elementary School. The neighborhoods in Ossining with the highest rated schools are Briarcliff Manor Village, Crotonville and Ossining Village. Browse all the schools in Ossining, NY to learn more.

Home Trends in Ossining, NY

On average, homes in Ossining, NY sell after 43 days on the market compared to the national average of 47 days. The average sale price for homes in Ossining, NY over the last 12 months is $652,434, up 9% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)

$610,000

Median Single Family Price

$705,000

Median Townhouse Price

$595,000

Median 2 Bedroom Price

$443,666

Median 1 Bedroom Price

$360,000

Average Price Per Sq Ft

$349

Number of Homes for Sale

48

Last 12 months Home Sales

263

Months of Supply

2.20

Median List Price

$595,000

Median Discount From 1st List Price

-3%

Median Home Sale Price YoY Change

11%