Ossining, NY Houses for Sale

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  $1,099,000

  • 5 Beds
  • 3 Baths
  • 3,972 Sq Ft

  83 McDonald Rd, Ossining, NY 10562

  Stunning Colonial Home Set on 1.8 Acres in Westchester County, NYWelcome to your dream home! Nestled down a picturesque 300-foot driveway, this exquisite colonial-style residence offers the perfect blend of elegance and comfort on a serene 1.8-acre lot. With 5 spacious bedrooms and 3 full bathrooms, this 3,900 square foot home (with an additional 1,100 square foot finished walk out

  Karen Gilmore Redfin Real Estate

  83 McDonald Rd, Ossining, NY 10562
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  Explore Ossining

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  $840,000

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  58 Narragansett Ave, Ossining, NY 10562

  Welcome Home to Modern Comfort and Relaxed Living!Tucked back at the end of a tree lined driveway and away from the main road, making it an absolute private and quiet oasis, you will discover this beautifully updated 4-bedroom, 2.5-bath detached single-family home offering 2,202 sq ft of thoughtfully designed living space on a generous 0.29-acre lot. A beautiful and professional installation

  Luis Morgado HomeSmart Homes & Estates

  58 Narragansett Ave, Ossining, NY 10562
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  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft

  110 Pine Ave, Ossining, NY 10562

  Fall in love with this charming colonial-style home offering endless potential to make it your own. As you enter, you’re greeted by a welcoming enclosed front porch, perfect for enjoying morning coffee or adding a touch of seasonal charm. Inside, the spacious living room flows effortlessly into the dining area and office/den, creating a comfortable space for everyday living. The kitchen features

  Ana Bermeo Keller Williams Realty Partner

  110 Pine Ave, Ossining, NY 10562
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  $1,390,000

  • 6 Beds
  • 7 Baths
  • 4,495 Sq Ft

  9 Gualtiere Ln, Ossining, NY 10562

  Panoramic Hudson River Views | Custom Architecture | Resort-Style Amenities |Discover an extraordinary sanctuary, where every detail has been carefully curated to create an unparalleled living experience. This architecturally stunning residence seamlessly blends sophisticated design with the natural beauty of its coveted river view location.Make a memorable entrance through the property’s

  Irina Fiorella Coldwell Banker Realty

  9 Gualtiere Ln, Ossining, NY 10562
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  $1,349,000 Open Sat 10:30AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,413 Sq Ft

  78 Alder Dr, Briarcliff Manor, NY 10510

  Backyard Oasis in Briarcliff Manor School District! This beautifully maintained 4-bedroom, 3-bath residence offers over 2,500 sq ft of bright, versatile living space in one of the area’s most desirable neighborhoods. The main level features a spacious, open flow with sun-filled living and dining areas, a center island kitchen and seamless access to the outdoors. Four generously sized bedrooms,

  Jamey Gelardi Houlihan Lawrence Inc.

  78 Alder Dr, Briarcliff Manor, NY 10510
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  /27

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  2 Creighton Ln, Briarcliff Manor, NY 10510

  Located in the sought-after River Road enclave of Briarcliff Manor, situated near the Aqueduct Trail and Rockefeller State Park Preserve, this immaculate colonial offers timeless charm and modern comfort.A spacious entry foyer welcomes you into a well-designed layout featuring a formal living room, inviting family room, and elegant dining room. Enjoy seasonal views of the river from several

  Elaine Wasserman Houlihan Lawrence Inc.

  2 Creighton Ln, Briarcliff Manor, NY 10510
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  $1,550,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,592 Sq Ft

  23 Brookwood Dr, Briarcliff Manor, NY 10510

  Impeccably maintained and artfully styled, this four-bedroom, three-and-a-half-bath French Country Colonial marries refined elegance with effortless modern living. Step through the double front doors into a dramatic two-story foyer, where rich hardwood floors and graceful millwork introduce interiors that flow seamlessly from room to room. At the home’s heart, an open-concept core—living room

  Francie Malina Compass Greater NY, LLC

  23 Brookwood Dr, Briarcliff Manor, NY 10510
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  /45

  $1,849,000

  • 4 Beds
  • 5.5 Baths
  • 4,500 Sq Ft

  39 Admiral Wordens Ln, Briarcliff Manor, NY 10510

  Elegant Colonial Living in the Heart of Briarcliff Manor. Experience the perfect balance of luxury, comfort, and convenience in this meticulously maintained Center Hall Colonial, ideally situated on 1.37 acres at the end of a quiet cul-de-sac in Briarcliff Manor. Designed for both everyday living and grand entertaining, this home offers refined details, modern updates, and a lifestyle that

  Janet Brand Houlihan Lawrence Inc.

  39 Admiral Wordens Ln, Briarcliff Manor, NY 10510
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  /32

  $899,000

  • 3 Beds
  • 3 Baths
  • 2,550 Sq Ft

  31 Magnolia Rd, Briarcliff Manor, NY 10510

  Accepted offer....Welcome to your dream home in this desirable Chilmark Park neighborhood. This lovely split-level home offers the perfect combination of space, comfort, and style. Situated on a half-acre of land, this property boasts three bedrooms, three baths, and many features that make it a must-see. As you step inside, you'll be greeted by entry with vaulted ceilings, a sun filled sunken

  Lena O'Neill Howard Hanna Rand Realty

  31 Magnolia Rd, Briarcliff Manor, NY 10510
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  $1,090,000

  • 3 Beds
  • 2.5 Baths
  • 3,990 Sq Ft

  81 Glendale Rd, Ossining, NY 10562

  Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with possibility for in-law

  Helena Macintyre North Country Sothebys Int Rlt

  81 Glendale Rd, Ossining, NY 10562
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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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  $1,100,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  3 Holbrook Rd, Briarcliff Manor, NY 10510

  Behind stately iron gates on a quiet, tree-lined street in the heart of Briarcliff Manor, a remarkable home awaits—steeped in history, wrapped in charm, and gracefully updated for modern living. Originally built in 1897 as part of the historic Macy Estate, this enchanting Tudor-style Gate House offers a rare blend of vintage character and contemporary comfort across approx 2,800 square feet of

  Kathryn Weinberger Compass Greater NY, LLC

  3 Holbrook Rd, Briarcliff Manor, NY 10510
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  $1,325,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,078 Sq Ft

  12 Country Club Ln N, Briarcliff Manor, NY 10510

  Elegant 3-Bedroom Retreat with Hudson River Views near Sleepy Hollow Country Club. Nestled on a peaceful cul-de-sac, this stately 3 bedroom, 2.5 bath home offers refined living with breathtaking views of the Hudson River. Step inside to discover a sun-drenched formal living room featuring a beautiful bay window for taking in the view. The spacious family room was made for cozy nights, anchored by

  Michael Criscuolo Houlihan Lawrence Inc.

  12 Country Club Ln N, Briarcliff Manor, NY 10510
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  $1,650,000

  • 4 Beds
  • 5 Baths
  • 4,794 Sq Ft

  152 Tower Hill Rd, Briarcliff Manor, NY 10510

  Rare opportunity on coveted secluded road on the grounds of Sleepy Hollow Country Club, one of only a handful of homes. Move right in to this bright Contemporary home with wooded and river views, including an open floor plan and high ceilings. Large living room and family room, each with distinctive fireplaces. Recently redone first floor primary suite with many built ins including a lift for TV

  Andrea Martone Houlihan Lawrence Inc.

  152 Tower Hill Rd, Briarcliff Manor, NY 10510
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  $849,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft

  34 Ganung Dr, Ossining, NY 10562

  Welcome to 34 Ganung Drive. A charming property located in the Torbank Bank neighborhood on one of the most sought-after streets in the Town of Ossining. This beautifully appointed 3-bedroom, 2-bath home offers ample space for relaxation and entertainment with exceptional convenience for today’s lifestyle. Inside, the kitchen is a chef’s delight, featuring custom cabinetry and granite countertops

  Valerie Cascione Compass Greater NY, LLC

  34 Ganung Dr, Ossining, NY 10562
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  $5,500,000

  • 7 Beds
  • 5.5 Baths
  • 5,700 Sq Ft

  433 Arcady Rd, Ossining, NY 10562

  Old Dam Farm — A Rare Hudson Valley LegacySet on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season.At its heart stands a

  Nancy Kennedy

  433 Arcady Rd, Ossining, NY 10562
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  /26

  $869,000

  • 3 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  175 Chappaqua Rd, Briarcliff Manor, NY 10510

  Beautiful home on .83 acre of majestically landscaped Property. Home offers Kitchen/ Dining room combo, living room, primary Bedroom with Ensuite bathBedroom, Bedroom Hall bath. Lower level offers family room with gas fireplace and bar great for entertaining, bathroom, laundry and access to two car garage. The exterior white brick with black trim is consistent with the modern style of today.

  Kathleen Zaccagnino Rye Port Real Estate, Inc.

  175 Chappaqua Rd, Briarcliff Manor, NY 10510
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  /25

  $599,000

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft

  19 1st Ave, Ossining, NY 10562

  Welcome to this delightful home nestled on a lovely, peaceful street in the village of Ossining. This charming property offers the perfect blend of classic charm and modern convenience, ideal for those looking to enjoy a serene lifestyle in a walking neighborhood.Step onto the inviting rocking chair front porch, a perfect spot to unwind and enjoy the tranquility of your surroundings.

  Valerie Cascione Compass Greater NY, LLC

  19 1st Ave, Ossining, NY 10562
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  $725,000

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft

  5 Cedar Place, Ossining, NY 10562

  Stunning 3-bedroom, 3-bath colonial retreat tucked away on a private dead-end street in coveted Ossining, NY. Discover Hudson River living at its finest in this rapidly appreciating Westchester County gem where natural beauty meets small-town charm. Step inside to gleaming hardwood floors and upgrades throughout. The thoughtfully designed main level flows seamlessly from the welcoming living

  Brian Perez Century 21 Hire Realty

  5 Cedar Place, Ossining, NY 10562
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  $529,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,276 Sq Ft

  90 State St, Ossining, NY 10562

  Charming colonial awaits in coveted Ossining location! This well-maintained two-story home offers three comfortable bedrooms and one and a half baths, perfectly positioned near the scenic Hudson River and just steps from downtown's vibrant shops and dining. Built with classic colonial character, this home welcomes you with a delightful front porch - perfect for morning coffee or evening

  Brian Perez Century 21 Hire Realty

  90 State St, Ossining, NY 10562
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  $359,222

  • 2 Beds
  • 1.5 Baths
  • 972 Sq Ft

  42 Campwoods Grounds, Ossining, NY 10562

  Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a single-family home, just minutes from parks, schools, shops, and transportation. This beautifully updated home features a renovated eat-in kitchen complete with stainless steel appliances, an

  Mark Seiden Mark Seiden Real Estate Team

  42 Campwoods Grounds, Ossining, NY 10562
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  /37

  $789,000

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

  38 Ganung Dr, Ossining, NY 10562

  Located in the highly desirable Torbank neighborhood, this beautifully maintained split-level home offers 4 bedrooms, 3.5 baths, and a perfect balance of comfort, thoughtful updates, and eco-conscious living. Hardwood floors run throughout the home, enhancing its warmth and timeless appeal. A serene main-level bedroom suite includes a walk in closet, Ensuite full bath with shower, and direct

  Janet Brand Houlihan Lawrence Inc.

  38 Ganung Dr, Ossining, NY 10562
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  $699,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft

  6 Leawood Dr, Briarcliff Manor, NY 10510

  Nestled on a quiet, tree-lined cul-de-sac in the heart of sought-after Briarcliff Manor, this beautifully maintained 3-bedroom, 2-bath split-level home offers comfort, style, and flexibility for modern living. Walk in to the open living room/dining room as it wraps around to the kitchen. Harwood floors throughout, dining room leads to the deck. Offering peace and quiet after a long day.Step into

  Kimberly Cacace Howard Hanna Rand Realty

  6 Leawood Dr, Briarcliff Manor, NY 10510
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  $1,349,000

  • 4 Beds
  • 3.5 Baths
  • 2,799 Sq Ft

  102 Butternut Rd, Briarcliff Manor, NY 10510

  Set on nearly an acre of beautifully landscaped property in a quiet cul-de-sac, this updated four-bedroom, three-and-a-half-bathroom Contemporary split-level home offers bright, open living spaces. Located in the desirable Briarcliff Manor School District, this home is perfect for both entertaining and everyday living. The main level features a spacious living room with a wood burning fireplace,

  Cindy Glynn Compass Greater NY, LLC

  102 Butternut Rd, Briarcliff Manor, NY 10510
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  $599,000

  • 3 Beds
  • 2 Baths
  • 971 Sq Ft

  7 Belleview Ave, Ossining, NY 10562

  This beautifully maintained & newly renovated 3 bedroom l 2 bathroom home blends cozy charm, and stunning natural beauty. Featuring a new roof, private parking, built-in security cameras, and ample storage, this home is designed for lasting comfort and peace of mind.Inside, enjoy a bright kitchen with brand-new appliances, plus a new washer and dryer. The full basement includes a private

  Gloria Correa Cepin eXp Realty

  7 Belleview Ave, Ossining, NY 10562
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  /19

  $328,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  17 Campwoods Grounds, Ossining, NY 10562

  A home is something so special, it is indescribable. It is not about the structure or the place or the house, but it is about feelings, important things like being with the people you love, great experiences and memories. A home should make you feel safe, loved, and special.This two bedroom 1 bath updated cottage gives everyone who enters its threshold comfort, warmth, and intimacy. This home

  Rob Lowenthal Corcoran Legends Realty

  17 Campwoods Grounds, Ossining, NY 10562
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  $389,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  92 Dale Ave, Ossining, NY 10562

  Perched atop a quiet hill, this inviting 2-bedroom, 1-bath ranch is the perfect starter home and a smart alternative to condo living. The home features original hardwood floors as seen, complemented by new laminate flooring for easy maintenance and comfort. A spacious deck and surrounding lawn area offer room to relax, entertain, or garden.The full basement includes a washer/dryer hookup and

  Concetta Connie Gallo Howard Hanna Rand Realty

  92 Dale Ave, Ossining, NY 10562
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  $3,300,000

  • 5 Beds
  • 7 Baths
  • 7,931 Sq Ft

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  Luxury Meets History: Discover 36 Revolutionary Road, a true Westchester Treasure. Welcome to this private 3.83-acre estate that is perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
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  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  23 Liberty St, Ossining, NY 10562

  THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly constructed home in the heart of Westchester County. This thoughtfully designed, three-level residence is currently being built with modern energy-efficient standards and fitted with premium, top-tier appliances. Every aspect of this home has been crafted to deliver both style and functionality for today’s

  Paige Castiello Keller Williams Realty Group

  23 Liberty St, Ossining, NY 10562
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  /15

  $495,000

  • 4 Beds
  • 1 Bath
  • 1,268 Sq Ft

  35 Ann St, Ossining, NY 10562

  Charming Colonial in Prime Ossining Location!Welcome to this well-maintained single-family Colonial nestled in the heart of Ossining, NY. This inviting home offers 4 spacious bedrooms and 1 full bathroom, with the convenience of a first-floor bedroom—perfect for guests or flexible living arrangements.Located in a great neighborhood, this property combines classic charm with modern

  Chaim Lebrecht eRealty Advisors, Inc

  35 Ann St, Ossining, NY 10562
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  /27

  $699,000

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  20 Pine Ave, Ossining, NY 10562

  This huge 5-bedroom, 3-bathroom home, is beautifully maintained and tucked away on a quiet, tree-lined residential street in the heart of Ossining has 2 bedrooms conveniently located on the main level for folks not wanting to walk up steps, guest accommodations, or a private home office setup.Even more room downstairs, the fully renovated basement which has a separate entrance and full

  Marc Giles eXp Realty

  20 Pine Ave, Ossining, NY 10562
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  /20

  $670,000

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  5 Sabrina Ln, Ossining, NY 10562

  Beautifully maintained raised ranch nestled in a quiet Ossining Neighborhood-just minutes from Hudson River trails,local parks,and Metro North.Whether you’re commuting to NYC or escaping into nature,this home offers the best of both worlds.Featuring:3 bedrooms,2 full bathrooms,1,604 sqft interior on a 7,405 sqft lot.large kitchen,finished basement with laundry.2 car garage,long driveway,Built in

  Brad Turner AVWAR Realty

  5 Sabrina Ln, Ossining, NY 10562
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  $1,499,000

  • 3 Beds
  • 3.5 Baths
  • 4,300 Sq Ft

  383 Illington Rd, Ossining, NY 10562

  Welcome to 383 Illington Road – an amazing, oversized 3 bedroom colonial that lives like a 4 bedroom, with 10 foot ceilings, nestled on over 5 acres of picturesque, level land in the highly sought-after Yorktown Central School District. This exceptional property offers privacy, space, and convenience, including an additional lot with an adorable treehouse for everyone to enjoy. All just minutes

  Annette Cicinelli Keller Williams Realty Partner

  383 Illington Rd, Ossining, NY 10562
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  $829,000

  • 3 Beds
  • 2.5 Baths
  • 2,741 Sq Ft

  401 Glenwood Dr, Briarcliff Manor, NY 10510

  Welcome to this inviting end unit townhome in the coveted Scarborough Glen community, offering a harmonious blend of space, style, and convenience. This residence boasts four fully finished levels and a serene, private wooded backyard. The sun-drenched, open-concept living and dining area is adorned with elegant hardwood floors, a cozy gas fireplace, and seamless access to a spacious private

  Stephen Lasko Compass Greater NY, LLC

  401 Glenwood Dr, Briarcliff Manor, NY 10510
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  /30

  $1,899,000

  • 5 Beds
  • 3.5 Baths
  • 4,034 Sq Ft

  205 River Rd, Briarcliff Manor, NY 10510

  Welcome to 205 River Road, a rare opportunity to own a fully renovated luxury home in Westchester County with breathtaking Hudson River views. This 5-bedroom, 3.5-bath colonial sits on a beautifully landscaped large lot in Briarcliff Manor’s highly desirable River Road neighborhood overlooking the majestic Hudson River, a quiet, tucked-away setting known for its natural beauty, privacy, and

  Lindsay DiLoreto Houlihan Lawrence Inc.

  205 River Rd, Briarcliff Manor, NY 10510
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  $1,203,000

  • 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 Refrigerator. & 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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  /46

  $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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  /49

  $4,300,000

  • 6 Beds
  • 7 Baths
  • 6,571 Sq Ft

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

  Welcome to Boxwood: A Timeless RetreatBoxwood offers a unique blend of classic Williamsburg Colonial architecture and thoughtful modern upgrades, creating a warm and inviting home that caters to both comfort and elegance. Situated on 3.895 acres of beautifully maintained grounds, this gated property provides a peaceful escape while remaining functional and accommodating for modern

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
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  /46

  $1,155,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,147 Sq Ft

  155 Revolutionary Rd, Briarcliff Manor, NY 10510

  Mid-Century Modern elegance meets cottage-core charm in this architecturally distinctive cedar home, tucked away in a serene enclave just off the Hudson River. Designed with timeless detail and expanded in 1985 by award-winning architect Don Reiman, the residence is filled with striking architectural moments—sunken living room with fireplace, soaring ceilings, walls of windows, and a stunning

  James Mulvey Jr. Houlihan Lawrence Inc.

  155 Revolutionary Rd, Briarcliff Manor, NY 10510
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  /2

  $650,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  9 Possum Rd, Ossining, NY 10562

  Bring your vision to this ranch-style home on an oversized, flat 1.17-acre lot in Ossining. This well-maintained 3-bedroom, 2-bathroom home offers approximately 1,528 square feet of living space, perfectly blending comfort and functionality. Step inside to find gleaming hardwood floors and a bright, open layout that invites relaxation and easy living. The cozy living room features a classic

  Eva Casoria eXp Realty

  9 Possum Rd, Ossining, NY 10562

Showing Results 1 - 40, Page 1 of 2

Why Live in Ossining

Ossining, NY, located in Westchester County, is a diverse town with river access and a growing downtown scene. The town includes the Villages of Ossining and Briarcliff Manor, each with its own unique residential areas such as Crotonville and Scarborough. Homes in Ossining range from split-levels, Colonial Revivals, and Cape Cods to historic mansions in Scarborough, with prices varying significantly. The downtown area, primarily along Main Street and Spring Street, is experiencing a business boom with new and modern establishments supported by recent grant funding. Market Square hosts the Ossining Down to Earth Farmers Market every Saturday, offering fresh produce and homemade goods. The town is known for its packed event schedule, including the RiverJam summer concert series at Louis Engel Waterfront Park and the annual Candy Cane Run organized by the Ossining Police Department. The park is set for renovations funded by a state grant, with community input on updates. Ossining's safety is notable, with crime rates lower than state and national averages. The town offers multiple commuting options to Manhattan, approximately 35 miles away, including the Metro-North Rail Road and Westchester County’s Bee-Line buses. The Ossining Union Free School District and Briarcliff Manor Union Free School District are highly rated, serving the town's educational needs. Residents enjoy easy access to the Hudson River for fishing and boating, and recreational spots like Croton Point Park and the Trump National Golf Club Winchester.

Learn more about living in Ossining

Home Trends in Ossining, NY

On average, homes in Ossining, NY sell after 42 days on the market compared to the national average of 52 days. The median sale price for homes in Ossining, NY over the last 12 months is $581,500, up 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$581,500

Median Single Family Sale Price

$647,500

Median Townhouse Sale Price

$583,500

Median 2 Bedroom Sale Price

$435,000

Median 1 Bedroom Sale Price

$329,000

Average Price Per Sq Ft

$344

Number of Homes for Sale

38

Last 12 months Home Sales

216

Months of Supply

2.10

Median List Price

$564,500

Median Change From 1st List Price

-2%

Median Home Sale Price YoY Change

14%