40

Ossining, NY Houses for Sale

Section Image
  • /33

    $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
  • /50

    $1,350,000

    • 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
  • /46

    $1,155,000

    • 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
  • /38

    $1,100,000

    • 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
  • /34

    $795,000

    • 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
  • /26

    $799,000

    • 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
  • /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
  • /2

    $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
  • /34

    $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
  • /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
  • /43

    $1,325,000

    • 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
  • /9

    $399,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    135 N Highland Ave, Ossining, NY 10562

    Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops,

    Wendy Galvan Century 21 Marciano

    135 N Highland Ave, Ossining, NY 10562
  • /23

    $335,000

    • 3 Beds
    • 1 Bath
    • 842 Sq Ft

    22 Lafayette Ave, Ossining, NY 10562

    Opportunity knocks. Are you looking for a starter house or is it time to downsize? 22 Lafayette Ave might be just what you've been looking for. Bring your vision and creativity to this cozy 3-bedroom, 1-bath ranch nestled on a quiet street in the heart of Ossining. Perfect for investors, contractors or handy buyers looking to build equity. Enter into a front porch leading to a living room,

    Jeffrey Hanrahan Keller Williams Realty Group

    22 Lafayette Ave, Ossining, NY 10562
  • /27

    $650,000

    • 3 Beds
    • 3 Baths
    • 1,164 Sq Ft

    53 Park Ave, Ossining, NY 10562

    Renovated ranch with over 1,800 square feet of usable space, including a 738 SF full finished walk-out basement with heat and high ceilings. The main level features an inviting stone-faced wood-burning fireplace in the living room, a dining area with soaring ceilings, two skylights, and sliders to the deck and bi-level patio, and a large, windowed, open kitchen with excellent storage that ties it

    Zoya Litinetskaya Compass Greater NY, LLC

    53 Park Ave, Ossining, NY 10562
  • /35

    $595,500

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft

    73 van Cortlandt Ave, Ossining, NY 10562

    Move right in to this brightly sun lit home. This "Turn Of The Century" Farmhouse with hardwood floors is filled with comfort and charm. The eat in kitchen is complimented with granite countertops and stainless steel appliances and a large walk in pantry. The living room with a small wood burning stove naturally flows into formal dining room with sliders to the deck. The deck overlooks a large

    Patricia Wolny Corcoran Legends Realty

    73 van Cortlandt Ave, Ossining, NY 10562
  • /36

    $1,499,000

    • 5 Beds
    • 3.5 Baths
    • 3,707 Sq Ft

    417 Long Hill Rd E, Briarcliff Manor, NY 10510

    Stunning expanded ranch with open floor plan seamlessly blends spaciousness with comfort and an abundance of natural light. Key Features:An amazing party house with an open floor plan and multiple exterior decks. This magnificent home boasts five generously sized bedrooms and a home office, thoughtfully arranged in two distinct wings. Perfect for extended

    Betsey Relyea Houlihan Lawrence Inc.

    417 Long Hill Rd E, Briarcliff Manor, NY 10510
  • /37

    $650,000

    • 4 Beds
    • 2 Baths
    • 2,049 Sq Ft

    7 Birchbrook Rd, Ossining, NY 10562

    PRICED TO SELL!!! THIS ONE WON'T LAST!!! Welcome to this charming cape with 4 bedroom and 2 full bathroom home with open yard located in the heart of Ossining, New York. The home features a living room, a kitchen, a family room, dining room. There are four well-appointed bedrooms, providing flexibility for family, guests, or a home office and two full bathrooms add ease and functionality for

    John Buoninfante Real Broker NY LLC

    7 Birchbrook Rd, Ossining, NY 10562
  • /38

    $729,000

    • 3 Beds
    • 3 Baths
    • 2,064 Sq Ft

    2A Knollwood Dr, Ossining, NY 10562

    Move right into this beautifully updated ranch set on over a half-acre of professionally landscaped, multi-level property. The sun-filled kitchen, with a wall of windows overlooking the stunning yard, features abundant counter space, double ovens, a double sink, a beverage center, and ample cabinetry with pull-out drawers—plus the convenience of hidden laundry. The open living and dining rooms

    Elyse Pace Berkshire Hathaway HS NY Prop

    2A Knollwood Dr, Ossining, NY 10562
  • /27

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,751 Sq Ft

    3 Parker Dr, Ossining, NY 10562

    Set back on nearly half an acre of private, level property, this well-cared-for 3-bedroom split-level home offers space, comfort, and tremendous potential. Located on a quiet cul-de-sac in the desirable Torbank neighborhood of Ossining, the home features a bright interior offering great natural light, a living room with floor to ceiling picture windows and a gas fireplace, dining room, a flexible

    Maura Mcspedon William Raveis Real Estate

    3 Parker Dr, Ossining, NY 10562
  • /30

    $650,000

    • 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
  • /31

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,205 Sq Ft

    54 Lincoln Ave, Ossining, NY 10562

    Spacious Custom Built 4 Bedroom Home Near Veteran’s Park Ideal for Comfortable Living and Entertaining. Discover the perfect blend of space, comfort, and lifestyle in this large custom built 4 bedroom home. Tucked in a desirable neighborhood just minutes from Veteran’s Park, this property offers a rare combination of privacy and accessibility, making it ideal for families, professionals, or

    Janet Brand Houlihan Lawrence Inc.

    54 Lincoln Ave, Ossining, NY 10562
  • /48

    $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
  • /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
  • /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
  • /34

    $699,000

    • 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
  • /28

    $529,000

    • 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
  • /26

    $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
  • /43

    $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
  • /16

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,283 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
  • /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
  • /50

    $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
  • /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
  • /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
  • /5

    $599,000

    • 3 Beds
    • 1 Bath
    • 1,276 Sq Ft

    14 Gates Ave, Ossining, NY 10562

    Welcome to 14 Gates Avenue, a unique opportunity in the heart of Ossining. This charming single-family home is being sold as-is, offering endless potential for renovation, expansion, or investment. Included in the sale is a valuable additional parcel of land, providing added privacy, space, or future development possibilities.Set on a quiet, tree-lined street, this property features a

    Tim Rothman Compass Greater NY, LLC

    14 Gates Ave, Ossining, NY 10562
  • /50

    $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
  • /47

    $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
  • /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
  • /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
  • /41

    $1,200,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,240 Sq Ft

    70 Spring Valley Rd, Ossining, NY 10562

    Tucked away on 5 private acres near the Teatown Preserve, 70 Spring Valley Road is one of the area's oldest homes — a storied farmhouse blending early American history with thoughtful modern updates. Originally built around a natural spring, this rare property offers a truly restorative setting just 45 minutes from Manhattan and only 6 minutes to the Croton-Harmon train station.Inside,

    Melissa Colabella Compass Greater NY, LLC

    70 Spring Valley Rd, Ossining, NY 10562
  • /42

    $3,500,000

    • 6 Beds
    • 5.5 Baths
    • 6,754 Sq Ft

    24 Country Club Ln, Briarcliff Manor, NY 10510

    Experience breathtaking, panoramic views of the majestic Hudson River from this exceptional sanctuary in Briarcliff Manor, NY. Reimagined and completely rebuilt in 2011, this unique home seamlessly blends elegance with serenity, offering a true connection between indoor and outdoor living. The property is designed to immerse you in nature’s beauty, with every space thoughtfully crafted to elevate

    Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty

    24 Country Club Ln, Briarcliff Manor, NY 10510
How to Buy a Home How to Finance a Home How to Sell a Home