11,369

Ossining, NY Homes

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  • /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

    $4,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • House for Rent

    13 Yates Ave, Ossining, NY 10562

    Welcome home to this impeccable turnkey residence on a quiet, tree-lined street — a home that’s been completely gut renovated and finished to perfection. Every detail reflects quality craftsmanship, modern comfort, and effortless style.From the moment you arrive, the manicured front lawn and beautiful stone steps lead you into a warm and welcoming entryway. On the main level, you’ll find

    Michael A Tarallo Giner Real Estate Inc.

    13 Yates Ave, Ossining, NY 10562
  • 15 Dale Ave, Ossining, NY 10562

    $639,000 Sold Oct 09, 2025

    • 1,568 Sq Ft
    • $408/SF
    • 63 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    15 Dale Ave, Ossining, NY 10562

    A rare opportunity to own this well built 1880's Duplex home with covered front porch & perimeter fence! Nestled in the 'Upper Hollow' neighborhood within the village, the immediate proximity to Washington Square shops, Library, and bus stop, are appreciated amenities & conveniences. Updates are noted to the main roof, gas hw heating system, electrical panels & gas meters, vinyl siding &

    Greg Kane Kane & Associates

    15 Dale Ave, Ossining, NY 10562
  • /33

    $550,000 Pending

    • 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
  • /17

    $2,950 - $5,500 per month

    Parth Knolls Apartments

    1 - 2 Beds

    87 Hawkes Ave, Ossining, NY 10562

    CONTACT US DIRECTLY, NO BROKER FEE!!! WESTCHESTER MAGAZINE BUILDER AWARD FINALIST FOR BEST LUXURY MULTIFAMILY PROPERTY- PARTH KNOLLS is Luxury at your Leisure with the look and feel of single-family home living. Most apartments feature a study, which is perfect for your home office. Onsite indoor and assigned outdoor parking, spacious oversized units, In-unit full-sized Washer & Dryer in your

    87 Hawkes Ave, Ossining, NY 10562
  • 15 Deertree Ln, Briarcliff Manor, NY 10510

    $965,000 Sold Oct 09, 2025

    • 2,882 Sq Ft
    • $335/SF
    • 56 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1997

    15 Deertree Ln, Briarcliff Manor, NY 10510

    Welcome home to the charming and historic village of Briarcliff Manor in the Rivertowns of Northern Westchester! A highly desirable Wyndcrest community within the Briarcliff School District and in a very convenient location. The building structures feature a classic exterior and geometric elements in the interior, situated in a cul-de-sac with scenic views of rock and mountains within the

    Iris Lu-Notis Coldwell Banker Realty

    15 Deertree Ln, Briarcliff Manor, NY 10510
  • /14

    $899,999

    • 4 Beds
    • 3 Baths
    • 2,392 Sq Ft

    120 Morningside Dr, Ossining, NY 10562

    STUNNING, Georgous, Elegant, remarkable, a few words that don't even begin to scratch the service to describe this property. Your Ossining NY, Westchester County Oasis awaits at 120 Morningside Drive. A Spacious 4 Bedroom 3 Bathroom Home on over half an acre you will surely want to host in. No expense has been spared on this Home, whether its been on the costumed built bar in the basement, to the

    Manuel Galan eXp Realty

    120 Morningside Dr, Ossining, NY 10562
  • /36

    $7,450 per month

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft
    • House for Rent

    Unlisted Address

    HUDSON RIVER VIEWS | MID-CENTURY MODERN GEM | PRIVATE WOODED ACRE Less than an hour from Manhattan, this stunning restored mid-century modern glass house sits on 1 private acre with sweeping Hudson River and mountain views. Floor-to-ceiling windows in nearly every room connect light-filled spaces to nature. Features include wood burning fireplace, floating staircase, iconic fixtures, warm wood

    Jonathan Minerick HomeCoin.com

    Unlisted Address
  • 17 Deertree Ln, Briarcliff Manor, NY 10510

    $975,000 Sold Oct 09, 2025

    • 2,745 Sq Ft
    • $355/SF
    • 75 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 1996

    17 Deertree Ln, Briarcliff Manor, NY 10510

    Welcome to this move-in ready end-unit townhome that lives like a 3 bedroom in the highly sought-after Wyndcrest community, crafted by GDC, in the charming village of Briarcliff Manor. Designed with a modern aesthetic and a thoughtful layout, this home offers comfort, style, and convenience in equal measure. The beautifully updated eat-in kitchen features granite countertops, a classic tile

    Suzan Zeolla Houlihan Lawrence Inc.

    17 Deertree Ln, Briarcliff Manor, NY 10510
  • /18

    $750,000

    • 2 Beds
    • 1 Bath
    • 1,469 Sq Ft

    1305 Grants Ln, Ossining, NY 10562

    Set on more than 4 serene wooded acres, this architectural gem offers a rare combination of privacy and accessibility, just an hour from NYC. Designed in the 1940s by renowned architects Jean and Don Graf as a personal getaway, the fieldstone mid-century modern home captures a timeless organic presence that grounds the home to its natural wooded setting. Enjoy peaceful, sun-dappled interiors,

    Beth Silfen Compass Greater NY, LLC

    1305 Grants Ln, Ossining, NY 10562
  • /18

    $2,550 per month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Condo for Rent

    7 Snowden Ave Unit B1, Ossining, NY 10562

    7 Snowden Ave Unit B1, Ossining, NY 10562
  • 133 S Highland Ave Unit 2A5, Ossining, NY 10562

    $159,000 Sold Oct 08, 2025

    • 750 Sq Ft
    • $212/SF
    • 15 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1986

    133 S Highland Ave Unit 2A5, Ossining, NY 10562

    Welcome to your new home! This beautiful co-op features a sleek and contemporary design, perfect for today's lifestyle.The kitchen boasts granite countertops and stainless steel appliances, making it a chef's dream. The spacious living room is equipped with stylish lighting fixtures, creating a warm and inviting atmosphere.Residents can enjoy the community pool and basketball courts for

    Andrea Mancusi Coldwell Banker Realty

    133 S Highland Ave Unit 2A5, Ossining, NY 10562
  • /39

    $899,888

    • 4 Beds
    • 2.5 Baths
    • 3,946 Sq Ft

    59 Somerstown Rd, Ossining, NY 10562

    Welcome to this stunning Hudson Valley Greek Revival home, a rare architectural gem that blends historic elegance with modern comfort. Set on a beautifully landscaped, park like property with fruit trees and ornamental gardens, this 4+ bedroom, 2.5 bath home offers a peaceful country lifestyle just minutes from vibrant Hudson Valley villages, towns and amenities. Enter through a circular driveway

    Janet Brand Houlihan Lawrence Inc.

    59 Somerstown Rd, Ossining, NY 10562
  • /8

    $2,975 per month

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Apartment for Rent

    8 Rockledge Ave, Ossining, NY 10562

    Wonderful Rental Opportunity in Ossining NY! Welcome to your newly renovated 2-bedroom, 1-bath apartment located on the first floor of a well-maintained home. All within walking distance to the Scarborough train station, local shops, bus routes, and wonderful restaurants. Enjoy a spacious primary bedroom and a generous second bedroom, both featuring beautiful hardwood floors. The full bathroom

    Maria Vele Keller Williams Realty Partner

    8 Rockledge Ave, Ossining, NY 10562
  • 4 Redway Rd, Ossining, NY 10562

    $760,000 Sold Oct 07, 2025

    • 1,689 Sq Ft
    • $450/SF
    • 11 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    4 Redway Rd, Ossining, NY 10562

    A lovely Raised Ranch sitting on a quiet cul-de-sac, 4 Redway is a welcoming home on a level lot with an open floor plan. This charming 3 bedroom Raised Ranch with one full bath on the main level and a powder room on the lower level is perfect flow for entertaining. The roomy lower level features a wood burning fireplace, laundry room, powder room and easy access to the 2 car garage. The

    Maureen Verre Houlihan Lawrence Inc.

    4 Redway Rd, Ossining, NY 10562
  • /38

    $799,000

    • 3 Beds
    • 3.5 Baths
    • 2,678 Sq Ft

    70 Briarbrook Dr, Briarcliff Manor, NY 10510

    Welcome to this beautifully maintained 3-bedroom, 3.1-bath end-unit townhome in the sought-after Scarborough Glen community of Briarcliff Manor—where comfort, style, and convenience meet. This bright and spacious home features hardwood floors and elegant crown molding throughout the main level. The inviting living room offers recessed lighting and two sliding glass doors that open to a private

    Suzan Zeolla Houlihan Lawrence Inc.

    70 Briarbrook Dr, Briarcliff Manor, NY 10510
  • /8

    $1,200 per month

    • Studio
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    25 S Highland Ave Unit apartment 1, Ossining, NY 10562

    Studio Apt with Heat and hot water included. Private entrance close to train station, walking distance and bus stops. No pets 1 month security Nice area

    25 S Highland Ave Unit apartment 1, Ossining, NY 10562
  • 31 Murray Ln, Ossining, NY 10562

    $845,000 Sold Oct 07, 2025

    • 2,068 Sq Ft
    • $409/SF
    • 15 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2003

    31 Murray Ln, Ossining, NY 10562

    Welcome to 31 Murray Avenue – where style, charm, and convenience converge in the heart of Ossining. Ideally located close to the elementary and middle schools, this thoughtfully designed home also offers seasonal Hudson River views and easy access to nearby parks, the riverfront, and Ossining’s vibrant downtown filled with shops and restaurants. Inside, you'll find sun-drenched living spaces and

    Daniella Ingenito Compass Greater NY, LLC

    31 Murray Ln, Ossining, NY 10562
  • /33

    $799,800

    • 5 Beds
    • 3 Baths
    • 2,429 Sq Ft

    48 Ganung Dr, Ossining, NY 10562

    Welcome to this beautifully maintained 5-Bedroom, 3-Bath expanded ranch-style home – the perfect blend of convenience, comfort, and natural beauty.Step inside and be greeted by refinished hardwood floors flowing seamlessly through the living room, dining room, and home office. The sun-filled family room with its dramatic cathedral ceiling opens to a level, expansive backyard – an outdoor

    Janet Brand Houlihan Lawrence Inc.

    48 Ganung Dr, Ossining, NY 10562
  • /21

    $3,400 per month

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft
    • Apartment for Rent

    125 Main St Unit 1B, Ossining, NY 10562

    You will fall in love with this FULLY RENOVATED Immaculate 2BR/2BA Apartment located on Main Street in downtown Ossining! This fully accessible ground-level unit is teeming with elegance and historic charm, offering many great amenities, including Central Air, BIG Closets, Hi-End Finishes, and an exposed brick wall. Just 48 minutes by Train to GCS (and just a few short blocks away), and Close to

    Jenifer Ross eXp Realty

    125 Main St Unit 1B, Ossining, NY 10562
  • 705 Briarcliff Dr S, Ossining, NY 10562

    $445,000 Sold Oct 07, 2025

    • 1,288 Sq Ft
    • $345/SF
    • 46 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    705 Briarcliff Dr S, Ossining, NY 10562

    Enjoy carefree living...Embrace comfort and convenience living in this large two-bedroom, two-full bath condominium in the desirable Briarcliff Woods community in prime northern Ossining location. Enjoy breathtaking views from this light and bright, spacious upper-level END UNIT with southern exposure. Features include beautiful hardwood-look laminate flooring, recessed ceiling lighting, formal

    Cindy Cassuto Corcoran Legends Realty

    705 Briarcliff Dr S, Ossining, NY 10562
  • /33

    $587,000

    • 2 Beds
    • 2.5 Baths
    • 1,864 Sq Ft

    26 Fawn Ct, Ossining, NY 10562

    Tucked away at the peaceful end of a cul-de-sac, this sun-filled corner-unit townhouse combines comfort, style, and convenience in the desirable Deerfield community. The first floor welcomes you with an open layout featuring a spacious living room, anchored by a cozy fireplace. Sliding doors lead from the living room to a private deck, offering a tranquil spot to relax outdoors. You’ll enjoy a

    Joni Alexopoulos Julia B Fee Sothebys Int. Rlty

    26 Fawn Ct, Ossining, NY 10562
  • /23

    $2,950 per month

    • 2 Beds
    • 1 Bath
    • 968 Sq Ft
    • Apartment for Rent

    125 Main St Unit 2A, Ossining, NY 10562

    Come see this FULLY RENOVATED Immaculate 2BR Apartment located on Main Street in downtown Ossining!The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the

    Jenifer Ross eXp Realty

    125 Main St Unit 2A, Ossining, NY 10562
  • 196 Charter Cir Unit 196, Ossining, NY 10562

    $240,000 Sold Oct 07, 2025

    • 900 Sq Ft
    • $267/SF
    • 45 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    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
  • /41

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,658 Sq Ft

    18 Adams Rd, Ossining, NY 10562

    Welcome to 18 Adams Road! This charming property is tucked away on a quiet dead-end street off Exit 9 of the Taconic Parkway, a peaceful location with no through traffic and a beautiful setting on about 1.33 acres of land featuring expansive front and back yards. This lovely 3-bedroom, 2-bath home offers the perfect blend of comfort and space with the unique bonus of breathtaking sunrise and

    Blas Ortiz Keller Williams NY Realty

    18 Adams Rd, Ossining, NY 10562
  • /18

    $2,250 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    125 Main St Unit 2A, Ossining, NY 10562

    Come see this FULLY RENOVATED Immaculate 1BR Apartment located on Main Street in DT Ossining!The unit is teeming with elegance and offers many great amenities, including Central Air, Smart Thermostat, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views

    Jenifer Ross eXp Realty

    125 Main St Unit 2A, Ossining, NY 10562
  • 35 Mystic Dr, Ossining, NY 10562

    $925,000 Sold Oct 06, 2025

    • 2,700 Sq Ft
    • $343/SF
    • 20 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 1996

    35 Mystic Dr, Ossining, NY 10562

    Welcome to Mystic Pointe! This beautifully updated 2-bedroom, 3.1-bath Biscayne model end-unit Townhome is ideally located within the highly sought-after gated community, offering privacy and serene views of the adjacent nature trail.Thoughtfully renovated and freshly painted, this tri-level home features dramatic vaulted ceilings, skylights, and two private decks. The main level boasts a

    Wendy Nolan Houlihan Lawrence Inc.

    35 Mystic Dr, Ossining, NY 10562
  • /38

    $899,000

    • 3 Beds
    • 3 Baths
    • 2,614 Sq Ft

    40 Magnolia Rd, Briarcliff Manor, NY 10510

    Welcome home to this inviting 3-bedroom, 3-bathroom residence where a thoughtful open-concept design creates a seamless flow for daily life and entertaining. The main floor is a showstopper, with a bright and airy living room with two-sided fireplace that connects effortlessly to the dining area and kitchen. Preparing meals is a dream in this designer kitchen with Sub-Zero and Bosch appliances

    Denyse Fecteau Denyse M. Fecteau

    40 Magnolia Rd, Briarcliff Manor, NY 10510
  • /22

    $4,900 per month

    • 2 Beds
    • 1.5 Baths
    • 1,558 Sq Ft
    • Townhouse for Rent

    51 Colby Ln, Briarcliff Manor, NY 10510

    Don’t miss this opportunity to enjoy all that village living has to offer at 51 Colby Lane in Briarcliff Manor. This beautifully maintained and updated 2-bedroom, 1.5-bath end-unit townhome features hardwood floors throughout and lives like a single-family home.The updated eat-in kitchen includes stainless steel appliances, a brand-new refrigerator, granite countertops, a large center

    Wendy Phillips Corcoran Legends Realty

    51 Colby Ln, Briarcliff Manor, NY 10510
  • 92 Dale Ave, Ossining, NY 10562

    $405,000 Sold Oct 03, 2025

    • 780 Sq Ft
    • $519/SF
    • 44 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1928

    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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