1,758

North Ossining Homes

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  • /50

    $1,320,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,813 Sq Ft

    11 Knollwood Dr, Ossining, NY 10562

    Accepted offer. Enter through stately stone pillars and wrought iron gates to this exquisite Center Hall Colonial, perfectly set on nearly one acre of stunning, level, and fully fenced property. Every inch of this residence has been thoughtfully designed to offer an extraordinary combination of elegance, comfort, and functionality. The magnificent gourmet kitchen is a chef’s dream, featuring an

    Agent Photo

    Sherry Wiggs

    Houlihan Lawrence Inc.

    (914) 809-8240

    11 Knollwood Dr, Ossining, NY 10562
  • /15

    $2,399 - $3,195 per month

    WaterView Living

    1 - 2 Beds

    42 Cedar Ln, Ossining, NY 10562

    Waterview Living, located in Ossining NY, offers beautiful views of the Hudson River, with updated apartments and wonderful amenities. The property is situated between major highways, easy access to Metro North, and a short distance from the bustling downtown area of Ossining. There is much to do and see in this historic Rivertown. With local restaurants and the Sing Sing Kill Brewery downtown,

    42 Cedar Ln, Ossining, NY 10562
  • 14 Bridle Path Rd, Ossining, NY 10562

    $383,775 Sold Dec 03, 2025

    • 1,139 Sq Ft
    • $337/SF
    • 71 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1986

    14 Bridle Path Rd, Ossining, NY 10562

    Welcome to 14 Bridle Path Road, a condominium with incredible potential in Ossining's sought-after Fox Hill complex. This 1986 built 1 bedroom, 1 and a half bath condo/townhome sits in a wooded quiet community. It will need repairs but has so much potential. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other

    Jamarr Zellner REALHome Services & Solutions

    14 Bridle Path Rd, Ossining, NY 10562
  • /50

    $1,350,000 Pending

    • 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
  • /17

    $3,850 per month

    • 2 Beds
    • 1.5 Baths
    • 1,765 Sq Ft
    • Townhouse for Rent

    1 Spring Pond Dr, Ossining, NY 10562

    Beautiful, bright end-unit condo featuring 2 bedrooms and 1.5 baths in Spring Pond. This home offers an eat-in kitchen with ample cabinet space, a new stove and refrigerator, and stainless-steel appliances. Enjoy hardwood floors in both the living room and dining area, plus a deck off the dining area. Both upper-level decks have also been newly replaced, and the entire unit has been freshly

    Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

    1 Spring Pond Dr, Ossining, NY 10562
  • 34 Ganung Dr, Ossining, NY 10562

    $780,000 Sold Nov 21, 2025

    • 1,675 Sq Ft
    • $466/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    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
  • /27

    $589,000

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

    126 Whitetail Cir, Ossining, NY 10562

    Welcome to Deerfield! This desirable End-Unit Condo offers the perfect blend of comfort and convenience. Featuring an attached garage, private balcony, and an abundance of natural light. The spacious layout includes an open-concept living and dining area as well as an updated kitchen with sliders leading to the balcony. Enjoy the privacy of an end unit and the amenities of the Deerfield

    Kathleen Courtney Coldwell Banker Realty

    126 Whitetail Cir, 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
  • 3 Parker Dr, Ossining, NY 10562

    $750,000 Sold Nov 20, 2025

    • 1,751 Sq Ft
    • $428/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    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
  • /35

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    110 Morningside Dr, Ossining, NY 10562

    Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal.Enjoy a sun-filled

    Luis Morgado HomeSmart Homes & Estates

    110 Morningside Dr, Ossining, NY 10562
  • /11

    $3,995 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Apartment for Rent

    193 Chappaqua Rd, Briarcliff Manor, NY 10510

    One of a kind- 2 bedroom 2 bath lives like a single family, garage long driveway, enjoy the private patio & large yard. Recently renovated & freshly painted. A true gem

    Lisa Omboni Main Source Realty, Ltd.

    193 Chappaqua Rd, Briarcliff Manor, NY 10510
  • 38 Ganung Dr, Ossining, NY 10562

    $805,000 Sold Nov 18, 2025

    • 2,585 Sq Ft
    • $311/SF
    • 25 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1956

    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
  • /39

    $899,888 Pending

    • 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
  • 73 van Cortlandt Ave, Ossining, NY 10562

    $610,000 Sold Nov 14, 2025

    • 1,482 Sq Ft
    • $412/SF
    • 56 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1882

    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
  • /14

    $899,999 Pending

    • 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
  • 2A Knollwood Dr, Ossining, NY 10562

    $806,000 Sold Nov 07, 2025

    • 2,064 Sq Ft
    • $391/SF
    • 14 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1982

    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
  • /32

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    70 Cedar Ln, Ossining, NY 10562

    Turn key home with HUDSON RIVER VIEWS. This move-in-ready home, expertly renovated, offers a bright open floor plan and chef-inspired kitchen with quartz countertops, stainless steel appliances, and heated floors. Two modern baths also feature radiant heat. Step outside to your private oasis with multi-level deck, refreshing pool, and breathtaking year-round Hudson River views. Significant

    Christopher Simao Julia B Fee Sothebys Int. Rlty

    70 Cedar Ln, Ossining, NY 10562
  • 201 Horseshoe Cir, Ossining, NY 10562

    $751,000 Sold Oct 21, 2025

    • 1,784 Sq Ft
    • $421/SF
    • 27 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    201 Horseshoe Cir, Ossining, NY 10562

    MOVE-IN-READY – nothing to do but unpack! Absolutely stunning & rare end unit in desirable Fox Hill community, C model townhome, with 2-car garage and finished basement. This home boasts hardwood floors throughout, a white gourmet kitchen w/quartz countertops & stainless-steel appliances, offering a brand new refrigerator, recessed lighting, and 2.5 updated bathrooms. Main level offers a

    Elvira Aloia Corcoran Legends Realty

    201 Horseshoe Cir, Ossining, NY 10562
  • /6

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • 21 Tappan Terrace, Briarcliff Manor, NY 10510

    $747,000 Sold Oct 15, 2025

    • 1,385 Sq Ft
    • $539/SF
    • 34 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1957

    21 Tappan Terrace, Briarcliff Manor, NY 10510

    This marvelous house on a quiet cul-de-sac is an absolute gem! With a huge Office/Den and Recreation Room downstairs NOT included in the square footage, this house truly lives like a much larger home than many in this desired neighborhood. These extra spaces also will give any new owner tremendous flexibility to make the home THEIRS, with so many possibilities for comfort and convenience. On the

    Eric Lebenson ERA Insite Realty Services

    21 Tappan Terrace, Briarcliff Manor, NY 10510
  • /26

    $529,000

    • 2 Beds
    • 2.5 Baths
    • 1,752 Sq Ft

    113 Antler Ridge Unit 113, Ossining, NY 10562

    Welcome to 113 Antler Ridge in Ossining, NY – a spacious condo full of potential, nestled in the desirable and well-maintained Deerfield community. This home features a functional layout with abundant natural light and a solid foundation to build upon. It’s the perfect opportunity for buyers to design and customize a space that truly reflects their own style.The main level offers an

    Evan Attinger Schunk Realty Group

    113 Antler Ridge Unit 113, Ossining, NY 10562
  • 173B Chappaqua Rd, Briarcliff Manor, NY 10510

    $1,205,000 Sold Oct 10, 2025

    • 3,866 Sq Ft
    • $312/SF
    • 33 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1995

    173B Chappaqua Rd, Briarcliff Manor, NY 10510

    Nestled on a tranquil private road, this stunning Colonial home seamlessly blends timeless elegance with modern comfort. Featuring five spacious bedrooms and four bathrooms with recent upgrades including new roof, HVAC and water heater. This home offers the perfect balance of charm, functionality, and luxury.From the inviting rocking chair front porch to the resort-style backyard, every

    Christine DiChiara Coldwell Banker Realty

    173B Chappaqua Rd, Briarcliff Manor, NY 10510
  • /39

    $1,099,000

    • 5 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    200 Route 9a, Ossining, NY 10562

    2BR Apartment Included! Welcome to this stunning 5-bedroom, 3.5-bath Ossining home offering 3,400 sq ft of beautifully designed living space — including a 900 sq ft legal accessory apartment with 2 bedrooms, its own fireplace, and a private ground-level entrance. Perfect for multi-generational living, long-term guests, or excellent rental income potential. Tucked away at the end of a semi-private

    Frank Petrella eXp Realty

    200 Route 9a, Ossining, NY 10562
  • 175 Horseshoe Cir, Ossining, NY 10562

    $590,000 Sold Oct 10, 2025

    • 1,616 Sq Ft
    • $365/SF
    • 37 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    175 Horseshoe Cir, Ossining, NY 10562

    Welcome to Fox Hill! This generously sized 2-bedroom, 2.5-bath townhouse with a versatile loft/den is located in one of the area’s most desirable developments. The bright eat-in kitchen features granite countertops, wood cabinetry, and stainless steel appliances. The open layout seamlessly connects the dining room to the living room with wood burning fireplace. Enjoy the large deck with just a

    Mary Ann Tighe Houlihan Lawrence Inc.

    175 Horseshoe Cir, Ossining, NY 10562
  • /2

    $195,000

    • Land
    • 1.69 Acres
    • $115,385 per Acre

    7 Hawkes Ave, Ossining, NY 10562

    Partially wooded 1.69 acre lot in Ossining.

    Anthony Matra Hudson Edge Real Estate LLC

    7 Hawkes 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
  • /36

    $675,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    112 Woods Brooke Cir, Ossining, NY 10562

    Welcome to The Woods Condominium, a highly desirable community in Westchester known for its privacy, convenience, and easy lifestyle. This beautifully maintained three-level townhome has been extensively upgraded and thoughtfully designed for today’s modern living.Step inside to discover a bright, open interior that blends comfort and efficiency. Recent updates include a high-efficiency

    Janet Brand Houlihan Lawrence Inc.

    112 Woods Brooke Cir, Ossining, NY 10562
  • 48 Gordon Ave, Briarcliff Manor, NY 10510

    $160,000 Sold Oct 03, 2025

    • Land
    • 0.99 Acre
    • $161,731 per Acre
    • 125 Days On Market

    48 Gordon Ave, Briarcliff Manor, NY 10510

    Located on a wooded hilltop in the Briarcliff PO/Ossining area, this property offers the perfect setting for your dream home with electricity and septic on site. Enjoy privacy, natural surroundings, and scenic vistas while still being close to local restaurants, parks, trails, and transportation. Whether you envision a modern retreat or a classic home, this scenic location provides the ideal

    Eric Stein RE/MAX Distinguished Hms.&Prop

    48 Gordon Ave, Briarcliff Manor, NY 10510

Showing Results 1 - 40, Page 1 of 18

Home Trends in North Ossining, NY

Housing Trends

Median Sale Price
$664,000
Median Single Family Sale Price
$777,500
Median Townhouse Sale Price
$589,000
Median 2 Bedroom Sale Price
$625,000
Median 1 Bedroom Sale Price
$508,500
Average Price Per Sq Ft
$388
Number of Homes for Sale
6
Last 12 months Home Sales
58
Months of Supply
1.20
Median List Price
$649,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
5%
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