Ossining, NY Houses for Sale

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

A great place to call home, this raised ranch–style home sits on 0.52 acres and provides inviting living spaces in Ossining, just outside the town center. Adding to its appeal, the seller recently installed a brand-new roof, providing an important recent upgrade and added value for the next owner. The foyer leads into a spacious living room with a large bay window that fills the space with

Ana Bermeo Keller Williams Realty Partner

Exquisite new 5 bedroom, 4.1 bath center hall colonial to be built offering refined luxury and timeless architectural elegance in an exceptional cul-de-sac setting. Perfectly positioned on just shy of one acre and backing the serene wooded grounds of the Edith Macy Center, this residence blends privacy, prestige, and natural beauty. A rare opportunity exists to fully customize finishes,

Mark Seiden Mark Seiden Real Estate Team

34 Piping Rock is a stunning contemporary home that offers the perfect blend of style, functionality and comfort. Featuring 2 bedrooms but lives like 3 or more with stunning seasonal views of the Hudson River as well as a flexible floor plan ideal for a home office, den or guest space. The lower level which is completing above ground with its own private access and full bath offers endless

Maureen Verre Houlihan Lawrence Inc.

Welcome to 55 Hoags Cross Rd. in the desirable New Castle area of Ossining. This beautifully maintained split-level ranch lives like a 4-bedroom on a private, level acre offering exceptional flexibility, indoor-outdoor flow, and room to grow. With 3 bedrooms plus two additional flexible rooms and 2 full baths, this home easily adapts to today’s evolving needs. A welcoming entry foyer leads to a

Maryanne Durr Coldwell Banker Realty

Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

Dalia Valdes Julia B Fee Sothebys Int. Rlty

Beautiful, updated contemporary home set back on over 1.2 acres on a residential street with winter Hudson River views. Fabulous renovated Eat-in-Kitchen with door to Screened-in Porch and open to Family Room with SGD to a Trex Deck (2017). Easy living with a first floor Primary Suite, main floor laundry room with side entrance, a walk-out Lower Level with additional Bedroom/Bathroom Suite:

Susan Strawgate Code Houlihan Lawrence Inc.

BREATHTAKING YEAR ROUND HUDSON RIVER PANORAMIC VIEWS define this iconic Mid-Century Modern residence! Located on Briarcliff’s coveted Ridgecrest Road in the highly sought-after Briarcliff Manor School District, this modern masterpiece, being sold FURNISHED, is well known in architectural and interior design circles. Ideally located just minutes from the Scarborough Metro-North station, this home

Cindy Glynn Compass Greater NY, LLC

Fully Available. 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

Helena Macintyre North Country Sothebys Int Rlt

The Essence of Westchester Luxury. A Grand Briarcliff Manor Estate sited on 3.83 Private Acres. Perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and Metro North train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary suite with a cozy fireplace, a

Elaine Wasserman Houlihan Lawrence Inc.

Old Dam Farm — A Rare Hudson Valley Legacy Set 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 spectacular

Nancy Kennedy

Set at the end of a quiet cul-de-sac on nearly two perfectly flat acres, 37 Hyatt Road offers a rare combination of privacy, usable land, and thoughtful custom design. The property is distinguished by its expansive level lawns and gunite pool, creating an exceptional setting for outdoor living, recreation, and entertaining. A covered patio extends the living space outdoors and provides a natural

Adam Hade Compass Greater NY, LLC

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

Discover timeless character and modern comfort in this beautifully revitalized 1920 Village Colonial, set on a private, level corner lot with exceptional curb appeal. Surrounded by mature landscaping, the backyard offers a peaceful retreat with a stunning stone patio, perfect for outdoor dining, entertaining, or relaxing in your own quiet sanctuary.Inside, classic Colonial charm blends

Janet Brand Houlihan Lawrence Inc.

Welcome to your dream home! This bright 4-bedroom, 3-bathroom Ranch offers 1-level living on a serene and private two-acre lot. The property boasts abundant natural light throughout, creating an inviting atmosphere. Step into the expansive, renovated chef's kitchen with professional stainless steel appliances and a center island, which seamlessly flows into the great room with a vaulted ceiling,

Hope Brasesco Compass Greater NY, LLC

Charming 3-bedroom, 1-bath ranch offering easy one-level living in a convenient Ossining location. This bright and inviting home features hardwood floors, an open-concept layout, and an updated kitchen and bathroom (2020). The renovated mudroom adds everyday functionality, while the partially finished walk-out basement provides flexible space for a recreation room, home office, gym, or additional

Felix Hernandez Real Broker NY LLC

Experience refined new construction living at 41 Croton Dam Road, a thoughtfully designed 2026-built single-family residence set on 1.38 acres with Hudson River views. Offering 3,550 square feet of elegant living space, this 4-bedroom, 2.5-bath home blends architectural sophistication with modern functionality. The main level features 10-foot ceilings, dramatic 8-foot front entry doors, custom

Nicola Santucci Houlihan Lawrence Inc.

Take A Stroll in the Park...The market has waited 50 years for this true gem of a home to become yours in this special, sought-after quiet and serene residential neighborhood in the unincorporated Town of Ossining. This light and bright three bedroom, two bath ranch house sits on a half-acre lot on the high side of Morningside Drive with beautiful scenic views, and borders the 130-acre Charles K

Cindy Cassuto Corcoran Legends Realty

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

Dalia Valdes Julia B Fee Sothebys Int. Rlty

Wonderful split-level home located in a quiet neighborhood near a local park in the sought-after village of Briarcliff Manor. This suburban gem offers comfort, style, and access to exceptional community amenities. The home features an updated eat-in kitchen with granite countertops, perfect for everyday living and entertaining, with direct access to a fabulous screened-in porch overlooking the

Mark Seiden Mark Seiden Real Estate Team

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

This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. 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

Mark Seiden Mark Seiden Real Estate Team

Bring Your Vision and Ideas, Contractors and Architects .. Fabulous Country Setting on Ossining's Quiet and Picturesque Glendale Road.. 2.5 Private Wooded Acres of Flat and Usable Property with a Long Winding Driveway and Mature Trees Throughout.. Welcoming Entry Foyer with Door's Out to the Sun Room and 2 Car Attached Garage.. Hallway to the Living Room with Fireplace and a Sliding Glass Door

Vincent Vetrano Douglas Elliman Real Estate

Perched in the hills above historic downtown Ossining, this artfully renovated colonial with rocking chairfront porch and year-round Hudson River views offers vibrant indoor-outdoor living across multiple levels. Thoroughly refinished in 2018, this remarkable 5-bedroom, 3.5-bathroom home retains its turn-of-the-century appeal while providing modern amenities in step with easy living. Two

Stuart Emanuel Coldwell Banker Realty

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