Ossining, NY Homes for Sale with Garage

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

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 this beautifully maintained 1 bedroom plus den townhome in the highly desirable Liberty Knoll community. Designed for comfort and convenience, this spacious home features 2 full bathrooms plus a powder room, making it perfect for both everyday living and entertaining.The versatile den/home office offers ideal flexibility for remote work, a guest space, or a cozy retreat. Enjoy the

Janet Brand Houlihan Lawrence Inc.

Welcome home to this stately brick center-hall colonial that takes your breath away! This beautiful home is set on a professionally landscaped & fenced shy acre of level property at the end of a cul-de-sac in Briarcliff Manor. This expansive and thoughtfully designed residence blends timeless elegance with modern comfort. A grand entry foyer welcomes you into a home filled with refined

Susan Strawgate Code Houlihan Lawrence Inc.

Experience refined living at Trump National Golf Club, Briarcliff Manor. This 4 BR, 4.5 bath home offers effortless single-floor living with a main-level primary suite featuring his-and-hers walk-ins, whirlpool tub, enclosed shower, and double vanity. A dramatic foyer with a sweeping staircase leads to cathedral-ceilinged living spaces with hardwood floors and an elegant gas fireplace. The chef's

Ellen Schwartz Julia B Fee Sothebys Int. Rlty

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

Scarborough Manor is nestled on exquisitely landscaped, park-like grounds with meandering walking paths and quiet seating areas, creating a serene riverside retreat along the Hudson. This spacious two-bedroom, two-bath residence enjoys sweeping southern views of the Hudson River and the Mario Cuomo Bridge from its private deck, offering a peaceful setting to relax and take in the scenery. Freshly

Gino Bello Howard Hanna Rand 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.

Located in the desirable Chilmark Park neighborhood of Briarcliff Manor, this ranch-style home offers comfortable main-level living with four bedrooms, including a primary ensuite, along with spacious living areas and additional flexible space on the lower level. A welcoming entryway opens into generous living and dining rooms, creating an easy flow for everyday living and gathering. Large

Donna Nikic Compass Greater NY, LLC

Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning grounds showcase a harmonious mix of wooded areas, meandering walking trails, expansive lawns, curated gardens, and beautiful stonework, all connected by a thoughtful network of driveways, pathways, and steps. Multiple

Mary Stetson Stetson Real Estate

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

Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of

Elizabeth Kamp Kane & Associates

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.

One of the first Beechwood townhouses to come to market since 2023, this pondfront residence offers a rare opportunity to own within one of the area’s most coveted communities. Set directly on the pond with seasonal Hudson River views, the home pairs natural beauty with everyday convenience. A private outdoor patio overlooking the water creates a true extension of the living space, ideal for

Alexandra Shaw Corcoran Legends Realty

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

Welcome home to The Woods Condominium, a community in Westchester offering both proximity to NYC and recreation galore. This beautifully maintained three-level townhome has 2 bedrooms, 2.5 bathrooms, a finished basement, an additional room which can serve as bedroom or home office, and an attached garage. The finished basement boasts generous living space with two full size closets for storage

Jonathan Minerick HomeCoin.com

Welcome to 128 South Highland Avenue — a beautifully maintained home that perfectly blends comfort, character, and convenience in the heart of Ossining. From the moment you arrive, you’ll appreciate the inviting curb appeal and thoughtfully cared-for exterior. Inside, the home offers a bright and functional layout with generous living spaces designed for both everyday living and effortless

Ruth Garcia Keller Williams Prestige Prop

Welcome to beautiful Eagle Bay, a gated community along the Hudson River in Ossining. Enjoy nature from your private balcony yet be minutes from the train and shopping. Unit has seasonal river views and privacy as well as a deeded garage and storage. Hardwood floors throughout with updated kitchen and baths as well as a full staircase to an amazing loft with full bath that can be used as a second

Mary Ellen Bickler Keller Williams NY Realty

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.

Introducing ROCKDALE c. 1830 — a one-of-a-kind, captivating 5-bedroom historic Colonial farmhouse and barn set on 1.32 bucolic acres. The perfect full-time residence or weekend retreat for those who seek charm, originality, and significance. Proudly listed on the New Castle Historic Registry, this quintessential landmark is rich in history and character. Beautifully situated on a quiet country

Cindy Glynn Compass Greater NY, LLC

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

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

Beautiful, bright end unit condo in Spring Pond featuring 2 bedrooms and 1.5 baths. This inviting home offers an eat in kitchen with ample cabinet space, brand new stove and refrigerator, and stainless steel appliances. Enjoy hardwood floors throughout the living and dining areas, complemented by an open floor plan and a spacious living room with vaulted ceilings and a cozy fireplace. The primary

Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

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

Welcome to 15 DAVIDS LANE, a conveniently located Ossining light-filled End Unit in the sought after Liberty Knoll Town Homes community. Features no-step entry, SS appliances, private balcony w/sliders to Living Room, and finished Lower Level. Second level has a full bathroom with showered tub, new GE washer & dryer Laundry; hallway storage & large BR mirrored walk-in closet. The finished 400sf

Jane Rodman Howard Hanna Rand Realty

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

Welcome to this wonderful Chilmark neighborhood home, nestled on over half an acre of level property and featuring a beautifully enclosed, fully fenced backyard. This 3-bedroom, 2 and a half bath home with a 2-car garage offers a seamless blend of style and relaxed living. At its center, sleek and bright, the fully renovated kitchen flows into the dining room and living room with fireplace, and

Donna Gravenese Houlihan Lawrence Inc.

Beautifully updated and move-in ready, this split-level home offers bright, open living and beautiful outdoor space in one of Briarcliff Manor’s most sought-after neighborhoods. The main level features a seamless, open layout where the living room, dining area, and kitchen connect naturally for both everyday living and entertaining. A sun-filled family room, lined with expansive windows, brings

Jessica Chan Julia B Fee Sothebys Int. Rlty

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