Ossining, NY Homes for Sale with Basement

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

Set in one of Briarcliff Manor's most distinctive communities, this pond-front three-bedroom townhouse offers a rare combination of natural beauty and thoughtful updates. Enjoy peaceful pond views, seasonal views of the Hudson River, and 33 acres of Olmsted-designed grounds with lush gardens and mature landscaping as your backdrop. The recently updated eat-in kitchen anchors the bright main level

Aurora Banaszek Compass Greater NY, LLC

Imagine finally having the space your family has been craving room to grow, gather, and settle into your next chapter, with the opportunity to make it truly your own. This 5-bedroom, 2-bath home in the village of Ossining offers the ideal step up, blending generous living space with thoughtful updates, while still leaving room for your personal touch and style. The beautifully redesigned kitchen

Jamie Jamieson Compass Greater NY, LLC

Welcome to 20 Highview Road! Tucked away on a beautiful cul-de-sac in the desirable town of New Castle, this charming ranch offers a wonderful blend of comfort, functionality, and the opportunity to make it your own. Inside, you’ll find a bright, inviting layout featuring a spacious living room with a wood-burning fireplace, hardwood floors, and large windows that fill the space with natural

Yarden Ronen-van Heerden Compass Greater NY, LLC

Welcome to this beautiful split-level residence located in the Chilmark section of Briarcliff Manor. Lives like a ranch while offering the space and layout of a 4-bedroom, 2.5-bath Colonial. The updated kitchen and bathrooms reflect today’s design preferences, and the open floor plan creates a seamless flow for everyday living and entertaining.The spacious kitchen features built-in cabinetry

James Maurno Berkshire Hathaway HS NY Prop

Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle. Spanning approximately 3,500 square feet, the residence features

Betsey Relyea Houlihan Lawrence Inc.

Located on a desirable cul-de-sac street in sought-after Briarcliff Manor, this fully renovated, contemporary-style, spacious ranch combines privacy, panoramic views, and a flowing, open floor plan filled with natural sunlight. Perfect for those seeking the ease of main-level living, the home also offers extensive additional space and rooms on the lower level. The sunny, open, eat-in kitchen has

Lisa Goodrich - Zedlovich Guard Hill Realty

Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height

Nicola Santucci Houlihan Lawrence Inc.

Bucolic Privacy on 1.14 Acres, this spacious 5-bedroom Cape/Colonial set in the sought-after Ridgecrest area of Briarcliff Manor. Surrounded by perennial gardens, mature trees and natural beauty, this home offers exceptional privacy while remaining conveniently close to the Scarborough train station. A dramatic two-story entry hall welcomes you inside and leads to a sunken living room with access

Elizabeth Harlow Compass Greater NY, LLC

Welcome to 24 Highview Road, a classic Split-Level home offering the perfect blend of privacy and potential on a rare 1.32-acre lot in the Town of New Castle. This 3-bedroom, 2.1-bathroom residence features 1,959 square feet of living space with several recent high-value mechanical and interior upgrades. The main level boasts a spacious living room with a cozy fireplace and a seamless flow into

Elizabeth Koski Coldwell Banker Realty

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 Briar Hill, one of Briarcliff Manor’s most charming garden-style co-op communities. This classic brick Colonial complex is set amid tranquil, park-like grounds, yet is just minutes from the village center, dining, and everyday conveniences.This pristine first-floor residence offers two comfortable bedrooms, a beautifully renovated gourmet kitchen featuring granite countertops and a

Jody Toth Corcoran Legends Realty

Welcome to 35 Havell St, a legal two family home with a great oppottunity for owner occupied & rental income for the other unit. Unit 1 has 3 bedrooms, 1 full bath, living room, large eat in kitchen with access to backyard patio area. Full basement with plenty of storage, laundry area, mechanicals & 1 car garage. Unit 2 which is tenant occupied, has 2 bedrooms, 1 full bath, living room, large eat

Elizabeth Kamp Kane & Associates

You can’t ask for a more turn-key home! Everything inside has been updated tastefully in the last few years, and the shy 1/2 acre is beautifully landscaped and perfect for entertaining, with a large deck plus back patio and privacy fence in the rear. If you’re looking for a mother-daughter home, or a home office with a separate entrance, this ranch with a walk-out lower level would be perfect for

Susan Strawgate Code 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.

Step into a welcoming three-bedroom, two full-bath home that’s ready to make your life easier. The bright sunroom gives you a perfect spot to relax, while the fully finished basement offers extra room to spread out. The primary bedroom has a walk-in closet, and outside, you’ll enjoy a large backyard for gatherings or quiet afternoons. Plus, the roof was just redone last week, and all new windows

Besmira Ulaj Serhant LLC

Lives like a 2-BR tri-level - 15 DAVIDS LANE is a conveniently located Ossining light-filled End Unit in 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

Jane Rodman Howard Hanna Rand Realty

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

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 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 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

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

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

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.

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

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.

A Charming Farmhouse Style Home, Carefully Restored to Blend Historic Character with Modern Comfort. Nestled on 3 acres of landscaped grounds, this inviting residence offers spacious living and serene privacy just minutes from local amenities and commuting routes. The renovations that were made still kept its original charm. Features like the woodwork, beamed ceilings, built-in cabinets, and

Joann Perna Guardian Realty Center, LLC

BACK ON MARKET!!! This is a great community to live in. Close to everything. Great location for commuting. This one bedroom, one bathroom co-op has plenty of space and a view of the wooded area out the back of the unit. Centrally located near all shops, highways and trains. Laundry room and storage unit in basement of building with access from the next entrance. Your assigned parking spot #31 is

Peter Van Markwyk BHHS Hudson Valley Properties

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

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

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.

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

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

Welcome to 2 Deer Tree Lane, a bright and spacious end-unit townhome tucked away on a quiet cul-de-sac in the sought-after Wyndcrest community of Briarcliff Manor. With a rare two-car attached garage, abundant natural light, and a well-designed layout. This 3-bedroom, 2.5-bath home offers a comfortable and easy lifestyle with thoughtful updates throughout. The main level features hardwood floors

Suzan Zeolla Houlihan Lawrence Inc.

Historic farmhouse-style home with original character and some modern updatesSet on a nearly half-acre lot in a quiet, wooded area , detached barn adds flexibility (garage, storage, workshop).Includes large front porch and scenic, “bucolic” surroundings, Hardwood flooring throughout. Located near the Teatown Lake Reservation and major commuter routes, low taxes

Ted Thompson Christie's Int. Real Estate

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