Homes for Sale near Ossining High School

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. The foyer leads into a spacious living room with a large bay window that fills the space with natural light. An open layout leads into the formal dining room and continues into a four-season sunroom with oversized windows overlooking the

Ana Bermeo Keller Williams Realty Partner

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

UNDER CONSTRUCTION.Legal two-family home featuring 7 bedrooms, 3 bathrooms, a finished basement, private driveway, and parking for up to 6 cars. The property is expected to be completed by mid-July and will be fully finished, including new roof, new plumbing, new electrical system, and more. Don’t miss the opportunity to own a like-new home in one of the best areas of Ossining, just minutes

Fernando De Olazabal Winzone Realty Inc

Terrific 6th-floor unit with Tappan Zee Bridge and Hudson River views from every window, located in the sought-after gated riverfront community of Scarborough Manor. This spacious residence features a renovated kitchen with maple cabinetry, Corian countertops, and stainless steel appliances, plus a sunny eat-in breakfast area where you can enjoy the views. The expansive living room opens to a

Mark Seiden Mark Seiden Real Estate Team

Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops,

Wendy Galvan Century 21 Marciano

Enjoy Hudson River views and Sunsets. Being sold as is and unfinished. Great opportunity to bring builders or buyers with their contractor! There is Yours to complete or redesign. New Building permit must be applied for with the village. Assessment recently reduced for tax year 2026 was 827,300. Now it's 667,800.

Janet Brand Houlihan Lawrence Inc.

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

Welcome to a spacious, well-maintained multi-level home offering a rare blend of legal configuration and flexibility. Ideal for extended family living, owner-occupants seeking rental income, or buyers looking for long-term versatility. The legal lower level features three bedrooms, a full bathroom, direct interior access, and a separate entrance. The main level offers three additional bedrooms, a

Gary Sanguino Gary Sanguino

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

Well-maintained two-family property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom unit over a two-bedroom walk-up, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern

Tana McGuire eXp Realty

COME SEE. COME SIGH!! A BEAUTIFUL REMODELED EXPANDED CAPE, NESTLED ON 2+ ACRES IN TOWN AREA. THE PRIMARY BEDROOM SUITE - LOCATED ON THE MAIN LIVING LEVEL - FEATURES A DOUBLE SINK VANITY, WALK-IN CLOSET & SHOWER STALL TOO. . THE LARGE LAUNDRY ROOM IS CONVENIENTLY LOCATED NEAR THE HALLWAY CLOSET. THE KITCHEN'S LIGHT GREY CABINETRY, CENTER ISLAND, QUARTZ COUNTER TOPS & SUBWAY TILE BACKSPLASH ARE

Mauro Santucci 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.

Welcome Home to the Best Deal in Ossining! Looking for a great price on a cozy place to come home to, after a hard day's work? Do you cherish Amazing Western Sky Sunsets? Then, you'll love Unit 5F at Parkview Cooperative, conveniently located on Route 9 in Ossining. This very large studio apartment lives like a 1 Bedroom Apt! It has a separated bedroom, giving you some privacy from the main

Robert Pape Keller Williams NY Realty

Beautiful riverfront SOHO style loft in converted 1800s brick schoolhouse facing the Hudson River, close to train, restaurants, riverfront, marinas, summer concerts on the river and all that glorious Hudson Valley riverfront life has to offer. Enjoy one level living in this fabulous open plan unit at the best corner spot in the building, with 14 foot ceilings and 10 foot windows, facing the

Lynn Harmonay North Country Sothebys Int Rlt

Spacious Expanded Raised Ranch.. Charming Neighborhood and a Quiet Cul-de-sac Location.. 1/2 Acre with a Private Flat Usable Backyard and Wooded Views.. Updated Kitchen with Stainless Steel Appliances and a Gas Range, Plenty of Cabinets and Pantry, Granite Counters, Recessed Lighting and a Door Out to the Deck.. Formal Dining Room with a Wall of Windows, Great Natural Light and a Sliding Glass

Vincent Vetrano Douglas Elliman Real Estate

Welcome to Highland Terrace! This spacious 2-bedroom, 1-bath garden-style co-op offers 950 square feet of comfortable living. This first-floor unit features a bright layout with plenty of natural light throughout. Enjoy the convenience of assigned parking and the benefits of a well-maintained community complete with a pool and basketball court.Pet lovers will appreciate that this co-op is

Taylor Cirillo Howard Hanna Rand Realty

Move right in to this beautifully maintained home, freshly painted throughout the interior. The updated eat-in kitchen features brand-new stainless steel appliances, granite countertops, custom maple cabinetry, recessed lighting, and classic wainscoting. Hardwood floors span the main level, complemented by a light-filled living and dining area with an open floor plan. The main level offers three

Mark Seiden Mark Seiden Real Estate Team

Fully available as f 1/7/2026. Exciting 2-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part

Igor Krasnoperov Rising Star 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

Welcome to 117 South Highland Avenue, Unit L2, a spacious and well-maintained co-op offering comfort, convenience, and a highly desirable layout. This first-floor residence features three generously sized bedrooms and two full bathrooms, including a primary bedroom with a private en-suite bath. The home boasts a bright, open-concept living and dining area, creating an inviting flow that is ideal

Karen Serrao Cabrera West Green + Assoc RE Brokers

Welcome to 63 Cedar Lane – Your Hudson River Retreat! Perched on one of Ossining’s most sought-after streets, 63 Cedar Lane is a beautifully renovated 4-bedroom, 3-bathroom single-family home that perfectly blends modern luxury with breathtaking natural beauty. Enjoy sweeping Hudson River views from the oversized, maintenance-free deck. Watch the harvest moon rise and the fall foliage glow,

Cindy Kief Corcoran Legends Realty

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.

This carefully restored brick two-family offers a rare blend of durability, flexibility, and long-term upside in the heart of Ossining. The structure is complemented by perennial plantings, a front balcony, and a lower terrace that provide outdoor space with minimal upkeep. Inside, both units feature distinct yet connected layouts filled with natural light. Kitchens and baths were updated with

Jonathan Minerick HomeCoin.com

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

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

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

The Perfect Blend of Comfort, Space & Convenience! Welcome to this beautifully maintained 3-bedroom, 2-bath home in a desirable Ossining neighborhood, set on a spacious .46 acre lot with a private backyard and thoughtful upgrades throughout. Step onto the inviting front porch and inside to a sun-filled living room that flows into the dining room, ideal for everyday living and special occasions.

Joan Mancini Mancini Realty Inc.

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

Fully renovated duplex with Hudson River views in the heart of Ossining. Buy and hold investors welcome or live in one and rent the other. This rare offering features a recently modernized space, flexible layout, large double deck, and expansion potential. Dual access from both Hamilton Avenue and James Street, the property includes parking for upwards of 8 vehicles and private driveway access.

Giancarlo Pecora eXp Realty

Discover elevated living meets modern luxury in this stunning two-story duplex at Kemeys Cove in Briarcliff Manor! This beautifully appointed home features two generously sized bedrooms, two full bathrooms, and a convenient half bath—perfect for guests. The updated kitchen shines with sleek stainless steel appliances and elegant quartz countertops, while the private balcony provides the perfect

Brian Perez Century 21 Hire Realty

Are you thinking about making a move? This is the perfect opportunity you were waiting for! Westchester welcomes you to your new home sweet home! One family house for a first-time homebuyer or those who are seeking a serene retreat! Well-maintained frame house, sitting on a 30x160 lot, with an inviting front porch. Step inside to discover 2 bedrooms, a full bathroom, plus one car garage. Imagine

Segundo Agudo City Homes Realty Group LLC

Welcome to Hudson Watch, one of Ossining’s most sought-after townhome communities. This beautifully maintained unit offers a perfect blend of comfort and convenience, featuring a bright, open floor plan with seasonal Hudson River views. The main level boasts a spacious living area anchored by a cozy fireplace and sliding glass doors that lead to a private deck- ideal for morning coffee or sunset

Sana Gilani Houlihan Lawrence Inc.