3,169 properties for sale in Ossining town

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Charming on the outside but updated and modern on the inside! Spacious living room has large bay window and also boasts a fireplace for those cold winter nights. Through the oversized doorway is the dining room which is large enough to host friends and family for both informal occasions and the holidays. The updated kitchen (2024) with heated flooring will make any chef happy. From the kitchen you can access the idyllic back yard. Recently fenced in and landscaped. Beautiful original hardwood flooring throughout. Upstairs you will find three bedrooms and updated hall bath with dual sinks and heated flooring. Stairs up to large usuable attic. Full unfinished basement will solve all your storage needs. Central air and a detached two car garage are the finishing touches for this great home! Minutes to Metro North which gets you into Grand Central Station in under an hour, close to highways, shopping and downtown Ossining. A perfect blend of privacy and a prime location

Set among the mature landscaping and beautifully maintained grounds of Briarcliff Woods, this one-bedroom condo offers a peaceful setting for easy Hudson Valley living. The comfortable one-level layout features a spacious living room centered around a wood-burning fireplace, with sliding glass doors opening to a private balcony — a wonderful extension of the living space for relaxing outdoors. A dedicated dining area, separate kitchen, in-unit laundry, and excellent storage, including a generously sized walk-in closet, add everyday functionality, while the bedroom offers plenty of room to create a comfortable private retreat. One reserved parking space completes the package. Beyond the front door, Briarcliff Woods feels more like a landscaped retreat than a typical condo community, with a beautiful in-ground pool, tennis courts, clubhouse, an on-site superintendent, and well-cared-for grounds to enjoy throughout the seasons. Commuters will appreciate the convenient proximity to Croton-

Set in the heart of a neighborly community, 3 Brooke Club Drive, Unit 4, is on the cusp of two great worlds. Just minutes from transportation, restaurants and schools, yet in its own private oasis on a non-thru street, surrounded by natural beauty, this is the home you have been looking for. Park in the large driveway, large enough for two vehicles, or the garage, which contains the updated mechanical systems of the home. Approach the front door through the gate and down the plant lined path, passing a quiet sitting area as you do. Entering the home, you will find an expansive living room, with windows looking out to the trees beyond. A wood-burning fireplace at the head of the living room is a perfect spot for the approaching fall months. Sliding doors in the dining area, which is wonderfully open to the living room, lead to a rear deck. A perfect place to sit and watch nature beyond. Turning around, find the the bright kitchen with plenty of counter space and updated cabinets that me

Wonderfully updated and beautifully maintained, this charming Village Colonial offers the perfect combination of character, comfort, and convenience. Located within a 10 minute walk to Metro North and the Hudson River, this home is ideal for commuters! Enter through the front porch to find inside, hardwood floors flowing throughout the home. The open living and dining area features elegant crown molding, built in shelving and cabinetry, and a welcoming layout that’s perfect for entertaining. A convenient first-floor bedroom and updated full bath provide flexibility for guests, a home office, or one-level living. The updated kitchen features a new floor, stainless steel appliances, and a stainless steel sink, with a door leading directly to an expansive, low-to-the-ground deck. Enjoy the private, level property—ideal for outdoor dining, entertaining, or simply relaxing. A 2006 addition included framing, siding windows, electrical and plumbing. Upstairs you'll find three generously sized

Come see. Come sigh! Welcome to 30-32 lincoln place, ossining! This semi-attached Two-Family home offers an excellent opportunity for both owner-occupants & investors. Unit 1 (#32): 2-bedrooms, 1.5-baths Tri-level w/Bsmt Rec rm (add'l 300sf), boasts a new Kitchen w/quartz counters, soft-close cabinetry & stainless appliances. The hardwood floors, wood burning Fireplace, and Deck are amenities to this apartment's appeal. Unit 2 (#30) This upper level apartment has 2 Bedrooms & 1 bath, hardwood flooring, and will be a good source of income too. The 2Car Garage, plus off-street parking for four vehicles. Is value added. Separate Unit Entry points, two Laundry areas, and ample storage all included. Three short blocks to Village Center, shops, public transportation, parks & Metro North Railroad station. Taxes don't reflect potential STAR savings $1390/yr

Set back on a lush, level. 43-acre property and framed by mature trees, this classic 1929 Dutch Colonial offers a wonderful sense of privacy and calm. Quiet and tucked away, yet convenient to the many amenities that make Ossining such a desirable place to call home, the setting is one of this property’s standout features. Inside, the gracious traditional layout reflects the craftsmanship and character of an earlier era, with solid wood doors, wood floors, ample closets, and charming architectural details throughout. A welcoming foyer opens to the formal living room with fireplace and formal dining room. The eat-in kitchen connects to a bright family room addition with vaulted ceiling and direct access to the yard, while a fabulous screened-in porch just off the dining room provides an inviting seasonal space for morning coffee, casual meals, or summer evenings. A convenient half bath completes the first floor. Upstairs are four comfortably sized bedrooms with generous closet space and

Discover an exceptional opportunity within the highly sought-after Liberty Knoll Town Home Community. Whether you are a first-time homebuyer seeking an entry into the Westchester market, a commuter desiring convenience with a walk to the Metro North Train Station or looking to downsize without compromising on quality and community, 3 Davids Lane presents a sophisticated, low-maintenance lifestyle. The main level boasts gleaming stainless-steel appliances in the kitchen updated powder room and built-in cabinetry with beverage center. The open layout extends to a private balcony which is perfect for al fresco dining or enjoying quiet moments. The upper level provides a tranquil retreat, featuring a generous sized bedroom with a large walk-in closet, a well-appointed updated full bathroom and a dedicated laundry area complete with washer and dryer. The home also has exceptional storage in the lower level. Residents enjoy access to an outdoor pool and well-equipped clubhouse. A children's

Welcome to 6 Gualtiere Lane, a pristine 4+ bedroom, 3.5-bath brick Colonial house beautifully situated on a professionally landscaped half-acre lot with mature trees, lush plantings, and stunning Hudson River views. A grand two-story entry sets the tone for the exceptional living spaces found throughout this meticulously maintained home. The impressive main level features gleaming hardwood floors, elegant crown moldings, and an ideal layout for both everyday living and entertaining. The open-concept floor plan seamlessly connects the spacious eat-in kitchen, family room, and formal dining room. The chef's kitchen is equipped with stainless steel appliances, granite countertops, a wine refrigerator, a large pantry, and abundant cabinetry. The inviting family room is anchored by a cozy wood-burning fireplace, creating the perfect gathering space. A mudroom, powder room, and convenient access to the garage complete the main level. The luxurious primary suite serves as a private retreat, o

Exceptional Investment Opportunity – Fully Renovated 3-Family Property in Ossining Rare opportunity to acquire a fully renovated and well-maintained 3-family income-producing property in Ossining, offering a flexible configuration, strong rental income, and attractive owner-occupant potential. Property Configuration 1. 4 Snowden Separate, standalone building Can function as a small single-family residence (SFH) Current rent: $3,000/month 2. 1st Floor – 6 Snowden 1-bedroom apartment Current rent: $1,934/month 3. 2nd Floor – 6 Snowden 3-bedroom apartment + 1 additional room Current rent: $2,500/month Current rent is below estimated market rent, providing potential for future rental upside Financial Highlights Current Gross Annual Rental Income: $89,206 Property Taxes: $12,260/year Tenant-Paid Utilities: Tenants pay their own heat and gas Owner-Paid Utilities: Water only Potential Rental Upside: 2nd-floor unit is currently rented below market Property Highlights Fully renovated in 2018 We

Welcome to this updated top-floor, end-unit condo offering privacy, light, and effortless living. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. The inviting living room features a fireplace, skylight, and direct access to the balcony, creating a bright and welcoming gathering space. The newly renovated eat-in kitchen offers stylish updates and functionality, while two spacious bedrooms each feature their own walk-in closet. Two beautifully updated baths add to the comfort and convenience. A washer and dryer are located within the unit. Additional highlights include assigned parking plus ample visitor parking. Enjoy an array of community amenities including a swimming pool, clubhouse, and sports court. A complimentary shuttle provides convenient access to the Croton-Harmon Metro-North Railroad Station, making commuting a breeze. A wonderful opportunity to enjoy turnkey condominium living in a well-appointed community

Welcome to this chic, beautifully renovated 2-bedroom, 2-bathroom condominium in Ossining's iconic 1820 schoolhouse conversion. Originally built as a schoolhouse and thoughtfully converted in 2007 into an intimate 12-unit condominium, this one-of-a-kind residence seamlessly blends a Soho-inspired aesthetic with the warmth, character and charm of the Hudson Valley. Step inside to a spacious, open-concept interior featuring soaring ceilings and a huge sun-filled living room. The elevated kitchen offers granite countertops and new stainless steel appliances (2025). The open-layout allows the kitchen, dining and living areas to flow effortlessly together, creating a sophisticated yet comfortable sense of space. The private bedroom area offers two beautiful bedrooms, including a large primary ensuite designed as a serene retreat. The primary bedroom is filled with natural light through large windows, complemented by automated window treatments for effortless comfort and privacy. A fews step

Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road (offered @ $85K CASH ONLY). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi. Family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home boasts unobstructed windows of the Hudson River views from both units and the windows in the basement. Priced to be sold as a package with the adjoining Single-family home at 37 Secor road. These two homes are on one deed with two separate tax lots, but they are adjoined with ONE furnace and one oil tank. The single-family home is being sold for cash only while a buyer can obtain financing for the two-bedroom multi-family home. This is an amazing opportunity for a first time or veteran investor. Both units are being sold strictly AS IS but boast two new rooves. The unfinished basement extends the

Welcome to 1 Mundet Drive! This lovingly updated, no-step ranch sits on a desirable cul-de-sac near the Briarcliff Manor border, with easy access to everything you need. Gorgeous and move-in ready, the home features three well-proportioned bedrooms, an updated full bath, hardwood floors, crown molding, a wood-burning fireplace, and lots of charm throughout! The spacious backyard seamlessly extends the living space, offering plenty of room for play, gardening, outdoor dining, and entertaining. Step outside to the attached covered patio, creating a comfortable three-season space that flows naturally to the expansive deck. Perfect for relaxing and enjoying the outdoors. A newly resurfaced driveway adds curb appeal, while the large backyard shed provides ample storage and convenient laundry space. Additional improvements include closed-cell spray-foam insulation in the crawl space, plus new attic insulation and plywood flooring for extra storage. The location is convenient to the Metro-Nor

Charming First Floor, One-Bedroom, One Bath Condo in the desirable Briarcliff Woods, where comfort, convenience and a relaxed lifestyle come together! This inviting one-bedroom, one bath condominium offers an excellent opportunity to enjoy easy living in a beautifully landscaped, park-like community. Ideally situated in Ossining, Briarcliff Woods provides convenient access to shopping, dining, parks, major roadways and the Croton Harmon Metro-North Station. The complex provides a Jitney to the station for further convenience. Don't miss this outstanding opportunity to make Briarcliff Woods your new home and enjoy easy living with wonderful amenities

Welcome to Briarcliff Woods! Ideally positioned within this beautifully maintained community, this charming 1-bedroom, 1-bath condo offers the perfect blend of privacy, comfort, and convenience. Tucked away in a peaceful setting, yet just a very short walk to the community's many amenities, this home features a private patio, cozy fireplace, and a generously sized bedroom with ample closet storage. 1 assigned space and ample visitor parking throughout the community. Enjoy all that Briarcliff Woods has to offer, including a sparkling in-ground pool, clubhouse, tennis and basketball courts, and beautifully landscaped, park-like grounds. An on-site superintendent adds to the ease of maintenance-free living. Commuters will love the community shuttle service to the Croton-Harmon Metro-North/Amtrak station, making the trip to Manhattan a breeze. Conveniently located near shopping, dining, parks, trails, major roadways, and the Hudson River waterfront. A wonderful opportunity to enjoy peacefu

Classic Ossining Character with Thoughtful Modern Improvements Welcome to this charming 3-bedroom, 1.5-bath home, where distinctive early-20th-century architecture meets thoughtful updates for today’s lifestyle. With its traditional Foursquare and Colonial Revival influences, the home offers the period character and craftsmanship that make Ossining’s historic homes so appealing. A wonderful window-filled enclosed front porch creates an inviting transition into the home and a delightful space for morning coffee, reading, entertaining or simply enjoying the changing seasons. Multi-pane windows, classic white trim and the distinctive sunburst detail in the front gable add to the home’s timeless appeal. The current owners have made meaningful improvements designed to enhance both comfort and efficiency, including extensive attic insulation that has resulted in significant savings on heating and cooling costs—an especially valuable upgrade in a home of this vintage. Out back, the garden has

Welcome to 39 Park Drive, a beautifully updated Colonial nestled on a quiet cul-de-sac. Set on. 74 private acres, this move-in ready 4-bedroom, 2.5-bath home offers 2,363 square feet of thoughtfully designed living space, including a main-level office that can easily serve as a fifth bedroom, convenient main-floor laundry, a finished lower-level ideal for recreation, a home office, or additional living space, and abundant storage throughout. The renovated 2022 kitchen features an electric double oven, pot filler, recessed lighting, and opens to inviting living areas highlighted by both a wood-burning fireplace and gas stove. The spacious primary suite includes a his-and-her walk-in closet with a custom Closets by Design system, a dedicated vanity area, and an updated bath with a new sink and vanity (2022). Recent improvements include a new roof (2025), wood siding re-stained (2025), front and rear walkways and steps (2026), new three-zone boiler (2021), central air conditioning (2016),

Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless character with modern updates. The main level offers an updated kitchen with granite countertops, stainless steel appliances, a gas Viking stove, laundry, and access to a private backyard. The oversized primary bedroom features elegant arch and tray ceilings. The walk out basement includes a finished recreation room and plenty of storage. The second floor apartment features an updated kitchen, three bedrooms, two full bathrooms, and access to a finished attic with a wainscoted ceiling, providing excellent income potential or additional living space. Conveniently located just 0.5 miles from the Ossini

Welcome to The Brooke Club, an established residential community offering a wonderful combination of comfort, amenities, and convenience. Beautifully upgraded and thoughtfully maintained, this attached single-family home offers a flexible and distinctive floor plan complemented by a substantial list of meaningful improvements. On the main level, at the heart of the home, is a renovated chef's kitchen featuring quartz countertops, updated flooring, and a suite of Bosch appliances. Separate living and dining areas provide wonderful spaces for everyday living and entertaining as well as a fireplace. There is also a renovated full bathroom, separate laundry closet, pantry and direct access to the attached garage. The 2nd level offers an impressive primary suite providing a private retreat, complete with a beautifully renovated full bathroom and custom cedar-lined walk-in closet. The dramatic lofted mezzanine is multi-functional with cathedral ceilings adding architectural interest and valu

Why rent when you can own? Welcome to your new home! In the heart of the Village of Ossining, is this charming 1-bedroom condo that offers the perfect combination of comfort and convenience! Enjoy a vibrant, walkable lifestyle with easy access to the train station, restaurants, shops, farmers' market, seasonal festivals, waterfront park, community recreation center, library, and more. Pet-friendly for both cats and dogs, with a maximum of two pets per unit. There is also laundry facilities in the basement available to all residents. Each unit has its own storage unit for added convenience. Owners may also obtain parking permits for both Village and train station parking. A new parking garage is currently being built behind the building providing more parking options as seen in the aerial photos. This property is part of the'Fair and Affordable' housing program and is subject to HOME Program affordability requirements. Prospective purchaser(s) must meet applicable income eligibility gui

Welcome to this beautiful, move-in-ready pet-friendly townhome in the desirable Liberty Knoll community! Featuring a thoughtfully designed open-concept kitchen with abundant natural light, this home offers spacious living areas, comfortable bedrooms, and a finished basement with an inviting entertainment/family room, office, or playroom. The roof and HVAC system were updated in 2021, adding comfort and peace of mind for years to come. Enjoy seamless indoor-outdoor living, tranquil surrounding grounds, and fantastic community amenities, including a swimming pool, clubhouse, and playground. Ideally located near Metro-North stations, with a weekday reimbursement program for transportation to Scarborough Station, as well as major highways, local shops, and dining. Move right in and enjoy everything this Westchester gem has to offer!

Welcome to 53 Hudson Watch, a 2-bedroom, 2.5-bath townhouse with an attached garage and 1,629 square feet of well-planned living space in one of Ossining’s most desirable communities. This is a wonderful opportunity to make a home your own in a setting with resort-style amenities and a true sense of community. The main level is designed for both everyday living and easy entertaining. The eat-in kitchen anchors the home, while the sunken living room with a wood-burning fireplace makes a warm and inviting place to gather on cool evenings. Step outside to your private stone patio, a serene spot for morning coffee, weekend grilling, or winding down at the end of the day. A convenient half bath and an open den/office area with a charming window seat complete the first floor, ideal for working from home, a reading nook, or a homework station. Upstairs, the bedroom level offers comfort and convenience, including laundry right where you need it. The primary suite is a true retreat, featuring a

Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls & solid wood trim. The shared backyard features a large hardwood deck for outdoor entertaining. Ample driveway and off-street parking. This home is very well-maintained. Apartments may enjoy some updating, but the bones of this beautiful property are excellent. Enjoy this incredible location featuring a short walk to the Arcadian Shopping, the Scarborough-on-Hudson train station to GCS, and the Hudson River Front. It doesn't get better than this! Taxes don't reflect STAR savings of $1,591 if qualified