Refine Search
Map
Sort by
$3,000
3 Beds ⋅ 1 Baths ⋅ 1003039 MLS
Come see this 3 bedroom, 1 bath home with full access to private backyard. Close to all - public transportation, schools, shopping and Metro North.

48 Ferris Place, Ossining
$800,000
7 Beds ⋅ 3 Baths ⋅ 919172 MLS
This spacious three-family home in Ossining offers three full stories plus a finished basement, perfect for multi-generational living or rental income. Each unit features its own living areas, kitchen, and bedrooms, providing privacy and flexibility for family members or tenants. The first floor includes a living room, central kitchen and dining area, three bedrooms, and a full bath. The second floor offers a living room, full kitchen, two main bedrooms plus a smaller third, a flexible office, and a full bath. The third floor functions as a self-contained suite with a living area, kitchen, two bedrooms, and a bathroom, while the finished basement adds recreation space, laundry, and storage. Located in the heart of Ossining, the home is close to the Metro-North Hudson Line, Bee-Line buses, ferry service, schools, parks, trails, shopping, and dining. With its adaptable layout, income potential, and proximity to village amenities, this property presents a rare opportunity in a vibrant and historic community.

25 William Street, Ossining
$650,000
5 Beds ⋅ 3 Baths ⋅ 919160 MLS
Nestled in the heart of Ossining, this charming two-family home combines space, flexibility, and opportunity under one roof. Offering three full stories plus a finished basement, it features multiple living areas, two kitchens, and plenty of bedrooms, making it ideal for multi-generational living or rental income. The first unit includes a welcoming living and dining area, two spacious bedrooms, a full bath, and a central kitchen. The second unit offers three bedrooms, a flexible office or nursery, a bright living room, a full bath, and a kitchen that opens to a private patio. The third floor is a large open bonus space perfect for a media room, studio, or home office, while the finished basement adds versatility for recreation, storage, or a gym. With convenient access to the Metro-North Hudson Line, Bee-Line buses, schools, parks, and local amenities, this property blends village charm with modern practicality. Whether you’re looking to invest or create a multi-generational living arrangement, this Ossining two-family home is a rare find.

139 Spring Street, Ossining
$765,000
3 Beds ⋅ 2 Baths ⋅ 950452 MLS
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 Ryder Memorial Park, which is one of the larger parks in Ossining…not to mention the backyard of this house has its own level park-like property. This house was built in the era when things were actually built to last. The well-maintained house has a beautiful new kitchen with granite countertops, white custom cabinetry and stainless steel appliances. You’ll appreciate the spacious interior room sizes, the beautiful hardwood floors, its many closets and custom built-ins, its wood burning fireplace, plus important updates the homeowner made over the years to keep the house current i.e., new Weil McLain boiler (2022), new roof (2019), painting the exterior clapboard (2016), new windows (2000), new quality front stone masonry wall, bluestone walkway/steps and driveway (2009), and generator hook-up. In addition, the oil tank was brought above ground (2014) and a new 1,000 gallon septic tank was installed (2024). You’ll be surprised at how large this house actually lives, as it not only has an oversized two-car garage, there is a huge playroom and separate laundry, storage and utility room. You can’t beat this suburban location that puts you where you need to be in record time with easy access to the train and highways. In addition, you can walk to many eateries, shops, recreation facilities. Runners and cyclists will enjoy the close proximity to the North County Trail, and Ryder Park visitors can avail themselves of an array of sport activities including soccer and baseball fields, tennis and basketball courts, playground, fitness trail, and horseshoe pits, plus it has a large pavilion, restrooms and picnic areas. And for all of you dog lovers, it has a large fenced-in dog park so your furry friends can run around off leash.

65 Morningside Drive, Ossining
$980,000
4 Beds ⋅ 2 Baths ⋅ 988793 MLS
Wonderful opportunity to own this updated 2 family home set on a beautiful .38 level acre property with a magnificent inground pool, fenced in area, and exceptional outdoor entertaining space. The main level features a spacious 3 bedroom layout with an updated kitchen showcasing quartz countertops, tiled backsplash, center island, and stainless appliances. The inviting living room includes an electric fireplace, creating a warm and modern atmosphere. The full bath has a whirlpool tub. Indoor/Outdoor living is highlighted with a fabulous three-season sun room, accessed directly from the main level, then out to the stone patio, inground swimming pool, fire pit, and expansive backyard designed for entertaining and relaxation. The newly painted exterior and many updates throughout make this move-in ready multi-family property a rare find. The lower level with own private entrance offers a 1 bedroom apartment with additional den, ideal for extended family, rental income, guests, or home office use. Central Air in both apartments. Conveniently located close to shopping, dining, and public transportation, this versatile property offers comfort, functionality, and income-producing potential. Perfect for owner occupants, multi-generational living or investors!

10 Stone Avenue, Ossining
$3,000
2 Beds ⋅ 2 Baths ⋅ 963113 MLS
Come see this bright, stylish 2BR Apartment in downtown Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the bedrooms. Enjoy Hardwood Floors in bedrooms and hallways, and Imported Stone Floors in the living/kitchen, with Granite Countertops in the Kitchen and bathrooms. The kitchen includes a Gas Range, Dishwasher, Large refrigerator, and an over-range microwave with a built-in hood. The apartment also has a Large Pantry Closet with built-in Shelves, and the Closets in the Bedroom have built-in storage as well! Stow away suitcases and seasonal clothes in the Overhead Storage units in Bedrooms. Hookups available for stackable washer/dryer at tenant's expense (Landlord to install). You'll enjoy a bustling downtown area with proximity to the Metro North Train Station, as well as Markets, Restaurants, Cafes, a Pharmacy, a Bookstore, and a Post Office. Parking is Municipal by the Village of Ossining (you will need to get a tag for your car - not expensive!), with Multiple lots within 1 block. Ossining is an Artsy and Upcoming Community located along the majestic Hudson River with beautiful views! Tenant is responsible for utilities. Apply via RentSpree!

5 Brandreth Street Unit #2B, Ossining
$7,250
3 Beds ⋅ 3 Baths ⋅ 998540 MLS
A rare rental opportunity for a totally renovated home with a renovated large eat-in kitchen, all new appliances, new baths, and refinished hardwood floors throughout. Additionally, there is a newer roof and newer driveway. Patio & oversized new deck with stairs to backyard. 2 car attached garage with ample parking. Enjoy stress free living in this quiet manicured lawn neighborhood which is convenient to the parkways.

74 Edgewood Road, Ossining
$100,000
1 Beds ⋅ 1 Baths ⋅ 966750 MLS
This is an amazing opportunity for someone handy or a contractor, to get into homeownership if your a first time buyer! Or if you are selling your home and need to downsize. First time on the market in 40 years! Spacious one bedroom co-op near the Scarborough Metro North train station! Located across the street from Shoprite shopping plaza and close to all! No renting allowed, no dogs. This unit needs to be updated, however the natural wood floors are in good condition. Well kept building in financially sound complex. Comes with one Assigned parking space in front. Approval required by the co-op board, application fees, credit score minimum 675. No exceptions. Must see to appreciate!

165 S Highland Avenue Unit #C, Ossining
$605,000
4 Beds ⋅ 1 Baths ⋅ 993189 MLS
Look no further! This affordably priced Cape is full of potential and ideally located in a lovely residential neighborhood. Offering 4 bedrooms and endless possibilities, this home is ready for your personal touch and a little TLC to truly shine. Great opportunity for homeowners or investors alike. Being sold “as is.”

42 Lee Avenue, Ossining
$242,500
2 Beds ⋅ 1 Baths ⋅ 951955 MLS
Welcome to 42 Charter Circle in Ossining, a home that offers space, comfort, and an incredibly convenient lifestyle. Life at High Meadow means having everything within easy reach. Commuting is simple with a 1.1-mile journey to the Scarborough Metro-North Station and a 46-minute commute to Grand Central Station. Daily errands are quick, and nearby shops, restaurants, and essentials make day-to-day living effortless. Whether you're heading out for the morning, meeting friends, or enjoying the surrounding area, this location makes it all feel easy and accessible. Inside, the two-bedroom layout offers generous living space for relaxing, working from home, or hosting guests. The home offers a wonderful canvas for the next owner to personalize over time, but it’s the size and setting that truly stand out. 1 outdoor parking spot included, additional available. Laundry room steps away! Maintenance includes heat, hot water, sewer, trash collection, and grounds. With competitive pricing, this is a smart opportunity to enjoy a spacious home in a well-situated Ossining community where convenience and livability come first. At 42 Charter Circle, it’s about enjoying where you live just as much as the home itself.

42 Charter Circle Unit #42, Ossining
$2,700
2 Beds ⋅ 1 Baths ⋅ 1021235 MLS
Come see this FULLY RENOVATED Immaculate 2BR Apartment located on Main Street in DT Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the bedroom. Enjoy Hardwood Floors in bedrooms, Imported Stone Tile Floors in living/kitchen, and entry hall, Marble Countertops in Kitchen and Bathroom Vanity, plus Custom Wood Cabinets with Under Cabinet and lighting! All of the appliances are new and High Efficiency, including a Gas Range, Dishwasher, Washer & Dryer (inside the unit), Large refrigerator, and over-range microwave with Hood Built-in. The apartment also has a Large Pantry Closet with built-in Shelves, and the Closets in the Bedroom have built-in storage as well! Stow away suitcases and seasonal clothes in the Overhead Storage units in the bedrooms. Safety features include a Doorbell Buzzer System and Secured hallways with code locks at two locations. The unit also has high-speed Internet access, Wired for Optimum, and Verizon. You'll enjoy a bustling downtown area with proximity to the Metro North Train Station (45 minutes to Grand Central), as well as Markets, Restaurants, Cafes, a Pharmacy, a Bookstore, and a Post Office. Parking is Municipal by the Village of Ossining (you will need to get a tag for your car - not expensive!), with Multiple lots and new garage coming within 1 block. Ossining is an Artsy and Upcoming Community located along the majestic Hudson River with beautiful views! Tenant is responsible for utilities. Apply via RentSpree!

125 Main Street Unit #Basement A, Ossining
$3,200
2 Beds ⋅ 1 Baths ⋅ 1015218 MLS
Turnkey and ready for you! This stunning two bedroom unit offers an array of upscale amenities, beginning with a newly remodeled eat-in kitchen featuring custom cabinetry, sleek quartz countertops, and modern stainless steel appliances. Relax in the cozy living room which is adjacent to the kitchen. The bathroom is complete with a shower, tub, and a stylish vanity topped with quartz. Down the hall find not one but two oversized bedrooms. Enjoy the added luxury of a private brand new in-unit washer and dryer. Attention to detail is evident with California closets, new hardwood floors, and tasteful recessed lighting throughout. Additional storage is available in the unit and basement. With two parking spaces included, dining and outdoor activities nearby, and easy access to NYC commutes, this home delivers ultimate comfort and convenience at your doorstep! Additional Information: Amenities:Storage,LeaseTerm: Over 12 Months,12 Months,

9 Todd Place Unit #1st FL- Right Side, Ossining
$2,600
2 Beds ⋅ 1 Baths ⋅ 989423 MLS
Welcome to 29 Dale Avenue in Ossining, a beautifully updated 2-bedroom, 1-bath apartment offering approximately 800 square feet of comfortable living space. This bright and inviting home features hardwood floors throughout and an abundance of natural light. The updated kitchen is equipped with white shaker cabinets, quartz like countertops, and ample storage, while the fully renovated bathroom offers clean, modern finishes. The property also includes one garage parking space along with plenty of shared driveway parking for added convenience. Conveniently located near shops, dining, and transportation, and within walking distance to the Ossining train station, this move-in-ready rental is a great opportunity in a prime location. Schedule your private tour today!

29 Dale Avenue, Ossining
$245,000
1 Beds ⋅ 1 Baths ⋅ 969021 MLS
Perched gracefully above the majestic Hudson River, this beautifully renovated one-bedroom home is ready to welcome you in. Nestled within the highly sought-after, gated Scarborough Manor community, you’ll be greeted by the gatekeeper each time you arrive—an immediate sense of comfort and care. This sun-soaked, south-facing unit feels bright and uplifting from the moment you step inside. Oversized windows frame serene views and invite natural light to pour into the open living and dining area, where wood floors and soaring ceilings create an airy, inviting atmosphere. Beautiful coffered ceiling in the living room, crown moulding, new doors throughout and other high end finishes. The updated galley kitchen offers generous counter space and a convenient pass-through so you can stay connected with guests while you cook. Your spacious bedroom, complete with an entire wall of closets, offers the perfect retreat at the end of the day. The updated kitchen boasts stainless steel appliances and under sink water filter system. A fully renovated bath and abundant storage throughout complete this thoughtfully designed home. Life at Scarborough Manor comes with an array of exceptional amenities: a heated pool overlooking the river, a clubhouse with a full kitchen, a fitness center, saunas, showers, and more. The community also completed a major energy-efficiency upgrade in 2019, including solar panels, generators, a new gas-powered heating system, modern HVAC, and other enhancements—bringing comfort and sustainability together. Come experience the beauty, convenience, and warmth of this remarkable community. Your Hudson River haven awaits.

16 Rockledge Unit #2MM2, Ossining
$660,000
3 Beds ⋅ 2 Baths ⋅ 965895 MLS
Absolutely lovely front-porch colonial offers a beautifully updated kitchen with granite counters, glass tiled backsplash and stainless steel appliances, three bedrooms, a fully renovated full bathroom, a laundry room and a powder room. Enjoy summer dining on the rear screened-porch overlooking a beautiful yard with amazing sunsets. There is also a lower porch accessible from the basement and a detached two-car garage. Updates include roof (2015), furnace (July, 2024), central air (July, 2024), hot water heater (March, 2022), garage doors (2022), flooring (2017), solar panels (2019). House was built in 1920 and remodeled in 2017. Natural gas heat, town water and sewer. Conveniently located close to parks, schools, shopping and transportation and a short drive to the Metro North train to Manhattan. Schedule a visit to this truly special property.

19 Forest Avenue, Ossining
$340,000
2 Beds ⋅ 2 Baths ⋅ 928485 MLS
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 single-family home, just minutes from parks, schools, shops, and transportation. This beautifully updated home features a renovated eat-in kitchen complete with stainless steel appliances, an updated powder room, refreshed interior paint, and modernized electrical systems. The vaulted ceiling in the living room creates an airy, open feel, and the first-floor bedroom offers flexible living space or a guest retreat. Upstairs, you’ll find a private primary bedroom suite—your own quiet escape. Enjoy the outdoors from your welcoming front porch or relax in the cozy rear yard. Living here is virtually maintenance-free, with snow removal, water, and trash collection included in the monthly fee. The community garden and meeting house provide opportunities for social events and neighborly connection. Additional features include 1 assigned parking space & 1 unassigned space. Don’t miss this rare opportunity to own a piece of history with today’s conveniences. Easy commute to NYC! There are no audio recording devices inside this property. There are no audio recording devices inside this property. There are no audio recording devices inside this property.

42 Campwoods Grounds, Ossining
$703,000
2 Beds ⋅ 3 Baths ⋅ 996394 MLS
"Quiet comfort, generous light, and the kind of calm you feel the moment you walk through the door." Some homes simply feel different — and this is one of them. A coveted end unit in the distinguished Hudson Watch community, this 1,626-square-foot residence has been thoughtfully curated to offer something increasingly rare: genuine tranquility, without sacrifice. Soaring vaulted ceilings, a skylit entry foyer, and new engineered hardwood floors set the tone from the first step inside — an immediate sense that this is a home of considered taste and enduring quality. back patio overlooking lush landscaped greenspace. Seasonal Hudson River views complete the picture, a quietly breathtaking backdrop to everyday life. The kitchen delivers both form and function: an abundance of cabinetry, generous counter space, and an eat-in configuration that makes morning coffee feel like a small luxury. A powder room appointed with novelty wallpaper brings a moment of delight to the main floor, while a handsome bonus room with a built-in window seat — perfect as a home office or reading retreat — speaks to the home's versatility. A coat closet and direct garage access round out the entry The living room commands attention. Anchored by a wood-burning fireplace and framed by a dramatic wall of windows, it is the kind of space that invites you to slow down and stay. It flows effortlessly into a sun-drenched dining room — equally light-filled, equally gracious — where glass doors open to a covered level with seamless, intelligent design. The staircase alone is worth pausing on — vaulted ceilings and skylights overhead transform the ascent into something unexpectedly beautiful. At the top, the primary suite offers the kind of restful seclusion that defines truly exceptional living: a massive walk-in closet, glass sliders to a private deck, and a spa-caliber bath with a two-person jacuzzi, dual-sink vanity, stall shower, and skylights that bathe the room in natural light. The second bedroom is equally inviting, with oversized windows overlooking the front grounds. A hall bath with tub/shower combo and an in-unit laundry closet — washer and dryer included — complete the upper level with quiet efficiency. Set within the coveted Hudson Watch community in Ossining, this is Westchester living at its most considered — with Metro-North access, a vibrant waterfront, acclaimed dining, and boutique shopping all within easy reach in both Ossining and Croton-on-Hudson. River views carry through the community year-round, and seasonally, right from your own windows and patio. It is, simply put, a home that rewards those who appreciate the art of living well. A rare end unit at Hudson Watch — refined, serene, and completely at ease with itself

56 Hudson Watch Drive, Ossining
$798,000
5 Beds ⋅ 2 Baths ⋅ 967118 MLS
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 in kitchen with access to porch & attic for storage .Other highlights include; natural gas, hardwood floors, large backyard, patio area and parking in driveway for 3 additional cars. Close to schools, buses, downtown Ossining, restaurants, Metro North and much more! Wonderful investment opportunity or 1st time homebuyer with a rental income. 24 Hour notice for showings!

35 Havell Street, Ossining
$640,000
3 Beds ⋅ 2 Baths ⋅ 973663 MLS
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 entertaining. Natural light pours through the home, creating a warm and welcoming atmosphere throughout. The kitchen flows seamlessly into the main living areas, making it ideal for gatherings, while the bedrooms provide comfortable retreats with ample space and versatility. Whether you're working from home, hosting guests, or simply enjoying a quiet evening, this home adapts to your lifestyle. Step outside to enjoy the outdoor space — perfect for relaxing, gardening, or entertaining during the warmer months. Extensively Renovated in 2023: This home offers total peace of mind with a brand-new roof and siding. The exterior features enhanced curb appeal with a new stone wall, paver walkway, and a stunning front bay window. Inside, enjoy a modern kitchen finished with granite countertops and stainless steel appliances, complemented by a refreshed living room featuring new recessed lighting and a contemporary ceiling fan. This home features 1362 square feet of living space which includes the downstairs recreation room. Upstairs has 962 sq ft, downstairs has 400 sq ft. Located just minutes from shopping, dining, parks, and Metro-North, this home offers the perfect balance of suburban tranquility and commuter convenience. The Ossining Union Free School District operates a grade-level school structure: Park School (PreK-K), Brookside (Grades 1-2), Claremont (Grades 3-4), Roosevelt (Grade 5), AMD Middle School (Grades 6-8), and Ossining High School (Grades 9-12). Don’t miss the opportunity to make this Ossining gem your own!

128 S Highland Avenue, Ossining
$802,000
2 Beds ⋅ 3 Baths ⋅ 956227 MLS
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 possibilities. Truly "Move-In Ready", meticulously maintained with many recent upgrades to the roof, boiler, water heater and central AC mechanicals. Enjoy an open-concept living area, abundance of natural light and seamless indoor-outdoor flow- perfect for both everyday living and entertaining. The modern kitchen boasts stainless steel high-end appliances and quartz counters. A must-see property offering versatility, modern elegance and effortless living - this is contemporary living at its finest!

34 Piping Rock Drive, Ossining
$1,775,000
4 Beds ⋅ 3 Baths ⋅ 954268 MLS
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 crown molding throughout, and wide-plank 7-inch white oak hardwood floors. The chef’s kitchen is equipped with GE Monogram appliances, under-cabinet lighting, and premium finishes designed for both everyday living and entertaining. The upper level offers 9-foot ceilings and a spacious primary suite complete with a custom closet system. The lower level is built with 10-foot foundation walls, structural steel beams eliminating lally columns, and rough plumbing for a future full bathroom, providing exceptional flexibility and expansion potential. Outdoor living is enhanced by a rear patio, creating a seamless extension of the home’s interior space, ideal for entertaining, relaxation, and enjoying the surrounding natural setting. Additional highlights include a multi-zone irrigation system servicing both lawn and plantings. A rare combination of new construction, craftsmanship, and setting with Hudson River views serving as the home’s defining feature.

41 Croton Dam Road, Ossining
$680,000
4 Beds ⋅ 2 Baths ⋅ 991694 MLS
Welcome to this wonderful and thoughtfully updated split-level home, ideally located in the heart of Ossining Village. The main level features gleaming hardwood floors and an abundance of natural light through new insulated windows. The open-concept layout seamlessly connects the living room, dining area, and updated kitchen—creating the perfect flow for both everyday living and entertaining. The kitchen is equipped with granite countertops, stainless steel appliances, and solid wood cabinetry. This level offers three comfortable bedrooms with ample closet space. One bedroom features a special highlight—a private door leading to a deck overlooking a nicely sized backyard, perfect for gardening, BBQs, and outdoor enjoyment. A renovated full bathroom with modern finishes completes the main floor. The lower level provides additional living space with a fully finished walkout, including a fourth bedroom, an updated full bathroom, and three versatile bonus areas—ideal for a home office, guest room, playroom, or exercise space. This home has been extensively upgraded for quality, durability, and energy efficiency. The owner proudly highlights a new roof with GAF Timberline HDZ shingles, Hardie Plank (fiber cement) siding, new gutters, new windows and doors, and new flooring on the lower level. Enhanced attic foam and exterior wall insulation improve overall energy efficiency and comfort. The home is serviced by natural gas heating, public water, and public sewer. Additional features include a spacious driveway and convenient street parking. Perfectly situated for commuters, this home is just minutes from Metro-North, public transportation, and shopping—offering the ideal balance of suburban tranquility and everyday convenience. Enjoy being within walking distance to Nelson Park, a well-equipped community park featuring playgrounds, basketball, soccer and tennis courts, as well as scenic walking trails. Move-in ready and packed with upgrades—this home truly has it all! Don’t miss this exceptional opportunity.

2 Martin Road, Ossining
$845,000
3 Beds ⋅ 2 Baths ⋅ 961773 MLS
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 light and warmth. The charming kitchen offers a practical design with ample cabinet storage and opens to the dining area, making everyday living and entertaining effortless. From there, step outside to a private patio overlooking a beautiful, level yard—perfect for relaxing, entertaining, or enjoying outdoor activities. Three first-floor bedrooms and two full bathrooms, including a primary bedroom with a full en-suite bath, complete the main level. Downstairs, the lower level offers a large, untapped flexible space with ample storage, a workshop area, and a dedicated laundry room. A pull-down attic provides additional storage. A one-car garage and spacious driveway make parking a breeze. With easy access to the Taconic State Parkway, Route 9A, and Metro-North Railroad, commuting to NYC is easy. Enjoy close proximity to Gedney Park, Teatown Lake Reservation, Hudson Hills Golf Course, scenic hiking trails, DeCicco & Sons, Tazza Cafe, and a variety of local restaurants and shops. With its desirable ranch layout and great potential, this home is an exceptional opportunity to enjoy the best of both Ossining and Chappaqua communities.

20 Highview Road, Ossining
$600,000
3 Beds ⋅ 2 Baths ⋅ 976871 MLS
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 mean you’re set for comfort and efficiency. This is a home that’s move-in ready and built for everyday living.

15 Prospect Avenue, Ossining
$538,000
1 Beds ⋅ 2 Baths ⋅ 981035 MLS
Welcome to this tastefully updated one-bedroom townhouse with loft in the highly desirable Fox Hills community. This inviting home features two skylights that fill the space with natural light, beautiful hardwood floors throughout, and a one-car attached garage. The updated kitchen is appointed with Corian countertops and stainless steel appliances, seamlessly opening to a formal dining area with a skylight and sliding glass doors leading to a spacious deck—perfect for enjoying your morning coffee while taking in the peaceful, wooded views. The bright and airy living room, complete with a cozy fireplace, along with a convenient half bath and in-unit laundry, completes the first floor. Upstairs, you’ll find a tranquil primary suite with stylish barn door closets and a newly renovated en-suite bath, as well as a versatile loft space ideal for a home office, guest room, or second bedroom. Residents of Fox Hills enjoy exceptional amenities, including a pool, tennis courts, and clubhouse. Ideally located close to parks, Metro-North train, shopping, and dining, with less than a one-hour commute to New York City. Come and make this beautiful home your next chapter.

14 Bridle Path Road, Ossining
$3,900
3 Beds ⋅ 2 Baths ⋅ 974396 MLS
Come see this bright, stylish 3BR/2BA Apartment in downtown Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the bedrooms. Enjoy Hardwood Floors in bedrooms and hallways, and Imported Stone Floors in the living/kitchen, with Granite Countertops in the Kitchen and bathrooms. The kitchen includes a Gas Range, Dishwasher, Large refrigerator, and an over-range microwave with a built-in hood. The apartment also has a Large Pantry Closet with built-in Shelves, and the Closets in the Bedroom have built-in storage as well! Stow away suitcases and seasonal clothes in the Overhead Storage units in Bedrooms. In Unit NEW Washer/Dryer. You'll enjoy a bustling downtown area with proximity to the Metro North Train Station, as well as Markets, Restaurants, Cafes, a Pharmacy, a Bookstore, and a Post Office. Parking is Municipal by the Village of Ossining (you will need to get a tag for your car - not expensive!), with Multiple lots within 1 block. Ossining is an Artsy and Upcoming Community located along the majestic Hudson River with beautiful views! Tenant is responsible for utilities. Apply via RentSpree!

5 Brandreth Street Unit #2A, Ossining
$255,000
2 Beds ⋅ 1 Baths ⋅ 969401 MLS
Welcome to this beautifully updated co-op in the sought-after High Meadow complex, where timeless style meets everyday convenience. The main level offers a bright, airy flow with an inviting living room, dining area, and a beautifully renovated kitchen featuring new cabinetry, quartz countertops, and a classic subway tile backsplash. Barn doors add character and charm while opening to a laundry area with a brand-new washer and dryer. Refinished wood floors complete the main level with warmth and sophistication. Upstairs, two spacious bedrooms, hall bath, and generous closet space provide comfort and functionality. The upper level is currently carpeted, with wood floors underneath. This desirable community offers assigned parking, ample guest parking, playgrounds, and additional storage options. Monthly maintenance includes heat, water, and taxes, adding ease to daily living. Ideally located close to shops, transportation, and Metro-North. ***Financial Requirements:10% down, debt to income below 35%, credit score 675 and above, no late payments in the last 6 months, no bankruptcy in 5 yr. Also, at the time of closing buyer must have liquid assets (Investments or Cash) of a min. of 6 months of maintenance and mortgage payments.

9 Geneva Road Unit #9, Ossining
$435,000
1 Beds ⋅ 2 Baths ⋅ 975540 MLS
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 finished 400sf Lower Level has two additional bonus rooms - perfect for a family room/rec room Gym + Guest room/Office. Complex is Pet-friendly; with optional jitney to Metro-North trains for NYC commuters. Some other amenities include an outdoor Pool with summertime Lifeguard, a Clubhouse w/showers, kitchenette and reading couches; and a Playground for the kids along with Picnic facilities. Arcadian Shopping Center (think Starbucks, McDonalds, Stop & Shop, CVS, banks, bagels, restaurants +) is close by right around the bend. This sale comes with two parking spots. And current taxes reduced to under $10K with Ossining's $1,659 Basic STAR deduction for qualified primary owners too! Whether you are looking to downsize or are a first-time home buyer seeking a low-maintenance lifestyle (the HOA does landscaping, water/sewer, snow removal, siding/deck/driveway maintenance/repair/replacements) 15 Davids Lane offers you a chance to own in one of Ossining’s most convenient and welcoming neighborhoods.

15 Davids Lane, Ossining
$3,500
2 Beds ⋅ 2 Baths ⋅ 934909 MLS
Experience the perfect blend of modern luxury and vintage charm in this newly renovated 2bed, 1.5bath home, located in Ossining's newest boutique building. This custom-built unit boasts a bespoke kitchen featuring limestone countertops, Fisher & Paykel appliances, and ample storage and workspace. The bathroom is a true retreat, adorned with onyx-like tiles, an elongated soaking tub, and a spacious vanity designed to elevate your daily routine. Additional highlights include soaring ceilings, stunning herringbone wood floors, in-unit W/D, a tiled foyer, and triple exposure that flood the space with sunlight throughout the day. Centrally located the building offers easy access to shopping, dining, and is within walking distance of Ossining's train station. Each unit is equipped with smart entry, app-enabled intercom, central air, wood flooring throughout, dedicated parking, and access to landscaped greenspaces with dedicated barbecue areas, perfect for relaxing or entertaining.

90 S Highland Avenue Unit #6, Ossining
$1,099,900
5 Beds ⋅ 4 Baths ⋅ 906409 MLS
Exceptional residence featuring a fully legal accessory apartment, offering rare flexibility for multigenerational living, extended family, guests, or private professional space. The thoughtfully designed additional living area includes its own entrance, kitchen, bath, and living quarters, creating a comfortable and private environment while maintaining the character of a single-family home. Approximately 900 sq ft of finished lower-level space enhances the home’s functionality beyond the main living area reported in municipal records. Tucked away at the end of a semi-private road in a peaceful neighborhood, this property combines privacy, versatility, and elegant design. The main residence features 3 bedrooms, hardwood floors throughout the living areas, spacious living and dining rooms, and a dramatic vaulted fireplace that serves as a warm and inviting centerpiece. The chef’s kitchen boasts a Wolf range with built-in grille, double oven, and Sub-Zero freezer—ideal for both everyday living and entertaining. Step outside to the expansive Ipe Brazilian walnut deck with a large overhead awning for seasonal indoor/outdoor comfort. The resort-style backyard is a private oasis with a heated pool, Caldera spa, and lush landscaping—perfect for relaxing or entertaining. A 3-car garage with a workshop area provides ample space for vehicles, storage, and hobbies. Central air conditioning ensures year-round comfort. Located just 5 minutes from the Croton-Harmon Metro-North Station with a 40-minute express ride to NYC, this home offers the ideal balance of luxury, convenience, and tranquility in one of Ossining’s most desirable hidden neighborhoods.

200 Route 9A, Ossining

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.