Ossining NY Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
690
Status:
NEW LISTING
MLS#:
996003
Type:
Single Family
Lot size:
6.41 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-234-0200
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ADDITIONAL INFORMATION

Step back in time without sacrificing an ounce of comfort in this enchanting, 200-year-old hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history and contemporary ease. The interior showcases exceptional craftsmanship, featuring original wide-plank wood floors, a majestic stone fireplace, and a genuine Dutch door. The versatile layout includes two bedrooms plus an alcove and 1.5 baths highlighted by a hand-painted sink. A large, vintage-inspired country kitchen serves as the heart of the home, boasting a herringbone-patterned original brick floor, 1940s decor, and modern appliances including a dishwasher and washer-dryer. The exterior is a true nature lover's sanctuary, featuring a cedar shingle roof, a classic porch with Adirondack furniture, and a sophisticated bluestone slate patio. The expansive grounds are home to a picturesque pond and babbling brook that attract magnificent wildlife. While providing total seclusion, this property is remarkably accessible, located just five minutes from the Croton-on-Hudson train station and local supermarkets. Enjoy being minutes away from Hudson River dining, boating, and Teatown Lake Reservation, with an easy commute of less than one hour to New York City and a 50-minute drive to Thunder Ridge skiing. It is located in a Historic area near Old Croton Aqueduct and Senesqua Park. The community offers 17 parks, including a Westchester River Walk, hiking trails, views of the Hudson, and the Haverstraw-Ossining Ferry. Amenities include an indoor town pool, a Farmers Market, and local dining options. Community events include the Hudson River Music Festival and Teatown Annual Hudson River EagleFest.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,296
Status:
NEW LISTING
MLS#:
993189
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1951
A broker reciprocity listing Courtesy: William Raveis Real Estate 914-245-0460
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ADDITIONAL INFORMATION

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.”

Beds:
4
Baths:
3.00
Sq.Ft.:
3,592
Status:
NEW LISTING
MLS#:
995878
Type:
Single Family
Lot size:
0.76 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-723-6800
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ADDITIONAL INFORMATION

Beautifully updated center hall Colonial, set on a private and professionally landscaped almost one-acre property on a quiet cul-de-sac in one of Ossining’s most desirable neighborhoods. This move-in ready home blends classic architecture with modern upgrades and a highly functional layout designed for today’s lifestyle. The centerpiece of the home is the newly installed Leicht kitchen, featuring sleek European cabinetry, premium appliances, contemporary finishes, and abundant workspace and storage. The kitchen opens seamlessly to the home’s main living areas, creating an ideal flow for both everyday living and entertaining. Sun-filled interiors include spacious formal living and dining rooms, a welcoming family room with fireplace, and generously sized bedrooms with ample closet space. The primary suite offers a private retreat with an en-suite bath and peaceful views of the surrounding property. Large windows throughout the home bring in natural light and enhance the bright, airy feel of the interiors. Additional features include an unfinished basement offering excellent storage or future expansion potential, as well as a spacious 3-car garage. The expansive level backyard provides exceptional outdoor space for entertaining, recreation, gardening, or future enhancements. Mature trees and established landscaping create a private and tranquil setting while still being conveniently located near shopping, dining, parks, schools, and close to both the Saw Mill and Taconic State Parkways, as well as two Metro-North train stations for an easy commute to Manhattan.

Beds:
5
Baths:
5.00
Sq.Ft.:
6,458
Status:
NEW LISTING
MLS#:
987488
Type:
Single Family
Lot size:
0.92 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-762-7200
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ADDITIONAL INFORMATION

Nestled on a quiet cul-de-sac in Briarcliff Manor, this inviting 5-bedroom, 4.5 bath home combines space, light, and a layout that simply works for the way people live today. A grand entry foyer with hardwood floors and inlay detail sets the tone, opening to well-proportioned formal and informal spaces suited for both everyday living and entertaining. The living room features recessed lighting and French doors leading to a private office or den, creating a flexible space for working from home or a quiet retreat. The formal dining room provides an elegant setting for gatherings, while the family room offers a warm, comfortable atmosphere with a wood-burning fireplace and sliding doors to the deck, seamlessly extending the living space outdoors. The eat-in kitchen, breakfast area, and family room connect easily, creating a natural hub for daily life. The kitchen features a center island, abundant counter space, and a casual dining area designed for both function and flow. A mudroom with direct garage access, ample storage, and a separate laundry room adds everyday convenience. Upstairs, all five bedrooms are located on one level, along with an additional flexible space ideal for a home office, study, or den. The primary suite features a tray ceiling, two walk-in closets, and a spacious marble bath with dual vanities, soaking tub, and separate shower. The additional bedrooms are well-sized with generous closet space and are served by two full bathrooms, offering a practical layout. The finished lower level expands the living space with a large recreation room, full bath, and ample storage, ideal for media, fitness, or play. Additional highlights include a walk-up attic, generator, water filtration system, and a three-car attached garage. Conveniently located near the train, shopping, major highways, and the village of Briarcliff Manor, as well as nearby restaurants, this home offers a rare combination of privacy, space, and everyday convenience.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,629
Status:
NEW LISTING
MLS#:
996394
Type:
Single Family
Subdivision:
Hudson Watch
Lot size:
0.04 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-327-2777
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ADDITIONAL INFORMATION

"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

Beds:
4
Baths:
3.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
868447
Type:
Single Family
Lot size:
1.44 Acres
Year built:
1929
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-337-0400
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ADDITIONAL INFORMATION

Refined and timeless, this beautifully renovated 1929 Center Hall Colonial at 273 Elm Road blends classic architectural character with sophisticated modern living. Set on over an acre of private, landscaped grounds, the show-stopping original details include soaring ceilings, graceful archways, an oversized original fireplace, and a restored vintage butler’s pantry, replete with custom millwork. A dramatic trio of French doors open to a spectacular 41 X10 screened porch, creating a seamless connection to the surrounding greenery and super easy, yet elegant, indoor-outdoor living space. The newly renovated kitchen is both stylish and functional, featuring quartz countertops and island, stainless steel appliances, radiant floor heating and a bright new windowed dining area/built in banquet. Just beyond, a charming covered front porch provides the perfect place to enjoy a sunset. The stunning wide front staircase leads up to a lovely landing bathed in sunlight from an oversized period Palladian window. On the second floor, the primary suite offers a peaceful retreat with generous closets and a beautifully appointed en suite bath. Three additional bedrooms and a well-proportioned hall bath complete the second floor. Additional bonus spaces on the walk-up third floor and walk-out lower level offer excellent potential for a home office, gym, playroom, or guest accommodations. Thoughtfully updated throughout, the home features , new boiler, a new driveway, two parking spots at top of driveway under gorgeous cherry tree. Downstairs features a finished basement, immense storage and an attached 2-car garage. The outdoor space features expansive front lawn, mature landscaping, a blue stone patio with firepit, and an enclosed garden ready for planting. Located within the award-winning Briarcliff Manor school district just a short stroll away from the town pool and village shops. The school bus route stops right at the end of the driveway, a huge convenience on those busy mornings. This turnkey residence offers a rare blend of historic charm, privacy, and ideal location to Briarcliff Village. Not to be missed!

Beds:
2
Baths:
1.00
Sq.Ft.:
740
Status:
Active
MLS#:
993706
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Century 21 Alliance Rlty Group 845-297-4700
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ADDITIONAL INFORMATION

This two bedroom one bath bungalow set high above the Hudson with sweeping river views, this property offers a rare opportunity to enjoy the charm, convenience, and lifestyle that define Ossining living. Welcome to 19 Samstag Ave, a home perfectly positioned for those seeking both tranquility and connectivity. Enjoy gorgeous Hudson River vistas and the natural beauty that surrounds this historic river town, where rolling hills and scenic overlooks create a truly picturesque setting. Commuters will appreciate the home's close proximity to the Ossining Metro-North station, offering direct service to Grand Central Terminal in as little as approximately 40-45 minutes, with frequent trains throughout the day. The nearby Hudson Line, along with local Bee-Line bus routes and ferry connections, makes getting to New York City and throughout Westchester both simple and efficient. Beyond the commute, Ossining delivers a true lifestyle experience. Explore the waterfront at Louis Engel Park, hike the scenic trails of Teatown Lake Reservation, or stroll along the historic Old Croton Aqueduct. The vibrant downtown offers a mix of local shops, dining, and community events, all set against the backdrop of the Hudson River. Whether you're drawn by the views, the walkable access to outdoor recreation, or the ease of commuting, this home is ideal for buyers looking to embrace the unique blend of nature, history, and convenience that makes Ossining one of Westchester's most compelling river towns. The detached garage offers potential studio space or space for entertaining. Municipal water and sewer.

Beds:
2
Baths:
1.00
Sq.Ft.:
950
Status:
Active
MLS#:
991549
Type:
Co-Op
Subdivision:
Highland Terrace
Year built:
1962
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-962-4900
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ADDITIONAL INFORMATION

Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A flexible bonus space off the entrance is perfect for a dining nook or home office. Highland Terrace is a pet-friendly complex (up to two pets allowed) offering assigned parking, an outdoor pool, basketball court, and beautifully maintained grounds. Ideally located just minutes from shops, restaurants, parks, and the Ossining and Scarborough Metro-North stations, making commuting to NYC simple and convenient.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,810
Status:
Active
MLS#:
976460
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1952
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-762-7200
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ADDITIONAL INFORMATION

Your life in Briarcliff Manor begins here; Turnkey impeccably maintained ranch in the highly sought-after Briarcliff Manor School District. Perfectly sited on a quiet street just down the street from Neighborhood Park, this rare one-level home offers effortless living in a prime Westchester suburban setting. Recent updates include young siding, young windows and a new front door, complemented by mature landscaping and a private, level backyard with wooden deck ideal for relaxing or entertaining. Enjoy close proximity to Briarcliff Manor’s vibrant downtown, local shops and dining, and the Law Park pool and tennis complex. Inside, a freshly painted interior showcases sun-filled spaces, refinished hardwood floors as seen throughout, new Shaker style doors and a large picture window. The open layout flows seamlessly from the living room to the dining area and through French doors into a flexible family room with tranquil backyard views. The primary suite features a renovated ensuite bath with marble tile, spa-style shower and infinity drain. Two additional bedrooms and a fully renovated hall bath (2026) complete the home. The updated bright eat-in kitchen with granite countertops has African mahogany floors and is outfitted with premium appliances, including a Miele dishwasher and GE Cafe Speedcook oven/microwave and GE stove. A rare opportunity to own a move-in ready ranch with award-winning schools, low-maintenance living, and a tranquil Briarcliff Manor setting.

Beds:
2
Baths:
1.00
Sq.Ft.:
912
Status:
Active
MLS#:
991096
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1927
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-986-4592
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ADDITIONAL INFORMATION

Charm describes this well maintained, sunlit, low maintenance brick ranch with exceptional curb appeal. Freshly painted and truly move in ready, this home is the perfect starter home or ideal condo alternative. Step into a spacious, light filled living room with a cozy fireplace, leading to a formal dining room, perfect for entertaining. The kitchen features granite countertops, newer appliances plus access to a full unfinished walkout basement with a laundry area and abundant storage. The primary bedroom includes a large walk up attic offering excellent potential for additional living space. Architectural details such as arched doorways, hardwood floors, and crown molding add warmth and character throughout. Enjoy outdoor living on the inviting front porch or in the level backyard, complete with a brand new privacy fence, ideal for relaxing or entertaining. Located in a quiet, desirable village neighborhood, just 8 minutes from the Metro North station for easy commuting, close to major highways, shopping, come see it for yourself!

Beds:
14
Baths:
8.00
Sq.Ft.:
15,000
Status:
Active
MLS#:
969595
Type:
Single Family
Lot size:
7.9 Acres
Year built:
1898
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-273-9505
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ADDITIONAL INFORMATION

A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway flanked by stately stone pillars, each crowned with a lion statue, sets the tone for the regal character that defines this property. The lion motif carries throughout the house & grounds as a cohesive architectural signature. The exterior is a masterpiece of natural stone craftsmanship, crowned by an original slate roof and wrap-around front porch. Statues, walking paths, and multiple water features are woven throughout the landscape, all elements of a design vision conceived with the assistance of the Olmsted Brothers, the illustrious and world-renowned architects of New York City’s Central Park. Breathtaking waterfalls, hand-laid retaining walls, gazebos, and gardens still grace the grounds as a testament to their enduring artistry. Inside, the home is nothing short of extraordinary. Intricate hand-laid mosaics, sweeping marble floors, and rich hardwood flooring, installed with the precision of true master craftsmen speak to the uncompromising quality of the original construction. Over a dozen bedrooms, 7.5 baths, and an entertainment hall complete with a rich wood crafted bar and glass atrium along with an indoor pool provides endless possibilities. The 14 fireplaces anchor the grand interior spaces, while walls dressed in wood paneling imported from the Baxter church in England have been carefully preserved, offering a warmth and authenticity that simply cannot be replicated. This estate is the crown jewel of Briarcliff Manor, built without compromise and designed to endure. The property creates the opportunity to restore the rich architecture and history and elevate it to the 21st century. A purchaser with a vision will create a space that will respect its history, bring it into the modern era and allow future generations to experience and enjoy. The asking price recognizes the cost of this undertaking (over $1.5m+ in renovations) and presents the opportunity to enhance the value of the estate and also own something that is truly priceless. A building and estate of this provenance, scale, and heritage is a once in a lifetime moment. This is your chance to give your legacy a home. *Taxes will come down based on sales price*

Beds:
2
Baths:
3.00
Sq.Ft.:
2,737
Status:
Active
MLS#:
971426
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-238-4766
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ADDITIONAL INFORMATION

Fabulous 2 bedroom contemporary colonial with loft off primary suite situated on a private cul de sac the highly desirable Rosecliff gated community. You are welcomed into a dramatic entry foyer This home has been freshly painted and offers a brand new chef's kitchen with quartz countertops and lovely white cabinetry. All new stainless steel appliances. The eat in kitchen leads to a dining room and living room with fireplace opening into a lovely sunroom.. There is also a large family room with fireplace. There is a lovely powder room , walk in closet and laundry room Upstairs you will find 2 bedrooms-the primary has a bonus loft area reached by a spiral staircase that can be used as an office, exercise/yoga room. The walk in closet is amazing. The primary bath was recently renovated and has a soaking tub in addition to an enclosed shower. so beautiful !! The second bedroom has a large walk in closet and an adjacent hall bathroom. The large deck is wonderful for entertaining This house has a large deck and offers privacy and tranquility. Rosecliff is a wonderful gated community close to the Scarborough train station - a jitney to the station is offered daily. Scarborough Station is on the scenic Hudson line and the ride is approximately 45 minutes to Grand Central Station. Rosecliff is a gated community offering many amenities-the HOA covers snow removal, landscaping,road maintenance and access to the Rosecliff Mansion Clubhouse featuring an exercise room, kitchen, meeting room, pool and playground with beautiful river views, . There are all weather tennis courts, a basket ball court. The home features hardwood floors, skylights, a whole house generator. Rosecliff offers a relaxing lifestyle with easy access to hiking trails and Rockefeller Preserve. Do not miss this special home in the coveted gated community.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,392
Status:
Active
MLS#:
986175
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
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ADDITIONAL INFORMATION

177 Quinn Road is the kind of home you stop in front of and just know. Set on a flat, open 1.3 acres in the heart of Briarcliff Manor, this five-bedroom, three-and-a-half-bathroom home offers over 4,300 square feet of generous, well-loved living space, the sort of place where every room has a purpose, and every corner has been cared for. Step inside and the layout greets you the way a home should: a large living room opens to the right, an elegant dining room to the left, and the whole first floor flows with the kind of ease that only comes from thoughtful design. The updated kitchen, fitted with high-end stainless steel appliances, connects naturally to a warm, oversized den with a fireplace, which is exactly where you'll end up on a Sunday morning or cozy tv night. Sliding glass doors lead out to a deck overlooking all the gorgeous, flat property. Morning coffee out here is something else. Also on the main level, a private suite with its own sitting room, bedroom, full bathroom, and a separate door to the outside offers real flexibility, whether you need it for guests, an au pair, a parent, or simply a quiet retreat apart from the rest of the house. Upstairs, four large bedrooms include a primary suite with an en suite bath and a walk-in closet that finally has room for everything. The other bedrooms are genuinely spacious, with custom closet space that matches the square footage. In this home, there is a place for everything. A large, sunny bonus room above the garage adds a whole extra layer of possibility, whether you envision it as a media room, rec space, home office, or extra bedroom. Whatever your life calls for, there's room for it here. The walk-out finished lower level with a bathroom, a dedicated gym, cedar closet, and extensive storage means this house is not just beautiful, it's practical in the way a home should be. The two-car garage is equipped with a GarageTek organizational system, so that everything has its place. With over 4,300 square feet, one of the most usable lots in the area, storage on every level, and room to grow in every direction, 177 Quinn Road is a genuinely rare find. Situated in the award-winning Briarcliff Manor School District, minutes from two premier golf clubs, village recreation, and the Scarborough Metro-North station, with Hudson River views on the way to Grand Central just 50 minutes away, this is Westchester living at its very best, with the city always close enough when you want it.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,056
Status:
Active
MLS#:
989822
Type:
Single Family
Lot size:
0.52 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Mark Seiden Real Estate Team 914-762-2200
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ADDITIONAL INFORMATION

Nestled in a quiet neighborhood near a local park, this wonderful split-level home in the highly sought-after village of Briarcliff Manor offers the perfect blend of comfort, style, and community living. Step inside to discover an updated eat-in kitchen featuring granite countertops and built-in seating—ideal for both everyday living and casual entertaining. The open-concept living and dining area is enhanced by gleaming hardwood floors and a stunning stone fireplace, creating a warm and inviting atmosphere. The primary bedroom includes his-and-hers closets and a private en-suite bath with premium Kohler fixtures. Two additional bedrooms and a beautifully updated hall bathroom with a soaking tub complete the upper level. The walk-out lower level offers exceptional versatility, boasting a large family room with a granite wet bar, a dedicated home office, and a utility room. Key updates include new Andersen Windows, recessed lighting, and a brand new roof! Enjoy exceptional outdoor space with an enclosed porch, a spacious patio, and a fenced-in level backyard—perfect for entertaining, relaxing, or play. Two side yards provide even more room for outdoor activities. As a resident of Briarcliff Manor, you’ll have access to outstanding amenities, including an outdoor pool, youth and senior programs, recreational activities, and year-round community events—offering a vibrant and welcoming lifestyle. There are no audio recording devices inside this property.

Beds:
5
Baths:
7.00
Sq.Ft.:
7,931
Status:
Active
MLS#:
986239
Type:
Single Family
Lot size:
3.83 Acres
Year built:
1916
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-238-4766
View additional info

ADDITIONAL INFORMATION

There are homes… and then there are places that feel quietly set apart from the world around them. Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally… like a secret meant only for those who understand what true luxury feels like. This is not just a home. This is a legacy estate. Set perfectly between the Hudson River and Sleepy Hollow Country Club, the location offers the rare balance today’s buyers search for privacy, proximity, and prestige. Minutes to Metro North, fine dining, boutique shopping, and everything that defines Westchester luxury living… yet once you arrive, the outside world seems to soften. There is a stillness here. You feel it walking the grounds, where mature trees frame rolling lawns and sunlight filters through in that unmistakable golden way. There is a rhythm to the property… the kind that invites long mornings on the porch, quiet afternoons by the pool, and evenings that stretch just a little longer than planned. And somewhere within it all… life quietly thrives. Bees drift from bloom to bloom, tending to the landscape in a way that feels both timeless and grounding… a subtle reminder that this estate is not just maintained, it is alive. Inside, the home unfolds with a level of craftsmanship and scale rarely seen today. Five ensuite bedrooms offer both privacy and comfort, anchored by a truly exceptional primary suite with its own fireplace, spa like bath, expansive dressing room, and a private sleeping porch… a nod to a more romantic era of living, where fresh air and slow mornings were part of everyday life. The kitchen is designed not just for cooking, but for gathering… a chef’s workspace complemented by a generous butler’s pantry, ideal for seamless entertaining. It flows effortlessly into a formal dining room that feels pulled from the pages of a design magazine, where hand printed Zuber wallpaper and a fireplace create a setting that is both refined and deeply inviting. Every room tells a story. A wood paneled office with its own fireplace opens to the front porch, offering a work from home experience that feels anything but ordinary. The living room, wrapped in double walls of French doors, blurs the line between indoors and out, filling the space with natural light throughout the day. Nearby, the sunroom becomes its own retreat… a place to pause, unwind, and simply take in the beauty of the property. Step outside, and the estate continues to reveal itself. A gunite pool set within manicured grounds. Multiple porches designed for every mood and moment. A historic Lord and Burnham greenhouse… a rare and remarkable feature that speaks to the property’s heritage. And a four plus car garage with a private apartment above, offering flexibility for guests, extended stays, or staff. This is Westchester luxury real estate at its finest, where historic architecture meets modern lifestyle, where privacy meets convenience, and where every detail has been thoughtfully considered. Because the truth is… You can always renovate a home. But you cannot recreate land like this. You cannot replicate this setting. And you cannot manufacture the feeling this property gives you the moment you arrive. 36 Revolutionary Road is not just being listed. It is being offered.

Beds:
2
Baths:
1.00
Sq.Ft.:
950
Status:
Active
MLS#:
987888
Type:
Co-Op
Subdivision:
Highland Terrace
Year built:
1962
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 914-245-4422
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ADDITIONAL INFORMATION

Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living. Wired for Verizon Fios/Spectrum/Cablevision. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This is a one level first floor unit just a couple of steps up from the front door. Multiple ceiling fans and windows in every room and a/c units included. Updated Kitchen with quartz countertops, white cabinetry, natural gas cooking stove; high-hat lighting. Corner location offers more windows and privacy than most others and lets in more natural sunlight. Quiet neighbors. Lovely landscaping, basketball/sports court, outdoor in-ground pool & common-use patios with BBQ set ups, along with well-maintained outdoor seating areas, make for a friendly community setting. Nelson Park is just a block away & scenic aqueduct walking trails are nearby. If you have kids, please note that Ossining's award-winning Schools are known for having the most Intel Science winners year after year along with great Robotics & STEM Programs. This is one of a very limited number of co-op complexes that is pet friendly (2 pets allowed). Walk to the Arcadian Shopping Center's multiple stores, banks and restaurants - think McDonald's, Verizon, Starbucks, Capri Pizza, Valley Bank, Stop & Shop Supermarket and more - all for your dining & shopping pleasure. If you work in the City, or want to head up north to Bear Mountain and beyond, Highland Terrace Co-ops have easy access to all the main thoroughfares + are only minutes from Metro-North's Hudson train line with less than an hour's commute to Manhattan. Seconds away from riverfront options to fish or sail on the Hudson! Who needs anything more? Welcome Home to Unit #B3.

Beds:
2
Baths:
1.00
Sq.Ft.:
950
Status:
Active
MLS#:
988157
Type:
Co-Op
Subdivision:
Briar Hill
Year built:
1950
A broker reciprocity listing Courtesy: Kane & Associates 914-941-7020
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ADDITIONAL INFORMATION

Bright & Airy - 2 BR, 1 BTH - Second floor walk-up apartment. Amenities include oak hardwood flooring, a remodeled kitchen w/shaker style cabinetry, granite countertops & stainless appliances. The primary bedroom offers two closets and overlooks the side-yard grounds. The bathroom includes a tub/shower combo with tiled wall accents. Beautifully well maintained buildings w/mature lawns, shrubbery & specimen trees all nestled in the quiet BRIAR HILL neighborhood. Owners can utilize the Briarcliff Manor village Pool, Tennis, Basketball amenities. The North County Bike/Walking Trail is located within the village too! Board guidelines include: 20% down payment; minimum Credit Score (Experian FICO 2.0) 700; Maximum housing ratio 43%; and, Total Housing ratio 28%. All applicants must reside in the Apt.. Washing machines and Clothes hook-ups allowed w/Board Approval.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,547
Status:
Active
MLS#:
982236
Type:
Condo
Subdivision:
Deerfield Condo
Lot size:
0.01 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-967-0059
View additional info

ADDITIONAL INFORMATION

Welcome to Deerfield Condominium Complex....A middle unit recently updated. This unit features attached garage, 2 private decks, updated eat-in kitchen, freshly painted and new carpeting. This unit is a tri level home. Perfect for today's buyer. Deerfield Community is close to 9A, Croton on Hudson railroad station, and all that Ossining offers.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,706
Status:
Active
MLS#:
991694
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-962-0007
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,431
Status:
Active
MLS#:
985319
Type:
Condo
Subdivision:
Briarcliff Woods
Lot size:
0.01 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-962-4900
View additional info

ADDITIONAL INFORMATION

Truly a standout and seldom available opportunity! Presenting a rare and exceptional offering in one of Ossining’s most coveted communities. This impeccably renovated MOVE IN READY 3 bedroom, 2 full bath ground-level END UNIT residence defines effortless luxury and refined living, featuring one of the most spacious layouts sought after by today’s buyers. From the moment you enter, you are greeted by sophisticated design and superior craftsmanship, featuring all new solid wood shaker-style interior doors with elevated hardware, rich engineered hardwood flooring, high end dimmed light switches, elegant crown molding and designer light fixtures throughout. Every detail has been thoughtfully curated to create a seamless blend of comfort and style. The designer eat-in kitchen is both timeless and on-trend, featuring crisp white shaker cabinetry built to the ceiling, luxurious quartz countertops, impressive crown molding, wood flooring, recessed lighting, Bosch stainless steel appliances w/the dishwasher being panel covered for a seamless look, a large built-in pantry and a wall-mounted pot filler above the stove for filling your large pots at the cooktop. This stunning kitchen is perfect for everyday living and a space you will truly enjoy. The expansive living room is a true showpiece, centered around an attractive wood-burning fireplace, recessed lighting and sliding glass doors that lead to a large newly constructed deck all fenced-in for your added privacy. The outside deck is an outdoor retreat ideal for entertaining, grilling, or quiet relaxation. Impressive spacious primary bedroom, complete with a full en-suite bathroom. Two additional generously sized bedrooms offer comfort and flexibility, each with ample closet space, including one with a walk-in closet. A dedicated walk-in closet in the entry hall enhances the home with extra storage capacity. Each full bathrooms have been tastefully renovated, showcasing fresh, modern finishes. A new top-of-the-line washer and dryer provide added convenience located in the kitchen. Enjoy the unparalleled ease of direct, no-step entry with your own dedicated parking space just outside your door. This pet-friendly community offers resort-style amenities, including a sparkling in-ground pool with expansive sun deck, tennis and basketball courts, and exquisitely maintained grounds adorned with mature trees and vibrant seasonal plantings. A complimentary jitney to the Croton train station further enhances the lifestyle of convenience. And it gets even better - Briarcliff Woods has its own on-site superintendent. Moments away, enjoy the scenic Senasqua Riverfront Park, offering breathtaking Hudson River sunsets, walking trails, picnic areas, beach access, summer concerts, movies and events. Perfectly situated near major highways, shopping, and a diverse array of dining options, this home offers the ultimate in accessibility without compromising tranquility. Homes of this caliber, condition, and location are rarely found, making your find an exceptional opportunity to own a truly turnkey residence in a premier setting.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,573
Status:
Active
MLS#:
961164
Type:
Single Family
Lot size:
0.48 Acres
Year built:
1929
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-591-2700
View additional info

ADDITIONAL INFORMATION

Welcome to this tastefully updated home Dutch Colonial. Beautifully and thoughtfully renovated, the light-filled chef’s kitchen is the true centerpiece, featuring crisp white cabinetry, expansive countertops, generous storage, and seamless flow into the dining and living areas, making it ideal for both daily living and entertaining. The large living room features a lovely wood burning fireplace and beautiful glass doors leading to the covered patio; an inviting space for entertaining and relaxing. In addition, a large west-facing deck provides the perfect vantage point to enjoy stunning sunsets over the Hudson River. A separate office/study with sliding glass door to deck and a renovated full bath, round out the main level. Upstairs, the primary suite offers a fabulous walk-in closet/dressing area and a spa-like bath with a separate shower and soaking tub, complete with views of the Hudson River. There are three additional generously sized bedrooms along with another full bathroom. Speaker system throughout much of the house too. The expansive yard space, tons of parking and an oversized 2 car garage plus basement are the perfect finishing touches to an already exceptional home. You won't want to miss this one.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
968945
Type:
Condo
Subdivision:
Hudson View
Lot size:
0.01 Acres
Year built:
1987
A broker reciprocity listing Courtesy: William Raveis Real Estate 914-245-0460
View additional info

ADDITIONAL INFORMATION

Offering an open floorplan with sophistication and style filled with designer finishes. This wonderfully maintain unit offers an impressive eat in kitchen with granite counters, stainless steel appliances and rich cabinetry, the dining room flows into the living area complete with fireplace and vaulted ceilings with skylight. The primary bedroom is located on the main level, with vaulted ceilings, custom built-ins closets, beautiful flooring and your own on suit bath, an additional bedroom across the hall with vaulted ceilings and custom built-in closets, hall bath, laundry panty, and enjoy the outside with sliders leading to a private rear deck with awning. Head up the stairs and you'll find an open-loft with an abundance of natural light, and a den or perfect office area. Enjoy all the amenities with your own clubhouse, gym, pool, tennis and basketball court. All of this and move in ready with modern finishes throughout, ideal for both everyday living and entertaining. A convenient location and minutes to the metro north station, restaurants, shopping, parks and parkway. Act now and make this beautiful home your own!

Beds:
1
Baths:
1.00
Sq.Ft.:
719
Status:
Active
MLS#:
983983
Type:
Condo
Lot size:
0.01 Acres
Year built:
1874
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Discover this charming one-bedroom apartment ideally located in the heart of Ossining, set on a beautiful tree-lined street. This inviting residence offers the perfect blend of comfort, value, and convenience. The apartment features a bright and functional layout, with a well-maintained kitchen and generous living space. Additional storage is no issue, with a large private storage unit located in the basement. Enjoy a pet-friendly lifestyle (cats and dogs welcome) while being just moments from Ossining’s vibrant downtown, offering a variety of restaurants, shops, and local amenities. Commuters will love the unbeatable location—just a 3-minute walk to the Ossining Train Station, providing easy access to New York City. The monthly common charges include water, sewer, and common area maintenance, offering convenience and excellent value. Parking is also accessible, with permits available through the village and train station. Additionally, a new parking garage is currently being built behind the building, enhancing future parking options and long-term value. Applicants must apply with a minimum of two people and meet a maximum household income of $108,000. All applications are subject to review and approval by the county. A fantastic opportunity to own in a prime Ossining location—don’t miss it!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,867
Status:
Active
MLS#:
977120
Type:
Single Family
Lot size:
3.06 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Stetson Real Estate 914-381-7173
View additional info

ADDITIONAL INFORMATION

This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning grounds showcase a harmonious mix of wooded areas, meandering walking trails, expansive lawns, curated gardens, and beautiful stonework, all connected by a thoughtful network of driveways, pathways, and steps. Multiple terraces, patios, and outdoor seating areas are perfectly positioned across the property to capture its remarkable natural surroundings. The thoughtfully designed Main house layout features an expansive family room with wood-burning fireplace perfect for everyday gathering, first-floor bedroom with a full en-suite bath, ideal for guests, along with a dedicated laundry room. The main floor features walls of windows showcasing the sylvan setting and a formal dining room that flows seamlessly into a spacious living room. The eat-in kitchen, complete with a charming breakfast nook, is easily accessible and well-suited for casual dining. This level also includes three additional bedrooms, including one with a private en-suite bath, two bedrooms share a well-appointed hall bath, and a laundry room. The Detached 3 car garage with guest quarters and guest patio with built-in wood grill and woodland views add to this retreat.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,050
Status:
Active
MLS#:
973026
Type:
Co-Op
Subdivision:
Scarborough Manor
Lot size:
12.7 Acres
Year built:
1970
A broker reciprocity listing Courtesy: ERA Insite Realty Services 914-949-9600
View additional info

ADDITIONAL INFORMATION

This is a rare opportunity to own a truly exceptional residence with panoramic, year-round Hudson River views, something rarely found at this price point in Scarborough Manor. Designed for both comfort and sophistication, this expansive three-bedroom, two-bath home offers 9ft ceilings, oversized rooms, and abundant closet space throughout. The layout strikes the perfect balance between everyday living and effortless entertaining. The open-concept living and dining areas flow seamlessly, creating a warm, inviting atmosphere ideal for hosting or unwinding while taking in breathtaking river views. A beautifully designed chef’s kitchen anchors the space, perfectly positioned to connect with the dining area and enhance the home’s natural flow. Custom window treatments, including tailored blinds and valances, have been thoughtfully designed to complement each window. Set in a serene, waterfront setting, this residence delivers a unique blend of tranquility and convenience, offering refined living just moments from everything you need. Enjoy the security and ease of a 24-hour gated community featuring a beautifully appointed clubhouse, heated pool, sauna, fitness center, billiards room, ping pong, and a quiet library, all included in the monthly maintenance. Residents benefit from twice-yearly exterior window cleaning, ensuring your river views remain clear year-round. The community is equipped with a full backup generator for added peace of mind, along with energy-efficient solar panels designed to help reduce electric costs. Ideally located, you’ll have quick access to shopping, be within walking distance to the train, and just moments from waterfront parks, popular dining spots, and vibrant cultural destinations. This is effortless waterfront living at its finest. Schedule your private showing and experience the charm, convenience, and lifestyle this Hudson River co-op has to offer.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Ossining Real Estate

Ossining is located in New York. Ossining, New York has a population of 39,973. Ossining is less family-centric than the surrounding county with 32.03% of the households containing married families with children. The county average for households married with children is 35.32%.

The median household income in Ossining, New York is $106,118. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Ossining is 44.2 years.

Ossining Weather

The average high temperature in July is 80.8 degrees, with an average low temperature in January of 18 degrees. The average rainfall is approximately 50.6 inches per year, with 30.3 inches of snow per year.

Ossining Map

Ossining Real Estate Market Conditions

  • Median sales price

    $615,000
    10.6%
    change since last quarter
  • # Active listings

    51
    30-day change

Ossining Schools and Demographics

Education near Ossining, NY

City County
High School Graduates 85.97 88.85
College Degree - 2 year 6.5 6.61
College Degree - 4 year 45.86 50.65
Graduate Degree 18.06 17.54
Expenditures per Student 31,362 31,362
Students per Teacher 12.7 12.7

Elementary Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Bedford Road School KG - 04 598 12.7 10570
Brookside School 01 - 02 743 15.5 10562
Carrie E Tompkins School KG - 04 589 13.9 10520
Claremont School 03 - 05 750 16.6 10562
Douglas G Grafflin School KG - 04 414 13.8 10514
Park School PK - KG 638 17.5 10562
Roaring Brook School KG - 04 464 14.1 10514
Todd Elementary School KG - 05 582 15.3 10510
Westorchard School KG - 04 457 14.7 10514

Middle Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Anne M Dorner Middle School 06 - 09 1,050 14.1 10562
Briarcliff Middle School 06 - 08 348 15.9 10510
Pierre Van Cortlandt School 05 - 08 533 13.4 10520
Pleasantville Middle School 05 - 08 558 13.2 10570
Robert E Bell School 05 - 08 633 12.9 10514
Roosevelt School 05 - 05 344 18.1 10562
Seven Bridges Middle School 05 - 08 620 12.4 10514

High Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Briarcliff High School 09 - 12 592 12.7 10510
Croton-Harmon High School 09 - 12 533 13.9 10520
Horace Greeley High School 09 - 12 1,331 12.3 10514
Ossining High School 09 - 12 1,343 13.7 10562
Pleasantville High School 09 - 12 601 11.8 10570

Ungraded Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Edenwald School 01 - 12 107 6.7 10570
Mount Pleasant-Cottage School KG - 12 133 10.2 10570

Demographics near Ossining, NY

City County
Neighborhood Type Suburban
Population 39,973 999,723
Population Density 3,459 2,322
Median Age 44.2 41.2
People per Household 2.6 2.7
Median Household Income 106,118 105,387
Average Income per Capita 58,188 61,830

Real estate near Ossining