Ossining, NY Real Estate | Ossining, NY Condos for Sale

It's oh so quiet. This High Meadows top floor one bedroom, one bath is fresh and ready to go. Hard wood floors throughout, A sun filled living room with dining nook, new stove and refrigerator, lot's of closet space. A small hall leads to extra closets and the bedroom. High Meadows Cooperative features a common laundry and storage space around the back. 2 playgrounds and a basketball court are available as well. Reserved spot number 5 is a short walk to the door, street parking with permit. This gem is tucked away, off route 9, with easy access and close proximity to shopping, fitness center, trails, public transport, and highways, just 2 miles to the train station. The best of both worlds. Peaceful oasis, and convenient to the business district.

50 Charter Circle Unit #C, Ossining

$419,000

1 Beds ⋅ 1 Baths ⋅ 1025908 MLS

Welcome to Eagle Bay, a sought-after gated community overlooking the Hudson River in Ossining. This beautiful 1st floor unit is freshly painted and offers the perfect combination of privacy, convenience, and resort-style living. Relax on your private deck while enjoying a peaceful natural setting just minutes from Metro-North, shopping, and dining. The bright, open floor plan features hardwood floors throughout and a wood-burning fireplace that creates a warm and inviting living space. The updated eat-in kitchen is appointed with granite countertops, and the bedroom features a walk-in closet while the primary bath offers a relaxing Jacuzzi tub. Additional highlights include an assigned parking space and the washer/dryer in unit. Residents of Eagle Bay enjoy an exceptional lifestyle with outstanding amenities, including a swimming pool, tennis and basketball courts, clubhouse, fitness center, and playground. Ideally located near the vibrant villages of Ossining and Croton-on-Hudson, you'll have easy access to restaurants, shopping, parks, and Metro-North for a convenient commute to New York City.

101 Eagle Bay Drive, Ossining

$160,000

1 Beds ⋅ 1 Baths ⋅ 1024369 MLS

Welcome to this beautifully maintained, pet-friendly 1-bedroom co-op in desirable Ossining, offering the perfect blend of comfort, convenience, and a rare private patio. A spacious foyer welcomes you inside and leads to a thoughtfully designed layout featuring an updated bathroom, a functional kitchen with ample cabinet space, and a generously sized bedroom. The expansive living and dining area provides an ideal setting for both everyday living and entertaining, with a private back door opening directly to your patio, creating a seamless indoor-outdoor lifestyle. Nestled within a well-maintained garden-style community, residents enjoy exceptional amenities including an in-ground swimming pool, basketball court, scenic walking trails, beautifully landscaped grounds, plentiful guest parking, and an assigned parking space conveniently located just steps from the building. Ideally situated just minutes from Metro-North, the Taconic State Parkway, shopping, dining, parks, and the vibrant Ossining waterfront, this home offers the perfect balance of tranquility and accessibility. Whether you're purchasing your first home, downsizing, or searching for a commuter-friendly residence with sought-after outdoor space, this move-in-ready opportunity is one you won't want to miss.

129-3 S Highland Avenue Unit #A2, Ossining

$425,000

2 Beds ⋅ 2 Baths ⋅ 976452 MLS

Welcome to Scarborough Manor, one of Westchester's most sought-after riverside co-op communities — where resort-style living meets everyday convenience along the scenic Hudson River. This beautifully appointed, recently updated two-bedroom, two-bath residence offers what may be the community's most prized feature: breathtaking, unobstructed Hudson River views that greet you from the moment you step inside. You will revel in the daily dose of beauty every time you walk out onto your private terrace and take in the sweeping river panorama — whether with your morning coffee or an evening glass of wine. Inside, the apartment has been thoughtfully updated throughout with new modern lighting, refinished parquet floors, and a refreshed kitchen, including updated appliances, counter, sink, backsplash, knobs, and cabinet refinishing. The spacious living area flows naturally to the terrace, making the river views a seamless extension of your living space. Both bedrooms are generously sized, and two full bathrooms offer comfort and flexibility for residents and guests alike. Beyond your front door, Scarborough Manor delivers a true resort lifestyle. Newly renovated hallways and soon-to-be-redone lobby set a refined tone the moment you arrive. Residents also enjoy a stunning heated pool, elegant clubhouse with fitness center, sauna, billiards, library, and ping-pong lounge. Take strolls or have a picnic in the beautifully landscaped walking paths and quiet seating areas along the property overlooking the water. The community features 24-hour gated security, complimentary outdoor parking, solar, and a full-building backup generator. And the location couldn't be more convenient — just a short distance to the Scarborough Metro-North station for an easy commute to Manhattan, with shopping and dining minutes away at the Arcadian Shopping Center, downtown Ossining, and nearby towns such as Sleepy Hollow, Tarrytown, Pleasantville, and Briarcliff Manor. This area is full of culture, recreation, and ongoing events for all ages and interests. Please note that applicants must meet the Co-Op's purchase criteria. Estimated Monthly maintenance is $2,184. This is Hudson River living at its finest - come see for yourself! Paradise Found!

16 Rockledge Avenue Unit #5P-2, Ossining

$675,000

3 Beds ⋅ 2 Baths ⋅ 1013329 MLS

Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle luxury with practicality. Best of all, you can enjoy majestic vistas from your private terrace and banquet of large windows. Allow yourself to be treated to a daily lifestyle that nurtures your spirit, as you enjoy the many amenities the complex offers: Clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space • Outdoor Heated Pool surrounded by mature trees with Hudson River views • Beautiful Park-Like Grounds with walking paths and benches • 24/7 Gated Security for peace of mind and to accept your packages • Free Outdoor Parking for all (Indoor parking is wait listed at $85 per month) • Full Generator no power outages. Hallways redecorated one year ago with contemporary wallpaper and carpeting • Unique Features: Convenient laundry on each floor • New HVAC units in LR, Dining Room, and Bedrooms • New windows throughout • New lobby restoration underway • Storage units are on a wait list and the rent is ($30-$50/month). Scarborough Manor offers the best of both worlds – a tranquil, riverside setting with easy access to both the Scarborough and Ossining Metro-North stations, Route 9, and nearby shops and restaurants.

16 Rockledge Avenue Unit ##6E-1, Ossining

$699,000

2 Beds ⋅ 3 Baths ⋅ 1018107 MLS

Welcome to 191 Horseshoe Circle, a beautifully designed contemporary townhouse at the sought after Fox Hill Condo Development in the Hudson Valley, Westchester County. This rare "C" End Unit is beautifully located in the heart of the development, surrounded by tranquility with an expansive deck for enjoying the outdoors. Cheery and spacious, this home has an open floor plan with combined Dining Area and Living Room with gas Fireplace. The large Eat-in-Kitchen features a breakfast nook where beautiful light pours in to welcome your day. The first floor includes a Flex Space area that can be used as a private Guest Room - Full Bathroom and Closet are attached. While perfect for people who wish to avoid steps, this space is also ideal for Office, Den or Exercise use. Upstairs has 2 lovely Bedrooms, both En-suite. The pretty Primary Bedroom is roomy and features an attached dressing room, multiple closets and large Bathroom with Shower and separate Tub. The second upstairs Bedroom is also ensuite with full bathroom. Laundry area/closet is conveniently located off the first floor foyer. The 2-Car Garage and driveway accommodates parking for six cars. Additional storage shelving is found in the garage. Much of the interior has been painted in the past 1-2 years. Hot Water Heater replaced 4/2025. Fox Hill is well maintained, includes beautiful amenities - Pool, Tennis, Basketball, Playground, Swings - and is Pet friendly. Tucked away but close enough to highway and train stations to get to your destination quickly. Nearby Croton Train Station is just a 50 minute ride along the gorgeous Hudson River to Grand Central/NYC. Close to the Hudson for boating/water sports, championship golf, shopping, restaurants, music, West Point, hiking, more.

191 Horseshoe Circle, Ossining

$625,000

3 Beds ⋅ 3 Baths ⋅ 1013828 MLS

A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There are multiple closets here as well. Up one level is the open living and dining room. Centered on a wood-burning fireplace with granite hearth and featuring new floors, this is a wonderful space. There are sliding doors here, out to the rear deck and tree ensconced lawn beyond. The eat-in kitchen is well laid out, with good counter and cabinet space. Off of the kitchen, find the large balcony - a great place to enjoy a cup of tea in the early morning, or something a little stronger at the end of the day. Also on this floor is the hall bathroom and the large laundry closet. Up one more level, we reach the bedrooms. The primary bedroom, with an ensuite bathroom that has a tub and a shower, has a deep walk-in closet. In this room, and every bedroom, natural light shines through oversized windows with views out to trees. The second and third bedrooms share a full hall bath with a tub. In Ossining, there are few options for three bedroom condominiums. The Deerfield community has a beautiful, large pool - a perfect place to sunbathe even if you don't swim. There are also walking trails, easily accessible from this unit. All of this, just a short drive to shopping, restaurants and parks, and easily accessible to commuting by train or highway. What more can you ask for?

83 Deerfield Lane, Ossining

$629,900

2 Beds ⋅ 3 Baths ⋅ 1012453 MLS

First time on market! 2 bedroom, 2.5 bath end unit Hamlet on Spring Pond condo gives you all the convenience of a condominium and the feel of a single family home. You'll love being nestled among the woods with a nearby pond, waterfall, clubhouse, tennis court and pool. The kitchen features stainless steel appliances, granite counters, and a sunny dining area. The formal dining room overlooks a sunken living room with a woodburning fireplace and sliding doors to the rear deck and wooded grounds. The primary suite has tons of closet space, a generously sized en suite bath, and a balcony. The second floor laundry offers ease and convenience, and the second bedroom is roomy and sunny. Located with convenient proximity to highways and all that nearby Ossining village has to offer.

70 Spring Pond Drive, Ossining

$619,000

2 Beds ⋅ 2 Baths ⋅ 1012195 MLS

Welcome to 54 Mystic Drive, a bright corner end-unit townhouse-style condo in the desirable gated community of Mystic Pointe. This inviting multi-level home offers a flexible layout with wonderful natural light, enhanced by recently installed Andersen windows and patio door, including several large windows that brighten the living room, dining area, breakfast nook, and kitchen. The main level features an open living and dining area with a gas fireplace and access to a stone patio, creating an easy flow for everyday living and entertaining. The eat-in kitchen offers a charming breakfast nook, recessed lighting, and a comfortable connection to the main living space. A powder room completes this level. Upstairs, both bedrooms feature high ceilings, and the spacious primary bedroom includes a large walk-in closet and access to an upper-level den/office, ideal for working from home, reading, hobbies, or quiet retreat space. The full bath includes a whirlpool tub. The finished lower level adds a family room/recreation space, laundry area, and access to the attached 1-car garage with remote-control door. Enjoy the ease of low-maintenance living in Mystic Pointe, known for its beautifully landscaped setting and resort-style amenities including a clubhouse, fitness center, pool, playground, tennis/pickleball court, and nature trail, with convenient access to Croton-Harmon Metro-North, shopping, dining, and major roadways.

54 Mystic Drive, Ossining

$575,000

2 Beds ⋅ 3 Baths ⋅ 1010405 MLS

Tucked within the beautifully maintained Woods in Westchester, this townhome offers a wonderful opportunity to create a home that reflects your own style and vision. Privately situated amid mature landscaping, the setting is peaceful and inviting, with a sunny patio and private balcony providing comfortable outdoor spaces to relax and enjoy the surroundings. The interior features a bright eat-in kitchen, spacious living area, a versatile loft ideal for a home office or den, central air, second-floor laundry, and an attached garage. Residents enjoy a sparkling pool, tennis court, walking paths, a scenic pond, and professionally maintained grounds, creating an easy, low-maintenance lifestyle. The Woods is ideally located just minutes from the Croton-Harmon Metro-North station, major parkways, shopping, dining, parks, and the Hudson River waterfront. Situated with convenient access to the many conveniences and amenities of Croton-on-Hudson, Ossining, and the surrounding areas of Briarcliff Manor. Whether you're looking for low-maintenance living, outdoor amenities, or an easy Westchester lifestyle, 122 Woods Brooke Circle is the wonderful place for you!

122 Woods Brooke Circle, Ossining

$350,000

1 Beds ⋅ 1 Baths ⋅ 1007742 MLS

Discover The Perfect Blend Of Tranquility And Convenience In This Stunning Second Floor End Unit At Scarborough Manor. This Beautifully Appointed One Bedroom, One Bathroom Apartment Offers Breathtaking Seasonal Views Of The Hudson River, All While Providing A Serene Woodland Ambiance That Makes You Feel Miles Away From It All. Step Inside To Find Soaring 9 Foot Ceilings And An Oversized Living Space That Is Both Inviting And Versatile. The Expansive Living And Dining Areas Create A Warm And Welcoming Atmosphere, Perfect For Hosting Intimate Gatherings Or Enjoying Quiet Evenings By The River. Scarborough Manor Is More Than Just A Home, It’s A Vibrant 24 Hour Gated Community That Boasts An Array Of Amenities, Including A Gorgeous Clubhouse, Heated Pool, Sauna, Gym, Billiards Room, And A Library, All Included In Your Monthly Maintenance Fee. Enjoy Peace Of Mind With Exterior Windows Cleaned Twice A Year And Never Worry About Losing Power, As The Entire Complex Is Equipped With A Backup Generator. Energy Conscious Solar Panels Are In Place To Help Lower Your Electric Costs, Making This Home As Efficient As It Is Beautiful. Conveniently Located Within Walking Distance To Scarborough Train Station, Scarborough Manor Places You Just Moments Away From Fantastic Shopping, Delectable Dining Options, And Vibrant Cultural Attractions. Don't Miss This Opportunity To Experience The Ultimate In Waterfront Living! Schedule Your Private Showing Today And Immerse Yourself In The Unparalleled Charm And Elegance Of This Exceptional Co-Op. Your dream Home Awaits!

16 Rockledge Avenue Unit #2D-1, Ossining

$499,000

3 Beds ⋅ 3 Baths ⋅ 1005560 MLS

A rare three-bedroom condo with the kind of extra space that makes daily life feel easier. This spacious tri-level end unit offers a flexible layout that lives more like a home, with ground-level entry, main-level living, a finished lower level, and a detached garage. The main level features wood floors, an updated kitchen with counter seating, a dining area, and a living room with a fireplace and sliding glass doors to the deck. Two bedrooms are located on this level, including the primary suite with full bath, plus an additional full hall bath. Upstairs, a spiral staircase leads to an open loft area, ideal for a home office, reading space, or flex use, with a separate third bedroom beyond. The finished lower level is a standout, offering a large recreation room, laundry area, full bath, storage room, and an impressive workshop space rarely found in condo living. Additional conveniences include a detached garage, an assigned parking spot right in front of the unit, and access to community amenities including a clubhouse, fitness area, sauna, pool, and tennis court. Conveniently located close to Metro-North, shopping, dining, and parks. Freshly painted in most rooms, clean, and ready for its next chapter, this home offers space, function, and value.

4 Steven Drive Unit #1, Ossining

$325,000

3 Beds ⋅ 2 Baths ⋅ 1006988 MLS

A rare three-bedroom opportunity in High Meadow, this corner townhouse-style co-op offers the space, privacy, and flexibility that are hard to find in co-op living, with a thoughtful two-level layout that feels more like a private home. The main level features an updated kitchen with in-unit washer/dryer, easy flow for living and dining, and an updated powder room. Upstairs, three generously sized bedrooms and an updated full bath create a comfortable private retreat. Generous closet space, including custom closets in all three bedrooms, plus wood floors throughout, add both function and warmth. Additional shared storage options are available in the common basement area. A shared front patio adds a welcoming outdoor touch, while the well-maintained High Meadow community offers sidewalks for easy strolls, assigned parking, ample guest parking, and playgrounds. Monthly maintenance includes heat, water, and taxes, adding ease and value. Ideally located close to shops, bus, parks, restaurants, village conveniences, Hudson River access, nearby trails, and Metro-North, including express train options. Eligible shareholders may qualify for a STAR rebate of approximately $144 off monthly maintenance for 11 months of the year. Financial requirements: 10% down, debt-to-income below 35%, credit score 675+, no late payments in the last 6 months, no bankruptcy in the last 5 years, and minimum liquid assets at closing equal to 6 months of maintenance and mortgage payments.

161 Charter Circle Unit #161, Ossining

$724,222

2 Beds ⋅ 3 Baths ⋅ 1008140 MLS

Experience turnkey luxury in this beautifully renovated corner unit at The Woods, where every detail has been thoughtfully updated from top to bottom. The heart of the home is the custom high-end Bilotta kitchen, featuring a granite center island with seating, Bosch stainless steel appliances, induction cooktop, pantry, and under-cabinet lighting. The open-concept main level is ideal for both everyday living and entertaining, showcasing a custom fireplace, a sophisticated leathered quartzite bar, a private first-floor office, and a stylish powder room. Additional upgrades include updated electrical, baseboards, windows, recessed lighting, custom blinds, luxury vinyl flooring, and a redesigned balustrade. Upstairs, the spacious primary suite offers a true retreat with a luxurious spa-inspired bath featuring an oversized rainforest shower with marble seat and niche, dual quartzite vanity, and a custom walk-in closet illuminated by a skylight. The second level also includes an updated hall bath, a secondary bedroom with new carpeting, and an enclosed bonus room perfect for guests, a home office, or recreation space. Modern comforts continue with a Navien tankless boiler and hot water system providing efficient, unlimited hot water. Outdoors, relax on the private covered patio surrounded by beautifully landscaped specimen plantings, including Japanese maple and hydrangeas. A significant value-add: the $15,000 roof assessment has already been paid in full. Residents enjoy access to community amenities including a pool and tennis courts, offering a low-maintenance lifestyle in a desirable setting. There are no audio recording devices inside this property.

86 Woods Brooke Terrace, Ossining

$155,000

1 Beds ⋅ 1 Baths ⋅ 1005870 MLS

Welcome to this beautifully maintained one-bedroom, one-bath co-op in the highly sought-after Highland Terrace complex in Ossining — where opportunities to own rarely become available. Filled with natural sunlight throughout, this inviting home offers a warm and airy atmosphere from the moment you step inside. The versatile entry foyer offers the perfect flex space to suit your lifestyle — ideal as a dining area for entertaining or easily transformed into a comfortable home office or work-from-home setup. The updated kitchen is thoughtfully designed with porcelain tile flooring, granite countertops, a stylish soapstone backsplash, and stainless-steel appliances, creating the perfect blend of elegance and functionality. The spacious living room is bathed in natural light from oversized windows that offer peaceful views of the beautifully wooded grounds while also overlooking the unit’s conveniently assigned parking space. The generously sized bedroom offers a bright and tranquil retreat, featuring three large windows that fill the space with natural light and a spacious closet providing excellent storage and organization. The beautifully appointed bathroom features a full tub and an elegant granite vanity topped with a striking white vessel sink. Three stylish lighting sconces provide a warm, sophisticated ambiance, adding both charm and functionality to the space. Residents enjoy exceptional amenities including a stunning in-ground pool, charming shared front patio, and scenic walking trails that provide a peaceful, park-like setting. The unit includes one assigned parking space along with ample visitor parking for guests. Monthly maintenance covers heat, hot water, taxes, and building/property maintenance, offering excellent value and convenience. (Maintenance does not include the Basic STAR deduction.) Additional conveniences include a laundry room and private storage located in the building just across the courtyard. The co-op is wired for both Cablevision and Verizon Fios and is ideally located close to public transportation, shopping, dining, and Metro-North, making commuting a breeze. A rare opportunity to own in one of Ossining’s most desirable communities — don’t miss it!

125-3 S. Highland Avenue Unit #C5, Ossining

$735,000

1 Beds ⋅ 2 Baths ⋅ 999772 MLS

Welcome to 6 Spring Pond Drive—an upgraded and inviting unit lovingly cared for by its original owners for nearly four decades. It's a 1 Bedroom that lives like a 2 Bedroom located in the sought-after Spring Pond community, this bright and airy home blends thoughtful updates with exceptional outdoor space and a layout that lives comfortably and intuitively. Inside you find an open main level featuring engineered wood flooring, abundant natural light, and a spacious living room with vaulted ceilings and a wood-burning fireplace—a warm focal point for everyday living and entertaining. The renovated eat-in kitchen offers generous cabinetry, modern finishes, and updated appliances, making meal prep effortless. Sliding doors lead to one of three private decks, perfect for morning coffee or evening relaxation. Upstairs, the primary suite feels like a private retreat, complete with high ceilings, large closets, a dressing area, and a beautifully updated en-suite bathroom featuring a vanity with contemporary finishes. The suite also enjoys its own dedicated deck, creating a peaceful outdoor escape. A second bedroom, a bonus sitting area, and a conveniently located washer and dryer complete the upper level. Both upper and lower decks have been recently replaced, and the entire home offers a crisp, move-in-ready feel. Storage is plentiful throughout, including the walk-up attic and the attached garage. This unit has a two car driveway for parking and easy access for guests. Residents of Spring Pond enjoy a serene setting with community amenities including a pool and a tennis court, plus beautifully maintained grounds. The Condo Association maintains the Roof, Siding, Driveway, Landscaping & Plowing too! The location is ideal—close to parks, Hudson Hills Golf Course, trails, major highways, and just minutes to the Croton Metro-North station for an easy NYC commute. A rare opportunity to own a lovingly maintained, updated home with exceptional outdoor space in one of Ossining’s most desirable communities. This lovely home will not last!

6 Spring Pond Drive, Ossining

$800,000

3 Beds ⋅ 2 Baths ⋅ 991182 MLS

THIS IS THE VIEW YOU’VE BEEN DREAMING OF! HUDSON RIVER VIEWS FROM EACH ROOM of this sunny-corner unit, 3-bedroom, 2 Full Bath co-op apartment with a Private Terrace, in the sought-after riverfront community of Scarborough Manor. This unit features a kitchen, formal dining room, oversized living room with panoramic views and a door to your private terrace. The primary bedroom includes an en-suite bathroom, walk-in closet, dressing room and cedar closet. In the hallway, there is a large storage closet, that we call “the garage!" Several custom upgrades in this unit include 1" sound supression cork flooring/underlayment throughout, glazed ceramic tile in the foyer/hallway/kitchen/dining room and new weatherstone tile on your private terrace. This unit offers a peaceful living experience with resort-style amenities, including: • Clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space • Outdoor Heated Pool surrounded by mature trees with Hudson River views • Beautiful Park-Like Grounds with walking paths and benches • 24/7 Gated Security for peace of mind and to accept your packages • Free Outdoor Parking for all (Indoor parking is wait listed at $85 per month) • Full Generator no power outages. Hallways redecorated one year ago with contemporary wallpaper and carpeting • Unique Features: Electric included in the monthly maintenance (The co-op installed solar panels so the monthly electric bill comes directly from the Management Firm, not Con Edison) • Convenient laundry on EACH FLOOR • New HVAC units in LR, Dining Room, and Bedrooms • New windows throughout • New lobby restoration underway • Storage units are on a wait list and the rent is ($30-$50/month). Scarborough Manor offers the best of both worlds – a tranquil, riverside setting with easy access to both the Scarborough and Ossining Metro-North stations, Route 9, and nearby shops and restaurants. Minimum Financial Requirements include: Down payment: 25%, Income: 4 times the annual maintenance + annual garage fee + any financing + all other contractual obligations, Liquid Net Worth: at least, 10x annual apartment charges.

16 Rockledge Avenue Unit #6D-2, Ossining

$215,000

2 Beds ⋅ 1 Baths ⋅ 991549 MLS

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.

133-3 S Highland Avenue Unit #5B, Ossining

$235,000

2 Beds ⋅ 1 Baths ⋅ 987888 MLS

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.

127-1 South Highland Avenue Unit #B3, Ossining

$499,900

3 Beds ⋅ 2 Baths ⋅ 985319 MLS

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.

3 Briarcliff Drive S Unit #9, Ossining

$609,000

2 Beds ⋅ 3 Baths ⋅ 982236 MLS

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.

63 Deerfield Lane Unit #63, Ossining

$499,900

2 Beds ⋅ 2 Baths ⋅ 968945 MLS

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!

9 Nicole Circle Unit #8, Ossining

$235,000

2 Beds ⋅ 1 Baths ⋅ 977288 MLS

Bright, sun-drenched, and move-in ready! This top-floor co-op unit offers peaceful living with a host of recent upgrades. The spacious layout features new living room carpeting (2021) and stylish new vinyl wood flooring leading to the bedroom and bath areas (2021). The kitchen is equipped with a new refrigerator and microwave (both 2022). Enjoy the elevated views and natural light that only a top-floor unit can provide in this pet-friendly community. Ideally located for outdoor enthusiasts, you are just steps away from the historic Old Croton Aqueduct trail for hiking and walking. Exceptional amenities include an in-ground pool (with no extra fee!) and an on-site laundry facility. Conveniently situated near local schools, shopping, and transportation. Park Early Childhood Center: Pre-Kindergarten & Kindergarten Brookside School: Grades 1-2 Claremont School: Grades 3-4 Roosevelt School: Grade 5

123-6 S Highland Avenue Unit #B6, Ossining

$699,001

3 Beds ⋅ 2 Baths ⋅ 973026 MLS

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.

16 Rockledge Avenue Unit #2E2, Ossining

$475,000

2 Beds ⋅ 2 Baths ⋅ 960654 MLS

Welcome to 46 Hudson View Hill, a bright and inviting end-unit home set in the quiet and well-maintained Riverview Condos community. This spacious layout offers nearly 1,400 sq ft of comfortable living, highlighted by oversized windows, an abundance of natural light, and the privacy of an "entire floor" floor plan. The main level features an open and airy feel that flows seamlessly into the inviting eat-in kitchen. Designed for both functionality and style, the kitchen offers a breakfast bar, ample cabinetry, and plenty of counter space—making it a perfect hub for daily meals or casual entertaining. Large windows throughout the home provide a serene backdrop of the natural surroundings, flooding the living space with light. A convenient powder room is also located on this level. Upstairs, the home features two generously sized bedrooms, both complemented by great natural light. The well-appointed full bathroom offers dual-entry access from both the primary bedroom and the hallway, providing a suite-like feel for the primary bedroom. A standout feature of this home is the private patio, providing a dedicated outdoor space to enjoy the fresh air. Additional highlights include the quiet end-unit location, baseboard heating, a flexible layout that can easily accommodate a home office, and a pet-friendly policy. Residents of Riverview Condos enjoy wonderful community amenities, including an outdoor pool and beautiful views of the Hudson River from the common grounds—perfect for summer relaxation. Ideally located within the Ossining Union Free School District and just steps from Claremont and Anne M. Dorner schools, this home offers exceptional convenience. Residents are only minutes away from Ossining’s vibrant waterfront, local shopping, diverse dining, and the Metro-North station, providing an easy commute and access to the best of Hudson Valley living.

46 Hudson View Hill Unit #46, Ossining

$375,000

2 Beds ⋅ 2 Baths ⋅ 952645 MLS

Scarborough Manor is nestled on exquisitely landscaped, park-like grounds with meandering walking paths and quiet seating areas, creating a serene riverside retreat along the Hudson. This spacious two-bedroom, two-bath residence enjoys sweeping southern views of the Hudson River and the Mario Cuomo Bridge from its private deck, offering a peaceful setting to relax and take in the scenery. Freshly painted throughout, the residence offers a bright and inviting atmosphere. The expansive living area provides generous space and opens directly to the private deck, where the river views become a natural extension of the living space. The kitchen flows into the adjacent dining area, creating a welcoming space for gatherings. The spacious primary bedroom features a walk-in closet, a separate dressing area with abundant storage, and a private en-suite bathroom. An equally large second bedroom is conveniently located near the hall bathroom, providing accommodations for guests. Residents enjoy resort-inspired amenities, including an elegant clubhouse featuring a fitness center, sauna, billiards room, library, ping-pong lounge, and versatile event space for gatherings. The beautifully maintained outdoor inground heated pool is set among mature trees and offers sweeping views of the Hudson River. Scarborough Manor offers the reassurance of 24-hour gated security, complimentary outdoor parking for residents, with indoor garage parking available for $85 per month. The building features solar panels for enhanced energy efficiency, a full-building backup generator for uninterrupted power, and recently refreshed hallways that enhance the building’s refined atmosphere, and laundry facilities located on every floor. Just a short walk to the Scarborough Metro-North train station, offering easy commuting to Manhattan, with nearby shopping and dining, including the Arcadian Shopping Center just minutes away. Combining scenic Hudson River living with everyday convenience, this residence offers a rare balance of comfort, beauty, and understated elegance.

16 Rockledge Avenue Unit #2C-1, Ossining

$415,000

2 Beds ⋅ 2 Baths ⋅ 967391 MLS

Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Fifth-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River. This Two Bedroom, Two Bath Stunner Has Nine Foot Ceilings, Oversized Rooms, And Tons Of Closet Space. This Unit Is Ideal For Hosting Intimate Gatherings Or Enjoying Quiet Evenings Overlooking The Hudson River. The Spacious Living And Dining Room Flow Naturally, Creating A Perfect Atmosphere for Entertaining. This 24 Hour Gated Community With A Gorgeous Clubhouse, Heated Pool, Sauna, Gym, Billiard Room, Ping Pong, And Library Are All Included In The Monthly Maintenance. Exterior Windows Cleaned Twice A Year To Ensure The Views Are Unobstructed. You Never Lose Power Here, As The Entire Complex Is On A Backup Generator… Energy Conscious Solar Panels Are In Place To Lower Electric Costs… Super Convenient To Shops… Walking Distance To The Train. This Is A Dream Come True! Enjoy Easy Access To Waterfront Parks, Trendy Restaurants, And Vibrant Cultural Attractions, All Within Reach Of Your New Home. Don't Miss Your Chance To Experience The Ultimate In Waterfront Living. Schedule Your Private Showing Today And Discover The Unparalleled Charm And Elegance Of This Hudson River Co-Op.

16 Rockledge Avenue Unit #5K-1, Ossining

$285,000

3 Beds ⋅ 2 Baths ⋅ 969852 MLS

Welcome to this spacious townhouse-style co-op in Ossining, NY. This inviting home features 3 bedrooms and 1.5 bathrooms, offering plenty of space for comfortable living. The eat-in kitchen is perfect for everyday meals, and the in-unit laundry provides added convenience. The bright living area features sliding glass doors that lead to the back of the complex, offering a great spot to relax and enjoy some outdoor space. Residents also enjoy community amenities including a community room, Play ground, additional storage, and assigned parking. With its townhouse-style layout and functional design, this home offers comfort and convenience in a great location close to shops, restaurants, and transportation.

155 Charter Circle Unit #155, Ossining

$210,000

2 Beds ⋅ 1 Baths ⋅ 817793 MLS

Fully available as f 1/7/2026. Exciting 2-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part of "fair and affordable" housing. Per affordability restrictions under the HOME program, the potential new owner(s) income may not exceed 80% of the Westchester County area median income (As of May 15, 2025, those limits are: 2 person - $108,800, 3 person - $122,400, 4 person - $136,000, 5 person - $146,900). Income limits are subject to change. MUST be occupied as a primary residence (no investors) and have a minimum of 2 people in the family. The affordable sale price is $303,074 (your offer price may not exceed that amount) ***AGENTS – MUST see confidential remarks and all MLS listing attachments for additional instructions***

135 Main Street Unit #203, Ossining

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