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125 Whitetail Circle, Ossining
$599,000
2 Beds ⋅ 2 Baths ⋅ 1061081 MLS
Welcome to 125 Whitetail Circle, a beautifully renovated 2-bedroom, 1.5-bath townhouse offering the perfect blend of modern updates, comfort, and convenience. Thoughtfully refreshed and move-in ready, this inviting home features a stylish interior and a functional layout designed for easy everyday living and effortless entertaining. The spacious living area provides a welcoming place to relax, while the updated kitchen offers a fresh, modern feel. Upstairs, two comfortable bedrooms provide peaceful retreats, complemented by a full bath, with an additional half bath on the main level adding convenience for guests. Enjoy a low-maintenance lifestyle in a desirable Ossining community, conveniently located near shopping, dining, parks, and transportation. Whether you're a first-time buyer, downsizing, or looking for a turnkey home, this renovated townhouse is an opportunity you won't want to miss!

125 Whitetail Circle, Ossining
113 Woods Brooke Circle, Ossining
$675,000
1 Beds ⋅ 3 Baths ⋅ 1059886 MLS
This is an absolute gem: Welcome to 113 Woods Brooke Circle, a beautifully designed contemporary townhouse at sought-after "The Woods" development in the Hudson Valley, Westchester County. This rare "A" unit with Lower Level is surrounded by tranquility with both a DR balcony deck and patio (with gardens) for easy enjoyment of the outdoors. Recently painted, you will adore the cheery vibe, open concept and spaciousness that spans across three living levels. This bright, fabulous home has been impeccably maintained and lives like a 2 Bedroom with the additional rooms and guest spaces on both the second floor and lower level totaling about 1750 square feet. Kitchen and all bathrooms have been thoughtfully updated with high-end materials. And when temps start to fall, the pretty, custom-designed LR fireplace will keep you warm and happy. Upstairs has a lovely Primary Bedroom en-suite with gorgeous spa-like bathroom that includes subway tiles, shower/jetted tub, porcelain sink, crafted beadboard and tiled flooring. Bedroom closets are fitted with shelves for easy organizing. A bright additional room can be used as an office, exercise room or nursery. Plus another large closet is fantastic for storage. There are pretty touches everywhere! A French Door from the first floor leads to the roomy lower level - Guest room, large playroom/office area with fitted closet. And with the Full Bathroom that features a tiled shower and colorful whimsical porcelain sink, this level is a happy option for guests, in-laws, visiting friends or relatives. Sliders lead outside to a private Patio. Other highlights: Garage includes 2 "Monster Racks" custom shelving to hold 300 and 500 pounds each. LG Stainless Refrigerator replaced 2024; Touch faucet and filtered water in kitchen. Quartz Kitchen counters. Recessed lighting. Separate Pantry. "The Woods" amenities include Pool, Tennis/pickleball and is pet-friendly. Tucked away but close enough to highway and train station 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, hiking, West Point, more. Come take a look before this beauty is gone!

113 Woods Brooke Circle, Ossining
24 Seneca Road, Ossining
$649,999
3 Beds ⋅ 2 Baths ⋅ 1060945 MLS
Located in a neighborhood rooted in local history and connected to the Native American heritage of the Hudson Valley, 24 Seneca Road is surrounded by streets whose names pay homage to various Native American tribes and communities. The historic character of the area adds another layer of distinction to the setting, connecting the neighborhood to the region’s deeper roots and the history that shaped the Hudson Valley. Immersed in approximately 1,567 square feet of living space, this property accentuates 3 bedrooms, 1 full bathroom, and 1 half bathroom. Hardwood flooring extends from the main level up the staircase and throughout the second floor, providing a warm foundation for the next owner to build upon and make their own. The detached garage adds another layer of versatility, offering numerous possibilities beyond parking. Use it for your vehicles, additional storage, a home gym, workshop, creative studio, or a dedicated space to pursue your desired hobbies. This home will give you the best of the Hudson Valley lifestyle with a residential setting that has easy access to Ossining’s vibrant downtown, Hudson River waterfront, scenic trails, Metro-North, local restaurants, and year-round community amenities. From enjoying brunch at The Tasty Table to dinner at Flames Bar and Grill, there are plenty of opportunities to enjoy the local dining scene. Golf enthusiasts can take advantage of nearby courses, including Trump National Golf Club Westchester and Hudson Hills Golf Course. Ideally located less than 7 minutes from the Ossining Metro-North Station and can be in Grand Central Terminal in under 1 hour. The home is ready for a new owner with vision and creativity to reimagine the interior and bring its full potential to life. Whether you're looking to create a personalized residence, undertake a thoughtful renovation, or transform the space to suit your own style, this property offers a great canvas for your ideas.

24 Seneca Road, Ossining
21 Knoll View, Ossining
$450,000
2 Beds ⋅ 2 Baths ⋅ 1059219 MLS
Welcome to this beautiful, move-in-ready pet-friendly townhome in the desirable Liberty Knoll community! Featuring a thoughtfully designed open-concept kitchen with abundant natural light, this home offers spacious living areas, comfortable bedrooms, and a finished basement with an inviting entertainment/family room, office, or playroom. The roof and HVAC system were updated in 2021, adding comfort and peace of mind for years to come. Enjoy seamless indoor-outdoor living, tranquil surrounding grounds, and fantastic community amenities, including a swimming pool, clubhouse, and playground. Ideally located near Metro-North stations, with a weekday reimbursement program for transportation to Scarborough Station, as well as major highways, local shops, and dining. Move right in and enjoy everything this Westchester gem has to offer!

21 Knoll View, Ossining
37 Hudson Watch Drive, Ossining
$599,000
2 Beds ⋅ 3 Baths ⋅ 1055083 MLS
Turnkey ready, bright & fresh townhome in the Hudson Watch community. Recently renovated beautiful kitchen and baths, with an open main floor layout with hardwood floors & crisp finishes for a modern aesthetic. C of O for addition of a second bedroom with en-suite bathroom. Full, walk-out basement with new sliding glass doors to a stunning patio. Enjoy Hudson Watch's community pool, tennis/pickleball and dog park. Yes--this is a dog friendly community. Exterior maintenance--snow and landscaping, community roads & amenities all covered by the HOA fee. Close to Metro North trainline, shopping, restaurants & views of the Hudson River!

37 Hudson Watch Drive, Ossining
18 Linden Avenue, Ossining
$565,000
3 Beds ⋅ 2 Baths ⋅ 1058195 MLS
Classic Ossining Character with Thoughtful Modern Improvements Welcome to this charming 3-bedroom, 1.5-bath home, where distinctive early-20th-century architecture meets thoughtful updates for today’s lifestyle. With its traditional Foursquare and Colonial Revival influences, the home offers the period character and craftsmanship that make Ossining’s historic homes so appealing. A wonderful window-filled enclosed front porch creates an inviting transition into the home and a delightful space for morning coffee, reading, entertaining or simply enjoying the changing seasons. Multi-pane windows, classic white trim and the distinctive sunburst detail in the front gable add to the home’s timeless appeal. The current owners have made meaningful improvements designed to enhance both comfort and efficiency, including extensive attic insulation that has resulted in significant savings on heating and cooling costs—an especially valuable upgrade in a home of this vintage. Out back, the garden has been thoughtfully enhanced with hardscape, handsome stone walls and established plantings, creating a beautifully landscaped outdoor setting with character and a sense of privacy. The combination of stonework and greenery feels particularly at home in the Hudson Valley landscape and provides a wonderful backdrop for outdoor dining, gardening and entertaining. The mud room and half bath have also been updated and create a wonderful transition from the back garden to the kitchen and dining room including a new heated floor to greet you from the outside. With three bedrooms, one full and one half bath, inviting indoor and outdoor spaces, energy-conscious improvements and architectural details worth preserving, this is a home that offers much more than vintage charm. It has been thoughtfully cared for and improved while retaining the personality that makes an older Ossining home special. The basement is clean and dry and includes a generous sized laundry area as well as space for storage. A character-filled Westchester home with history, warmth and improvements that have already been made for its next owner.

18 Linden Avenue, Ossining
135 South Highland Ave Unit #3B3, Ossining
$223,000
2 Beds ⋅ 1 Baths ⋅ 1058239 MLS
Sun-drenched and spacious, this two-bedroom, one bathroom co-op in the desirable Highland Terrace offers the perfect blend of serene nature and urban convenience. The versatile layout begins with a welcoming foyer, currently utilized as a flexible bonus space. A generous kitchen features abundant cabinet storage and sleek stainless-steel appliances, flowing seamlessly into a bright, airy living room bathed in natural light. The primary bedroom provides expansive closet space, while the flexible second bedroom is ideal for guests, a home office, or additional living area. Residents enjoy exceptional community amenities, including a refreshing swimming pool, basketball court and access to the historic Old Croton Aqueduct Trail—a paradise for outdoor enthusiasts and their pets in this pet-friendly community. Ideally situated less than two miles from the Ossining Metro-North station, this home provides a seamless commute while keeping you close to the natural beauty and vibrant energy of the Hudson River region. An exceptional opportunity for those seeking space, style, and accessibility that combines privacy, luxury, and convenience—a rare opportunity to own a truly turnkey home in one of Ossining's most sought-after complexes. Close to all shopping and amenities. Laundry and storage located in the basement of this building. Come see your new home in the exquisite Hudson Valley! ***Be advised that there are carpet rules. 100% of all BR's & LR are required to have fully padded, tacked down carpet. ***

135 South Highland Ave Unit #3B3, Ossining
135 Main Street Unit #302, Ossining
$215,000
1 Beds ⋅ 1 Baths ⋅ 1057950 MLS
Why rent when you can own? Welcome to your new home! In the heart of the Village of Ossining, is this charming 1-bedroom condo that offers the perfect combination of comfort and convenience! Enjoy a vibrant, walkable lifestyle with easy access to the train station, restaurants, shops, farmers' market, seasonal festivals, waterfront park, community recreation center, library, and more. Pet-friendly for both cats and dogs, with a maximum of two pets per unit. There is also laundry facilities in the basement available to all residents. Each unit has its own storage unit for added convenience. Owners may also obtain parking permits for both Village and train station parking. A new parking garage is currently being built behind the building providing more parking options as seen in the aerial photos. This property is part of the "Fair and Affordable" housing program and is subject to HOME Program affordability requirements. Prospective purchaser(s) must meet applicable income eligibility guidelines, be a first time homebuyer and occupy the unit as their primary residence; investors are not permitted. As of September 2026, household income may not exceed 80% of the Westchester County Area Median Income (AMI), with the following limits: 1 occupant: $95,000, 2 occupants: $108,600, 3 occupants: $122,150 - Income limits are subject to change. There is a $30,000 Westchester County subsidy is available for this unit which has already been accounted for in the listing price. Note: Photos have been digitally enhanced for informational purposes only. Property is being sold as-is. AGENTS: Please review the confidential remarks and all MLS attachments for additional requirements, eligibility information, and further instructions.

135 Main Street Unit #302, Ossining
172 Woods Brooke Circle, Ossining
$675,000
2 Beds ⋅ 3 Baths ⋅ 1058726 MLS
Beautifully updated and meticulously maintained, this townhouse-style home at The Woods in Westchester makes settling in easy and staying home a pleasure. Rich walnut hardwood floors set the tone throughout, while the open living and dining area invites you to gather around the wood-burning fireplace. Sliders open to the patio for easy indoor-outdoor living. The renovated kitchen with upgraded appliances, offers a pass-through that keeps the cook part of the conversation. A powder room completes the main level. A new staircase with hardwood treads and rails leads to two bedrooms, each with its own en-suite bath. The spacious primary suite features a California Closets system and a skylit bath with a step-in shower and a soaking tub. An office or bonus room opens to a balcony, a lovely spot to take a break between tasks. Second-floor laundry adds everyday convenience. The care goes well beyond what you see. Upgrades include a high-efficiency condensing boiler with on-demand hot water (2022), energy-efficient windows and sliders, smart thermostats, Lutron switches and outlets, custom window treatments, central air, and an insulated attic. Even the one-car garage gets special treatment, with SwissTrax flooring and a Wi-Fi-enabled door opener. The exterior has been refreshed with vinyl siding (2021) and a new roof and gutters with leaf guards (2025). The seller has paid the special assessments for these projects in full. The community offers a pool, tennis court, and landscaped grounds with a fountain. With the HOA handling exterior maintenance, landscaping, pool upkeep, and snow removal, you'll have more time to enjoy it all.

172 Woods Brooke Circle, Ossining
30 Campwoods Grounds, Ossining
$280,000
2 Beds ⋅ 1 Baths ⋅ 1057825 MLS
What an absolutely excellent opportunity! Come see this adorable cottage in the charming, unique, and AMAZING 44-home community that is Campwoods Grounds! As you walk through the property, you will notice the care that owners put into their homes...The attention to detail, the personal landscaping - in addition to the common areas, and the overall meticulousness is evident across the grounds. This two-bedroom cottage is ready for the lucky buyer(s) to add THEIR own personal touches, but plenty of wonderful features are already in place: A nice-sized eat in kitchen, beautiful hardwood floors downstairs, and a 120-square foot screened in porch are just some of these highlights. There are also two split heat/ac systems for efficiency, one up and one downstairs, as well as a gas furnace if desired for those absolutely frigid winter days/nights. The Campwoods Grounds community also boasts an extensive community garden, LARGE auditorium for neighborhood functions and other events, and a schedule of neighbohood get togethers to enjoy when you want to stay close to home. All of this, so convenient to all, and at a superb price point for the Ossining School District! Taxes with the STAR discount would be $4302/yr.

30 Campwoods Grounds, Ossining
115 Somerstown Road, Ossining
$578,000
3 Beds ⋅ 2 Baths ⋅ 1022233 MLS
A Rare Piece of History with Original Character & Separate Barn. Own a piece of history with this truly special historic home, built circa 1888 in the town of New Castle, lovingly cared for by the same family for decades. Filled with wonderful memories and timeless character, this antique home offers a rare opportunity to enjoy original details while creating your own story for generations to come. Drenched in natural light, the home welcomes you with beautiful original wood floors, period details, and a warm wood-burning fireplace that creates an inviting gathering space in every season. The open-flow layout provides an easy connection between living spaces and is perfectly suited for entertaining family and friends. Beyond the main residence is a separate detached barn structure with a loft, offering exceptional flexibility for today's lifestyle. Imagine a private artist studio, yoga or Pilates space, creative workshop, home office, or work-from-home retreat. The additional building provides room to pursue your passions, accommodate hobbies, or simply create a peaceful escape. Set against a backdrop of rolling hills, this distinctive property combines historic charm, original craftsmanship, versatile spaces, and a sense of place that is increasingly hard to find. A special home. A remarkable history. A separate barn full of possibilities. Your chance to own a piece of the past while making it your own

115 Somerstown Road, Ossining
7 Bradshaw Drive, Ossining
$679,000
4 Beds ⋅ 2 Baths ⋅ 1056019 MLS
Picture yourself unwinding by the fireplace, hosting summer dinners on your large deck, and gathering around the firepit under the stars. This inviting two-story Colonial on a cul-de-sac in Ossining offers 4 bedrooms, 2 bathrooms, a garage, and a basement. The backyard has room to play, entertain, and enjoy outdoor activities, with raised garden beds and a peach tree, blueberry and blackberry bush ready to inspire your green thumb. With supermarkets, schools, highway and the train close by, everyday convenience complements the comfort of home. Come see the possibilities and make this home your own!

7 Bradshaw Drive, Ossining
10 Briarcliff Drive S Unit #5, Ossining
$465,000
2 Beds ⋅ 2 Baths ⋅ 1051559 MLS
Welcome to this updated top-floor, end-unit condo offering privacy, light, and effortless living. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. The inviting living room features a fireplace, skylight, and direct access to the balcony, creating a bright and welcoming gathering space. The newly renovated eat-in kitchen offers stylish updates and functionality, while two spacious bedrooms each feature their own walk-in closet. Two beautifully updated baths add to the comfort and convenience. A washer and dryer are located within the unit. Additional highlights include assigned parking plus ample visitor parking. Enjoy an array of community amenities including a swimming pool, clubhouse, and sports court. A complimentary shuttle provides convenient access to the Croton-Harmon Metro-North Railroad Station, making commuting a breeze. A wonderful opportunity to enjoy turnkey condominium living in a well-appointed community.

10 Briarcliff Drive S Unit #5, Ossining
53 Upper Croton Avenue, Ossining
$550,000
3 Beds ⋅ 2 Baths ⋅ 1055776 MLS
This one is a true delight. Lovingly cared for by the same family for 50 years, this beautifully maintained 1912 Ossining home has been thoughtfully expanded over time, with additions that feel completely seamless and create an easy, natural flow throughout its 2,217 square feet. A welcoming foyer opens to a generous living room and separate sitting room, offering wonderful spaces to gather, relax, and entertain. The eat-in kitchen connects easily to the formal dining room, where a charming built-in corner cabinet adds just the right touch of character. Also on the main level is a beautifully renovated full bath with a step-in shower, along with a flexible room currently used as an office that could easily serve as a fourth bedroom, guest room, or den. Upstairs are three spacious bedrooms with excellent closet space and a pristine full hall bath. The lower level takes care of the practical side with laundry, utilities, a workbench area, and plenty of storage. Outside, the level .12-acre property offers a lovely yard and ample driveway parking. Immaculate, inviting, and wonderfully comfortable, this is one of those homes that simply feels good the moment you walk in. A true Ossining cream puff, ready for its next chapter.

53 Upper Croton Avenue, Ossining
4 Charter Circle Unit #4, Ossining
$225,000
2 Beds ⋅ 1 Baths ⋅ 1041072 MLS
Opportunity awaits at this 2-bedroom, 1-bath bi-level co-op in the High Meadow Cooperative! This home offers comfortable, functional living that has been lovingly lived-in and ready for your personal touch, it's a great chance to build equity and make it your own. The monthly maintenance covers heat, hot water, sewer, trash, and grounds — a simple, low-hassle way to own. Commuters will love the location: about 1 mile to the Scarborough Metro-North station for an easy 45-minute ride to Grand Central, plus shopping and restaurants nearby. Don't miss this value-priced opportunity in a convenient location! Make your appointment today!

4 Charter Circle Unit #4, Ossining
9 Ryder Avenue, Briarcliff Manor
$699,000
5 Beds ⋅ 2 Baths ⋅ 1053518 MLS
Bring your vision to this 1950s one-level Ranch, gracefully set on a full acre in the Town of Ossining. The 8 rooms, 5 bedrooms, 1.5 baths, along with 1,400 sf of one-level living, offers comfort and functionality. The cozy living room, large eat-in kitchen with a door to the backyard, and office room - with front and rear access doors - are the main focal points of the interior. A partial basement and a loft storage area, via stairs in the attached 2-car garage, provide ample storage. The expansive backyard lawn is edged with perimeter shrubs and trees, highlighting its depth. Ryder Park, the North County Trailway, Club Fit, Millwood Plaza, and the Village of Briarcliff Manor are all nearby. Whether you're starting out, downsizing, or seeking a second home, 9 Ryder Avenue delivers timeless charm in a sought-after Westchester setting. Potential annual STAR savings of $1659 is not reflected in stated taxes.

9 Ryder Avenue, Briarcliff Manor
303 Kemeys Cove Unit #303, Briarcliff Manor
$480,000
1 Beds ⋅ 2 Baths ⋅ 1053781 MLS
Rarely Available! Spacious 1-Bedroom Plus Den with Hudson River & Palisades Views in Kemey's Cove - NO STAIRS Welcome to your new home at desirable Kemey's Cove in Briarcliff Manor! This exceptionally spacious 1-bedroom plus versatile den, 1.5-bath condominium offers 1,015 square feet of living space. Boasting no shared walls, two private balconies, first-floor access with no stairs, and spectacular Hudson River and Palisades views, this is a truly special opportunity. The unit features a generously sized living room filled with natural light, with sliding doors leading to a private terrace overlooking the Hudson River and Palisades. On clear days, enjoy views toward the NYC skyline. A second private balcony provides another wonderful outdoor space for morning coffee, relaxing, or entertaining. The thoughtfully designed interior features a 2019 updated kitchen (Thomasville cabinets/self-closing)and bathrooms, quartz countertops, beautiful wide-plank wood floors, and custom closet systems providing exceptional storage. Elegant pocket doors open to the den, creating a flexible space ideal for a home office, guest area, library, or additional living space. The home is also equipped with two ductless mini-split systems, providing efficient heating and cooling with traditional baseboard heat. In-unit laundry adds to the everyday convenience. The first-floor location offers easy, stair-free access, and the absence of shared walls provides an added sense of privacy that is rarely found in condominium living. The home includes one assigned parking space, abundant guest parking, and dedicated basement storage. Kemey's Cove is a pet-friendly community with an impressive array of amenities, including an outdoor swimming pool, clubhouse, fitness center with showers and sauna, tennis and basketball courts, playground, dog parks, community garden, grilling areas, and beautifully maintained outdoor spaces. Location is exceptional. Scarborough Metro-North Station is approximately 0.4 miles away, offering convenient access to Manhattan, while the nearby Arcadian Shopping Center provides Stop & Shop, CVS, Starbucks, restaurants, delis, and everyday conveniences. Enjoy all that Briarcliff Manor and the surrounding Rivertowns have to offer, from scenic riverfront surroundings to shopping, dining, recreation, and transportation. HOA fees include heat, hot water, landscaping, exterior maintenance, trash removal, and snow removal. A rare combination of space, privacy, views, outdoor living, amenities, and convenience—all in one of Briarcliff Manor's most desirable communities.

303 Kemeys Cove Unit #303, Briarcliff Manor
13 Knoll View, Ossining
$455,000
2 Beds ⋅ 2 Baths ⋅ 1053845 MLS
Tucked away above the Hudson River in the private Liberty Knoll community, this two bedroom renovated end-unit townhouse offers approximately 1,452 square feet across three levels. Dual exposures bring abundant natural light throughout, while the main level features a renovated kitchen, bright living and dining areas, a powder room and a rear deck. Upstairs, a spacious primary bedroom is joined by a renovated full bathroom and an additional bedroom offering flexible living space. An attached one-car garage opens directly into the finished basement, adding everyday convenience and additional space for a rec room or office. Liberty Knoll residents enjoy a community pool and clubhouse, plus a weekday reimbursement program for transportation to the nearby Scarborough Metro-North station. Close to shopping, the Hudson River and the Rivertowns, 13 Knoll View offers the ease of townhouse living with the space, flexibility and updates that make it an exceptional find.

13 Knoll View, Ossining
127-1 S Highland Avenue Unit #B5, Ossining
$228,000
2 Beds ⋅ 1 Baths ⋅ 1051780 MLS
Bring your furniture and move right into this beautiful top-floor co-op in Highland Terrace! From the moment you enter, you will appreciate the spacious foyer with hardwood floors, suitable as a entryway drop zone, office space, or breakfast nook. Just beyond is the open galley-style kitchen, featuring granite countertops, a tile backsplash, and a double-basin sink with an under-sink water filtration system. The kitchen opens seamlessly to the living and dining area, complete with a breakfast bar that’s perfect for casual meals or entertaining. The living space features BRAND NEW carpeting, which continues into both bedrooms, and the entire unit has been freshly painted. Down the hallway, you will find a tiled bathroom with a BRAND NEW vanity, toilet, medicine cabinet, and light fixture, plus a bathtub that has just been reglazed. The primary bedroom offers ample closet space, and the second bedroom can function as a guest room, home office, or additional living space. Outside, enjoy the beautifully landscaped grounds, complete with a swimming pool and direct access to the Old Croton Aqueduct Trail. Bring your four-legged companions, as Highland Terrace is a pet-friendly community. Enjoy the best of both convenience and surroundings with this ideally situated home, just under two miles from the Ossining Metro-North station and close to the many attractions, recreation, and natural beauty of the Hudson River area. Come see it today!

127-1 S Highland Avenue Unit #B5, Ossining
58 Hudson View Hill, Ossining
$399,000
1 Beds ⋅ 1 Baths ⋅ 1051520 MLS
Welcome to Hudson View Hills community in Ossining, NY! This adorable 1-bedroom, 1-bath unit offers approximately 832 square feet of comfortable, open-concept living. The inviting layout features a spacious living room, dining area, and kitchen, along with the convenience of in-unit laundry. Enjoy plenty of natural light throughout and step out onto your private, freshly painted unit, deck—perfect for relaxing or enjoying your morning coffee. Additional features include an updated bathroom, ample storage located beneath the unit that is shared, and a private outdoor carport included with the home. The pet-friendly community also offers a pool for residents to enjoy. Conveniently located near Metro-North, the historic Hudson River waterfront, shopping, restaurants, and more. With low common charges and a self-managed HOA, this is a wonderful opportunity to own instead of rent. Come see for yourself why this charming unit is a must-see! Great location for commuting with train within close proximity, restaurants, shopping and tons of Ossining community events through out the year.

58 Hudson View Hill, Ossining
3 Brooke Club Drive Unit #4, Ossining
$500,000
2 Beds ⋅ 3 Baths ⋅ 1052914 MLS
Set in the heart of a neighborly community, 3 Brooke Club Drive, Unit 4, is on the cusp of two great worlds. Just minutes from transportation, restaurants and schools, yet in its own private oasis on a non-thru street, surrounded by natural beauty, this is the home you have been looking for. Park in the large driveway, large enough for two vehicles, or the garage, which contains the updated mechanical systems of the home. Approach the front door through the gate and down the plant lined path, passing a quiet sitting area as you do. Entering the home, you will find an expansive living room, with windows looking out to the trees beyond. A wood-burning fireplace at the head of the living room is a perfect spot for the approaching fall months. Sliding doors in the dining area, which is wonderfully open to the living room, lead to a rear deck - a perfect place to sit and watch nature beyond. Turning around, find the the bright kitchen with plenty of counter space and updated cabinets that meet all of your storage dreams. Toward the back, a convenient laundry closet and beyond, the garage. Also on this level is the updated hall bathroom and a deep closet, which can hold many treasured items. Up the architecturally striking staircase, illuminated by shafts of light from a wall of windows, you will find a large loft space, suitable for an office, den or more. The cathedral ceiling here soars twelve fee above. Past the loft is the deep primary bedroom with extra closets and its own vaulted ceiling. The ensuite bathroom features a tiled bathtub, glass shower and skylight. Also on this floor is the bright second bedroom, with its own attached full bathroom. Beyond what is inside this wonderful home, we are just a short jaunt to the clubhouse, with a wonderful indoor pool and convenient gym. All of this, just three minutes to the Croton Harmon Train station and moments to downtown Ossining, with all of its shops and attractions. You are a stone's throw from the Hudson river and scenic trails and just fifty minutes from Grand Central Terminal. What more could you ask for?

3 Brooke Club Drive Unit #4, Ossining
1 Mundet Drive, Ossining
$635,000
3 Beds ⋅ 1 Baths ⋅ 1037979 MLS
Welcome to 1 Mundet Drive! This lovingly updated, no-step ranch sits on a desirable cul-de-sac near the Briarcliff Manor border, with easy access to everything you need. Gorgeous and move-in ready, the home features three well-proportioned bedrooms, an updated full bath, hardwood floors, crown molding, a wood-burning fireplace, and lots of charm throughout! The spacious backyard seamlessly extends the living space, offering plenty of room for play, gardening, outdoor dining, and entertaining. Step outside to the attached covered patio, creating a comfortable three-season space that flows naturally to the expansive deck - perfect for relaxing and enjoying the outdoors. A newly resurfaced driveway adds curb appeal, while the large backyard shed provides ample storage and convenient laundry space. Additional improvements include closed-cell spray-foam insulation in the crawl space, plus new attic insulation and plywood flooring for extra storage. The location is convenient to the Metro-North train station, including express service to NYC, as well as shops, restaurants, cafes, supermarkets, schools, parks, the town's recreation center, and public library. With its easy one-level layout, curb appeal, level yard, usable outdoor spaces, and thoughtful improvements, 1 Mundet Drive offers a wonderful opportunity for comfortable one-level living in Ossining.

1 Mundet Drive, Ossining
54 Campwoods Ground, Ossining
$150,000
1 Beds ⋅ 1 Baths ⋅ 1050807 MLS
ATTENTION BUILDERS & FLIPPERS. Almost a blank canvas to create your masterpiece in a "ONE OF A KIND" community. One bedroom, one bath, cozy cottage. With some work you can bring back all the charm of days gone by for yourself or as an investment. Ownership includes two parking spaces (one assigned, one unassigned). Community social hall, and community garden. Don't just talk about being neighborly, be neighborly in a community that values the word neighbor. Location, location, location, close to transportation, shops, and downtown. CASH DEALS ONLY. Interior viewing by appointment with release form.

54 Campwoods Ground, Ossining
73 Spring Street Unit #3D, Ossining
$340,000
1 Beds ⋅ 1 Baths ⋅ 1052224 MLS
Welcome to the highly sought-after Orchid Condominiums! This spacious one-bedroom, one-bathroom corner unit is located at the end of the building with no neighbors above. The bright, open-concept floor plan features 9-foot ceilings, abundant windows and beautiful modern finishes throughout. The large bedroom includes a generous walk-in closet, while the spacious bathroom offers a walk-in glass shower and a relaxing spa tub. The washer and dryer within the unit provide added convenience. The Orchid is an elevator building featuring 26 luxury condominium residences, a modern entry system, a fitness center, and private parking. Located less than one mile from Metro-North for an easy commute to New York City and close to shopping, dining, the waterfront and more!

73 Spring Street Unit #3D, Ossining
81 Snowden Avenue, Ossining
$599,222
4 Beds ⋅ 2 Baths ⋅ 1050407 MLS
Wonderfully updated and beautifully maintained, this charming Village Colonial offers the perfect combination of character, comfort, and convenience. Located within a 10 minute walk to Metro North and the Hudson River, this home is ideal for commuters! Enter through the front porch to find inside, hardwood floors flowing throughout the home. The open living and dining area features elegant crown molding, built in shelving and cabinetry, and a welcoming layout that’s perfect for entertaining. A convenient first-floor bedroom and updated full bath provide flexibility for guests, a home office, or one-level living. The updated kitchen features a new floor, stainless steel appliances, and a stainless steel sink, with a door leading directly to an expansive, low-to-the-ground deck. Enjoy the private, level property—ideal for outdoor dining, entertaining, or simply relaxing. A 2006 addition included framing, siding windows, electrical and plumbing. Upstairs you'll find three generously sized bedrooms, including a spacious primary bedroom with a large walk-in closet. The renovated hall bath completes the second floor. The full, unfinished walk-out basement offers abundant storage and plenty of possibilities for future living space, recreation, a workshop, or a home gym. The driveway has parking for several vehicles. Freshly painted throughout with a new front door, this lovingly maintained home is move-in ready and waiting for its next owner. A wonderful opportunity to enjoy Village living with multiple parks, restaurants, waterfront community, schools & a fabulous farmer’s market. Enjoy the accessibility to NYC, with the peacefulness of suburban living. There are no audio recording devices inside this property.

81 Snowden Avenue, Ossining
42 Hudson Watch Drive, Ossining
$550,000
1 Beds ⋅ 2 Baths ⋅ 1050907 MLS
Beautifully renovated one-bedroom townhouse with loft and attached garage in desirable Hudson Watch, tucked away on a cul-de-sac. This sun-filled home features hardwood floors, a stunning stone fireplace in the living room, and an open-concept floor plan perfect for modern living. The updated kitchen boasts white cabinetry, stainless steel appliances, quartz countertops, and recessed lighting, seamlessly flowing into the living and dining areas. Sliding doors lead to a private deck, ideal for relaxing or entertaining. Additional highlights include new central air conditioning and skylights (approximately 4 years old), bringing abundant natural light throughout. The spacious loft provides flexible additional living space, perfect for a home office, guest area, family room, or fitness space. Enjoy all that Hudson Watch has to offer, including a community pool and playground. Conveniently located close to the Croton-Harmon train station for an easy commute to NYC and just minutes from the Peekskill and Ossining waterfront with its restaurants, shops, and entertainment.

42 Hudson Watch Drive, Ossining
3 Chappaqua Road, Briarcliff Manor
$725,000
3 Beds ⋅ 2 Baths ⋅ 1023977 MLS
Don’t miss this hidden gem. A charming three bedroom, two full bath cape colonial tucked away behind trees on a fenced, level and private property, which backs on a cul-de-sac as an added bonus. Loads of character and charm and beautifully maintained inside and out. Updated Eat-in-Kitchen. All interior hardwood floors refinished as seen (Sept. 2026). Huge flagstone Patio with gorgeous yard. All 3 BRs upstairs. Plenty of off-street parking in the driveway plus a one car garage. Nearby shops, parks and Village of Briarcliff Manor center.

3 Chappaqua Road, Briarcliff Manor
81 Glendale Road, Ossining
$800,000
3 Beds ⋅ 3 Baths ⋅ 1048991 MLS
A rare convergence of land, privacy and proximity to NYC, 81 Glendale Road consists of 14.36 breathtaking acres in the Teatown area of New Castle, surrounded by some of Westchester County's most treasured protected landscapes. Set back from one of the area's most scenic roads, and nearly hidden from view (even in winter), the 3,990-square-foot residence is in the midst of a remarkable landscape of mature woodland, ponds and the streaming waters of Indian Brook. Built in 1870 and updated in the mid-1980s, the 3-bedroom, 2-and-one-half-bath home is connected to its setting. Approached by two driveways, the residence is introduced by a long covered front porch. Inside, well proportioned living and dining/family spaces follow a traditional arrangement, organized around a well-designed central kitchen that discreetly supports both everyday living and entertaining. Throughout the residence, carefully placed windows and french doors frame the surrounding woods, allowing the landscape to be part of the interior experience. The private quarters include 3 bedrooms, two full baths. A lower service level provides a mudroom, enclosed heated porch, media room, pantry, clothes, washer and dryer, food-storage and preparation areas, lavatory, "slop" sink, and the home's mechanical systems. The land makes 81 Glendale Rd. truly exceptional. The properties 14.36 private acres adjoins the ~1,000 acres and ~15 miles of hiking trails and nature preserve of Teatown Lake Reservation, and the protected, un-developable watershed property of the Ossining water supply. Here, mornings can begin beside the brook, the woodland paths and the trails of Teatown without getting into a car. Approximately 4 acres and the house are enclosed by a high-quality black chainlink deer-fence. Existing accessory structures include a garage, barn and storage buildings. These structures reflect their age and condition and an opportunity to reimagine the property's outbuildings and their uses, subject to applicable municipal requirements and approvals. For all its privacy, the property is exceptionally well connected. Millwood, Chappaqua, Ossining, Armonk, Pound Ridge, Katonah and Bedford are within easy reach, offering the restaurants, farmers markets, shops, galleries and outdoor experiences for which northern Westchester is well known. Celebrated regional destinations, including Blue Hill at Stone Barns and The Farmer & the Fish, are also nearby. Remarkably, the Croton-Harmon Metro-North station is approximately 3.3 miles and only ~8 minutes away, providing direct service to Grand Central Terminal in 46 minutes on express trains. The result is a rare combination: the privacy, acreage and natural surroundings of a true country property with New York City close at hand. 81 Glendale Road presents an opportunity to become steward of an extraordinary piece of the Teatown-area landscape, centered around a historic home that has occupied this setting since 1870, compelling as a full-time residence or as a weekend retreat within easy reach of Manhattan. Properties offering this combination of acreage, natural beauty, privacy and accessibility are seldom available in Westchester County. The property is being offered “as is” at an asking price substantially below what its underlying market value and opportunity represents. The buyer will be the party that would make any improvements they find necessary. Additional information is available for discussion with qualified interested buyers. According to the parcel-history provided by the Town of New Castle for 81 Glendale Road, there are no open permits, and one Certificate of Occupancy, relating to the automobile shed. As is customary and ordinary in the Westchester residential property market, prospective purchasers and their professional advisors will independently complete their own due diligence, and complete a home inspection prior to requesting a contract.

81 Glendale Road, Ossining
5-03 Brooke Club Drive, Ossining
$575,000
1 Beds ⋅ 2 Baths ⋅ 1049345 MLS
Welcome to The Brooke Club, an established residential community offering a wonderful combination of comfort, amenities, and convenience. Beautifully upgraded and thoughtfully maintained, this attached single-family home offers a flexible and distinctive floor plan complemented by a substantial list of meaningful improvements. On the main level, at the heart of the home, is a renovated chef's kitchen featuring quartz countertops, updated flooring, and a suite of Bosch appliances. Separate living and dining areas provide wonderful spaces for everyday living and entertaining as well as a fireplace. There is also a renovated full bathroom, separate laundry closet, pantry and direct access to the attached garage. The 2nd level offers an impressive primary suite providing a private retreat, complete with a beautifully renovated full bathroom and custom cedar-lined walk-in closet. The dramatic lofted mezzanine is multi-functional with cathedral ceilings adding architectural interest and valuable living space, plus a bonus room which can easily serve as a second bedroom. The home lives comfortably like a 2-bedroom, with excellent flexibility for guests, a home office or den. The private rear patio provides an inviting extension of the living space for outdoor dining, entertaining, or simply relaxing with park-like views and breathtaking seasonal sunsets. An attached garage plus 2 in driveway, offer the convenience of 3-car parking. Numerous upgrades and improvements have created a truly turn-key home designed to be enjoyed today and grown into for the long term, allowing its next owner to move in with confidence and make it their own for years to come. Residents of The Brooke Club enjoy updated community amenities, including an indoor pool complex and fitness center. Conveniently positioned near major parkway access and Metro-North, this location provides easy connections throughout Westchester, to New York City, and points north and south.

5-03 Brooke Club Drive, Ossining
88 Broadway Unit #PH4, Ossining
$590,000
2 Beds ⋅ 3 Baths ⋅ 1039859 MLS
Love the NYC loft lifestyle, but not the NYC-sized floor plan—or price tag? Welcome to The Penthouse. Set within a reimagined historic 1820s schoolhouse, this dramatic tri-level penthouse loft delivers the attitude of a downtown loft with the space, light and breathing room Manhattan forgot to include. The result? Something seriously cool—and anything but ordinary. The Entertaining Level sets the tone with soaring volume, exposed brick elements, original wood beams, exposed copper piping, hardwood floors and distinctive low-set windows that help fill the space with natural light. An elevated kitchen with granite counters and stainless-steel appliances overlooks the expansive open-concept living and dining area, creating one incredible backdrop for entertaining or simply hanging out at home. A powder room completes the level. Then there’s The Loft—perched above and overlooking the entertaining space below. Skylights bring in even more natural light, while the open design gives you a completely different perspective on the architecture of The Penthouse. Home office, studio, lounge, reading retreat or creative escape—it’s the kind of flexible space that makes loft living so much fun. The Private Level changes gears completely. Two generously sized bedrooms each enjoy their own private en-suite bath. The oversized primary suite features a huge walk-in closet and spacious bath with double sinks and a jetted whirlpool tub. The second bedroom has its own beautifully refreshed en-suite bath with brand-new tile. In-unit laundry is conveniently tucked into this level as well. And here’s something you won’t see in the photos: some of the most impressive improvements in The Penthouse are hidden behind the finished walls. Extensive sound-control upgrades were incorporated into select walls and ceilings using additional framing and separation, ROCKWOOL mineral-wool insulation, spray foam and heavier 5/8-inch drywall. The primary-bedroom ceiling received its own extensive insulated assembly, all designed with acoustic comfort and reduced sound transmission in mind. Drenched in natural light? Absolutely. Drenched in noise? This renovation took that on from the inside out. And then there’s Ossining. Hudson River waterfront parks, marinas, downtown shops and cafes, the Old Croton Aqueduct Trail and Metro-North are all nearby—giving you the space and character of Hudson Valley living without giving up your connection to NYC. And when Manhattan calls? Metro-North express service can have you at Grand Central in under 50 minutes. Two assigned parking spaces and dedicated private storage round it all out—two more things Manhattan generally forgets to include. Historic character. Downtown attitude. Suburban breathing room. Three incredible levels. Serious sound-control improvements. This isn’t another suburban condo. This is The Penthouse—and that’s exactly the point.

88 Broadway Unit #PH4, Ossining

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