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$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

$3,700
1 Beds 2 Baths 1049804 MLS
Rare and expansive 1-bedroom triplex with office/den/finished basement offering approximately 1,450 square feet of living space, featuring a large bonus room ideal for a home office, den, or entertaining space. This sun-filled residence enjoys beautiful natural light throughout, with morning sun in the kitchen and warm sunset light in the living room. The multi-level layout provides a unique sense of space and separation rarely found in a 1-bedroom rental. Located in Liberty Knoll, a hidden enclave in Ossining’s sought-after Sparta neighborhood near the Hudson River, this home offers both comfort and convenience. The main level features an open living and dining area, updated powder room, and French doors leading to a private patio—perfect for outdoor dining or relaxing. The renovated kitchen includes solid wood cabinetry, quartz countertops, tiled backsplash, recessed lighting, and stainless steel appliances. Upstairs, the spacious primary bedroom offers a walk-in closet, full bathroom, and in-unit washer/dryer. The finished lower level provides flexible additional living space ideal for a home office, gym, or media room. Additional highlights include a one-car garage, driveway parking, pet-friendly living, and the ability to BBQ outdoors. The home may be delivered furnished or unfurnished. Community amenities include a swimming pool, playground, and a newly updated clubhouse. Conveniently located near shops, supermarkets, and the Scarborough Metro-North station, with an easy 45–50 minute commute to Grand Central. Close to major parkways, Hudson River parks, and Ossining’s vibrant dining and historic downtown.

8 Davids Lane, Ossining

$349,900
1 Beds 1 Baths 1047960 MLS
Set among the mature landscaping and beautifully maintained grounds of Briarcliff Woods, this one-bedroom condo offers a peaceful setting for easy Hudson Valley living. The comfortable one-level layout features a spacious living room centered around a wood-burning fireplace, with sliding glass doors opening to a private balcony — a wonderful extension of the living space for relaxing outdoors. A dedicated dining area, separate kitchen, in-unit laundry, and excellent storage, including a generously sized walk-in closet, add everyday functionality, while the bedroom offers plenty of room to create a comfortable private retreat. One reserved parking space completes the package. Beyond the front door, Briarcliff Woods feels more like a landscaped retreat than a typical condo community, with a beautiful in-ground pool, tennis courts, clubhouse, an on-site superintendent, and well-cared-for grounds to enjoy throughout the seasons. Commuters will appreciate the convenient proximity to Croton-Harmon, with weekday jitney service from Briarcliff Woods to the station, express Metro-North service to Grand Central Terminal and Amtrak service to Penn Station, while the Ossining Metro-North station is also nearby. And when it’s time to stay closer to home, some of the best of the Hudson River Valley is just minutes away — waterfront parks, scenic walking and hiking trails, restaurants, shopping, seasonal events and the vibrant riverfront communities of Ossining and Croton-on-Hudson. It’s a wonderful combination of comfortable condo living, outdoor space, community amenities and easy access to everything that makes this corner of Westchester so appealing.

1 Briarcliff Drive S Unit #4, Ossining

$2,250
1 Beds 1 Baths 1048558 MLS
Welcome to this beautifully maintained 1-Bedroom in downtown Ossining. It features an open plan living, kitchen and dining area, a large walk-in closet, Granite Countertops in the kitchen and bathroom, Custom Hardwood Cabinets, a Gas Range, Dishwasher, and Microwave w/ Built-in hood. ?? The tastefully appointed bathroom has stone tile throughout, Imported Stone Floors, Brushed Nickel Hardware, a soaking Tub and Shower Combination with a glass shower door. Enjoy a Smart Technology Doorbell Buzzer System, High-Speed Internet access, & High-Efficiency Appliances in the remodeled unit. You will love living in Historic Ossining with its artsy vibe, weekly farmer’s market, great local restaurants, tons of recreation, and right on the Hudson River! The unit has Central Heating & AC (Forced Air and Central Air Cooling) and nice natural light all day! Tenant is responsible for electric and gas. Owner pays for water and sewer. First month's rent and security deposit are due at lease signing. A Municipal parking pass can be purchased from the Village of Ossining for day and overnight parking for approximately $315/year. No smoking. Cats OK. Unit is on the third floor - no elevator. Apply via RentSpree.

45-47 Spring Street Unit #3C, Ossining

$375,000
1 Beds 2 Baths 1044918 MLS
Discover an exceptional opportunity within the highly sought-after Liberty Knoll Town Home Community. Whether you are a first-time homebuyer seeking an entry into the Westchester market, a commuter desiring convenience with a walk to the Metro North Train Station or looking to downsize without compromising on quality and community, 3 Davids Lane presents a sophisticated, low-maintenance lifestyle. The main level boasts gleaming stainless-steel appliances in the kitchen updated powder room and built-in cabinetry with beverage center. The open layout extends to a private balcony which is perfect for al fresco dining or enjoying quiet moments. The upper level provides a tranquil retreat, featuring a generous sized bedroom with a large walk-in closet, a well-appointed updated full bathroom and a dedicated laundry area complete with washer and dryer. The home also has exceptional storage in the lower level. Residents enjoy access to an outdoor pool and well-equipped clubhouse. A children's playground and picnic facilities ensure endless outdoor enjoyment. The complex is proudly pet friendly. You're just moments away from the bustling Arcadian Shopping Center, home to essentials like Stop & Shop, CVS, various banks and popular eateries. 2 assigned parking spaces are directly in front of the home for easy access.

3 Davids Lane, Ossining

$2,595
1 Beds 1 Baths 1044700 MLS
Welcome to 14 Church Street, Apartment 2A. A bright, modern one-bedroom, one-bathroom home spanning 750 square feet in the heart of Ossining. Hardwood floors run throughout the residence, lending a warm, cohesive feel to the open living space. The apartment's clean, modern finishes create a move in ready backdrop for any lifestyle, while an in-unit washer/dryer adds everyday convenience you will not find in most homes at this price point. It holds a large bedroom with 2 closets and is ready to accommodate a queen bedroom set, and the well-appointed bathroom completes the floor plan. Set in a charming, historic river town, 14 Church Street puts you within easy reach of downtown Ossining, easy access to Main Street, where local favorites like First Village Coffee and The Boathouse anchor a growing food and coffee scene. Spend weekends exploring Louis Engel Waterfront Park along the Hudson, or the trails of Teatown Lake Reservation just outside town. Commuters will love the proximity to the Ossining Metro North station on the Hudson Line, offering a direct, scenic ride to Grand Central in about an hour, making this the perfect blend of small-town charm and city convenience.

14 Church Street Unit #2A, Ossining

$425,000
1 Beds 2 Baths 1041117 MLS
Welcome to LIBERTY KNOLL. . . This attractive 1 BEDROOM, 1.5 BATHS Tri-level townhouse is ready for its next owner! The Eat-in-Kitchen has ceramic tile flooring, a Frigidaire gas oven/range/microwave & dishwasher. The large Living Room leads to an inviting Deck that overlooks the rear yard. You'll find the Powder Room as well. The upper level showcases a generous size Bedroom that offers a walk-in closet and second closet. The clothes Washer/Dryer are located in the adjacent hall closet and next to the full Bathroom that offers a much appreciated double sink vanity. The Lower Level offers unfinished storage and potential living space at some point. Driveway parking along with an assigned space diagonally across the driveway is yours as well. Professionally maintained grounds, community pool, clubhouse and playground area amenities included. The Arcadian Shopping Center is across the way from the complex. And, the Scarborough Train Station is a stones throw (.6 miles) away providing timely access to GSC. Historic Sparta homes and Hudson River views are around the corner too.

17 Davids Lane, Ossining

$620,000
1 Beds 2 Baths 1012405 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

$202,500
1 Beds 1 Baths 1032192 MLS
Exciting 1-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 August 1, 2025, those limits are: 1 person - $95,000, 2 persons - $108,600, 3 persons - $122,150, with maximum occupancy of the persons in the unit). Income limits are subject to change. MUST be occupied as a primary residence (no investors). The affordable sale price is $214,682 (your offer price may not exceed that amount). The Westchester County subsidy of $30,000 is available for this unit. It stays at the full amount for 20 years, then it terminates. ***AGENTS – MUST see confidential remarks and all MLS listing attachments for additional instructions***

135 Main Street Unit #201, Ossining

$539,999
1 Beds 2 Baths 1030990 MLS
Discover your dream home at 93 Bridle Path Road, nestled within the highly sought after Fox Hill Condominiums in Ossining, NY. This charming 2 level townhouse features a spacious 1 bedroom and a versatile loft, perfect for an office or study area. The first level boasts a modern galley kitchen with stainless steel appliances, a cozy living room with a wood burning fireplace, and a dining area that opens to a tranquil deck ideal for relaxing or entertaining. Enjoy the benefits of hardwood floors throughout, recessed lighting, and recently renovated kitchen and bathrooms. With a one car garage and additional driveway space, this property offers both convenience and comfort. Embrace the pet-friendly lifestyle and the serene, park-like setting of Fox Hill, which spans 45 wooded acres and includes amenities such as a pool, tennis court, basketball court, and playground. Located just 30 miles from New York City, with easy access to the Metro North rail line making your commute approximately 55 minutes, this home perfectly balances suburban tranquility with urban convenience. Don't miss the opportunity to make this peaceful retreat your own!

93 Bridle Path Road, Ossining

$125,000
1 Beds 1 Baths 1027696 MLS
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

$150,000
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

$439,000
1 Beds 2 Baths 1015764 MLS
Welcome to 2 David's Lane, where you will find a charming one-bedroom, corner townhouse in Ossining. This home offers a wonderful opportunity to enjoy comfortable, low-maintenance living in a desirable Westchester community. This thoughtfully designed home features a bright and inviting layout with a comfortable living space, a functional kitchen, and a cozy bedroom retreat. The open flow of the main living area creates a welcoming atmosphere, perfect for relaxing at the end of the day or entertaining guests. The kitchen offers convenient functionality with plenty of potential to make the space your own. The spacious bedroom provides a peaceful place to unwind, while the overall layout maximizes comfort and ease of living. Enjoy the benefits of townhouse living with the privacy and convenience of your own home, along with the added appeal of a well-maintained community setting. Whether you’re a first-time buyer, looking to downsize, or seeking a place that offers simplicity without sacrificing location, this home provides the perfect opportunity. Ideally located near Ossining’s vibrant downtown, restaurants, parks, shopping, and Metro-North transportation, this home offers the perfect blend of comfort and convenience. Come see all that this delightful townhouse has to offer!

2 Davids Lane, Ossining

$2,500
1 Beds 1 Baths 1009795 MLS
Bright and inviting 2nd-floor rental apartment located in a well-maintained multi-family home in the charming Town and Village of Ossining. This sun-filled residence offers beautiful natural light throughout the day and spectacular sunset views, creating a warm and welcoming atmosphere. A standout feature of this large apartment is the bonus office room, perfect for working from home, studying, creative pursuits, or additional flex space to suit your lifestyle. Conveniently situated just a 10-minute walk to the Ossining Metro-North Station, providing approximately a 50-minute commute to Grand Central Terminal. Enjoy easy access to local bus lines, parks, supermarkets, laundromats, museums, and a variety of international dining options. Residents will appreciate the vibrant community amenities, including creative arts programs, recreational activities, and access to indoor swimming facilities. This desirable location combines small-town charm with outstanding convenience, making it an excellent place to call home. Don't miss this opportunity to enjoy comfortable living in one of Westchester County's most sought-after river towns.

269 Spring Street Unit #2nd Floor, 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

$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

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.