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$802,000
2 Beds ⋅ 3 Baths ⋅ 956227 MLS
34 Piping Rock is a stunning contemporary home that offers the perfect blend of style, functionality and comfort. Featuring 2 bedrooms but lives like 3 or more with stunning seasonal views of the Hudson River as well as a flexible floor plan ideal for a home office, den or guest space. The lower level which is completing above ground with its own private access and full bath offers endless possibilities. Truly "Move-In Ready", meticulously maintained with many recent upgrades to the roof, boiler, water heater and central AC mechanicals. Enjoy an open-concept living area, abundance of natural light and seamless indoor-outdoor flow- perfect for both everyday living and entertaining. The modern kitchen boasts stainless steel high-end appliances and quartz counters. A must-see property offering versatility, modern elegance and effortless living - this is contemporary living at its finest!

34 Piping Rock Drive, Ossining
$1,775,000
4 Beds ⋅ 3 Baths ⋅ 954268 MLS
Experience refined new construction living at 41 Croton Dam Road, a thoughtfully designed 2026-built single-family residence set on 1.38 acres with Hudson River views. Offering 3,550 square feet of elegant living space, this 4-bedroom, 2.5-bath home blends architectural sophistication with modern functionality. The main level features 10-foot ceilings, dramatic 8-foot front entry doors, custom crown molding throughout, and wide-plank 7-inch white oak hardwood floors. The chef’s kitchen is equipped with GE Monogram appliances, under-cabinet lighting, and premium finishes designed for both everyday living and entertaining. The upper level offers 9-foot ceilings and a spacious primary suite complete with a custom closet system. The lower level is built with 10-foot foundation walls, structural steel beams eliminating lally columns, and rough plumbing for a future full bathroom, providing exceptional flexibility and expansion potential. Outdoor living is enhanced by a rear patio, creating a seamless extension of the home’s interior space, ideal for entertaining, relaxation, and enjoying the surrounding natural setting. Additional highlights include a multi-zone irrigation system servicing both lawn and plantings. A rare combination of new construction, craftsmanship, and setting with Hudson River views serving as the home’s defining feature.

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

2 Martin Road, Ossining
$845,000
3 Beds ⋅ 2 Baths ⋅ 961773 MLS
Welcome to 20 Highview Road! Tucked away on a beautiful cul-de-sac in the desirable town of New Castle, this charming ranch offers a wonderful blend of comfort, functionality, and the opportunity to make it your own. Inside, you’ll find a bright, inviting layout featuring a spacious living room with a wood-burning fireplace, hardwood floors, and large windows that fill the space with natural light and warmth. The charming kitchen offers a practical design with ample cabinet storage and opens to the dining area, making everyday living and entertaining effortless. From there, step outside to a private patio overlooking a beautiful, level yard—perfect for relaxing, entertaining, or enjoying outdoor activities. Three first-floor bedrooms and two full bathrooms, including a primary bedroom with a full en-suite bath, complete the main level. Downstairs, the lower level offers a large, untapped flexible space with ample storage, a workshop area, and a dedicated laundry room. A pull-down attic provides additional storage. A one-car garage and spacious driveway make parking a breeze. With easy access to the Taconic State Parkway, Route 9A, and Metro-North Railroad, commuting to NYC is easy. Enjoy close proximity to Gedney Park, Teatown Lake Reservation, Hudson Hills Golf Course, scenic hiking trails, DeCicco & Sons, Tazza Cafe, and a variety of local restaurants and shops. With its desirable ranch layout and great potential, this home is an exceptional opportunity to enjoy the best of both Ossining and Chappaqua communities.

20 Highview Road, Ossining
$600,000
3 Beds ⋅ 2 Baths ⋅ 976871 MLS
Step into a welcoming three-bedroom, two full-bath home that’s ready to make your life easier. The bright sunroom gives you a perfect spot to relax, while the fully finished basement offers extra room to spread out. The primary bedroom has a walk-in closet, and outside, you’ll enjoy a large backyard for gatherings or quiet afternoons. Plus, the roof was just redone last week, and all new windows mean you’re set for comfort and efficiency. This is a home that’s move-in ready and built for everyday living.

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

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

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

9 Geneva Road Unit #9, Ossining
$435,000
1 Beds ⋅ 2 Baths ⋅ 975540 MLS
Lives like a 2-BR tri-level - 15 DAVIDS LANE is a conveniently located Ossining light-filled End Unit in sought after Liberty Knoll Town Homes community. Features no-step entry, SS appliances, private balcony w/sliders to Living Room, and finished Lower Level. Second level has a full bathroom with showered tub, new GE washer & dryer Laundry; hallway storage & large BR mirrored walk-in closet. The finished 400sf Lower Level has two additional bonus rooms - perfect for a family room/rec room Gym + Guest room/Office. Complex is Pet-friendly; with optional jitney to Metro-North trains for NYC commuters. Some other amenities include an outdoor Pool with summertime Lifeguard, a Clubhouse w/showers, kitchenette and reading couches; and a Playground for the kids along with Picnic facilities. Arcadian Shopping Center (think Starbucks, McDonalds, Stop & Shop, CVS, banks, bagels, restaurants +) is close by right around the bend. This sale comes with two parking spots. And current taxes reduced to under $10K with Ossining's $1,659 Basic STAR deduction for qualified primary owners too! Whether you are looking to downsize or are a first-time home buyer seeking a low-maintenance lifestyle (the HOA does landscaping, water/sewer, snow removal, siding/deck/driveway maintenance/repair/replacements) 15 Davids Lane offers you a chance to own in one of Ossining’s most convenient and welcoming neighborhoods.

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

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

200 Route 9A, Ossining
$725,000
5 Beds ⋅ 2 Baths ⋅ 979583 MLS
Imagine finally having the space your family has been craving room to grow, gather, and settle into your next chapter, with the opportunity to make it truly your own. This 5-bedroom, 2-bath home in the village of Ossining offers the ideal step up, blending generous living space with thoughtful updates, while still leaving room for your personal touch and style. The beautifully redesigned kitchen flows seamlessly into a dedicated dining room perfect for everything from busy weeknight dinners to hosting holidays and celebrations while the updated bathrooms add a fresh, modern feel. Step outside to the backyard that’s ready to grow with you ideal for playdates, summer barbecues, or simply unwinding after a full day. But the true magic extends beyond the property. Ossining is a lively community that knows how to celebrate life. Enjoy summer festivals that bring the town alive with music, food, and laughter, or head to the weekly riverfront for live concerts that light up the Hudson with unforgettable vibes. Cultural celebrations throughout the year honor the rich diversity of the community, offering something for everyone to enjoy. With Triangle and Veterans Parks just around the corner featuring: playgrounds, ballfields, and plenty of green space, you’ll always have a place to relax or play. Top it off with a stellar universal pre-K program, award-winning science research program, tree-lined streets, and warm, welcoming neighbors, and you’ve got more than a house...you’ve got a lifestyle. Don’t just imagine it, make it yours.

35 Forest Avenue, Ossining
$540,000
2 Beds ⋅ 3 Baths ⋅ 954087 MLS
Rare opportunity to purchase a stunning 2 Bedroom/2.5 Bath penthouse condo in the heart of Ossining. This former schoolhouse was converted into a 12 unit condominium in 2007. This Penthouse unit is the largest of the units of this elevator building. This unit features an open floor design, high vaulted ceilings with exposed wooden beams, an elevated kitchen with french doors leading to the grand southern facing balcony. From the living room on the main floor, walk upstairs to a loft perfectly sized for an office suite that overlooks the entire living room and kitchen. Downstairs find two large bedrooms, each with its own full bath. The primary suite features a custom built floor-to-ceiling dresser, an oversized bathroom with a whirlpool tub and unique anti-microbial cork flooring. No cold feet! From the balcony, enjoy the relaxing sounds and unobstructed views of the Sing Sing Kill waterway, the landmark aqueduct, and the downtown Village. A garden hose has been installed in the balcony, full sun and water, a urban gardener’s dream! This unit comes with two assigned parking spaces (no additional fees). Taxes include Village, school, and Town of Ossining without Star deductions Walking distance to: Ossining Community & Aquatic Center, the landmark Double Arch, Sing Sing Kill Greenway, Croton Aqueduct Trail, HVBFH bookstore/Historic Olive Opera House, Farmers Market, shops, Main Street, RR, and the waterfront.

88 Broadway Unit #PH1, Ossining
$600,000
3 Beds ⋅ 1 Baths ⋅ 964434 MLS
Charming 3-bedroom, 1-bath ranch offering easy one-level living in a convenient Ossining location. This bright and inviting home features hardwood floors, an open-concept layout, and an updated kitchen and bathroom (2020). The renovated mudroom adds everyday functionality, while the partially finished walk-out basement provides flexible space for a recreation room, home office, gym, or additional storage. The finished side of the basement is an additional ~350 to 400sq ft Major updates offer peace of mind, including new sound-reducing, UV-protective windows (2022) with a transferable 25-year warranty, and a new roof, gutters, and soffits (2025) with transferable warranty coverage. Additional improvements include updated copper plumbing, custom cellular window shades, newer appliances (approximately 6 years old), and fresh interior paint. Enjoy gas heat, municipal water and sewer, driveway parking, and a spacious backyard complete with patio, retaining wall, two sheds, and a beautiful Japanese maple tree. Conveniently located near parks, shops, and Metro-North rail for an easy commute.

1C Calam Avenue, Ossining
$485,000
1 Beds ⋅ 2 Baths ⋅ 973428 MLS
Welcome to beautiful Eagle Bay, a gated community along the Hudson River in Ossining. Enjoy nature from your private balcony yet be minutes from the train and shopping. Unit has seasonal river views and privacy as well as a deeded garage and storage. Hardwood floors throughout with updated kitchen and baths as well as a full staircase to an amazing loft with full bath that can be used as a second bedroom or office. The deck was redone in 2023 and was just power washed. The washer/dryer and refrigerator were recently replaced and the HVAC was redone in 2017. There are crown moldings in the primary bedroom which has a walk in closet and ceiling fan. The primary bath has a jacuzzi tub. The kitchen is updated and has a granite breakfast bar. There is an abundance of storage off the loft with a cedar closet as well as a private storage room in the basement. The living room has a wood burning fireplace as well as cathedral ceilings. Eagle Bay has great amenities with pool, tennis/ pickleball courts, clubhouse, fitness room and playground. Conveniently located near downtown Croton- on Hudson with shopping restaurants and train all close by. Taxes shown are without STAR. A great Place to call home.

806 Eagle Bay Drive, Ossining
$386,000
2 Beds ⋅ 2 Baths ⋅ 958399 MLS
Terrific 6th-floor unit with Tappan Zee Bridge and Hudson River views from every window, located in the sought-after gated riverfront community of Scarborough Manor. This spacious residence features a renovated kitchen with maple cabinetry, Corian countertops, and stainless steel appliances, plus a sunny eat-in breakfast area where you can enjoy the views. The expansive living room opens to a private balcony—perfect for taking in the river scenery—and flows seamlessly into a generously sized dining room. The large primary bedroom suite offers stunning views and a spacious dressing area with three closets, including a cedar closet. A second bedroom, full bath, and abundant closet space complete the home. Scarborough Manor is set on beautifully landscaped, park-like grounds with walking paths and benches, offering a tranquil riverside lifestyle. Resort-style amenities include a clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space; an outdoor heated pool surrounded by mature trees with Hudson River views; and 24/7 gated security. Additional features include free outdoor parking for all residents (indoor parking available for $85/month), a full generator for uninterrupted power, recently redecorated hallways, and low monthly electric bills thanks to community-installed solar panels (electric billed directly through management, not Con Edison). Convenient laundry is located on each floor, HVAC units in each room are approximately four years old, and storage units are available ($30–$50/month). Enjoy a serene, riverside setting with easy access to everyday conveniences and transportation. There are no audio recording devices inside this property.

16 Rockledge Avenue Unit #6K-2, Ossining
$700,500
3 Beds ⋅ 2 Baths ⋅ 973271 MLS
Multiple offers, highest and best due Sunday 4/5 at 5pm, thank you! Home is occupied, appointment required for access to the property. Do not trespass! Welcome home to this beautifully updated and maintained American Foursquare full of original charm and tasteful modern upgrades. A picturesque and centrally located home in the Village of Ossining, just an hour north of NYC. A large, private front porch and entry welcomes you into the main floor of this classic home. You're lead into a gracious first floor layout — the living room with it's large fireplace and original stained glass windows leads into the bright formal dining room, off of the warm and updated kitchen with granite countertops and stainless steel appliances. From the kitchen you'll find the newly added half bathroom with incredible features (stunning carved stone sink and a luxury toilet with all of the bells & whistles). Upstairs, you'll find three bedrooms as well as a charming, light-filled full bathroom. The backyard is a sanctuary in the suburbs — room to entertain on the stone patio or truly relax yourself in the barrel sauna and private outdoor rinse station. A loved and thoughtfully designed home in the heart of Ossining ready for you to move right in. PLEASE NOTE: Home is occupied, appointment required for access to the property.

4 Spaulding Place, Ossining
$699,000
2 Beds ⋅ 3 Baths ⋅ 970761 MLS
Welcome to this spacious and versatile 2-bedroom, 3-bathroom townhouse that lives like a 3-bedroom, offering flexibility to suit a variety of lifestyles. As you enter, the main level welcomes you with a grand living room featuring its own fireplace and sliding doors that lead to your deck—perfect for both everyday living and entertaining. The galley kitchen includes a cozy eat-in nook, complemented by a separate dining area ideal for hosting. A conveniently located half bath and laundry tucked into the hallway closet complete this level. Upstairs, you’ll find a well-appointed primary bedroom with a private full bathroom, along with a second bedroom and an additional full bath. A generously sized den provides exceptional versatility—easily used as a third bedroom, home office, or additional living space. Sliding glass doors lead to your private balcony, where you can enjoy peaceful views overlooking the private pond of Fox Hill. This sought-after community offers a range of amenities, including a tennis court, playground, and inground pool. Completing the home is a private one-car garage (which includes a storage loft) and driveway, offering both convenience and additional parking.

155 Club Court, Ossining
$119,000
1 Baths ⋅ 958289 MLS
Welcome Home to the Best Deal in Ossining! Looking for a great price on a cozy place to come home to, after a hard day's work? Do you cherish Amazing Western Sky Sunsets? Then, you'll love Unit 5F at Parkview Cooperative, conveniently located on Route 9 in Ossining. This very large studio apartment lives like a 1 Bedroom Apt! It has a separated bedroom, giving you some privacy from the main living area. It can fit a queen size bed and some other furniture as well. This wonderful unit boasts hardwood flooring throughout. The size of the Living Room with impress you as well as its enormous Picture Window, featuring a stunning view of the Park across the street. On a clear day, you'll be able to catch views of the Hudson, the Palisades and the town of Haverstraw, across the river. The Kitchen has been tastefully renovated with new stainless-steel appliances, subway backsplash tiles and countertops. The nicely tiled bathroom has been updated and features a bathtub/shower unit. The nearby Metro North Train Station provides a quick ride to Grand Central Station (48 mins). The Croton Station (just 1 station North) gives you access to The Amtrak Line to Penn Station and Cities North and West. The quaint Ossining Village area features lots of shops, boutiques, restaurants and a great library. A great place to visit on weekends in the nice weather. South on Route 9, you'll be pleased to have access to the Arcadia Shopping Center with its huge, Shoprite anchor store. Across the street, you'll find gorgeous Nelson Park. It will satisfy your need for a nice stroll on a beautiful Summer day! You'll love the waterfront, where you can have a nice meal in some of the restaurants on the awesome Hudson River shoreline. Veteran's Park is nearby as well. The Rockefeller Preserve, Kykuit, Van Cortlandt Manor are nearby. The property comes with one parking space (extra fee), modern gym (for a small yearly fee & located at 117), package room, mailbox, secure bike room and a very clean, laundry facility on the 1st floor. You'll appreciate the huge, refreshing in-ground swimming pool! The parking lot has 24 Hour Surveillance. There is a intercom system to identify guests at the front door. The maintenance fee is extremely low! It includes taxes, heat, hot water, sewer, trash collection and snow removal. It does not include the STAR Rebate, which is $1,704! So, come take a look at how wonderful life can be, when you become member of the Parkview Cooperative!

121 Highland Avenue S Unit #5F, Ossining
$840,000
2 Beds ⋅ 4 Baths ⋅ 959221 MLS
Welcome to 78 Hudson Watch Drive, a stunning 2-bedroom, 3.5-bath tri-level townhouse offering an unparalleled luxury lifestyle. Experience breathtaking Hudson River views spanning all three floors of this meticulously maintained home. Step inside to a truly inviting space featuring a spacious sunken living room anchored by a cozy gas fireplace. The layout is wonderful for entertaining, leading into a dining room with a door that opens directly to a quiet deck—for al fresco dining with a view. The eat-in kitchen is the heart of the home with stainless steel appliances and granite counters. The first floor also includes an office and a powder room. The upper level features a primary suite complete with an ensuite bath with a steam shower, spa tub, and a large walk-in closet. Step out to your balcony and enjoy the mountains and river view. There is a lovely second bedroom, hall bath and a dedicated laundry area which complete this floor. The lower level has ample space for endless possibilities. It features a large family room with a kitchenette, a full bath and sliding glass doors to a covered patio. Enjoy year-round comfort with central air conditioning throughout the home. The community offers an in-ground pool and tennis court as well as lawn maintenance for the approximately 80 homes in Hudson Watch.

78 Hudson Watch Drive, Ossining
$670,000
3 Beds ⋅ 1 Baths ⋅ 966042 MLS
Discover timeless character and modern comfort in this beautifully revitalized 1920 Village Colonial, set on a private, level corner lot with exceptional curb appeal. Surrounded by mature landscaping, the backyard offers a peaceful retreat with a stunning stone patio, perfect for outdoor dining, entertaining, or relaxing in your own quiet sanctuary. Inside, classic Colonial charm blends seamlessly with thoughtful upgrades, including beautiful hardwood floors, refined lighting design, and a professionally installed whole-house audio system with built-in speakers throughout the home and outdoor spaces, all controlled through SONOS. The elegant kitchen features stylish finishes and fixtures inspired by classic European design, creating a warm and inviting space for everyday living and gatherings. A detached two-car garage set privately behind the home, along with a new 100-foot driveway, adds both convenience and privacy to the property. Ideally located just minutes from downtown Ossining, shopping, major highways, and the Metro-North train, this home offers the perfect balance of commuter convenience and tranquil Village living. A rare opportunity to own a beautifully updated Colonial with character, privacy, and modern amenities in a prime location.

16 Robin Street, Ossining
$810,000
3 Beds ⋅ 3 Baths ⋅ 935813 MLS
Nestled on a quiet cul-de-sac and set on a spacious, level yard, this immaculate, move-in-ready 3BR/3BA contemporary home offers bright, open living with soaring cathedral ceilings, skylights, and oversized windows throughout. The main level features gleaming hardwood floors, a sun-filled living and dining area, 3 bedrooms and an updated kitchen with granite countertops and Bosch and Samsung appliances. Sliding glass doors lead to a large deck, perfect for entertaining. The finished lower level includes a full bath, new Pergo flooring, a cozy brick fireplace, and walkout access to a private patio and beautifully landscaped yard. Additional highlights include central air, 3-zone gas heat, central vacuum, two-car garage, and abundant storage. Exceptional space, comfort, and location – do not miss it!

10 Pine Brook Road, Ossining
$439,000
3 Beds ⋅ 2 Baths ⋅ 963821 MLS
Opportunity awaits in the reputable Briarcliff Woods Development in Ossining, where space, light, and an exceptional layout set the stage for your vision. This spacious 3-bedroom, 2-bath condominium is thoughtfully designed to meet your lifestyle needs, offering a wealth of opportunities to personalize and transform it into your dream home. As you step inside, you're greeted by an expansive living room, complete with a cozy fireplace that sets the tone for both relaxation and entertaining. From the dining room (owners have it as a little sitting area), you step into the generous sized eat-in kitchen, featuring a very large pantry, in-unit laundry and plenty of potential for updates. Retreat to the primary bedroom, featuring a private ensuite bath and an impressive walk-in closet that is sure to satisfy your storage needs. Two additional well-sized bedrooms provide versatility for guests, or a home office, with one room boasting yet another walk-in closet and an oversized closet for added convenience. Plus, the entrance hallway features an expansive walk-in closet, ensuring you'll never run out of space for your belongings. Step outside to your large private balcony, where you can enjoy peaceful wooded views and embrace the outdoors, perfect for summer grilling or sipping your morning coffee amidst nature’s beauty. Residents of Briarcliff Woods enjoy beautifully maintained grounds, including a sparkling inground pool with a sun-drenched grand patio surrounded by vibrant perennial gardens, as well as basketball and tennis courts for the active lifestyle. The development also offers a free jitney service to the Croton–Harmon Train Station, making commuting a breeze. With one assigned parking space and ample visitor parking, convenience is at your fingertips. Nestled near the scenic Senasqua Park and the picturesque Croton River Walk, this location is perfect for those who appreciate nature and the breathtaking sunsets over the Hudson River. Summer concerts & movies also at the river for your enjoyment. More to love: Ideally situated near major highways, shopping centers, and a variety of dining options. Don’t miss this rare opportunity to create your dream home in one of Ossining’s most sought-after communities. With its expansive layout, exceptional amenities, and prime location, this condo is ready to welcome you home.

9 Briarcliff Drive S Unit #16, Ossining
$465,000
2 Beds ⋅ 2 Baths ⋅ 966681 MLS
Ideal home with GARAGE! This is one of the few impressive units in this complex that faces the woods instead of a parking lot or another building. Discover the perfect blend of comfort, space, and tranquility in this desirable END-UNIT condominium, ideally located in the coveted Briarcliff Woods Complex in Ossining. A private detached one-car garage adds a level of convenience and exceptional value to this property. As you step inside, you are greeted by a bright and spacious layout. The stunning views from your private balcony overlook beautifully landscaped grounds and mature trees, providing a serene backdrop that enhances your living experience. This 2-bedroom, 2 full bath residence features an eat-in kitchen offering abundant cabinetry, a great-size pantry, and the convenience of in-unit laundry. The dining room sits in an ideal spot, seamlessly connecting to the kitchen, living room, and other parts of the home, creating an easy flow for meals and family gatherings. Expansive and inviting, the grand living room offers generous space, a cozy fireplace, flexible layout possibilities, and natural light from outside that brightens the entire area. You’ll find crown molding already in place, adding a finished touch to the living room and entry areas. Enjoy a generously sized primary suite complete with a walk-in closet and private ensuite bath. The second bedroom is also spacious, offering its own walk-in closet and a full bathroom just outside the door. Storage is plentiful throughout the home, including an additional walk-in closet and an extra-large closet in the entry foyer, ensuring you’ll never be short on space. The primary bathroom has already been tastefully updated, giving you a head start on personalizing the space to your liking. Crown molding already installed in entrance/dining room & living room. Pet-friendly community and ample visitor parking whether you have guests or an additional car. Residents of Briarcliff Woods enjoy exceptional amenities, including a sparkling inground pool with a sun-drenched grand patio, tennis and basketball courts. Commuters will appreciate the FREE jitney to and from Croton-Harmon Train Station, with Ossining Station just minutes away. An on-site superintendent keeps the property beautifully maintained and is readily available to assist residents. Ideally located close to highways, restaurants, shopping, parks, and scenic trails. Just a short drive to Senasqua Park Riverfront in Croton, where you can take in breathtaking Hudson River sunsets, stroll the waterfront trail, relax on the beach, or enjoy the gazebo, along with seasonal concerts and movies. At Briarcliff Woods, you’ll experience the perfect blend of maintenance-free living and the peace of a natural, wooded setting. A truly rare offering—GARAGE included—so book your visit today and experience firsthand why Briarcliff Woods remains one of the area’s most coveted communities!

6 Briarcliff Drive S Unit #3, Ossining
$4,950
4 Beds ⋅ 2 Baths ⋅ 1000801 MLS
This inviting 4-bedroom, 2-bathroom detached house is now available for rent. Nestled in a peaceful setting, this home offers a perfect blend of comfort and functionality. The spacious layout includes four generously sized bedrooms, providing plenty of room for family living or a home office setup. The property features two bathrooms, making it convenient for daily routines. Laundry facilities are conveniently located in the basement, ensuring that chores can be handled efficiently without cluttering the main living areas. Tenants will be responsible for heat, electricity, and snow removal, allowing for personalized control over utilities. In contrast, the landlord will take care of water and landscaping, ensuring the outdoor spaces remain well-maintained without added effort from the tenants. Parking is not an issue, as the driveway can accommodate up to two cars. While the garage is not included in the rental, the driveway provides easy access and convenience. For pet lovers, the policy on pets is flexible and considered on a case-by-case basis, making it easier for you to bring your furry friends along. This charming home is ready to welcome new tenants who value space, comfort, and a welcoming environment. Don't miss the chance to make this lovely house your new home!

51 Iroquois Road, Ossining
$605,000
1 Beds ⋅ 2 Baths ⋅ 948641 MLS
Welcome to Hudson Watch, one of Ossining’s most sought-after townhome communities. This beautifully maintained unit offers a perfect blend of comfort and convenience, featuring a bright, open floor plan with seasonal Hudson River views. The main level boasts a spacious living area anchored by a cozy fireplace and sliding glass doors that lead to a private deck- ideal for morning coffee or sunset views. The kitchen is well-appointed with ample cabinetry and a functional layout that flows seamlessly into the dining area. Upstairs, the primary suite serves as a true retreat with vaulted ceilings and generous closet space. Residents enjoy resort-style amenities including a pool, tennis/pickleball courts, and a dog run, all while being just minutes from the Croton-Harmon and Ossining Metro-North stations for an easy 45-minute commute to Grand Central. Maintenance-free living at its finest, just moments from the village waterfront, local shops, and scenic parks.

8 Hudson Watch Drive, Ossining
$710,000
2 Beds ⋅ 3 Baths ⋅ 980941 MLS
Get ready for easy living in this beautifully updated two bedroom plus den townhome in a prime location in the coveted Hudson Watch community. Don't miss this rare opportunity for a mint-condition home with Hudson River views from the 2nd level! W alls of windows, vaulted ceilings and skylights let in natural light throughout the residence. This impeccably maintained home is evident from the gleaming engineered hardwood floors throughout (including all closets) to the new HV AC & loads of closets with custom built-in shelves. Relax or entertain on your private flagstone patio overlooking a large open expanse in the backyard. Easy living with the laundry closet conveniently located on the bedroom level & an attached garage with storage shelves. Stroll along the wide streets in Hudson Watch while enjoying the Hudson River views. Amenities include a swimming pool & tennis/pickleball court and a pet friendly community. Minutes to both Ossining & Croton (+Amtrak) train stations for express commute to NYC & other destinations. Close to shops, restaurants & river walking paths. With its open flow floor plan, privacy and partial river views, this bright and spacious property offers the very best in townhome living! See attached floor plans and features sheet for more info.

58 Hudson Watch Drive, Ossining
$780,000
3 Beds ⋅ 2 Baths ⋅ 977450 MLS
Historic farmhouse-style home with original character and some modern updates Set on a nearly half-acre lot in a quiet, wooded area , detached barn adds flexibility (garage, storage, workshop).Includes large front porch and scenic, “bucolic” surroundings, Hardwood flooring throughout. Located near the Teatown Lake Reservation and major commuter routes, low taxes

101 Spring Valley Road, Ossining
$340,000
1 Beds ⋅ 1 Baths ⋅ 959705 MLS
Pet-friendly Hudson View condo with serene wooded surroundings. This bright and spacious home features a cozy fireplace in the living room with access to a private deck. The home includes generously sized bedroom with ample storage. Additional highlights include assigned parking and ample guest parking. Community amenities include a pool, clubhouse, fitness center, tennis and basketball courts, and playground. Conveniently located near the Croton-Harmon Metro-North Train Station, shopping, dining, highways, waterfront parks, and scenic hiking and biking trails, including the Croton Aqueduct and Teatown Lake Reservation.

9 Nicole Circle Unit #3, Ossining
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 965266 MLS
Introducing ROCKDALE c. 1830 — a one-of-a-kind, captivating 5-bedroom historic Colonial farmhouse and barn set on 1.32 bucolic acres. The perfect full-time residence or weekend retreat for those who seek charm, originality, and significance. Proudly listed on the New Castle Historic Registry, this quintessential landmark is rich in history and character. Beautifully situated on a quiet country road, the gated entry is framed by a white picket fence and stately stone walls. A long gravel driveway lined with Belgian blocks opens to a picturesque setting with mature plantings, perennial gardens, and a newly expanded bluestone patio with fire-pit and stone wall seating overlooking the back lawn. Inside, the home’s antique character has been beautifully preserved and maintained, blending elegance and comfort. Original pine floors, wood beams, exposed brick, three wood-burning fireplaces, high ceilings, and original built-ins reflect the home’s rich history, while floor-to-ceiling windows fill the interiors with natural light. True to the home’s period, the interior layout connects the rooms in an ideal way for both entertaining and privacy. The recently updated farmhouse kitchen features new cabinetry, countertops, and stainless-steel appliances, complemented by a wood ceiling with original exposed beams and a large double window. The formal dining room with three built-in cabinets, gracious bay window, and butler's pantry is ideal for entertaining. An inviting and spacious living room and a family room/library with reading nook both feature built-in bookcases, fireplaces, and floor-to-ceiling windows. A full bath, laundry room, attached pantry, back hall/mudroom, and wide front porch complete the main level. The second level can be accessed by the main staircase or a quaint back hall staircase leading to a mezzanine level with two bedrooms — one equally suited for and currently used as an office. This space transitions seamlessly to the main hall leading to three additional bedrooms and two well-appointed full baths. A detached barn offers tremendous potential for guest quarters, a creative space, home office, gym, or garage — making this property as versatile as it is distinctive. The spacious backyard abuts farmland, creating a peaceful and scenic setting. Conveniently located near the North County Trailway, major parkways, rail lines, shopping, and Gedney Park, this home provides the benefit of New Castle taxes along with access to Chappaqua recreation and train station parking – a rare and exceptional opportunity to enjoy the best of both communities. ROCKDALE is for the discerning buyer who values a one-of-a-kind home with easy access to NYC.

28 Barnes Road, 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.