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$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
$620,000
2 Beds ⋅ 2 Baths ⋅ 972271 MLS
Beautiful, bright end unit condo in Spring Pond featuring 2 bedrooms and 1.5 baths. This inviting home offers an eat in kitchen with ample cabinet space, brand new stove and refrigerator, and stainless steel appliances. Enjoy hardwood floors throughout the living and dining areas, complemented by an open floor plan and a spacious living room with vaulted ceilings and a cozy fireplace. The primary bedroom is a true retreat, featuring tray ceilings, a walk in closet, a dressing area, an updated bathroom with double sinks, and its own private deck. Both upper and lower level decks have been newly replaced, and the entire unit has been freshly painted. Additional highlights include a bonus sitting area, a full size washer and dryer conveniently located near the bedrooms for easy access, and an attached garage with generous storage, plus driveway and guest parking. Enjoy access to community amenities including a pool and tennis court. Conveniently located near highways, parks, trails, and just minutes to the Croton train station, ideal for commuters.

1 Spring Pond Drive Unit #1, Ossining
$150,000
1 Beds ⋅ 1 Baths ⋅ 946206 MLS
BACK ON MARKET!!! This is a great community to live in. Close to everything. Great location for commuting. This one bedroom, one bathroom co-op has plenty of space and a view of the wooded area out the back of the unit. Centrally located near all shops, highways and trains. Laundry room and storage unit in basement of building with access from the next entrance. Your assigned parking spot #31 is close to the entrance of the building. Bring all offers. Motivated seller. CO-OP board approval is required.

129-3 S Highland Avenue Unit #6A, Ossining
$510,000
4 Beds ⋅ 4 Baths ⋅ 896993 MLS
Enjoy Hudson River views and Sunsets. Being sold as is and unfinished. Great opportunity to bring builders or buyers with their contractor! There is Yours to complete or redesign. New Building permit must be applied for with the village. Assessment recently reduced for tax year 2026 was 827,300. Now it's 667,800.

312A Spring Street, Ossining
$790,000
4 Beds ⋅ 3 Baths ⋅ 944202 MLS
Spacious Expanded Raised Ranch.. Charming Neighborhood and a Quiet Cul-de-sac Location.. 1/2 Acre with a Private Flat Usable Backyard and Wooded Views.. Updated Kitchen with Stainless Steel Appliances and a Gas Range, Plenty of Cabinets and Pantry, Granite Counters, Recessed Lighting and a Door Out to the Deck.. Formal Dining Room with a Wall of Windows, Great Natural Light and a Sliding Glass Door to the Deck with Awning and Steps Down to the Yard.. Large Living Room with Picture Windows and a Coat Closet, Steps up from the Entry Foyer and Powder Room.. 4 Bedrooms and Hall Bathroom Accessible from the Primary Bedroom with Picture Window and Walk in Closet.. Mostly Hardwood Flooring on the Main Level and a Hallway with Pull Down Stairs to Attic Storage.. Large Lower Level Family Room and Sun Room with Floor to Ceiling Windows and a Sliding Glass Door Out to the Backyard.. Recreation Room, also Perfect for Guest Accommodations with Access to a Full Bathroom and a Storage Room with a Cedar Closet.. Additional Lower Level Space Includes a Landing with Closets, 2 Home Office's, a Storage Room with Shelving Built in's and an Entrance Foyer from the Driveway with Plenty of Parking.. Gas Fueled Furnace, Central Air Conditioning and a Lawn Sprinkler System.. Easy Access to the Briarcliff - Peekskill Trailway's Hiking.. Minutes to the 1,000 Acre Teatown Lake Reservation Preserve and Hudson Hills Golf Course.. Convenient to All in the Charming River Towns of Ossining and Croton.. Shopping Centers, Dining and Deli's, Schools and Libraries, Parks and Recreation, Train Stations.. All Close, with Quick Access to Major Highways and an Easy NYC Commute.

40 Minkel Road, Ossining
$649,222
3 Beds ⋅ 2 Baths ⋅ 951629 MLS
Move right in to this beautifully maintained home, freshly painted throughout the interior. The updated eat-in kitchen features brand-new stainless steel appliances, granite countertops, custom maple cabinetry, recessed lighting, and classic wainscoting. Hardwood floors span the main level, complemented by a light-filled living and dining area with an open floor plan. The main level offers three bedrooms and an updated hall bath with an oversized stall shower. The walk-out lower level adds exceptional living space with brand-new flooring, a brand-new full bath with tub and shower, and a spacious recreation room with a sliding door leading to a fenced-in, level yard—perfect for relaxing or entertaining. Additional highlights include a new washer, whole-house attic fan, updated windows, and an attached garage. Conveniently located in the Village of Ossining near schools, shops, and transportation, this home is set in a wonderful, quiet neighborhood.

59 Watson Avenue, Ossining
$733,500
2 Beds ⋅ 3 Baths ⋅ 969797 MLS
Welcome home to The Woods Condominium, a community in Westchester offering both proximity to NYC and recreation galore. This beautifully maintained three-level townhome has 2 bedrooms, 2.5 bathrooms, a finished basement, an additional room which can serve as bedroom or home office, and an attached garage. The finished basement boasts generous living space with two full size closets for storage and sliding doors to the patio to enjoy the relaxing sounds of the nearby brook. Home features a new kitchen with extended quartz countertops, new cabinets, and all new appliances. Other recent upgrades include an updated powder room, main bath and main bedroom, fresh paint, and lighting fixtures, a high-efficiency boiler with an instant hot water tank and recently replaced roof and siding. Enjoy year-round recreation in the many nearby parks and nature preserves, and swim and play tennis or pickle ball seasonally in the community’s private court and pool. Tax records do not state square feet as this is a Condo. Owner has provided the amount.

42 Brooke View Drive, Ossining
$855,000
8 Beds ⋅ 3 Baths ⋅ 939881 MLS
Welcome to a spacious, well-maintained multi-level home offering a rare blend of legal configuration and flexibility. Ideal for extended family living, owner-occupants seeking rental income, or buyers looking for long-term versatility. The legal lower level features three bedrooms, a full bathroom, direct interior access, and a separate entrance. The main level offers three additional bedrooms, a full bathroom, an eat-in kitchen, and a comfortable living room. The second-floor apartment includes two bedrooms, an eat-in kitchen, and a full bathroom, with walk-up access to a large unfinished attic—perfect for storage or future potential. The home has been updated within the last five years and will be delivered with a clean Certificate of Occupancy. A deep driveway running the full depth of the property provides ample off-street parking and added convenience. A thoughtfully laid-out property with strong utility, legal flexibility, and long-term value.

38 Terrace Avenue, Ossining
$760,000
3 Beds ⋅ 2 Baths ⋅ 953609 MLS
A great place to call home, this raised ranch–style home sits on 0.52 acres and provides inviting living spaces in Ossining, just outside the town center. Adding to its appeal, the seller recently installed a brand-new roof, providing an important recent upgrade and added value for the next owner. The foyer leads into a spacious living room with a large bay window that fills the space with natural light. An open layout leads into the formal dining room and continues into a four-season sunroom with oversized windows overlooking the spectacular backyard, creating an ideal setting for get-togethers, summer barbecues, and everyday enjoyment. The space connects seamlessly to the deck, making it easy to enjoy morning coffee or gatherings that move easily between indoors and out. The spacious kitchen features ample cabinetry, granite countertops, a skylight, and a refrigerator designed to blend seamlessly with the cabinetry. The main level includes three generously sized bedrooms and a full bathroom with double sinks. Pull-down attic stairs provide convenient additional storage. The lower level expands the living space with a cozy family room featuring a fireplace, an office or den, a convenient half bathroom, a separate utility room, and direct access to the outdoors. A driveway leads to a two-car garage, completing the property. Ideally located, this home allows you to enjoy the benefits of living in Ossining with close proximity to shopping, dining, parks, and schools, while still feeling removed from the hustle of the town center. Commuters will appreciate easy access to major roadways, including Route 9 and the Taconic Parkway, providing convenient travel throughout Westchester and into New York City.

7 Bracken Road, Ossining
$480,000
2 Beds ⋅ 2 Baths ⋅ 949398 MLS
Welcome to this bright and inviting two bedroom, two bathroom condo located in the desirable Hudson View development in Ossining. This beautifully designed home features dramatic lofted ceilings and an abundance of natural light, enhanced by multiple skylights that create an airy, open feel throughout. The spacious living area is highlighted by a charming wood burning fireplace, perfect for cozy evenings at home. The white kitchen is both stylish and functional, offering butcher block style countertops, a convenient pass-through serving window leading into the dining area and stainless steel appliances—all less than two years old. A versatile loft area overlooks the main living space, offering the perfect spot for a home office, reading nook, home gym or guest area. Thoughtfully laid out bedrooms and full bathrooms along with in-unit washer & dryer provide comfort and privacy, making this condo a perfect retreat to call home. Step out onto your private deck and enjoy a peaceful setting ideal for morning coffee or relaxing at the end of the day. Amenities including: assigned parking, a clubhouse, fitness area, sauna, pool & tennis courts help seal the deal! Close proximity to metro north, parks, shopping, dining & major roadways. Schedule your tour TODAY!

15 Steven Drive Unit #4, Ossining
$2,975
2 Beds ⋅ 1 Baths ⋅ 973045 MLS
Step into a spacious, fully renovated, turn-key lifestyle with this extraordinary first-floor apartment in the heart of historic Town of Ossining. This extra-large 2-bedroom residence has been meticulously transformed with high-end finishes, ready for immediate occupancy. Brand-new, Contemporary Kitchen: A chef's delight featuring sleek countertops, new cabinetry, and a full suite of brand-new, stainless-steel appliances. A spa-like retreat with elegant fixtures and contemporary tiling. Freshly Painted Walls: A warm, neutral canvas throughout. The generous floor plan includes a cozy living room with a NON-working fireplace for show and a crucial dedicated den or office area, providing invaluable flexibility for a work-from-home or hybrid environment. Located just steps from the vibrant pulse of downtown Ossining, you can effortlessly stroll to shops, cafes, and restaurants. Commuting is a dream, with the Ossining train station nearby for an easy ride to Grand Central Terminal. Heat and water are included in the rent. Secure your spot in this modern, perfectly located home today. Parking available for $150 per month.

56 S Highland Avenue Unit #1B, Ossining
$825,000
4 Beds ⋅ 2 Baths ⋅ 961718 MLS
Charming Victorian Colonial ideally located directly across from Nelson Park and just a short walk to schools, shops, and local amenities. This sun-filled home blends timeless character with thoughtful modern updates and offers a flexible layout that lives like a 4/5-bedroom home. Highlights include high ceilings, new thermopane windows, beautiful bay windows in the living room and bedrooms, and a coffered ceiling & wainscotting in the formal dining room, and updated baths. The renovated kitchen features white oak cabinetry, soapstone countertops, stainless steel appliances including a Smeg 5 burner gas range, a convenient breakfast bar, LED recessed lighting, and is perfect for everyday living and entertaining. A main-level laundry room with Bamboo floors & LG appliances, side mudroom porch to slate patio and fenced back yard, and easy-flow layout add to the home’s functionality. The main floor primary suite offers comfort and convenience with a renovated ensuite bath. Throughout the main floor you’ll find beautiful gleaming oak rifted and quartersawn hardwood floors with walnut borders. The home offers a seamless blend of vintage details and modern finishes. Major updates include seven new ductless heating and cooling units for great efficiency in all 4 seasons, new windows, and a new roof, and new steel column foundation supports. Additional features include a welcoming rocking chair front porch, slate patio, fenced flat front and backyard, regraded driveway, and stunning old-growth trees that enhance the home’s captivating curb appeal. Storage is abundant with a walk-up attic and full basement , and the updated second-floor hall bath adds to the home’s move-in-ready appeal.

39 Washington Avenue, Ossining

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