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$875,000
5 Beds 3 Baths 816060 MLS
Welcome to 12 Maurice Avenue, a beautifully renovated legal 2-family home situated in the charming Village of Ossining! This versatile property offers a unique opportunity for both investors and owner-occupants. The ground-level unit features 3 bedrooms, 1 full bath, spacious open kitchen with new quartz countertops, separate dining area, cozy family room, and access to a large backyard patio perfect for entertaining. The second-floor unit includes 1 bedroom, 1 bath, a den that can serve as a 2nd bedroom, galley kitchen, and spacious living room. Additionally, a separate owner’s unit boasts 1 bedroom, 1 bath, and a walk-up attic with excellent storage space. The nearly quarter-acre flat lot includes a large backyard with a detached garage that accommodates up to 4 cars (offering great potential for additional rental income), and a driveway that can fit multiple cars, you will never have an issue with parking! The home is in excellent condition with siding and double-pane windows less than 9 years old, spray-foamed exterior walls and roofline for enhanced energy efficiency, and a brand-new boiler installed in 2024. Currently tenant-occupied on month-to-month leases, this property provides incredible upside potential in a prime location close to shopping, dining, the Hudson River and major transportation.

12 Maurice Avenue, Ossining

$490,000
4 Beds 3 Baths 821755 MLS
New Construction Home – 3 Sherman Pl, Ossining, NY – 65% Complete! Situated on a quiet street, this spacious home features 4 bedrooms and 2.5 bathrooms, an open-concept layout, The sun-drenched living area boasts large windows, high ceilings, and sleek hardwood floors, creating an inviting atmosphere for relaxation and entertaining. Upstairs, the primary suite offers a generously sized and generous walk-in closet layout. Additional bedrooms are well-sized with ample storage. A fully finished basement and attached garage add to the home’s appeal. Located in the heart of Ossining, this home is close to parks, schools, shopping, and Metro-North for an easy NYC commute. Don’t miss this chance to own a brand-new home—schedule your tour today! The home is being sold as is, in its current state. This home is perfect for an FHA 203k, or rehabilitation loan.

3 Sherman Place, Ossining

$665,000
3 Beds 2 Baths 815830 MLS
Welcome to this delightful village ranch nestled on a corner lot with a fenced-in, level property. Enjoy outdoor living at its finest with an expansive rear patio, perfect for entertaining or relaxing, and a wonderful vegetable garden for your green thumb. The lush flower gardens, including a fruitful peach tree, enhance the serene atmosphere of this home. Updated eat-in kitchen featuring elegant cherry cabinetry, granite countertops, a walk-in pantry for ample storage, & stainless steel oven and dishwasher. The kitchen also boasts crown molding & two doors leading to the rear patio. Spacious living room with gleaming hardwood floors, a cozy brick fireplace, and a large bay window offers plenty of natural light. Two first-floor bedrooms with hardwood flooring, along with an updated first-floor hall bath is stylishly finished for your convenience. The bright third bedroom is located on the 2nd floor has 3 windows. Finished storage space in the lower level provides additional storage and a full bath. Conveniently situated in a peaceful neighborhood, this home provides easy access to local amenities while maintaining a private setting. This is a fantastic opportunity to own a well-maintained, charming home in a sought-after village location. There are no audio recording devices inside this property.

4 3rd Avenue, Ossining

$245,500
2 Beds 2 Baths H6329019 MLS
This is a Fannie Mae Homepath property and First Look applies to this home. This is a completely renovated Townhouse style two bedroom and 1.5 bath unit in a gorgeous and quiet park-like setting. Extremely bright unit with a serene view in the complex. Facing a nice spring with lots of lush gardens around. The duplex unit has been completely renovated. Hardwood floors as seen throughout the unit. Kitchen is completely renovated with tons of cupboards and storage. The complex has common laundry in the basement of each building, gardens, picnic/bbq area. Terrific location wit easy access to downtown Ossining. Tons of shopping- the complex is located near the Arcadian shopping center, public transportation (express trains to Manhattan), close to Scarborough Train Station, highways, dining/entertainment, and so much more. Call today to begin your homeownership journey. This is a unit located in an amazing complex with easy access to all amenities.

114 Charter Circle Unit #114, Ossining

$630,000
3 Beds 3 Baths 828650 MLS
Discover the charm of 30 Morningside Drive in Ossining, NY, nestled in the Ryder Park area. This inviting 3-bedroom, 2.5-bathroom home spans over 2,600 square feet and sits on a generous 0.46-acre lot, making it a dream for those who love to personalize their space. Step inside to find a living room featuring a wood-burning fireplace, perfect for creating your ideal retreat. The dining room is spacious and ready to host gatherings of any size. The den offers an alternative spacious area for fun and or relaxation with access to the patio. The kitchen and breakfast area offer plenty of room for crafting culinary delights and enjoying meals. The large primary suite impresses with a vaulted ceiling, abundant closet space, and natural light. Each bedroom is generously sized, providing unique opportunities for customization. You'll also find a versatile office space on the second floor, perfect for various uses. Outside, the expansive lot is a true highlight, ideal for gardening, entertaining, or simply unwinding. Picture summer barbecues, a flourishing vegetable garden, or savoring your morning coffee on the patio. This home provides convenient access to local amenities and attractions that make the area special. Don’t miss out on this opportunity to bring your vision to life in this charming property. Come explore and start dreaming of the memories you'll create here!

30 Morningside Drive, Ossining

$150,000
1 Beds 1 Baths 801856 MLS
Welcome to this spacious and meticulously updated 1 bedroom,1 bath coop in Highland Terrace! The apartment is very quiet, situated on the top floor, far from the street, with great views toward the Croton Aqueduct. This renovated and freshly painted apartment offers a large living room with windows facing east and south, a west facing bedroom with a double door closet and a foyer with a double door closet. The renovated kitchen has real wood cabinets with under cabinet lighting, granite countertop and new, stainless-steel appliances (gas stove, fridge, dish washer, microwave) and a large pantry; the renovated bathroom has a modern walk-in shower and a large linen closet. The apartment has an assigned parking space for one car. Heating and hot water are included in the maintenance fee. Laundry room and storage room are in the basement of the building. On the premises there are a basketball court and a renovated pool with a large patio. The apartment is ideally located close to shopping (0.7 mi to Stop and Shop, CVS, Bank, etc.), train stations (Ossining at 1.4 mi, Scarborough at 1.1 mi), highways (Rt 9A at 2.4 mi) and Croton Aqueduct.

129 S Highland Avenue Unit #2C5, Ossining

$7,500
4 Beds 3 Baths 851650 MLS
Make yourself at home at 10 Applegate Way in the desirable Waterview Estates. This impeccably maintained colonial home is located on a cul-de-sac and set on 1.7 partially wooded acres bordering reserve land, ensuring quiet and privacy. The level front and back yards and the spacious deck provide endless options for outdoor fun and relaxation. The house boasts ample living space and 4 comfortable bedrooms including a stunning primary suite. Lots of additional flex space means this house will accommodate all of your work-from-home needs. Location is super convenient to MetroNorth train (33 mins to NYC), outdoor attractions including Aqueduct Trail and Gerlach Park, as well as all Hudson River waterfront offerings - dining, breweries, boating, parks, shops and more! • Available to rent July 1, 2025. Will consider short-term lease. Will consider 12+ months lease.

10 Applegate Way, Ossining

$129,000
1 Beds 1 Baths 806187 MLS
Incredible value! This is a wonderful one bedroom home, with three generously sized closets, and excellent potential for a fourth. The expansive, combined dining and living areas face east, thus the home is bathed in natural light. Original hardwood floors throughout. The kitchen is airy and spacious, with a south-facing river view! Large bedroom with two exposures gives this corner unit a private and secluded vibe. Clean and fresh windowed bath. This unit comes with 1 assigned parking space in the lower lot. The property offers a beautiful outdoor pool, an exercise room on the lobby level of building 119, & common laundry room. Enjoy all that Ossining has to offer, including an OCA trail head close-by, the wonderful Nelson Park across the street, downtown farmer's market on Saturdays, and convenience to shopping and restaurants.

121 S Highland Avenue Unit #3C, Ossining

$902,500
3 Beds 3 Baths 831474 MLS
Nestled on a picturesque 1-acre corner lot in New Castle, this exquisite sprawling split ranch seamlessly blends comfort with sophistication. Designed for effortless entertaining, it boasts an expansive great room with soaring ceilings, skylights, and a charming wood-burning fireplace. The gourmet eat-in kitchen showcases newly installed quartzite countertops, a sleek cooktop, a wall oven with a microwave combo, a dishwasher, a built-in wine rack, and a stylish wet bar. A formal dining room opens to a second family room, complete with its own fireplace, offer inviting spaces for gatherings. An additional room located at the front of the home, featuring large windows /skylight can serve as a productive office or den. Oversized multi-slide patio doors open gracefully to a stunning stone patio, creating a seamless indoor-outdoor living experience. Just a few steps up to master bedroom w/separate bathroom, 2 additional bedrooms and hall bath. Thoughtful updates include beautifully refinished hardwood floors, fresh interior paint, and bathroom flooring and more. Additionally, this home is equipped with a high-efficiency solar panel system and a new Dual-Fuel Heating/AC system, enhancing both its value and long-term investment potential. Don't miss this exceptional opportunity to own a home that perfectly balances elegance and modern efficiency, conveniently located just minutes from the Taconic State Parkway, offering easy access to shopping, dining, and commuting routes.

2 Highview Road, Ossining

$225,000
2 Beds 1 Baths 821675 MLS
Welcome to this beautiful, warm, and charming two-bedroom updated coop. This home has new carpet, wood floors, and sleek stainless steel appliances all in 2023. The primary bedroom is spacious and bright, with a large closet. The second bedroom is currently being used as a den/home office. The unit has plenty of windows filling the living space with plenty of natural sunlight. It is set back from the road and situated in a garden-setting courtyard. The apartment is on the first floor, just a few steps up from the front door, offering a private and quiet living experience. Enjoy swimming and sunbathing in the new pool. This coop is close to Metro North Station, shops, restaurants, schools, parks, hiking trails, highways, and the Ossining Riverfront. The unit has one assigned parking space; a second space is available, but there may be a short waiting list. Maintenance fee includes property and building maintenance, taxes, pool, heat, hot water, landscaping, & snow removal. The monthly maintenance fee does not include Basic Star Deduction of $1,707 for 2025. Coop is wired for both Cablevision and Verizon Fios. .

135-2 S Highland Avenue Unit #B4, Ossining

$850,000
2 Beds 3 Baths 821525 MLS
There is something special about Mystic Pointe, as you enter the gates you will see that it is a place like no other. 19 High Ridge Road, a tri-level Biscayne end model is in the heart of Mystic near the end of a cul-de-sac. It offers a light filled main-level layout with an updated kitchen, a living-dining space with a wood-burning fireplace, plus sliding glass doors to the extended deck, an updated powder room, and an entrance to the two garage. The second level has a generous-sized bedroom with a walk-in closet, additional closet, and en-suite full bath, plus an additional bedroom, hall bath, and wonderful office/den. The lower level is large enough for separate sitting areas, a workout area, or more plus a laundry room, furnace room, and separate large walk-in storage. And Mystic Pointe has so much to offer, two pools, one for adults and one for children, a clubhouse with a full kitchen, a tennis/pickleball court, and a warm and welcoming community with weekly bridge night, and barb-a-queue for starters. And since you won't have to shovel any snow, mow a lawn, or paint or repair the exterior of your home, you will have plenty of time to enjoy all that Mystic Pointe has to offer.

19 High Ridge Road, Ossining

$550,000
3 Beds 2 Baths 825283 MLS
Too cool for school! A must-see converted 1820s schoolhouse! Historical exterior details lead to a modern, bright, Tribeca loft-style 3-bedroom unit that has been beautifully renovated. You need to see it to experience the “WOW” factor. It features 12' ceilings, oversized windows, refinished hardwood floors, gorgeous primary and hall baths, an eye-popping elevated kitchen that overlooks the dining area and living room, with cleverly designed storage area and new washer/dryer underneath, private deck off of the primary bedroom, high-end custom window treatments including blackout shades in all bedrooms (child-friendly), private parking area just outside the unit - separate from the main parking lot - with room for 2 to 3 cars. View from the living room of the spectacular historic aqueduct bridge. A truly unique condo opportunity in the family-friendly Hudson River Town of Ossining with its fantastic community spirit, great dining and shopping, the best coffee shop in Westchester, indie bookstore, phenomenal new public library, farmer’s market, concerts on the riverfront, street fairs and summer festivals with live music and food trucks, nearby hiking, kayaking, and the historic Croton Aqueduct Trail just steps away. Walk to town, recreation center with pool, exercise classes, adult basketball, and kids programs, the riverfront, and Metro North – the best train ride to work ever, rolling along the Hudson River, making commuting a pleasure! Perfectly situated between NYC and the bounty of the Hudson Valley.

88 Broadway Unit #2D, Ossining

$595,000
2 Beds 3 Baths 832828 MLS
**Location, Location, Location! ** Here is a rare opportunity to own a townhome in The Brooke Club. Whether you’re commuting by rail or via Route 9/9A, this home makes it a breeze—it's only 1.3 miles from the Croton Harmon Train Station, providing easy access to Metro North Rail for a 42-minute commute to GCT or travel Amtrak. This tri-level model townhouse has been completely updated, featuring a new roof, new front walkway, heating, plumbing, mechanical systems, new HVAC installation, and renovations throughout. It boasts 2 spacious bedrooms with lavish ensuites, custom-designed closets, and an enclave with shelves making it perfect for an office space or children's play area. The vaulted ceilings and skylights fill the home with natural light. The streamlined kitchen with custom cabinetry, quartz countertops, and stainless-steel appliances, awaits a new dish to be made. The dining room and living room are large enough to accommodate family gatherings following an evening of relaxation on your expansive deck. A luxurious powder room and finished basement is a perfect find here offering a difference with additional living space not found in other Townhomes. Situated perfectly as the last unit on the road, the guest parking and clubhouse, featuring an indoor pool and fitness center is a bonus. Amenities include a playground, and the HOA is for common area maintenance, grounds care, pool maintenance, sewer, snow removal, trash, and water. You can easily park 2 cars in the driveway and 1 in the garage. Come and find out for yourself and be immersed in your visit and see this beautiful Townhome. After you fall in love, learn more about the rich history and natural beauty in this area. With nearby trails, Parks, the Croton Yacht Club, Hudson Hills Golf, sailing club, kayaking opportunities, a variety of restaurants to explore, and club amenities in the complex, you will want this Townhome your new place to call home—1310 sq ft for living space and 505 sq ft for finished basement for 1815 sq ft combined.

3 Brooke Club Drive Unit #6, Ossining

$580,000
3 Beds 2 Baths 814150 MLS
Discover the perfect blend of tranquility and convenience in this stunning 3-bedroom, 2-bathroom co-op at the coveted Scarborough Manor. This Hudson Riverfront property has been meticulously cared for, with distant river views and a private terrace that invites relaxation. The abundance of windows floods the home with natural light, creating a spacious and airy ambiance. An updated EIK with a breakfast bar and a large combination dining room and living room offer plenty of space to host! The primary suite boasts a walk-in closet and a full bath. Two additional spacious bedrooms and a hall bath complete this space. Recent building enhancements include updated hallways, new lighting, HVAC systems, and a conversion to gas for added efficiency. Enjoy the convenience of laundry on every floor and take advantage of community amenities like the outdoor heated pool—with a spectacular riverfront location with unmatched views. A clubhouse with a library, fitness center, sauna, ping-pong table, and billiard room for added enjoyment. 24/7 staffed gatehouse for added security. Quiet yet within walking distance of shops, restaurants, and train station for an easy commute. Embrace serene living without sacrificing accessibility,

16 Rockledge Avenue Unit #5M-2, Ossining

$640,000
2 Beds 3 Baths 825956 MLS
Stunning townhouse at Fox Hill with every imaginable update. Everything has been thoughtfully renovated and reconfigured to give you the maximum living space, closet space and storage space. The kitchen has a custom pantry, all new cabinets, counters, and stainless steel appliances. The breakfast nook even has a built-in bench with storage under the cushions. There are hardwood floors throughout. Also on the main floor are the living room with a wood-burning fireplace and a formal dining room with sliding glass doors that lead to an expanded deck. Even the laundry and the powder room are gorgeous. Upstairs, there are still more surprises. The master bedroom suite is amazing; a generously sized bedroom, a row of closets in the dressing area and an awesome bathroom with dual sinks, dual vanities, a huge shower with a built-in shelf you have to go into the shower to check out. It's so deep you can fit every conceivable toiletry article there. There's even a linen closet tucked behind the door. At the other end of the bedroom is a lovely loft area with a balcony. You can use the loft as a sitting room, TV room, home office or nursery. Open the barn door and you'll find the best part of the master bedroom suite; a walk-in closet and a full length lighted mirror. Also on the second floor is a sunny second bedroom and a tastefully updated hall bath with a vaulted ceiling. It's a short walk to the Fox Hill pool, playground, tennis court and basketball court. It's a quick drive to the Croton station and the train takes you to New York in as little as 45 minutes. Taxes with the STAR deduction come to $6,151. Accepted Offer 3/4/25, with back ups.

312 Saddle Trail, Ossining

$4,000
3 Beds 2 Baths 846313 MLS
Charming 3-Bedroom, 1.5-Bathroom Home in Prime Ossining Location This beautifully updated detached single-family home offers spacious living in a highly sought-after Ossining location, just 1 minute from all stores and the laundromat. With 3 generously sized bedrooms, including a master suite with a large walk-in closet, this home is ideal for those seeking comfort and convenience. The house boasts new windows, modern appliances, and an exceptionally clean interior. The landlord covers water and trash collection, offering added value. Parking is never an issue with space for up to 6 cars included with the rent. Enjoy your private backyard space, perfect for relaxation or outdoor activities. The full, unfinished basement provides additional storage options. Pets are welcome with approval. Available for immediate move-in.

21 Pleasantville Road, Ossining

$3,000
1 Beds 1 Baths 844807 MLS
Accepted offer to rent 4/11. Come view this quaint 1 bedroom / 1 bathroom house that lives like a comfortable 2 bedroom in a great quiet location within walking distance to local shops, supermarkets and entertainment. The long driveway and cul-de-sac road provides peace of mind and plenty of parking. Enjoy family and friend gatherings with the large outdoor space and enjoy the peace and quiet on the front porch. As you enter you will notice the vaulted entryway which flows directly into the main living space and office/den suitable as an additional guest bedroom. Off the main living area is an updated full bath with a beautifully decorated shower. The bedroom features two closets and is conveniently located next to the bathroom. The living area leads directly into the open concept kitchen with a dining table situated between. There is a separate entrance at the end of the kitchen that leads directly into the basement which includes a washer/dryer, closet space, additional family room and storage.

12 Pugsley Place, Ossining

$1,015,000
8 Beds 7 Baths 809340 MLS
Auction 1/26-1/28 - This picturesque home in Ossining is situated on Shadow Lake (man-made) and needs someone who can transform it and bring it back to life. You enter through high wrought iron gates that brings you to a 6500 sq ft home boasting 4.2 acres of property that is picturesque, quiet and serene. The wood carvings throughout the home take you back in time. There is a lot of history that goes along with this home and if you google Mrs. Georgia Reed you will find an interesting read. You need to see it to understand the uniqueness and its historic charm. All offers need to go on www.auction.com. To help visualize this homes' floorplan & to highlight its potential, virtual furnishings may have been added to photos found in This listing.

1340 Kitchawan Road, Ossining

$3,600
3 Beds 2 Baths 825725 MLS
Spacious, townhome style living can be yours in this great space. Convenient location gives easy access to major highways and everything the Village of Ossining has to offer. Numerous parks, concerts by the river, Farmer's Market on Saturday morning and quick drive to Metro North for commuting to the city. It's like owning your own attached home with two levels of living space. Access to a balcony right from the kitchen. The kitchen featuring a bar style counter space is open to a large living room with stairs up to the bedrooms and sliders out to a lovely shared patio which is a great place to relax when the warm weather arrives. Steps from the patio lead down to the driveway/parking area. The bedroom level includes 3 bedrooms and a full bathroom with a laundry closet equipped with both washer and dryer. No need for trips to the laundromat. Another plus is a large unfinished attic space which can be used by tenant for extra storage. Accessible by pull down staircase just outside the laundry closet in the upstairs hallway. Enough driveway space to park two vehicles. Interested parties can apply by copying the following link and pasting it onto your browser. https://apply.link/GVRXc0E

90 Dale Avenue Unit #2 N, Ossining

$875,000
4 Beds 3 Baths 828465 MLS
Discover your dream home in this meticulously crafted 2020 Colonial featuring the sought-after Hawk model in Hawkes Crossing. Nestled in a charming cul-de-sac, this exceptional property offers the perfect blend of modern comfort and classic elegance. Boasting four spacious bedrooms and two and a half bathrooms, the home provides ample living space for family and guests. The interior showcases remarkable craftsmanship with beautiful hardwood floors, a stunning 9-foot coffered ceiling, and custom moldings that add sophistication to every room. An open floor plan creates a seamless living experience, enhanced by granite countertops and central air conditioning that ensure style and comfort. The kitchen and living areas flow effortlessly, making entertaining a true pleasure. Outside, a large covered deck and stone patio extend your living space, perfect for outdoor gatherings and relaxation. The attached two-car garage provides convenient parking and storage and features a robust 240v charging station providing seamless accommodation for ease of charging your car at home and the huge unfinished basement, (approx 600sqft included in total), offers tremendous potential for additional living space. Practical amenities include municipal water and sewer, natural gas service, and a freshly painted interior that makes the home move-in ready. Located in a great neighborhood and meticulously maintained, this turnkey home represents an exceptional opportunity to experience low maintenance, stylishly designed, luxury living. Don't miss your chance to make this beautiful Colonial your new home.

8 Thornton Hill, Ossining

$701,000
3 Beds 2 Baths 817422 MLS
You will be amazed at this house. Everything on the main level is brand new. Open-concept living provides ease in entertaining. A spacious living room with cathedral ceiling, LED recessed lighting and a ceiling fan is open to the fabulous kitchen. The kitchen features granite counters, glass backsplash, an abundance of white, soft-close cabinets and new appliances. There is a door to the side leading to the yard area. The primary bedroom features an ensuite bathroom with marble flooring, an oversized vanity and walk-in shower with a bench seat and hand-held shower head. There are two additional bedrooms and a guest bathroom with a large vanity, marble flooring and a walk-in shower with bench seat and hand-held shower head. A few steps down to a large sunroom for your relaxation after busy work days. There is a door to the rear patio and yard from the sunroom. A large, unfinished basement and one-car garage complete this house. Don't miss it!

16 Charles Place, 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.