153 Homes For Sale in Ossining, NY

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$1,750,000Est. Payment
7 Beds | 7 Baths | 6,426 Sqft
83 Somerstown Road, Ossining, NY 10562
House For Sale

Historic Westchester estate (but not landmarked), once home to the Van Cortlandt family, sequestered on 17.9 acres encompassing a stream-fed private lake w/dock, in-ground pool w/refurbished cabana & outdoor kitchen. Separate Patio & Fireplace. The main house C. 1840 Colonial known as Rose Lodge has been fully restored to its original grandeur & old-world heritage while seamlessly integrating every modern amenity.Grand formal rooms for entertaining,chef's EIK,tavern room w/full wet bar & elevator to expansive master suite & home theater.Network of drives & walkways connect to outbuildings including five-car garage,stable with chauffeur's quarters,guest cottage & caretaker's quarters.Grounds offer breathtaking blend of woodlands,nature paths,meadows & paddocks,sweeping lawns,exquisite stonework,specimen trees,manicured gardens,Koi pond & natural spring grotto,as well as delightful terraces,patios & outdoor sitting areas.Peace & serenity,yet less than 1 Hr express train/drive commute to NYC. Perfect for an artist, musician,contractor,home business, equestrian, etc.House is close to road, as historic homes are, but you have a 17.9 acre Backyard!24 hrs notice/accompanied.Provide signed COVID form & buyers preapproval/Proof of Funds before appointment.

$595,000Est. Payment
4 Beds | 3 Baths | 1,868 Sqft
22 Inningwood Road, Ossining, NY 10562
House For Sale

Welcome to 22 Inningwood Road. Set on one of the most beautiful streets in an area which is known for its ponds and farm like properties, you can delve in to the country life but be minutes to the Taconic Parkway, Metro North and Millwood Plaza which features gourmet grocery shopping and top notch services. This charming Cape with a modern farm house vibe is perfect for those seeking a nature lover's paradise. Set on over an acre of flat property, the owners have tastefully upgraded this home to reflect today's lifestyle. The home features four good sized bedrooms, a renovated kitchen with a gas stove, a fireplace with a wood stove insert, two and a half baths, a screened-in porch, and a spacious four hundred and fifty square foot space with a separate entrance in the lower level perfect for a home theater, office or playroom (not included in the square footage). Taxes do not reflect STAR of $2017.

$407,500Est. Payment
2 Beds | 2 Baths | 1,200 Sqft
17 Steven Drive 5, Ossining, NY 10562
Condominium For Sale

The direct, private entrance welcomes you into a hallway with coat closet and textured stone wall. The modern kitchen has tons of cabinet space, generous quartz countertops for meal prep and a caf table. The pass through opens the kitchen to the dining area and large living room. Sliding glass doors to the trex deck overlooks common greenspace. The hallway to the master bedroom offers 2 full sized closets, ceiling fan, newly renovated bath, second bedroom, renovated hall bath, linen closet, and large closet with laundry hookups. Hardwood floors along with vinyl plank and laminate in the bedrooms. The big surprise is the huge full unfinished walkout basement which features washer, gas dryer, utilities, & ample space to create a family room, studio, craft room, home gym, etc. The complex amenities include pool, playground, fitness room, basketball court, tennis court & community room. Unit has assigned parking, visitor parking & street parking is available overnight with a permit.

$549,999Est. Payment
4 Beds | 3 Baths | 1,728 Sqft
23 Minkel Road, Ossining, NY 10562
House For Sale

Here is the center hall colonial you have been waiting for! 4 bedrooms, 2.5 baths on .47 acres with beautiful landscaping, stone work and great curb appeal. Beautifully updated Eat-in Kitchen with granite counters and breakfast counter. Spacious Living Room with crown moldings and bay window leads to a den/office and a formal Dining Room. Master Bedroom Suite with updated Master Bath and a walk-in closet, 3 additional bedrooms with one set up as an office with custom built-ins and updated Hall Bath. Exterior recently painted, sprinkler system, fenced in property, 2 Car Garage, hardwood flooring throughout, crown moldings, and paver patio perfect for entertaining. Close to train, shopping, and parkways. Taxes do not reflect Star Rebate.

$460,000Est. Payment
4 Beds | 2 Baths | 1,569 Sqft
14 2nd Avenue, Ossining, NY 10562
House For Sale

Welcome to the river town of Ossining! This move-in-ready, charming capecod is nestled on a quiet street. The flagstone walkway leads to a beautiful front entry. The main floor features a bright, sunny and spacious living room, formal dining area, two bedrooms and an updated full bathroom. Newly renovated kitchen with quartz counter top and stainless steel appliance. Eat in kitchen with vaulted ceiling/skylight and door to new deck. The second floor features two bedrooms, an updated full bathroom and a den with a wet sink offering great convenience. The walk out basement is semi-finished with a tiled floor, great for recreation, and lots of room for storage. Outside enjoy your coffee on your new deck that overlooks a large a large, level, fenced-in yard. Two car detached garage offers additional storage. All big-ticket items are done which include roof, new deck, some new fence, wood floor, boiler, water tank... Walk to Veteran parks, very convenient location with 45 minutes train to GCT. $2011 basic STAR not reflected in taxes.

$519,000Est. Payment
4 Beds | 2 Baths | 1,306 Sqft
45 Pocantico Road, Ossining, NY 10562
House For Sale

WOW !!! What a Fabulous 4 BR/1,5 Baths house located in the best neighborhood and HIGHLY SOUGHT AFTER INDIAN VILLAGE!!! Extremely well maintained and completely re-done: New Roof, Siding, Windows, Blacktop. New Kitchen with door to backyard., Quartz countertops, Stainless Steel appliances. New Bathrooms and HVAC System. Refinished hardwood floors throughout first floor. There are two nice sized bedrooms downstairs including Master bedroom and two more bedrooms upstairs. Full unfinished basement with windows, laundry hook up and door out. Beautiful level backyard that perfect for outdoor entertaining. Conveniently located: Walk two blocks to Chilmark Shopping Center's CVS, Acme Supermarket, Carvel, Pet Store, Nail Salon, restaurants & more. A commuters dream - just 48 minute express train to NYC and only 2 miles to Ossining Metro North Train Station. Can't say enough about the neighborhood- just a wonderful place. Won't last long!!!

Open 5/8
$379,980Est. Payment
2 Beds | 2 Baths | 1,300 Sqft
4 Steven Drive 4, Ossining, NY 10562
Condominium For Sale

Welcome to 4 Steven Drive, unit four, a bright and airy townhome offering plenty of bright light, high vaulted ceilings, a wood burning fire place and plenty of storage! This town home in the heart of Ossining offers two large bedrooms with plenty of closets and two full bathrooms, one en-suite to the master bedroom and recently renovated vinyl plank floors. This is a second floor unit that has high loft ceilings in the living room/master and an additional finished loft/storage room. Also featuring a large kitchen with an opening into the dining/living area and a sliding door to a private deck, perfect for extra space and those looking to entertain. This community offers a basketball and tennis courts, and in ground pool, playground and clubhouse. This townhome is perfectly located to highways, the waterfront and Metro North Train (Ossining or Croton) and plenty more!

$709,000Est. Payment
2 Beds | 4 Baths | 2,750 Sqft
26 High Ridge Road, Ossining, NY 10562
Condominium For Sale

Time to escape the city life and move into this amazing community! Perfect location and community for people looking to downsize and commuters. Meticulously maintained 2 Bedroom end unit that lives like a 3 Bedroom in one of Westchester's premier communities. 3 levels featuring an extended master bedroom with a sitting space, finished lower level with a bathroom and a den that can be used as an office or other living space. Upgrades include master bath, new windows throughout and an extended deck. Jitney to train M-F during Rush Hour AM/PM. Updated clubhouse, pool and tennis/pickle ball court in community.

$875,000Est. Payment
7 Beds | 5 Baths | 4,001 Sqft
15 Quaker Bridge Road, Ossining, NY 10562
House For Sale

Welcome home to your beautiful, raised ranch conveniently tucked away in Ossining, close to two train stations on the Hudson Line. Perfect for entertaining, with almost an acre of land to enjoy soccer, volleyball, pool parties or backyard camping. With a separate yard area for yoga and meditation. Your fully fenced backyard gives you private access to the Old Croton Aqueduct Trail. With over 4,000 sq ft, the home boasts 7 bedrooms, 5 full bathrooms, space for a home gym, an office and recreational room. From the master bedroom walk out to sunbathing on the deck or grilling by the pool. Enjoy nights by the fire after relaxing in the large Jacuzzi in your cedar gazebo. There's plenty of space for guests, with two living room areas, plenty of closets, and a formal dining room with seasonal views of the Hudson River. This home is an owner's permanent vacation dream house with a long list of upgrades.

$415,000Est. Payment
2 Beds | 3 Baths | 1,365 Sqft
3 Revolutionary Road 37d, Ossining, NY 10562
Condominium For Sale

River views in every room!! Welcome home to the beautiful development at Kemey's Cove. 2 Level Condo right on the water with views of the Mario Cuomo bridge and Rockland County with all the conveniences of the complex. Jitney train to Scarborough Station, Gym and Sauna, Tennis Court, swimming pool and even a dog park! Private balcony overlooks the Hudson with spectacular sunsets, one of the best views in all of Kemey's Cove. Taxes do not reflect STAR which would be $2150. Hurry, this will not last!

$425,000Est. Payment
2 Beds | 2 Baths | 1,250 Sqft
3-5 Steven Drive, Ossining, NY 10562
Condominium For Sale

Bright and Beautiful! This gut renovated 1st floor unit features new windows, 2 new bathrooms, new hardwood flooring, GE profile appliances, quartz countertops, new stackable washer/dryer, beautiful finishes throughout. Wood burning fireplace for cold winter nights, and a spacious deck to enjoy in the warm weather.

$609,000Est. Payment
3 Beds | 2 Baths | 1,918 Sqft
2 Lakeview Road, Ossining, NY 10562
House For Sale

Bright and airy ranch style home in sought after Stillwater Lake Community. Discover your new lifestyle in this beautifully maintained home atop over 1.6 acres. Upon entrance, you are welcomed into the living room complete with cozy fireplace and the kitchen/dining areas with views to rear yard. The main level is adorned with natural light throughout and features three sizable bedrooms and two full bathrooms. The breezeway provides ample storage for all coats, shoes and more. The lower level offers a family room perfect for relaxation and home office/den that leads to expansive outdoor space with mature trees and plantings. Enjoy al fresco dining with guests on your patio overlooking the sprawling yard. With seasonal lake access and convenience to all including Gedney Park, Millwood Shopping, Taconic Parkway and hiking at Teatown Reserve, what more could you need?

$420,000Est. Payment
3 Beds | 2 Baths | 1,400 Sqft
50 Calam Avenue, Ossining, NY 10562
House For Sale

Wonderful and well maintained colonial home situated in quiet neighbourhood. Enjoy everything Ossining has to offer such as breathtaking Louis Engel Waterfront Park, Easy commute to NYC thru Metro-North Hudson Line, quick access to major highways. This home features beautifully landscaped backyard for entertainment, Plenty of parking including a huge garage. Make this one yours before it's too late!!!

$799,000Est. Payment
4 Beds | 3 Baths | 3,642 Sqft
795 Pinesbridge Road, Ossining, NY 10562
House For Sale

Prepare to exceed your expectations with this quality, crafted 4 Bedroom, 3 Full Bath, renovated custom ranch with a contemporary flare, & sophisticated, elegant design for todays modern lifestyles. Located in the desirable Yorktown School District & Town, this home is set back from the prestigious gated road entry, on almost 3 acres of fenced , private property that is backed by unbuildable environmentally protected land. The home was designed with an open concept offering natural light and space with all new Hardwood Floors, recessed lighting, 5 zones of Central AC & heat , updated electric, new water purification system with reverse osmosis, stylish recessed ceilings and lighting downstairs, automatic whole house generator, beautiful crisp white hardy board siding & new 50 year roof. The main floor is comprised of a spectacular, State-Of-The-Art Eat In Kit (butcher block counters, oversized Granite sink and SS appliances), FDR, LR w/ gas fire place & Sun filled FR along with a Full Bath boasting ultra modern features such as bluetooth mirrors, The Master Suite is luxurious with a chic bathroom & Walk in closet. Spacious Lower Level boosts an additional Family Room w/gas fire place, Large 4th Bedroom, Home Office or play room, Full Bath, laundry and utility room. Flow seamlessly from Indoors to out, with sliding glass doors to a patio and landscaped backyard - a magnificent space for outdoor entertaining or a future pool !! Tremendous location F/ commuters w/ Taconic State Parkway 2 minutes away & IBM down the road. Less then 1-Hour from NYC. Close to Shopping, Dining,Train and Recreation. Town of Yorktown residents belong to its lovely Parks, Recreation & Pool! The best of everything awaits you! Make your appointment today!

$579,900Est. Payment
4 Beds | 3 Baths | 2,513 Sqft
284 Croton Dam Road, Ossining, NY 10562
House For Sale

Sun-fulled 4 bedroom/3 bath home set on over 3.5 park-like acres abutting Briarcliff-Peekskill Trail way. Perfect work from home. Enter through the first level foyer to playroom room with new wood tile floor, wood burning FPL and huge Marvin french doors opening to private patio. A private bedroom/office and full bath, as well a separate laundry room complete the entry level. Upstairs opens to a large light-filled living room with over-sized west-facing picture window and and dining area with sliding glass doors opening to deck and patio. EIK with granite counter tops and stainless steel appliances, including Wolf double wall oven and SGD to deck. 3 addit. BDRS, inc. primary bedroom with ensuite bath, and updated hall bath. All windows replaced. New solid doors throughout. House wired with generator switch. This exceptionally well-maintained home should not be missed! Taxes are municipality of New Castle not Ossining and do not include STAR deduction of $2122. additional updated interior photos to come!

$599,000Est. Payment
3 Beds | 2 Baths | 1,709 Sqft
67 Underhill Road, Ossining, NY 10562
House For Sale

Absolutely charming move-in ready 3-bedroom, 2 full bath ranch with great curb appeal and beautiful landscaping. Updated Kitchen with granite counters, tile backsplash, stainless appliances, with a door to the large screened-in patio leading to another patio perfect for entertaining. Large Living Room with pellet stove fireplace with mantle. Family Room with fireplace with brick surround, built-in desk and space for either a playroom or office with SGD's to the patio. Master Bedroom with full updated bath, two additional bedrooms and full updated bath. Walk up attic storage is clean and spacious and leads to a huge storage area. Full basement with utilities, storage, laundry and workshop. Hardwood flooring throughout, crown moldings, new central air condenser and handler, and newer windows. Backyard Oasis is fully fenced. Close to train, schools, shopping and highways. Taxes do not reflect Star Rebate

$364,900Est. Payment
2 Beds | 1 Bath | 1,305 Sqft
12 Steven Drive 3, Ossining, NY 10562
Condominium For Sale

Move-in Ready Town House located in beatiful Hudson View Complex. High Celing, Skylight and open layout creates a welcoming feeling. It boasts a Living Room with Fireplace, a Master Bedroom with California Closet. Updated Kitchen , gracious Dining Area with sliders leading to Deck, updated Bath completes the first floor. A spiral Staircase will take you to the upper level were you will find a large Loft and a Bedroom with high ceiligs and closet space big enough to be converted into a second Bath.There is so much to enjoy, a Clubhouse with Party Room, a Fitness Center, Swimming Pool, Tennis Court, adjacent Biking and walking trails and last but not least, Walk to the train station.

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