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Ossining, NY Homes for Sale with Pool

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  • /39

    $549,000

    • 2 Beds
    • 2.5 Baths
    • 1,470 Sq Ft

    707 Eagle Bay Dr, Ossining, NY 10562

    Carefree Rivertown Living Surrounded by Nature – Rare End Unit with 2 Deeded GaragesEnjoy effortless living in this bright and spacious end-unit townhome. 2-bedroom, 2.5-bath home featuring a fireplace and a beautiful sunroom that feels like a private treehouse escape. Perfect for reading, relaxing, or enjoying the view year-round.A rare find, this home includes two deeded detached

    Agent Photo

    Maria Teresa Duguet

    Houlihan Lawrence Inc.

    (914) 326-0849

    707 Eagle Bay Dr, Ossining, NY 10562
  • /16

    $150,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    117 S Highland Ave Unit 6J, Ossining, NY 10562

    Welcome to your perfect home-away-from-the-hustle! Step into this beautifully maintained 750-square-foot haven featuring thoughtful design and abundant natural light throughout. The well-appointed kitchen with new appliances, and updated bathroom create a perfect foundation for daily living, while the spacious bedroom provides a peaceful retreat after busy days. Ossining offers the perfect

    Agent Photo

    Peter Raider

    Real Broker NY LLC

    (914) 908-6292

    117 S Highland Ave Unit 6J, Ossining, NY 10562
  • /49

    $635,000

    • 2 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    193 Woods Brooke Cir, Ossining, NY 10562

    Stunning townhouse at The Woods; one of Ossining's most popular communities. This condo has it all; space, light and recent, high-end updates. Plus, it lives like a three bedroom unit because it has an enclosed second floor loft. The open concept first floor has a beautiful kitchen that has been totally reconfigured to give you the maximum cabinet and counter space while still providing you with

    Diane Silverman Keller Williams NY Realty

    193 Woods Brooke Cir, Ossining, NY 10562
  • /33

    $565,000

    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft

    110 Pine Ave, Ossining, NY 10562

    Fall in love with this charming colonial-style home offering endless potential to make it your own. As you enter, you’re greeted by a welcoming enclosed front porch, perfect for enjoying morning coffee or adding a touch of seasonal charm. Inside, the spacious living room flows effortlessly into the dining area and office/den, creating a comfortable space for everyday living. The kitchen features

    Ana Bermeo Keller Williams Realty Partner

    110 Pine Ave, Ossining, NY 10562
  • /48

    $1,099,000

    • 5 Beds
    • 3 Baths
    • 3,972 Sq Ft

    83 McDonald Rd, Ossining, NY 10562

    Stunning Colonial Home Set on 1.8 Acres in Westchester County, NYWelcome to your dream home! Nestled down a picturesque 300-foot driveway, this exquisite colonial-style residence offers the perfect blend of elegance and comfort on a serene 1.8-acre lot. With 5 spacious bedrooms and 3 full bathrooms, this 3,900 square foot home (with an additional 1,100 square foot finished walk out

    Karen Gilmore Redfin Real Estate

    83 McDonald Rd, Ossining, NY 10562
  • /33

    $725,000

    • 2 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    56 Deer Tree Ln, Briarcliff Manor, NY 10510

    Welcome to the highly sought-after Wyndcrest community in the charming rivertown Village of Briarcliff Manor! This fabulous townhouse located within a close-knit community and the Briarcliff School District offers the perfect blend of comfort, convenience, and privacy. The entry level offers access to the attached 1-car garage and a large storage room. Step up to an inviting main level featuring

    Kyung Scalia Houlihan Lawrence Inc.

    56 Deer Tree Ln, Briarcliff Manor, NY 10510
  • /30

    $599,000

    • 2 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    175 Horseshoe Cir, Ossining, NY 10562

    Welcome to Fox Hill! This generously sized 2-bedroom, 2.5-bath townhouse with a versatile loft/den is located in one of the area’s most desirable developments. The bright eat-in kitchen features granite countertops, wood cabinetry, and stainless steel appliances. The open layout seamlessly connects the dining room to the living room with wood burning fireplace. Enjoy the large deck with just a

    Mary Ann Tighe Houlihan Lawrence Inc.

    175 Horseshoe Cir, Ossining, NY 10562
  • /41

    $452,000

    • 2 Beds
    • 2 Baths
    • 1,243 Sq Ft

    14 Steven Dr Unit 1, Ossining, NY 10562

    The one you’ve been waiting for! Walk right into this beautiful and spacious ground floor end unit with detached garage, featuring an open layout with kitchen overlooking the dining room to living room with fireplace and sliders out to deck. The home features a primary bedroom with crown molding with an impressive remodeled on suite bath with all the modern features, convenient laundry pantry and

    Robert Mulvey William Raveis Real Estate

    14 Steven Dr Unit 1, Ossining, NY 10562
  • /25

    $460,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    27 Knoll View, Ossining, NY 10562

    Welcome to 27 Knoll View a beautifully designed sun-filled townhome offering exceptional value just minutes from the Hudson River. Located in Ossining sought after Liberty Knolls community, this unit offers large windows, an updated kitchen, hardwood floors and a finished basement. Enjoy amenities such as the pool and clubhouse. Liberty Knolls is a well maintained pet friendly community known for

    James Hawkins D.L. Hawkins Realty LLC

    27 Knoll View, Ossining, NY 10562
  • /15

    $150,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    129 S Highland Ave Unit A2, Ossining, NY 10562

    Welcome to this super cozy, ground-level pet friendly 1-bedroom co-op in Ossining, offering comfort, convenience, and a rare private patio—perfect for morning coffee or evening unwinding. The spacious foyer welcomes you with an updated bathroom to your right, a thoughtfully designed kitchen to your left, and a generously sized bedroom straight ahead. The airy living room is ideal for relaxing or

    Jose Cruz Douglas Elliman Real Estate

    129 S Highland Ave Unit A2, Ossining, NY 10562
  • /32

    $164,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    121 S Highland Ave Unit 5J, Ossining, NY 10562

    Spacious and bright one bedroom corner unit nestled in the heart of the River Town of Ossining! This expansive turnkey unit features a large living room/dining room with gleaming hardwood floors, ceiling fan, recessed lighting and plenty of natural light ideal for entertaining. The generously sized bedroom has recessed lighting, a ceiling fan and gorgeous views of the bridge at night. Recently

    Marie Egan Houlihan Lawrence Inc.

    121 S Highland Ave Unit 5J, Ossining, NY 10562
  • /50

    $3,300,000

    • 5 Beds
    • 7 Baths
    • 7,931 Sq Ft

    36 Revolutionary Rd, Briarcliff Manor, NY 10510

    Luxury Meets History: Discover 36 Revolutionary Road, a true Westchester Treasure. Welcome to this private 3.83-acre estate that is perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary

    Elaine Wasserman Houlihan Lawrence Inc.

    36 Revolutionary Rd, Briarcliff Manor, NY 10510
  • /20

    $199,999

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft

    135 S Highland Ave Unit B5, Ossining, NY 10562

    Welcome to 135 S Highland Avenue Unit #B5, a desirable cooperative in the heart of Ossining! This inviting 2-bedroom, 1-bath cooperative offers 925 square feet of comfortable living space just minutes from the Metro-North Ossining train station. Step inside and you’ll find sun-filled rooms with plenty of space to relax or work from home. The living area flows nicely into a cozy dining space,

    Safiya Swan Keller Williams Realty Group

    135 S Highland Ave Unit B5, Ossining, NY 10562
  • /39

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,866 Sq Ft

    173B Chappaqua Rd, Briarcliff Manor, NY 10510

    Nestled on a tranquil private road, this stunning Colonial home seamlessly blends timeless elegance with modern comfort. Featuring five spacious bedrooms and four bathrooms with recent upgrades including new roof, HVAC and water heater. This home offers the perfect balance of charm, functionality, and luxury.From the inviting rocking chair front porch to the resort-style backyard, every

    Christine DiChiara Coldwell Banker Realty

    173B Chappaqua Rd, Briarcliff Manor, NY 10510
  • /45

    $945,000

    • 4 Beds
    • 2.5 Baths
    • 2,882 Sq Ft

    15 Deertree Ln, Briarcliff Manor, NY 10510

    Welcome home to the charming and historic village of Briarcliff Manor in the Rivertowns of Northern Westchester! A highly desirable Wyndcrest community within the Briarcliff School District and in a very convenient location. The building structures feature a classic exterior and geometric elements in the interior, situated in a cul-de-sac with scenic views of rock and mountains within the

    Iris Lu-Notis Coldwell Banker Realty

    15 Deertree Ln, Briarcliff Manor, NY 10510
  • /33

    $506,000

    • 2 Beds
    • 2 Baths
    • 1,283 Sq Ft

    83 Hudson Point Ln, Ossining, NY 10562

    Welcome to your next home - a stylish 2-bedroom condo where modern living meets comfort, and where your four-legged family members are warmly welcomed! Hudson Point is a lovely pet friendly complex overlooking the historic Hudson. Enjoy stunning sunsets in this 2 bedroom, 2 bath end unit with partial seasonal river views. Step inside and discover an open-concept living space filled with natural

    Luba Sydor Houlihan Lawrence Inc.

    83 Hudson Point Ln, Ossining, NY 10562
  • /41

    $928,000

    • 2 Beds
    • 3.5 Baths
    • 2,745 Sq Ft

    17 Deertree Ln, Briarcliff Manor, NY 10510

    Welcome to this move-in ready end-unit townhome that lives like a 3 bedroom in the highly sought-after Wyndcrest community, crafted by GDC, in the charming village of Briarcliff Manor. Designed with a modern aesthetic and a thoughtful layout, this home offers comfort, style, and convenience in equal measure. The beautifully updated eat-in kitchen features granite countertops, a classic tile

    Suzan Zeolla Houlihan Lawrence Inc.

    17 Deertree Ln, Briarcliff Manor, NY 10510
  • /24

    $514,999

    • 2 Beds
    • 2.5 Baths
    • 1,265 Sq Ft

    608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510

    Welcome to 608 Kemeys Cove, a beautifully maintained 2-bedroom, 2.5-bathroom duplex condominium nestled in the sought-after Kemeys Cove community in Briarcliff Manor. Step inside to a spacious and thoughtfully designed layout that flows seamlessly between the living, dining, and kitchen areas—ideal for today’s lifestyle. The primary bedroom suite offers a serene retreat with a private bathroom

    Kareem Kirby Keller Williams Realty NYC Grp

    608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510
  • /34

    $829,000

    • 3 Beds
    • 2.5 Baths
    • 2,741 Sq Ft

    401 Glenwood Dr, Briarcliff Manor, NY 10510

    Welcome to this inviting end unit townhome in the coveted Scarborough Glen community, offering a harmonious blend of space, style, and convenience. This residence boasts four fully finished levels and a serene, private wooded backyard. The sun-drenched, open-concept living and dining area is adorned with elegant hardwood floors, a cozy gas fireplace, and seamless access to a spacious private

    Stephen Lasko Compass Greater NY, LLC

    401 Glenwood Dr, Briarcliff Manor, NY 10510
  • /19

    $280,000

    • 3 Beds
    • 2 Baths
    • 1,047 Sq Ft

    129 S Highland Ave Unit C-2, Ossining, NY 10562

    This beautifully spacious renovated co-op unit offers 3 bedroom, 2 full bath an open floor plan for easy living. Located in much desirable Highland Terrace community. Well maintained curb appeal landscaping. This unit offers beautiful vinyl floors throughout the unit and sun filled windows. Living room is complimented with private patio and garden for outdoor living to experiencing the natural

    Linda Williams Century 21 Alliance Realty Grp

    129 S Highland Ave Unit C-2, Ossining, NY 10562
  • /20

    $799,900

    • 3 Beds
    • 1.5 Baths
    • 1,828 Sq Ft

    19 Leicester Rd, Briarcliff Manor, NY 10510

    Sundrenched in natural light this home offers an expansive single-level layout ready for your personal touch. Features living room with fireplace, large eat-in-kitchen, formal dining room with French doors overlooking private yard with pool, primary bedroom, two family sized bedrooms. In addition, full basement with high ceilings and laundry. 2 car garage for parking. The location cannot be

    Lena O'Neill Howard Hanna Rand Realty

    19 Leicester Rd, Briarcliff Manor, NY 10510
  • /47

    $1,223,000

    • 4 Beds
    • 3 Baths
    • 2,950 Sq Ft

    320 Illington Rd, Ossining, NY 10562

    Kitchawan Farmhouse built approx. 1850 featuring all up-to-date amenities. Stylish Kitchen w/cherry wood cabinetry, granite counters, Wolf gas stove, Subzero Refrig. & additional 2 refrigerator draws in cabinets.. Enter the Formal Dining Room and extra large Living Room with wood burning original fireplace and freshly stained & polished wide plank floors. Continue on to the Family Room,

    Janet Auer Coldwell Banker Realty

    320 Illington Rd, Ossining, NY 10562
  • /17

    $440,000

    • 1 Bed
    • 1.5 Baths
    • 1,064 Sq Ft

    10 Sparta View Unit 30, Ossining, NY 10562

    Perfectly maintained townhouse in the Liberty Knoll complex, offering a modern touch with peaceful living. Hardwood flooring, recessed lighting, custom California closet, full half bath, private laundry. The lower levels offers more space as a finished rec room with hardwood flooring, office or possible bedroom. Leading to a walkout patio and backyard offers awesome and peaceful relaxation. It

    Amarish J. Khan Apollo Real Properties, Inc.

    10 Sparta View Unit 30, Ossining, NY 10562
  • /49

    $4,300,000

    • 6 Beds
    • 7 Baths
    • 6,571 Sq Ft

    177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

    Welcome to Boxwood: A Timeless RetreatBoxwood offers a unique blend of classic Williamsburg Colonial architecture and thoughtful modern upgrades, creating a warm and inviting home that caters to both comfort and elegance. Situated on 3.895 acres of beautifully maintained grounds, this gated property provides a peaceful escape while remaining functional and accommodating for modern living.The home

    Timothy Hegarty Houlihan Lawrence Inc.

    177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
  • /18

    $135,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    127 S Highland Ave Unit 2A4, Ossining, NY 10562

    Sunny move-in ready unit in Highland Terrace garden-style complex. 1st floor unit with only a few steps to door. Spacious living area. Oversized kitchen with window and pantry closet. Dining alcove. Large sunny bedroom with multiple windows and large closet. Bathroom with window. Flooring is a combination of hardwood floor, carpeting, and tiles. Large laundry room conveniently located inside the

    Paola Cortona Keller Williams NY Realty

    127 S Highland Ave Unit 2A4, Ossining, NY 10562
  • /36

    $2,900,000

    • 14 Beds
    • 7.5 Baths
    • 15,530 Sq Ft

    139 Scarborough Rd, Briarcliff Manor, NY 10510

    Seize this rare opportunity to own an iconic estate rich in history, dating back to the 1890s. This distinguished property, known as “The Manor House,” was built for and live in by Walter Law, the founder of The Village of Briarcliff Manor. Constructed on Brier Cliff Farms, originally acquired from James Stillman, then-President of National City Bank (now Citibank), the estate at 139 Scarborough

    Elana Zimmerman Julia B Fee Sothebys Int. Rlty

    139 Scarborough Rd, Briarcliff Manor, NY 10510
  • /4

    $875,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    58 Narragansett Ave, Ossining, NY 10562

    Welcome Home to Modern Comfort and Relaxed Living!Discover this beautifully updated 4-bedroom, 2.5-bath detached single-family home offering 2,840 sq ft of thoughtfully designed living space on a generous 0.29-acre lot. Nestled in a quiet, family-friendly neighborhood, this home seamlessly blends style, comfort, and convenience.Step into the bright, open-concept living areas featuring

    Luis Morgado HomeSmart Homes & Estates

    58 Narragansett Ave, Ossining, NY 10562
  • /37

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,580 Sq Ft

    16 Rockledge Ave Unit 5B1, Ossining, NY 10562

    Inspirational. Awe inspiring. Witness first-hand the most stunning panoramic Hudson River views from EVERY room of this large two-bedroom, two-bathroom coop apartment in exceptional, Scarborough Manor—a gated community in Ossining, NY. This unit has exquisite, unobstructed southern views of one of the most poetically beautiful rivers in the world. The primary bedroom ensuite has its own

    Melissa Terman River Realty Services, Inc.

    16 Rockledge Ave Unit 5B1, Ossining, NY 10562
  • /2

    $446,200

    • 1 Bed
    • 1.5 Baths
    • 1,139 Sq Ft

    14 Bridle Path Rd, Ossining, NY 10562

    Welcome to 14 Bridle Path Road, a condominium with incredible potential in Ossining's sought-after Fox Hill complex. This 1986 built 1 bedroom, 1 and a half bath condo/townhome sits in a wooded quiet community. It will need repairs but has so much potential. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other

    Jamarr Zellner REALHome Services & Solutions

    14 Bridle Path Rd, Ossining, NY 10562

Home Trends in Ossining, NY

Housing Trends

Median Sale Price
$417,500
Median Single Family Sale Price
$887,111
Median Townhouse Sale Price
$527,000
Median 2 Bedroom Sale Price
$435,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$288
Number of Homes for Sale
6
Last 12 months Home Sales
112
Months of Supply
0.60
Median List Price
$389,900
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
8%
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