28

Ossining, NY Houses for Sale

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  • /43

    $775,000

    • 3 Beds
    • 1.5 Baths
    • 2,151 Sq Ft

    7 Bracken Rd, Ossining, NY 10562

    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. 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

    Ana Bermeo Keller Williams Realty Partner

    7 Bracken Rd, Ossining, NY 10562
  • /35

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    110 Morningside Dr, Ossining, NY 10562

    Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal.Enjoy a sun-filled

    Luis Morgado HomeSmart Homes & Estates

    110 Morningside Dr, Ossining, NY 10562
  • /22

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    19 Donald Ln, Ossining, NY 10562

    Located along a peaceful cul-de-sac in Ossining, there is a quiet grace to 19 Donald Lane. This beautifully maintained home welcomes you with sun-filled rooms and a sense of calm. As you walk up the new flagstone walkway and enter through the front door, you're greeted by the spacious living room lit by bay windows setting the tone for relaxed mornings or hosting evening guests. The open layout

    Luke Joachim Redfin Real Estate

    19 Donald Ln, Ossining, NY 10562
  • /9

    $379,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    135 N Highland Ave, Ossining, NY 10562

    Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops,

    Wendy Galvan Century 21 Marciano

    135 N Highland Ave, Ossining, NY 10562
  • /25

    $549,000

    • 4 Beds
    • 3.5 Baths
    • 3,687 Sq Ft

    312A Spring St, Ossining, NY 10562

    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.

    Janet Brand Houlihan Lawrence Inc.

    312A Spring St, Ossining, NY 10562
  • /41

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,658 Sq Ft

    18 Adams Rd, Ossining, NY 10562

    Welcome to 18 Adams Road! This charming property is tucked away on a quiet dead-end street off Exit 9 of the Taconic Parkway, a peaceful location with no through traffic and a beautiful setting on about 1.33 acres of land featuring expansive front and back yards. This lovely 3-bedroom, 2-bath home offers the perfect blend of comfort and space with the unique bonus of breathtaking sunrise and

    Blas Ortiz Keller Williams NY Realty

    18 Adams Rd, Ossining, NY 10562
  • /4

    $1,650,000

    • 6 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    2 Lodge Rd, Briarcliff Manor, NY 10510

    Welcome to 2 Lodge Road, an elegant 6-bedroom, 6-bath Colonial estate gracefully set on 2.75 private, snow-kissed acres in the heart of Briarcliff Manor. With over 5,700 square feet of living space, 6 bedrooms, and 6 bathrooms, this classic residence offers a timeless opportunity for the creative buyer who appreciates architectural appeal, generous proportions, and serene views in every

    Arya Rabinovits eRealty Advisors, Inc

    2 Lodge Rd, Briarcliff Manor, NY 10510
  • /38

    $3,500,000

    • 7 Beds
    • 7 Baths
    • 5,502 Sq Ft

    83 Somerstown Rd, Ossining, NY 10562

    Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    83 Somerstown Rd, Ossining, NY 10562
  • /27

    $879,000

    • 4 Beds
    • 3 Baths
    • 2,424 Sq Ft

    47 Stormytown Rd, Ossining, NY 10562

    COME SEE. COME SIGH!! A BEAUTIFUL REMODELED EXPANDED CAPE, NESTLED ON 2+ ACRES IN TOWN AREA. THE PRIMARY BEDROOM SUITE - LOCATED ON THE MAIN LIVING LEVEL - FEATURES A DOUBLE SINK VANITY, WALK-IN CLOSET & SHOWER STALL TOO. . THE LARGE LAUNDRY ROOM IS CONVENIENTLY LOCATED NEAR THE HALLWAY CLOSET. THE KITCHEN'S LIGHT GREY CABINETRY, CENTER ISLAND, QUARTZ COUNTER TOPS & SUBWAY TILE BACKSPLASH ARE

    Mauro Santucci Kane & Associates

    47 Stormytown Rd, Ossining, NY 10562
  • /48

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,282 Sq Ft

    132 Ridgecrest Rd, Briarcliff Manor, NY 10510

    BREATHTAKING YEAR ROUND HUDSON RIVER PANORAMIC VIEWS define this iconic Mid-Century Modern residence! Located on Briarcliff’s coveted Ridgecrest Road in the highly sought-after Briarcliff Manor School District, this modern masterpiece, being sold FURNISHED, is well known in architectural and interior design circles. Ideally located just minutes from the Scarborough Metro-North station, this home

    Cindy Glynn Compass Greater NY, LLC

    132 Ridgecrest Rd, Briarcliff Manor, NY 10510
  • /37

    $900,000

    • 3 Beds
    • 2.5 Baths
    • 3,990 Sq Ft

    81 Glendale Rd, Ossining, NY 10562

    Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

    Helena Macintyre North Country Sothebys Int Rlt

    81 Glendale Rd, Ossining, NY 10562
  • /50

    $3,300,000

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

    36 Revolutionary Rd, Briarcliff Manor, NY 10510

    The Essence of Westchester Luxury. A Grand Briarcliff Manor Estate sited on 3.83 Private Acres. Perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and Metro North train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary suite with a cozy fireplace, a

    Elaine Wasserman Houlihan Lawrence Inc.

    36 Revolutionary Rd, Briarcliff Manor, NY 10510
  • /46

    $1,450,000

    • 4 Beds
    • 2.5 Baths
    • 3,065 Sq Ft

    637 Long Hill Rd W, Briarcliff Manor, NY 10510

    Welcome to 637 Long Hill Rd West, a modern/contemporary home tucked back off the road for privacy. This meticulously maintained and updated home offers flexible living spaces for dining room, family room, & relaxation. The huge primary suite is separated from the additional three bedrooms with a mid level landing. In the primary BR you’ll find two California closets, plus sliding glass doors to a

    Susan Strawgate Code Houlihan Lawrence Inc.

    637 Long Hill Rd W, Briarcliff Manor, NY 10510
  • /50

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    40 Minkel Rd, Ossining, NY 10562

    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

    Vincent Vetrano Douglas Elliman Real Estate

    40 Minkel Rd, Ossining, NY 10562
  • /48

    $5,500,000

    • 7 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    433 Arcady Rd, Ossining, NY 10562

    Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

    Nancy Kennedy

    433 Arcady Rd, Ossining, NY 10562
  • /16

    $649,222

    • 3 Beds
    • 2 Baths
    • 1,730 Sq Ft

    59 Watson Ave, Ossining, NY 10562

    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

    Mark Seiden Mark Seiden Real Estate Team

    59 Watson Ave, Ossining, NY 10562
  • /33

    $899,222

    • 4 Beds
    • 2.5 Baths
    • 3,551 Sq Ft

    1 Noel Dr, Ossining, NY 10562

    Sprawling Cape Cod style home with first floor primary suite on a fabulous, private setting. Kitchen has stainless appliances and stone counters, formal dining room has large bay window looking out at the fenced-in property, and living room has high ceilings and a fireplace. Sun Room off the kitchen has 3 skylights and the covered patio off the kitchen overlooks the lush landscaping, backing up

    Mark Seiden Mark Seiden Real Estate Team

    1 Noel Dr, Ossining, NY 10562
  • /37

    $849,000

    • 4 Beds
    • 3 Baths
    • 1,302 Sq Ft

    63 Cedar Ln, Ossining, NY 10562

    Welcome to 63 Cedar Lane – Your Hudson River Retreat! Perched on one of Ossining’s most sought-after streets, 63 Cedar Lane is a beautifully renovated 4-bedroom, 3-bathroom single-family home that perfectly blends modern luxury with breathtaking natural beauty. Enjoy sweeping Hudson River views from the oversized, maintenance-free deck. Watch the harvest moon rise and the fall foliage glow,

    Cindy Kief Corcoran Legends Realty

    63 Cedar Ln, Ossining, NY 10562
  • /30

    $1,989,000

    • 4 Beds
    • 2.5 Baths
    • 3,550 Sq Ft

    41 Croton Dam Rd, Ossining, NY 10562

    Experience refined new construction living at 41 Croton Dam Road, a thoughtfully designed 2026-built single-family residence set on 1.38 acres with Hudson River views. Offering 3,550 square feet of elegant living space, this 4-bedroom, 2.5-bath home blends architectural sophistication with modern functionality. The main level features 10-foot ceilings, dramatic 8-foot front entry doors, custom

    Nicola Santucci Houlihan Lawrence Inc.

    41 Croton Dam Rd, Ossining, NY 10562
  • /19

    $860,000

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft

    398 Illington Rd, Ossining, NY 10562

    A Charming Farmhouse Style Home, Carefully Restored to Blend Historic Character with Modern Comfort. Nestled on 3 acres of landscaped grounds, this inviting residence offers spacious living and serene privacy just minutes from local amenities and commuting routes. The renovations that were made still kept its original charm. Features like the woodwork, beamed ceilings, built-in cabinets, and

    Joann Perna Guardian Realty Center, LLC

    398 Illington Rd, Ossining, NY 10562
  • /46

    $6,400,000

    • 11 Beds
    • 6.5 Baths
    • 9,481 Sq Ft

    335 Croton Dam Rd, Ossining, NY 10562

    Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    335 Croton Dam Rd, Ossining, NY 10562
  • /6

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • /26

    $349,222

    • 2 Beds
    • 1.5 Baths
    • 972 Sq Ft

    42 Campwoods Grounds, Ossining, NY 10562

    This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a

    Mark Seiden Mark Seiden Real Estate Team

    42 Campwoods Grounds, Ossining, NY 10562
  • /40

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    13 Reeback Dr, Ossining, NY 10562

    The Perfect Blend of Comfort, Space & Convenience! Welcome to this beautifully maintained 3-bedroom, 2-bath home in a desirable Ossining neighborhood, set on a spacious .46 acre lot with a private backyard and thoughtful upgrades throughout. Step onto the inviting front porch and inside to a sun-filled living room that flows into the dining room, ideal for everyday living and special occasions.

    Joan Mancini Mancini Realty Inc.

    13 Reeback Dr, Ossining, NY 10562
  • /18

    $250,000

    • 1 Bed
    • 1 Bath
    • 1,163 Sq Ft

    14 Glendale Rd, Ossining, NY 10562

    Bring Your Vision and Ideas, Contractors and Architects .. Fabulous Country Setting on Ossining's Quiet and Picturesque Glendale Road.. 2.5 Private Wooded Acres of Flat and Usable Property with a Long Winding Driveway and Mature Trees Throughout.. Welcoming Entry Foyer with Door's Out to the Sun Room and 2 Car Attached Garage.. Hallway to the Living Room with Fireplace and a Sliding Glass Door

    Vincent Vetrano Douglas Elliman Real Estate

    14 Glendale Rd, Ossining, NY 10562
  • /8

    $399,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    1 Agate Ave, Ossining, NY 10562

    Are you thinking about making a move? This is the perfect opportunity you were waiting for! Westchester welcomes you to your new home sweet home! One family house for a first-time homebuyer or those who are seeking a serene retreat! Well-maintained frame house, sitting on a 30x160 lot, with an inviting front porch. Step inside to discover 2 bedrooms, a full bathroom, plus one car garage. Imagine

    Segundo Agudo City Homes Realty Group LLC

    1 Agate Ave, Ossining, NY 10562
  • /28

    $649,999

    • 1 Bed
    • 1.5 Baths
    • 1,195 Sq Ft

    8 Hudson Watch Dr, Ossining, NY 10562

    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

    Sana Gilani Houlihan Lawrence Inc.

    8 Hudson Watch Dr, Ossining, NY 10562
  • /42

    $3,400,000

    • 6 Beds
    • 5.5 Baths
    • 6,754 Sq Ft

    24 Country Club Ln, Briarcliff Manor, NY 10510

    Experience breathtaking, panoramic views of the majestic Hudson River from this exceptional sanctuary in Briarcliff Manor, NY. Reimagined and completely rebuilt in 2011, this unique home seamlessly blends elegance with serenity, offering a true connection between indoor and outdoor living. The property is designed to immerse you in nature’s beauty, with every space thoughtfully crafted to elevate

    Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty

    24 Country Club Ln, Briarcliff Manor, NY 10510

Why Live in Ossining

Ossining, NY, located in Westchester County, is a diverse town with river access and a growing downtown scene. The town includes the Villages of Ossining and Briarcliff Manor, each with its own unique residential areas such as Crotonville and Scarborough. Homes in Ossining range from split-levels, Colonial Revivals, and Cape Cods to historic mansions in Scarborough, with prices varying significantly. The downtown area, primarily along Main Street and Spring Street, is experiencing a business boom with new and modern establishments supported by recent grant funding. Market Square hosts the Ossining Down to Earth Farmers Market every Saturday, offering fresh produce and homemade goods. The town is known for its packed event schedule, including the RiverJam summer concert series at Louis Engel Waterfront Park and the annual Candy Cane Run organized by the Ossining Police Department. The park is set for renovations funded by a state grant, with community input on updates. Ossining's safety is notable, with crime rates lower than state and national averages. The town offers multiple commuting options to Manhattan, approximately 35 miles away, including the Metro-North Rail Road and Westchester County’s Bee-Line buses. The Ossining Union Free School District and Briarcliff Manor Union Free School District are highly rated, serving the town's educational needs. Residents enjoy easy access to the Hudson River for fishing and boating, and recreational spots like Croton Point Park and the Trump National Golf Club Winchester.

Home Trends in Ossining, NY

Housing Trends

Median Sale Price
$580,000
Median Single Family Sale Price
$660,000
Median Townhouse Sale Price
$582,000
Median 2 Bedroom Sale Price
$447,500
Median 1 Bedroom Sale Price
$346,625
Average Price Per Sq Ft
$359
Number of Homes for Sale
29
Last 12 months Home Sales
232
Months of Supply
1.50
Median List Price
$575,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
4%
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