Ossining, NY Homes

• 

  

  

  /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
• 

  $640,000 Sold Aug 18, 2025

  • 2,246 Sq Ft
  • $285/SF
  • 12 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1996

  107 Glenwood Dr, Briarcliff Manor, NY 10510

  Drive past the tranquil & picturesque waterfall as you enter Scarborough Glen, a secluded, peaceful condominium community with loads of amenities, yet just minutes from everything else you might need. Stop & park directly in front of #107 in one of the two dedicated parking spaces to tour this move-in condition, spacious 2 bedroom, plus office, 2 1/2 bath townhome, with a finished walk-out lower

  Susan Strawgate Code Houlihan Lawrence Inc.

  107 Glenwood Dr, Briarcliff Manor, NY 10510
• 

  Est $394,000 Not Listed For Sale

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

  16 Rockledge Ave Unit 2O-1, Ossining, NY 10562

  16 Rockledge Ave Unit 2O-1, Ossining, NY 10562
• 

  

  

  /27

  $1,250,000

  • 7 Beds
  • 4 Baths
  • 2,967 Sq Ft

  858 Pleasantville Rd, Briarcliff Manor, NY 10510

  Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of

  Nancy Beard Houlihan Lawrence Inc.

  858 Pleasantville Rd, Briarcliff Manor, NY 10510
• 

  $623,000 Sold Aug 16, 2025

  • 1,588 Sq Ft
  • $392/SF
  • 16 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1912

  33 Belleview Ave, Ossining, NY 10562

  Welcome to this timeless 1912 Village Four-Square, perfectly perched on a serene hill in the heart of Ossining’s Village. This classic stucco home combines original charm with thoughtful modern updates, offering a unique blend of character and convenience. Having been lovingly cared for by only three families, the home features exquisite original chestnut wood moldings, custom cabinetry, original

  Valerie Cascione Compass Greater NY, LLC

  33 Belleview Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  121 S Highland Ave Unit 3J, Ossining, NY 10562

  121 S Highland Ave Unit 3J, Ossining, NY 10562
• 

  

  /27

  $699,000

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  20 Pine Ave, Ossining, NY 10562

  This huge 5-bedroom, 3-bathroom home, is beautifully maintained and tucked away on a quiet, tree-lined residential street in the heart of Ossining has 2 bedrooms conveniently located on the main level for folks not wanting to walk up steps, guest accommodations, or a private home office setup.Even more room downstairs, the fully renovated basement which has a separate entrance and full

  Marc Giles eXp Realty

  20 Pine Ave, Ossining, NY 10562
• 

  $540,000 Sold Aug 15, 2025

  • 1,656 Sq Ft
  • $326/SF
  • 43 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1858

  141 N Highland Ave, Ossining, NY 10562

  Great Opportunity in Ossining! This versatile 2-family home is ideal for a first-time buyer looking to offset their mortgage or an investor seeking solid rental income. The first-floor unit features 2 spacious bedrooms, a full bathroom, and a comfortable living room. The second unit offers 2 bedrooms, a large living room, a full bathroom, and a good-sized kitchen. Upstairs, you'll find an

  Cynthia Leite ERA Insite Realty Services

  141 N Highland Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  175 Charter Cir Unit 175, Ossining, NY 10562

  175 Charter Cir Unit 175, Ossining, NY 10562
• 

  

  /5

  $550,000

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  14 Gates Ave, Ossining, NY 10562

  Welcome to 14 Gates Avenue, a unique opportunity in the heart of Ossining. This charming single-family home is being sold as-is, offering endless potential for renovation, expansion, or investment. Included in the sale is a valuable additional parcel of land, providing added privacy, space, or future development possibilities.Set on a quiet, tree-lined street, this property features a

  Tim Rothman Compass Greater NY, LLC

  14 Gates Ave, Ossining, NY 10562
• 

  $1,118,000 Sold Aug 15, 2025

  • 1,990 Sq Ft
  • $562/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1931

  18 Hungerford Rd, Briarcliff Manor, NY 10510

  Welcome Home to timeless charm & modern comfort. This enchanting 1930s center hall Colonial invites you in with classic quality & thoughtful updates throughout. Located in the Neighborhood Park residential area of Briarcliff Manor just minutes from the Village Center, this home offers the perfect blend of old-world character with 21st century conveniences. From the moment you drive up to this

  Susan Strawgate Code Houlihan Lawrence Inc.

  18 Hungerford Rd, Briarcliff Manor, NY 10510
• 

  Est $394,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562
• 

  

  /50

  $1,499,000

  • 3 Beds
  • 3.5 Baths
  • 4,300 Sq Ft

  383 Illington Rd, Ossining, NY 10562

  Welcome to 383 Illington Road – an amazing, oversized 3 bedroom colonial that lives like a 4 bedroom, with 10 foot ceilings, nestled on over 5 acres of picturesque, level land in the highly sought-after Yorktown Central School District. This exceptional property offers privacy, space, and convenience, including an additional lot with an adorable treehouse for everyone to enjoy. All just minutes

  Annette Cicinelli Keller Williams Realty Partner

  383 Illington Rd, Ossining, NY 10562
• 

  $643,500 Sold Aug 13, 2025

  • 1,661 Sq Ft
  • $387/SF
  • 18 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  4 Hudson Watch Dr, Ossining, NY 10562

  Welcome to Your Dream Townhome in the Highly Coveted Hudson Watch Community! Experience carefree living in one of Ossining’s most desirable communities—Hudson Watch. Here, the HOA takes care of the beautifully maintained grounds and amenities, so you can focus on what matters most: enjoying life. Say goodbye to mowing the lawn, shoveling snow, or maintaining a pool—this is low-maintenance living

  Melvin Ramos Coldwell Banker Realty

  4 Hudson Watch Dr, Ossining, NY 10562
• 

  Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,935 Sq Ft

  5 Todd Place, Ossining, NY 10562

  5 Todd Place, Ossining, NY 10562
• 

  

  /47

  $1,203,000

  • 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 Refrigerator. & 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
• 

  $200,000 Sold Aug 13, 2025

  • 900 Sq Ft
  • $222/SF
  • 20 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1964

  121 S Highland Ave Unit 4B, Ossining, NY 10562

  Move right into this spacious and inviting home at The Parkview! Enter a large, light-filled living room and dining area, the perfect space for relaxing or entertaining. Designed for both functionality and style, the updated kitchen features new, stainless-steel appliances and plenty of storage, including a handy pantry. The primary bedroom includes three closets and easily fits a king-sized bed,

  Jeannette Boccini Coldwell Banker Realty

  121 S Highland Ave Unit 4B, Ossining, NY 10562
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,427 Sq Ft

  16 Maria Ln, Ossining, NY 10562

  16 Maria Ln, Ossining, NY 10562
• 

  

  /34

  $545,000

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft

  16 Forest Ave, Ossining, NY 10562

  Welcome to 16 Forest Avenue, an elegant retreat nestled in the charming enclave of Ossining, NY. This beautifully appointed residence offers an exquisite blend of sophistication and comfort across a generous 1,488 square feet.Step inside and be greeted by gleaming hardwood floors that lead you through a spacious layout featuring four well-appointed bedrooms and two pristine bathrooms.

  Korab Krasniqi Compass Greater NY, LLC

  16 Forest Ave, Ossining, NY 10562
• 

  $645,000 Sold Aug 13, 2025

  • 1,673 Sq Ft
  • $386/SF
  • 40 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1890

  25 Brookville Ave, Ossining, NY 10562

  Charming Vintage Victorian with French Quarter Flair in the Heart of Ossining! Step into timeless elegance with this 3-bedroom, 1.5-bath Victorian gem, beautifully blending original character with modern updates. Located in the sought-after Chilmark neighborhood in the vibrant Village of Ossining, this home sits on a flat, fenced quarter-acre lot and is filled with stunning period

  Heather Bouza William Raveis-New York, LLC

  25 Brookville Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,853 Sq Ft

  229 Pinesbridge Rd, Ossining, NY 10562

  229 Pinesbridge 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 pool, a

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  335 Croton Dam Rd, Ossining, NY 10562
• 

  $805,000 Sold Aug 12, 2025

  • 1,328 Sq Ft
  • $606/SF
  • 7 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1956

  801 Syska Rd, Ossining, NY 10562

  AOPerfect and beautifully maintained ranch style home within the Ossining School District. Totally turn key and ready for the next family to enjoy! Radiant heating in both kitchen, dining as well as in sunroom and Primary bedroom. Enjoy this homes open layout, oversized bedrooms, renovated bathrooms, and flat manicured yard with its brand new fence allowing for privacy. This home has too many

  Yona Strougo Compass Greater NY, LLC

  801 Syska Rd, Ossining, NY 10562
• 

  Not Listed For Sale

  • 8 Beds
  • 8 Baths
  • 5,337 Sq Ft

  51 Pinesbridge Rd, Ossining, NY 10562

  51 Pinesbridge Rd, 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
• 

  $225,000 Sold Aug 12, 2025

  • 900 Sq Ft
  • $250/SF
  • 21 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1962

  123 S Highland Ave Unit B3, Ossining, NY 10562

  Welcome to your new home! This spacious 2-bedroom, 1-bathroom unit is nestled in a beautiful garden-style complex that faces the front and offers the perfect blend of comfort, convenience and luxury! Pet-friendly and ideally located close to shopping, dining, and transportation, this unit has it all! Enjoy cooking in the modern kitchen featuring gorgeous quartz countertops, a stainless steel

  Stephanie Rosenhaus William Raveis Real Estate

  123 S Highland Ave Unit B3, Ossining, NY 10562
• 

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft

  130 Pinesbridge Rd, Ossining, NY 10562

  130 Pinesbridge 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
• 

  $525,000 Sold Aug 11, 2025

  • 1,185 Sq Ft
  • $443/SF
  • 25 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  54 Hudson Point Ln, Ossining, NY 10562

  Welcome to 54 Hudson Point Lane! – A Riverfront Retreat with Every ConvenienceExperience scenic Hudson River living in this spacious 2-bedroom, 2-bath condo nestled in the sought-after Hudson Point community. This 1,185 sqft residence features a bright, open-concept living and dining area with gleaming floors, a cozy wood-burning fireplace, and floor-to-ceiling sliders that lead to a

  James Schunk Schunk Realty Group

  54 Hudson Point Ln, Ossining, NY 10562
• 

  Est $758,661 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  8 Hudson St, Ossining, NY 10562

  8 Hudson St, Ossining, NY 10562
• 

  /2

  $3,000,000

  • Land
  • 5.92 Acres
  • $506,757 per Acre

  0 van Wyck St Unit KEY834077, Ossining, NY 10562

  Property located at Snowden Avenue & van Wyck Street. Site plan approval required. Plans available to review see attached flyer.Planned and designed for 48 unit four story building with views of Hudson River. 36 two bedroom & 16 one bedroom. Roof-top terrace overlooking the Hudson River, swimming pool, fitness area, pedestrian path connecting Van Wyck Street through the site and

  Barry Synnott Coldwell Banker Realty

  0 van Wyck St Unit KEY834077, Ossining, NY 10562
• 

  $655,000 Sold Aug 11, 2025

  • 2,140 Sq Ft
  • $306/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  61 Cedar Ln, Ossining, NY 10562

  This inviting ranch-style home offers breathtaking Hudson River views from the moment you step inside. The open, flowing floor plan is perfect for modern living. The light-filled dining room leads into a newly renovated kitchen (2022) with quartz countertops, stainless steel appliances, and direct access to the outdoors. The spacious living room features a cozy brick fireplace, and the

  Zachary Zweibon Compass Greater NY, LLC

  61 Cedar Ln, Ossining, NY 10562
• 

  Est $879,509 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,528 Sq Ft

  806 Syska Rd, Ossining, NY 10562

  806 Syska Rd, Ossining, NY 10562
• 

  

  /15

  $259,000

  • Land
  • 0.27 Acre
  • $959,259 per Acre

  50 Hunter St, Ossining, NY 10562

  Located in the heart of Ossining, this .27-acre vacant lot offers incredible potential with stunning, unobstructed views of the Hudson River. Situated just moments from the train station, shopping, and dining options, this centrally located property is perfect for a variety of development possibilities (buyers must verify with the town).Whether you're looking to build a luxury single-family

  Debra Tricarico Houlihan Lawrence Inc.

  50 Hunter St, Ossining, NY 10562
• 

  $712,777 Sold Aug 08, 2025

  • 1,902 Sq Ft
  • $375/SF
  • 16 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  17 Spring Pond Dr, Ossining, NY 10562

  The Hamlet on Spring Pond offers a wonderful lifestyle for someone who loves peace, tranquility, easy, carefree maintenance, and great convenience. The desirability of the location alone is a rare attribute in the world of condo living. This home, being a corner unit on a cul-de-sac, provides you with quietude and privacy. Spring Pond consists of 81 townhouses where in the summertime you’ll

  Mary Case Friedner Corcoran Legends Realty

  17 Spring Pond Dr, Ossining, NY 10562
• 

  Est $1,081,514 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,392 Sq Ft

  265 Chadeayne Rd, Ossining, NY 10562

  265 Chadeayne Rd, Ossining, NY 10562
• 

  

  /49

  $3,900,000

  • 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

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
• 

  $590,000 Sold Aug 08, 2025

  • 1,424 Sq Ft
  • $414/SF
  • 47 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  333 N State Rd Unit 8, Briarcliff Manor, NY 10510

  Welcome to Copley Court and live like you are at a resort!! Enjoy maintenance free living all year round!! Enter the premises though the inviting secure lobby. This apartment is in pristine condition & features kitchen with pass through to dining area which opens to living room with sliders to private covered balcony. Down the hall you'll find full bath, wall of closets, laundry, bedroom, king

  Sarah Hughes Corcoran Legends Realty

  333 N State Rd Unit 8, Briarcliff Manor, NY 10510
• 

  Est $1,498,498 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  335 Jaclyn Ln, Ossining, NY 10562

  335 Jaclyn Ln, Ossining, NY 10562
• 

  

  /17

  $372,600

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  4 William St, Ossining, NY 10562

  The property is occupied so all potential buyers are asked to check with city and tax records to determine actual bedroom, bathroom counts and all details on this property listed above to their satisfaction. This is an AS-IS foreclosed/REO property. Do not disturb occupants or walk on property. Buyers’ premium paid at closing by buyer. *** Seller makes no guarantees about property’s condition,

  Jamarr Zellner REALHome Services & Solutions

  4 William St, Ossining, NY 10562

Showing Results 241 - 280, Page 7 of 18