Newest Homes for Sale in Ossining, NY

• 

  

  

  /21

  $3,995,000

  • 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 Houlihan Lawrence Inc.

  433 Arcady Rd, Ossining, NY 10562
• 

  

  

  /49

  $3,500,000

  • 10 Beds
  • 5.5 Baths
  • 8,881 Sq Ft

  335 Croton Dam Rd, Ossining, NY 10562

  Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing

  

  Hillary Landau

  Compass Greater NY, LLC

  335 Croton Dam Rd, Ossining, NY 10562
• 

  

  

  /50

  $1,750,000

  $150K PRICE DROP

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

  51 Pinesbridge Rd, Ossining, NY 10562

  Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

  Cathy DeBow William Raveis Real Estate

  51 Pinesbridge Rd, Ossining, NY 10562
• 

  

  

  /27

  $1,079,000

  $21K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,606 Sq Ft

  54 Allapartus Rd, Ossining, NY 10562

  Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping,

  Derek Greene Greene Realty Group

  54 Allapartus Rd, Ossining, NY 10562
• 

  

  

  /6

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,682 Sq Ft

  94 Somerstown Rd, Ossining, NY 10562

  Phase Two at Moradia is now offering a fabulous to-be-built new modern on Lot One. Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of 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

  David Turner Compass Greater NY, LLC

  94 Somerstown Rd, Ossining, NY 10562
• 

  

  /34

  $850,000

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

  227 Cedar Ln, Ossining, NY 10562

  A Rare 200-Year-Old Log Cabin Sanctuary with Subdivision/Expansion Potential! Step back in time without sacrificing an ounce of modern comfort in this enchanting, hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history, contemporary ease, and incredible future value with a potential buildable lot included. The interior showcases

  Josephine O'Leary Weir Julia B Fee Sothebys Int. Rlty

  227 Cedar Ln, Ossining, NY 10562
• 

  

  /39

  $1,995,000

  • 14 Beds
  • 7.5 Baths
  • 15,000 Sq Ft

  139 Scarborough Rd, Briarcliff Manor, NY 10510

  A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway

  Jamey Gelardi Houlihan Lawrence Inc.

  139 Scarborough Rd, Briarcliff Manor, NY 10510
• 

  

  /42

  $235,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  127 S Highland Ave Unit B3, Ossining, NY 10562

  Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living in a quiet, pet-friendly community. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This low-maintenance one-level unit is located on the first floor. Features include an updated Kitchen with quartz countertops, white cabinetry, natural gas

  Jane Rodman Howard Hanna Rand Realty

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

  

  /50

  $2,995,000

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

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  There are homes... and then there are places that feel quietly set apart from the world around them.Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally... like a secret meant only for those who understand what true luxury feels like.This is not just a home. This is a legacy

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
• 

  

  /39

  $699,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  32 Terrace Ave, Ossining, NY 10562

  This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

  Jason Kerwar William Raveis Real Estate

  32 Terrace Ave, Ossining, NY 10562
• 

  

  /50

  $999,900

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  29 Beechwood Way, Briarcliff Manor, NY 10510

  Set in one of Briarcliff Manor's most distinctive communities, this pond-front three-bedroom townhouse offers a rare combination of natural beauty and thoughtful updates. Enjoy peaceful pond views, seasonal views of the Hudson River, and 33 acres of Olmsted-designed grounds with lush gardens and mature landscaping as your backdrop. The recently updated eat-in kitchen anchors the bright main level

  Aurora Banaszek Compass Greater NY, LLC

  29 Beechwood Way, Briarcliff Manor, NY 10510
• 

  

  /37

  $1,950,000

  • 4 Beds
  • 2.5 Baths
  • 3,096 Sq Ft

  179 River Rd, Briarcliff Manor, NY 10510

  Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle. Spanning approximately 3,500 square feet, the residence features

  Betsey Relyea Houlihan Lawrence Inc.

  179 River Rd, Briarcliff Manor, NY 10510
• 

  

  /18

  $3,498,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,775 Sq Ft

  50 Austin Place, Briarcliff Manor, NY 10510

  Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height

  Nicola Santucci Houlihan Lawrence Inc.

  50 Austin Place, Briarcliff Manor, NY 10510
• 

  

  /11

  $575,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  58 State St, Ossining, NY 10562

  Income-producing duplex in a desirable location! Has 5 bedrooms and two baths total. 3 bedrooms 1 bath in one unit, 2 bedrooms 1 bath in second unit. This well-maintained property offers two units with strong rental history and consistent cash flow. Ideal for investors or owner-occupants looking to offset their mortgage. Features include separate utilities, spacious layouts, and convenient access

  Amarish J. Khan Apollo Real Properties, Inc.

  58 State St, Ossining, NY 10562
• 

  

  /46

  $1,095,000

  $105K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,867 Sq Ft

  27 Allapartus Cir, Ossining, NY 10562

  This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

  

  Mary Stetson

  Stetson Real Estate

  27 Allapartus Cir, Ossining, NY 10562
• 

  

  /30

  $423,000

  $8K PRICE INCREASE

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

  16 Rockledge Ave Unit 5K-1, Ossining, NY 10562

  Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Fifth-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River. This Two Bedroom, Two Bath Stunner Has Nine Foot Ceilings, Oversized Rooms, And Tons Of Closet Space. This Unit Is Ideal For Hosting Intimate Gatherings Or Enjoying

  Candace D'Addario Coldwell Banker Realty

  16 Rockledge Ave Unit 5K-1, Ossining, NY 10562
• 

  

  /23

  $2,489,222

  • 5 Beds
  • 4.5 Baths
  • 5,391 Sq Ft

  517A Old Chappaqua Rd, Briarcliff Manor, NY 10510

  Exquisite new 5 bedroom, 4.1 bath center hall colonial to be built offering refined luxury and timeless architectural elegance in an exceptional cul-de-sac setting. Perfectly positioned on just shy of one acre and backing the serene wooded grounds of the Edith Macy Center, this residence blends privacy, prestige, and natural beauty. A rare opportunity exists to fully customize finishes,

  Mark Seiden Mark Seiden Real Estate Team

  517A Old Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  

  /38

  $2,900,000

  $600K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /37

  $825,000

  $265K PRICE DROP

  • 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
• 

  /2

  $1,900,000

  $1M PRICE DROP

  • Land
  • 5.92 Acres
  • $320,946 per Acre

  0 van Wyck St Unit KEY834077, Ossining, NY 10562

  Property located at Snowden Avenue & Van Wyck Street. Site plan approval required. Zoning CDD allowing for a multifamily development possibly 48 units.Views of the Hudson River and connecting to the Crawbockie Nature Preserve.

  Barry Synnott Coldwell Banker Realty

  0 van Wyck St Unit KEY834077, Ossining, NY 10562

Showing Results 41 - 61, Page 2 of 2