Newest Homes for Sale in Ossining, NY

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  /2

  $649,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  73 Clinton Ave, Ossining, NY 10562

  Discover timeless elegance in this impeccably maintained 3-bedroom, 2-bath Colonial in the heart of Ossining. Blending classic charm with exceptional outdoor living, this beautiful home offers warmth, sophistication, and privacy at every turn. The inviting interior features a welcoming living room with a fireplace, creating the perfect gathering space for cozy evenings. A dedicated home office

  Tana McGuire eXp Realty

  73 Clinton Ave, Ossining, NY 10562
• Explore Ossining

• 

  

  /2

  $849,999

  Open Sat 10AM - 1PM Coming Soon

  • 4 Beds
  • 1.5 Baths
  • 2,096 Sq Ft

  97 Morningside Dr, Ossining, NY 10562

  Offered for the first time in over 60 years and a rare opportunity to own a piece of history! This historic mid-nineteenth century farmhouse sits on 1.3 private acres bordering the protected land of Ryder Park, ensuring permanent privacy and an undisturbed natural setting. This four bedroom, one and a half bathroom home has charm and character everywhere you look. Exposed beams, wood flooring,

  

  Alycia Forbes

  Tag Realty & Property Mang

  97 Morningside Dr, Ossining, NY 10562
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  /14

  $202,500

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  135 Main St Unit 201, Ossining, NY 10562

  Exciting 1-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers' market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part of "fair and affordable"

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 201, Ossining, NY 10562
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  /23

  $229,222

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  119 S Highland Ave Unit 5E, Ossining, NY 10562

  Move right into this beautifully updated 2-bedroom unit featuring stylish finishes and modern upgrades throughout. New luxury waterproof vinyl flooring, new interior doors and hardware, and a renovated kitchen and bath create a fresh, contemporary feel. The updated kitchen boasts new cabinetry, butcher block countertops, a subway tile backsplash, and stainless steel appliances, including a

  Mark Seiden Mark Seiden Real Estate Team

  119 S Highland Ave Unit 5E, Ossining, NY 10562
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  /27

  $975,000

  • 4 Beds
  • 2.5 Baths
  • 2,363 Sq Ft

  39 Park Dr, Ossining, NY 10562

  Welcome to 39 Park Drive, a beautifully updated Colonial nestled on a quiet cul-de-sac. Set on .74 private acres, this move-in ready 4-bedroom, 2.5-bath home offers 2,363 square feet of thoughtfully designed living space, including a main-level office that can easily serve as a fifth bedroom, convenient main-floor laundry, a finished lower-level ideal for recreation, a home office, or additional

  Renee Macklin William Raveis-New York LLC

  39 Park Dr, Ossining, NY 10562
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  /50

  $1,350,000

  • 5 Beds
  • 3.5 Baths
  • 4,828 Sq Ft

  15 Inningwood Rd, Ossining, NY 10562

  A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,

  Annemarie Credentino BHHS River Towns Real Estate

  15 Inningwood Rd, Ossining, NY 10562
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  /24

  $749,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,281 Sq Ft

  58 Quakerbridge Rd, Ossining, NY 10562

  First Time on the Market in Over 35 Years! Welcome to 58 Quakerbridge Road, a spacious 3-bedroom, 2.5-bath home in one of Ossining's most convenient locations. Enjoy an easy commute with the nearby Metro-North station offering direct service to Grand Central, while being just minutes from Teatown Lake Reservation, the Old Croton Aqueduct Trail, parks, shopping, dining, and schools. Inside, you'll

  A Joe Mathew Road to Home Real Estate

  58 Quakerbridge Rd, Ossining, NY 10562
• 

  

  /30

  $649,000

  • 4 Beds
  • 2 Baths
  • 2,260 Sq Ft

  41 Campwoods Rd, Ossining, NY 10562

  This 1800's Colonial offers a hidden backyard with in-ground pool/Formal and versatile living space is found throughout the home/A wide covered front porch, large living room and formal dining room, Eat-in-Kitchen along with full hall Bathroom compliment the main living level. There are two backyard access points from the Kitchen & Hallway too . . The Primary bedroom w/sitting room, is on the

  Greg Kane Kane & Associates

  41 Campwoods Rd, Ossining, NY 10562
• 

  

  /32

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  56 Pond View Ct, Ossining, NY 10562

  Welcome to this well maintained 2-bedroom 2.5 bathroom end-unit townhouse in the Woods where comfort, space and easy-living come together. Freshly painted throughout and featuring brand new carpeting, this home offers a clean, move in ready interior with a bright and welcoming atmosphere. Discover the added privacy and abundance of natural light that comes with an end-unit location. Recent

  Sarah Mirza Mulhall Julia B Fee Sothebys Int. Rlty

  56 Pond View Ct, Ossining, NY 10562
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  /7

  $124,900

  • 1 Bath
  • 650 Sq Ft

  117 S Highland Ave Unit 4F, Ossining, NY 10562

  Welcome to The Parkview! This large studio at 117 South Highland Avenue lives like a one-bedroom, with a separate room comfortably fitting a full-size bed. The kitchen was fully renovated with stainless steel appliances, custom cabinetry, a large island, and quartz countertops. Oversized windows fill the space with natural light and frame wonderful Hudson River views year-round. The bathroom has

  Benjamin Gonzalez Amo Realty

  117 S Highland Ave Unit 4F, Ossining, NY 10562
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  /34

  $899,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,302 Sq Ft

  54 Holbrook Rd, Briarcliff Manor, NY 10510

  A charming split-level home set on land that was once part of the historic Waldheim Estate of James and Ellin Speyer. Tucked into a peaceful setting just minutes from the heart of Briarcliff Manor, this inviting property reflects the area's rich history while offering the comfort of everyday living. Offering 4 bedrooms and 3 bathrooms, the home is filled with warmth, character, and a wonderful

  Jan Pierre Chavez Compass Greater NY, LLC

  54 Holbrook Rd, Briarcliff Manor, NY 10510
• 

  

  /40

  $700,000

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  34 Briarbrook Dr, Briarcliff Manor, NY 10510

  Welcome to effortless living in the highly desirable Scarborough Glen community. Beautifully updated and impeccably maintained, this move-in ready home offers the perfect combination of spacious living and a private natural setting. Step inside to discover hardwood floors throughout the main living areas, complemented by brand new carpeting in the bedrooms, loft, and finished lower level. The

  Stephen Zondorak Astor Lane Realty

  34 Briarbrook Dr, Briarcliff Manor, NY 10510
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  /42

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 3,378 Sq Ft

  61 Underhill Rd, Ossining, NY 10562

  Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for

  James Schunk Schunk Realty Group

  61 Underhill Rd, Ossining, NY 10562
• 

  

  /50

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  20 Waller Ave, Ossining, NY 10562

  Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  20 Waller Ave, Ossining, NY 10562
• 

  

  /31

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  42 Revolutionary Rd, Ossining, NY 10562

  This adorable Ossining Schools gem awaits new owners to provide personal touches and TLC. It boast a welcoming entry leading to living room with charming details including arched doorway, built in shelving, and fireplace. Bright airy dining/flex room, 1st floor half bath, eat in kitchen with breakfast nook/ dining area and sliding door to patio. Climb the stairs to enjoy two sunny bedrooms each

  Teresa Keys Keller Williams Realty Group

  42 Revolutionary Rd, Ossining, NY 10562
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  /30

  $639,500

  • 4 Beds
  • 2 Baths
  • 1,463 Sq Ft

  42 Pershing Ave, Ossining, NY 10562

  Welcome home to this beautifully maintained 4-bedroom, 2-bath Cape Cod nestled in one of the desirable Hudson Valley River towns. Combining classic charm with everyday comfort, this move-in-ready home features gleaming hardwood floors, spacious living areas, and a flexible floor plan perfect for today's lifestyle.The private backyard offers a peaceful retreat with a patio ideal for outdoor

  Janet Brand Houlihan Lawrence Inc.

  42 Pershing Ave, Ossining, NY 10562
• 

  

  /50

  $1,100,000

  $199K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,432 Sq Ft

  32 Beechwood Way, Briarcliff Manor, NY 10510

  "Living at Beechwood has been a truly special experience. The beauty, serenity, and wonderful sense of community make it a place that feels like home from the moment you arrive. Some of my favorite memories have been simply sitting on the balcony, watching breathtaking sunsets paint the sky, greeting the peaceful sunrise with a cup of coffee, and enjoying the quiet glow of the moonlight in the

  Grace Coppola The Foxes Real Estate

  32 Beechwood Way, Briarcliff Manor, NY 10510
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  /36

  $599,000

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  23 Gates Ave, Ossining, NY 10562

  This lovingly maintained, one level home offers the ideal location- so convenient to all and a beautiful level backyard....You will be impressed with the very private outdoor space ready for entertaining and warm weather enjoyment -a country neighborhood feel yet only 10 minutes to Metro North station- a 50 min express commute to Grand Central and 2-3 miles to Rt 9/ Taconic Parkway....A warm and

  Maureen Connolly Coldwell Banker Realty

  23 Gates Ave, Ossining, NY 10562
• 

  

  /12

  $150,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  129 S Highland Ave Unit A2, Ossining, NY 10562

  Welcome to this beautifully maintained, pet-friendly 1-bedroom co-op in desirable Ossining, offering the perfect blend of comfort, convenience, and a rare private patio. A spacious foyer welcomes you inside and leads to a thoughtfully designed layout featuring an updated bathroom, a functional kitchen with ample cabinet space, and a generously sized bedroom. The expansive living and dining area

  Jose Cruz Douglas Elliman Real Estate

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

  

  /49

  $698,000

  • 4 Beds
  • 3 Baths
  • 1,176 Sq Ft

  7 Ogden Rd, Ossining, NY 10562

  Charm meets flexibility in this rare Ossining find! A legal mother-daughter bungalow ranch that feels like a secret waiting to be discovered! Tucked back from the road amid mature plantings and lush landscaping, this home delivers a bright, cheerful, private pocket of comfort.Step inside to a sun-drenched three-season room with recessed lighting, then through French doors into a warm kitchen

  Heather Bouza Compass Greater NY, LLC

  7 Ogden Rd, Ossining, NY 10562
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  /34

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  1306 Grants Ln, Ossining, NY 10562

  Some homes are simply built. Others are designed to change the way you experience nature. This extraordinary 1956 residence by renowned architect David Henken, one of Frank Lloyd Wright's most celebrated apprentices, is one of those rare homes.Privately nestled on more than 17 breathtaking acres above a babbling stream near Teatown Lake Reservation, the home embodies the timeless principles

  Diana Polack Compass Greater NY, LLC

  1306 Grants Ln, Ossining, NY 10562
• 

  

  /30

  $699,500

  • 3 Beds
  • 3 Baths
  • 1,912 Sq Ft

  65 S State Rd, Briarcliff Manor, NY 10510

  Opportunity awaits with this private 3 bedroom, 3 full bath Colonial in Briarcliff Manor, NY, located within the award-winning Briarcliff Manor School District. Featuring hardwood floors, central air conditioning, municipal water/sewer, and timeless Colonial charm. This Westchester County home offers an excellent chance to personalize, and build lasting equity. Whether you're a first-time buyer,

  Janet Brand Houlihan Lawrence Inc.

  65 S State Rd, Briarcliff Manor, NY 10510
• 

  

  /31

  $242,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  135 S Highland Ave Unit 5D6, Ossining, NY 10562

  Welcome to Highland Terrace, a desirable co-op community in the heart of Ossining. This 2-bedroom, 1.5-bath residence offers comfortable living space with plenty of natural light, spacious rooms, and great storage throughout. Enjoy the convenience of common laundry, assigned parking, and access to the community pool. Highland Terrace is close to Metro-North, shops, restaurants, schools, parks,

  

  Michael Vasquez

  eXp Realty

  135 S Highland Ave Unit 5D6, Ossining, NY 10562
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  /31

  $1,100,000

  • 3 Beds
  • 3.5 Baths
  • 2,624 Sq Ft

  120 Cedar Dr E, Briarcliff Manor, NY 10510

  Newly Refreshed and Improved - Now is your opportunity to get into a pretty home in Briarcliff School District! Located in desirable Briarcliff Manor in the heart of Westchester, this spacious home includes open and versatile spaces that are perfect for gathering with friends and relatives. Set back from a quiet sought-after street, this home sits pleasantly on a beautiful professionally

  Heidi Henshaw Corcoran Legends Realty

  120 Cedar Dr E, Briarcliff Manor, NY 10510
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  /45

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 3,007 Sq Ft

  44 Beach Rd, Ossining, NY 10562

  This charming renovated farmhouse offers 3,000 sq ft of living space and is nestled at the very end of a quiet cul-de-sac providing exceptional privacy and adjacent to protected parklands with scenic walking trails, and the Hudson River. The home features a newly added first floor primary suite complete with a tray ceiling, recessed lighting, oversized walk-in closet, and an adjoining home office

  Jamey Gelardi Houlihan Lawrence Inc.

  44 Beach Rd, Ossining, NY 10562
• 

  

  /40

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 2,859 Sq Ft

  629 Scarborough Rd, Briarcliff Manor, NY 10510

  Some homes ask you to imagine what they could be. This one is already there and waiting for you. This classic colonial has been lovingly updated and impeccably maintained by owners/designer who cared about every detail. Large, sun-drenched rooms, a layout that feels both timeless and completely livable, and the big-ticket items already handled: new roof, new HVAC, new kitchen and appliances, new

  

  Hillary Landau

  Compass Greater NY, LLC

  629 Scarborough Rd, Briarcliff Manor, NY 10510
• 

  

  /39

  $1,045,000

  • 4 Beds
  • 3 Baths
  • 2,573 Sq Ft

  27 Ryder Rd, Ossining, NY 10562

  Welcome to this beautifully renovated Dutch Colonial, where timeless charm meets modern comfort and breathtaking Hudson River views create an unforgettable setting. Thoughtfully redesigned, the sun-filled chef's kitchen is the heart of the home, featuring crisp white cabinetry, expansive quartz countertops, abundant storage, and a seamless flow into the dining and living areas, perfect for

  Wendy Holt Houlihan Lawrence Inc.

  27 Ryder Rd, Ossining, NY 10562
• 

  

  /47

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft

  39 Secor Rd, Ossining, NY 10562

  Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road ( offered @ $85K CASH ONLY). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home

  Monica Cooper THD Homes LLC

  39 Secor Rd, Ossining, NY 10562
• 

  

  /43

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  12 Riverview Ct, Ossining, NY 10562

  Welcome to one of Ossining's most captivating homes, where breathtaking panoramic Hudson River views take center stage. Perfectly positioned on a quiet cul-de-sac in the sought-after Sparta neighborhood, this beautifully updated 4-bedroom, 2.5-bath residence offers an exceptional blend of style, comfort, and unforgettable scenery. From the moment you enter, you're greeted by abundant natural

  David Thomsen HomeSmart Homes & Estates

  12 Riverview Ct, Ossining, NY 10562
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  /45

  $675,000

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  16 Rockledge Ave Unit 6E1, Ossining, NY 10562

  Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle

  Suzanne Van Der Wilden BHHS River Towns Real Estate

  16 Rockledge Ave Unit 6E1, Ossining, NY 10562
• 

  

  /31

  $1,350,000

  $225K PRICE INCREASE

  • 6 Beds
  • 3.5 Baths
  • 4,546 Sq Ft

  28 Hamilton Ave, Ossining, NY 10562

  Built in 1870 and lovingly restored by its current owners, this Queen Anne Victorian at 28 Hamilton Avenue sits in the heart of Historic Ossining. Both yards are planted with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character. Approach through a deep front yard bursting

  Zoya Litinetskaya Compass Greater NY, LLC

  28 Hamilton Ave, Ossining, NY 10562
• 

  

  /37

  $929,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  28 Inningwood Rd, Ossining, NY 10562

  Why wait for vacation when you can enjoy a retreat-like lifestyle every day?This exceptional, fully renovated Colonial with farmhouse charm is a rare Sears Roebuck Kit House circa 1927, seamlessly blending historic character with modern comforts. Thoughtfully updated throughout, the home features central air conditioning, remote-controlled blinds, renovated baths, and hardwood floors that

  Suzanne Lagle Houlihan Lawrence Inc.

  28 Inningwood Rd, Ossining, NY 10562
• 

  

  /18

  $705,000

  $45K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft

  321 Spring St, Ossining, NY 10562

  Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls &

  Margaret Callaci Corcoran Legends Realty

  321 Spring St, Ossining, NY 10562
• 

  

  /5

  $995,000

  • Land
  • 6.46 Acres
  • $154,025 per Acre

  94 Somerstown Rd, Ossining, NY 10562

  Site plan approved subdivision on historic Somerstown road in Ossining. Three lots each with a beautiful building site being all sold together. Roughed in driveway will become common drive to three homesites. Great opportunity to build.

  David Turner Compass Greater NY, LLC

  94 Somerstown Rd, Ossining, NY 10562
• 

  

  /23

  $175,000

  $15K PRICE DROP

  • 1 Bath
  • 500 Sq Ft

  225 Schrade Rd Unit 1E, Briarcliff Manor, NY 10510

  Bright and sunny studio apartment located in the highly desirable Briar Hill community. This move-in ready unit features an updated kitchen with granite countertops, a microwave, and a dishwasher are included. Major improvements include replacement windows installed in 2000 and a roof completed in 2003. Monthly maintenance includes heat and hot water for added value and convenience. Residents

  

  Cristina Gameiro

  Howard Hanna Rand Realty

  225 Schrade Rd Unit 1E, Briarcliff Manor, NY 10510
• 

  

  /28

  $625,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,539 Sq Ft

  83 Deerfield Ln, Ossining, NY 10562

  A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There

  Paul Leis North Country Sothebys Int Rlt

  83 Deerfield Ln, Ossining, NY 10562
• 

  

  /3

  $180,000

  • Land
  • 13,102 Sq Ft
  • $598,404 per Acre

  0 Chappaqua Rd, Briarcliff Manor, NY 10510

  Build your vision on this vacant residential lot in the desirable Briarcliff Manor area. Offering an excellent opportunity for builders, investors, or buyers seeking to construct a custom home, this parcel provides flexibility and future potential. The property may be purchased individually or together with the adjacent lot for expanded possibilities. Buyers are encouraged to perform their own

  Bryant Moran YourHomeSold Guaranteed Realty

  0 Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  

  /21

  $699,000

  • 5 Beds
  • 2 Baths
  • 1,860 Sq Ft

  1 Edward St, Ossining, NY 10562

  Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom second floor unit that is ready for immediate occupancy over a two-bedroom unit, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes

  Tana McGuire eXp Realty

  1 Edward St, Ossining, NY 10562
• 

  

  /19

  $639,222

  • 3 Beds
  • 1 Bath
  • 1,525 Sq Ft

  219 Spring St, Ossining, NY 10562

  Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen.

  Mark Seiden Mark Seiden Real Estate Team

  219 Spring St, Ossining, NY 10562
• 

  

  /48

  $603,000

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths

  23 Hudson Point Ln, Ossining, NY 10562

  Rare Hudson River View Home with Resort-Style Amenities This beautiful main-level home offers picturesque Hudson River views and a tastefully upgraded kitchen and bathrooms, making it one of the rarest opportunities in this highly sought-after riverfront community in the Hudson Valley. Start your mornings with coffee and unwind in the evenings with your favorite beverage on your private covered

  Matthew Harms Time Away Realty Group

  23 Hudson Point Ln, Ossining, NY 10562

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