Ossining, NY Houses for Sale

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  /41

  $925,000

  • 5 Beds
  • 3.5 Baths
  • 2,684 Sq Ft

  21 Vails Ln, Ossining, NY 10562

  Discover the perfect blend of elegance and comfort in this stunning 5-bed, 3.5-bath colonial home situated on 1 acre with a pool, circular driveway, in the vibrant town of Ossining.Step inside through the formal entry into an oversized living room, bathed in abundant natural light and featuring gleaming hardwood floors. Entertain in the formal dining room, which boasts sliders leading out to an

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 829-3451

  21 Vails Ln, Ossining, NY 10562
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  /43

  $1,100,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,700 Sq Ft

  196 Pinesbridge Rd, Ossining, NY 10562

  **FREE EGGS!** Seize the opportunity to own this incredible farmhouse, perfectly designed for those who dream of expansive property, vibrant gardens, lush fresh berries, and the delight of raising chickens right in your backyard. This enchanting antique farmhouse, originally built in 1868, has undergone a meticulous renovation that seamlessly integrates modern conveniences while preserving the

  Cindy Kief Corcoran Legends Realty

  196 Pinesbridge Rd, Ossining, NY 10562
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  /45

  $1,094,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4 Baths
  • 2,456 Sq Ft

  140 Fuller Rd, Briarcliff Manor, NY 10510

  Charming & Surprisingly Spacious Cape in Briarcliff ManorDon’t let its unassuming exterior fool you—this 5-bedroom, 4-bath Cape-style home in the heart of Briarcliff Manor’s desirable Neighborhood Park neighborhood is full of unexpected space, comfort, and charm. Located within the sought-after Briarcliff School District and enjoying full access to Briarcliff recreation, this home offers the

  Wendy Phillips Corcoran Legends Realty

  140 Fuller Rd, Briarcliff Manor, NY 10510
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  /46

  $898,000

  • 4 Beds
  • 2.5 Baths
  • 1,990 Sq Ft

  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
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  /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
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  /45

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 2,585 Sq Ft

  38 Ganung Dr, Ossining, NY 10562

  Welcome to 38 Ganung Drive in Ossining, where flexibility, space, and location come together in one exceptional property. This 4-bedroom, 3.5-bath home offers a versatile layout that works beautifully for a variety of needs. Whether you're looking for a mother/daughter setup or need space for extended living with a separate in-law suite, this home provides options that are hard to find.Set in an

  Alex Mashkin Keller Williams Realty Partner

  38 Ganung Dr, Ossining, NY 10562
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  /29

  $980,000

  • 4 Beds
  • 2.5 Baths
  • 3,402 Sq Ft

  3 Waterview Dr, Ossining, NY 10562

  Welcome to 3 Waterview Drive, an elegant Colonial nestled in the prestigious Waterview Estates of Ossining. This recently constructed, light-filled gem spans over 3,400 square feet and embodies sophisticated modern living at its finest. Enjoy seasonal river views from the windows of your primary suite, relax on the charming porch or back patio, or venture out to the nearby Aqueduct Trail and

  Yarden Ronen-van Heerden Compass Greater NY, LLC

  3 Waterview Dr, Ossining, NY 10562
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  /50

  $849,999

  • 5 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  18 Somerstown Rd, Ossining, NY 10562

  Welcome Home!To this beautifully maintained five-bedroom, three-bathroom home which offers ample space and modern amenities for comfortable living and entertaining. Located in a serene neighborhood, it blends timeless charm with contemporary features.Key Features:- Spacious bedrooms, including a main suite with a private bathroom and ample closet space.- Two full bathrooms and a half bath with

  Feliciano Ortiz Call it Closed Intl. Realty

  18 Somerstown Rd, Ossining, NY 10562
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  /36

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  145 Cedar Ln, Ossining, NY 10562

  Eagle's Nest. Perched majestically on a breathtaking property overlooking the Hudson River, this historical architectural masterpiece will leave you amazed. A true marvel, this 5-bedroom, 4.5-bathroom single-family home was built for the legendary 1920s theater and film star, Jeanne Eagels. Prepare to be transported to a world of unparalleled charm and craftsmanship as you step into the

  Nancy Kennedy

  145 Cedar Ln, Ossining, NY 10562
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  /34

  $2,100,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 6 Baths
  • 4,151 Sq Ft

  9 Country Club Ln N, Briarcliff Manor, NY 10510

  Luxurious Hudson River retreat on a private cul-de-sac. Experience elevated living in this extensively upgraded residence, perfectly positioned on a quiet cul-de-sac with breathtaking views of the Hudson River. From the moment you step inside, soaring cathedral ceilings, an open-concept floor plan, and spacious, light-filled rooms create an atmosphere of modern elegance and comfort. At the heart

  Eric Bernstein Compass Greater NY, LLC

  9 Country Club Ln N, Briarcliff Manor, NY 10510
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  /29

  $599,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  23 Brookville Ave, Ossining, NY 10562

  Welcome to this truly special 3-bedroom, 2-bathroom Victorian home, gracefully nestled in the heart of Ossining’s desirable Chilmark neighborhood. A rare blend of timeless charm and modern updates, this residence invites you to step into a world where classic craftsmanship meets today’s comfort and style.From the moment you arrive, the home’s character captivates — a nod to its historic roots

  Heather Bouza William Raveis-New York, LLC

  23 Brookville Ave, Ossining, NY 10562
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  /49

  $3,000,000

  • 5 Beds
  • 7.5 Baths
  • 9,783 Sq Ft

  41 Austin Place, Briarcliff Manor, NY 10510

  Nestled at the end of a serene cul-de-sac, this extraordinary custom-built home in Briarcliff Manor welcomes you with a grand tree-lined circular driveway. Spanning nearly 10,000 sq. ft., this home is a masterclass in luxury, craftsmanship, and thoughtful design.Step inside to discover a beautifully appointed main level, where a custom gourmet eat-in kitchen, complete with a butler’s pantry, sets

  Hillary Landau Compass Greater NY, LLC

  41 Austin Place, Briarcliff Manor, NY 10510
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  /33

  $1,549,000

  • 4 Beds
  • 6 Baths
  • 4,662 Sq Ft

  7 Lewiston Ct, Briarcliff Manor, NY 10510

  This spectacular 4,662 sq ft renovated home features an open concept with soaring cathedral ceilings, fantastic natural light, four bedrooms and 4.2 baths has everything you have been searching for including an end of a cul-de-sac location all within the sought after gated community of Rosecliff. Soaring 20ft ceilings with multiple skylights, a gorgeous renovated kitchen with stainless steel

  Jamey Gelardi Houlihan Lawrence Inc.

  7 Lewiston Ct, Briarcliff Manor, NY 10510
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  $700,000 Open Sun 3PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  9 Studio Hill Rd, Briarcliff Manor, NY 10510

  Set back from the road, this mid-century modern home features three bedrooms upstairs and a guest room downstairs. The spacious primary bedroom has a full bath ensuite. The living room with a fireplace is open to the dining room with a slider leading to a deck overlooking the yard. The kitchen was recently remodeled with new countertops, backsplash, sink with sensor faucet and instant hot

  Margaret McMullen Keller Williams NY Realty

  9 Studio Hill Rd, Briarcliff Manor, NY 10510
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  $625,000 Open Sun 12PM - 3PM

  • 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
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  /49

  $699,000

  • 1 Bed
  • 2 Baths
  • 1,500 Sq Ft

  521 Scarborough Rd, Briarcliff Manor, NY 10510

  Set on 2.5 tranquil acres of open spaces, lush woods, waterfalls and meandering stone walls, this one-of-a-kind, artfully designed residence offers a seamless connection to nature. Cross a bridge over babbling Sparta Brook to the wrap-around deck, where you can take in the serene beauty of your own secluded retreat. A welcoming entry foyer opens into the dramatic, beamed and vaulted Great Room,

  Matthew Valvano Berkshire Hathaway HS NY Prop

  521 Scarborough Rd, Briarcliff Manor, NY 10510
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  /22

  $750,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  25 Highview Rd, Ossining, NY 10562

  Welcome to 25 Highview Road, a charming and well-maintained colonial-style home nestled on a picturesque cul-de-sac in the desirable New Castle area of Ossining. Making its debut on the market, this hidden gem seamlessly blends space, comfort, and accessibility, offering an ideal setting for your next chapter! Resting on a green acre, the property boasts abundant outdoor space for relaxation and

  Yarden Ronen-van Heerden Compass Greater NY, LLC

  25 Highview Rd, Ossining, NY 10562
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  /42

  $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
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  /33

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  43 Ganung Dr, Ossining, NY 10562

  Welcome to 43 Ganung Drive, a beautifully updated home nestled in the heart of Ossining—just a 10-minute drive to the Metro-North station for a quick and easy commute to Grand Central. Located near the scenic Hudson River, this home perfectly blends charm and modern style.Step into the heart of the home—a renovated open-plan kitchen thoughtfully designed for the home chef. Outfitted with modern

  Deirdre Coffey Compass Greater NY, LLC

  43 Ganung Dr, Ossining, NY 10562
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  /25

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft

  3 Willow Dr, Briarcliff Manor, NY 10510

  Welcome to this beautifully maintained Colonial, ideally situated less than a mile from the heart of Briarcliff Manor. Thoughtfully updated and tastefully appointed, this home features exquisite custom woodwork, built-in cabinetry and high-end finishes throughout.The bright, eat-in kitchen opens through elegant French doors to a stunning stone patio and a level backyard surrounded by mature

  Susan Slotnick William Raveis Real Estate

  3 Willow Dr, Briarcliff Manor, NY 10510
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  /21

  $575,000

  • 3 Beds
  • 1 Bath
  • 1,045 Sq Ft

  12 Stone Ave, Ossining, NY 10562

  Welcome to 12 STONE AVENUE. . and this Elegant Ranch-style home nestled in the village neighborhood of "FOREST PARK." Specimen shrubbery and perennial plants have been carefully maintained and compliment the grounds. You enter into the Bright & Airy Living Room and Dinning area. Hardwood flooring is hidden under the wall-to-wall carpet in this room - but exposed in the three Bedrooms. The

  Greg Kane Kane & Associates

  12 Stone Ave, Ossining, NY 10562
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  /41

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  73 Pine Ave, Ossining, NY 10562

  In Ossining there is a rare gem, (lives like 5) legal 4-bedroom, 2.5-bath colonial offering 2,464 sq ft of living space. Featuring two levels of living. As you enter, you can head right to the first floor, which is the Den/office. Continue with the first level living to the utility room then First floor bathroom. to the left of the big living room is first floor bedroom. Off the living room is

  Howard Payson RE/MAX Town & Country

  73 Pine Ave, Ossining, NY 10562
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  /30

  $679,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  2 Jenkins Ct, Ossining, NY 10562

  Welcome to 2 Jenkins Ct, located on a quiet, cul-de-sac, just 1.3 miles to the Ossining Metro North Station, walking distance to local elementary and middle school; and also within minutes to local shopping, restaurants and several parks. Large entry foyer with half bath, Living room with fireplace, formal dining room and eat-in-kitchen with access to the rear patio and fenced in yard, make

  Tina Ciufo William Raveis-New York LLC

  2 Jenkins Ct, Ossining, NY 10562
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  /18

  $525,000

  • 4 Beds
  • 1 Bath
  • 1,306 Sq Ft

  5 Amawalk Ct, Ossining, NY 10562

  This charming 4-bedroom cape cod in the sought after "Indian Village" on a cul de sac offers the perfect blend of cozy and convenient living. With its warm and inviting atmosphere, you are sure to feel right at home. The classic design of the house gives it a timeless appeal that you'll appreciate for years to come. Outside, you will find a large private backyard that is perfect for outdoor

  Rose Asprea Houlihan Lawrence Inc.

  5 Amawalk Ct, Ossining, NY 10562
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  /26

  $499,000

  • 3 Beds
  • 1 Bath
  • 1,031 Sq Ft

  8 Samstag Ave, Ossining, NY 10562

  Charming ranch offers a bright and spacious living room with built-in shelves, an eat-in-kitchen with an island, granite counters and stainless steel appliances. Privacy abounds in this spacious, fenced-in yard. One car garage. Storage room in the basement. Ample off-street parking in the driveway. Close to shops, parks, and transportation. The Croton Aqueduct Trail is one block away. Three

  Maureen McEnroe Joyce Realty Corp

  8 Samstag Ave, Ossining, NY 10562
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  /31

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft

  5 Jenkins Ct, Ossining, NY 10562

  Welcome to this sun-filled and spacious 3-bedroom home that lives like a 4-bedroom, offering the perfect blend of comfort, versatility, and convenience. Situated on a cul-de-sac, this home features a private, level, fully fenced-in yard, ideal for outdoor enjoyment, play, and entertainment. Inside, you’ll find a flexible bonus room, perfect as a home office, nursery, or gym, plus an additional

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  5 Jenkins Ct, Ossining, NY 10562
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  /48

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 2,444 Sq Ft

  63 Sunset Dr, Ossining, NY 10562

  Welcome Home to timeless charm and modern comfort. Like a warm embrace, this enchanting 1920s red brick Colonial invites you in with classic elegance and thoughtful updates throughout. Tucked in a picturesque and sought-after residential neighborhood just minutes from vibrant shops, dining, and Metro-North train, this home offers the perfect blend of old-world craftsmanship and today’s

  Nancy Beard Houlihan Lawrence Inc.

  63 Sunset Dr, Ossining, NY 10562
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  /41

  $595,000

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  47 Pine Ave, Ossining, NY 10562

  Come view this immaculately kept gem located in Ossining Village. First time to market in 45 years, this charming 4 bedroom, 2 full bath classic Cape boasts a new kitchen and updated baths. First floor features a bedroom with full bath for primary use or potential guest suite. Second floor has three rooms and full hall bath. Third room on this level perfect for nursery or home office. Basement

  Kathy Kane Coldwell Banker Realty

  47 Pine Ave, Ossining, NY 10562
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  /36

  $649,000

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  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
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  /39

  $2,999,000

  • 3 Beds
  • 4 Baths
  • 4,002 Sq Ft

  104 Marlborough Rd, Briarcliff Manor, NY 10510

  The Roy O. Allen House on Marlborough Road is arguably one of the most renowned modern homes in Westchester County and a celebrated icon of mid-century glass architecture worldwide. Featured prominently in Architectural Digest, Dwell, GQ, The New York Times, and TV shows like Fallout and Hunters (Amazon Prime), this 1957 International Style pavilion is a masterwork of design. (In fact, these

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  104 Marlborough Rd, Briarcliff Manor, NY 10510
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  /21

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  3 Belleview Ave, Ossining, NY 10562

  Great project! Perfect for a new flipper! Lots of work has already been done. Located close to everything downtown Ossining has to offer. Lower level includes a large flex space plus a full bath with tub. Wonderful backyard space will be perfect for entertaining friends and family. Stairs/Walkway and garage require extensive work. House sold "As-Is" with violations on garage. Please be

  Derek Greene Greene Realty Group

  3 Belleview Ave, Ossining, NY 10562
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  /31

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  3 Sherman Place, Ossining, NY 10562

  New Construction Home – 3 Sherman Pl, Ossining, NY – 65% Complete!Situated on a quiet street, this spacious home features 4 bedrooms and 2.5 bathrooms, an open-concept layout, The sun-drenched living area boasts large windows, high ceilings, and sleek hardwood floors, creating an inviting atmosphere for relaxation and entertaining. Upstairs, the primary suite offers a generously

  Arif Baksh YourHomeSold Guaranteed Realty

  3 Sherman Place, Ossining, NY 10562
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  /41

  $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

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
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  /20

  $788,888

  • 4 Beds
  • 3.5 Baths
  • 2,742 Sq Ft

  15 Cooper Dr, Ossining, NY 10562

  Nestled in a peaceful and picturesque neighborhood in Ossining, NY, 15 Cooper Drive offers a beautiful blend of comfort and convenience. This spacious 5-bedroom, 4 1/2 -bathroom home is perfect for families seeking a retreat that still provides easy access to everything you need. With generous living space, this home provides an ideal layout for both relaxation and entertaining.The

  Bopaul Sookdeo YourHomeSold Guaranteed Realty

  15 Cooper Dr, Ossining, NY 10562
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  /49

  $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
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  /39

  $1,999,999

  • 5 Beds
  • 3.5 Baths
  • 4,034 Sq Ft

  205 River Rd, Briarcliff Manor, NY 10510

  Experience Refined Luxury and Unparalleled Lifestyle in Briarcliff Manor. Discover this exceptional 5-bedroom, 3.5-bath colonial, masterfully reimagined by prominent Westchester County builder with exquisite attention to detail. Perfectly situated on a large lot in the prestigious River Road neighborhood, this home offers a seamless blend of elegance, comfort, and modern living. Step inside to

  Lindsay DiLoreto Houlihan Lawrence Inc.

  205 River Rd, Briarcliff Manor, NY 10510
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  /30

  $734,900

  • 4 Beds
  • 3 Baths
  • 3,016 Sq Ft

  6 Cedar Lane Terrace, Ossining, NY 10562

  Classic Stoneface Ideal Colonial Cape on Lovely .25 acre lot with Stone Patio and Large Outdoor Masonry Ovens to make your Outdoor Entertaining Epic! This 3,000 s/f House has a Full Bathroom on each of the Three levels. First Floor Bedroom and Bath, Kitchen with nice Cabinetry with New Stainless Appliances & Granite Counters, Formal Dining Room, Living Room with Fireplace and Beautiful Sun Porch

  Thomas Nigro Schatz Realty Group

  6 Cedar Lane Terrace, Ossining, NY 10562
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  /30

  $725,000

  • 3 Beds
  • 3 Baths
  • 2,178 Sq Ft

  59 Old Albany Post Rd, Ossining, NY 10562

  Waterfront!!! Experience your own slice of paradise in this charming colonial with direct Croton River frontage and access. This well-maintained home features spacious rooms, a renovated kitchen, and a walk-up attic, combining comfort and character. The level yard is ideal for outdoor activities, with kayaking, fishing, and bird watching just steps away. Ideally situated minutes from the Aqueduct

  Ken Wile Redfin Real Estate

  59 Old Albany Post Rd, Ossining, NY 10562
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  /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
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  /33

  $750,000

  • 6 Beds
  • 2.5 Baths
  • 3,720 Sq Ft

  33 Ryder Rd, Ossining, NY 10562

  Calling all antique lovers! On the hilltop of Ryder Road in Ossining sits an historic property going back centuries, on the market for the first time in decades. The 33 Ryder Road 1826 farmhouse, claimed to be Ossining's oldest residence by The Citizen Register of 1936, is oozing with original charm, including its huge rocking chair front porch, 7' high ceilings, wide plank hardwood floors and

  Lynn Harmonay North Country Sothebys Int Rlt

  33 Ryder Rd, Ossining, NY 10562

Showing Results 1 - 40, Page 1 of 2

About Ossining

Ossining is a town in Westchester County with two villages, the Hudson River along the western edge and a growing downtown scene. The Sintsink Native American tribe lived in the area first, leading to the village’s first name — “Sing Sing.” The Sing Sing Prison caused controversy in the 20th century, so the town name was changed to Ossining in 1901 to separate the town from the prison’s reputation and avoid public confusion.

Greg Young has been an Ossining resident since 2020 and owns Ossining Riverworks, a local coworking community. “My wi ...

Learn more about living in Ossining

Home Trends in Ossining, NY

On average, homes in Ossining, NY sell after 40 days on the market compared to the national average of 47 days. The average sale price for homes in Ossining, NY over the last 12 months is $652,181, up 8% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)

$607,500

Median Single Family Price

$699,500

Median Townhouse Price

$605,000

Median 2 Bedroom Price

$435,000

Median 1 Bedroom Price

$360,000

Average Price Per Sq Ft

$348

Number of Homes for Sale

47

Last 12 months Home Sales

266

Months of Supply

2.10

Median List Price

$595,000

Median Discount From 1st List Price

-4%

Median Home Sale Price YoY Change

11%