6,136

Ossining Village Homes

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  • /34

    $575,000 Open Sat 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
  • /27

    $4,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,352 Sq Ft
    • House for Rent

    26 Calam Ave, Ossining, NY 10562

    Rent a home in a desirable neighborhood! Enter into the charm of this beautifully maintained Sears and Roebuck Cape-Cod, where timeless character meets modern comfort. Nestled in a welcoming and desirable Ossining neighborhood, with charming window boxes that add warmth and enhance the curb appeal. Inside, original hardwood floors flow throughout the bright, sun-filled spaces, perfectly

    26 Calam Ave, Ossining, NY 10562
  • 63 Sunset Dr, Ossining, NY 10562

    $806,990 Sold Jun 04, 2025

    • 2,444 Sq Ft
    • $330/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    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
  • /32

    $599,900 Pending

    • 6 Beds
    • 2 Baths
    • 2,243 Sq Ft

    6 Agate Ave, Ossining, NY 10562

    Welcome to this charming vintage front porch Colonial with modern upgrades throughout. Entry hall presents detailed woodworking and stained glass windows. Impressive high ceilings and hardwood floors on the first floor lead into a large living room with crown molding and formal dining room or flexible space. These dual formal rooms are also ideal for a more casual centered lifestyle.

    JoElla Deliberto Houlihan Lawrence Inc.

    6 Agate Ave, Ossining, NY 10562
  • /26

    $3,800 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Property for Rent

    129-2 S Highland Ave Unit C4, Ossining, NY 10562

    Welcome to this Spacious 3 Bedroom 2 Bathroom Unit right in the Rivertown of Ossining. This Unit has just recently been updated, brand new wall to wall carpeting, and brand-new bathrooms, and has a view of the woods and hiking trail directly behind the complex. Also, Laundry and Storage are in the building right below your unit. The Complex has an In-Ground Pool and Basketball court along with

    James Racioppo Coldwell Banker Realty

    129-2 S Highland Ave Unit C4, Ossining, NY 10562
  • 12 Maurice Ave, Ossining, NY 10562

    $875,000 Sold Jun 04, 2025

    • 2,614 Sq Ft
    • $335/SF
    • 26 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1862

    12 Maurice Ave, Ossining, NY 10562

    Welcome to 12 Maurice Avenue, a beautifully renovated legal 2-family home situated in the charming Village of Ossining! This versatile property offers a unique opportunity for both investors and owner-occupants. The ground-level unit features 3 bedrooms, 1 full bath, spacious open kitchen with new quartz countertops, separate dining area, cozy family room, and access to a large backyard patio

    Michael Clemente DeSimone Real Estate

    12 Maurice Ave, Ossining, NY 10562
  • /21

    $575,000 Pending

    • 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
  • /24

    $3,550 per month

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Condo for Rent

    56 James St Unit 2, Ossining, NY 10562

    This ideally located 3-bedroom apartment has the space you have been looking for. Located within 3 minutes the of Ossining Metro North station, a few minutes to Ossining's waterfront parks, restaurants, and shopping. Enjoy a spacious and sun-filled living room with bay window and hardwood floors. The eat-in-kitchen is appointed with Quartz counters, ample cabinet storage, and pantry area. Enjoy a

    56 James St Unit 2, Ossining, NY 10562
  • 3 Sherman Place, Ossining, NY 10562

    $490,000 Sold Jun 03, 2025

    • 2,300 Sq Ft
    • $213/SF
    • 79 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    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 sized and

    Arif Baksh YourHomeSold Guaranteed Realty

    3 Sherman Place, Ossining, NY 10562
  • /30

    $595,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,274 Sq Ft

    45 Lee Ave, Ossining, NY 10562

    Step into the charm of 45 Lee Avenue, a beautiful, impeccable move in ready four-bedroom Cape Cod nestled in Ossining. Imagine cooking in the custom kitchen, with gleaming granite counters, and modern stainless-steel appliances, or relaxing on the expansive composite deck overlooking your private backyard oasis. Hardwood floors flow throughout the home, and ductless AC ensures your comfort. The

    Suzanne Lagle Houlihan Lawrence Inc.

    45 Lee Ave, Ossining, NY 10562
  • /20

    $3,500 per month

    • 3 Beds
    • 1 Bath
    • 1,375 Sq Ft
    • Apartment for Rent

    9 Todd Place Unit 2nd FL- Right Side, Ossining, NY 10562

    Welcome to this beautifully renovated unit within a multi-family home conveniently located in a vibrant community. Step into luxury with a host of exceptional amenities including a new eat-in kitchen with custom cabinetry, quartz counters and stainless appliances. Unwind in the comfort of the living room that flows into the open concept kitchen that is perfect for entertaining and enjoying meals.

    Elizabeth Ritchie Julia B Fee Sothebys Int. Rlty

    9 Todd Place Unit 2nd FL- Right Side, Ossining, NY 10562
  • 406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510

    $550,000 Sold May 30, 2025

    • 1,340 Sq Ft
    • $410/SF
    • 26 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1974

    406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510

    Welcome to 406 Kemeys Cove in the picturesque Briarcliff Manor, NY! This delightful 2-bedroom, 2.5-bathroom residence provides a cozy and inviting living space. As you step inside, you'll be greeted by a generous living area adorned with new flooring and stunning views.The contemporary kitchen features updated stainless steel appliances and elegant quartz countertops. As you prepare your meal,

    Anna Priskie Compass Greater NY, LLC

    406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510
  • /29

    $599,000 Pending

    • 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
  • /12

    $3,550 per month

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Apartment for Rent

    56 James St, Ossining, NY 10562

    This ideally located 3-bedroom apartment has the space you have been looking for. Located within 3 minutes the of Ossining Metro North station, a few minutes to Ossining's waterfront parks, restaurants, and shopping. Enjoy a spacious and sun-filled living room with bay window and hardwood floors. The eat-in-kitchen is appointed with Quartz counters, ample cabinet storage, and pantry area. Enjoy a

    Trudi Iglesias Howard Hanna Rand Realty

    56 James St, Ossining, NY 10562
  • 4 3rd Ave, Ossining, NY 10562

    $665,000 Sold May 30, 2025

    • 1,495 Sq Ft
    • $445/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    4 3rd Ave, Ossining, NY 10562

    Welcome to this delightful village ranch nestled on a corner lot with a fenced-in, level property. Enjoy outdoor living at its finest with an expansive rear patio, perfect for entertaining or relaxing, and a wonderful vegetable garden for your green thumb. The lush flower gardens, including a fruitful peach tree, enhance the serene atmosphere of this home. Updated eat-in kitchen featuring elegant

    Mark Seiden Mark Seiden Real Estate Team

    4 3rd Ave, Ossining, NY 10562
  • /41

    $595,000 Pending

    • 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
  • 114 Charter Cir Unit 114, Ossining, NY 10562

    $245,500 Sold May 30, 2025

    • 900 Sq Ft
    • $273/SF
    • 43 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1961

    114 Charter Cir Unit 114, Ossining, NY 10562

    This is a Fannie Mae Homepath property and First Look applies to this home. This is a completely renovated Townhouse style two bedroom and 1.5 bath unit in a gorgeous and quiet park-like setting. Extremely bright unit with a serene view in the complex. Facing a nice spring with lots of lush gardens around. The duplex unit has been completely renovated. Hardwood floors as seen throughout the

    Dorothy Botsoe Dorothy Jensen Realty, Inc.

    114 Charter Cir Unit 114, Ossining, NY 10562
  • /32

    $579,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    21 Calam Ave, Ossining, NY 10562

    Welcome to 21 Calam Avenue! Picture yourself unwinding on your front porch with your morning coffee. This charming Bungalow, a true example of 1920s craftsmanship, is a treasured piece of Ossining's architectural history. This is A Sears, Roebuck and Co. home and is one of 102 homes originally built in Ossining between 1908 and 1939. This home truly has it all, featuring a convenient main floor

    Carol Marrone Christie's Int. Real Estate

    21 Calam Ave, Ossining, NY 10562
  • 129 S Highland Ave Unit 2C5, Ossining, NY 10562

    $150,000 Sold May 22, 2025

    • 750 Sq Ft
    • $200/SF
    • 76 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1962

    129 S Highland Ave Unit 2C5, Ossining, NY 10562

    Welcome to this spacious and meticulously updated 1 bedroom,1 bath coop in Highland Terrace! The apartment is very quiet, situated on the top floor, far from the street, with great views toward the Croton Aqueduct. This renovated and freshly painted apartment offers a large living room with windows facing east and south, a west facing bedroom with a double door closet and a foyer with a double

    Mavra Mita Howard Hanna Rand Realty

    129 S Highland Ave Unit 2C5, Ossining, NY 10562
  • /39

    $575,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,588 Sq Ft

    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
  • 36 2nd Ave, Ossining, NY 10562

    $469,999 Sold May 20, 2025

    • 896 Sq Ft
    • $525/SF
    • 7 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1959

    36 2nd Ave, Ossining, NY 10562

    Tons of potential to build equity with this 3 bedroom 2 bath home in desirable section of Ossining. Make it your own and have the vision to revive this home on this great lot and quiet street. Close to all forms of transportation, schools and shopping; it’s a great investment opportunity. Come check it out today.

    Stephen Mele Houlihan Lawrence Inc.

    36 2nd Ave, Ossining, NY 10562
  • /29

    $480,000

    • 2 Beds
    • 2.5 Baths
    • 1,384 Sq Ft

    8 Knoll View, Ossining, NY 10562

    Welcome to 8 Knoll View—a spacious, sun-filled townhome offering exceptional value just minutes from the Hudson River. Set in Ossining’s sought-after Liberty Knoll community, this well cared for home features large windows, an updated kitchen, and a finished basement. Enjoy amenities such as a pool—without having to maintain it yourself!The main floor offers hardwood floors, an

    Melissa Colabella Compass Greater NY, LLC

    8 Knoll View, Ossining, NY 10562
  • 121 S Highland Ave Unit 3C, Ossining, NY 10562

    $129,000 Sold May 20, 2025

    • 750 Sq Ft
    • $172/SF
    • 27 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1964

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

    Incredible value! This is a wonderful one bedroom home, with three generously sized closets, and excellent potential for a fourth. The expansive, combined dining and living areas face east, thus the home is bathed in natural light. Original hardwood floors throughout. The kitchen is airy and spacious, with a south-facing river view! Large bedroom with two exposures gives this corner unit a

    Laura Ionata Corcoran Legends Realty

    121 S Highland Ave Unit 3C, Ossining, NY 10562
  • /22

    $225,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    129 S Highland Ave Unit B6, Ossining, NY 10562

    Welcome to Highland Terrace, 129-1 Unit B6, a spacious 2 bedroom, I bath in a beautiful complex, garden style top floor unit. This unit is on lower back side of the complex, pet friendly, close to shopping, restaurants, bus & train transportation.Kitchen/livingroom features addtional seating on either side, dining area in foyer, spacious livingroom with recessed lighting. Both bedrooms &

    Elizabeth Kamp Kane & Associates

    129 S Highland Ave Unit B6, Ossining, NY 10562
  • 135 S Highland Ave Unit B4, Ossining, NY 10562

    $225,000 Sold May 16, 2025

    • 975 Sq Ft
    • $231/SF
    • 16 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1962

    135 S Highland Ave Unit B4, Ossining, NY 10562

    Welcome to this beautiful, warm, and charming two-bedroom updated coop. This home has new carpet, wood floors, and sleek stainless steel appliances all in 2023. The primary bedroom is spacious and bright, with a large closet. The second bedroom is currently being used as a den/home office. The unit has plenty of windows filling the living space with plenty of natural sunlight. It is set

    Raymond Lopez Howard Hanna Rand Realty

    135 S Highland Ave Unit B4, Ossining, NY 10562
  • /50

    $650,000

    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    23 Ann St, Ossining, NY 10562

    TWO FAMILY HOME - HIGHEST AND BEST- Monday June 23 by 5PM. OPEN HOUSE 6/22 11;00 to 1:00 100% renovation. Quality materials and workmanship. First level has 2 Br, second floor has 2 large Br and one small one. The attic is a big walk up finished storage area. Newer boiler and oil tank. Short walk to everything that makes Ossining a great place to live. Coffee Shops,

    Eric Schatz Schatz Realty Group

    23 Ann St, Ossining, NY 10562
  • 19 High Ridge Rd, Ossining, NY 10562

    $850,000 Sold May 15, 2025

    • 2,715 Sq Ft
    • $313/SF
    • 15 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1996

    19 High Ridge Rd, Ossining, NY 10562

    There is something special about Mystic Pointe, as you enter the gates you will see that it is a place like no other. 19 High Ridge Road, a tri-level Biscayne end model is in the heart of Mystic near the end of a cul-de-sac. It offers a light filled main-level layout with an updated kitchen, a living-dining space with a wood-burning fireplace, plus sliding glass doors to the extended deck, an

    Gay Marglin Houlihan Lawrence Inc.

    19 High Ridge Rd, Ossining, NY 10562
  • /46

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft

    705 Briarcliff Dr S, Ossining, NY 10562

    Enjoy carefree living…Embrace comfort and convenience living in this large two-bedroom, two-full bath condominium in the desirable Briarcliff Woods community in prime northern Ossining location. Enjoy breathtaking views from this light and bright, spacious upper-level END UNIT with southern exposure. Features include beautiful hardwood-look laminate flooring, recessed ceiling lighting, formal

    Cindy Cassuto Corcoran Legends Realty

    705 Briarcliff Dr S, Ossining, NY 10562
  • 88 Broadway Unit 2, Ossining, NY 10562

    $550,000 Sold May 12, 2025

    • 1,226 Sq Ft
    • $449/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1820

    88 Broadway Unit 2, Ossining, NY 10562

    Too cool for school! A must-see converted 1820s schoolhouse! Historical exterior details lead to a modern, bright, Tribeca loft-style 3-bedroom unit that has been beautifully renovated. You need to see it to experience the “WOW” factor. It features 12' ceilings, oversized windows, refinished hardwood floors, gorgeous primary and hall baths, an eye-popping elevated kitchen that overlooks the

    Marc Meisel Oxford Property Group USA

    88 Broadway Unit 2, Ossining, NY 10562

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