Ossining, NY Homes

• 

  

  

  /45

  $869,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,365 Sq Ft

  103 Meadow Rd, Briarcliff Manor, NY 10510

  Don’t miss this move-in condition, expansive 5 bedroom, 3 1/2 bathroom ranch home on a quiet residential street in the lovely Chilmark Park neighborhood of Briarcliff Manor. There are two options for Primary Bedroom suites-one on either side of the house. You may want to choose one side for an in-law/family member, office or au pair suite and use the other for yourself. There is an easy flow

  Susan Strawgate Code Houlihan Lawrence Inc.

  103 Meadow Rd, Briarcliff Manor, NY 10510
• 

  

  

  /4

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  74 Wolden Rd, Ossining, NY 10562

  Welcoming second story apartment in a wonderful neighborhood. This 1 bedroom apartment is located in a private home and has on site parking. With a 10 minute walk to town center, and 15 minutes to markets, dining, local library and the railroad this property offers convenience, but also peaceful relaxation off hours. All utilities are paid by the owner.

  74 Wolden Rd, Ossining, NY 10562
• 

  $1,270,000 Sold Apr 01, 2025

  • 2,390 Sq Ft
  • $531/SF
  • 19 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1954

  56 Aspinwall Rd, Briarcliff Manor, NY 10510

  BRIARCLIFF SCHOOLS! Welcome to 56 Aspinwall Rd — a fully renovated 5-bedroom mid-century ranch nestled on a sprawling and private one-acre lot in the heart of Briarcliff Manor!As you enter, a bright and spacious foyer greets you, flowing into an elegant living room anchored by a wood-burning fireplace, featuring recessed LED lighting and a large picture window. You will also notice the

  Greg Kochanov Moda Realty LLC

  56 Aspinwall Rd, Briarcliff Manor, NY 10510
• 

  Est $500,061 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  17 Steven Dr Unit 6, Ossining, NY 10562

  17 Steven Dr Unit 6, Ossining, NY 10562
• 

  

  

  /25

  $525,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,294 Sq Ft

  122 Whitetail Cir, Ossining, NY 10562

  This meticulously maintained townhouse is the perfect place to call home. The inviting floor plan begins with a first-floor entryway, offering convenient access to the one-car garage and newly renovated recreation room—an ideal space for a family room, gym, or cozy retreat. On the second floor, you’ll find an expansive open floor plan. The living room includes a charming fireplace, providing a

  Maura Mcspedon William Raveis Real Estate

  122 Whitetail Cir, Ossining, NY 10562
• 

  

  /5

  $2,500 per month

  • 1 Bath
  • 400 Sq Ft
  • Apartment for Rent

  1123 Pleasantville Rd Unit 2D, Briarcliff Manor, NY 10510

  Luxury rental living in downtown Briarcliff Manor! This brand new construction elevator building is now offering studio, 1 bedroom and 2 bedroom units. A unique boutique-style rental opportunity, with only 8 units available. Unit 2D is a STUDIO apartment featuring an open layout. This unit is bright and sunny thanks to the large windows bringing in natural light. As you step inside, you'll be

  Cord Stahl Compass Greater NY, LLC

  1123 Pleasantville Rd Unit 2D, Briarcliff Manor, NY 10510
• 

  $572,500 Sold Apr 01, 2025

  • 1,404 Sq Ft
  • $408/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1923

  2 Pugsley Place, Ossining, NY 10562

  Great Beginnings! A covered front porch, oak hardwood flooring with hardwood trim accents, and a primary bedroom suite addition on the main living level - are just some of this home's appreciated amenities. The Eat-in-kitchen offers good cabinet storage, a bay window overlooking the side-yard, and a door leading outside. The upper level contains two more bedrooms and a full hallway bathroom. The

  Greg Kane Kane & Associates

  2 Pugsley Place, Ossining, NY 10562
• 

  Est $510,786 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,652 Sq Ft

  324 Chase Ct, Ossining, NY 10562

  324 Chase Ct, Ossining, NY 10562
• 

  

  /20

  $839,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,719 Sq Ft

  2 Highview Rd, Ossining, NY 10562

  Nestled on a picturesque 1-acre corner lot in New Castle, this exquisite sprawling split ranch seamlessly blends comfort with sophistication. Designed for effortless entertaining, it boasts an expansive great room with soaring ceilings, skylights, and a charming wood-burning fireplace. The gourmet eat-in kitchen showcases newly installed quartzite countertops, a sleek cooktop, a wall oven with a

  Lisa Cozzi Westchester Dream Home Realty

  2 Highview Rd, Ossining, NY 10562
• 

  

  /23

  $1,895 per month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  68 Croton Ave Unit 2E, Ossining, NY 10562

  **1 Month Broker Fee**No Pets. Large 1 bedroom apartment for rent. This apt features a walk thru with dining alcove, beautiful hardwood floors, ample closet space and great light. Heat/hot water, cooking gas and 1 assigned parking spot included in the rent. Amazing deal. No Pets. Laundry in building. Will not last. Will rent fast.

  68 Croton Ave Unit 2E, Ossining, NY 10562
• 

  $627,000 Sold Mar 31, 2025

  • 1,460 Sq Ft
  • $429/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1931

  6 2nd Ave, Ossining, NY 10562

  Beautiful colonial home nested in the quiet community of Ossining NY, with easy access to Highways, schools and shopping center. This home boast 3 bedrooms and 2 bathrooms, solid concrete open Patio with stone foundation that leads into large heated sunroom with plenty of natural light, followed by formal Living and Family-room. 1st floor full-bathroom, large eat-in-kitchen with island, that

  Sheldon Wiggins

  6 2nd Ave, Ossining, NY 10562
• 

  Est $370,534 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  10 Nicole Cir Unit 12, Ossining, NY 10562

  10 Nicole Cir Unit 12, Ossining, NY 10562
• 

  

  /26

  $555,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,340 Sq Ft

  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
• 

  

  /13

  $4,500 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  1123 Pleasantville Rd Unit 2A, Briarcliff Manor, NY 10510

  Luxury rental living in downtown Briarcliff Manor! This brand new construction elevator building is now offering studio, 1 bedroom and 2 bedroom units. A unique boutique-style rental opportunity, with only 8 units available. Unit 2A is a two bedroom apartment featuring an open layout. This corner unit is bright and sunny thanks to the large windows bringing in natural light. As you step

  Cord Stahl Compass Greater NY, LLC

  1123 Pleasantville Rd Unit 2A, Briarcliff Manor, NY 10510
• 

  $960,000 Sold Mar 28, 2025

  • 2,397 Sq Ft
  • $401/SF
  • 13 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1970

  116 Schrade Rd, Briarcliff Manor, NY 10510

  This updated and move-in-ready 3-bedroom, 3-bathroom home offers a wealth of features, starting with beautiful hardwood flooring. The updated kitchen boasts ceramic tile flooring, stainless steel appliances, granite countertops, and a stylish ceramic tile backsplash. The open-concept living room flows seamlessly into the dining area and kitchen, making it perfect for entertaining. Relax in the

  Suzan Zeolla Houlihan Lawrence Inc.

  116 Schrade Rd, Briarcliff Manor, NY 10510
• 

  Est $882,988 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,655 Sq Ft

  40 Briarbrook Dr, Briarcliff Manor, NY 10510

  40 Briarbrook Dr, Briarcliff Manor, NY 10510
• 

  

  /21

  $550,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  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
• 

  

  /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
• 

  $725,000 Sold Mar 27, 2025

  • 1,808 Sq Ft
  • $401/SF
  • 81 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1940

  30 Ward Place, Ossining, NY 10562

  Welcome to this charming legal 4-bedroom, 2-bathroom Duplex Home in Ossining, NY that is now available for sale. Situated in a beautiful neighborhood at 30 Ward Pl, this lovely property is perfect for a growing family or rent out 1 unit.This two-story house was built in 1940 and offers a unique blend of classic charm and modern amenities. With an all seasons front porch, ample parking space,

  Luis Morgado HomeSmart Homes & Estates

  30 Ward Place, Ossining, NY 10562
• 

  Est $665,462 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 1,950 Sq Ft

  241 Woods Brooke Cir, Ossining, NY 10562

  241 Woods Brooke Cir, Ossining, NY 10562
• 

  

  /30

  $595,000

  • 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
• 

  

  /13

  $4,250 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  1123 Pleasantville Rd Unit 2B, Briarcliff Manor, NY 10510

  Luxury rental living in downtown Briarcliff Manor! This brand new construction elevator building is now offering studio, 1 bedroom and 2 bedroom units. A unique boutique-style rental opportunity, with only 8 units available. Unit 2B is a one bedroom apartment featuring an open layout and a separate home office or 2nd bedroom. This corner unit is bright and sunny thanks to the large windows

  Cord Stahl Compass Greater NY, LLC

  1123 Pleasantville Rd Unit 2B, Briarcliff Manor, NY 10510
• 

  $845,000 Sold Mar 25, 2025

  • 2,723 Sq Ft
  • $310/SF
  • 13 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  2 Charlotte Ct, Briarcliff Manor, NY 10510

  Enjoy Rosecliff's carefree single family lifestyle with all the benefits and amenities of living in a vibrant gated community. This spacious and impeccably kept Damask model will wow you as this stunning home boasts cathedral ceilings, ornate windows, hardwood floors, skylights, sunken living room with wood burning fireplace, wrap around deck, covered front and back porches, whole house

  Cindy Cassuto Corcoran Legends Realty

  2 Charlotte Ct, Briarcliff Manor, NY 10510
• 

  Est $480,129 Not Listed For Sale

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

  302 Eagle Bay Dr, Ossining, NY 10562

  302 Eagle Bay Dr, Ossining, NY 10562
• 

  

  /29

  $1,323,000

  • 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 Refrig. & 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
• 

  

  /34

  $4,350 per month

  • 3 Beds
  • 1 Bath
  • 1,297 Sq Ft
  • House for Rent

  234 Dalmeny Rd, Briarcliff Manor, NY 10510

  Effortless one-level living in this charming 3 bedroom ranch mere minutes from the best Briarcliff has to offer; downtown shops, restaurants, & schools. Set on a picturesque half-acre next to Trump National Golf Course, this well-maintained home offers modern amenities including cozy radiant heat flooring throughout, a new gas boiler and new dishwasher. Updated hall bathroom and plenty of

  Nancy Beard Houlihan Lawrence Inc.

  234 Dalmeny Rd, Briarcliff Manor, NY 10510
• 

  $1,600,000 Sold Mar 21, 2025

  • 4,727 Sq Ft
  • $338/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1986

  5 Charlotte Ct, Briarcliff Manor, NY 10510

  Gorgeous 4 bedroom, 3.5 bath, 4,700 sq ft home nestled at the end of cul-de-sac inside the sought after Rosecliff community. Featuring soaring 20ft ceilings with 4 skylights, a gorgeous kitchen w/ stainless steel monogram appliances, custom cabinetry and a built-in breakfast area with chandelier. The separate but open dining room blends seamlessly into the large sunken family room with wood

  Jamey Gelardi Houlihan Lawrence Inc.

  5 Charlotte Ct, Briarcliff Manor, NY 10510
• 

  Est $534,418 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,753 Sq Ft

  28 Spring Pond Dr, Ossining, NY 10562

  28 Spring Pond Dr, Ossining, NY 10562
• 

  

  /34

  $2,100,000

  • 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
• 

  

  /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
• 

  $1,332,800 Sold Mar 21, 2025

  • 3,451 Sq Ft
  • $386/SF
  • 26 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1986

  58 Cherry Hill Ct, Briarcliff Manor, NY 10510

  Spacious & light-filled, 5 bed 4.5 bath contemporary, ideal location on quiet cul-de-sac in charming Village of Briarcliff Manor. Grand 2-story foyer leads to Living Room w. wood burning fireplace, glass sliders to large deck, open concept eat-in-kitchen w. island & walk-in pantry. Formal dining room & a beautiful family room w. soaring vaulted ceiling are perfect for entertaining. First fl

  Patty Anker Julia B Fee Sothebys Int. Rlty

  58 Cherry Hill Ct, Briarcliff Manor, NY 10510
• 

  Est $863,302 Not Listed For Sale

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

  5 High Ridge Rd, Ossining, NY 10562

  5 High Ridge Rd, Ossining, NY 10562
• 

  

  /41

  $1,350,000

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  1121 Estates Dr, Ossining, NY 10562

  Discover your dream home at 1121 Estates Drive in Ossining, NY! Nestled on a picturesque 1.8-acre lot, this amazingly renovated gem offers the perfect blend of modern amenities and serene suburban living within the highly sought-after Yorktown School District.Step inside and be captivated by the gleaming, newly refinished hardwood floors and the light-filled, oversized rooms, perfect for

  Annette Cicinelli Keller Williams Realty Partner

  1121 Estates Dr, Ossining, NY 10562
• 

  

  /20

  $3,700 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
• 

  $582,500 Sold Mar 21, 2025

  • 1,584 Sq Ft
  • $368/SF
  • 20 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1962

  112 Old Albany Post Rd, Ossining, NY 10562

  Accepted Offer. A true riverside haven nestled on just under two acres, one hour outside of NYC! This cozy home is located in a serene setting offering breathtaking views and direct water access to the Croton River. The lush grounds lead down to the water where you can launch your kayak for a relaxing day on the water. This charming home features two oversized bedrooms with a tastefully updated

  Samantha McCrory Exit Realty Connections

  112 Old Albany Post Rd, Ossining, NY 10562
• 

  Est $905,268 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,655 Sq Ft

  69 Briarbrook Dr, Briarcliff Manor, NY 10510

  69 Briarbrook Dr, Briarcliff Manor, NY 10510
• 

  

  /47

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 3,122 Sq Ft

  130 Holly Place, Briarcliff Manor, NY 10510

  Welcome to this beautifully maintained Center Hall Colonial, perfectly situated at the end of a peaceful cul-de-sac in Briarcliff Manor. Set on .94 acres of level land, this spacious home offers more than 3,000 square feet above ground, with four generous bedrooms, two and a half baths, and a private main-floor office. From the moment you step inside through the newer steel front door with leaded

  Suzan Zeolla Houlihan Lawrence Inc.

  130 Holly Place, Briarcliff Manor, NY 10510
• 

  

  /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
• 

  $485,000 Sold Mar 21, 2025

  • 1,500 Sq Ft
  • $323/SF
  • 35 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  20 Knoll View, Ossining, NY 10562

  Welcome to 20 Knoll View in the Sparta section of Ossining, bordering Scarborough. This beautifully designed townhouse in the heart of Ossining, offers the perfect blend of comfort, and convenience. This spacious 3-bedroom, 3.5-bathroom home features a thoughtfully laid-out floor plan with modern touches and plenty of space and storage for all your needs.The main level boasts a welcoming

  Erika King YourHomeSold Guaranteed Realty

  20 Knoll View, Ossining, NY 10562
• 

  Est $559,131 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  202 Woods Brooke Ct, Ossining, NY 10562

  202 Woods Brooke Ct, Ossining, NY 10562

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