Westchester, NY Homes

• 

  

  

  /44

  $525,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  25 Tappan Terrace, Briarcliff Manor, NY 10510

  WHAT AN INCREDIBLE OPPORTUNITY in this absolutely wonderful, four cul-de-sac neighborhood in Briarcliff Manor! Bring your vision to make this house your own!! Enjoy the private, quiet back yard with expansive deck, incredible entertaining area downstairs with door out to the large patio, and classic floor plan on the main level, with hardwood floors and nice flow for everyday life. This desired

  Eric Lebenson ERA Insite Realty Services

  25 Tappan Terrace, Briarcliff Manor, NY 10510
• 

  $380,000 Sold Apr 02, 2025

  • 1,060 Sq Ft
  • $358/SF
  • 35 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1860

  23 Montgomery St, Ossining, NY 10562

  GREAT OPPORTUNITY to own this 2.5-bedroom colonial style home back to its original splendor. Enter to find a bright & sunny living room, formal dining room and kitchen. Upstairs, there are two bedrooms, one den/office space as an extra cozy room and full bathroom. If extra space/storage is needed, this property offers a walk-out basement. Newer hot water tank and above ground oil

  Maria Vele Keller Williams Realty Partner

  23 Montgomery St, Ossining, NY 10562
• 

  Est $537,458 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  60 Croton Dam Rd, Ossining, NY 10562

  60 Croton Dam Rd, Ossining, NY 10562
• 

  

  

  /39

  $649,999 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,661 Sq Ft

  4 Hudson Watch Dr, Ossining, NY 10562

  Welcome to Your Dream Townhome in the Highly Coveted Hudson Watch Community! Experience carefree living in one of Ossining’s most desirable communities—Hudson Watch. Here, the HOA takes care of the beautifully maintained grounds and amenities, so you can focus on what matters most: enjoying life. Say goodbye to mowing the lawn, shoveling snow, or maintaining a pool—this is low-maintenance living

  Melvin Ramos Coldwell Banker Realty

  4 Hudson Watch Dr, 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 $618,682 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,535 Sq Ft

  21 Downey Rd, Ossining, NY 10562

  21 Downey Rd, Ossining, NY 10562
• 

  

  /40

  $349,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,284 Sq Ft

  16 Rockledge Ave Unit 3L-1, Ossining, NY 10562

  Welcome to Scarborough Manor. Million-dollar views from every room of the Hudson River, overlooking the Palisades. Enjoy sailboats and gorgeous sunsets year-round from your outdoor balcony and any window in this unit. Parquet wood floors throughout, huge living room/dining room, office area, kitchen, hallway bath, oversized bedroom, and changing room with closets. Scarborough Manor is a vibrant

  Anna Hawley Howard Hanna Rand Realty

  16 Rockledge Ave Unit 3L-1, Ossining, NY 10562
• 

  $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 $532,888 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,004 Sq Ft

  5 Hawkes Ave, Ossining, NY 10562

  5 Hawkes Ave, Ossining, NY 10562
• 

  

  /21

  $275,000 Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  352 N State Rd Unit 2H, Briarcliff Manor, NY 10510

  Welcome to Briar Hill — Briarcliff Manor’s Premier Co-op Community. Experience effortless, no-step living in this beautifully updated and move-in-ready unit. Step into a welcoming foyer that leads to the updated kitchen featuring granite countertops, stainless steel appliances, and abundant cabinet space. The spacious living room and dining area are filled with natural light and offers serene

  Linda Lyons Howard Hanna Rand Realty

  352 N State Rd Unit 2H, Briarcliff Manor, NY 10510
• 

  $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 $898,686 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,752 Sq Ft

  6 Croton Dam Rd, Ossining, NY 10562

  6 Croton Dam Rd, Ossining, NY 10562
• 

  

  /38

  $875,000 Pending

  • 8 Beds
  • 4 Baths
  • 2,380 Sq Ft

  39 Terrace Ave, Ossining, NY 10562

  Welcome to 39 Terrace Avenue, a well-maintained and versatile three-family property nestled on a 0.20-acre lot in the vibrant Village of Ossining. With a total of 2,380 square feet across three distinct residential units—including a detached rear cottage—this offering is perfect for primary residency AND investors seeking strong income potential and long-term upside.**Unit 1 – First Floor

  James Schunk Schunk Realty Group

  39 Terrace Ave, Ossining, NY 10562
• 

  $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 $823,797 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,356 Sq Ft

  6 Cherry Hill Cir, Ossining, NY 10562

  6 Cherry Hill Cir, Ossining, NY 10562
• 

  

  /20

  $275,000 Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  92 Charter Cir Unit 92, Ossining, NY 10562

  With its neutral color palette, open spaces, and use of natural materials, this home embodies modern farmhouse charm at its finest. Discover the epitome of sophisticated living in this two-bedroom co-op, beautifully updated and situated in the desirable High Meadow complex. This stunning home offers the perfect blend of privacy and elegant design.On the first floor, enjoy an open-concept

  Valerie Cascione Compass Greater NY, LLC

  92 Charter Cir Unit 92, 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 $1,497,608 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 7,390 Sq Ft

  11 Gualtiere Ln, Ossining, NY 10562

  11 Gualtiere Ln, Ossining, NY 10562
• 

  

  /29

  $480,000 Pending

  • 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
• 

  $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 $780,860 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  83 van Cortlandt Ave, Ossining, NY 10562

  83 van Cortlandt Ave, Ossining, NY 10562
• 

  

  /24

  $298,222 Pending

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  95 Charter Cir, Ossining, NY 10562

  If you are looking for an extra large 2 bedroom unit with private entrance and no steps, look no further! This completely updated end unit has the benefits of being on one level, with a sliding door to a private grassy area, along with a front patio, a large laundry room with stackable front loaders in the unit, and an additional bonus room that can be a home office or serve other purposes.

  Mark Seiden Mark Seiden Real Estate Team

  95 Charter Cir, Ossining, NY 10562
• 

  $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 $603,826 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,435 Sq Ft

  64 Hudson Watch Dr, Ossining, NY 10562

  64 Hudson Watch Dr, Ossining, NY 10562
• 

  

  /45

  $1,100,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,876 Sq Ft

  125 Hawkes Ave, Ossining, NY 10562

  A peaceful escape awaits at 125 Hawkes Avenue. Tucked away on two lush acres, this charming Colonial-style home in Ossining welcomes you with warmth and serenity—a perfect full-time haven or relaxing weekend retreat just outside New York City. Outdoors, the property features a picturesque duck pond in the front yard and a fully fenced, private backyard—creating a tranquil oasis ideal for

  Lisa Cassella Compass Greater NY, LLC

  125 Hawkes Ave, 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 $616,380 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  52 Hudson Watch Dr, Ossining, NY 10562

  52 Hudson Watch Dr, Ossining, NY 10562
• 

  

  /44

  $948,000 Pending

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

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562

  Contract is subject to board approval and sellers will continue to show for backup offers. It doesn't get any better than this! You can't find these panoramic, year-round river views, this space and this new condition in Hudson Harbor or NYC for this price!!! One of a kind-completely renovated top-of-the line showpiece home--a huge 3 BR, corner unit with year-round unobstructed Hudson River Views

  Susan Strawgate Code Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 5D-2, 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 $648,000 Not Listed For Sale

  • 1 Bed
  • 2.5 Baths
  • 1,793 Sq Ft

  69 Hudson Watch Dr, Ossining, NY 10562

  69 Hudson Watch 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
• 

  $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 $744,839 Not Listed For Sale

  • 1 Bed
  • 2.5 Baths
  • 1,695 Sq Ft

  66 Hudson Watch Dr, Ossining, NY 10562

  66 Hudson Watch Dr, Ossining, NY 10562
• 

  

  /46

  $1,380,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,680 Sq Ft

  95 Marlborough Rd, Briarcliff Manor, NY 10510

  Leonardo da Vinci once said, "Simplicity is the ultimate sophistication," and the design of 95Marlborough embodies this philosophy perfectly. Its minimalist yet elegant architecture, pairedwith the exceptional craftsmanship of the current owner's restorations, makes this home trulyremarkable. Built in 1952 and designed by the talented female architect Nathalie Swan Rahv, thehouse

  Amy Via Houlihan Lawrence Inc.

  95 Marlborough Rd, Briarcliff Manor, NY 10510
• 

  $567,000 Sold Mar 20, 2025

  • 1,440 Sq Ft
  • $394/SF
  • 34 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1951

  191 Cedar Ln, Ossining, NY 10562

  A rare opportunity awaits in Westchester! Set on nearly an acre, this property is your chance to secure an expansive lot just minutes from the Croton-Harmon Train Station. With easy access to Routes 9 and 9A, the home combines suburban tranquility with unbeatable convenience.Inside, you’ll find updated kitchen and bathrooms featuring modern fixtures and stainless steel appliances, along with a

  Charles Wilson BHHS River Towns Real Estate

  191 Cedar Ln, Ossining, NY 10562
• 

  Est $570,709 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  37 Hudson Watch Dr, Ossining, NY 10562

  37 Hudson Watch Dr, Ossining, NY 10562
• 

  

  /46

  $1,200,000 Pending

  • 3 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
• 

  $550,000 Sold Mar 20, 2025

  • 1,976 Sq Ft
  • $278/SF
  • 43 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1938

  45 Gordon Ave, Briarcliff Manor, NY 10510

  Spacious 4-Bedroom Home with Legal Accessory Apartment and Extra Property Lots. Spacious 4-bedroom, 3-bathroom home, perfectly tucked into a desirable corner lot located within walking distance to public transportation and shops. This property offers the ideal blend of convenience and comfort. The upper level features 3 spacious bedrooms, including a primary bedroom with full bath. There's an

  John Piazza RE/MAX Classic Realty

  45 Gordon Ave, Briarcliff Manor, NY 10510
• 

  Est $578,255 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  32 Hudson Watch Dr, Ossining, NY 10562

  32 Hudson Watch Dr, Ossining, NY 10562
• 

  

  /12

  $225,000 Pending

  • Land
  • 0.99 Acre
  • $227,434 per Acre

  48 Gordon Ave, Briarcliff Manor, NY 10510

  Located on a wooded hilltop in the Briarcliff PO/Ossining area, this property offers the perfect setting for your dream home with electricity and septic on site. Enjoy privacy, natural surroundings, and scenic vistas while still being close to local restaurants, parks, trails, and transportation. Whether you envision a modern retreat or a classic home, this scenic location provides the ideal

  Eric Stein RE/MAX Distinguished Hms.&Prop

  48 Gordon Ave, Briarcliff Manor, NY 10510

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