1,793

Westchester, NY Homes

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  • /50

    $1,450,000

    • 6 Beds
    • 7 Baths
    • 4,495 Sq Ft

    9 Gualtiere Ln, Ossining, NY 10562

    Panoramic Hudson River Views | Custom Architecture | Resort-Style Amenities |Discover an extraordinary sanctuary, where every detail has been carefully curated to create an unparalleled living experience. This architecturally stunning residence seamlessly blends sophisticated design with the natural beauty of its coveted river view location.Make a memorable entrance through the property’s

    Irina Fiorella Coldwell Banker Realty

    9 Gualtiere Ln, Ossining, NY 10562
  • /15

    $2,299 - $3,195 per month

    WaterView Living

    1 - 2 Beds

    42 Cedar Ln, Ossining, NY 10562

    Waterview Living, located in Ossining NY, offers beautiful views of the Hudson River, with updated apartments and wonderful amenities. The property is situated between major highways, easy access to Metro North, and a short distance from the bustling downtown area of Ossining. There is much to do and see in this historic Rivertown. With local restaurants and the Sing Sing Kill Brewery downtown,

    42 Cedar Ln, Ossining, NY 10562
  • 4 Hudson Watch Dr, Ossining, NY 10562

    $643,500 Sold Aug 13, 2025

    • 1,661 Sq Ft
    • $387/SF
    • 18 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    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
  • /49

    $635,000 Pending

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

    193 Woods Brooke Cir, Ossining, NY 10562

    Stunning townhouse at The Woods; one of Ossining's most popular communities. This condo has it all; space, light and recent, high-end updates. Plus, it lives like a three bedroom unit because it has an enclosed second floor loft. The open concept first floor has a beautiful kitchen that has been totally reconfigured to give you the maximum cabinet and counter space while still providing you with

    Diane Silverman Keller Williams NY Realty

    193 Woods Brooke Cir, Ossining, NY 10562
  • /11

    $4,100 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Apartment for Rent

    193 Chappaqua Rd, Briarcliff Manor, NY 10510

    One of a kind- 2 bedroom 2 bath lives like a single family, garage long driveway, enjoy the private patio & large yard. Recently renovated & freshly painted. A true gem

    Lisa Omboni Main Source Realty, Ltd.

    193 Chappaqua Rd, Briarcliff Manor, NY 10510
  • 17 Spring Pond Dr, Ossining, NY 10562

    $712,777 Sold Aug 08, 2025

    • 1,902 Sq Ft
    • $375/SF
    • 16 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1985

    17 Spring Pond Dr, Ossining, NY 10562

    The Hamlet on Spring Pond offers a wonderful lifestyle for someone who loves peace, tranquility, easy, carefree maintenance, and great convenience. The desirability of the location alone is a rare attribute in the world of condo living. This home, being a corner unit on a cul-de-sac, provides you with quietude and privacy. Spring Pond consists of 81 townhouses where in the summertime you’ll

    Mary Case Friedner Corcoran Legends Realty

    17 Spring Pond Dr, Ossining, NY 10562
  • /31

    $849,800

    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    175 Chappaqua Rd, Briarcliff Manor, NY 10510

    Beautiful home on .83acre is a pure gem. Magnificent tiered landscaped rear is a literal "Garden of Eden" which stretches so far back one thinks one is on a nature walk. This beautiful yard is very inexpensive to maintain. Flowers growing in rear are all perennials that come up every year. Besides this priceless piece of land, this white brick home with black trim is consistent with the style of

    Kathleen Zaccagnino Rye Port Real Estate, Inc.

    175 Chappaqua Rd, Briarcliff Manor, NY 10510
  • /17

    $2,950 - $5,500 per month

    Parth Knolls Apartments

    1 - 2 Beds

    87 Hawkes Ave, Ossining, NY 10562

    CONTACT US DIRECTLY, NO BROKER FEE!!! WESTCHESTER MAGAZINE BUILDER AWARD FINALIST FOR BEST LUXURY MULTIFAMILY PROPERTY- PARTH KNOLLS is Luxury at your Leisure with the look and feel of single-family home living. Most apartments feature a study, which is perfect for your home office. Onsite indoor and assigned outdoor parking, spacious oversized units, In-unit full-sized Washer & Dryer in your

    87 Hawkes Ave, Ossining, NY 10562
  • 25 Tappan Terrace, Briarcliff Manor, NY 10510

    $577,500 Sold Aug 07, 2025

    • 1,673 Sq Ft
    • $345/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    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
  • /38

    $950,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    10 Wyche Way, Ossining, NY 10562

    Make this fabulous custom-built three bedroom, two and a half bath Center Hall Colonial set in a quiet cul-de-sac neighborhood with beautiful expansive front property your new home. The house features a double story entry foyer, formal living and dining rooms, updated powder room (with vessel sink), and a beautifully updated eat-in kitchen (with granite countertops, center island and stainless

    Cindy Cassuto Corcoran Legends Realty

    10 Wyche Way, Ossining, NY 10562
  • /15

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • House for Rent

    2 Blue Lantern Rd, Briarcliff Manor, NY 10510

    Sprawling 3 bedroom 2 bath high ranch with large family room ,spacious yard ,2 car garage , skylights, just a few steps to the park, restaurants & more.

    Lisa Omboni Main Source Realty, Ltd.

    2 Blue Lantern Rd, Briarcliff Manor, NY 10510
  • 122 Whitetail Cir, Ossining, NY 10562

    $581,000 Sold Jul 31, 2025

    • 1,294 Sq Ft
    • $449/SF
    • 10 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1985

    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
  • /39

    $749,900 Open Sat 11AM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft

    6 Leawood Dr, Briarcliff Manor, NY 10510

    Nestled on a quiet, tree-lined cul-de-sac in the heart of sought-after Briarcliff Manor, this beautifully maintained 3-bedroom, 2-bath split-level home offers comfort, style, and flexibility for modern living. Walk in to the open living room/dining room as it wraps around to the kitchen. Harwood floors throughout, dining room leads to the deck. Offering peace and quiet after a long day.Step into

    Kimberly Cacace Howard Hanna Rand Realty

    6 Leawood Dr, Briarcliff Manor, NY 10510
  • 246 Horseshoe Cir, Ossining, NY 10562

    $770,000 Sold Jul 29, 2025

    • 2,731 Sq Ft
    • $282/SF
    • 19 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    246 Horseshoe Cir, Ossining, NY 10562

    Welcome to this beautifully maintained end-unit townhouse-style condo offering the perfect blend of space, style, and convenience! This bright and spacious 2-bedroom, 2.5-bath home features a 2-car attached garage and a thoughtfully designed floor plan. The main level boasts a welcoming living room with a cozy fireplace, a formal dining room, and a den—ideal for a home office or library. The

    Mary Ann Tighe Houlihan Lawrence Inc.

    246 Horseshoe Cir, Ossining, NY 10562
  • /39

    $585,000

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

    12 Brooke Hollow Ct, Ossining, NY 10562

    Enjoy relaxing on your private patio overlooking the spectacular gardens of the The Woods, or take a walk on the pathways and find a seat among the flowers. This is truly one of the most special locations in this highly desirable condo complex. The first floor features a large kitchen, dining room, half bath and living room with a fireplace. The second floor is where you will find the primary

    Margaret McMullen Keller Williams NY Realty

    12 Brooke Hollow Ct, Ossining, NY 10562
  • 162 Club Ct, Ossining, NY 10562

    $650,000 Sold Jul 21, 2025

    • 1,616 Sq Ft
    • $402/SF
    • 14 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    162 Club Ct, Ossining, NY 10562

    Beautifully maintained townhouse with water views in sought after Fox Hill complex. The main level features a powder room near the entry way, a bright living room with large windows, and a cozy wood burning fireplace which flows seamlessly into the dining area with a sliding glass door to a private expansive deck with pond views. The eat in kitchen boasts stainless steel appliances, granite

    Eric Stein RE/MAX Distinguished Hms.&Prop

    162 Club Ct, Ossining, NY 10562
  • /36

    $725,000

    • 3 Beds
    • 1.5 Baths
    • 1,689 Sq Ft

    4 Redway Rd, Ossining, NY 10562

    A lovely Raised Ranch sitting on a quiet cul-de-sac, 4 Redway is a welcoming home on a level lot with an open floor plan. This charming 3 bedroom Raised Ranch with one full bath on the main level and a powder room on the lower level is perfect flow for entertaining. The roomy lower level features a wood burning fireplace, laundry room, powder room and easy access to the 2 car garage. The

    Maureen Verre Houlihan Lawrence Inc.

    4 Redway Rd, Ossining, NY 10562
  • 9 Studio Hill Rd, Briarcliff Manor, NY 10510

    $828,000 Sold Jul 11, 2025

    • 1,796 Sq Ft
    • $461/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    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
  • /33

    $549,000

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

    19 Hudson Watch Dr, Ossining, NY 10562

    Welcome to this well-maintained residence designed for comfort, functionality, and year-round living. Step inside to an airy entry foyer with a skylight, tile flooring, and a spacious walk-in closet. A bright home office with recessed lighting makes working from home easy, while a convenient powder room adds everyday functionality. The eat-in kitchen flows into the dining room with hardwood

    Suzan Zeolla Houlihan Lawrence Inc.

    19 Hudson Watch Dr, Ossining, NY 10562
  • 43 Ganung Dr, Ossining, NY 10562

    $850,000 Sold Jul 11, 2025

    • 1,767 Sq Ft
    • $481/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    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

    Deirdre Coffey Compass Greater NY, LLC

    43 Ganung Dr, Ossining, NY 10562
  • /37

    $699,999

    • 2 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    201 Horseshoe Cir, Ossining, NY 10562

    MOVE-IN-READY – nothing to do but unpack! Absolutely stunning & rare end unit in desirable Fox Hill community, C model townhome, with 2-car garage and finished basement. This home boasts hardwood floors throughout, a white gourmet kitchen w/quartz countertops & stainless-steel appliances, offering a brand new refrigerator, recessed lighting, and 2.5 updated bathrooms. Main level offers a

    Elvira Aloia Corcoran Legends Realty

    201 Horseshoe Cir, Ossining, NY 10562
  • 222 Woods Brooke Cir, Ossining, NY 10562

    $580,000 Sold Jun 26, 2025

    • 1,390 Sq Ft
    • $417/SF
    • 16 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1983

    222 Woods Brooke Cir, Ossining, NY 10562

    Welcome to this sun drenched 2 story Townhome in the very desirable "The Woods Of Westchester" offering both tranquility and vibrant community living. The main level welcomes you with an Entry Foyer, which leads into the eat-in-kitchen with quartz counter tops, stainless steel appliances and a pass through to living room with corner fireplace. Dining room boasts sliding glass doors opening on to

    Lena O'Neill Howard Hanna Rand Realty

    222 Woods Brooke Cir, Ossining, NY 10562
  • /2

    $195,000

    • Land
    • 1.69 Acres
    • $115,385 per Acre

    7 Hawkes Ave, Ossining, NY 10562

    Partially wooded 1.69 acre lot in Ossining.

    Anthony Matra Hudson Edge Real Estate LLC

    7 Hawkes Ave, Ossining, NY 10562
  • 5 Sleator Dr, Ossining, NY 10562

    $800,000 Sold Jun 25, 2025

    • 2,001 Sq Ft
    • $400/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    5 Sleator Dr, Ossining, NY 10562

    Welcome to 5 Sleator Drive in Ossining! Pristine, no-step Ranch on a desirable cul-de-sac neighborhood. This bright three bedroom, two bath home is easy, one level living. Set on level, usable .46 acres of parklike property with professional landscaping and fenced yard. Updated kitchen with cherry cabinets, SS Appliances, granite countertops and recessed lighting, Living Room with Limestone

    Bruce Banks Coldwell Banker Realty

    5 Sleator Dr, Ossining, NY 10562
  • /30

    $599,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    175 Horseshoe Cir, Ossining, NY 10562

    Welcome to Fox Hill! This generously sized 2-bedroom, 2.5-bath townhouse with a versatile loft/den is located in one of the area’s most desirable developments. The bright eat-in kitchen features granite countertops, wood cabinetry, and stainless steel appliances. The open layout seamlessly connects the dining room to the living room with wood burning fireplace. Enjoy the large deck with just a

    Mary Ann Tighe Houlihan Lawrence Inc.

    175 Horseshoe Cir, Ossining, NY 10562
  • 14 Reeback Dr, Ossining, NY 10562

    $878,000 Sold Jun 17, 2025

    • 3,590 Sq Ft
    • $245/SF
    • 19 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1968

    14 Reeback Dr, Ossining, NY 10562

    This sun-drenched, picture-perfect 5-bedroom, 3.5 bath colonial is ideally situated on a beautiful, tree-lined street. Truly turn-key and ready for you to move right in! Step inside and you're greeted by a gracious foyer. To the right, an expansive dining room comfortably seats 10 or more-perfect for hosting holidays or intimate dinner parties. To the left, a spacious living room floods with

    Kathryn Weinberger Compass Greater NY, LLC

    14 Reeback Dr, Ossining, NY 10562
  • /25

    $639,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,012 Sq Ft

    10 Haymont Terrace, Briarcliff Manor, NY 10510

    Nestled in the picturesque town of Briarcliff Manor, this delightful split-level residence offers a perfect blend of comfort and convenience. With a generous 2,012 square feet of living space, this home is ideally situated just moments away from shopping, dining, and beautiful parks. Additionally, the Ossining express train to Manhattan is only 2 miles away, providing easy access to the city for

    Gwen Weiss Keller Williams Hudson Valley

    10 Haymont Terrace, Briarcliff Manor, NY 10510
  • 10 Redway Rd, Ossining, NY 10562

    $815,000 Sold Jun 09, 2025

    • 2,050 Sq Ft
    • $398/SF
    • 19 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1965

    10 Redway Rd, Ossining, NY 10562

    Charming Colonial – Nestled at the end of a quiet cul-de-sac, 10 Redway Road exudes curb appeal with its classic Colonial charm and inviting presence. This spacious 5-bedroom home offers a thoughtfully designed layout, featuring an expanded kitchen, sunlit family room with a cozy wood-burning fireplace, and seamless access to an expansive deck overlooking the large backyard—perfect for outdoor

    Maureen Verre Houlihan Lawrence Inc.

    10 Redway Rd, Ossining, NY 10562

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