Ossining Homes under $750,000

Welcome to Ossining, New York – a charming riverside town nestled in the heart of Westchester County. With its rich history, vibrant community, and stunning views of the Hudson River, Ossining offers a unique blend of suburban tranquility and urban convenience. Just a short commute from New York City, this picturesque locale is perfect for families, young professionals, and anyone looking to enjoy a peaceful lifestyle without sacrificing access to the excitement of the city.

Ossining is renowned for its beautiful parks, including the scenic Louis Engel Waterfront Park, where you can enjoy leisurely strolls, picnics, and breathtaking sunsets over the river. The town is also home to a thriving arts scene, with local galleries and theaters showcasing the talents of its residents. With a variety of dining options, from cozy cafes to fine dining establishments, you’ll never run out of places to explore and enjoy.

For those looking to purchase a home in Ossining, you’ll be delighted to find an array of properties available for under $750,000. Whether you’re searching for a charming single-family home with a spacious yard, a modern townhouse with contemporary amenities, or a cozy condo with river views, Ossining has something for everyone. The real estate market here offers great value, making it an ideal choice for first-time homebuyers and those seeking to invest in a growing community.

Discover the charm of Ossining and find your dream home in this welcoming town, where community spirit and natural beauty come together to create a truly special place to live.

Newest Ossining Homes under $750,000

$499,000

2 Beds ⋅ 3 Baths ⋅ 1064126 MLS

Welcome to 53 Hudson Watch, a 2-bedroom, 2.5-bath townhouse with an attached garage and 1,629 square feet of well-planned living space in one of Ossining’s most desirable communities. This is a wonderful opportunity to make a home your own in a setting with resort-style amenities and a true sense of community. The main level is designed for both everyday living and easy entertaining. The eat-in kitchen anchors the home, while the sunken living room with a wood-burning fireplace makes a warm and inviting place to gather on cool evenings. Step outside to your private stone patio, a serene spot for morning coffee, weekend grilling, or winding down at the end of the day. A convenient half bath and an open den/office area with a charming window seat complete the first floor, ideal for working from home, a reading nook, or a homework station. Upstairs, the bedroom level offers comfort and convenience, including laundry right where you need it. The primary suite is a true retreat, featuring an en-suite bath with a whirlpool tub and freestanding shower, a spacious walk-in closet, and a private balcony that gives you a second outdoor space of your own. A second bedroom and a second full bath complete the upper level, offering great flexibility for guests or additional workspace. A brand-new water heater and central air add peace of mind and year-round comfort, and the attached garage brings everyday convenience. Life at Hudson Watch extends well beyond your front door. Residents enjoy a community swimming pool, tennis and pickleball courts, and beautifully landscaped grounds in an elevated setting with Hudson River views from the complex. Commuters will appreciate being just 1.1 miles from the Ossining Metro-North Hudson Line station, with downtown Ossining’s waterfront, restaurants, and shops close by. Whether you’re a first-time buyer, ready to downsize, or simply looking for comfortable, convenient living with room to spread out, this home offers a great blend of space, amenities, and location. Bring your vision, add your personal touches, and make it yours.

53 Hudson Watch Drive, Ossining

131 -2 S Highland Avenue Unit #A 5, Ossining

$160,000

1 Beds ⋅ 1 Baths ⋅ 1064424 MLS

Beautifully Updated One-Bedroom Co-op in Ossining Welcome to this charming and beautifully updated one-bedroom, one-bath co-op located on the second floor. Enter into spacious foyer perfect for a variety of uses, such as work space, dining, or reading nook. The updated kitchen features gorgeous white cabinetry, granite countertops, and a butcher-block breakfast bar, perfect for casual dining and entertaining. The kitchen opens to a spacious living room, creating a welcoming and comfortable living space. The updated bathroom adds a fresh, modern touch, while the generously sized bedroom offers plenty of room to relax and unwind. A wonderful opportunity to own a stylish, move-in-ready home that combines comfort, functionality, and modern updates. Don't miss the chance to make this lovely co-op your own!

131 -2 S Highland Avenue Unit #A 5, Ossining

133-3 S Highland Avenue Unit #5B, Ossining

$220,000

2 Beds ⋅ 1 Baths ⋅ 1065268 MLS

Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A flexible bonus space off the entrance is perfect for a dining nook or home office. Highland Terrace is a pet-friendly complex (up to two pets allowed) offering assigned parking, an outdoor pool, basketball court, and beautifully maintained grounds. Ideally located just minutes from shops, restaurants, parks, and the Ossining and Scarborough Metro-North stations, making commuting to NYC simple and convenient.

133-3 S Highland Avenue Unit #5B, Ossining

$750,000

4 Beds ⋅ 3 Baths ⋅ 1063146 MLS

COME SEE - COME SIGH! Welcome to 30-32 LINCOLN PLACE, OSSINING! This semi-attached Two-Family home offers an excellent opportunity for both owner-occupants & investors. Unit 1 (#32): 2-bedrooms, 1.5-baths Tri-level w/Bsmt Rec rm (add'l 300sf), boasts a new Kitchen w/quartz counters, soft-close cabinetry & stainless appliances. The hardwood floors, wood burning Fireplace, and Deck are amenities to this apartment's appeal. Unit 2 (#30)This upper level apartment has 2 Bedrooms & 1 bath, hardwood flooring, and will be a good source of income too. The 2Car Garage, plus off-street parking for four vehicles - is value added. Separate Unit Entry points, two Laundry areas, and ample storage all included. Three short blocks to Village Center, shops, public transportation, parks & Metro North Railroad station. Taxes don't reflect potential STAR savings $1390/yr.

30-32 Lincoln Place, Ossining

7-10 Briarcliff Drive S Unit #10, Ossining

$330,000

1 Beds ⋅ 1 Baths ⋅ 1058862 MLS

Charming First Floor, One-Bedroom, One Bath Condo in the desirable Briarcliff Woods, where comfort, convenience and a relaxed lifestyle come together! This inviting one-bedroom, one bath condominium offers an excellent opportunity to enjoy easy living in a beautifully landscaped, park-like community. The generously-sized living room has sliding doors to a private patio. Ideally situated in Ossining, Briarcliff Woods provides convenient access to shopping, dining, parks, major roadways and the Croton Harmon Metro-North Station. The complex provides a Jitney to the station for further convenience. Don't miss this outstanding opportunity to make Briarcliff Woods your new home and enjoy easy living with wonderful amenities, such as the large community pool with a club house that offers saunas, a kitchen and bathroom which can be reserved for your private functions as well as tennis and basketball courts.

7-10 Briarcliff Drive S Unit #10, Ossining

$649,999

3 Beds ⋅ 2 Baths ⋅ 1056951 MLS

Welcome to this charming split-level home nestled on a spacious, private half-acre lot on desirable Cedar Lane. Combining functional multi-level living with scenic Hudson River backdrop vistas, this property delivers an inviting blend of tranquility and contemporary updates. The open-concept layout features a bright and airy feel, highlighted by a cozy fireplace and large windows in the living room where you can relax and watch fabulous sunsets with a river view. Three well proportioned bedrooms offer comfortable retreats with ample closet space and natural light. Step outside to discover a truly beautiful, expansive yard ideal for gardening, outdoor entertaining, or relaxing while taking in the serene natural surroundings. Presenting an incredible opportunity to bring your design vision to life and add personal value over time, this exceptional property brings together scenic tranquility and everyday convenience. The location is just as impressive, less than 5 minutes to the Croton-Harmon and 7 minutes from Ossining Metro-North stations, with easy highway access and nearby gems like Teatown Nature Preserve, Cedar Lane Park, and the Hudson River, plus local shops and restaurants.

106 Cedar Lane, Ossining

$599,000

3 Beds ⋅ 2 Baths ⋅ 1056438 MLS

Enjoy beautiful Hudson River views from the spacious deck of this move-in-ready ranch, ideally situated on a quiet, tree-lined residential street in Ossining. Offered for sale for the first time by its original owner, this 3-bedroom, 1.5-bath home features comfortable one-level living and has just been freshly painted inside and out, with refinished hardwood floors and new carpeting throughout all carpeted areas. The updated kitchen features stone countertops and ceramic tile flooring and flows seamlessly into the dining room, where sliding glass doors open to the deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while taking in the river views. The finished basement provides substantial additional finished space with plenty of flexibility for a family room, recreation area, home office, or a combination of uses. A doorway offers convenient access to the backyard, while the lower level also includes a half bath, laundry and utility areas, a workshop, additional storage, and access to the one-car garage. According to a CubiCasa floor plan, the home measures approximately 1,864 square feet in total, including approximately 1,128 square feet on the main level and 736 square feet on the lower level. These measurements exclude the garage, entry porch, and deck. Public records reflect 1,140 square feet of living area and separately reference a 390-square-foot recreation room. Set on a private, tree-surrounded .26-acre lot, the property also features a driveway with parking for 3–4 cars. Conveniently located just minutes from the Croton-Harmon train station, with easy access to Route 9A and the Taconic State Parkway, the home is also close to shopping, a supermarket, a gym, and Croton Point Park. A wonderful opportunity to enjoy Hudson River views, versatile living space, and the ease of ranch-style living in a convenient Ossining location!

7 Meadowbrook Drive, Ossining

$469,000

1 Beds ⋅ 2 Baths ⋅ 1061876 MLS

Welcome to Eagle Bay, a gated community on the Hudson River. Minutes to Croton Train Station. Recently renovated townhouse has everything you want. The light and bright first floor has an open floor plan and includes a living room with high ceilings/skylight/fireplace and sliders to a large private deck. Large kitchen with stainless steel appliances, washer-dryer closet, large formal dining room- hallway leads to the main bedroom with a walk-in closet and bathroom. The 2nd floor, which includes an additional bedroom/office loft area with a skylight, full bathroom and (the biggest walk-in closet I have ever seen in a townhouse). Unit has central air. Heat is supplied by the Condo (so you have no boiler to worry about) and each unit pays a % per month One detached garage space plus an additional assigned spot #91. Complex features- pool, tennis & basketball courts, clubhouse, gym, gated community etc. Unit also for rent at $3,800. There is an ongoing assessment in the amount of $81 per month.

1408 Eagle Bay Drive, Ossining

$599,000

2 Beds ⋅ 2 Baths ⋅ 1061081 MLS

Welcome to 125 Whitetail Circle, a beautifully renovated 2-bedroom, 1.5-bath townhouse offering the perfect blend of modern updates, comfort, and convenience. Thoughtfully refreshed and move-in ready, this inviting home features a stylish interior and a functional layout designed for easy everyday living and effortless entertaining. The spacious living area provides a welcoming place to relax, while the updated kitchen offers a fresh, modern feel. Upstairs, two comfortable bedrooms provide peaceful retreats, complemented by a full bath, with an additional half bath on the main level adding convenience for guests. Enjoy a low-maintenance lifestyle in a desirable Ossining community, conveniently located near shopping, dining, parks, and transportation. Whether you're a first-time buyer, downsizing, or looking for a turnkey home, this renovated townhouse is an opportunity you won't want to miss!

125 Whitetail Circle, Ossining

$675,000

1 Beds ⋅ 3 Baths ⋅ 1059886 MLS

This is an absolute gem: Welcome to 113 Woods Brooke Circle, a beautifully designed contemporary townhouse at sought-after "The Woods" development in the Hudson Valley, Westchester County. This rare "A" unit with Lower Level is surrounded by tranquility with both a DR balcony deck and patio (with gardens) for easy enjoyment of the outdoors. Recently painted, you will adore the cheery vibe, open concept and spaciousness that spans across three living levels. This bright, fabulous home has been impeccably maintained and lives like a 2 Bedroom with the additional rooms and guest spaces on both the second floor and lower level totaling about 1750 square feet. Kitchen and all bathrooms have been thoughtfully updated with high-end materials. And when temps start to fall, the pretty, custom-designed LR fireplace will keep you warm and happy. Upstairs has a lovely Primary Bedroom en-suite with gorgeous spa-like bathroom that includes subway tiles, shower/jetted tub, porcelain sink, crafted beadboard and tiled flooring. Bedroom closets are fitted with shelves for easy organizing. A bright additional room can be used as an office, exercise room or nursery. Plus another large closet is fantastic for storage. There are pretty touches everywhere! A French Door from the first floor leads to the roomy lower level - Guest room, large playroom/office area with fitted closet. And with the Full Bathroom that features a tiled shower and colorful whimsical porcelain sink, this level is a happy option for guests, in-laws, visiting friends or relatives. Sliders lead outside to a private Patio. Other highlights: Garage includes 2 "Monster Racks" custom shelving to hold 300 and 500 pounds each. LG Stainless Refrigerator replaced 2024; Touch faucet and filtered water in kitchen. Quartz Kitchen counters. Recessed lighting. Separate Pantry. "The Woods" amenities include Pool, Tennis/pickleball and is pet-friendly. Tucked away but close enough to highway and train station to get to your destination quickly. Nearby Croton Train Station is just a 50 minute ride along the gorgeous Hudson River to Grand Central/NYC. Close to the Hudson for boating/water sports, championship golf, shopping, restaurants, music, hiking, West Point, more. Come take a look before this beauty is gone!

113 Woods Brooke Circle, Ossining

$649,999

3 Beds ⋅ 2 Baths ⋅ 1060945 MLS

Located in a neighborhood rooted in local history and connected to the Native American heritage of the Hudson Valley, 24 Seneca Road is surrounded by streets whose names pay homage to various Native American tribes and communities. The historic character of the area adds another layer of distinction to the setting, connecting the neighborhood to the region’s deeper roots and the history that shaped the Hudson Valley. Immersed in approximately 1,567 square feet of living space, this property accentuates 3 bedrooms, 1 full bathroom, and 1 half bathroom. Hardwood flooring extends from the main level up the staircase and throughout the second floor, providing a warm foundation for the next owner to build upon and make their own. The detached garage adds another layer of versatility, offering numerous possibilities beyond parking. Use it for your vehicles, additional storage, a home gym, workshop, creative studio, or a dedicated space to pursue your desired hobbies. This home will give you the best of the Hudson Valley lifestyle with a residential setting that has easy access to Ossining’s vibrant downtown, Hudson River waterfront, scenic trails, Metro-North, local restaurants, and year-round community amenities. From enjoying brunch at The Tasty Table to dinner at Flames Bar and Grill, there are plenty of opportunities to enjoy the local dining scene. Golf enthusiasts can take advantage of nearby courses, including Trump National Golf Club Westchester and Hudson Hills Golf Course. Ideally located less than 7 minutes from the Ossining Metro-North Station and can be in Grand Central Terminal in under 1 hour. The home is ready for a new owner with vision and creativity to reimagine the interior and bring its full potential to life. Whether you're looking to create a personalized residence, undertake a thoughtful renovation, or transform the space to suit your own style, this property offers a great canvas for your ideas.

24 Seneca Road, Ossining

$450,000

2 Beds ⋅ 2 Baths ⋅ 1059219 MLS

Welcome to this beautiful, move-in-ready pet-friendly townhome in the desirable Liberty Knoll community! Featuring a thoughtfully designed open-concept kitchen with abundant natural light, this home offers spacious living areas, comfortable bedrooms, and a finished basement with an inviting entertainment/family room, office, or playroom. The roof and HVAC system were updated in 2021, adding comfort and peace of mind for years to come. Enjoy seamless indoor-outdoor living, tranquil surrounding grounds, and fantastic community amenities, including a swimming pool, clubhouse, and playground. Ideally located near Metro-North stations, with a weekday reimbursement program for transportation to Scarborough Station, as well as major highways, local shops, and dining. Move right in and enjoy everything this Westchester gem has to offer!

21 Knoll View, Ossining

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Ossining Homes under $750,000

Newest Ossining Homes under $750,000

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