Ossining, NY Real Estate | Ossining, NY 3 Bedroom Homes for Sale

Large 3-bedroom, 2.5 bath, 2,914 square foot single family colonial home on 54,132 square foot wooded lot. Home is a short drive into town and Hudson train station to Riverdale. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

6 Brookside Lane, Ossining

$3,900

3 Beds ⋅ 2 Baths ⋅ 1045367 MLS

Welcome to this beautiful 3 bedroom apartment located in the heart of Ossining. This unit comes with free heat, free hot water, and 2 free parking spaces in the driveway (an estimated $500 per month value). This updated apartment offers the perfect blend of comfort and convenience. Enjoy the comfort of 3 generously sized bedrooms and 2 well-appointed bathrooms, providing ample space for guests. With 2 dedicated parking spots available, providing secure and convenient access to your home. This rental home is close to local amenities, schools, and parks, making it a perfect choice . Don't miss the opportunity to make this charming Ossining residence your own place to live. Additional Information: ParkingFeatures:2 Car Attached,

6 John Street, Ossining

$610,000

3 Beds ⋅ 2 Baths ⋅ 1044920 MLS

GREAT INVESTMENT OPPORTUNITY — TREMENDOUS UPSIDE POTENTIAL! Calling all investors, contractors, and skilled DIYers! This property presents an excellent opportunity to build equity through renovation and improvements. With the right vision and workmanship, there is significant potential to transform this property into a beautiful home or profitable investment. Bring your tools, ideas, and contractor and take advantage of the opportunity to add substantial value. Whether you're looking to renovate and resell, create a rental property, or build sweat equity for yourself, this property offers plenty of possibilities. Priced with the work in mind and being sold as-is. Don't miss this chance to turn a diamond in the rough into a valuable investment! House is being sold "AS IS" please submit all written offers with proof of funds or pre-approval.

92 Linden Avenue, Ossining

$799,999

3 Beds ⋅ 2 Baths ⋅ 1044028 MLS

Set back from the road and perched high on the hill, this move-in-ready 3-bedroom, 2-bath Raised Ranch offers privacy, scenic views, and a spacious 0.46-acre property with a large, level backyard. The bright and inviting main level features an open-concept living and dining area, an eat-in kitchen, and beautifully refinished hardwood floors throughout. Large windows provide abundant natural light, while the living space is enhanced by a newly added fireplace, creating a warm and welcoming focal point. The kitchen offers a great flow for everyday living and entertaining and includes a new refrigerator. Additional recent improvements include a new high-efficiency A/C heat pump system and a new hot water heater, providing added comfort and efficiency for the next owner. The primary bedroom offers private access to the full hall bathroom, with two additional bedrooms completing the main level. Downstairs, the large finished lower level provides flexible additional living space ideal for a family room, recreation room, home office, gym, or gaming/TV area. It also features a second full bathroom, laundry room, and direct access to the attached two-car garage. Enjoy indoor-outdoor living with dual access to the partially covered oversized deck overlooking the expansive backyard—offering plenty of room for a pool, gardens, play area, entertaining, or outdoor recreation. Conveniently located approximately five minutes from both the Ossining and Croton-Harmon Metro-North stations, providing express service to Manhattan, and close to restaurants, shopping, major thoroughfares, Teatown Lake Reservation, the Hudson River waterfront and marinas. Major updates, move-in-ready condition, refinished hardwood floors, a new fireplace, new A/C heat pump, new hot water heater, and new refrigerator make this home ready for its next owner to simply move in and enjoy.

6 Reeback Drive, Ossining

$865,000

3 Beds ⋅ 2 Baths ⋅ 1033213 MLS

Modern, Lindal Cedar Home! If you are looking for a special, well-built home with privacy but also convenience, this is it! Open floor plan with 3 bedrooms, 2 baths, lots of windows, beamed ceilings, 2-car attached heated garage and rec room/office. Expansive flat yard has room for pool, if so desired. This 2.2-acre property is located just minutes to RR Station and under an hour commute to Manhattan. Also close to major highways and Teatown Preserve for nature hikes and wonderful summer camp for youngsters. Recent improvements are: new roof 2024, driveway, new Trex back deck, above ground oil tank October 2025, AC upgrade March 2025, exterior painted June 2024, interior painted July 2026, front walkway redone June 2026, remodeled bathrooms on the main floor and master bedroom suite. Also included are a fire sprinkler system, central vacuum, water filtration system. The house also has a transfer switch and wiring for a compatible portable generator for any power outages.

3 Little Lake Ridge, Ossining

$839,000

3 Beds ⋅ 3 Baths ⋅ 1038194 MLS

Welcome to 61 Ganung Drive, a spacious 3-bedroom, 3-bath home situated on .65 acres in the Town of Ossining. Offering privacy, versatility, and exceptional outdoor living, this property has so much to offer. Step inside to a welcoming sunken living room with skylights and a dining room featuring a wood-burning fireplace, filling the space with natural light while creating a warm and inviting atmosphere. The downstairs offers additional living space with its own private entrance, full bath, living room, office, and wood-burning stove, making it ideal for a variety of uses. A Certificate of Occupancy is currently in progress for a possible fourth bedroom on the lower level, offering even more flexibility and potential. Central air adds comfort throughout the warmer months. The backyard is where this home truly shines. Ryder Park borders the rear of the property, creating a wonderfully private setting with no homes directly behind you. The fenced-in yard is designed for entertaining and everyday enjoyment, featuring a heated above-ground pool, two decks, gazebo, basketball court, and plenty of space to relax and gatherings. A newer shed, approximately four years old, provides additional outdoor storage. A two-car garage, cobblestone-lined half-moon driveway, and ample parking add to the home’s convenience. Enjoy your own private retreat while remaining conveniently located just 2 miles from the train station. With its spacious property, incredible outdoor entertaining areas, privacy, flexible living space, and commuter-friendly location, 61 Ganung Drive is a home that truly needs to be experienced.

61 Ganung Drive, Ossining

$660,000

3 Beds ⋅ 1 Baths ⋅ 1015069 MLS

Charming on the outside but updated and modern on the inside! Spacious living room has large bay window and also boasts a fireplace for those cold winter nights. Through the oversized doorway is the dining room which is large enough to host friends and family for both informal occasions and the holidays. The updated kitchen (2024) with heated flooring will make any chef happy. From the kitchen you can access the idyllic back yard - recently fenced in and landscaped. Beautiful original hardwood flooring throughout. Upstairs you will find three bedrooms and updated hall bath with dual sinks and heated flooring. Stairs up to large usuable attic. Full unfinished basement will solve all your storage needs. Central air and a detached two car garage are the finishing touches for this great home! Minutes to Metro North which gets you into Grand Central Station in under an hour, close to highways, shopping and downtown Ossining. A perfect blend of privacy and a prime location.

7 Brook Place, Ossining

$649,000

3 Beds ⋅ 3 Baths ⋅ 1035810 MLS

Discover timeless elegance in this impeccably maintained 3-bedroom, 2-bath Colonial in the heart of Ossining. Blending classic charm with exceptional outdoor living, this beautiful home offers warmth, sophistication, and privacy at every turn. The inviting interior features a welcoming living room with a fireplace, creating the perfect gathering space for cozy evenings. A dedicated home office provides an ideal setting for remote work, study, or creative pursuits. Thoughtfully designed living spaces throughout reflect pride of ownership and meticulous care. Step outside into a truly enchanting backyard reminiscent of an English garden. Surrounded by mature natural privacy borders, this serene outdoor retreat offers beauty and tranquility in every season. Enter through the elegant wrought-iron driveway gate and enjoy the covered patio, perfect for outdoor dining and entertaining, as well as the enclosed sitting room where you can relax while taking in the peaceful garden views. Completing the property is a detached two-car garage, providing ample space for parking, storage, or a workshop. This exceptional Colonial combines refined indoor living with spectacular outdoor spaces, creating a home that is as inviting as it is unforgettable. Conveniently located near shopping, restaurants, parks, schools, and major commuting routes, this is a rare opportunity to own a truly special Ossining property.

73 Clinton Avenue, Ossining

$4,150

3 Beds ⋅ 3 Baths ⋅ 1028255 MLS

Welcome home to this charming single-family colonial in the heart of Ossining. Conveniently located near all the essential amenities- Metro North, schools, shops, restaurants, yet tucked away on a quiet cul de sac. This home features a newly updated eat-in kitchen equipped GE appliances, quartz countertops and low maintenance LVP flooring. Open your sliding glass doors to a beautiful, spacious deck that overlooks a lush green lawn. Upstairs, the primary bedroom offers a king size bed, a remodeled (2022) bathroom, and a spacious closet for ample storage. Downstairs a partially finished basement provides an additional 600 sq feet of living space that is the perfect escape for a home office, play space, or media room. Complete with extra storage and laundry so you'll never have to go to the laundromat again! Fresh paint and new carpet throughout. Not to mention you can pull into the driveway and park in your own single car garage with easy access to the kitchen. The convenience of village living along with the tranquility of the Hudson River make this home a true gem. Minimum Credit Score: 700 or higher. Income Requirement: Gross monthly income must be at least 3 times the monthly rent. Verification: Proof of income (recent pay stubs or tax returns) and background/credit checks required for all adults Additional Information: Amenities:Storage,ParkingFeatures:1 Car Attached,Storage: Garage,

48 Lincoln Place, Ossining

$599,000

3 Beds ⋅ 1 Baths ⋅ 1025170 MLS

This lovingly maintained, one level home offers the ideal location- so convenient to all and a beautiful level backyard....You will be impressed with the very private outdoor space ready for entertaining and warm weather enjoyment -a country neighborhood feel yet only 10 minutes to Metro North station- a 50 min express commute to Grand Central and 2-3 miles to Rt 9/ Taconic Parkway....A warm and welcoming ranch in the wonderful Rivertown of Ossining where comfort, charm, convenience and community come together....This cozy retreat offers spacious living and a dining area that seamlessly connects to the kitchen creating the perfect setting for everyday living and entertaining. Conveniently located first floor bedrooms provide added accessibility and ease. Step outside to a welcoming patio perfect for outdoor living, gardening or simply enjoying your own private oasis. Known for its rich history, vibrant downtown, beautiful river views and breathtaking sunsets, Ossining offers the charm of riverfront living with waterfront parks, scenic walking neighborhoods and vibrant dining and shopping. Nature lovers will appreciate nearby hiking trails, Teatown Nature Preserve, Veterans Park and the Ossining Farmers Market. If you you are looking for a move in condition home, tranquility, the ideal commuter location or a lifestyle that comes with Rivertown living, this home with gas heat/ cooking, town water & sewer could be just what you are looking for!

23 Gates Avenue, Ossining

$525,000

3 Beds ⋅ 2 Baths ⋅ 1024303 MLS

A true brick home in the Village of Ossining, offering beautiful sunset and river views, tremendous character, low taxes, and a location that’s hard to beat — just minutes to the train station, riverfront dining, and Teatown Nature Preserve. This 3-bedroom, 2-bath home features 1,240 sq ft across the main floors, plus a 340 sq ft walk-out lower level and a walk-up attic ideal for an artist loft, studio, or storage. Inside, original exposed beam ceilings and a striking stone-and-brick fireplace with a Jotul wood stove sets an unmistakable tone. Outside, enjoy a rare three-tiered outdoor living setup: a brick patio off the lower level, a large deck off the kitchen, and an upper balcony with year-round views of the Mario Cuomo Bridge and Croton Point Park — expanding to a full 180-degree Hudson River panorama in winter. The lower level includes a convenient kitchenette for guests or extended living. Classic brick architecture, arched window lintels, mature trees, a large rear yard, and a storage shed complete this home with genuine architectural soul.

33 Cedar Lane, Ossining

$799,500

3 Beds ⋅ 3 Baths ⋅ 1021307 MLS

Enjoy easy living in this spacious, move-in-ready Raised Ranch featuring numerous updates and a functional floor plan. The bright kitchen offers abundant cabinetry, granite countertops, a breakfast bar, and stainless-steel appliances, while the adjacent dining area provides easy access to a two-tier deck, perfect for outdoor dining, entertaining, or just relaxing. Beautiful hardwood floors enhance the main level, while the lower-level family room features a brick fireplace, new flooring, a mini-split A/C system, and sliding glass doors leading to a large backyard with plenty of space for recreation, gardening, or play. Recent improvements include an updated heating system, newly installed A/C system, and beautifully renovated primary and hall bathrooms. An oversized two-car attached garage provides exceptional storage and everyday convenience. Ideally located close to transportation, shopping, restaurants, and everyday amenities, this well-maintained home offers the perfect combination of comfort, updates, and location.

4 Cooper Drive, Ossining

$749,000

3 Beds ⋅ 3 Baths ⋅ 1024026 MLS

Set on a sprawling 1.41-acre lot with rolling lawn, this beautifully updated 3-bedroom, 1 full/2 half bath Raised Ranch offers the space and privacy that's hard to find so close to the city. Inside, a flexible layout flows easily between everyday living and entertaining, centered around a new kitchen with stainless steel appliances and granite countertops. The generous living room overlooks the lush yard, while an enclosed porch and newly expanded composite deck invite you to relax and take in the natural surroundings. The primary suite features a walk-in closet, and two additional bedrooms share a hall bathroom. Downstairs, a family room with a wood-burning fireplace and a versatile bonus room with a half bath add even more room to spread out. From a new roof and siding to replacement windows and solar panels, this home has been thoughtfully upgraded from top to bottom and a long driveway with a two-car garage means parking and storage are covered too. 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. Loved for years by its family, this home offers room to grow, space for pets, and quiet moments with nature, a rare opportunity in a truly desirable commuter location.

124 Cedar Lane, Ossining

$975,000

3 Beds ⋅ 3 Baths ⋅ 1022746 MLS

This charming renovated farmhouse offers 3,000 sq ft of living space and is nestled at the very end of a quiet cul-de-sac providing exceptional privacy and adjacent to protected parklands with scenic walking trails, and the Hudson River. The home features a newly added first floor primary suite complete with a tray ceiling, recessed lighting, oversized walk-in closet, and an adjoining home office all on its own HVAC system, creating the perfect private retreat. The custom kitchen offers granite countertops, custom cabinetry, GE appliances, and a sunny breakfast alcove. The kitchen flows seamlessly into the formal dining room and inviting living room with a wood-burning fireplace and access to the charming covered front porch. The separate and spacious family room on the south side of the home is filled with natural light from a wall of windows with access through sliding glass doors to the patio and fully fenced rear yard. Upstairs you will find two generously sized bedrooms and a versatile bonus room, ideal as a fourth bedroom, home office, laundry room or den. Additional features include a large detached two-car garage with expansive storage, newly installed generator, alarm system with video cameras, multiple laundry hook-ups including a second washer & dryer in the basement. There is also a cover front porch, and two patio areas around the property. Located just 1.5 miles from the Ossining train station! The location is truly exceptional. Situated at the entrance to the Crawbuckie Nature Preserve, this home offers immediate access to appx 20 acres of woodlands with walking trails winding through mature forest along the Hudson River. Enjoy scenic overlooks, observation platforms, and year-round hiking and nature just steps from your front door. This unique combination of character, modern updates, and an unparalleled natural setting makes this home a rare opportunity.

44 Beach Road, Ossining

$725,000

3 Beds ⋅ 2 Baths ⋅ 1021208 MLS

Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road ( offered @ $85K CASH ONLY). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home boasts unobstructed windows of the Hudson River views from both units and the windows in the basement. Priced to be sold as a package with the adjoining Single-family home at 37 Secor road. These two homes are on one deed with two separate tax lots, but they are adjoined with ONE furnace and one oil tank. The single-family home is being sold for cash only while a buyer can obtain financing for the two-bedroom multi-family home. This is an amazing opportunity for a first time or veteran investor. Both units are being sold strictly AS IS but boast two new rooves. The unfinished basement extends the length of both homes. Street parking for the multi-family home, but there is a municipal lot located behind the homes. They are a short distance to the Ossining training station and down-town Ossining alike. Both homes have access to basements. Unfinished basements have windows and exterior access if a buyer would like

39 Secor Road, Ossining

$850,000

3 Beds ⋅ 3 Baths ⋅ 1010331 MLS

Offered for the first time ever, 21 Hawkes Avenue is a one of a kind contemporary residence in the Town of Ossining custom built by its current owner, an accomplished contractor, and designed by architect Jim Picone. Completed in 1983 and thoughtfully improved over the years, the home sits on a private, wooded 1.5-acre parcel originally acquired in 1980. A winding, tree-lined driveway leads to the residence, which is perfectly positioned atop a gentle rise overlooking beautifully maintained grounds. Defined by dramatic rooflines, soaring ceilings, expansive windows, and striking geometric forms, the home was designed to blur the line between indoors and out while embracing its natural surroundings. Surrounded by mature specimen trees, stone edged gardens, broad lawns, and woodland, the property offers exceptional privacy. A historic stone wall borders a gently flowing creek at the edge of the property, creating a peaceful setting rich with wildlife and seasonal beauty. Stone and timber steps lead to a covered entry and welcoming foyer. Inside, open concept living spaces feature exposed beam ceilings, stained softwood floors, and abundant natural light. A dramatic two-story dining area framed by towering trapezoidal windows serves as the heart of the home. The renovated kitchen features custom light green cabinetry, slate countertops sourced from a Vermont quarry, newer appliances, and a custom breakfast table and island inspired by George Nakashima. Glass doors connect the dining area to the wraparound deck, creating seamless indoor/outdoor living. A spacious living area provides the perfect setting for relaxing or entertaining. The main level also includes a full bath, private office or den with cathedral ceilings and built-ins, pantry, laundry room, and generous storage. A wood-burning stove adds warmth and ambiance during the winter months. The custom staircase rises to a light-filled second floor with vaulted ceilings and clerestory windows. The primary suite offers a renovated bath, ample closet space, and serene views of the surrounding landscape. Two additional bedrooms, each featuring signature trapezoidal windows, share a full bath. Above, a charming loft provides flexible space for play, storage, or a cozy retreat. The lower level includes a spacious one car garage with a 220V/40-amp outlet suitable for a Level II EV charger, ample storage space, as well as a workshop and utility room. A permitted accessory apartment, added in 2000, offers approximately 350 square feet with a private entrance, full kitchen, washer/dryer, radiant floor heat, cooling, and yard views. Ideal for rental income, guests, an au pair, in-laws, or a home office, it adds tremendous flexibility and value. Designed with energy efficiency in mind, the home's southern exposure provides passive solar warmth in winter. Solar panels were installed in 2023, and a whole-house automatic generator was added in 2024. Seven mini-split systems provide efficient heating and cooling throughout. Additional features include central vacuum, a monitored security system, and a woodshed stocked with a two-year supply of split hardwood. Despite its private, retreat-like setting, the home enjoys a convenient Ossining location near Route 9A, Route 134, shopping, schools, and everyday amenities. Croton-Harmon Metro-North Station is approximately ten minutes away, offering express service to Grand Central Terminal in roughly 40-45 minutes. Lovingly maintained by its original owners for more than four decades, 21 Hawkes Avenue presents a rare opportunity to own a thoughtfully designed home where architecture, craftsmanship, and nature exist in perfect harmony.

21 Hawkes Avenue, Ossining

$675,000

3 Beds ⋅ 2 Baths ⋅ 1013329 MLS

Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle luxury with practicality. Best of all, you can enjoy majestic vistas from your private terrace and banquet of large windows. Allow yourself to be treated to a daily lifestyle that nurtures your spirit, as you enjoy the many amenities the complex offers: Clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space • Outdoor Heated Pool surrounded by mature trees with Hudson River views • Beautiful Park-Like Grounds with walking paths and benches • 24/7 Gated Security for peace of mind and to accept your packages • Free Outdoor Parking for all (Indoor parking is wait listed at $85 per month) • Full Generator no power outages. Hallways redecorated one year ago with contemporary wallpaper and carpeting • Unique Features: Convenient laundry on each floor • New HVAC units in LR, Dining Room, and Bedrooms • New windows throughout • New lobby restoration underway • Storage units are on a wait list and the rent is ($30-$50/month). Scarborough Manor offers the best of both worlds – a tranquil, riverside setting with easy access to both the Scarborough and Ossining Metro-North stations, Route 9, and nearby shops and restaurants.

16 Rockledge Avenue Unit ##6E-1, Ossining

$3,100,000

3 Beds ⋅ 5 Baths ⋅ 1019351 MLS

No words or photos will justify the Magical beauty of this luxurious home. The woodwork in this custom built home was done by craftsman Mark Pedley, a very talented carpenter/joiner from Vermont who previously worked in Palaces in Jordan. The home is flawless and impeccable with spa like bathrooms, a gourmet kitchen, outdoor grilling area, sauna, steam bath and jacuzzi, with marble, granite and superior hardware throughout. The woods in the house are too numerous to list, but some of them are Mahogany, Red Maple, Pecky Cypress, White Oak, Utile (Mahogany type), Amboyna, Birch, Curly Birch, Bubinga, Red Birch, Maple, Maple Burl, and Walnut. All of the baseboards are double or triple layered with different wood species. All of the light fixtures, window dressings, and appliances stay with the home. The gourmet kitchen contains a steam oven, double drawer freezer full-size refrigerator, built in microwave, warming drawer, six burner stove, double oven, ice maker, separate built-in vacuum cleaning system. Additional square footage is on the basement level. This is a wonderful home surrounded by greenery to entertain guests or enjoy your privacy. Please see video link for a virtual tour.

23 Inningwood Road, Ossining

$1,200,000

3 Beds ⋅ 4 Baths ⋅ 1015078 MLS

Wisteria & Wood: A Craftsman Masterpiece in the Heart of Teatown Tucked into nearly an acre of lush, private landscape in Croton-on-Hudson's most coveted enclave, this custom-built Craftsman residence is where architectural intention meets natural serenity. From the moment you arrive — welcomed by a wisteria-draped pergola and a stunning Belgian block driveway and courtyard — it's clear this home was designed with both beauty and purpose in mind. Inside, the open floor plan unfolds with the effortless flow that today's lifestyle demands. Walls of windows flood the rooms with natural light, while rich hardwood floors, recessed lighting, and an abundance of storage on every level create a home that feels both elevated and completely livable. The wood-burning fireplace anchors the living space with warmth and character, and a stunning wall of built-in bookcases adds depth and personality. Just off the living room, a den offers the perfect balance of connection and privacy — ideal as a reading room, media space, or quiet retreat. The chef's kitchen is appointed with top-of-the-line stainless steel appliances and opens seamlessly to both the dining room and living area — a layout made for entertaining and everyday connection alike. Step outside to the back deck and discover a deeply private outdoor retreat, where nature sets the stage for al fresco dining, morning coffee, or simply doing nothing at all. The spacious primary suite offers a true escape with a generous walk-in closet and a spa bath. Two additional bedrooms feature soaring beamed ceilings and large closets, sharing a full hall bath. The entry level delivers exceptional function with a large mudroom with custom coat cubbies, plus a beautifully finished flex space — ideal as a home office, studio, or guest suite — with a brand new ensuite modern bath. Three bedrooms. with the flexibility to live like 4, and three and a half baths. Craftsmanship in every corner. And then there's the setting. Spectacular rock outcroppings and ancient boulders punctuate the grounds with dramatic natural character, while towering mature trees — including a graceful dogwood and a statuesque magnolia — frame the yard in seasonal beauty. Walk to Teatown Lake Reservation for hiking and birding, or be in Croton village, the Hudson River waterfront, and the Metro-North station in just ten minutes — where a 48-minute express carries you directly into New York City. All within the award-winning Croton-Harmon School District. This is not just a home. It is a way of living.

1821 Spring Valley Road, Ossining

$929,000

3 Beds ⋅ 2 Baths ⋅ 1011357 MLS

Why wait for vacation when you can enjoy a retreat-like lifestyle every day? This exceptional, fully renovated Colonial with farmhouse charm is a rare Sears Roebuck Kit House circa 1927, seamlessly blending historic character with modern comforts. Thoughtfully updated throughout, the home features central air conditioning, remote-controlled blinds, renovated baths, and hardwood floors that enhance its timeless appeal. At the heart of the home is a beautifully designed custom kitchen featuring a stunning Viking range, soapstone countertops, and a large maple butcher block island. Whether preparing meals, entertaining guests, or gathering with family, this inviting space is as functional as it is beautiful. The spacious great room offers warmth and character with a wood-burning fireplace, creating a cozy setting for crisp autumn evenings and winter nights. Designed for both relaxation and entertaining, the expansive deck spans the length of the home and overlooks the picturesque barn and tranquil pond, creating a private outdoor oasis with a peaceful, country-inspired feel. The primary suite features custom built-in closets and an en-suite bath with a walk-in shower. Two additional bedrooms and a renovated hall bath complete the second level. The finished third-floor attic provides flexible space ideal for a home office, fitness studio, playroom, or creative retreat. The unfinished stone basement offers abundant storage, a laundry area, and direct access to the attached garage via a convenient walkway. Nestled on one of the area's most scenic and sought-after streets, this special property offers the perfect balance of privacy and accessibility, just minutes from the Taconic State Parkway, Metro-North, shopping, dining, and everyday conveniences. A truly unique opportunity to own a piece of history while enjoying all the comforts of modern living.

28 Inningwood Road, Ossining

$625,000

3 Beds ⋅ 3 Baths ⋅ 1013828 MLS

A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There are multiple closets here as well. Up one level is the open living and dining room. Centered on a wood-burning fireplace with granite hearth and featuring new floors, this is a wonderful space. There are sliding doors here, out to the rear deck and tree ensconced lawn beyond. The eat-in kitchen is well laid out, with good counter and cabinet space. Off of the kitchen, find the large balcony - a great place to enjoy a cup of tea in the early morning, or something a little stronger at the end of the day. Also on this floor is the hall bathroom and the large laundry closet. Up one more level, we reach the bedrooms. The primary bedroom, with an ensuite bathroom that has a tub and a shower, has a deep walk-in closet. In this room, and every bedroom, natural light shines through oversized windows with views out to trees. The second and third bedrooms share a full hall bath with a tub. In Ossining, there are few options for three bedroom condominiums. The Deerfield community has a beautiful, large pool - a perfect place to sunbathe even if you don't swim. There are also walking trails, easily accessible from this unit. All of this, just a short drive to shopping, restaurants and parks, and easily accessible to commuting by train or highway. What more can you ask for?

83 Deerfield Lane, Ossining

$639,222

3 Beds ⋅ 1 Baths ⋅ 1011590 MLS

Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen. Upstairs, you'll find 3 generously sized bedrooms and a hall bath. A walk-up attic and expansive basement provide abundant storage and future possibilities. Outdoor living is equally impressive, with a fully fenced yard, expansive stone patio perfect for entertaining, front and rear porches, and an above-ground oil tank. A detached two-car garage and driveway offer off-street parking for up to four vehicles. Conveniently located within walking distance of schools, parks, village amenities, shops, restaurants, and public transportation, this home offers the perfect blend of historic charm, modern convenience, and exceptional outdoor space. Don’t miss this opportunity to enjoy village living at its best! There are no audio recording devices inside this property.

219 Spring Street, Ossining

$500,000

3 Beds ⋅ 3 Baths ⋅ 1005194 MLS

Welcome to this beautiful triplex. Taxes do not reflect STAR. It’s a short distance to the Metro North train station and downtown Ossining with it’s restaurants, shops and Farmer’s Market. 3rd floor unit is occupied and can only be shown when the tenant is present for pre-arranged appointments. There is a cistern behind the house with stones on top of it. Please do not disturb it. The garage was probably originally a stable. The water main and sewer lines were replaced in 2025

237 Spring Street, Ossining

$750,000

3 Beds ⋅ 2 Baths ⋅ 1008226 MLS

Welcome to the peace and tranquility of Morningside Drive. Nestled in a highly desirable location, this well-maintained home offers expansive frontage, ensuring exceptional privacy and a serene setting on almost 1 acre. The spacious primary suite features a private bath and walk-in closet, while beautiful hardwood floors run throughout the home. The inviting living room, anchored by a stunning stone fireplace, creates the perfect gathering space for holidays and special occasions. Sliding glass doors open to a deck overlooking the quiet, picturesque property, providing the ideal place to relax and enjoy nature. Recent updates include a new oil tank (2026), furnace (2024), Corian kitchen countertops offering peace of mind for years to come. The fully finished lower level adds extra space not included in the Sq Ft, totaling 2400sq ft of versatile living space, ideal for a recreation room, home office, gym, or potential in-law or au pair suite. Conveniently located near parks, shopping, dining, and major highways, this home combines privacy with accessibility. Car enthusiasts and entertainers alike will appreciate the oversized two-car attached garage and abundant parking. Enjoy the convenience of walking to Ryder Park, featuring three ball fields, a picnic pavilion, basketball courts, tennis and pickleball courts, walking trails, and a playground. A rare opportunity to enjoy spacious living and a peaceful setting in a sought-after neighborhood.

110 Morningside Drive, Ossining

$530,000

3 Beds ⋅ 2 Baths ⋅ 1001582 MLS

Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional location in the heart of Ossining. Set on a beautiful property with a spacious yard, this special home provides the perfect backdrop for gardening, entertaining, outdoor play, or simply enjoying a quiet evening outdoors. Inside, you'll find inviting spaces filled with character, including a welcoming living room, formal dining room, bonus room ideal for a home office, den, or playroom, and a large eat-in kitchen that serves as the heart of the home. A convenient main-level laundry area, three bedrooms, one-and-a-half baths, and a full unfinished basement complete the home's functional and flexible layout. The outdoor space is truly a standout feature. The expansive yard offers endless possibilities for recreation, gardening, gatherings with family and friends, or creating your own private retreat. Whether hosting summer barbecues, enjoying morning coffee on the porch, or watching the seasons change, this property offers a lifestyle that is increasingly hard to find. Ideally located just minutes from downtown Ossining, you'll enjoy easy access to local restaurants, cafes, shops, parks, and the popular Ossining Farmers Market. Nature lovers will appreciate nearby waterfront parks, scenic trails, and recreation opportunities along the Hudson River. Commuters will love the convenience of the Ossining Metro-North station, offering direct access to New York City while allowing you to enjoy all the charm and community of Rivertown living. Rich in character, filled with potential, and situated in one of Westchester's most vibrant riverfront communities, 33 Maurice Avenue is a place you'll be proud to call home.

33 Maurice Avenue, Ossining

$450,000

3 Beds ⋅ 1 Baths ⋅ 995689 MLS

20 Samstag Ave is the kind of home that sparks ideas the moment you enter. Tucked into an established Ossining neighborhood just minutes from the Hudson River, this classic 2-story Cape-style home with charming dormers and a cheerful red-painted front porch is ready for its next chapter, and for the right buyer, that chapter could be something special. Inside, three bedrooms, a full bath, and 930 square feet of light-filled living space stretch across two levels. The walls have stories to tell, the spaces invite imagination, and every room offers an opportunity to restore, reinvent, or simply bring fresh life to what is already here. The standout living room features warm knotty-pine wood paneling and an incredible mid-century modern built-in shelf and wall divider that feels straight out of another era. It's the kind of architectural detail you simply cannot recreate with a quick trip to a big box store. The kitchen offers a more updated counterpoint with maple-tone cabinetry, a gas range, and tile flooring that flows through the main level, while the upstairs bedrooms tuck under classic Cape sloped ceilings, ideal as cozy retreats or a quiet home office. Outdoors, one of the home's most surprising gifts comes into view: a generous, fully fenced backyard with mature shade trees, a level lawn, and a private rear entry. It's a rare bonus at this price point and a versatile space for entertaining, gardening, or simply enjoying the outdoors. The basement adds another layer of potential. Whether the vision is a workshop, studio, recreation space, or simply more room to spread out, the opportunity is there for someone willing to bring it to life. The location does a lot of the heavy lifting, too. Ossining is one of the Hudson Valley's most loved river towns and one of the smartest commutes north of the city. The Croton Metro-North and other stations on the Hudson Line are just a short drive away, putting Grand Central roughly 45 to 55 minutes from your front door, making this an ideal opportunity. Downtown Ossining is minutes from the house, with its growing roster of restaurants, cafes, and shops, the Sing Sing Kill Greenway, and Louis Engel Waterfront Park where the Hudson and the Palisades stretch out in front of you. Weekends nearby look like the Old Croton Aqueduct trail, Teatown Lake Reservation, Rockefeller State Park Preserve, and the antique-and-eatery rhythm of neighboring Croton-on-Hudson and Sleepy Hollow. For buyers who appreciate homes with character, history, and room to create something personal without giving up an easy commute to NYC, 20 Samstag Ave offers a rare opportunity to shape a space into something truly your own.

20 Samstag Avenue, Ossining

$699,000

3 Beds ⋅ 2 Baths ⋅ 985026 MLS

This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

32 Terrace Avenue, Ossining

$675,000

3 Beds ⋅ 3 Baths ⋅ 977440 MLS

Welcome to 24 Highview Road, a classic Split-Level home offering the perfect blend of privacy and potential on a rare 1.32-acre lot in the Town of New Castle. This 3-bedroom, 2.1-bathroom residence features 1,959 square feet of living space with several recent high-value mechanical and interior upgrades. The main level boasts a spacious living room with a cozy fireplace and a seamless flow into the dining area. Notable recent improvements include: Interior Refresh (2024): Freshly painted rooms and brand-new vinyl flooring throughout the lower level. Updated Bathroom: A newly renovated bathroom adds modern comfort to the home. Mechanical Peace of Mind: Equipped with a Generac whole-house generator (2022) and a brand-new above-ground oil tank (2025). Ample Storage: Featuring two scuttle-access attics and a full basement for all your storage needs. The primary bedroom offers a truly unique feature: a structural rooftop column with a C/O for a telescope, perfect for the hobbyist stargazer. Outside, the expansive property includes a shed and a secondary structure (formerly a coop), offering endless possibilities for gardening or outdoor recreation. Conveniently located in the Ossining school district with an attached 2-car garage, this home is ready for its next chapter.

24 Highview Road, Ossining

$699,001

3 Beds ⋅ 2 Baths ⋅ 973026 MLS

This is a rare opportunity to own a truly exceptional residence with panoramic, year-round Hudson River views, something rarely found at this price point in Scarborough Manor. Designed for both comfort and sophistication, this expansive three-bedroom, two-bath home offers 9ft ceilings, oversized rooms, and abundant closet space throughout. The layout strikes the perfect balance between everyday living and effortless entertaining. The open-concept living and dining areas flow seamlessly, creating a warm, inviting atmosphere ideal for hosting or unwinding while taking in breathtaking river views. A beautifully designed chef’s kitchen anchors the space, perfectly positioned to connect with the dining area and enhance the home’s natural flow. Custom window treatments, including tailored blinds and valances, have been thoughtfully designed to complement each window. Set in a serene, waterfront setting, this residence delivers a unique blend of tranquility and convenience, offering refined living just moments from everything you need. Enjoy the security and ease of a 24-hour gated community featuring a beautifully appointed clubhouse, heated pool, sauna, fitness center, billiards room, ping pong, and a quiet library, all included in the monthly maintenance. Residents benefit from twice-yearly exterior window cleaning, ensuring your river views remain clear year-round. The community is equipped with a full backup generator for added peace of mind, along with energy-efficient solar panels designed to help reduce electric costs. Ideally located, you’ll have quick access to shopping, be within walking distance to the train, and just moments from waterfront parks, popular dining spots, and vibrant cultural destinations. This is effortless waterfront living at its finest. Schedule your private showing and experience the charm, convenience, and lifestyle this Hudson River co-op has to offer.

16 Rockledge Avenue Unit #2E2, Ossining

$285,000

3 Beds ⋅ 2 Baths ⋅ 969852 MLS

Welcome to this spacious townhouse-style co-op in Ossining, NY. This inviting home features 3 bedrooms and 1.5 bathrooms, offering plenty of space for comfortable living. The eat-in kitchen is perfect for everyday meals, and the in-unit laundry provides added convenience. The bright living area features sliding glass doors that lead to the back of the complex, offering a great spot to relax and enjoy some outdoor space. Residents also enjoy community amenities including a community room, Play ground, additional storage, and assigned parking. With its townhouse-style layout and functional design, this home offers comfort and convenience in a great location close to shops, restaurants, and transportation.

155 Charter Circle Unit #155, Ossining

$335,000

3 Beds ⋅ 1 Baths ⋅ 894910 MLS

Opportunity knocks. Are you looking for a starter house or is it time to downsize? 22 Lafayette Ave might be just what you've been looking for. Bring your vision and creativity to this cozy 3-bedroom, 1-bath ranch nestled on a quiet street in the heart of Ossining. Perfect for investors, contractors or handy buyers looking to build equity. Enter into a front porch leading to a living room, eat-in kitchen with a door out, 3 bedrooms and a full bath. The basement (accessible from the kitchen) has high ceilings and plenty of room for extra storage. There is a door that leads out to the yard. All of this on .17 acres (long and deep lot) and a 2 car detached garage. Property to be sold in "as is" condition. THIS SALE IS SUBJECT TO COURT APPROVAL (not a short sale). Please verify all info.

22 Lafayette Avenue, Ossining

$850,000

3 Beds ⋅ 3 Baths ⋅ 884984 MLS

THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly constructed home in the heart of Westchester County. This thoughtfully designed, three-level residence is currently being built with modern energy-efficient standards and fitted with premium, top-tier appliances. Every aspect of this home has been crafted to deliver both style and functionality for today’s discerning homeowner. The interior layout offers a seamless blend of practicality and elegance. A fully finished basement provides versatile space for storage, recreation, or a home office. The main level features a welcoming foyer, an open-concept kitchen with a butler’s pantry, a formal dining room, and a bright, spacious living area—ideal for both everyday living and entertaining. The home includes three well-proportioned bedrooms, highlighted by a luxurious primary suite complete with an ensuite bath and a generous walk-in closet. Located in the desirable community of Ossining, the property affords easy access to scenic Hudson River views, public transportation options, and a vibrant downtown filled with restaurants, cafes, and local shops—all within walking distance. This home presents an exceptional opportunity for families looking to settle in before the new school year begins, offering not just a fresh start, but a brand-new home built with care, comfort, and quality in mind.

23-096 Liberty Street, Ossining

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