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$2,800
2 Beds 1 Baths 959148 MLS
This newly updated apartment features 2 bedrooms and 1 full bathroom. Freshly painted throughout, the unit boasts a fully renovated kitchen with new cabinetry, stainless steel appliances, updated countertops, recessed lighting, and a comfortable eat-in area. Both bedrooms are generously sized with ample closet space, including one cedar-lined closet. The private front entrance opens into a bright living room highlighted by a bay window that fills the space with natural light. Hardwood floors as shown. Enjoy the added benefit of a private entrance with access to a backyard porch. Tenant is responsible for electricity and gas. One-car garage parking plus one additional off-street parking space are included. A shared washer and dryer are located in the basement. Ideally situated directly across from a park and elementary school, the property is also just minutes from shopping, bus lines, and Metro-North Railroad for easy commuting. Landlord provides heat, maintains the washer and dryer, and handles snow removal for the driveway and sidewalks. Tenant is responsible for snow removal on the back stairs. No smoking. No pets.

3 Everett Avenue Unit #First floor, Ossining

$800,000
5 Beds 4 Baths 968788 MLS
Perched in the hills above historic downtown Ossining, this artfully renovated colonial with rocking chair front porch and year-round Hudson River views offers vibrant indoor-outdoor living across multiple levels. Thoroughly refinished in 2018, this remarkable 5-bedroom, 3.5-bathroom home retains its turn-of-the- century appeal while providing modern amenities in step with easy living. Two primary bedrooms, solar panels and LG storage battery system, radiant heated floors, composite decks, hardwood floors, thermopane windows, and a detached one-car garage are just some of the home’s many outstanding features. The living room is punctuated by elegant full-height built-ins and burnished oak floors. The renovated granite kitchen and dining area stands out for its open-concept design and wide-plank radiant heated porcelain floors, creating an inviting space for everyday living and entertaining. A composite deck extends off the dining room and runs the length of the home with steps leading to the picturesque backyard. The fenced-in rear yard provides a welcoming outdoor retreat with level lawn space, raised flower beds, and ample room to relax or play. Mature plantings and thoughtful landscaping enhance the setting, while a charming treehouse and detached one-car garage add both character and convenience to this inviting outdoor space. The home’s second floor features two spacious primary bedrooms, stylishly articulated with barn doors which create privacy and intrigue. Each bedroom is complemented by its own recently renovated full bathroom with Carrara marble floors and modern finishes. Ample closet space, hardwood flooring, and built-in storage are featured in each of the second floor’s spacious bedrooms. The home’s walk-out garden level provides additional flexibility with the home’s third full bath, fifth bedroom, and a bonus room with easy access to the covered patio and yard. Radiant heated rooms and full-size windows make this extended living space ideal for guests, a home office, or entertaining. A sparkling third floor, replete with sprinkler system, features two additional bedrooms and sliding glass doors opening onto a west-facing balcony with panoramic vistas of the Hudson River, Croton Point Park, and Mount Ivy Peak. This truly special vantage point uniquely emphasizes the home’s ideal location in the hills overlooking the Hudson River. Finishing touches include a 220V outlet for car charging and California Closets.

36 Watson Avenue, Ossining

$6,750
3 Beds 3 Baths 964347 MLS
*ACCEPTED APPLICANT* 4/23 Experience the ultimate in privacy and sophistication at 59 Hoags Cross Road. This stunning sanctuary is set on a lush, meticulously landscaped 1-acre lot, beginning with a stately gated driveway that offers a grand sense of arrival as it opens to welcome you home. This beautifully maintained 3-bedroom, 3-bathroom residence offers the perfect blend of modern comfort and resort-style outdoor living. BRIGHT & INVITING INTERIOR: As you step inside, you are greeted by an abundance of natural light and beautiful hardwood floors that flow throughout the main level. The spacious living area centers around a cozy wood-burning fireplace, perfect for crisp Hudson Valley evenings. SEAMLESS ENTERTAINING: The well-appointed kitchen offers ample cabinetry and counter space, with a layout that provides convenient, direct access to the expansive pool deck, making summer hosting and alfresco dining an absolute breeze. LUXURIOUS PRIMARY SUITE: The spacious primary bedroom is a true retreat, featuring a newly updated en-suite bathroom and exclusive access to a private outdoor patio space, creating a serene spot for your morning coffee. VERSATILE LOWER LEVEL: The fully finished walk-out basement provides phenomenal flexible space. Whether you need a sprawling recreation room, a home office, a gym, or a media room, this lower level delivers exceptional added square footage. RESORT-STYLE BACKYARD: Step outside into your own private oasis. The centerpiece of the property is a spectacular in-ground pool surrounded by an expansive deck and a dedicated outdoor pool cabana. Surrounded by lush greenery and mature trees, you will enjoy unparalleled privacy. PREMIER LOCATION & AMENITIES: Complete with a 2-car attached garage and ample driveway parking. Tucked away in a peaceful neighborhood, this home provides easy access to local parks, Hudson River recreation, shopping, dining, and the Metro-North station for a seamless commute. Experience the ultimate in Westchester County living. Schedule your private tour today!

59 Hoags Cross Road, Ossining

$675,000
4 Beds 2 Baths 961953 MLS
Charming and updated Cape Cod–style home in desirable village location. This light-filled residence offers an inviting open floor plan, perfect for both everyday living and entertaining. The beautifully updated kitchen features stainless steel appliances, granite countertops, maple cabinetry, and recessed lighting. It flows seamlessly into the dining area, complete with a sliding glass door leading to an expansive rear deck—ideal for outdoor dining and gatherings. The living room is warm and welcoming with a fireplace and charming bay window. Hardwood floors run throughout the first floor, adding timeless appeal. The main level offers exceptional flexibility with two full bedrooms and a full bath. Upstairs, you’ll find two additional bedrooms with skylights and an updated, luxurious bath showcasing tumbled marble, an oversized shower, and a double-sink vanity. The lower level provides generous storage space and direct access to the attached garage. Energy-efficient solar panels help reduce monthly electric costs. Enjoy the level rear yard—perfect for recreation—along with a convenient storage shed. Unpack your bags and move right into this bright and beautifully maintained gem of a home! There are no audio recording devices inside this property.

48 Pershing Avenue, Ossining

$5,600
4 Beds 4 Baths 972467 MLS
Beautiful 4-bedroom, 3.5-bath single-family home located in a quiet residential neighborhood offering great space and flexibility. The main level features a bright living room filled with natural light and highlighted by a bay window, an open kitchen with nice countertops, and a dining room perfect for everyday living. A cozy den provides additional space for a home office or sitting area.Upstairs offers three bedrooms, including a large primary suite with a private bathroom and spacious closet, along with an additional full hallway bath.The fully renovated basement adds excellent extra space with a bedroom, and full bathroom—ideal for extended family, guests.Enjoy a great-sized backyard with a patio, perfect for relaxing or entertaining, along with a spacious driveway for ample parking. Backyard is fully fenced in perfect for pets. Conveniently located near local amenities, shopping, and transportation.

16 Minkel Road, Ossining

$400,000
1 Beds 1 Baths 951636 MLS
Bring Your Vision and Ideas, Contractors and Architects .. Fabulous Country Setting on Ossining's Quiet and Picturesque Glendale Road.. 2.5 Private Wooded Acres of Flat and Usable Property with a Long Winding Driveway and Mature Trees Throughout.. Welcoming Entry Foyer with Door's Out to the Sun Room and 2 Car Attached Garage.. Hallway to the Living Room with Fireplace and a Sliding Glass Door Out to the Deck.. Formal Dining Room.. Kitchen with Door Out to the Yard.. Hall Bathroom and First Floor Bedroom.. Large 2nd Level Finished Storage Room.. Minutes to the 1,000 Acre Teatown Lake Reservation Preserve and the Hudson River.. Convenient to All in the Charming River Towns of Ossining and Croton.. Shopping Centers, Dining and Deli's, Schools and Libraries, Parks and Recreation, Train Stations.. All Close, with Quick Access to Major Highways and an Easy NYC Commute.

14 Glendale Road, Ossining

$810,000
3 Beds 3 Baths 933294 MLS
Welcome to 63 Cedar Lane – Your Hudson River Retreat! Perched on one of Ossining’s most sought-after streets, 63 Cedar Lane is a beautifully renovated 3 Bedroom plus home office, 3 Bath, single-family home that perfectly blends modern luxury with breathtaking natural beauty. It lives like a 4 BR home. Enjoy sweeping Hudson River views from the oversized, maintenance-free deck. Watch the harvest moon rise and the fall foliage glow, sitting nestled high among the trees. This home offers a true sense of retreat — yet is just minutes from downtown Ossining. Inside, the inviting living room with a wood-burning fireplace sets the tone for cozy evenings as the seasons change. The open-concept layout flows seamlessly into a brand-new kitchen featuring a farmhouse sink and picture window perfectly positioned to capture river views. Ideal for entertaining or quiet nights at home. The main level features three bedrooms thoughtfully tucked away from the main living and entertaining spaces. The primary suite boasts corner exposure, a windowed en-suite bath, and abundant natural light throughout the day. Two additional bedrooms, a hall bath, and a convenient washer/dryer complete this level. Head downstairs to the expansive lower level offering an additional 1,000sf. Thoughtfully designed for versatility — featuring a large entertaining area, a windowed home office and full bath plus a bonus wet bar with sink, and cabinetry. A separate entrance makes it ideal for guests, extended family, or a private home office — all with those same stunning Hudson River views. Renovated in 2025, the home offers all-new kitchen and baths, along with updated mechanicals including a new water tank, central air, and mini-split system. There’s ample storage in the attic and crawl space. Two car driveway and additional two car parking in front of the house. Located just 5 minutes from schools, parks, and Ossining’s charming downtown, this home lets you enjoy all the Rivertowns have to offer — waterfront strolls, local restaurants, and vibrant community life.

63 Cedar Lane, Ossining

$816,000
3 Beds 2 Baths 919755 MLS
Welcome to 18 Adams Road! This charming property is tucked away on a quiet dead-end street off Exit 9 of the Taconic Parkway, a peaceful location with no through traffic and a beautiful setting on about 1.33 acres of land featuring expansive front and back yards. This lovely 3-bedroom, 2-bath home offers the perfect blend of comfort and space with the unique bonus of breathtaking sunrise and sunset views. Enjoy your mornings and evenings in the sun-filled living room or the spacious den/office with high ceilings, where large windows and sliding glass doors frame the sky changing colors throughout the day. Cozy up by one of the two fireplaces — one in the living room and another in the den — covered in the warm glow of the setting sun. The primary bedroom, complete with its own full bath, overlooks the private backyard. Two additional bedrooms face the front of the home and share a hall bathroom. From both the living room and the den, sliding glass doors lead to a large back deck — perfect for hosting barbecues and outdoor gatherings. Downstairs, you'll find a large, high-ceilinged basement with direct access to the backyard. While currently unfinished, this space holds great potential for a playroom, media room, or home gym. The expansive 1.33-acre lot offers endless possibilities, like gardens, a swimming pool, or any outdoor entertainment ideas you dream of. Just 12 minutes from the Croton-Harmon Metro-North station, commuting is easy with plenty of parking and express trains that reach Grand Central in just 49 minutes. Residents can also enjoy nearby Still Lake by joining the Stillwater Association, adding a wonderful recreational option to your lifestyle. And for peace of mind, the home is equipped with a propane generator that automatically powers the house during outages.

18 Adams Road, Ossining

$2,600
2 Beds 1 Baths 962396 MLS
Completely renovated in 2025, this charming second-floor two-bedroom, one-bath apartment blends modern style with village convenience. Located in the heart of Ossining, it’s just a short walk to the Metro-North train station—making your NYC commute easy and stress-free. Enjoy weekend strolls to the lively Farmers Market, local cafes, restaurants, and the scenic Hudson River waterfront. The apartment features a brand-new kitchen and bathroom, gleaming floors throughout. Step outside to your private balcony—a rare find—perfect for relaxing or enjoying the outdoors. The landlord provides hot water, street parking pass for street parking & laundry room. With its central location, fresh renovations, and proximity to the Ossining Riverfront and all village amenities, this home offers the perfect blend of comfort, convenience, and charm. Move right in and enjoy all that Ossining has to offer! Prospective tenant pays $20 to run the credit & background check.

79 Main Street Unit #2E, Ossining

$445,000
2 Beds 2 Baths 926602 MLS
In HIGH demand, here is a special one just for you! Welcome to this exceptionally spacious and lovingly cared for END unit condo in the highly sought-after Briarcliff Woods community. Perfectly situated on the second level, this inviting residence combines comfort, style, and convenience, with your dedicated parking space directly in front. Step into the foyer featuring a huge walk-in closet, ideal for all storage needs. Beyond the foyer is the gracious dining room that conveniently transitions to the stunning eat-in-kitchen that has been updated with extensive designer cabinetry and modern finishes. This kitchen truly shines with warm under-cabinet lighting, sleek granite countertops that extend to a comfortable eating area with chairs or stools, recessed lighting, stylish tile flooring, a spacious pantry, and the convenience of in-unit laundry — all thoughtfully designed to make everyday living effortless. You'll love the generously sized living room that exudes both elegance and warmth, anchored by a wood-burning fireplace, a refined mantel, built-in shelving, and sliding doors that lead to a large balcony overlooking the manicured grounds. (Bonus: grilling allowed!) Your primary suite is a true retreat complete with a spacious bedroom, updated full bath, and large walk-in closet. A second bedroom and second full bath provide ample comfort for family, guests, or a home office. Additional highlights include: A large linen closet, abundant of natural light through large windows overlooking lush perennial gardens in front and back, pet-friendly community and ample visitor parking whether you have guests or an additional car. Residents of Briarcliff Woods also enjoy outstanding amenities, including a sparkling inground pool with a broad sun-drenched patio, pool house, sauna, tennis courts, and basketball courts. Equally as great: commuters will love the FREE jitney service to and from the Croton-Harmon Train Station, with the Ossining Station also just minutes away. An additional big perk: an ON-SITE superintendent ensures the property is always beautifully maintained and available to assist with in-house needs. You’ll love this prime spot, just minutes from highways, great restaurants, shopping, parks, and scenic trails. Also within a short drive you have beautiful Senasqua Park Riverfront in Croton—featuring stunning sunsets, a walking trail along the Hudson River, a beach, gazebo (available for private events), as well as seasonal movies and concerts. At Briarcliff Woods, you’ll experience the perfect blend of maintenance-free living and the peace of a natural, wooded setting. This is a rare find, schedule your visit today and see why Briarcliff Woods remains one of the area’s most desirable communities!

2 Briarcliff Drive S Unit #3, Ossining

$199,900
2 Beds 1 Baths 863367 MLS
Discover this charming, updated two-bedroom co-op in highly sought-after Highland Terrace. This unique unit offers the convenience of both a main building entrance and its own private entry. Inside, you'll find a spacious and bright primary bedroom with ample closet space, while the versatile second bedroom That is currently being utilized as a home office. Abundant windows fill the living areas with natural sunlight, creating a warm and inviting atmosphere. Enjoy Residents also benefit from a new pool for swimming and sunbathing. Ideally located, this co-op provides easy access to the Metro-North Station, shops, restaurants, schools, parks, hiking trails, highways, and the Ossining Riverfront. The unit includes one assigned parking space, with a second space potentially available via a short waitlist. The maintenance fee covers property and building maintenance, taxes, pool access, heat, hot water, landscaping, and snow removal. Requirements: Minimum Downpayment is 10%, DTI is 30%, Credit Score of 700, Minimum Annual Income of $85,000

135 - 6 Highland Avenue S Unit #D1, Ossining

$276,000
1 Beds 1 Baths 938359 MLS
LOOK OUT ON THE TREETOPS from this sunny 1-bedroom plus den co-op apartment in the sought-after riverfront community of Scarborough Manor. Updated with new carpeting and recently painted, this unit features a fully renovated kitchen with quarry tiled floor, new cabinets, granite countertops, farmhouse sink, and new appliances. Off the kitchen is a bonus room for a den or office. The 24 x 13 ft mirrored living room features a door to the balcony, with a peek at the Hudson River. The oversize bedroom, 21 x 12, offers seasonal partial views of the river and bridge lights, and is adjacent to a spacious storage room featuring a cedar closet. This unit offers a peaceful living experience with loads of resort-style amenities, including: • 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 available for $85 per month) • Full Generator no power outages. Hallways redecorated one year ago with contemporary wallpaper and carpeting Unique Features include: • Electric: under $30/month (The co-op installed solar panels so the monthly electric bill comes directly from the Management Firm, not Con Edison) • Convenient laundry on EACH FLOOR • HVAC units in LR, Den, and Bedroom are 4 years old • 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. Minimum Financial Requirements include: (A)Down payment: 25%. (B)Income: 4 times the annual maintenance + annual garage fee + any financing + all other contractual obligations. (C)Liquid Net Worth: at least, 10x annual apartment charges.

16 Rockledge Avenue Unit #5L-2, Ossining

$710,000
3 Beds 2 Baths 950073 MLS
The Perfect Blend of Comfort, Space & Convenience! Welcome to this beautifully maintained 3-bedroom, 2-bath home in a desirable Ossining neighborhood, set on a spacious .46 acre lot with a private backyard and thoughtful upgrades throughout. Step onto the inviting front porch and inside to a sun-filled living room that flows into the dining room, ideal for everyday living and special occasions. The updated eat-in kitchen features bamboo flooring, modern touches, and opens to a large deck where you’ll love entertaining, relaxing, or enjoying quiet mornings with your coffee. All three bedrooms are on the main level, along with a full bath that connects to the primary bedroom for added ease. Need more room to spread out? The walk-out lower level has it all! Huge family room with a built-in bar, a second full bath, and sliders to the patio, plus a covered space so your gatherings never get rained out. You'll also appreciate the updates, New roof (2024), New hot water heater (2023), and most windows updated (2017). Located just minutes from town, shopping, the train station, and major highways, this home is ideal for commuters and anyone who enjoys staying connected to it all. Living in Ossining means more than just a great house, it’s a vibrant, welcoming community with year-round festivals, parades, farmers' markets, and outdoor concerts along the Hudson River. This home is for you! If you're hosting, relaxing, or heading out to explore, this home offers the space, updates, and lifestyle you've been waiting for. Come see this home today and make it yours! You will not be disappointed!!!

13 Reeback Drive, Ossining

$915,000
4 Beds 3 Baths 952437 MLS
COME SEE. COME SIGH!! A BEAUTIFUL REMODELED EXPANDED CAPE, NESTLED ON 2+ ACRES IN TOWN AREA. THE PRIMARY BEDROOM SUITE - LOCATED ON THE MAIN LIVING LEVEL - FEATURES A DOUBLE SINK VANITY, WALK-IN CLOSET & SHOWER STALL TOO. . THE LARGE LAUNDRY ROOM IS CONVENIENTLY LOCATED NEAR THE HALLWAY CLOSET. THE KITCHEN'S LIGHT GREY CABINETRY, CENTER ISLAND, QUARTZ COUNTER TOPS & SUBWAY TILE BACKSPLASH ARE TASTEFULLY APPOINTED. THE GREAT ROOM, WITH ITS TRIPLE SLIDING GLASS WALL, IS ACCESSIBLE FROM BOTH THE LIVING ROOM AND KITCHEN. THE GREAT ROOM ADDITION, CREATES THE OPEN FLOOR-PLAN AND OFFERS YOU A SEASON-TO-SEASON VIEW OF THE EXPANSIVE BACKYARD. THE DETACHED 3C GARAGE IS AWESOME. MORE DETAILS TO COME IN THE DAYS AHEAD. . .

47 Stormytown Road, Ossining

$700,000
6 Beds 3 Baths 923861 MLS
Expanded 6 bedroom, 3 bath home on fenced-in property! Property is over assessed by 10% and taxes are based on a market value of $778,000. Once sold, the assessment may be grieved. This spacious home offers comfort, functionality, and room to grow. Nestled on a lovely level lot, the property features a newly painted rear deck, a storage shed, and a fully fenced yard—perfect for outdoor enjoyment. Inside, the first floor boasts a primary bedroom suite along with two additional bedrooms, ideal for flexible living arrangements. The inviting living room features a stone fireplace, bay window, hardwood floors, and in-ceiling speakers—perfect for cozy nights or entertaining guests. The family room off the kitchen is filled with natural light, enhanced by a skylight, new flooring, and a ceiling fan. Upstairs, you’ll find three more generously sized bedrooms and an updated full bath. Additional highlights include: whole-house generator for peace of mind, new roof with ice & water shield, new gutters with gutter guards, and updated hot water heater. The large unfinished basement has a workshop, two sump pumps, storage, and direct outdoor access. The sizeable driveway provides lots of parking, along with the one-car garage and carport. Conveniently located near parks, schools, shopping, and parkway access. This home offers space, upgrades, and location—a rare find! There are no audio recording devices inside this property.

7 Grandview Avenue, Ossining

$1,530,000
3 Beds 4 Baths 873377 MLS
Welcome to 383 Illington Road – an amazing, oversized 3 bedroom colonial that lives like a 4 bedroom, with 10 foot ceilings, nestled on over 5 acres of picturesque, level land in the highly sought-after Yorktown Central School District. This exceptional property offers privacy, space, and convenience, including an additional lot with an adorable treehouse for everyone to enjoy. All just minutes from the Taconic Parkway. Inside, you’ll find a warm and inviting atmosphere featuring a stunning stone wood-burning fireplace as the centerpiece of the main living area, complemented by an additional gas fireplace that adds charm and comfort. Expansive rooms throughout provide endless possibilities for entertaining and everyday living. Enjoy the tranquility of nature while being close to schools, shopping, and major routes. A rare find with this much land and character – don’t miss the opportunity to make it yours!

383 Illington Road, Ossining

$675,000
3 Beds 2 Baths 924061 MLS
Located along a peaceful cul-de-sac in Ossining, there is a quiet grace to 19 Donald Lane. This beautifully maintained home welcomes you with sun-filled rooms and a sense of calm. As you walk up the new flagstone walkway and enter through the front door, you're greeted by the spacious living room lit by bay windows setting the tone for relaxed mornings or hosting evening guests. The open layout flows into a formal dining room with French doors to a large deck overlooking your private, partially fenced yard. Feel the crisp fall breeze with great cross ventilation when you want some fresh air indoors. Just a few steps up are three comfortable bedrooms and a full bathroom, offering a restful retreat at the end of the day. Downstairs is the opportunity for a home office, media room, or cozy den with powder room. The attached garage is long and, in addition to your car, provides room for extra storage and has a large workbench. There is also a full attic freshly insulated and an encapsulated crawl space. Every update speaks to the care of this home: new HVAC, oil tank, windows, and insulation. Conveniently close to shops, restaurants, and route 9A, this home offers a blend of serenity and practicality. Like you, your new home is here and ready for its next chapter.

19 Donald Lane, Ossining

$470,000
2 Beds 2 Baths 867498 MLS
Beautiful riverfront SOHO style loft in converted 1800s brick schoolhouse facing the Hudson River, close to train, restaurants, riverfront, marinas, summer concerts on the river and all that glorious Hudson Valley riverfront life has to offer. Enjoy one level living in this fabulous open plan unit at the best corner spot in the building, with 14 foot ceilings and 10 foot windows, facing the Hudson to the west, with stunning sunsets and glorious light, which glistens off the hardwood floors. This unit has plentiful closets, a newly renovated primary bath, and a marble and terrazo hall bath. The loft bed built into second bedroom allows for use as a bedroom or as an office below and sleeping above. This prime location condo has no-steps access from the first floor lobby secure entry via the elevator to the second floor, plus additional access directly from rear parking lot, only four steps up to the hallway from the unit. The 12-unit elevator building has only three units per floor, providing quiet and a sense of privacy. The huge private front yard overlooking the Hudson can be enjoyed in all seasons. In addition, there are front and rear parking lots plus additional land owned by the complex. Unassigned parking for two cars is included. It's only a five minute stroll to the Metro North train, 50 minute express to NYC. Living is so much easier than in a house, and much more private than in a typical apartment building. The condo takes care of landscaping, snow removal, garbage pickup and maintenance. It's a great lifestyle, close to the aqueduct trail, the Ossining Farmers Market, great restaurants and pubs, Croton Point Park, the Croton riverfront and other nearby Hudson riverwalks and marinas, SingSing Kill brewery, and one of the best lifestyles in the metro area, You can OWN and enjoy this fantastic quality of life in one of Ossining's most noteworthy historic buildings for less than it costs to rent!! Taxes with STAR only $4047 (approx). For you history buffs: The Vireum School for Boys was founded in 1870 by Major Henry C. Symonds, a former West Point English professor who was married to Beatrice Brandreth, a daughter of Benjamin Brandreth, builder of the Brandreth Pill Factory down the street from The Vireum. Established as a college preparatory school geared toward preparing school-aged young men for entrance into military academies, the school sent several hundred graduates on to schools such as West Point and Annapolis during its years of operation. It was restored in 1988 and adapted for residential use. Always wanted a SOHO loft? Here's your chance, with river views and a much easier lifestyle than you could have in NYC!! CURRENTLY FURNISHED DIFFERENTLY THAN ILLUSTRATED HERE. Virtually staged photos to inspire - you do you!

2 N Water Street Unit #1A, Ossining

$1,025,000
4 Beds 3 Baths 942934 MLS
There’s something inherently calming about this farmhouse. Built around 1850, it carries its history with ease—authentic, settled, and seamlessly aligned with modern living. The living room is the true heart of the home. Expansive and inviting, it’s anchored by the original wood-burning fireplace, creating a natural gathering space that sets the tone for the entire house. From here, the home flows effortlessly into a formal dining room and onward to the kitchen. The kitchen is warm and thoughtfully designed for everyday living and entertaining alike. Cherry wood cabinetry, granite countertops, and professional-grade appliances—including a Wolf gas range and Sub-Zero refrigerator—strike a balance between beauty and function without competing with the home’s character. A comfortable family room, full bath, mudroom, and laundry area support daily life while preserving the home’s original rhythm and proportions. Upstairs, the primary bedroom offers a calm, private retreat with king-size proportions, custom closets, and access to a balcony—an ideal place to begin or end the day. Two additional generously sized bedrooms share a hall bath with a whirlpool tub, continuing the home’s relaxed and livable feel. Set on approximately three acres, the property opens into a true retreat. A heated in-ground pool sits just beyond the house, framed by mature trees and landscaped grounds that create a sense of privacy and escape. A charming chicken coop adds a touch of pastoral authenticity, while the surrounding land offers space to roam, garden, or simply enjoy the quiet. The carriage house adds exceptional flexibility, offering space for guests, gatherings, or creative use, complete wit, oversized garage, and a second-floor recreation room well suited for long summer evenings or quiet weekends away. Fully fenced and surrounded by nature, the grounds invite you to slow down. A gazebo tucked into the landscape provides yet another place to pause and take it all in. Whether envisioned as a full-time residence or a weekend escape, this is a home that feels settled, intentional, and ready to be lived in—an inviting blend of history, comfort, and ease.

320 Illington Road, Ossining

$540,000
3 Beds 2 Baths 936129 MLS
Built circa 1900 - this Victorian home offers Hudson River & Palisades views from the wrap-around front porch. A large side-hall entry welcomes you, along with the dark staircase balusters carved in the canonical classic style. Oak floors, high ceilings, a formal dining room with wood burning FPL and sliding pocket doors leading into the living room, are all appreciated amenities. The Kitchen notes a painted tin ceiling and traditional farm sink. The upper level contains 3 bedrooms, sitting room and hallway bathroom. The walk-up fin attic storage is a bonus. The unfinished Bsmt has laundry hook-ups and an access door to the exterior. The driveway allows for several vehicles. Natural gas fuel, Municipal water & sewer are existing. The quiet street in this historic neighborhood is a hidden gem. And the right buyer with a vision can bring this beautiful home back to its old glory. The price reflects the TLC required throughout the home. Metro North train station is 1 mile door-to-door and 45 min express into GCS. Sidewalks lead to public transportation and Village Center. Basic STAR ($1,659/yr) is not reflected in property taxes.

39 Hamilton Avenue, Ossining

$499,000
2 Beds 3 Baths 925457 MLS
Welcome to 113 Antler Ridge in Ossining, NY – a spacious condo full of potential, nestled in the desirable and well-maintained Deerfield community. This home features a functional layout with abundant natural light and a solid foundation to build upon. It’s the perfect opportunity for buyers to design and customize a space that truly reflects their own style. The main level offers an open-concept living and dining area with a cozy fireplace and sliding doors leading to a private patio—ideal for relaxing or entertaining. Upstairs, you’ll find generously sized bedrooms, including a primary suite with an ensuite bath, along with a versatile loft space perfect for an office or guest area. The finished lower level provides additional living space and access to the attached one-car garage. With strong bones, flexible living areas, and access to community amenities—including a pool, beautifully maintained grounds, and proximity to major highways, the train station, and scenic Teatown trails—this property offers both value and possibility in one of Ossining’s most sought-after neighborhoods.

113 Antler Ridge Unit #113, Ossining

$510,000
3 Beds 1 Baths 914689 MLS
Welcome to this single-family home located in the heart of the vibrant town of Ossining. This residence features an inviting open-concept floor plan that offers excellent flow perfect for both everyday living. The main level includes a spacious living and dining area that seamlessly connects to the kitchen, along with a conveniently located first floor bedroom. Upstairs, you'll find two additional generously sized bedrooms filled with natural light. Step outside to a large, versatile backyard perfect for relaxing, entertaining, or creating your own garden oasis. This outdoor space offers endless possibilities. Enjoy the perfect blend of comfort, functionality, and community in a location known for its rich history, riverfront parks, and easy access to transportation, schools, and local amenities. Walking distance to All.

39 Ann Street, Ossining

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.