Ossining, NY Real Estate | Ossining, NY Recently Sold Homes for Sale

Discover timeless character and modern comfort in this beautifully revitalized 1920 Village Colonial, set on a private, level corner lot with exceptional curb appeal. Surrounded by mature landscaping, the backyard offers a peaceful retreat with a stunning stone patio, perfect for outdoor dining, entertaining, or relaxing in your own quiet sanctuary. Inside, classic Colonial charm blends seamlessly with thoughtful upgrades, including beautiful hardwood floors, refined lighting design, and a professionally installed whole-house audio system with built-in speakers throughout the home and outdoor spaces, all controlled through SONOS. The elegant kitchen features stylish finishes and fixtures inspired by classic European design, creating a warm and inviting space for everyday living and gatherings. A detached two-car garage set privately behind the home, along with a new 100-foot driveway, adds both convenience and privacy to the property. Ideally located just minutes from downtown Ossining, shopping, major highways, and the Metro-North train, this home offers the perfect balance of commuter convenience and tranquil Village living. A rare opportunity to own a beautifully updated Colonial with character, privacy, and modern amenities in a prime location.

16 Robin Street, Ossining

$810,000

3 Beds ⋅ 3 Baths ⋅ 935813 MLS

Nestled on a quiet cul-de-sac and set on a spacious, level yard, this immaculate, move-in-ready 3BR/3BA contemporary home offers bright, open living with soaring cathedral ceilings, skylights, and oversized windows throughout. The main level features gleaming hardwood floors, a sun-filled living and dining area, 3 bedrooms and an updated kitchen with granite countertops and Bosch and Samsung appliances. Sliding glass doors lead to a large deck, perfect for entertaining. The finished lower level includes a full bath, new Pergo flooring, a cozy brick fireplace, and walkout access to a private patio and beautifully landscaped yard. Additional highlights include central air, 3-zone gas heat, central vacuum, two-car garage, and abundant storage. Exceptional space, comfort, and location – do not miss it!

10 Pine Brook Road, Ossining

$439,000

3 Beds ⋅ 2 Baths ⋅ 963821 MLS

Opportunity awaits in the reputable Briarcliff Woods Development in Ossining, where space, light, and an exceptional layout set the stage for your vision. This spacious 3-bedroom, 2-bath condominium is thoughtfully designed to meet your lifestyle needs, offering a wealth of opportunities to personalize and transform it into your dream home. As you step inside, you're greeted by an expansive living room, complete with a cozy fireplace that sets the tone for both relaxation and entertaining. From the dining room (owners have it as a little sitting area), you step into the generous sized eat-in kitchen, featuring a very large pantry, in-unit laundry and plenty of potential for updates. Retreat to the primary bedroom, featuring a private ensuite bath and an impressive walk-in closet that is sure to satisfy your storage needs. Two additional well-sized bedrooms provide versatility for guests, or a home office, with one room boasting yet another walk-in closet and an oversized closet for added convenience. Plus, the entrance hallway features an expansive walk-in closet, ensuring you'll never run out of space for your belongings. Step outside to your large private balcony, where you can enjoy peaceful wooded views and embrace the outdoors, perfect for summer grilling or sipping your morning coffee amidst nature’s beauty. Residents of Briarcliff Woods enjoy beautifully maintained grounds, including a sparkling inground pool with a sun-drenched grand patio surrounded by vibrant perennial gardens, as well as basketball and tennis courts for the active lifestyle. The development also offers a free jitney service to the Croton–Harmon Train Station, making commuting a breeze. With one assigned parking space and ample visitor parking, convenience is at your fingertips. Nestled near the scenic Senasqua Park and the picturesque Croton River Walk, this location is perfect for those who appreciate nature and the breathtaking sunsets over the Hudson River. Summer concerts & movies also at the river for your enjoyment. More to love: Ideally situated near major highways, shopping centers, and a variety of dining options. Don’t miss this rare opportunity to create your dream home in one of Ossining’s most sought-after communities. With its expansive layout, exceptional amenities, and prime location, this condo is ready to welcome you home.

9 Briarcliff Drive S Unit #16, Ossining

$465,000

2 Beds ⋅ 2 Baths ⋅ 966681 MLS

Ideal home with GARAGE! This is one of the few impressive units in this complex that faces the woods instead of a parking lot or another building. Discover the perfect blend of comfort, space, and tranquility in this desirable END-UNIT condominium, ideally located in the coveted Briarcliff Woods Complex in Ossining. A private detached one-car garage adds a level of convenience and exceptional value to this property. As you step inside, you are greeted by a bright and spacious layout. The stunning views from your private balcony overlook beautifully landscaped grounds and mature trees, providing a serene backdrop that enhances your living experience. This 2-bedroom, 2 full bath residence features an eat-in kitchen offering abundant cabinetry, a great-size pantry, and the convenience of in-unit laundry. The dining room sits in an ideal spot, seamlessly connecting to the kitchen, living room, and other parts of the home, creating an easy flow for meals and family gatherings. Expansive and inviting, the grand living room offers generous space, a cozy fireplace, flexible layout possibilities, and natural light from outside that brightens the entire area. You’ll find crown molding already in place, adding a finished touch to the living room and entry areas. Enjoy a generously sized primary suite complete with a walk-in closet and private ensuite bath. The second bedroom is also spacious, offering its own walk-in closet and a full bathroom just outside the door. Storage is plentiful throughout the home, including an additional walk-in closet and an extra-large closet in the entry foyer, ensuring you’ll never be short on space. The primary bathroom has already been tastefully updated, giving you a head start on personalizing the space to your liking. Crown molding already installed in entrance/dining room & living room. Pet-friendly community and ample visitor parking whether you have guests or an additional car. Residents of Briarcliff Woods enjoy exceptional amenities, including a sparkling inground pool with a sun-drenched grand patio, tennis and basketball courts. Commuters will appreciate the FREE jitney to and from Croton-Harmon Train Station, with Ossining Station just minutes away. An on-site superintendent keeps the property beautifully maintained and is readily available to assist residents. Ideally located close to highways, restaurants, shopping, parks, and scenic trails. Just a short drive to Senasqua Park Riverfront in Croton, where you can take in breathtaking Hudson River sunsets, stroll the waterfront trail, relax on the beach, or enjoy the gazebo, along with seasonal concerts and movies. At Briarcliff Woods, you’ll experience the perfect blend of maintenance-free living and the peace of a natural, wooded setting. A truly rare offering—GARAGE included—so book your visit today and experience firsthand why Briarcliff Woods remains one of the area’s most coveted communities!

6 Briarcliff Drive S Unit #3, Ossining

$4,950

4 Beds ⋅ 2 Baths ⋅ 1000801 MLS

This inviting 4-bedroom, 2-bathroom detached house is now available for rent. Nestled in a peaceful setting, this home offers a perfect blend of comfort and functionality. The spacious layout includes four generously sized bedrooms, providing plenty of room for family living or a home office setup. The property features two bathrooms, making it convenient for daily routines. Laundry facilities are conveniently located in the basement, ensuring that chores can be handled efficiently without cluttering the main living areas. Tenants will be responsible for heat, electricity, and snow removal, allowing for personalized control over utilities. In contrast, the landlord will take care of water and landscaping, ensuring the outdoor spaces remain well-maintained without added effort from the tenants. Parking is not an issue, as the driveway can accommodate up to two cars. While the garage is not included in the rental, the driveway provides easy access and convenience. For pet lovers, the policy on pets is flexible and considered on a case-by-case basis, making it easier for you to bring your furry friends along. This charming home is ready to welcome new tenants who value space, comfort, and a welcoming environment. Don't miss the chance to make this lovely house your new home!

51 Iroquois Road, Ossining

$605,000

1 Beds ⋅ 2 Baths ⋅ 948641 MLS

Welcome to Hudson Watch, one of Ossining’s most sought-after townhome communities. This beautifully maintained unit offers a perfect blend of comfort and convenience, featuring a bright, open floor plan with seasonal Hudson River views. The main level boasts a spacious living area anchored by a cozy fireplace and sliding glass doors that lead to a private deck- ideal for morning coffee or sunset views. The kitchen is well-appointed with ample cabinetry and a functional layout that flows seamlessly into the dining area. Upstairs, the primary suite serves as a true retreat with vaulted ceilings and generous closet space. Residents enjoy resort-style amenities including a pool, tennis/pickleball courts, and a dog run, all while being just minutes from the Croton-Harmon and Ossining Metro-North stations for an easy 45-minute commute to Grand Central. Maintenance-free living at its finest, just moments from the village waterfront, local shops, and scenic parks.

8 Hudson Watch Drive, Ossining

$710,000

2 Beds ⋅ 3 Baths ⋅ 980941 MLS

Get ready for easy living in this beautifully updated two bedroom plus den townhome in a prime location in the coveted Hudson Watch community. Don't miss this rare opportunity for a mint-condition home with Hudson River views from the 2nd level! W alls of windows, vaulted ceilings and skylights let in natural light throughout the residence. This impeccably maintained home is evident from the gleaming engineered hardwood floors throughout (including all closets) to the new HV AC & loads of closets with custom built-in shelves. Relax or entertain on your private flagstone patio overlooking a large open expanse in the backyard. Easy living with the laundry closet conveniently located on the bedroom level & an attached garage with storage shelves. Stroll along the wide streets in Hudson Watch while enjoying the Hudson River views. Amenities include a swimming pool & tennis/pickleball court and a pet friendly community. Minutes to both Ossining & Croton (+Amtrak) train stations for express commute to NYC & other destinations. Close to shops, restaurants & river walking paths. With its open flow floor plan, privacy and partial river views, this bright and spacious property offers the very best in townhome living! See attached floor plans and features sheet for more info.

58 Hudson Watch Drive, Ossining

$780,000

3 Beds ⋅ 2 Baths ⋅ 977450 MLS

Historic farmhouse-style home with original character and some modern updates Set on a nearly half-acre lot in a quiet, wooded area , detached barn adds flexibility (garage, storage, workshop).Includes large front porch and scenic, “bucolic” surroundings, Hardwood flooring throughout. Located near the Teatown Lake Reservation and major commuter routes, low taxes

101 Spring Valley Road, Ossining

$340,000

1 Beds ⋅ 1 Baths ⋅ 959705 MLS

Pet-friendly Hudson View condo with serene wooded surroundings. This bright and spacious home features a cozy fireplace in the living room with access to a private deck. The home includes generously sized bedroom with ample storage. Additional highlights include assigned parking and ample guest parking. Community amenities include a pool, clubhouse, fitness center, tennis and basketball courts, and playground. Conveniently located near the Croton-Harmon Metro-North Train Station, shopping, dining, highways, waterfront parks, and scenic hiking and biking trails, including the Croton Aqueduct and Teatown Lake Reservation.

9 Nicole Circle Unit #3, Ossining

$1,200,000

5 Beds ⋅ 3 Baths ⋅ 965266 MLS

Introducing ROCKDALE c. 1830 — a one-of-a-kind, captivating 5-bedroom historic Colonial farmhouse and barn set on 1.32 bucolic acres. The perfect full-time residence or weekend retreat for those who seek charm, originality, and significance. Proudly listed on the New Castle Historic Registry, this quintessential landmark is rich in history and character. Beautifully situated on a quiet country road, the gated entry is framed by a white picket fence and stately stone walls. A long gravel driveway lined with Belgian blocks opens to a picturesque setting with mature plantings, perennial gardens, and a newly expanded bluestone patio with fire-pit and stone wall seating overlooking the back lawn. Inside, the home’s antique character has been beautifully preserved and maintained, blending elegance and comfort. Original pine floors, wood beams, exposed brick, three wood-burning fireplaces, high ceilings, and original built-ins reflect the home’s rich history, while floor-to-ceiling windows fill the interiors with natural light. True to the home’s period, the interior layout connects the rooms in an ideal way for both entertaining and privacy. The recently updated farmhouse kitchen features new cabinetry, countertops, and stainless-steel appliances, complemented by a wood ceiling with original exposed beams and a large double window. The formal dining room with three built-in cabinets, gracious bay window, and butler's pantry is ideal for entertaining. An inviting and spacious living room and a family room/library with reading nook both feature built-in bookcases, fireplaces, and floor-to-ceiling windows. A full bath, laundry room, attached pantry, back hall/mudroom, and wide front porch complete the main level. The second level can be accessed by the main staircase or a quaint back hall staircase leading to a mezzanine level with two bedrooms — one equally suited for and currently used as an office. This space transitions seamlessly to the main hall leading to three additional bedrooms and two well-appointed full baths. A detached barn offers tremendous potential for guest quarters, a creative space, home office, gym, or garage — making this property as versatile as it is distinctive. The spacious backyard abuts farmland, creating a peaceful and scenic setting. Conveniently located near the North County Trailway, major parkways, rail lines, shopping, and Gedney Park, this home provides the benefit of New Castle taxes along with access to Chappaqua recreation and train station parking – a rare and exceptional opportunity to enjoy the best of both communities. ROCKDALE is for the discerning buyer who values a one-of-a-kind home with easy access to NYC.

28 Barnes Road, Ossining

$620,000

2 Beds ⋅ 2 Baths ⋅ 972271 MLS

Beautiful, bright end unit condo in Spring Pond featuring 2 bedrooms and 1.5 baths. This inviting home offers an eat in kitchen with ample cabinet space, brand new stove and refrigerator, and stainless steel appliances. Enjoy hardwood floors throughout the living and dining areas, complemented by an open floor plan and a spacious living room with vaulted ceilings and a cozy fireplace. The primary bedroom is a true retreat, featuring tray ceilings, a walk in closet, a dressing area, an updated bathroom with double sinks, and its own private deck. Both upper and lower level decks have been newly replaced, and the entire unit has been freshly painted. Additional highlights include a bonus sitting area, a full size washer and dryer conveniently located near the bedrooms for easy access, and an attached garage with generous storage, plus driveway and guest parking. Enjoy access to community amenities including a pool and tennis court. Conveniently located near highways, parks, trails, and just minutes to the Croton train station, ideal for commuters.

1 Spring Pond Drive Unit #1, Ossining

$150,000

1 Beds ⋅ 1 Baths ⋅ 946206 MLS

BACK ON MARKET!!! This is a great community to live in. Close to everything. Great location for commuting. This one bedroom, one bathroom co-op has plenty of space and a view of the wooded area out the back of the unit. Centrally located near all shops, highways and trains. Laundry room and storage unit in basement of building with access from the next entrance. Your assigned parking spot #31 is close to the entrance of the building. Bring all offers. Motivated seller. CO-OP board approval is required.

129-3 S Highland Avenue Unit #6A, Ossining

$510,000

4 Beds ⋅ 4 Baths ⋅ 896993 MLS

Enjoy Hudson River views and Sunsets. Being sold as is and unfinished. Great opportunity to bring builders or buyers with their contractor! There is Yours to complete or redesign. New Building permit must be applied for with the village. Assessment recently reduced for tax year 2026 was 827,300. Now it's 667,800.

312A Spring Street, Ossining

$790,000

4 Beds ⋅ 3 Baths ⋅ 944202 MLS

Spacious Expanded Raised Ranch.. Charming Neighborhood and a Quiet Cul-de-sac Location.. 1/2 Acre with a Private Flat Usable Backyard and Wooded Views.. Updated Kitchen with Stainless Steel Appliances and a Gas Range, Plenty of Cabinets and Pantry, Granite Counters, Recessed Lighting and a Door Out to the Deck.. Formal Dining Room with a Wall of Windows, Great Natural Light and a Sliding Glass Door to the Deck with Awning and Steps Down to the Yard.. Large Living Room with Picture Windows and a Coat Closet, Steps up from the Entry Foyer and Powder Room.. 4 Bedrooms and Hall Bathroom Accessible from the Primary Bedroom with Picture Window and Walk in Closet.. Mostly Hardwood Flooring on the Main Level and a Hallway with Pull Down Stairs to Attic Storage.. Large Lower Level Family Room and Sun Room with Floor to Ceiling Windows and a Sliding Glass Door Out to the Backyard.. Recreation Room, also Perfect for Guest Accommodations with Access to a Full Bathroom and a Storage Room with a Cedar Closet.. Additional Lower Level Space Includes a Landing with Closets, 2 Home Office's, a Storage Room with Shelving Built in's and an Entrance Foyer from the Driveway with Plenty of Parking.. Gas Fueled Furnace, Central Air Conditioning and a Lawn Sprinkler System.. Easy Access to the Briarcliff - Peekskill Trailway's Hiking.. Minutes to the 1,000 Acre Teatown Lake Reservation Preserve and Hudson Hills Golf Course.. 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.

40 Minkel Road, Ossining

$649,222

3 Beds ⋅ 2 Baths ⋅ 951629 MLS

Move right in to this beautifully maintained home, freshly painted throughout the interior. The updated eat-in kitchen features brand-new stainless steel appliances, granite countertops, custom maple cabinetry, recessed lighting, and classic wainscoting. Hardwood floors span the main level, complemented by a light-filled living and dining area with an open floor plan. The main level offers three bedrooms and an updated hall bath with an oversized stall shower. The walk-out lower level adds exceptional living space with brand-new flooring, a brand-new full bath with tub and shower, and a spacious recreation room with a sliding door leading to a fenced-in, level yard—perfect for relaxing or entertaining. Additional highlights include a new washer, whole-house attic fan, updated windows, and an attached garage. Conveniently located in the Village of Ossining near schools, shops, and transportation, this home is set in a wonderful, quiet neighborhood.

59 Watson Avenue, Ossining

$733,500

2 Beds ⋅ 3 Baths ⋅ 969797 MLS

Welcome home to The Woods Condominium, a community in Westchester offering both proximity to NYC and recreation galore. This beautifully maintained three-level townhome has 2 bedrooms, 2.5 bathrooms, a finished basement, an additional room which can serve as bedroom or home office, and an attached garage. The finished basement boasts generous living space with two full size closets for storage and sliding doors to the patio to enjoy the relaxing sounds of the nearby brook. Home features a new kitchen with extended quartz countertops, new cabinets, and all new appliances. Other recent upgrades include an updated powder room, main bath and main bedroom, fresh paint, and lighting fixtures, a high-efficiency boiler with an instant hot water tank and recently replaced roof and siding. Enjoy year-round recreation in the many nearby parks and nature preserves, and swim and play tennis or pickle ball seasonally in the community’s private court and pool. Tax records do not state square feet as this is a Condo. Owner has provided the amount.

42 Brooke View Drive, Ossining

$855,000

8 Beds ⋅ 3 Baths ⋅ 939881 MLS

Welcome to a spacious, well-maintained multi-level home offering a rare blend of legal configuration and flexibility. Ideal for extended family living, owner-occupants seeking rental income, or buyers looking for long-term versatility. The legal lower level features three bedrooms, a full bathroom, direct interior access, and a separate entrance. The main level offers three additional bedrooms, a full bathroom, an eat-in kitchen, and a comfortable living room. The second-floor apartment includes two bedrooms, an eat-in kitchen, and a full bathroom, with walk-up access to a large unfinished attic—perfect for storage or future potential. The home has been updated within the last five years and will be delivered with a clean Certificate of Occupancy. A deep driveway running the full depth of the property provides ample off-street parking and added convenience. A thoughtfully laid-out property with strong utility, legal flexibility, and long-term value.

38 Terrace Avenue, Ossining

$760,000

3 Beds ⋅ 2 Baths ⋅ 953609 MLS

A great place to call home, this raised ranch–style home sits on 0.52 acres and provides inviting living spaces in Ossining, just outside the town center. Adding to its appeal, the seller recently installed a brand-new roof, providing an important recent upgrade and added value for the next owner. The foyer leads into a spacious living room with a large bay window that fills the space with natural light. An open layout leads into the formal dining room and continues into a four-season sunroom with oversized windows overlooking the spectacular backyard, creating an ideal setting for get-togethers, summer barbecues, and everyday enjoyment. The space connects seamlessly to the deck, making it easy to enjoy morning coffee or gatherings that move easily between indoors and out. The spacious kitchen features ample cabinetry, granite countertops, a skylight, and a refrigerator designed to blend seamlessly with the cabinetry. The main level includes three generously sized bedrooms and a full bathroom with double sinks. Pull-down attic stairs provide convenient additional storage. The lower level expands the living space with a cozy family room featuring a fireplace, an office or den, a convenient half bathroom, a separate utility room, and direct access to the outdoors. A driveway leads to a two-car garage, completing the property. Ideally located, this home allows you to enjoy the benefits of living in Ossining with close proximity to shopping, dining, parks, and schools, while still feeling removed from the hustle of the town center. Commuters will appreciate easy access to major roadways, including Route 9 and the Taconic Parkway, providing convenient travel throughout Westchester and into New York City.

7 Bracken Road, Ossining

$480,000

2 Beds ⋅ 2 Baths ⋅ 949398 MLS

Welcome to this bright and inviting two bedroom, two bathroom condo located in the desirable Hudson View development in Ossining. This beautifully designed home features dramatic lofted ceilings and an abundance of natural light, enhanced by multiple skylights that create an airy, open feel throughout. The spacious living area is highlighted by a charming wood burning fireplace, perfect for cozy evenings at home. The white kitchen is both stylish and functional, offering butcher block style countertops, a convenient pass-through serving window leading into the dining area and stainless steel appliances—all less than two years old. A versatile loft area overlooks the main living space, offering the perfect spot for a home office, reading nook, home gym or guest area. Thoughtfully laid out bedrooms and full bathrooms along with in-unit washer & dryer provide comfort and privacy, making this condo a perfect retreat to call home. Step out onto your private deck and enjoy a peaceful setting ideal for morning coffee or relaxing at the end of the day. Amenities including: assigned parking, a clubhouse, fitness area, sauna, pool & tennis courts help seal the deal! Close proximity to metro north, parks, shopping, dining & major roadways. Schedule your tour TODAY!

15 Steven Drive Unit #4, Ossining

$2,975

2 Beds ⋅ 1 Baths ⋅ 973045 MLS

Step into a spacious, fully renovated, turn-key lifestyle with this extraordinary first-floor apartment in the heart of historic Town of Ossining. This extra-large 2-bedroom residence has been meticulously transformed with high-end finishes, ready for immediate occupancy. Brand-new, Contemporary Kitchen: A chef's delight featuring sleek countertops, new cabinetry, and a full suite of brand-new, stainless-steel appliances. A spa-like retreat with elegant fixtures and contemporary tiling. Freshly Painted Walls: A warm, neutral canvas throughout. The generous floor plan includes a cozy living room with a NON-working fireplace for show and a crucial dedicated den or office area, providing invaluable flexibility for a work-from-home or hybrid environment. Located just steps from the vibrant pulse of downtown Ossining, you can effortlessly stroll to shops, cafes, and restaurants. Commuting is a dream, with the Ossining train station nearby for an easy ride to Grand Central Terminal. Heat and water are included in the rent. Secure your spot in this modern, perfectly located home today. Parking available for $150 per month.

56 S Highland Avenue Unit #1B, Ossining

$825,000

4 Beds ⋅ 2 Baths ⋅ 961718 MLS

Charming Victorian Colonial ideally located directly across from Nelson Park and just a short walk to schools, shops, and local amenities. This sun-filled home blends timeless character with thoughtful modern updates and offers a flexible layout that lives like a 4/5-bedroom home. Highlights include high ceilings, new thermopane windows, beautiful bay windows in the living room and bedrooms, and a coffered ceiling & wainscotting in the formal dining room, and updated baths. The renovated kitchen features white oak cabinetry, soapstone countertops, stainless steel appliances including a Smeg 5 burner gas range, a convenient breakfast bar, LED recessed lighting, and is perfect for everyday living and entertaining. A main-level laundry room with Bamboo floors & LG appliances, side mudroom porch to slate patio and fenced back yard, and easy-flow layout add to the home’s functionality. The main floor primary suite offers comfort and convenience with a renovated ensuite bath. Throughout the main floor you’ll find beautiful gleaming oak rifted and quartersawn hardwood floors with walnut borders. The home offers a seamless blend of vintage details and modern finishes. Major updates include seven new ductless heating and cooling units for great efficiency in all 4 seasons, new windows, and a new roof, and new steel column foundation supports. Additional features include a welcoming rocking chair front porch, slate patio, fenced flat front and backyard, regraded driveway, and stunning old-growth trees that enhance the home’s captivating curb appeal. Storage is abundant with a walk-up attic and full basement , and the updated second-floor hall bath adds to the home’s move-in-ready appeal.

39 Washington Avenue, Ossining

$3,150

2 Beds ⋅ 1 Baths ⋅ 961727 MLS

Updated and refreshed, 2 Bedrooms, 1 bath, living room, office, renovated eat-in-kitchen with door out to private deck and water views. Minutes to shops, main road, schools and train station. A must see! Tenant pays for heat and electric.

29 Cedar Lane, Ossining

$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

$345,000

2 Beds ⋅ 1 Baths ⋅ 914059 MLS

Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops, restaurants, and transportation. Property to be sold as-is. Will not last, call us today!

135 N Highland Avenue, 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

$208,500

2 Beds ⋅ 1 Baths ⋅ 950713 MLS

Welcome to the Parkview Co-op, conveniently located on the top floor of the building in a highly convenient location. This sun-filled home features an open layout with gleaming hardwood floors throughout, 2 bedrooms, 1 full Bathroom, a bright white Kitchen with a large window, offering plenty of natural light. Enjoy Nelson Park directly across the street and take advantage of the Parkview community Pool for relaxation and recreation. Board Approval required: minimum 10% Down payment, 700 or more Credit score, Maximum 35%Debt-to- Income Ratio.

121 Highland Avenue Unit #6K, 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

$190,000

2 Beds ⋅ 1 Baths ⋅ 949632 MLS

Welcome home to this bright top floor, 2 bedroom, 1 full bathroom unit at The Parkview. Featuring hardwood floors throughout , an open floor plan, updated kitchen, on-site laundry all in a convenient location close to shopping and transportation. Located directly across from Nelson Park, the Parkview boasts updated lobby with intercom, parking, pool, and fitness center. Board approval is required along with a minimum 10% downpayment, 700+ credit score and a maximum 35% debt to income ratio. Don't miss out, call for your private showing today!

121 South Highland Avenue Unit #6L, 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

$365,000

1 Beds ⋅ 1 Baths ⋅ 933438 MLS

Eagle Bay! Discover serene living in this first floor - no steps - 1 bedroom condominium home. Eagle Bay has incredible grounds with gardens, flowering trees and incredibly maintained homes, all in a gated community. Large living and dining room, updated eat-in-kitchen and a large bedroom with ample closets. Private outdoor space with privacy and wooded views. Clubhouse, pool, tennis, pickle ball, playground + more. Minutes to the Croton-Harmon RR station. This is your ideal next home, come see it today.

101 Eagle Bay Drive Unit #101, 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

$1,850

1 Baths ⋅ 958418 MLS

Step into this bright, sun-drenched studio that instantly feels like home! This beautifully refreshed space features a large sunny living room/bed room, a fully updated kitchen with brand-new appliances, fresh paint throughout, and an abundance of storage that’s hard to find in a studio. Enjoy the ease of one-level living and the convenience of your own dedicated parking spot right outside your door. All utilities included! Perfectly located just minutes from the train, public transportation, shopping, and dining, this is effortless living at its best—whether you’re commuting, exploring, or simply relaxing in your own stylish space.

43 Linden Avenue Unit #1L, Ossining

$500,000

2 Beds ⋅ 2 Baths ⋅ 959771 MLS

Charming and well-maintained 2-bedroom home with the flexibility to live like a 3-bedroom, offering an open floor plan with newer kitchen, dining area and nicely sized livingroom. Retreat to your rear deck and enjoy the beautiful Croton River views. This lovingly cared-for home also features a finished walk-out basement, providing excellent bonus space and flexibility. A welcoming front porch adds curb appeal, while off-street parking offers everyday convenience. Ideally located with easy access to schools, Metro-North, shops, restaurants, riverfront parks, and major highways. Move right in! Some photos virtually staged

45 Old Albany Post Road, 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

$679,000

5 Beds ⋅ 3 Baths ⋅ 924685 MLS

FREE 12 MONTH HOME WARRANTY that covers electrical/plumbing/appliances/and MORE! This historically charming Center Hall Colonial Farmhouse is situated on almost an acre of pristine land. Own a piece of Westchester County history with this 1826 built farmhouse, enjoy 7' high ceilings, wide planked hardwood floors, and three working fireplaces. HUGE dry walkout basement with an enormous walk-up attic that could be turned into MORE living space. You could live here for 30+ years and never run out of storage space! Ossining is a commuters DREAM, 45 minute train ride to Grand Central! This property has a two car garage plus driveway parking for 5 more cars!

33 Ryder Road, 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

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