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$2,400
1 Beds ⋅ 1 Baths ⋅ 948822 MLS
You will love this Immaculate 1BR Apartment located on Main Street in DT Ossining with exposed brick walls, lots of natural light, and washer/dryer in the unit! Spacious and gracious, this apartment offers many great amenities, including central air, large closets, and High-End Finishes - - - and just 48 minutes by Train to GCS. It is close to restaurants, recreation, shopping and tons of great local cultural institutions! The apartment is on the 2nd floor and has lovely light quality and views from the bedroom and Living/Dining Area. Enjoy Hardwood Floors in bedrooms, and imported Stone Tile Floors in living/kitchen, plus entry hall, stone Countertops in Kitchen and Bathroom Vanity. All of the appliances are in excellent condition, including a Gas Range, Dishwasher, Washer & Dryer, Large refrigerator, and over-range microwave with Hood Built-in. There are two large Closets in the Bedroom. You'll enjoy a bustling downtown area with proximity to the Metro North Train Station (45 minutes to Grand Central), as well as Markets, Restaurants, Cafes, a Pharmacy, a Bookstore, and a Post Office. Parking is Municipal by the Village of Ossining (you will need to get a tag for your car - not expensive!), with Multiple lots within 1 block. Ossining is an Artsy and Upcoming Community located along the majestic Hudson River with beautiful views! Tenant is responsible for utilities. Apply via RentSpree!

123 Main Street, Ossining
$350,000
1 Beds ⋅ 1 Baths ⋅ 924460 MLS
Terrific End Unit in Pet-Friendly Hudson View! This bright and spacious home features vaulted ceilings, a skylight, and a cozy fireplace in the living room with access to a private sunset deck. The updated kitchen offers granite countertops, refaced cabinets, and modern appliances. A spiral staircase leads to a versatile loft space, perfect for a home office, yoga area, or creative studio, plus an additional storage room with skylight. Enjoy assigned parking, community pool, fitness center, tennis and basketball courts, playground, and ample guest parking. Conveniently located near Croton-Harmon train station, shops, and restaurants.

10 Nicole Circle Unit #12, Ossining
$995,000
4 Beds ⋅ 4 Baths ⋅ 848959 MLS
Nestled on one of Ossining Village’s most coveted streets, this quintessential 1920s Colonial exudes timeless charm while embracing modern luxury. Just a short stroll to town, the home offers sweeping Hudson River views from every floor. Vintage details blend seamlessly with thoughtful updates, including a chef’s kitchen with top-tier stainless steel appliances and three exquisitely renovated baths where no detail was overlooked. Sunlight pours through every window, highlighting artistic touches that welcome you the moment you step through the original Dutch door. Enjoy year-round living in the glass-enclosed four-season room, unwind on the screened sun porch, or retreat to the fully finished walk-up attic—each space offering comfort and versatility. Outside, the private, fenced gardens evoke the romance of the English countryside, while the crown jewel of the home is the expansive wraparound mahogany deck, the perfect perch for savoring sunsets over the Hudson. Here, friendly neighbors, tree-lined streets, and a warm sense of community complete the picture. A rare Ossining treasure, not to be missed.

2 Oak Hill Terrace, Ossining
$515,000
3 Beds ⋅ 1 Baths ⋅ 916422 MLS
Just over half of a mile, on sidewalk flanked streets, from the Ossining train station and an equal distance to the village's downtown, this wonderful home is perfectly situated for buyers that are looking for convenience, character and comfort. Perched on a verdant, partially wooded lot, with views of the Hudson River, this Cape Cod home is the one you've been looking for. Park in the driveway, which has room for at least two cars. Up a short flight of steps, past hedges and groundcover, is the front entrance. Come inside to find a good sized living room, with wood floors and abundant natural light flooding in from the large bay window. From another window you can look out to views of the river. The living room opens to the dining area, where you will find an original built-in hutch. The kitchen is efficiently laid out, with a newer fridge and stove. It's well designed for preparing a meal after a long day. The door off the kitchen opens out to the private rear deck, but we'll return to that later. Also on the first floor are two good sized bedrooms and a full hall bathroom, with tub/shower and tile. Upstairs, you will find a third private bedroom with views of its own. An even larger office with extra storage space on this floor is a great bonus. Ceiling fans throughout the living spaces keep air flowing. In the basement you will find an additional large finished space. How might you use this space? A family room, den, cave or just for the extra storage that we all need? Outside again, you can look from the expansive deck to the plantings on your right, the patio on your left, or straight ahead to the steps that wend up the hill to paths which overlook the grounds and look out to the river. All of this, just moments from an express stop to NYC and down the hill from the shops and restaurants of the village of Ossining. Stop by to see all of the possibilities here.

61 Snowden Avenue, Ossining
$265,000
2 Beds ⋅ 1 Baths ⋅ 891945 MLS
If you’re looking for a beautifully updated end unit in the desirable High Meadow community, this meticulously cared for residence is the one! Featuring hardwood floors, a luxurious steam shower with in-wall speakers, updated closet organization, this home blends comfort and style with thoughtful upgrades in every room. The elegant kitchen boasts quartz countertops, a stylish tile backsplash, stainless steel appliances, and plenty of outlets for all your appliances, while crown molding adds a touch of sophistication throughout. Additional highlights include a dedicated brick patio, three hardwired smart Nest smoke and CO2 detectors, in-wall speakers in the living room, and a convenient storage area in the basement. Parking is abundant with an assigned spot plus plenty of street parking for guests. The community offers exceptional amenities including multiple basketball courts, several playgrounds, and a community room that can be rented for larger gatherings. Homes with this level of care and detail are hard to find - don’t miss this one! There are audio/visual recording devices inside this property.

97 Charter Circle Unit #97, Ossining
$205,000
2 Beds ⋅ 1 Baths ⋅ 924822 MLS
Accepted Offer as of 10/29 - Incredible value! This is a wonderful 2-bedroom home at The Park View, a very desirable co-op community in Ossining. There is gorgeous hardwood flooring throughout, and ample closet space (seven in total). Expansive, combined east-facing living and dining rooms are bathed in natural light. The kitchen is airy and spacious, with a north-facing window, and stainless steel appliances. Renovated bath with walk-in shower. This unit comes with 1 assigned parking spot in the lower lot. The property features a beautiful outdoor pool, an exercise room on the lobby level, a laundry room on the lobby level, and a bike room in building 117. Enjoy all that Ossining has to offer, including an OCA trail head close-by, the lovely Nelson Park across the street, downtown farmer's market on Saturdays, a fabulous local library, and convenience to shopping and restaurants.

119 South Highland Avenue Unit #5B, Ossining
$205,000
2 Beds ⋅ 1 Baths ⋅ 865881 MLS
Step into this fabulous duplex townhouse-style cooperative, boasting its own private entrance on a picturesque, tree-lined street. The main level unfolds into an inviting layout, featuring a bright and spacious living room, a dedicated dining room perfect for entertaining, and a well-appointed kitchen. Ascend to the second floor where you'll discover two generously sized bedrooms, each offering ample closet space to accommodate all your storage needs. A convenient hall bathroom completes this level. Throughout the entire home, rich, warm hardwood floors add a touch of timeless elegance. Residents benefit from the convenience of assigned parking, with additional on-street parking readily available, ensuring plenty of space for guests. The vibrant community also offers a wealth of amenities, including two meticulously maintained playgrounds, a full basketball court for active recreation, and accessible storage rooms. Requirement: Down Payment: 10% Financing: 90%, DTI (Debt to Income): 35% or under, Credit Score: 675 and above, If there are two buyers, the 2nd applicant must have a credit score of 675 or above, One (1) Year of Liquid Assets (Not including Retirement Accounts – Unless applicant is retired) to cover all expenses. No Late payments for the last six (6) mother on credit report, No Bankruptcy in the last 5 years, At least 2 years of steady Employment

147 Charter Circle Unit #147, Ossining
$3,400
2 Beds ⋅ 2 Baths ⋅ 942781 MLS
Welcome to this exceptionally spacious and lovely car cared for a condo in the highly sought after Briarcliff Woods community. Walk into this gorgeous top to bottom, renovated unit with gracious dining room, that conveniently transitions to the stunning eat in kitchen that has been updated with designer, cabinetry, and modern finishes. All the conveniences of in unit laundry. You'll love the graciously sized living room that's both elegant and warm, anchored by a wood-burning fireplace. Enjoy a true spacious primary suite and large second bedroom for guest, or home office. Assigned parking with plenty of visitor spots, outstanding amenities, including inground, pool, pool house, sauna, and basketball courts. Commuters will love the free shuttle service too, and from Croton Station with Ossining station also just a few minutes away.

42 Briar Cliff Unit ##4- 2, Ossining
$930,000
3 Beds ⋅ 3 Baths ⋅ 926893 MLS
Make an easy lifestyle transition to resort-style living in this beautifully-updated 3 bedroom, 2.1 bath townhome in Mystic Pointe, northern Ossining’s sought-after, gated luxury waterfront condominium community. This sizable, sunny, pristine tri-level end unit, known as a Biscayne, lives much like a single family house with its kitchen, dining and living areas all on the main floor, all bedrooms on the upper level and a huge family room on its walk-out lower level, complimented by a gracious side portico entrance, expanded deck and patio, and a treasured 2-car garage. This home has a brand new HVAC system, brand new hardwood floors, 4 new skylights, specialty windows, high/cathedral ceilings, granite and quartz countertops, stainless steel appliances, closets with built-in organizers, custom window treatments, ceiling fans, gas fireplace, lush outdoor plantings and much more. The community offers fabulous amenities including a gorgeous New England nautical-style clubhouse with diverse rooms for casual and formal entertaining, fitness room, co-ed sauna, outdoor adult and kiddie pools (with lifeguard), playground, tennis, pickleball and nature trail. This pet friendly community is convenient to get to by car or train… and for those NYC commuters, the complex has a reimbursement policy for transportation to/from the Croton Harmon train station.

9 High Ridge Road, Ossining
$500,000
2 Beds ⋅ 3 Baths ⋅ 929559 MLS
Discover this stunning penthouse in Ossining’s landmark 1820s schoolhouse conversion, where SoHo loft vibes blend with Hudson Valley charm. With dramatic architectural lines including soaring ceilings, exposed brick, wood beams, copper piping, and clerestory windows, every detail tells a story. The open-concept main level features a sunlit living room, elevated kitchen with granite counters and stainless appliances, and a designer half bath. Upstairs, a loft provides the perfect flex space for an office or guest area. The lower level offers two ensuite bedrooms with high ceilings and oversized windows, including a spacious primary suite with walk-in closet and spa-inspired bath. Private washer and dryer in home and on-site storage. Two assigned parking spaces included. Within a few blocks to the shops, cafes, Metro-North, Ossining’s beautiful Hudson Riverfront with marinas, Old Croton Aqueduct Trail, and Ossining’s vibrant downtown scene.

88 Broadway Unit #PH4, Ossining
$999,000
3 Beds ⋅ 3 Baths ⋅ 913904 MLS
Story book setting found. Nestled within the Teatown area with pond and gardens galore. The magical setting is only enhanced by the spectacular home. The kitchen is the ideal center of the home with breakfast bar, timeless updates and open airy floorplan. Entertain your guests while overlooking the water and grounds. When a screened-in porch has an outdoor fireplace, the use is year-round. The second floor is just as unique with a studio, again overlooking the pond. All this convenient to NYC by either car or train

1376 Spring Valley Road, Ossining
$130,000
1 Beds ⋅ 1 Baths ⋅ 898819 MLS
Welcome to 127 S Highland Avenue, Unit A4 in Ossining, NY—a bright and inviting cooperative in the sought-after Highland Terrace Complex. This 1-bedroom, 1-bath home offers 750 square feet of comfortable living with a smart layout that makes everyday life feel simple and easy. Step inside and you’ll find a spacious living area that flows seamlessly into the rest of the home, creating a warm and open atmosphere. The bedroom offers plenty of room to relax, while the bathroom is neat and functional, making daily routines a breeze. Living at Highland Terrace comes with perks that truly elevate your lifestyle. Cool off at the community pool, unwind on the terrace, or take advantage of the convenient on-site laundry. Everything you need is right at your fingertips. Location is another highlight—this cooperative is just minutes from local shops, dining, and entertainment. Commuting or exploring the area is simple with quick access to the train and nearby parkways. With its blend of comfort, convenience, and community amenities, this cooperative is a standout in Ossining.

127 S Highland Avenue Unit #A4, Ossining
$2,250
1 Beds ⋅ 1 Baths ⋅ 948051 MLS
Come see this FULLY RENOVATED Immaculate 1BR Apartment located on Main Street in DT Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 3rd floor and has lovely light quality and views from the bedroom. Enjoy Hardwood Floors in bedrooms, Imported Stone Tile Floors in living/kitchen, and entry hall, Marble Countertops in Kitchen and Bathroom Vanity, plus Custom Wood Cabinets with Under Cabinet and lighting! All of the appliances are new and High Efficiency, including a Gas Range, Dishwasher, Washer & Dryer (inside the unit), Large refrigerator, and over-range microwave with Hood Built-in. The apartment also has a Large Pantry Closet with built-in Shelves, and the Closets in the Bedroom have built-in storage as well! Stow away suitcases and seasonal clothes in the Overhead Storage units in Bedrooms. Safety features include a Doorbell Buzzer System and Secured hallways with code locks at two locations. The unit also has high-speed Internet access, Wired for Optimum, and Verizon. You'll enjoy a bustling downtown area with proximity to the Metro North Train Station (45 minutes to Grand Central), as well as Markets, Restaurants, Cafes, a Pharmacy, a Bookstore, and a Post Office. Parking is Municipal by the Village of Ossining (you will need to get a tag for your car - not expensive!), with Multiple lots within 1 block. Ossining is an Artsy and Upcoming Community located along the majestic Hudson River with beautiful views! Tenant is responsible for utilities. Apply via RentSpree!

125 Main Street Unit #3B, Ossining
$3,300
3 Beds ⋅ 1 Baths ⋅ 947084 MLS
Welcome to this beautifully renovated unit within a multi-family home conveniently located in a vibrant community. Step into luxury with a host of exceptional amenities including a new eat-in kitchen with custom cabinetry, quartz counters and stainless appliances. Unwind in the comfort of the living room that flows into the open concept kitchen that is perfect for entertaining and enjoying meals. The full bathroom has a shower, tub and vanity with a quartz countertop. Downstairs find one large bedroom with a closet. Retreat upstairs for sweet dreams in one of the two comfortable bedrooms. Find ample storage space within the unit. Two parking spaces included. Laundry in basement. Indulge in the local culinary scene, explore the outdoors and a commute to NYC is a breeze as everything is right at your doorstep! Additional Information: Amenities:Storage,LeaseTerm: Over 12 Months,12 Months,

9 Todd Place Unit #2nd FL- Right Side, Ossining
$715,000
3 Beds ⋅ 2 Baths ⋅ 926711 MLS
Step into timeless elegance with this 1931 Tudor, where old-world charm meets modern sophistication and abundant natural light fills every room. This three-bedroom, one-and-a-half-bath home has been thoughtfully updated while honoring its original craftsmanship and character. Expansive new windows flood the home with light, highlighting rich woodwork, built-in bookcases, and inviting spaces that exude warmth and style. The living room flows gracefully through an arched doorway into a spacious dining room, where French doors open to a deck and private backyard—perfect for entertaining or soaking up the afternoon sun. The stunning, fully renovated kitchen is a true showpiece, featuring a custom tile backsplash, high-end appliances including an induction cooktop and built-in refrigerator, and sleek modern cabinetry that complements the home’s classic architecture. A first-floor bonus room and convenient half bath offer flexible living options, with potential for conversion to a full bath. Upstairs, you’ll find three bright bedrooms and a beautifully updated full bath with custom tilework, a modern vanity, and premium fixtures—creating a serene, spa-like retreat. Every detail has been carefully considered, from refinished hardwood floors and all new windows to upgraded electrical, a new energy-efficient boiler, and a fully waterproofed basement for added peace of mind. A separate bonus room off the back patio, with its own entrance, provides endless possibilities for a home office, studio, or guest suite. Outside, professionally landscaped wildflower gardens bloom across three seasons, framing custom bluestone patios, a lighted pergola, and lush green space—your own private oasis in the heart of Ossining. Just minutes from Main Street’s shops and restaurants and an easy train ride to New York City, this sun-filled Tudor perfectly blends history, design, and modern living—ready to welcome its next owner.

11 Sutton Place, Ossining
$515,000
2 Beds ⋅ 1 Baths ⋅ 917109 MLS
Imagine the lifestyle you can create in this appealing Victorian, where a welcoming rocking chair front porch sets the tone and modern updates enhance timeless charm. Unwind in the inviting living room with gas fireplace, custom built-in and elegant bow window. Cook and dine with ease in the beautifully renovated eat-in kitchen. Thoughtful touches like radiant heated floors, pot filler, and instant hot water make the kitchen extra special. There is even a large pantry for your extra storage needs. The versatile room off the entry offers flexibility as a third bedroom, formal dining room or den. Upstairs, two bedrooms with generous storage, including a walk-in closet in the primary bedroom, provide a serene retreat. Feel pampered every day in the updated bathroom with jetted tub and walk-in shower. Explore expansion possibilities with the large attic and storage above the detached garage. Enjoy additional upgrades like new hardwood flooring, windows, doors, trim and lighting, and a spacious level yard to entertain, garden, relax or play. This convenient location is just moments from Ossining’s historic downtown, with vibrant dining, shopping, waterfront parks, and Metro North station for an easy commute to Manhattan! Make it yours in time for the New Year!

5 Glen Street, Ossining
$645,000
3 Beds ⋅ 2 Baths ⋅ 927692 MLS
Welcome to this beautiful split-level ranch featuring 3 bedrooms, 3 full baths, and a two-car garage. Enjoy energy efficiency with solar panels and a spacious layout designed for comfort and entertaining. Upstairs living room has a bay-window with a cozy fireplace. The large finished lower level offers the perfect gathering space with a sliding glass doors, and access to a paved patio ideal for outdoor living. The eat-in kitchen shines with granite countertops, plenty of cabinet space, and direct access to the deck with seasonal views of the Hudson River—perfect for morning coffee or sunset dinners. Centrally located near shops, parks, and transportation, this home blends convenience with serene suburban charm.

5 Sabrina Lane, Ossining
$150,000
1 Beds ⋅ 1 Baths ⋅ 892321 MLS
Welcome to your perfect home-away-from-the-hustle! Step into this beautifully maintained 750-square-foot haven featuring thoughtful design and abundant natural light throughout. The well-appointed kitchen with new appliances, and updated bathroom create a perfect foundation for daily living, while the spacious bedroom provides a peaceful retreat after busy days. Ossining offers the perfect balance of small-town charm and urban accessibility. Explore the historic downtown district, enjoy waterfront dining with Hudson River views, or discover miles of hiking trails at nearby Teatown Lake Reservation. The diverse, welcoming community and excellent schools make this an ideal place to call home. Don't miss this rare opportunity to own in one of Ossining's most sought-after buildings. Contact us today to arrange your personal viewing and discover why Parkview Cooperative residents love calling this special place home. Your new chapter in this charming Hudson River town awaits!

117 S Highland Avenue Unit #6j, Ossining
$377,500
2 Beds ⋅ 2 Baths ⋅ 829932 MLS
Breathtaking Hudson River views and stunning sunsets from every room from this spacious 2-bedroom, 2-bath Scarborough Manor apartment. This unit features 9’ ceilings, an updated kitchen, generous closet space, ideal for downsizing or easy living. Enjoy morning coffee on the covered balcony overlooking the Palisades. The primary bedroom suite offers a dressing area, four closets, one is cedar-lined, while the second bedroom provides flexibility for guests or a home office. The building is meticulously maintained with updated windows, efficient HVAC, and a full generator. Monthly charges cover real estate taxes, gas, heating, water, and access to amenities such as an outdoor pool, clubhouse, fitness room, billiards, saunas, and a 24-hr gatehouse. Conveniently located near shopping, the Scarborough train station, restaurants, golf courses, and highways, Scarborough Manor promises a carefree lifestyle in a coveted location.

16-1 Rockledge Avenue Unit #7J, Ossining
$715,000
2 Beds ⋅ 3 Baths ⋅ 923994 MLS
Welcome to The Woods Condominium, a highly desirable community in Westchester known for its privacy, convenience, and easy lifestyle. This beautifully maintained three-level townhome has been extensively upgraded and thoughtfully designed for today’s modern living. Step inside to discover a bright, open interior that blends comfort and efficiency. Recent updates include a high-efficiency boiler with an instant hot water tank, an air conditioning unit with air handler system, and energy-saving windows and sliding glass doors throughout. Every detail has been carefully chosen to create a home that is both stylish and functional. The renovated kitchen is a true centerpiece, featuring modern appliances, generous cabinetry, and a spacious breakfast bar with seating for five. It is perfect for entertaining friends, enjoying casual meals, or simply relaxing at home. All bathrooms have been redesigned with high-end finishes to offer a spa-like retreat at the end of the day. The lower level has a family room perfect for relaxing and watching TV or an energetic work out. an extra space is set-up as a bedroom, can be an office with slider to the patio. Additional improvements include a new garage door and a recently replaced roof completed by the association. The current owner has already paid the full roof assessment of over $12,000, providing added peace of mind and long-term value. Enjoy a low-maintenance lifestyle with resort-style amenities and a convenient location close to shops, restaurants, parks, and major highways. Whether you are seeking a primary residence or an investment property, this move-in ready townhome at The Woods offers the perfect blend of luxury, comfort, and community living.

112 Woods Brooke Circle, Ossining
$510,000
3 Beds ⋅ 2 Baths ⋅ 923293 MLS
The seller has requested that all interested parties submit their highest & best offers by Wednesday, October 22nd at 12:00 PM. **This property needs TLC and some photos have been virtually staged and enhanced. Great opportunity in the Town of Ossining! Set on a beautiful, level property adorned with mature trees, this raised ranch offers privacy and tons of potential. The home is nestled on a lovely half acre and features a spacious two-car garage and an extra-long, level driveway with plenty of parking—ideal for gatherings with family and friends. This home is ready for your personal touch and TLC. The main level boasts three comfortable bedrooms and a full bath, an eat-in kitchen with sliding doors leading to a welcoming deck, and a dining room—also with sliders to the deck—perfect for indoor-outdoor entertaining. Enjoy a large, bright living room with plenty of space to relax. Downstairs, the walk-out lower level provides a spacious family room opening to a patio, plus an additional versatile room—ideal for an office or guest space. You’ll also find a convenient powder room, laundry area, utility room, and access to the garage. This property is being sold as-is and is attractively priced to reflect its condition. If you’re seeking privacy, potential, and a canvas to create your dream home, this is your chance! Seize the opportunity to transform this Ossining gem into your own!

78 Croton Dam Road, Ossining
$2,250
1 Beds ⋅ 1 Baths ⋅ 936363 MLS
Discover your next cozy retreat in the heart of Ossining! This beautifully renovated, spacious 1-bedroom duplex offers modern comfort and timeless charm. Enjoy a brand-new kitchen w/ contemporary countertops, new appliances, and plenty of storage, plus refinished hardwood floors and freshly painted neutral walls throughout. The upper level features a large bedroom with a Juliet balcony, walk-in closets, and a sleek, updated bathroom with elegant fixtures. Set in a well-maintained building just steps from downtown shops, cafés, and restaurants, this home also offers an easy commute with the nearby Metro-North station. Experience the perfect blend of convenience, style, and small-town charm in this inviting Ossining duplex. Common laundry on premises, Garage parking $75/month W/ availability for a 2nd spot. No pets.

40 S Highland Unit #15, Ossining
$723,000
3 Beds ⋅ 2 Baths ⋅ 922864 MLS
Charming Renovated Historic Home in Sparta, Ossining | Hudson River Views & Prime Location Step into the timeless charm of this beautifully renovated 3-bedroom, 2-bath home nestled in the heart of historic Sparta—one of Ossining’s most coveted neighborhoods. Blending modern updates with authentic period details, this rare gem offers both comfort and character. Enjoy mornings on the classic front porch with tranquil Hudson River views, or take a short stroll to the Scarborough train station, shops, restaurants, and parks. The home features a thoughtfully updated interior that preserves original architectural elements while providing all the conveniences of modern living. Located in the storied Sparta Historic District, known for its unique 19th-century charm and rich heritage, this home offers a rare opportunity to own a piece of local history—just 45 minutes from NYC. Check out this website for more information about this unique home and area https://www.jugtavern.org/current-gallery AO 10/21 CTS

7 Liberty Street, Ossining
$925,000
4 Beds ⋅ 3 Baths ⋅ 885392 MLS
Welcome to this stunning Hudson Valley Greek Revival home, a rare architectural gem that blends historic elegance with modern comfort. Set on a beautifully landscaped, park like property with fruit trees and ornamental gardens, this 4+ bedroom, 2.5 bath home offers a peaceful country lifestyle just minutes from vibrant Hudson Valley villages, towns and amenities. Enter through a circular driveway and be greeted by classic Greek Revival architecture: symmetrical columns, a full length front porch, and tall French style windows that flood the interior with natural light. Inside, a dramatic center hallway with a Federal style staircase and high ceilings sets the tone for this gracious home. The main level includes a sun filled living room with a fireplace, a formal dining room with a crystal chandelier, and a beautifully updated kitchen with granite countertops, center island, and adjacent powder room. A show stopping octagonal great room with soaring ceilings and panoramic windows creates a seamless space for entertaining or relaxing in nature’s embrace. Enjoy indoor outdoor living with multiple porches, perfect for dining al fresco or morning coffee with a view of your private backyard oasis. The second floor features a spacious primary suite with walk in closet and en suite bath, three additional bedrooms, and a newly renovated full bathroom. The third floor includes two bonus rooms, that can be used as an office, bedroom or creative space. The basement adds even more value with a recreation area, laundry room, and wine/root cellar. Additional features include energy-efficient windows, a new 50 year roof with transferable warranty, and plenty of storage space throughout. Located in the heart of the Hudson Valley real estate market, this home is a one of a kind opportunity for buyers seeking historic character, privacy, and spacious living all within driving distance to NYC. or easy access to Metro-North.

59 Somerstown Road, Ossining
$500,000
4 Beds ⋅ 2 Baths ⋅ 914111 MLS
Calling all contractors, investors, and end users! This classic two-family home is brimming with potential and offers an incredible opportunity to restore, renovate, or reimagine the space to fit your needs. Whether you're looking for a solid income-producing rental property or a place to call home while offsetting your mortgage by renting out the second unit—this is the one! Key Features: two spacious units ready for renovation, driveway for convenient off-street parking, level rear yard—ideal for outdoor living or expansion, prime location near schools, village shops, and public transportation. With the right vision, this vintage gem can be transformed into a modern home while preserving its original charm. Don't miss out on this rare chance to create value in a sought-after neighborhood. There are no audio recording devices inside this property. Square footage on MLS does not include semi-finished third floor attic space.

22 William Street, Ossining
$980,000
920154 MLS
Exceptional opportunity to own a well-maintained three-family property in a prime Ossining location. Just steps from parks, schools, restaurants, shops, and the Metro North train, this home offers both convenience and versatility for investors or owner-occupants. The level lot includes driveway parking, and there is potential to finish additional space for added value. Whether you are looking for a strong investment property or a home suitable for extended family living, this residence combines location, functionality, and opportunity

25 Washington Avenue, Ossining
$332,500
2 Beds ⋅ 2 Baths ⋅ 868409 MLS
Inspirational. Awe inspiring. Witness first-hand the most stunning panoramic Hudson River views from EVERY room of this large two-bedroom, two-bathroom coop apartment in exceptional, Scarborough Manor—a gated community in Ossining, NY. This unit has exquisite, unobstructed southern views of one of the most poetically beautiful rivers in the world. The primary bedroom ensuite has its own bathroom and dressing room complete with cedar closet. Plus, there is a balcony, a walk-in pantry and more closets line the unit throughout. Almost….Almost…move in ready. It’s a lovely time of year to enjoy the private grounds providing a tranquil backdrop to everyday life. And there’s still time to enjoy the clubhouse and outdoor heated pool with summer upon us. Each floor has its own laundry room. Close to everything you might need and some even within walking distance. Make an appointment. You’ve got to see this one for yourself.

16 Rockledge Avenue Unit #5B1, Ossining
$499,000
4 Beds ⋅ 1 Baths ⋅ 928410 MLS
Charming 4-Bedroom Home on a Quiet Forest Park Cul-de-Sac Welcome to this spacious single-family home nestled in the desirable Forest Park section of Ossining. Situated on a cul-de-sac, this home offers both privacy and convenience. Featuring four bedrooms and an unfinished basement. Recent updates include fresh interior and exterior paint, beautifully re-stained hardwood floors, and a waterproofed basement, providing a solid foundation for future customization. The kitchen and bathroom are ready for your personal touch—a perfect opportunity to design the modern spaces you’ve been dreaming of. Enjoy the comfort of a quiet neighborhood setting while remaining close to schools, parks, shops, and major transportation routes. With its solid structure and endless potential, this Forest Park gem is ready to welcome its next owner.

24 Oakbrook Road, Ossining
$705,000
3 Beds ⋅ 3 Baths ⋅ 907422 MLS
Renovated ranch with over 1,800 square feet of usable space, including a 738 SF full finished walk-out basement with heat and high ceilings. The main level features an inviting stone-faced wood-burning fireplace in the living room, a dining area with soaring ceilings, two skylights, and sliders to the deck and bi-level patio, and a large, windowed, open kitchen with excellent storage that ties it all together. Two bedrooms and a full hall bath sit alongside the primary bedroom with its own ensuite bathroom. Downstairs, the above-ground, heated, finished walk-out basement is approximately 738SF and includes a separate entrance, full bathroom, large windows, high ceilings, a wet bar, access to the attached one-car garage, laundry, and multiple areas to enjoy. Outdoors, the deck and bi-level patio feature a relaxing hot tub, storage shed, and a large picnic area—perfect for entertaining, a leisurely game of bocce ball, or just unwinding. Additional features include a new roof, new windows and insulation throughout, recent boiler and HVAC upgrades, landscaping improvements, gleaming hardwood floors, and a full drop-down attic for extra storage. Move-in ready and waiting for you—schedule your visit today!

53 Park Avenue, Ossining
$280,000
3 Beds ⋅ 2 Baths ⋅ 872949 MLS
This beautifully spacious renovated co-op unit offers 3 bedroom, 2 full bath an open floor plan for easy living. Located in much desirable Highland Terrace community. Well maintained curb appeal landscaping. This unit offers beautiful vinyl floors throughout the unit and sun filled windows. Living room is complimented with private patio and garden for outdoor living to experiencing the natural environment. Features also include; Ample closets space, access to storage unit available for your needs. Incoming shareholder required to install 100% carpet in living room and bedroom. Waiting list for garage. Conveniently located to Scarborough and Ossining Metro North train station, park, restaurants, and shopping area. This truly is a must see!!

129-4 S Highland Avenue Unit #C-2, Ossining

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