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83 Somerstown Road, Ossining
$2,200,000
7 Beds ⋅ 7 Baths ⋅ 1039583 MLS
A rare Hudson Valley country estate, Rose Lodge offers exceptional privacy, scale and versatility on 17.9 acres, with a private lake, beautifully sited pool, terraced gardens, sweeping level lawns and multiple residences, all less than an hour from Manhattan by express train. Rich in history and once owned by the Gilded Age Van Cortlandt family, the beautifully restored 1840 main residence is not landmarked, allowing its historic character to coexist with modern living. Inside, a striking checkerboard marble foyer introduces gracious, light-filled rooms with beautifully preserved period details. Elegant formal spaces flow naturally into a welcoming family room and bar surrounded by windows overlooking the grounds. A 2026 spacious chef’s kitchen with center island and adjoining butler’s pantry is equally suited to everyday living and entertaining. The private quarters offer remarkable flexibility. The spacious primary suite enjoys elevated views toward the lake, while additional bedrooms accommodate family and guests. A dedicated home office and private theater provide exceptional work-from-home and leisure spaces, and the uppermost level offers two expansive rooms ideal for additional bedrooms, studios or creative space. Beyond the main residence, an impressive five-car garage connects by breezeway to the stable complex. A completely remodeled one-bedroom apartment above the stable wing and a separate two-bedroom stone cottage create exceptional possibilities for guests, extended family, private offices or independent living. With nearly 18 acres of landscaped grounds, mature trees, nature paths, substantial level lawn, pool, private lake, stonework and multiple outbuildings, Rose Lodge offers the increasingly rare opportunity to create a true private compound in the Lower Hudson Valley, combining the space and serenity of country living with convenient access to New York City.

83 Somerstown Road, Ossining

17 19 Edward Street, Ossining
$1,099,222
1034832 MLS
Exceptional opportunity to own a legal 6-unit multifamily property with stable, long-term tenants. All six units, 4-two bedroom units and 2-three bedroom units, are leased through September 2027, providing immediate, reliable rental income and a strong 7% cap rate. This well-maintained building is ideally situated in a convenient location directly across from Park School and within walking distance to shops, restaurants, the train station, and additional schools, making it an attractive location for tenants. The property's utility setup is designed to help minimize owner expenses. Tenants are responsible for their own gas and electric, while the landlord pays for water. The building features seven electric meters, six gas meters, and six individual water heaters. Street parking is readily available. Whether you're expanding your investment portfolio or seeking a turnkey income-producing property, this is a rare opportunity to acquire a well-maintained asset with dependable cash flow and long-term lease stability. There are no audio recording devices inside this property.

17 19 Edward Street, Ossining

39 Park Drive, Ossining
$975,000
4 Beds ⋅ 3 Baths ⋅ 1033661 MLS
Welcome to 39 Park Drive, a beautifully updated Colonial nestled on a quiet cul-de-sac. Set on .74 private acres, this move-in ready 4-bedroom, 2.5-bath home offers 2,363 square feet of thoughtfully designed living space, including a main-level office that can easily serve as a fifth bedroom, convenient main-floor laundry, a finished lower-level ideal for recreation, a home office, or additional living space, and abundant storage throughout. The renovated 2022 kitchen features an electric double oven, pot filler, recessed lighting, and opens to inviting living areas highlighted by both a wood-burning fireplace and gas stove. The spacious primary suite includes a his-and-her walk-in closet with a custom Closets by Design system, a dedicated vanity area, and an updated bath with a new sink and vanity (2022). Recent improvements include a new roof (2025), wood siding re-stained (2025), front and rear walkways and steps (2026), new three-zone boiler (2021), central air conditioning (2016), EV charger (2023), hot tub (2024), custom blackout blinds throughout the entire home (2025), and a newer dishwasher (2025). Additional highlights include an attached two-car garage, level & private backyard, fully insulated attic, kitchen, and garage, plus plywood attic flooring for additional dry storage, a SimpliSafe security system with transferable service, and a proactive Terminix contract. Conveniently located near parks, shopping, dining, schools, and major commuter routes, this meticulously maintained home offers the perfect blend of comfort, flexibility, modern updates, and peaceful suburban living.

39 Park Drive, Ossining

28 Inningwood Road, Ossining
$929,000
3 Beds ⋅ 2 Baths ⋅ 1011357 MLS
Why wait for vacation when you can enjoy a retreat-like lifestyle every day? This exceptional, fully renovated Colonial with farmhouse charm is a rare Sears Roebuck Kit House circa 1927, seamlessly blending historic character with modern comforts. Thoughtfully updated throughout, the home features central air conditioning, remote-controlled blinds, renovated baths, and hardwood floors that enhance its timeless appeal. At the heart of the home is a beautifully designed custom kitchen featuring a stunning Viking range, soapstone countertops, and a large maple butcher block island. Whether preparing meals, entertaining guests, or gathering with family, this inviting space is as functional as it is beautiful. The spacious great room offers warmth and character with a wood-burning fireplace, creating a cozy setting for crisp autumn evenings and winter nights. Designed for both relaxation and entertaining, the expansive deck spans the length of the home and overlooks the picturesque barn and tranquil pond, creating a private outdoor oasis with a peaceful, country-inspired feel. The primary suite features custom built-in closets and an en-suite bath with a walk-in shower. Two additional bedrooms and a renovated hall bath complete the second level. The finished third-floor attic provides flexible space ideal for a home office, fitness studio, playroom, or creative retreat. The unfinished stone basement offers abundant storage, a laundry area, and direct access to the attached garage via a convenient walkway. Nestled on one of the area's most scenic and sought-after streets, this special property offers the perfect balance of privacy and accessibility, just minutes from the Taconic State Parkway, Metro-North, shopping, dining, and everyday conveniences. A truly unique opportunity to own a piece of history while enjoying all the comforts of modern living.

28 Inningwood Road, Ossining

27 Ryder Road, Ossining
$925,000
4 Beds ⋅ 3 Baths ⋅ 1047406 MLS
Exceptional value in a spectacular setting. Welcome to this beautifully renovated Dutch Colonial, an elegant blend of timeless architectural character, refined modern updates, and Hudson River views. Bathed in natural light and thoughtfully designed for both gracious living and entertaining, this exceptional home offers a rare combination of style, comfort, and an extraordinary setting. The beautifully renovated chef’s kitchen serves as the heart of the home, featuring crisp white cabinetry, quartz countertops, generous storage, and a seamless connection to the dining spaces. The inviting living room is anchored by a beautiful fireplace and enhanced by elegant French doors opening to a covered patio. Beyond, the expansive west-facing deck captures spectacular Hudson River vistas and provides an idyllic setting for outdoor entertaining, quiet relaxation, and magnificent sunsets. A private office or study, with sliding glass doors leading to the deck, offers an inspiring workspace surrounded by beautiful views. A beautifully renovated full bath completes the main level. Upstairs, the spacious primary suite is a serene retreat, featuring a generous walk-in dressing area and a luxurious, spa-inspired bath with a soaking tub, separate shower, and picturesque views. Three additional well-proportioned bedrooms and another beautifully updated full bath provide exceptional flexibility for family and guests. Additional amenities include a built-in speaker system throughout much of the home, an expansive yard, abundant parking, an oversized garage, and a full basement offering substantial storage and versatile possibilities for recreation, hobbies, etc... A rare opportunity at an attractive price, this beautifully renovated home pairs exceptional Hudson River views with sophisticated updates, generous living spaces, and an extraordinary setting.

27 Ryder Road, Ossining

3 Little Lake Ridge, Ossining
$865,000
3 Beds ⋅ 2 Baths ⋅ 1033213 MLS
Modern, Lindal Cedar Home! If you are looking for a special, well-built home with privacy but also convenience, this is it! Open floor plan with 3 bedrooms, 2 baths, lots of windows, beamed ceilings, 2-car attached heated garage and rec room/office. Expansive flat yard has room for pool, if so desired. This 2.2-acre property is located just minutes to RR Station and under an hour commute to Manhattan. Also close to major highways and Teatown Preserve for nature hikes and wonderful summer camp for youngsters. Recent improvements are: new roof 2024, driveway, new Trex back deck, above ground oil tank October 2025, AC upgrade March 2025, exterior painted June 2024, interior painted July 2026, front walkway redone June 2026, remodeled bathrooms on the main floor and master bedroom suite. Also included are a fire sprinkler system, central vacuum, water filtration system. The house also has a transfer switch and wiring for a compatible portable generator for any power outages.

3 Little Lake Ridge, Ossining

23-096 Liberty Street, Ossining
$850,000
3 Beds ⋅ 3 Baths ⋅ 884984 MLS
THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly constructed home in the heart of Westchester County. This thoughtfully designed, three-level residence is currently being built with modern energy-efficient standards and fitted with premium, top-tier appliances. Every aspect of this home has been crafted to deliver both style and functionality for today’s discerning homeowner. The interior layout offers a seamless blend of practicality and elegance. A fully finished basement provides versatile space for storage, recreation, or a home office. The main level features a welcoming foyer, an open-concept kitchen with a butler’s pantry, a formal dining room, and a bright, spacious living area—ideal for both everyday living and entertaining. The home includes three well-proportioned bedrooms, highlighted by a luxurious primary suite complete with an ensuite bath and a generous walk-in closet. Located in the desirable community of Ossining, the property affords easy access to scenic Hudson River views, public transportation options, and a vibrant downtown filled with restaurants, cafes, and local shops—all within walking distance. This home presents an exceptional opportunity for families looking to settle in before the new school year begins, offering not just a fresh start, but a brand-new home built with care, comfort, and quality in mind.

23-096 Liberty Street, Ossining

61 Ganung Drive, Ossining
$839,000
3 Beds ⋅ 3 Baths ⋅ 1038194 MLS
Welcome to 61 Ganung Drive, a spacious 3-bedroom, 3-bath home situated on .65 acres in the Town of Ossining. Offering privacy, versatility, and exceptional outdoor living, this property has so much to offer. Step inside to a welcoming sunken living room with skylights and a dining room featuring a wood-burning fireplace, filling the space with natural light while creating a warm and inviting atmosphere. The downstairs offers additional living space with its own private entrance, full bath, living room, office, and wood-burning stove, making it ideal for a variety of uses. A Certificate of Occupancy is currently in progress for a possible fourth bedroom on the lower level, offering even more flexibility and potential. Central air adds comfort throughout the warmer months. The backyard is where this home truly shines. Ryder Park borders the rear of the property, creating a wonderfully private setting with no homes directly behind you. The fenced-in yard is designed for entertaining and everyday enjoyment, featuring a heated above-ground pool, two decks, gazebo, basketball court, and plenty of space to relax and gatherings. A newer shed, approximately four years old, provides additional outdoor storage. A two-car garage, cobblestone-lined half-moon driveway, and ample parking add to the home’s convenience. Enjoy your own private retreat while remaining conveniently located just 2 miles from the train station. With its spacious property, incredible outdoor entertaining areas, privacy, flexible living space, and commuter-friendly location, 61 Ganung Drive is a home that truly needs to be experienced.

61 Ganung Drive, Ossining

81 Glendale Road, Ossining
$800,000
3 Beds ⋅ 3 Baths ⋅ 1048991 MLS
A rare convergence of land, privacy and proximity to NYC, 81 Glendale Road consists of 14.36 breathtaking acres in the Teatown area of the Town of New Castle, surrounded by some of Westchester County's most treasured protected landscapes. Glendale Road is one of the areas’ most scenic. The house offers privacy and is nearly hidden from view, even in winter. This 3,990-square-foot Glendale Road residence is in a remarkable landscape of mature and very-well-maintained-woodland comprised of large and magisterial trees: oak, beech, cedar, hemlock, pear, black walnut, and maple, with the streaming waters of the Indian Brook running nearby. Built in 1870 and updated in the mid-1980s, the 3-bedroom, 2-and-one-half-bath home is connected to its setting. Approached by two driveways, one lined with giant black-walnut-trees, and the other marked off by a beautiful stone-gated-entry off Glendale, the residence is introduced by a long covered front porch. Inside, well-proportioned living and dining/family spaces follow a traditional arrangement, organized around a well-designed central sunny kitchen that discreetly supports both everyday living and entertaining. Throughout the residence, carefully placed windows and French doors frame surrounding woods, allowing the landscape to be part of the interior experience. The private quarters include 3 bedrooms, 2 full baths. A lower service level provides a mudroom, enclosed heated porch, cedar closet, media room, pantry, clothes washer and dryer, food-storage and preparation areas, lavatory, sinks, and the home's mechanical systems. The land makes 81 Glendale Rd. truly exceptional. The properties 14.36 private acres adjoins the ~1,000 acres and ~15 miles of hiking trails and nature preserve of Teatown Lake Reservation, and the protected, un-developable watershed property of the Ossining water supply. Here, mornings can begin beside the brook, the woodland paths and the trails of Teatown without getting into a car. Approximately 4 acres and the house are enclosed by a high-quality black chain link deer-fence. Existing accessory structures include a garage, barn and storage buildings. These structures reflect their age and condition and an opportunity to reimagine the property's outbuildings and their uses. For all its privacy, the property is exceptionally well connected. Millwood, Chappaqua, Ossining, Armonk, Pound Ridge, Katonah and Bedford are within easy reach, offering the restaurants, farmers markets, shops, galleries and outdoor experiences for which northern Westchester is well known. Celebrated regional destinations, including Blue Hill at Stone Barns and The Farmer & the Fish, are also nearby. Remarkably, the Croton-Harmon Metro-North station is approximately 3.3 miles and only ~8 minutes away, providing direct service to Grand Central Terminal in 46 minutes on express trains. The result is a rare combination: the privacy, acreage and natural surroundings of a true country property with New York City close at hand. 81 Glendale Road presents an opportunity to become steward of an extraordinary piece of the Teatown-area landscape, centered around a historic home that has occupied this setting since 1870, compelling as a full-time residence or as a weekend retreat within easy reach of Manhattan. Properties offering this combination of acreage, natural beauty, privacy and accessibility are seldom available in Westchester County. The property is being offered “as is” at a highly competitive asking price. According to the parcel-history provided by the Town of New Castle for 81 Glendale Road, there are no open permits, and one Certificate of Occupancy, relating to the automobile shed. As is customary and ordinary in the Westchester residential property market, prospective purchasers and their professional advisors will independently complete their own due diligence, and complete a home inspection prior to requesting a contract.

81 Glendale Road, Ossining

34 Terrace Avenue, Ossining
$799,999
4 Beds ⋅ 2 Baths ⋅ 1049926 MLS
Welcome to 34 Terrace Avenue, a well-maintained two-family home offering an excellent opportunity for an owner-occupant or investor. The first-floor unit features an eat-in kitchen with pantry, spacious dining room, living room, two generously sized bedrooms with double-wide closets, and a full bathroom. The dining room, and both bedrooms feature beautiful hardwood floors. The living room also provides access to a private backyard balcony. The second-floor unit offers two bedrooms, a comfortable living room, full bathroom, and private balcony. The living room and both bedrooms feature hardwood floors. An additional spacious walk-out basement provides exceptional versatility, with a laundry room and abundant storage. A floored walk-up attic offers even more storage space. Outside, enjoy a flat backyard with plenty of parking and a shared front porch. Each unit has its own heat control, with three electric meters and two gas meters. Ideally located close to the train station, shopping, restaurants, and everyday conveniences, this property offers comfortable living, flexible space, and excellent potential for rental income.

34 Terrace Avenue, Ossining

39 Orchard Drive, Ossining
$779,000
4 Beds ⋅ 2 Baths ⋅ 1052611 MLS
Set back on a lush, level .43-acre property and framed by mature trees, this classic 1929 Dutch Colonial offers a wonderful sense of privacy and calm. Quiet and tucked away, yet convenient to the many amenities that make Ossining such a desirable place to call home, the setting is one of this property’s standout features. Inside, the gracious traditional layout reflects the craftsmanship and character of an earlier era, with solid wood doors, wood floors, ample closets, and charming architectural details throughout. A welcoming foyer opens to the formal living room with fireplace and formal dining room. The eat-in kitchen connects to a bright family room addition with vaulted ceiling and direct access to the yard, while a fabulous screened-in porch just off the dining room provides an inviting seasonal space for morning coffee, casual meals, or summer evenings. A convenient half bath completes the first floor. Upstairs are four comfortably sized bedrooms with generous closet space and a full hall bath, along with access to a large walk-up attic offering exceptional storage. The full basement provides laundry, utilities, additional storage, and a dedicated workshop area. Outdoors, the expansive level property features mature plantings, open lawn, ample driveway parking, and a spacious detached 2 1/2 car garage with attic storage. Lovingly maintained by its longtime owners, this nearly century-old home combines period character, substantial property, comfortable living space, and thoughtful updates made over the years including New Boiler and radiant floor heating system (main) + radiant baseboard on second floor (2023) and New Roof (2024). A truly special Ossining home ready for its next chapter.

39 Orchard Drive, Ossining

15 Marshall Place, Ossining
$750,000
4 Beds ⋅ 2 Baths ⋅ 967110 MLS
Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of natural light throughout house. Newly painted exterior in 2025 with mature trees & plants surrounding the property. Close to shops, buses, school, parks & the Metro North train station is within 1.5 miles. Easy to show & a wonderful opportunity to own a multi family home in Westchester. It can also be a great investment prospect!

15 Marshall Place, Ossining

321 Spring Street, Ossining
$705,000
4 Beds ⋅ 2 Baths ⋅ 1011605 MLS
Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls & solid wood trim. The shared backyard features a large hardwood deck for outdoor entertaining. Ample driveway and off-street parking. This home is very well-maintained. Apartments may enjoy some updating, but the bones of this beautiful property are excellent. Enjoy this incredible location featuring a short walk to the Arcadian Shopping, the Scarborough-on-Hudson train station to GCS, and the Hudson River Front. It doesn't get better than this! Taxes don't reflect STAR savings of $1,591 if qualified.

321 Spring Street, Ossining

9 Somerstown Road, Ossining
$699,500
4 Beds ⋅ 2 Baths ⋅ 1044513 MLS
Welcome to 9 Somerstown Road, nestled in a sought-after Ossining neighborhood with deep local history. This beautifully maintained home has had only two owners in its history, with the recent family here for over fifty years. The spacious layout offers four bedrooms and two full baths: three bedrooms upstairs, plus a fourth in the finished lower level, which doubles as a mother-daughter suite with a washer/dryer, its own living area with an added room for extra space, a functioning wood-burning stove set within a full brick wall, topped with a marble mantle, and just a kitchen away from full independence. Upstairs, beautiful cabinetry with a dishwasher anchors the updated kitchen, complemented by a formal dining room as well as a second dining space brightened by a built-in skylight with nearly floor-to-ceiling windows. Central air runs throughout the home, as well as hardwood floors. Generous closet space and abundant natural light create a bright, welcoming feel in every room. A full-length attic offers additional storage space. Recent updates include new gutters and a brand-new hot water tank. Outside a spacious backyard and patio are complemented by a gentle brook running along the edge of the property, very peaceful throughout the year. The driveway fits three cars comfortably. I am told that road work in the area will be finished by the end of October 2026, and they are planning to bring in gas service to the area in the coming months. (Please verify independently). Location is a true highlight, with easy access to the Taconic State Parkway and Route 9A, plus an express Metro-North commute to Grand Central in about 45 minutes. Downtown Ossining's Main Street offers walkable restaurants, cafes and shops, along with Hudson River waterfront parks. The home falls within the Ossining School District. Within a short drive you can enjoy Teatown Lake Reservation, the New Croton Dam, Stone Barns Center for Food and Agriculture, and the Rockefeller State Park Preserve. After decades of cherished memories, 9 Somerstown Road awaits its new family.

9 Somerstown Road, Ossining

7 Ogden Road, Ossining
$698,000
4 Beds ⋅ 3 Baths ⋅ 1023097 MLS
Charm meets flexibility in this rare Ossining find! A legal mother-daughter bungalow ranch that feels like a secret waiting to be discovered! Tucked back from the road amid mature plantings and lush landscaping, this home delivers a bright, cheerful, private pocket of comfort. Step inside to a sun-drenched three-season room with recessed lighting, then through French doors into a warm kitchen with abundant cabinets and granite countertops. A dining area with oversized windows keeps the light flowing all day, opening into a family room with a fireplace, large bay window, and a door to the back deck. The first-floor primary bedroom features an en-suite bath and is joined by two additional bedrooms and a hall bath, with hardwood floors throughout the main level. A standout feature is the legal mother-daughter suite, complete with its own private entrance, summer kitchen, bedroom, full bath, and living/dining area. Ideal for multigenerational living, guests, or extra income potential. Out back, a fenced-in yard feels like your own private retreat - leafy, tucked away, and made for slow mornings and long summer nights. Fire up the grill on the spacious deck, linger under the stars, or lose an afternoon in the gardens. Ideally located close to the Croton train station (and the villages of both Croton-on-Hudson and Ossining, with plenty of amenities, shopping, and eateries nearby. Well-priced and move-in ready, this one won’t sit on the market long. Schedule your showing today.

7 Ogden Road, Ossining

16 Maple Place, Ossining
$650,000
6 Beds ⋅ 4 Baths ⋅ 897888 MLS
Two-Family Home with Bonus Living Space – Prime Ossining Location This versatile two-family home with bonus living space offers comfort, convenience, and investment potential, all within minutes of downtown Ossining. Set on a large lot with ample off-street parking, it’s an ideal choice for investors, extended living groups, or buyers seeking flexible living arrangements. Each unit is bright and functional, with some modern updates already in place. The bonus living space adds extra versatility — perfect for a home office or recreational area. Whether you live in one unit and rent the other or use the entire property for expanded living, the layout offers plenty of options. The location is hard to beat. Just steps from Ossining’s vibrant downtown, you’ll enjoy easy access to shops, restaurants, and local amenities. Commuters will appreciate the proximity to bus transportation, the Metro-North train, and Route 9A, making travel throughout Westchester and into New York City quick and convenient. Ossining’s charm is enhanced by scenic Hudson River views, parks, and a rich history. From waterfront strolls to local farmers markets, this community offers a balance of small-town atmosphere with urban access. With its generous lot size, abundant parking, bonus space, and unbeatable location, this property presents both practicality and long-term value. Whether you’re seeking an income-producing investment or a spacious home with room for everyone, this Ossining gem delivers. Schedule your private tour today and explore the possibilities!

16 Maple Place, Ossining

73 Clinton Avenue, Ossining
$649,000
3 Beds ⋅ 3 Baths ⋅ 1035810 MLS
Discover timeless elegance in this impeccably maintained 3-bedroom, 2-bath Colonial in the heart of Ossining. Blending classic charm with exceptional outdoor living, this beautiful home offers warmth, sophistication, and privacy at every turn. The inviting interior features a welcoming living room with a fireplace, creating the perfect gathering space for cozy evenings. A dedicated home office provides an ideal setting for remote work, study, or creative pursuits. Thoughtfully designed living spaces throughout reflect pride of ownership and meticulous care. Step outside into a truly enchanting backyard reminiscent of an English garden. Surrounded by mature natural privacy borders, this serene outdoor retreat offers beauty and tranquility in every season. Enter through the elegant wrought-iron driveway gate and enjoy the covered patio, perfect for outdoor dining and entertaining, as well as the enclosed sitting room where you can relax while taking in the peaceful garden views. Completing the property is a detached two-car garage, providing ample space for parking, storage, or a workshop. This exceptional Colonial combines refined indoor living with spectacular outdoor spaces, creating a home that is as inviting as it is unforgettable. Conveniently located near shopping, restaurants, parks, schools, and major commuting routes, this is a rare opportunity to own a truly special Ossining property.

73 Clinton Avenue, Ossining

1 Mundet Drive, Ossining
$635,000
3 Beds ⋅ 1 Baths ⋅ 1037979 MLS
Welcome to 1 Mundet Drive! This lovingly updated, no-step ranch sits on a desirable cul-de-sac near the Briarcliff Manor border, with easy access to everything you need. Gorgeous and move-in ready, the home features three well-proportioned bedrooms, an updated full bath, hardwood floors, crown molding, a wood-burning fireplace, and lots of charm throughout! The spacious backyard seamlessly extends the living space, offering plenty of room for play, gardening, outdoor dining, and entertaining. Step outside to the attached covered patio, creating a comfortable three-season space that flows naturally to the expansive deck - perfect for relaxing and enjoying the outdoors. A newly resurfaced driveway adds curb appeal, while the large backyard shed provides ample storage and convenient laundry space. Additional improvements include closed-cell spray-foam insulation in the crawl space, plus new attic insulation and plywood flooring for extra storage. The location is convenient to the Metro-North train station, including express service to NYC, as well as shops, restaurants, cafes, supermarkets, schools, parks, the town's recreation center, and public library. With its easy one-level layout, curb appeal, level yard, usable outdoor spaces, and thoughtful improvements, 1 Mundet Drive offers a wonderful opportunity for comfortable one-level living in Ossining.

1 Mundet Drive, Ossining

83 Deerfield Lane, Ossining
$625,000
3 Beds ⋅ 3 Baths ⋅ 1013828 MLS
A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There are multiple closets here as well. Up one level is the open living and dining room. Centered on a wood-burning fireplace with granite hearth and featuring new floors, this is a wonderful space. There are sliding doors here, out to the rear deck and tree ensconced lawn beyond. The eat-in kitchen is well laid out, with good counter and cabinet space. Off of the kitchen, find the large balcony - a great place to enjoy a cup of tea in the early morning, or something a little stronger at the end of the day. Also on this floor is the hall bathroom and the large laundry closet. Up one more level, we reach the bedrooms. The primary bedroom, with an ensuite bathroom that has a tub and a shower, has a deep walk-in closet. In this room, and every bedroom, natural light shines through oversized windows with views out to trees. The second and third bedrooms share a full hall bath with a tub. In Ossining, there are few options for three bedroom condominiums. The Deerfield community has a beautiful, large pool - a perfect place to sunbathe even if you don't swim. There are also walking trails, easily accessible from this unit. All of this, just a short drive to shopping, restaurants and parks, and easily accessible to commuting by train or highway. What more can you ask for?

83 Deerfield Lane, Ossining

5-03 Brooke Club Drive, Ossining
$575,000
1 Beds ⋅ 2 Baths ⋅ 1049345 MLS
Welcome to The Brooke Club, an established residential community offering a wonderful combination of comfort, amenities, and convenience. Beautifully upgraded and thoughtfully maintained, this attached single-family home offers a flexible and distinctive floor plan complemented by a substantial list of meaningful improvements. On the main level, at the heart of the home, is a renovated chef's kitchen featuring quartz countertops, updated flooring, and a suite of Bosch appliances. Separate living and dining areas provide wonderful spaces for everyday living and entertaining as well as a fireplace. There is also a renovated full bathroom, separate laundry closet, pantry and direct access to the attached garage. The 2nd level offers an impressive primary suite providing a private retreat, complete with a beautifully renovated full bathroom and custom cedar-lined walk-in closet. The dramatic lofted mezzanine is multi-functional with cathedral ceilings adding architectural interest and valuable living space, plus a bonus room which can easily serve as a second bedroom. The home lives comfortably like a 2-bedroom, with excellent flexibility for guests, a home office or den. The private rear patio provides an inviting extension of the living space for outdoor dining, entertaining, or simply relaxing with park-like views and breathtaking seasonal sunsets. An attached garage plus 2 in driveway, offer the convenience of 3-car parking. Numerous upgrades and improvements have created a truly turn-key home designed to be enjoyed today and grown into for the long term, allowing its next owner to move in with confidence and make it their own for years to come. Residents of The Brooke Club enjoy updated community amenities, including an indoor pool complex and fitness center. Conveniently positioned near major parkway access and Metro-North, this location provides easy connections throughout Westchester, to New York City, and points north and south.

5-03 Brooke Club Drive, Ossining

53 Upper Croton Avenue, Ossining
$550,000
3 Beds ⋅ 2 Baths ⋅ 1055776 MLS
This one is a true delight. Lovingly cared for by the same family for 50 years, this beautifully maintained 1912 Ossining home has been thoughtfully expanded over time, with additions that feel completely seamless and create an easy, natural flow throughout its 2,217 square feet. A welcoming foyer opens to a generous living room and separate sitting room, offering wonderful spaces to gather, relax, and entertain. The eat-in kitchen connects easily to the formal dining room, where a charming built-in corner cabinet adds just the right touch of character. Also on the main level is a beautifully renovated full bath with a step-in shower, along with a flexible room currently used as an office that could easily serve as a fourth bedroom, guest room, or den. Upstairs are three spacious bedrooms with excellent closet space and a pristine full hall bath. The lower level takes care of the practical side with laundry, utilities, a workbench area, and plenty of storage. Outside, the level .12-acre property offers a lovely yard and ample driveway parking. Immaculate, inviting, and wonderfully comfortable, this is one of those homes that simply feels good the moment you walk in. A true Ossining cream puff, ready for its next chapter.

53 Upper Croton Avenue, Ossining

42 Hudson Watch Drive, Ossining
$550,000
1 Beds ⋅ 2 Baths ⋅ 1050907 MLS
Beautifully renovated one-bedroom townhouse with loft and attached garage in desirable Hudson Watch, tucked away on a cul-de-sac. This sun-filled home features hardwood floors, a stunning stone fireplace in the living room, and an open-concept floor plan perfect for modern living. The updated kitchen boasts white cabinetry, stainless steel appliances, quartz countertops, and recessed lighting, seamlessly flowing into the living and dining areas. Sliding doors lead to a private deck, ideal for relaxing or entertaining. Additional highlights include new central air conditioning and skylights (approximately 4 years old), bringing abundant natural light throughout. The spacious loft provides flexible additional living space, perfect for a home office, guest area, family room, or fitness space. Enjoy all that Hudson Watch has to offer, including a community pool and playground. Conveniently located close to the Croton-Harmon train station for an easy commute to NYC and just minutes from the Peekskill and Ossining waterfront with its restaurants, shops, and entertainment.

42 Hudson Watch Drive, Ossining

1203 Eagle Bay Drive, Ossining
$489,000
2 Beds ⋅ 2 Baths ⋅ 1046411 MLS
9/26 OPEN HOUSE CANCELLED DUE TO WEATHER. Welcome to 1203 Eagle Bay Drive, a beautifully updated 2-bedroom, 2-bath condo in Ossining offering comfort, convenience, and Hudson River views. The spacious living and dining room combination features a wood-burning fireplace, creating a warm and inviting space to relax or entertain. Step outside onto your private deck and enjoy picturesque views of the Hudson River. The updated kitchen features stainless steel appliances, ample cabinet space, and a functional layout perfect for everyday living. Both bedrooms are generously sized, including a primary bedroom with its own full bath. This unit also includes dedicated parking and additional storage. Eagle Bay offers an impressive collection of community amenities, including an outdoor swimming pool, fitness center, clubhouse, tennis court, basketball court, and playground. Enjoy low-maintenance condo living in Ossining with easy access to local shopping, dining, parks, recreation, and transportation. If you’ve been searching for a 2-bedroom condo in Westchester County with Hudson River views, outdoor space, a fireplace, parking, and resort-style amenities, 1203 Eagle Bay Drive is one you won’t want to miss.

1203 Eagle Bay Drive, Ossining

88 Broadway Unit #2B, Ossining
$469,900
2 Beds ⋅ 2 Baths ⋅ 1049340 MLS
Welcome to this chic, beautifully renovated 2-bedroom, 2-bathroom condominium in Ossining's iconic 1820 schoolhouse conversion. Originally built as a schoolhouse and thoughtfully converted in 2007 into an intimate 12-unit condominium, this one-of-a-kind residence seamlessly blends a Soho-inspired aesthetic with the warmth, character and charm of the Hudson Valley. Step inside to a spacious, open-concept interior featuring soaring ceilings and a huge sun-filled living room. The elevated kitchen offers granite countertops and new stainless steel appliances (2025). The open-layout allows the kitchen, dining and living areas to flow effortlessly together, creating a sophisticated yet comfortable sense of space. The private bedroom area offers two beautiful bedrooms, including a large primary ensuite designed as a serene retreat. The primary bedroom is filled with natural light through large windows, complemented by automated window treatments for effortless comfort and privacy. A fews steps down lead to tastefully renovated primary bathroom, featuring a sophisticated, modern design complete with radiant heated floors. A walk-in custom organized closet completes this exceptional primary suite. The generously sized second bedroom is ideal for guests or a home office. Just beyond is the distinctive, updated second bathroom that adds another layer of style and sophistication to this home. The unit also comes with an assigned parking spot(#11) and private laundry. Fabulous location with easy access to the scenic Croton Aqueduct trail and all that Ossining has to offer. This vibrant, welcoming community has a cool vibe, with a Recreation Center offering something for everyone, from adult basketball to children's programs, as well as a stunning riverfront and close proximity to the Metro North Train station. Enjoy delicious local restaurants, an amazing famers market, lively street fairs, outdoor summer concerts and so much more-all adding to the energy that makes Ossining such a special place to call home.

88 Broadway Unit #2B, Ossining

5 Briarcliff Drive S Unit #10, Ossining
$465,000
2 Beds ⋅ 2 Baths ⋅ 1051559 MLS
Welcome to this updated top-floor, end-unit condo offering privacy, light, and effortless living. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. The inviting living room features a fireplace, skylight, and direct access to the balcony, creating a bright and welcoming gathering space. The newly renovated eat-in kitchen offers stylish updates and functionality, while two spacious bedrooms each feature their own walk-in closet. Two beautifully updated baths add to the comfort and convenience. A washer and dryer are located within the unit. Additional highlights include assigned parking plus ample visitor parking. Enjoy an array of community amenities including a swimming pool, clubhouse, and sports court. A complimentary shuttle provides convenient access to the Croton-Harmon Metro-North Railroad Station, making commuting a breeze. A wonderful opportunity to enjoy turnkey condominium living in a well-appointed community.

5 Briarcliff Drive S Unit #10, Ossining

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