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$899,900
3 Beds ⋅ 4 Baths ⋅ 1015872 MLS
Some homes offer more space. Others offer more possibilities. This extraordinary estate offers both. Tucked away at the very end of a private road, this remarkable property spans three separate lots totaling more than an acre of breathtaking, level land while featuring something that's becoming increasingly difficult to find—a true multigenerational layout that genuinely lives like two homes under one roof. The main level encompasses 2,448 square feet of spectacular one-level living with soaring ceilings throughout. The finished walk-out lower level adds another 1,220 square feet with its own private entrance, kitchenette, full bath, half bath, oversized family and dining area, plus three additional rooms ideal for guests, offices, hobbies, or fitness. Whether you're accommodating extended family or simply looking for exceptional flexibility, this setup is incredibly rare. Including the craft room and oversized two-car garage, the building offers well over 4,000 square feet. From the moment you arrive at the circular driveway and welcoming front porch, the striking architecture feels like something from the European countryside. Every detail sets the stage for a home that's anything but ordinary. Step inside the impressive foyer and you'll immediately appreciate the scale of the home. The open floor plan flows beautifully from the living room to the dining room, spacious eat-in kitchen with center island, and family room centered around a wood-burning fireplace. Two sets of glass doors lead to an incredible wraparound deck stretching across the back and side of the home, creating the perfect place to entertain or simply unwind while overlooking the expansive grounds. Down the grand hall, the primary suite offers deck access, a walk-in closet, and a spa-like bath with a jacuzzi tub and separate walk-in shower. Two additional generously sized bedrooms and another full bath complete the main level. Outside is where this estate becomes unforgettable. The expansive backyard feels endless, while each side reveals its own peaceful setting, including a garden-like retreat surrounded by mature landscaping and nature in every direction. Lovingly maintained by its owners, the grounds have been cared for naturally without herbicides or pesticides, encouraging birds, butterflies, and native plants to flourish. Wild mint grows beneath the porch as a natural bug deterrent. Hummingbirds, bluebirds, cardinals, finches, woodpeckers, rabbits, and the occasional doe are regular visitors. Summer evenings bring glowing fireflies, the fragrance of honeysuckle drifting through the air, and homegrown raspberries, blackberries, pears, and peaches ready to enjoy. Practical comforts are equally impressive, including underground utilities, dependable Verizon internet, an elevated setting that has provided peace of mind through the years, and a generous supply of seasoned firewood ready for cozy evenings by the fireplace. Although it feels worlds away, you're only minutes from shopping, dining, commuter routes, and Metro-North. A masterfully positioned retreat in one of Cortlandt Manor's best-kept secrets within the Putnam Valley School District, this is one of those properties that simply can't be duplicated.

56 School Street, Cortlandt Manor
$675,000
3 Beds ⋅ 2 Baths ⋅ 1027371 MLS
Truly a bright and spacious move in condition home in an ideal location....With high ceilings, lots of updates, beautiful flooring (2020), a new Boiler and new A/C condensor & handler- (now a heat pump)-both done in 2023- you will appreciate all this exceptional home offers....The location is perfect- at the end of a cul de sac and just minutes to shopping, restaurants, Hudson River waterfront and less than 5 miles to Metro North- this house checks off all the boxes.....Nothing to do but move in and enjoy your beautiful Trex deck and patio (2017)- so much privacy and the perfect home for entertaining with a huge kitchen open to the dining room..... The lower level will impress you with all the space it offers- perfect for your family room, office, home gym and its walk out- so convenient! The homeowner has lovingly maintained this home- now its time for new owners to enjoy ALL that this home offers.....Make an appointment today to see this one- you will not be disappointed!!!

20 Barger Street, Cortlandt Manor
$381,900
2 Beds ⋅ 2 Baths ⋅ 1025569 MLS
This property is eligible under the Freddie Mac First Look Initiative through 08/12/26. Single-family stone farmhouse colonial built in 1916, situated on a gently sloping 0.80-acre lot. The property includes a driveway and a separate building for a one-car garage. Features include 2 bedrooms, 1.5 bathrooms, and an unfinished partial basement. The main level layout includes a large living room, an eat-in kitchen, office and a half bath. The upper level contains both bedrooms and the full bathroom. This property needs work. We have Multiple Offers - Seller is requesting HIGHEST & BEST by 7/21/26 at 10:00a.m.

20 Old Oregon Road, Cortlandt Manor
$699,999
2 Beds ⋅ 4 Baths ⋅ 1011525 MLS
Welcome to this spacious and versatile home nestled in the Town of Cortlandt, offering room for everyone and surrounded by the beauty of nature. The main level features a large bedroom, a full bath, and an additional den/home office, providing flexible living options. Gather around the cozy fireplace in the inviting living area, or enjoy cooking and entertaining in the expansive kitchen with abundant cabinetry and workspace. The dining room showcases French doors leading to a deck overlooking peaceful wooded surroundings, creating the perfect setting for outdoor dining or morning coffee. Upstairs, you’ll find a private primary suite complete with an en-suite bath, along with a spacious TV/game room featuring French doors that open to a charming balcony. The walk-out lower level offers even more living space with a large family room, full bath, mudroom, storage area, and direct access to the oversized garage. Additional highlights include central air conditioning, a generator for added peace of mind, walk-out lower-level access, and a private setting that combines comfort, functionality, and convenience. This home truly offers space for every lifestyle both inside and out.

22 Elm Road, Lake Peekskill
$820,000
4 Beds ⋅ 3 Baths ⋅ 992752 MLS
Welcome to this beautifully maintained 4-bedroom, 3-bathroom home offering the perfect blend of comfort, space, and functionality. Featuring a spacious and sun-filled layout, this home boasts generously sized bedrooms, well-appointed bathrooms, and inviting living areas ideal for both everyday living and entertaining. The full basement provides endless possibilities—perfect for additional living space, recreation, storage, or future customization. Enjoy a warm and welcoming atmosphere throughout, with ample natural light and a layout designed for modern living. Conveniently located near shopping, dining, parks, and major transportation, this home is a true opportunity you don’t want to miss.

17 Sherwood Road, Cortlandt Manor

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