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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
$789,000
3 Beds ⋅ 2 Baths ⋅ 1024757 MLS
Don’t miss this wonderful opportunity to own a charming gentleman’s farm in Putnam Valley. Set on approximately 4 private acres, the property includes a 2,300 sq. ft. main house and an impressive 4,600 sq. ft., two-story barn and a additional out building. With ample space for gardening, fields, parking, livestock, or a home office, this must-see property offers endless possibilities.

490 Peekskill Hollow Road, Putnam Valley
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 1019221 MLS
Welcome to 13 Gilbert Lane, an exceptional 4-bedroom, 4-bath modern retreat set on 1.31 acres in beautiful Putnam Valley. This beautifully updated 4,400 sq ft home blends luxury, comfort, and functionality, offering an ideal layout for multi-generational living, extended guests, or anyone seeking flexible space. With two primary suites, two laundry rooms, a full spa-style wellness wing, and heated salt-water pool this property delivers a rare combination of amenities not often found at this price point. Step inside to a bright, open-concept main level featuring a chef’s kitchen with quartzite countertops, a large center island, high-end appliances, and an adjoining dining area filled with natural light. The spacious living room offers seamless flow for entertaining, highlighted by elegant finishes, recessed lighting, and views of the backyard oasis. The first of two primary suites is located on the main level, complete with a walk-in closet and a beautifully appointed en-suite bath. Upstairs, the second primary suite provides a private retreat with generous closet space and a luxurious bathroom. Additional bedrooms are spacious and well-designed, offering flexibility for family, guests, or home office needs. A second laundry room adds convenience and efficiency to everyday living. The lower level expands the home’s functionality with a walk-out design, storage areas, and space ideal for recreation, fitness, or future customization. The standout feature of the home is the dedicated spa wing, complete with a sauna, steam/shower room, relaxation lounge, and a modern soaking bath—creating a true at-home sanctuary. Outside, the property transforms into a resort-style escape. Enjoy a heated saltwater pool, multiple lounge areas, a fire pit, outdoor bar, stone fireplace, and a beautifully landscaped yard with mature trees for privacy. A play area, pool house, and multiple patios make this an exceptional setting for gatherings, summer entertaining, and year-round enjoyment. Additional features include a new roof 2025, new Hardi siding 2024, New HVAC Systems 2025, new Navien Hotwater Combi boiler, new whole-house water filtration system (Well-Trol tank, whole-home filters, water softener, UV purification), a whole-house Generac generator, new saltwater pool system with Pentair multi-stage energy-efficient pump, smart thermostats, high ceilings, walk-in closets, heated floors, and a 3-car garage, and new 2025 solar system. With its thoughtful layout, premium upgrades, and unmatched indoor-outdoor living, 13 Gilbert Lane offers a rare opportunity to own a truly turnkey luxury home in a peaceful, convenient location.

13 Gilbert Lane, Putnam Valley
$595,000
4 Beds ⋅ 3 Baths ⋅ 991356 MLS
Tucked away in the hills of Lake Peekskill, this distinctive stucco retreat offers flexible living space, rustic charm, and seasonal lake living just about an hour from NYC. The main level features an open layout with soaring ceilings, a spacious living room with fireplace, formal dining area, eat in kitchen, two bedrooms, and a full bath. Upstairs, the loft style primary suite offers a private retreat with bonus flex space ideal for a home office, sitting area, or studio. The finished walk out lower level lives like an in law suite with its own entrance, living area, and summer kitchen setup, making it perfect for extended family or guests. Outside, enjoy a peaceful wooded setting with a patio, fire pit, fenced yard, and multiple recent improvements including the deck, fence, water pump, bladder tank, water softener, septic system, and split units. Located in the Putnam Valley School District with Lake Peekskill lake rights for swimming, fishing, and boating.

11 Forest Place, Lake Peekskill
$1,069,000
4 Beds ⋅ 3 Baths ⋅ 995143 MLS
Nestled privately at the end of a tranquil cul-de-sac in desirable Putnam Chase, this spacious Colonial offers an open and inviting floor plan designed for comfortable everyday living and effortless entertaining. A grand entry welcomes you into the formal living and dining rooms, while the eat-in kitchen features granite countertops, breakfast bar seating, and access to the stunning sunroom—perfect for relaxing year-round while overlooking the scenic backyard. Step outside to your own private retreat featuring a heated above-ground pool, hot tub, and expansive two-tier deck surrounded by beautifully landscaped grounds and walking paths across 3.26 acres of park-like property. The family room offers a cozy fireplace, creating the perfect gathering space during cooler months. The upper level includes a spacious primary suite with walk-in closet and private bath, along with three additional bedrooms and a full hall bath. The lower level offers approximately 860 additional square feet of flexible space not included in the total square footage, ideal for recreation, home office, gym, or storage. Additional highlights include a greenhouse for gardening enthusiasts, large storage shed, attached 2-car garage, central air conditioning, alarm system, speaker system throughout, and ample storage. Conveniently located approximately one hour from NYC.

28 Sassinoro Drive, Putnam Valley
$544,900
2 Beds ⋅ 2 Baths ⋅ 987223 MLS
Nestled in the heart of Lake Peekskill, this beautifully updated detached Cape Cod offers the perfect blend of charm, space, and lake living. Featuring 2 spacious bedrooms and 2 full bathrooms, this home includes deeded lake rights with access to three private beaches, including one just a block away. Step inside to an inviting foyer and an open-concept layout highlighted by a large dining room with fireplace, an oversized living room, and a stunning dream kitchen with stainless steel appliances, ideal for both everyday living and entertaining. The main level also offers a generously sized bedroom and full bath. Upstairs, the home continues to impress with an oversized landing perfect for a second living room or sitting area, a spacious primary bedroom with walk-in closet, and a beautifully updated full bath. Tucked behind a charming barn door is an additional flexible space ideal for a home office, dressing room, nursery, or guest room. Enjoy seasonal lake views from the new deck, plus a full walkout basement offering even more potential. This home lives much larger than its square footage and is truly a must-see. Oil heat with above-ground tank.

93 Lake Drive, Lake Peekskill
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 965469 MLS
One of Putnam Valley's Most Exceptional Private Estates—Nearly 60 Acres Bordering Fahnestock State Park, Offering Unmatched Privacy, Natural Beauty, and a Convenient Location Near New York City. Set on nearly 60 acres of rolling countryside and directly adjoining protected state parkland, this extraordinary property offers a level of peace, space, and natural beauty that is increasingly rare to find. From the moment you arrive, the setting is captivating. A long private driveway winds through mature trees, landscaped gardens, and sunlit clearings, revealing a home perfectly positioned within its surroundings. The grounds are truly remarkable. Explore approximately 1.5 to 2 miles of private trails, enjoy elevated views across the landscape, watch wildlife in its natural habitat, or spend quiet afternoons beside the property's charming pond, once enjoyed as a winter skating destination. Every season brings a new perspective, creating a setting that feels worlds away while remaining conveniently accessible. Custom built and meticulously maintained by its original owner, the nearly 3,900-square-foot Colonial combines timeless design with comfortable living. A dramatic two-story foyer welcomes you inside, flanked by formal living and dining rooms that flow effortlessly into the heart of the home. The spacious family room, anchored by a wood-burning fireplace, opens to a well-appointed kitchen with granite countertops and abundant workspace. Just beyond, an expansive screened porch provides the perfect place for morning coffee, outdoor dining, entertaining, or simply taking in the beauty of the surrounding landscape. The main level also includes a powder room, laundry area, garage access, and a versatile bonus room with a separate staircase, offering flexibility for a home office, studio, fitness room, recreation space, or guest accommodations. Upstairs, four generously sized bedrooms include a beautifully updated primary suite featuring a spa-like bath with radiant heated floors, a freestanding soaking tub, glass-enclosed shower, and two walk-in closets. A dedicated office provides additional space for remote work or creative pursuits. Whether enjoyed as a year-round residence or a peaceful escape from city life, the property offers an exceptional balance of seclusion and convenience. Major highways, Metro-North, shopping, dining, the Hudson River, and the many attractions of the Hudson Valley are all within easy reach. Properties of this scale and setting rarely become available. Bordering thousands of acres of protected parkland and offering an extraordinary connection to nature, this is a truly special opportunity to own one of Putnam Valley's most distinctive properties.

580 Oscawana Lake Road, Putnam Valley

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.