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$649,900
4 Beds ⋅ 2 Baths ⋅ 1021571 MLS
They didn't build many true two-family homes here, which is exactly why 361 Lake Drive is so extraordinary. In fact, it's one of the only ones in town. Whether you're looking for an exceptional investment, a place where rental income helps offset expenses, or a flexible setup where loved ones can live together while maintaining their own privacy, this property offers versatility that is incredibly hard to come by. Then there's the house itself. What sets this home apart is the character you simply cannot recreate. Beautifully updated while honoring its original design, every space showcases timeless qualities and distinguished touches that make it truly special. Stunning built-in bookshelves, original woodwork, antique doorways, a wood-burning fireplace, and graceful flow throughout creates a sense of warmth, charm, and individuality. There are two spacious separate apartments, each with its own private entrance and electric meter, plus an additional landlord meter servicing the basement. Live in one apartment and rent the other, rent both for income, or create the perfect arrangement for extended family or friends. The first apartment offers expansive living and dining spaces, a charming vintage-inspired eat-in kitchen, two comfortable bedrooms, a full bath, office or guest space, and an enclosed porch with seasonal lake views. The kitchen brings so much personality with turquoise cabinetry, crisp white appliances, an antique sink, patterned walls, and a propane stove. Just imagine the meals prepared and gatherings shared in this truly unique space. Upstairs, the second apartment continues the home's timeless character with library-style built-ins, another blissfully updated eat-in kitchen, two additional bedrooms, a bonus room, remodeled bath, and an incredible double terrace overlooking the property with seasonal lake views. Whether you're enjoying morning coffee, working outside with your laptop, or relaxing with a good book, this peaceful outdoor space is sure to become a favorite. Outside, North Beach is just behind the house, and you'll enjoy lake rights to all three neighborhood beaches for kayaking, canoeing, fishing, or simply relaxing by the water. The full walk-out basement offers abundant storage with exciting potential for future finishing. Recent improvements include a roof and water tank replaced approximately six years ago, a first-floor hot water heater replaced just one year ago, a second-floor hot water heater replaced this March, a complete whole-house electrical rewire completed in April 2026 and approved by the town, a remodeled second-floor bathroom, new second-floor kitchen flooring, new first-floor hallway flooring, refinished exterior concrete steps, new Trex steps leading to the back, interior rooms all freshly painted, and the entire exterior has been stripped and completely repainted new! Just minutes from shopping, restaurants, schools, and everyday conveniences, with highways and Metro-North approximately 10 minutes away, commuting to New York City is incredibly convenient. Enjoy easy access to the city while coming home to peaceful lake surroundings. And perhaps the most remarkable part of all... A true two-family home of this size could easily command well over $1 million in New York City. Here, just about an hour from Manhattan, you can own a property with income potential, lake rights, beautiful surroundings, and original character for only $649,900. Properties with this combination of versatility, charm, and setting are truly special and rarely available.

361 Lake Drive, Lake Peekskill
$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
$350,000
1 Beds ⋅ 1 Baths ⋅ 1023971 MLS
Welcome to 18 Winnebago a quieter way of life in the Lake Oscawana area of Putnam Valley. Set on a peaceful .52-acre property, this inviting single-level ranch offers more space and openness than you might expect. Inside, vaulted ceilings and abundant natural light create an airy feel, while wood flooring flows through the main living areas. The open kitchen features white cabinetry, stainless steel appliances and a breakfast bar, opening to the dining area for easy everyday living. A separate living room with a vaulted ceiling and skylights offers a comfortable place to relax, work from home or unwind at the end of the day. Step outside to the on-grade deck and enjoy the quiet, natural surroundings. A separate garage/storage building provides valuable extra space for vehicles, hobbies, outdoor equipment and more. Simple, comfortable and surrounded by nature this is a special opportunity to enjoy easy one-level living in a wonderfully peaceful Putnam Valley setting. Updates include Septic 2021, Roof 2022.

18 Winnebago Road, 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
$895,000
2 Beds ⋅ 3 Baths ⋅ 1003201 MLS
This newly listed home in the Indian Lake community offers deeded lake rights, providing direct access to a private lake ideal for swimming and fishing. The home is designed to seamlessly blend indoor and outdoor living, featuring numerous windows and sliding glass doors that invite ample sunlight and offer access to private decks from various rooms. The home includes an open great room, well suited for entertaining guests. Additionally, a lower level family room provides flexible space for accommodating visitors.The property is equipped with a septic rated for a 4 bedroom home, allowing for a potential expansion. Outdoor amenities enhance the property's appeal, to include a large stone patio with a built-in fire pit. The location offers a peaceful environment and is situated 50 miles from NYC.

82 Indian Lake Road, Putnam Valley
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 993982 MLS
Tucked away on 4.9 private acres in the scenic hills of Putnam Valley, this authentic Beaver Mountain Custom Home offers a rare blend of rustic character and refined comfort. With approximately 2 acres fully fenced, the property is ideal for dogs, outdoor recreation, or simply enjoying the serenity of nature. Its wooded landscape and peaceful setting evoke the same bucolic charm and countryside appeal that have long made neighboring Garrison so sought after. Inside, the 3-bedroom, 3-bath residence showcases warm wood interiors, soaring exposed beams, and thoughtfully curated upgrades throughout. A beautifully renovated kitchen anchors the home with high-end appliances, custom cabinetry, and artisan finishes, while the inviting living spaces feature a striking stone gas fireplace and seamless access to an expanded deck and enclosed porch—perfect for year-round enjoyment. Updated bathrooms incorporate quality materials and timeless design, enhancing both comfort and style. The property also includes a separate approximately 900-square-foot rustic log cabin, thoughtfully renovated and ideal as a workshop, artist's studio, home office, or private retreat, offering exceptional flexibility for today's lifestyle. Additional highlights include a two-car attached garage, whole-house generator, multiple mini-split systems for efficient climate control, and extensive improvements to the roof, landscaping, and mechanical systems over time. A rare opportunity to own a meticulously maintained Beaver Mountain Custom Home that captures the tranquility and natural beauty associated with neighboring Garrison, while offering privacy, character, and modern convenience—all within easy reach of major commuter routes, Metro-North, and everyday amenities.

33 Cimarron 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.