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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

$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

$649,900
3 Beds 2 Baths 1015874 MLS
Some houses are measured in square footage. Others are measured in moments. Coffee before a stroll to the lake. racing barefoot to the beach. Long afternoons drifting across quiet water. A book that somehow takes all day because the porch keeps asking you to stay. That is life at Roaring Brook Lake. Just 59 miles from New York City and minutes from the Taconic State Parkway, this is the kind of place people spend years searching for. Here, vacation isn't something you plan. It's simply how life feels. The lake itself is extraordinary. Waterfront homes routinely command seven-figure prices, yet this property sits only about 200 steps from Children's Beach, offering nearly the same lifestyle for a fraction of the cost. Launch a canoe, kayak, paddleboat or electric motorboat, fish from the dock, swim to the floating platform, relax on the sandy beach, or enjoy the playground. There are no mandatory HOA fees, just a peaceful lakeside setting that feels like a hidden escape. Before you reach the front door, you understand why homes here rarely change hands. A graceful circular driveway winds through mature trees and curated gardens lovingly shaped over decades. Color follows the seasons. Stone patios invite mornings, summer dinners, barbecues, or quiet moments beneath the trees. A gentle creek runs along the front of the property, adding a rare touch of charm. And then comes the porch. Wrapped in magnificent stone, it feels less like an entrance and more like another living room. Breakfast lingers. Afternoon naps come easily. Conversations stretch past sunset. On rainy days it becomes the best seat in the house. It is one of those rare spaces that changes how life feels. Inside, authentic mid-century character has been beautifully preserved. Rich wood floors, walls, built-ins, and craftsmanship bring warmth and soul. Every room has its own personality, every window frames a peaceful view. The kitchen features a charming built-in breakfast nook. The living room is anchored by a wood-burning fireplace where quiet evenings practically write themselves. Glass doors open to a covered patio, blending indoor and outdoor living. A dining room sits nearby for gatherings large and small. The first floor offers a spacious primary bedroom and full bath. Upstairs are two generous bedrooms with built-in closets, window seats, and timeless detail. A half bath offers future potential for expansion. The lower level includes a walk-out basement with flexible space for a home office, studio, or gym, plus storage, utilities, and access to an oversized two-car garage. Maybe it's the gardens, the porch you'll never want to leave, or the lake just down the road. Whatever it is, life slows the moment you turn into the driveway. Homes like this are rare. This summer, make it yours.

71 Pudding Street, Putnam Valley

$249,999
2 Beds 1 Baths 1018877 MLS
Calling all investors, contractors, and buyers looking for their next renovation project! This 2-bedroom, 1-bath cottage in the Lake Peekskill community offers tremendous potential and is ready for a complete transformation. Original character remains throughout, including a welcoming living room with a stone fireplace, a spacious formal dining room, original woodwork and seasonal water view. The large attic presents the opportunity to create additional living space, while the private, level backyard provides plenty of room for outdoor enjoyment. With vision and renovation, this property could become the perfect starter home, weekend retreat, or investment opportunity. Property is being sold as is. CASH DEAL ONLY.

214 Walnut Road, Lake Peekskill

$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

$359,000
3 Beds 1 Baths 1003930 MLS
If you've been waiting for an affordable home with character, lake views, and room to grow, this one deserves your attention. Nestled on desirable Lake Drive, one of the area's most beloved streets, this charming home offers far more living space and potential than its footprint suggests. While officially 834 square feet, the home lives much larger thanks to a full 646-square-foot walk-out basement to finish as you desire. Whether you envision a family room, guest space, home office, workshop, or recreation area, the options are endless. One of the home's standout features is the wraparound porch overlooking the lake, a perfect place to start your morning with coffee or unwind at the end of the day. Inside, you're welcomed by a bright enclosed porch filled with natural light. This flexible space currently serves as a sitting area and laundry room but could easily become a home office, reading nook, or sunroom. The updated eat-in kitchen features stainless steel appliances and opens to a spacious living room with beautiful hardwood floors and scenic lake views. A formal dining room currently serves its traditional purpose but was originally the third bedroom and can easily be converted back if desired. The primary bedroom is warm and inviting, while the second bedroom is cheerful and adequate. A well-appointed full bath completes the main level. Step outside to enjoy your private backyard and soak in the tranquil surroundings. Additional highlights include off-street parking for one to two vehicles, abundant storage space, a boiler that's just two years old, new septic and fields installed just eight ago, a new washing machine and new exhaust fan above the stove. The location offers the best of both worlds, peaceful country surroundings with easy access to everyday conveniences. Shopping, restaurants, highways, and public transportation are all just minutes away, while NYC is approximately 52 miles. Residents enjoy fishing, canoeing, or simply taking in the scenery. Move right in, unpack, and start enjoying the summer you've been waiting for.

184 Lake Drive, Lake Peekskill

$679,000
3 Beds 2 Baths 1002738 MLS
Tucked along the shoreline with sweeping water views and your own private dock, this beautifully updated brick Cape offers the perfect blend of timeless character and modern convenience. Set on a picturesque lot with mature trees, stone walls, and a gently sloping lawn leading to the lake, this 3-bedroom, 2-bath home is a rare waterfront retreat. Inside, you'll find gleaming hardwood floors, original 1950s architectural details, and a stunning brand-new kitchen thoughtfully designed for today's lifestyle. An additional office/guest room provides flexible living space, while the inviting screened porch and expansive bi-level Trex decks create the perfect setting for entertaining or simply enjoying the peaceful waterfront surroundings. The full walk-out basement offers endless possibilities for storage, recreation, or future expansion. Major updates include a new furnace, water heater, kitchen, and whole-house generator (2024), allowing you to move in with confidence. Whether you're sipping coffee on the deck, launching a kayak from your private dock, or gathering with friends on the lakeside stone patio, this exceptional property delivers the waterfront lifestyle you've been dreaming of.

51 Lake Drive, Lake Peekskill

$875,000
3 Beds 3 Baths 1006009 MLS
The Most Beautiful Home on Roaring Brook Lake– Just 1.5 Hours from NYC. Escape to unmatched serenity in this breathtaking lakefront retreat, perfectly positioned on a full acre of pristine Roaring Brook Lake shoreline. This exceptional property offers the ideal balance of natural beauty, privacy, and refined outdoor living—all within easy reach of New York City. Surrounded by lush, manicured grounds, the home features expansive lake views and direct water access, making it a true haven for relaxation and recreation. The landscape is thoughtfully designed with vibrant gardens, tranquil ponds, and a stunning large koi pond that creates a peaceful, resort-like atmosphere. Enjoy the charm and functionality of additional features including a private shed, included boats for immediate lake enjoyment, and sprawling lawns perfect for entertaining or quiet reflection. Whether you're seeking a weekend escape or a full-time lakeside lifestyle, this property delivers an unparalleled experience. Highlights: -1 acre of prime lakefront property -Direct access to Roaring Brook Lake -Beautifully maintained gardens and landscaped grounds -Multiple ponds, including a large koi pond -Private shed and included boats -Expansive manicured lawn ideal for outdoor living -Conveniently located just 1.5 hours from NYC This is more than a home—it’s a lifestyle. Discover the beauty, tranquility, and luxury of lakeside living at its finest. Come experience country lake side living at it's best!! What the owner loves about this home: Roaring Brook Lake is a beautiful serene fresh water body of water that is only 1 1/2 hrs from NYC! Bring your dreams and get ready for a year round vacation on our private lake!

15 Spur 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

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