21 Lookout Drive

Step back in time and into captivating Valhalla Highlands, a one of a kind 1930s lake community that feels like something out of a storybook. Tucked among the trees yet close to everything, this idyllic 1-bedroom cottage is your ticket to a life filled with charm, nature, and year-round adventures. Inside, the beautiful stone fireplace in the living room sets the scene for crackling fires and cozy nights. The bright sunroom welcomes natural light and is ideal for a morning coffee, an afternoon read, a home office, or intimate get-togethers. It opens to your private deck overlooking the spacious backyard, perfect for unwinding or entertaining. The home is situated beside the community's shuffleboard courts, large open field and scenic lookout point. This hidden enclave is surrounded by 400 acres of private forest bordering a protected 9,000 acre preserve, offering unmatched privacy and direct access to nature with endless room to roam and explore. Here endless outdoor adventures await in every season. Swim, fish, canoe, paddle board in the lake, play tennis on the clay courts, enjoy shuffleboard, hike wooded trails or take peaceful walks along shaded paths. In the fall watch the leaves burst into brilliant color and the mountains light up in fiery foliage. Making it the perfect time to visit nearby orchards and pumpkin patches and enjoy the crisp autumn air. Winter brings snowshoeing, ice skating on the lake, and nearby ski resorts for even more winter fun. Spring awakens the forest again. The flowers, greenery, and trees blossom and blanket the grounds, and the sounds of birds and wildlife return. Despite feeling worlds away you’re less than 15 minutes from downtown where boutique shops, restaurants, antiques, and the train station await. Perfectly situated to enjoy the very best the region. The surrounding Hudson Valley is alive with year-round festivals, farmers markets, events, and activities, there’s always something new to discover and enjoy. Whether you’re seeking a weekend escape or a year-round home, if you’ve been dreaming of a home that feels like a getaway, this storybook cottage in the Valhalla Highlands is ready to make every season magical. This is more than a rental, it’s an invitation to live in a preserved piece of Hudson Valley history where community spirit and natural beauty have been cherished for nearly a century.