Whippoorwill Real Estate

Welcome to Whippoorwill, a serene and picturesque neighborhood nestled in the charming town of Old Lyme, Connecticut. Known for its enchanting landscapes and rich history, Whippoorwill offers a unique blend of tranquility and community spirit that makes it a hidden gem in New London County.

As you explore this delightful area, you'll be captivated by its lush greenery and beautifully maintained homes, each reflecting the timeless elegance of New England architecture. The neighborhood boasts tree-lined streets that invite leisurely strolls, and the welcoming atmosphere encourages neighbors to come together, fostering a strong sense of community.

Whippoorwill is ideally located just minutes away from the stunning Connecticut shoreline, where residents can enjoy a variety of recreational activities, from sunbathing on sandy beaches to kayaking in the gentle waters of Long Island Sound. The nearby Old Lyme Art Association and Florence Griswold Museum celebrate the town’s artistic heritage, making it a cultural hub for art enthusiasts.

Families will appreciate the excellent schools in the area, providing a nurturing environment for children to thrive. Additionally, the proximity to local parks and nature reserves offers endless opportunities for outdoor adventures, whether it’s hiking, biking, or simply enjoying a picnic in the sun.

With its perfect blend of natural beauty, rich culture, and a tight-knit community, Whippoorwill is not just a neighborhood; it’s a lifestyle. Discover the charm of Whippoorwill and imagine making this idyllic setting your new home.

Newest Listings in Whippoorwill

$1,899,999

4 Beds ⋅ 4 Baths ⋅ 24203798 MLS

This single level modern farmhouse blends clean contemporary design with timeless New England warmth, set at the end of a private drive in serene Old Lyme, Connecticut. Thoughtfully crafted for easy, elegant living, the home features four spacious bedrooms, an airy open layout, and abundant natural light throughout. A sunroom anchors the living space with year round views of the surrounding landscape, while covered porches and a covered patio extend the living area outdoors, creating effortless flow for relaxing or entertaining. The property abuts protected open space, offering a sense of privacy, nature, and quiet that's increasingly rare. With its refined finishes, one floor convenience, and peaceful setting, this home delivers the best of modern comfort and classic farmhouse character in one of Old Lyme's most tranquil locations.

41-1 Whippoorwill Rd, Old Lyme

$575,000

3 Beds ⋅ 2 Baths ⋅ 24198874 MLS

Welcome home to 91 Whippoorwill Road, a darling 3 bed, 2 bath Cape located in the charming coastal town of Old Lyme, CT! Enjoy the best of small-town living with convenient access to both New York and Boston. This enchanting property features a picturesque stream and abuts more than 20 acres of open space dedicated to the Old Lyme Land Trust, creating a peaceful natural backdrop just minutes from town and schools. Inside, a newly renovated white kitchen with new dishwasher, microwave and stove opens to a beautiful dining room designed to enhance every dining experience, from intimate dinners to lively gatherings. The sun-soaked family room offers a warm and welcoming space with direct access to the back deck, perfect for relaxing or entertaining. A first-floor primary bedroom and full bath provide comfortable main-level living. Upstairs are two additional bedrooms, a second full bath, and a generously sized walk-in closet offering excellent additional storage. A spacious, dry basement provides plenty of room for laundry, storage, hobbies, or future possibilities. Come experience the beauty, comfort, and convenience of life in Old Lyme!

91 Whippoorwill Rd, Old Lyme

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