Whippoorwill Homes for Sale

Welcome to Whippoorwill, a hidden gem nestled within the picturesque town of Old Lyme, Connecticut. This charming neighborhood is renowned for its serene ambiance, lush landscapes, and a close-knit community that makes it a perfect place to call home. Whippoorwill offers a unique blend of tranquility and accessibility, providing residents with the best of both worlds.

As you explore the winding streets of Whippoorwill, you’ll discover a variety of beautiful homes that reflect the character and charm of the area. From classic New England-style houses to modern architectural designs, there’s something for everyone. Many properties boast spacious yards, perfect for family gatherings or quiet evenings under the stars. With homes for sale in Whippoorwill, you’ll find opportunities to create your own sanctuary in this idyllic neighborhood.

The community is surrounded by natural beauty, with nearby parks and the stunning Connecticut River offering ample opportunities for outdoor activities such as hiking, kayaking, and birdwatching. Families will appreciate the top-rated schools and a wealth of recreational facilities that cater to all ages.

Whippoorwill is also conveniently located near the vibrant cultural scene of Old Lyme, where you can enjoy art galleries, local shops, and delightful dining options. Whether you’re seeking a peaceful retreat or an active lifestyle, Whippoorwill is the perfect place to plant your roots. Come discover the charm and warmth of this delightful neighborhood, where your dream home awaits!

Newest Whippoorwill Homes for Sale

$2,299,000

5 Beds ⋅ 5 Baths ⋅ 24183457 MLS

Set on more than 12 private acres in one of Old Lyme's most desirable locations, this exceptional new construction residence offers a rare combination of luxury, flexibility, and space to grow. Thoughtfully designed for today's lifestyle, the home features four bedrooms, including a spacious primary suite on the main level, and a beautifully appointed guest suite ideal for extended family, visiting guests, or a private home office. Inside, vaulted ceilings, custom millwork, rich hardwood floors, and a striking fireplace create an atmosphere of timeless elegance and warmth. The open concept design seamlessly blends sophisticated living with everyday comfort, while expansive windows invite natural light and frame picturesque views of the surrounding landscape. The property's expansive grounds are enhanced by stunning natural rock formations and thoughtfully designed outdoor living spaces, including a welcoming front paver patio and a large rear paver patio ideal for entertaining, dining al fresco, or simply enjoying the peaceful setting. With ample room for a pool, pool house, gardens, or additional recreational amenities, the possibilities are endless. Surrounded by natural beauty yet just minutes from the historic village of Old Lyme, beaches, marinas, and major commuting routes, this is a rare opportunity to enjoy the privacy of a country estate with the convenience of shoreline living. A truly exceptional property where luxury, craftsmanship, and nature come together.

41-B Whippoorwill Rd, Old Lyme

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