41-B Whippoorwill Road, Old Lyme, CT 06371

bedrooms 5
bathrooms 5
|Other
NZD $4,098,526
USD $2,299,000
Published on: 27 Jun 2026
Last updated on: 12 Oct 2026
41-B Whippoorwill Road, Old Lyme, CT 06371
41-B Whippoorwill Road, Old Lyme, CT 06371
41-B Whippoorwill Road, Old Lyme, CT 06371
+17
41-B Whippoorwill Road, Old Lyme, CT 06371
  • 17
Property ID: 110109070220
Translate to English

Single Family For Sale, Ranch,Farm House, Old Lyme, CT

41-B Whippoorwill Road, Old Lyme, CT 06371
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. Beyond the property itself, 41-2 Whippoorwill Road offers the opportunity to experience the unparalleled lifestyle that has made Old Lyme one of Connecticut's most cherished shoreline communities. Rich in history, culture, and natural beauty, Old Lyme is known for its picturesque village center, renowned art heritage, preserved open spaces, beautiful beaches, marinas, and miles of scenic trails. Residents enjoy a relaxed coastal lifestyle with convenient access to everyday amenities while remaining connected to major metropolitan areas. Positioned between New York City and Boston, Old Lyme offers easy access via Interstate 95 and Amtrak rail service, making weekend escapes and business travel remarkably convenient. Boston is approximately two hours away, while New York City can be reached in just over two hours. The property's location also places you within easy reach of some of New England's most desirable destinations. Explore the vibrant waterfront, boutique shopping, acclaimed restaurants, and maritime charm of downtown Mystic. Spend afternoons enjoying the beautiful beaches, boutiques, and renowned dining scene of Westerly and Watch Hill, Rhode Island, home to some of the region's most spectacular coastal vistas. Whether boating on Long Island Sound, enjoying a sunset dinner overlooking the water, or strolling through charming seaside villages, the best of the Connecticut coastline is at your doorstep. Offering exceptional privacy without sacrificing convenience, 41-2 Whippoorwill Road represents a rare opportunity to embrace the quintessential New England coastal lifestyle in one of the shoreline's most sought after communities.

Property Details

Basic Info

Property Type
Other
Listing Status
Pending
Land Size
51,718.87 m2
Building Size
436.09 m2
Year Built
2026
Rooms
5 bedroom(s), 5 bathroom(s)
Architecture Style
Ranch
County
New London
Provider
SmartMLS, Inc.
Subdivision
The Woods At Whippoorwill
Brokerage Office Name
William Pitt Sotheby's International Realty
Neighbourhoods
Whippoorwill
Address
41-B Whippoorwill Road, Old Lyme, CT 06371

Nearby Schools

TypeSchool nameDistrict name
HighLyme-Old LymeNot available
ElementaryPer Board of EdNot available

Tax History

YearTax amount
2027USD $8494NZD $15,143*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.co.nz nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.co.nz recommends that you independently verify any information before relying on it.

Contact Agent
Tammy Tinnerello
William Pitt Sotheby's Int'l
103 Halls Road, P.O. Box 489 , Old Lyme, CT 06371
Get in touch
Report this page

Contact Agent

Contact Agent

Email enquiry to William Pitt Sotheby's Int'l

Tammy Tinnerello
103 Halls Road, P.O. Box 489 , Old Lyme, CT 06371
What's your enquiry about?
      By clicking "Submit", you accept our Privacy Policy and acknowledge that as the agent for this property is located overseas, your information may not be handled in accordance with the privacy laws applicable to this website.

      Property ID: 110109070220

      Original Property ID: 3yd-CTMLS-24183457
      Data provided by SmartMLS, Inc., MLS #: 24183457
      * THIS SERVICE MAY CONTAIN TRANSLATIONS POWERED BY GOOGLE. GOOGLE DISCLAIMS ALL WARRANTIES RELATED TO THE TRANSLATIONS, EXPRESS OR IMPLIED, INCLUDING ANY WARRANTIES OF ACCURACY, RELIABILITY, AND ANY IMPLIED WARRANTIES OF MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT.
      Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.