41-B Whippoorwill Road Old Lyme, CT $ 2,299,000
41-B Whippoorwill Road
$ 2,299,000
Recently Listed New Construction
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41-B Whippoorwill Road

Old Lyme, CT, 06371
$ 2,299,000
Bedrooms5 Baths4.1 Sq 4,694

Monthly Estimate*

$ 14,516

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Single Family Home for sale in Old Lyme, CT

for $2,299,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,694 square foot home was built in 2026 on a lot size of 12.78.

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 and Rhode Island coastlines 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.

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Single Family Active

Price

$ 2,299,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 2,391

Style

Lot Size

12.78

Year Built

2026

Town/City

Old Lyme

MLS | Web ID

24183457

Features
General
Zoning RU-80
Neighborhood Whippoorwill
County New London
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 12.78
Directions Boston Post Road to Whippoorwill Road
High School Lyme-Old Lyme
City Old Lyme
Elementary School Per Board of Ed
Sq Ft Total 4694
DOM 6
Year Built 2026
Style Ranch Farm House
Year Built Source Owner
Subdivision The Woods At Whippoorwill
Association Fee Includes Grounds Maintenance Snow Removal Road Maintenance Insurance
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Full Unfinished Concrete Floor
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Exterior
Water Source Private Well
Lot Description In Subdivision Lightly Wooded Borders Open Space
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* Excluded Features
List By
Tammy Tinnerello

Listing Agent

William Pitt Sotheby's Int'l

Broker

ttinnerello@wpsir.com

Email

Affordability Calculator

$14,715
Per Month
99%
1%
0%
Monthly Principal & Interest
$14,516
Monthly Property Taxes
$199
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3041989 Elementary School
1712633 Middle School
Lyme-Old Lyme High School High School
Pricing History
DatePricePrice ChangeDescription
6/26/2026$2,299,000 Listed Price

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41-B Whippoorwill Road, Old Lyme, CT, 06371 is a Single Family Home for sale at $2,299,000 with 4,694 sqft and a lot size of 12.78. 41-B Whippoorwill Road has 5 bedrooms, 4.1 baths, and was built in 2026. The property's zip code is 06371 which is in Old Lyme, CT