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Recreational Land with Home for Sale in Old Lyme, Connecticut

41-B Whippoorwill Rd, Old Lyme, CT 06371

$2,299,000
12.8 acres
Pending sale
Under contract

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.

4,694
Sq feet
5
Beds
4
Full baths
1
1/2 bath
2026
Built

Location

Street address
41-B Whippoorwill Rd
Zip code
06371
Community
The Woods At Whippoorwill
Elevation
18 feet
Coordinates
41.3335, -72.3011

Directions

Boston Post Road to Whippoorwill Road

Property details

Acreage
12.78 acres
Zoning
RU-80
MLS #
CTMLS 24183457
Posted

Property taxes

2026
$2,391

Expenses

Homeowner Association Fee
$100 monthly

Details and features

Listing

Type
Residential
Franchise
Sotheby's International Realty

Lot

Features
Borders Open Space, In Subdivision, Lightly Wooded

Exterior

Parking Spaces
6
Pool
Patio
Features
Underground Utilities, French Doors, Patio

Structure

Condition
Under Construction
Style
Ranch
Basement
Concrete, Full, Unfinished
Water
Private
Heating
Zoned
Cooling
Central Air

Interior

Room Count
10
Rooms
Basement, Bathroom x 5, Bedroom x 5, Laundry Room
Fireplaces
Yes
Appliances
Allowance
Security
Security System
Features
Auto Garage Door Opener, Open Floor Plan, Security System

Nearby schools

NameType
Lyme-Old LymeHigh

Listing history

DateEventPriceChangeSource
Aug 12, 2026Under contract$2,299,000CTMLS
June 26, 2026New listing$2,299,000CTMLS
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This 12.78-acre property is located at 41-B Whippoorwill Rd in Old Lyme, CT 06371. The property is pending sale. It has a 4,694 square foot 5-bedroom, 4.5-bath house built in 2026.

Listed by William Pitt Sotheby's Int'l, (860) 434-2400

Checked 2 hours agoUpdated Source

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