41-b Whippoorwill Road, Old Lyme, Connecticut

$2,299,000

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5

Beds

5

Baths

4,694

Square feet

12.78

Acres

About 41-b Whippoorwill Road

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.

Features of 41-b Whippoorwill Road

MLS® # 24183457
Price $2,299,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,694
Acres 12.78
Type Single Family For Sale
Style Ranch, Farm House
Status Under Contract - Continue to Show

Community Information

Address 41-b Whippoorwill Road
Area Whippoorwill
Subdivision The Woods At Whippoorwill
City Old Lyme
County New London
State Connecticut
Zip Code 06371

Amenities

Parking Spaces 6
Parking Attached Garage, Driveway
# of Garages 3
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Auto Garage Door Opener, Open Floor Plan, Security System
Appliances Allowance
Heating Hydro Air, Zoned, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Unfinished, Concrete Floor

Exterior

Exterior Hardie Board
Exterior Features Underground Utilities, French Doors, Patio
Lot Description In Subdivision, Lightly Wooded, Borders Open Space
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
Middle Lyme-Old Lyme
High Lyme-Old Lyme

Additional Information

Date Listed June 26th, 2026
Days on Market 76
Zoning RU-80
RE / Bank Owned No
HOA Fees 100
HOA Fees Freq. Monthly

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on September 10th, 2026 at 8:10am EDT.