
Recreational Land with Home for Sale in Old Lyme, Connecticut
41-B Whippoorwill Rd, 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 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.
Location
- Street address
- 41-B Whippoorwill Rd
- County
- New London County
- Zip code
- 06371
- Community
- The Woods At Whippoorwill
- Elevation
- 18 feet
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
| Name | Type |
|---|---|
| Lyme-Old Lyme | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Aug 12, 2026 | Under contract | $2,299,000 | — | CTMLS |
| June 26, 2026 | New listing | $2,299,000 | — | CTMLS |















