Under Contract

41-B Whippoorwill Road

Old Lyme, CT 06371
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Bed 5

Bed

Bath 5

Bath

SqFt4,694

Sqft

Acres12.78

Acres(Lot)

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 ground s 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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Detail Ic Property Details

Property Type : Residential

Price : $2,299,000

AD Id : 86484216

MLS Id : 24183457

Beds : 5

Lot Size : 12.78 Acres

Living Area Size : 4,694

Year Built : 2026

Garage : 3

County : New London

Subdivision: Autumn Woods

  • Map Map

Map

Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 10 Has Basement: Yes Basement: Full, Unfinished, Concrete
  • Roofing Information

    Asphalt
  • Interior Features

    In-Law Floorplan, Open Floorplan Roof: Asphalt Laundry Features: Main Level, Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Propane, Zoned Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 2026 Building Area Total: 4694 Construction Materials: Frame, HardiPlank Type Patio And Porch Features: Patio Private Pool: No Association Fee Frequency: Monthly

  • Lot Information

    Lot Size Acres: 12.78

    Property Information

    Subdivision: The Woods At Whippoorwill Source Property Type: Residential Zoning Description: RU-80 Property SubType: Single Family Residence Property Age: 0

  • Listing Price Information

    Listing Price: $2299000

  • Tax Information

    Parcel Number: 2524483 Annual Tax: $2391

  • Parking Information

    Parking Total: 6 Circular Driveway, Gravel, Garage Door Opener, Private, Driveway, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3
    Homeowners Association Information
    Has Association: Yes Included Fees: Insurance, Snow Removal, Maintenance Grounds HOA: $100.00

  • School Information

    Elementary School: Per Board of Ed
    Junior High School: Lyme-Old Lyme
    Senior High School: Lyme-Old Lyme
  • Utility Information

    Underground Utilities
  • Location Information

    Direction: Boston Post Road to Whippoorwill Road WaterSource: Well Security Features: Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
17 Oakridge Drive, Old Lyme, CT, 06371 $1,099,000 4 3 2,224 2,224 SqFt
14 Cutler Road, Old Lyme, CT, 06371 $1,200,000 3 4 2,722 2,722 SqFt
13 Victoria Lane, Old Lyme, CT, 06371 $569,900 4 2 1,323 1,323 SqFt
70 Browns Lane, Old Lyme, CT, 06371 $359,000 2 2 911 911 SqFt
16 Chadwick Drive, Old Lyme, CT, 06371 $575,000 4 2 1,825 1,825 SqFt
13 Old Colony Road, Old Lyme, CT, 06371 $525,000 4 1 924 924 SqFt
8 & 10 Swan Avenue, Old Lyme, CT, 06371 $799,000 3 2 915 915 SqFt
8 Swan Avenue, Old Lyme, CT, 06371 $799,000 1 1 440 440 SqFt
10 Swan Avenue, Old Lyme, CT, 06371 $799,000 2 1 915 915 SqFt
44 Hartford Avenue, Old Lyme, CT, 06371 $699,000 3 2 1,608 1,608 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 08/21/2026 @ 01:15

MLS: 24183457 LISTED BY: Tammy Tinnerello, William Pitt Sotheby's Int'l SOURCE: SmartMLS

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