$2,299,000
UNDER CONTRACT NEW CONSTRUCTION

41-b Whippoorwill Rd Old Lyme, CT 06371

Old Lyme Area

Estimated payment $12,960/month

Total Views 17,949
5 Beds
4.5 Baths
4,694 Sq Ft
$490 Price per Sq Ft

Highlights

  • 12.78 Acre Lot
  • Vaulted Ceiling
  • Attic
  • Open Floorplan
  • Ranch Style House
  • 2 Fireplaces

About This Home

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.

Listing Agent

Tammy Tinnerello

William Pitt Sotheby's Int'l Brokerage Phone: (860) 867-6120 License #RES.0801830 Listed on: 06/25/2026

William Pitt Sotheby's Int'l

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $2,391

Year Built

  • Built in 2026 | Under Construction

Lot Details

  • 12.78 Acre Lot
  • Property is zoned RU-80

HOA Fees

  • $100 Monthly HOA Fees

Home Design

  • Ranch Style House
  • Farmhouse Style Home
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • HardiePlank Siding

Interior Spaces

  • 4,694 Sq Ft Home
  • Open Floorplan
  • Vaulted Ceiling
  • 2 Fireplaces
  • French Doors
  • Mud Room
  • Home Gym
  • Concrete Flooring
  • Unfinished Basement
  • Basement Fills Entire Space Under The House
  • Home Security System

Bedrooms and Bathrooms

  • 5 Bedrooms

Laundry

  • Laundry Room
  • Laundry on main level

Attic

  • Storage In Attic
  • Walk-In Attic
  • Unfinished Attic

Parking

  • 3 Car Garage
  • Automatic Garage Door Opener
  • Circular Driveway

Outdoor Features

  • Patio

Schools

  • Lyme-Old Lyme Middle School
  • Lyme-Old Lyme High School

Utilities

  • Zoned Heating and Cooling System
  • Hydro-Air Heating System
  • Heating System Uses Propane
  • Underground Utilities
  • Well
  • Tankless Water Heater
  • Propane Water Heater
  • Fuel Tank Located in Ground

Community Details

  • Association fees include grounds maintenance, snow removal, road maintenance, insurance
  • The Woods At Whippoorwill Subdivision

Listing and Financial Details

  • Assessor Parcel Number 2524483

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,391

Year Built

Built in 2026 | Under Construction

Lot Details

12.78 Acres

HOA Fees

$100 per month

Listing Details

  • Neighborhood: Whippoorwill
  • Property Type: Single Family For Sale
  • Style: Ranch, Farm House
  • Sq Ft Est Heated Above Grade: 4694
  • Total Sq Ft: 4694
  • Year Built: 2026
  • New Construction: Under Construction
  • Nearby Amenities: Basketball Court, Lake, Library, Medical Facilities, Playground/Tot Lot
  • In Law Access: FIRST,ENTRY
  • Remarks Public Addendum: 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.
  • Direct Waterfront: No
  • Encumbrances Restrictions: Covenant, Deed Restrictions
  • Home Warranty Offered: Yes
  • Directions: Boston Post Road to Whippoorwill Road
  • Financing Used: Conventional Fixed
  • In Law Apartment: Yes
  • Spec Assoc Asses: No
  • Street Type: Road
  • Office Attribution Contact: (860) 434-2400
  • Reserve Prospect: No
  • Special Features: 130
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Fireplaces: 2
  • Attic Description: Unfinished, Storage Space, Walk-In
  • Basement Description: Full, Unfinished, Concrete Floor
  • Interior Amenities: Auto Garage Door Opener, Open Floor Plan, Security System
  • Appliances: Allowance
  • Additional Rooms: Exercise Room, Laundry Room, Mud Room
  • Laundry Room Location: main level
  • Laundry Room Info: Main Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Underground Utilities, French Doors, Patio
  • Exterior Siding: Hardie Board
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 3
  • Driveway Type: Private, Circular, Crushed Stone
  • Total Parking Spaces: 6
  • Garage And Parking: Attached Garage, Driveway

Utilities

  • Cooling System: Central Air
  • Heat Type: Hydro Air, Zoned
  • Heat Fuel Type: Propane
  • Fuel Tank Location: In Ground
  • Hot Water Description: Propane, Domestic, Tankless Hotwater
  • Water Source: Private Well
  • Sewer: Septic

Condo/Co-op/Association

  • Association Fee Includes: Grounds Maintenance, Snow Removal, Road Maintenance, Insurance
  • HOA Fees: 100
  • HOA Fee Frequency: Monthly

Lot Info

  • Acres: 12.78
  • Lot Description: In Subdivision Lightly Wooded Borders Open Space
  • Zoning: RU-80
  • Parcel #: 2524483

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 2391

MLS Schools

  • Elementary School: Per Board of Ed
  • Middle Jr High School: Lyme-Old Lyme
  • High School: Lyme-Old Lyme

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
06/25/2026 06/25/26 For Sale $2,299,000 -- $490 / Sq Ft
Source: SmartMLS

About the Listing Agent

Tammy Tinnerello
Tammy Tinnerello

William Pitt Sotheby's Int'l

(860) 854-8869

Section Image

Tammy Tinnerello is a trusted luxury real estate advisor known for her market intelligence, refined aesthetic, and deeply rooted expertise along Connecticut and Rhode Island shoreline. Representing the Sotheby’s International Realty brand, Tammy delivers a highly personalized, strategic approach to buying and selling exceptional properties, with a focus on coastal and lifestyle driven markets. With an in depth understanding that real estate is both a financial investment and a lifestyle

View Tammy's Profile

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Source: SmartMLS

MLS Number: 24183457

SmartMLS
Connecticut New London County Old Lyme 06371

41-b Whippoorwill Rd, Old Lyme, CT

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

SmartMLS 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.

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(860) 854-8869
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