Date
Details
Price
Change
Source
6/25/2026
Listed
$2,299,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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.
Full Property Details
Full Property Details for 41B Whippoorwill Rd
General
- Price: $2,299,000
- HOA FEE: $100/month
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24183457
- Updated: 6/25/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 10
- Rooms/Areas: Exercise Room, Laundry Room, Mud Room
- Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Allowance
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
- Primary Suite: 9 ft+ Ceilings, French Doors, Walk-In Closet, Hardwoo, 17.2 x 20.1, Main
- Primary Suite 2: Bedroom Suite, Walk-In Closet, Hardwood Floor
- Primary Suite 2: 16.6 x 16
- Primary Suite 2: Upper
- Bedroom 1: Bedroom - 9 ft+ Ceilings, Jack & Jill Bath, Walk-In Closet, Hardwood Floor, 13.1 x 15, Main
- Bedroom 2: Bedroom - 9 ft+ Ceilings, Jack & Jill Bath, Walk-In Closet, Hardwood Floor, 13.7 x 15.8, Main
- Bedroom 3: Bedroom - Hardwood Floor, 12 x 23, Upper
Other Rooms
- Living Room: Living Room - Cathedral Ceiling, Fireplace, Hardwood Floor, 21 x 24, Main
- Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Breakfast Bar, Island, Pantry, Hardwood Floor, 19.5 x 13.2, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, French Doors, Hardwood Floor, 12.1 x 15.1, Main
- Office: Office - Hardwood Floor, 10.2 x 10.5, Upper
- Den: Den - Gas Log Fireplace, Hardwood Floor, 17.9 x 22.5, Main
- Laundry: Main Level
- In-Law/Au Pair Suite: Yes
Exterior
- Exterior Features: Underground Utilities, French Doors, Patio
- Color: Gray
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 6
- Parking: Attached Garage, Driveway
Location
- County: New London
- Subdivision: The Woods At Whippoorwill
- Neighborhood: Whippoorwill
- Driving Directions: Boston Post Road to Whippoorwill Road
School Information
- Elementary School: Per Board of Ed
- Middle School: Lyme-Old Lyme
- High School: Lyme-Old Lyme
Community
- Community Name: Whippoorwill
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Grounds Maintenance, Snow Removal, Road Maintenance, Insurance
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hydro Air, Zoned, Propane
- Heating Fuel: Propane
- Water Heater: Propane, Domestic, Tankless Hotwater
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Ranch, Farm House
- Construction Status: Under Construction
- Exterior Const.: Hardie Board
- Basement Desc.: Full, Unfinished, Concrete Floor
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 4,694
- Above Ground: 4,694 Sq. Ft.
- Year Built: 2026
Lot Features
- Lot Size (Acres): 12.78
- Driveway/Sidewalk: Private, Circular, Crushed Stone
- Zoning: RU-80
- Lot Description: In Subdivision, Lightly Wooded, Borders Open Space
Financial Considerations
- Association Fee: $100
- Assoc Fee Freq.: Monthly
- Assessment Amount: $147,290
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 2524483
Listed by William Pitt Sotheby's Int'l, Tammy Tinnerello
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 41B Whippoorwill Rd —
Tammy Tinnerello
William Pitt Sotheby's Int'l
Agent Contact: (860) 867-6120 Office Contact: (860) 434-2400
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 41B Whippoorwill Rd
Tax History
Tax History for 41B Whippoorwill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$188,400
—
2023
100%
$188,400
—
2021
100%
$188,400
—
2020
100%
$188,400
-5%
2019
100%
$198,400
3234%
2018
100%
$5,950
—
2017
100%
$5,950
85%
2016
100%
$3,220
—
2015
100%
$3,220
—
2014
100%
$3,220
—
2011
—
$3,220
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Home Warranty : Included
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41-B Whippoorwill Road, Old Lyme, CT 06371 (MLS# 24183457) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 41-B Whippoorwill Road is currently listed for $2,299,000 and was received on June 25, 2026. Want to learn more about 41-B Whippoorwill Road? Do you have questions about finding other Single Family real estate for sale in Old Lyme? You can browse all Old Lyme real estate or contact a Coldwell Banker agent to request more information.