41 B Whippoorwill Rd

Old Lyme, CT 06371

$2,299,000
Price
5
Beds
4,694 Sq. Ft.
$490 / Sq. Ft.
4,694
Sq. Ft.
$490
per Sq. Ft.
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A private estate carved into nature.
From morning coffee to fireside nights
Anchored by a fireplace, soaring vaulted ceilings, and extensive custom millwork, the great room serves as the heart of the home, seamlessly connecting the chef's kitchen to the left and the private main-level primary suite to the right
An Expansive Main Level Suite with Architectural Volume.
Main Level Floor Plan
Second Level Floor Plan

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,...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.
  1. Listed by Tammy J Tinnerello • William Pitt Sotheby's Int'l
    P: (860)-867-6120 C: (860)-867-6120 ttinnerello@wpsir.com

Property Details for 41 B Whippoorwill Road

Basement Description
Full, Unfinished, Concrete Floor
Direct Waterfront
No
Garages Number
3
Neighborhood
Whippoorwill
Style
Ranch, Farm House
Subdivision
The Woods At Whippoorwill
Garage Parking Info
Attached Garage, Driveway
Swimming Pool
No
LISTING UPDATED: 06/26/2026 01:54 AM

Property Details for 41 B Whippoorwill Road

StatusActive
MLS #24183457
Days on Market1
Taxes$2,391 / year
HOA Fees$100 / month
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built2026
Lot Size12.78 AC / 556,696 SF
CountyNew London County
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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Tammy J Tinnerello
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Building Information for 41 B Whippoorwill Road

Stories-Year Built2026Building Size-Lot Size12.78 AC / 556,696 SF

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$11,755 per month

30 year fixed, 6.36% Interest

Principal and Interest

$11,456

Property Taxes

$199

HOA Dues

$100

The Payment Calculator is for illustrative purposes only.

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Property Information for 41 B Whippoorwill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Boston Post Road to Whippoorwill Road
  • Elementary School: Per Board of Ed
  • High School: Lyme-Old Lyme
  • Latitude: 41.334064
  • Longitude: -72.304184
  • Middle Jr High School: Lyme-Old Lyme
  • Neighborhood Amenities: Basketball Court, Lake, Library, Medical Facilities, Playground/Tot Lot
  • State: Connecticut
  • Subd Complex: The Woods At Whippoorwill
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Association Fee Includes: Grounds Maintenance, Snow Removal, Road Maintenance, Insurance
  • HOA Fee Amount: 100
  • HOA Fee Frequency: Monthly
  • Home Owner's Assocation: Yes
  • Special Association Assessment: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $2,391
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Allowance
  • Attic Description: Unfinished, Storage Space, Walk-In
  • Cooling System: Central Air
  • Heat Type: Hydro Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: main level
  • Rooms Additional: Exercise Room, Laundry Room, Mud Room
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Breakfast Bar,Island,Pantry,Hardwood Floor
  • Room Length: 19.5
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 13.2
Room 2
  • Room Entry Order: 10
  • Room Features: Gas Log Fireplace,Hardwood Floor
  • Room Length: 17.9
  • Room Level: Main
  • Room Type: Den
  • Room Width: 22.5
Room 3
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,French Doors,Hardwood Floor
  • Room Length: 12.1
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.1
Room 4
  • Room Entry Order: 3
  • Room Features: Cathedral Ceiling,Fireplace,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 24.0
Room 5
  • Listing Key: 540E1144EBF08AE4E063E201100A7AC1
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,French Doors,Walk-In Closet,Hardwood Floor
  • Room Length: 17.2
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 20.1
Room 6
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Jack & Jill Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 13.1
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 15.0
Room 7
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,Jack & Jill Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 13.7
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 15.8
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 23.0
Room 9
  • Listing Key: 540E1144EBF08AE4E063E201100A7AC1
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 10.2
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 10.5
Room 10
  • Room Entry Order: 9
  • Room Features: Bedroom Suite,Walk-In Closet,Hardwood Floor
  • Room Length: 16.6
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 16.0
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Driveway Type: Private, Circular, Crushed Stone
  • Exterior Siding: Hardie Board
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: Under Construction
  • Roof: Asphalt Shingle
  • Year Built: 2026
  • Year Built Source: Owner
  • Bank Owned Property: No
  • In Law Access: First Floor, Separate Entry
  • In Law Apartment: Yes
  • Sq Ft Description: above grade
Lot Information
  • Lot Description: In Subdivision, Lightly Wooded, Borders Open Space
  • Parcel Number: 2524483
  • Sq Ft Est Heated Above Grade: 4694.0
  • Sq Ft Total: 4694.0
  • Zoning: RU-80
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Domestic, Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Public Records for 41 B Whippoorwill Road

Taxable ValueLand$147,290Additions-Total$147,290
Tax Record2024$2,391 ($199 / month)
Home Facts
Beds0Lot Size556,546 SqFtStyleSingle Family ResidenceZoningRU-80CountyLOWER CONNECTICUT RIVERAPNOLYM M:29 L:6-2

Schools near 41 B Whippoorwill Road

This home is within Regional School District 18.
Rating
School
Type
Grades
Distance
Mile Creek School
Public - K to 5
Lyme-Old Lyme Middle School
Public - 6 to 8
Lyme-Old Lyme High School
Public - 9 to 12
Rating
School
Distance
Mile Creek School
PublicK to 5

Lyme-Old Lyme Middle School
Public6 to 8

Lyme-Old Lyme High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 41 B Whippoorwill Road, Old Lyme, CT 06371

41 B Whippoorwill Road is a single family home for sale in Old Lyme, CT 06371. This listing's school district is Regional School District 18. Nearby schools include Mile Creek School, Lyme-Old Lyme Middle School and Lyme-Old Lyme High School. 41 B Whippoorwill Road is a 5-bed, 5-bath, 4,694 sqft single family home built in 2026.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Tammy J Tinnerello

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.