41-B Whippoorwill RoadOld Lyme, CT 06371

Single Family · 5 Beds · 4 Full Baths · 1 Half Bath · 4,694 Sq. ft. | 12.78 Acres
$2,299,000 Active

41-B Whippoorwill Road Overview

Time on Site:
4 days

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.

Love this property?
Create a profile so you can receive updates on this property as soon as they happen!
View Map

41-B Whippoorwill Road Facts & Features

  • Type Single Family
  • Sq. ft. 4,694
  • Price/Sq.ft. $490
  • Lot 12.78 Acres

Details

General

Association/HOA

  • Association Fee: $100.00
  • Association Fee Frequency: Monthly
  • Association Fee Includes: Grounds Maintenance, Snow Removal, Road Maintenance, Insurance
  • Association: Yes

School Information

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

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 2026

Location/Region

  • County Or Parish: New London
  • Neighborhood: Whippoorwill
  • Subdivision Name: The Woods At Whippoorwill

Building Exterior/Construction

  • New Construction Type: Under Construction

Community/Development

  • Community Features: Basketball Court, Lake, Library, Medical Facilities, Playground/Tot Lot

Tax Information

  • Tax Annual Amount: $2,391.00
  • Tax Year: July 2025-June 2026

General Information

  • Parcel Number: 2524483
  • Property Type: Single Family For Sale
  • Zoning: RU-80

Interior

Parking Information

  • Garage Spaces: 3

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total: 5
  • Bedrooms Total: 5

Building Interior

  • Attic Description: Unfinished, Storage Space, Walk-In
  • Attic: Yes
  • Fuel Tank Location: In Ground
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Domestic, Tankless Hotwater
  • In Law Apartment: Yes
  • Laundry Room Info: Main Level
  • Laundry Room Location: main level
  • Rooms Additional: Exercise Room, Laundry Room, Mud Room

General Information

  • Appliances: Allowance
  • Basement: Full, Unfinished, Concrete Floor
  • Cooling: Central Air
  • Fireplaces Total: 2
  • Foundation Details: Concrete
  • Heating: Hydro Air, Zoned
  • Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
  • Living Area: 4694

Exterior

Building Information

  • Driveway Type: Private, Circular, Crushed Stone

Parking Information

  • Parking Features: Attached Garage, Driveway
  • Parking Total: 6

Lot Information

  • Lot Features: In Subdivision, Lightly Wooded, Borders Open Space
  • Lot Size Acres: 12.78
  • Lot Size Source: Public Records
  • Water Source: Private Well

Waterfront/View

  • Waterfront Features: Not Applicable
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Ranch, Farm House
  • Color: Gray
  • Construction Materials: Hardie Board
  • Roof: Asphalt Shingle

General Information

  • Exterior Features: Underground Utilities, French Doors, Patio
  • Pool Private: No
  • Sewer: Septic

Room Information

Room: Bedroom

  • Level: Main
  • Length: 13.1
  • Width: 15
  • Description: 9 ft+ Ceilings,Jack & Jill Bath,Walk-In Closet,Hardwood Floor

Room: Bedroom

  • Level: Main
  • Length: 13.7
  • Width: 15.8
  • Description: 9 ft+ Ceilings,Jack & Jill Bath,Walk-In Closet,Hardwood Floor

Room: Den

  • Level: Main
  • Length: 17.9
  • Width: 22.5
  • Description: Gas Log Fireplace,Hardwood Floor

Room: Dining Room

  • Level: Main
  • Length: 12.1
  • Width: 15.1
  • Description: 9 ft+ Ceilings,French Doors,Hardwood Floor

Room: Eat-In Kitchen

  • Level: Main
  • Length: 19.5
  • Width: 13.2
  • Description: 9 ft+ Ceilings,Breakfast Bar,Island,Pantry,Hardwood Floor

Room: Living Room

  • Level: Main
  • Length: 21
  • Width: 24
  • Description: Cathedral Ceiling,Fireplace,Hardwood Floor

Room: Primary BR Suite

  • Level: Main
  • Length: 17.2
  • Width: 20.1
  • Description: 9 ft+ Ceilings,French Doors,Walk-In Closet,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 12
  • Width: 23
  • Description: Hardwood Floor

Room: Office

  • Level: Upper
  • Length: 10.2
  • Width: 10.5
  • Description: Hardwood Floor

Room: Primary BR Suite

  • Level: Upper
  • Length: 16.6
  • Width: 16
  • Description: Bedroom Suite,Walk-In Closet,Hardwood Floor

41-B Whippoorwill Road Monthly Cost

$
$ %
%
$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

41-B Whippoorwill Road Market Data

Based on the last 30 days in this zip code

$1,549,749
Average List Price
$539
Average Price per Square Foot
12
Properties Sold
78
Average Days on Market
56
Properties for Sale
Calculations provided by Reliance Network

41-B Whippoorwill Road History

Date Event Value Agent
6/25/2026Source: Smart MLS Added to Database
June 25, 2026
Listing provided courtesy of William Pitt Sotheby's Int'l- MLS# 24183457MLS ProviderContact Information: (860) 867-6120