Welcome to 3 Whippoorwill Road, an impeccably renovated 4-bedroom, 2.5-bath sprawling ranch. Reimagined with refined craftsmanship and timeless coastal elegance, this home delivers the perfect balance of luxury, comfort and effortless one-story living. Step inside to a sunlit, open-concept layout featuring wide-plank flooring, elevated millwork and a seamless flow ideal for both everyday living and sophisticated entertaining. The gourmet kitchen stands as the centerpiece of the home, showcasing polished granite countertops, soft-close cabinetry, premium fixtures and a full suite of brand-new stainless-steel appliances, a stunning space designed for both beauty and functionality. With 4 spacious bedrooms, including an elevated primary suite, the home offers versatility for family living and guests. The beautifully renovated baths are appointed with luxurious tilework and modern finishes, creating spa-like comfort throughout. Every major system and structural element has been comprehensively upgraded. The home features a brand-new, high-efficiency 2-zone HVAC system, thoughtfully pre-plumbed and pre-wired for a future 3rd zone dedicated to the master suite, offering enhanced comfort and individualized climate control. Additional upgrades include a new roof, updated electrical and plumbing and energy-efficient windows.
Est. $3,421 per month, based on comparable rentals
Sale and tax history for 3 Whippoorwill Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24144242
Mar 31, 2026
Sold
$670,000
$267/sq ft
Feb 19, 2026
Pending
—
Feb 9, 2026
Contingent
—
Jan 5, 2026
Price Changed
$679,900
$271/sq ft
Dec 9, 2025
Listed
$699,900
$279/sq ft
Smart MLS #24085431
Aug 15, 2025
Sold
$405,000
$161/sq ft
Jul 30, 2025
Pending
—
Jun 28, 2025
Contingent
—
Jun 21, 2025
Relisted
—
Jun 21, 2025
Pending
—
Jun 18, 2025
Price Changed
$399,900
$159/sq ft
Jun 2, 2025
Price Changed
$419,900
$167/sq ft
Jun 2, 2025
Relisted
—
Jun 2, 2025
Listing Removed
—
May 6, 2025
Price Changed
$429,900
$171/sq ft
Apr 2, 2025
Listed
$439,900
$175/sq ft
Private setting. Wonderful Sprawling Ranch style home located in the beach town of Old Lyme. Welcome to 3 Whippoorwill Rd. This vast almost 2300 sq. foot home sits on just under an acre level lightly treed lot. Sit in your fantastic rustic style screened in porch overlooking your private setting. Large rooms and an open floor plan are just the beginning. The list of adjectives is endless. Car enthusiasts will love the huge 2 car garage. Ready to let your remodeling skills go wild. Property does need an extensive amount of work. Ideal handyman project. Don't hesitate!!! Book your showings today.
Paint the interior and exterior of the building. Install new vanities and toilets in the master and main bathrooms, and install new kitchen cabinets and granite countertops. Replace existing windows, remove a sliding door to reframe the opening for a new window, and install new siding, insulation, drywall, and trim.
Bathroom
Electrical
Kitchen
Plumbing
Remodel
May 12, 2026 • Final
Building permit application (residential)
Remove and install a new roof. Install new gutters and tuckpoint the chimney.
Roofing
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Driveway
Garages Number: 2
Parking Information
Parking Total Spaces: 4
Interior
Interior Information
Total Rooms: 8
Laundry Room Info: Main Level
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Electric Cooktop, Microwave, Refrigerator
Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1
Bedroom Information
Beds Total: 4
Room Information
Basement Description: None
Has Attic
Attic Description: Storage Space, Walk-up
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Sidewalk, Shed, Garden Area
Lot Information
Lot Description: Lightly Wooded, Level Lot
Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Green
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2296
Financial
Assessments Information
Assessed Value: $387,300
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 40 Gallon Tank
Heat Type: Zoned
Location
School Information
High School: Lyme-Old Lyme
Elementary School: Per Board of Ed
Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Park, Shopping/Mall, Tennis Courts
Directions: Rte 1 to Whippoorwill Rd. Follow GPS.
County: New London
Public facts
Beds: 4
Baths: 2.5
Sq. Ft.: 2,508
Stories: 1.0
Lot Size: 0.94 acres
Style: Single Family Residential
Year Built: 1968
Year Renovated: —
County: New London County
APN: 1552158
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 3
Around this home
Schools
Lyme Consolidated School
Public K-5 • Assigned • 5.5mi
8/10
Lyme-Old Lyme Middle School
Public 6-8 • Assigned • 1.6mi
9/10
Lyme-Old Lyme High School
Public 9-12 • Assigned • 1.5mi
8/10
Provided by GreatSchools
Climate risks
5/10 Flood Factor
Estimated 22-32% chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
6/10 Heat Factor
7 days above 95° expected this year, 17 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
4/10 Air Factor
5 unhealthy days expected this year, 7 days in 30 years
Provided by First Street
Historical weather
Old Lyme, CT • 06371
Average low and high temperatures (°F)
35
22
37
23
50
33
59
42
67
51
78
60
83
67
79
60
74
58
65
47
54
38
40
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9 hours in
June and 4.6 hours in December, which is comparable to the
U.S. average for solar exposure.
9 hrs
4.6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$714,000 – $865,000
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