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91 Whippoorwill Road

Old Lyme, Connecticut 06371

ACTIVE$535,000

Reduced from $575,000

Beds
3
Baths
2
SqFt
1,682
Acres
1.84
Year Built
1980
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Price Reduced

About This Home

Welcome home to 91 Whippoorwill Road, a darling 3 bed, 2 bath Cape located in the charming coastal town of Old Lyme, CT! Enjoy the best of small-town living with convenient access to both New York and Boston. This enchanting property features a picturesque stream and abuts more than 20 acres of open space dedicated to the Old Lyme Land Trust, creating a peaceful natural backdrop just minutes from town and schools. Inside, a newly renovated white kitchen with new dishwasher, microwave and stove opens to a beautiful dining room designed to enhance every dining experience, from intimate dinners to lively gatherings. The sun-soaked family room offers a warm and welcoming space with direct access to the back deck, perfect for relaxing or entertaining. A first-floor primary bedroom and full bath provide comfortable main-level living. Upstairs are two additional bedrooms, a second full bath, and a generously sized walk-in closet offering excellent additional storage. A spacious, dry basement provides plenty of room for laundry, storage, hobbies, or future possibilities. Come experience the beauty, comfort, and convenience of life in Old Lyme!

Key Facts

City/Town
Old Lyme
Neighborhood
Whippoorwill
Property / Style
Single Family · Cape Cod
Year Built
1980
Days on Market
81 days
Beds
3
Baths
2 full
Living Area
1,682 sq ft
Lot Size
1.84 acres
Property Taxes
$5,867 / Annually

Market Snapshot

The Old Lyme Market

Single Family · trailing 12 months

Median Days on Market

70

29 active listings

Median $ / Sq Ft

$382

29 active listings

Sale-to-List Ratio

99.1%

102 sales

How this home compares

List Price

$535,000

vs $799,000 median

33.0% below median

Price / Sq Ft

$318

vs $382 median

16.8% below median

Days on Market

81 days

vs 70 days median

11 days longer than median

Based on 29 active and 102 closed sales (trailing 12 mo) of single family in Old Lyme. Source: SmartMLS · As of November 3, 2026.

Location

91 Whippoorwill Road, Old Lyme, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,584

per month

  • Principal & Interest$2,917
  • Property Taxes$489
  • Insurance$178
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Old Lyme
Neighborhood
Whippoorwill
County
New London

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1980
New Construction
No/Resale
Living Area
1,682 sq ft

Schools

Elementary
Mile Creek
Middle
Center
High
Lyme-Old Lyme

Interior

Heating
Baseboard
Heat Fuel
Electric
Cooling
Wall Unit
Laundry
Lower Level
Laundry Location
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasher
Basement
FullUnfinishedStorageInterior AccessConcrete FloorFull With Hatchway
In-Law Apartment
No
Interior Features
Cable - Available

Exterior & Lot

Lot Size
1.84 acres
Zoning
RU80
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Clapboard
Color
Tan
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGuttersLightingFrench Doors
Lot Description
Lightly WoodedBorders Open Space

Listing & Financials

Property Taxes
$5,867 / Annually
Days on Market
81
MLS #
24198874
MLS Status
Active

Similar Properties

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Listed By

Heather Dacey

(203) 314-1301

William Raveis Real Estate

(203) 453-0391

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 11/3/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 11/3/2026 at 2:50 PM UTC.