91 Whippoorwill Hollow Road
East Hampton, Connecticut 06424
Reduced from $629,000
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,416
- Acres
- 2.51
- Year Built
- 1973
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Calling all nature lovers! This bright, sunny 3 bedroom colonial sits quietly tucked away surrounded by trees & birdsong, off of bucolic Hog Hill. With large open rooms, oversized windows, a great room, generator, a huge deck and fenced in yard, 2 car garage with extra parking...this is not your cookie-cutter colonial! The main floor features a large living room with fireplace, formal dining room, half-bath, gorgeous kitchen with Wolf propane cooktop, stainless steel appliances, and loads of storage, kitchen office area and built-in shelves, leading to a great room with propane fireplace and oversized sliders to a huge deck ready to host outdoor festivities! Upstairs there are 3 bedrooms and 2 full updated baths, plus laundry and a large walk-in closet. The lower level has a side used as an artist's studio with walk-out with sliders to the side yard, plus utility room and very large storage room! Detached 2-car garage, paved driveway and plenty of room for parking. Well & septic.
Key Facts
- City/Town
- East Hampton
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1973
- Days on Market
- 77 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,416 sq ft
- Lot Size
- 2.51 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $8,855 / Annually
Market Snapshot
The East Hampton Market
Single Family · trailing 12 months
Active Listings
36
34 under contract
Median List Price
$587,400
36 active listings
Median Closed Price
$452,000
147 sales
Median Days on Market
29
36 active listings
Median $ / Sq Ft
$281
36 active listings
Sale-to-List Ratio
102.2%
147 sales
How this home compares
List Price
$559,900
vs $587,400 median
In line with median
Price / Sq Ft
$232
vs $281 median
17.4% below median
Days on Market
77 days
vs 29 days median
48 days longer than median
Based on 36 active and 147 closed sales (trailing 12 mo) of single family in East Hampton. Source: SmartMLS · As of September 16, 2026.
Location
91 Whippoorwill Hollow Road, East Hampton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,908
- Property Taxes$738
- Insurance$187
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- East Hampton
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1973
- New Construction
- No/Resale
- Living Area
- 2,416 sq ft
Schools
- Elementary
- Memorial
- High
- East Hampton
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Laundry Location
- Upper Level Laundry Room
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullUnfinishedFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
Exterior & Lot
- Lot Size
- 2.51 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- SecludedRear LotTreed
Listing & Financials
- Property Taxes
- $8,855 / Annually
- Days on Market
- 77
- MLS #
- 24184583
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 9:45 PM UTC.