56 Whippoorwill Road
Bethel, Connecticut 06801
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,080
- Acres
- 2.09
- Year Built
- 1977
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Perched on a private 2.09-acre hilltop setting in one of Bethel's most sought-after neighborhoods, this beautifully updated 4-bedroom, 3.5-bath Colonial offers three full levels of functional living space, privacy, nature, and move-in-ready luxury. The showstopper is the newly renovated chefs dream kitchen, featuring an oversized center island and heat- and stain-resistant porcelain and soapstone countertops throughout. The open-concept living and dining space is ideal for entertaining, anchored by a cozy fireplace and a sliding door to a two-tier back deck. The main level offers a bedroom, a fully remodeled full bath, and Brazilian cherry hardwood floors. Upstairs, the remaining three bedrooms include a primary suite with a walk-in closet and updated bath, plus two additional bedrooms served by another full bath. The finished walkout lower level adds a third full living level with tile flooring, a pellet stove, a full bathroom, a designated laundry room, and a walkout slider to the side yard, flexible space for a playroom, bonus room, gym, or whatever your buyers desire. Outside, enjoy a level side yard built for play, complete with a stunning playscape ready for soccer practice and family fun, a spacious 2-car garage, plus a gazebo, patio, and rock gardens surrounding the spacious private paved driveway. Minutes to Bethel's quaint downtown village, parks, restaurants, and an easy commute to lower Fairfield County, I-84, and the train. Schedule your showing today!
Key Facts
- City/Town
- Bethel
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1977
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,080 sq ft
- Lot Size
- 2.09 acres
- Garage / Parking
- 2 garage · 10 total
- Property Taxes
- $10,524 / Annually
Market Snapshot
The Bethel Market
Single Family · trailing 12 months
Active Listings
20
23 under contract
Median List Price
$687,000
20 active listings
Median Closed Price
$580,000
145 sales
Median Days on Market
35
20 active listings
Median $ / Sq Ft
$296
20 active listings
Sale-to-List Ratio
100.6%
145 sales
How this home compares
List Price
$729,000
vs $687,000 median
6.1% above median
Price / Sq Ft
$237
vs $296 median
19.9% below median
Days on Market
0 days
vs 35 days median
35 days fresher than median
Based on 20 active and 145 closed sales (trailing 12 mo) of single family in Bethel. Source: SmartMLS · As of August 24, 2026.
Location
56 Whippoorwill Road, Bethel, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$3,744
- Property Taxes$877
- Insurance$243
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bethel
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1977
- New Construction
- No/Resale
- Living Area
- 3,080 sq ft
- Below Grade
- 540 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Bethel
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- Laundry Room on Entrance level
- Appliances
- Cook TopWall OvenMicrowaveRefrigeratorDishwasher
- Basement
- FullHeatedFully FinishedGarage AccessWalk-outLiveable Space
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
Exterior & Lot
- Lot Size
- 2.09 acres
- Zoning
- R-40
- Garage / Parking
- 2 garage spaces10 total parking spacesUnder House GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GazeboDeckGuttersGarden Area
- Lot Description
- SecludedInterior LotLightly WoodedTreedRocky
Listing & Financials
- Property Taxes
- $10,524 / Annually
- Days on Market
- 0
- MLS #
- 24200635
- MLS Status
- Coming Soon
- Financing
- Assumable,FHA,VA
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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 8/24/2026. 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 8/24/2026 at 10:55 AM UTC.