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56 Whippoorwill Road

Bethel, Connecticut 06801

COMING SOON - NEW$729,000
Beds
4
Baths
3 | 1
SqFt
3,080
Acres
2.09
Year Built
1977
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,864

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Chelsea Stinson

(860) 983-5947

Lake Homes Realty, LLC

(866) 525-3466

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.