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56 Whippoorwill RoadBethel, CT 06801

For Sale

$729,000

Smart Buyer Rebate $5,725

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!

Listed by Chelsea Stinson

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Lake Homes Realty, LLC

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(860) 983-5947

Last updated August 29, 2026

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Source: SmartMLS #24200635

Listing Facts

  • TypeSingle-family
  • NeighborhoodBethel
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu23
  • Taxes$10,524/year
  • Size3,080 sqft
  • Price per sqft$237

Location

Mortgage Calculator

Listing History

08/27/2026
Status changed to Active
$729,000
08/23/2026
Listed by Lake Homes Realty, LLC
$729,000
  1. 08/27/2026$729,000
    Status changed to Active
  2. 08/23/2026$729,000
    Listed by Lake Homes Realty, LLC

Property Details for 56 Whippoorwill Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1977
  • Year Built Details: Public Records
  • Architectural Style: Cape Cod
  • Construction Materials: Frame
  • Exterior Features: Gazebo, Deck, Gutters, Garden Area

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Secluded, Interior Lot, Lightly Wooded, Treed, Rocky
  • Lot Size Acres: 2.09

Financial

Taxes

  • Parcel Number: 2199
  • Tax Annual Amount: $10,524.00
  • Tax Year: 25

Interior

Features

  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher
  • Fireplaces Total: 2
  • Interior Features: DROPEN, OPEN

Measurements

  • Living Area: 2,540

Rooms

  • Basement: Full, Heated, Fully Finished, Garage Access, Walk-out, Liveable Space
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Parking

Parking

  • Attached Garage: Under House Garage, Paved, Driveway
  • Garage Spaces: 2
  • Parking Total: 10

Schools

Elementary School

  • Elementary School: Per Board Of Ed

High School

  • High School: Bethel

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Water
  • Laundry Features: Lower Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 56 Whippoorwill Road.

What schools are nearby to 56 Whippoorwill Road?

Nearby schools include the Per Board Of Ed Elementary School and Bethel High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 56 Whippoorwill Road.

What are the annual taxes for 56 Whippoorwill Road?

Annual taxes for this single-family home are estimated at $10,524.

How does 56 Whippoorwill Road compare to other single-family homes in Bethel?

This single-family home is listed 22% below the average price for single-family homes in Bethel and has been on the market for 26 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,080 sqft.

56 Whippoorwill Road is a 4-bedroom, 4-bath single-family home for sale in Bethel CT 06801. Listed on Prevu for 23 days at $729,000. This property features 3,080 square feet of living space, located in Bethel. The median listing price for single-family homes in this area is $689,000. Nearby schools include Per Board Of Ed Elementary School and Bethel High School. View other single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.