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$729,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,080 Sq. Ft.
  • 2 Car Garage
  • Updated 8 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 8/29 11:00 AM - 1:00 PM

56 Whippoorwill Road,Bethel, CT 06801

56 Whippoorwill RoadBethelCT06801

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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!

Full Property Details for 56 Whippoorwill Rd

General

  • Price: $729,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24200635
  • Updated: 8/27/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Full Bath: Tub w/Shower, Tile Floor, Upper

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Bedroom Suite, Full Bath, Walk-In Closet, Upper
  • Bedroom 1: Bedroom - 9 ft+ Ceilings, Hardwood Floor, Main
  • Bedroom 2: Bedroom - Skylight, Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, Main
  • Kitchen: Kitchen - Balcony/Deck, Built-Ins, Granite Counters, Fireplace, Sliders, Hardwood Floor, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - 9 ft+ Ceilings, Pellet Stove, Partial Bath, Sliders, Tile Floor, Lower
  • Rec Room: 9 ft+ Ceilings, Pellet Stove, Partial Bath, Sliders, Tile Floor, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Gazebo, Deck, Gutters, Garden Area

Parking

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

Location

  • County: Fairfield
  • Driving Directions: Chestnut to Gretchen to Whippoorwill

School Information

  • Elementary School: Per Board of Ed
  • High School: Bethel

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Heated, Fully Finished, Garage Access, Walk-out, Liveable Space
  • Roof: Asphalt Shingle
  • Square Feet: 3,080
  • Above Ground: 2,540 Sq. Ft.
  • Below Ground: 540 Sq. Ft.
  • Year Built: 1977

Lot Features

  • Lot Size (Acres): 2.09
  • Driveway/Sidewalk: Private, Paved
  • Zoning: R-40
  • Lot Description: Secluded, Interior Lot, Lightly Wooded, Treed, Rocky

Financial Considerations

  • Assessment Amount: $346,080
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 2199

Listed by Lake Homes Realty, LLC, Chelsea Stinson

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Listing agent

— 56 Whippoorwill Rd —

  • Chelsea Stinson

    Lake Homes Realty, LLC

Agent Contact: (860) 983-5947 Office Contact: (866) 525-3466

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 56 Whippoorwill Rd

School District:Bethel School District
NameGradesDistance
Anna H. Rockwell School
400 Whittlesey Drive, Bethel, CT 06801
K-31.5 mi
Ralph M. T. Johnson School
500 Whittlesey Drive, Bethel, CT 06801
4-51.5 mi
Bethel Middle School
600 Whittlesey Drive, Bethel, CT 06801
6-81.4 mi
Bethel High School
300 Whittlesey Drive, Bethel, CT 06801
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 56 Whippoorwill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/27/2026
Listed
$729,000
25.69%
MLS
2/20/2024
Sold
$580,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 56 Whippoorwill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$10,524
4%
$346,080
—
2023
$10,095
3%
$346,080
—
2023
$9,803
11%
$344,820
36%
2022
$8,794
1%
$254,240
—
2021
$8,710
2%
$254,240
—
2020
$8,578
1%
$254,240
—
2019
$8,494
2%
$254,240
—
2018
$8,357
-1%
$254,240
-1%
2017
$8,434
2%
$256,500
—
2016
$8,252
—
$256,500
—
2015
$8,254
—
$256,500
—
2014
$8,236
2%
$256,500
—
2011
$8,080
—
$256,501
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 56 Whippoorwill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Lake Homes Realty, LLC, Chelsea Stinson

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56 Whippoorwill Road, Bethel, CT 06801 (MLS# 24200635) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 56 Whippoorwill Road is currently listed for $729,000 and was received on August 23, 2026. Want to learn more about 56 Whippoorwill Road? Do you have questions about finding other Single Family real estate for sale in Bethel? You can browse all Bethel real estate or contact a Coldwell Banker agent to request more information.

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