Active
4 beds3,080 sqft$237/sqft
56 Whippoorwill Rd, Bethel, CT 06801
Est: $4,582/moGet pre-approved
Single FamilyProperty Type
2.09 acresLot Size
1977Year Built
$237/sq ftPrice per sq ft
10 carsParking Spaces

Description

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...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!
10 days on Market
  • Listed by: Chelsea Stinson 860.983.5947 chelseafindshomes@gmail.com • Lake Homes Realty, LLC
Last updated: 08/29/2026 10:40 PM • Source: SMARTMLS, MLS#: 24200635

Location

Listing Courtesy of Lake Homes Realty, LLC, Chelsea Stinson
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Payment Calculator

$4,582 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,705

Property Taxes

$877

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 56 Whippoorwill Road

Property Details
  • Taxes: $10,524 / year
  • MLS Type: Residential
  • Basement Description: Full, Heated, Fully Finished, Garage Access, Walk-out, Liveable Space
  • Direct Waterfront: No
  • Expected Active Date: 08-27-2026
  • Garages Number: 2
  • Style: Cape Cod
  • Garage Parking Info: Under House Garage, Paved, Driveway
  • Swimming Pool: No
  • Expected On Market Date: 08-27-2026
Building Information
  • Year Built: 1977
  • Lot Size: 2.09 AC / 91,040 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Chestnut to Gretchen to Whippoorwill
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Bethel
  • Latitude: 41.361759
  • Longitude: -73.398586
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Medical Facilities, Park, Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 10
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,524
Interior and Exterior Features
Exterior Features
  • Exterior Features: Gazebo, Deck, Gutters, Garden Area
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: No
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Laundry Room on Entrance level
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Bedroom Suite,Full Bath,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 5
  • Listing Key: 59741441D4803524E0631A01100A4126
  • Room Entry Order: 5
  • Room Features: Balcony/Deck,Built-Ins,Granite Counters,Fireplace,Sliders,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Skylight,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 9
  • Listing Key: 59741441D4803524E0631A01100A4126
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Pellet Stove,Partial Bath,Sliders,Tile Floor
  • Room Level: Lower
  • Room Type: Rec/Play Room
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1977
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 540
  • Living Area SQFT Per Public Records: 2540
Lot Information
  • Lot Description: Secluded, Interior Lot, Lightly Wooded, Treed, Rocky
  • Parcel Number: 2199
  • Sq Ft Est Heated Above Grade: 2540.0
  • Sq Ft Total: 3080.0
  • Zoning: R-40
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 56 Whippoorwill Road

DateEvent & SourcePriceAppreciation
Feb 20, 2024

Closed (Public Record)

Public Record #1527761245

$580,000

+2.5% / yr

Nov 20, 2001

Closed (Public Record)

Public Record #99780416

$336,000

+10.1% / yr

Dec 2, 1997

Closed (Public Record)

Public Record #90832310

$229,000

+1.5% / yr

DateEvent & SourcePrice
02/20/2024

Closed (Public Record)

Public Record #1527761245

$580,000

+2.5% / yr

11/20/2001

Closed (Public Record)

Public Record #99780416

$336,000

+10.1% / yr

12/02/1997

Closed (Public Record)

Public Record #90832310

$229,000

+1.5% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 56 Whippoorwill Road

Taxable ValueLand$110,320Additions$235,760Total$346,080
Tax Record2024$10,524 ($877 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,540 SqFtAbove Grade Finished SqFt2,540 SqFtUnfinished Basement SqFt540 SqFtStories2Lot Size91,040 SqFtStyleSingle Family ResidenceYear Built1977Year Renovated1977ZoningR-40CountyWESTERN CONNECTICUTAPNBETH M:32 B:47A L:133

Schools near 56 Whippoorwill Road

This home is within Bethel School District.
Rating
School
Type
Grades
Distance
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 2
Rating
School
Distance
Ralph M. T. Johnson School
Public3 to 5

Bethel Middle School
Public6 to 8

Bethel High School
Public9 to 12

Frank A. Berry School
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

56 Whippoorwill Road is a single family home for sale in Bethel, CT 06801. This property was listed for sale on August 23, 2026 by Lake Homes Realty, LLC, it's currently listed at $729,000. It has been on the market for a total of 10 days and was last sold on February 20, 2024. This listing's school district is Bethel School District. Nearby schools include Ralph M. T. Johnson School, Bethel Middle School and Bethel High School. 56 Whippoorwill Road is a 4-bed, 4-bath, 3,080 sqft single family home built in 1977.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Lake Homes Realty, LLC, Chelsea Stinson

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.