14 Whippoorwill Hill Rd

3,562 Sq. Ft.
$191 / Sq. Ft.
3,562
Sq. Ft.
$191
per Sq. Ft.

Description

Rare opportunity to own a well maintained home with a fully equipped in law apartment, with sweeping scenic views. This 5 bedroom home, is located on a quiet cul-de-sac just minutes from town and Exit 9 off of I-84 in Newtown. The upper level features 3 bedrooms, two full baths an updated kitchen with stainless appliances, and other inviting living spaces designed for comfortable everyday living. A year round sunroom showcases incredible panoramic views and provides a great place to relax in every...Rare opportunity to own a well maintained home with a fully equipped in law apartment, with sweeping scenic views. This 5 bedroom home, is located on a quiet cul-de-sac just minutes from town and Exit 9 off of I-84 in Newtown. The upper level features 3 bedrooms, two full baths an updated kitchen with stainless appliances, and other inviting living spaces designed for comfortable everyday living. A year round sunroom showcases incredible panoramic views and provides a great place to relax in every season. The in law on the lower level & a walk out offers its own kitchen, living room with fireplace, 2 bedrooms and a full bath with a shared laundry area. Additional highlights of the home include, two fireplaces, two spacious decks for outdoor entertaining, a lower level room for a home office playroom or gym, a storage shed and wonderful yard to enjoy the outdoors. Unbeatable location close to shopping, restaurants, & commuter routes.
  1. Listed by Christine Fairchild • Coldwell Banker Realty
    P: (203)-426-5679 C: (203)-470-0489 christine.fairchild@cbmoves.com

Property Details for 14 Whippoorwill Hill Road

Basement Description
Full, Heated, Fully Finished, Garage Access, Apartment, Interior Access, Full With Walk-Out
Direct Waterfront
No
Garages Number
1
Neighborhood
Taunton
Style
Raised Ranch, Split Level
Garage Parking Info
Under House Garage
Swimming Pool
No

Open Houses

Sunday, Jun 28th12:00 PM - 2:00 PM
LISTING UPDATED: 06/23/2026 05:49 PM

Property Details for 14 Whippoorwill Hill Road

StatusActive
MLS #24185757
Days on Market4
Taxes$9,440 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1968
Lot Size1.00 AC / 43,560 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, Christine Fairchild
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Building Information for 14 Whippoorwill Hill Road

Stories-Year Built1968Building Size-Lot Size1.00 AC / 43,560 SF

Payment Calculator

$4,170 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,384

Property Taxes

$787

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 14 Whippoorwill Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly or Route 25 to Whipporwill #14
  • Elementary School: Head O'Meadow
  • Flood Zone: No
  • High School: Newtown
  • Intermediate School: Reed
  • Latitude: 41.421655
  • Longitude: -73.342524
  • Middle Jr High School: Newtown
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Paddle Tennis, Public Pool
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2026-June 2027
  • Property Tax: $9,440
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Deck, Gutters
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Range, Refrigerator, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Window Unit
  • Heat Type: Baseboard
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Laundry Room Info: Lower Level
  • Laundry Room Location: lower level
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Fireplace,Sliders,Hardwood Floor
  • Room Length: 22.9
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.2
Room 2
  • Room Entry Order: 10
  • Room Features: Wall/Wall Carpet
  • Room Length: 10.2
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 13.7
Room 3
  • Room Entry Order: 11
  • Room Length: 10.2
  • Room Level: Lower
  • Room Type: Kitchen
  • Room Width: 13.5
Room 4
  • Room Entry Order: 12
  • Room Length: 9.7
  • Room Level: Lower
  • Room Type: Dining Room
  • Room Width: 13.5
Room 5
  • Listing Key: 54CC6536D3252FBDE063E201100A02B1
  • Room Entry Order: 13
  • Room Features: Fireplace
  • Room Length: 14.7
  • Room Level: Lower
  • Room Type: Living Room
  • Room Width: 14.2
Room 6
  • Room Entry Order: 2
  • Room Features: Granite Counters,Island,Hardwood Floor
  • Room Length: 19.4
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 12.0
Room 7
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 14.2
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.1
Room 8
  • Room Entry Order: 4
  • Room Features: Sliders,Hardwood Floor
  • Room Length: 13.5
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 13.3
Room 9
  • Listing Key: 54CC6536D3252FBDE063E201100A02B1
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 14.11
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 17.4
Room 10
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 11.3
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 11.0
Room 11
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 14.1
Room 12
  • Room Entry Order: 8
  • Room Length: 21.0
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 13.7
Room 13
  • Room Entry Order: 9
  • Room Features: Wall/Wall Carpet
  • Room Length: 10.2
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 12.6
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1968
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Yes
  • Sq Ft Description: First level
  • Sq Ft Est Heated Below Grade: 1650
Lot Information
  • Lot Description: City Views, Dry, On Cul-De-Sac, Cleared, Rolling
  • Parcel Number: 211229
  • Sq Ft Est Heated Above Grade: 1912.0
  • Sq Ft Total: 3562.0
  • Zoning: res
Utilities
  • Heat Fuel Type: Electric, Oil
  • Hot Water Description: Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 14 Whippoorwill Hill Road

DateEvent & SourcePriceAppreciation
Jan 27, 1997

Closed (Public Record)

Public Record #91078153

$240,000

+2.1% / yr

Jul 13, 1990

Closed (Public Record)

Public Record #91083494

$210,000—
DateEvent & SourcePrice
01/27/1997

Closed (Public Record)

Public Record #91078153

$240,000

+2.1% / yr

07/13/1990

Closed (Public Record)

Public Record #91083494

$210,000

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

Public Records for 14 Whippoorwill Hill Road

Taxable ValueLand$82,390Additions$246,070Total$328,460
Tax Record2024$9,440 ($787 / month)
Home Facts
Beds5Baths3Total Finished SqFt1,912 SqFtAbove Grade Finished SqFt1,912 SqFtStories1Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1968ZoningR-1CountyWESTERN CONNECTICUTAPNNTWN M:5 B:3 L:19 U:7Fireplace TypeHas Fireplace

Schools near 14 Whippoorwill Hill Road

This home is within Newtown School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Head O'Meadow Elementary School
PublicK to 4

Reed Intermediate School
Public5 to 6

Newtown Middle School
Public7 to 8

Newtown High School
Public9 to 12

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

14 Whippoorwill Hill Road is a single family home for sale in Newtown, CT 06470. This property was listed for sale on June 22, 2026 by Coldwell Banker Realty, it's currently listed at $679,000. It has been on the market for a total of 4 days and was last sold on January 27, 1997. This listing's school district is Newtown School District. Nearby schools include Head O'Meadow Elementary School, Reed Intermediate School and Newtown Middle School. 14 Whippoorwill Hill Road is a 5-bed, 3-bath, 3,562 sqft single family home built in 1968.

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 Coldwell Banker Realty, Christine Fairchild

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.