14 Whippoorwill Hill Road
Newtown, Connecticut 06470
- Beds
- 5
- Baths
- 3
- SqFt
- 3,562
- Acres
- 1.00
- Year Built
- 1968
- Neighborhood
- Taunton
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
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.
Key Facts
- City/Town
- Newtown
- Neighborhood
- Taunton
- Property / Style
- Single Family · Raised Ranch,Split Level
- Year Built
- 1968
- Days on Market
- 37 days
- Beds
- 5
- Baths
- 3 full
- Living Area
- 3,562 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $9,440 / Annually
Market Snapshot
The Newtown Market
Single Family · trailing 12 months
Active Listings
59
44 under contract
Median List Price
$799,000
59 active listings
Median Closed Price
$690,000
321 sales
Median Days on Market
43
59 active listings
Median $ / Sq Ft
$283
59 active listings
Sale-to-List Ratio
100.0%
321 sales
How this home compares
List Price
$679,000
vs $799,000 median
15.0% below median
Price / Sq Ft
$191
vs $283 median
32.5% below median
Days on Market
37 days
vs 43 days median
6 days fresher than median
Based on 59 active and 321 closed sales (trailing 12 mo) of single family in Newtown. Source: SmartMLS · As of July 29, 2026.
Location
14 Whippoorwill Hill Road, Newtown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,462
- Property Taxes$787
- Insurance$226
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Newtown
- Neighborhood
- Taunton
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Raised Ranch,Split Level
- Year Built
- 1968
- New Construction
- No/Resale
- Living Area
- 3,562 sq ft
- Below Grade
- 1,650 sq ft
Schools
- Elementary
- Head O'Meadow
- Middle
- Reed
- High
- Newtown
Interior
- Heating
- Baseboard
- Heat Fuel
- ElectricOil
- Cooling
- Window Unit
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- lower level
- Appliances
- Electric RangeRefrigeratorWasherDryer
- Basement
- FullHeatedFully FinishedGarage AccessApartmentInterior AccessFull With Walk-Out
- In-Law Apartment
- YesLower Level
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- res
- Garage / Parking
- 1 garage spaceUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGutters
- Lot Description
- City ViewsDryOn Cul-De-SacClearedRolling
Listing & Financials
- Property Taxes
- $9,440 / Annually
- Days on Market
- 37
- MLS #
- 24185757
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.