20 Head Of Meadow Road
Newtown, Connecticut 06470
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,168
- Acres
- 10.94
- Year Built
- 2001
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Timeless craftsmanship meets modern luxury in this extraordinary 4-bedroom, 3.5-bath Colonial reproduction that masterfully blends warmth & character of an 1800s farmhouse with today's finest amenities. Set on a level 10+ acre professionally landscaped property along a country lane just minutes from town-this remarkable home offers the perfect balance of privacy & convenience. Every detail has been thoughtfully curated, from wide-plank chestnut floors, handcrafted custom cabinetry, reclaimed blacksmith doors, & architectural beams to the stunning brick fireplace built with salvaged antique mill bricks. The chef's kitchen features Viking appliances & flows seamlessly into the dramatic family room with soaring ceilings creating exceptional spaces for entertaining. The spectacular new primary suite is a true retreat-featuring vaulted ceilings with architectural beams, a spa-inspired bath with designer tiled shower, soaking tub overlooking the park-like grounds, dual vanity, & an extraordinary custom dressing room. A first-floor guest suite with its own beautifully appointed full bath offers ideal accommodations for visitors. Outside, enjoy the resort-style gunite pool, expansive three-tiered stone patio, mature gardens, and picturesque grounds filled with hydrangeas, lilacs & birch trees. A finished lower level, oversized three-car garage with loft expansion potential, newer HVAC systems, newer roof, & countless thoughtful updates complete this truly one-of-a-kind offering!
Key Facts
- City/Town
- Newtown
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2001
- Days on Market
- 64 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 4,168 sq ft
- Lot Size
- 10.94 acres
- Garage / Parking
- 3 garage · 6 total
- Property Taxes
- $17,608 / Annually
Market Snapshot
The Newtown Market
Single Family · trailing 12 months
Active Listings
80
38 under contract
Median List Price
$862,500
80 active listings
Median Closed Price
$679,500
314 sales
Median Days on Market
35
80 active listings
Median $ / Sq Ft
$308
80 active listings
Sale-to-List Ratio
100.0%
314 sales
How this home compares
List Price
$1.35M
vs $862,500 median
56.5% above median
Price / Sq Ft
$324
vs $308 median
5.2% above median
Days on Market
64 days
vs 35 days median
29 days longer than median
Based on 80 active and 314 closed sales (trailing 12 mo) of single family in Newtown. Source: SmartMLS · As of September 11, 2026.
Location
20 Head Of Meadow Road, Newtown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$7,012
- Property Taxes$1,467
- Insurance$450
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Newtown
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2001
- New Construction
- No/Resale
- Living Area
- 4,168 sq ft
- Below Grade
- 550 sq ft
Schools
- Elementary
- Head O'Meadow
- Middle
- Reed
- High
- Newtown
Interior
- Heating
- Heat PumpHot AirRadiant
- Heat Fuel
- Electric
- Cooling
- Central AirHeat Pump
- Fireplaces
- 1
- Laundry
- Lower LevelMain Level
- Appliances
- Gas CooktopOven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullStorageFully FinishedInterior AccessLiveable Space
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wired
Exterior & Lot
- Lot Size
- 10.94 acres
- Zoning
- R-2
- Garage / Parking
- 3 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedIn Ground Pool
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersLightingFrench DoorsPatioShedAwningsGazeboDeckStone Wall
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $17,608 / Annually
- Days on Market
- 64
- MLS #
- 24183312
- MLS Status
- Under Contract
- Financing
- FHA,VA,CHFA
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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 9/11/2026. 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 9/11/2026 at 8:00 PM UTC.