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20 Head Of Meadow Road

Newtown, Connecticut 06470

PENDING$1,350,000
Beds
4
Baths
3 | 1
SqFt
4,168
Acres
10.94
Year Built
2001
Matt Caiola

Matt Caiola

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Pool3-Car Garage1 Fireplace

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
19 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

Median Days on Market

42

60 active listings

Median $ / Sq Ft

$287

60 active listings

Sale-to-List Ratio

100.0%

320 sales

How this home compares

List Price

$1.35M

vs $799,000 median

69.0% above median

Price / Sq Ft

$324

vs $287 median

12.9% above median

Days on Market

19 days

vs 42 days median

23 days fresher than median

Based on 60 active and 320 closed sales (trailing 12 mo) of single family in Newtown. Source: SmartMLS · As of July 28, 2026.

Location

20 Head Of Meadow Road, Newtown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,800

per month

  • Principal & Interest$6,883
  • 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
19
MLS #
24183312
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Andy Sachs

(203) 727-8621

Compass Connecticut, LLC

(203) 200-0851

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:05 AM UTC.