20 Head of Meadow Rd

4,168 Sq. Ft.
$324 / Sq. Ft.
4,168
Sq. Ft.
$324
per Sq. Ft.

Description

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...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!

Listing Agent

  1. Andy Sachs

    Andy Sachs

    Listing Agent

    Compass

    P: (203)-727-8621

Property Details for 20 Head Of Meadow Road

Basement Description
Full, Storage, Fully Finished, Interior Access, Liveable Space
Direct Waterfront
No
Garages Number
3
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
Yes
LISTING UPDATED: 07/11/2026 12:46 AM

Property Details for 20 Head Of Meadow Road

StatusActive
MLS #24183312
Days on Market1
Taxes$17,608 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built2001
Lot Size10.94 AC / 476,546 SF
CountyFairfield County

Location

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Building Information for 20 Head Of Meadow Road

Stories-Year Built2001Building Size-Lot Size10.94 AC / 476,546 SF

Payment Calculator

$8,195 per month

30 year fixed, 6.36% Interest

Principal and Interest

$6,727

Property Taxes

$1,467

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 20 Head Of Meadow Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Boggs Hill to Head of Meadow Rd.
  • Elementary School: Head O'Meadow
  • High School: Newtown
  • Intermediate School: Reed
  • Latitude: 41.393204
  • Longitude: -73.31922
  • Middle Jr High School: Newtown
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $17,608
Interior and Exterior Features
Exterior Features
  • Exterior Features: Gutters, Lighting, French Doors, Patio, Shed, Awnings, Gazebo, Deck, Stone Wall
  • Pool Description: Heated, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air, Heat Pump
  • Heat Type: Heat Pump, Hot Air, Radiant
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired
  • Laundry Room Info: Lower Level, Main Level
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Family Room
Room 4
  • Room Entry Order: 4
  • Room Features: Vaulted Ceiling,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 5
  • Listing Key: 53FF2A140654E940E0631A01100A34F1
  • Room Entry Order: 5
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Level: Lower
  • Room Type: Den
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private, Paved, Asphalt
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2001
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Description: 25x25 primary suite added since last sale.
  • Sq Ft Est Heated Below Grade: 550
  • Living Area SQFT Per Public Records: 2993
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 204384
  • Sq Ft Est Heated Above Grade: 3618.0
  • Sq Ft Total: 4168.0
  • Zoning: R-2
Utilities
  • Energy Features: Generator, Thermopane Windows
  • Heat Fuel Type: Electric
  • Hot Water Description: Propane, Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 20 Head Of Meadow Road

DateEvent & SourcePriceAppreciation
Apr 2, 2015

Closed (Public Record)

Public Record #520964045

$500,000

+6.0% / yr

May 26, 2000

Closed (Public Record)

Public Record #91076438

$210,000—
DateEvent & SourcePrice
04/02/2015

Closed (Public Record)

Public Record #520964045

$500,000

+6.0% / yr

05/26/2000

Closed (Public Record)

Public Record #91076438

$210,000

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

Public Records for 20 Head Of Meadow Road

Taxable ValueLand$187,630Additions$425,050Total$612,680
Tax Record2024$17,608 ($1,467 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,993 SqFtAbove Grade Finished SqFt2,993 SqFtStories2Lot Size476,546 SqFtStyleSingle Family ResidenceYear Built2001ZoningR-2CountyWESTERN CONNECTICUTAPNNTWN M:15 B:4 L:3 U:3Fireplace TypeHas Fireplace

Schools near 20 Head Of Meadow 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

20 Head Of Meadow Road is a single family home for sale in Newtown, CT 06470. This property was listed for sale on July 9, 2026 by Compass, it's currently listed at $1,350,000. It has been on the market for a total of 1 days and was last sold on April 2, 2015. This listing's school district is Newtown School District. Nearby schools include Head O'Meadow Elementary School, Reed Intermediate School and Newtown Middle School. 20 Head Of Meadow Road is a 4-bed, 4-bath, 4,168 sqft single family home built in 2001.

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.

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.