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199 Berkshire Road

Newtown, Connecticut 06482

PENDING$575,000

Reduced from $600,000

Beds
4
Baths
2
SqFt
2,139
Acres
2.00
Year Built
1814
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage1 FireplacePrice Reduced

About This Home

Charming Vintage Farmhouse set on two scenic acres in Newtown, Connecticut, a highly sought-after town known for its strong community feel, popular restaurants, top-rated schools, & abundant sports & recreational activities. Step into timeless character & country charm with this beautifully maintained four-bedroom, two-bath home. This inviting residence features a warm and welcoming family room with a fireplace and pellet stove, along with a delightful three-season sunroom, perfect for relaxing while overlooking the picturesque property. Situated on a level and fully usable two-acre lot, the home blends classic New England appeal with versatile outdoor potential ideal for hobbyists, gardeners, or even equestrian use. The property boasts picture-perfect curb appeal with expansive flat grounds, sweeping lawns, stone walls, and mature landscaping. A spacious three-car garage with electricity includes one bay adaptable for horse use with a separate well, complemented by ample outdoor parking for guests, equipment, or recreational vehicles. With room for a pool, and paddocks, this property offers exceptional potential for horse enthusiasts or those seeking a flexible rural lifestyle. Whether you're drawn to historic charm, room to expand, or unique outdoor possibilities, this farmhouse presents a rare opportunity to enjoy it all, with updates including a newer roof, 200 AMP electrical service, generator hookup, a new dry basement system, and new well components. A worry free home!

Key Facts

City/Town
Newtown
Neighborhood
Sandy Hook
Property / Style
Single Family · Colonial,Antique
Year Built
1814
Days on Market
71 days
Beds
4
Baths
2 full
Living Area
2,139 sq ft
Lot Size
2.00 acres
Garage / Parking
3 garage
Property Taxes
$9,879 / 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

$575,000

vs $799,000 median

28.0% below median

Price / Sq Ft

$269

vs $287 median

6.3% below median

Days on Market

71 days

vs 42 days median

29 days longer 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

199 Berkshire Road, Newtown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,947

per month

  • Principal & Interest$2,932
  • Property Taxes$823
  • Insurance$192
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Newtown
Neighborhood
Sandy Hook
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial,Antique
Year Built
1814
New Construction
No/Resale
Living Area
2,139 sq ft

Schools

Elementary
Sandy Hook
Middle
Reed
High
Newtown

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling FansWindow Unit
Fireplaces
1
Laundry
Main Level
Laundry Location
Closet in Kitchen
Appliances
Gas RangeRefrigeratorDishwasherWasherDryer
Basement
Partial
In-Law Apartment
No
Interior Features
Security System

Exterior & Lot

Lot Size
2.00 acres
Zoning
R-2
Garage / Parking
3 garage spacesBarnDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
ShedBarnGarden AreaStone Wall
Lot Description
DryLevel LotCleared

Listing & Financials

Property Taxes
$9,879 / Annually
Days on Market
71
MLS #
24168654
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Barbara Frey

(203) 241-4145

Coldwell Banker Realty

(203) 426-5679

Co-Listed By

Kari Rustici

Coldwell Banker Realty

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 5:15 AM UTC.