203 North Farm Road
Middlebury, Connecticut 06762
- Beds
- 4
- Baths
- 4 | 2
- SqFt
- 4,321
- Acres
- 3.40
- Year Built
- 2005
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to 203 North Farm Road, a retreat that perfectly captures the essence of classic New England charm blended with sophisticated luxury. Set on a sprawling, private 3.4-acre lot in one of Middlebury's most sought-after neighborhoods, this 2005-built estate offers an unparalleled sense of space and tranquility. Spanning over 4,300 square feet, the home is defined by its grand proportions and thoughtful layout. The main level is designed for both effortless entertaining and comfortable daily living, featuring exceptionally spacious rooms filled with natural light. The upper level is a rare find, boasting four generous bedrooms, each serving as a private sanctuary with its own dedicated en-suite bathroom. With a total of four full and two half baths, the home provides convenience and privacy for everyone. Outside, the expansive acreage offers a serene backdrop for outdoor enjoyment and a true escape from the everyday. This is a unique opportunity to own a stately residence in a premier location. Sale is subject to Probate Court approval.
Key Facts
- City/Town
- Middlebury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2005
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 4 full · 2 half
- Living Area
- 4,321 sq ft
- Lot Size
- 3.40 acres
- Garage / Parking
- 3 garage · 10 total
- Property Taxes
- $17,122 / Annually
Market Snapshot
The Middlebury Market
Single Family · trailing 12 months
Active Listings
27
14 under contract
Median List Price
$699,900
27 active listings
Median Closed Price
$557,450
86 sales
Median Days on Market
58
27 active listings
Median $ / Sq Ft
$262
27 active listings
Sale-to-List Ratio
100.0%
86 sales
How this home compares
List Price
$870,000
vs $699,900 median
24.3% above median
Price / Sq Ft
$201
vs $262 median
23.3% below median
Days on Market
0 days
vs 58 days median
58 days fresher than median
Based on 27 active and 86 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of November 5, 2026.
Location
203 North Farm Road, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$4,743
- Property Taxes$1,427
- Insurance$290
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middlebury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2005
- New Construction
- No/Resale
- Living Area
- 4,321 sq ft
Schools
- Elementary
- Long Meadow
- High
- Pomperaug
Interior
- Heating
- Hydro Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Gas RangeWall OvenMicrowaveRefrigeratorWasherDryer
- Basement
- FullFull With Hatchway
- In-Law Apartment
- PossibleSecond Floor
- Additional Rooms
- Bonus RoomFoyer
Exterior & Lot
- Lot Size
- 3.40 acres
- Zoning
- R80
- Garage / Parking
- 3 garage spaces10 total parking spacesAttached GarageDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl SidingBrick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersPatio
- Lot Description
- Level LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $17,122 / Annually
- Days on Market
- 0
- MLS #
- 24219437
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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 11/5/2026. 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 11/5/2026 at 7:40 PM UTC.