342 Midlock Road
Fairfield, Connecticut 06824
- Beds
- 5
- Baths
- 6 | 1
- SqFt
- 7,269
- Acres
- 2.03
- Year Built
- 1998
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to an unrivaled sanctuary of sophistication at 342 Midlock Road, gracefully situated in the prestigious enclave of Greenfield Hill. This stately residence, perched on a coveted cul-de-sac off Burr Street, unfurls over two lush acres of meticulously manicured, fully fenced grounds. Upon entry, be enveloped in luxury as you traverse through spaces adorned with custom millwork, nine ft ceilings, abundant natural light and more. The heart of this home is an eat-in chef's kitchen, replete with top-tier stainless steel appliances, which connects you to multiple other spaces for enjoyment or repose. Entertain with panache in the formal dining room, garden room, library, living room or great room. Five fireplaces spread across this generous layout hosting five bedrooms- all ensuite- plus additional oversized office/media room with kitchenette, as well as third floor rec room with attached full bath and access to boutique-style cedar closet. Outdoors, a resplendent oasis awaits, featuring a pristine gunite with pebble sheen pool, granite heat resistant patio and an exquisite pool house with kitchenette and full bath, and expansive stone outdoor kitchen- a sublime setting for al fresco gatherings. A lifestyle of unparalleled elegance and comfort is a given. Every detail of this meticulously maintained home harmonizes to create an estate that epitomizes refined living. This majestic manor reflects pride in ownership and a timelessness that commands to be experienced.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1998
- Days on Market
- 276 days
- Beds
- 5
- Baths
- 6 full · 1 half
- Living Area
- 7,269 sq ft
- Lot Size
- 2.03 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $37,387 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
88
109 under contract
Median List Price
$1.59M
88 active listings
Median Closed Price
$1.16M
567 sales
Median Days on Market
33
88 active listings
Median $ / Sq Ft
$496
88 active listings
Sale-to-List Ratio
101.9%
567 sales
How this home compares
List Price
$2.80M
vs $1.59M median
76.4% above median
Price / Sq Ft
$385
vs $496 median
22.4% below median
Days on Market
276 days
vs 33 days median
243 days longer than median
Based on 88 active and 567 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 27, 2026.
Location
342 Midlock Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$14,276
- Property Taxes$3,116
- Insurance$933
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 7,269 sq ft
Schools
- Elementary
- Burr
- High
- Fairfield Warde
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central AirZoned
- Fireplaces
- 5
- Laundry Location
- upper level
- Appliances
- Gas CooktopGas RangeWall OvenMicrowaveRange HoodSubzeroDishwasherWasherDryerWine Chiller
- Basement
- FullUnfinished
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wiredCentral VacuumSecurity System
Exterior & Lot
- Lot Size
- 2.03 acres
- Zoning
- AAA
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Pool
- GuniteHeatedPool HouseSafety FenceSolar CoverIn Ground Pool
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Fence - FullTreedLevel LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $37,387 / Annually
- Days on Market
- 276
- MLS #
- 24134949
- MLS Status
- Under Contract
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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 7/27/2026. 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 7/27/2026 at 6:10 PM UTC.