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344 Fence Row Drive

Fairfield, Connecticut 06824

ACTIVE - NEW$3,399,900
Beds
5
Baths
6 | 2
SqFt
8,657
Acres
2.09
Year Built
1994
Matt Caiola

Matt Caiola

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Pool3-Car Garage4 Fireplaces

About This Home

Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.

Key Facts

City/Town
Fairfield
Neighborhood
Greenfield Hill
Property / Style
Single Family · Colonial
Year Built
1994
Days on Market
0 days
Beds
5
Baths
6 full · 2 half
Living Area
8,657 sq ft
Lot Size
2.09 acres
Garage / Parking
3 garage
Property Taxes
$36,608 / Annually
HOA Fee
$555 / Monthly

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

35

86 active listings

Median $ / Sq Ft

$496

86 active listings

Sale-to-List Ratio

102.0%

571 sales

How this home compares

List Price

$3.40M

vs $1.61M median

2.1× the median

Price / Sq Ft

$393

vs $496 median

20.8% below median

Days on Market

0 days

vs 35 days median

35 days fresher than median

Based on 86 active and 571 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 30, 2026.

Location

344 Fence Row Drive, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$22,074

per month

  • Principal & Interest$17,335
  • Property Taxes$3,051
  • Insurance$1,133
  • HOA$555

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
Subdivision
The Ridge

Residence

Property Type
Single Family
Style
Colonial
Year Built
1994
New Construction
No/Resale
Living Area
8,657 sq ft
Below Grade
1,500 sq ft

Schools

Elementary
Burr
High
Fairfield Warde

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
4
Laundry
Upper Level
Laundry Location
Second Floor
Appliances
Convection RangeRange HoodRefrigeratorFreezerSubzeroIcemakerDishwasherDisposalCompactorWasherDryer
Basement
FullHeatedStorageCooledInterior AccessPartially FinishedLiveable Space
In-Law Apartment
PossibleSecond Floor
Interior Features
Audio SystemAuto Garage Door OpenerCentral VacuumOpen Floor PlanSaunaSecurity System
Additional Rooms
Exercise RoomFoyerLaundry RoomMud RoomSteam/SaunaSitting Room

Exterior & Lot

Lot Size
2.09 acres
Zoning
AAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Beach RightsWater Community
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Pool
GuniteHeatedSpaIn Ground Pool
Construction
Clapboard
Color
Grey
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GuttersLightingFrench DoorsPatioUnderground UtilitiesAwningsGarden AreaStone WallUnderground Sprinkler
Lot Description
Fence - PartialFence - PrivacyIn SubdivisionLightly WoodedDryLevel LotProfessionally Landscaped

HOA / Association

Fee
$555 / Monthly
Amenities
Club HousePlayground/Tot LotPrivate Rec FacilitiesPoolSecurity ServicesTennis Courts

Listing & Financials

Property Taxes
$36,608 / Annually
Days on Market
0
MLS #
24194239
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Krista Alecia

(203) 610-3550

Coldwell Banker Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/30/2026. 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 7/30/2026 at 6:50 PM UTC.