344 Fence Row Drive
Fairfield, Connecticut 06824
- Beds
- 5
- Baths
- 6 | 2
- SqFt
- 8,657
- Acres
- 2.09
- Year Built
- 1994
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
86
105 under contract
Median List Price
$1.61M
86 active listings
Median Closed Price
$1.16M
571 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 7/30/2026. 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.