394 Wakeman Road
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 3,588
- Acres
- 0.54
- Year Built
- 1931
- Neighborhood
- University
- Property Type
- Single Family

Matt Caiola
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About This Home
Step into a storybook setting of Fairfield's "CT Cotswolds." This 1931 custom-built Cape Colonial is a masterclass in timeless elegance, where old-world character seamlessly blends w/high-end modern comforts. From the moment you cross the flagstone-covered front porch & enter the foyer, the home's heritage shines through the graceful curved staircase & rich wide-board flooring. The main level is designed for both sophisticated entertaining & quiet relaxation. The impressive LR anchors the home w/its wood-burning FP & beamed ceilings, while the formal DR delights w/artisan details like classic corner cabinetry. For those seeking a quiet retreat, the sun-drenched den serves as the perfect library or bright home office. At the heart of the home, the gourmet chef's kitchen is a showstopper. Vaulted, beamed ceiling & expansive windows frame views of the lush grounds, while Viking appliances, granite countertops, & clever storage solutions cater to the most ambitious culinary pursuits. The 1st flr Primary suite is a sprawling sanctuary featuring b/i closets, bath w/dbl shower, & private sitting room for peaceful mornings. Upstairs, 3 add'l bright BRs & FBA. The fin LL is the ultimate destination for game days, complete w/wet bar, b/ins, 1/2 bath, office space. Outside, the property transforms into a private oasis. Exquisite perennial gardens wrap the home in color, providing a stunning backdrop for alfresco dining. It's more than just a house; it's a retreat that feels like HOME.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- University
- Property / Style
- Single Family · Cape Cod,Colonial
- Year Built
- 1931
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 3,588 sq ft
- Lot Size
- 0.54 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $14,713 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
87
70 under contract
Median List Price
$1.40M
87 active listings
Median Closed Price
$1.15M
573 sales
Median Days on Market
44
87 active listings
Median $ / Sq Ft
$487
87 active listings
Sale-to-List Ratio
102.3%
573 sales
How this home compares
List Price
$1.40M
vs $1.40M median
In line with median
Price / Sq Ft
$390
vs $487 median
19.9% below median
Days on Market
0 days
vs 44 days median
44 days fresher than median
Based on 87 active and 573 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of September 9, 2026.
Location
394 Wakeman Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$7,229
- Property Taxes$1,226
- Insurance$466
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- University
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Colonial
- Year Built
- 1931
- New Construction
- No/Resale
- Living Area
- 3,588 sq ft
- Below Grade
- 1,127 sq ft
Schools
- Elementary
- Osborn Hill
- High
- Fairfield Ludlowe
Interior
- Heating
- Hot WaterRadiator
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower LevelMain Level
- Appliances
- Gas CooktopWall OvenConvection OvenMicrowaveRange HoodRefrigeratorFreezerIcemakerDishwasherDisposalWasherDryer
- Basement
- Full
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 0.54 acres
- Zoning
- A
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- ShingleWood
- Color
- Stone and Cream
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedPorchDeckGarden AreaStone WallPatio
- Lot Description
- Level LotProfessionally LandscapedRolling
Listing & Financials
- Property Taxes
- $14,713 / Annually
- Days on Market
- 0
- MLS #
- 24205035
- MLS Status
- Active
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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 9/9/2026. 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 9/9/2026 at 6:10 PM UTC.