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394 Wakeman Road

Fairfield, Connecticut 06824

PENDING$1,399,000
Beds
4
Baths
2 | 2
SqFt
3,588
Acres
0.54
Year Built
1931
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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
63 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

View area

Median Days on Market

40

111 active listings

Median $ / Sq Ft

$485

111 active listings

Sale-to-List Ratio

103.1%

565 sales

How this home compares

List Price

$1.40M

vs $1.07M median

30.1% above median

Price / Sq Ft

$390

vs $485 median

19.6% below median

Days on Market

63 days

vs 40 days median

23 days longer than median

Based on 111 active and 565 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of November 11, 2026.

Location

394 Wakeman Road, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,274

per month

  • Principal & Interest$7,582
  • 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
63
MLS #
24205035
MLS Status
Under Contract

Similar Properties

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Listed By

Helene Daly

(203) 913-4026

Compass Connecticut, LLC

(203) 489-6499

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/11/2026. 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 11/11/2026 at 6:31 PM UTC.