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406 Harbor Road

Fairfield, Connecticut 06890

ACTIVE$3,850,000
Beds
5
Baths
4 | 1
SqFt
3,921
Acres
0.83
Year Built
1874
Matt Caiola

Matt Caiola

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WaterfrontPool3-Car Garage2 FireplacesVirtual Tour

About This Home

This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

Key Facts

City/Town
Fairfield
Neighborhood
Southport
Property / Style
Single Family · Colonial
Year Built
1874
Days on Market
50 days
Beds
5
Baths
4 full · 1 half
Living Area
3,921 sq ft
Lot Size
0.83 acres
Garage / Parking
3 garage
Property Taxes
$40,511 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

34

89 active listings

Median $ / Sq Ft

$497

89 active listings

Sale-to-List Ratio

101.9%

567 sales

How this home compares

List Price

$3.85M

vs $1.60M median

2.4× the median

Price / Sq Ft

$982

vs $497 median

97.6% above median

Days on Market

50 days

vs 34 days median

16 days longer than median

Based on 89 active and 567 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 27, 2026.

Location

406 Harbor Road, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$24,289

per month

  • Principal & Interest$19,630
  • Property Taxes$3,376
  • Insurance$1,283
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Fairfield
Neighborhood
Southport
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1874
New Construction
No/Resale
Living Area
3,921 sq ft

Schools

Elementary
Mill Hill
High
Fairfield Ludlowe

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
Gas CooktopWall OvenDishwasherWasherDryer
Basement
None
In-Law Apartment
No
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
0.83 acres
Zoning
R3
Garage / Parking
3 garage spacesAttached GarageDetached Garage
Waterfront
Direct waterfront
Waterfront Details
Walk to WaterBeach RightsWater CommunityHarbor
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Pool
HeatedPool HouseIn Ground Pool
Construction
Wood
Color
Blue
Roof
Wood Shingle
Foundation
Stone
Exterior Features
BarnGarden AreaStone WallUnderground SprinklerPatio
Lot Description
Interior LotDryWater View

Listing & Financials

Property Taxes
$40,511 / Annually
Days on Market
50
MLS #
24181784
MLS Status
Active

Similar Properties

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

Listed By

Wendy Ryan

(203) 964-7450

Brown Harris Stevens

(203) 254-1500

Co-Listed By

Andrew Whiteley

Brown Harris Stevens

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 3:20 PM UTC.