406 Harbor Road
Fairfield, Connecticut 06890
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 3,921
- Acres
- 0.83
- Year Built
- 1874
- Neighborhood
- Southport
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
89
108 under contract
Median List Price
$1.60M
89 active listings
Median Closed Price
$1.16M
567 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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.
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.