406 Harbor Road | Fairfield Southport

$3,850,000 | 5 Beds | 5 Baths (4 Full, 1 Half) | 3,921 Sq. Ft.

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 SmartMLS 24181784

Directions to property: Between Rose Hill and River Street on Harbor Road

MLS Listing ID: 
SmartMLS 24181784
Building Details
Details about the building on a property.
Architectural Style: 
Colonial
Year Built: 
1874
Living Area: 
3,921
Fireplaces: 
2
Construction
Foundation Details: 
Stone
Roof: 
Wood Shingle
Exterior: 
Wood
Exterior Features: 
Barn, Garden Area, Stone Wall, Underground Sprinkler, Patio
Room Details
Details about the rooms in the building.
Total Rooms: 
9
Total Bedrooms: 
5
Total Bathrooms: 
5
Total Full-Bathrooms: 
4
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Hot Water
Heating System Fuel: 
Natural Gas
Cooling System: 
Central Air
Water Source: 
Public Water Connected
Sewer: 
Public Sewer Connected
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.83
Waterfront: 
1
Water Body Category: 
Walk to Water, Beach Righ
Lot Features
Garage: 
Attached Garage, Detached Garage
Pool: 
Heated, Pool House, In Ground Pool
Public Record
Parcel Number: 
135101
Annual Tax: 
$40,511.00
Property Zoning: 
R3
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
6/6/2026
Contract Details
Details about the listing contract.
Possession: 
Negotiable
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Wendy Ryan
Listing Co-Agent Name: 
Andrew Whiteley
Listing Office Name: 
Brown Harris Stevens
Listing Co-Office Name: 
Brown Harris Stevens