George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Fairfield, CT / 100 DAYS ON MARKET
406 Harbor RoadFairfield, CT 06890
Asking price$3,850,000Active
Open house
Our Take
406 Harbor Road is a circa 1874 Southport residence on a .83-acre parcel, set back from the road beyond a long drive. The five-bedroom home has four full baths and one half bath, period details, and a position at one of the highest points on Harbor Road. The property includes an antique barn, pool, pool house, attached one-car garage, and detached two-car garage. It offers an opportunity for renovation and enhancement while preserving its authenticity and charm.
At a glance
Active · MLS #24181784- Bedrooms
- 5
- BathroomsBaths
- 4 full / 1 half
- Square feet
- 3,921
- Year built
- 1874
- Acres
- 0.83
- Property taxes
- $38,311
July 2026-June 2027
What stands out
- Circa 1874 residence with period details
- Five bedrooms with four full and one half bath
- Set back from Harbor Road beyond a long drive
- 0.83-acre parcel in Southport
- Antique barn, pool, and pool house
- Attached one-car and detached two-car garages
- Opportunity for renovation and enhancement
- Positioned at one of Harbor Road’s highest points
Read the full listing description
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
Schools
- Elementary
- Mill Hill
- Middle
- Roger Ludlowe
- High
- Fairfield Ludlowe
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗406 Harbor Road, Fairfield, CT 06890
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $3,850,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*Estimate: $3,850,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $48,125. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.
Listed by Brown Harris Stevens · (203) 254-1500
Wendy Ryan
SmartMLS · Listing #24181784 · Active
Listing data checked: Sep 17, 2026, 7:04 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
For personal, noncommercial use to identify properties you may be interested in purchasing.