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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

Highlights

  • Residential
  • Single Family Residence
  • Built in 1874
  • 0.83 Acre Lot
  • 3 Car Garage
  • 161 days on Market

  • Bedrooms
    5
  • Bathrooms
    4 full · 1 half
  • Year Built
    1874
  • Architectural Style
    Colonial
  • Construction Materials
    Wood Siding, Stone
  • Foundation
    Stone
  • Garage Spaces
    3.0
  • Parking Features
    Attached
  • Living Area
    3921.0
  • Interior Features
    Entrance Foyer
  • Appliances
    Dryer, Dishwasher, Washer, Gas Cooktop, Oven
  • Exterior Features
    Garden
  • Patio And Porch
    Patio
  • Pool Features
    Heated, In Ground, Outdoor Pool
  • Cooling
    Central Air
  • Heating
    Natural Gas, Hot Water
  • Basement
    None

  • Acres
    0.83
  • Water Front Features
    Beach Access
  • View
    Water
  • Water
    Public

  • County
    Fairfield
  • City
    Fairfield
  • Zip Code
    06890
  • High School
    Fairfield Ludlowe
  • Middle School
    Roger Ludlowe
  • Elementary School
    Mill Hill

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Frequently Asked Questions

How do I schedule a tour of 406 Harbor Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 406 Harbor Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 406 Harbor Rd?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 4 bath, listed for $3,850,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Fairfield, and can even get you in to see the property quickly.

How do I get a virtual tour of 406 Harbor Rd?

Yes! A virtual tour is available for 406 Harbor Rd. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 406 Harbor Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 406 Harbor Rd at around $25,102. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 406 Harbor Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Fairfield County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 406 Harbor Rd?

In most cases, yes. Whether 406 Harbor Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Fairfield's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 406 Harbor Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Fairfield and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $3,850,000 with 3,921 sqft of space—that comes out to approximately $982 per square foot.

How long has this property been on the market?

406 Harbor Rd was listed on June 06, 2026, which means it's been on the market for 161 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1874, making it approximately 152 years old.

What is the lot size of this property?

406 Harbor Rd sits on a 0.83-acre lot, which is 36,155 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Mill Hill
  • Middle: Roger Ludlowe
  • High: Fairfield Ludlowe

Want to see how these schools compare? Check out our Fairfield County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 406 Harbor Rd?

The most recent public record shows annual property taxes for 406 Harbor Rd were approximately $38,311. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 406 Harbor Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, SmartMLS. All rights reserved.

Last Updated: November 14, 2026 at 05:17AM | Source: SmartMLS | MLS#: 24181784