Prevu by reAlpha
BuySellBlogBrowse Listings

415 Old Post RoadFairfield, CT 06824

Coming Soon

$3,975,000

Smart Buyer Rebate $39,750

Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

Listed by Cindy Raney

·

Coldwell Banker Realty

·

(203) 625-1820

Last updated September 14, 2026

·

Source: SmartMLS #24206348

Listing Facts

  • TypeSingle-family
  • NeighborhoodFairfield Historic District
  • Bedrooms5
  • Bathrooms5
  • Taxes$47,267/year
  • Size5,740 sqft
  • Price per sqft$693

Location

Mortgage Calculator

Property Details for 415 Old Post Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1845
  • Year Built Details: Public Records
  • Architectural Style: Antique
  • Construction Materials: Frame

Features

  • Waterfront Features: Water Community

Measurements

  • Lot Features: Level Lot
  • Lot Size Acres: 1.33

Financial

Taxes

  • Parcel Number: 128073
  • Tax Annual Amount: $47,267.00
  • Tax Year: 26

Interior

Features

  • Appliances: Range Hood, Refrigerator, Freezer, Dishwasher
  • Fireplaces Total: 8

Measurements

  • Living Area: 5,740

Rooms

  • Basement: Full, Unfinished
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 14

Parking

Parking

  • Attached Garage: Detached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Roger Sherman

High School

  • High School: Fairfield Ludlowe

Middle or Junior School

  • Middle Or Junior School: Roger Ludlowe

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Water
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 5 bathrooms in this single-family home at 415 Old Post Road.

What schools are nearby to 415 Old Post Road?

Nearby schools include the Roger Sherman Elementary School, Roger Ludlowe Middle School, and Fairfield Ludlowe High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 415 Old Post Road.

What are the annual taxes for 415 Old Post Road?

Annual taxes for this single-family home are estimated at $47,267.

How does 415 Old Post Road compare to other single-family homes in Fairfield Historic District?

This single-family home is listed 34% above the average price for single-family homes in Fairfield Historic District and has been on the market for 30 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,740 sqft.

415 Old Post Road is a 5-bedroom, 5-bath single-family home for sale in Fairfield CT 06824. This residence features 5,740 square feet of living space, located in Fairfield County. The median listing price for single-family homes in this area is $2,385,000. Nearby schools include Roger Sherman Elementary School, Roger Ludlowe Middle School, and Fairfield Ludlowe High School. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.