Fairfield, CT / 0 DAYS ON MARKET

415 Old Post RoadFairfield, CT 06824

Asking price$3,975,000Active

Open house

  • Saturday, September 19, 202612:00 pm – 2:00 pm ET
  • Sunday, September 20, 20261:00 pm – 3:00 pm ET

Our Take

415 Old Post Road is an 1845 Italianate Victorian on 1.33 acres, with five bedrooms, four full baths and one half bath. The property combines tree-surrounded grounds and privacy with Fairfield’s downtown and beach-area setting. Inside, soaring ceilings, historic craftsmanship and a screened-in porch are highlighted, while the grounds offer room to explore possibilities for a pool, tennis court and gardens.

Estimated buyer rebate

Buy with Cress and Save $49,688 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Active · MLS #24206348
Bedrooms
5
BathroomsBaths
4 full / 1 half
Square feet
5,740
Year built
1845
Acres
1.33
Property taxes
$47,267

July 2026-June 2027

What stands out

  • Italianate Victorian architecture
  • Screened-in porch beneath soaring ceilings
  • Tree-surrounded, park-like grounds
  • Over an acre of land
  • Possibilities for a pool, tennis court and gardens
  • Parlor fire for winter evenings
  • Front porch with the Memorial Day parade passing by
  • Additional bedroom options for overnight guests
Read the full listing description

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.

Schools

Elementary
Roger Sherman
Middle
Roger Ludlowe
High
Fairfield Ludlowe

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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415 Old Post Road, Fairfield, CT 06824

Price history

DateEventPrice
Originally listed$3,975,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

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*Estimate: $3,975,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $49,688. 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 Coldwell Banker Realty · (203) 227-8424

Cindy Raney

SmartMLS · Listing #24206348 · 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.

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