415 Old Post Road, Fairfield, Connecticut

$3,975,000

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5

Beds

5

Baths

5,740

Square feet

1.33

Acres

About 415 Old Post Road

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.

Features of 415 Old Post Road

MLS® # 24206348
Price $3,975,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 5,740
Acres 1.33
Type Single Family For Sale
Style Antique
Status Active

Community Information

Address 415 Old Post Road
Area Beach
City Fairfield
County Fairfield
State Connecticut
Zip Code 06824

Amenities

Parking Detached Garage
# of Garages 3
Is Waterfront No
Waterfront Water Community
Has Pool No

Interior

Appliances Range Hood, Refrigerator, Freezer, Dishwasher
Heating Hot Water, Natural Gas
Cooling Central Air, Split System
Fireplace Yes
# of Fireplaces 8
Has Basement Yes
Basement Full, Unfinished

Exterior

Exterior Clapboard
Lot Description Level Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Roger Sherman
Middle Roger Ludlowe
High Fairfield Ludlowe

Additional Information

Date Listed September 12th, 2026
Days on Market 18
Zoning R3
RE / Bank Owned No

Listing Details

OfficeColdwell Banker Realty

Listing Map

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Listing information last updated on October 6th, 2026 at 8:59pm EDT.