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$3,975,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,740 Sq. Ft.
  • 3 Car Garage
  • Updated 1 day ago
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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.

Full Property Details for 415 Old Post Rd

General

  • Price: $3,975,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24206348
  • Updated: 9/20/2026
  • Added to Site: 9 day(s) ago

Interior

  • Number of Rooms: 14
  • Rooms/Areas: Bonus Room, Exercise Room, Foyer, Laundry Room
  • Fireplace: Yes
  • Number of Fireplaces: 8
  • Appliances: Range Hood, Refrigerator, Freezer, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - 9 ft+ Ceilings, Bedroom Suite, Dressing Room, Fireplace, Upper
  • Bedroom 1: Bedroom - 9 ft+ Ceilings, Fireplace, Upper
  • Bedroom 2: Bedroom - 9 ft+ Ceilings, Upper
  • Bedroom 3: Bedroom - 9 ft+ Ceilings, Fireplace, Full Bath, Upper
  • Bedroom 4: Bedroom - 9 ft+ Ceilings, Fireplace, Full Bath, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Main
  • Family Room: Family Room - 9 ft+ Ceilings, Fireplace, Main
  • Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Patio/Terrace, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Fireplace, Main
  • Office: Office - 9 ft+ Ceilings, Fireplace, Main
  • Study: Upper
  • Game room: Yes
  • Game Room: Rec/Play Room, Upper
  • Rec Room: Upper

Exterior

  • Color: Cream

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Neighborhood: Beach
  • Driving Directions: Post Road to Old Post Road. Left on Old Post.

School Information

  • Elementary School: Roger Sherman
  • Middle School: Roger Ludlowe
  • High School: Fairfield Ludlowe

Community

  • Community Name: Beach

Heating & Cooling

  • Cooling Type: Central Air, Split System
  • Heating Type: Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,740
  • Above Ground: 5,740 Sq. Ft.
  • Year Built: 1845

Lot Features

  • Lot Size (Acres): 1.33
  • Zoning: R3
  • Lot Description: Level Lot

Water Features

  • Water Front Desc.: Water Community

Financial Considerations

  • Assessment Amount: $2,463,090
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 128073
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 415 Old Post Rd —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 415 Old Post Rd

School District:Fairfield School District
NameGradesDistance
Sherman School, Fairfield, CT
250 Fern Street, Fairfield, CT 06824
K-50.3 mi
Roger Ludlowe Middle School
689 Unquowa Road, Fairfield, CT 06824
6-80.8 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 415 Old Post Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/17/2026
Listed
$3,975,000
80.68%
MLS
6/19/2013
Sold
$2,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 415 Old Post Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$37,121
2%
$1,307,530
—
2023
$36,480
1%
$1,307,530
—
2023
$35,970
1%
$1,307,530
—
2022
$35,617
1%
$1,307,530
—
2021
$35,277
-10%
$1,307,530
-10%
2020
$39,078
—
$1,458,660
—
2019
$39,078
2%
$1,458,660
—
2018
$38,450
2%
$1,458,660
—
2017
$37,663
1%
$1,458,660
—
2016
$37,123
2%
$1,458,660
-1%
2015
$36,441
2%
$1,470,000
—
2014
$35,868
2%
$1,470,000
—
2011
$35,177
—
$1,470,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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415 Old Post Road, Fairfield, CT 06824 (MLS# 24206348) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 415 Old Post Road is currently listed for $3,975,000 and was received on September 12, 2026. This property is listed by Cindy Raney & Team from our Westport Office.Want to learn more about 415 Old Post Road? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.

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