415 Old Post Road

Listed By Coldwell Banker Realty
Listed By Coldwell Banker Realty
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Active
$3,975,000
5 beds5,740 sqft
415 Old Post Rd, Fairfield, CT 06824
Est: $25,160/moGet pre-approved
Single FamilyProperty Type
1.33 acresLot Size
1845Year Built
$693/sq ftPrice per sq ft
3 carsParking Spaces

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,...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.

Listing Agent

  1. Cindy Raney

    Cindy Raney

    Listing Agent

    Coldwell Banker Realty

    P: (203) 625-1820

    M: (203) 625-1820

    CallText
10 days on Market
Last updated: 09/21/2026 12:40 AM • Source: SMARTMLS, MLS#: 24206348

Location

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$25,160 per month

30 year fixed, 7.03% Interest

Principal and Interest

$21,221

Property Taxes

$3,939

HOA Dues

$0

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Property Information for 415 Old Post Road

Property Details
  • Taxes: $47,267 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Unfinished
  • Direct Waterfront: No
  • Expected Active Date: 09-17-2026
  • Garages Number: 3
  • Neighborhood: Beach
  • Style: Antique
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
  • Expected On Market Date: 09-17-2026
Building Information
  • Year Built: 1845
  • Lot Size: 1.33 AC / 57,934 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Post Road to Old Post Road. Left on Old Post.
  • Elementary School: Roger Sherman
  • Flood Zone: No
  • High School: Fairfield Ludlowe
  • Latitude: 41.144801
  • Longitude: -73.247454
  • Middle Jr High School: Roger Ludlowe
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2026-June 2027
  • Property Tax: $47,267
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Water Community
Interior Features
  • Appliances Included: Range Hood, Refrigerator, Freezer, Dishwasher
  • Attic Description: Finished, Walk-up
  • Cooling System: Central Air, Split System
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 8
  • Laundry Room Location: First and second floor laundry
  • Rooms Additional: Bonus Room, Exercise Room, Foyer, Laundry Room
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: 9 ft+ Ceilings
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Level: Upper
  • Room Type: Study
Room 4
  • Room Entry Order: 12
  • Room Level: Upper
  • Room Type: Rec/Play Room
Room 5
  • Listing Key: 5B34851BF43CC15CE063E201100AAE86
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Fireplace
  • Room Level: Main
  • Room Type: Family Room
Room 6
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Fireplace
  • Room Level: Main
  • Room Type: Office
Room 7
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Fireplace
  • Room Level: Main
  • Room Type: Dining Room
Room 8
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Patio/Terrace
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 9
  • Listing Key: 5B34851BF43CC15CE063E201100AAE86
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Dressing Room,Fireplace
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 10
  • Room Entry Order: 7
  • Room Features: 9 ft+ Ceilings,Fireplace,Full Bath
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 8
  • Room Features: 9 ft+ Ceilings,Fireplace,Full Bath
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Fireplace
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Cream
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1845
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Second Floor, Upper Level
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 5740
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 128073
  • Sq Ft Est Heated Above Grade: 5740.0
  • Sq Ft Total: 5740.0
  • Zoning: R3
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 415 Old Post Road

DateEvent & SourcePriceAppreciation
Jun 19, 2013

Closed (Public Record)

Public Record #355815154

$2,200,000

+0.8% / yr

Oct 18, 2007

Closed (Public Record)

Public Record #228769242

$2,100,000—
Oct 18, 2007

Closed (Public Record)

Public Record #728769242

$2,100,000—
DateEvent & SourcePrice
06/19/2013

Closed (Public Record)

Public Record #355815154

$2,200,000

+0.8% / yr

10/18/2007

Closed (Public Record)

Public Record #228769242

$2,100,000
10/18/2007

Closed (Public Record)

Public Record #728769242

$2,100,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 415 Old Post Road

Taxable ValueLand$645,890Additions$661,640Total$1,307,530
Tax Record2025$37,121 ($3,093 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt5,740 SqFtAbove Grade Finished SqFt5,740 SqFtUnfinished Basement SqFt2,868 SqFtStories2Lot Size57,935 SqFtStyleSingle Family ResidenceYear Built1845Year Renovated1845ZoningR3CountyGREATER BRIDGEPORTAPNFFLD M:139 B:405

Schools near 415 Old Post Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Sherman School
Public - K to 5
Roger Ludlowe Middle School
Public - 6 to 8
Fairfield Ludlowe High School
Public - 9 to 12
Great Beginnings Montessori School
Private - PK to 3
Rating
School
Distance
Sherman School
PublicK to 5

Roger Ludlowe Middle School
Public6 to 8

Fairfield Ludlowe High School
Public9 to 12

Great Beginnings Montessori School
PrivatePK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 415 Old Post Road, Fairfield, CT 06824

415 Old Post Road is a single family home for sale in Fairfield, CT 06824. This property was listed for sale on September 12, 2026 by Coldwell Banker Realty, it's currently listed at $3,975,000. It has been on the market for a total of 10 days and was last sold on June 19, 2013. This listing's school district is Fairfield School District. Nearby schools include Sherman School, Roger Ludlowe Middle School and Fairfield Ludlowe High School. 415 Old Post Road is a 5-bed, 5-bath, 5,740 sqft single family home built in 1845.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.