399 N Benson Rd

Fairfield, CT 06824

$1,250,000
Price
4
Beds
3,656 Sq. Ft.
$342 / Sq. Ft.
3,656
Sq. Ft.
$342
per Sq. Ft.

Description

This elegant Dutch Colonial, built in 1917, sits 150 feet off the road providing serene privacy & picturesque surroundings. Situated in Fairfield's University area, a short walk to the train, town, public schools, and Fairfield University. Loved by only three owners, this home boasts exquisite craftsmanship: carved fireplace mantels w/dental moldings, plate rails, pocket doors, hardwood floors throughout, & a stunning transom light around the front door. Modern updates blend seamlessly with historical...This elegant Dutch Colonial, built in 1917, sits 150 feet off the road providing serene privacy & picturesque surroundings. Situated in Fairfield's University area, a short walk to the train, town, public schools, and Fairfield University. Loved by only three owners, this home boasts exquisite craftsmanship: carved fireplace mantels w/dental moldings, plate rails, pocket doors, hardwood floors throughout, & a stunning transom light around the front door. Modern updates blend seamlessly with historical charm. The kitchen opens to the family room & garden room, leading to a beautiful patio & private fenced backyard. The three-story addition allows for a perfect circular flow, ideal for large gatherings. The living room features a fireplace and an adjoining study, one of two potential home offices, the second found on the second floor, complete with its own fireplace. The primary suite boasts a walk-in closet, cathedral ceiling, and private bath. The fully finished third floor, with its private bath & large, light-filled space, serves as a versatile area for teenagers, au pairs, in-laws, or recreation space. Additional features include a 6-zone heat system, replacement windows throughout, two-car detached oversized garage w/attic storage, outdoor shower, & more... The perennial garden that blooms throughout the seasons showcases a stunning array of flowers. The timeless beauty and tranquility found in this home are the essence of 399 N. Benson Rd.
  1. Listed by Nannette Fatigate • Berkshire Hathaway NE Prop.
    P: (203)-258-2671 C: (203)-258-2671 nann@bhhsne.com
  2. Listed by Ken Delvecchio • Berkshire Hathaway NE Prop.
    P: (203)-255-2800 C: (203)-368-8264 kdelvecchio@bhhsne.com

Property Details for 399 North Benson Road

Basement Description
Crawl Space, Partial, Unfinished, Interior Access
Direct Waterfront
No
Expected Active Date
05-22-2025
Garages Number
2
Neighborhood
University
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 07/03/2025 08:13 AM

Property Details for 399 North Benson Road

StatusUnder Contract - Continue To Show
MLS #24093188
Days on Market42
Taxes$14,694 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1917
Lot Size0.56 AC / 24,393 SF
CountyFairfield County

Location

Listing Courtesy of Berkshire Hathaway NE Prop., Nannette Fatigate; Berkshire Hathaway NE Prop., Ken Delvecchio
Add your commute

Building Information for 399 North Benson Road

Stories-Year Built1917Building Size-Lot Size0.56 AC / 24,393 SF

Payment Calculator

$7,774 per month

30 year fixed, 6.845% Interest

Principal and Interest

$6,549

Property Taxes

$1,225

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 399 North Benson Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: North Benson Rd. Between stone pillars set back up long driveway away from the road. Additional parking at bottom of driveway.
  • Elementary School: Osborn Hill
  • High School: Fairfield Ludlowe
  • Latitude: 41.152241
  • Longitude: -73.251825
  • Middle Jr High School: Fairfield Woods
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,694
Interior and Exterior Features
Exterior Features
  • Exterior Features: Patio
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Crawl Space, Storage Space, Access Via Hatch
  • Cooling System: None
  • Heat Type: Hot Water, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Laundry Room Info: Upper Level
  • Laundry Room Location: Upper Level
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,French Doors,Hardwood Floor
  • Room Length: 25.1
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.8
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Length: 13.4
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.1
Room 3
  • Room Entry Order: 11
  • Room Features: Full Bath,Walk-In Closet,Wall/Wall Carpet,Tile Floor,On 3rd Floor
  • Room Length: 22.8
  • Room Level: Upper
  • Room Type: Other
  • Room Width: 20.4
Room 4
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,9 ft+ Ceilings,Hardwood Floor
  • Room Length: 13.7
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.7
Room 5
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 23.2
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 15.0
Room 6
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Breakfast Bar,Hardwood Floor
  • Room Length: 11.2
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 13.7
Room 7
  • Room Entry Order: 5
  • Room Features: Skylight,Dry Bar,French Doors,Patio/Terrace,Sliders
  • Room Length: 10.7
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 23.6
Room 8
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,French Doors,Wall/Wall Carpet
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Study
  • Room Width: 9.6
Room 9
  • Room Entry Order: 7
  • Room Features: Remodeled,Vaulted Ceiling,Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 15.5
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.5
Room 10
  • Room Entry Order: 8
  • Room Features: Walk-In Closet,Hardwood Floor
  • Room Length: 13.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.8
Room 11
  • Room Entry Order: 9
  • Room Features: Fireplace,Wall/Wall Carpet
  • Room Length: 13.4
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.9
Property
Property and Assessments
  • Color: Yellow
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1917
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: includes finished third level & heated sunroom which are not noted properly on field card
  • Living Area SQFT Per Public Records: 3204
Lot Information
  • Lot Description: Fence - Partial, Level Lot, Sloping Lot, Professionally Landscaped
  • Parcel Number: 128331
  • Sq Ft Est Heated Above Grade: 3656.0
  • Sq Ft Total: 3656.0
  • Zoning: A
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 399 North Benson Road

Taxable ValueLand$301,980Additions$215,600Total$517,580
Tax Record2024$14,694 ($1,224 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,204 SqFtAbove Grade Finished SqFt3,204 SqFtUnfinished Basement SqFt584 SqFtStories2Lot Size24,289 SqFtStyleSingle Family ResidenceYear Built1917ZoningACountyFAIRFIELDAPNFFLD M:141 B:216

Schools near 399 North Benson Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - 9 to 12
Rating
School
Distance
Osborn Hill School
PublicK to 5

Fairfield Woods Middle School
Public6 to 8

Fairfield Ludlowe High School
Public9 to 12

Fairfield College Preparatory
Private9 to 12

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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway NE Prop., Nannette Fatigate; Berkshire Hathaway NE Prop., Ken Delvecchio

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.