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$1,132,500

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,656 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 399 N Benson Rd

General

  • Sold For: $1,132,500
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24093188
  • Added to Site: 269 day(s) ago

Interior

  • Number of Rooms: 11
  • Rooms/Areas: Foyer, Laundry Room
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Remodeled, Vaulted Ceiling, Full Bath, Walk-In Closet, Wall/Wall Carpet, 15.5 x 13.5, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 13.4 x 11.1, Upper
  • Bedroom 2: Bedroom - Fireplace, Wall/Wall Carpet, 13.4 x 11.9, Upper
  • Bedroom 3: Bedroom - Walk-In Closet, Hardwood Floor, 13.9 x 13.8, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, French Doors, Hardwood Floor, 25.1 x 13.8, Main
  • Family Room: Family Room - 9 ft+ Ceilings, Hardwood Floor, 23.2 x 15, Main
  • Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Breakfast Bar, Hardwood Floor, 11.2 x 13.7, Main
  • Dining Room: Dining Room - Bay/Bow Window, 9 ft+ Ceilings, Hardwood Floor, 13.7 x 13.7, Main
  • Study: 9 ft+ Ceilings, French Doors, Wall/Wall Carpet, 22 x 9.6, Main
  • Laundry: Upper Level
  • Other Room 1: Other - Full Bath, Walk-In Closet, Wall/Wall Carpet, Tile Floor, On 3rd Floor, 22.8 x 20.4, Upper

Exterior

  • Exterior Features: Patio
  • Color: Yellow

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Neighborhood: University
  • Driving Directions: North Benson Rd. Between stone pillars set back up long driveway away from the road. Additional parking at bottom of driveway.

School Information

  • Elementary School: Osborn Hill
  • Middle School: Fairfield Woods
  • High School: Fairfield Ludlowe

Community

  • Community Name: University

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Zoned, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Domestic

Utilities

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

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Crawl Space, Partial, Unfinished, Interior Access
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,656
  • Above Ground: 3,656 Sq. Ft.
  • Year Built: 1917

Lot Features

  • Lot Size (Acres): 0.56
  • Zoning: A
  • Lot Description: Fence - Partial, Level Lot, Sloping Lot, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $517,580
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 128331

Listed by Berkshire Hathaway NE Prop., Nannette Fatigate and Berkshire Hathaway NE Prop., Ken Delvecchio
Sold by Compass Connecticut, LLC, KMS Team at Compass, Michael Mombello

Listing agents

— 399 N Benson Rd —

  • Nannette Fatigate

    Berkshire Hathaway NE Prop.

  • Ken Delvecchio

    Berkshire Hathaway NE Prop.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 399 N Benson Rd

School District:Fairfield School District
NameGradesDistance
Osborn Hill School
760 Stillson Road, Fairfield, CT 06824
K-51.7 mi
Fairfield Woods Middle School
1115 Fairfield Woods Rd., Fairfield, CT 06824
6-82.4 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-120.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 399 N Benson Rd

Date
Details
Price
Change
Source
8/22/2025
Sold
$1,132,500
-9.4%
MLS
5/22/2025
Listed
$1,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Berkshire Hathaway NE Prop., Nannette Fatigate and Berkshire Hathaway NE Prop., Ken Delvecchio
Sold by Compass Connecticut, LLC, KMS Team at Compass, Michael Mombello

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399 North Benson Road, Fairfield, CT 06824 (MLS# 24093188) is a Single Family property that was sold at $1,132,500 on August 22, 2025. Want to learn more about 399 North Benson 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.