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.
Sold for $1,132,500
Street View
$1,132,500
399 North Benson Road, Fairfield, CT 06824
4beds
3,656sqft
Single Family Residence
Built in 1917
0.56 Acres Lot
$1,202,800 Zestimate®
$310/sqft
$7,919 Estimated rent
Home value
$1,202,800
$1.08M - $1.35M
$7,919/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Nannette Fatigate 203-258-2671,
Berkshire Hathaway NE Prop. 203-255-2800,
Ken Delvecchio 203-368-8264,
Berkshire Hathaway NE Prop.
Bought with:
Michael Mombello, RES.0807331
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24093188
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Remodeled, Vaulted Ceiling(s), Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 209.25 Square Feet
- Dimensions: 13.5 x 15.5
Bedroom
- Features: Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 191.82 Square Feet
- Dimensions: 13.8 x 13.9
Bedroom
- Features: Fireplace, Wall/Wall Carpet
- Level: Upper
- Area: 159.46 Square Feet
- Dimensions: 11.9 x 13.4
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 148.74 Square Feet
- Dimensions: 11.1 x 13.4
Dining room
- Features: Bay/Bow Window, High Ceilings, Hardwood Floor
- Level: Main
- Area: 187.69 Square Feet
- Dimensions: 13.7 x 13.7
Family room
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 348 Square Feet
- Dimensions: 15 x 23.2
Kitchen
- Features: High Ceilings, Breakfast Bar, Hardwood Floor
- Level: Main
- Area: 153.44 Square Feet
- Dimensions: 13.7 x 11.2
Living room
- Features: High Ceilings, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 346.38 Square Feet
- Dimensions: 13.8 x 25.1
Other
- Features: Full Bath, Walk-In Closet(s), Wall/Wall Carpet, Tile Floor
- Level: Third,Upper
- Area: 465.12 Square Feet
- Dimensions: 20.4 x 22.8
Study
- Features: High Ceilings, French Doors, Wall/Wall Carpet
- Level: Main
- Area: 211.2 Square Feet
- Dimensions: 9.6 x 22
Sun room
- Features: Skylight, Dry Bar, French Doors, Patio/Terrace, Sliders
- Level: Main
- Area: 252.52 Square Feet
- Dimensions: 23.6 x 10.7
Heating
- Hot Water, Zoned, Natural Gas
Cooling
- None
Appliances
- Included: Gas Cooktop, Oven, Microwave, Range Hood, Refrigerator, Freezer, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Gas Water Heater, Water Heater
- Laundry: Upper Level
Features
- Entrance Foyer
- Basement: Crawl Space,Partial,Unfinished,Interior Entry
- Attic: Crawl Space,Storage,Access Via Hatch
- Number of fireplaces: 2
Interior area
- Total structure area: 3,656
- Total interior livable area: 3,656 sqft
- Finished area above ground: 3,656
Property
Parking
- Total spaces: 2
- Parking features: Detached
- Garage spaces: 2
Features
- Patio & porch: Patio
- Fencing: Partial
- Waterfront features: Beach Access
Lot
- Size: 0.56 Acres
- Features: Level, Sloped, Landscaped
Details
- Parcel number: 128331
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1917
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: University
HOA
- Has HOA: No
Location
- Region: Fairfield
Financial & listing details
- Price per square foot: $310/sqft
- Tax assessed value: $517,580
- Annual tax amount: $14,694
- Date on market: 5/19/2025
Price history
| Date | Event | Price |
|---|---|---|
| 8/22/2025 | Sold | $1,132,500-9.4%$310/sqft |
Source:  Smart MLS #24093188 Report a problem | ||
| 7/15/2025 | Pending sale | $1,250,000$342/sqft |
Source: Smart MLS #24093188 Report a problem | ||
| 6/24/2025 | Contingent | $1,250,000$342/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24093188 Report a problem | ||
| 5/22/2025 | Listed for sale | $1,250,000+42.9%$342/sqft |
Source: Smart MLS #24093188 Report a problem | ||
| 2/26/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 6/26/2020 | Listing removed | $1,250 |
Source: Owner Report a problem | ||
| 5/26/2020 | Listed for rent | $1,250 |
Source: Owner Report a problem | ||
| 12/3/2011 | Listing removed | $874,900$239/sqft |
Source: Nicholas H. Fingelly Real Estate, Inc. #98505077 Report a problem | ||
| 9/24/2011 | Price change | $874,900-2.8%$239/sqft |
Source: Nicholas H. Fingelly Real Estate, Inc. #98505077 Report a problem | ||
| 7/26/2011 | Price change | $899,900-1.7%$246/sqft |
Source: Nicholas H. Fingelly Real Estate, Inc. #98505077 Report a problem | ||
| 6/18/2011 | Listed for sale | $915,000$250/sqft |
Source: Nicholas H. Fingelly Real Estate, Inc. #98505077 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,694 +1.7% | $517,580 0% |
| 2024 | $14,442 +1.4% | $517,650 |
| 2023 | $14,241 +1% | $517,650 |
| 2022 | $14,101 +1% | $517,650 |
| 2021 | $13,966 -4% | $517,650 -4.7% |
| 2020 | $14,545 | $542,920 |
| 2019 | $14,545 +1.6% | $542,920 |
| 2018 | $14,311 +2.1% | $542,920 |
| 2017 | $14,018 +4.3% | $542,920 +0.1% |
| 2015 | $13,445 +1.6% | $542,360 |
| 2014 | $13,234 +2% | $542,360 |
| 2013 | $12,979 +6.5% | $542,360 |
| 2011 | $12,187 +9.6% | $542,360 -6% |
| 2010 | $11,118 +2% | $576,940 |
| 2009 | $10,904 +1.7% | $576,940 |
| 2008 | $10,720 +6.7% | $576,940 |
| 2007 | $10,045 +4.4% | $576,940 |
| 2006 | $9,618 +13% | $576,940 +68% |
| 2005 | $8,515 +6% | $343,350 |
| 2004 | $8,034 +8.8% | $343,350 |
| 2003 | $7,382 +4.6% | $343,350 +42.1% |
| 2001 | $7,054 +85.3% | $241,570 |
| 2000 | $3,807 -41% | $241,570 |
| 1999 | $6,450 | $241,570 |
Find assessor info on the county website
Neighborhood: 06824
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Nearby schools
GreatSchools rating
- 9/10Osborn Hill SchoolGrades: K-5Distance: 1.7 mi
- 8/10Fairfield Woods Middle SchoolGrades: 6-8Distance: 2.4 mi
- 9/10Fairfield Ludlowe High SchoolGrades: 9-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Osborn Hill
- Middle: Fairfield Woods
- High: Fairfield Ludlowe
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Fairfield
- 06824
- 399 North Benson Road
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