Welcome to 2107 North Benson, a rare Fairfield gem offering a perfect blend of versatility, space, and comfort. The property features a three bedroom main residence plus a spacious 1,300 sq. ft. one-bedroom in-law/au pair suite, ideal for multi-generational living, guests, or supplemental income. Inside the main home, a bright eat-in kitchen with granite countertops opens to the dining area and flows seamlessly into an expansive living room with hardwood floors and a cozy fireplace-perfect for gatherings and everyday relaxation. The four-season sunroom brings the outdoors in, leading to a large deck overlooking a private yard and in-ground pool, creating the ultimate entertaining retreat. Upstairs, three comfortable bedrooms share a renovated full bath with a new stall shower, while the finished lower level adds valuable flex space, a full bath, and a dedicated laundry room. The in-law/au pair suite feels like its own private residence, featuring cathedral ceilings, a second fireplace, a modern kitchen with stainless steel appliances and granite counters, and an upper-level primary suite complete with full bath and laundry. With separate entrances and private outdoor access, this space offers privacy and endless possibilities. Whether you're looking for a home that adapts to your lifestyle or an investment with built-in versatility, 2107 North Benson delivers. Conveniently located between both train stations, downtown Fairfield, shopping, I95 and the Merritt Parkway
Under contract
$1,000,000
2107 North Benson Road, Fairfield, CT 06824
4beds
3,957sqft
Est.:
Single Family Residence
Built in 1954
0.6 Acres Lot
$-- Zestimate®
$253/sqft
$-- HOA
What's special
Cozy fireplacePrivate outdoor accessFour-season sunroomDedicated laundry roomIn-ground poolFinished lower levelCathedral ceilings
- 65 days |
- 74 |
- 2 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: December 01, 2025 at 07:05am
Listed by:
Michael DeBiase Premium Properties Team,
Frankie Pistecchia (914)224-6108,
Keller Williams Realty 203-429-4020
Source: Smart MLS,MLS#: 24138896
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Primary bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Built-in Features, Laundry Hookup, Hardwood Floor
- Level: Upper
Bathroom
- Features: Skylight, Stall Shower, Tile Floor
- Level: Upper
Bathroom
- Level: Lower
Bathroom
- Level: Main
Bathroom
- Level: Main
Dining room
- Features: Hardwood Floor
- Level: Main
Dining room
- Features: Cathedral Ceiling(s), Combination Liv/Din Rm, Hardwood Floor
- Level: Main
Kitchen
- Features: Granite Counters, Eating Space, Tile Floor
- Level: Main
Kitchen
- Features: Granite Counters, Hardwood Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Living room
- Features: Cathedral Ceiling(s), Combination Liv/Din Rm, Fireplace, Hardwood Floor
- Level: Main
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
Heating
- Hot Water, Natural Gas
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Electric Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Instant Hot Water, Washer, Dryer, Water Heater
Features
- Wired for Data, Open Floorplan, In-Law Floorplan
- Doors: French Doors
- Basement: Full,Heated,Garage Access,Interior Entry,Partially Finished
- Attic: Walk-up
- Has fireplace: No
Interior area
- Total structure area: 3,957
- Total interior livable area: 3,957 sqft
- Finished area above ground: 3,063
- Finished area below ground: 894
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Accessibility
- Accessibility features: Bath Grab Bars, Accessible Hallway(s), Roll-In Shower
Features
- Levels: Multi/Split
- Patio & porch: Porch, Deck
- Exterior features: Sidewalk, Rain Gutters, Lighting, Stone Wall
- Has private pool: Yes
- Pool features: In Ground
Lot
- Size: 0.6 Acres
- Features: Level, Landscaped
Details
- Parcel number: 125229
- Zoning: R3
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Split Level
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1954
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Golf, Medical Facilities, Playground, Near Public Transport, Shopping/Mall, Tennis Court(s)
- Security: Security System
- Subdivision: University
HOA
- Has HOA: No
Location
- Region: Fairfield
Financial & listing details
- Price per square foot: $253/sqft
- Tax assessed value: $534,870
- Annual tax amount: $15,185
- Date on market: 11/7/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/1/2025 | Pending sale | $1,000,000$253/sqft |
Source:  Smart MLS #24138896 Report a problem | ||
| 11/15/2025 | Listing removed | $7,000$2/sqft |
Source: Smart MLS #24137978 Report a problem | ||
| 11/7/2025 | Listed for sale | $1,000,000-9%$253/sqft |
Source: Smart MLS #24138896 Report a problem | ||
| 11/4/2025 | Listed for rent | $7,000+7.7%$2/sqft |
Source: Smart MLS #24137978 Report a problem | ||
| 4/9/2025 | Listing removed | $6,500$2/sqft |
Source: Smart MLS #24066382 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,185 +1.8% | $534,870 |
| 2024 | $14,923 +1.4% | $534,870 |
| 2023 | $14,714 +1% | $534,870 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$6,433/mo
Principal & interest
$4675
Property taxes
$1408
Home insurance
$350
Climate risks
Neighborhood: 06824
Nearby schools
GreatSchools rating
- 9/10Osborn Hill SchoolGrades: K-5Distance: 0.2 mi
- 7/10Fairfield Woods Middle SchoolGrades: 6-8Distance: 1 mi
- 9/10Fairfield Ludlowe High SchoolGrades: 9-12Distance: 1.8 mi
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