2107 North Benson Road

Closed 1/16/26
Closed 1/16/26
Gallery Image 1
Sold
Last Sold Price
$1,020,000
4 beds3,957 sqft$258/sqft
2107 N Benson Rd, Fairfield, CT 06824
Single FamilyProperty Type
0.6 acresLot Size
1954Year Built
$258/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.
  • Listed by: Frankie Pistecchia 914.224.6108 Frankie@mappmyhome.com • Keller Williams Realty
Listing closed: 01/16/2026 12:00 AM • Source: SMARTMLS, MLS#: 24138896

Recent comparable sales

Median sold price

$1,275,000

Avg days on market

53

Sale-to-list ratio

104.9%

Fairfield, CT

9 comparable properties found

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Property Information for 2107 North Benson Road

Property Details
  • Taxes: $15,185 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Heated, Garage Access, Interior Access, Partially Finished, Full With Hatchway, Full With Walk-Out
  • Direct Waterfront: No
  • Garages Number: 2
  • Neighborhood: University
  • Style: Split Level
  • Garage Parking Info: Under House Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1954
  • Lot Size: 0.60 AC / 26,136 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Stillson to North Benson OR Post Road to North Benson
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.1745
  • Longitude: -73.25875
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Golf Course, Medical Facilities, Playground/Tot Lot, Public Transportation, Shopping/Mall, Tennis Courts, Walk to Bus Lines
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $15,185
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Heated, Sidewalk, Porch, Deck, Gutters, Lighting, Stone Wall, French Doors
  • Pool Description: In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Instant Hot Water Tap, Washer, Dryer
  • Attic Description: Unfinished, Walk-up
  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Main
  • Room Type: Half Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Granite Counters,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 12
  • Room Features: Cathedral Ceiling,Combination Liv/Din Rm,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 5
  • Listing Key: 43072FC9C88A5627E063E201100AF004
  • Room Entry Order: 13
  • Room Features: Cathedral Ceiling,Combination Liv/Din Rm,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 6
  • Room Entry Order: 14
  • Room Level: Main
  • Room Type: Half Bath
Room 7
  • Room Entry Order: 15
  • Room Features: Built-Ins,Laundry Hookup,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 9
  • Listing Key: 43072FC9C88A5627E063E201100AF004
  • Room Entry Order: 3
  • Room Features: Granite Counters,Eating Space,Tile Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 10
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 11
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 13
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 14
  • Room Entry Order: 8
  • Room Features: Skylight,Stall Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 15
  • Room Entry Order: 9
  • Room Level: Lower
  • Room Type: Full Bath
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame, Brick
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Handicap Features: Bath Grab Bars, Hallways 36+ Inches Wide, Roll-In Shower
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1954
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Separate Entry
  • In Law Apartment: Yes
  • Sq Ft Est Heated Below Grade: 894
  • Living Area SQFT Per Public Records: 3063
Lot Information
  • Lot Description: Level Lot, Professionally Landscaped
  • Parcel Number: 125229
  • Sq Ft Est Heated Above Grade: 3063.0
  • Sq Ft Total: 3957.0
  • Zoning: R3
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: 50 Gallon Tank, 40 Gallon Tank
  • Sewage System: Public Sewer Connected, Public Sewer In Street
  • Water Source: Public Water Connected, Public Water In Street
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 2107 North Benson Road

DateEvent & SourcePriceAppreciation
Jan 9, 2026

Closed (Public Record)

Public Record #1927538384

$1,020,000

+5.0% / yr

Jul 30, 2020

Closed (Public Record)

Public Record #675108914

$780,000—
Jul 30, 2020

Closed (Public Record)

Public Record #1393166762

$780,000—
DateEvent & SourcePrice
01/09/2026

Closed (Public Record)

Public Record #1927538384

$1,020,000

+5.0% / yr

07/30/2020

Closed (Public Record)

Public Record #675108914

$780,000
07/30/2020

Closed (Public Record)

Public Record #1393166762

$780,000

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

Public Records for 2107 North Benson Road

Taxable ValueLand$340,900Additions$193,970Total$534,870
Tax Record2025$15,185 ($1,265 / month)
Home Facts
Beds4Baths4Total Finished SqFt3,063 SqFtAbove Grade Finished SqFt3,063 SqFtUnfinished Basement SqFt350 SqFtStories2Lot Size26,136 SqFtStyleSingle Family ResidenceYear Built1954Year Renovated1954ZoningR3CountyGREATER BRIDGEPORTAPNFFLD M:123 B:43

Schools near 2107 North Benson Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Osborn Hill School
Public - K to 5
Fairfield Woods Middle School
Public - 6 to 8
Fairfield Ludlowe High School
Public - 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

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.

Fairfield & Southport
Fairfield & Southport
Bustling small city amenities meet outstanding Connecticut natural beauty. Fairfield is a charming coastal New England town spanning 30 square miles along the Long Island Sound, just 50 miles from NYC. Here, 62,000 residents enjoy the vibrant energy and sophisticated air of a small city combined...
Fairfield & Southport Guide

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 2107 North Benson Road, Fairfield, CT 06824
$1,020,000
4
3,957
26,136
20 Thornhill Road, Fairfield, CT 06824
$460,000
4
2,348
20,908
979 Stillson Road, Fairfield, CT 06824
$525,000
3
2,276
33,976
48 Thornhill Road, Fairfield, CT 06824
$318,000
3
2,848
20,037
2082 North Benson Road, Fairfield, CT 06824
$790,000
5
3,700
11,761
1031 Stillson Road, Fairfield, CT 06824
–
3
1.5
1,611
22,651

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Listing Courtesy of Keller Williams Realty, Frankie Pistecchia

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.