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533 North Benson Road

Fairfield, Connecticut 06824

PENDING$1,200,000
Beds
6
Baths
4 | 1
SqFt
3,631
Acres
0.68
Year Built
1926
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Waterfront4-Car Garage1 Fireplace

About This Home

Stately Classic 1927 in Fairfield's sought after University section offering 6 Bedrooms, 4.5 baths, timeless architecture, and room for everyone. Built with quality old-world construction and gracious proportions rarely found today, this is not your typical "seen one, seen them all" staged home- but a property with genuine character, scale, and opportunity. A welcoming entrance foyer opens to an expansive living room with fireplace and adjoining den, formal dining room, private office, and first floor bedroom suite with full bath- ideal for, guests, extended family, or au pair living. The large eat-in kitchen with gas range flows into sun-filled sunroom overlooking the private backyard. Upstairs are 5 bedrooms and 3 full baths, including spacious primary suite with oversized walk-in closet, dressing area and private bath. Outside, a pergola-covered patio overlooks the grassy yard with tranquil stream that winds through the property. The rare double lot offers exceptional outdoor recreation space and privacy. Awning and Generator included. Heated Detached 4-car garage provides outstanding flexibility for a car enthusiast, studio, gym, workshop, home office or play space with additional storage above. A classic roaring Twenties gem awaiting its next chapter for someone who values space, craftsmanship, and the chance to create something extraordinary.

Key Facts

City/Town
Fairfield
Neighborhood
University
Property / Style
Single Family · Colonial
Year Built
1926
Days on Market
70 days
Beds
6
Baths
4 full · 1 half
Living Area
3,631 sq ft
Lot Size
0.68 acres
Garage / Parking
4 garage · 8 total
Property Taxes
$16,095 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

33

89 active listings

Median $ / Sq Ft

$491

89 active listings

Sale-to-List Ratio

101.9%

572 sales

How this home compares

List Price

$1.20M

vs $1.57M median

23.8% below median

Price / Sq Ft

$330

vs $491 median

32.8% below median

Days on Market

70 days

vs 33 days median

37 days longer than median

Based on 89 active and 572 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 28, 2026.

Location

533 North Benson Road, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,859

per month

  • Principal & Interest$6,118
  • Property Taxes$1,341
  • Insurance$400
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Fairfield
Neighborhood
University
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1926
New Construction
No/Resale
Living Area
3,631 sq ft

Schools

Elementary
Osborn Hill
High
Fairfield Ludlowe

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central AirWindow Unit
Fireplaces
1
Laundry
Main Level
Laundry Location
First Floor.
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherDisposalWasherDryer
Basement
FullPartially Finished
Interior Features
Security System

Exterior & Lot

Lot Size
0.68 acres
Zoning
A
Garage / Parking
4 garage spaces8 total parking spacesDetached GaragePavedDrivewayAsphalt
Waterfront
Direct waterfront
Waterfront Details
BrookView
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Clapboard
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Corner LotSome WetlandsLevel Lot

Listing & Financials

Property Taxes
$16,095 / Annually
Days on Market
70
MLS #
24176641
MLS Status
Under Contract

Similar Properties

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Listed By

Bob Richter

(203) 856-6588

Coldwell Banker Realty

(203) 254-7100

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 2:40 AM UTC.