533 North Benson Road
Fairfield, Connecticut 06824
- Beds
- 6
- Baths
- 4 | 1
- SqFt
- 3,631
- Acres
- 0.68
- Year Built
- 1926
- Neighborhood
- University
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
89
104 under contract
Median List Price
$1.57M
89 active listings
Median Closed Price
$1.16M
572 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.