2580 North Benson Road
Fairfield, Connecticut 06824
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,254
- Acres
- 0.35
- Year Built
- 1834
- Neighborhood
- University
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!
Key Facts
- City/Town
- Fairfield
- Neighborhood
- University
- Property / Style
- Single Family · Cape Cod,Farm House
- Year Built
- 1834
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 3,254 sq ft
- Lot Size
- 0.35 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $14,729 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
88
91 under contract
Median List Price
$1.52M
88 active listings
Median Closed Price
$1.16M
571 sales
Median Days on Market
35
88 active listings
Median $ / Sq Ft
$502
88 active listings
Sale-to-List Ratio
102.0%
571 sales
How this home compares
List Price
$1.55M
vs $1.52M median
In line with median
Price / Sq Ft
$476
vs $502 median
5.2% below median
Days on Market
0 days
vs 35 days median
35 days fresher than median
Based on 88 active and 571 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of August 13, 2026.
Location
2580 North Benson Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$7,988
- Property Taxes$1,227
- Insurance$516
- 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
- Cape Cod,Farm House
- Year Built
- 1834
- New Construction
- No/Resale
- Living Area
- 3,254 sq ft
Schools
- Elementary
- Osborn Hill
- High
- Fairfield Ludlowe
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Laundry Location
- 1st flr Laundry Rm w built-inscounter
- Appliances
- Gas RangeWall OvenRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- PartialUnfinished
- Interior Features
- Audio SystemAuto Garage Door Opener
- Additional Rooms
- Workshop
Exterior & Lot
- Lot Size
- 0.35 acres
- Zoning
- A
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer ConnectedPublic Sewer In Street
- Flood Zone
- No
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- BarnGuttersLightingHot TubPatioShedPorchStone WallUnderground Sprinkler
- Lot Description
- Fence - FullProfessionally Landscaped
Listing & Financials
- Property Taxes
- $14,729 / Annually
- Days on Market
- 0
- MLS #
- 24198508
- MLS Status
- Coming Soon
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Co-Listed By
Lara Hoey
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/13/2026. 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 8/13/2026 at 2:01 AM UTC.