280 Brookbend Road
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,706
- Acres
- 0.96
- Year Built
- 1972
- 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
AN EXTRAORDINARY HOME. AN EXCEPTIONAL LIVING EXPERIENCE IN WINTON PARK. Welcome to one of the most exciting homes to hit the market! Rarely does a home offer such an experience at every turn. From the moment you enter, you are greeted by soaring ceilings, dramatic architectural details, and incredible expanses of glass letting the outside in. This is a home where nature becomes part of your everyday living. Beautifully maintained and thoughtfully updated, this remarkable residence has a fabulously designed kitchen - one you'd love spending time in. An inviting dining room highlighted by a stunning exposed brick accent wall, sets the stage for memorable gatherings and a dining experience that is anything but ordinary. And everyone loves a sunroom! Two separate living spaces each with a stunning architecturally designed fireplace, four generously sized bedrooms including a beautiful en suite primary retreat. And then there is the yard - truly magical! Set on nearly an acre of lush, rolling and level grounds, with a collection of charming outdoor vignettes creates distinct spaces for entertaining, relaxing and gathering with friends. The custom-enclosed garden with water source is a gardeners dream. Every turn there is something to discover, something to appreciate. This is not simply a home to see, it is a home to experience and an experience you won't soon forget.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- University
- Property / Style
- Single Family · Modern,Contemporary
- Year Built
- 1972
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,706 sq ft
- Lot Size
- 0.96 acres
- Property Taxes
- $19,063 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
118
72 under contract
Median List Price
$1.20M
118 active listings
Median Closed Price
$1.16M
585 sales
Median Days on Market
27
118 active listings
Median $ / Sq Ft
$502
118 active listings
Sale-to-List Ratio
102.5%
585 sales
How this home compares
List Price
$1.55M
vs $1.20M median
29.6% above median
Price / Sq Ft
$572
vs $502 median
13.9% above median
Days on Market
0 days
vs 27 days median
27 days fresher than median
Based on 118 active and 585 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of October 9, 2026.
Location
280 Brookbend Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$8,580
- Property Taxes$1,589
- 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
- Modern,Contemporary
- Year Built
- 1972
- New Construction
- No/Resale
- Living Area
- 2,706 sq ft
Schools
- Elementary
- Riverfield
- High
- Fairfield Ludlowe
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Appliances
- Gas RangeRefrigeratorDishwasherDisposalWasherDryer
- Basement
- None
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 0.96 acres
- Zoning
- AA
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Slab
- Lot Description
- Level LotProfessionally LandscapedRolling
Listing & Financials
- Property Taxes
- $19,063 / Annually
- Days on Market
- 0
- MLS #
- 24212214
- MLS Status
- Coming Soon
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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 10/9/2026. 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 10/9/2026 at 8:15 PM UTC.