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280 Mill Hill Road

Fairfield, Connecticut 06890

PENDING$1,395,000
Beds
3
Baths
2 | 1
SqFt
2,731
Acres
0.61
Year Built
1928
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

THANK YOU FOR YOUR INTEREST IN 280 MILL HILL ROAD. SELLER IS REQUESTING HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TODAY, MONDAY MAY 11TH AT 5PM. Picture perfect 1920s Colonial in the location we all covet. Welcome to 280 Mill Hill Road, a beautiful center hall colonial that blends timeless character with modern updates-all in an exceptional in-town location. Just a short stroll to Southport Village, this home offers the perfect balance of charm, convenience, and lifestyle. Inside, sun-filled living spaces showcase classic architectural details and a warm, inviting flow ideal. The newly renovated kitchen features stylish finishes and modern functionality, seamlessly complementing the home's historic appeal. The flexible layout includes a finished third floor, perfect as a fourth bedroom, home office, gym or flexible space to suit your needs. Step outside to enjoy an expansive patio overlooking the expansive fenced backyard, surrounded by mature landscaping-an ideal setting for outdoor dining, entertaining, or simply relaxing in a private, picturesque setting. Located within walking distance to Mill Hill School, the train, Southport Village, dining, and the harbor, this is a rare opportunity to own a quintessential Fairfield home.

Key Facts

City/Town
Fairfield
Neighborhood
Southport
Property / Style
Single Family · Colonial
Year Built
1928
Days on Market
90 days
Beds
3
Baths
2 full · 1 half
Living Area
2,731 sq ft
Lot Size
0.61 acres
Garage / Parking
2 garage
Property Taxes
$15,100 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

33

89 active listings

Median $ / Sq Ft

$500

89 active listings

Sale-to-List Ratio

101.9%

572 sales

How this home compares

List Price

$1.40M

vs $1.57M median

11.4% below median

Price / Sq Ft

$511

vs $500 median

In line with median

Days on Market

90 days

vs 33 days median

57 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

280 Mill Hill Road, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,836

per month

  • Principal & Interest$7,113
  • Property Taxes$1,258
  • Insurance$465
  • HOA$0

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

Location

City/Town
Fairfield
Neighborhood
Southport
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1928
New Construction
No/Resale
Living Area
2,731 sq ft

Schools

Elementary
Mill Hill
High
Fairfield Ludlowe

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Main
Appliances
Gas CooktopWall OvenRefrigeratorDishwasherWasherDryer
Basement
FullUnfinished
Additional Rooms
Foyer

Exterior & Lot

Lot Size
0.61 acres
Zoning
AA
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer In StreetSeptic
Flood Zone
No
Construction
ShingleWood
Color
Cream
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
GrillShedGuttersGarden AreaPatio
Lot Description
Fence - PartialDryLevel Lot

Listing & Financials

Property Taxes
$15,100 / Annually
Days on Market
90
MLS #
24170660
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Wendy Ryan

(203) 964-7450

Brown Harris Stevens

(203) 254-1500

Co-Listed By

Andrew Whiteley

Brown Harris Stevens

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 3:25 AM UTC.