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165 Halley Avenue

Fairfield, Connecticut 06825

ACTIVE - NEW$975,000
Beds
6
Baths
3
SqFt
2,761
Acres
0.18
Year Built
1916
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Welcome to 165 Halley Avenue, a fantastic opportunity for both investors and owner-occupants seeking income potential in a highly desirable Fairfield location! This legal three-family property features three spacious, floor-through apartments, each offering 2 bedrooms and 1 full bathroom, along with the added convenience of a two-car garage, private driveway, and backyard area. The first-floor unit is currently occupied, while the second- and third-floor apartments are vacant, providing an incredible opportunity for an owner-occupant to live in one unit while generating rental income from the others, or for an investor looking to maximize returns. When fully occupied, the property has the potential to generate approximately $9,000 per month in gross rental income, making this an especially attractive opportunity for those looking to capitalize on Fairfield's desirable rental market. The updated second- and third-floor units offer appealing finishes and abundant natural light throughout, creating bright and inviting living spaces. Ideally situated just off Kings Highway East, the property offers exceptional convenience to many of Fairfield's most sought-after destinations, including the Fairfield-Black Rock and Downtown Metro-North train stations, Fairfield University, Black Rock Turnpike, Downtown Fairfield, and Fairfield Beach.

Key Facts

City/Town
Fairfield
Neighborhood
Tunxis Hill
Property / Style
Multi-Family · Units on different Floors
Year Built
1916
Days on Market
0 days
Beds
6
Baths
3 full
Living Area
2,761 sq ft
Lot Size
0.18 acres
Garage / Parking
2 garage · 7 total
Property Taxes
$10,776 / Annually

Market Snapshot

The Fairfield Market

Multi-Family · trailing 12 months

View area

Median Days on Market

31

6 active listings

Median $ / Sq Ft

$453

6 active listings

Sale-to-List Ratio

98.5%

18 sales

How this home compares

List Price

$975,000

vs $1.06M median

8.2% below median

Price / Sq Ft

$353

vs $453 median

22.1% below median

Days on Market

0 days

vs 31 days median

31 days fresher than median

Based on 6 active and 18 closed sales (trailing 12 mo) of multi-family in Fairfield. Source: SmartMLS · As of November 11, 2026.

Location

165 Halley Avenue, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,507

per month

  • Principal & Interest$5,284
  • Property Taxes$898
  • Insurance$325
  • HOA$0

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

Location

City/Town
Fairfield
Neighborhood
Tunxis Hill
County
Fairfield

Residence

Property Type
Multi-Family
Subtype
3 Family
Style
Units on different Floors
Year Built
1916
New Construction
No/Resale
Living Area
2,761 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Window Unit
Basement
FullUnfinished

Exterior & Lot

Lot Size
0.18 acres
Zoning
C
Garage / Parking
2 garage spaces7 total parking spacesDetached GarageDrivewayPavedPrivatePaved
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Shingle
Foundation
Brick
Lot Description
Level Lot

Listing & Financials

Property Taxes
$10,776 / Annually
Days on Market
0
MLS #
24220500
MLS Status
Active

Similar Properties

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

Listed By

Daniel Shawah

(203) 521-6348

Baldwin Pearson & Co., Inc

(203) 335-5117

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/11/2026. 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 11/11/2026 at 6:16 PM UTC.