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366 Brookside Drive

Fairfield, Connecticut 06824

COMING SOON - NEW$799,000
Beds
3
Baths
2
SqFt
2,135
Acres
0.29
Year Built
1952
Matt Caiola

Matt Caiola

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1 Fireplace

About This Home

Welcome to this beautifully updated home in the desirable Lake Hills Association, where comfortable living comes with lake and beach access. Larger than the typical Cape, this 3 bed, 2 bath home offers a bright, open floor plan with hardwood floors, generous living spaces, and an easy flow for everyday life and entertaining. At the heart of the home is the updated kitchen, featuring white cabinetry, quartz countertops, stainless steel appliances, a tile backsplash, and an oversized island with seating. The kitchen opens to the living and dining areas, creating a spacious gathering space filled with natural light and highlighted by a charming fireplace. Just off the main living area, the screened three-season porch with removable windows offers a peaceful place to relax and enjoy the surrounding greenery. Recent updates include crown molding, hardwood flooring, walk-in showers, and a refreshed lower level. The partially finished basement offers flexible space for a family room, office, gym, or recreation area, while the unfinished portion and oversized attic provide excellent storage. Major improvements include a new furnace, new oil tank, and new blown-in insulation. With its welcoming curb appeal, updated interior, flexible living space, and lake and beach access, this home is ready to enjoy year round.

Key Facts

City/Town
Fairfield
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1952
Days on Market
1 day
Beds
3
Baths
2 full
Living Area
2,135 sq ft
Lot Size
0.29 acres
Garage / Parking
4 total
Property Taxes
$9,962 / Annually
HOA Fee
$550 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

Median Days on Market

47

94 active listings

Median $ / Sq Ft

$484

94 active listings

Sale-to-List Ratio

102.3%

587 sales

How this home compares

List Price

$799,000

vs $1.40M median

42.8% below median

Price / Sq Ft

$374

vs $484 median

22.7% below median

Days on Market

1 day

vs 47 days median

46 days fresher than median

Based on 94 active and 587 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of September 16, 2026.

Location

366 Brookside Drive, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,292

per month

  • Principal & Interest$4,150
  • Property Taxes$830
  • Insurance$266
  • HOA$46

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

Location

City/Town
Fairfield
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1952
New Construction
No/Resale
Living Area
2,135 sq ft
Below Grade
500 sq ft

Schools

Elementary
Osborn Hill
High
Fairfield Ludlowe

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Wall UnitWindow Unit
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullStorageInterior AccessPartially Finished
In-Law Apartment
No

Exterior & Lot

Lot Size
0.29 acres
Zoning
A
Garage / Parking
4 total parking spacesDrivewayPaved
Waterfront Details
Walk to WaterBeach RightsWater Community
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Wood
Roof
Shingle
Foundation
Concrete
Exterior Features
PorchGuttersPatio
Lot Description
Level Lot

HOA / Association

Fee
$550 / Annually

Listing & Financials

Property Taxes
$9,962 / Annually
Days on Market
1
MLS #
24207176
MLS Status
Coming Soon

Similar Properties

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Listed By

Geo Crume

(203) 692-5915

Keller Williams Realty

(203) 429-4020

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 5:10 AM UTC.