555 Lakeside Drive
Bridgeport, Connecticut 06606
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,381
- Acres
- 0.27
- Year Built
- 1959
- Neighborhood
- Lake Forest
- Property Type
- Single Family

Matt Caiola
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About This Home
Set within the sought after Lake Forest Association, this charming, stone front cape house offers an exceptional opportunity to enjoy lake living on a generous .27 acre property. With three bedrooms and 1.5 baths, this home combines timeless character with an easy, functional layout designed for everyday comfort. The expansive backyard extends down towards the lake, creating a peaceful, private setting ideal for outdoor living. A raised deck provides the perfect vantage point overlooking the serene grounds and short walk to the lake. Inside, the living room centers around a cozy fireplace, while the dining room features French doors open to the deck, enhancing the indoor/outdoor connection. The versatile third bedroom offers flexibility as an office or bedroom. Recent updates include a new roof, hot water heater and kitchen flooring. Ideally located within a vibrant established community this home is perfectly suited for those seeking an active lifestyle with the beauty of lakefront living.
Key Facts
- City/Town
- Bridgeport
- Neighborhood
- Lake Forest
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1959
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,381 sq ft
- Lot Size
- 0.27 acres
- Garage / Parking
- 2 total
- Property Taxes
- $7,162 / Annually
- HOA Fee
- $180 / Annually
Market Snapshot
The Bridgeport Market
Single Family · trailing 12 months
Active Listings
51
83 under contract
Median List Price
$479,000
51 active listings
Median Closed Price
$410,000
398 sales
Median Days on Market
34
51 active listings
Median $ / Sq Ft
$276
51 active listings
Sale-to-List Ratio
100.0%
398 sales
How this home compares
List Price
$430,000
vs $479,000 median
10.2% below median
Price / Sq Ft
$311
vs $276 median
12.7% above median
Days on Market
0 days
vs 34 days median
34 days fresher than median
Based on 51 active and 398 closed sales (trailing 12 mo) of single family in Bridgeport. Source: SmartMLS · As of August 5, 2026.
Location
555 Lakeside Drive, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$2,211
- Property Taxes$597
- Insurance$143
- HOA$15
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bridgeport
- Neighborhood
- Lake Forest
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1959
- New Construction
- No/Resale
- Living Area
- 1,381 sq ft
Schools
- Elementary
- Cross
- High
- Central
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- basement
- Appliances
- RefrigeratorWasherGas Range
- Basement
- FullStorageInterior AccessWalk-outConcrete FloorFull With Walk-Out
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.27 acres
- Zoning
- RES
- Garage / Parking
- 2 total parking spacesPavedDrivewayShared
- Waterfront Details
- Walk to WaterAssociation RequiredWater Community
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- StoneVinyl Siding
- Color
- Stone
- Roof
- Asphalt ShingleGable
- Foundation
- Block
- Exterior Features
- Deck
- Lot Description
- Level Lot
HOA / Association
- Fee
- $180 / Annually
- Amenities
- Club House
Listing & Financials
- Property Taxes
- $7,162 / Annually
- Days on Market
- 0
- MLS #
- 24195044
- MLS Status
- Coming Soon
Similar Properties
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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 8/5/2026. 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 8/5/2026 at 5:50 PM UTC.