285 Old Dam Road
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,583
- Acres
- 0.29
- Year Built
- 1992
- 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
A Rare Waterfront Retreat. Set along Fairfield's coveted Pine Creek, this 4-bedroom, 2.5-bath home offers a private dock with easy access to Long Island Sound and a relaxed coastal lifestyle. Spend your days boating, kayaking or paddleboarding right from your backyard, then unwind on the expansive deck overlooking the water. Inside, a light-filled, open layout makes the most of the setting, with walls of windows capturing water views throughout the main living spaces. The chef's kitchen features a large center island and opens naturally to the living and dining areas, creating an easy flow for everyday life and entertaining. A spacious bonus/game room with a vaulted ceiling and fireplace is an inviting spot for movie nights, game days or gathering with friends and family. The primary suite enjoys peaceful water views, while three additional generously sized bedrooms offer plenty of space for family, guests or a home office. Outside, the deck with awning extends the living space and provides a natural place for summer dinners and evenings by the water. An additional parcel across the street offers extra parking, recreation space and access to scenic marsh trails. With a private dock, easy Long Island Sound access and a setting designed to be enjoyed inside and out, this is Pine Creek living at its best.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1992
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,583 sq ft
- Lot Size
- 0.29 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $23,101 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
109
72 under contract
Median List Price
$1.20M
109 active listings
Median Closed Price
$1.17M
581 sales
Median Days on Market
27
109 active listings
Median $ / Sq Ft
$506
109 active listings
Sale-to-List Ratio
102.5%
581 sales
How this home compares
List Price
$2.10M
vs $1.20M median
75.0% above median
Price / Sq Ft
$813
vs $506 median
60.7% above median
Days on Market
0 days
vs 27 days median
27 days fresher than median
Based on 109 active and 581 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of October 6, 2026.
Location
285 Old Dam Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$11,495
- Property Taxes$1,925
- Insurance$700
- HOA$0
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
- Colonial
- Year Built
- 1992
- New Construction
- No/Resale
- Living Area
- 2,583 sq ft
Schools
- Elementary
- Mill Hill
- High
- Fairfield Ludlowe
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorFreezerIcemakerDishwasherDisposalWasherDryer
- Basement
- Crawl SpaceUnfinishedGarage AccessConcrete Floor
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.29 acres
- Zoning
- BD
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- L. I. Sound FrontageDock or MooringBeach RightsWater CommunityViewAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- Shingle
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- AwningsDeckUnderground Sprinkler
- Lot Description
- Water View
Listing & Financials
- Property Taxes
- $23,101 / Annually
- Days on Market
- 0
- MLS #
- 24212040
- 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 10/6/2026. 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 10/6/2026 at 8:35 AM UTC.