5060 Main Street
Stratford, Connecticut 06614
Reduced from $2,850,000
- Beds
- 3
- Baths
- 3 | 1
- SqFt
- 4,643
- Acres
- 0.40
- Year Built
- 1988
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this stunning waterfront retreat on the scenic Housatonic River, offering panoramic views, luxury, and comfort. Perfect for relaxing or entertaining, this home features 3 spacious bedrooms, 3.5 baths, and a finish able bonus room above the 2-car garage-ideal for a guest suite or office. Elevator to all three levels provides added convenience. A stone wall and gated entry lead to a paver driveway, setting the stage for what's inside. The main floor boasts a sunlit living room with a fireplace and deck overlooking the pool and river. The kitchen, dining room, family room, solarium, and home office all offer beautiful water views. The lower level is an entertainer's dream: a second kitchen, stone fireplace, sauna, steam room, Jacuzzi, two bedrooms, two full baths, and a gym. Walk out to your private pool, hot tub, and dock for direct river access. The entire upper level is dedicated to the luxurious primary suite with two walk-in closets, a cedar closet, fireplace, private balcony, and a spa-like en-suite bath. Whether hosting summer gatherings, enjoying quiet nights by the fire, or taking in the serene river views from nearly every room, this exceptional home offers the ultimate in waterfront living.
Key Facts
- City/Town
- Stratford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Contemporary
- Year Built
- 1988
- Days on Market
- 350 days
- Beds
- 3
- Baths
- 3 full · 1 half
- Living Area
- 4,643 sq ft
- Lot Size
- 0.40 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $24,003 / Annually
Market Snapshot
The Stratford Market
Single Family · trailing 12 months
Active Listings
63
77 under contract
Median List Price
$560,000
63 active listings
Median Closed Price
$476,500
438 sales
Median Days on Market
42
63 active listings
Median $ / Sq Ft
$293
63 active listings
Sale-to-List Ratio
101.5%
438 sales
How this home compares
List Price
$1.70M
vs $560,000 median
3.0× the median
Price / Sq Ft
$366
vs $293 median
24.9% above median
Days on Market
350 days
vs 42 days median
308 days longer than median
Based on 63 active and 438 closed sales (trailing 12 mo) of single family in Stratford. Source: SmartMLS · As of August 28, 2026.
Location
5060 Main Street, Stratford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$8,726
- Property Taxes$2,000
- Insurance$566
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stratford
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial,Contemporary
- Year Built
- 1988
- New Construction
- No/Resale
- Living Area
- 4,643 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot AirHot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Lower LevelUpper Level
- Laundry Location
- 2 Laundry Locations
- Appliances
- Electric RangeRefrigeratorDishwasherWasherDryer
- Basement
- None
- In-Law Apartment
- PossibleOver Garage
- Interior Features
- Elevator
- Additional Rooms
- FoyerLaundry RoomSteam/Sauna
Exterior & Lot
- Lot Size
- 0.40 acres
- Zoning
- RS-3
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePavedOther
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverDock or MooringView
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Pool
- GuniteHeatedIn Ground Pool
- Construction
- Clapboard
- Color
- Gray
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyWrap Around DeckGuttersUnderground SprinklerPatio
- Lot Description
- Fence - FullSloping LotWater View
Listing & Financials
- Property Taxes
- $24,003 / Annually
- Days on Market
- 350
- MLS #
- 24125790
- MLS Status
- Active
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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 8/28/2026. 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 8/28/2026 at 12:15 AM UTC.