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Back 5050 Main Street
Off Market

5050 Main Street

Stratford CT 06614

4
5
5
7200 sq. ft.
0.39 ac.
Single-Family
Last sold for $2,200,000
Robert BenedettoRobert Benedetto, last sold this property on 22 August 2025 after 83 days on market.

Overview

A rare, direct waterfront gem on the Housatonic River in Connecticut, this 7,500 SF custom contemporary home offers modern luxury and scenic beauty. Designed for entertaining, the open layout features soaring ceilings, walls of glass, and stunning river views. The living area includes a gas fireplace and an imported French pewter bar. A chef's kitchen with high-end appliances and a large island opens to the water. The primary suite boasts hardwood floors, a gas fireplace, a spa bath with steam shower and sauna, exercise room, dual closets, and a private deck. A three-stop elevator adds convenience. Additional highlights include a full gym with hot tub and ice bath, five-car garage, guest suite, and lower-level bedroom or office with water views. Outdoor amenities include expansive decks, a stone terrace, a level lawn, and a private dock with a 16,000 lb boat lift. Features like radiant heat, Low-E windows, phantom-screened lanai, and full-house generator complete this exceptional property. All of this just 90 minutes from New York City, with convenient access to the scenic Merritt Turnpike, Metro-North train line, or take your own boat directly to Long Island Sound - just around the river bend.

Features

4 bedrooms
5 bathrooms
5 carspaces
5 garage spaces
7200 sq. ft. floor area
0.39 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Stratford over the last 12 months, the estimated median property value of 5050 Main Street is $572.45k.

Median value
$572.45k
Estimated value range
$340k - $2.2m
Median days on market
27
Estimated value trend
5%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Stratford. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5050 Main Street

2025
Sold
$2,200,000
22 Aug 2025 by Robert Benedetto, of Property World
2023
Sold
$1,800,000
15 Aug 2023 by Denise Melendez, of Berkshire Hathaway NE Prop.
2020
Sold
$1,550,000
31 Dec 2020 by Bozena Jablonski, of Brown Harris Stevens

Happy sellers in Stratford

94%
94% of sellers in Stratford reported that their sale price either exceeded or met their price expectations.

Stratford stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 6 reviews in Stratford over the last 12 months.

Local market activity for 4 bedroom single-family properties in Stratford

In the last 12 months, 66 four-bedroom single-family properties similar to 5050 Main Street, have been sold.

This represents a 18% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Stratford

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Luis Martins

Luis Martins is a recommended agent for Stratford.  They have 2 local sales and collected 2 local reviews across the last 12 months.

  •   5   (6 reviews)
  •  2 Reviews in Stratford
  •  2 Sales in Stratford
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Lucy Newton

Lucy Newton is a recommended agent for Stratford.  They have 2 local sales and collected 2 local reviews across the last 12 months.

  •   4.9   (14 reviews)
  •  2 Reviews in Stratford
  •  2 Sales in Stratford
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Cheri Coleman

Cheri Coleman is a recommended agent for Stratford.  They have 4 local sales and collected 1 local review across the last 12 months.

  •   5   (3 reviews)
  •  1 Review in Stratford
  •  4 Sales in Stratford
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Celina Cuomo

Celina Cuomo is a recommended agent for Stratford.  They have 2 local sales and collected 1 local review across the last 12 months.

  •   5   (25 reviews)
  •  1 Review in Stratford
  •  2 Sales in Stratford
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