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$2,200,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 7,200 Sq. Ft.
  • 5 Car Garage
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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.

Full Property Details for 5050 Main St

General

  • Sold For: $2,200,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24099073
  • Added to Site: 232 day(s) ago

Interior

  • Number of Rooms: 10
  • Rooms/Areas: Exercise Room, Foyer, Laundry Room, Workshop
  • Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Elevator, Sauna, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Electric Cooktop, Gas Cooktop, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Balcony/Deck, Built-Ins, Gas Log Fireplace, Steam/Sauna, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Balcony/Deck, Full Bath, Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Wet Bar, Gas Log Fireplace, Marble Floor, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Marble Floor, Main
  • Office: Office - Built-Ins, Hardwood Floor, Upper
  • Game room: Yes
  • Game Room: Rec/Play Room - Gas Log Fireplace, Patio/Terrace, Sliders, Marble Floor, Lower
  • Rec Room: Gas Log Fireplace, Patio/Terrace, Sliders, Marble Floor, Lower
  • Laundry: Lower Level, Upper Level
  • Other Room 1: Other, Lower

Exterior

  • Exterior Features: Deck, Hot Tub, Covered Deck, Stone Wall, Paddock, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5
  • Parking: Attached Garage, Under House Garage

Location

  • County: Fairfield
  • Driving Directions: Merritt Parkway Exit 53 or I-95 Exit 33 RT 110 Main Street

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Radiant, Propane
  • Heating Fuel: Propane
  • Water Heater: Propane, Tankless Hotwater

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Contemporary, Modern
  • Construction Status: No/Resale
  • Exterior Const.: Other
  • Basement Desc.: Full, Heated, Fully Finished, Garage Access, Cooled, Liveable Space, Full With Walk-Out
  • Roof: Flat, Other
  • Square Feet: 7,200
  • Above Ground: 5,440 Sq. Ft.
  • Below Ground: 1,760 Sq. Ft.
  • Year Built: 2006

Lot Features

  • Lot Size (Acres): 0.39
  • Zoning: RS-3
  • Lot Description: Fence - Partial, Sloping Lot, Cleared, Professionally Landscaped, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: River, Dock or Mooring, View

Green Features

  • Energy Features: Generator, Programmable Thermostat

Financial Considerations

  • Assessment Amount: $589,720
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 373441

Listed by Property World, Robert Benedetto
Sold by Keller Williams Realty Prtnrs., Leslie Figueroa

Listing agent

— 5050 Main St —

  • Robert Benedetto

    Property World

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5050 Main St

School District:Stratford School District
NameGradesDistance
Wilcoxson School
600 Wilcoxson Avenue, Stratford, CT 06614
K-61.2 mi
David Wooster Middle School
150 Lincoln Street, Stratford, CT 06615
7-81.6 mi
Stratford High School
245 King Street, Stratford, CT 06615
9-122.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5050 Main St

Date
Details
Price
Change
Source
8/22/2025
Sold
$2,200,000
-26.42%
MLS
5/30/2025
Listed
$2,990,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Property World, Robert Benedetto
Sold by Keller Williams Realty Prtnrs., Leslie Figueroa

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5050 Main Street, Stratford, CT 06614 (MLS# 24099073) is a Single Family property that was sold at $2,200,000 on August 22, 2025. Want to learn more about 5050 Main Street? Do you have questions about finding other Single Family real estate for sale in Stratford? You can browse all Stratford real estate or contact a Coldwell Banker agent to request more information.