$1,579,000

44 S Montgomery Avenue, Bay Shore, NY 11706

  • 5 beds |
  • 4 baths |
  • 5,486 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1900
  • Property Lot Size Icon0.38acre lot
  • Property Parking Icon 3 car garage
  • Property Price Per Square Feet Icon $288/sqft
  • Property List Date Icon Listed 6 days ago

Property Description

Welcome to 44 South Montgomery Avenue, a spectacular waterfront Colonial located South of Montauk in one of Bay Shore’s most desirable neighborhoods. Set on a rare 75-foot waterfront parcel with bulkheading and direct bay access, this impressive residence offers over 5,400 square feet of living space and has undergone an extraordinary top-to-bottom renovation within the last year. (Zillow) No expense was spared in transforming this home into a modern waterfront masterpiece. Highlights include a stunning oversized chef’s kitchen, expansive dining area designed for entertaining, beautifully renovated bathrooms, all-new windows, new decking, new fencing, and thoughtfully updated living spaces throughout. A private mother-in-law suite provides exceptional flexibility for extended family or guests. Blending timeless architectural charm with today’s most sought-after finishes, this home offers the perfect balance of luxury, comfort, and waterfront living. Ideally located close to Northwell South Shore University Hospital and within walking distance to vibrant downtown Bay Shore, you’ll enjoy easy access to local restaurants, nightlife, shops, and community events. The property is also conveniently close to the Fire Island ferries and some of Long Island’s most beautiful beaches, making it a true South Shore dream. Whether you’re entertaining on the new deck, enjoying the water views, or simply appreciating the craftsmanship of this remarkable renovation, 44 South Montgomery Avenue is truly move-in ready and unlike anything else on the market.

Listing Status:
Active
Data Last Updated:
June 25, 2026 at 8:20PM
Listing Office:
Eric G Ramsay Jr Assoc LLC : 631-665-1500
MLS ID:
1016052
  • General: Beamed Ceilings
  • Appliances: Gas Oven
  • Basement: Partial
  • A/C: Central Air
  • Heating: Natural Gas
  • Fireplace: FireplaceFireplaces: 1
  • General: Fire PitGas Grill
  • Style: Colonial
  • Parking: Driveway
  • Originating MLS: onekey2
  • School District: Bay Shore
  • County: Suffolk County
  • Zoning: 0500-394-00-01-00-095-000
  • View: Water
  • Utilities: Cable AvailableCable ConnectedElectricity AvailableElectricity ConnectedNatural Gas AvailableNatural Gas Connected
  • Water: Public
  • Sewer: Other
  • Source: onekey2

This listing courtesy of Eric G Ramsay Jr Assoc LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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