Sold

44 Montgomery Avenue Bay Shore, NY 11706

$912,500

Listed at $999,999. Closed September 25, 2025.

Listing courtesy of Tammy J. Ramsay, Eric G Ramsay Jr Assoc LLC MLS #KEY856820

Only the front exterior photograph is shown on closed sales, in keeping with OneKey MLS rules.

  • 5Bedrooms
  • 3.5Bathrooms
  • 5,486Square feet
  • $166Per square foot
  • 1900Year built

About this home

Gracious Waterfront Colonial South of Montauk! Step into timeless elegance at this stately 12-room Colonial nestled on a rare 75’ wide waterfront lot with bulkhead and bay access. Boasting over 5,400 sq. ft. of living space, this 5-bedroom, 4-bath residence combines classic charm with spacious modern living. Highlights include formal living and dining rooms, a sun-drenched family room, sunroom, and a grand primary suite with dual walk-in closets. The third floor offers two additional bedrooms, a sitting room, and bath—perfect for guests or extended family. Enjoy summer nights by the water, host gatherings around the fire pit or gas grill, and take in serene views from the lush 16,553 sq. ft. lot. Located just south of Montauk Highway, this home is close to South Shore University Hospital, shopping, and Bay Shore’s vibrant village amenities. A rare opportunity to own a historic gem with modern updates in one of Bay Shore’s most desirable waterfront enclaves. House also offers 2 car detached garage with full standing room attic.

Description supplied by the listing broker.

Features

  • Beamed Ceilings

This listing

  1. September 25, 2025 Sold for $912,500
  2. May 5, 2025 Listed at $999,999

Location

44 Montgomery Avenue, Bay Shore, NY 11706

About Bay Shore

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