44 S Montgomery Avenue, Bay Shore, NY 11706

Local realty services provided by:ERA Caputo Realty
#1#2#3
44 S Montgomery Avenue,Bay Shore, NY 11706
$999,999
  • 5 Beds
  • 4 Baths
  • 5,486 sq. ft.
  • Single family
  • Pending
Listed by:tammy j. ramsay
Office:eric g ramsay jr assoc llc.
MLS#:856820
Source:One Key MLS

Price summary

  • Price:$999,999
  • Price per sq. ft.:$141.76

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

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Home facts

  • Year built:1900
  • Listing Id #:856820
  • Added:100 day(s) ago
  • Updated:August 12, 2025 at 03:15 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:4
  • Full bathrooms:3
  • Half bathrooms:1
  • Living area:5,486 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Natural Gas

Structure and exterior

  • Year built:1900
  • Building area:5,486 sq. ft.
  • Lot area:0.38 Acres

Schools

  • High school:Bay Shore Senior High School
  • Middle school:Bay Shore Middle School
  • Elementary school:Brook Avenue Elementary School

Utilities

  • Water:Public

Finances and disclosures

  • Price:$999,999
  • Price per sq. ft.:$141.76
  • Tax amount:$26,956 (2025)
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