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44 S Montgomery Avenue, 
Bay Shore, NY 11706

$1,099,000


5

Beds


4

Baths


5,486

Sq Ft


Single Family

Coming Soon

Listed by

Tammy J. Ramsay

Eric G Ramsay Jr Assoc LLC.

Last updated:

May 7, 2025, 05:10 PM

MLS#

856820

Source:

LI

About This Home

44 S Montgomery Avenue

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 4-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.

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 1900

Price Summary

1,099,000

$200 per Sq. Ft.

MLS #:

856820

Last Updated:

May 7, 2025, 05:10 PM

Added:

3 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

5,486 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

7,054 Sq. Ft.

Year Built:

1900


Lot

Lot Size (Sq. Ft):

16,553


Finances & Disclosures

Finances

Price:

$1,099,000

Price per Sq. Ft:

$200 per Sq. Ft.

Source:LI
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