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44 S Montgomery Ave

Bay Shore NY 11706

5
4
3
7054 sq. ft.
16553 sq. ft.
Single-Family
Currently for sale - view listing

Overview

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.

Features

5 bedrooms
4 bathrooms
3 carspaces
3 garage spaces
7054 sq. ft. floor area
16553 sq. ft. lot size
Single-Family

Property history for 44 S Montgomery Ave

2025
Sold
$912,500
25 Sep 2025 by Tammy Ramsay, of Eric G Ramsay Jr Assoc LLC
2018
Sold
$590,000
17 May 2018 by Andrew Netter, of Netter Real Estate Inc

Happy sellers in Bay Shore

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We have insufficient information to provide an overview of customer satisfaction for Bay Shore. Viewing the agent profiles, reviews and sales for Bay Shore can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Bay Shore

In the last 12 months, 41 five-bedroom single-family properties similar to 44 S Montgomery Ave, have been sold.

This represents a 6% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

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