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44 S Montgomery Avenue

Bay Shore, NY 11706
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Bed 5

Bed

Bath 4

Bath

SqFt5,486

Sqft

Acres0.38

Acre(Lot)

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 gue sts. 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.

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Detail Ic Property Details

Property Type : Residential

Price : $1,579,000

AD Id : 85534427

MLS Id : 1016052

Beds : 5

Lot Size : 0.38 Acre

Living Area Size : 5,486

Year Built : 1900

Garage : 3

County : Suffolk

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 4

    Room Information

    Rooms Total: 12 Basement: Partial
  • Interior Features

    Beamed Ceilings Appliances: Gas Oven
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1900 Building Area Total: 7054 Construction Materials: Clapboard Frontage Length: 75 Private Pool: No Water front Features: Waterfront View: Water
  • Exterior Features

    Exterior Features: Fire Pit, Gas Grill

  • Lot Information

    Lot Size Acres: 0.38 Lot Size Square Feet: 16553 Lot Description: Waterfront

  • Listing Price Information

    Listing Price: $1579000 Original Price: $1479000

  • Tax Information

    Parcel Number: 0500-394-00-01-00-095-000 Annual Tax: $27797

  • Parking Information

    Driveway

    Garage Information

    Has Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Brook Avenue Elementary School
    Junior High School: Bay Shore Middle School
    Senior High School: Bay Shore Senior High School
  • Utility Information

    Natural Gas Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Connected
  • Location Information

    Direction: south of montauk to Montgomery WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
33 Broadway, Fair Harbor, NY, 11706 $975,000 3 1 864 864 SqFt
12 Mallar Avenue, Bay Shore, NY, 11706 $649,000 4 2 1,300 1,300 SqFt
146 Awixa Avenue, Bay Shore, NY, 11706 $999,999 5 3 3,012 3,012 SqFt
2206 Union Boulevard, Bay Shore, NY, 11706 $759,000 5 2 2,098 2,098 SqFt
100 Awixa Avenue, Bay Shore, NY, 11706 $3,350,000 5 5 6,342 6,342 SqFt
73 Danbury Street, Bay Shore, NY, 11706 $749,000 4 3 2,241 2,241 SqFt
35 S Penataquit Avenue, Bay Shore, NY, 11706 $1,950,000 9 5 5,646 5,646 SqFt
16 S Montgomery Avenue, Bay Shore, NY, 11706 $1,699,999 5 6 4,250 4,250 SqFt
2 Burnett Avenue, Bay Shore, NY, 11706 $748,000 4 3 1,746 1,746 SqFt
23 Anna Street, Bay Shore, NY, 11706 $625,000 3 2 1,462 1,462 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/25/2026 @ 19:17

MLS: 1016052 LISTED BY: Tammy Ramsay, Eric G Ramsay Jr Assoc LLC 631-665-1500 SOURCE: OneKey MLS

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