OneKey® MLS
  • Buy
  • Rent
  • Commercial
  • Find an Agent
  • NYS Fair Housing Notice
  • Language
    Price range
    $
    $
    Bedrooms
    Bathrooms
    Home type
    Square feet
    Lot size
    Heating
    Cooling
    Parking spots
    Garage
    Basement
    Year built
    Max HOA
    Down payment assistanceDown payment assistance
    Tours
    View
    More amenities
    1 home
      1 home available
      44 S Montgomery Avenue, Bay Shore, NY 11706
      Closed Sep 25, 2025
      44 S Montgomery Avenue, Bay Shore, NY 11706
      $912,500
      5beds
      3.5bath
      5,486sqft
      0.38acres
      House for Sale
      Down payment assistanceDown Payment Help

      44 S Montgomery Avenue, Bay Shore, NY 11706

      Listing by: Eric G Ramsay Jr Assoc LLC
      1 - 1 of 1 results
      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Equal opportunity
      Membio
      OneKey® MLS
      44 S Montgomery Avenue, Bay Shore, NY 11706
      Closed Sep 25, 2025
      $912,500
      Down payment assistanceDown Payment Help
      5beds
      3full,1half bath
      5,486sqft
      0.38acres

      44 S Montgomery Avenue, Bay Shore, NY 11706

      City/Town:Bay Shore   Post Office: Bay Shore     

      House for Sale by Tammy J. RamsayEric G Ramsay Jr Assoc LLC.

      Data checked -. Listing last updated 49 days ago.
      1. Overview
      2. Details
      3. More 

      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.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1900
        Heating
      Natural Gas
        Cooling
      Central Air
        Total rooms
      12
        Garage
      Yes (3 space)
        City/Town
      Bay Shore
        Post Office
      Bay Shore
        Parking spots
      -
      856820
      MLS ID
      Closed
      Status
      Sep 25, 2025
      Closed
        Laundry features
        Flooring
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Colonial
        Basement
      Partial
        View
      Water
      Interior features
      Beamed Ceilings
      Exterior features
      Fire Pit, Gas Grill
      Lot features
      Appliances included
      Gas Oven
      Construction materials
      Clapboard
      Monthly taxes
      $2,246
      Yearly taxes
      $26,956.08
      Community Features
      -
      School district
      Bay Shore
      Schools
      Brook Avenue Elementary School, Bay Shore Middle School, Bay Shore Senior High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      Tammy J. Ramsay
      Tammy J. Ramsay
      Scarlett Leone
      Scarlett Leone
      Tammy J. Ramsay
      Tammy J. Ramsay
      Real Estate Salesperson, Eric G Ramsay Jr Assoc LLC
      Direct Number 
       
      Scarlett Leone
      Scarlett Leone
      Real Estate Salesperson, Eric G Ramsay Jr Assoc LLC
      Direct Number 
       
      Location
      south of montauk to Montgomery
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      44 S Montgomery Avenue, Bay Shore, NY 11706, is a 5 bedroom, 3 bathroom, 5486 sqft. Single Family Residence built in 1900. This property is currently available for sale and was listed on OneKey® MLS on 5-12-2025. The MLS# for this Single Family Residence is MLS# 856820.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025