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44 S Montgomery Avenue
Bay Shore NY 11706 US

$1,579,000

Active Listing ID 1016052
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5 bed
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4.00 Bath (4 Full)
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Lot: 0.38 Acres
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Single Family Residence

$1,579,000

Active Listing ID 1016052
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44 S Montgomery Avenue 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.

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Property Features

  • Facts
  • Lot Size: 0.38 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Central Air
  • Exterior Finish: Fire Pit, Gas Grill
  • Heating Fuels: Natural Gas
  • Additional Features
  • Basement
  • Fireplace
  • Waterfront

School Information

  • School
  • Brook Avenue Elementary School(Elementary)
  • Bay Shore Middle School(MiddleSchool)
  • Bay Shore Senior High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1579000
  • unparsedaddress: 44 S Montgomery Avenue
  • postalcity: Bay Shore
  • stateorprovince: NY
  • country: US
  • postalcode: 11706
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.38
  • lotsizeunits: Acres
  • lotsizearea: 0.38
  • livingarea: 5486
  • livingareaunits: Square Feet
  • latitude: 40.722248
  • longitude: -73.238674
  • listagentfullname: Tammy J. Ramsay
  • listagentemail: tammy@ericramsay.com
  • listagentkey: 3yd-MLSLINY-89588
  • listagentmlsid: 89588
  • listagentpreferredphone: 5163198605
  • listagentofficephone: 5163198605
  • listofficekey: 3yd-MLSLINY-RAMS01
  • listofficemlsid: RAMS01
  • disclaimer: Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MLSLINY
  • yearbuilt: 1900
  • listingcontractdate: 2026-06-19
  • listagentfax: 6316651985
  • listagenturl: http://www.ramsayrealtors.com
  • countyorparish: Suffolk County
  • parcelnumber: 0500-394-00-01-00-095-000
  • elementaryschool: Brook Avenue Elementary School
  • highschool: Bay Shore Senior High School
  • elementaryschooldistrict: Bay Shore
  • middleorjuniorschooldistrict: Bay Shore
  • highschooldistrict: Bay Shore
  • appliances: Gas Oven
  • cooling: Central Air
  • constructionmaterials: Clapboard
  • heating: Natural Gas
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway
  • view: Water
  • waterfrontyn: True
  • franchiseaffiliation: Independent
  • interiorfeatures: Beamed Ceilings
  • exteriorfeatures: Fire Pit, Gas Grill
  • waterfrontfeatures: Waterfront
  • architecturalstyle: Colonial
  • rooms: Bedroom 1, Bedroom 3, Bedroom 5, Bathroom 1, Bathroom 3, Family Room, Office, Laundry Room, Laundry Room, Bathroom 2, Bedroom 2, Basement, Bathroom 4, Bedroom 4
  • utilities: Cable Available
  • basement: Partial
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -73.23867, 40.722248
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Eric G. Ramsay Jr. Associate LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"tammy@ericramsay.com", "ListBrokerageCity":"Bay Shore", "ListBrokerageCountry":"US", "ListBrokerageEmail":"rick@ericramsay.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MLSLINY/7f388d21636a11dfb28100219b9aa4d8/20100519134017246.png", "ListBrokerageName":"Eric G. Ramsay Jr. Associate LLC", "ListBrokeragePhone":"(631) 665-1500", "ListBrokeragePostalCode":"11706", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"236 West Main St", "ListBrokerageWebsiteUrl":"http://www.ramsayrealtors.com", "ListOfficeAddress1":"236 W Main St ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"RAMS01", "ListOfficeCity":"Bay Shore", "ListOfficeCountry":"US", "ListOfficeEmail":"rick@ericramsay.com", "ListOfficePostalCode":"11706", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Colonial - Bay Shore, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/44-S-Montgomery-Ave_Bay-Shore_NY_11706_M37917-68698?f=listhub&s=MLSLINY&m=1016052&c=rexren", "MLSModificationTimestamp":"2026-06-24 04:32:37", "Neighborhoods":[], "PostalCode":null, "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":26956, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/24/2026 4:46:29 AM GMT
Source Updated Date: 6/26/2026 6:41:16 PM GMT

Courtesy of: Tammy J. Ramsay, Eric G Ramsay Jr Assoc LLC, tammy@ericramsay.com

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.