44 S Montgomery Avenue Bay Shore, NY $ 1,479,000
44 S Montgomery Avenue
$ 1,479,000
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44 S Montgomery Avenue

Bay Shore, NY, 11706
$ 1,479,000
Bedrooms5 Baths4.0 Sq 5,486

Monthly Estimate*

$ 9,106

44 S Montgomery Avenue, Bay Shore, NY 11706 - Image 1

Single Family Home for sale in Bay Shore, NY

for $1,479,000 with 5 bedrooms and 4 full baths. This 5,486 square foot home was built in 1900 on a lot size of 0.38.

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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Single Family Coming Soon

Price

$ 1,479,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 26,956

Style

Colonial

Lot Size

0.38

Year Built

1900

Town/City

Bay Shore

County/Region

Suffolk

MLS | Web ID

1016052

Features
Interior
Interior Amenities Beamed Ceilings
Basement Partial
Total Fireplaces 1
Basement Features Partial
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 5
Total Baths 4
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General
Sewer Other
Heating Natural Gas
Cooling Central Air
Utilities Cable Available Cable Connected Electricity Available Electricity Connected Natural Gas Available Natural Gas Connected
Appliances Gas Oven
Garage Spaces 3
Architectural Style Colonial
Construction Materials Clapboard
Year Built 1900
View Water
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0500-394-00-01-00-095-000
Waterfront Features Waterfront Bulkhead
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 12
Full Baths 4
Directions south of montauk to Montgomery
High School Bay Shore Senior High School
City Islip
Senior Community Y/N N
High School District Bay Shore
Carport Y/N N
Elementary School Brook Avenue Elementary School
Property Attached Y/N N
Tax Annual Amount 26956.08
Middle/Junior High School Bay Shore Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Bay Shore
Elementary School District Bay Shore
Tax Assessed Value 82800
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Exterior
Exterior Amenities Fire Pit Gas Grill
Parking Features Driveway Driveway
Water Source Public
Building Area Total 7054
Frontage Length 75
Waterfront Y/N Y
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Internal Only
Street Number 1 44
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* Excluded Features
List By
Tammy J. Ramsay

Listing Agent

Eric G Ramsay Jr Assoc Llc

Broker

631-665-1500

Contact

Affordability Calculator

$11,353
Per Month
80%
20%
0%
Monthly Principal & Interest
$9,106
Monthly Property Taxes
$2,246
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100856 Elementary School
4099247 Middle School
Bay Shore Senior High School High School
Pricing History
DatePricePrice ChangeDescription
6/19/2026$1,479,000 Listed Price

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44 S Montgomery Avenue, Bay Shore, NY, 11706 is a Single Family Home for sale at $1,479,000 with 5,486 sqft and a lot size of 0.38. 44 S Montgomery Avenue has 5 bedrooms, 4.0 baths, and was built in 1900. The property's zip code is 11706 which is in Bay Shore, NY