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$1,579,000 Coming Soon
Property Description
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.
Full Property Details
Full Property Details for 44 S Montgomery Ave
General
- Price: $1,579,000
- Taxes: $26,956
- Status: Coming Soon
- Type: Single Family
- Source: Long_Island
- MLS ID: 1016052
- Updated: 6/20/2026
- Added to Site: Today
- Expected Market Date: 6/24/2026
Interior
- Number of Rooms: 12
- Interior Features: Beamed Ceilings
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Gas Oven
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 5
Exterior
- Exterior Features: Fire Pit, Gas Grill
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking Features: Driveway
Location
- County: Suffolk County
- Cross Streets: main st
- Driving Directions: south of montauk to Montgomery
School Information
- High School District: Bay Shore
- Elementary School: Brook Avenue Elementary School
- Middle School: Bay Shore Middle School
- High School: Bay Shore Senior High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Natural Gas
- Heating Zones: 2
Utilities
- Sewer: Other
- Water: Public
- Utility Description: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Clapboard
- Basement: Yes
- Basement Desc.: Partial
- Building Size: 7054
- Square Feet: 7,054
- Sq. Ft. Source: Public Records
- Year Built: 1900
Lot Features
- Property View: Water
- Lot Size (Acres): 0.38
- Lot Size (Sq. Ft.): 16,553
- Frontage Feet: 75
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front View: Waterfront, Bulkhead
Financial Considerations
- Tax Amount: $26,956.08
Disclosures and Reports
- Special Conditions: None
- Property ID: 0500-394-00-01-00-095-000
Listed by Eric G Ramsay Jr Assoc LLC
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Schools
Schools serving 44 S Montgomery Ave
School District:Bay Shore Union Free School District
| Name | Grades | Distance |
|---|---|---|
Brook Avenue Elementary School 45 Brook Avenue, Bay Shore, NY 11706 | K-2 | 0.9 mi |
South Country School 885 Hampshire Road, Bay Shore, NY 11706 | 3-5 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 44 S Montgomery Ave
Date
Details
Price
Change
Source
6/20/2026
Price Increased
$1,579,000
6.76%
MLS
6/19/2026
Listed
$1,479,000
62.08%
MLS
9/25/2025
Sold
$912,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 44 S Montgomery Ave
Year
Property Taxes
Change
Tax Assessment
Change
2022
100%
$82,800
—
2020
100%
$82,800
-6%
2020
100%
$88,350
—
2022
-100%
$88,350
—
2016
$23,889
-2%
$88,350
—
2017
$24,333
—
$88,350
—
2016
$24,303
—
$88,350
—
2015
$24,400
—
$88,350
—
2015
$24,430
7%
$88,350
—
2014
$22,924
5%
$88,350
—
2013
$21,802
—
$88,350
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 44 S Montgomery Ave
44 S Montgomery Avenue, Bay Shore, NY 11706 (MLS# 1016052) is a Single Family property with 5 bedrooms and 4 full bathrooms. 44 S Montgomery Avenue is currently listed for $1,579,000 and was received on June 24, 2026. Want to learn more about 44 S Montgomery Avenue? Do you have questions about finding other Single Family real estate for sale in Bay Shore? You can browse all Bay Shore real estate or contact a Coldwell Banker agent to request more information.