44 S Montgomery Avenue
Bay Shore, NY 11706
- 5 beds
- 4 baths
- 5,486 sqft
- ~1/2 acre lot
- $200 per sqft
- 1900 build
- – on site
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 4-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.
Last checked:
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Checking…
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Last updated May 6, 2025
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MLS# 856820 —
The Building
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Year Built:1900
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Basement:true
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Architectural Style:Colonial
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Construction Materials:Clapboard
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Building Area Units:Square Feet
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Building Area Total:7054
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Exterior Features:Fire Pit, Gas Grill
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Attic:Full,Partial
Interior
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Living Area:5486
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Total Rooms:12
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Interior Features:Beamed Ceilings
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Fireplaces Total:1
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Fireplace:true
Financial & Terms
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Lease Considered:false
The Property
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Lot Size Acres:0.38
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Parcel Number:0500-394-00-01-00-095-000
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Size SqFt:16,553 Sqft
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Property Attached:false
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Additional Parcels:false
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Waterfront:true
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Frontage Length:75
Listing Agent
- Contact info:
- Agent phone:
- (631) 665-1500
- Office phone:
- (631) 665-1500
Taxes
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Tax Year:2025
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Tax Source:Municipality
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Tax Annual Amount:26956.08
Beds
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Total Bedrooms:5
Baths
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Full Baths:3
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Half Baths:1
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Total Baths:4
The Listing
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Special Listing Conditions:None
Heating & Cooling
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Cooling:Wall/Window Unit(s)
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# of Heating Zones:2
Utilities
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Sewer:Other
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Utilities:Cable Available, Cable Connected, Electricity Connected, Natural Gas Available, Natural Gas Connected
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Water Source:Public
Schools
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High School:Bay Shore Senior High School
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Elementary School:Contact Agent
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High School District:Bay Shore
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Middle School:Bay Shore Middle School
The Community
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Association:false
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Senior Community:false
Parking
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Garage:true
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Garage Spaces:3
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Carport:false
Monthly cost estimate
Asking price
$1,099,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$5,884
|
| Taxes | $2,246 |
| Insurance | $302 |
| Utilities | $568 See report |
| Total | $9,000/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
|
5/6/25
May 6, 2025
|
Coming Soon | ONEKEY | $1,099,000 | 86.3% (12.4% / YR) |
|
5/17/18
May 17, 2018
|
ONEKEY | $590,000 |
