PENDING
$99K PRICE DROP
44 S Montgomery Ave Bay Shore, NY 11706
Downtown Bay Shore NeighborhoodEstimated payment $7,695/month
Total Views
13,335
5
Beds
3.5
Baths
5,486
Sq Ft
$182
Price per Sq Ft
Highlights
- Waterfront
- Colonial Architecture
- Beamed Ceilings
- Brook Avenue Elementary School Rated A
- 1 Fireplace
- Fire Pit
About This Home
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.
Listing Agent
Eric G Ramsay Jr Assoc LLC Brokerage Phone: 631-665-1500 License #40RA0982562 Listed on: 05/12/2025
Co-Listing Agent
Eric G Ramsay Jr Assoc LLC Brokerage Phone: 631-665-1500 License #10401353074
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $26,956
Year Built
- Built in 1900
Lot Details
- 0.38 Acre Lot
- Waterfront
Parking
- 3 Car Garage
Home Design
- Colonial Architecture
- Clapboard
Interior Spaces
- 5,486 Sq Ft Home
- Beamed Ceilings
- 1 Fireplace
- Water Views
- Partial Basement
- Gas Oven
Bedrooms and Bathrooms
- 5 Bedrooms
Outdoor Features
- Fire Pit
Schools
- Brook Avenue Elementary School
- Bay Shore Middle School
- Bay Shore Senior High School
Utilities
- Central Air
- Heating System Uses Natural Gas
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 0500-394-00-01-00-095-000
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | -- | $82,800 | $23,200 | $59,600 |
| 2023 | -- | $88,350 | $23,200 | $65,150 |
| 2022 | $23,889 | $88,350 | $23,200 | $65,150 |
| 2021 | $23,889 | $88,350 | $23,200 | $65,150 |
| 2020 | $23,889 | $88,350 | $23,200 | $65,150 |
| 2019 | $23,889 | $0 | $0 | $0 |
| 2018 | -- | $88,350 | $23,200 | $65,150 |
| 2017 | $24,333 | $88,350 | $23,200 | $65,150 |
| 2016 | $24,303 | $88,350 | $23,200 | $65,150 |
| 2015 | -- | $88,350 | $23,200 | $65,150 |
| 2014 | -- | $88,350 | $23,200 | $65,150 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/23/2025 07/23/25 | Pending | -- | -- | -- |
| 06/18/2025 06/18/25 | Price Changed | $999,999 | -9.0% | $182 / Sq Ft |
| 05/12/2025 05/12/25 | For Sale | $1,099,000 | -- | $200 / Sq Ft |
Source: OneKey® MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $590,000 | -- | |
| Deed | $590,000 | -- | |
| Warranty Deed | -- | -- | |
| Bargain Sale Deed | -- | None Available | |
| Bargain Sale Deed | -- | -- |
Source: Public Records
Similar Homes in the area
Source: OneKey® MLS
MLS Number: 856820
APN: 0500-394-00-01-00-095-000
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The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
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