$999,999

44 S Montgomery Ave Bay Shore, NY 11706

$10,000
Closing credit¹
5 beds
3 full, 1 partial
5,486 sqft
0.4 acres
$182 / sqft
House

Property details

About 44 S Montgomery Ave

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.

Highlights

Home typeSingle Family Residence
HeatingNatural Gas
StatusActive
CoolingCentral Air
Size5,486 sqft
BasementYes
Lot size0.38 Acres
Year built1900
MLS #856820
Garage3 spaces
WaterfrontWaterfront, Seawall
ViewWater

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 3
  • Appliances: Gas Oven
  • Basement: Yes
  • Interior: Beamed Ceilings
  • Total Bedroom Count: 5
  • Garage Space: 3 spaces
  • Waterfront: Waterfront, Seawall
  • View: Water
  • Exterior: Fire Pit, Gas Grill
  • Architectural Style: Colonial
  • Heating: Natural Gas
  • Cooling: Central Air
  • List Price: $999,999
  • Price/SqFt: $182
  • Annual Tax Amount: $23,889
  • Tax Year: 2021
  • Directions: south of montauk to Montgomery
  • Year Built: 1900
  • Living Area: 5,486 SqFt
  • Lot Size: 0.38 Acres
  • MLS Number: 856820
  • MLS Name: ONEKEY2
  • Office Name: Eric G Ramsay Jr Assoc LLC
  • Office Phone: (631) 665-1500

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

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IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 6/26/2025, 9:41:28 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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44 S Montgomery Ave, Bay Shore, NY 11706 - view of front of home with stucco siding and a chimney

$999,999

44 S Montgomery Ave

$10,000

closing credit¹

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Seller rebate

0.5% sale price²

Price information

Property sales

DateEventPrice
Jun 28, 2018
Home Sold
$590,000

Tax history

YearAssessmentProperty Tax
2023$88,350$-
2022$88,350$-
2021$88,350$23,889
2020$88,350$23,889
2019$88,350$-
2018$88,350$-

History based on county public records data.

Nearby schools

6

Maud S Sherwood Elementary School

Public District 2-5

1.3 mi

301 Smith Ave

3

Commack Road Elementary School

Public District 2-5

1.8 mi

300 Commack Rd

4

Gardiner Manor School

Public District 3-5

2.0 mi

125 Wohseepee Dr

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $90,093. Residents of Bay Shore, NY typically earn between $35k-100k each year. Typical family type is single, no kids. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

8%
<35k
48%
35k-100k
29%
100k-200k
15%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

48%
Single, No Kids
9%
Single, with Kids
29%
Married, No Kids
14%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

11%
<11 yrs old
7%
12-17 yrs old
16%
18-34 yrs old
42%
35-64 yrs old
24%
65+ yrs old

What do the neighbors do for fun?

  • Symphony or OperaSymphony or Opera
  • Hiking/backpackingHiking/backpacking
  • PGA/LPGAPGA/LPGA

Where do the neighbors shop?

  • Chico'sChico's
  • Nordstrom RackNordstrom Rack
  • Stein MartStein Mart

Where do the neighbors go to eat?

  • Boston MarketBoston Market
  • ChipotleChipotle
  • Bonefish GrillBonefish Grill

What do the neighbors drive?

  • VolvoVolvo
  • MazdaMazda
  • CadillacCadillac

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • RockRock
  • ClassicalClassical
All data provided by Home Junction and Claritas

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Frequently asked questions

About 44 S Montgomery Ave

The listing price of 44 S Montgomery Ave property is $999,999.

The property 44 S Montgomery Ave is a house located in Bay Shore, New York, 11706.

Active Listing: 44 S Montgomery Ave is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 44 S Montgomery Ave are: Maud S Sherwood Elementary School (GreatSchools Rating 6/10), Commack Road Elementary School (GreatSchools Rating 3/10), Gardiner Manor School (GreatSchools Rating 4/10), Islip Middle School (GreatSchools Rating 4/10), Bay Shore Middle School (GreatSchools Rating 5/10), South Middle School (GreatSchools Rating 3/10), Bay Shore Senior High School (GreatSchools Rating 5/10), Islip High School (GreatSchools Rating 9/10), East Islip High School (GreatSchools Rating 8/10).

According to the records, the last property tax for 2021 is $23,889 (source: MLS/based on county public records data).

The last sale was on June 28, 2018 for $590,000 (source: MLS/tax record).

The property at 44 S Montgomery Ave has 5 bedrooms and 3 full and 1 half bathrooms.

The property 44 S Montgomery Ave is 5,486 SqFt (source: MLS/tax record).

The year of construction for 44 S Montgomery Ave is 1900.

This home is located at 44 S Montgomery Ave in Bay Shore, NY and zip code 11706 in the Bay Shore neighborhood. This 5,486 square foot home, which was built in 1900, sits on a 0.38 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since May 6, 2025 and is currently priced at $999,999.

In May 2025 more than 103 listings in Bay Shore, NY were sold above the asking price. During the same period more than 9 listings were sold at asking price, while more than 40 were sold below. The inventory of homes for sale in Bay Shore, NY between April and May 2025 decreased by 10.6%. Listings spent 34 days on the market in May 2025, and had a median list price of $625,062 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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