RateMyAgentGo to search
Back 44 S Montgomery Ave
Off Market

44 S Montgomery Ave

Bay Shore NY 11706

5
4
3
7054 sq. ft.
16553 sq. ft.
Single-Family
Last sold for $912,500
Tammy RamsayTammy Ramsay, last sold this property on 25 September 2025 after 135 days on market.

Overview

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.

Features

5 bedrooms
4 bathrooms
3 carspaces
3 garage spaces
7054 sq. ft. floor area
16553 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Bay Shore over the last 12 months, the estimated median property value of 44 S Montgomery Ave is $729.5k.

Median value
$729.5k
Estimated value range
$400k - $2.25m
Median days on market
40
Estimated value trend
12%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Bay Shore. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 44 S Montgomery Ave

2025
Sold
$912,500
25 Sep 2025 by Tammy Ramsay, of Eric G Ramsay Jr Assoc LLC
2018
Sold
$590,000
17 May 2018 by Andrew Netter, of Netter Real Estate Inc

Happy sellers in Bay Shore

~%

We have insufficient information to provide an overview of customer satisfaction for Bay Shore. Viewing the agent profiles, reviews and sales for Bay Shore can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Bay Shore

In the last 12 months, 44 five-bedroom single-family properties similar to 44 S Montgomery Ave, have been sold.

This represents a 3% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Bay Shore

placeholder
Gina Farinacci

Gina Farinacci is a recommended agent for Bay Shore.  They have 2 local sales and collected 2 local reviews across the last 12 months.

  •   5   (4 reviews)
  •  2 Reviews in Bay Shore
  •  2 Sales in Bay Shore
View profile
placeholder
Gloria Schmitt

Gloria Schmitt is a recommended agent for Bay Shore.  They have 1 local sale and collected 2 local reviews across the last 12 months.

  •   5   (8 reviews)
  •  2 Reviews in Bay Shore
  •  1 Sale in Bay Shore
View profile
placeholder
Rosemarie Bozza

Sellers who recommend Rosemarie Bozza have praised them for being local expert, responsive, clear communication, reliable, detail-oriented, friendly, and trustworthy

  •   5   (249 reviews)
  •  1 Review in Bay Shore
  •  2 Sales in Bay Shore
View profile
placeholder
Keriman Tuzun

Keriman Tuzun is a recommended agent for Bay Shore.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (7 reviews)
  •  1 Review in Bay Shore
  •  1 Sale in Bay Shore
View profile
or
Skip the list and find your ideal agent to sell your propertyFind My Agent
RateMyAgent
Sales:
(619) 566-0008
Quick Links
© 2026 RateMyAgent
Privacy PolicyTerms & ConditionsLicensingSitemap