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$912,500

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 7,054 Sq. Ft.
  • 3 Car Garage
See This Home
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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.

Full Property Details for 44 S Montgomery Ave

General

  • Sold For: $912,500
  • Taxes: $26,956
  • Status: Closed
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 856820
  • Added to Site: 251 day(s) ago

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: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Exterior

  • Exterior Features: Fire Pit, Gas Grill

Parking

  • Garage: Yes
  • Garage Spaces: 3

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
Sold by Eric G Ramsay Jr Assoc LLC

Listing agents

— 44 S Montgomery Ave —

  • Eric G Ramsay Jr Assoc LLC

  • Eric G Ramsay Jr Assoc LLC

631-665-1500

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 44 S Montgomery Ave

School District:Bay Shore Union Free School District
NameGradesDistance
Brook Avenue Elementary School
45 Brook Avenue, Bay Shore, NY 11706
K-20.9 mi
South Country School
885 Hampshire Road, Bay Shore, NY 11706
3-52.1 mi
Bay Shore Middle School
393 Brook Avenue, Bay Shore, NY 11706
7-81.5 mi
Bay Shore Senior High School
155 Third Avenue, Bay Shore, NY 11706
9-121 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes 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
9/25/2025
Sold
$912,500
-8.75%
MLS
6/18/2025
Price Reduced
$999,999
-9.01%
MLS
5/12/2025
Listed
$1,099,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Eric G Ramsay Jr Assoc LLC
Sold by Eric G Ramsay Jr Assoc LLC

44 S Montgomery Avenue, Bay Shore, NY 11706 (MLS# 856820) is a Single Family property that was sold at $912,500 on September 25, 2025. 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.