EXIT Realty, A Smart Move!™
Search Properties
Buy with EXIT
Sell with EXIT
Find an Agent/Office
About
Why EXIT
The Spirit of EXIT
Careers
Offices
Contact Us

44 S Montgomery Avenue, Bay Shore, NY 11706

Share Listing

Listing Type
Single Family
Listing Status
pending
40
Overview
Features
Commute
Transportation
Market Statistics
Neighborhood
Similar Homes
Similar Home Values
Contact
$999,999

Share Listing

Home Details for 44 S Montgomery Avenue
Price
$999,999
Type
Single Family
Bedrooms
5
Total Bathrooms
4
Full Bathrooms
3
Half Bathrooms
1
Year Build
1900
Sq. Ft.
5486
Lot Size
0.38
County
Suffolk
Total Rooms
12
Garage
3
Basement
Partial
Tax
$26,956.08
MLS®️ Listing#
856820
On exitrealty.com
260 days
Property Description
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.
Property Features
School Information

School Information for 44 S Montgomery Avenue

Elementary School
Brook Avenue Elementary School
Middle School
Bay Shore Middle School
High School
Bay Shore Senior High School
Listing Courtesy: Eric G Ramsay Jr Assoc LLC - 631-665-1500. Presented by: Tammy J. Ramsay
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice
Neighborhood Market Statistics

See average values in the proximity of this property

Median Listing Price
Median Days on EXIT Realty®
Median Square Feet
Market statistics compiled from data from OneKey MLS.
Neighborhood Homes

See several nearby properties

EXIT REALTY ALL PRO
269 W. Main St., Bay Shore, NY 11706
Similar Nearby Homes for Sale

See properties nearby this listing

Similar Nearby Home Values

Compare the values ​​of homes nearby

$999,999

Share Listing

EXIT REALTY ALL PRO
269 W. Main St., Bay Shore, NY 11706
Request more details
First Name
Last Name
Email
Phone Number
Options
Message (75/500)
By pressing Send, you agree that EXIT Realty offices or agents may contact you via phone/text/email about your inquiry. You also agree to our Terms of Use.