Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,699,999

  • For Sale
  • Active
  • Single Family
  • 7 Beds
  • 2 Full Baths
  • 2 Partial Baths
  • 1 Car Garage
  • Updated 2 days ago
See This Home
Save This Home
See This Home
Save This Home
Welcome to 28 S. Montgomery Avenue - a distinguished Dutch Colonial set on nearly an acre of waterfront property in Bay Shore. Built in 1895, this timeless home blends historic character with thoughtful modern updates. Featuring seven bedrooms and two full plus two half baths, it offers space for both elegant entertaining and comfortable daily living. The formal living room with fireplace and stately dining room flow to an updated kitchen, while the den includes a gas line ready for a future fireplace. Original woodwork and hardwood floors meet modern conveniences like radiant heat, new windows, a four-year-old roof, and in-ground sprinklers. Outdoors, enjoy your heated saltwater pool, lush landscaping, and private waterfront access. A detached carriage-style garage with loft and greenhouse complete this rare offering. Historic charm, modern comfort, and a premier Bay Shore location-this home truly has it all.

Full Property Details for 28 S Montgomery Ave

General

  • Price: $1,699,999
  • Taxes: $30,428
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 919579
  • Updated: 1/15/2026
  • Added to Site: 109 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Eat-in Kitchen, Formal Dining
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Dishwasher, Dryer, Refrigerator, Washer
  • Flooring: Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 2
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 7

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground

Exterior

  • Porch/Patio/Deck: Deck, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Detached, Private

Location

  • County: Suffolk County
  • Cross Streets: Main St.
  • Driving Directions: Main Stree To Montgomery South To #28, West Side.

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: Hot Water, Natural Gas
  • Heating Zones: 4

Utilities

  • Sewer: Other
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Cedar
  • Basement: Yes
  • Basement Desc.: Full Basement, Unfinished
  • Windows: Skylight(s)
  • Sq. Ft. Source: Public Records
  • Year Built: 1895

Lot Features

  • Property View: Water
  • Lot Size (Sq. Ft.): 42,254
  • Lot Dimensions: .97Acre
  • Frontage Feet: 100
  • Lot Features: Waterfront

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front View: Canal Access, Waterfront

Financial Considerations

  • Tax Amount: $30,428.34

Disclosures and Reports

  • Special Conditions: None
  • Block: 100
  • Lot Number: 92000

Listed by Eric G Ramsay Jr Assoc LLC

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 28 S Montgomery Ave —

  • 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 28 S Montgomery Ave

School District:Bay Shore Union Free School District
NameGradesDistance
Brook Avenue Elementary School
45 Brook Avenue, Bay Shore, NY 11706
K-20.8 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
7-81.4 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 28 S Montgomery Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2025
Listed
$1,699,999
97.67%
MLS
7/30/2010
Sold
$860,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 28 S Montgomery Ave

Year
Property Taxes
Change
Tax Assessment
Change
2020
100%
$90,800
—
2022
-100%
$90,800
—
2016
$26,336
3%
$90,800
-7%
2017
$25,524
—
$97,400
—
2016
$25,520
-1%
$97,400
—
2015
$25,652
—
$97,400
—
2015
$25,704
1%
$97,400
—
2014
$25,330
5%
$97,400
—
2013
$24,095
—
$97,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 28 S Montgomery Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Eric G Ramsay Jr Assoc LLC

28 S Montgomery Avenue, Bay Shore, NY 11706 (MLS# 919579) is a Single Family property with 7 bedrooms, 2 full bathrooms and 2 partial bathrooms. 28 S Montgomery Avenue is currently listed for $1,699,999 and was received on October 01, 2025. Want to learn more about 28 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.

Tour this property