44 S Montgomery Avenue, Bay Shore, NY 11706
Local realty services provided by:Better Homes and Gardens Real Estate Green Team
44 S Montgomery Avenue,Bay Shore, NY 11706
$1,579,000
- 5 Beds
- 4 Baths
- 5,486 sq. ft.
- Single family
- Active
Listed by: tammy j. ramsay
Office: eric g ramsay jr assoc llc.
MLS#:1016052
Source:OneKey MLS
Price summary
- Price:$1,579,000
- Price per sq. ft.:$223.84
About this home
Welcome to 44 South Montgomery Avenue, a spectacular waterfront Colonial located South of Montauk in one of Bay Shore’s most desirable neighborhoods. Set on a rare 75-foot waterfront parcel with bulkheading and direct bay access, this impressive residence offers over 5,400 square feet of living space and has undergone an extraordinary top-to-bottom renovation within the last year. (Zillow)
No expense was spared in transforming this home into a modern waterfront masterpiece. Highlights include a stunning oversized chef’s kitchen, expansive dining area designed for entertaining, beautifully renovated bathrooms, all-new windows, new decking, new fencing, and thoughtfully updated living spaces throughout. A private mother-in-law suite provides exceptional flexibility for extended family or guests.
Blending timeless architectural charm with today’s most sought-after finishes, this home offers the perfect balance of luxury, comfort, and waterfront living. Ideally located close to Northwell South Shore University Hospital and within walking distance to vibrant downtown Bay Shore, you’ll enjoy easy access to local restaurants, nightlife, shops, and community events. The property is also conveniently close to the Fire Island ferries and some of Long Island’s most beautiful beaches, making it a true South Shore dream. Whether you’re entertaining on the new deck, enjoying the water views, or simply appreciating the craftsmanship of this remarkable renovation, 44 South Montgomery Avenue is truly move-in ready and unlike anything else on the market....
Contact an agent
Home facts
- Year built:1900
- Listing ID #:1016052
- Added:6 day(s) ago
- Updated:June 26, 2026 at 10:51 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Rooms Total:12
- Basement:Yes
- Basement Description:Partial
- Living area:5,486 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Natural Gas
- Central air:Yes
Structure and exterior
- Year built:1900
- Building area:5,486 sq. ft.
- Lot area:0.38 Acres
- Architectural Style:Colonial
- Construction Materials:Clapboard
Schools
- High school:Bay Shore Senior High School
- Middle school:Bay Shore Middle School
- Elementary school:Brook Avenue Elementary School
Utilities
- Water:Public
Finances and disclosures
- Price:$1,579,000
- Price per sq. ft.:$223.84
- Tax amount:$27,797 (2026)
Parking
- Parking description:Driveway
- Garage:Yes
- Garage spaces:3
New listings near 44 S Montgomery Avenue
- New
$689,000Active3 beds 2 baths1,501 sq. ft.1053 Ocean Avenue, Bay Shore, NY 11706
MLS# 1018505Listed by: REALTY CONNECT USA L I INC - Open Sat, 11:30am to 2pmNew
$1,349,000Active4 beds 3 baths3,066 sq. ft.10 Boyd Avenue, Bay Shore, NY 11706
MLS# 1018121Listed by: HOWARD HANNA COACH - Open Sun, 12 to 2pmNew
$769,000Active3 beds 2 baths1,651 sq. ft.194 Missouri Avenue, Bay Shore, NY 11706
MLS# 1018191Listed by: FIRST REALTY PROPERTIES INC - Open Fri, 4 to 6pmNew
$625,000Active4 beds 2 baths1,398 sq. ft.90 Rhode Island Avenue, Bay Shore, NY 11706
MLS# 1017508Listed by: KELLER WILLIAMS REALTY ELITE - New
$949,990Active4 beds 5 baths2,840 sq. ft.19 Joan Road, Bay Shore, NY 11706
MLS# 1017682Listed by: RUGEN REALTY CORP - Coming Soon
$649,000Coming Soon3 beds 2 baths1022 Fire Island Avenue, Bay Shore, NY 11706
MLS# 1016964Listed by: PRINCE & ASSOCIATES REALTY GRP - Open Sat, 12 to 2pmNew
$1,500,000Active2 beds 2 baths1,796 sq. ft.202 Captains Way, Bay Shore, NY 11706
MLS# 1011815Listed by: KELLER WILLIAMS RTY GOLD COAST - Open Sat, 10:30am to 12pmNew
$699,000Active5 beds 2 baths1,788 sq. ft.27 Brook Avenue, Bay Shore, NY 11706
MLS# 1016661Listed by: TRUE HOMES INC - Open Sun, 12 to 2pmNew
$499,999Active3 beds 1 baths1,197 sq. ft.1632 N Thompson Drive, Bay Shore, NY 11706
MLS# 1016593Listed by: LISTING PRO REALTY SERVICES - Coming Soon
$589,999Coming Soon4 beds 3 baths14 Sylvan Street, Bay Shore, NY 11706
MLS# 1016162Listed by: SIGNATURE PREMIER PROPERTIES