Schedule Tour
$899,000

556 Windsor Ave

Brightwaters, NY
Pending
4
Bedrooms
2
Bathrooms
3,221
Square Feet
0.34
Lot Size (acres)
1902
Year Built
45
Days On Market

Welcome to 556 N Windsor Avenue, a gracious 1902 Colonial offering exceptional space, character and versatility in the heart of Brightwaters Village. From the moment you enter the charming entry parlor and continue into the welcoming foyer with its grand staircase, the home immediately draws you in with its warmth, character and inviting sense of space. Designed with entertaining and everyday living in mind, the main level offers beautifully proportioned spaces throughout. The oversized living room provides plenty of room for multiple seating areas and is anchored by a wood-burning fireplace with a beautiful mantel and custom built-ins. Crown and base molding, recessed lighting and architectural details add to the room's character, while multiple openings create an easy connection to the adjoining wraparound den. Filled with windows and natural light, the enclosed wraparound den offers an inviting space to relax and entertain and features built-ins, a bar area with wine refrigerator, an integrated sound system and direct access to the backyard. At the heart of the home is the spacious chef's kitchen with radiant heated floors, rich cherry cabinetry, quartz countertops, stainless steel appliances, a breakfast bar with pendant lighting and a six-burner Viking range with center grill and oversized hood vented to the exterior. The kitchen opens to the large dining room with hardwood floors, a bay window, tray ceiling and sliding glass doors to the deck and yard. Just off the kitchen, a convenient mudroom with radiant-heated tile flooring provides direct backyard access and incorporates a perfectly placed laundry nook with additional storage. Completing the main level is a beautifully updated full bath with a classic clawfoot tub, pedestal sink and timeless tilework, along with a generously sized office with extensive closet storage. Currently used as a home office, this versatile room also offers the flexibility of a possible fifth-bedroom or comfortable guest space. Upstairs are four bedrooms, including a spacious primary bedroom with separate sleeping and sitting areas, generous closet space and a decorative fireplace mantel. An oversized updated full bath with tiled shower completes the second level and pull-down stairs from the hallway provide convenient access to the attic for additional storage. The partial basement provides even more storage and includes a cedar closet and workshop area. Outdoors, the home's inviting living spaces continue with a wood deck, paver patio, large fenced yard and established organic vegetable and flower gardens, creating a wonderful setting for outdoor dining, entertaining, gardening or simply relaxing. A newly repaved Belgian block-lined driveway provides abundant parking and leads to the detached two-car garage. Additional features include central air conditioning, two-zone natural gas heat, public sewers and a multi-room sound system with indoor and outdoor speakers. Offering four bedrooms plus a flexible first-floor office/possible fifth bedroom and two full baths, this move-in-ready home brings together exceptional space, character and the sought-after Brightwaters Village lifestyle. Enjoy close proximity to Wohseepee Park, Village shopping and dining, schools and major roadways, along with resident amenities including the Village beach, canal docking, Brightwaters lakes, tennis, dog park, private garbage collection and snow removal. Just minutes from Downtown Bay Shore, the Fire Island Ferries and Robert Moses State Park, 556 N Windsor Avenue offers the opportunity to enjoy all that Brightwaters and the Great South Bay lifestyle have to offer.

Listing Information

Listing Updated
23 days ago
Listed By
Megan Gardner · Signature Premier Properties, 6316474880
MLS#
1041275
Source
OneKey MLS
Status
Pending

Facts & Features

Location

Community Information

Address
556 N Windsor Ave, Brightwaters, NY 11718
City
Brightwaters
County
Suffolk
Zip Code
11718

Architecture

Bedrooms
4
Bathrooms
2
Year Built
1902
Style
Colonial
Construction Materials
Shingle Siding
Building Area
3,221 sq. ft.
Levels
Three Or More
Garage
Yes
Garage Spaces
2
Parking Features
Driveway, Private, Garage

Features & Amenities

Interior Features
Eat-in Kitchen, Storage, Entrance Foyer, Crown Molding, Tray Ceiling(s), Built-in Features, Sound System, Wired for Sound
Appliances
Dryer, Dishwasher, Refrigerator, Washer, Gas Range, Gas Oven, Freezer, Gas Water Heater, Stainless Steel Appliance(s), Exhaust Fan
Flooring
Tile, Carpet, Ceramic Tile, Wood
Exterior Features
Garden
Patio and Porch
Patio, Deck
Cooling
Central Air
Heating
Natural Gas, Radiant Floor

Property Features

Lot Size
0.34 Acres
Lot Features
Landscaped, Sprinklers In Front, Sprinklers In Rear, Back Yard, Front Yard
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Natural Gas Available, Natural Gas Connected, Electricity Connected, Sewer Connected, Water Connected, Phone Connected

Square Footage

Total
2,834 sq. ft.

Tax & Financial Information

List Price
$899,000
Annual Taxes
$18,290

Schools

53/100
Mary G Clarkson School
Elementary · Grades KG–02 · 1.2 mi
Assigned school for this home
City
Bay Shore
Students
443
Student body
51% Hispanic / Latino · 22% White · 15% Black
Free/reduced lunch
42%
Phone
(631) 968-1204
55/100
Bay Shore Middle School
Middle · Grades 06–08 · 1.1 mi
Assigned school for this home
City
Bay Shore
Students
1,298
Student body
50% Hispanic / Latino · 24% White · 18% Black
Free/reduced lunch
56%
Phone
(631) 968-1208
56/100
Bay Shore Senior High School
High · Grades 09–12 · 0.8 mi
Assigned school for this home
City
Bay Shore
Students
1,862
Student body
51% Hispanic / Latino · 22% White · 19% Black
Free/reduced lunch
44%
Phone
(631) 968-1156
99/100
Beach Street Middle School
Middle · Grades 06–08 · 2.4 mi
City
West Islip
Students
544
Parent reviews
5.0★ avg · 2 reviews
Student body
89% White · 9% Hispanic / Latino · 1% Asian
Free/reduced lunch
12%
Phone
(631) 930-1600
66/100
Oak Park Elementary School
Elementary · Grades KG–05 · 2.4 mi
City
Bay Shore
Students
678
Student–teacher
13.4
Student body
85% Hispanic / Latino · 6% Black · 4% Asian
Free/reduced lunch
89%
Phone
(631) 434-2255
57/100
Southwest Elementary School
Elementary · Grades KG–05 · 1.8 mi
City
Bay Shore
Students
980
Student body
77% Hispanic / Latino · 11% Black · 6% White
Free/reduced lunch
81%
Phone
(631) 434-2261
56/100
Fifth Avenue School
Elementary · Grades KG–02 · 0.5 mi
City
Bay Shore
Students
373
Student body
45% Hispanic / Latino · 37% White · 12% Black
Free/reduced lunch
49%
Phone
(631) 968-1140
55/100
Hemlock Elementary School
Elementary · Grades KG–05 · 1.8 mi
City
Bay Shore
Students
666
Student body
79% Hispanic / Latino · 13% Black · 4% White
Free/reduced lunch
81%
Phone
(631) 434-2451

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/03/2026Listed for sale$899,000

Listed by Megan Gardner · Signature Premier Properties · 6316474880

Listing information 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 by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: September 25, 2026 at 7:18 AM | Source: OneKey MLS | MLS#: 1041275

Let's work together

Start Your Real Estate Journey

Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, James Haydon is here to help. Reach out and expect a response within one business day.

How can I help?

James Haydon is here to help. Reach out and expect a response within one business day.

Lending calculator

Make A Plan For Your Purchase

Know what you can afford before you start shopping — then run the numbers on any home you have in mind.

How much house can I afford?

$500,000
You can afford
$0
Monthly payment
  • Principal & interest
  • Property taxes
  • Homeowner's insurance
  • HOA dues

Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.

Want to know more?

James Haydon is here to help. Reach out and expect a response within one business day.