Erin Darran
Licensed Real Estate Salesperson
REALTOR®
Stamford, NY
Office: (607) 652-2220 (607) 386-3671

33 S Windsor Avenue, Brightwaters, NY 11718

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Property Description

A distinguished 1925 French Provincial residence on one of Brightwaters most prestigious blocks features 5 bedrooms, 3.5 bathrooms and over 3,700 square feet of architectural living. Fully restored and renovated in 2026 just steps away from the water and the entrance to Gilbert Park.Set into .41 acres, this standout property welcomes you with timeless curb appeal highlighted by steeply pitched roof lines and asymmetrical massing, a hallmark of French Provincial architecture that is complimented by a charming, crushed stone driveway and detached two-car garage.A spacious European sunroom entryway with 10-foot finished ceilings immerses you in the home's impressive scale and historic character. Original Ebony Oak Hardwoods and decorative millwork remain thoughtfully preserved throughout the floor plan.The main living room anchored by a wood-burning fireplace is wrapped in European revival style windows and detailed stepped crown molding finish a great room with enduring architectural appeal.Arched openings create a welcoming transition into the formal dining room which offers an elegant setting for entertaining in the heart of the home.The chef's kitchen features quartz countertops, a full stainless steel appliance suite, gas cooking, custom wet bar with wine refrigerator and built-in wine storage. Water views from the kitchen add a rare and serene backdrop.A first-floor laundry room and dedicated private office provide modern functionality without compromise.The residence offers a total of five bedrooms and three-and-a-half baths, including a primary suite with tranquil water views, a full wall of windows, a generously sized walk-in closet, and a spa-inspired bath with dual vanities.Three bedrooms and a full hallway bathroom with charm and original details finish the second level while the third floor hosts another private bedroom with wonderful water views and an ensuite bath.Additional highlights include natural gas heating, central air conditioning, public sewers, and a location that embodies the charm and walkability of Brightwaters Village.A rare offering combining historic provenance, modern refinement, and water-adjacent living, 33 S. Windsor Avenue represents a truly elevated Brightwaters lifestyle for the most discerning South Shore buyer.

33 S Windsor Avenue | MLS# 951181

This single family home located at 33 S Windsor Avenue, Brightwaters, NY 11718 is currently listed for sale with an asking price of $1,449,000. This property was built in 1925 and has 5 bedrooms and 3 full and 1 partial baths with 3114 sq. ft. S Windsor Avenue is located within the Bay Shore school district. Search Brightwaters real estate on erin-darran.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Unfinished
Basement: Yes
Cooling: Central Air
Garage: 2
Heating: Natural Gas, Steam
Home Style: Other
Lot Size: 0.41 Acres
Taxes: $23,121
Year Built: 1925

Amenities

Chefs Kitchen
Crown Molding
Eat-in Kitchen
Entrance Foyer
Formal Dining
High Ceilings
His and Hers Closets
Kitchen Island
Natural Woodwork
Original Details
Primary Bathroom
Quartz/Quartzite Counters
Recessed Lighting
Washer/Dryer Hookup
Wet Bar

Feature Descriptions

Appliances: Dishwasher, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Gas Water Heater, Wine Refrigerator
Attic: Partial
Building Area Total: 3754
Days on Site: 47
Exterior: Frame
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Formal Dining: Yes
GarageY/N: Yes
Heating Zones: 2
House Faces: East
Number Of Kitchens: 1
On Market Date: 2026-01-15
Parcel Number: 0501-012-00-01-00-030-000
Parking Features: Detached, Driveway, Garage, Private
Rental Term: Monthly
Rooms Total: 18
Sewer: Public Sewer
Special View Info: Water
Utilities: Natural Gas Connected, Sewer Connected, Water Connected
Water: Public

Local Schools

High School: Bay Shore Senior High School
Middle School: Bay Shore Middle School
Elementary School: Brook Avenue Elementary School
School District: Bay Shore

Estimate Your Payment

Estimated Payment

$ 5,574.22 per month $3,224.85 Principal & Interest $1,926.75 Property Tax $422.63 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Michael Alexander Properties
Agency Contact: 631-767-7962

Shown By

Agent Name: Erin Darran
Agent Phone: (607) 386-3671
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 03/03/2026. The listing information on this page last changed on 03/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/03/2026 1:11:52 AM EST) or Global MLS (last updated Tue 03/03/2026 1:06:55 AM EST) or New York State Alliance MLS (last updated Tue 03/03/2026 1:10:29 AM EST) or Hudson Valley Catskill Region MLS (last updated Tue 03/03/2026 12:11:14 AM EST) or OneKey MLS (last updated Tue 03/03/2026 1:10:05 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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