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Bailey Avenue
Greenport, NY
$1,895,000 Price
4 Bedrooms  
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Photo 1 of Bailey Avenue, Greenport, NY, $1,895,000, Web #: 869623Previous PhotoNext Photo1 of 44

This is more than a renovation—it's a revival of Greenport’s heritage. Originally built in the early 1900s, this farmhouse has been thoughtfully reimagined in 2024 with a full-scale, design-forward renovation that honors its storied past while embracing modern luxury. Featuring 4 bedrooms and 2.5 baths, every inch of this...

This is more than a renovation—it's a revival of Greenport’s heritage. Originally built in the early 1900s, this farmhouse has been thoughtfully reimagined in 2024 with a full-scale, design-forward renovation that honors its storied past while embracing modern luxury. Featuring 4 bedrooms and 2.5 baths, every inch of this home has been meticulously updated with custom finishes, high-end fixtures, and timeless charm. Original elements such as reclaimed wood flooring, solid wood doors, and vintage crystal doorknobs have been beautifully preserved, blending seamlessly with contemporary additions. The first floor welcomes you with a cozy living room centered around a wood-burning fireplace, a stylish study or home office, a sun-drenched bedroom currently styled as a tranquil zen room, bright and airy dining room, and a chic half bath. The heart of the home is the chef’s kitchen—designed to impress—with custom cabinetry, Thor appliances, an oversized island, wine fridge, bar, desk nook, and expansive entertaining space with gliding bifold door to the backyard. Upstairs, two guest bedrooms share a well-appointed full bath, while the primary suite boasts cathedral ceilings, a spacious walk-in closet and a stunning ensuite bathroom. Indoor-outdoor living is effortless here. Slide open the custom bi-panel doors from the kitchen to access a new mahogany deck and private backyard—perfect for relaxing or entertaining. Room for a pool! The property also includes a garage and full basement for additional storage or future potential. Sellers are open to discussing the sale of furnishings separately, offering a turnkey opportunity for buyers seeking a fully styled home. Enjoy picturesque views of the neighboring Kontokosta Vineyard from both your front porch and bedroom. Ideally located just half a mile from Greenport Village’s restaurants, shops, wineries, and all! Perfectly situated between both 67 Steps and Norman Klipp beaches, each about .5 mile away. This home is a rare blend of history, character, and modern elegance. For buyers seeking classic charm without compromising on luxury—this is where the past and present come beautifully together!

Courtesy of Daniel Gale Sothebys Intl Rlty

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* All information furnished regarding property for sale, rental, financing or estimated mortgage rates is from sources deemed reliable but no warranty or representation is made as to the accuracy thereof. For further financing information, please contact a Brown Harris Stevens agent.

Listing Details

New Listing
Greenport, NY
Type: House
Price: $1,895,000
Re Tax: $11,312
Date Listed: 6/4/2025
Web ID: 869623

Info & Amenities

Type: Single Family
Rooms: 11.0
Bedrooms: 4
Bathrooms: 3.0
Woodburning fireplaces: 1
Built: 1925
Pool: Yes

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. Listing information provided courtesy of Daniel Gale Sothebys Intl Rlty. Information Copyright 2025, Multiple Listing Service of Long Island, Inc.

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