View of front of property with a chimney and a shingled roof | Image 1

$1,895,000

220 Bailey Avenue, Southold, NY

Name: 220 Bailey Avenue, For Sale in Southold - eXp Commercial Brokerage
Brand: Daniel Gale Sothebys Intl Rlty
SKU: 869623
Price: 1895000 CAD

House

For Sale

$--,---,---

430

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 2000 sqft

Garage Yes

Taxes $11,312

Days Active 11

Lot Size

Approx. Age 1925

Avg. Price Per Sqft $947

MLS® Number 869623

Property Address:

Average square foot calculated using Size range provided by listing agent.

Description

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!Show Description

MLS® Number869623

Laundry Level

Central VacNo

FireplaceNo

Acreage0.13

Exterior

GarageYes

Approx. Age1925

BasementBilco Door(s), Full, Unfinished

Driveway

Garage Spaces

HeatSteam

A/CCentral Air

Heating Fuel

Extras

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