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“27 Howard kitchen featuring high-end appliances, luxury finishes, and modern design. 27 Howard dining area with historic arc

27 HOWARD

Where Historic Charm Meets Modern Luxury.

A Home Built for Living & Entertaining

“Spacious kitchen at 27 Howard with restored historic charm and contemporary upgrades.”
Entrance of 27 Howard whaling captain’s home with classic Sag Harbor design details.

An open, sun-filled layout connects the living, dining, and family spaces. A custom chef’s kitchen with a large island anchors the home, creating a seamless flow for gatherings and daily living.

“Sag Harbor living room at 27 Howard blending 1800s charm with modern design elements.”
Close-up of gas stove at 27 Howard kitchen with pot filler, kettle, and high-end appliances.
Back door of 27 Howard pool house showing outdoor shower and poolside area.

about the property

Nestled in the very heart of Sag Harbor Village, 27 Howard Street is a rare blend of timeless character and luxury. Originally built in 1824, this historic captain’s-style home has been carefully renovated to offer all the modern conveniences without losing its soul. With 4 bedrooms, 5 bathrooms, and 2,650 sq ft of beautifully designed living space, this is a residence that welcomes both quiet evenings and lively gatherings.

A Resort-Style Backyard Oasis

Enjoy a saltwater gunite pool, spa, fire pit, pizza oven, and multiple lounge zones. The pool house includes a sauna, full bath, wet bar, and indoor-outdoor living space.

27 Howard pool house featuring outdoor lounge space and modern amenities
“Sag Harbor pool at 27 Howard featuring outdoor seating and luxury amenities.”
Luxury sauna in the 27 Howard pool house with modern wood paneling and spa-style design.
“Sag Harbor backyard at 27 Howard showcasing pool, pool house, and landscaped outdoor area.”
Spacious primary bathroom at 27 Howard featuring two sinks, high-end fixtures, and elegant design.
“27 Howard primary bedroom with restored historic charm, natural light, and luxury finishes.”
Guest bedroom with preserved 1800s charm and modern finishes
“27 Howard primary bathroom featuring a luxury soaking tub with modern finishes.”
27 Howard primary bathroom featuring a walk-in shower with contemporary design and premium materials.
“Elegant powder room at 27 Howard featuring a decorative mirror and modern fixtures.”
Guest bedroom at 27 Howard with restored historic charm and modern luxury finishes.

Modern Comfort in Every Bedroom 

The primary suite features a fireplace, spa bathroom, and soaking tub. Three additional bedrooms offer flexible space and natural light, with thoughtfully designed bathrooms throughout.

Steps to Main Street, restaurants, shops, and the harbor. A rare Sag Harbor property offering both charm and world-class convenience. 

0.12 ACRES

2,650 SQ FT

4 BEDROOMS

4 FULL + 1 HALF  BATHROOMS

GUNITE POOL & SPA 

ASKING $4,995,000

Sweeping aerial perspective capturing the property and the iconic Sag Harbor Bridge in the distance, highlighting the home’s
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