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Sag Harbor 11963|MLS #381760
191 Main St
5 Bedrooms + 5 Baths||6,000 Sq Ft

Step into Sag Harbor history

Welcome to 191 Main Street, where 1815 meets today in perfect harmony. This meticulously restored historic residence on prestigious Captains Row greets you with gleaming hardwood floors and architectural details that have welcomed guests for over two centuries. Natural light pours through elegant sidelights, illuminating the craftsmanship that makes this 6,000 square foot home truly special.
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Eight original fireplaces anchor spaces designed for both quiet reflection and lively conversation. This sophisticated living area showcases the home's historic character through ornate crown molding and timeless architectural details, while plantation shutters frame views of Sag Harbor Village. Here, coastal artwork feels perfectly at home against walls that have witnessed generations of family gatherings.

Where stories come to life

Gather around good food and great company

Sun-drenched dining moments await in this gracious space where plantation shutters frame verdant village views. High ceilings and elegant architectural details create the perfect backdrop for everything from morning coffee to holiday celebrations. The gleaming hardwood floors and abundant natural light make every meal feel special in this historic setting.
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This chef's kitchen blends coastal elegance with serious functionality. Crisp white shaker cabinetry and beadboard details honor the home's 1815 heritage while professional-grade stainless appliances handle modern cooking demands. The granite-topped island becomes command central for family meals and entertaining, with multiple windows ensuring you never miss the village activity outside.

Create culinary magic every day

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Rest easy in timeless comfort

Five ensuite bedrooms offer personal retreats throughout this historic home. Each space showcases distinct character through thoughtful details like built-in storage and vaulted ceilings. The master suite features a private dressing room, creating a true sanctuary where warm hardwood floors and plantation shutters frame peaceful village views. Every bedroom tells its own story while honoring the home's rich past.
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Transform daily routines into restorative rituals in this spa-inspired bathroom. The sculptural freestanding soaking tub invites long, relaxing soaks while the expansive glass-enclosed shower offers contemporary luxury. Soft neutral tones and natural light through plantation shutters create a calming atmosphere that feels worlds away from the bustling village just outside your door.

Unwind in your private spa retreat

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Step outside to discover meticulously landscaped grounds that feel like a secret garden in the middle of Sag Harbor. Terraced levels and stacked stone walls create dramatic outdoor rooms, while towering evergreen hedges ensure complete privacy. Stone pathways connect various entertaining areas across the manicured lawn, making this outdoor sanctuary perfect for both intimate dinners and larger celebrations.

Your private oasis in the village heart

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Dive into resort-style living

Your heated pool and charming pool house create a private resort experience just steps from Bay Street Theater and Long Wharf. The pristine rectangular pool with vibrant turquoise water sits surrounded by expansive decking, while towering evergreens provide intimate privacy. Here, you can enjoy morning swims before walking to Havens Beach or evening dips after dinner at village restaurants.
Information deemed reliable, but not guaranteed. Not intended to solicit sellers or buyers under written contract with another REALTORĀ®.