299 Main St

About This Home

Looking for a spacious rental in the village of Sag Harbor? Experience Sag Harbor Cove sunset views from this versatile village home and cottage retreat filled with character and comfort. Situated on Main Street, just moments from the heart of Sag Harbor, this spacious home is convenient to shopping, restaurants and the Hampton Jitney. Inside the main house, a bright foyer opens to a classic double parlor living/dining room with bay windows, moldings, and original glass windowpanes-details that nod to the home's 1840 roots. This beautifully restored village gem combines classic charm with modern convenience. The spacious ground floor space is spectacularly decorated with all the modern comforts while maintaining its historical charm. Enjoy original fir floors, and large windows that flood the space with an amazing amount of natural light. There is a large living space, formal dining room, and large, fully equipped chefs' kitchen. French doors off the kitchen and dining area lead to a quaint covered patio insulated by potted evergreens. Two generously sized ground-floor bedrooms provide a perfect mix of elegance and serenity. The updated bathroom features modern fixtures while retaining a vintage feel, complete with a clawfoot tub/shower combo. Upstairs you'll find a modern 1-bedroom apartment that combines comfort and convenience. Enjoy an open-concept layout with large windows and French doors that bring in an abundance of natural light, creating a warm and welcoming atmosphere. There is spacious kitchen, dining area, and ample living room which leads to a private deck where you can grill, dine, and unwind and enjoy elevated living and panoramic views of Otter Pond. Architectural potted evergreen screening for enhanced privacy - grill, dine, and enjoy the warm light of golden hour. A bright and light bedroom and a full bathroom provides a peaceful haven for relaxation. A lovely, newly landscaped garden offers a peaceful escape to enjoy your morning coffee or evening relaxation. Several seating areas and quiet nooks to find respite or soak in the sun. In the evening, enjoy quiet moments by the modern fire pit under the open sky and stars. A separate and private cottage is a perfect place to steal away from the main house for remote work. Outfitted with a workspace, cozy lounge area for after hours, exercise equipment, and a full bath. Off-street parking available. Don't miss the chance to call this piece of history your home! [[Rental Registration # R-25-0020]]