45 Pleasant Street, Nantucket MA

Discover a rare opportunity in the heart of Town: TWO beautifully renovated homes on a single property, offering timeless charm, modern comforts, and unmatched versatility. Whether you're seeking a primary residence, multi-generational living, or a high-performing investment, this exceptional property adapts to your needs. Fully renovated in 2016, both homes thoughtfully preserve their historic character while integrating contemporary upgrades. In 2022, further improvements—including a new roof, copper gutters, central HVAC systems, and hot water tanks—were completed, ensuring energy efficiency and long-term peace of mind. Each home is move-in ready and offered fully furnished, making it an ideal turn-key rental or event space. With over $300,000 in rental income generated and $345,000 already booked for 2025, this property is a proven performer for short-term rentals, weddings, and gatherings. Just steps from Main Street, the location offers easy access to shops, dining, and local events. Expansive back patios provide a private retreat for relaxing or entertaining guests. Whether you choose to live in one home and rent the other, host extended family, or capitalize on its strong rental demand, 45 Pleasant Street delivers flexibility, comfort, and opportunity—all in one. Own a piece of Town's history and a future filled with potential.

Floor 1: 45A: New white cabinet kitchen with stainless steel appliances, wine frig, microwave drawer and breakfast bar. Dining area opens into living area. Access to brick back patio off the kitchen. Optional first floor master bedroom with attached full bath with glass stall shower. Bathroom is also accessible to first floor guests through the kitchen. 45B: State of the art custom white cabinet kitchen with stainless steel appliances and oversized Carrera island. Kitchen opens into a dining and sitting/TV area. Access to the brick back patio is off of the kitchen. Continue through to the comfortable front living room with cozy fireplace. To the right of the front entry way, slide the barn door open into the private den/office/TV room with a built-in murphy bed. Down the hall is the half bath.,

Floor 2: 45A: Two bedrooms each with their own private bath with bead board detail and glass showers. 45B: Master bedroom with private bath and glass shower. Three additional bedrooms share a large hall bath with double vanity, glass shower and linen closet.,

Floor 3: 45B: Two bedrooms and shared bathroom.

45A lower level: media/family room with dry bar, bedroom, full bath and laundry. 45B lower level: media room/family room with dry bar, two bedrooms, full bath, laundry and storage room.