45 Pleasant Street • $5,750,000

Town, Nantucket, MA

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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.

45 Pleasant Street Location
Property Code: #91876
Sold Date:
Nov 20, 2025
Asking Price:
$5,750,000
Original Price:
$7,995,000
Bedrooms:
11 beds
Bathrooms:
8 and 1 half
Lot:
5,662 sq ft
Year Built:
1825
Heating Type:
GFHA
Listed:
332 ago
Assessed Value:
$5,012,413
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