45 Pleasant Street Nantucket MA

An exceptional opportunity situated in the heart of Nantucket Town. A rare offering featuring two fully furnished, independent homes on one lot, just moments to Main Street.
This unique compound includes a 7-bedroom, 4.5-bath home with four finished levels and a 4-bedroom, 4-bath residence with three finished levels, each offering inviting interiors and private patios complete with firepits. Recent upgrades—central air, new roofs, new appliances, and more—make both homes comfortable and carefree. Off-street parking for four cars adds convenience rarely found in town. Perfect for multi-generational living, guest accommodations, and strong rental income. Morning coffee at your favorite café, afternoons wandering through boutiques, evenings dining at your favorite restaurant … all just moments from your doorstep creating the ideal setting for effortless island living.

A proven rental powerhouse, generating over $300K in 2025, with $265K already committed for 2026, largely from repeat guests who return year after year for its comfort and unbeatable location. And it gets even better, a low-mileage 2022 Jeep Wrangler Sahara (4-door) comes with the sale!

Whether you choose to live in one home and rent the other, create a cherished family compound, or enjoy both as high-yield investments, this in-town property delivers unmatched flexibility, lifestyle, and value.

Floor 1: Sunny kitchen great room with center island providing loads of storage, 6-Burner Thermador Range, GE Monogram Series Refrigerator, Sharp Microwave Drawer, Kitchen Aid Dishwasher, beverage fridge, ice maker, & wall mount Miele Coffee maker. Kitchen opens into a dining and sitting area with Flat Screen TV. Easy access to brick patio. Living room with fireplace; separate den/office area with Murphy Bed. Powder Room

Floor 2: Spacious primary 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: Two bedrooms and hall bathroom

Basement: Lower level: Entertainment room with dry bar & beverage frig; two additional rooms ideal spaces for a home gym and office or playroom. Hall Bath, Laundry room with 2 large capacity washers and dryers. Utility room with storage, furnace & hot water heater. Exterior egress to patio area.

Parking:> Shared Driveway with two tandem parking spaces - fits 4 cars

Listed by Maury People Sotheby's International Realty

45 Pleasant Street Location

Property Code: #92749

Bedrooms:

11 beds

Bathrooms:

8 and 1 half

Lot:

5,662 sq ft

Year Built:

1825

Heating Type:

GFHA

Listed:

15 ago

Assessed Value:

$5,127,605

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