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.
Sold for $5,170,000
$5,170,000
45 Pleasant St, Nantucket, MA 02554
11beds
5,432sqft
Single Family Residence
Built in 1825
5,662.8 Square Feet Lot
$5,351,300 Zestimate®
$952/sqft
$2,953 Estimated rent
Home value
$5,351,300
$5.08M - $5.62M
$2,953/mo
Zestimate® history
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Owner options
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What's special
Zillow last checked: 8 hours ago
Listing updated: January 05, 2026 at 11:47am
Listed by:
Lisa Winn and Mary Taaffe,
Maury People Sotheby's International Realty
Bought with:
Cameron Gammill
Fisher Real Estate
Source: LINK,MLS#: 92749
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 11
- Bathrooms: 9
- Full bathrooms: 8
- 1/2 bathrooms: 1
- Main level bedrooms: 1
Heating
- GFHA
Appliances
- Included: Stove: Thermador, Washer: Three
Features
- AC, Disp, Ins, OSh, 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
- Flooring: hardwood, tile
- 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.
- Has fireplace: No
- Fireplace features: 1
- Furnished: Yes
Interior area
- Total structure area: 5,432
- Total interior livable area: 5,432 sqft
Property
Parking
- Parking features: Shared Driveway with two tandem parking spaces - fits 4 cars
Features
- Exterior features: Patio
- Has view: Yes
- View description: None, Twn
- Frontage type: None
Lot
- Size: 5,662 sqft
- Features: None Known, Each Home Has A Private Brick Patio
Details
- Parcel number: 152
- Zoning: ROH
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Full
Condition
- Year built: 1825
- Major remodel year: 2016
Utilities & green energy
- Sewer: Town
- Water: Town
- Utilities for property: Cbl
Community & neighborhood
Location
- Region: Nantucket
Other
Other facts
- Listing agreement: E
Price history
| Date | Event | Price |
|---|---|---|
| 12/30/2025 | Sold | $5,170,000-5.9%$952/sqft |
Source: LINK #92749 Report a problem | ||
| 12/12/2025 | Pending sale | $5,495,000$1,012/sqft |
Source: LINK #92749 Report a problem | ||
| 11/22/2025 | Listed for sale | $5,495,000-4.4%$1,012/sqft |
Source: LINK #92749 Report a problem | ||
| 11/21/2025 | Listing removed | $5,750,000$1,059/sqft |
Source: LINK #91876 Report a problem | ||
| 11/5/2025 | Price change | $5,750,000-4.1%$1,059/sqft |
Source:  CCIMLS #22504132 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,819 +7.2% | $5,127,605 +2.3% |
| 2024 | $15,689 +126.2% | $5,012,413 +132% |
| 2023 | $6,936 +11% | $2,160,880 +29.4% |
Find assessor info on the county website
Neighborhood: 02554
Nearby schools
GreatSchools rating
- NANantucket Elementary SchoolGrades: PK-2Distance: 0.6 mi
- 6/10Cyrus Peirce Middle SchoolGrades: 6-8Distance: 0.3 mi
- 5/10Nantucket High SchoolGrades: 9-12Distance: 0.3 mi
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$5,351,300
2% more+$107K
With Zillow Showcase(estimated)$5,458,326