Welcome to 33 Pleasant Street, a hidden gem in a prime in-town location. Set back from one of Nantucket’s most prominent streets, this beautifully private, multi-tiered sanctuary is accessed via a charming cobblestone path and surrounded by lush, terraced landscaping and mature trees. The main residence is a classic two-story clapboard home offering four bedrooms and four and one half bathrooms across four thoughtfully designed levels, including a stunning glass atrium that floods the interior with natural light and frames views up toward an outdoor gazebo. The detached one-bedroom, one-bathroom cottage with its own living space is perfectly sited for privacy, making it ideal for guests, extended family, or flexible use as a rental or studio space. A Juliet terrace overlooks the garden, completing the scene. This extraordinary property must be seen in person to fully appreciate its unique combination of space, serenity, and proximity to downtown.
Sold for $3,490,000
$3,490,000
33 Pleasant St, Nantucket, MA 02554
5beds
3,028sqft
Single Family Residence
Built in 1984
10,018 Square Feet Lot
$4,954,600 Zestimate®
$1,153/sqft
$5,587 Estimated rent
Home value
$4,954,600
$4.16M - $6.00M
$5,587/mo
Zestimate® history
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$5,587/mo
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$19,325/mo
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List your homeWhat's special
Mature treesJuliet terraceCharming cobblestone pathStunning glass atriumMulti-tiered sanctuaryNatural lightOutdoor gazebo
Zillow last checked:
Listing updated:
Listed by:
Peter Engen,
Lee Real Estate
Bought with:
Chandra Miller
Maury People Sotheby's International Realty
Source: LINK,MLS#: 92129
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
- Main level bedrooms: 1
Heating
- Electric
Appliances
- Included: Stove: Cosmo, Washer: Speed Queen
Features
- AC, Floor 1: The first floor showcases an open-concept design featuring a spacious living room with a gas fireplace, a well-appointed kitchen, and an air-conditioned solarium that bathes the interior in natural light while providing seamless access to the gazebo and gardens beyond. Nestled behind the main living spaces, a large bedroom enjoys easy access to a full, tiled bath., Floor 2: The second floor has two spacious and bright bedrooms, one ensuite and one with access to a full hall bath. A small sitting room office overlooking the front patio., Floor 3: Flexible space for either additional living or sleeping space.
- Basement: Full finished basement with laundry and a full bathroom.
- Has fireplace: No
- Fireplace features: Yes
Interior area
- Total structure area: 3,028
- Total interior livable area: 3,028 sqft
Property
Parking
- Parking features: Off-street
Features
- Exterior features: Deck, Garden, Patio, H/Tub
- Has view: Yes
- View description: None, Pasture
- Frontage type: None
Lot
- Size: 10,018 Square Feet
- Features: Expansive
Details
- Additional structures: One bedroom guest house with full kitchen.
- Parcel number: 107
- Zoning: ROH
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured
Condition
- Year built: 1984
- Major remodel year: 2020
Utilities & green energy
- Sewer: Town
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Nantucket
Financial & listing details
- Price per square foot: $1,153/sqft
- Tax assessed value: $3,015,310
- Annual tax amount: $9,498
- Date on market: 4/27/2025
- Listing agreement: E
Price history
| Date | Event | Price |
|---|---|---|
| 9/24/2025 | Sold | $3,490,000-12.6%$1,153/sqft |
Source: LINK #92129 Report a problem | ||
| 8/26/2025 | Pending sale | $3,995,000$1,319/sqft |
Source: LINK #92129 Report a problem | ||
| 7/23/2025 | Price change | $3,995,000-9.1%$1,319/sqft |
Source: LINK #92129 Report a problem | ||
| 4/27/2025 | Listed for sale | $4,395,000+134.9%$1,451/sqft |
Source: LINK #92129 Report a problem | ||
| 6/13/2019 | Sold | $1,871,000-5.3%$618/sqft |
Source: LINK #85201 Report a problem | ||
| 3/2/2019 | Price change | $1,975,000-5.7%$652/sqft |
Source: Atlantic East Nantucket Real Estate #85201 Report a problem | ||
| 12/14/2018 | Listed for sale | $2,095,000-5.8%$692/sqft |
Source: Atlantic East Nantucket Real Estate #85201 Report a problem | ||
| 7/2/2018 | Listing removed | $2,225,000$735/sqft |
Source: Fisher Real Estate #83569 Report a problem | ||
| 8/8/2017 | Listed for sale | $2,225,000+58.9%$735/sqft |
Source: Fisher Real Estate #21714552 Report a problem | ||
| 10/12/2012 | Sold | $1,400,000$462/sqft |
Source: LINK #75350 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,890 +6.8% | $3,015,310 +1.9% |
| 2024 | $9,259 +16.9% | $2,958,210 +19.9% |
| 2023 | $7,922 +6.7% | $2,468,000 +24.3% |
| 2022 | $7,423 +7% | $1,984,800 +3.9% |
| 2021 | $6,937 -13% | $1,911,000 -17.4% |
| 2020 | $7,978 +3.7% | $2,312,400 +1% |
| 2019 | $7,693 -0.9% | $2,289,500 +4.1% |
| 2018 | $7,762 +5.3% | $2,199,000 +1.1% |
| 2017 | $7,372 +8.4% | $2,174,700 +7.4% |
| 2016 | $6,802 +13.3% | $2,024,300 +21.7% |
| 2015 | $6,006 -1.4% | $1,663,600 +2.6% |
| 2014 | $6,094 +4.5% | $1,620,800 +2% |
| 2013 | $5,831 -2.1% | $1,588,900 -3.4% |
| 2012 | $5,956 +1.1% | $1,645,200 |
| 2011 | $5,890 +3% | $1,645,200 -13.4% |
| 2010 | $5,721 -11.1% | $1,900,500 -18.5% |
| 2009 | $6,435 +6% | $2,331,500 +2.5% |
| 2008 | $6,073 +7.2% | $2,274,400 |
| 2007 | $5,663 +1.6% | $2,274,400 +15.8% |
| 2006 | $5,576 +1.8% | $1,963,400 +18.3% |
| 2005 | $5,477 +13.3% | $1,659,600 +7.4% |
| 2004 | $4,836 +2.5% | $1,545,000 +12% |
| 2003 | $4,719 +7.5% | $1,379,700 +23.8% |
| 2001 | $4,391 | $1,114,500 |
Find assessor info on the county website
Neighborhood: 02554
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Nearby schools
GreatSchools rating
- NANantucket Elementary SchoolGrades: PK-2Distance: 0.6 mi
- 6/10Cyrus Peirce Middle SchoolGrades: 6-8Distance: 0.4 mi
- 5/10Nantucket High SchoolGrades: 9-12Distance: 0.4 mi
- Massachusetts
- Nantucket County
- Nantucket
- 02554
- 33 Pleasant St
