$3,995,000
$400K PRICE DROP

33 Pleasant St Nantucket, MA 02554

Estimated payment $22,856/month

Total Views 10,198
5 Beds
5.5 Baths
3,028 Sq Ft
$1,319 Price per Sq Ft

Highlights

  • Spa
  • Deck
  • Garden
  • Pasture Views
  • Patio

About This Home

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.

Listing Agent

Peter Engen

Lee Real Estate Listed on: 04/27/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,498

Year Built

  • Built in 1984

Lot Details

  • 10,018 Sq Ft Lot
  • Garden
  • Property is zoned ROH

Interior Spaces

  • 3,028 Sq Ft Home
  • Partially Furnished
  • Pasture Views

Bedrooms and Bathrooms

  • 5 Bedrooms | 1 Main Level Bedroom

Outdoor Features

  • Spa
  • Deck
  • Patio

Utilities

  • Cable TV Available

Listing and Financial Details

  • Tax Lot 2 (Pl 14-B); B (Pl 36-A)
  • Assessor Parcel Number 107

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,498

Year Built

Built in 1984

Lot Details

0

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Road Frontage Type: None
  • Lot Size Acres: 0.23
  • Garage Yn: No
  • Year Built: 1984
  • Special Features: None

Interior Features

  • Furnished: Partially
  • Possible Use: 14-B, 36-A
  • Appliances: Stove: Cosmo, Washer: Speed Queen
  • Has Basement: Full finished basement with laundry and a full bathroom.
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Total Bedrooms: 5
  • Fireplace Features: Yes
  • Fireplace: No
  • Interior Amenities: 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.
  • Main Level Bedrooms: 1

Exterior Features

  • Lot Features: Expansive
  • Pool Private: No
  • View: None, Pasture
  • Exterior Features: Deck, Garden, Patio, H/Tub
  • Foundation Details: Poured
  • Other Structures: One bedroom guest house with full kitchen.

Garage/Parking

  • Parking Features: Off-street

Utilities

  • Heating: Electric
  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town

Lot Info

  • Lot Size Sq Ft: 10018
  • Parcel #: 107
  • Zoning: ROH

Green Features

Multi Family

Tax Info

  • Tax Annual Amount: 9498
  • Tax Lot: 2 (Pl 14-B); B (Pl 36-A)
  • Tax Map Number: 55.4.1
  • Tax Other Annual Assessment Amount: 1172110
  • Tax Year: 2025

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,890 $3,015,310 $1,172,110 $1,843,200
2024 $9,259 $2,958,210 $1,172,110 $1,786,100
2023 $7,922 $2,468,000 $1,117,200 $1,350,800
2022 $7,423 $1,984,800 $934,800 $1,050,000
2021 $6,937 $1,911,000 $861,000 $1,050,000
2020 $7,978 $2,312,400 $1,141,000 $1,171,400
2019 $7,693 $2,289,500 $1,130,500 $1,159,000
2018 $7,637 $2,199,000 $1,130,500 $1,068,500
2017 $7,372 $2,174,700 $1,130,500 $1,044,200
2016 $6,802 $2,024,300 $1,098,200 $926,100
2015 $6,006 $1,663,600 $725,400 $938,200
2014 $6,094 $1,620,800 $714,300 $906,500
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/23/2025 07/23/25 Price Changed $3,995,000 -9.1% $1,319 / Sq Ft
04/27/2025 04/27/25 For Sale $4,395,000 +134.9% $1,451 / Sq Ft
06/13/2019 06/13/19 Sold $1,871,000 -10.7% $730 / Sq Ft
05/14/2019 05/14/19 Pending -- -- --
11/13/2018 11/13/18 For Sale $2,095,000 +49.6% $817 / Sq Ft
10/12/2012 10/12/12 Sold $1,400,000 -26.1% $490 / Sq Ft
09/12/2012 09/12/12 Pending -- -- --
08/02/2011 08/02/11 For Sale $1,895,000 -- $663 / Sq Ft
Source: LINK

Purchase History

Date Type Sale Price Title Company
Not Resolvable $1,871,000 --
Fiduciary Deed $1,400,000 --
Fiduciary Deed $1,400,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $1,175,000 Adjustable Rate Mortgage/ARM
Closed $1,216,150 Purchase Money Mortgage
Previous Owner $500,000 No Value Available
Previous Owner $2,222,500 Purchase Money Mortgage
Previous Owner $296,000 No Value Available
Source: Public Records

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Source: LINK

MLS Number: 92129

APN: NANT-005-541-000-000-0001-07-000-000