Nathan Kaiser
J Pepper Frazier Co.
(720) 549-4751
6 Total Sales
6 in Nantucket
$1.8M - $9.2M Price Range
33 Pleasant St Nantucket, MA 02554
Nantucket Area
5
Beds
5.5
Baths
3,028
Sq Ft
10,018
Sq Ft Lot
Highlights
- Spa
- Deck
- Garden
- Pasture Views
- Patio
About This Home
As of September 2025Welcome 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.
Last Agent to Sell the Property
Maury People Sotheby's International Realty Listed on: 04/27/2025
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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
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 27, 2025
Closed on
Sep 22, 2025
Sold by
Bought by
Seller's Agent
Peter Engen
Maury People Sotheby's International Realty
Buyer's Agent
Chandra Miller
Maury People Sotheby's International Realty
List Price
$4,395,000
Sold Price
$3,490,000
Premium/Discount to List
-$905,000
-20.59%
Views
42
Purchase Details
Listed on
Dec 13, 2018
Closed on
May 31, 2019
Sold by
Bought by
Seller's Agent
Ken Beaugrand
Atlantic East Nantucket Real Estate
Buyer's Agent
Ken Beaugrand
Atlantic East Nantucket Real Estate
List Price
$2,095,000
Sold Price
$1,871,000
Premium/Discount to List
-$224,000
-10.69%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
10.42%
Original Mortgage
$1,216,150
Interest Rate
4.1%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Listed on
Aug 2, 2011
Closed on
Oct 12, 2012
Sold by
Bought by
Seller's Agent
Edward Sanford
Great Point Properties
Buyer's Agent
J Pepper Frazier
J Pepper Frazier Co.
List Price
$1,895,000
Sold Price
$1,400,000
Premium/Discount to List
-$495,000
-26.12%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.44%
Original Mortgage
$2,222,500
Interest Rate
3.59%
Mortgage Type
Purchase Money Mortgage
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Nantucket, MA
-
Nathan Kaiser
-
Kenny Hilbig-Ross
Kenny Hilbig-Ross
Jameson Sotheby's International Realty
(508) 680-0447
20 Total Sales
13 in Nantucket
$1.1M - $4M Price Range
-
John F. Trudel III
John F. Trudel III
Maury People Sotheby's International Realty
(508) 419-4062
33 Total Sales
33 in Nantucket
$500K - $7M Price Range
-
Jennifer Shalley Allen
Jennifer Shalley Allen
Fisher Real Estate
(508) 901-2706
42 Total Sales
42 in Nantucket
$852K - $18M Price Range
-
Brian Sullivan
Brian Sullivan
Responds QuicklyFisher Real Estate
(774) 551-1184
52 Total Sales
52 in Nantucket
$1M - $28.9M Price Range
-
Chandra Miller
Chandra Miller
Responds QuicklyMaury People Sotheby's International Realty
(508) 639-1348
133 Total Sales
133 in Nantucket
$400K - $17M Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $3,490,000 | -- | ||
| $1,871,000 | -- | ||
| $1,400,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Closed | $1,175,000 | ||
| Previous Owner | $1,216,150 | ||
| Previous Owner | $500,000 | ||
| Previous Owner | $2,222,500 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/24/2025 09/24/25 | Sold | $3,490,000 | -12.6% | $1,153 / Sq Ft | |
| 08/26/2025 08/26/25 | Pending | -- | -- | -- | |
| 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 | View Prior Sale |
| 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 | View Prior Sale |
| 09/12/2012 09/12/12 | Pending | -- | -- | -- | |
| 08/02/2011 08/02/11 | For Sale | $1,895,000 | -- | $663 / Sq Ft |
Source: LINK
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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
Agents Affiliated with this Home
-
Peter Engen
P
Seller's Agent in 2025
Peter Engen
Maury People Sotheby's International Realty
(781) 710-1277
35 Total Sales
-
Chandra Miller
Buyer's Agent in 2025
Chandra Miller
Maury People Sotheby's International Realty
(508) 360-7777
133 Total Sales
-
K
Seller's Agent in 2019
Ken Beaugrand
Atlantic East Nantucket Real Estate
-
Edward Sanford
E
Seller's Agent in 2012
Edward Sanford
Great Point Properties
6 Total Sales
-
J
Buyer's Agent in 2012
J Pepper Frazier
J Pepper Frazier Co.
Map
Source: LINK
MLS Number: 92129
APN: NANT M:05541 P:00107
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