45 Pleasant St

$5,495,000
Price
11
Beds
5,432 Sq. Ft.
$1,012 / Sq. Ft.
5,432
Sq. Ft.
$1,012
per Sq. Ft.

Description

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....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.
  1. Listed by Mary Taaffe & Lisa Winn • Maury People Sotheby's International Realty

Property Details for 45 Pleasant Street

Zoning
ROH
View
None, Twn
LISTING UPDATED: 12/12/2025 10:42 AM

Property Details for 45 Pleasant Street

StatusPending
MLS #92749
Days on Market20
Taxes$16,820 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built1825
Lot Size0.13 AC / 5,662 SF
CountyNantucket County

Location

Listing Courtesy of Maury People Sotheby's International Realty, Mary Taaffe & Lisa Winn
Add your commute

Building Information for 45 Pleasant Street

Stories-Year Built1825Building Size-Lot Size0.13 AC / 5,662 SF

Payment Calculator

$28,554 per month

30 year fixed, 6.28% Interest

Principal and Interest

$27,153

Property Taxes

$1,402

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 45 Pleasant Street

Summary
Location and General Information
  • Latitude: 41.2774427
  • Longitude: -70.0989348
  • Listing ods: Patio
  • MLS Area Major: Town
Taxes and HOA Information
  • Tax Assessed Value: $4,181,400.00
  • Tax Lot: .
  • Tax Map Number: 5541
  • Tax Other Annual Assessment Amount: $946,205.00
  • Tax Year: 2025
Parking
  • Parking Features: Shared Driveway with two tandem parking spaces - fits 4 cars
Property
Lot Information
  • Lot Features: None Known, Each home has a private brick patio
  • Property Type: 1 Family
Property and Assessments
  • Possible Use: LC Plan 14557-A
  • Parcel Number: 152
  • Photos Count: 58
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 2016
Utilities
  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town
Interior and Exterior Features
Exterior Features
  • 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.
  • Exterior Features: Patio
  • Frontage Type: None
Interior Features
  • Foundation Details: Full
  • Main Level Bedrooms: 1
  • Rooms Total: 19
  • Appliances: Stove: Thermador, Washer: Three
  • Fireplace Features: 1
  • Fireplace: No
  • Flooring: hardwood, tile
  • Furnished: Furnished
  • Heating: GFHA
  • Interior 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

Property History for 45 Pleasant Street

DateEvent & SourcePriceAppreciation
Dec 12, 2025

Under Agreement

NANTUCKET_LINK #92749

Nov 22, 2025

Listed (Active)

NANTUCKET_LINK #92749

$5,495,000
Feb 8, 2022

Sold

NANTUCKET_LINK #88905

$5,495,000
Jan 5, 2022

Under Agreement

NANTUCKET_LINK #88905

Jan 5, 2022

Contingent

NANTUCKET_LINK #88905

Oct 15, 2021

Listed (Active)

NANTUCKET_LINK #88905

$5,495,000
Mar 15, 2021

Canceled

Cape Cod & Islands Multiple Listing Service #22100993

$3,850,000
Mar 15, 2021

Canceled

NANTUCKET_LINK #88023

$3,850,000
Mar 6, 2021

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22100993

$3,850,000
Mar 5, 2021

Listed (Active)

NANTUCKET_LINK #88023

$3,850,000
Jan 29, 2016

Sold

NANTUCKET_LINK #69851

$1,751,250
Jul 30, 2013

Price Change

NANTUCKET_LINK #69851

$1,995,000
Jan 23, 2007

Listed (Active)

NANTUCKET_LINK #69851

$2,750,000
Oct 19, 2000

Sold (Public Record)

Public Record #88285125

$1,390,000
Oct 19, 2000

Sold

NANTUCKET_LINK #69392

$1,380,000
DateEvent & SourcePrice
12/12/2025

Under Agreement

NANTUCKET_LINK #92749

11/22/2025

Listed (Active)

NANTUCKET_LINK #92749

$5,495,000
02/08/2022

Sold

NANTUCKET_LINK #88905

$5,495,000
01/05/2022

Under Agreement

NANTUCKET_LINK #88905

01/05/2022

Contingent

NANTUCKET_LINK #88905

10/15/2021

Listed (Active)

NANTUCKET_LINK #88905

$5,495,000
03/15/2021

Canceled

Cape Cod & Islands Multiple Listing Service #22100993

$3,850,000
03/15/2021

Canceled

NANTUCKET_LINK #88023

$3,850,000
03/06/2021

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22100993

$3,850,000
03/05/2021

Listed (Active)

NANTUCKET_LINK #88023

$3,850,000
01/29/2016

Sold

NANTUCKET_LINK #69851

$1,751,250
07/30/2013

Price Change

NANTUCKET_LINK #69851

$1,995,000
01/23/2007

Listed (Active)

NANTUCKET_LINK #69851

$2,750,000
10/19/2000

Sold (Public Record)

Public Record #88285125

$1,390,000
10/19/2000

Sold

NANTUCKET_LINK #69392

$1,380,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 45 Pleasant Street

Taxable ValueLand$946,205Additions$4,181,400Total$5,127,605
Tax Record2025$16,819 ($1,402 / month)
Home Facts
Lot Size5,871 SqFtStyleMulti-Family Dwelling (2-4)Year Built1825ZoningROHCountyNANTUCKETAPNNANT M:05541 P:00152Fireplace TypeHas Fireplace

Schools near 45 Pleasant Street

This home is within Nantucket School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 6 to 8
Public - 9 to 12
Public - 3 to 5
Rating
School
Distance
Nantucket Elementary School
PublicPK to 2

Cyrus Peirce Middle School
Public6 to 8

Nantucket High School
Public9 to 12

Nantucket Intermediate School
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Maury People Sotheby's International Realty, Mary Taaffe & Lisa Winn

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.