Listing Tools

Beautifully updated and thoughtfully renovated in 2016 and 2023, this exceptional in town compound pairs classic Island charm with high-end finishes and modern comfort. The four-bedroom four bath main house has been refreshed throughout, including new interior paint and fixtures, refinished floors, and a newly added lower-level media room. The three-bedroom three and one half bath guest house offers its own thoughtful updates, including a new addition with a first-floor bedroom, a beautifully appointed new kitchen, and a finished lower-level bedroom. Both houses as well as the outdoor entertaining area are equipped with Sonos music system. With an excellent rental history and meticulous attention to detail throughout, this versatile property offers the ideal combination of character, comfort, and effortless Nantucket living in the Residential Old Historic District. New roof and central air conditioning in 2026.

Property Details of 44 & 44b Pine Street

Property Details

Interior Features

Exterior Features

Utilities and Appliances

Nearest Landvest Office

Nantucket, MA

Nantucket, MA

617-723-1800
2 Windy Way, Box 134,
Nantucket, MA 02554
Our Agents

Never Miss New Listings

Never miss new listings between $7,196,000 - $8,795,000 in this neighborhood
Successfully Subscribed!
Do not fill in this field:

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

We will never spam you or sell your details. You can unsubscribe whenever you like.

Map Location

Do not fill in this field:

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Schedule A Visit

Schedule a Visit

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Based on information submitted to MA_LINK as of September 23, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINK.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.