108 Pleasant Street, Portsmouth, NH 03801

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
108 Pleasant Street,Portsmouth, NH 03801
$1,875,000
  • 3 Beds
  • 4 Baths
  • 1,635 sq. ft.
  • Condominium
  • Active
Listed by: eric brassardPhone: 323-717-9199
Office: duston leddy real estate603-610-8285
MLS#:5112480
Source:PrimeMLS

Price summary

  • Price:$1,875,000
  • Price per sq. ft.:$860.09
  • Monthly HOA dues:$400

About this home

Welcome to The Joseph Sherburne Ayers House (built in 1797), set on coveted Pleasant Street in the heart of downtown Portsmouth. Thoughtfully restored from the ground up in 2021, the property showcases exceptional craftsmanship at every turn. Many of the home’s original details have been preserved and the layout, systems, and finishes have been updated to meet with modern taste, luxury, and convenience. Often referred to as the Pumpkin House, the unique, L-shaped building provides for deeded off-street parking and a private backyard patio. Out front, historically-protected sightlines ensure the wash of generations of sunlight into all of the homes living spaces. The 2 unit HOA provides for condominium convenience (landscaping, snow removal) with the privacy of single-family living. Inside, the home’s original beams highlight the modern kitchen and living spaces and each of the 3 generously sized en suite bedrooms across the home’s two upper floors. Carefully selected finishes,...

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Home facts

  • Year built:1797
  • Listing ID #:5112480
  • Added:6 day(s) ago
  • Updated:October 08, 2026 at 12:11 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:4
  • Full bathrooms:1
  • Rooms Total:9
  • Flooring:Hardwood
  • Kitchen Description:Dishwasher, Microwave
  • Basement Description:Concrete Floor, Full, Interior, Interior Access, Storage Space, Unfinished
  • Living area:1,635 sq. ft.

Heating and cooling

  • Cooling:Central AC
  • Heating:Hot Air

Structure and exterior

  • Year built:1797
  • Building area:1,635 sq. ft.
  • Lot area:0.08 Acres
  • Levels:3 Story

Schools

  • High school:Portsmouth High School
  • Middle school:Portsmouth Middle School
  • Elementary school:Little Harbor School

Utilities

  • Sewer:Public Available

Finances and disclosures

  • Price:$1,875,000
  • Price per sq. ft.:$860.09
  • Tax amount:$14,985 (2026)

Features and amenities

  • Appliances:Washer
  • Laundry features:Dryer, Washer

Parking

  • Parking description:Common/Shared, Paved Driveway
MLS LogoCopyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 8, 2026