108 Pleasant Street, Portsmouth, NH

Property Description

Offered at $1,875,000, this Portsmouth condominium at 108 Pleasant Street pairs New Hampshire living with everyday convenience. It counts 3 bedrooms, 4 bathrooms and 1,635 square feet of living space. Condos in this corridor are the low-maintenance way into the market — association-managed exteriors, shared amenities and predictable monthly costs. Beyond the basics, the listing carries 1797 construction and roughly $1,147 per square foot. Everything below — photos, details, schools and market data — updates live from the MLS.

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, elevated design, and meticulous attention to detail define every space. The home’s gracious proportions and historic charm are complemented by a beautifully appointed interior designed for both effortless entertaining and everyday living. The result is a rare balance of authenticity and contemporary luxury; an inviting residence with a sense of permanence, polish, and place.

Location Highlights

108 Pleasant Street is a condominium in Portsmouth, New Hampshire, listed at $1,875,000. That works out to about $1,147 per square foot, for a home built in 1797. It has been on the market for 4 weeks.

At this latitude, Portsmouth averages roughly 8.4 hours of sun a day in June and 3.6 in December.

Zoned schools in the Portsmouth: Little Harbor School (Elementary), Portsmouth Middle School (Middle), Portsmouth (High). Always confirm zoning with the district office.

Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.

Property Details

Essentials & finishes