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Listed by Eric Brassard of Duston Leddy Real Estate (Phone: 323-717-9199)

108 Pleasant StreetPortsmouth, NH 03801Price: $1,875,000

  • Price: $1,875,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $1,875,000List Price
  • 3Bedrooms
  • 4Bathrooms
  • 0.08Acreage
  • 1,635Square Feet

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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.

Property Details of 108 Pleasant Street

Property Details

Interior Features

Exterior Features

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial 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 2, 2026 8:09 AM UTC

 

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