For Sale
Condo for sale at 108 Pleasant St, Portsmouth, NH 03801 | MLS# 5112480 | Listing updated on 2026-10-07
Photo 1 of Condo for sale at 108 Pleasant St, Portsmouth, NH 03801 | MLS# 5112480 | Listing updated on 2026-10-07
Photo 2 of Condo for sale at 108 Pleasant St, Portsmouth, NH 03801 | MLS# 5112480 | Listing updated on 2026-10-07
Photo 3 of Condo for sale at 108 Pleasant St, Portsmouth, NH 03801 | MLS# 5112480 | Listing updated on 2026-10-07
Photo 4 of Condo for sale at 108 Pleasant St, Portsmouth, NH 03801 | MLS# 5112480 | Listing updated on 2026-10-07
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Listed by: Eric Brassard | Duston Leddy Real Estate (603) 610-8285

$1,875,000

Monthly Est:$9,333

  • Beds Icon3 Beds
  • Beds Icon
    4 Baths
  • Beds Icon1,635sqft

108 Pleasant St, Portsmouth, NH 03801

$9,333/moEst:

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  • Condominium

  • Built in 1797

  • $-- HOA

  • 3,485 sqft lot

  • $1,147/sq.ft

Description

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 u
nit 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.

  • Houzeo last checked: 8 hours ago
  • Listing updated: October 7, 2026 at 2:30 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5112480 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    -

  • County

    Nh Rockingham County

  • City

    Portsmouth

  • Neighborhood

    --

  • Year Built

    1797

  • HOA Fees

    -

  • Finished Area

    1,635 sqft

  • Lot Size

    3,485 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5112480

  • MLS Status

    (10) Active - Active

  • Days on Market

    7

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 4

Interior

  • Sewer

    Public

  • Interior Features

    2 Fireplaces, Kitchen Island, Primary Br W/ Ba, Natural Light, Vaulted Ceiling(s), 2nd Floor Laundry

  • Appliances

    Dishwasher, Dryer, Microwave, Gas Range, Washer, Vented Exhaust Fan, Water Heater

  • Exterior Features

    Patio

  • Flooring

    Hardwood

  • Cooling

    Central Air

  • Heating

    Hot Air

Construction

  • Year Built

    Year Built: 1797

  • Home type

    Condominium

  • Property Condition

    Existing

  • Foundation Details

    Fieldstone, Poured Concrete

  • Architectural Style

    Colonial

  • Roof

    Architectural Shingle

  • Construction Materials

    Wood Frame, Wood Exterior, Wood Siding

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Cable, Underground Gas

  • Association Amenities

    Maintenance, Insurance, Landscaping, Snow Removal

  • Basement

    Concrete Floor, Full, Interior Stairs, Storage Space, Unfinished, Interior Entry, Basement Stairs

  • Parking Features

    Driveway, Off Street, On Site, Parking Spaces 1, Paved

  • Electric

    200+ Amp Service

Other Features

  • Lot Features

    Corner Lot, Landscaped, Level, In Town, Near Shopping, Near School(s)

Price History

DateEventPrice

10/07/2026

Source: mls_logoNEREN/Prime MLS-NH #5112480

Listed for Sale

$1,875,000 +63.04%

$1,147/sqft

06/01/2021

Source: mls_logoNEREN/Prime MLS-NH #4863914

Sold

$1,150,000

$703/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Oct 09, 2026, 02:32PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Oct 09, 2026, 02:32PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

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