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Listed by: Eric Brassard | Duston Leddy Real Estate (603) 610-8285
$1,875,000
Monthly Est:$9,333
3 Beds
- 4 Baths
1 full bath + 1 half bath
1,635sqft
108 Pleasant St, Portsmouth, NH 03801
$1,875,000
$9,333/moEst:
Get Pre-Approved
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 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.
- Houzeo last checked: 8 hours ago
- Listing updated: October 7, 2026 at 2:30 pm
- Source: NEREN/Prime MLS-NH | MLS#: 5112480

Property Details
Status
Active
Type
Condominium
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Listed for Sale | $1,875,000 +63.04% $1,147/sqft |
06/01/2021 Source: | Sold | $1,150,000 $703/sqft |
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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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