Date
Details
Price
Change
Source
10/06/2026
Listed
$1,875,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property 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.
Full Property Details
Full Property Details for 108 Pleasant St
General
- Price: $1,875,000
- Taxes: $14,985 (2026)
- Status: Active
- Type: Condo
- Source: PrimeMLS
- MLS ID: 5112480
- Updated: Today (10/6/2026)
- Added to Site: Today
Interior
- Number of Rooms: 9
- Interior Features: 2 Fireplaces, Kitchen Island, Primary BR w/ BA, Natural Light, Vaulted Ceiling, 2nd Floor Laundry
- Fireplace: Yes
- Appliances: Dishwasher, Dryer, Microwave, Gas Range, Washer, Vented Exhaust Fan, Water Heater
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 1
- 3/4 Bathrooms: 2
- Half Bathrooms: 1
- Bathroom 1: Bathroom Half, Level 2
- Bathroom 2: Bathroom Full, Level 2
- Bathroom 3: Bathroom Half, Level 1
- Bathroom 4: Bathroom Half, Level 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Living Room: Level 1
Exterior
- Exterior Features: Patio
- Color: Orange
Parking
- Parking: Driveway, Off Street, On-Site, Parking Spaces 1, Paved
Location
- County: Rockingham
- Condo Project Name: Sherburne Ayers House
- Driving Directions: The building occupies the SW corner of the intersection of Court Street and Pleasant Street.
School Information
- School District: Portsmouth
- Elementary School: Little Harbor School
- Middle School: Portsmouth Middle School
- High School: Portsmouth High School
Heating & Cooling
- Cooling Type: Central AC
- Heating Type: Hot Air
Utilities
- Sewer: Public
Structural Information
- Construction Status: Existing
- Basement Entrance: Interior
- Basement Desc.: Basement Stairs, Concrete Floor, Full, Interior Access, Interior Stairs, Storage Space, Unfinished
- Roof: Architectural Shingle
- Stories/Levels: 3
- Square Feet: 1,635
- Finished Total: 1,635 Sq. Ft.
- Finished Above Grnd: 1,635 Sq. Ft.
- Year Built: 1797
Unit Information
- Units in Building: 2
Lot Features
- Lot Size (Acres): 0.08
- Lot Size (Sq. Ft.): 3,485
- Frontage: Yes Road Frontage
- Frontage Feet: 110
- Driveway/Sidewalk: Common/Shared, Paved
- Zoning: CD-L1
Financial Considerations
- Price Per Sq. Ft.: $1,146.79
- Other Fee: Fee 1: $400
- Other Fee Type: Fee 1 Includes: Landscaping, Plowing
- Other Fee Freq.: Fee 1 Frequency: Monthly
- Tax Amount: $14,985
- Tax Year: 2026
Disclosures and Reports
- Documents Avail.: Association Docs, Deed, Property Disclosure, Survey
- Surveyed: Yes
- Block: 32
- Lot Number: 1
Listed by Duston Leddy Real Estate, Eric Brassard
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listed by Duston Leddy Real Estate, Eric Brassard
Listing agent
— 108 Pleasant St —
Eric Brassard
Duston Leddy Real Estate
Phone: 323-717-9199
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 108 Pleasant St
School District:Portsmouth School District, Portsmouth, NH
| Name | Grades | Distance |
|---|---|---|
Little Harbour School 50 Clough Drive, Portsmouth, NH 03801 | K-5 | 0.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 108 Pleasant St
Estimate the Cost
Estimate the Cost for 108 Pleasant St
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108 Pleasant Street, Portsmouth, NH 03801 (MLS# 5112480) is a Condo property with 3 bedrooms, 1 full bathroom and 3 partial bathrooms. 108 Pleasant Street is currently listed for $1,875,000 and was received on October 06, 2026. Want to learn more about 108 Pleasant Street? Do you have questions about finding other Condo real estate for sale in Portsmouth? You can browse all Portsmouth real estate or contact a Coldwell Banker agent to request more information.