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Property Description
Nestled in the heart of Portsmouth's coveted South End, just moments from Prescott Park, Strawbery Banke, downtown Portsmouth, and the waterfront, this lovingly restored c.1795 center-chimney Colonial blends timeless character with thoughtful updates. Rich in historic charm, this exceptional home has been maintained and thoughtfully updated while preserving its original woodwork, floor plan, and architectural integrity. Built by Benjamin Holmes, a joiner whose craftsmanship likely included the lovely moldings, the home showcases wide pine floors, fireplaces, and period details that have been carefully preserved to maintain its historic character while accommodating modern living. An inviting pocket garden creates a private outdoor retreat while providing efficient off-street parking and exceptional curb appeal. At the heart of the home, the chef's kitchen features an exposed chimney with intricate brickwork & beehive oven, creating a striking architectural focal point. Modern amenities include a gas range, wall oven, custom cabinetry, & soapstone sink. The formal living room is richly detailed with double crown moldings, a chair rail, elegant ceiling medallion, & one of four working fireplaces, with a carved mantel and marble hearth. The dining room continues the home's architectural story with dentil molding, an original mantelpiece, and distinctive gunstock corners. A 1st office with custom built-ins provides an ideal space for remote work or study. The first-floor half bath with laundry includes a stainless-steel utility sink, blending practicality with period charm. The 2nd floor offers three bedrooms & a full bath, while both front & rear staircases enhance functionality and historic character. The unfinished third floor provides generous storage & potential for future expansion. A rare opportunity to own a beautifully maintained piece of Portsmouth history in one of the city's most sought-after neighborhoods.
Full Property Details
Full Property Details for 395 Pleasant St
General
- Sold For: $1,497,500
- Taxes: $18,998 (2026)
- Status: Closed
- Type: Single Family
- Source: PrimeMLS
- MLS ID: 5093138
- Added to Site: 126 day(s) ago
Interior
- Number of Rooms: 7
- Interior Features: Fireplace Screens/Equip, Wood Fireplace, 3 or More Fireplaces, Natural Light, Walk-In Closet, Walkup Attic
- Fireplace: Yes
- Appliances: Dishwasher, Dryer, Range Hood, Wall Oven, Gas Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Bedroom 1: Level 3
- Bedroom 2: Level 2
Other Rooms
- Living Room: Level 1
- Kitchen: Kitchen, Level 1
- Dining Room: Dining Room, Level 1
- Office: Level 1
Exterior
- Exterior Features: Patio, Shed
- Color: Blue
Parking
- Parking: Off Street
Location
- County: Rockingham
- Driving Directions: GPS friendly. From downtown, take Pleasant Street towards New Castle, property on left on corner of Pleasant and Manning St.. Located in Portsmouth's historic South End.
School Information
- School District: Portsmouth School District
- Elementary School: Little Harbor School
- Middle School: Portsmouth Middle School
- High School: Portsmouth High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Natural Gas, Forced Air
Utilities
- Sewer: Public
Structural Information
- Construction Status: Existing
- Basement Entrance: Interior
- Basement Desc.: Basement Stairs, Unfinished
- Roof: Asphalt Shingles
- Stories/Levels: 2
- Square Feet: 1,904
- Finished Total: 1,904 Sq. Ft.
- Finished Above Grnd: 1,904 Sq. Ft.
- Year Built: 1795
Lot Features
- Lot Size (Acres): 0.05
- Lot Size (Sq. Ft.): 2,178
- Frontage: Yes Road Frontage
- Frontage Feet: 84
- Driveway/Sidewalk: Brick/Pavers
- Zoning: GRB
Financial Considerations
- Price Per Sq. Ft.: $786.5
- Tax Amount: $18,998
- Tax Year: 2026
Disclosures and Reports
- Lot Number: 67
Listed by The Aland Realty Group, Liz Levey-Pruyn
Sold by KW Coastal and Lakes & Mountains Realty/Wolfeboro, Adam. Dow
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Schools
Schools serving 395 Pleasant St
School District:Portsmouth School District, Portsmouth, NH
| Name | Grades | Distance |
|---|---|---|
Little Harbour School 50 Clough Drive, Portsmouth, NH 03801 | K-5 | 0.5 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 395 Pleasant St
Date
Details
Price
Change
Source
8/31/2026
Sold
$1,497,500
—
MLS
6/12/2026
Listed
$1,497,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
395 Pleasant Street, Portsmouth, NH 03801 (MLS# 5093138) is a Single Family property that was sold at $1,497,500 on August 31, 2026. Want to learn more about 395 Pleasant Street? Do you have questions about finding other Single Family real estate for sale in Portsmouth? You can browse all Portsmouth real estate or contact a Coldwell Banker agent to request more information.

