395 Pleasant Street, Portsmouth, NH 03801

• 3 beds |
• 2 baths |
• 2,856 sqft

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.

Listing Status:

Pending

Date Added:

June 5, 2026

Data Last Updated:

July 29, 2026 at 2:57AM

Listing Office:

The Aland Realty Group : 603-501-0463

Listing Agent:

Liz Levey-Pruyn : 603-502-7014 : liz@alandrealty.com

MLS ID:

5093138

Interior

• General: Fireplace Screens/EquipWood Fireplace3+ FireplacesNatural LightWalk-in ClosetWalkup Attic
• Appliances: DishwasherDryerRange HoodWall OvenGas RangeRefrigeratorWasher
• Basement: Basement StairsUnfinished
• A/C: None
• Heating: Natural GasForced Air

Exterior

• General: PatioShed
• Style: AntiqueColonial
• Parking: Off Street

Construction

• Roofing: Asphalt Shingle
• General: Clapboard ExteriorStone

Location

• Road/Access: Public
• School District: Portsmouth School District
• County: Rockingham

Lot

• Driveway: Brick/Pavers
• Zoning: GRB

Utilities

• Utilities: Cable Available
• Water: Public
• Sewer: Public