395 Pleasant Street, Portsmouth, NH 03801
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
Listed by: liz levey-pruyn
Office: the aland realty group603-501-0463
MLS#:5093138
Source:PrimeMLS
Price summary
- Price:$1,497,500
- Price per sq. ft.:$524.33
About this home
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....
Contact an agent
Home facts
- Year built:1795
- Listing ID #:5093138
- Added:56 day(s) ago
- Updated:August 01, 2026 at 07:50 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:1
- Rooms Total:7
- Kitchen Description:Dishwasher, Refrigerator
- Basement Description:Interior, Unfinished
- Living area:1,904 sq. ft.
Heating and cooling
- Heating:Forced Air
Structure and exterior
- Roof:Asphalt Shingle
- Year built:1795
- Building area:1,904 sq. ft.
- Lot area:0.05 Acres
- Levels:2 Story
Schools
- High school:Portsmouth High School
- Middle school:Portsmouth Middle School
- Elementary school:Little Harbor School
Utilities
- Sewer:Public Available
Finances and disclosures
- Price:$1,497,500
- Price per sq. ft.:$524.33
- Tax amount:$18,998 (2026)
Features and amenities
- Appliances:Refrigerator, Washer
- Laundry features:Dryer, Washer
- Amenities:Circuit Breaker(s)
Parking
- Parking description:Brick/Pavers Driveway
Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 1, 2026New listings near 395 Pleasant Street
- New
$329,900Active2 beds 1 baths1,148 sq. ft.139 Bluefish Boulevard, Portsmouth, NH 03801
MLS# 5102808Listed by: CENTURY 21 NE GROUP - New
$1,570,000Active3 beds 3 baths2,159 sq. ft.Lot 4 Bergamot Fields, Portsmouth, NH 03801
MLS# 5102725Listed by: THE GOVE GROUP REAL ESTATE, LLC - New
$1,695,000Active4 beds 3 baths2,786 sq. ft.Lot 5 Bergamot Fields, Portsmouth, NH 03801
MLS# 5102741Listed by: THE GOVE GROUP REAL ESTATE, LLC - Open Sat, 11am to 1pmNew
$695,000Active4 beds 3 baths1,764 sq. ft.100 Stark Street, Portsmouth, NH 03801
MLS# 5102439Listed by: RE/MAX SHORELINE - Coming Soon
$1,600,000Coming Soon2 beds 3 baths28 Walden Street, Portsmouth, NH 03801
MLS# 5102368Listed by: LANDVEST, INC./NEW HAMPSHIRE - Open Sat, 1 to 3pmNew
$449,999Active3 beds 1 baths1,029 sq. ft.268 Lafayette Road #1, Portsmouth, NH 03801
MLS# 5101978Listed by: KW COASTAL AND LAKES & MOUNTAINS REALTY - New
$1,295,000Active1 beds 2 baths1,215 sq. ft.55 Green Street #308, Portsmouth, NH 03801
MLS# 5102045Listed by: COLDWELL BANKER REALTY - CHESTNUT HILL - Open Sat, 11am to 1pmNew
$809,900Active2 beds 1 baths1,120 sq. ft.160 Rockland Street #2, Portsmouth, NH 03801
MLS# 5102025Listed by: DUSTON LEDDY REAL ESTATE - Coming Soon
$2,100,000Coming Soon3 beds 3 baths48 Watson's Landing, Portsmouth, NH 03801
MLS# 5101944Listed by: TATE & FOSS SOTHEBY'S INTERNATIONAL RLTY - New
$395,000Active2 beds 2 baths1,392 sq. ft.214 Mackerel Avenue, Portsmouth, NH 03801
MLS# 5101926Listed by: SALEM MANUFACTURED HOMES
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.