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$1,325,000
5100943 MLS
Exceptional owner-occupied and investment opportunity in Portsmouth's coveted South End. This beautifully updated legal two-unit property combines the charm of a historic home while offering the ideal blend of lifestyle and cash flow. You'll love the flexibility of the layout as well which can be configured as a single family home, or side-by-side duplex, or it's current layout as a home with a 2-room studio apartment. The owner's residence is filled with timeless New England character while offering thoughtful modern updates throughout. The attached studio features its own private entrance, efficient layout, and a spa-inspired bathroom complete with a private sauna, creating a memorable guest or tenant experience. Outside you'll enjoy morning coffee or evening cocktails on your spacious, private back patio - and a private patio for the apartment as well! The oversized shed offers fantastic storage, a work shop, or garage potential. Originally built circa 1750, the property underwent extensive exterior renovations in 2025, including a new roof, four skylights, new windows, cedar siding on the front façade, Hardie® cement board siding on the sides and rear, and blown-in insulation. Additional features include natural gas heat (new furnace being installed prior to closing), public water and sewer, two 100-amp panels, a detached storage shed, and 1 off-street parking spot. Located just steps from Prescott Park, Strawbery Banke, the Piscataqua River waterfront, and Portsmouth's renowned restaurants, boutiques, and entertainment, this is a rare opportunity to own an income-producing property in one of New England's most desirable coastal communities. Whether you're looking to offset your mortgage with rental income, expand your investment portfolio, or enjoy the flexibility of a legal two-unit property in an unbeatable location, 491 Marcy Street offers exceptional value and endless possibilities. Showings start at open house, Saturday July 25th, 12 to 2pm.

491 Marcy St, Portsmouth
$1,000,000
5100531 MLS
Exceptional Portsmouth Duplex – Fully Updated Investment or Owner-Occupant Opportunity – $1,176,000 Rare opportunity to own a beautifully updated duplex in one of Portsmouth's most desirable neighborhoods. Whether you're looking to expand your investment portfolio, live in one unit while generating rental income from the other, or accommodate multi-generational living, this property offers outstanding flexibility in a prime Seacoast location. Each unit features 3 bedrooms and 1 full bathroom with spacious, functional layouts designed for comfortable living. Recent improvements include new energy-efficient windows, updated kitchens with modern finishes, renovated bathrooms, and new central air conditioning, making this a truly move-in-ready property with contemporary style and comfort throughout. Perfectly located just minutes from downtown Portsmouth, residents will enjoy easy access to award-winning restaurants, boutique shopping, the waterfront, parks, schools, and entertainment. Commuters will appreciate the quick access to I-95, Route 1, and nearby employment centers, providing convenience without sacrificing the charm of one of New Hampshire's most sought-after communities. Properties offering two updated 3-bedroom units in Portsmouth are exceptionally rare. Whether you're seeking strong rental potential, long-term appreciation, or the flexibility of owner occupancy with income, this duplex presents an outstanding opportunity. Property Highlights: Duplex with two 3-bedroom, 1-bath units Updated kitchens and bathrooms New energy-efficient windows New central air conditioning Spacious layouts with modern finishes Excellent investment or owner-occupied opportunity Prime Portsmouth location close to downtown, shopping, dining, and major highways Offered at $1,176,000 Don't miss your chance to own this exceptional duplex in one of the Seacoast's most desirable markets. Schedule your private showing today.

184 Echo Ave, Portsmouth
$1,350,000
5097886 MLS
197 Richards Avenue presents a rare investment opportunity in Portsmouth's highly sought-after Little Harbor neighborhood. Situated on a generous 0.24-acre lot just moments from downtown, this three-unit property offers an exceptional combination of location, income potential, and future upside in one of the Seacoast's most desirable markets. The property features approximately 2,405 square feet of finished living space across three residential units, each thoughtfully equipped with its own in-unit washer and dryer. Ample off-street parking is located behind the building. Whether maintained as an income-producing asset, repositioned through renovations and value-add improvements, or utilized as an owner-occupied investment opportunity, 197 Richards Avenue offers the flexibility and long-term potential rarely found in such a premier Portsmouth location. Opportunities to acquire multifamily properties with this combination of scale, location, and redevelopment potential are increasingly limited.

197 Richards Ave, Portsmouth
$899,900
5096914 MLS
648 Kearsarge Way is a well-maintained duplex located in Portsmouth's desirable Atlantic Heights neighborhood. The property offers two, two bedrooms and one bathroom units. Situated just minutes from historic downtown Portsmouth, the Portsmouth Naval Shipyard, shopping, restaurants, schools, and major commuter routes, the property combines neighborhood charm with convenient access to local amenities. The Atlantic Heights neighborhood is known for its walkability, public recreation, mature tree-lined streets, and historic character. The two-unit layout provides flexibility for multi-generational living, long-term rental income, owner occupancy living while generating supplemental revenue, and investment portfolio growth. Many of the main systems in the home have been updated in the last five years, along with the wood floors, paint, and kitchen countertops The property's manageable lot size makes it an attractive option for buyers seeking both convenience and character in one of the Seacoast's most desirable communities.

648 Kearsarge Way, Portsmouth
$3,600,000
5095216 MLS
The Pickering-Heffenger House c.1804 Live where history was made and where diplomats, dignitaries, and world leaders once gathered. The Pickering-Heffenger House is one of Portsmouth's most significant residences, prominently featured in Richard Candee's Building Portsmouth and John Mead Howells' Architectural History of the Piscataqua. Its most celebrated chapter occurred in 1905 when Dr. Arthur Heffenger, a retired U.S. Navy physician, hosted members of the Russian delegation during negotiations for the historic Portsmouth Peace Treaty. The grandeur of that era remains evident throughout the home with quadruple crown moldings, marble fireplace mantels, soaring ceilings, and extraordinary millwork. Thoughtfully modernized for today's lifestyle, the residence offers a beautifully appointed granite kitchen, wide-board cherry floors, six bedrooms, and six renovated bathrooms that seamlessly blend historic character with modern comfort. The original carriage house and stable have been transformed into three residences consisting of two one-bedroom apartments and one two-bedroom apartment, creating flexibility for guests, extended family, rental income, or staff accommodations. Perhaps most compelling are the property's future possibilities. It can continue as one of Portsmouth's great private estates, become a multi-generational family compound, or be thoughtfully repositioned as a condominium conversion opportunity. An existing inn license also creates potential for boutique hospitality, subject to approvals. Situated along tree-lined Austin Street and just steps from downtown Portsmouth, this is more than a home—it's an opportunity to own, preserve, and redefine one of the Seacoast's truly iconic properties.

53 Austin St, Portsmouth
$4,200,000
5084747 MLS
Historical gem in the heart of downtown Portsmouth! This mixed-use building consists of four residential units and one commercial unit on one of the most visible corners of the city. Scrupulously renovated throughout in 2017-2018 these luxury units, feature historical masonry walls, exposed wooden beams, wooden floors all while marrying modern finish and convenience. Large replacement windows look out onto the city streets with several units featuring incredible water views out to the Piscataqua River and Portsmouth tug boats. The first floor commercial space, currently occupied by Bangor Savings Bank sees robust pedestrian and vehicular counts with unmatched visibility. A private residential entrance along the side of the building leads you to the four residential units on the second and third floors. All residential units have been fully furnished with a design eye in mind and feature full kitchens that open up to the main living spaces. The top floor units feature vaulted ceilings with lofted bedrooms with windows and skylights flooding the units with natural light. The basement area features two common washers and two common dryers for easy tenant use. Coupled with four private storage areas, tenants are provided with every convenience. A rare opportunity to own your own piece of historical Portsmouth in a building with proven success.

8 Bow St, Portsmouth
$949,500
5081394 MLS
INVESTORS & CONTRACTORS TAKE NOTICE! This is the West End restoration opportunity you’ve been waiting for. Located just a 10-minute stroll from the heart of downtown Portsmouth, this stately duplex offers a rare “blank canvas” for those looking to create a masterpiece in one of the Seacoast’s most desirable neighborhoods. Currently occupied and functioning as a two-family residence, this property is home to families on both the first and second floors. While the home requires significant rehabilitation and a “top-to-bottom” vision, its solid bones and classic New England character remain intact. Whether you are looking for a high-yield investment project, a condo conversion opportunity (CD4-L2 Zoning), or a “sweat equity” dream home where you can live in one unit while restoring the other, the potential here is unmatched. You simply cannot beat this location. Enjoy the best of Portsmouth’s West End! Walk to local coffee shops, award-winning restaurants, and the vibrant energy of Market Square in minutes. Properties in this corridor, especially those with this much “value-add” potential, are becoming increasingly rare. Property Highlights: Versatile Duplex Layout: Separate units on the first and second floors. Premium West End Corridor: High-demand area with strong historical appreciation. Zoning Potential: CD4-L2 district offers various development or conversion paths. Rare amenities: Enjoy a spacious, fenced-in backyard and the incredible convenience of TWO separate driveways providing rare off-street parking for both units. Livable Restoration: Currently housing two families, providing immediate functionality while you plan your renovation. Bring your contractor, your architect, and your vision. 413 Islington St is ready for its next chapter. Sold “as-is.”

413 Islington St, Portsmouth

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