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$9,500,000

Pickerings Neck. A truly rare opportunity on the waterfront in Portsmouth’s historic South End. Pickerings Neck is more than a property, it is a piece of Portsmouth’s maritime history and an opportunity to create a family compound unlike anything else in the city. Located on historic Pickering’s Neck, whose story reaches back to John Pickering’s arrival in 1633, this waterfront site later became part of Portsmouth’s important shipbuilding tradition. Today, the property offers an extraordinary collection of buildings and waterfront amenities, including a principal residence with an apartment, small warehouse, waterfront decks, docks, mooring and a separate building currently home to the South End Yacht Club.The real opportunity may lie in what comes next. Situated in the Commercial zoning district and within Portsmouth’s Historic District, the property presents a compelling canvas for creating an exceptional private family compound. Envision expanding and reimagining the existing residence or exploring the potential for a larger estate home, while repurposing the distinctive yacht club building into a remarkable waterfront guest residence or complementary living space. Few properties combine this degree of waterfront access, multiple existing structures, boating amenities, history and proximity to downtown Portsmouth. Step from your home to your dock, explore the Piscataqua and Portsmouth Harbor, or walk into the heart of the city. 15 Pickering offers something that simply cannot be recreated: the opportunity to write the next chapter of an extraordinary Portsmouth waterfront property.

4 Beds ⋅ 4 Baths ⋅ 5109617 MLS

Pickerings Neck. A truly rare opportunity on the waterfront in Portsmouth’s historic South End. Pickerings Neck is more than a property, it is a piece of Portsmouth’s maritime history and an opportunity to create a family compound unlike anything else in the city. Located on historic Pickering’s Neck, whose story reaches back to John Pickering’s arrival in 1633, this waterfront site later became part of Portsmouth’s important shipbuilding tradition. Today, the property offers an extraordinary collection of buildings and waterfront amenities, including a principal residence with an apartment, small warehouse, waterfront decks, docks, mooring and a separate building currently home to the South End Yacht Club.The real opportunity may lie in what comes next. Situated in the Commercial zoning district and within Portsmouth’s Historic District, the property presents a compelling canvas for creating an exceptional private family compound. Envision expanding and reimagining the existing residence or exploring the potential for a larger estate home, while repurposing the distinctive yacht club building into a remarkable waterfront guest residence or complementary living space. Few properties combine this degree of waterfront access, multiple existing structures, boating amenities, history and proximity to downtown Portsmouth. Step from your home to your dock, explore the Piscataqua and Portsmouth Harbor, or walk into the heart of the city. 15 Pickering offers something that simply cannot be recreated: the opportunity to write the next chapter of an extraordinary Portsmouth waterfront property.

15 Pickering Ave, Portsmouth

$750,000

Welcome to this spacious and versatile 6-bedroom, 3-bath home with beautiful views of the Piscataqua River. Deed history references right of way access to the river, used by the current owner over the years. The home offers a private backyard, large 2-car garage, and plenty of space for comfortable living and entertaining. The second floor features a large, open kitchen and living area, along with 3 bedrooms, 2 full bathrooms, and convenient laundry hookups. The first floor offers a distinct living area with its own kitchen and living space, a bedroom, and a full bathroom, providing flexibility for a variety of living arrangements. A bright sunroom with slate flooring opens directly to the back deck and private backyard, creating a wonderful spot to relax and enjoy the outdoors. The basement offers both finished and unfinished space, along with laundry hookups and additional room for living, storage or recreation. There have been many recent updates to the home including a new roof, new boiler, and replacement of the front porch, back deck, and second-story balcony. Conveniently located across from the Great Bay Yacht Club with direct access to the Hilton Park walking and biking path, and easy access to Route 16, downtown Dover, Portsmouth, Durham, local shopping, restaurants, and everyday amenities.

6 Beds ⋅ 3 Baths ⋅ 5104151 MLS

Welcome to this spacious and versatile 6-bedroom, 3-bath home with beautiful views of the Piscataqua River. Deed history references right of way access to the river, used by the current owner over the years. The home offers a private backyard, large 2-car garage, and plenty of space for comfortable living and entertaining. The second floor features a large, open kitchen and living area, along with 3 bedrooms, 2 full bathrooms, and convenient laundry hookups. The first floor offers a distinct living area with its own kitchen and living space, a bedroom, and a full bathroom, providing flexibility for a variety of living arrangements. A bright sunroom with slate flooring opens directly to the back deck and private backyard, creating a wonderful spot to relax and enjoy the outdoors. The basement offers both finished and unfinished space, along with laundry hookups and additional room for living, storage or recreation. There have been many recent updates to the home including a new roof, new boiler, and replacement of the front porch, back deck, and second-story balcony. Conveniently located across from the Great Bay Yacht Club with direct access to the Hilton Park walking and biking path, and easy access to Route 16, downtown Dover, Portsmouth, Durham, local shopping, restaurants, and everyday amenities.

24 Wentworth Ter, Dover

$1,325,000

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.

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

$1,325,000

Welcome to Portsmouth's iconic South End, where cobblestone sidewalks, waterfront parks, and centuries of history create one of New England's most desirable places to call home. Just moments from Prescott Park, Strawbery Banke, and Market Square, this beautifully updated Colonial offers timeless character paired with thoughtful modern improvements. Dating back to circa 1750, the home showcases classic New England architecture while benefiting from significant 2025 exterior renovations, 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. Inside, approximately 1,800 square feet provide warm, inviting living spaces filled with natural light, two bedrooms, one bathroom, and the unmistakable charm only a historic Portsmouth home can offer. You'll also love the first floor ADU, complete with an eat-in kitchen, a studio style bedroom, and a full bath comprised of a clawfoot tub and built-in sauna. Perfect for guests or rental income! Outside you'll enjoy morning coffee or evening cocktails on your spacious, private back patio. The oversized shed offers fantastic storage, a work shop, or garage potential. Additional features include natural gas heat (new furnace being installed prior to closing), two 100-amp panels, public water and sewer, a detached storage shed, and 1 off-street parking spot (or more depending on how you use the backyard). Whether you're searching for a full-time residence, a weekend retreat, or a home that perfectly blends historic character with modern improvements, 491 Marcy Street presents a rare opportunity to own in one of the Seacoast's most treasured neighborhoods. Showings start at open house, Saturday July 25th, 12-2pm.

3 Beds ⋅ 2 Baths ⋅ 5100942 MLS

Welcome to Portsmouth's iconic South End, where cobblestone sidewalks, waterfront parks, and centuries of history create one of New England's most desirable places to call home. Just moments from Prescott Park, Strawbery Banke, and Market Square, this beautifully updated Colonial offers timeless character paired with thoughtful modern improvements. Dating back to circa 1750, the home showcases classic New England architecture while benefiting from significant 2025 exterior renovations, 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. Inside, approximately 1,800 square feet provide warm, inviting living spaces filled with natural light, two bedrooms, one bathroom, and the unmistakable charm only a historic Portsmouth home can offer. You'll also love the first floor ADU, complete with an eat-in kitchen, a studio style bedroom, and a full bath comprised of a clawfoot tub and built-in sauna. Perfect for guests or rental income! Outside you'll enjoy morning coffee or evening cocktails on your spacious, private back patio. The oversized shed offers fantastic storage, a work shop, or garage potential. Additional features include natural gas heat (new furnace being installed prior to closing), two 100-amp panels, public water and sewer, a detached storage shed, and 1 off-street parking spot (or more depending on how you use the backyard). Whether you're searching for a full-time residence, a weekend retreat, or a home that perfectly blends historic character with modern improvements, 491 Marcy Street presents a rare opportunity to own in one of the Seacoast's most treasured neighborhoods. Showings start at open house, Saturday July 25th, 12-2pm.

491 Marcy St, Portsmouth

$790,000

Water views, 2020 construction, and a location just minutes from downtown Portsmouth. Tucked at the end of a private lane in coveted Dover South, this custom-built home offers something the Seacoast rarely delivers: newer construction with spectacular water views from both the back and the side of the home, at a price point that the Portsmouth waterfront simply cannot match. The home was designed to bring the outdoors in, elevating the living space above a garage-under entry level to capture the water at every turn through generous windows, with high ceilings and an open, airy layout. The main level features the kitchen, a full bath, and a bedroom with a walk-in closet, ideal as a guest room, home office, or main-level bedroom, while the upper level offers two generously sized bedrooms. The entry level below provides a garage plus abundant storage. High-end appliances, motorized window shades, central air, and a whole-house generator are already in place, so there is nothing to update and nothing to worry about. Just move in. The location is a lifestyle in itself: stroll to Hilton Park and the public boat launch, grab dinner at Newick's, launch a kayak into Little Bay, or be in downtown Portsmouth in under ten minutes. Water views with construction this new are almost never available at this price on the Seacoast. OPEN HOUSE SAT. 8/1, 10am - 12:00pm.

3 Beds ⋅ 2 Baths ⋅ 5096657 MLS

Water views, 2020 construction, and a location just minutes from downtown Portsmouth. Tucked at the end of a private lane in coveted Dover South, this custom-built home offers something the Seacoast rarely delivers: newer construction with spectacular water views from both the back and the side of the home, at a price point that the Portsmouth waterfront simply cannot match. The home was designed to bring the outdoors in, elevating the living space above a garage-under entry level to capture the water at every turn through generous windows, with high ceilings and an open, airy layout. The main level features the kitchen, a full bath, and a bedroom with a walk-in closet, ideal as a guest room, home office, or main-level bedroom, while the upper level offers two generously sized bedrooms. The entry level below provides a garage plus abundant storage. High-end appliances, motorized window shades, central air, and a whole-house generator are already in place, so there is nothing to update and nothing to worry about. Just move in. The location is a lifestyle in itself: stroll to Hilton Park and the public boat launch, grab dinner at Newick's, launch a kayak into Little Bay, or be in downtown Portsmouth in under ten minutes. Water views with construction this new are almost never available at this price on the Seacoast. OPEN HOUSE SAT. 8/1, 10am - 12:00pm.

8 Heaphy Ln, Dover

$1,785,000

Enjoy captivating water views & proximity to Prescott Park at 114 Mechanic Street, a stately Antique Colonial in Portsmouth’s historic South End. Meticulously restored from stem to stern with exceptional craftsmanship by Auger Builders, this distinctive property blends preserved period character with thoughtfully completed modern improvements. Inside, original pine floors have been beautifully refinished, while many architectural details have been retained, including four fireplaces, one of which is currently functional. Extensive updates include new high-efficiency central heating and air conditioning, new ENERGY STAR® stainless steel appliances, renovated bathrooms, new electrical wiring and lighting throughout, and fresh interior paint. The result is a home that maintains the warmth and character of its historic origins while offering updated systems and finishes for today’s lifestyle. Step outside to a newly renovated pocket garden designed to make the most of the property’s outdoor space. Granite-curbed garden beds, refreshed landscaping, a brick patio, and fencing create an inviting setting for crisp fall mornings, outdoor dining, or relaxing at the end of the day. The location is equally compelling. Set in Portsmouth’s South End waterfront neighborhood, the property is nestled among historic architecture and colorful homes with views toward the Piscataqua River. Waterfront parks, downtown Portsmouth, and New Castle are all nearby, providing convenient access to the Seacoast’s restaurants, cafés, boutiques, galleries, theaters, cultural attractions, beaches, and recreation. With its water views, restored historic details, substantial system upgrades, private garden setting, and close proximity to both downtown and the waterfront, 114 Mechanic Street offers a distinctive opportunity to experience Portsmouth living as the Seacoast transitions into fall.

2 Beds ⋅ 2 Baths ⋅ 5087834 MLS

Enjoy captivating water views & proximity to Prescott Park at 114 Mechanic Street, a stately Antique Colonial in Portsmouth’s historic South End. Meticulously restored from stem to stern with exceptional craftsmanship by Auger Builders, this distinctive property blends preserved period character with thoughtfully completed modern improvements. Inside, original pine floors have been beautifully refinished, while many architectural details have been retained, including four fireplaces, one of which is currently functional. Extensive updates include new high-efficiency central heating and air conditioning, new ENERGY STAR® stainless steel appliances, renovated bathrooms, new electrical wiring and lighting throughout, and fresh interior paint. The result is a home that maintains the warmth and character of its historic origins while offering updated systems and finishes for today’s lifestyle. Step outside to a newly renovated pocket garden designed to make the most of the property’s outdoor space. Granite-curbed garden beds, refreshed landscaping, a brick patio, and fencing create an inviting setting for crisp fall mornings, outdoor dining, or relaxing at the end of the day. The location is equally compelling. Set in Portsmouth’s South End waterfront neighborhood, the property is nestled among historic architecture and colorful homes with views toward the Piscataqua River. Waterfront parks, downtown Portsmouth, and New Castle are all nearby, providing convenient access to the Seacoast’s restaurants, cafés, boutiques, galleries, theaters, cultural attractions, beaches, and recreation. With its water views, restored historic details, substantial system upgrades, private garden setting, and close proximity to both downtown and the waterfront, 114 Mechanic Street offers a distinctive opportunity to experience Portsmouth living as the Seacoast transitions into fall.

114 Mechanic St, Portsmouth