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156 Portsmouth Ave Unit 156A-B-C-D-E-F-G-H, Stratham

Originally built circa 1815 Federal, Strawbery Court is one of Portsmouth's most distinctive residences, ideally positioned in the heart of Portsmouth's Historic South End. Long known as the beloved Strawbery Court Restaurant, the property was thoughtfully reimagined as an exceptional private residence. Expanded by renowned builder Peter Kasnet, the home beautifully blends nearly two centuries of history with refined modern living. Overlooking a picturesque city park beside the iconic Strawbery Banke Museum, the residence is moments from Prescott Park, the Piscataqua River waterfront, acclaimed restaurants, boutique shopping, galleries, theaters, and marinas. Few homes offer such an extraordinary combination of history, location, and lifestyle. Offering approximately 3,100 square feet, the residence features three bedrooms, three-and-one-half baths, two private offices, six working fireplaces (five gas and one wood-burning), radiant heated bathroom floors, a heated driveway, and a beautifully enclosed brick courtyard, creating an uncommon sense of privacy in the heart of downtown Portsmouth. A landmark residence that reflects the rich architectural heritage, enduring character, and exceptional lifestyle of Portsmouth's Historic South End. Mixed Use Zoning.

3 Beds ⋅ 4 Baths ⋅ 5097197 MLS

Originally built circa 1815 Federal, Strawbery Court is one of Portsmouth's most distinctive residences, ideally positioned in the heart of Portsmouth's Historic South End. Long known as the beloved Strawbery Court Restaurant, the property was thoughtfully reimagined as an exceptional private residence. Expanded by renowned builder Peter Kasnet, the home beautifully blends nearly two centuries of history with refined modern living. Overlooking a picturesque city park beside the iconic Strawbery Banke Museum, the residence is moments from Prescott Park, the Piscataqua River waterfront, acclaimed restaurants, boutique shopping, galleries, theaters, and marinas. Few homes offer such an extraordinary combination of history, location, and lifestyle. Offering approximately 3,100 square feet, the residence features three bedrooms, three-and-one-half baths, two private offices, six working fireplaces (five gas and one wood-burning), radiant heated bathroom floors, a heated driveway, and a beautifully enclosed brick courtyard, creating an uncommon sense of privacy in the heart of downtown Portsmouth. A landmark residence that reflects the rich architectural heritage, enduring character, and exceptional lifestyle of Portsmouth's Historic South End. Mixed Use Zoning.

20 Atkinson St, Portsmouth

$3,600,000

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.

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

$3,600,000

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.

6 Beds ⋅ 6 Baths ⋅ 5095121 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

$625,000

Perched above the corner of State Street and Summer Street in the heart of Portsmouth, this beautifully renovated condo is part of a classic Federal-style home thoughtfully converted into four residences. Located on the second floor, the unit is filled with natural light from oversized windows that illuminate the spacious living room, highlighting the hardwood floors, crown moldings, and high ceilings. The recently renovated kitchen features stainless steel appliances, a gas range, ample cabinet space, and a clean, modern design perfect for everyday living and entertaining. A stackable washer and dryer provide added convenience for downtown living. The bedroom offers a peaceful retreat as well as a spacious full bath with timeless white subway tile and slate flooring. This property offers exceptional storage rarely found in downtown Portsmouth, including abundant private attic storage and a private ground-level storage area within the detached garage (approximately 4'6" x 19' x 7'), ideal for bicycles, kayaks, seasonal items, and outdoor gear. Additional features include one off-street assigned parking space, mini-splits for efficient heating and cooling, and a highly desirable location just moments from Portsmouth's restaurants, shops, waterfront, and cultural attractions. A rare opportunity to own a move-in-ready home with character, storage, parking, and walkability in one of Portsmouth's most sought-after neighborhoods. Showings start at the open house Saturday 6/13/2026 12pm-2pm.

1 Beds ⋅ 1 Baths ⋅ 5093562 MLS

Perched above the corner of State Street and Summer Street in the heart of Portsmouth, this beautifully renovated condo is part of a classic Federal-style home thoughtfully converted into four residences. Located on the second floor, the unit is filled with natural light from oversized windows that illuminate the spacious living room, highlighting the hardwood floors, crown moldings, and high ceilings. The recently renovated kitchen features stainless steel appliances, a gas range, ample cabinet space, and a clean, modern design perfect for everyday living and entertaining. A stackable washer and dryer provide added convenience for downtown living. The bedroom offers a peaceful retreat as well as a spacious full bath with timeless white subway tile and slate flooring. This property offers exceptional storage rarely found in downtown Portsmouth, including abundant private attic storage and a private ground-level storage area within the detached garage (approximately 4'6" x 19' x 7'), ideal for bicycles, kayaks, seasonal items, and outdoor gear. Additional features include one off-street assigned parking space, mini-splits for efficient heating and cooling, and a highly desirable location just moments from Portsmouth's restaurants, shops, waterfront, and cultural attractions. A rare opportunity to own a move-in-ready home with character, storage, parking, and walkability in one of Portsmouth's most sought-after neighborhoods. Showings start at the open house Saturday 6/13/2026 12pm-2pm.

649 State St Unit C, Portsmouth

$425,000

Bank on Market due to buyer financing, this will go quickly! Investors, flippers and DIY enthusiasts, here is your opportunity to bring this magnificent Federal Colonial back to life! Located in picturesque Chester and built in 1795, this home offers over 3500 square feet of historic charm. Fireplaces adorn many of the rooms, and you’ll find unique features such as built-in cabinets and more. The first floor offers many layout possibilities, including multiple rooms that could serve as a dining room, living room, office, or bedroom. Upstairs are spacious bedrooms. Much of the home has wide pine flooring, and other attractive historic features. The wood siding is in good shape and most windows are newer as well. Situated on over 4 acres, the property features a large, level yard with garden areas. This home needs a full renovation, and the buyer is responsible for performing their own due diligence on all repairs. Property is being sold as-is, cash only.

4 Beds ⋅ 2 Baths ⋅ 5092775 MLS

Bank on Market due to buyer financing, this will go quickly! Investors, flippers and DIY enthusiasts, here is your opportunity to bring this magnificent Federal Colonial back to life! Located in picturesque Chester and built in 1795, this home offers over 3500 square feet of historic charm. Fireplaces adorn many of the rooms, and you’ll find unique features such as built-in cabinets and more. The first floor offers many layout possibilities, including multiple rooms that could serve as a dining room, living room, office, or bedroom. Upstairs are spacious bedrooms. Much of the home has wide pine flooring, and other attractive historic features. The wood siding is in good shape and most windows are newer as well. Situated on over 4 acres, the property features a large, level yard with garden areas. This home needs a full renovation, and the buyer is responsible for performing their own due diligence on all repairs. Property is being sold as-is, cash only.

55 Chester St, Chester

$699,000

Capture your own piece of downtown Portsmouth this summer where the living is easy... One-level living in this hugely spacious 1-bedroom, 2-bath condominium home offering all the modern conveniences, deeded off-street parking and plenty of secure storage space! Welcome to 649 State Street, where you'll pull into your driveway, step onto your private back porch entryway and immediately appreciate how a 2020 renovation of a Federal-style building blended modern style while also preserving classic traditional charm! Unit A, the largest of the four units in this building, shows off with its renovated kitchen and baths, high ceilings, crown moldings, gorgeous hardwood floors, and tons of natural light. As you enter the home, to your left is a large bedroom privately situated in the back of the house complete with spacious walk-in closet and a full ensuite bathroom with glass and tile shower. The kitchen beams with gorgeous white marble countertops that play off light and bright white soft-close cabinetry and modern stainless steel appliances. Walk through the kitchen and you'll enter a super spacious living and dining area--the heart of the home--boasting 12-foot high ceilings, original hardwood floors, crown moldings, a marble fireplace facade, huge windows and tons of natural light. This room makes it easy to add space for guests with the additional of a pull-out sofa and daybed, rounded off by a half bath. What's more is that storage is a breeze here, wait until you see the private, locked storage room dedicated to this unit in the walk-out basement. Bring your bikes, kayaks, and other belongings because they can easily be stored. There's nothing better than being a short walk to shopping, restaurants, the park, art and theater, all while being a 10-minute drive to the seacoast's finest beaches and just 45 minutes to Boston/Logan Airport. Pet friendly building. Make this your happy place this summer!

1 Beds ⋅ 2 Baths ⋅ 5090770 MLS

Capture your own piece of downtown Portsmouth this summer where the living is easy... One-level living in this hugely spacious 1-bedroom, 2-bath condominium home offering all the modern conveniences, deeded off-street parking and plenty of secure storage space! Welcome to 649 State Street, where you'll pull into your driveway, step onto your private back porch entryway and immediately appreciate how a 2020 renovation of a Federal-style building blended modern style while also preserving classic traditional charm! Unit A, the largest of the four units in this building, shows off with its renovated kitchen and baths, high ceilings, crown moldings, gorgeous hardwood floors, and tons of natural light. As you enter the home, to your left is a large bedroom privately situated in the back of the house complete with spacious walk-in closet and a full ensuite bathroom with glass and tile shower. The kitchen beams with gorgeous white marble countertops that play off light and bright white soft-close cabinetry and modern stainless steel appliances. Walk through the kitchen and you'll enter a super spacious living and dining area--the heart of the home--boasting 12-foot high ceilings, original hardwood floors, crown moldings, a marble fireplace facade, huge windows and tons of natural light. This room makes it easy to add space for guests with the additional of a pull-out sofa and daybed, rounded off by a half bath. What's more is that storage is a breeze here, wait until you see the private, locked storage room dedicated to this unit in the walk-out basement. Bring your bikes, kayaks, and other belongings because they can easily be stored. There's nothing better than being a short walk to shopping, restaurants, the park, art and theater, all while being a 10-minute drive to the seacoast's finest beaches and just 45 minutes to Boston/Logan Airport. Pet friendly building. Make this your happy place this summer!

649 State St Unit A, Portsmouth

$3,300,000

For over two centuries, the Leonard Cotton House, a Portsmouth landmark, has stood as a centerpiece of Portsmouth’s historic Puddle Dock area. This Federal-style residence offers sweeping views across Strawberry Banke Historic Museum, Prescott Park, and the Piscataqua River. As one of the largest privately owned parcels in Portsmouth’s popular South End, it features off-street parking with room to construct a garage or carriage house. Situated on the corner of Hancock and Washington Streets, this property is a five-minute walk from Portsmouth’s cultural epicenter, Market Square. Genuine moldings, original eight panel doors, and distinctive dental moldings throughout, reflect the architectural grace of the mid-18th century. The finished attic, with its exposed beams and wide pine floors, provides a most inviting retreat. Originally home to the famous Capt. John Blunt, it became home to Leonard Cotton, a well known West Indies trade merchant. This historic property has served as law offices for forty years. It is anticipated that because of its flexible layout and phenomenal location it will be restored to its original prominence, as one of the city’s more distinguished residences. The Leonard Cotton House is not merely a piece of real estate; it is part of Portsmouth's legacy, awaiting its next steward.

2 Beds ⋅ 3 Baths ⋅ 5072206 MLS

For over two centuries, the Leonard Cotton House, a Portsmouth landmark, has stood as a centerpiece of Portsmouth’s historic Puddle Dock area. This Federal-style residence offers sweeping views across Strawberry Banke Historic Museum, Prescott Park, and the Piscataqua River. As one of the largest privately owned parcels in Portsmouth’s popular South End, it features off-street parking with room to construct a garage or carriage house. Situated on the corner of Hancock and Washington Streets, this property is a five-minute walk from Portsmouth’s cultural epicenter, Market Square. Genuine moldings, original eight panel doors, and distinctive dental moldings throughout, reflect the architectural grace of the mid-18th century. The finished attic, with its exposed beams and wide pine floors, provides a most inviting retreat. Originally home to the famous Capt. John Blunt, it became home to Leonard Cotton, a well known West Indies trade merchant. This historic property has served as law offices for forty years. It is anticipated that because of its flexible layout and phenomenal location it will be restored to its original prominence, as one of the city’s more distinguished residences. The Leonard Cotton House is not merely a piece of real estate; it is part of Portsmouth's legacy, awaiting its next steward.

144 Washington St, Portsmouth