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This unique property is located on a very desirable dead-end street with views of Salem Harbor and deeded rights to access the beach at the end of Pitman Road. Once a summer cottage, this home was completely rebuilt in 1990. Over the years, two adjacent lots were added to the property, resulting in a large and private back yard, complete with duck pond, pool, expansive deck and a 3-car garage, a rare find in this part of town. A second level in the garage was designed for potential living space, but is currently unfinished. Close to Stramskis Park, Beach and Playground. Owned by the same family for decades, this home is ready to reach its new potential.

2 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73595639 MLS ⋅ 1,686 SqFt.

This unique property is located on a very desirable dead-end street with views of Salem Harbor and deeded rights to access the beach at the end of Pitman Road. Once a summer cottage, this home was completely rebuilt in 1990. Over the years, two adjacent lots were added to the property, resulting in a large and private back yard, complete with duck pond, pool, expansive deck and a 3-car garage, a rare find in this part of town. A second level in the garage was designed for potential living space, but is currently unfinished. Close to Stramskis Park, Beach and Playground. Owned by the same family for decades, this home is ready to reach its new potential.

71 Pitman Road, Marblehead

$4,900,000

Set along Marblehead’s coveted coastline, this grand and gracious 4+ bedroom 5.5 bath residence offers an extraordinary opportunity to experience the very best of waterfront living. A grand circular driveway with a decorative imprinted asphalt finish creates an impressive arrival, setting the tone for the property's elegance and scale. Here, the ocean becomes part of everyday life, with a private outdoor oasis that includes a stunning Gunite pool and expansive patio - an exceptional setting for summer afternoons, poolside gatherings, and long evenings with family and friends. Just beyond, easy access to the beach invites you to step directly into the coastal lifestyle that makes this property so special. Inside, the scale and character of the home are immediately apparent. A magnificent two-story foyer welcomes you into beautifully proportioned rooms, architectural details, and gracious spaces designed equally for everyday family life and sophisticated entertaining. From the incredible living room and formal dining room to the expansive all season porch overlooking the pool and ocean, the home offers a remarkable combination of grandeur, comfort, and connection to the outdoors. With multiple entertaining spaces, generous bedroom accommodations, spectacular ocean views, and finished spaces on both the lower and upper levels, this home is meant to be enjoyed. The finished lower level offers great flexibility with a private bedroom, full bath and separate living area. With the potential to add a kitchenette, this space could easily serve as an in-law or au pair suite, or be transformed into a fabulous game room, media room or recreation space. This is a home where generations can gather, guests can stay comfortably, summer days can be spent by the pool and beach, and memories can be made for years to come.

4 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73583907 MLS ⋅ 6,375 SqFt.

Set along Marblehead’s coveted coastline, this grand and gracious 4+ bedroom 5.5 bath residence offers an extraordinary opportunity to experience the very best of waterfront living. A grand circular driveway with a decorative imprinted asphalt finish creates an impressive arrival, setting the tone for the property's elegance and scale. Here, the ocean becomes part of everyday life, with a private outdoor oasis that includes a stunning Gunite pool and expansive patio - an exceptional setting for summer afternoons, poolside gatherings, and long evenings with family and friends. Just beyond, easy access to the beach invites you to step directly into the coastal lifestyle that makes this property so special. Inside, the scale and character of the home are immediately apparent. A magnificent two-story foyer welcomes you into beautifully proportioned rooms, architectural details, and gracious spaces designed equally for everyday family life and sophisticated entertaining. From the incredible living room and formal dining room to the expansive all season porch overlooking the pool and ocean, the home offers a remarkable combination of grandeur, comfort, and connection to the outdoors. With multiple entertaining spaces, generous bedroom accommodations, spectacular ocean views, and finished spaces on both the lower and upper levels, this home is meant to be enjoyed. The finished lower level offers great flexibility with a private bedroom, full bath and separate living area. With the potential to add a kitchenette, this space could easily serve as an in-law or au pair suite, or be transformed into a fabulous game room, media room or recreation space. This is a home where generations can gather, guests can stay comfortably, summer days can be spent by the pool and beach, and memories can be made for years to come.

352 Atlantic Avenue, Marblehead

$4,895,000

A rare opportunity to own this exquisitely renovated and impressive home with unobstructed ocean views on Marblehead's coveted Fluen Point. A covered front porch opens to a light-filled two-story foyer, where a winding staircase sets the tone for the exceptional craftsmanship found throughout this 6,500-square-foot residence — three gas fireplaces and hardwired sound carry warmth and music from room to room. Off the entry, a gracious formal dining room sits opposite the heart of the home: a recently updated chef's kitchen that is a true showpiece, appointed with Sub-Zero refrigeration, a Thermador gas range, an oversized island with a second sink, a coffee nook, and floor-to-ceiling pantry storage. The kitchen opens to a sun-filled breakfast nook and flows into a fireplaced living room framed by two walls of windows, where French doors lead out to an expansive wraparound deck and the water beyond. A private main-floor primary suite — renovated in 2023 — offers a spa-inspired bath, custom walk-through closet, and gas fireplace. Upstairs, three additional fully en-suite bedrooms, generous walk-in closets, and a custom office overlook the double-height living spaces below, totaling four bedrooms and four full and two half baths. The finished lower level extends the living space with a billiard room, media room, exercise room, and an expansive family room. A luxurious detached pool house adds its own full kitchen and bath and is perfect as a no-compromise cabana space or separate living quarters for an au pair, in-law or long-term guest. Numerous upgrades include extensive designer lighting and finely crafted custom built-ins. Thoughtfully maintained and move-in ready, the home features boilers, a water heater, and a generator that were all replaced in 2026. It also offers a 2+ car heated, attached garage with an EV charger and a full security system. Outdoors, unwind by the heated pool and spa with a retractable cover, gather around the gas fire pit, and entertain across new stone pavers and the wraparound deck overlooking the sloping lawn with its exquisitely landscaped perennial gardens — unsurpassed ocean front living at its finest. Private beach access and deep-water mooring rights are available through an association membership and mooring arrangement—no waitlists, no hassle, just immediate access to the water that defines this extraordinary address. A stunner!

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73582186 MLS ⋅ 6,500 SqFt.

A rare opportunity to own this exquisitely renovated and impressive home with unobstructed ocean views on Marblehead's coveted Fluen Point. A covered front porch opens to a light-filled two-story foyer, where a winding staircase sets the tone for the exceptional craftsmanship found throughout this 6,500-square-foot residence — three gas fireplaces and hardwired sound carry warmth and music from room to room. Off the entry, a gracious formal dining room sits opposite the heart of the home: a recently updated chef's kitchen that is a true showpiece, appointed with Sub-Zero refrigeration, a Thermador gas range, an oversized island with a second sink, a coffee nook, and floor-to-ceiling pantry storage. The kitchen opens to a sun-filled breakfast nook and flows into a fireplaced living room framed by two walls of windows, where French doors lead out to an expansive wraparound deck and the water beyond. A private main-floor primary suite — renovated in 2023 — offers a spa-inspired bath, custom walk-through closet, and gas fireplace. Upstairs, three additional fully en-suite bedrooms, generous walk-in closets, and a custom office overlook the double-height living spaces below, totaling four bedrooms and four full and two half baths. The finished lower level extends the living space with a billiard room, media room, exercise room, and an expansive family room. A luxurious detached pool house adds its own full kitchen and bath and is perfect as a no-compromise cabana space or separate living quarters for an au pair, in-law or long-term guest. Numerous upgrades include extensive designer lighting and finely crafted custom built-ins. Thoughtfully maintained and move-in ready, the home features boilers, a water heater, and a generator that were all replaced in 2026. It also offers a 2+ car heated, attached garage with an EV charger and a full security system. Outdoors, unwind by the heated pool and spa with a retractable cover, gather around the gas fire pit, and entertain across new stone pavers and the wraparound deck overlooking the sloping lawn with its exquisitely landscaped perennial gardens — unsurpassed ocean front living at its finest. Private beach access and deep-water mooring rights are available through an association membership and mooring arrangement—no waitlists, no hassle, just immediate access to the water that defines this extraordinary address. A stunner!

1 Anchorage Ln, Marblehead

$21,000,000

20 Crowninshield Road is set on 2.25 oceanfront acres in one of Marblehead's most coveted waterfront settings. This exceptional estate offers approximately 7,013 square feet of finished living area and 8,620 square feet of gross area, combining timeless coastal elegance with modern luxury. Completely rebuilt to the highest standards, this six-bedroom residence features six full baths and three half baths, sweeping ocean views, 10-foot ceilings, radiant heat, and central air conditioning. At the heart of the home, a dramatic ribbon staircase serves as a stunning architectural centerpiece, rising gracefully through all levels and complementing the seamless coplanar design. Remarkable craftsmanship is on display throughout, anchored by extensive millwork in old-growth white oak and a continuous installation of large-format stone running both inside and outside the home. A full-size elevator serves every floor, and the threshold-free design offers full accessibility to all living spaces. An intuitive, easy-to-use home control system governs the property, engineered with multiple layers of redundancy for reliable performance and security.The primary suite serves as a private retreat, featuring two gas fireplaces, dual walk-in closets, direct access to an expansive Ipe deck, and an outdoor shower. An extensive wine cellar offers precision climate-controlled display racking. Spa-inspired amenities include a sauna, steam room, an outdoor hot tub concealed beneath a retractable Ipe deck, and a pool surrounded by granite and Ipe decking.A separate staff or guest suite provides flexibility for extended family or live-in assistance. The four-car garage offers substantial vehicle storage capacity.The beautifully landscaped grounds frame expansive panoramic Atlantic ocean views and provide exceptional privacy. Ownership includes access to a neighborhood beach, dock, and mooring field, offering a rare opportunity to enjoy Marblehead's renowned boating and waterfront lifestyle. Just minutes from Marblehead's historic harbor, yacht clubs, shops, and restaurants, this rare legacy property offers exceptional craftsmanship in one of New England's most desirable oceanfront settings.The dwelling is not located in the FEMA flood zone.

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73539974 MLS ⋅ 7,013 SqFt.

20 Crowninshield Road is set on 2.25 oceanfront acres in one of Marblehead's most coveted waterfront settings. This exceptional estate offers approximately 7,013 square feet of finished living area and 8,620 square feet of gross area, combining timeless coastal elegance with modern luxury. Completely rebuilt to the highest standards, this six-bedroom residence features six full baths and three half baths, sweeping ocean views, 10-foot ceilings, radiant heat, and central air conditioning. At the heart of the home, a dramatic ribbon staircase serves as a stunning architectural centerpiece, rising gracefully through all levels and complementing the seamless coplanar design. Remarkable craftsmanship is on display throughout, anchored by extensive millwork in old-growth white oak and a continuous installation of large-format stone running both inside and outside the home. A full-size elevator serves every floor, and the threshold-free design offers full accessibility to all living spaces. An intuitive, easy-to-use home control system governs the property, engineered with multiple layers of redundancy for reliable performance and security.The primary suite serves as a private retreat, featuring two gas fireplaces, dual walk-in closets, direct access to an expansive Ipe deck, and an outdoor shower. An extensive wine cellar offers precision climate-controlled display racking. Spa-inspired amenities include a sauna, steam room, an outdoor hot tub concealed beneath a retractable Ipe deck, and a pool surrounded by granite and Ipe decking.A separate staff or guest suite provides flexibility for extended family or live-in assistance. The four-car garage offers substantial vehicle storage capacity.The beautifully landscaped grounds frame expansive panoramic Atlantic ocean views and provide exceptional privacy. Ownership includes access to a neighborhood beach, dock, and mooring field, offering a rare opportunity to enjoy Marblehead's renowned boating and waterfront lifestyle. Just minutes from Marblehead's historic harbor, yacht clubs, shops, and restaurants, this rare legacy property offers exceptional craftsmanship in one of New England's most desirable oceanfront settings.The dwelling is not located in the FEMA flood zone.

20 Crowninshield Road, Marblehead

$15,000,000

This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy. The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor. Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and c

5 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73536454 MLS ⋅ 9,586 SqFt.

This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy. The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor. Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and c

17 Crowninshield Road, Marblehead

$6,250,000

Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this 6 bedroom, 5.5 half bathroom exceptional Colonial captures lovely views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73528490 MLS ⋅ 7,231 SqFt.

Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this 6 bedroom, 5.5 half bathroom exceptional Colonial captures lovely views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

48 Harbor Ave, Marblehead

$3,650,000

Spacious and bright Marblehead Neck home with ocean views, deeded beach rights and a separate waterfront lot that is included with the sale. The main living areas are open-concept and perfect for entertaining! The dramatic primary suite has cathedral ceilings, a spacious sun-lit solarium, a luxurious marble bathroom and a separate fire-placed whirlpool/spa room. The home has 3 other bedrooms (one which can be a home office) plus a guest/au pair/in-law suite. Some of the many amenities include; the flexibility of the open living room/dining room/sitting room combination, 5 1/2 bathrooms, large fire-placed family room, numerous decks with ocean views, large sauna, exercise room, heated outdoor pool, fire-placed recreation room and heated 2-car attached garage. The property has deeded Beach Rights just steps away and owns an ocean-front parcel of land across the street on Ocean Avenue.

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73528472 MLS ⋅ 6,241 SqFt.

Spacious and bright Marblehead Neck home with ocean views, deeded beach rights and a separate waterfront lot that is included with the sale. The main living areas are open-concept and perfect for entertaining! The dramatic primary suite has cathedral ceilings, a spacious sun-lit solarium, a luxurious marble bathroom and a separate fire-placed whirlpool/spa room. The home has 3 other bedrooms (one which can be a home office) plus a guest/au pair/in-law suite. Some of the many amenities include; the flexibility of the open living room/dining room/sitting room combination, 5 1/2 bathrooms, large fire-placed family room, numerous decks with ocean views, large sauna, exercise room, heated outdoor pool, fire-placed recreation room and heated 2-car attached garage. The property has deeded Beach Rights just steps away and owns an ocean-front parcel of land across the street on Ocean Avenue.

244 Ocean Avenue, Marblehead

$2,850,000

Summer is around the corner ! This SF boasts over 4k sqft of living space, offering a blend of luxury and comfort. The 5 spacious bedrooms have custom or walk-in closets. The 3.5 baths are renovated while the primary ensuite provides a separate shower and double sinks. Upon entering, you'll be captivated by the light-filled rooms, courtesy of oversized windows that capture the sunlight from every direction. The chefs kitchen is a culinary enthusiasts delight, featuring a windowed design, state-of-the-art appliances, 2 sinks, and a copper vented hood. The open layout flows seamlessly into the formal dining room, perfect for hosting dinner parties. The living spaces are elegantly finished with a mix of hardwood floors, accentuated by recessed lighting and a cozy wood burning fireplace. Outdoor living is equally impressive with a heated saltwater gunite in-ground pool, hot tub, and a patio for barbecuing and/or alfresco dining. This home is a haven for relaxation, fitness & entertainment!

5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73486496 MLS ⋅ 4,090 SqFt.

Summer is around the corner ! This SF boasts over 4k sqft of living space, offering a blend of luxury and comfort. The 5 spacious bedrooms have custom or walk-in closets. The 3.5 baths are renovated while the primary ensuite provides a separate shower and double sinks. Upon entering, you'll be captivated by the light-filled rooms, courtesy of oversized windows that capture the sunlight from every direction. The chefs kitchen is a culinary enthusiasts delight, featuring a windowed design, state-of-the-art appliances, 2 sinks, and a copper vented hood. The open layout flows seamlessly into the formal dining room, perfect for hosting dinner parties. The living spaces are elegantly finished with a mix of hardwood floors, accentuated by recessed lighting and a cozy wood burning fireplace. Outdoor living is equally impressive with a heated saltwater gunite in-ground pool, hot tub, and a patio for barbecuing and/or alfresco dining. This home is a haven for relaxation, fitness & entertainment!

59 Harbor Ave, Marblehead

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