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71 Pitman Road, Marblehead
$1,225,000
2 Beds ⋅ 3 Baths ⋅ 73595639 MLS
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

Listing courtesy of Listing Agent: Deirdre Blake from Listing Office: William Raveis R.E. & Home Services.

34 Jersey St, Marblehead
$899,900
3 Beds ⋅ 3 Baths ⋅ 73595586 MLS
Welcome to Marblehead! This inviting single-family home offers three bedrooms, two full bathrooms, and a half bath with laundry hookups. The updated kitchen features Viking appliances, abundant cabinet storage, and generous counter space, making meal preparation and entertaining a breeze. The front porch provides a welcoming spot to relax and enjoy the neighborhood. The spacious primary bedroom features a walk-in closet with custom shelving and an en-suite bathroom with a tiled shower. All three bedrooms have been refreshed with new carpeting and fresh paint, adding to the home's move-in-ready appeal. Outside, enjoy a quiet backyard with a storage shed, along with three off-street parking spaces. Conveniently located within walking distance of downtown Marblehead's restaurants, shops, and local amenities, this home offers a comfortable blend of updates, convenience, and classic New England charm. Come see all that this Marblehead home has to offer!

34 Jersey St, Marblehead

Listing courtesy of Listing Agent: Gifford Group from Listing Office: Churchill Properties.

15 Lorraine Terrace, Marblehead
$850,000
3 Beds ⋅ 3 Baths ⋅ 73595574 MLS
Welcome to 15 Lorraine Terrace, a meticulously maintained split-level ranch lovingly cared for by the same family for decades. Situated in a desirable Marblehead neighborhood just moments from Village Street Dock, this inviting home offers a wonderful combination of comfortable living spaces, thoughtful functionality and beautifully landscaped grounds. The main level features a welcoming living room with a gas fireplace insert framed by built-in bookcases, flowing naturally into the adjoining dining room. The eat-in kitchen offers generous space for casual dining and direct access to the backyard and patio, creating an easy connection between indoor and outdoor living. Three bedrooms include a primary suite with a private bath featuring a walk-in shower, while two additional bedrooms share a full bathroom with tub. The partially finished lower level provides a cozy family room, a half bath, dedicated laundry area and unfinished workshop area, along with convenient interior access to the two-car garage. Additional highlights include gas heat, mini-split systems for cooling and supplemental heating, and beautifully established landscaping in the fenced-in flat backyard. With its flexible floor plan, wonderful outdoor spaces and undeniable pride of ownership, this wonderful property offers an exceptional opportunity to settle into a well-loved home that is ready for its next chapter. Enjoy all that makes Marblehead such a special place to call home, from its picturesque harbor and beautiful beaches to the shops, restaurants and historic charm of Old Town. With a rich maritime heritage, vibrant community and exceptional coastal lifestyle, Marblehead is a perfect place to put down roots.

15 Lorraine Terrace, Marblehead

Listing courtesy of Listing Agent: Willis + Tierney from Listing Office: Compass.

42 Locust Street, Marblehead
$1,485,000
4 Beds ⋅ 4 Baths ⋅ 73595161 MLS
Goldthwait neighborhood single family home on an expansive 10,000sf lot, featuring beautiful hardwood wood floors and period detail. An expansion, added a kitchen with recent new appliances, granite countertops, custom cabinetry and convenient breakfast bar. Spacious first-floor main bedroom suite with a full bath glass/tile enclosed shower and generous closets.The first-floor also offers a spacious living room with wood burning fireplace and direct access to a large three-season porch, a dining room with built-in china cabinet, a laundry/butler’s pantry wet bar, and a half bath. Upstairs, the second main bedroom suite features a vaulted ceiling, three large closets, a sitting room or nursery, and a half bath with space to convert to a full bath. Two additional bedrooms, a full bath, and storage complete the second floor. Updates include all roof coverings, 200 amp electric service, wiring, exterior painting, interior painting, windows, mud room, exterior shutters, landscaping, cottage converted to home office, new white perimeter fencing, EV charger in 2-car garage, open and rebuilt staircase to 2nd level, all toilets, all appliances and gas hot water heater. See attached improvement list. Enjoy the expansive rear deck, professionally landscaped yard, large detached two-car garage, ample driveway parking, and renovated Devereux Cottage with heat and attic fan—ideal for a private office or guest space. Short distance to Goldthwait Beach, Salt Marsh, Devereux Beach playground and seasonal restaurant. Harbor access for boats, kayak/paddle board racks and year round dog friendly Riverhead Beach. Location Location.

42 Locust Street, Marblehead

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.

20 Edgewood Rd, Marblehead
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 73593039 MLS
Top of the line, move-in ready, this home is designed for modern, beautiful, easy living! This stunning property was fully transformed in an 2023 gut renovation and has been meticulously maintained since. The first floor features a luxury kitchen with Bertazzoni appliances and premium finishes, a comfortable living area with custom built-ins and fireplace, spacious dining area, a chic half bath, plus a well designed mud-room and fabulous pantry, all laid out perfectly for entertaining and effortless flow of conversation. The second floor features a tranquil primary suite with custom closet and spa like bath, a second bedroom with en-suite bath, a lovely office, along with a full separate laundry room. The third floor brings versatility with two additional bedrooms, a third full bath and a large family room, perfect for a play area, teen space, hobbies, or any number of possibilities. High end details and conveniences abound with Anderson windows dressed with custom window treatments, engineered hardwood floors, gorgeous light fixtures, heating and cooling zones for each floor, and more. In the back yard awaits the newest addition: a custom 12 x 16 matching shed, built to easily handle all of your outdoor gear, but could also be a gym, art studio, or whatever your heart desires. Tucked away, yet conveniently located near the rail trail, downtown, and less than a mile to Devereux Beach. First Offer Review Tuesday at noon, please make offers good for 24hrs.

20 Edgewood Rd, Marblehead

Listing courtesy of Listing Agent: Holly Cameron from Listing Office: William Raveis R.E. & Home Services.

25 Green Street, Marblehead
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 73592728 MLS
Tucked along a one-way street in the heart of Marblehead, this beautifully updated 4-bedroom Craftsman offers an exceptional combination of timeless character, modern amenities, and inviting indoor and outdoor living spaces. Thoughtfully improved since 2023, the home welcomes you with a classic white picket fence, sun-drenched interiors, gleaming refinished hardwood floors, new doors, and beautiful updates throughout. The kitchen has been opened up and reconfigured to create a more spacious, inviting gathering place, featuring new quartz countertops and backsplash, a Sub-Zero refrigerator, Bosch dishwasher, induction range, and an expansive peninsula with seating for six. A thoughtfully designed coffee bar in the adjoining dining room adds both style and convenience, while direct access to the deck creates a seamless connection to the outdoors. A main-floor powder room completes this level. Upstairs, three bedrooms offer wonderful flexibility, including a versatile room with a built-in bed nook, ideal for a home office, reading retreat, or guest space, along with convenient second-floor laundry. The updated full bath features a glass-enclosed walk-in shower and radiant heated floors. Occupying the entire third floor, the spectacular primary suite is a true retreat, featuring soaring cathedral ceilings, a generous walk-in closet with window, and a beautifully updated, spa-inspired bath with soaking tub and tiled shower. Outside, a lush lawn, paver patio, and multiple private gathering spaces create an unexpected oasis in the heart of downtown, enhanced by a new four-zone irrigation system. Significant recent improvements include a new boiler and heating system, 3-zone HVAC, updated 200-amp electrical service, and a two-car garage with EV charger and additional off-street parking. Just moments from Marblehead's vibrant shops, restaurants, and waterfront, this exceptional home offers the perfect balance of privacy, convenience, and coastal living.

25 Green Street, Marblehead

Listing courtesy of Listing Agent: Willis + Tierney from Listing Office: Compass.

6 West Orchard St., Marblehead
$4,200,000
5 Beds ⋅ 3 Baths ⋅ 73589640 MLS
Premier Goldthwait seaside location.This well maintained and updated center entrance Colonial home offers panoramic island, ocean and Marblehead Harbor views. 2 combined lots (.65 acres) feature frontage on both West Orchard Street as well as Stevens Road. Custom granite and stainless kitchen opens to a magnificent dining/family area surrounded by walls of glass and combines with a vaulted ceiling for truly an amazing experience. Above grade living space of 3724 sq. ft. includes 4/5 bedrooms and 3 updated full bathrooms with radiant heat. Spacious fire placed living room and large, gracious formal dining room features fabulous ocean views and exterior access to an expansive deck with classic awning. A 3rd level bonus room with open floor plan delivers flex space with dramatic ocean and harbor views. Air conditioning throughout. Lower level is also spacious for storage or future finish. An oversized 2-car garage w/ landscape storage space. Assessed value of $3,480,900 includes 2 lots in Single Residence/ Shoreline Single Residence (SR/SSR) zoning. New windows and new full bathrooms. Deeded 10' wide easement to beach. Access to Gallison Beach and Goldthwait Reservation just around the corner. Professionally landscaped grounds with irrigation offer a genuine privacy. See attached floor plans, GIS maps for both lots, dimensional table requirements and deed. Listing information has been obtained from 3rd party sources and has not been independently verified.

6 West Orchard St., Marblehead

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.

4 Washington Square, Marblehead
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 73588947 MLS
Let the chimes of Abbot Hall be your clock as you step back in time to being one of the few families able to live directly across from Marblehead’s famous town hall! The exterior and interior features of the house have been preserved and brought up to today’s expectations. The original structure was replaced in 1850 with a Greek Revival home with nine rooms. The first floor has a living room with fireplace, formal dining room, eat-in kitchen, study/library and half bath. The four bedrooms, family room and two bathrooms are on the second and third floors. Most rooms have wide pine floors. Central air conditioning. Private back yard is professionally landscaped and has a patio off of the kitchen. The cobblestone driveway can accommodate two vehicles. Being located in the heart of Old Town Village, the new owners need not use their vehicles as the cafes, restaurants and shops for which Marblehead is noted are a short stroll away. Shown by appointment.

4 Washington Square, Marblehead

Listing courtesy of Listing Agent: Daniel Devan from Listing Office: Gibson Sotheby's International Realty.

11 Kenneth Road, Marblehead
$4,495,000
4 Beds ⋅ 4 Baths ⋅ 73587342 MLS
Experience luxury waterfront living in this exceptional new construction home, perfectly positioned directly on Salem Harbor. Enjoy breathtaking sunsets and watch the schooners sail by from one of the home's many outdoor decks or from the comfort of its light-filled interior living spaces. Built with state-of-the-art materials and superior craftsmanship, this residence showcases high-end finishes and premium appliances throughout. The thoughtfully designed floor plan features four spacious bedrooms, three and a half bathrooms, a formal living room, dining room, eat-in chef's kitchen, sunny sitting room, exceptionally large family room, private home office, and convenient laundry room.The heart of the home is the expansive kitchen, where the oversized island offers the perfect place to gather while taking in spectacular harbor views. The property offers a rare and coveted private deep-water dock along with a beautifully landscaped harbor-front lawn! The seashell u-shape driveway and coastal plantings welcome visitors to this amazing seaside retreat!

11 Kenneth Road, Marblehead

Listing courtesy of Listing Agent: Traci Howe from Listing Office: Gibson Sotheby's International Realty.

7 Cloutman's Lane, Marblehead
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 73584347 MLS
OUTSTANDING PRICE ADJUSTMENT! Tucked away at the beginning of Cloutman’s Lane, this exceptional 2017-built residence enjoys a remarkably private setting surrounded by mature plantings and beautifully established landscaping. Offering 4 bedrooms, 3 full and 1 half baths, and 4,298 SF across three finished levels, the home combines thoughtful design, generous living space and an effortless connection to the outdoors. Hardwood floors, custom millwork and abundant natural light carry throughout. The main level flows from a dedicated home office and formal dining room into the living room and impressive front-to-back kitchen with stone countertops, generous center island with seating, separate beverage station and spacious dining area. A glassed-in three-season porch extends the living space and opens directly to the outdoor setting. A walk-in pantry/laundry room, powder room and oversized two-car garage complete this level, with potential to expand the living space above the garage, subject to applicable approvals and permitting. Upstairs are four well-proportioned bedrooms, including a serene primary suite with spa-like bath featuring a freestanding soaking tub, dual vanities and walk-in tiled shower. The finished walk-out lower level offers a family room, recreation space, gym with sauna, wet bar, full bath and additional office/dressing room. With direct exterior access, this level also offers potential for a future in-law suite or ADU, subject to applicable permitting. Outside, 19,210 SF of exceptionally private grounds are framed by mature trees and plantings, creating a lush backdrop throughout the property. Extensive hardscaping thoughtfully connects the upper and lower tiers of the fenced yard, with a bluestone patio, outdoor kitchen and stone fireplace, spa and Reeds Ferry Shed creating a true outdoor retreat. Beautifully designed for everyday living and entertaining, this is a home where privacy, exceptional outdoor living and beautifully finished interiors come together effortlessly.

7 Cloutman's Lane, Marblehead

Listing courtesy of Listing Agent: Willis + Tierney from Listing Office: Compass.

352 Atlantic Avenue, Marblehead
$4,900,000
4 Beds ⋅ 7 Baths ⋅ 73583907 MLS
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

Listing courtesy of Listing Agent: Julie Sagan from Listing Office: Gibson Sotheby's International Realty.

17 Cottage Street, Marblehead
$889,000
3 Beds ⋅ 2 Baths ⋅ 73582434 MLS
Rarely does a home in such a premier downtown location offer this much! Beautifully renovated and move-in ready, this 3-bedroom, 2-full-bath single-family home is just steps from shops, restaurants, coffee shops, schools, parks, and the beach. Recent updates include a stunning new kitchen, new roof, new HVAC w/ central air, new electrical, fresh paint, landscaping, and more. The inviting first floor features an open kitchen/dining area with quartz countertops and stainless steel appliances. A spacious living room, plus a versatile home office/den with direct access to the private backyard. A full bath completes the main level. Upstairs, you'll find 3 bedrooms and full bath including a primary bedroom with dressing room/office and 2nd walk-in closet. Enjoy the spacious, private backyard with deck and charming tiered stone walls. A one-car attached garage and two driveways provide exceptional parking. Just unpack and enjoy all that downtown living has to offer!

17 Cottage Street, Marblehead

Listing courtesy of Listing Agent: Cressy Team from Listing Office: Coldwell Banker Realty - Marblehead.

1 Anchorage Ln, Marblehead
$4,895,000
4 Beds ⋅ 6 Baths ⋅ 73582186 MLS
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

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

12 Johns Road, Marblehead
$2,995,000
4 Beds ⋅ 4 Baths ⋅ 73573632 MLS
Coastal New Construction with Sweeping Harbor Views. Perched high above the Naugus Head neighborhood, this exceptional new construction offers front-row views of the harbor in one of the North Shore’s most beloved seaside towns. This thoughtfully designed 4+ bedroom, 3.5-bath contemporary home spans three levels of open, light-filled living, with generously scaled bedrooms and family spaces built for both everyday comfort and easy entertaining. At the heart of the home, a stunning kitchen unfolds against a backdrop of harbor views, anchored by a large center island and outfitted with Thermador appliances. Two-zone heating and cooling keep the home comfortable and efficient in every season. The primary suite is a true coastal retreat, breathtaking water views, a large custom walk-in closet, and a spa-inspired bath with steam shower, private water closet, and double vanity. A two-car attached garage adds everyday ease. Just steps away, deeded beach rights and ocean access through the Naugus Head Association put the beach, sailing culture, and historic downtown charm within easy reach.

12 Johns Road, Marblehead

Listing courtesy of Listing Agent: Paul Whaley/Charlie Ring Team from Listing Office: Coldwell Banker Realty - Boston.

2 Mariners Ln, Marblehead
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 73567922 MLS
Located in the heart of Old Town Marblehead, 2 Mariners Lane offers beautiful harbor views from both the second and third floors and has been thoughtfully updated throughout. The third floor is dedicated to the primary suite, creating a private retreat above it all. Step outside onto the expansive deck with an electric awning and take in sweeping views across Marblehead Harbor - a peaceful setting for morning coffee, unwinding at the end of the day, and watching the boats come and go. The home offers three levels of living with 2.5 updated bathrooms, with radiant heated flooring in both full baths. Custom California Closets throughout provide thoughtfully designed storage while maintaining a clean, refined feel. Extensive updates include electrical and plumbing throughout, enhanced insulation, central air on the first two floors, a Mitsubishi heating and cooling system on the third floor, a new furnace installed in 2025, and on-demand hot water. Outside, the beautifully landscaped backyard is filled with perennial shrubs and flowers, offering an inviting space for outdoor dining and entertaining. Enjoy the best of Old Town Marblehead, with shops, restaurants, the waterfront, Crocker Park, Fort Sewall, the town landing, and several yacht clubs all nearby. With its sweeping harbor views, private third-floor primary suite, extensive updates and historic district location, 2 Mariners Lane offers a rare opportunity to enjoy the best of Marblehead living.

2 Mariners Ln, Marblehead

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

53 Sewall St, Marblehead
$799,000
3 Beds ⋅ 3 Baths ⋅ 73567849 MLS
Welcome to 53 Sewall Street, a charming 1880 Colonial offering a flexible layout, thoughtful updates and an incredibly convenient Marblehead location. With 3+ bedrooms, 2.5 baths and more than 1,400 square feet of living space, this home blends classic character with the comforts of today. The main living level features a bright kitchen with updated countertops, comfortable living and dining spaces, while the versatile first-floor bonus room with an en suite bath offers great potential for guests, a home office or additional living space. Upstairs, three additional bedrooms provide plenty of room to spread out. Recent improvements include new windows, fresh exterior paint and expanded off-street parking, while central air, gas heat, a fenced yard and basement storage add everyday convenience. Just beyond your front door, enjoy easy access to downtown Marblehead, local shops and restaurants, schools, parks, trails, public transportation and the waterfront. Spend the morning along the harbor, head to one of Marblehead’s beaches, or explore the historic streets and coastal scenery that make this seaside town such a special place to make your home. With four off-street parking spaces and a location that puts so much of Marblehead within easy reach, 53 Sewall offers a wonderful combination of character, flexibility and coastal-town living. See the full list of updates, this home is a must see!

53 Sewall St, Marblehead

Listing courtesy of Listing Agent: Ryan DeLisle from Listing Office: Coldwell Banker Realty - Marblehead.

137R Front, Marblehead
$2,200,000
2 Beds ⋅ 3 Baths ⋅ 73552747 MLS
This harbor front home offers what few water front properties can: a daily connection to the ever-changing rhythm of Marblehead Harbor! Positioned on the town side of the harbor, it captures sweeping 180-degree views of the harbor entrance, Fort Sewall, Children's Island, Chandler Hovey Park, Marblehead Neck Lighthouse, and the constant activity of sailboats, fishing vessels, and pleasure craft. The house is designed to engage with the waterfront with large windows framing the view. A 31'x32' seaside patio, unusually shaped like the prow of a ship, plus a third floor deck overlooking the harbor with an adjacent beach for swimming & kayaking complete the water draw. The approximately 2,500 sq. ft. home features a living/dining room, kitchen, den or office, 2 additional bedrooms, 2.5 baths and a spectacular third-floor Great Room with built-in bookshelves, wet bar, dumbwaiter, exposed-brick wood burning fireplace and direct deck access. A rare opportunity to experience harbor living!

137R Front, Marblehead

Listing courtesy of Listing Agent: Mary Stewart & Heather Kaznoski from Listing Office: Compass.

187 Humphrey St, Marblehead
$1,299,900
6 Beds ⋅ 4 Baths ⋅ 73547643 MLS
Discover the timeless appeal of this classic 1920s home in beautiful Marblehead. Offering six bedrooms and three-and-a-half bathrooms, this spacious residence blends historic character with generous living space and abundant natural light throughout. Beautiful hardwood flooring and soaring ceilings enhance the home's elegant interior, creating an open and inviting feel while showcasing its period craftsmanship. A spacious garage and off-street parking add everyday convenience, while the large basement provides excellent storage or potential for additional living space. Set on a generous lot, the property offers ample outdoor area to enjoy in one of the North Shore's most sought-after communities. Just moments from Marblehead's scenic coastline, historic downtown, parks, shops, and renowned dining, this home presents a rare opportunity to enjoy the charm, character, and coastal lifestyle that make Marblehead such a special place to call home.

187 Humphrey St, Marblehead

Listing courtesy of Listing Agent: The Ponte Group from Listing Office: Keller Williams South Watuppa.

20 Crowninshield Road, Marblehead
$21,000,000
6 Beds ⋅ 9 Baths ⋅ 73539974 MLS
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

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.

17 Crowninshield Road, Marblehead
$15,000,000
5 Beds ⋅ 9 Baths ⋅ 73536454 MLS
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

Listing courtesy of Listing Agent: Traci Howe from Listing Office: Gibson Sotheby's International Realty.

98 Evans Rd, Marblehead
$1,699,000
4 Beds ⋅ 4 Baths ⋅ 73523180 MLS
Come home to rooms that feel bright, open, and easy to live in. This newly built Modern Colonial in Marblehead brings the kitchen, dining, and living areas together beneath nine-foot ceilings, with white oak floors and oversized black-framed windows carrying natural light across the main level. A fireplace anchors the living room, while the kitchen’s large island, quartz countertops, and custom cabinetry make it a natural place to gather.A first-floor bedroom with its own bath offers flexibility for guests or anyone who prefers to stay on the main level. Upstairs, the primary suite includes a soaking tub and tiled shower, with additional bedrooms and baths nearby or in the bedroom. The finished lower level gives you room to make your own, whether that means a media room, workout space, playroom, or home office.A one-car garage and EV charging add everyday convenience. Come walk through 98 Evans Road and see how comfortably the spaces work together. The street has just been freshly paved!

98 Evans Rd, Marblehead

Listing courtesy of Listing Agent: Michael Buscanera from Listing Office: Atlantic Realty Collective.

55 Gregory St, Marblehead
$1,599,000
4 Beds ⋅ 3 Baths ⋅ 73531935 MLS
Ideally located on one of Marblehead’s most sought-after streets, this beautifully updated 1880 Colonial offers the quintessential walkable coastal lifestyle. Just moments from parks, the waterfront, restaurants, shops, and all that downtown Marblehead has to offer, the home seamlessly blends historic character with modern comfort. Original details, including beamed ceilings and a wood-burning fireplace, create warmth and charm throughout. The renovated kitchen features stone countertops, stainless steel appliances, a spacious dining area, and direct access to a covered porch overlooking the backyard. A flexible first-floor den, office, or bedroom and full bath provide added versatility. Upstairs are three generous bedrooms, a full bath, and laundry. The finished lower level includes a family room, bedroom, full bath, and exceptional storage. Recent improvements include an oversized heated garage with expansion potential, plus updated heating, roof, and siding.

55 Gregory St, Marblehead

Listing courtesy of Listing Agent: Team Harborside from Listing Office: Gibson Sotheby's International Realty.

48 Harbor Ave, Marblehead
$6,250,000
6 Beds ⋅ 6 Baths ⋅ 73528490 MLS
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

Listing courtesy of Listing Agent: Haley Paster Scimone from Listing Office: Gibson Sotheby's International Realty.

244 Ocean Avenue, Marblehead
$3,650,000
4 Beds ⋅ 6 Baths ⋅ 73528472 MLS
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

Listing courtesy of Listing Agent: Traci Howe from Listing Office: Gibson Sotheby's International Realty.

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