Marblehead MA Historical Real Estate, Homes for Sale

3 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73555940 MLS ⋅ 2,100 SqFt.

Enjoy the best of coastal living in a coveted Marblehead Neck location. This inviting seven-room home offers three bedrooms and two-and-a-half baths, including a spacious primary suite with cathedral ceilings, generous closet space, a private en-suite bath, and its own balcony. The beautifully updated kitchen flows seamlessly into the dining area, while a large fireplaced living room and spacious family room provide plenty of room for relaxing and entertaining. A full basement offers excellent storage, and the two-car garage adds convenience and additional storage space. Ideally situated just steps from the Marblehead Neck Wildlife Sanctuary and close to beaches, the ocean, harbor, and yacht clubs - this is a wonderful opportunity to embrace the Marblehead lifestyle.

8 Risley Rd, Marblehead

$635,000

2 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73555920 MLS ⋅ 1,296 SqFt.

Tucked away on a private court, in Marblehead's Historic District. Enjoy the camaraderie of this special neighborhood w/ the convenience of living downtown. Park your car by your door, walk to both Little Harbor and the main harbor, or up to Fort Sewall & Crocker Park - where you can enjoy "Life by the Sea." Stop on your way home at coffee shops, restaurants, boutiques, or the local grocery store. The main level of 7 Bradford Court offers a living room with a brick fireplace, a dining area, kitchen, pantry, 1/2 bath, and access to the fenced back yard deck/patio and garden area for outside entertaining. Upstairs, there are two bedrooms each with 2 closets and an updated bath. On the lower level there is a finished room with a Murphy bed, built-in-shelving, and a full bath - making this level a perfect family room, office, or guest bedroom. This home will work for first time home owners, those sizing down, or someone who just wants to live in an area where they can enjoy the convenience and advantages of downtown living. First offers Monday @ 12:00 PM.

7 Bradford Court, Marblehead

$960,000

4 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73555909 MLS ⋅ 2,194 SqFt.

Lovingly cared for by the same family for over 60 years, this charming 4-bedroom, 1.5-bath Colonial is tucked away on a quiet side street just one block from Preston Beach. Freshly painted throughout with newly refinished hardwood floors, this home is move-in ready while offering the opportunity to personalize and enhance over time. A grand foyer creates a wonderful first impression and doubles as a welcoming sitting area before opening to the spacious living room. Beautiful archways connect the living and dining rooms, adding character and an easy flow for everyday living and entertaining. The sun-filled dining room overlooks the backyard, while the freshly painted kitchen features updated hardware and stainless steel appliances. Upstairs, the oversized primary suite is a true retreat with two generous closets and plenty of room for a sitting area. Three additional bedrooms provide flexible space for family, guests, or a home office. The lower level offers abundant storage, laundry, and excellent potential to create additional finished living space. Enjoy one of Marblehead's most desirable neighborhoods with Preston Beach, scenic coastline, parks, restaurants, and downtown Marblehead just moments away. Vinnin Square shopping and dining are nearby and commuting is a breeze with convenient access to the Swampscott commuter rail, providing an easy trip into Boston. Whether you're looking for a year-round residence or a coastal retreat, this home offers the perfect combination of charm, comfort and an exceptional location. Experience the best of the North Shore lifestyle!

17 Preston Beach Rd, Marblehead

$2,200,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73552747 MLS ⋅ 2,512 SqFt.

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

$799,000

3 Beds ⋅ 1 Baths ⋅ CONTINGENT Status ⋅ 73550335 MLS ⋅ 1,205 SqFt.

Welcome to 14 Linden Street, a charming 3-bedroom antique farmhouse, ideally located within walking distance of downtown Marblehead's shops, restaurants, parks, and harbor. This bright, sunny, and happy home blends timeless character with thoughtful updates, including a brand-new mudroom with laundry and radiant heat, that offers convenient access to both the detached garage and the private, spacious backyard—perfect for outdoor entertaining or gardening. Inside, gorgeous hardwood floors flow throughout the main living spaces. The first floor features a beautiful kitchen, a full bath, a beautiful dining room with original built in's, and a cozy living room centered around a classic rebuilt wood-burning fireplace. Upstairs, you'll find three comfortable bedrooms, providing a functional and inviting layout. Offering a wonderful combination of charm, comfort, and an exceptional in-town location, this Marblehead home is ready to welcome its next owners.

14 Linden Street, Marblehead

$279,000

1 Baths ⋅ CONTINGENT Status ⋅ 73550188 MLS ⋅ 339 SqFt.

Enjoy the best of Old Town Marblehead from this bright top floor studio in the heart of the historic district. Just moments from Marblehead Harbor, Crocker Park, charming boutiques, cafés, restaurants, and public docks, this home offers an exceptional opportunity to experience one of New England's most sought-after coastal communities. The thoughtfully designed open floor plan maximizes every square foot and features a sun filled living area, a galley kitchen with stainless steel appliances, updated flooring, and ample storage. Same floor laundry is conveniently located just outside of the unit. Whether you're searching for a year-round residence, weekend retreat, or low-maintenance coastal pied-à-terre, this home offers an unbeatable combination of location, convenience, and charm. The well maintained condominium association reflects the pride of ownership shared by its residents. Open Houses Sat/Sun 12-1:30pm.

134 Washington St Unit 7, Marblehead

$859,000

2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73548900 MLS ⋅ 2,113 SqFt.

Nestled in Marblehead’s desirable Roosevelt Ave neighborhood, this move-in ready renovated 1950s Cape blends classic charm with thoughtful modern updates. Inside, a welcoming fireplaced living room sets the tone, offering a warm and inviting space to gather or unwind. The updated interior features a comfortable, easy-living floor plan with a convenient first-floor half bath, while the second level offers two bedrooms and a full bath. A partially finished basement provides flexible bonus space ideal for a family room, home office, gym, or playroom. Outside, the beautifully landscaped backyard is a true highlight, featuring mature plantings, colorful flowers, and a heated outdoor shower—perfect after a day at the beach. A one-car garage adds everyday convenience, completing this turnkey Marblehead home in a sought-after neighborhood setting.

24 Roosevelt Avenue, Marblehead

$480,000

2 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73549680 MLS ⋅ 1,261 SqFt.

PRICE REDUCED! Opportunity awaits in this attached row house located at the Frost Lane Association this unit is ideally located just moments from downtown Marblehead’s shops, restaurants, waterfront, parks, and other local amenities. This 2-bedroom, 1.5-bath home offers a functional layout with hardwood floors throughout and a welcoming living room featuring a classic wood-burning fireplace. The partially finished walkout basement provides additional living or flex space with endless possibilities. A dedicated one-car parking space adds everyday convenience. This Property is the perfect opportunity for buyers looking to renovate, personalize, or invest in a property in a highly desirable location. Bring your vision and imagination to unlock this home’s full potential!

3 Frost Lane, Marblehead

$695,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73549564 MLS ⋅ 1,218 SqFt.

Downtown living begins here. Sun-filled and full of New England charm, this delightful 3-bedroom Colonial is perfectly positioned on a coveted corner lot just moments from everything downtown has to offer. An inviting enclosed sun porch welcomes you inside, creating the perfect transition into this bright and cheerful home. Freshly painted inside and out, the home showcases beautifully refinished hardwood floors, an updated kitchen with new granite countertops, new sink, disposal, and gas cooking, plus a renovated full bath with a tub/shower. The fenced yard offers space to relax or entertain with a deck, charming front porch, and classic white picket fence. Whether you're strolling to local shops and restaurants, enjoying nearby parks, or taking advantage of schools and community events, this home offers the ideal combination of character, updates, and an unbeatable walkable location.

210 Pleasant Street, Marblehead

$1,399,000

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73547643 MLS ⋅ 3,929 SqFt.

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

$800,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73547381 MLS ⋅ 2,762 SqFt.

Ideally located steps from Old Town, downtown, beaches, & transportation, this spacious 4-bedroom, 2 full-bath home blends comfort, convenience, & versatility. An open concept 1st floor offers an eat-in kitchen with island seating & access to a farmer's porch. A striking stone fireplace is a focal point, beautifully flanked by a dining room & sunken family room, creating inviting spaces for both entertaining & everyday living. An architecturally rich living room, complete with closets, provides exceptional flexibility & could serve as a 5th bedroom, home office, or 2nd family room. A full bath is located nearby. A spacious mudroom with pantry & laundry offers direct access to the garage. Upstairs, the shared bath features a walk in shower. The primary bedroom has a private deck for morning coffee while the 2nd bedroom offers a walk-in closet. 2 additional bedrooms have dedicated closets outside their doors. The basement provides an abundance of storage. This one checks all the boxes!

24 Pond Street Unit 1, Marblehead

$679,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73546046 MLS ⋅ 1,309 SqFt.

Ideally located in Marblehead’s downtown, minutes from historic Old Town, this bright free-standing 2-bedroom, 1.5 bath home offers flexible living. The finished lower level with half bath and laundry works as a family room, playroom, office, or guest retreat. Rich hardwoods, abundant light, and charming views of Abbot Hall add warmth. A hand-painted mural leads to the open main level, where a chef’s kitchen features stone countertops, stainless appliances, a center island, and access to a private deck. The spacious living room features a slate-and-quartz fireplace and bay window. Upstairs are two generous sized bedrooms and a beautifully tiled bath with walk-in shower and ample storage. One car deeded off-street parking. Beautifully renovated and truly move-in ready, this is carefree living in a quiet coastal community.

6 Colonial Court, Marblehead

$2,695,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73546000 MLS ⋅ 3,059 SqFt.

Exceptional opportunity to own an impeccably maintained 4-bedroom, 2 full and 1 half bath home with great water views in Marblehead's highly desirable Greystone Neighborhood. Just two homes from the private Greystone Neighborhood Association beach and waterfront park, this exceptional property offers direct access to swimming, boating, kayaking, paddle boarding, and year-round coastal enjoyment. The beautifully updated home features a spacious open floor plan, a stunning new kitchen, a beautifully renovated primary bath, classic architectural details, abundant natural light, and generous storage throughout. The large lot provides excellent space for outdoor entertaining, gardening, or play, while the attached 2-car garage adds convenience. Combining modern updates, impeccable condition, water views, private beach access, and one of Marblehead's premier oceanside neighborhoods, this is a rare offering not to be missed.

5 Coolidge Rd, Marblehead

$875,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73545897 MLS ⋅ 1,472 SqFt.

Pretty as a picture, this 3-bedroom home offers surprises at every turn. Enjoy curb appeal from the farmer’s porch, perfect for morning coffee or greeting neighbors. Inside, refinished floors lead to a custom kitchen with quartzite counters, stainless appliances, recessed lighting, and peninsula opening to the dining room. The sun-filled living room features a working fireplace, with half bath completing the first floor. Upstairs, a spa-quality bath boasts soaking tub, steam shower, and skylit cathedral ceiling. The spacious primary suite with walk-in closet joins two additional bedrooms on this floor. Location shines—close to Seaside Park, Devereux Beach, Library, Schools, downtown shops and restaurants, and Marblehead Bike Path is right across the street. Outdoors, enjoy deck, patio, yard, plus garage converted to storage with detached private office. Bonus updates include new heating system, newer roof, and windows. What a special opportunity in the seaside town of Marblehead!

22 Prince Street, Marblehead

$1,200,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73545846 MLS ⋅ 2,288 SqFt.

14 Willow Rd, Marblehead. Beautifully updated 3+ BR, 2.5 BA w/ stunning Salem Harbor views. Moments from Village Street Dock, you will be sitting on your front deck watching the boats sail by. Freshly painted home has refinished HW floors on the 1st & 2nd levels. Main floor features a spacious living room, half bath w/laundry, updated kitchen w/ quartz, SS appliances, backsplash. dining area with custom built in dry bar with wine fridge 2024. Slider leads to a fenced rear yard w/ a 2 year new 6-person saltwater hot tub & a wraparound porch. The 2nd floor offers a spacious primary suite w/ 6.5 x 7.5 walk-in closet & ensuite plus 2 additional bedrooms & a second full bath. The walk up 3rd floor provides 2 flexible living areas w/ breathtaking harbor views, perfect for your extra needs. Move-in ready; exceptional indoor/outdoor living; prime location. Roof 2017; HVAC 2023, 4 mini-splits; 2 zone gas heating; Stainless hot water tank; 200 AMP Electric; Washer/Dryer 2024 to stay as gift.

14 Willow Road, Marblehead

$415,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73545528 MLS ⋅ 745 SqFt.

Nestled on the edge of Marblehead's Historic District, this beautifully updated first-floor condominium offers the perfect blend of charm, comfort, and convenience. Freshly painted with new flooring throughout, this bright and inviting 2-bedroom home features an updated kitchen and bathroom, in-unit washer and dryer, and a working fireplace that serves as the focal point of the living space. Enjoy your morning coffee or evening unwind on the private deck, and appreciate the convenience of one dedicated off-street parking space. Located in a well-maintained four-unit building, this home offers easy living in one of Marblehead's most sought-after neighborhoods. Minutes from Old Town's shops, restaurants, galleries, and historic landmarks, and within walking distance of Marblehead Harbor, local beaches, parks, and the ocean. The Boston commuter bus line is just one block away, offering easy access to the city while allowing you to enjoy the best of Marblehead right outside your door.

121-R Elm Unit 2, Marblehead

$695,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73543006 MLS ⋅ 1,891 SqFt.

Tucked into one of Marblehead's most coveted neighborhoods, 1 Johns Road is a rare opportunity with outstanding potential. This classic 1960's single-family home offers 3 bedrooms, 2 full bathrooms, a living room with wood burning stove and comfortable, well-loved space. Fresh exterior paint and a fully fenced yard set the tone outside, while a sun-room with private deck invites morning coffee and easy entertaining. Beach rights through the neighborhood association mean summers here are something special, with the rhythm of coastal New England woven right into daily life. Marblehead's charming downtown, restaurants, shopping and schools are all within easy reach. This is not just a home; it's a lifestyle most only dream about.

1 Johns Rd, Marblehead

$1,699,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73544633 MLS ⋅ 2,212 SqFt.

This beautifully reimagined home blends timeless architecture w exceptional NEW CONSTRUCTION, offering over 2,200 sq. ft. of thoughtfully designed living space enhanced by 10-foot ceilings & abundant natural light. The chef's kitchen features a generous center island w seating, premium Thermador appliances, marble countertops, polished nickel hardware, pantry, wine refrigerator, & seamless flow into expansive living & dining spaces w a gas fireplace & oversized sliders opening to a private deck. A desirable first-floor primary suite offers a spa-inspired marble bath & custom walk-in closet, while a second bedroom provides flexible guest or office space. The finished lower level adds a third bedroom, or spacious bonus room ideal for a media room, gym, or guest retreat. Wide-plank white oak flooring, refined millwork, a heated attached garage, & beautifully curated finishes reflect exceptional craftsmanship throughout. Live the Marblehead lifestyle right outside your door!

64 Pleasant Street Unit A, Marblehead

$1,999,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73544631 MLS ⋅ 2,860 SqFt.

The largest home in the collection, this exceptional 2,860 sf residence blends timeless architecture with sophisticated new construction while offering the convenience of a PRIVATE ELEVATOR. The chef's kitchen features a generous center island w seating, Thermador appliances, marble countertops, polished nickel hardware, pantry, wine refrigerator, and seamless flow into expansive living and dining spaces w a gas fireplace. Offering 4 bedrooms & 3 full baths, the flexible floor plan includes a luxurious primary suite with a spa-inspired marble bath and custom dressing room, while two lofted bedrooms showcase soaring ceilings with exposed beams that add warmth and architectural character. A private elevator provides effortless access between levels, complemented by a heated attached garage, wide-plank white oak flooring, gorgeous millwork, & beautifully curated finishes throughout. Just moments from Marblehead Harbor, boutique shopping, restaurants, parks, & the historic waterfront. Currently rented until 3/22/2027, this property provides an excellent income for an investor as well!

64 Pleasant Street Unit B, Marblehead

$790,000

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73543394 MLS ⋅ 2,010 SqFt.

You'll appreciate this well-maintained two-family property conveniently located near shopping, restaurants, and public transportation. Each unit offers two bedrooms, a spacious eat-in kitchen, hardwood floors, and stainless steel appliances. Enjoy the fenced backyard patio featuring decorative pavers and attractive garden area—perfect for outdoor entertaining or relaxation. Additional highlights include tandem parking for 4 cars, newer windows, doors and roof. This property offers an excellent opportunity for owner-occupants, investors, or multigenerational living. Move right in!

10 Highland Terrace, Marblehead

$639,000

2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73542455 MLS ⋅ 1,108 SqFt.

Perfectly situated in the heart of Marblehead's historic Old Town, 12 Darling Street offers the charm, walkability, & coastal lifestyle that make this neighborhood so special. Just moments from the harbor, parks, shops, & restaurants, you'll enjoy one of the town's most coveted locations right outside your door. This inviting 2-bedroom plus office, 1-bath condo offers comfortable living spaces & thoughtful updates throughout. The updated kitchen features modern appliances, while the beautifully tiled bathroom includes a full tub. A dedicated laundry room adds everyday convenience, and the rare 1-car garage provides valuable parking and storage. The garage is accessed via a charming cobblestone driveway, while a spacious shared patio and garden area provide a welcoming outdoor retreat for relaxing, entertaining, or enjoying warm summer evenings. Whether you're working from home, spending the day on the water, or strolling to dinner in Old Town, this home provides exceptional living.

12 Darling Street Unit 2, Marblehead

$795,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73542411 MLS ⋅ 2,284 SqFt.

Charming and spacious 3-bedroom, 2-bath Colonial offering exceptional curb appeal in a desirable Marblehead neighborhood. This home features numerous updates, including most Andersen thermopane windows, a new HW tank (2024) and updated bath. The flexible floor plan includes a first-floor primary bedroom, full bath, wood-burning fireplace, and an oversized family room with vaulted ceilings that provides an inviting space for gathering and entertaining.Brimming with character and potential, this home presents a wonderful opportunity to personalize and add your own finishing touches. Ideally located just steps from Bud Orne Playground and over 5 acres of adjacent green space and recreational fields.Enjoy Marblehead’s renowned coastal lifestyle with nearby beaches, historic Old Town, vibrant downtown shops and restaurants, the local movie theater, and the Village Street Dock just a few streets away. A rare opportunity to enjoy comfort and convenience all in this seaside community.

21 Shepard Street, Marblehead

$2,595,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73540148 MLS ⋅ 2,589 SqFt.

Few homes capture the essence of Marblehead quite like this one. Welcome to 33 Franklin Street, where a thoughtful renovation has beautifully preserved the character and craftsmanship that define this exceptional residence. Located moments from the harbor, Fort Sewall & the heart of Old Town, it represents a rare opportunity to experience Marblehead at its best. This 4-bedroom, 3.5-bath home features original beams, post-and-beam architecture, refinished pine floors, Fine Paints of Europe lacquered front doors/railings, a wood-burning soapstone fireplace, custom built-ins, and storage throughout. The kitchen offers custom cabinetry, a custom banquette, & Viking appliances. Enjoy harbor & lighthouse views from two porches, a bluestone patio, and the third-floor primary suite with sitting room, three generous closets, soaking tub, and newly tiled shower. Central AC, 2nd-floor laundry, 2-car parking, and front-row Fourth of July fireworks views further distinguish this remarkable home.

33 Franklin St, Marblehead

$21,000,000

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

20 Crowninshield Road offers a rare chance to own an exceptional waterfront estate on 2.25 oceanfront acres in one of the North Shore's most coveted settings. Designed to maximize ocean views from nearly every room, this completely rebuilt, six-bedroom residence features six full baths, three half baths, 10-ft ceilings, radiant & central air, a chef's kitchen, private office, and a dramatic ribbon staircase with custom millwork and a seamless coplanar design throughout, offering effortless indoor-outdoor entertaining. An elevator and threshold-free layout offer effortless accessibility. The primary suite offers sweeping water views, 2 gas fireplaces, dual walk-ins, an Ipe deck, and a private outdoor shower. Amenities include a wine cellar, sauna, steam room, pool, grill station, and a hot tub beneath a retractable Ipe deck. Complete with a guest/staff suite, 4-car garage, landscaped grounds, and exclusive access to a neighborhood beach, dock, and mooring. Not in the FEMA flood zone.

20 Crowninshield Road, Marblehead

$849,900

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73537576 MLS ⋅ 1,778 SqFt.

Welcome to 58 Jersey St, a charming expanded Cape offering the perfect blend of comfort, convenience, and Marblehead lifestyle. Ideally located just a few blocks from downtown, this well-maintained home features 3 bedrooms, 2 full baths, and 1 half bath. The flexible floor plan includes a desirable 1st floor primary suite with a walk-in shower, spacious living & dining room, a comfortable den/family room, and a large eat-in kitchen with updated flooring and beadboard wainscoting. An enclosed 3-season porch extends the living space and opens to the outdoor patio and spacious yard, creating the perfect setting for relaxing or entertaining. Upstairs you'll find 2 additional bedrooms, a full bath, and a bonus craft room or home office. Two off-street parking spaces, abundant storage, and a wooded rear border add to the home's appeal. Enjoy easy access to Marblehead's vibrant downtown, nearby boating access at Stramski Way and Village St docks, and scenic Devereux Beach.

58 Jersey St, Marblehead

$899,000

1 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73536975 MLS ⋅ 725 SqFt.

Unmatched harbor views and the best of Old Town Marblehead at your doorstep. This beautifully renovated 1-bed, 1-bath condo captures sweeping vistas of Marblehead Harbor, the lighthouse, and the Atlantic from one of the town’s most coveted waterfront settings. Soaring ceilings and an open-concept layout create a bright, airy living space, with kitchen, dining, and living areas all oriented to the water. Step out to a spacious private deck perched above the harbor, offering a front-row seat to sailboats and ever-changing coastal scenery. The bedroom provides a quiet retreat, complemented by an updated bath with timeless finishes. Additional features include in-unit laundry, 1 deeded parking spot, private outdoor spaces & more. Just steps to Crocker Park, Fort Sewall, shops, restaurants, and historic Old Town. Rare opportunity to own one of Marblehead’s most spectacular harbor front residences—the final available unit in this fully renovated, owner-occupied 7-unit building.

95 Front Street Unit 1, Marblehead

$1,195,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73536947 MLS ⋅ 1,710 SqFt.

Located in a desirable neighborhood just minutes to the beach, this classic Colonial offers beach rights, ample off-street parking with both upper & lower driveways, proximity to downtown Marblehead, and convenient commuter access. Filled with natural light, the home features 3 bedrooms & 1.5 baths. The front-to-back living room is anchored by a wood-burning fireplace with a charming Delft tile surround, creating a warm and inviting gathering space. A formal dining room flows into the kitchen, which offers a peninsula with seating, generous cabinetry, and ample workspace. A half bath and bright three-season sunroom complete the first floor. Upstairs are three generously sized bedrooms, a full bath, & attic access for additional storage. The spacious basement includes a washer & dryer & provides excellent storage space. An attached 1-car garage is ideal for a compact vehicle, beach gear, bicycles, kayaks, and more. A wonderful opportunity to enjoy Marblehead’s coastal lifestyle.

3 Vassar Road, Marblehead

$339,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73536925 MLS ⋅ 583 SqFt.

Enjoy the best of Marblehead living from this bright and inviting one-bedroom condominium ideally located in the heart of downtown. A perfect unit for investment, first time homebuyer or summer getaway. Featuring high ceilings, oversized windows, and abundant natural light, this well-maintained home offers an open and airy feel throughout. The updated kitchen and bathroom blend modern convenience with timeless appeal, while hardwood floors and generous closet space add to the comfort and functionality of the unit. The unit comes with 1 car parking. Perfectly situated between Marblehead's Historic District and vibrant downtown area, you'll enjoy easy access to restaurants, shopping, theaters, historic landmarks, Marblehead Harbor, and the Rail Trail. A wonderful opportunity to own in one of Marblehead's most desirable and walkable locations.

83 Pleasant St Unit 3, Marblehead

$1,450,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73536824 MLS ⋅ 3,074 SqFt.

Contractors! Investors! Family Home owners looking for a fix-er-upper to flip or live in! Enjoy seasonal ice skating, fishing and model boat racing on Redd's Pond. Fabulous opportunity to create the home of your dreams on this corner lot. Elevated private patios allow for ease of grilling and relaxing. Second floor bedroom at 6 Calthrope has separate exterior entrance. Second floor above 2 car garage has finished studio/bath/kitchenette with separate entrance and private patio. Roofs on both dwellings are 6 years old as well as paved parking area near garage. Oversized paved driveway on left of garage affords bonus parking or storage. So worth the effort to renovate or rebuild on this corner lot. Wonderful location and just waiting for you to come and imagine the possibilities for all your needs. Bonus factor: Unrestricted zoning classification per town records!! Shown by scheduled appointments only!

6 Calthrope/2 Togan Way, Marblehead

$295,000

1 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73536553 MLS ⋅ 530 SqFt.

Enjoy the best of Marblehead living from this charming 1-bedroom condo privately situated in the rear of a classic 1880 building in downtown Marblehead. Tucked away from the street yet just steps from shops, restaurants, Marblehead Harbor, Crocker Park, and Fort Sewall, this home offers a rare combination of privacy, parking, and potential. Inside, you'll find hardwood floors, built-in shelving, abundant natural light, and an efficient layout full of character. Rarely found in this location, the property includes two deeded off-street parking spaces, exclusive-use deck space, and a detached outbuilding with expansion potential. Whether used for storage, a workshop, studio, home office, or future improvement project (subject to approvals), the outbuilding offers flexibility seldom available at this price point. An exceptional opportunity for a primary residence, weekend getaway, or investment property in the heart of downtown Marblehead.

21 Hawkes St Unit 5, Marblehead

$775,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73535331 MLS ⋅ 2,816 SqFt.

Comfort, versatility, and room to grow define this inviting ranch on a fully fenced quarter-acre lot with established gardens and a spacious level yard. The main level offers easy one-level living with 3 bedrooms, a full bath, and 1,408 square feet of living space. The above-grade walkout lower level mirrors the main level with an additional 1,408 square feet and a second full bath, providing exceptional flexibility for future living space, including a family room, home office, fitness area, workshop, hobby space, or guest retreat. Outside, the three-tier deck with low-maintenance composite flooring is perfect for entertaining or relaxing. An attached one-car garage and storage shed add everyday convenience. Lovingly maintained and full of potential, this home is ready to be reimagined for today's lifestyle.

3 Countryside Lane, Marblehead

$4,250,000

4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532365 MLS ⋅ 3,700 SqFt.

Meticulously renovated oceanfront residence in the prestigious Greystone neighborhood offering sweeping panoramic views from Marblehead Harbor to Boston. Newly reimagined state-of-the-art kitchen features stainless steel appliances, custom cabinetry, a spacious center island, and a sunlit breakfast nook—perfect for both everyday living and entertaining. The main level is open-concept, connecting the kitchen and dining room, a spacious living room with a fireplace and a bright sunroom. The second floor leads to a dramatic primary suite with cathedral ceiling, oceanfront deck and a new beautifully appointed modern bathroom. Two additional en-suite bedrooms complete this level, both with new updated bathrooms. The lower level walks out to the lawn with hot-tub or to the steps down to the ocean. This level includes a generous family room with a stone fireplace, an area for a home office, a dedicated exercise area, a fourth bedroom, a new modern bathroom and laundry room.

16 Coolidge Road, Marblehead

$899,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532191 MLS ⋅ 2,375 SqFt.

10 Charlotte Road offers a rare opportunity to own a beautifully maintained classic home filled with character, charm, & endless potential. Built in 1936, this gracious home features over 2,300 square feet of living space w generously proportioned rooms, hardwood floors, detailed millwork, & an abundance of natural light throughout. The welcoming floor plan includes spacious living & dining areas designed for comfortable everyday living & effortless entertaining. A bright eat-in kitchen overlooks the yard, while large bedrooms provide flexibility for family, guests, or work-from-home needs. Thoughtfully cared for over the years, it offers the perfect canvas for buyers looking to blend timeless architecture w their own vision & updates. Set on a beautifully landscaped corner lot, the property is complemented by a detached two-car garage, expansive driveway, and mature plantings that create exceptional curb appeal. Centrally located & moments to Tedesco Country Club, shopping & schools.

10 Charlotte Road, Marblehead

$1,649,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73531935 MLS ⋅ 2,357 SqFt.

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

$6,250,000

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

$3,750,000

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

$1,795,000

3 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73528423 MLS ⋅ 2,136 SqFt.

Beautifully renovated, rich in character, blended w/ old and new craftsmanship, located in the shadow of Abbot Hall, only blocks to the harbor. Set on an amazing 1/4 acre (10,280 SF) lot, the property features spectacular perennial gardens, lawns, & several outdoor seating areas - including a spacious stone patio for summer dining & a side patio that is ideal for a grilling. Built in 1842, this very special property offers a sense of historical scale & style -including wainscoting, crown moldings & wide pine floors - plus a custom-built mahogany office in the formal spaces that blend seamlessly with a totally renovated, light-filled, open family room & kitchen designed for contemporary comfort at the back of the house. The custom-built kitchen includes a striking center island with Brazilian "White Panda" marble counters & stove top surround, stainless appliances, custom cabinetry, plus a pantry. The 2nd floor offers 3 BRs -main ensuite plus 2 good size bedrooms & a second full bath.

27 Waldron Street, Marblehead

$869,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73523862 MLS ⋅ 1,970 SqFt.

At the end of this picturesque tree-lined cul de sac, sits 25 Countryside Lane, a 3 bed, 2 bath Split-Level home with loads of character. The open foyer with coat closet leads to both the upper and lower levels. Upstairs offers open-concept living with living & dining rooms, kitchen and family room addition off the back as well as 3 bedrooms with custom built-ins and an updated bathroom. The lower level bonus room, more recently remodeled, includes luxury vinyl floors, cedar closets, built-in desk/office area, full bath with walk-in shower, and direct access to the backyard via a small staircase (in-law potential). This light-filled home has hardwood floors on the main level, fireplace, updated bathrooms, central air and a 1-car garage, Enjoy outdoor entertaining on the large back deck that overlooks a professionally groomed yard and the wooded walking/biking path, a private paradise! Close proximity to schools and the path which extends from downtown all the way to Preston Beach!

25 Countryside Ln, Marblehead

$1,945,000

3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73523816 MLS ⋅ 3,463 SqFt.

Steeped in history yet designed for modern living, this rare offering at the iconic Marblehead Academy in Old Town blends timeless architecture with refined luxury. Thoughtfully converted into two exclusive residences, this spectacular 3,463 sq ft townhouse lives like a single-family home and is filled with natural light from oversized windows highlighting soaring ceilings, rich hardwood floors, and original woodwork throughout. The expansive main level offers exceptional entertaining space, a chef’s kitchen with a large island, and a private office. Black iron fixtures and a custom gas fireplace honor the home’s historic character. Three oversized bedrooms feature en-suite baths and generous closets, while the flexible third floor is ideal for a primary suite, family room, guest space, gym, or fourth bedroom. Enjoy a Beacon Hill-style stone patio, fenced yard, garden shed, and two off-street parking spaces.

44 Pleasant St. Unit 1, Marblehead

$1,945,000

3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73523769 MLS ⋅ 3,463 SqFt.

Steeped in history yet designed for modern living, this rare offering at the iconic Marblehead Academy in Old Town blends timeless architecture with refined luxury. Thoughtfully converted into two exclusive residences, this spectacular 3,463 sq ft townhouse lives like a single-family home and is filled with natural light from oversized windows highlighting soaring ceilings, rich hardwood floors, and original woodwork throughout. The expansive main level offers exceptional entertaining space, a chef’s kitchen with a large island, and a private office. Black iron fixtures and a custom gas fireplace honor the home’s historic character. Three oversized bedrooms feature en-suite baths and generous closets, while the flexible third floor is ideal for a primary suite, family room, guest space, gym, or fourth bedroom. Enjoy a Beacon Hill-style stone patio, fenced yard, garden shed, and two off-street parking spaces.

44 Pleasant Street Unit 1, Marblehead

$1,350,000

3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521395 MLS ⋅ 3,117 SqFt.

Located on a lovely tree-lined street just steps to Glover School,this beautifully maintained & updated, 8+ room home blends timeless character w/modern comfort.The bright & expansive 1st flr features an open layout w/hardwood floors thru out,a FP living room, family room, home office, 4-season sunroom, & a modern kitchen w/dining area, perfect for everyday living & entertaining. 3 renovated bathrooms include the addition of a stunning primary en-suite.The spacious primary bedroom offers dramatic cathedral ceilings,along w/2 oversized bedrooms.A flexible floor plan provides for a 1st floor 4th bedroom, ideal for guests,or extended family.Recent improvements include a new HE gas furnace, Central AC, exterior wood shingle replacement, freshly painted interior & exterior & more! The finished LL adds valuable bonus living space.Outside,enjoy a large deck,for entertaining, play or relaxation,overlooking a landscaped,level fenced yard w/irrigation. Walk to the beach! Simply Perfect!!

30 Shetland Rd, Marblehead

$995,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73521163 MLS ⋅ 3,258 SqFt.

Nestled in the heart of Marblehead’s historic district, these attached antique homes offer a rare opportunity to restore and reimagine a special property rich in character and history. Featuring wide pine and hardwood floors, period details, and glimpses of the harbor, the homes are ready for thoughtful updating and restoration. The property includes a truly magical backyard patio and side yard—an uncommon and enchanting outdoor space rarely found in Old Town—ideal for gardening, entertaining, or simply enjoying the charm of the neighborhood. Located just moments from Marblehead Harbor, historic landmarks, shops, and restaurants, this unique offering presents endless potential for contractors, investors, or buyers looking to create something truly special in one of Marblehead’s most treasured neighborhoods.

29 & 31 Circle Street, Marblehead

$2,750,000

7 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73520018 MLS ⋅ 5,306 SqFt.

Historic Elegance Meets Modern Luxury on Marblehead Neck. Set along prestigious Ocean Avenue, directly across from iconic Castle Rock, this magnificent 1880 Gambrel blends timeless character with thoughtful modern updates. Lovingly held by the same family for generations, the home has been expanded to offer over 5,300 square feet of gracious living space, featuring 7 bedrooms and 4.5 baths, plus a spacious 1,200 sq.ft. basement. Ocean & Harbor views included with the home. The half-acre property includes an outdoor pool, four-car garage, and additional driveway parking. Just steps to Castle Rock Beach and moments from downtown Marblehead, Shubie’s Market, acclaimed restaurants, and the Historic District, this is a rare opportunity to own a distinguished residence in one of the North Shore’s most coveted coastal enclaves, ideal for entertaining, everyday living, and creating lasting legacy moments.

372 Ocean Avenue, Marblehead

$975,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73515675 MLS ⋅ 1,443 SqFt.

"THE ELBRIDGE" is an exclusive development located in a stately 120-year-old brick building. Combining modern amenities with antique charm,high ceilings and oversized windows, this light filled 2 bedroom,2.5 bath townhouse features a main floor with a large open space combining the living room , dining area and the chef's kitchen -complete with a central island, quartz countertops, top of the line stainless appliances and custom floor-to-ceiling cabinets. There are two ensuite bedrooms,in-unit laundry, central A/C, and dedicated parking, plus an outside patio. 20 Mechanic Square is walking distance to Marblehead's famous harbor and central Landing,2 yacht clubs, several seaside parks, beaches, plus 2 islands(at low tide!),and only a few blocks to downtown boutiques, coffee shops,a grocery store, restaurants, museums and theaters. Once you arrive home you can park your car, leave the keys, and enjoy all that Marblehead has to offer. Ideal for either summer or year round living.

20 Mechanic Sqaure Unit 3, Marblehead

$1,150,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73515676 MLS ⋅ 1,965 SqFt.

"THE ELBRIDGE" is an exclusive development located in a stately 120-year-old brick building. Combining modern amenities with antique charm,high ceilings and oversized windows, this light filled 2bedroom,2.5bath townhouse features a main floor with an open living room and dining area and a chef's kitchen-complete with a central island,quartz countertops, top- of- the line stainless appliances and custom floor to ceiling cabinets. There is an ensuite bedroom on this level plus a second ensuite bedroom on the lower level as well as a family room or office & laundry room.The unit has central A/C and dedicated parking.20 Mechanic Square is walking distance to Marblehead's famous harbor and central Landing, 2 yacht clubs, several seaside parks, beaches, plus 2 islands(at low tide!), and only a few blocks to downtown boutiques, coffee shops, a grocery store, restaurants, museums, and theaters. Arrive home & enjoy all that Marblehead offers

20 Mechanic Square Unit 2, Marblehead

$1,675,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73513242 MLS ⋅ 3,093 SqFt.

OH CANCELLED ON SUNDAY- OFFER ACCEPTED Nestled on one of Marblehead’s most prestigious streets, this impeccably maintained classic home offers timeless charm and an unbeatable location—close to Glover School, Preston Beach, and Hobb’s playground. Featuring 4+ bedrooms, 2.5 bathrooms, and flexible bonus space on the walk-up third floor and expansive basement, it blends character with functionality. Period details include original hardwood floors, high ceilings, and elegant moldings. The first floor offers a custom mudroom, sun-filled family room addition opens to a chef’s kitchen with soapstone counters, farmhouse sink, and Wolf range, plus a formal dining room, living room with wood stove, and adjoining den. Upstairs includes four bedrooms, newer guest bathroom, and primary suite. Additional highlights: farmer’s porch, two-car garage with workshop, landscaped yard with patio and playhouse. Updates include Andersen windows, Rinnai tankless hot water, updated electrical, garage doors.

39 Clifton Avenue, Marblehead

$1,199,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73512497 MLS ⋅ 2,631 SqFt.

PRICE IMPROVEMENT! Beautiful Single Family in a highly practical, family friendly and sought-after pocket of Marblehead. This spacious 5-bedroom, 3-bath home offers over 2,631 sq ft of versatile living space with potential for an ADU expansion. Attached Garage with 4 car-port parking. Features include an updated kitchen, hardwood flooring, skylit living room with fireplace, dedicated home office, and multiple bonus rooms ideal for guests, gym, media, or flex use. Double sink vanity in every bathroom and kitchen with quartz countertops. Beautiful and private fenced yard designed for entertaining with patio, built-in grill, bar area, gardens, and detached seasonal cottage/studio with electricity. Heated garage plus ample off-street parking. A rare opportunity combining space, functionality, and outdoor lifestyle in one of Marblehead’s most desirable communities. Excellent school proximity. Quick access to top beaches like Deveraux. Come see all this beautiful home has to offer. Come by!

82 Cornell Rd, Marblehead

$449,000

2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73508871 MLS ⋅ 590 SqFt.

~ Looking for a Summer Escape or Investment Opportunity in Marblehead? ~ This ideally located, single-level, two-bedroom condominium in the heart of downtown offers a low-maintenance lifestyle with a PRIVATE entrance, PRIVATE patio, and PRIVATE garden setting. Featuring hardwood floors, a fireplaced living and dining area, in-unit laundry, and ample storage. Enjoy the perfect blend of modern convenience and old-world charm, along with two-car parking. This special opportunity is perfect as a year-round residence or care-free retreat near the harbor, beaches, shopping, and restaurants. Enjoy the best of the costal community of Marblehead.

40-R Prospect St Unit 3, Marblehead

$879,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73507029 MLS ⋅ 1,378 SqFt.

Set on one of Old Town Marblehead’s most picturesque streets, 31 Mugford Street offers a rare opportunity to own a piece of the town’s coastal history. Moments from the harbor, yacht clubs, boutiques, and renowned restaurants, the property captures the charm and walkable lifestyle that define Marblehead’s Historic District.Dating to the 1700s, this iconic residence blends historic character, sunlit interiors, and timeless detail. A detached two-car garage and private outdoor space — true rarities in Old Town — further elevate the offering.Currently configured as a three-family property, 31 Mugford offers flexibility for investors, owner-occupants, multigenerational living, or those seeking income potential. Two units are expected to be delivered vacant this summer, offering opportunities for immediate occupancy or customization. A truly unique offering in one of the North Shore’s most sought-after seaside communities.

31 Mugford St, Marblehead

$1,875,000

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73501086 MLS ⋅ 5,578 SqFt.

Solid 6 unit investment property features 4 residential units and 2 commercial units . Located on Pleasant St in downtown Marblehead in the business district. The residential units are comprised of 2, 2 bedroom units and 2 one bedroom units. Separate utilities for all units with gas heating systems. Strong rental history for this building with all units. 2 Commercial units have been long term tenants. There is a common back yard and garden area. A well maintained property with recent work done to exterior, brick and electric.

126 Pleasant St, Marblehead

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