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$1,099,000
4 Beds ⋅ 3 Baths ⋅ 73558392 MLS
Just a 3 Wood from Tedesco Country Club, this 4-bedroom, 2.5-bath Colonial is located in Marblehead's desirable Leggs Hill neighborhood. The main level features a spacious kitchen with granite countertops, stainless steel appliances, and a bright breakfast nook that opens to comfortable living spaces. A welcoming living room with a gas fireplace flows into the formal dining room and a bright three-season sunroom, creating an inviting layout for everyday living and entertaining. The second floor offers four bedrooms, including a bedroom with its own ensuite bathroom, plus an additional full bath to serve the remaining bedrooms. The finished lower level provides valuable bonus space well suited for a home office, fitness area, media room, or recreation room. Set on a large, level corner lot, the outdoor space features a generous patio for outdoor dining along with plenty of yard space for gardening, recreation, or future landscaping. Additional highlights include an attached two-car garage and a convenient location just minutes from all of Marblehead's public and private schools, Vinnin Square, the YMCA, beaches, and parks.

99 Tedesco St, Marblehead

Listing courtesy of Listing Agent: Brandon Collins from Listing Office: William Raveis R.E. & Home Services.
$635,000
2 Beds ⋅ 3 Baths ⋅ 73555920 MLS
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

Listing courtesy of Listing Agent: Mary Stewart & Heather Kaznoski from Listing Office: Compass.
$960,000
4 Beds ⋅ 2 Baths ⋅ 73555909 MLS
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

Listing courtesy of Listing Agent: Julie Sagan from Listing Office: Gibson Sotheby's International Realty.
$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.
$695,000
3 Beds ⋅ 1 Baths ⋅ 73549564 MLS
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

Listing courtesy of Listing Agent: Linda Hayes from Listing Office: William Raveis R.E. & Home Services.
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 73549392 MLS
Beautifully maintained & extensively improved over the years, this Colonial features a lovely chef's kitchen & stylish bathrooms, a cozy living room w gas fireplace, upgraded electrical & heating systems, central air conditioning, lighting, & numerous thoughtful improvements throughout. The main level offers an open, inviting floor plan where the chef's kitchen, complete with granite countertops, premium stainless steel appliances, & generous counter seating, flows seamlessly into the dining, living, & family rooms. A welcoming porch, deck, & the beautiful yard create intimate spaces for gathering, relaxing, & enjoying the outdoors. Upstairs, the primary suite offers a nicely appointed bath & spacious dressing room, while two additional bedrooms share a full bathroom. The finished lower level offers flex space for a playroom, home gym, office, or media room, laundry & plenty of storage. Other amenities include a practical mudroom & first floor powder room. Welcome home!

30 Longview Drive, Marblehead

Listing courtesy of Listing Agent: Willis + Tierney from Listing Office: Compass.
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 73545846 MLS
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

Listing courtesy of Listing Agent: Katie DiVirgilio from Listing Office: RE/MAX 360.
$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.
$1,849,000
4 Beds ⋅ 4 Baths ⋅ 73523180 MLS
Stunning Modern Colonial new construction in a desirable Marblehead location offering approx. 3,200 sq ft of thoughtfully designed living space. This 4-bedroom, 4-bath home features an open-concept main level with 9 ft ceilings, white oak hardwood floors, oversized black-framed windows, and abundant natural light. The chef’s kitchen includes quartz countertops, a large center island, custom cabinetry, stainless steel appliances, and designer lighting, flowing seamlessly into the dining and living areas. The living room is anchored by a beautiful fireplace wall. The second level offers a spacious primary suite with a well-appointed bath featuring a soaking tub, tiled shower, and matte black fixtures, plus additional bedrooms and full baths. Finished lower level provides flexible space for a media room, gym, playroom, guest area, or home office. Complete with classic curb appeal, 1-car garage, EV charging, and convenient access to beaches, downtown, schools, and commuter routes.

98 Evans Rd, Marblehead

Listing courtesy of Listing Agent: Michael Buscanera from Listing Office: Atlantic Realty Collective.
$1,649,000
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.
$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.
$7,750,000
5 Beds ⋅ 6 Baths ⋅ 73467958 MLS
Set on 180 feet of beachfront, this rare and highly coveted Marblehead Neck estate offers an extraordinary blend of privacy, scale, and coastal prestige. Encompassing nearly 2-acres of irreplaceable shoreline, the property presents a once-in-a-generation opportunity to reimagine a legacy retreat in one of North Shore’s most exclusive enclaves. This 5 bedroom, 5.5 bath residence captures sweeping ocean vistas, awe-inspiring sunrises, and gentle sea breezes, providing an unparalleled setting for refined coastal living with private beach ownership. Whether the current home is meticulously restored or the site is transformed into a bespoke modern masterpiece, the land itself represents the ultimate in luxury. Expansive and rich with possibility, this estate is a lifestyle investment offering the rare freedom to design a beachfront vision that will endure for generations. For those seeking a premier waterfront acquisition, this property stands as a hallmark of North Shore excellence.

349 Ocean Avenue, Marblehead

Listing courtesy of Listing Agent: Judith Toner from Listing Office: The Proper Nest Real Estate.

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