Gloucester, MA Waterfront & Water-View Homes for Sale

Waterfront and Water-View Homes in Gloucester, MA

Few places in Massachusetts put you closer to the water than Gloucester. The city wraps around a busy working harbor and the open Atlantic, with the Annisquam River and its marshes running through the middle of Cape Ann. That gives buyers a lot of ways to live near the water, from a harbor-view condo you can walk home to after dinner to an oceanfront home with its own frontage.

Where to Find Them

Magnolia and Bass Rocks are home to some of the city's most dramatic ocean-view properties, often on rocky shoreline with long views to the horizon. East Gloucester and Rocky Neck look across the harbor at the downtown waterfront, and some listings there come with dock or mooring access. Annisquam, Lanesville, and the Wingaersheek area face the Annisquam River and Ipswich Bay, where buyers find river frontage, marsh views, and quick access to sandy beaches.

What to Expect

Current listings include ocean, harbor, river, and marsh views. A smaller number offer true frontage, and a few include docks, moorings, or deep-water access for boaters. Condos make up a large share of the water-view market, which gives buyers a lower-maintenance way in. Recent MLS listings show:

Water-view condos from about $296,000 to $2 million
Water-view single-family homes from about $550,000 to $4.5 million
Water-view multi-family homes from about $680,000 to $2.4 million

Prices change with the type of view, frontage, and boating access, so it pays to know exactly what a listing includes.

Why Buyers Choose Gloucester for Waterfront Living

Buyers here get a real harbor town, not just a summer spot. Fishing boats still come and go, the beaches are minutes away, and restaurants and galleries line the waterfront year-round. Route 128 and the MBTA Rockport Line keep Boston within reach, so many owners live here full-time.

Frequently Asked Questions

What's the difference between waterfront and water-view?
Waterfront means the property touches the water, such as ocean, harbor, or river frontage. Water-view means you can see the water from the home but don't own frontage. Listings will note which one applies.

Do any Gloucester listings come with a dock or mooring?
Some do. A handful of current listings mention dock or mooring access, mostly along the harbor and the Annisquam River. Moorings in Gloucester are permitted through the city's Harbormaster, so confirm what transfers with the property.

Will I need flood insurance?
It depends on the property's flood zone. Many waterfront homes sit in a flood zone and need coverage, while some water-view homes on higher ground don't. Ask for the flood zone and an insurance quote early in your search.

Are there water-view condos in Gloucester?
Yes. Condos make up about half of the current water-view listings, including units on Rocky Neck and near downtown with harbor views.

Ready to Find Your Home on the Water?

Fawaad Qamar helps buyers find the right waterfront and water-view homes on the North Shore. Call or text Fawaad at (774) 225-8916, email fawaadq@gmail.com, or fill out the form below to schedule a showing.

Gloucester, MA Waterfront & Water-View Homes

$2,150,000

4 Beds ⋅ 3 Baths ⋅ 73593675 MLS

Exceptional Annisquam waterfront living! Beautifully reimagined with thoughtful updates and coastal-inspired finishes, this distinctive waterfront retreat is being offered fully furnished, creating a wonderful turnkey opportunity. Enjoy breathtaking river views, direct water frontage and a Chapter 91 licensed dock. Ideally situated along the Annisquam River, near the Annisquam Yacht Club and across the water from Wingaersheek Beach, the setting is truly special. Sun-filled interiors showcase gleaming wood floors, soaring ceilings, expansive windows and inviting living spaces designed to capture the ever-changing water views. Recent improvements include a new roof, all new windows, an expansive composite waterfront deck, fresh interior paint, updated lighting, decorative millwork and stylish architectural accents throughout. The refreshed kitchen features additional cabinetry and updated appliances, while a newly added picture window enhances the main living area. An impressive upper-level sitting room features custom built-ins and redesigned windows, while the primary suite offers a private balcony, walk-in closet and dedicated office nook. All furniture is included in the sale, making this an exceptional opportunity to move right in and begin enjoying the waterfront lifestyle. Enjoy spectacular waterfront views, boating and the beauty of coastal living right outside your door.

698 Washington St, Gloucester

Listing courtesy of Listing Agent: The Lopes Group from Listing Office: J. Barrett & Company.

$4,500,000

7 Beds ⋅ 6 Baths ⋅ 73575037 MLS

A landmark of Magnolia's storied coastline, this extraordinary oceanfront estate has graced Shore Road since 1889. Set above the Atlantic on one of Cape Ann's most coveted seaside addresses, the residence masterfully blends timeless architecture with thoughtfully curated updates, creating a home that feels both historically significant and effortlessly livable. Sunlight pours through expansive windows, illuminating gracious rooms designed for intimate gatherings and grand entertaining alike, while six fireplaces add warmth and character throughout. Outside, terraces and gardens frame panoramic ocean vistas where the rhythm of the tides, passing sailboats, and spectacular coastal sunsets become part of everyday life. Just moments from Magnolia Village, beaches and miles of scenic conservation trails, this is a rare opportunity to become the next steward of one of the North Shore's most distinguished waterfront homes.

31 Shore Rd., Gloucester

Listing courtesy of Listing Agent: McDermott Group from Listing Office: Gibson Sotheby's International Realty.

$1,139,999

9 Beds ⋅ 4 Baths ⋅ 73564309 MLS

Rare opportunity to acquire a fully renovated 3-family property in a highly desirable Gloucester location, just minutes from Good Harbor Beach and offering beautiful ocean views. The property combines strong rental fundamentals with the lifestyle appeal of one of the North Shore’s most sought-after coastal markets. The property has been thoughtfully renovated throughout, featuring updated kitchens and bathrooms, modern finishes, in-unit laundry, and two dedicated parking spaces. The flexible three-family configuration provides multiple income streams and makes the property attractive for both long-term rental and seasonal/vacation rental strategies. With its proximity to Good Harbor Beach, Gloucester’s restaurants, harbor, and downtown amenities, the property is well positioned to benefit from strong demand from both year-round tenants and summer visitors. The property also offers excellent potential for an Airbnb/short-term rental strategy, subject to applicable City of Gloucester regulations and permitting requirements. A major component of the investment opportunity is the separate 368R Main Street lot, located directly behind the property. This additional parcel provides meaningful future upside and could potentially support an ADU, additional residential unit, or other development concept, subject to zoning, permitting, utilities, and site requirements. Please reach out for private showings.

366 Main St, Gloucester

Listing courtesy of Listing Agent: Kristi Gjikondi from Listing Office: Gjikondi Realty.

$2,495,000

2 Beds ⋅ 2 Baths ⋅ 73564204 MLS

Set on the coveted waterfront of Eastern Point, this iconic property offers a truly exceptional location overlooking the open Atlantic. During World War II, the home was owned by the U.S. government and served as a lookout station for enemy submarines.The first floor features an inviting open floor plan, with a kitchen flowing into the living and dining areas. A dramatic floor-to-ceiling fieldstone fireplace anchors the living room, while sliders open to a beautiful waterside patio—perfect for enjoying the spectacular setting.The expansive great room, once a garage, offers tremendous flexibility and could be converted back if desired. On the second floor, two generous decks flank the main structure, while a cozy second living room with fireplace provides an intimate retreat. The spacious primary bedroom features a full bath and access to the remarkable outdoor spaces.A spiral staircase leads to the third-floor loft, where the views are truly magnificent, stretching across the open Atlantic. Renovate to your taste or build anew—properties in a setting this rare and extraordinary seldom become available.

8 Rouse Rd., Gloucester

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.

$1,250,000

5 Beds ⋅ 2 Baths ⋅ 73563023 MLS

Enchanting Waterfront Cottage w/private dock on peaceful Goose Cove. Enjoy gorgeous water views and looking over the Cove at the most spectacular nightly sunsets. Very serene and much like living on your very own nature preserve. The cottage is warm and welcoming, with a wood paneled, multi-windowed mudroom with storage benches at the entryway, front to back living/dining room, kitchen, first floor bedroom (currently used as a den with pull-out couch) and full bath, a family room/sunroom across the back of the home. The kitchen is older style with a fabulous classic double porcelain sink and tons of storage. You will find four more bedrooms upstairs and a second full bath w/tub and shower. Windows abound throughout the home, offering stellar views from every room, and letting in abundant light and heavenly breezes. The property is beautifully landscaped, providing a continuous rolling display of colorful perennials. Close to Plum Cove Beach, the coveted Lighthouse Beach, the Annisquam River, and multiple trailheads into protected woodlands a short walk from your door.

79 Dennison Street, Gloucester

Listing courtesy of Listing Agent: Nina Quinlan from Listing Office: Melcher Real Estate Group.

$1,675,000

3 Beds ⋅ 3 Baths ⋅ 73562377 MLS ⋅ ['Harbor Haven At Rocky Neck'] BLDG.

Drift Away! Come for the BOAT SLIP. Stay for the lifestyle. New construction waterfront Condo reimagines a previous 2-BR unit and INCLUDES an exclusive, seasonal deep-water boat slip. Interior photos posted are virtual representations of the open-design entertaining anchor - LR, DR, Kitchen - along with the Primary Ensuite and other living spaces. Review design plans and discuss finishes in the Model (Unit B). Harbor Haven at Rock Neck is unfolding in three phases. Phase 1 offers finished 1-BR options see MLS # 73522248 and #73522580. Enjoy unobstructed water/cityscapes, gentle sea breezes and a tranquil backdrop that feels worlds away, yet is convenient to vibrant galleries, restaurants, theater. This new construction Luxury residence features floor-to-ceiling water facing LR windows, A/C, quartz counterstops, stanless steel appliances, luxury plank flooring, recessed lighting. more. Envisioning a weekend retreat, pied-a-terre by the sea, year-round waterfront residence or an investment? Visit the Unit B (model) and chat about this 3BR option! Condominium Association fee is estimate based on (4) units. Pets friendly and rentals (minimum 1 month, with 3 times/year limit) allowed. Come discover what makes this property and location so special!

64 Rocky Neck Ave. Unit A, Gloucester

Listing courtesy of Listing Agent: Janet Breiter from Listing Office: Keller Williams Realty Evolution.

$4,295,000

4 Beds ⋅ 4 Baths ⋅ 73542573 MLS

Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

$869,000

1 Beds ⋅ 1 Baths ⋅ 73522580 MLS ⋅ ['Habror Haven At Rocky Neck'] BLDG.

Dock, Dine & Drift Away at Harbor Haven. This newly-created condominium offers a rare opportunity to embrace the quintessential Cape Ann waterfront lifestyle. Tucked away in a secluded harborfront setting, COMPLETE WITH an exclusive seasonal deep-water boat slip accommodating up to a 25-foot vessel—allowing easy access from your private deck to the open waters of Gloucester Harbor and beyond! Enjoy mesmerizing water/cityscapes, gentle sea breezes, and a tranquil backdrop that feels worlds away, yet is convenient to vibrant galleries, restaurants, and the maritime charm of Rocky Neck. Thoughtfully refreshed, the residence features A/C, quartz countertops, stainless steel appliances, refinished hardwood floors and individually-metered municipal water service. Envisioning a weekend retreat, pied-à-terre by the sea, year-round waterfront residence, or an investment addition to your portfolio? Harbor Haven is an exceptional offering in one of Cape Ann's most iconic coastal locations.

64 Rocky Neck Ave Unit C, Gloucester

Listing courtesy of Listing Agent: Janet Breiter from Listing Office: Keller Williams Realty Evolution.

$925,000

1 Beds ⋅ 1 Baths ⋅ 73522248 MLS ⋅ ['Habror Haven At Rocky Neck'] BLDG.

64 Rocky Neck Ave Unit B, Gloucester

Listing courtesy of Listing Agent: Janet Breiter from Listing Office: Keller Williams Realty Evolution.

$2,599,000

4 Beds ⋅ 5 Baths ⋅ 73510015 MLS

Exceptional waterfront living on the Mill River, this 2021-built contemporary home offers beautiful unobstructed riverfront views with glimpses extending toward Wingaersheek Beach and Ipswich Bay. Thoughtfully designed with 4 bedrooms and 4.5 baths, the home features an expansive open-concept layout centered around a dramatic great room that flows seamlessly onto a spacious deck, perfect for enjoying the ever-changing waterfront scenery. A chef’s kitchen with walk-in pantry anchors the main living space, complemented by high-end finishes and effortless indoor-outdoor living ideal for entertaining. Step outside to your private dock - an exceptional bonus - offering direct access to the Mill River for boating, kayaking, or paddleboarding right from your backyard. Additional highlights include a dedicated home office, oversized 2-car garage, and energy-efficient systems for modern comfort. A rare opportunity to own a nearly new waterfront home in a prime Gloucester location.

498 Washington St, Gloucester

Listing courtesy of Listing Agent: Atlee Alman from Listing Office: Vadala Real Estate.

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Waterfront and Water-View Homes in Gloucester, MA

Where to Find Them

What to Expect

Why Buyers Choose Gloucester for Waterfront Living

Frequently Asked Questions

Ready to Find Your Home on the Water?

Gloucester, MA Waterfront & Water-View Homes

How much is your home worth?

How much is your home worth?