97 & 99 East Main Street combine a classic 1900 Colonial (approx. 1,941 sq. ft., 5 bedrooms) with an adjoining lot in the Marine Industrial (MI) zone. Overlooking Cripple Cove and the harbor, the property has been home to Cripple Cove Studios and offers flexible space for residential, live/work, or creative use (subject to city approvals). The Colonial retains charm and scale with room for updates, while the additional lot expands potential for parking, gardens, or marine-related endeavors. Enjoy harbor views, off-street parking, and a convenient location close to downtown Gloucester, Route 128, and the commuter rail. A rare opportunity to blend historic character with future possibilities on Gloucester’s working waterfront.
Make this "Home for the Holidays". A rare & remarkable opportunity to own a piece of Gloucester’s architectural history on Eastern Point. Built in 1916 & set on a little over an acre of land, this distinguished single-family home offers over 5600 sq. ft. of living space, blending timeless character w/ endless potential. Step inside & be captivated by the grand great room, an impressive space with soaring ceilings that overlooks picturesque Niles Pond, w/ breathtaking ocean views just beyond. Perfect for hosting or unwinding, this room is the heart of the home and captures the essence of coastal living. Offering five bedrooms & six bathrooms the home is designed for both luxury & comfort. Outside, your private backyard retreat awaits with a heated pool & spa, ideal for relaxing or entertaining under the sun & stars. For those who crave a bit of friendly competition, enjoy your very own pickleball courts, an amenity rarely found in such a setting. A seaside treasure waiting to welcome y
Join Gloucester's thriving business community, or expand your current footprint! Income reflects 2 units only. Three units offered - 2 residential and 1 retail/commercial - bundled together, in advance of Condo conversion of larger mixed-use property. Established & recognizable retail tenant in place with triple net lease. One residential unit is unoccupied/unfinished space, ready for your vision and completion as 3BR/1.5 BA (1200 s/f). Desirable, high-traffiic location. LOTS of parking! Significant recent investment in property infrastructure. Address and Prospectus shared upon signing of Non-Disclosure Agreement (NDA), per Seller instruction. One residential unit currently leased through May 2026. Retail space lease through December 2026. Buyer responsible for all property verification and due diligence with faciltation by Seller Broker. Not in flood zone. Taxes reflect complete property, not just this partial bundle of 3 units (future Condos). See MLS# 73436821 or 6 Unit offering.
Welcome to one of the most spectacular oceanfront retreats on the North Shore — 100 Eastern Point Blvd. This 1.78-acre coastal property offers panoramic views of the Atlantic Ocean, Lighthouse Cove, Raymond’s Beach, Gloucester Harbor, and even the Boston skyline. The renovated Cape Cod-style home features 4 bedrooms, 2.5 baths, and expansive ocean views from nearly every room. Enjoy a wide, flat lawn perfect for entertaining or relaxing by the sea, plus an outdoor shower for post-beach convenience. Stone patios offer an ideal setting for gatherings. Two private beach parcels with 85 feet of frontage on Raymond’s Beach convey with the property, providing exclusive shoreline access. Located steps from the Eastern Point Yacht Club and surrounded by some of the region’s most notable homes, this is a rare opportunity to own a true waterfront gem. See broker for easements and restrictions.
NEW PRICE ON THIS WONDERFUL POST-AND-BEAM BUILDING WITH GREAT ON-STREET VISIBILITY AND OVERLOOKING GLOUCESTER HARBOR AWAITING ITS NEXT OWNER. SO MANY OPTIONS FOR THIS 3-STORY, 6,500 PLUS SF BUILDING THAT DATES BACK TO 1900 AND HAS AMAZING PERIOD FEATURES LIKE ORIGINAL RANDOM WIDTH FLOORING, BARN DOORS AND SOARING CEILINGS. YOU CAN REFURBISH THE ''OLD'' OR DO A FULL DOWN -TO- THE -STUDS RESTORATION FOR INDIVIDUAL FLOORS, SEPERATE BUSINESSES OR THE ENTIRE BUILDING. THE CHOICE IS YOURS. THAT KIND OF FLEXIBILITY IS A BONUS FOR A PROPERTY THAT IS ZONED CB AND ALREADY HAS AN IMPRESSIVE BUSINESS RENTAL HISTORY. ON-STREET PARKING IS ANOTHER PLUS! IDEAL FOR CONTRACTORS, DEVELOPERS, AND INVESTORS WHO HAVE BEEN SEARCHING FOR JUST THE RIGHT PROPERTY.
Waterfront living with historic charm. Once a working mill, the structure has been transformed into a warm and inviting home, preserving its architectural heritage while embracing contemporary updates. The open-concept layout offers sunlit living spaces that showcase panoramic vistas of Annisquam River, Wingaersheek Beach, and Ipswich Bay. Whether you’re unwinding on the expansive deck, paddling across the water for a beach day, or gathering clams right from your shoreline, this property delivers a true coastal lifestyle. Inside, the ambiance is both airy and intimate, perfect for hosting family or enjoying quiet evenings. The main house exudes a nautical elegance, with a layout that evokes the feeling of life aboard a luxury vessel. A separate apartment above the garage provides private accommodations for guests, and the partially finished upper level offers opportunities to tailor the home to your future needs.
Outstanding land opportunity on coveted Eastern Point. This prime parcel is beautifully positioned on Elm Avenue and has views of Gloucester Harbor, Dog Bar Breakwater and the distant Boston skyline. There is an appoved 5-bedroom septic system in hand, with water and electricity at the street. A short stroll will take you to multiple beaches, private clubs and conservation land with endless trails to explore. Downtown Gloucester is moments away with fine dining, galleries, boutiques and cultural attractions that make the city the hub of the North Shore.
Step into classic New England charm with this beautifully maintained two-story Colonial, ideally situated just moments from Gloucester’s famous beaches, vibrant downtown, and scenic harbor. This spacious 9-room home offers a flexible layout perfect for entertaining, working from home, or simply relaxing in comfort. The first floor features a welcoming living room, formal dining area, and a bright, updated kitchen. An updated full bath complete the main level. Upstairs, you’ll find three generously sized bedrooms, a full bath, and a loft space, perfect for a reading nook, creative studio, or play area.Outdoors, enjoy a private yard ideal for summer gatherings, gardening, or just soaking in the coastal air. Whether you're searching for your year-round residence or a weekend getaway, this charming Colonial offers the perfect blend of space, location, and timeless style. New carpet, fresh paint, ready for your move!
Investors/Developers! This mixed use building offers an excellent potential return and a variety of potential uses. The property is located among the busiest shops and restaurants on Main street and includes two retail stores and three residential apartments all currently leased. The residential units include beautiful architectural details including exposed brick, over-sized windows, tall wooden-beamed ceilings, recessed lighting, central air and beautiful views of the harbor and ocean. There is a 2000+ sf single level luxury apartment on the second floor, with large granite kitchen, and two townhouse units of apx. 1350 utilizing the third and fourth floors. Historic Gloucester Harbor and a public beach is just 1/10 mile from the property. Don’t miss this amazing opportunity.
Investors/Developers! This mixed use building offers an excellent potential return and a variety of potential uses. The property is located among the busiest shops and restaurants on Main street and includes two retail stores and three residential apartments all currently leased. The residential units include beautiful architectural details including exposed brick, over-sized windows, tall wooden-beamed ceilings, recessed lighting, central air and beautiful views of the harbor and ocean. There is a 2000+ sf single level luxury apartment on the second floor, with large granite kitchen, and two townhouse units of apx. 1350 utilizing the third and fourth floors. Historic Gloucester Harbor and a public beach is just 1/10 mile from the property. Don’t miss this amazing opportunity.
Investors/Developers! This mixed use building offers an excellent potential return and a variety of potential uses. The property is located among the busiest shops and restaurants on Main street and includes two retail stores and three residential apartments all currently leased. The residential units include beautiful architectural details including exposed brick, over-sized windows, tall wooden-beamed ceilings, recessed lighting, central air and beautiful views of the harbor and ocean. There is a 2000+ sf single level luxury apartment on the second floor, with large granite kitchen, and two townhouse units of apx. 1350 utilizing the third and fourth floors. Historic Gloucester Harbor and a public beach is just 1/10 mile from the property. Don’t miss this amazing opportunity.
Price has been reduced to $599,000 from $660,000! The Street view suite at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. This historic suite is a unique luxury unit, in this spectacular 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored to the highest standards inside and out. This 2 bedroom, 1 bath, approximately 1,095 square foot suite boasts floor to ceiling windows overlooking historic Main Street, the spectacular Gloucester City Hall and numerous beautiful and architecturally significant buildings. The City View Suite embodies a classic design combined with a modern layout, and an open floor-plan. The kitchen is first class in every way, boasting outstanding appliances, a large entertainment island with sink, custom granite counter tops and truly amazing views overlooking active and vibrant Main Street.
The price on this magnificent ocean view suite has be reduced to $1,430,000 from $1,625,000! The Penthouse at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. The Penthouse Suite is one of three completely unique and rare luxury condominium units, available now in this 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored and renovated to the highest standards inside and out. The 3-bedroom, 2 full baths, approximately 2,500 square foot Penthouse Suite embodies a classic design combined with a modern layout, and an open floorplan featuring an enormous great room incorporating ancient wooden beams that reach 14 feet at the peak. The master bath is not to be missed. It is a “wet room” experience for the owners who will enjoy the warm water from the double rain head shower fixtures and the deep and oversized Queen Ann tub.
Waterfront Rocky Neck! Iconic & established Restaurant. A rare opportunity to own a beloved landmark in the heart of Rocky Neck - one of the oldest working art colonies in America. This legendary restaurant has been serving locals and tourists for over 60 years and continues to evoke nostalgic memories for generations. Rebuilt in 2010, it offers a perfect blend of history, charm, and modern amenities with an enduring reputation for quality and atmosphere. The fully furnished and stocked restaurant has 5 deep-water boat slips to allow diners to dock and enjoy their meals on picturesque Smith Cove.This is a one-of-a-kind opportunity to operate in one of the most sought-after waterfront locations. Whether you're an aspiring restaurateur or looking for a unique investment, this property offers the best of both worlds: a thriving business and a waterfront lifestyle. Incredible income potential. 2 BR Condo above restaurant available for sale.
Nestled at the end of a quiet side street, this home offers breathtaking views of Gloucester’s outer harbor.Just a short stroll from the beach, it’s the perfect retreat, whether vacation or year-round living. With 4 bedrooms (all ensuite) and multiple decks, this home comfortably accommodates several guests while maintaining a cozy, welcoming atmosphere.The main living area is on the 2nd fl to maximize those incredible views, & features an open-concept design centered around a striking granite fireplace. The layout includes a spacious LR with access to a large deck, DR, kitchen, and comfy den. 1st floor hosts 3 bedrooms, including a generously sized primary suite with sliders to patio and water views.The 3rd fl adds an extra layer of charm with a lovely living room overlooking the floor below, plus a large private bedroom Located close to Gloucester’s vibrant Rocky Neck neighborhood—known for its fun arts scene and scenic waterfront—this home offers coastal living at its best.
Nestled above the scenic beauty of Smith Cove in Rocky Neck, this enchanting two-bedroom condominium offers a truly unique living experience. The open-concept layout invites you to personalize the space to suit your lifestyle. Step out onto the spacious deck to enjoy vibrant boating activity and breathtaking sunsets. Upstairs, you'll find two bedrooms—each with its own private bath—including a charming loft-style bedroom that overlooks the living area and captures stunning water views. See MLS #73362101
Gloucester is located in Massachusetts. Gloucester, Massachusetts has a population of 29,814. Gloucester is less family-centric than the surrounding county with 25.04% of the households containing married families with children. The county average for households married with children is 30.06%.
The median household income in Gloucester, Massachusetts is $82,984. The median household income for the surrounding county is $86,684 compared to the national median of $69,021. The median age of people living in Gloucester is 50.2 years.
The average high temperature in July is 79.9 degrees, with an average low temperature in January of 18.1 degrees. The average rainfall is approximately 49 inches per year, with 43.6 inches of snow per year.
