Homes for Sale near Gloucester High School

Back on Market due to sudden change in buyer's circumstances. Step through the door to sweeping unobstructed ocean views that set the tone for this exceptional waterfront home with direct water access, a private boat slip, heated oceanfront pool, a deck with breathtaking views off the living room, and a patio off the primary bedroom that leads to the pool.Unit includes 2 garage parking spaces,

Sara Seber Engel & Volkers By the Sea

Iconic and storied East Gloucester location with three floors of amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. First floor consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Second/Third floor condo unit

Andree Gillian Group Engel & Volkers By the Sea

Iconic and storied East Gloucester location with amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. Consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Outdoor space currently holds a walk-in refrigerator but

Andree Gillian Group Engel & Volkers By the Sea

Investors, developers, and homesteading enthusiasts — take note! Rare opportunity to acquire a 3.7-acre parcel in highly desirable West Gloucester. Includes a spacious three-family home on 2.44 acres plus an additional 1.26-acre lot, sold together. The existing property offers immediate income potential with three units — ideal for multi-generational living or rental income. Beyond investment

Antonia Tullercash Churchill Properties

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

Nicholas Coppola Keller Williams Realty

Newly Renovated Ocean-View Condo in a Prime Gloucester Location! This stunning two-bedroom, two-bath condo offers convenient single-level living with no stairs, providing exceptional comfort and ease. Enjoy breathtaking ocean views from the open-concept living room with a fireplace, which flows seamlessly into the kitchen featuring a peninsula, beautiful quartz countertops, and new

Gabriela DeBenedicitis Coldwell Banker Realty - Manchester

Nestled in the heart of Gloucester, this 2 BR, 1 BA home has seen numerous updates and upgrades while still beaming with character and charm. Featuring two bedrooms, including a spacious primary bedroom and a generously sized second bedroom with ample closet space, as well as one full bathroom tiled with over-sized tub and shower. The generous sized living room is warm and inviting, with a

Laura Sawulski Coldwell Banker Realty - Beverly

Good Harbor Beach Neighborhood – Coastal Living Minutes from Downtown Gloucester. Nestled in one of Gloucester’s most sought-after neighborhoods near Good Harbor Beach and just minutes from the Gloucester's historic and vibrant downtown, this beautifully crafted 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and flexibility. Built in 2013, this home features a main suite

Heather Dagle RE/MAX Beacon

Iconic and storied East Gloucester location with two floors of amazing potential! Second/Third floor condo unit is a two-story apartment, with high ceilings, great light and lovely views of Smith Cove and Gloucester harbor. Large roof deck overlooking the water. The apartment consists of three bedrooms, one bathroom, large living room, dining room and kitchen with views. Kitchen and bathroom are

Andree Gillian Group Engel & Volkers By the Sea

Set it in the heart of Gloucester, this two-family home offers great potential for an investment or owner-occupants. Sitting on a large lot with flat yard space in the back and a sizable driveway for off-street parking for 8+ cars. Home features two units: unit 1 offers one-level first floor living, a generous living area, kitchen/dining combo, three bedrooms and one full bathroom. Unit 2 was

Laura Sawulski Coldwell Banker Realty - Beverly

Welcome to this recently converted and exquisitely appointed two-story condo in the idyllic seaside setting of East Gloucester. Enhanced with new exterior paint and fresh landscaping, this home exudes tranquility and charm. Step inside to discover a spacious, light-filled living room adorned with high ceilings and beautifully restored wood floors, seamlessly flowing into the airy dining room

Felicia Trupiano J. Barrett & Company

Wake up to ocean views every day and enjoy coastal-style living year-round! Enjoy everything Stacy’s Boulevard has to offer—from its beautiful gardens to Fourth of July fireworks, the Greasy Pole and all the town’s festivities all watched from your own deck. This newly renovated condo features three bedrooms, each with ocean views, and two full bathrooms with fine finishes. The open-concept

Gabriela DeBenedicitis Coldwell Banker Realty - Manchester

Iconic and storied East Gloucester location with three floors of amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. First floor consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Second/Third floor condo unit

Andree Gillian Group Engel & Volkers By the Sea

Set on over five acres, this contemporary offers a rare blend of architectural character, land, and utility. The living room features a stunning 2 story stone fireplace and cathedral ceiling, while the dining area is framed with large windows providing a bright setting for everyday gatherings or entertaining. A first floor bedroom with direct bathroom access and exterior egress offers flexible

Kaela Sexton Vadala Real Estate

Located along Gloucester's famous Back Shore, 87 Atlantic Road welcomes the first rays of morning light from its front row seat. Unobstructed ocean views with Thatcher's Island, the Twin Lights and Bass Rocks for your viewing pleasure. The renovated kitchen features quartz counters, custom cabinetry, stainless steel appliances and island. The adjacent dining area has built-in hutch with

Scott Smith Coldwell Banker Realty - Manchester

The extensive renovation of this charming Gloucester two-family boasts outstanding proximity to downtown and the waterfront. Within this two level (2nd and 3rd floor) home a comfortable, light and airy atmosphere awaits. The primary bedroom suite is enchanting with full bath and large closet. The 2nd bedroom on the main level could alternatively be used as an office or den. Two additional

Kathleen McHugh Churchill Properties

Sought-after Brier Neck retreat with sweeping views of the Atlantic and Salt Island—reachable at low tide—is offered publicly for the first time since the early 1900s. This expanded Cape perches above tiered, playful grounds that step down to granite ledge and the rhythm of lapping waves. At its heart: a chef’s kitchen, recently remodeled with high-end Miele and Bertazzoni appliances, perfect for

Brackett Janis Group Engel & Volkers By the Sea

This well-kept condo offers a smart, functional layout that makes everyday living feel easy and intentional. The main living area is comfortable and inviting, with a natural flow that allows the space to be furnished in multiple ways without feeling tight or cluttered. The kitchen is efficiently designed and connects well to the living space, making it practical for both daily routines and casual

Meghan Haynes Lamacchia Realty, Inc.

Tucked away along a quiet, scenic backroad, 11 Ocean View Drive offers a peaceful retreat in the heart of Gloucester, Massachusetts. Surrounded by natural beauty and classic Cape Ann character, the property provides privacy and a sense of calm while remaining just a short drive from the ocean, beaches, and harbor. This ideal location allows residents to enjoy the best of both worlds: a tranquil

Amanda Armstrong Compass

Located at 5 Samoset Rd, this one remaining luxurious unit presents an unparalleled opportunity to experience refined living within its open concept floorplan with sunset views out over the Little River Estuary to the Annisquam River. The custom McCormick kitchen is a culinary dream with a large island, perfect for both casual dining and entertaining; featuring integrated paneled Bosch

Ann Olivo J. Barrett & Company

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

Joshua Mulvey Mulvey Real Estate, LLC

Small city living in Central Gloucester. This one checks many boxes. Just a few blocks away from the MBTA w/service to Beverly ,Salem and Boston. Enjoy the easy access to all of downtown .Blocks away from shopping, restaurants ,harbor, blvd.,bakery, coffee, and Main St.. This home offers off street parking . Easy care fenced in yard w/koi pond & sprinkler system. The perfect shed you have been

Michele Allison-Elwell Coldwell Banker Realty - Beverly

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

Jason Saphire www.HomeZu.com

Great opportunity to own two amazing condos (whole building) newly renovated with two beautiful units tastefully designed for a comfortable coastal living by the ocean! Perfect income property for an investor, luxury owner occupied, short term or long-term rentals, second home/get away or however you decide to use it. Enjoy all what Stacy’s Boulevard has to offer in an Iconic spot in Gloucester.

Gabriela DeBenedicitis Coldwell Banker Realty - Manchester

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

Barbara Dugan Engel & Volkers By the Sea

Rare chance to restore this Victorian 3-family with sweeping harbor and city views. The spacious 4-bedroom owner’s unit features curved walls, large rooms, and offers the best views of the harbor—some updates made, but significant work remains. Two additional 1-bed units offer strong rental potential. Apartment 2 is a one bedroom, compact and efficient, Apartment 1 features classic wood floors,

Militello Team eXp Realty

The extensive renovation of this charming Gloucester two-family boasts outstanding proximity to downtown and the waterfront. Within this first-floor residence an inviting and comfortable atmosphere awaits. Featuring 400 amp service (ready for future solar and ev charger), hardwood flooring throughout, quality craftsmanship, new appliances and two bedrooms this home offers a peaceful retreat from

Kathleen McHugh Churchill Properties

Built in 1853 and beautifully updated for today’s lifestyle, the Obadiah Woodbury Home offers a rare chance to own a piece of Gloucester’s history. Just steps to Stacey Boulevard, the Inner Harbor, restaurants, galleries, shops, beaches, and the MBTA, this stately in-town residence delivers coastal living with standout walkability. Inside are soaring ceilings, spacious rooms, classic moldings,

Debra Lovelace Churchill Properties

Just steps from Wingaersheek Beach, 226 Atlantic Street is an extraordinary new home that blends timeless design with coastal living. Crafted for year-round comfort, this residence offers a chef-inspired kitchen with custom cabinetry, Thermador appliances, and walk-in pantry. The great room soars with a cathedral ceiling and stone fireplace, leading to a four-season porch that brings the outside

Nest / Syndi Zaiger Group Compass

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

Jason Saphire www.HomeZu.com