Gloucester Homes with Cottage Style

Welcome to Gloucester, Massachusetts, a picturesque coastal city nestled in Essex County, where the charm of New England meets the serene beauty of the Atlantic Ocean. Known for its rich maritime history and vibrant arts scene, Gloucester is a haven for those who appreciate both culture and nature. With its stunning beaches, scenic harbors, and breathtaking views, this city offers a unique lifestyle that blends relaxation and adventure.

One of the most enchanting features of Gloucester is its array of cottage-style homes. These charming residences are characterized by their quaint architecture, often adorned with whimsical details and surrounded by lush gardens. Imagine waking up in a cozy cottage, where the sound of the waves lapping against the shore serves as your morning soundtrack. Many of these homes boast open floor plans, inviting natural light, and outdoor spaces perfect for entertaining or enjoying a quiet afternoon with a good book.

Living in Gloucester means embracing a vibrant community that celebrates its fishing heritage while fostering a love for the arts. From local galleries showcasing the work of talented artists to the bustling farmer’s market offering fresh, local produce, there’s always something to explore. The city is also home to stunning parks and nature reserves, providing ample opportunities for hiking, biking, and enjoying the great outdoors.

Whether you’re seeking a weekend getaway or a permanent residence, Gloucester’s cottage-style homes offer the perfect blend of comfort and coastal charm. Discover your dream home in this enchanting city and experience the beauty of life by the sea!

Newest Gloucester Homes with Cottage Style

$599,000

4 Beds ⋅ 2 Baths ⋅ 73565095 MLS

This direct waterfront summer cottage offers two appealing options: enjoy the existing cottage as a seasonal retreat or build a new home and create an exceptional waterfront property. Nestled along the Little River in Gloucester's scenic Stanwood Point neighborhood, the property offers picturesque river and marsh views, direct water access for swimming, kayaking, paddleboarding, fishing, and more, plus the potential to add a dock. Conveniently located near Gloucester Harbor, downtown shops and restaurants, and Gloucester's renowned beaches, this rare offering is an exciting opportunity to summer on the water or build your dream waterfront home.

16 Stanwood Point, Gloucester

Listing courtesy of Listing Agent: Mark Ventimiglia from Listing Office: Vadala Real Estate.

$525,000

1 Beds ⋅ 1 Baths ⋅ 73562301 MLS

Cozy rustic 1 BR 1 BA year round Cottage in need of some updating but in prime East Gloucester neighborhood! Great location in an area of many multi-million dollar homes! Close to Niles Beach, Rocky Neck art galleries, shops, restaurants, boat marinas, Gloucester Stage Co. theater, Bass Rocks, Good Harbor Beach and Eastern Point! Owners have obtained approvals from Gloucester Zoning Board and Conservation Commission for your construction of an approximately 2968 Sq. Ft. 3-4 BR, 2.5 BA Craftsman style single family home featuring 1st floor primary BR and bath designed for age in place living! All utilities on site include city water, city sewer, natural gas, electric and cable. Renovate and expand existing cottage or build new depending on your needs!

5 Grapevine Rd, Gloucester

Listing courtesy of Listing Agent: Lane Team from Listing Office: North Shore's Gold Coast Realty.

$2,295,000

2 Beds ⋅ 2 Baths ⋅ 73531602 MLS

This is more than a home—it’s a coastal lifestyle. Follow the steps to the water and dive into the cove at high tide, or wander the beautiful beach at low tide. The views are simply unparalleled. Spend your evenings on the upper deck as the sunset sets the seascape ablaze with color.The chef’s kitchen features nearly new Thermador appliances, reclaimed American heart pine floors, and an oversized island perfect for casual dining. A 10-foot picture window, installed last year, frames the ever-changing coastal scenery. The living room, with its inviting fireplace, opens to a charming covered porch—ideal for outdoor dining from morning coffee to evening meals.Upstairs, the primary bedroom offers breathtaking views stretching beyond Eastern Point. A second-floor family room with access to the upper deck is especially magical in the summer and could be converted into a third bedroom. Welcome to Rocky Neck—a destination people love to visit and a place you’ll be proud to call home.

8 Bickford Way, Gloucester

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

$750,000

1 Beds ⋅ 1 Baths ⋅ 73515187 MLS

Artist's Cottage — Annisquam/Back Bay, Gloucester. Originally built as an artist's barn, this magical one bedroom cottage sits on nearly an acre of land in one of Cape Anns most beautiful neighborhoods. Enjoy sunrises near the ocean, watch the stars appear at night, and step outside to gardens lovingly cultivated with organic care for over 25 years. A haven for sailors, kayakers, gardeners, writers, and dreamers. Make this your year round or perfect weekend get away spot. Perched atop a hill and safely above coastal storms, yet minutes from Gloucester's finest beaches, quarries, and so many hiking trails. The privacy, beauty and convenience is unmatched. Zoned R-40 with town water and sewer and two potential driveways — build your dream home and use the cottage for guests, studio space, or explore ADU or subdivision potential. Minutes to Annisquam Village and Plum Cove Beach. Come live by the ocean.This diamond is a rare find and won't be on the market long!

38 Revere Street, Gloucester

Listing courtesy of Listing Agent: Krista Julian from Listing Office: Coldwell Banker Realty - Manchester.

$534,000

2 Beds ⋅ 2 Baths ⋅ 73514328 MLS

Turnkey Victorian Cottage in downtown Gloucester offering the perfect blend of character and convenience. Ideally located near the train, beaches, shopping, and highway access, the home enjoys ample street parking and added privacy with undeveloped land across the street. The first floor features a spacious living room with coffered ceilings, hardwood floors, and a large picture window, a petite but efficient kitchen along with an adjoining light infused dining room with sliding glass doors leading to a sunny, enclosed backyard, perfect for relaxation. Upstairs includes two generously sized bedrooms, a large bath with stackable washer/dryer, and a versatile third room ideal for office space, nursery, or oversized dressing room. The finished lower level houses a half bath, open living space, separate entrance, and abundant storage.

8 1/2 Myrtle Square, Gloucester

Listing courtesy of Listing Agent: Julia Virden from Listing Office: J. Barrett & Company.

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