Annisquam Homes with Colonial Style

Nestled along the breathtaking coastline of Massachusetts, Annisquam is a charming village within the city of Gloucester, located in Essex County. Known for its stunning natural beauty, Annisquam boasts picturesque views of the Annisquam River and the Atlantic Ocean, making it a coveted destination for those seeking a serene coastal lifestyle. The village is characterized by its quaint streets, vibrant local community, and rich maritime history, offering residents a perfect blend of tranquility and charm.

One of the most appealing aspects of Annisquam is its collection of Colonial-style homes. These timeless residences reflect the region's historical roots, featuring classic architecture with symmetrical facades, steeply pitched roofs, and elegant detailing. Many of these homes are set against the backdrop of lush gardens and scenic waterfronts, creating an idyllic setting that captures the essence of New England living.

Living in a Colonial-style home in Annisquam means embracing a lifestyle that values tradition and craftsmanship. These properties often come with spacious interiors, inviting living areas, and cozy fireplaces, perfect for gatherings with family and friends. The community is also known for its warm and welcoming atmosphere, where neighbors become friends and local events foster a strong sense of belonging.

With its stunning landscapes, rich history, and beautiful Colonial homes, Annisquam offers a unique opportunity for those looking to immerse themselves in the enchanting coastal life of Massachusetts. Whether you’re drawn to the tranquility of the riverfront or the vibrant local culture, Annisquam is a place where memories are made and cherished for years to come.

Newest Annisquam Homes with Colonial Style

$519,000

2 Beds ⋅ 1 Baths ⋅ 73553100 MLS

Unique opportunity, intriguing potential & select views of Goose Cove. Adjoined properties at 62 & 64 Bennett St S are separately assessed parcels conveyed on 1 deed, offering 2 sep dways on a 20,600± square feet lot. 62 Bennett: 12,470± square ft habitable, single-story home last used as a 1-bdrm home, w/ approx 1465± square ft including the once-finished 2nd flr. The heated 2nd level offers potential to be completed as a spacious 20x22 primary bdrm w/ a deck overlooking Goose Cove. Additional features include a lge 9x37 front deck & multiple storage areas. 64 Bennett: 8149± sq ft lot w/ a separate dway & a 2 story barn/shed accessory bldg w/ a 16x17+- 1st fl & scuttle access to a 14x16+- 2nd fl. Buyers responsible for conducting their own due diligence regarding zoning, development potential, use, & buildability. Property is sold as-is. No warranties/representations made by Listing Agent or Seller. Subject to Conservator being granted a License to Sell. Open House Sunday, 7/26/26, 12-1:30.

62 Bennett St S, Gloucester

$4,895,000

5 Beds ⋅ 7 Baths ⋅ 73535947 MLS

Perched above Ipswich Bay on a gentle rise in coveted Norwood Heights, this exceptional coastal retreat provides sweeping water views, spectacular sunsets & harbor activity. Warm, inviting & architecturally distinctive, this magnificent home features barrel-vaulted ceilings, refined fixtures & finishes throughout, a thoughtfully designed living space including a private guest wing, classic home office, chef’s kitchen w/ pantry, ocean-view sitting rooms & serene primary suite w/ water views from the bedroom & bath. Meticulously landscaped grounds enhance the uniquely private setting. Enjoy afternoon sun & ocean views from the side deck & morning sun on the expansive rear patio designed for entertaining. A detached 3-bay garage w/ lofted space & partially finished full basement offer endless possibilities. Norwood Heights is one of Annisquam's most sought-after enclaves, offering exclusive access to a private beach, walking paths & renowned Lighthouse Beach.

77 Norwood Heights, Gloucester

$1,100,000

2 Beds ⋅ 2 Baths ⋅ 73521436 MLS

One of the oldest surviving homes in Annisquam, this historic First Period Colonial (circa 1717) is part of the property known as "The Old Castle." On Lobster Cove, this waterfront residence showcases a seasonal dock providing direct access. Located on the North Shore in Gloucester, the historic village of Annisquam offers a distinct coastal experience, distinguished by its narrow winding lanes, historic architecture, and a community atmosphere. Exceptional views are enjoyed both inside and out. Original craftsmanship has been preserved, including wide pine floors, woodwork, and two fireplaces. A sunroom along the water side was added and designed with three walls of full-length windows to watch the cove, with ample space for dining and multiple seating areas. The layout offers a bathroom on each floor, second-floor laundry, a back stairway, and third-floor bonus space. Practical updates include an updated heating system, replaced sunroom windows, basement work, and a repaired seawall.

65 Leonard Street, Gloucester

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