Homes for Sale - Gloucester, MA

Sailor Stan’s has been an iconic landmark since 1977, offering the perfect blend of business opportunity and coastal living. The restaurant portion features seating for 34–36 guests, a welcoming outdoor deck, and a convenient half bath—ideal for continuing its long tradition as a beloved breakfast and lunch spot.

Located on iconic Rocky Neck, this charming seaside penthouse retreat offers water views of Smith Cove and Gloucester Harbor. Vaulted ceilings, and thoughtfully crafted custom design details create an inviting and truly one-of-a-kind home.

This thoughtfully designed, top floor, single level unit offers blended modern comfort with historic charm in Pondview Village. Experience loft style living in this unique factory conversion condo. This light filled, open concept layout features soaring ceilings and oversized windows, creating an inviting space for everyday life and entertaining.

Moments from the pristine shores of Wingaersheek Beach, this beautifully maintained three bedroom, two and a half bath home offers the perfect weekend retreat, seasonal escape, or year round coastal residence.

A short walk from Gloucester's idyllic Stacey Boulevard, this well-maintained 4-5-bedroom, 2.5-bath Colonial is a unique blend of character & timeless-quality updates. Situated close to the high school, boat ramp, downtown restaurants, park & 3 beaches, in the heart of all this desirable community has to offer.

This two bedroom one bath ground floor condo is part of the Residences of Cape Ann complex that is built on a knoll with expansive and breathtaking views overlooking the scenic Annisquam River. The condo has a mixture of wood, tile and carpeted floors, a new dishwasher and built in wall air conditioner.

Rare opportunity! Welcome to easy living at Gloucester Mills! This well-maintained 2-bedroom, 1.5-bath condo offers comfort, convenience, and an unbeatable location close to everything Gloucester has to offer. The home features central A/C for year-round comfort, a newer full bath tub and surround/shower, plus a newer dishwasher and full-size washer and dryer for added ease.

Discover a rare opportunity to own a beautiful parcel of land nestled in a quiet, highly sought-after area. Surrounded by peaceful natural scenery and established homes, this land offers the potential for the perfect blend of privacy and convenience.

Welcome to Hawthorne Point, an exclusive coastal gem near Niles Beach and the vibrant Rocky Neck Art Colony, offering views of Smith Cove and Gloucester’s inner harbor. This beautifully renovated 2BR, 2.5BA townhouse blends luxury, comfort, and style.

First of THREE new construction waterfront homes set in a peaceful landscape near Wingaersheek Beach, one of North Shore's most sought after destinations. Overlooking the scenic Annisquam River, this exceptional new development offers direct coastal views.

This stunning property offers refined coastal living with water views and exceptional natural light. Thoughtfully reimaged and expanded through a complete gut renovation, it is designed as an all-electric home and pairs modern efficiency with timeless materials, exceptional craftsmanship, and a calming aesthetic. The Mansard Colonial is sited on approximately .

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.