Gloucester Real Estate

Gloucester is a coastal city on Cape Ann that combines its maritime traditions with tourism and a thriving arts culture that have energized the city’s downtown. The book and film “The Perfect Storm” in 2000 helped revitalize interest in this North Shore destination. The city center is just steps from the harbor while the famed Rocky Neck Art Colony includes bars, restaurants and numerous art galleries. Gloucester occupies most of the eastern end of Cape Ann and is split in half by the Annisquam River. The city comprises 41.5 square miles with 37% of that area occupied by water. The north side of the harbor is the most densely populated by the city’s 29,000 residents. A popular summer destination, Gloucester houses a few secluded ocean view properties that give off an “end of the world” ambiance. Neighborhoods include Annisquam, Bay View, East and West Gloucester, among others.  Read more about Gloucester.

Gloucester Homes & Condos For Sale

Gloucester Homes & Condos For Sale November 27, 2021
24
Listed
48
Avg. DOM
$504.26
Avg. $ / Sq.Ft.
$856,500
Med. List Price
24 Properties
Page 1 of 2
3
Beds
4F21/2
Baths
10,400
Sq.Ft.
1927
Year Built
23
Days on Site
72655588
MLS
Killybracken, an enchanting estate with expansive lawns and lush, perennial gardens, ensures absolute and self-sufficient privacy while enjoying stunning panoramic ocean views. The compound features...
4
Beds
4F11/2
Baths
8,443
Sq.Ft.
1999
Year Built
166
Days on Site
72849739
MLS
This oceanfront estate looks out over the Atlantic to the Twin Lights and beyond. Situated on 1.09 acres between the Atlantic and the Bass Rocks Golf course the property is 1 mile from Eastern Point...
Contingent
28 River Rd Gloucester, MA 01930
3
Beds
2
Baths
1,752
Sq.Ft.
1920
Year Built
10
Days on Site
72921263
MLS
Perched overlooking Lobster Cove, this impeccably maintained Colonial offers stunning views of the Annisquam River. An inviting granite stone entrance opens to a bright and sunny dining and fireplace...
Open 11/28
8 Stanwood Point #A Gloucester, MA 01930
3
Beds
3
Baths
3,069
Sq.Ft.
2021
Year Built
2
Days on Site
72923005
MLS
Commanding a wonderfully private and scenic location on the serene and unspoiled Little River, this property offers the essence of New England waterfront living with direct access just moments from...
Open 11/28
8 Stanwood Point #A Gloucester, MA 01930
3
Beds
3
Baths
3,069
Sq.Ft.
2021
Year Built
2
Days on Site
72923010
MLS
Commanding a wonderfully private and scenic location on the serene and unspoiled Little River, this property offers the essence of New England waterfront living with direct access just moments from...
4
Beds
3F11/2
Baths
4,400
Sq.Ft.
2021
Year Built
12
Days on Site
72920623
MLS
Engaging new construction for a nature-loving owner with exceptional taste and a hankering for the great outdoors. With acres of conservation land at your doorstep there is so much to do and see from...
3
Beds
3
Baths
2,600
Sq.Ft.
2021
Year Built
38
Days on Site
72911469
MLS
This new construction condo in highly desirable East Gloucester imbues coastal luxury and offers seasonal ocean views! From the calming color palette to its fireplace and its expansive deck, this...
Contingent
24 Wonson St Gloucester, MA 01930
5
Beds
3F11/2
Baths
4,267
Sq.Ft.
1866
Year Built
10
Days on Site
72921249
MLS
Welcome to 24 Wonson Street!! Located in the heart of Rocky Neck, America's oldest artist colony, this beautiful Colonial home offers spectacular water views of Smith Cove and the Gloucester Harbor....
1
Beds
1
Baths
1,626
Sq.Ft.
1956
Year Built
27
Days on Site
72914844
MLS
Wake up to beautiful sunrises and breathtaking, expansive water views of the Annisquam River, Jones Creek, Ipswich Bay and Wingaersheek Beach!! Take a few steps out the door of this river front home,...
4
Beds
2F11/2
Baths
2,250
Sq.Ft.
1984
Year Built
93
Days on Site
72887403
MLS
Perched high above the Annisquam River, this multi lot property offers the potential for an exceptional opportunity to develop what might be one of the last parcels on Riverview Road. A preliminary...
$949,000
Condo: Pirates Lane Condominium
2
Beds
2
Baths
1,436
Sq.Ft.
1890
Year Built
58
Days on Site
72878395
MLS
One of the most expansive views of Gloucester Harbor! This fully furnished waterfront penthouse condo is a showstopper and must see! The floor plan is open concept with a granite & stainless...
5
Beds
4
Baths
2,775
Sq.Ft.
1921
Year Built
180
Days on Site
72840158
MLS
RARE GLOUCESTER OFFERING located in desirable Riverdale near Babson Reservoir & Dogtown Commons & acres of hiking/biking trails. Current owners have transformed this home through the years. Multi...

More About Gloucester

Gloucester Location

Gloucester is tucked between Ipswich Bay to the north and Massachusetts Bay to the south. Rockport borders the city on the east while Ipswich, Essex, and Manchester-by-the-Sea border Gloucester to the west. Gloucester lies 31 miles northeast of Boston and is home to the Cape Ann Transportation Authority which serves the city and surrounding towns. There are two railway stops in Gloucester that provide access to the MBTA Commuter rail which extends from Rockport along the North shore to Boston’s North Station.

Gloucester Recreation

Gloucester is home to Good Harbor Beach and to the white sands and tide pools of Wingaersheek. Known as a family-friendly beach, Wingaersheek Beach extends forever at low tide with shallow waters, gentle waves and tide pool formations ideal for kids to discover varying forms of marine life. Both beaches are accessible to the public and with facilities that include restrooms, showers, and lifeguards. Whale-watching is also a popular activity with tours exploring the Stellwagen Bank National Marine Sanctuary where dozens of humpback whales make their home. Harborwalk, a 1.2 mile path through the town, provides the best views of Gloucester’s coastal landscape from all angles. The Fisherman’s Memorial, Gloucester’s best known landmark erected at harbor side, is inscribed with the names of those lost at sea.

Gloucester also boasts the Gloucester Stage Company, a renowned professional theater company whose works have gone to critical success on Broadway as well as internationally.

Gloucester History

Gloucester was one of the first English settlements that would later become the Massachusetts Bay Colony although it was only formally incorporated in 1642. Because of its poor soil and rocky hills, Cape Ann was not well suited for farming. Gloucester struggled as an outpost until it came to dominate the finishing industry in the mid-1800s. The area’s fishing roots and wind-swept beauty have attracted and inspired painters since the early 19th century. Many local and nationally recognized artists are showcased in the Cape Ann Museum. The Rocky Neck Art Colony lives on as America’s oldest working art colony.

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