Essex, MA Homes

• 

  

  

  /42

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  188 Atlantic St, Gloucester, MA 01930

  Location, location! Step inside and discover the beauty of this completely renovated, turn key, designer home just steps to the pristine, Wingaersheek beach. The upstairs features all new hardwood floors throughout and an open concept kitchen/living/dining, double sink full bath, washer/dryer, an expansive master bedroom with 2 large closets and a seating area and an inviting 2nd bedroom. The

  Carol Beatrice Real Broker MA, LLC

  188 Atlantic St, Gloucester, MA 01930
• 

  Explore West Gloucester

• 

  

  

  /41

  $37,500 per month

  • 5 Beds
  • 2 Baths
  • 3,300 Sq Ft
  • Condo for Rent

  62 Crafts Rd Unit 2, Gloucester, MA 01930

  June, and September dates available! Modern Cape Ann coastal retreat. Sitting on 1.4 waterfront acres with granite outcroppings, mature trees, and gardens. Private deep-water dock, 5 feet at low tide, accommodates 2-3 boats. Riverfront peninsula with sweeping water and marsh views, perfectly located in the middle of the Annisquam River. Take trips out to Ipswich Bay, the bustling Gloucester

  62 Crafts Rd Unit 2, Gloucester, MA 01930
• 

  

  

  /31

  $1,850,000 Sold Aug 01, 2025

  • 1,931 Sq Ft
  • $958/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  18 Wingaersheek Rd, Gloucester, MA 01930

  Welcome to 18 Wingaersheek Road in Gloucester's highly desired upper beach of Wingaersheek !! This year-round property with deeded access to Coffins Beach has been owned by the same family for 50+ years!! This home offers 3 levels of living with 3 bedrooms, 2 full baths, eat in kitchen, 2 Living rooms, 2 dining rooms, 2 office/dens as well as 2 propane gas fireplaces. Enjoy the beautiful sounds

  Christine Grammas J. Barrett & Company

  18 Wingaersheek Rd, Gloucester, MA 01930
• 

  

  

  /42

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,627 Sq Ft

  18 Overlook Ave, Gloucester, MA 01930

  18 Overlook Ave, Gloucester, MA 01930
• 

  

  

  /42

  $2,595,000

  • 4 Beds
  • 2 Baths
  • 2,499 Sq Ft

  7 Cove Way, Gloucester, MA 01930

  Occupying a prime waterfront site on the Annisquam River, this property has been newly reimagined to create a luxurious year-round compound. Studs-out renovation includes new kitchen and bathrooms, 5BR septic, town water, new wiring and plumbing. The two-level home maximizes its waterfront setting with walls of windows and expansive decks. The main level has a large primary bedroom, laundry, full

  Amanda Armstrong Compass

  7 Cove Way, Gloucester, MA 01930
• 

  

  /11

  $15,000 per month

  • 4 Beds
  • 5 Baths
  • 3,584 Sq Ft
  • House for Rent

  15 Wyoma Rd, Gloucester, MA 01930

  SHORT OR LONG TERM RENTAL Fall/Winter rental availability....Rare opportunity to rent this spectacular custom-built home in the Private section of Wingaersheek Beach. Stunning ocean views from every room of this 4-bedroom home. Large bedrooms, custom bathrooms, beautiful chef's kitchen leads to a 2-story family room w/ fireplace and direct access to an oversized deck with stunning ocean views.

  Gianni De Palma GDP Real Estate Group, LLC

  15 Wyoma Rd, Gloucester, MA 01930
• 

  

  /26

  $225,000 Sold Jul 31, 2025

  • 636 Sq Ft
  • $354/SF
  • 38 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  145 Essex Ave Unit 405, Gloucester, MA 01930

  Affordable 3 BD, 1 Bath garden style condo on the 1st floor for easy access. This unit features an open concept eat in kitchen / living room with views of the beautiful Annisquam River. Updated Electric stove, DW and Frig. Big bedroom with a huge walk in closet! The 2 large picture windows in the BR & LR allows plenty of sunlight. The big AC wall unit keeps you cool in the summer! The laundry

  David Nicholaou Re/Max Innovative Properties

  145 Essex Ave Unit 405, Gloucester, MA 01930
• 

  

  /12

  Est $313,573 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 936 Sq Ft

  24 Cobblestone Ln Unit 202, Gloucester, MA 01930

  24 Cobblestone Ln Unit 202, Gloucester, MA 01930
• 

  

  /36

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,404 Sq Ft

  178 Atlantic St, Gloucester, MA 01930

  Moments from the pristine shores of Wingaersheek Beach this three bedroom, two and a half bath single family home is the ultimate weekend retreat, seasonal getaway or year round home. Offering captivating views of the Jones River in an idyllic setting, featuring two finished levels with full basement, a two car garage and private drive this property has been beautifully maintained and updated and

  Amanda Armstrong Compass

  178 Atlantic St, Gloucester, MA 01930
• 

  

  /42

  $8,000 per month

  • 5 Beds
  • 3 Baths
  • 2,343 Sq Ft
  • Condo for Rent

  18 Bungalow Rd Unit 2, Gloucester, MA 01930

  --SHORT TERM RENTAL -- Price is a base price and per week. Inquire for longer stays. Private oceanfront Wingaersheek Beach house features five bedrooms, three bathrooms and has recently been renovated with custom steel front double doors, new wood floors, pine interior paneled walls, new kitchen cabinets, counters, bathrooms, and mini split AC units. The house spans three levels along with an

  18 Bungalow Rd Unit 2, Gloucester, MA 01930
• 

  

  /30

  $749,900 Sold Jul 22, 2025

  • 1,937 Sq Ft
  • $387/SF
  • 33 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1710

  205 Western Ave, Gloucester, MA 01930

  Enjoy breathtaking panoramic harbor and ocean views including Eastern Point Lighthouse and the Breakwater. This Antique Colonial blends timeless historic character with thoughtful updates and expansions. Highlights include four fireplaces, wide plank flooring and exposed beams. First floor has a modern kitchen, complete with updated cabinets and stainless steel appliances opening to a sunlit

  Beth Buckingham J. Barrett & Company

  205 Western Ave, Gloucester, MA 01930
• 

  

  /28

  Est $366,725 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  24 Cobblestone Ln Unit 402, Gloucester, MA 01930

  24 Cobblestone Ln Unit 402, Gloucester, MA 01930
• 

  

  /42

  $1,749,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,292 Sq Ft

  50 Castle View Dr, Gloucester, MA 01930

  Exceptional and exquisite shingle-style home in desirable Castle View section of Wingaersheek with deeded access to private Coffins Beach. The perfect family retreat or multi-generational compound, this property offers a rare combination of size—4 bedrooms and 4.5 bathrooms, expansive mahogany deck, full basement with heated workshop, 3-car garage with unfinished loft/studio above—and serious

  Amanda Armstrong Compass

  50 Castle View Dr, Gloucester, MA 01930
• 

  

  /40

  $15,500 per month

  • 5 Beds
  • 2 Baths
  • 3,300 Sq Ft
  • House for Rent

  62 Crafts Rd, Gloucester, MA 01930

  September & October dates available! Modern Cape Ann coastal retreat. Sitting on 1.4 waterfront acres with granite outcroppings, mature trees, and gardens. Private deep-water dock, 5 feet at low tide, accommodates 2-3 boats. Riverfront peninsula with sweeping water and marsh views, perfectly located in the middle of the Annisquam River. Take trips out to Ipswich Bay, the bustling Gloucester

  John Farrell Coldwell Banker Realty - Beverly

  62 Crafts Rd, Gloucester, MA 01930
• 

  

  /42

  $1,150,000 Sold Jul 11, 2025

  • 3,038 Sq Ft
  • $379/SF
  • 1 Day On Market

  • 6 Beds
  • 3 Baths
  • Built 1939

  141 Western Ave, Gloucester, MA 01930

  Stately large owner-occupied water view 3 family in desirable Stacy Boulevard location! Comprised a 2-3 BR 1st floor owner's unit, a 2 BR second floor unit, and a 1 BR walkout basement unit. Looking for multi generation living arrangement or Summer/Vacation property offering excellent rental income? This is it! Located on nicely landscaped 17,000 sf comprised of 3 parcels of land with many

  Peter and Pam Lane North Shore's Gold Coast Realty

  141 Western Ave, Gloucester, MA 01930
• 

  

  /13

  Est $246,409 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 905 Sq Ft

  24 Cobblestone Ln Unit 305, Gloucester, MA 01930

  24 Cobblestone Ln Unit 305, Gloucester, MA 01930
• 

  

  /30

  $780,000 Open Sun 11AM - 12:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,373 Sq Ft

  205R Western Ave, Gloucester, MA 01930

  Tucked away just moments from Stage Fort Park and Gloucester’s vibrant harborfront, 205R Western Avenue offers the best of coastal living with privacy, convenience, and thoughtful updates throughout. This charming home features two finished levels, beautifully renovated kitchen and baths, newer windows, doors, skylights, roof and paint creating a move-in-ready retreat. Lush perennial gardens and

  Amanda Armstrong Compass

  205R Western Ave, Gloucester, MA 01930
• 

  

  /5

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  24 Sumner St Unit 1, Gloucester, MA 01930

  24 Sumner St Unit 1, Gloucester, MA 01930
• 

  

  /27

  $505,000 Sold Jul 09, 2025

  • 1,183 Sq Ft
  • $427/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1950

  154 Essex Ave, Gloucester, MA 01930

  A wonderful property located in a charming West Gloucester neighborhood just minutes from the highway, commuter rail, Stacy boulevard, parks and beaches. This home conveniently allows for single-level living as the primary bedroom, full bath, kitchen, spacious living-room and bonus room are all located on the main level. Upstairs in the finished attic is a half bathroom, delightful second

  Kaela Sexton Vadala Real Estate

  154 Essex Ave, Gloucester, MA 01930
• 

  

  /36

  Est $3,584,269 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,693 Sq Ft

  53 Wingaersheek Rd, Gloucester, MA 01930

  53 Wingaersheek Rd, Gloucester, MA 01930
• 

  

  /29

  $849,999

  • 2 Beds
  • 1.5 Baths
  • 2,034 Sq Ft

  5 & 9 Ocean Highlands, Gloucester, MA 01930

  This unique property offers 2 separate lots totaling nearly an acre of land in a private wooded setting. Nestled in the heart of Magnolia on a quiet cul de sac with unmatched privacy and filtered ocean views! A spacious eat in kitchen, cathedral ceilings with exposed cross beams and a double sided fireplace cozy up the living room and formal dining room. Den and master bedroom also have

  Lisa Ramos Coldwell Banker Realty - Manchester

  5 & 9 Ocean Highlands, Gloucester, MA 01930
• 

  

  /18

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Apartment for Rent

  41B Wingaersheek Rd Unit 1, Gloucester, MA 01930

  The Merchantman Lower Deck (1st flr). Newer construction, fully furnished, modern home built in 2023. Beachfront with direct access to Coffins Beach (the private side of Wingaersheek beach). The unit is part of a 2 unit dwelling located on the first floor. The unit has two bedrooms with two full baths. Kitchens are brand new with all energy star appliances, kitchen island and quartz countertops.

  Nicholas M Ambeliotis Nicholas M. Ambeliotis Real Estate

  41B Wingaersheek Rd Unit 1, Gloucester, MA 01930
• 

  

  /36

  $2,895,000 Sold Jul 01, 2025

  • 2,602 Sq Ft
  • $1113/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2007

  101 Wingaersheek Rd, Gloucester, MA 01930

  Don’t miss this rare opportunity to own a spectacular three-bedroom, three-bathroom home with deeded access to Coffins Beach—one of the most breathtaking shorelines in the area. Designed for hosting family and friends for generations, this light-filled coastal retreat offers two spacious family rooms and expansive roof deck views, perfect for soaking in the seaside ambiance.The custom eat-in

  Nest / Syndi Zaiger Group Compass

  101 Wingaersheek Rd, Gloucester, MA 01930
• 

  

  /42

  Est $1,871,091 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,019 Sq Ft

  23 Castle View Dr, Gloucester, MA 01930

  23 Castle View Dr, Gloucester, MA 01930
• 

  

  /42

  $1,075,000

  • 3 Beds
  • 2 Baths
  • 2,680 Sq Ft

  3 Bray St, Gloucester, MA 01930

  An amazing Contemporary home overlooking woods & creeks awaits you! The open flow is great for entertaining & relaxing! Liv. Room w/ balcony & woodstove/Fireplace is open to cathedral ceiling Fam. Room w/ minisplit for comfort, plus flows to the Din. Rm/Kitchen/Sun Room area w/ loads of natural light & power shades on the skylights & deck access. U-shaped kitchen w/ double oven, lots of cabinets,

  Richard Lannon Keller Williams Realty

  3 Bray St, Gloucester, MA 01930
• 

  

  /20

  $1,995 - $2,895 per month

  The Heights At Cape Ann

  1 - 3 Beds

  950 Heights at Cape Ann, Gloucester, MA 01930

  Quietly nestled at the highest point in Gloucester is the Heights at Cape Ann, an exceptional apartment home community. Stop by our onsite management office to view our one, two, and three bedroom floor plans. The Heights at Cape Ann is a pet-friendly apartment community that offers a modern fitness center, swimming pool, fire pit, resident's lounge, Wi-Fi cafe, and units with terraces boasting

  950 Heights at Cape Ann, Gloucester, MA 01930
• 

  

  /24

  $825,000 Sold Jun 30, 2025

  • 2,330 Sq Ft
  • $354/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1952

  25 Brooks Rd, Gloucester, MA 01930

  Tucked away on a secluded lot with DEEDED ACCESS to the Jones River and just a stroll to Wingaersheek Beach, this hidden gem is more than a home—it’s a lifestyle waiting to be discovered. Whether you're searching for the perfect coastal getaway or a year-round haven, this immaculate, builder-owned Cape (rebuilt in 2005) is full of unexpected surprises. Step inside and you’ll immediately feel the

  Melissa Seiler Keller Williams Realty Evolution

  25 Brooks Rd, Gloucester, MA 01930
• 

  

  /41

  Est $1,973,453 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,820 Sq Ft

  29 Castle View Dr, Gloucester, MA 01930

  29 Castle View Dr, Gloucester, MA 01930
• 

  

  /39

  $735,000

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  53 Concord St, Gloucester, MA 01930

  Rare West Gloucester gem that checks lots of boxes. Only 2.7 miles to sandy Wingaersheek Beach, this center-entrance Cape has a lush garden, mature landscaping and close to multiple options for commuting. Situated with easy highway access heading South and a straight shot into Gloucester to the North; the West Gloucester commuter rail station is 1 mile away. Inside, the living, dining rooms, and

  Carole Sharoff AVH Realty

  53 Concord St, Gloucester, MA 01930
• 

  

  /35

  $5,250 per month

  • 4 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • House for Rent

  44 Ye Olde County Rd, Gloucester, MA 01930

  This serene waterfront vacation home offers breathtaking views from nearly every room. Enjoy the private dock for boating, swimming, and kayaking, surrounded by cedar trees for privacy and a nature-filled experience. Relax on the screened-in porch or stroll the sandbank at low tide. Located on picturesque Rust Island, just a short drive from Gloucester and Rockport, the property includes a fully

  Julia Virden J. Barrett & Company

  44 Ye Olde County Rd, Gloucester, MA 01930
• 

  

  /25

  $325,000 Sold Jun 25, 2025

  • 714 Sq Ft
  • $455/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  145 Essex Ave Unit 501, Gloucester, MA 01930

  Move right into this freshly painted and affordable 2 bedroom, 1 bath garden level condo at The Residences of Cape Ann Heights! This complex offers amenities like no other in town including a fitness club, a gorgeous inground pool, and a clubhouse! Located just minutes to Stacey Blvd, Stage Fort Park, and Gloucester's historic Harbor, you can buy this as a Year round residence or a summer getaway

  Lillian Lograsso J. Barrett & Company

  145 Essex Ave Unit 501, Gloucester, MA 01930
• 

  

  /41

  Est $2,388,717 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,566 Sq Ft

  24 Waterman Rd, Gloucester, MA 01930

  24 Waterman Rd, Gloucester, MA 01930
• 

  

  /18

  $239,000

  • 1 Bed
  • 1 Bath
  • 636 Sq Ft

  145 Essex Ave Unit 604, Gloucester, MA 01930

  Location, Comfort, and Price – Now You Can Have It All! Discover The Residences at Cape Ann, one of the North Shore’s best values. Nestled in a peaceful natural setting, yet just minutes from the convenience of Route 128. and the vibrant Glouster waterfront with many attractions to enjoy with modern living without compromise – the perfect blend of tranquility, accessibility, and affordability.

  Victor Bortolussi Berkshire Hathaway HomeServices Realty Professionals

  145 Essex Ave Unit 604, Gloucester, MA 01930
• 

  

  /42

  $8,000 per month

  • 5 Beds
  • 3 Baths
  • 2,343 Sq Ft
  • House for Rent

  18 Rear Bungalow Rd, Gloucester, MA 01930

  --SHORT TERM RENTAL -- Price is a base price and per week. Inquire for longer stays. Private oceanfront Wingaersheek Beach house features five bedrooms, three bathrooms and has recently been renovated with custom steel front double doors, new wood floors, pine interior paneled walls, new kitchen cabinets, counters, bathrooms, and mini split AC units. The house spans three levels along with an

  Stephen Sassoon Sassoon Group, LLC

  18 Rear Bungalow Rd, Gloucester, MA 01930
• 

  

  /12

  $245,000 Sold Jun 25, 2025

  • 636 Sq Ft
  • $385/SF
  • 24 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  145 Essex Ave Unit 503, Gloucester, MA 01930

  Discover The Heights of Gloucester. Situated high on a hill with commanding views of the Little River, Annisquam River and beyond. This darling one bedroom FULLY FURNISHED unit offers the perfect seaside getaway, only minutes to everything historic Gloucester has to offer--fishing, marina and boating, restaurants, the fabulous Boulevard plus a short drive out to Rt. 128. Health issues now

  Don Dunsky Don Dunsky Real Estate

  145 Essex Ave Unit 503, Gloucester, MA 01930
• 

  

  /25

  Est $1,380,880 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 964 Sq Ft

  9 Waterman Rd, Gloucester, MA 01930

  9 Waterman Rd, Gloucester, MA 01930
• 

  

  /33

  $667,900 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  587 Essex Ave, Gloucester, MA 01930

  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

  587 Essex Ave, Gloucester, MA 01930
• 

  

  /12

  $399,000 Sold Jun 20, 2025

  • Land
  • 0.62 Acre
  • $643,548 per Acre

  • 129 Days On Market

  318 Essex Ave, Gloucester, MA 01930

  This .62 acre parcel of land presents a unique opportunity to purchase a property (or two!) in the highly desirable neighborhood of West Gloucester close to area parks and recreation including Wingaersheek Beach, Little River, Dykes Pond, as well as major routes north and south of the highway. Land supports a single family new build in this location. The property is surrounded by picturesque

  Amanda Armstrong Compass

  318 Essex Ave, Gloucester, MA 01930
• 

  

  /23

  Est $996,469 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,466 Sq Ft

  7 Salt Marsh Ln, Gloucester, MA 01930

  7 Salt Marsh Ln, Gloucester, MA 01930
• 

  

  /26

  $385,000

  • 2 Beds
  • 1 Bath
  • 905 Sq Ft

  24 Cobblestone Ln Unit 405, Gloucester, MA 01930

  Your Next Right-Sized Move! A Waterfront Condo Designed for Comfort, Mobility & Views.Discover this renovated, one-level, water-view condo in the vintage “O” building at Cobblestone Ln., Gloucester—an ideal choice for those looking to simplify without compromising. Thoughtfully designed with easy access and long-term ease of living in mind, this home offers the perfect blend of comfort and

  Jill Montoni Keller Williams Realty Evolution

  24 Cobblestone Ln Unit 405, Gloucester, MA 01930

Showing Results 1 - 40, Page 1 of 18