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Gloucester MA Real Estate

Gloucester, Massachusetts is a historic coastal community just a short train ride from Boston on the North Shore. Home to America's oldest Seaport, Gloucester has been attracting fishermen, families, artists, and visitors to its beautifully rugged coast for centuries. Residents enjoy Gloucester's rich history, natural beaches, fresh seafood, and water-based activities. Real estate for sale in Gloucester ranges from multi-million dollar waterfront estates to historic colonials and fishing cottages. 

Glouchester Real Estate Listings

Search all real estate and homes for sale in Gloucester, MA. If you have questions or would like to set up a showing, contact J Barrett & Company.

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9 Drumhack Road Gloucester MA 01930

MLS Number 72655588

  • Single Family Detached
  • Bathroom 6
  • Rooms 14
  • Bedrooms 3
  • Square Feet 10,400

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 an historic main residence, pool house, guest cottage, detached two car garage all built with the finest attention to detail. This estate is rooted in beauty and strength. Behind the high-quality craftsmanship of gorgeous granite, antique woods, and other natural stone finishes. First built in 1927 in the Arts and Crafts Style, the entire compound has undergone a painstaking and thorough renovation, making it ideal for modern entertaining. The pool house with its all-season, indoor-outdoor pool is a true gem, offering additional living and entertaining space as well as an 8-person spa and steam room.This magnificent manor is secluded on one of the most eastern points of land in the continental United States yet has convenient links to Boston and can be easily reached by land, air and sea.

Listed by Keith Shirley And Valerie Post of Engel & Volkers Boston

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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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71 Eastern Point Boulevard Gloucester MA 01930

MLS Number 72644095

  • Single Family Detached
  • Village East Gloucester
  • Bathroom 10
  • Rooms 20
  • Bedrooms 9

Commanding an ideal anchorage on Gloucester's coveted Eastern Point, “Stoneacre” sits at tide's edge and floats above the water like a yacht in the harbor, the waves seemingly at arm's reach from every room, a cruise or sail just a moment away at the end of a deep-water dock with double moorings. Constructed of hand-cut granite block and set deep in granite ledge, the home is aptly named and built for the ages. An iconic presence for over a century, Stoneacre today offers a seaside estate without peer. Drive through the hand-carved wooden gates and enter a world where all is “luxury, peace and pleasure.” The home's lavish scale-9+ bedrooms, 6 full baths, 4 half baths, 8 fireplaces, 10,000 sf of living space (plus 6,000+ sf of partially finished space on the 3rd floor)-is balanced by interior spaces of understated elegance and ease. With its immaculate grounds and fortress-like construction, Stoneacre offers the ultimate refuge and family compound at a time when it is needed most.

Listed by Amanda Armstrong Group and Amanda Armstrong of Engel & Volkers By the Sea

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%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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129 Atlantic Road Gloucester MA 01930

MLS Number 72622675

  • Single Family Detached
  • Bathroom 5
  • Rooms 16
  • Bedrooms 4
  • Square Feet 8,441

Inspired by the glorious estates of Europe, Terra Firma is a sophisticated and luxurious retreat that reflects that magical merging of inspiration and architecture. Created with elegant materials that were masterfully hand-crafted, the estate is a masterpiece of design and craftsmanship featuring granite flooring with radiant heating, cherry doors and cabinetry, intricately created moldings and ceiling features, imported fireplace mantels from Italy, exquisite crystal chandeliers, and more. Sprawling entertaining spaces flow from one room to the next with grace and flexibility. Multiple outdoor living spaces are surrounded by professionally-landscaped grounds make way to a vast and expansive ocean views. Positioned between the Atlantic Ocean and Bass Rocks Golf Course, this European-inspired is the crème de la crème in prestigious Gloucester estates.

Listed by Nest | Syndi Zaiger Group, Jill Fucillo and Syndi Zaiger of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41 Adams Hill Road Gloucester MA 01930
Active With Contract

MLS Number 72678717

  • Single Family Detached
  • Village Annisquam
  • Bathroom 5
  • Rooms 11
  • Bedrooms 5

Located in one of the most desirable communities in Gloucester, this estate with unique architectural elements, beach and ocean views, and impeccable landscaping presents a rare blend of timeless luxury and 21st century convenience. Steps to Cambridge and Lighthouse beach and Annisquam Yacht Club, this spectacular home has been meticulously cared for and incorporates the modern amenities and systems that allow for unfettered enjoyment of life in one of New England's finest seaside communities. Features include airy passageways, ornate mantels & fireplaces, hardwood floors, custom built-ins and closets. Its luxurious interiors offer constant views of sea and sky while its tiered design and versatile floor plan facilitate a variety of living options.

Listed by Amanda Armstrong Group of Engel & Volkers By the Sea

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Way Road Gloucester MA 01930

Gloucester, MA33 Way Road, Bass Rocks

Price$3,498,000

Est. Mortgage: $/month

MLS Number 72545095

  • Single Family Detached
  • Village Bass Rocks
  • Bathroom 9
  • Rooms 20
  • Bedrooms 7

Enchanting East Gloucester estate set on 28 private acres. Iconic "Cranberry Hill" offers a grand residence, elegant gardens, a large granite rimmed pond, charming playhouse with granite fireplace, rolling lawns, barn with fenced paddock and a three car garage with separate one bedroom apartment. Enjoy tree top ocean views from the terrace and pastoral vistas across the property to the cranberry bog. Panoramic ocean views from floors two and three. Convenient to Bass Rocks Golf (and Tennis) Club, Bass Rocks Beach Club, Good Harbor Beach, and the best dog walking along the Atlantic on Gloucester's famed "back shore". The entire property has been meticulously cared for and thoughtfully updated. Cranberry Hill is a very special property where life long memories will be made. Few properties on the North Shore compare.

Listed by Brackett Janis Group of Engel & Volkers By the Sea

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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169 Atlantic Road Gloucester MA 01930

Gloucester, MA169 Atlantic Road

Price$2,900,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72754746

  • Single Family Detached
  • Bathroom 5
  • Rooms 8
  • Bedrooms 5
  • Square Feet 4,400

Follow the surf and find your sanctuary in a one-of-a-kind retreat to call your own. Perfectly situated on Gloucester's Back Shore, SeaView welcomes you with sweeping ocean views and promises a lifetime of unforgettable memories. From waking to the gentle sounds of the waves and afternoon strolls on nearby beaches to enjoying sunset cocktails on your oceanfront deck, every moment is meant to be celebrated. Here, understated elegance sets the tone. Embracing the relaxed and welcoming vibe of Gloucester itself, this new, custom-designed home draws you into its open, effortless flow with clean lines, exquisite designer finishes, modern, high-end fixtures and floor-to-ceiling windows designed for capturing the majestic beauty of the Atlantic.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Mechanic Place Gloucester MA 01930

MLS Number 72764384

  • Single Family Detached
  • Bathroom 1
  • Rooms 6
  • Bedrooms 3
  • Square Feet 2,738

A unique, private Gloucester paradise! Two oceanfront Homes, #7&9, each with sole access to a granite-lined, private beach. These separately deeded year-round houses - one single-family and one 2-family are being sold together. #9 is a single-family Home - 7 Rooms; 3 Bedrooms/1 Bath. View amazing open ocean, sunset scenes out to Ipswich Bay and the NH coast from your waterfront deck. Gather with family and friends to relax on the white sand beach, swim, kayak, and enjoy many other water sport activities. Share many healthy and sunny days together on your own private beach. These Homes have been in the same family for generations and are set back from the road with easy driveway access. Total parking for both 7&9 Mechanic Place is 5+. Sold with #7 Mechanic Place, please refer to MLS co-Listing #72764385. #7 is a two-family Home with a detached one-car garage. 1st Floor: 5 Rms - 2 Bedrooms/1 Bath. 2nd Floor: 3 Rms - 1 Bedroom/1 Bath.

Listed by Jill Montoni of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 & 9 Mechanic Place Gloucester MA 01930

MLS Number 72764385

  • Multi-Family 2 Family - 2 Units Up/Down
  • Total Parking Spaces 5
  • MLS Status Active
  • Bathroom 2
  • Year Built 1920

A unique, private Gloucester paradise! Two oceanfront Homes, #7&9, each with sole access to a granite-lined, private beach. These separately deeded year-round houses - one single-family and one 2-family are being sold together. View amazing open ocean, sunset scenes out to Ipswich Bay and the NH coast from your waterfront deck. Gather with family and friends to relax on the white sand beach, swim, kayak, and enjoy many other water sport activities. Share many healthy and sunny days together on your own private beach. #7 is a two-family Home with a detached one-car garage. 1st Floor: 5 Rms - 2 Bedrooms/1 Bath. 2nd Floor: 3 Rms - 1 Bedroom/1 Bath.These Homes have been in the same family for generations and are set back from the road with easy driveway access. Total parking for both 7&9 Mechanic Place is 5+. Sold with #9 Mechanic Place, please refer to MLS co-Listing #72764384. #9 is a single-family Home - 7 Rooms; 3 Bedrooms/1 Bath.

Listed by Jill Montoni of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 Leonard Street Gloucester MA 01930
Under Agreement

MLS Number 72719968

  • Single Family Detached
  • Village Annisquam
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

A landmark Victorian located in the heart of Annisquam Village! The best of the old and the new tastefully display the original 3 story late 1800's home; formal living room and dining room, 3 bedrooms and 2 full baths are unique to the original home. A 2005 addition offers an open concept chef's kitchen and family room with fireplace, a spacious master bedroom with 2 walk-in closets and bath; additional large 2nd floor area allows imagination for office, playroom, yoga or art studio. Two oversize heated garages complete this home made for easy living. Conveniently located close to the Annisquam Yacht Club, private beaches, Lobster Cove marina and restaurant.

Listed by Mary Warner of Coldwell Banker Realty - Gloucester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5A Haskell Street Gloucester MA 01930

Gloucester, MA5A Haskell Street

Price$1,875,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72749956

  • Single Family Attached
  • Village East Gloucester
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3

Perched on a granite outcropping high above the harbor, the views both night and day will make you say “O.M.G.”!!! Designed for maximum privacy, with only a small shared wall at the staircases, this home is deeded as a condo but lives like a single family. Impressive great room blends kitchen, dining & living against a wall of glass w/full length deck. First floor bedroom w/full bath allows for 1-level living. Second floor has guest room/with full bath. Master bedroom features a private deck, large walk-in closet + luxurious bath. Bonus rm on 2nd floor works as home office, exercise or bunk room. Additional 665 sf unfinished room over garage for storage or your specific needs. Want to garden? Exclusive use outdoor space has a lawn, future fire-pit or BBQ area; & large driveway for guest parking. All of this in desirable East Gloucester. No condo fee-owners to share the few common expenses. Did I mention the sunsets are spectacular? This brand-new home is truly special.

Listed by Debbie Schradieck of RE/MAX 360

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Haskell Street Gloucester MA 01930

Gloucester, MA5 Haskell Street, Unit A

Price$1,875,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72743269

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,200

Perched on a granite outcropping high above the harbor, the views will make you say "O.M.G."!!! Designed for maximum privacy, the only shared wall of this brand-new duplex is a staircase. Impressive great room blends kitchen, dining and living against a wall of glass and full-length deck. All three bedrooms have ensuite baths including one on the first floor. The master features a private deck, large walk-in closet & luxurious bath. Bonus room on the second floor works well as home office or perhaps bunk room for visiting grandkids. Additional 665 s.f. unfinished area over the garage for storage or your specific needs. Exclusive use outdoor space has a lawn, future fire-pit area, and large driveway with guest parking. All of this in desirable East Gloucester with excellent proximity to Good Harbor Beach, the Back Shore, Rocky Neck, marinas, shopping & all that Cape Ann has to offer! Did I mention the sunsets are spectacular? This is the only unit that will be offered. Come take a look.

Listed by Debbie Schradieck of RE/MAX 360

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Dune Lane Gloucester MA 01930

Gloucester, MA2 Dune Lane

Price$1,850,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72774953

  • Single Family Detached
  • Bathroom 2
  • Rooms 10
  • Bedrooms 4
  • Square Feet 1,627

Rare Opportunity! Ocean views from this spacious home in the Private section of Wingaersheek Beach! Enjoy summer breezes, beautiful sunrises/sunsets and cookouts from this quintessential beach home located steps to Private Coffins Beach and the Wingaersheek public beach. Plenty of space for the whole family with 4+ bedrooms, large entertaining space and oversized deck with access from each room on the main level overlooking the Ocean. Ample parking for all your guests with space for 15+ cars. Other features include, finished 3rd level, outdoor shower, fireplace and a 4 bedroom septic. Enjoy summer evenings at home or in Downtown Gloucester with an abundance of great dining and shopping options. Winagaersheek offers an unbelievable beach experience! Come home to the beach and Relax!

Listed by Gianni De Palma of GDP Real Estate Group, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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