Gloucester MA Waterfront Homes

Scroll down for current waterfront homes currently on the market in Gloucester, MA!  Discover a variety of listings in this North Shore town. For more information or any questions on a specific property, please feel free to contact us. You can also create an account to save your favorite listings and custom searches!
9 Drumhack Road, Gloucester, MA

MLS Number 71830537

  • Single Family
  • Bathroom 6
  • Full Bath 4
  • Bedrooms 3
  • Year Built 1927

With woodland behind and open rocky shoreline in front, Killybracken stands amid expansive lawns, glorious perennial gardens and specimen plantings on just over two ocean front acres. Located on the eastern most point of Eastern Point, the compound consists of five structures, including the main house, the pool house and the caretaker's cottage, and offers over 10,000 sq.ft. of indoor space. Killybracken is truly one of the finest seaside retreats to grace the Atlantic coastline.

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Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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50 Mussel Point, Gloucester, MA

Price$4,195,000

Est. Mortgage: $/month

MLS Number 72211311

  • Single Family
  • Bathroom 4
  • Full Bath 4
  • Bedrooms 4
  • Year Built 1955

This Royal Barry Wills designed Cape is perfectly perched at the very tip of Gloucester Harbor with spectacular 280 degree views of the City, Eastern Point Light and beyond. Enjoy watching the schooners, fishing vessels, fireworks and harbor activity from the extraordinary outdoor living space. Equipped with an outdoor kitchen, hot tub and bar, and a beautiful screened in porch, this is your perfect retreat. The open, airy and bright interior takes full advantage of the one of a kind views. The expansive lawn and professional landscaping completes this perfect picture.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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160 Western Avenue, Gloucester, MA

Price$3,750,000

Est. Mortgage: $/month

MLS Number 72058529

  • Single Family
  • Bathroom 6
  • Full Bath 6
  • Bedrooms 5
  • Year Built 1920

This exquisite estate overlooks Gloucester Harbor, America's Oldest Seaport. This iconic property is part of premier designer, John Hays Hammond's, original estate & boasts period details throughout. Enjoy spectacular Atlantic Ocean Views from each room, in every season. A bright, interior courtyard is the centerpiece of all the spacious first floor rooms. The beautiful upstairs balcony leads to the bedrooms & a grand master suite. This warm & inviting home is perfect for intimate gatherings or larger celebrations. The additional guest house is ideal for your guests or extended family. It is complete with a kitchen, dining room, living room, bedroom & 1.5 baths. Mature lovely grounds boast charming gates and rocky, wooded landscapes. The artist and/or gardener's cottage is ready for your creativity. This is a rare & exceptional opportunity to make this fine oceanfront dwelling all you want it to be.This rare historic gem offers the best of coastal, seaside living north of Boston.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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86 Hesperus Avenue, Gloucester, MA

MLS Number 72121198

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 5
  • Year Built 1920

This stunning oceanfront Colonial commands enviable views of the dramatic Magnolia coastline, Norman’s Woe, the Outer Harbor and Eastern Point. The home was lovingly renovated and expanded by CBT Architects. The gracious Living Room is anchored by a stone fireplace and the formal Dining Room is surrounded by windows. The fantastic Cook’s Kitchen is bright and airy, with requisite high-end appliances, center island, soapstone counters and a French door leading to a deck, the perfect spot for afternoon sundowners. The fantastic Master Suite features built-in bookshelves, window seats, walk-in closet, dressing room and gorgeous nautically-themed bath. The lower level has west-facing sun room and family room with multiple doors leading out to the stone terrace and the magnificent grounds. A two car detached garage, circular drive and steps to the shore round out this remarkable property.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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31 Eastern Point Road, Gloucester, MA

Price$2,400,000

Est. Mortgage: $/month

MLS Number 72171436

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 7
  • Year Built 1920

Luxurious & Palatial. Bask in the sun on your own private beach as you watch the boats float by.Take a dip in the oversized swimming pool, or if you prefer host a luncheon on the expansive tiled patio with Mediterranean architectural elements. Beautifully established Versailles type gardens boasts choice perennials for sequential blooming.Step into the handsome library with tiger oak floors and a soaring fireplace acting as a focal point.Original 1920's detail offers a showy staircase and many fire placed rooms.The sizeable kitchen lends itself to a separate dining area & is perfect for entertaining large groups The master bedroom offers his & her walk in closets, and a unique Solarium sun room that brings the outdoors "IN".The 3rd level can be used as separate living quarters,ideal for long term guests Over 1 acre of land offers parking for at least 15 automobiles.This home is perfectly appointed West for stellar sunsets on the deck.Very close to Rocky Neck, Niles & Good Harbor Beach

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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84 Rocky Neck Avenue, Gloucester, MA

MLS Number 72188295

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 5
  • Year Built 1926

OCEANFRONT home with Chapter 91 permitted DEEP WATER DOCK located on Rocky Neck, America's oldest artist colony. This home is more than a home, it's a lifestyle choice. Wake up to sounds of the harbor, step out and into your boat! Or relax and watch the continuous boating and wildlife activity. This spacious open concept home offers expansive views and spectacular sunsets, first floor Master Bedroom with spa bath, Living/Dining Room with custom bookcase and hidden door. Kosher kitchen with three ovens, two cooktops, two dishwashers, ice maker, double Subzero refrigeration, kitchen island, breakfast dining area and deck access. Three additional bedrooms and full bath on second floor plus additional four room home office with private entrance. Potential for guest or rental unit. Lower level finished guest area with bath. In the evening enjoy charming views of the illuminated city. Add your own personal colors and style to make this home yours. Floor plans are available as an attachment.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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125 Cole's Island Road, Gloucester, MA

MLS Number 72199823

  • Single Family
  • Bathroom 6
  • Full Bath 4
  • Bedrooms 7
  • Year Built 1924

The best value on Cape Ann,125 Cole’s Island Road offers waterfront and island privacy just 40 minutes from Boston. Located in tranquil West Gloucester, this classic Cape Ann salt water estate sits atop 35 acres surrounded by gardens and woodlands. Shared Granite pier with a half mile of frontage on Farm Creek, also abuts conservation land. Excellent salt water sport fishing and water fowling with access to Essex Bay and the Atlantic Ocean. Kayak to Coffin and Wingaersheek beaches. A great year-round family compound. Built in 1926 by a wealthy Boston antiques collector, the rambling 2 ½ story Colonial has exquisite original 18th century interiors featuring beautiful pumpkin pine floors, hand hewn doors and beams, and period hardware. The property was featured as home of the year in House Beautiful, 1926. In 2006 extensive renovations and a new kitchen and family room were added.. A separate entrance leads to a private office with fireplace.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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4-6 Eastern Point Boulevard, Gloucester, MA

MLS Number 72015973

  • Land Residential
  • Acreage 2

Dynamic,definitive ,3 lot subdivision at 4-6 Eastern Point Boulevard, Gloucester. This is the most beautiful piece of property in Gloucester. This site will allow for 6 units , or 2 units per lot, by right. This property is directly across the street from Niles Beach. It is cleared and ready for you. You can also buy this and put your own single family home on it. On a clear day you can see the Boston skyline.There is 163 ft of frontage just across from the Niles Beach. Most utilities at street including gas , electric, city sewer and water. You have to see this to believe it. Come take a look!!

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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102 Wheeler Street, Gloucester, MA

Price$1,890,000

Est. Mortgage: $/month

MLS Number 72230866

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1900

A rare opportunity to own this unique DIRECT WATERFRONT contemporary home! Situated in a sweet protected cove, this unique Riverfront home offers a DOCK, a ROOFTOP DECK and 180 DEGREE VIEW OF THE ANNISQUAM RIVER! Wonderfully positioned, this custom built property has walls of windows to capture water views from every room in the house and features a light filled open floor plan, custom kitchen, amazing oversized master suite with hot tub and gas fireplace. From the expansive roof deck or the waterside deck, enjoy the tranquility as you take in bird watching and the magnificent sunsets! The property is also zoned small business!

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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207 Atlantic Road, Gloucester, MA

Price$1,825,000

Est. Mortgage: $/month

MLS Number 72136176

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 1965

Views, views, views! Gorgeous home on the Backshore with stunning oceanfront views. Renovated in 2001 with classic, yet contemporary flair. The open floor plan with gourmet kitchen allows sweeping views of the surf through glass doors to a spacious patio. 4 en suite bathrooms plus a 1/2 bath feature the latest in fine materials and fixtures. The elegant master suite opens to a large veranda with wide ocean views. A large barroom outfitted with wet bar and keg is off the cozy T.V. room, both looking to the professionally landscaped yard featuring a gazebo with lighting, speakers, and water views. The lower level includes a large game/living room with fireplace, bedroom and bath, ideal for guests or in-laws. There is abundant storage throughout.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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53 Leonard Street, Gloucester, MA
Active With Contract

MLS Number 72256498

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1830

Enjoy the Magical Lifestyle that is Annisquam! The 'Pink House' an 1830's icon is not to be missed - This Antique Colonial sits proudly over Lobster Cove with a large yard, tidal dock, swimming access, and the 'Wood House' a year-round waterside guest cottage with full kitchen, bathroom, and screened porch, perched by the water's edge. The main house is the perfect blend of old and new, featuring wide pine floors & 3 original wood burning fireplaces, blended with a remodeled great room where living, dining and kitchen share an open plan with french doors and a wall of windows overlooking the water. The second floor offers a deck, 3 - 4 bedrooms which share a bathroom, & laundry. And the third floor bonus rooms and full bath accommodate the younger generations. Showings start at our Open House Sunday, Nov 19th, 12 - 2:00. Any and All offers due by 3 PM Nov 20th.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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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65 Dolliver Neck Road, Gloucester, MA

Price$1,390,000

Est. Mortgage: $/month

MLS Number 72139248

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 3
  • Year Built 1933

MUST SEE! Nestled in European-inspired cobblestone courtyard on an exclusive peninsula in Gloucester Harbor is this stately ocean front home. The simple tranquility of the design complements the stunning location. Designed by award winning architect Eleanor Raymond and constructed for the famous Hammond family with the finest of materials. this house played host to the old Hollywood elite. There are three bedroom suites including a first floor master option, open living and dining, library and expansive artist studio with gleaming h/wd floors. The picturesque setting has dynamic views of Eastern point lighthouse, the entire harbor and the open ocean beyond. Many period details, private ocean front yard, plenty of parking and storage. Membership in Dolliver neck landing association which is used for boat launching.

{$agent->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 2017
* 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 A VisitAsk A QuestionMore Details

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