Annisquam Homes

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  /30

  $1,985,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,418 Sq Ft

  6 River Rd, Gloucester, MA 01930

  Welcome home to 6 River Road, Proudly positioned across from the water, this fully renovated Colonial enjoys unobstructed views of the Annisquam River and Wingaersheek Beach. The current owner completed the restoration of this ca1740 home and the attention to detail makes it move-in ready. The multiple water-view decks bring the outdoors inside for expanded entertaining opportunities. The

  Scott Smith Coldwell Banker Realty - Manchester

  6 River Rd, Gloucester, MA 01930
• Explore Annisquam

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  /21

  $3,200 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • House for Rent

  7 Mechanics Place, Gloucester, MA 01930

  Private Beach Dream House!** short term rental-month to month flexible!Do you want to feel on vacation every day? Welcome to paradise! that is how you will feel at this house! Peaceful beach house on a private beach. This cove is the best spot in Gloucester. Come and enjoy spectacular panoramic ocean views. The house offers 3 bedrooms, 1 full bathroom, laundry, fully equipped

  7 Mechanics Place, Gloucester, MA 01930
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  /34

  $1,700,000 Sold Oct 15, 2025

  • 3,882 Sq Ft
  • $438/SF
  • 147 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1920

  4 Lane Rd, Gloucester, MA 01930

  New Price! Stunning Annisquam property with rolling lawns, magnificent perennial gardens, private tidal dock and fully equipped guest house. The site of many wedding receptions as well as casual family gatherings, this is the sought after place to be! Main house with 3 bedrooms and 3.5 bathrooms offers water views from every room and is in pristine move-in condition. The perfect venue for

  Lynda Surdam Coldwell Banker Realty - Manchester

  4 Lane Rd, Gloucester, MA 01930
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  /39

  Est $1,117,154 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,251 Sq Ft

  142 Leonard St, Gloucester, MA 01930

  142 Leonard St, Gloucester, MA 01930
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  /20

  $3,200 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • House for Rent

  9 Mechanics Place, Gloucester, MA 01930

  **Short term Rental furnished Single House** Amazing direct ocean access and views on a private beach that will make you feel on vacation everyday!! Step out to a sandy beach right from the comfort of your beautiful coastal house! Do you want to feel on vacation every day? Come and enjoy this peaceful oasis and be in paradise at this private beach house with amazing ocean views from every room.

  Gabriela DeBenedicitis Coldwell Banker Realty - Manchester

  9 Mechanics Place, Gloucester, MA 01930
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  /23

  $1,107,750 Sold Sep 05, 2025

  • 1,860 Sq Ft
  • $596/SF
  • 9 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  134R Leonard St, Gloucester, MA 01930

  Tremendous Annisquam opportunity! This lovely home is privately sited at the end of a long drive. Upon arrival, you will see the graceful lines of this shingle-style cottage. The entry foyer takes you to the large living room, anchored by a handsome fireplace. The dining room has painted woodwork and built-in cabinetry. A gorgeous heated sunroom has tiles floors and walls of windows. The eat-in

  Scott Smith Coldwell Banker Realty - Manchester

  134R Leonard St, Gloucester, MA 01930
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  /38

  Est $1,168,142 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,576 Sq Ft

  121 Leonard St, Gloucester, MA 01930

  121 Leonard St, Gloucester, MA 01930
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  /13

  $3,975 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,004 Sq Ft
  • House for Rent

  1 Chester Square Unit WINTER, Gloucester, MA 01930

  WINTER: Beautifully renovated home located directly on Lobster Cove in the historic village of Annisquam. Around 1623, Captain John Smith described the cove as a "a safe harbor in a Northeast storm." Nothing has changed. Kayak right from your deck. Soak up the beautiful views from the house, deck and dock of the fabled footbridge which connects the Annisquam peninsula to the banks of mainland

  Carole Sharoff AVH Realty

  1 Chester Square Unit WINTER, Gloucester, MA 01930
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  /42

  $1,250,000 Sold Jul 18, 2025

  • 2,368 Sq Ft
  • $528/SF
  • 58 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1800

  37 Walnut St, Gloucester, MA 01930

  Directly across from the Lighthouse Beach entrance occupies a private home in a sought after location of Annisquam village. This modernized Colonial is a beautiful blend of history and contemporary updates, maximizing its idyllic setting with 3 finished levels that bring in the light and sea air. Warm pine floors, a screened porch, and ample space and storage enhance this 4 bed, 3 bath home. Step

  Amanda Armstrong Compass

  37 Walnut St, Gloucester, MA 01930
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  /37

  Est $3,316,954 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,246 Sq Ft

  50 Norwood Heights, Gloucester, MA 01930

  50 Norwood Heights, Gloucester, MA 01930
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  /39

  $2,200,000 Sold Dec 05, 2024

  • 2,499 Sq Ft
  • $880/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  25 Adams Hill Rd, Gloucester, MA 01930

  Views Views Views! Exceptional opportunity to own this 2003 custom designed home with stunning views perched above Wingaersheek Beach in a very special neighborhood. This special residence is flooded with sunlight and offers a first floor primary suite with a large bath and walk in closet, providing the perfect opportunity to age in place. The welcoming living room with an imposing stone

  Judy Toner The Proper Nest Real Estate

  25 Adams Hill Rd, Gloucester, MA 01930
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  /40

  Est $2,549,557 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,311 Sq Ft

  21 Norwood Heights, Gloucester, MA 01930

  21 Norwood Heights, Gloucester, MA 01930
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  /16

  $1,680,000 Sold Nov 26, 2024

  • 2,300 Sq Ft
  • $730/SF
  • 67 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1959

  23 Norwood Heights, Gloucester, MA 01930

  Welcome to Norwood Heights, one of Annisquam's most coveted neighborhoods, where coastal charm meets unparalleled beauty. This delightful home, nestled atop a picturesque hill, offers breathtaking panoramic views of Ipswich Bay. Step outside and experience the serenity of living in this esteemed community, with exclusive access to Lighthouse Beach just moments away. While this property presents a

  McClelland Del Rio Group Gibson Sotheby's International Realty

  23 Norwood Heights, Gloucester, MA 01930
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  /41

  Est $1,106,678 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,698 Sq Ft

  11 Rockholm Rd, Gloucester, MA 01930

  11 Rockholm Rd, Gloucester, MA 01930
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  /23

  Est $812,437 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  860 Washington St, Gloucester, MA 01930

  860 Washington St, Gloucester, MA 01930
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  /32

  Est $1,166,361 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,509 Sq Ft

  2 Lane Rd, Gloucester, MA 01930

  2 Lane Rd, Gloucester, MA 01930
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  /26

  Est $1,907,614 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,286 Sq Ft

  62 Leonard St, Gloucester, MA 01930

  62 Leonard St, Gloucester, MA 01930
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  /29

  Est $1,695,222 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,061 Sq Ft

  11 Adams Hill Rd, Gloucester, MA 01930

  11 Adams Hill Rd, Gloucester, MA 01930
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  /42

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,368 Sq Ft

  53 Leonard St, Gloucester, MA 01930

  53 Leonard St, Gloucester, MA 01930
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  /38

  Est $1,053,137 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  5 River Rd, Gloucester, MA 01930

  5 River Rd, Gloucester, MA 01930
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  /23

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  33 Leonard St, Gloucester, MA 01930

  33 Leonard St, Gloucester, MA 01930
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  /35

  Est $2,725,787 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,490 Sq Ft

  15 Norrock Rd, Gloucester, MA 01930

  15 Norrock Rd, Gloucester, MA 01930
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  /40

  Est $1,698,992 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,934 Sq Ft

  152 Leonard St, Gloucester, MA 01930

  152 Leonard St, Gloucester, MA 01930
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  /34

  Est $1,085,820 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,384 Sq Ft

  8 Nashua Ave, Gloucester, MA 01930

  8 Nashua Ave, Gloucester, MA 01930
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  /41

  Est $891,618 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,949 Sq Ft

  900 Washington St, Gloucester, MA 01930

  900 Washington St, Gloucester, MA 01930
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  /31

  Est $2,574,504 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,259 Sq Ft

  19 Chester Square, Gloucester, MA 01930

  19 Chester Square, Gloucester, MA 01930
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  /37

  Est $3,171,363 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 6,297 Sq Ft

  41 Adams Hill Rd, Gloucester, MA 01930

  41 Adams Hill Rd, Gloucester, MA 01930
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  /16

  Est $1,840,600 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,627 Sq Ft

  8 Squam Rock Rd, Gloucester, MA 01930

  8 Squam Rock Rd, Gloucester, MA 01930
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  /39

  Est $991,758 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,274 Sq Ft

  63 Leonard St, Gloucester, MA 01930

  63 Leonard St, Gloucester, MA 01930
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  /33

  Est $1,914,558 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,273 Sq Ft

  54 Adams Hill Rd, Gloucester, MA 01930

  54 Adams Hill Rd, Gloucester, MA 01930
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  /27

  Est $2,790,202 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,759 Sq Ft

  4 Cambridge Ave, Gloucester, MA 01930

  4 Cambridge Ave, Gloucester, MA 01930
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  /36

  Est $1,318,278 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,365 Sq Ft

  18 Leonard St, Gloucester, MA 01930

  18 Leonard St, Gloucester, MA 01930
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  /24

  Est $914,583 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,633 Sq Ft

  20 Leonard St Unit 4, Gloucester, MA 01930

  20 Leonard St Unit 4, Gloucester, MA 01930
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  /30

  Est $1,102,784 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,080 Sq Ft

  20 Leonard St Unit 1, Gloucester, MA 01930

  20 Leonard St Unit 1, Gloucester, MA 01930
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  /19

  Est $1,103,410 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft

  24 Leonard St, Gloucester, MA 01930

  24 Leonard St, Gloucester, MA 01930
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  /27

  Est $2,440,214 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,965 Sq Ft

  26 Leonard St, Gloucester, MA 01930

  26 Leonard St, Gloucester, MA 01930
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  /42

  Est $1,977,259 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,752 Sq Ft

  28 River Rd, Gloucester, MA 01930

  28 River Rd, Gloucester, MA 01930
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  /23

  Est $1,366,155 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,867 Sq Ft

  17 Leonard St, Gloucester, MA 01930

  17 Leonard St, Gloucester, MA 01930
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  /35

  Est $693,290 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1 Vale Ct, Gloucester, MA 01930

  1 Vale Ct, Gloucester, MA 01930
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  /2

  Est $1,103,410 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft

  24 Leonard St Unit WINTER, Gloucester, MA 01930

  24 Leonard St Unit WINTER, Gloucester, MA 01930

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