Essex, MA Homes

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  /23

  $995,000

  • 3 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  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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  Explore Annisquam

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  /24

  $5,900 per month

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  32 Cart Track Dr, Gloucester, MA 01930

  The rental period is September 6, 2025 through May 22, 2026 and the rate is $5,900 per month, which includes all utilities except for cable/telephone/tv. Perfect for sabbaticals, retirees and home renovation families.This location has an incredible and intimate yet panoramic view of Ipswich Bay. The setting of this contemporary home is very private although it is part of a large family

  32 Cart Track Dr, 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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  /35

  Est $2,576,046 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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  /34

  $2,100,000

  • 3 Beds
  • 3.5 Baths
  • 3,882 Sq Ft

  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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  /37

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 2,083 Sq Ft
  • House for Rent

  83 Leonard St - Seasonal, Gloucester, MA 01930

  SPECIAL SEASONAL RENTAL! Available September 13, 2025 - June 13, 2026. Situated in the heart of ever-desirable Annisquam, this thoughtfully appointed 3 bedroom, 2.5 bathroom home provides modern comforts and exceptionally charming character. Highlights include a wood-burning fireplace in the cozy sunken living room, and an expansive eat-in kitchen with stainless steel appliances, a farmhouse

  Paula Polo-Filias J. Barrett & Company

  83 Leonard St - Seasonal, 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 $1,614,240 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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  /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
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  /19

  $2,800 per month

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft
  • House for Rent

  103 Leonard St, Gloucester, MA 01930

  *SEASONAL RENTA OCT 1 - MAY 31, 2026L* Charming three-bedroom home in quaint Annisquam Village available October 1 through May 31, 2026. Recently renovated with hardwood floors, stainless steel appliances, and marble countertops. Features a large three-season porch in the front and a private patio in the rear. Amenities include washer/dryer on the first floor, ample closet space, full basement,

  Katelyn Ciaramitaro Engel & Volkers By the Sea

  103 Leonard St, 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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  /38

  Est $1,202,655 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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  /23

  $835,000 Sold Aug 30, 2024

  • 1,140 Sq Ft
  • $732/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1941

  860 Washington St, Gloucester, MA 01930

  What an opportunity to own this charming Annisquam home sitting on close to an acre of land! This property has been a true gardening pleasure for the current owners. The lot contains dogwood, lilac, and rose of sharon as well as seven fruit trees including apple, pear, and plum. Amazing perennial gardens are surrounded by stone outcroppings. The living room is so cozy with its beautiful fireplace

  Kathryn Tully Century 21 North East

  860 Washington St, Gloucester, MA 01930
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  /37

  Est $3,416,420 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

  $1,100,000 Sold Aug 13, 2024

  • 2,251 Sq Ft
  • $489/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1920

  142 Leonard St, Gloucester, MA 01930

  Desirable Annisquam farmhouse exudes an abundance of charm with exposed post and beam construction. Vaulted ceilings and streaming sunlight make this bright cheerful space a place you want to call home! Near the end of the Lobster Cove inlet with walking trails across the street and rights to the the community's pristine Lighthouse Beach, this private oasis is set back from the street. Buffered

  Paula Polo-Filias J. Barrett & Company

  142 Leonard St, Gloucester, MA 01930
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  /40

  Est $2,529,157 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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  /41

  Est $1,069,227 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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  /32

  Est $1,221,019 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 $1,858,997 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 $1,720,672 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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  /23

  Est $1,334,197 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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  /38

  Est $1,033,790 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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  /34

  Est $1,065,964 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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  /23

  Est $1,321,812 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft

  9 Mechanics Place, Gloucester, MA 01930

  9 Mechanics Place, Gloucester, MA 01930
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  /26

  Est $1,119,087 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  7 Mechanics Place, Gloucester, MA 01930

  7 Mechanics Place, Gloucester, MA 01930
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  /41

  Est $856,712 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 $2,551,621 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 $3,757,478 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 $1,814,342 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 $961,867 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 $2,002,934 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 $2,647,684 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 $1,201,441 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 $836,452 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 $1,016,338 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 $1,056,542 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 $2,420,585 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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  /33

  Est $1,394,744 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,338 Sq Ft

  50 River Rd, Gloucester, MA 01930

  50 River Rd, Gloucester, MA 01930

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