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Luxury Homes in Gloucester, MA
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3 beds

Luxury Homes in Gloucester, MA

Luxury Homes in Gloucester, MA

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24 of 33 Listings
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Luxury Homes in Gloucester, MA

24 of 33 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 964 Washington St #2 — photoOpen house Wed, Oct 21 · 11:00 AM21Active

    $1,100,000

    3 bd · 3 ba · 2,235 sqft

    964 Washington St #2, Gloucester, MA

    Kevin Barrett · Knowledge Brokers Realty

  2. 312 Western Ave — photo42Active

    $1,798,000

    4 bd · 4 ba · 3,547 sqft

    312 Western Ave, Gloucester, MA

    Ruth Pino · RE/MAX Beacon

  3. 10 Stewart Ave — photo42Active

    $1,484,000

    4 bd · 4 ba · 3,974 sqft

    10 Stewart Ave, Gloucester, MA

    Andrea O'Reilly · Keller Williams Realty Evolution

  4. 24 Uncas Rd — photo42Active

    $1,088,000

    3 bd · 2 ba · 2,082 sqft

    24 Uncas Rd, Gloucester, MA

    Atlee Alman · Vadala Real Estate

  5. 5 Roberts Ct — photo42Active

    $4,129,500

    3 bd · 2 ba · 2,708 sqft

    5 Roberts Ct, Gloucester, MA

    Robin J. Hubbard · Robin J. Hubbard

  6. 24 Grapevine #a — photo42Active

    $1,875,000

    4 bd · 4 ba · 3,100 sqft

    24 Grapevine #a, Gloucester, MA

    Michelle Mineo · Coldwell Banker Realty - Beverly

  7. 4 Stanwood Point #a — photo40Active

    $2,200,000

    4 bd · 5 ba · 3,694 sqft

    4 Stanwood Point #a, Gloucester, MA

    Katelyn Ciaramitaro · Engel & Volkers By the Sea

  8. 13 Hammond Street #1 — photoOpen house Wed, Oct 21 · 11:45 AM25Active

    $1,499,000

    3 bd · 3 ba · 2,200 sqft

    13 Hammond Street #1, Gloucester, MA

    Brackett Janis Group · Engel & Volkers By the Sea

  9. 118 Prospect St — photo39Active

    $1,200,000

    3 bd · 3 ba · 2,200 sqft

    118 Prospect St, Gloucester, MA

    Margaret Maher · William Raveis R.E. & Home Services

  10. 18 Holly St — photoPrice Reduced39Active

    $1,280,000

    4 bd · 4 ba · 3,295 sqft

    18 Holly St, Gloucester, MA

    Mark Ventimiglia · Vadala Real Estate

  11. 31 Shore Rd. — photo42Active

    $4,500,000

    7 bd · 6 ba · 6,367 sqft

    31 Shore Rd., Gloucester, MA

    McDermott Group · Gibson Sotheby's International Realty

  12. 78 Thatcher Rd #6 — photo29Active

    $1,575,000

    2 bd · 3 ba · 2,009 sqft

    78 Thatcher Rd #6, Gloucester, MA

    Nest | Syndi Zaiger Group · Compass

  13. 8 Rouse Rd. — photo25Active

    $2,995,000

    2 bd · 2 ba · 2,894 sqft

    8 Rouse Rd., Gloucester, MA

    Barbara Dugan · Engel & Volkers By the Sea

  14. 2 Dune Circle — photo37Active

    $2,200,000

    4 bd · 2 ba · 2,038 sqft

    2 Dune Circle, Gloucester, MA

    Suzanne Manley · Charlesgate Realty Group, llc

  15. 64 Rocky Neck Ave. #a — photo8Active

    $1,675,000

    3 bd · 3 ba · 1,085 sqft

    64 Rocky Neck Ave. #a, Gloucester, MA

    Janet Breiter · Keller Williams Realty Evolution

  16. 79 Dennison Street — photo40Active

    $1,250,000

    5 bd · 2 ba · 1,773 sqft

    79 Dennison Street, Gloucester, MA

    Nina Quinlan · Melcher Real Estate Group

  17. 45 Beach Road — photoPrice Reduced42Active

    $1,995,000

    4 bd · 5 ba · 2,063 sqft

    45 Beach Road, Gloucester, MA

    Ginger Attaya · Gibson Sotheby's International Realty

  18. 11 Dennison St — photoPrice Reduced24Active

    $1,500,000

    3 bd · 2 ba · 2,568 sqft

    11 Dennison St, Gloucester, MA

    Kristina Bengston · Annisquam Village Realty

  19. 70 Grapevine Road #B — photoPrice ReducedOpen house Wed, Oct 21 · 12:45 PM38Active

    $1,999,000

    3 bd · 3 ba · 3,140 sqft

    70 Grapevine Road #B, Gloucester, MA

    Brackett Janis Group · Engel & Volkers By the Sea

  20. 30 R Magnolia Ave — photoPrice Reduced40Active

    $1,139,000

    3 bd · 3 ba · 2,400 sqft

    30 R Magnolia Ave, Gloucester, MA

    Jane Meterparel & Brian Marvelley · Churchill Properties

  21. 11 Lincoln St — photo40Active

    $1,250,000

    4 bd · 3 ba · 3,000 sqft

    11 Lincoln St, Gloucester, MA

    Michael Selbst · Gibson Sotheby's International Realty

  22. 16 Hesperus Circle — photoPrice Reduced40Active

    $4,295,000

    4 bd · 4 ba · 4,765 sqft

    16 Hesperus Circle, Gloucester, MA

    Amanda Armstrong Group · Compass

  23. 69 Dolliver Neck Rd — photoPrice Reduced30Active

    $1,199,000

    4 bd · 3 ba · 2,740 sqft

    69 Dolliver Neck Rd, Gloucester, MA

    Kristin Francoeur · Gibson Sotheby's International Realty

  24. 5 Ciaramitaro Ct — photoPrice Reduced42Active

    $1,149,900

    4 bd · 3 ba · 2,600 sqft

    5 Ciaramitaro Ct, Gloucester, MA

    Melissa Skomurski · Churchill Properties

12

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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Gloucester, MA community profile

    Population
    30,235
    Median income
    $87,951
    Housing units
    15,345
    People per sq. mi.
    956.8
    Area
    31.6 sq. mi.

    Source: HJN community data

    Gloucester housing market

    September 2026 · This period is still settling

    Gloucester 12-month median sale price trend

    Selling at 100.6% of asking price

    Buyers here are paying above asking. MLS · 15 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 25, 2026

    Median sale price
    $804,500$441,250–$860,000 typical range
    Price per sq. ft.
    $438
    Sales
    10
    Paid in cash
    10.0%

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $787,000
    Homes for sale
    82

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -3.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

    Median home size
    1,721 sq. ft.