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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 37 Listings
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Luxury Homes in Gloucester, MA

24 of 37 Listings

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Thomas O'Leary

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Lic. #1000018

Call Thomas
  1. 964 Washington St #2 — photoNewOpen house Sun, Oct 18 · 11:30 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 — photoNewOpen house Sat, Oct 17 · 1:00 PM42Active

    $1,798,000

    4 bd · 4 ba · 3,547 sqft

    312 Western Ave, Gloucester, MA

    Ruth Pino · RE/MAX Beacon

  3. 10 Stewart Ave — photoNewOpen house Fri, Oct 16 · 4:00 PM42Active

    $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 — photoNewOpen house Sat, Oct 17 · 11:00 AM42Active

    $1,088,000

    3 bd · 2 ba · 2,082 sqft

    24 Uncas Rd, Gloucester, MA

    Atlee Alman · Vadala Real Estate

  5. 2 Mallard Way — photo42Active

    $3,200,000

    6 bd · 5 ba · 3,625 sqft

    2 Mallard Way, Gloucester, MA

    Ron Goulart & Jennifer Anderson · RE/MAX Beacon

  6. 27 & 29 Farrington Avenue — photo27Active

    $2,750,000

    5 bd · 4 ba · 3,137 sqft

    27 & 29 Farrington Avenue, Gloucester, MA

    Monahan Barker Team · LandVest, Inc., Ipswich

  7. 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

  8. 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

  9. 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

  10. 13 Hammond Street #1 — photoOpen house Sat, Oct 17 · 12:00 PM25Active

    $1,499,000

    3 bd · 3 ba · 2,200 sqft

    13 Hammond Street #1, Gloucester, MA

    Brackett Janis Group · Engel & Volkers By the Sea

  11. 118 Prospect St — photoOpen house Sun, Oct 18 · 11:00 AM39Active

    $1,200,000

    3 bd · 3 ba · 2,200 sqft

    118 Prospect St, Gloucester, MA

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

  12. 18 Holly St — photoPrice ReducedOpen house Sun, Oct 18 · 11:00 AM39Active

    $1,280,000

    4 bd · 4 ba · 3,295 sqft

    18 Holly St, Gloucester, MA

    Mark Ventimiglia · Vadala Real Estate

  13. 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

  14. 78 Thatcher Rd #6 — photoOpen house Sat, Oct 17 · 11:00 AM29Active

    $1,575,000

    2 bd · 3 ba · 2,009 sqft

    78 Thatcher Rd #6, Gloucester, MA

    Nest | Syndi Zaiger Group · Compass

  15. 41-B Wingaersheek Rd — photo42Active

    $4,295,000

    4 bd · 4 ba · 2,336 sqft

    41-B Wingaersheek Rd, Gloucester, MA

    The Apex Team · Apex Realty Group, LLC

  16. 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

  17. 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

  18. 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

  19. 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

  20. 45 Beach Road — photoPrice ReducedOpen house Sun, Oct 18 · 1:00 PM42Active

    $1,995,000

    4 bd · 5 ba · 2,063 sqft

    45 Beach Road, Gloucester, MA

    Ginger Attaya · Gibson Sotheby's International Realty

  21. 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

  22. 70 Grapevine Road #B — photoPrice ReducedOpen house Wed, Oct 21 · 10:00 AM38Active

    $1,999,000

    3 bd · 3 ba · 3,140 sqft

    70 Grapevine Road #B, Gloucester, MA

    Brackett Janis Group · Engel & Volkers By the Sea

  23. 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

  24. 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

12

About Luxury Homes in Gloucester, MA

Luxury Homes in Gloucester, MA: 37 active listings as of October 15, 2026, 21:17 UTC.

Property types among these 37 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence2875.7%
Condominium924.3%

Explore Gloucester homes

By price

  • Homes Under $700K
  • Homes Under $800K
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Listing data & MLS disclosures

MLS Property Information Network (MLS PIN)
The property listing data and information 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 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 set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-15 19:04:00 UTC
  • Homes Under $1.25M
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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

    Selling at 100.6% of asking price

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

    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
    0.9%

    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.