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Luxury Homes in Milton, MA
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Luxury Homes in Milton, MA

Luxury Homes in Milton, MA

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20 Listings
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Luxury Homes in Milton, MA

20 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 1262 Randolph Ave — photoOpen house Sun, Nov 1 · 11:00 AM42Active

    $1,499,000

    4 bd · 4 ba · 3,288 sqft

    1262 Randolph Ave, Milton, MA

    Danny Zheng · Keller Williams Realty

  2. 44 Ridgewood Rd — photoOpen house Sun, Nov 1 · 11:30 AM39Active

    $2,890,000

    5 bd · 7 ba · 6,768 sqft

    44 Ridgewood Rd, Milton, MA

    Foster/ Harrington Team · Coldwell Banker Realty - Milton

  3. 4 Hawthorn Rd — photoOpen house Sun, Nov 1 · 11:00 AM39Active

    $1,379,000

    4 bd · 3 ba · 2,552 sqft

    4 Hawthorn Rd, Milton, MA

    Frederick Hartford · Keller Williams Realty Boston South West

  4. 341 Highland St — photo41Active

    $3,249,000

    6 bd · 4 ba · 6,074 sqft

    341 Highland St, Milton, MA

    Vineburgh / DiMella Team · Charlesgate Realty Group, llc

  5. 36 Central Ave #16 — photoOpen house Sun, Nov 1 · 11:30 AM36Active

    $1,000,000

    2 bd · 2 ba · 1,423 sqft

    36 Central Ave #16, Milton, MA

    Julie Gross · Coldwell Banker Realty - Westwood

  6. 68 Smith Rd — photo14Active

    $1,850,000

    0 bd · 4 ba · 7,713 sqft

    68 Smith Rd, Milton, MA

    Zachary Dieujuste · Lifestyle Realty Group LLC

  7. 68 Avalon Rd — photo33Active

    $1,249,000

    4 bd · 3 ba · 2,079 sqft

    68 Avalon Rd, Milton, MA

    Matthew Freeman · Coldwell Banker Realty - Milton

  8. 901 Randolph Ave — photo38Active

    $1,895,000

    4 bd · 3 ba · 4,772 sqft

    901 Randolph Ave, Milton, MA

    Beth Rooney · eXp Realty LLC - Corporate Office

  9. 36 Central Ave #15 — photo21Active

    $1,425,000

    2 bd · 2 ba · 1,800 sqft

    36 Central Ave #15, Milton, MA

    Meredith Hall · Coldwell Banker Realty - Milton

  10. 540 Harland St — photo38Active

    $11,900,000

    5 bd · 7 ba · 10,000 sqft

    540 Harland St, Milton, MA

    Signature Collective Team · Serhant

  11. 440 Granite Ave #304 — photo12Active

    $1,225,000

    2 bd · 2 ba · 1,266 sqft

    440 Granite Ave #304, Milton, MA

    The Avenue · Serhant

  12. 45 Wendell Park — photoPrice Reduced37Active

    $1,050,000

    4 bd · 2 ba · 1,900 sqft

    45 Wendell Park, Milton, MA

    Bridget Conroy · Coldwell Banker Realty - Milton

  13. 33 Harbor View Park — photoPrice ReducedOpen house Sun, Nov 1 · 1:00 PM40Active

    $2,750,000

    5 bd · 6 ba · 5,300 sqft

    33 Harbor View Park, Milton, MA

    The Quirk Group · Coldwell Banker Realty - Boston

  14. 1632 Canton Ave — photoPrice Reduced31Active

    $4,800,000

    5 bd · 5 ba · 4,310 sqft

    1632 Canton Ave, Milton, MA

    Julianne Bridgeman · Ceres Real Estate

  15. 55 Parkwood Drive — photo41Active

    $5,995,000

    7 bd · 10 ba · 9,320 sqft

    55 Parkwood Drive, Milton, MA

    Kevin G. Keating · Keating Brokerage

  16. 135 Milton Street — photo40Active

    $2,725,000

    4 bd · 3 ba · 3,149 sqft

    135 Milton Street, Milton, MA

    Kim Powers · Coldwell Banker Realty - Milton

  17. 1632 Canton Ave — photoPrice Reduced32Active

    $3,200,000

    5 bd · 5 ba · 4,310 sqft

    1632 Canton Ave, Milton, MA

    Julianne Bridgeman · Ceres Real Estate

  18. 90 Countryside Ln — photoPrice Reduced40Active

    $3,699,999

    5 bd · 7 ba · 9,435 sqft

    90 Countryside Ln, Milton, MA

    The Sarkis Team · Douglas Elliman Real Estate - The Sarkis Team

  19. 650 Canton Ave — photoPrice Reduced41Active

    $3,950,000

    6 bd · 8 ba · 8,764 sqft

    650 Canton Ave, Milton, MA

    Matthew Freeman · Coldwell Banker Realty - Milton

  20. 3 Stone Bridge Lane — photoPrice Reduced37Active

    $5,495,000

    6 bd · 6 ba · 10,524 sqft

    3 Stone Bridge Lane, Milton, MA

    Ricardo Rodriguez & Associates Group · Coldwell Banker Realty - Boston

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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Milton, MA community profile

    Area
    13.9 sq. mi.

    Source: HJN community data

    Milton housing market

    September 2026 · This period is still settling

    Milton 12-month median sale price trend

    Selling at 97.7% of asking price

    Buyers here are paying below asking. MLS · 18 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $1,120,000$775,000–$1,325,000 typical range
    Price per sq. ft.
    $547
    Sales
    17
    Paid in cash
    11.8%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $1,037,500
    Homes for sale
    42
    Median days on market
    27 days

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

    Year-over-year
    24.4%

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

    Median home size
    1,972 sq. ft.