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Luxury Homes in Wayland, MA
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22 listings
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Luxury Homes in Wayland, MA

Luxury Homes in Wayland, MA

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22 Listings
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Luxury Homes in Wayland, MA

22 Listings

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Thomas O'Leary

Realty.com

Lic. #1000018

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  1. 44 Pequot Rd — photoNew18Active

    $1,225,000

    3 bd · 3 ba · 2,585 sqft

    44 Pequot Rd, Wayland, MA

    Peace Nguyen · Engel & Volkers Wellesley

  2. NewOpen house Thu, Oct 8 · 12:00 PMActive

    $1,499,000

    5 bd · 5 ba · 5,083 sqft

    91 Old Sudbury Road, Wayland, MA

    Eileen Balicki · Gibson Sotheby's International Realty

  3. 89 Dudley Rd — photoOpen house Sat, Oct 10 · 11:00 AM37Active

    $1,279,000

    4 bd · 2 ba · 2,400 sqft

    89 Dudley Rd, Wayland, MA

    Victoria Anfuso · Berkshire Hathaway HomeServices Robert Paul Properties

  4. 201 Boston Post Rd — photo39Active

    $1,399,000

    4 bd · 4 ba · 4,268 sqft

    201 Boston Post Rd, Wayland, MA

    Ning Sun · United Real Estate, LLC

  5. 6 Morse Rd — photo25Active

    $1,179,000

    3 bd · 3 ba · 2,130 sqft

    6 Morse Rd, Wayland, MA

    O'Connor & Highland · Keller Williams Realty Boston-Metro | Back Bay

  6. 4 Ellen Mary Way — photoOpen house Sun, Oct 11 · 12:30 PM42Active

    $3,475,000

    6 bd · 9 ba · 9,544 sqft

    4 Ellen Mary Way, Wayland, MA

    Kara Apostolica · Gibson Sotheby's International Realty

  7. 104 Dahlia Drive #104 — photo22Active

    $1,050,000

    2 bd · 4 ba · 2,580 sqft

    104 Dahlia Drive #104, Wayland, MA

    Leeann Yolin · Coldwell Banker Realty - Weston

  8. 225 W Plain St — photoOpen house Sat, Oct 10 · 11:00 AM42Active

    $1,235,000

    3 bd · 3 ba · 2,200 sqft

    225 W Plain St, Wayland, MA

    Sylvia Makarios · Coldwell Banker Realty - Westwood

  9. 32 Moore Road — photo36Active

    $1,149,000

    3 bd · 3 ba · 2,657 sqft

    32 Moore Road, Wayland, MA

    Madison Nash · Signature Properties, Inc.

  10. 3 Tally Ho Ln — photoPrice Reduced36Active

    $1,299,000

    3 bd · 3 ba · 2,131 sqft

    3 Tally Ho Ln, Wayland, MA

    Anya Kogan · Luxury Realty Partners

  11. 202 Boston Post Rd — photoOpen house Sun, Oct 11 · 1:00 PM41Active

    $1,499,900

    6 bd · 4 ba · 3,672 sqft

    202 Boston Post Rd, Wayland, MA

    Richard Wilcox · Distinctly New England

  12. 30 Snake Brook — photo25Active

    $1,750,000

    4 bd · 3 ba · 2,656 sqft

    30 Snake Brook, Wayland, MA

  13. 21 Wayland Hills Rd. — photoPrice Reduced40Active

    $1,199,900

    4 bd · 3 ba · 2,801 sqft

    21 Wayland Hills Rd., Wayland, MA

    Guozhen Dong · Keller Williams Realty-Merrimack

  14. 8 Pemberton Rd — photo42Active

    $1,399,000

    4 bd · 4 ba · 2,664 sqft

    8 Pemberton Rd, Wayland, MA

  15. 175 Pelham Island Road — photoPrice Reduced39Active

    $1,449,000

    4 bd · 4 ba · 3,780 sqft

    175 Pelham Island Road, Wayland, MA

    The Semple & Hettrich Team · Coldwell Banker Realty - Sudbury

  16. 226 Cochituate Rd — photoPrice Reduced39Active

    $3,950,000

    5 bd · 7 ba · 8,466 sqft

    226 Cochituate Rd, Wayland, MA

    The Joni Shore Group · Douglas Elliman Real Estate - Park Plaza

  17. 11 Concord Road — photoPrice Reduced35Active

    $1,950,000

    4 bd · 3 ba · 3,652 sqft

    11 Concord Road, Wayland, MA

  18. 5 Haven Lane — photoPrice Reduced27Active

    $1,695,000

    4 bd · 5 ba · 4,100 sqft

    5 Haven Lane, Wayland, MA

  19. 125 West Plain Street — photoPrice Reduced42Active

    $2,045,000

    5 bd · 5 ba · 4,102 sqft

    125 West Plain Street, Wayland, MA

    TEAM Metrowest · Berkshire Hathaway HomeServices Commonwealth Real Estate

  20. 17 Deer Run — photoPrice ReducedOpen house Sat, Oct 10 · 5:00 PM24Active

    $3,850,000

    4 bd · 6 ba · 10,007 sqft

    17 Deer Run, Wayland, MA

    Carol Stewart · Carol Stewart

  21. 55 Glezen Ln — photoPrice Reduced39Active

    $2,195,000

    6 bd · 6 ba · 5,818 sqft

    55 Glezen Ln, Wayland, MA

    Peace Nguyen · Engel & Volkers Wellesley

  22. 188 Glezen Ln — photoPrice Reduced34Active

    $3,495,000

    5 bd · 7 ba · 7,575 sqft

    188 Glezen Ln, Wayland, MA

    Denise Mosher · Coldwell Banker Realty - Weston

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Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-08 04:36:00 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Wayland, MA community profile

    Area
    16.5 sq. mi.

    Source: HJN community data

    Wayland housing market

    September 2026 · This period is still settling

    Selling at 99.7% of asking price

    Sales here are closing essentially at asking. MLS · 10 sales · as of Sep 30, 2026

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

    Median list price
    $1,173,500
    Homes for sale
    34

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

    Median home size
    2,164 sq. ft.