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Single-Family Homes in Wellesley, MA
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Single-Family Homes in Wellesley, MA

Single-Family Homes in Wellesley, MA

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24 of 45 Listings
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Single-Family Homes in Wellesley, MA

24 of 45 Listings

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Thomas O'Leary

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Lic. #1000018

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  1. 39 Macarthur Rd — photoNewOpen house Sun, Oct 11 · 11:00 AM37Active

    $3,450,000

    6 bd · 6 ba · 5,096 sqft

    39 Macarthur Rd, Wellesley, MA

    Donahue Maley and Burns Team · Compass

  2. 42 Sheridan Rd — photoOpen house Sat, Oct 10 · 12:00 PM27Active

    $1,980,000

    4 bd · 3 ba · 3,330 sqft

    42 Sheridan Rd, Wellesley, MA

    Aphrodite Karpouzis · Gibson Sotheby's International Realty

  3. 57 Benvenue Street — photo11Active

    $1,595,000

    6 bd · 4 ba · 4,032 sqft

    57 Benvenue Street, Wellesley, MA

    Melissa Dailey · Coldwell Banker Realty - Wellesley

  4. 31 Alba Rd — photoOpen house Sun, Oct 11 · 11:00 AM39Active

    $2,595,000

    4 bd · 6 ba · 5,735 sqft

    31 Alba Rd, Wellesley, MA

    Beyond Boston Properties Group · Compass

  5. 135 Edmunds Road — photoOpen house Sat, Oct 10 · 1:30 PM33Active

    $4,350,000

    5 bd · 6 ba · 5,989 sqft

    135 Edmunds Road, Wellesley, MA

    Jill Finkelstein & Associates · Compass

  6. 28 Jefferson Rd — photoOpen house Sat, Oct 10 · 12:00 PM38Active

    $3,080,000

    4 bd · 4 ba · 4,820 sqft

    28 Jefferson Rd, Wellesley, MA

    The Joni Shore Group · Douglas Elliman Real Estate

  7. 19 Salem Rd — photoOpen house Sat, Oct 10 · 2:00 PM39Active

    $4,395,000

    5 bd · 6 ba · 5,717 sqft

    19 Salem Rd, Wellesley, MA

    Moira Lown · Coldwell Banker Realty - Wellesley

  8. 16 Rockland Street — photo16Active

    $3,195,000

    5 bd · 5 ba · 5,044 sqft

    16 Rockland Street, Wellesley, MA

    Adler Connolly Squared Team · MGS Group Real Estate LTD - Wellesley

  9. 24 Cliff Road — photoOpen house Sat, Oct 10 · 1:00 PM13Active

    $1,695,000

    3 bd · 3 ba · 2,490 sqft

    24 Cliff Road, Wellesley, MA

    Donna Scott Group · Coldwell Banker Realty - Wellesley

  10. 17 Midland Road — photo9Active

    $3,995,000

    5 bd · 6 ba · 5,210 sqft

    17 Midland Road, Wellesley, MA

    Melissa Dailey · Coldwell Banker Realty - Wellesley

  11. 150 Pond Road — photo41Active

    $4,395,000

    4 bd · 6 ba · 7,741 sqft

    150 Pond Road, Wellesley, MA

    Melissa Dailey · Coldwell Banker Realty - Wellesley

  12. 8 Tennyson Rd — photoOpen house Sun, Oct 11 · 11:00 AM40Active

    $2,795,000

    4 bd · 4 ba · 3,725 sqft

    8 Tennyson Rd, Wellesley, MA

    Donahue Maley and Burns Team · Compass

  13. 21 Elmwood Rd — photoOpen house Sun, Oct 11 · 11:00 AM42Active

    $2,545,000

    5 bd · 4 ba · 4,086 sqft

    21 Elmwood Rd, Wellesley, MA

    Declan O'Toole · SelectRE Boston

  14. 3 Macarthur Rd — photo38Active

    $2,995,000

    5 bd · 4 ba · 3,850 sqft

    3 Macarthur Rd, Wellesley, MA

    Cynthia Hatch · William Raveis R.E. & Home Services

  15. 41-A Hunnewell Street — photo21Active

    $1,299,000

    3 bd · 2 ba · 2,384 sqft

    41-A Hunnewell Street, Wellesley, MA

    Christine Norcross & Partners · William Raveis R.E. & Home Services

  16. 56 Curve Street — photo17Active

    $1,195,000

    3 bd · 2 ba · 1,474 sqft

    56 Curve Street, Wellesley, MA

    Adler Connolly Squared Team · MGS Group Real Estate LTD - Wellesley

  17. 12 Mellon Road — photo4Active

    $3,395,000

    5 bd · 5 ba · 5,200 sqft

    12 Mellon Road, Wellesley, MA

    Beyond Boston Properties Group · Compass

  18. 32 Lantern Ln — photo40Active

    $2,150,000

    5 bd · 5 ba · 4,404 sqft

    32 Lantern Ln, Wellesley, MA

    Bell Petrini Group · Coldwell Banker Realty - Wellesley

  19. 41 Longmeadow Road — photoPrice Reduced41Active

    $2,995,000

    5 bd · 4 ba · 4,585 sqft

    41 Longmeadow Road, Wellesley, MA

    The Lara & Chelsea Collaborative · Coldwell Banker Realty - Wellesley

  20. 97 Arnold Road — photo37Active

    $4,980,000

    5 bd · 5 ba · 5,296 sqft

    97 Arnold Road, Wellesley, MA

    Bobby Morgenstern · Gibson Sotheby's International Realty

  21. 55 Ridge Hill Farm Rd — photo42Active

    $5,350,000

    5 bd · 8 ba · 8,700 sqft

    55 Ridge Hill Farm Rd, Wellesley, MA

    Debi Benoit · William Raveis R.E. & Home Services

  22. 9 Fells Circle — photo27Active

    $1,730,000

    5 bd · 4 ba · 4,471 sqft

    9 Fells Circle, Wellesley, MA

    Qian Han · JW Real Estate Services, LLC

  23. 90 Parker Road — photo41Active

    $3,550,000

    5 bd · 6 ba · 4,743 sqft

    90 Parker Road, Wellesley, MA

    Team Uranus · Gaia Realty & Advisors, LLC

  24. 39 Fairbanks Ave — photoOpen house Sat, Oct 10 · 12:00 PM42Active

    $3,995,000

    5 bd · 6 ba · 5,059 sqft

    39 Fairbanks Ave, Wellesley, MA

    Donahue Maley and Burns Team · Compass

12
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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Wellesley, MA community profile

    Area
    4.8 sq. mi.

    Source: HJN community data

    Wellesley housing market

    September 2026 · This period is still settling

    Selling at 98.7% of asking price

    Buyers here are paying below asking. MLS · 12 sales · as of Sep 29, 2026

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

    Median list price
    $2,450,000
    Homes for sale
    29

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

    Median home size
    2,458 sq. ft.