9,718

Wellesley, MA Homes

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  • /32

    $3,195,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,895 Sq Ft

    29 Abbott Rd, Wellesley Hills, MA 02481

    Prime Country Club location! Very special home with high ceilings, sunlight and an ideal layout on one of Wellesley's favorite streets. Enter through welcoming front porch. Oversized Living room with fireplace and built-ins. Dining room with custom wood cabinetry. Back of home is open concept with updated kitchen, casual dining, large island and family room with another fireplace and picture

    Melissa Dailey Coldwell Banker Realty - Wellesley

    29 Abbott Rd, Wellesley Hills, MA 02481
  • /28

    $1,825,000 Sold Mar 06, 2026

    25 Shaw Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 4.5 Baths
    • 4,580 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $398/SF
    • 44 Days On Market

    Current Estimated Value $2,015,166

    Last Listing Agent Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    25 Shaw Rd, Wellesley Hills, MA 02481
    • /33

      Est $2,419,708 Not Listed For Sale

      61 Beechwood Rd, Wellesley, MA 02482

      • 5 Beds
      • 4.5 Baths
      • 3,286 Sq Ft
      • Built 2024
      61 Beechwood Rd, Wellesley, MA 02482

      Last Sold Summary

      • 1% Above List Price
      • $732/SF
      • 5 Days On Market

      Last Sold Price $2,406,000

      Last Listing Agent The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  • /38

    $12,250,000

    • 5 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    45 White Oak Rd, Wellesley Hills, MA 02481

    A one-of-one, architect-led residence pairing timeless New England architecture with modern high-performance construction. This home was built as a fully realized home, not a speculative project. Every decision from proportion to materials, systems, and detailing was made to enhance daily living, long-term comfort, and architectural clarity. Behind its masonry exterior is a rigorously executed

    Megann Schiffer Northeast Development & Investment, Inc.

    45 White Oak Rd, Wellesley Hills, MA 02481
  • /29

    $1,365,000 Sold Oct 24, 2025

    1 Roberts Rd, Wellesley, MA 02481

    • 3 Beds
    • 3 Baths
    • 2,499 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Below List Price
    • $546/SF
    • 8 Days On Market

    Current Estimated Value $1,386,463

    Last Listing Agent Allison David Poirier Coldwell Banker Realty - Wellesley

    1 Roberts Rd, Wellesley, MA 02481
    • /34

      Est $1,395,676 Not Listed For Sale

      27 Lexington Rd, Wellesley, MA 02482

      • 4 Beds
      • 2 Baths
      • 2,024 Sq Ft
      • Built 1970
      27 Lexington Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4% Above List Price
      • $665/SF
      • 74 Days On Market

      Last Sold Price $1,345,000

      Last Listing Agent Chris Choi Compass

  • /30

    $3,295,000 Open Sat 12PM - 1:30PM

    • 6 Beds
    • 5 Baths
    • 4,274 Sq Ft

    43 Amherst Rd, Wellesley, MA 02482

    Welcome to a picture-perfect Colonial in Wellesley’s coveted Dana Hall neighborhood. Fully renovated just five years ago, this charming home lives like new construction with the elevated finishes throughout. The heart of the home is a stunning, magazine-worthy kitchen featuring a generous center island that flows seamlessly into a sun-filled family room. French doors open to an oversized, flat,

    Teri Adler MGS Group Real Estate LTD - Wellesley

    43 Amherst Rd, Wellesley, MA 02482
  • /27

    $1,680,000 Sold Jun 09, 2025

    7 Madison Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • Built 1941

    Last Sold Summary

    • 4% Below List Price
    • $828/SF
    • 22 Days On Market

    Current Estimated Value $1,751,922

    Last Listing Agent Christine Lawrence Rutledge Properties

    7 Madison Rd, Wellesley Hills, MA 02481
    • /42

      Est $2,585,681 Not Listed For Sale

      19 Brookdale Ave, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 4,184 Sq Ft
      • Built 2000
      19 Brookdale Ave, Wellesley, MA 02482

      Last Sold Summary

      • 6% Above List Price
      • $586/SF
      • 3 Days On Market

      Last Sold Price $2,450,000

      Last Listing Agent Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

  • /37

    $3,350,000

    • 5 Beds
    • 6 Baths
    • 5,073 Sq Ft

    8 Oakdale Ave, Wellesley, MA 02482

    Experience the epitome of luxury in this stunning new Colonial masterpiece in Wellesley, nestled on a serene dead-end street. With 5 bedrooms and 5 baths sprawled over 5,000 sq. ft., every inch exudes elegance. Experience gleaming hardwood floors beneath soaring 9’ ceilings, embraced by sunlit spaces. The first floor boasts refined living and dining areas, a chef’s eat-in kitchen with bespoke

    Donahue Maley & Burns Team Compass

    8 Oakdale Ave, Wellesley, MA 02482
  • /21

    $1,690,762 Sold Oct 23, 2025

    17 Longfellow Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • Built 1889

    Last Sold Summary

    • 2% Above List Price
    • $556/SF
    • 4 Days On Market

    Current Estimated Value $1,673,090

    Last Listing Agent Deena Powell Gibson Sotheby's International Realty

    17 Longfellow Rd, Wellesley Hills, MA 02481
    • /41

      Est $3,088,965 Not Listed For Sale

      460 Weston Rd, Wellesley, MA 02482

      • 5 Beds
      • 5.5 Baths
      • 5,904 Sq Ft
      • Built 2024
      460 Weston Rd, Wellesley, MA 02482

      Last Sold Summary

      • 12% Above List Price
      • $466/SF
      • 20 Days On Market

      Last Sold Price $2,750,000

      Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  • /22

    $1,185,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    8 Damien Rd, Wellesley Hills, MA 02481

    Picture book charm in the very popular Poet's Corner! Captivating front porch is the perfect spot to sip your coffee and wave to neighbors. Four cozy bedrooms. High ceilings. The home underwent a major renovation including all systems in 2012. Many more updates include kitchen and baths. You will find a cute fenced yard with a multi purpose shed - built for parties or gardening. Your choice!You

    Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

    8 Damien Rd, Wellesley Hills, MA 02481
  • /35

    $1,430,000 Sold Feb 27, 2026

    33 Avon Rd, Wellesley, MA 02482

    • 3 Beds
    • 1.5 Baths
    • 1,694 Sq Ft
    • Built 1928

    Last Sold Summary

    • 2% Below List Price
    • $844/SF
    • 26 Days On Market

    Current Estimated Value $1,408,809

    Last Listing Agent Keystone Homes Group Keller Williams Realty Boston Northwest

    33 Avon Rd, Wellesley, MA 02482
    • /20

      Est $1,530,659 Not Listed For Sale

      39 Mayo Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,725 Sq Ft
      • Built 1950
      39 Mayo Rd, Wellesley, MA 02482

      Last Sold Summary

      • 8% Above List Price
      • $821/SF
      • 5 Days On Market

      Last Sold Price $1,417,000

      Last Listing Agent Tim Dittrich The Agency Marblehead

  • /42

    $4,495,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 5 Baths
    • 6,990 Sq Ft

    151 Oakland St, Wellesley Hills, MA 02481

    A rare Wellesley gem set on 1.15 acres, overlooking the 15th hole & 16th tee of Wellesley Country Club with sweeping scenic golf course views. Fully renovated in 2022, this distinguished home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting great room, sophisticated

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • /32

    $4,250,000 Sold Mar 11, 2026

    39 Audubon Rd, Wellesley, MA 02481

    • 5 Beds
    • 6.5 Baths
    • 7,461 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $570/SF
    • 131 Days On Market

    Last Listing Agent Patricia Bradley Rutledge Properties

    39 Audubon Rd, Wellesley, MA 02481
    • /18

      Est $1,452,964 Not Listed For Sale

      12 Durant Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,965 Sq Ft
      • Built 1928
      12 Durant Rd, Wellesley, MA 02482

      Last Sold Summary

      • $743/SF
      • 1 Day On Market

      Last Sold Price $1,460,000

      Last Listing Agent Teri Adler MGS Group Real Estate LTD - Wellesley

  • /35

    $1,395,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,630 Sq Ft

    3 Midland Rd, Wellesley, MA 02482

    OFFER ACCEPTED - OPEN HOUSES CANCELLED. Do not miss this gorgeous antique-style home in a fabulous location in the desirable Dana Hall neighborhood, walking distance to Wellesley town center and the Brook Path. This charming historical home features up to 5-bedrooms and 3-full bathrooms across three levels of living. The main level offers an eat-in kitchen, dining room, full bathroom and gorgeous

    Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    3 Midland Rd, Wellesley, MA 02482
  • /26

    $2,000,000 Sold Oct 15, 2025

    53 Mayo Rd, Wellesley, MA 02482

    • 4 Beds
    • 3.5 Baths
    • 2,993 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $668/SF
    • 7 Days On Market

    Current Estimated Value $1,965,700

    Last Listing Agent Lindsey Fay Kisielius Coldwell Banker Realty - Wellesley

    53 Mayo Rd, Wellesley, MA 02482
    • /26

      Est $1,764,646 Not Listed For Sale

      20 Bryn Mawr Rd, Wellesley, MA 02482

      • 3 Beds
      • 3.5 Baths
      • 2,568 Sq Ft
      • Built 2007
      20 Bryn Mawr Rd, Wellesley, MA 02482

      Last Sold Summary

      • 1% Above List Price
      • $681/SF
      • 3 Days On Market

      Last Sold Price $1,750,000

      Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  • /42

    $3,950,000

    • 6 Beds
    • 5.5 Baths
    • 7,034 Sq Ft

    241 Lowell Rd, Wellesley Hills, MA 02481

    Exceptional Opportunity In Wellesley’s Highly Desirable Cliff Estates. Situated On A Large, Level Lot Offering Excellent Privacy, This Elegant Residence Provides Over 7,000 Sq Ft Of Beautifully Designed Living Space With 6 Bedrooms And 5.5 Bathrooms. Sun-Filled Interiors Feature High Ceilings, Oversized Windows, And Refined Finishes Throughout. A Grand Foyer Opens To Spacious Living Areas Ideal

    Alpha Group Compass

    241 Lowell Rd, Wellesley Hills, MA 02481
  • /24

    $2,280,000 Sold Dec 03, 2025

    50 Upson Rd, Wellesley, MA 02482

    • 4 Beds
    • 3.5 Baths
    • 3,524 Sq Ft
    • Built 2013

    Last Sold Summary

    • 9% Below List Price
    • $647/SF
    • 48 Days On Market

    Current Estimated Value $2,253,958

    Last Listing Agent The Shulkin Wilk Group Compass

    50 Upson Rd, Wellesley, MA 02482
    • /22

      Est $1,276,735 Not Listed For Sale

      11 Bryn Mawr Rd, Wellesley, MA 02482

      • 3 Beds
      • 1.5 Baths
      • 1,108 Sq Ft
      • Built 1930
      11 Bryn Mawr Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4% Above List Price
      • $1,106/SF
      • 56 Days On Market

      Last Sold Price $1,225,000

      Last Listing Agent Debi Benoit William Raveis R.E. & Home Services

  • /40

    $5,395,000

    • 7 Beds
    • 8 Baths
    • 8,840 Sq Ft

    65 Woodcliff Rd, Wellesley Hills, MA 02481

    Spectacular Cliff Estates Colonial set on a majestic, private 3⁄4 acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a

    Beyond Boston Properties Group Compass

    65 Woodcliff Rd, Wellesley Hills, MA 02481
  • /42

    $2,250,000 Sold Dec 02, 2025

    13 Cavanaugh Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 2.5 Baths
    • 2,965 Sq Ft
    • Built 1928

    Last Sold Summary

    • 19% Above List Price
    • $759/SF
    • 3 Days On Market

    Current Estimated Value $2,150,840

    Last Listing Agent Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    13 Cavanaugh Rd, Wellesley Hills, MA 02481
    • /32

      Est $2,564,530 Not Listed For Sale

      20 Manor Ave, Wellesley, MA 02482

      • 4 Beds
      • 5 Baths
      • 4,743 Sq Ft
      • Built 2015
      20 Manor Ave, Wellesley, MA 02482

      Last Sold Summary

      • 8% Above List Price
      • $501/SF
      • 20 Days On Market

      Last Sold Price $2,375,000

      Last Listing Agent Luisa Cestari Coldwell Banker Realty - Wellesley

  • /34

    $1,995,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,813 Sq Ft

    6 Boulder Brook Rd, Wellesley Hills, MA 02481

    Beautifully expanded Cape set in the highly sought-after Bates neighborhood, offering a perfect blend of comfort and style. The chef’s kitchen opens seamlessly to a spacious family room featuring tray ceilings, custom built-in bookcases, a granite bar with wine refrigerator, and a gas fireplace—ideal for everyday living and entertaining. A sun-filled dining room and inviting living room with

    Jennifer Madden Coldwell Banker Realty - Wellesley

    6 Boulder Brook Rd, Wellesley Hills, MA 02481
  • /4

    $2,180,000 Sold Aug 29, 2025

    67 Old Colony Rd, Wellesley Hills, MA 02481

    • Land
    • 0.53 Acre
    • $4,113,208 per Acre

    Last Sold Summary

    • 14 Days On Market

    Current Estimated Value $2,139,518

    Last Listing Agent Christine Lawrence Rutledge Properties

    67 Old Colony Rd, Wellesley Hills, MA 02481
    • /26

      Est $1,651,522 Not Listed For Sale

      31 Woodfield Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 2,646 Sq Ft
      • Built 1952
      31 Woodfield Rd, Wellesley, MA 02482

      Last Sold Summary

      • 12% Above List Price
      • $558/SF
      • 6 Days On Market

      Last Sold Price $1,476,500

      Last Listing Agent Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

  • /31

    $3,295,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 5,779 Sq Ft

    53 Chesterton Rd, Wellesley Hills, MA 02481

    Located in one of Wellesley's most admired neighborhoods, this exceptional home offers four full floors of beautifully designed living space. The layout provides flexibility for family, guests, and everyday comfort. The fabulous custom kitchen features Dodd Woodworking cabinets, high end appliances, oversized island, dining area & opens to family room with built-ins & gas fireplace. The exquisite

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    53 Chesterton Rd, Wellesley Hills, MA 02481
  • /17

    $1,385,000 Sold Aug 15, 2025

    109 Elmwood Rd, Wellesley Hills, MA 02481

    • 3 Beds
    • 3 Baths
    • 2,081 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $666/SF
    • 18 Days On Market

    Current Estimated Value $1,408,079

    Last Listing Agent Jodie Zinna Coldwell Banker Realty - Wellesley

    109 Elmwood Rd, Wellesley Hills, MA 02481
    • /30

      Est $982,603 Not Listed For Sale

      75 Russell Rd, Wellesley, MA 02482

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1990
      75 Russell Rd, Wellesley, MA 02482

      Last Sold Summary

      • 13% Above List Price
      • $575/SF
      • 105 Days On Market

      Last Sold Price $870,000

      Last Listing Agent Jodie Zinna Coldwell Banker Realty - Wellesley

  • /41

    $5,350,000

    • 7 Beds
    • 7 Baths
    • 7,262 Sq Ft

    200 Cliff Rd, Wellesley Hills, MA 02481

    Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living

    Donahue Maley & Burns Team Compass

    200 Cliff Rd, Wellesley Hills, MA 02481
  • /42

    $2,354,000 Sold Dec 24, 2025

    28 Clovelly Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 4.5 Baths
    • 4,211 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Below List Price
    • $559/SF
    • 7 Days On Market

    Current Estimated Value $2,408,069

    Last Listing Agent Gail Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

    28 Clovelly Rd, Wellesley Hills, MA 02481
    • /16

      Est $545,889 Not Listed For Sale

      12 Russell Rd Unit 304, Wellesley, MA 02482

      • 1 Bed
      • 1 Bath
      • 821 Sq Ft
      • Built 2007
      12 Russell Rd Unit 304, Wellesley, MA 02482

      Last Sold Summary

      • 9% Above List Price
      • $608/SF
      • 28 Days On Market

      Last Sold Price $499,000

      Last Listing Agent David Gordon Coldwell Banker Realty - Newton

  • /32

    $3,200,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 5,926 Sq Ft

    27 Garrison Rd, Wellesley, MA 02482

    Built in 2008, this beautifully crafted home offers 5 bedrooms, 5 full baths, and 1 half bath across more than 5900 SF on four thoughtfully designed levels. The main floor features a fireplaced living room with custom built-ins, ideal for an office, and a spacious dining room. The kitchen is the heart of the home, with an large island, professional-grade appliances, and a sunny dining area,

    Dean Poritzky Engel & Völkers Wellesley

    27 Garrison Rd, Wellesley, MA 02482
  • /34

    $2,750,000 Sold Oct 28, 2025

    173 Benvenue St, Wellesley, MA 02482

    • 5 Beds
    • 5 Baths
    • 4,216 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Below List Price
    • $652/SF
    • 15 Days On Market

    Current Estimated Value $2,751,111

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    173 Benvenue St, Wellesley, MA 02482
    • /18

      Est $614,893 Not Listed For Sale

      12 Russell Rd Unit 207, Wellesley, MA 02482

      • 2 Beds
      • 2 Baths
      • 1,002 Sq Ft
      • Built 2007
      12 Russell Rd Unit 207, Wellesley, MA 02482

      Last Sold Summary

      • 2% Above List Price
      • $600/SF
      • 75 Days On Market

      Last Sold Price $601,000

      Last Listing Agent David Gordon Coldwell Banker Realty - Newton

  • /25

    $1,995,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,985 Sq Ft

    81 Audubon Rd, Wellesley Hills, MA 02481

    Welcome home to this wonderful Colonial. The fireplaced living room has beautiful cabinets and the adjacent sunny office space makes working from home a pleasure. The dining room with a custom built-in, is ready for holidays and celebrations, while the newly updated kitchen truly serves as the heart of the home. Featuring ample cabinetry, Cambria quartz countertops, stainless steel appliances,

    Teri Adler MGS Group Real Estate LTD - Wellesley

    81 Audubon Rd, Wellesley Hills, MA 02481

Showing Results 161 - 200, Page 5 of 18

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