9,699

Wellesley, MA Homes

Section Image
    • /23

      Est $1,308,194

      Not Listed For Sale

      401 Weston Rd, Wellesley, MA 02482

      • 3 Beds
      • 1.5 Baths
      • 1,729 Sq Ft
      • Built 1925
      401 Weston Rd, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Beyond Boston Properties Group Compass

  • /39

    $2,045,000

    $105K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,704 Sq Ft

    77 Cedar St, Wellesley Hills, MA 02481

    Young & beautifully crafted, this exceptional home offers the perfect blend of modern luxury & everyday convenience. Designed for effortless living and entertaining, the sun-filled open floor plan is anchored by a stunning chef’s kitchen featuring high end appliances, walk in pantry & expansive countertops with generous gathering spaces that flow seamlessly into the inviting family room, LR &

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    77 Cedar St, Wellesley Hills, MA 02481
  • /17

    $1,400,000

    Sold Aug 03, 2026

    107 Overbrook Dr, Wellesley, MA 02482

    • 3 Beds
    • 2.5 Baths
    • 2,274 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $616/SF
    • 1 Day On Market

    Current Estimated Value $1,383,255

    Last Listing Agent Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

    107 Overbrook Dr, Wellesley, MA 02482
    • /30

      Est $2,125,117

      Not Listed For Sale

      3 Pine Plain Rd, Wellesley Hills, MA 02481

      • 4 Beds
      • 3.5 Baths
      • 3,358 Sq Ft
      • Built 1927
      3 Pine Plain Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Beyond Boston Properties Group Compass

  • /28

    $3,400,000

    $850K PRICE DROP
    • 10 Beds
    • 9 Baths
    • 10,318 Sq Ft

    5 Abbott St, Wellesley, MA 02482

    Rare Investment Opportunity in the Heart of Wellesley Square! Offered for the first time in almost 80 years, this exceptional TWO BUILDING/multi-family property is a rare find in one of Metro Boston’s most desirable communities. Situated on a quiet street just steps from vibrant Wellesley Square, this unique offering includes two buildings with a total of 7/8 units, providing excellent long-term

    Linda Glennon Conway - Hanover

    5 Abbott St, Wellesley, MA 02482
  • /24

    $839,000

    Sold Sep 21, 2026

    21 Westerly St Unit 1, Wellesley, MA 02482

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Built 1971

    Last Sold Summary

    • $559/SF
    • 5 Days On Market

    Current Estimated Value $828,229

    Last Listing Agent Jane Neilson Douglas Elliman Real Estate - Wellesley

    21 Westerly St Unit 1, Wellesley, MA 02482
    • /5

      Est $944,963

      Not Listed For Sale

      17 Pine Plain Rd, Wellesley Hills, MA 02481

      • 1 Bed
      • 1 Bath
      • 676 Sq Ft
      • Built 1929
      17 Pine Plain Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Eric Klein Engel & Volkers Newton

  • /42

    $3,795,000

    New Construction $700K PRICE DROP Pending
    • 6 Beds
    • 5.5 Baths
    • 7,047 Sq Ft

    201 Lowell Rd, Wellesley Hills, MA 02481

    New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with another fireplace and dining room both with custom millwork. Mudroom with cubbies and closet.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    201 Lowell Rd, Wellesley Hills, MA 02481
  • /22

    $1,340,000

    Sold Oct 09, 2025

    75 Grove St Unit 124, Wellesley, MA 02482

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $913/SF
    • 22 Days On Market

    Current Estimated Value $1,340,993

    Last Listing Agent Maureen McCaffrey Douglas Elliman Real Estate - Wellesley

    75 Grove St Unit 124, Wellesley, MA 02482
    • /7

      Est $3,201,981

      Not Listed For Sale

      10 Ingersoll Rd, Wellesley Hills, MA 02481

      • 5 Beds
      • 5 Baths
      • 4,390 Sq Ft
      • Built 2024
      10 Ingersoll Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Bobby Morgenstern Gibson Sotheby's International Realty

  • /36

    $3,195,000

    • 6 Beds
    • 4.5 Baths
    • 6,034 Sq Ft

    1 Kenilworth Cir, Wellesley, MA 02482

    Nestled on a quiet, tree-lined street just moments from Wellesley Town Center and the highly regarded Hunnewell Elementary School, this stunning six-bedroom home offers the perfect blend of luxury, comfort, and convenience. Thoughtfully designed with today’s lifestyle in mind, the expansive open floor plan seamlessly connects elegant living spaces, creating an inviting atmosphere for both

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    1 Kenilworth Cir, Wellesley, MA 02482
  • /40

    $4,350,000

    Sold Dec 11, 2025

    15 Essex Rd, Wellesley Hills, MA 02481

    • 6 Beds
    • 8 Baths
    • 7,577 Sq Ft
    • Built 2010

    Last Sold Summary

    • 5% Below List Price
    • $574/SF
    • 36 Days On Market

    Current Estimated Value $4,580,171

    Last Listing Agent Allison David Poirier Coldwell Banker Realty - Wellesley

    15 Essex Rd, Wellesley Hills, MA 02481
    • /33

      Est $2,044,125

      Not Listed For Sale

      50 Northgate Rd, Wellesley Hills, MA 02481

      • 4 Beds
      • 3.5 Baths
      • 2,820 Sq Ft
      • Built 1951
      50 Northgate Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Susan Lyman Douglas Elliman Real Estate - Wellesley

  • /42

    $5,450,000

    Pending
    • 5 Beds
    • 8 Baths
    • 7,632 Sq Ft

    44 Whiting Rd, Wellesley Hills, MA 02481

    Welcome to 44 Whiting Road, an exceptional residence set within Wellesley’s coveted Country Club neighborhood. Built in 2009 by renowned builder McLaughlin/DeBenedictis, this distinguished five bedroom, six full bath center entrance Colonial offers three thoughtfully designed levels of refined living. An inviting grand foyer sets the tone for the stunning open-concept floor plan, anchored by a

    Debi Benoit William Raveis R.E. & Home Services

    44 Whiting Rd, Wellesley Hills, MA 02481
  • /20

    $1,755,000

    Sold Nov 24, 2025

    75 Grove St Unit 132, Wellesley, MA 02482

    • 3 Beds
    • 2 Baths
    • 1,811 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $969/SF
    • 5 Days On Market

    Current Estimated Value $1,711,526

    Last Listing Agent Taylor Blacker Luxury Residential Group, LLC

    75 Grove St Unit 132, Wellesley, MA 02482
    • /42

      Est $2,333,459

      Not Listed For Sale

      42 Northgate Rd, Wellesley Hills, MA 02481

      • 4 Beds
      • 4 Baths
      • 3,259 Sq Ft
      • Built 1952
      42 Northgate Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent edward accomando REMAX Andrew Realty Services

  • /31

    $1,885,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,093 Sq Ft

    35 Forest St, Wellesley Hills, MA 02481

    An inviting front porch welcomes you to this traditional New England Colonial, steeped in local history and timeless charm. Step inside the lovely foyer and gracious center hall, where a thoughtful floor plan offers effortless living and entertaining. An abundance of windows fills the home with natural light. The custom-designed kitchen is a chef’s delight, featuring two sinks, two ovens, and

    Jane Collinson Gibson Sotheby's International Realty

    35 Forest St, Wellesley Hills, MA 02481
  • /35

    $2,130,000

    Sold Aug 03, 2026

    21 Madison Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 3.5 Baths
    • 2,609 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Above List Price
    • $816/SF
    • 2 Days On Market

    Current Estimated Value $1,978,440

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

    21 Madison Rd, Wellesley Hills, MA 02481
    • /32

      Est $1,946,529

      Not Listed For Sale

      36 S River St, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 2,868 Sq Ft
      • Built 2000
      36 S River St, Wellesley, MA 02482

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Steve Yang eXp Realty LLC

  • /21

    $1,299,000

    • 3 Beds
    • 1.5 Baths
    • 2,384 Sq Ft

    41 Hunnewell St, Wellesley Hills, MA 02481

    Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous

    Christine Norcross William Raveis R.E. & Home Services

    41 Hunnewell St, Wellesley Hills, MA 02481
  • /22

    $1,100,000

    Sold Jun 25, 2026

    63 Garden Rd Unit G2, Wellesley, MA 02481

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Built 1923

    Last Sold Summary

    • 8% Below List Price
    • $899/SF
    • 51 Days On Market

    Current Estimated Value $1,192,594

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    63 Garden Rd Unit G2, Wellesley, MA 02481
    • /42

      Est $2,028,522

      Not Listed For Sale

      28 S River St, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,799 Sq Ft
      • Built 1874
      28 S River St, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Samantha Hollister Compass

  • /42

    $1,980,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,136 Sq Ft

    8 Wilson St, Wellesley, MA 02482

    Location! Location! Location! Ideally located in the popular Wellesley Square neighborhood, just steps to the Brook Path, library, commuter train, shops, dining, and highly regarded Wellesley schools. This bright and spacious Colonial offers 4 bedrooms and 4 full baths, with hardwood floors throughout. The impressive two-story foyer opens to an inviting floor plan ideal for comfortable living and

    Nana Lo S.Y.K. Corporation

    8 Wilson St, Wellesley, MA 02482
  • /34

    $2,560,000

    Sold Oct 14, 2025

    2 Summit Rd, Wellesley, MA 02482

    • 4 Beds
    • 4.5 Baths
    • 3,693 Sq Ft
    • Built 1896

    Last Sold Summary

    • 12% Below List Price
    • $693/SF
    • 78 Days On Market

    Last Listing Agent James Mealey Defining Real Estate

    2 Summit Rd, Wellesley, MA 02482
    • /18

      Est $1,119,930

      Not Listed For Sale

      17 Schaller St, Wellesley, MA 02482

      • 4 Beds
      • 1.5 Baths
      • 1,561 Sq Ft
      • Built 1932
      17 Schaller St, Wellesley, MA 02482

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Susan Gear Coldwell Banker Realty - Wellesley

  • /34

    $1,295,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,348 Sq Ft

    30 Pleasant St, Wellesley, MA 02482

    Move-in ready and beautifully appointed, this sophisticated Wellesley home combines refined interiors, private outdoor space, and an enviable location just moments from Linden Square, Wellesley Square, and the commuter rail. The main level features a stylish kitchen with quality finishes flowing to the dining area and inviting family room with gas fireplace. Sliders open to a private, fenced-in

    Jane Collinson Gibson Sotheby's International Realty

    30 Pleasant St, Wellesley, MA 02482
  • /42

    $2,050,000

    Sold Aug 05, 2026

    100 Linden St Unit 205, Wellesley, MA 02482

    • 2 Beds
    • 2 Baths
    • 1,374 Sq Ft
    • Built 2021

    Last Sold Summary

    • 14% Below List Price
    • $1,492/SF
    • 19 Days On Market

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

    100 Linden St Unit 205, Wellesley, MA 02482
    • /32

      Est $3,364,986

      Not Listed For Sale

      60 Halsey Ave, Wellesley, MA 02482

      • 5 Beds
      • 4.5 Baths
      • 5,182 Sq Ft
      • Built 2016
      60 Halsey Ave, Wellesley, MA 02482

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Donahue Maley & Burns Team Compass

  • /12

    $1,747,200

    Open Sat 11:30AM - 1PM $286K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    16 Stearns Rd Unit 208, Wellesley, MA 02482

    2 garage parking spots included if offers by 5/31!!! Welcome to the ALBION! New Construction Wellesley’s newest luxury condominium building. This stunning 2-bedroom, den/office and 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 208, Wellesley, MA 02482
  • /39

    $1,530,000

    Sold Oct 24, 2025

    14 Sunset Rd, Wellesley, MA 02482

    • 3 Beds
    • 2.5 Baths
    • 2,652 Sq Ft
    • Built 1935

    Last Sold Summary

    • 4% Below List Price
    • $577/SF
    • 54 Days On Market

    Current Estimated Value $1,610,827

    Last Listing Agent John McHugh Coldwell Banker Realty - Wellesley

    14 Sunset Rd, Wellesley, MA 02482
    • /25

      Est $3,132,097

      Not Listed For Sale

      6 Halsey Ave, Wellesley, MA 02482

      • 4 Beds
      • 4.5 Baths
      • 4,400 Sq Ft
      • Built 2015
      6 Halsey Ave, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

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

  • /42

    $5,800,000

    $150K PRICE DROP
    • 7 Beds
    • 9 Baths
    • 7,600 Sq Ft

    45 Longmeadow Rd, Wellesley, MA 02482

    Set on a beautifully flat lot in one of Wellesley’s most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 full and 2 half bathrooms, this thoughtfully designed home offers flexibility for today’s lifestyle.

    Lisa Sewall Coldwell Banker Realty - Wellesley

    45 Longmeadow Rd, Wellesley, MA 02482
  • /29

    $1,310,000

    Sold Jun 05, 2026

    75 Grove St Unit 227, Wellesley, MA 02482

    • 2 Beds
    • 2 Baths
    • 1,522 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Above List Price
    • $861/SF
    • 1 Day On Market

    Current Estimated Value $1,279,606

    Last Listing Agent Renu Shukla Engel & Völkers Wellesley

    75 Grove St Unit 227, Wellesley, MA 02482
    • /35

      Est $2,961,074

      Not Listed For Sale

      45 Marshall Rd, Wellesley, MA 02482

      • 4 Beds
      • 4.5 Baths
      • 4,500 Sq Ft
      • Built 2014
      45 Marshall Rd, Wellesley, MA 02482

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Bobby Morgenstern Gibson Sotheby's International Realty

  • /42

    $3,595,000

    Pending
    • 6 Beds
    • 5 Baths
    • 6,525 Sq Ft

    151 Oakland St, Wellesley Hills, MA 02481

    Exquisite renovation of this distinctive property blends historic architectural character with sophisticated luxury living. Set on picturesque grounds with beautiful views of gardens, patios, the historic barn, golf course, and skyline vistas. Gracious, light-filled interiors feature hardwood floors, fireplaces, architectural detail, and beautiful views throughout. The sunny kitchen opens to a

    The Wilson Group Compass

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

    $2,525,000

    Sold Apr 07, 2026

    71 Westgate Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 2.5 Baths
    • 2,726 Sq Ft
    • Built 1959

    Last Sold Summary

    • 15% Above List Price
    • $926/SF
    • 4 Days On Market

    Current Estimated Value $2,448,997

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    71 Westgate Rd, Wellesley Hills, MA 02481
    • /36

      Est $3,113,047

      Not Listed For Sale

      35 Halsey Ave, Wellesley, MA 02482

      • 4 Beds
      • 4.5 Baths
      • 4,920 Sq Ft
      • Built 2011
      35 Halsey Ave, Wellesley, MA 02482

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Dan Li Keller Williams Realty

  • /42

    $2,995,000

    $500K PRICE DROP Pending
    • 5 Beds
    • 4.5 Baths
    • 4,936 Sq Ft

    7 Massasoit Rd, Wellesley Hills, MA 02481

    Crafted in 2022 by one of Wellesley's most coveted builders, this stunning 5-bedroom Colonial sits in one of Wellesley's most sought-after pockets, east of Weston and north of Route 9, quiet and tucked away yet minutes to highway access, close to top schools, playgrounds, and nature walks. Thoughtfully designed living space boasts exquisite finishings throughout. The chef's kitchen with gas

    Donna Scott Group Coldwell Banker Realty - Wellesley

    7 Massasoit Rd, Wellesley Hills, MA 02481
  • /4

    $9,275,000

    Sold Jul 07, 2026

    52 Valley Rd, Wellesley Hills, MA 02481

    • 7 Beds
    • 9 Baths
    • 11,124 Sq Ft
    • Built 2025

    Last Sold Summary

    • $834/SF
    • 63 Days On Market

    Current Estimated Value $6,718,276

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    52 Valley Rd, Wellesley Hills, MA 02481
    • /42

      Est $991,969

      Not Listed For Sale

      838 Worcester St, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,380 Sq Ft
      • Built 1920
      838 Worcester St, Wellesley, MA 02482

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Andrew Stuckey Keep It Realty, LLC

Showing Results 241 - 280, Page 7 of 18

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