9,699

Wellesley, MA Homes

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  • /38

    $2,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,850 Sq Ft

    3 Macarthur Rd, Wellesley, MA 02482

    Located in Wellesley’s highly desirable Generals neighborhood, this distinguished Colonial welcomes you with an elegant foyer, spectacular three-story staircase, and beautiful hardwood floors throughout. The thoughtfully designed floor plan features five bedrooms, three full baths, one half bath, and a convenient second-floor laundry room. At the heart of the home is a spacious open-concept

    Cynthia Hatch William Raveis R.E. & Home Services

    3 Macarthur Rd, Wellesley, MA 02482
  • /26

    $16,999 Per Month

    • 6 Beds
    • 5 Baths
    • 5,220 Sq Ft
    • House for Rent

    28 Maurice Rd, Wellesley, MA 02482

    Available on 12/1! Enjoy condo-like living with furniture, ground maintenance and snow removal (over 3") included. This gorgeously built colonial offers 6 bedrooms, and 5 full bathroom with rich architecture and professionally landscaped yard. It conveniently situated minutes away from Sprague Elementary School and Wellesley Middle School, Wellesley downtown, Wellesley Commuter Rail Station, and

    HyRoad Partners Team HyRoad Realty, LLC

    28 Maurice Rd, Wellesley, MA 02482
  • /2

    $14,750,000

    Sold Sep 30, 2025

    184 Cliff Rd, Wellesley Hills, MA 02481

    • 6 Beds
    • 8 Baths
    • 14,663 Sq Ft
    • Built 2014

    Last Sold Summary

    • 6% Below List Price
    • $1,006/SF
    • 16 Days On Market

    Current Estimated Value $10,487,567

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    184 Cliff Rd, Wellesley Hills, MA 02481
    • /17

      Est $2,333,824

      Not Listed For Sale

      67 Overbrook Dr, Wellesley, MA 02482

      • 5 Beds
      • 4.5 Baths
      • 4,270 Sq Ft
      • Built 2024
      67 Overbrook Dr, Wellesley, MA 02482

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Sara Dalicandro Coldwell Banker Realty - Newton

  • /40

    $2,795,000

    Open Sun 12PM - 1:30PM
    • 4 Beds
    • 3.5 Baths
    • 3,725 Sq Ft

    8 Tennyson Rd, Wellesley Hills, MA 02481

    Located in one of Wellesley’s most sought-after neighborhoods, this handsome 1924 Colonial offers the timeless character of its era paired with an exceptional floor plan and outdoor spaces that are truly special. From the moment you arrive, the original architectural details and craftsmanship are evident, giving the home a warmth and sense of character that is increasingly difficult to find. The

    Donahue Maley & Burns Team Compass

    8 Tennyson Rd, Wellesley Hills, MA 02481
  • /11

    $7,400 Per Month

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    49 Cottonwood Rd, Wellesley, MA 02482

    Gorgeous single-family residence in one of the nicer areas of Wellesley. Close to Whole Foods and Linden Square! Recently renovated, with 4 bedrooms & 4 full bathrooms. Its prime location speaks volumes, located just steps from public schooling and parks; this home has clearly defined living and dining spaces. Enormous family room addition with cathedral ceilings that lead out to a beautiful deck

    Ryan Drowne Coldwell Banker Realty - Boston

    49 Cottonwood Rd, Wellesley, MA 02482
  • /29

    $2,480,000

    Sold Aug 14, 2026

    10 Kirkland Cir, Wellesley Hills, MA 02481

    • 4 Beds
    • 3.5 Baths
    • 3,610 Sq Ft
    • Built 1936

    Last Sold Summary

    • 4% Above List Price
    • $687/SF
    • 5 Days On Market

    Current Estimated Value $2,334,907

    Last Listing Agent Beyond Boston Properties Group Compass

    10 Kirkland Cir, Wellesley Hills, MA 02481
    • /30

      Est $2,171,982

      Not Listed For Sale

      46 Overbrook Dr, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 3,726 Sq Ft
      • Built 2021
      46 Overbrook Dr, Wellesley, MA 02482

      Last Sold Summary

      • 23 Days On Market

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

  • /42

    $2,545,000

    Open Sat 11AM - 12:30PM
    • 5 Beds
    • 3.5 Baths
    • 4,086 Sq Ft

    21 Elmwood Rd, Wellesley Hills, MA 02481

    Bates Elementary is on this street. Start there, then walk the half acre. Level, fenced and private, reworked in 2020 under a landscape architect's plan with a new fieldstone wall, walkways on both sides, irrigation, underground water management and a driveway rebuilt to hold nine cars. The house is a 1940 colonial that was expanded and re-skinned the same year by Duckham Architecture and

    Declan O'Toole SelectRE Boston

    21 Elmwood Rd, Wellesley Hills, MA 02481
  • /23

    $6,000 Per Month

    • 4 Beds
    • 2 Baths
    • 2,079 Sq Ft
    • House for Rent

    11 Springdale Ave, Wellesley Hills, MA 02481

    Updated Single Family home in ideal Wellesley location. Tucked away on a quiet street just moments from the Farms train station, Warren Park, and Lower Falls restaurants, this charming home sits on a beautiful, private lot. The main level features an open-concept kitchen, dining area, and family room with a gas fireplace, all opening onto a deck overlooking the picturesque backyard—perfect for

    Bridget McHugh CJL Rentals & Property Management Co., Inc.

    11 Springdale Ave, Wellesley Hills, MA 02481
  • /42

    $3,135,000

    Sold Nov 05, 2025

    38 Fuller Brook Rd, Wellesley, MA 02482

    • 6 Beds
    • 5.5 Baths
    • 5,991 Sq Ft
    • Built 2000

    Last Sold Summary

    • 5% Below List Price
    • $523/SF
    • 7 Days On Market

    Current Estimated Value $3,101,710

    Last Listing Agent Donahue Maley & Burns Team Compass

    38 Fuller Brook Rd, Wellesley, MA 02482
    • /42

      Est $1,899,207

      Not Listed For Sale

      30 Overbrook Dr, Wellesley, MA 02482

      • 5 Beds
      • 2.5 Baths
      • 3,022 Sq Ft
      • Built 1890
      30 Overbrook Dr, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Gene Hashkes William Raveis R.E. & Home Services

  • /35

    $4,999,000

    • 3 Beds
    • 2.5 Baths
    • 2,357 Sq Ft

    580 Washington St Unit 406, Wellesley, MA 02482

    A truly rare opportunity to own a custom-designed, elegantly appointed three-bedroom penthouse condominium at The Belclare, in the heart of Wellesley Square. Bathed in natural light, this exceptional residence features a private terrace spanning the entire unit, offering sweeping views of Wellesley Center and an idyllic setting for outdoor entertaining, dining, or simply enjoying the beautiful

    Jean Piazza Gibson Sotheby's International Realty

    580 Washington St Unit 406, Wellesley, MA 02482
  • /21

    $4,750 Per Month

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Apartment for Rent

    440 Washington St Unit 1, Wellesley Hills, MA 02481

    Available now! Beautifully renovated first-floor residence in a well-maintained two-family home located in the heart of Wellesley. This bright and spacious unit features hardwood flooring throughout, central heating and air conditioning, a modern kitchen with granite countertops, and an open layout connecting the kitchen to the family room. Step outside to a generous private deck overlooking a

    Jessica (Lin) Wu JW Real Estate Services, LLC

    440 Washington St Unit 1, Wellesley Hills, MA 02481
  • /19

    $1,608,010

    Sold Dec 02, 2025

    23 Cottonwood Rd, Wellesley, MA 02482

    • 4 Beds
    • 3 Baths
    • 2,396 Sq Ft
    • Built 1960

    Last Sold Summary

    • 15% Above List Price
    • $671/SF
    • 2 Days On Market

    Current Estimated Value $1,602,032

    Last Listing Agent Donahue Maley & Burns Team Compass

    23 Cottonwood Rd, Wellesley, MA 02482
    • /42

      Est $2,283,916

      Not Listed For Sale

      125 Manor Ave, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 3,885 Sq Ft
      • Built 2005
      125 Manor Ave, Wellesley, MA 02482

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Kris Lippi Get Listed Realty, LLC

  • /23

    $1,300,000

    $95K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    30R Morses Pond Rd, Wellesley, MA 02482

    Lovely Cottage on Morses Pond with stunning waterfront views, it's as if you are on a vacation everyday. Extensively renovated & thoughtfully reimagined to showcase the natural beauty of its surroundings with an easy open concept design. The 1st floor's spacious living room has a fireplace & built-ins that flow seamlessly to a timeless white shaker cabinetry kitchen w/SS appliances, marble &

    Patricia Bradley Rutledge Properties

    30R Morses Pond Rd, Wellesley, MA 02482
  • /40

    $11,500 Per Month

    • 4 Beds
    • 5 Baths
    • 3,828 Sq Ft
    • House for Rent

    99 Pond Rd, Wellesley, MA 02482

    A truly exceptional offering, this private estate is one of Wellesley's most remarkable properties. Set on more than 10 breathtaking acres overlooking Lake Waban, this historic residence dating to 1732 offers an extraordinary combination of privacy, natural beauty, and timeless New England charm that is rarely available. With nearly 4,000 square feet of living space, the residence features a

    Eleanor Bright Berkshire Hathaway HomeServices Commonwealth Real Estate

    99 Pond Rd, Wellesley, MA 02482
  • /21

    $5,100,000

    Sold Jul 23, 2026

    10 Clark Rd, Wellesley Hills, MA 02481

    • 6 Beds
    • 8 Baths
    • 6,148 Sq Ft
    • Built 1927

    Last Sold Summary

    • 2% Above List Price
    • $830/SF
    • 8 Days On Market

    Current Estimated Value $4,885,816

    Last Listing Agent Michael Harper Coldwell Banker Realty - Boston

    10 Clark Rd, Wellesley Hills, MA 02481
    • /42

      Est $1,524,926

      Not Listed For Sale

      106 Edgemoor Ave, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 2,936 Sq Ft
      • Built 2016
      106 Edgemoor Ave, Wellesley, MA 02482

      Last Sold Summary

      • 17 Days On Market

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

  • /30

    $6,250,000

    $2M PRICE DROP
    • 8 Beds
    • 9 Baths
    • 9,662 Sq Ft

    200 Pond Rd, Wellesley, MA 02482

    Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

    Meghan Sutherland MGS Group Real Estate LTD - Wellesley

    200 Pond Rd, Wellesley, MA 02482
  • /23

    $17,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,408 Sq Ft
    • House for Rent

    86 Parker Rd, Wellesley, MA 02482

    Experience luxury living in this like-new fully furnished single-family home, ideally situated on a beautifully landscaped oversized lot with a private fenced backyard in one of Wellesley's most sought-after neighborhoods. Filled with natural light, this exceptional home showcases Craftsman-inspired details, premium finishes, and an open-concept layout designed for comfortable everyday living and

    JULIE CREMIN William Raveis R.E. & Home Services

    86 Parker Rd, Wellesley, MA 02482
  • /2

    $2,895,000

    Sold Nov 17, 2025

    28 Wall St, Wellesley Hills, MA 02481

    • 5 Beds
    • 4.5 Baths
    • 3,706 Sq Ft
    • Built 1941

    Last Sold Summary

    • $781/SF
    • 2 Days On Market

    Current Estimated Value $2,776,624

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

    28 Wall St, Wellesley Hills, MA 02481
    • /15

      Est $1,697,488

      Not Listed For Sale

      90 Edgemoor Ave, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,659 Sq Ft
      • Built 1970
      90 Edgemoor Ave, Wellesley, MA 02482

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent The Shulkin Wilk Group Compass

  • /4

    $3,395,000

    • 5 Beds
    • 4.5 Baths
    • 5,200 Sq Ft

    12 Mellon Rd, Wellesley, MA 02482

    Exceptional new construction in one of Wellesley’s most beloved neighborhoods, set on an oversized .43-acre lot abutting the newly built Hardy Elementary School. Thoughtfully designed for modern living, this beautifully crafted five-bedroom, four-and-a-half-bath residence blends timeless architectural character with sophisticated finishes and a light-filled, highly functional floor plan. The main

    Beyond Boston Properties Group Compass

    12 Mellon Rd, Wellesley, MA 02482
  • /22

    $5,500 Per Month

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Apartment for Rent

    12 Eaton Ct Unit 2, Wellesley Hills, MA 02481

    Beautifully renovated two-level residence spanning the second and third floors of a well-maintained duplex in a highly desirable Wellesley location. The main level features hardwood flooring throughout, 2 bedrooms, a well-proportioned living room, and a renovated kitchen with granite countertop and stainless steel appliances, plus a newly updated full bathroom. Upstairs, you will find a spacious

    Je Lee Premier Realty Group

    12 Eaton Ct Unit 2, Wellesley Hills, MA 02481
  • /40

    $1,511,000

    Sold Sep 22, 2026

    81 Seaver St, Wellesley Hills, MA 02481

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $720/SF
    • 9 Days On Market

    Current Estimated Value $1,434,710

    Last Listing Agent Alex Langos Coldwell Banker Realty - Cambridge

    81 Seaver St, Wellesley Hills, MA 02481
    • /42

      Est $1,947,632

      Not Listed For Sale

      112 Woodside Ave, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,856 Sq Ft
      • Built 1995
      112 Woodside Ave, Wellesley, MA 02482

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Anita Lin Coldwell Banker Realty - Lexington

  • /38

    $3,600,000

    $200K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 6,289 Sq Ft

    23 Bellevue Rd, Wellesley, MA 02481

    Recently renovated expansive Cape with over 6200 sq ft of living space on three floors. Beautifully landscaped ½ acre lot in the very desirable and prestigious Peirce Estates. Generously proportioned living, dining, and family rooms, first floor Library/Office, updated eat in kitchen, renovated marble baths and optional first floor main suite. Total 5 Bedrooms, 3 full and 3 half baths. Crystal

    Ritu Chawla Coldwell Banker Realty - Wellesley

    23 Bellevue Rd, Wellesley, MA 02481
  • /14

    $4,100 Per Month

    • 2 Beds
    • 2 Baths
    • 883 Sq Ft
    • Apartment for Rent

    680 Worcester St Unit 205, Wellesley, MA 02482

    Beautifully designed 2-bedroom apartment in newly built building featuring an open-concept kitchen and family room. This light-filled space offers two bedroom, two full bathrooms with in unit laundry, modern finishes and effortless living in prime location.

    Elizabeth Derenzo J. Derenzo & Associates, LLC

    680 Worcester St Unit 205, Wellesley, MA 02482
  • /24

    $1,320,000

    Sold Jun 30, 2026

    85 Grove St Unit 306, Wellesley, MA 02482

    • 2 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $864/SF
    • 69 Days On Market

    Current Estimated Value $1,309,897

    Last Listing Agent Meghan Sutherland MGS Group Real Estate LTD - Wellesley

    85 Grove St Unit 306, Wellesley, MA 02482
    • /15

      Est $1,412,612

      Not Listed For Sale

      20 Morses Pond Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 2,242 Sq Ft
      • Built 1913
      20 Morses Pond Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christine Norcross William Raveis R.E. & Home Services

  • /41

    $3,295,000

    • 5 Beds
    • 3.5 Baths
    • 4,585 Sq Ft

    41 Longmeadow Rd, Wellesley, MA 02482

    Enjoy the beauty and serenity of the picturesque Longmeadow setting in this stunning Colonial! Offering an exceptional open-concept layout, streaming with natural light & thoughtfully designed, renovated & expanded for today’s modern living- this home has it all! The expansive gathering spaces seamlessly connect the chef’s kitchen, sun-filled family room & elegant dining areas, creating the

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    41 Longmeadow Rd, Wellesley, MA 02482
  • /8

    $3,200 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    243 Walnut St, Wellesley Hills, MA 02481

    Nestled in a highly desirable Wellesley Hills neighborhood, this beautifully maintained townhouse offers bright, cozy living with unbeatable convenience. The thoughtful multi-level layout features 2 bedrooms, 1.5 bathrooms, and a versatile den that is ideal for a home office with gleaming hardwood floors. Enjoy your mornings on the private, intimate deck and the added convenience of 2-car

    Rachel Leung Thread Real Estate, LLC

    243 Walnut St, Wellesley Hills, MA 02481
  • /39

    $2,795,000

    Sold Jun 30, 2026

    25 Longmeadow Rd, Wellesley, MA 02482

    • 5 Beds
    • 4.5 Baths
    • 4,582 Sq Ft
    • Built 1899

    Last Sold Summary

    • 17% Below List Price
    • $610/SF
    • 70 Days On Market

    Current Estimated Value $3,005,846

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

    25 Longmeadow Rd, Wellesley, MA 02482
    • /42

      Est $1,905,939

      Not Listed For Sale

      64 Shore Rd, Wellesley, MA 02482

      • 6 Beds
      • 5 Baths
      • 4,102 Sq Ft
      • Built 1928
      64 Shore Rd, Wellesley, MA 02482

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Ryan Cook William Raveis R.E. & Home Services

  • /13

    $1,695,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 3.5 Baths
    • 2,490 Sq Ft

    24 Cliff Rd, Wellesley Hills, MA 02481

    Set on nearly half an acre on sought-after Cliff Road, this three-bedroom home offers the ease of one-level living with room to gather, work, and entertain. A welcoming living room and formal dining room lead to the kitchen and a spacious family room that opens to the patio. A separate office, private primary suite, and two additional bedrooms complete the main level. Downstairs, a recreation

    Donna Scott Group Coldwell Banker Realty - Wellesley

    24 Cliff Rd, Wellesley Hills, MA 02481
  • /10

    $4,650 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    39 Twitchell St Unit R, Wellesley, MA 02482

    Charming 2-Bedroom, 1-Bath on a Quiet Street — Walk to Schools, Train & Downtown Tucked away on a quiet street, this welcoming 2-bedroom, 1-bath guest house combines comfort, charm, and an incredible convenience in one location. The home sits on a large yard that offers plenty of space to relax, play, garden, or simply enjoy the outdoors.Inside, you’ll find a bright and easy-flowing layout with a

    Kristen Dibella Boom Realty

    39 Twitchell St Unit R, Wellesley, MA 02482
  • /5

    $2,800,000

    Sold Jan 27, 2026

    35 Albion Rd, Wellesley Hills, MA 02481

    • Land
    • 34,848 Sq Ft
    • $3,500,000 per Acre

    Last Sold Summary

    • 25% Below List Price
    • 187 Days On Market

    Current Estimated Value $3,141,982

    Last Listing Agent Christine Lawrence Rutledge Properties

    35 Albion Rd, Wellesley Hills, MA 02481
    • /16

      Est $1,759,130

      Not Listed For Sale

      46 Leewood Rd, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,500 Sq Ft
      • Built 1936
      46 Leewood Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Moira Lown Coldwell Banker Realty - Wellesley

Showing Results 41 - 80, Page 2 of 18

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