Wellesley, MA Homes

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  /17

  $1,875,000 Sold Jun 19, 2025

  • 3,217 Sq Ft
  • $583/SF
  • 12 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1928

  81 Garden Rd, Wellesley Hills, MA 02481

  Nestled in one of Wellesley’s most coveted neighborhoods, this classic 1920’s brick Tudor offers timeless architecture and endless potential. With 9 rooms including 5 bedrooms—one conveniently located on the first floor and perfect for a home office or guest suite—this home is full of flexible living space and character. The kitchen has been thoughtfully updated with granite countertops,

  Betsy Kessler Rutledge Properties

  81 Garden Rd, Wellesley Hills, MA 02481
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  /15

  Est $5,871,531 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 4,193 Sq Ft

  177 Hampshire Rd, Wellesley Hills, MA 02481

  177 Hampshire Rd, Wellesley Hills, MA 02481
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  /40

  $2,900,000 Sold Jun 16, 2025

  • 3,740 Sq Ft
  • $775/SF
  • 1 Day On Market

  • 5 Beds
  • 4 Baths
  • Built 2007

  22 Oakencroft Rd, Wellesley, MA 02482

  On a peaceful cul-de-sac in coveted College Heights, this stunning five-bedroom Colonial is a masterpiece of light, space, & thoughtful design. Sun-drenched interiors highlight soaring ceilings & intricate architectural details. Welcoming foyer leads to a beautifully crafted layout where every space invites connection & inspiration. The chef’s kitchen featuring custom cabinetry, island & ss

  Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

  22 Oakencroft Rd, Wellesley, MA 02482
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  /41

  Est $6,182,389 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 7,800 Sq Ft

  28 Sturbridge Rd, Wellesley Hills, MA 02481

  28 Sturbridge Rd, Wellesley Hills, MA 02481
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  /31

  $1,350,000 Sold Jun 16, 2025

  • 2,354 Sq Ft
  • $573/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1875

  3 Bobolink Rd, Wellesley Hills, MA 02481

  This stylish farmhouse blends classic charm with modern updates in a sought after Wellesley neighborhood. The bright kitchen opens to a spacious family room, with a mudroom, bright living room with built-ins, dining room, first-floor bedroom, and full updated bath. Upstairs, the private primary suite includes a spacious en-suite bath, plus two bedrooms and another full updated bath. Enjoy a

  Elke Cardella Compass

  3 Bobolink Rd, Wellesley Hills, MA 02481
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  /36

  Est $2,677,743 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,687 Sq Ft

  30 Stanford Rd, Wellesley Hills, MA 02481

  30 Stanford Rd, Wellesley Hills, MA 02481
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  /36

  $3,585,000 Sold Jun 16, 2025

  • 5,317 Sq Ft
  • $674/SF
  • 4 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2013

  24 Jackson Rd, Wellesley Hills, MA 02481

  Welcome to this stunning, like-new 6-bedroom colonial, where exceptional craftsmanship and thoughtful design shine throughout. The open-concept layout features fireplaced living and family rooms, a formal dining room with a Butler’s Pantry, and gourmet kitchen with a center island, spacious dining area, and walk-in pantry. The luxurious fireplaced primary suite boasts two walk-in closets,

  Betsy Kessler Rutledge Properties

  24 Jackson Rd, Wellesley Hills, MA 02481
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  /42

  Est $4,516,579 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 6,383 Sq Ft

  111 Livingston Rd, Wellesley, MA 02482

  111 Livingston Rd, Wellesley, MA 02482
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  /39

  $2,255,000 Sold Jun 16, 2025

  • 3,350 Sq Ft
  • $673/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  86 Whittier Rd, Wellesley Hills, MA 02481

  Welcome to 86 Whittier, ideally located on .5 acres at the end of a cul-de-sac in the sought-after Poet’s neighborhood! This charming center-entrance colonial is nestled among mature trees and beautiful homes. Upon entry, the spacious foyer and nearly 9-foot ceilings enhance the open feel of the main level. The formal living room with a fireplace flows into the dining room. The kitchen offers

  Bell Petrini Group Coldwell Banker Realty - Boston

  86 Whittier Rd, Wellesley Hills, MA 02481
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  /23

  Est $3,279,610 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,125 Sq Ft

  11 Winding River Cir, Wellesley, MA 02482

  11 Winding River Cir, Wellesley, MA 02482
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  /14

  $1,040,000 Sold Jun 13, 2025

  • 2,032 Sq Ft
  • $512/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  16 Edgemoor Cir Unit 16, Wellesley, MA 02482

  Located in the highly-rated Wellesley school district, this 3 bedroom, 2.5 bath home built in 2003 is on the market! A bonus room provides a flexible option of an additional living room, office, or bedroom. Another bonus area in the basement serves as an opportunity for living space. Granite counters, hardwood floors, and plush carpeted stairs throughout. Attached 1-car garage. 0.3 mile walk to

  Jessie Chan Primary Homes Realty LLC

  16 Edgemoor Cir Unit 16, Wellesley, MA 02482
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  /24

  Est $3,959,847 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,669 Sq Ft

  198 Winding River Rd, Wellesley, MA 02482

  198 Winding River Rd, Wellesley, MA 02482
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  /21

  $2,795,000 Sold Jun 13, 2025

  • 3,924 Sq Ft
  • $712/SF
  • 6 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2022

  34 Bay View Rd, Wellesley, MA 02482

  Lifestyle by the WATER. Nestled in a peaceful neighborhood with breathtaking views and access of Morses Pond, this exceptional home offers a rare blend of privacy, luxury, and natural beauty, just minutes from Wellesley Center. At the heart of the home, a bright open-concept living, dining, and kitchen area features floor-to-ceiling glass doors and oversized windows that frame serene pond views.

  Ying Sun Compass

  34 Bay View Rd, Wellesley, MA 02482
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  /25

  Est $2,908,906 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,916 Sq Ft

  20 Dover Rd, Wellesley, MA 02482

  20 Dover Rd, Wellesley, MA 02482
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  /30

  $2,140,000 Sold Jun 12, 2025

  • 2,778 Sq Ft
  • $770/SF
  • 4 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1904

  23 Howe St, Wellesley, MA 02482

  Beautifully renovated Farmhouse Colonial located in the heart of College Heights welcomes you with an inviting wrap around front porch and offers a perfect blend of original architecture and modern design. This spacious home exudes warmth and charm featuring 5 bedrooms and 3.5 baths, providing comfort and style at every turn. Open flexible floor plan, sun splashed rooms and soaring ceilings

  The Shulkin Wilk Group Compass

  23 Howe St, Wellesley, MA 02482
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  /42

  Est $3,510,942 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 4,960 Sq Ft

  16 Upland Rd, Wellesley, MA 02482

  16 Upland Rd, Wellesley, MA 02482
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  /4

  $5,495,000 Sold Jun 11, 2025

  • 7,417 Sq Ft
  • $741/SF
  • 3 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 2025

  18 Old Colony Rd, Wellesley Hills, MA 02481

  Discover the opportunity of a lifetime nestled in the prestigious Cliff Estates - a to be built Colonial merging architectural excellence w/ modern luxury. This inviting home will feature spacious rooms adorned w/ elegant white oak floors, custom cabinetry & built-ins. The expansive 1st floor will be an entertainer’s dream, boasting a stunning kitchen/family room combo & formal dining & living

  Prudence Hay Rutledge Properties

  18 Old Colony Rd, Wellesley Hills, MA 02481
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  /30

  Est $1,123,980 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  64 Linden St, Wellesley, MA 02482

  64 Linden St, Wellesley, MA 02482
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  /4

  $2,211,302 Sold Jun 10, 2025

  • 3,503 Sq Ft
  • $631/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  53 Prospect St, Wellesley Hills, MA 02481

  Absolutely gorgeous new construction that will meet all of your expectations. This home boasts an open floor plan and exquisite finishes. Meal prep will be a joy in the wonderful kitchen, complete with a large island, separate pantry and plenty of cabinets. It is adjacent to the mudroom with its cubbies and direct access to the garage, ideal for bringing the groceries home. Enjoy open sight

  Lynn Cohen Team Impressa LLC

  53 Prospect St, Wellesley Hills, MA 02481
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  /23

  Est $1,500,817 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft

  25 Curve St, Wellesley, MA 02482

  25 Curve St, Wellesley, MA 02482
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  /27

  $1,680,000 Sold Jun 09, 2025

  • 2,028 Sq Ft
  • $828/SF
  • 22 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1941

  7 Madison Rd, Wellesley Hills, MA 02481

  The most delightful home! Surprise 5 bedroom cape colonial tucked away in wonderful neighborhood near Fiske School. The interior is absolutely brimming with beautiful natural light, hardwood floors, lovely white kitchen, updated baths, and charming details. A spacious fireplaced LR open to DR and the sunny eat-in kitchen with inviting family space which will charm you with its efficient set up,

  Christine Lawrence Rutledge Properties

  7 Madison Rd, Wellesley Hills, MA 02481
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  /30

  Est $2,052,069 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,941 Sq Ft

  95 Crest Rd, Wellesley, MA 02482

  95 Crest Rd, Wellesley, MA 02482
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  /33

  $1,568,000 Sold Jun 06, 2025

  • 1,564 Sq Ft
  • $1,003/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  85 Grove St Unit 408, Wellesley, MA 02482

  This is the unit at Wellesley Green you've been waiting for! Comfortable, serene, & stylish, this top-floor corner unit in Lincoln West presents a range of special features designed for refined, easy living. Picturesque views from every window bring nature to you! Nine-foot ceilings—exclusive to penthouse units—complement the views, adding to the sense of spaciousness. Custom built-ins &

  Shari Goldin Gibson Sotheby's International Realty

  85 Grove St Unit 408, Wellesley, MA 02482
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  /26

  Est $1,707,482 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,476 Sq Ft

  97 Crest Rd, Wellesley, MA 02482

  97 Crest Rd, Wellesley, MA 02482
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  /36

  $1,020,000 Sold Jun 06, 2025

  • 1,518 Sq Ft
  • $672/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1908

  13 Fells Rd, Wellesley, MA 02482

  Nestled in the heart of one of Wellesley's most desirable neighborhoods, this property offers a prime opportunity for remodelers, builders, or those seeking to construct their ideal home. This elevated, flat lot encompassing approximately one-quarter acre currently features a quaint three-bedroom, one-and-a-half bathroom house with approximately 1,500 square feet of living space and a detached

  Jeffrey Holden Coldwell Banker Realty - Newton

  13 Fells Rd, Wellesley, MA 02482
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  /23

  Est $2,234,387 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,365 Sq Ft

  76 Crest Rd, Wellesley, MA 02482

  76 Crest Rd, Wellesley, MA 02482
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  /18

  $1,625,000 Sold Jun 06, 2025

  • 2,452 Sq Ft
  • $663/SF
  • 5 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1928

  112 Wellesley Ave, Wellesley Hills, MA 02481

  Move right into this beautifully maintained & thoughtfully updated 4-bedroom colonial in a prime Wellesley location, just moments from Wellesley Center, WHS, Brook Path, and top shopping & dining. Elegant enhancements include a stunning white rhino marble fireplace with a custom wood surround, wainscoting, and designer wallpaper in the dining room, plus updated pendant and chandelier lighting.

  Jenna Levin Coldwell Banker Realty - Wellesley

  112 Wellesley Ave, Wellesley Hills, MA 02481
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  /4

  Est $3,312,817 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,095 Sq Ft

  68 Crest Rd, Wellesley, MA 02482

  68 Crest Rd, Wellesley, MA 02482
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  /36

  $2,364,500 Sold May 30, 2025

  • 3,401 Sq Ft
  • $695/SF
  • 31 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1924

  8 Hampden St, Wellesley, MA 02482

  This beautifully renovated 1920's Colonial, located in the coveted Dana Hall area, offers a blend of classic charm and modern updates. Renovated just 3 years ago, the home features a large fenced-in yard and lovely patio. The open floor plan offers sun-filled rooms, high ceilings, hardwood floors, a marble gas fireplace surround, moldings, and a spacious foyer. The first floor includes a gracious

  Paige Yates Coldwell Banker Realty - Weston

  8 Hampden St, Wellesley, MA 02482
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  /36

  Est $3,008,839 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  20 Summit Rd, Wellesley, MA 02482

  20 Summit Rd, Wellesley, MA 02482
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  /35

  $4,985,000 Sold May 30, 2025

  • 7,886 Sq Ft
  • $632/SF
  • 174 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2024

  51 Radcliffe Rd, Wellesley, MA 02482

  Gorgeous New Construction Colonial in coveted Dana Hall neighborhood. Fantastic layout & finely appointed throughout, this home has it all. It boasts 10ft ceilings on 1st fl, white oak flooring, coffered & shiplap ceilings, custom cabinetry & high-end appliances w/ elegant designer details. The sun-splashed Kitchen/Dining/Family Room flows seamlessly together, a real show stopper! The inviting

  Patricia Bradley Rutledge Properties

  51 Radcliffe Rd, Wellesley, MA 02482
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  /28

  Est $1,817,666 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,142 Sq Ft

  11 Oakencroft Rd, Wellesley, MA 02482

  11 Oakencroft Rd, Wellesley, MA 02482
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  /23

  $2,100,000 Sold May 29, 2025

  • 1,414 Sq Ft
  • $1,485/SF
  • 9 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  100 Linden St Unit 203, Wellesley, MA 02482

  Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom residence is meticulously designed to maximize both style and function featuring open

  Janice Dumont JD Advisors, Inc

  100 Linden St Unit 203, Wellesley, MA 02482
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  /23

  Est $3,073,503 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,398 Sq Ft

  14 Oakencroft Rd, Wellesley, MA 02482

  14 Oakencroft Rd, Wellesley, MA 02482
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  /42

  $2,388,000 Sold May 29, 2025

  • 3,866 Sq Ft
  • $618/SF
  • 8 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2016

  1 Lafayette Cir, Wellesley, MA 02482

  Move right in to this beautiful updated colonial built in 2016 with exceptional finish work & immaculately maintained. Enter to a stunning living room with coffered ceilings that flows seamlessly to sun filled dining room with bay window, wainscoting plus wet bar & wine fridge perfect for entertaining. Enjoy the fabulous chef kitchen with stainless appliances, quartz counters plus fireplaced

  Melissa Dailey Coldwell Banker Realty - Wellesley

  1 Lafayette Cir, Wellesley, MA 02482
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  /19

  Est $1,606,857 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,911 Sq Ft

  7 Summit Rd, Wellesley, MA 02482

  7 Summit Rd, Wellesley, MA 02482
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  /41

  $6,390,000 Sold May 29, 2025

  • 8,211 Sq Ft
  • $778/SF
  • 84 Days On Market

  • 6 Beds
  • 10 Baths
  • Built 2013

  55 Old Farm Rd, Wellesley, MA 02481

  Can be shown off market. Rarely available Wellesley Farms on .75 acres abutting conservation land. Stately colonial built w/ meticulous consideration to detail. Chef's dream kitchen has two center islands, top of the line appliances & beautiful cabinetry opens to large family room with built-ins. Formal dining /butlers pantry and large living room with firepalce all perfect for entertaining.

  Melissa Dailey Coldwell Banker Realty - Wellesley

  55 Old Farm Rd, Wellesley, MA 02481
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  /24

  Est $2,577,079 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,871 Sq Ft

  3 High Meadow Cir, Wellesley, MA 02482

  3 High Meadow Cir, Wellesley, MA 02482
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  /17

  $2,303,000 Sold May 29, 2025

  • 4,270 Sq Ft
  • $539/SF
  • 91 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  67 Overbrook Dr, Wellesley, MA 02482

  This nearly finished, beautifully designed home offers modern living at its finest, with buyer able to select finishing touches. Ample storage is a key feature, including a walk-in pantry, a mud room with custom built-ins, and abundant closet space. The family room, centered around a striking fireplace, is flooded with natural light, creating an inviting atmosphere. The primary suite is a true

  Sara Dalicandro Coldwell Banker Realty - Newton

  67 Overbrook Dr, Wellesley, MA 02482
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  /17

  Est $1,718,056 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft

  36 Summit Rd, Wellesley, MA 02482

  36 Summit Rd, Wellesley, MA 02482

Showing Results 441 - 480, Page 12 of 18