Wellesley, MA Homes

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  /42

  $4,295,000

  • 6 Beds
  • 7.5 Baths
  • 7,240 Sq Ft

  85 Monadnock Rd, Wellesley Hills, MA 02481

  Welcome to this inviting and thoughtfully designed home in the Pierce Estates neighborhood of Wellesley. With generous living areas and well-planned spaces throughout, this property is ideal for both everyday life and entertaining.As you step inside, you're welcomed by a striking two-story foyer that sets the stage for the rest of the home. The main level includes a quiet home office, perfect for

  Alina Wang Coldwell Banker Realty - Lexington

  85 Monadnock Rd, Wellesley Hills, MA 02481
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  /37

  $2,906 - $19,936 per month

  The Nines

  Studio-3 Beds

  40 William St, Wellesley, MA 02481

  The Nines is a premier residential community redefining luxury living. Located conveniently near major routes like I-95 and I-90, as well as the MBTA Commuter Rail, it offers excellent city connectivity. With 350 elegantly designed apartment homes featuring high-end finishes and modern amenities, residents enjoy a lifestyle of comfort and exclusivity. The community's prime location between

  40 William St, Wellesley, MA 02481
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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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  /36

  Est $1,515,496 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,096 Sq Ft

  4 High Ledge Ave, Wellesley, MA 02482

  4 High Ledge Ave, Wellesley, MA 02482
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  /38

  $2,495,000

  • 4 Beds
  • 6 Baths
  • 4,442 Sq Ft

  116 Glen Rd, Wellesley Hills, MA 02481

  Stately 1930's Brick Colonial majestically sited on over an acre of land overlooking Wight's Pond in coveted Wellesley Farms. This "Grande Dame" exudes the old-world Character and timeless grandeur of its time. High ceilings, elegant proportions and rich architectural detail present an exceptional opportunity to restore, renovate or recreate! 10rooms, 4 bedrooms, 3 full and 2 half baths, boasting

  Susan Sullivan Coldwell Banker Realty - Wellesley

  116 Glen Rd, Wellesley Hills, MA 02481
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  /26

  $8,250 per month

  • 5 Beds
  • 3.5 Baths
  • 3,351 Sq Ft
  • House for Rent

  18 Tappan Rd, Wellesley, MA 02482

  Classic 10 room Colonial in excellent, convenient neighborhood with 5 bedrooms and 3.5 updated baths, recently renovated and situated on a quiet dead-end street near the Fuller Brook Path. Walking distance from Wellesley Square and Hunnewell School. The chef’s kitchen with new cabinets and granite counters, center island, accessing a quiet family room, living room and dining room and bath

  Royall Switzler Switzler REALTORS®

  18 Tappan 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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  /37

  Est $2,567,805 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,950 Sq Ft

  268 Grove St, Wellesley, MA 02482

  268 Grove St, Wellesley, MA 02482
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  /33

  $2,599,000

  • 4 Beds
  • 4 Baths
  • 4,304 Sq Ft

  98 Great Plain Ave, Wellesley, MA 02482

  Step into 98 Great Plain Avenue—a newly transformed residence where modern sophistication meets classic appeal. Flooded with natural light, this exceptional home features soaring ceilings and a thoughtfully designed open-concept layout tailored to contemporary living. Rich hardwood floors and premium finishes define every inch of the interior, creating a refined yet welcoming ambiance. The chef’s

  Prudence Hay Rutledge Properties

  98 Great Plain Ave, Wellesley, MA 02482
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  /62

  $3,940 - $4,408 per month

  Hastings Village

  2 Beds

  66 Hastings St, Wellesley, MA 02481

  Wellesley, Massachusetts is home to suburban Boston’s luxury rental community, Hastings Village.The 52 two-bedroom, two-bath contemporary residences have been designed to address the particular demands of today’s renter…Location, Luxury, Lifestyle.Hastings Village enjoys an idyllic location abutting the Wellesley Town Forest Trail, Longfellow Pond Park, and is only minutes to Wellesley’s vibrant

  66 Hastings St, Wellesley, MA 02481
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  /42

  $2,225,000 Sold Jun 12, 2025

  • 3,045 Sq Ft
  • $731/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1940

  30 Audubon Rd, Wellesley Hills, MA 02481

  Located in the coveted Cliff Estates, this well-maintained 4-bed, 2.5-bath home presents a rare opportunity to live in one of Wellesley’s most desirable tree-lined neighborhoods. First floor offers warm & inviting living spaces, including two fireplaces—one of which is double-sided, connecting living room & office. Chef’s kitchen features an exquisite concrete countertop, 48” Wolf cooktop w/6

  O & C Homes Team William Raveis R.E. & Home Services

  30 Audubon Rd, Wellesley Hills, MA 02481
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  /40

  Est $5,199,348 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 9,260 Sq Ft

  60 Abbott Rd, Wellesley Hills, MA 02481

  60 Abbott Rd, Wellesley Hills, MA 02481
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  /26

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 4,133 Sq Ft

  73 Greylock Rd, Wellesley Hills, MA 02481

  A New Price for a Rare Opportunity in Pierce Estates. This stately oversized Cape offers 4 beds with first floor primary suite and 3 full baths. Generous room sizes with gorgeous windows throughout the first floor. Pristine hardwoods in most rooms and lovely screened porch leading to a peaceful back yard. A treasure !

  Mary Beth Grimm Coldwell Banker Realty - Wellesley

  73 Greylock Rd, Wellesley Hills, MA 02481
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  /26

  $8,500 per month

  • 5 Beds
  • 3.5 Baths
  • 3,574 Sq Ft
  • House for Rent

  22 Leighton Rd, Wellesley, MA 02482

  Beautiful center-entrance colonial located in the Dana Hall neighborhood, just a short walk to Wellesley Center, the train, shops, restaurants, and Wellesley College. The updated kitchen opens to a breakfast or sitting area, creating a comfortable everyday space. High ceilings and classic details add charm to the spacious living and dining rooms. Enjoy quiet time in the bright solarium or relax

  Lin Shi Phoenix Real Estate

  22 Leighton 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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  /34

  Est $4,967,397 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,748 Sq Ft

  19 Longmeadow Rd, Wellesley, MA 02482

  19 Longmeadow Rd, Wellesley, MA 02482
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  /38

  $3,249,000

  • 5 Beds
  • 5.5 Baths
  • 4,886 Sq Ft

  19 Northgate Rd, Wellesley Hills, MA 02481

  Incredible new construction by one of Wellesley's premier builders! The perfect location & floor plan. Large open kitchen with custom cabinets, natural gas cooking and designer lighting opens to family room with fireplace. Living room with picture windows plus private office/study on the first floor. Mudroom with cubbies off of 2 car garage. Main bedroom with spa-like bath & radiant heat floors

  Melissa Dailey Coldwell Banker Realty - Wellesley

  19 Northgate Rd, Wellesley Hills, MA 02481
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  $3,200 - $5,500 per month

  Highland Park

  1-3 Beds

  680 Worcester St, Wellesley, MA 02482

  New construction apartments! 1, 2 & 3 Bedroom options available. Highland Park offers a refined community where sophistication meets modern comfort. Our residences provide an exclusive living experience with only 20 units in the building ensuring an intimate and elegant atmosphere. Light and bright units with 9' ceilings, open concept living, contemporary design with clean lines. The kitchen has

  680 Worcester St, Wellesley, MA 02482
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  /4

  $5,495,000 Pending

  • 5 Beds
  • 8 Baths
  • 7,417 Sq Ft

  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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  /29

  Est $2,033,685 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,442 Sq Ft

  29 Oak St Unit B, Wellesley, MA 02482

  29 Oak St Unit B, Wellesley, MA 02482
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  /42

  $3,959,000

  • 4 Beds
  • 6 Baths
  • 5,349 Sq Ft

  11 Scotch Pine Cir, Wellesley Hills, MA 02481

  Situated on a stunning cul-de-sac with ~1 acre in one of Wellesley’s premier locations, this stately Colonial blends exquisite architectural details with superb contemporary designs. 1st floor features a gourmet kitchen with updated Christopher Peacock custom cabinetry, high-end appliances, expansive central island, and a bright breakfast area with arched doors to the front patio. The two-story

  Wei Wenny Fu Phoenix Real Estate

  11 Scotch Pine Cir, Wellesley Hills, MA 02481
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  /20

  $5,900 per month

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • House for Rent

  63 Russell Rd, Wellesley, MA 02482

  Newly Renovated 3-Bedroom Home for Rent – Move-In Ready!Welcome to your next home! This fully renovated property features 3 spacious bedrooms and 2.5 modern bathrooms. Brand new HVAC and brand-new kitchen comes equipped with all-new appliances, perfect for cooking and entertaining. Enjoy the convenience of a newly finished basement and six dedicated parking spaces. With every detail thoughtfully

  Qian Han JW Real Estate Services, LLC

  63 Russell Rd, 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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  /24

  Est $1,128,320 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  16 Edgemoor Cir, Wellesley, MA 02482

  16 Edgemoor Cir, Wellesley, MA 02482
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  /31

  $3,295,000

  • 5 Beds
  • 4.5 Baths
  • 4,612 Sq Ft

  32 S Woodside Ave, Wellesley, MA 02482

  Luxury new construction near the Weston line offers over 4600 sq ft of refined living on a quiet street near Perrin Park and Overbrook Reservation. Still time for buyers to personalize finishes in this custom home. Features include a chef’s kitchen with Thermador appliances, custom inset cabinetry, oversized island, and walk-in pantry, opening to a sun-filled great room and four-season room. Main

  The Walsh Team And Partners William Raveis R.E. & Home Services

  32 S Woodside Ave, Wellesley, MA 02482
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  /4

  $2,300 per month

  • Studio-1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  66 Church St Unit 3, Wellesley, MA 02482

  Three family house with front porch off the center of Wellesley. Bright and sunny, hardwood floors. Front garden. Designated parking. Trash removal service.

  66 Church St Unit 3, 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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  /29

  Est $1,060,896 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,738 Sq Ft

  10 Edgemoor Cir, Wellesley, MA 02482

  10 Edgemoor Cir, Wellesley, MA 02482
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  /42

  $2,799,000

  • 4 Beds
  • 3.5 Baths
  • 3,433 Sq Ft

  15 Alden Rd, Wellesley Hills, MA 02481

  Introducing a timeless Wellesley treasure making its debut, this center entrance Colonial is rich in detail with 3,400+ SF of an exceptional blend of classic elegance and modern luxury.The kitchen, designed by renowned architect Patrick Ahearn, features honed granite, Sub Zero/Thermador appliances, custom cabinets, a walk-in pantry and an entertainment bar with sink/fridge. A sunlit front-to-back

  Maribeth McCauley Lynch Lamacchia Realty, Inc.

  15 Alden Rd, Wellesley Hills, MA 02481
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  /21

  $4,200 per month

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  2 Marigold Ave, Wellesley, MA 02482

  Top condition 4 bed room, single family, 1.5 bath on the corner of a cul-de- sac. Great location with easy access to Routes 9, 16 & 30. Updated kitchen and baths. Insulated windows Finished basement with large laundry/storage room. Available Now

  Bill Gath Realty Executives Boston West

  2 Marigold Ave, Wellesley, MA 02482
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  /33

  $1,568,000 Sold Jun 06, 2025

  • 1,564 Sq Ft
  • $1003/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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  /23

  Est $1,576,069 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,584 Sq Ft

  19 Edgemoor Ave, Wellesley, MA 02482

  19 Edgemoor Ave, Wellesley, MA 02482
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  /25

  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,712 Sq Ft

  25 Hundreds Cir, Wellesley Hills, MA 02481

  Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid

  Greer Swiston Coldwell Banker Realty - Newton

  25 Hundreds Cir, Wellesley Hills, MA 02481
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  /20

  $2,650 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  312 Washington St Unit 3-1, Wellesley, MA 02481

  This charming 2-bedroom, 1-bathroom apartment offers incredible value in a courtyard setting. Peaceful location with easy access to Babson College, Wellesley College, and downtown Boston. Beautiful hardwood floors that add warmth and character. This pet-friendly apartment warmly welcomes cats and small dogs, ensuring a comfortable home for all. The convenience of nearby I-90 offers seamless

  312 Washington St Unit 3-1, Wellesley, MA 02481
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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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  /37

  Est $2,097,402 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,699 Sq Ft

  51 Overbrook Dr, Wellesley, MA 02482

  51 Overbrook Dr, Wellesley, MA 02482
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  /16

  $2,695,000

  • 4 Beds
  • 2.5 Baths
  • 3,620 Sq Ft

  194 Grove St, Wellesley, MA 02482

  Much admired property set in the heart of the Dana Hall neighborhood. This one of a kind custom built home was crafted with impeccable attention to detail. From the two story foyer to the soaring ceilings, beauty and warmth marry here. An impressive light filled living room boasts a wood burning fireplace, decorative boxed beams and tall windows. There is a stunning wood paneled library, and a

  Teri Adler MGS Group Real Estate LTD - Wellesley

  194 Grove St, Wellesley, MA 02482
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  /21

  $8,100 per month

  • 3 Beds
  • 2.5 Baths
  • 2,836 Sq Ft
  • House for Rent

  36 Leighton Rd, Wellesley, MA 02482

  Charming arts and crafts style home set in the heart of Dana Hall. Just off the Brook Path this wonderful home is a fabulous rental. Spacious and bright, you can't go wrong with the lovely living and dining rooms with classic details. The well designed kitchen has an eat-in area and also ample counter and cabinet space as well as a walk in pantry. The den on the main level is an added bonus space

  Teri Adler MGS Group Real Estate LTD - Wellesley

  36 Leighton Rd, Wellesley, MA 02482
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  /31

  $2,610,000 Sold Jun 02, 2025

  • 3,390 Sq Ft
  • $770/SF
  • 3 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1927

  12 Cypress Rd, Wellesley Hills, MA 02481

  Elegant 10-room brick Colonial Revival-style residence in Old Cliff Estates. This lovely home features a welcoming entryway, a front-to-back living room w/fireplace and adjacent sunroom, dining room with custom built-in cabinets, and a chef’s kitchen with marble and stone countertops with stainless steel appliances including a wine chiller. A sunny family room, a large mudroom, and half bathroom

  Susan Evans Hammond Residential Real Estate

  12 Cypress Rd, Wellesley Hills, MA 02481
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  /42

  Est $1,595,231 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,022 Sq Ft

  30 Overbrook Dr, Wellesley, MA 02482

  30 Overbrook Dr, Wellesley, MA 02482

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