Wellesley, MA Homes for Sale

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  $3,445,000

  • 6 Beds
  • 4.5 Baths
  • 4,424 Sq Ft

  209 Bristol Rd, Wellesley Hills, MA 02481

  Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025 renovation and expansion of a classic New England Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware.

  Elisabeth Preis Compass

  209 Bristol Rd, Wellesley Hills, MA 02481
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  /40

  $5,895,000

  • 6 Beds
  • 8 Baths
  • 9,848 Sq Ft

  182 Winding River Rd, Wellesley, MA 02482

  Custom home on the Charles River. Incredible views of the river and conservation land beyond plus a dock for kayaks, paddleboards & small electric boats! 2006 new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for entertaining. NEWLY renovated white kitchen w/ center island,

  Melissa Dailey Coldwell Banker Realty - Wellesley

  182 Winding River Rd, Wellesley, MA 02482
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  $2,499,000

  • 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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  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 2,664 Sq Ft

  2 Longfellow Rd, Wellesley Hills, MA 02481

  Welcome to 2 Longfellow Road, this move-in ready gem is an exceptional opportunity to enjoy Wellesley living at its best. The newly renovated kitchen is the heart of the home, featuring white cabinetry, quartz countertops, and stainless steel appliances. With seamless flow into the dining room and direct access to the deck and private grounds, this space is perfect for entertaining family and

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  2 Longfellow Rd, Wellesley Hills, MA 02481
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  $5,495,000

  • 5 Beds
  • 8 Baths
  • 7,720 Sq Ft

  3 Ravine Rd, Wellesley Hills, MA 02481

  Nestled in the heart of coveted Wellesley Farms, this chic sun-filled brick colonial seamlessly blends timeless elegance with modern comfort. Set on a beautifully landscaped private lot, the home welcomes with classic curb appeal and a gracious entry. Sunlight pours into the well-appointed formal living and dining rooms, creating inviting spaces ideal for entertaining. The thoughtful layout flows

  The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  3 Ravine Rd, Wellesley Hills, MA 02481
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  /25

  $3,375,000

  • 3 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  148 Weston Rd Unit 207, Wellesley, MA 02482

  The Bristol sets a new standard for elite concierge condominium living, offering discerning residents a rare blend of sophistication, style, and ease located in the heart of Wellesley. These thoughtfully designed residences showcase a truly carefree lifestyle, combining modern design with the charm of Wellesley offering a sophisticated lifestyle just moments from the vibrant town center. Inside,

  Debi Benoit William Raveis R.E. & Home Services

  148 Weston Rd Unit 207, Wellesley, MA 02482
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  $2,495,000

  • 8 Beds
  • 6 Baths
  • 5,559 Sq Ft

  9 Hampden St, Wellesley, MA 02482

  Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally

  Jill Boudreau eXp Realty

  9 Hampden St, Wellesley, MA 02482
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  $2,150,000

  • 5 Beds
  • 4.5 Baths
  • 4,043 Sq Ft

  78 Hunnewell St, Wellesley Hills, MA 02481

  Your dream home awaits! This beautiful, 2013-built colonial sits on over half an acre abutting Sudbury Path and offers an expansive, timeless layout with 3 levels of living. The first floor features a dramatic entryway, front-to-back formal living & dining spaces, half bath, and a chef’s kitchen with breakfast nook that opens to a gracious step-down family room with gas fireplace – all

  Fleet Homes Group Keller Williams Realty

  78 Hunnewell St, Wellesley Hills, MA 02481
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  $5,675,000

  • 6 Beds
  • 9 Baths
  • 9,036 Sq Ft

  12 Winding River Cir, Wellesley, MA 02482

  Welcome to 12 Winding River Circle. Move right in! This stunning retreat is set on nearly three acres along the picturesque Charles River. Renovated and designed by renowned architect Patrick Ahearn, this exquisite home seamlessly blends timeless elegance with modern luxury. This residence, tucked on a cul-de-sac, offers over 7700 square feet of beautifully designed living space. Sun-filled

  Debi Benoit William Raveis R.E. & Home Services

  12 Winding River Cir, Wellesley, MA 02482
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  /22

  $5,395,000 Open Sat 11AM - 12:30PM

  • 6 Beds
  • 7 Baths
  • 7,287 Sq Ft

  99 Old Colony Rd, Wellesley Hills, MA 02481

  Custom built by high-end builder, this Cliff Estates masterpiece fuses timeless and classic design with the newer systems and finishes found in a young home to create a truly unique offering. Nestled on over a half acre of park like grounds & with wonderful curb appeal, there is over 7200 square feet of luxurious living spaces. Upon entry into the grand foyer, you sense the soaring 10' ceilings,

  The Shulkin Wilk Group Compass

  99 Old Colony Rd, Wellesley Hills, MA 02481
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  $2,550,000

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

  93 Seaver St, Wellesley, MA 02481

  Incredible value for luxury new construction in the Hunnewell school district. Ideally located close to Wellesley Center + just minutes from the High School, this 5 bed, 5 bath Colonial impresses with its luxurious finishes, soaring ceilings and abundant natural light. The 1st floor offers a chef’s kitchen w/stainless appliances, walk-in pantry, quartz countertops and white cabinetry w/white oak

  Beyond Boston Properties Group Compass

  93 Seaver St, Wellesley, MA 02481
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  $1,999,000

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

  25 Shaw Rd, Wellesley Hills, MA 02481

  Welcome to where luxury meets modern living in this stunning new construction home. Designed with a unique transitional aesthetic, this 5-bedroom, 4.5-bathroom residence offers an impeccable blend of timeless elegance and contemporary flair. Step inside to find a spacious open-concept layout, highlighted by a gourmet kitchen featuring high-end appliances, custom cabinetry, and an oversized island

  Vanessa Duguerre Coldwell Banker Realty - Easton

  25 Shaw Rd, Wellesley Hills, MA 02481
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  $5,499,995

  • 6 Beds
  • 7.5 Baths
  • 9,494 Sq Ft

  33 Royalston Rd, Wellesley, MA 02481

  Welcome to 33 Royalston Road! A rare standout in the neighborhood, this newly constructed home offers four levels of luxury living with top-tier finishes and flexible spaces. The main floor features two dramatic living areas: a fireplace accompanied family room and a stunning great room with cathedral ceilings, custom trim, oversized windows, a wet bar, and access to a covered patio. The chef’s

  George Sariego Boston One Realty Group Inc

  33 Royalston Rd, Wellesley, MA 02481
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  $3,895,000

  • 5 Beds
  • 5.5 Baths
  • 5,833 Sq Ft

  12 Bird Hill Ave, Wellesley, MA 02481

  One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand

  Donahue Maley & Burns Team Compass

  12 Bird Hill Ave, Wellesley, MA 02481
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  $1,190,000 Open Sat 11AM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,521 Sq Ft

  6 Oakland Cir, Wellesley Hills, MA 02481

  Welcome to this amazing single family situated on over 10,000 square foot flat landscaped lot. This charming property offers amenities and picturesque views, featuring an open concept design, the home boasts natural light and spacious living area. The kitchen featuring granite counters and stainless steel appliances. Tiled bathrooms. Fresh paint, refinished hardwood floors and new light fixtures

  Henry Lee Patriot International Realty

  6 Oakland Cir, Wellesley Hills, MA 02481
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  $925,000

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft

  12 Russell Rd Unit 405, Wellesley, MA 02482

  Luxury top-floor living in Wellesley’s premier 55+ community! This pristine 2-bed, 2-bath condo offers soaring ceilings exclusive to the 4th floor, oversized windows, hardwood floors, crown molding, and a private balcony. The spacious open layout features a granite kitchen with maple cabinetry, stainless appliances, pantry, and in-unit laundry. Two sunlit primary suite includes a large walk-in

  Catherine Bassick Douglas Elliman Real Estate - Park Plaza

  12 Russell Rd Unit 405, Wellesley, MA 02482
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  $4,495,000 New Construction

  • 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
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  /5

  $3,250,000

  • Land
  • 0.8 Acre
  • $4,062,500 per Acre

  35 Albion Rd, Wellesley Hills, MA 02481

  COMPELLING BUILDING LOT in the heart of exclusive Cliff Estates! Bring your dreams and ideas and get started on designing and building your custom home at one of the finest addresses in Wellesley. At the corner of Woodcliff Rd and Albion Rd, this oversized 34,750 sq ft lot is ready to go! Prior home has been demolished and removed. Water, sewer, electricity, gas in street. No waiting on demo

  Christine Lawrence Rutledge Properties

  35 Albion Rd, Wellesley Hills, MA 02481
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  $1,295,000

  • 4 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  6 Willow St, Wellesley, MA 02481

  A delightfully charming Cape style home with a versatile floor plan on a large, level yard filled with mature plantings for privacy. The first floor offers an open floor plan with great flow to two separate living areas, both with fireplaces, as well as a dining room and bedroom/office with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless appliances, an

  Frank Celeste Gibson Sotheby's International Realty

  6 Willow St, Wellesley, MA 02481
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  $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
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  $6,995,000

  • 6 Beds
  • 10 Baths
  • 10,090 Sq Ft

  121 Livingston Rd, Wellesley, MA 02482

  Imagine walking through the front door & suddenly being immersed in nature in all its glory. With breathtaking, sweeping views of the Charles River this extraordinary Colonial has all the space you need for everyday living & relaxing. Majestically sited on 1.69 acres this home has it all! Gracious double foyer flanked by formal living & dining rooms sets the stage for elegant entertaining.

  The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  121 Livingston Rd, Wellesley, MA 02482
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  /42

  $2,995,000

  • 6 Beds
  • 6 Baths
  • 5,806 Sq Ft

  42 Edmunds Rd, Wellesley Hills, MA 02481

  Welcome home to this spacious and elegant colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple options for home office spaces. Five bedrooms (including primary suite) are located on the second

  Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

  42 Edmunds Rd, Wellesley Hills, MA 02481
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  $7,995,000

  • 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

Showing Results 41 - 63, Page 2 of 2