Wellesley, MA Homes

/39
$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
/34
$3,465,900 Sold Aug 11, 2025
- 2,260 Sq Ft
- $1,534/SF
- 20 Days On Market
- 2 Beds
- 3 Baths
- Built 2024
100 Linden St Unit 301, Wellesley, MA 02482

Designer Model Home Now Open by Appointment at Terrazza. New Luxury Condominium homes in the heart of Wellesley offering spacious, contemporary interiors, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This 2 Bedroom plus Den residence is meticulously designed to maximize both style and

Janice Dumont JD Advisors, Inc

100 Linden St Unit 301, Wellesley, MA 02482

/31
Est $2,377,401 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,152 Sq Ft
1 Richland Rd, Wellesley Hills, MA 02481

1 Richland Rd, Wellesley Hills, MA 02481

/41
$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
/37
$5,400,000 Sold Aug 11, 2025
- 7,817 Sq Ft
- $691/SF
- 42 Days On Market
- 6 Beds
- 7 Baths
- Built 1925
15 Sumner Rd, Wellesley Hills, MA 02481

Rarely available colonial w/ immaculate grounds in prestigious Country Club location! Incredible renovation by esteemed architect, interior designer & builder featured in Traditional Home Magazine. Over 7800 sq ft of finished space in this 6 bedroom home on 4 floors. Elegant crown moulding throughout. High end plumbing fixtures, door & cabinet hardware, cabinetry, lighting & finishes gives this

Melissa Dailey Coldwell Banker Realty - Wellesley

15 Sumner Rd, Wellesley Hills, MA 02481

/38
Est $3,134,695 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,516 Sq Ft
41 Chesterton Rd, Wellesley Hills, MA 02481

41 Chesterton Rd, Wellesley Hills, MA 02481

/37
$7,850,000
- 7 Beds
- 10 Baths
- 15,481 Sq Ft
187 Grove St, Wellesley, MA 02482

Stately English Country Estate in Dana Hall Neighborhood on 1.2 acre private oasis. One of Boston’s top architects designed an incredible addition to this home which blends the old & new seamlessly. The woodwork details in every room provide old world charm and character that cannot be replicated while all the systems are up-to-date incl. elevator to all flrs. 21⁄2-story foyer w/ lrg entertaining

Melissa Dailey Coldwell Banker Realty - Wellesley

187 Grove St, Wellesley, MA 02482
/42
$1,400,000 Sold Aug 08, 2025
- 2,936 Sq Ft
- $477/SF
- 17 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2016
106 Edgemoor Ave, Wellesley, MA 02482

This beautiful 2016 farmhouse colonial blends timeless charm with contemporary luxury. Casually elegant, it features an open-concept, eat-in chef’s kitchen with an oversized quartz island, high-end stainless steel appliances and hardwood floors throughout—perfect for everyday living. The bright and stylish living room with a fireplace is filled with natural light while the dining area is

Debi Benoit William Raveis R.E. & Home Services

106 Edgemoor Ave, Wellesley, MA 02482

/36
Est $3,237,545 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,781 Sq Ft
34 Chesterton Rd, Wellesley Hills, MA 02481

34 Chesterton Rd, Wellesley Hills, MA 02481

/42
$6,995,000 Open Sat 11AM - 1PM
- 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
/35
$3,300,000 Sold Aug 08, 2025
- 4,897 Sq Ft
- $674/SF
- 4 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1920
1 Fletcher Rd, Wellesley Hills, MA 02481

Quintessential Wellesley Colonial in the coveted Country Club neighborhood offers a harmonious blend of historic elegance and modern comfort. With all the charming details intact, this center entrance colonial has been expanded and updated. Elegant thru hall to Kitchen/family room with formal dining and living room in front. Bright sunlit eat-in kitchen flows into a spacious family room with

Christine Lawrence Rutledge Properties

1 Fletcher Rd, Wellesley Hills, MA 02481

/34
Est $1,703,149 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,076 Sq Ft
447 Weston Rd, Wellesley, MA 02482

447 Weston Rd, Wellesley, MA 02482

/30
$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
/3
$2,800,000 Sold Aug 08, 2025
- 5,310 Sq Ft
- $527/SF
- 98 Days On Market
- 5 Beds
- 5 Baths
- Built 1930
27 Boulevard Rd, Wellesley Hills, MA 02481

New Construction and ideally located, this one-of-a-kind modern farmhouse blends thoughtful design with everyday comfort. Just minutes from the Wellesley Farms commuter rail, the Riverside green line, Route 95, and the Mass Pike, it offers both convenience and charm. Inside, three floors of well-planned living space flow effortlessly from one to the next. The sleek, open-concept kitchen features

Diane Marcoux Coldwell Banker Realty - Wellesley

27 Boulevard Rd, Wellesley Hills, MA 02481

/27
Est $1,419,487 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,654 Sq Ft
432 Weston Rd, Wellesley, MA 02482

432 Weston Rd, Wellesley, MA 02482

/35
$4,495,000 Open Sun 1PM - 2PM
- 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
/18
$1,280,000 Sold Aug 07, 2025
- 1,650 Sq Ft
- $776/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
1 Bow St, Wellesley Hills, MA 02481

Sparkling 3-bedroom, 2-bath home freshly updated and thoughtfully designed, offers comfort, style, and modern conveniences. Sun filled living room w/gas fireplace. The open-concept kitchen/dining features Caesar stone quartz countertops, a farmhouse sink, stylish backsplash & stainless steel appliances. Easy, one-level living with all bedrooms and a bathroom on the main floor. There is a

Patricia Bradley Rutledge Properties

1 Bow St, Wellesley Hills, MA 02481

/36
Est $2,924,574 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,913 Sq Ft
12 Parker Rd, Wellesley, MA 02482

12 Parker Rd, Wellesley, MA 02482

/42
$4,999,000 Pending
- 6 Beds
- 6.5 Baths
- 7,029 Sq Ft
36 Oakridge Rd, Wellesley Hills, MA 02481

Discover impeccable craftsmanship at 36 Oakridge Rd, ideally situated in the highly sought-after Cliff Estates neighborhood. Valuable upgrades and advanced technology are featured throughout this beautifully designed home. These include motorized Lutron shades, a Savant home automation system, integrated audio with Sonus Faber speakers, and Ketra lighting with programmable controllers to

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

36 Oakridge Rd, Wellesley Hills, MA 02481
/35
$2,200,000 Sold Aug 07, 2025
- 3,200 Sq Ft
- $688/SF
- 1 Day On Market
- 4 Beds
- 2.5 Baths
- Built 1938
9 Lafayette Cir, Wellesley, MA 02482

OPEN HOUSE CANCELLED OFFER ACCEPTED Impeccable sun-filled Colonial on a quaint cul de sac steps away from the new Hardy Elementary School and convenient to town, train, and Morses Pond. Chef’s kitchen and family room are a 1st floor highlight, opening onto the private brick patio and fenced backyard with stone wall and mature landscaping. A fireplaced living room with built-ins, elegant

Elke Cardella Compass

9 Lafayette Cir, Wellesley, MA 02482

/20
Est $1,470,081 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,925 Sq Ft
3 Claflin Rd, Wellesley, MA 02482

3 Claflin Rd, Wellesley, MA 02482

/26
$1,350,000 Pending
- 6 Beds
- 3 Baths
- 2,667 Sq Ft
25 Columbia St, Wellesley Hills, MA 02481

Tucked along a quiet, tree-lined street near the banks of the Charles River, 25 Columbia Street is a rare and dignified offering—a living heirloom in one of Wellesley’s most scenic and accessible areas. This circa 1790 Colonial is one of the town’s oldest surviving residences. Lovingly curated by its current owners, the home balances timeless charm with modern comforts. Inside, you'll find a

Donahue Maley & Burns Team Compass

25 Columbia St, Wellesley Hills, MA 02481
/26
$2,380,000 Sold Aug 05, 2025
- 4,133 Sq Ft
- $576/SF
- 16 Days On Market
- 4 Beds
- 3 Baths
- Built 1966
73 Greylock Rd, Wellesley Hills, MA 02481

A New Price for a Rare Opportunity in Peirce 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

/31
Est $2,629,134 Not Listed For Sale
- 4 Beds
- 6 Baths
- 4,843 Sq Ft
9 Claflin Rd, Wellesley, MA 02482

9 Claflin Rd, Wellesley, MA 02482

/34
$6,199,000 Pending
- 6 Beds
- 7 Baths
- 7,400 Sq Ft
7 Mountview Rd, Wellesley Hills, MA 02481

Ready to Welcome you Home! Stunning New Construction Colonial w everything on your wish list. Exceptional sunny and private backyard - check! Quiet cul de sac - check! Prestigious Cliff Estates location - check! 10’ ceilings - check! GAS heat, cooking, and fireplaces - check! Open concept kitchen, family room, breakfast room - check! Beautiful formal rooms - check! Ensuite baths - check! Rec room

Christine Lawrence Rutledge Properties

7 Mountview Rd, Wellesley Hills, MA 02481
/28
$2,500,000 Sold Aug 05, 2025
- 3,690 Sq Ft
- $678/SF
- 18 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1950
81 Hampshire Rd, Wellesley Hills, MA 02481

Welcome to this classic colonial in Cliff Estates! This lovely center entrance colonial checks all the boxes. It has an updated kitchen with an oversized island and dining nook, a generous family room just off the kitchen, formal dining room with corner cabinet and wainscoting, front to back living room with wood burning fireplace that opens to screened in porch overlooking the backyard. Upstairs

Donahue Maley & Burns Team Compass

81 Hampshire Rd, Wellesley Hills, MA 02481

/28
Est $2,086,513 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,552 Sq Ft
5 Durant Rd, Wellesley, MA 02482

5 Durant Rd, Wellesley, MA 02482

/6
$1,490,550 Pending
- 2 Beds
- 2 Baths
- 1,569 Sq Ft
16 Stearns Rd Unit 104, Wellesley, MA 02482

Beautifully crafted, the 24 condominiums at The Albion feature luxury living spaces with open floor plans, high-end finishes, and bordering green spaces. The Albion is the ultimate mix of contemporary design, and modern amenities, and is set in a prime location near Linden Square in Wellesley. This two-bedroom residence features 9’ high ceilings, hardwood floors, quartz countertops, in-unit

Kennedy Lynch Gold Team Hammond Residential Real Estate

16 Stearns Rd Unit 104, Wellesley, MA 02482
/25
$1,560,000 Sold Aug 04, 2025
- 2,054 Sq Ft
- $759/SF
- 16 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1920
145 Grove St, Wellesley, MA 02482

Welcome to this unique and inviting 4-bedroom, 2.5-bath Colonial nestled in the heart of Wellesley’s coveted Dana Hall neighborhood. Brimming with character and period details, this property offers high ceilings, sun-filled spaces and timeless charm. The home flows seamlessly with a gracious foyer, fireplaced living room and family room just off the eat-in-kitchen. Amazing yard with entertaining

Betsy Kessler Rutledge Properties

145 Grove St, Wellesley, MA 02482

/38
Est $2,397,605 Not Listed For Sale
- 5 Beds
- 5 Baths
- 4,345 Sq Ft
3 Bryn Mawr Rd, Wellesley, MA 02482

3 Bryn Mawr Rd, Wellesley, MA 02482

/39
$1,149,900 Pending
- 3 Beds
- 2 Baths
- 1,913 Sq Ft
9 Stonecleve Rd, Wellesley, MA 02482

Stunning waterfront property w/ amazing views & water access. Breathtaking sunsets, kayaking, canoeing & swimming, adorable ducks & swans are all yours to enjoy at this fantastic property on Morses Pond. You will fall in love w/ the picture windows overlooking the water & rebuilt double-decker porches; making it a breeze to enjoy pond life. Granite counter kitchen w/ ss appliances, induction

Vesta Real Estate Group Vesta Real Estate Group, Inc.

9 Stonecleve Rd, Wellesley, MA 02482
/41
$5,600,000 Sold Aug 04, 2025
- 7,391 Sq Ft
- $758/SF
- 38 Days On Market
- 6 Beds
- 7 Baths
- Built 2000
1 Old Farm Rd, Wellesley Hills, MA 02481

Experience unparalleled luxury in this stunning, custom built estate, gracefully sited on over an acre of park-like grounds in the coveted enclave of Wellesley Farms. Designed with timeless elegance and masterful craftsmanship, this 6 bedroom, 4 bath residence features soaring ceilings, a luminous open floor plan, and exquisite architectural detail throughout. A grand foyer introduces formal

Debi Benoit William Raveis R.E. & Home Services

1 Old Farm Rd, Wellesley Hills, MA 02481

/23
Est $1,286,779 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,729 Sq Ft
401 Weston Rd, Wellesley, MA 02482

401 Weston Rd, Wellesley, MA 02482

/18
$1,995,000 Pending
- 5 Beds
- 5 Baths
- 2,614 Sq Ft
8 Old Town Rd, Wellesley Hills, MA 02481

Welcome to this Wellesley Farms Colonial, brimming with charm and maintained in excellent condition. Spacious dining and living rooms greet you on the first floor, flanked by an updated kitchen and bright sun room, respectively. In addition to the large primary and two additional bedrooms, the second floor boasts charming built-in bookshelves and a cozy office overlooking the front yard. Fourth

Brian McMahon Rutledge Properties

8 Old Town Rd, Wellesley Hills, MA 02481
/42
$3,300,000 Sold Aug 01, 2025
- 4,200 Sq Ft
- $786/SF
- 3 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2017
69 Forest St, Wellesley Hills, MA 02481

Welcome to this stunning Gambrel Colonial in the desirable Country Club neighborhood! This home features an expansive front porch that gets beautiful morning sun. Enter through a gracious double foyer, with a spacious living room/study and formal dining room flanking the sides. The recently upgraded eat-in kitchen boasts a large island, Viking appliances, and a wet bar, flowing into a cozy family

Bell Petrini Group Coldwell Banker Realty - Boston

69 Forest St, Wellesley Hills, MA 02481

/21
Est $1,860,679 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,804 Sq Ft
22 Cavanaugh Rd, Wellesley Hills, MA 02481

22 Cavanaugh Rd, Wellesley Hills, MA 02481

/35
$1,998,000 Pending
- 2 Beds
- 2 Baths
- 1,378 Sq Ft
100 Linden St Unit 105, Wellesley, MA 02482

RARE OPPORTUNITY... sophisticated & contemporary design w/priv balcony. 2-bed 2-bath residence meticulously cared for by owners who live in MA for 6 mos/yr. Wolf/Sub-Zero appliances, LG W&D, white cabinetry, honed granite countertops, porcelain tile backsplash. New wood floors: Villa Borghese Aged French Oak. Open living, 9’ ceilings, gas f/p, floor to ceiling windows offering an abundance of

Mary Beth Canova JD Advisors, Inc

100 Linden St Unit 105, Wellesley, MA 02482
/29
$1,155,000 Sold Aug 01, 2025
- 2,304 Sq Ft
- $501/SF
- 84 Days On Market
- 3 Beds
- 2 Baths
- Built 1887
3 Rockland St, Wellesley Hills, MA 02481

This charming 3-bedroom, 2 full bathroom home effortlessly combines modern elegance with timeless appeal. Recently renovated, it has brand-new windows, new roof bathroom, updated kitchen, and a newly finished walk-out basement which offers versatile space, perfect for a family room or play area. The updated kitchen, featuring sleek countertops and new cabinets and oven opens up to a deck great

Allison David Poirier Coldwell Banker Realty - Wellesley

3 Rockland St, Wellesley Hills, MA 02481

/42
Est $2,819,083 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 6,436 Sq Ft
23 Louis Dr, Wellesley Hills, MA 02481

23 Louis Dr, Wellesley Hills, MA 02481

/24
$2,350,000 Pending
- 4 Beds
- 3.5 Baths
- 3,524 Sq Ft
50 Upson Rd, Wellesley, MA 02482

Nestled in Wellesley’s most upbeat neighborhood, this architect built residence offers elegant lifestyle within a vibrant community. Upon entry the flow of natural light, flawless floor plan, & master craftsmanship provides a seamless blend of comfort & practicality. 1st floor incl. a spacious living room w/ box beam ceilings, holiday sized formal dining room, stunning gourmet eat-in kitchen w/

The Shulkin Wilk Group Compass

50 Upson Rd, Wellesley, MA 02482

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