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Wellesley, MA Houses for Sale

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  • 164 Walnut St, Wellesley Hills, MA 02481
    164 Walnut St, Wellesley Hills, MA 02481
    164 Walnut St, Wellesley Hills, MA 02481
    /20

    $1,399,999

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    164 Walnut St, Wellesley Hills, MA 02481

    Welcome to this beautifully updated single-family home located at 164 Walnut Street in Wellesley, Massachusetts. Spanning 1,876 square feet, this charming residence features 3 spacious bedrooms and 2.5 modern bathrooms. As you step inside, you'll be greeted by a bright and inviting floor plan that seamlessly connects the living, dining, and kitchen areas. The recently renovated kitchen boasts

    Agent Photo

    Brody Murphy Novak Group

    Douglas Elliman Real Estate - Park Plaza

    (339) 219-6173

    164 Walnut St, Wellesley Hills, MA 02481
  • 20 Oakland St, Wellesley, MA 02481
    20 Oakland St, Wellesley, MA 02481
    20 Oakland St, Wellesley, MA 02481
    /40

    $3,690,000

    • 6 Beds
    • 7.5 Baths
    • 6,499 Sq Ft

    20 Oakland St, Wellesley, MA 02481

    **ENTRANCE @ 367 WORCESTER STREET** This stunning 6,500 sq ft colonial blends timeless design & modern luxury. Set back from Worcester Street, the home features a dramatic 2-story foyer, white oak floors, soaring ceilings & sunlit open living/dining spaces. Chef’s kitchen w/ Thermador appliances, quartz counters, waterfall island & stylish pendant lighting. Two rear decks connected by a stone

    Michael Tinsley Longwood Residential, LLC

    20 Oakland St, Wellesley, MA 02481
  • 2 Summit Rd, Wellesley, MA 02482
    2 Summit Rd, Wellesley, MA 02482
    2 Summit Rd, Wellesley, MA 02482
    /34

    $2,795,000

    • 4 Beds
    • 4.5 Baths
    • 3,693 Sq Ft

    2 Summit Rd, Wellesley, MA 02482

    History curated with modern simplicity in this newly renovated and expanded home. No surface has been left untouched. Living room, dining room and grand foyer offer elegant modern space. Chef's kitchen includes 48" Sub Zero fridge, 36" Wolf induction range and Bosch dishwasher. Direct access to granite patio and private yard. Half bath, breakfast nook, mudroom and oversized 2 car garage complete

    James Mealey Defining Real Estate

    2 Summit Rd, Wellesley, MA 02482
  • 22 Priscilla Cir, Wellesley Hills, MA 02481
    22 Priscilla Cir, Wellesley Hills, MA 02481
    22 Priscilla Cir, Wellesley Hills, MA 02481
    /38

    $3,695,000

    • 6 Beds
    • 5.5 Baths
    • 5,900 Sq Ft

    22 Priscilla Cir, Wellesley Hills, MA 02481

    Amazing opportunity in Wellesley with this brand new construction by a highly esteemed local builder. Featuring an exquisite design and high-end finishes, this home offers a flexible floor plan to accommodate diverse lifestyle needs. Highlights include an optional first-floor bedroom. 6 Beds, 6 baths, high end finishes, wide plank wood floors, gorgeous millwork and 9 foot ceilings on all three

    Donahue Maley & Burns Team Compass

    22 Priscilla Cir, Wellesley Hills, MA 02481
  • 43 Bristol Rd, Wellesley Hills, MA 02481
    43 Bristol Rd, Wellesley Hills, MA 02481
    43 Bristol Rd, Wellesley Hills, MA 02481
    /42

    $5,450,000

    • 6 Beds
    • 10 Baths
    • 9,116 Sq Ft

    43 Bristol Rd, Wellesley Hills, MA 02481

    Stately brick Colonial in sought after Cliff Estates is beautifully sited on a magnificent private corner lot. The exquisite two story foyer welcomes you into this spectacular property. Elegant living room with fireplace, built-ins and grand dining room with floor to ceiling windows and butler's pantry are perfectly suited for entertaining. Bright chef's kitchen with oversize center island, white

    Debi Benoit William Raveis R.E. & Home Services

    43 Bristol Rd, Wellesley Hills, MA 02481
  • 11 Scotch Pine Cir, Wellesley Hills, MA 02481
    11 Scotch Pine Cir, Wellesley Hills, MA 02481
    11 Scotch Pine Cir, Wellesley Hills, MA 02481
    /42

    $3,889,000

    • 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
  • 25 Hundreds Cir, Wellesley Hills, MA 02481
    25 Hundreds Cir, Wellesley Hills, MA 02481
    25 Hundreds Cir, Wellesley Hills, MA 02481
    /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
  • 200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff Rd, Wellesley Hills, MA 02481
    /33

    $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
  • 32 Twitchell St, Wellesley, MA 02482
    32 Twitchell St, Wellesley, MA 02482
    32 Twitchell St, Wellesley, MA 02482
    /42

    $3,495,000

    • 6 Beds
    • 6 Baths
    • 6,364 Sq Ft

    32 Twitchell St, Wellesley, MA 02482

    This stunning custom-designed home perfectly balances elegance and everyday comfort. It combines all the best features of a home – location, style, luxury, comfort, space, and usability. A distinctive stone turret adds architectural charm, creating a unique circular dining room and a cozy retreat in the spacious primary suite. Sunlight floods the home through generous windows, enhancing its warm

    Hui Zou StartPoint Realty

    32 Twitchell St, Wellesley, MA 02482
  • 365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    /26

    $3,590,000

    • 6 Beds
    • 7 Baths
    • 7,000 Sq Ft

    365 Worcester St, Wellesley, MA 02481

    New Construction 2025! This classic brick-front New England colonial offers the ultimate luxury for all lifestyles. Perched between Washington Street and Worcester Street, this south-facing home is centrally located with access to all Wellesley offers with great commuter access. Dramatic grand entrance with a stunning staircase, huge windows, and an inviting foyer. Seven en-suite bedrooms over

    Erika Welch Rettman Associates

    365 Worcester St, Wellesley, MA 02481
  • 121 Livingston Rd, Wellesley, MA 02482
    121 Livingston Rd, Wellesley, MA 02482
    121 Livingston Rd, Wellesley, MA 02482
    /42

    $7,288,000

    • 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
  • 1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, MA 02481
    /41

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 5,261 Sq Ft

    1 Clock Tower Dr, Wellesley Hills, MA 02481

    Perched on a serene hilltop, this elegant colonial home boasts a stunning facade inspired by the Wellesley Clock Tower. Just minutes from the Issac Sprague Memorial Clock Tower and Elm Park, this sunlit residence features soaring ceilings and oversized windows that bathe the interiors in natural light. The gourmet kitchen, designed for the avid cook, opens to an exquisite breakfast nook with

    Dream Team Dreamega International Realty LLC

    1 Clock Tower Dr, Wellesley Hills, MA 02481
  • 42 Edmunds Rd, Wellesley Hills, MA 02481
    42 Edmunds Rd, Wellesley Hills, MA 02481
    42 Edmunds Rd, Wellesley Hills, MA 02481
    /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 modern 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
  • 93 Seaver St, Wellesley, MA 02481
    93 Seaver St, Wellesley, MA 02481
    93 Seaver St, Wellesley, MA 02481
    /32

    $2,795,000

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

    93 Seaver St, Wellesley, MA 02481

    New Construction at its finest 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, quartz countertops, white cabinetry w/white oak detail, that is open to a dining

    Beyond Boston Properties Group Compass

    93 Seaver St, Wellesley, MA 02481
  • 873 Chestnut St, Waban, MA 02468
    873 Chestnut St, Waban, MA 02468
    873 Chestnut St, Waban, MA 02468
    /7

    $3,995,000

    • 5 Beds
    • 5.5 Baths
    • 6,378 Sq Ft

    873 Chestnut St, Waban, MA 02468

    Exceptional new construction by Arco Design + Build, a highly regarded builder known for exceptional craftsmanship and design.. This over 6,000 SF residence offers refined living with serene pond views and a thoughtfully designed layout across three spacious levels. The main floor features a stunning chef’s kitchen with custom cabinetry, high-end appliances, and a dramatic waterfall island,

    Antonio Khoury Compass

    873 Chestnut St, Waban, MA 02468
  • 7 Rockport Rd, Weston, MA 02493
    7 Rockport Rd, Weston, MA 02493
    7 Rockport Rd, Weston, MA 02493
    /39

    $3,200,000

    • 5 Beds
    • 7 Baths
    • 6,096 Sq Ft

    7 Rockport Rd, Weston, MA 02493

    Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

    Vito Capraro Aluxety

    7 Rockport Rd, Weston, MA 02493
  • 4 Arnold Rd, Wellesley Hills, MA 02481
    4 Arnold Rd, Wellesley Hills, MA 02481
    4 Arnold Rd, Wellesley Hills, MA 02481
    /30

    $1,795,000

    • 4 Beds
    • 2.5 Baths
    • 3,156 Sq Ft

    4 Arnold Rd, Wellesley Hills, MA 02481

    Nestled on a lush .58-acre lot in the prestigious Cliff Estates, this stunning Cape style home seamlessly blends timeless charm with modern updates. Step inside to a spacious, newly renovated kitchen that opens to an elegant dining room and cozy family room adorned with vaulted and beamed ceilings, custom built-ins, and gas fireplace. From the kitchen, enjoy direct access to a mahogany deck

    Jennifer Madden Coldwell Banker Realty - Wellesley

    4 Arnold Rd, Wellesley Hills, MA 02481
  • 847 Worcester St, Wellesley Hills, MA 02481
    847 Worcester St, Wellesley Hills, MA 02481
    847 Worcester St, Wellesley Hills, MA 02481
    /21

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft

    847 Worcester St, Wellesley Hills, MA 02481

    Charming Storybook Colonial featuring three bedrooms and two full baths, set on a tree-lined street with timeless curb appeal. The home showcases a steeply pitched gable roof, distinctive half-timbered detail, and classic shingle siding with white trim. A welcoming entry with decorative lattice windows leads into a warm and inviting interior, perfect for comfortable living and entertaining.

    Susan Bevilacqua Douglas Elliman Real Estate - Wellesley

    847 Worcester St, Wellesley Hills, MA 02481
  • 9 Stonecleve Rd, Wellesley, MA 02482
    9 Stonecleve Rd, Wellesley, MA 02482
    9 Stonecleve Rd, Wellesley, MA 02482
    /40

    $1,299,900

    • 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
  • 14 Sunset Rd, Wellesley, MA 02482
    14 Sunset Rd, Wellesley, MA 02482
    14 Sunset Rd, Wellesley, MA 02482
    /38

    $1,600,000 Open Sun 12:30PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,652 Sq Ft

    14 Sunset Rd, Wellesley, MA 02482

    OPEN HOUSE SUNDAY AUGUST 10, 12:30 TO 2:00 PM * Fall in love with the time-honored look of this captivating English cottage-inspired home in College Heights. Experience the perfect blend of classic detailing and modern luxury in this home nestled in a desirable neighborhood. Conveniently located near Wellesley Center, trains, and trails, it is the perfect balance of accessibility and tranquility.

    John McHugh Coldwell Banker Realty - Wellesley

    14 Sunset Rd, Wellesley, MA 02482
  • 6 Oakland Cir, Wellesley Hills, MA 02481
    6 Oakland Cir, Wellesley Hills, MA 02481
    6 Oakland Cir, Wellesley Hills, MA 02481
    /10

    $1,258,000

    • 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

    Henry Lee Patriot International Realty

    6 Oakland Cir, Wellesley Hills, MA 02481
  • 851 Worcester St, Wellesley Hills, MA 02481
    851 Worcester St, Wellesley Hills, MA 02481
    851 Worcester St, Wellesley Hills, MA 02481
    /34

    $949,900

    • 4 Beds
    • 1.5 Baths
    • 1,932 Sq Ft

    851 Worcester St, Wellesley Hills, MA 02481

    Beautifully preserved and thoughtfully updated colonial, fully renovated in the early 2000's and newer roof, brings the perfect blend of classic New England charm and modern comfort. Boasting an open-concept main floor featuring warm hardwood floors, rustic wood beams, and a spacious flow between the kitchen, dining, and living areas — the perfect space for entertaining, or cozy nights by the

    Tyler Siegal Coldwell Banker Realty - Newton

    851 Worcester St, Wellesley Hills, MA 02481
  • 6 Dunedin Rd, Wellesley Hills, MA 02481
    6 Dunedin Rd, Wellesley Hills, MA 02481
    6 Dunedin Rd, Wellesley Hills, MA 02481
    /33

    $2,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,560 Sq Ft

    6 Dunedin Rd, Wellesley Hills, MA 02481

    This beautifully reimagined home blends timeless charm w modern convenience across four thoughtfully designed floors. The open-concept main level features bright living and dining areas that flow into a gourmet kitchen w premium finishes and a fireplaced family room. The second floor includes a primary suite w spa-like bath and walk-in closet, complemented by two additional bedrooms, a full bath,

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    6 Dunedin Rd, Wellesley Hills, MA 02481
  • 39 Park Ave, Wellesley Hills, MA 02481
    39 Park Ave, Wellesley Hills, MA 02481
    39 Park Ave, Wellesley Hills, MA 02481
    /37

    $1,375,000

    • 3 Beds
    • 1.5 Baths
    • 1,199 Sq Ft

    39 Park Ave, Wellesley Hills, MA 02481

    Location, Location, Location.... This property is located in the most desired Country Club area of Wellesley Hills. The property has been completely renovated and land scaped. Fire places (electric insert with full wooded mantels) are located in the living room and main bedroom. The first floor living room, dining area and kitchen are open and very inviting. From the living room there is a

    Phyllis Black Berkshire Hathaway HomeServices Town and Country Real Estate

    39 Park Ave, Wellesley Hills, MA 02481
  • 6 Willow St, Wellesley, MA 02481
    6 Willow St, Wellesley, MA 02481
    6 Willow St, Wellesley, MA 02481
    /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
  • 187 Grove St, Wellesley, MA 02482
    187 Grove St, Wellesley, MA 02482
    187 Grove St, Wellesley, MA 02482
    /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
  • 7 Bemis Rd, Wellesley Hills, MA 02481
    7 Bemis Rd, Wellesley Hills, MA 02481
    7 Bemis Rd, Wellesley Hills, MA 02481
    /39

    $2,499,900

    • 5 Beds
    • 5.5 Baths
    • 4,550 Sq Ft

    7 Bemis Rd, Wellesley Hills, MA 02481

    Built in 2018 and set on a sun-filled, level lot tucked quietly off the street, this contemporary home offers exceptional privacy with unbeatable convenience, just minutes to Wellesley Hills Station, cafes, Brook Path, and top schools. The thoughtfully designed open layout features a bright kitchen/family room with coffered ceilings, gas fireplace, and top-tier appliances. 5 bedrooms and 4.5

    Dream Team Dreamega International Realty LLC

    7 Bemis Rd, Wellesley Hills, MA 02481
  • 26 Woodridge Rd, Wellesley, MA 02482
    26 Woodridge Rd, Wellesley, MA 02482
    26 Woodridge Rd, Wellesley, MA 02482
    /39

    $1,819,000

    • 4 Beds
    • 2.5 Baths
    • 2,609 Sq Ft

    26 Woodridge Rd, Wellesley, MA 02482

    Welcome to this meticulously maintained home, situated in the sought after Dana Hall neighborhood. The residence boasts numerous recent upgrades including windows, roof, electrical and HVAC systems. Upon entering, striking hardwood floors run throughout as you flow past an office with a stone fireplace, generous living room w/ a 2nd f/p to the stunningly inviting sunroom. The gorgeous kitchen

    Michael Stein Redfin Corp.

    26 Woodridge Rd, Wellesley, MA 02482
  • 367 Worcester St, Wellesley Hills, MA 02481
    367 Worcester St, Wellesley Hills, MA 02481
    367 Worcester St, Wellesley Hills, MA 02481
    /31

    $1,699,000

    • 6 Beds
    • 4.5 Baths
    • 5,989 Sq Ft

    367 Worcester St, Wellesley Hills, MA 02481

    With frontage on Oakland Street, this majestic, historic beauty provides endless possibilities w/high ceilings, lovely details & natural light throughout. The 1st floor features a grand foyer, which flows into a fireplaced living room, elegant dining room & family room/library - ideal for family enjoyment & entertaining. A sweeping, covered porch, just off the living room, overlooks the expansive

    Beyond Boston Properties Group Compass

    367 Worcester St, Wellesley Hills, MA 02481
  • 1 Edmunds Rd, Wellesley Hills, MA 02481
    1 Edmunds Rd, Wellesley Hills, MA 02481
    1 Edmunds Rd, Wellesley Hills, MA 02481
    /42

    $4,500,000

    • 8 Beds
    • 10 Baths
    • 10,388 Sq Ft

    1 Edmunds Rd, Wellesley Hills, MA 02481

    GREAT NEW PRICE! This is a truly remarkable home. Artful combination of opulence with timeless charm sited on .71 acres of parklike grounds. With more than 9,000 sq ft of sophistication it is perfect for both grand gatherings and intimate family moments. This estate has 21 rooms, with 4 levels of living space ready for the discerning homeowner who appreciates both modern luxury and classic

    Bobby Morgenstern Advisors Living - Wellesley

    1 Edmunds Rd, Wellesley Hills, MA 02481
  • 7 Mountview Rd, Wellesley Hills, MA 02481
    7 Mountview Rd, Wellesley Hills, MA 02481
    7 Mountview Rd, Wellesley Hills, MA 02481
    /34

    $6,500,000

    • 6 Beds
    • 7 Baths
    • 7,400 Sq Ft

    7 Mountview Rd, Wellesley Hills, MA 02481

    Stunning New Construction Colonial with an exceptional sunny and private backyard! Rare opportunity to live on a quiet cul de sac in the prestigious Cliff Estates. Finishes almost complete, ready for move in in 30 days! This beautifully designed property features an expansive and open floor plan with 10’ ceilings. Open concept chef's kitchen w high end appliance inc GAS COOKTOP, oversized island,

    Christine Lawrence Rutledge Properties

    7 Mountview Rd, Wellesley Hills, MA 02481
  • 55 Ridge Hill Farm Rd, Wellesley, MA 02482
    55 Ridge Hill Farm Rd, Wellesley, MA 02482
    55 Ridge Hill Farm Rd, Wellesley, MA 02482
    /42

    $6,200,000

    • 5 Beds
    • 8 Baths
    • 8,700 Sq Ft

    55 Ridge Hill Farm Rd, Wellesley, MA 02482

    Situated in the desirable Dana Hall neighborhood, this stunning colonial home has been reimagined into a true oasis. Renovated by Flavin Architects and Ken Vona Construction, this property has been elevated to the highest standards of craftsmanship. The bright two-story foyer greets you with walls of windows which stream sunlight. The quarter-sawn oak floors lead to a formal dining room with

    Debi Benoit William Raveis R.E. & Home Services

    55 Ridge Hill Farm Rd, Wellesley, MA 02482
  • 10 Bird Hill Ave, Wellesley Hills, MA 02481
    10 Bird Hill Ave, Wellesley Hills, MA 02481
    10 Bird Hill Ave, Wellesley Hills, MA 02481
    /9

    $3,895,000

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

    10 Bird Hill Ave, Wellesley Hills, MA 02481

    AUGUST DELIVERY!! The First offering 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

    Donahue Maley & Burns Team Compass

    10 Bird Hill Ave, Wellesley Hills, MA 02481
  • 36 Oakridge Rd, Wellesley Hills, MA 02481
    36 Oakridge Rd, Wellesley Hills, MA 02481
    36 Oakridge Rd, Wellesley Hills, MA 02481
    /41

    $4,999,000

    • 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
  • 12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    /42

    $5,890,000

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

    12 Winding River Cir, Wellesley, MA 02482

    Welcome to 12 Winding River Circle in Wellesley, a stunning private retreat 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
  • 182 Winding River Rd, Wellesley, MA 02482
    182 Winding River Rd, Wellesley, MA 02482
    182 Winding River Rd, Wellesley, MA 02482
    /42

    $5,995,000

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

    182 Winding River Rd, Wellesley, MA 02482

    Enjoy life on the Charles River! Rarely available home that offers full backyard privacy w/ Elm Bank across. Incredible views of the river plus a dock for kayaks, paddleboards & small electric boats! 2006 custom 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

    Melissa Dailey Coldwell Banker Realty - Wellesley

    182 Winding River Rd, Wellesley, MA 02482
  • 3 Sunnyside Ave, Wellesley, MA 02482
    3 Sunnyside Ave, Wellesley, MA 02482
    3 Sunnyside Ave, Wellesley, MA 02482
    /32

    $1,199,999

    • 3 Beds
    • 2.5 Baths
    • 2,388 Sq Ft

    3 Sunnyside Ave, Wellesley, MA 02482

    ****This is the absolute best deal in Wellesley**** Why buy old when you can buy almost new for LESS? Why buy on Rt 9 or next to RR tracks when you can buy this house on a cul-de-sac? House is priced 200-300K- below market/comparable sales. Newly updated and energy-efficient (HERS-rated) 8-year-old house on cul-de-sac in a tranquil area of Wellesley. Enjoy seasonal views of a small creek in the

    Constantine Iliev Brilliant Solution, Inc.

    3 Sunnyside Ave, Wellesley, MA 02482
  • 200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    200 Pond 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
  • 52 Valley Rd, Wellesley Hills, MA 02481
    52 Valley Rd, Wellesley Hills, MA 02481
    52 Valley Rd, Wellesley Hills, MA 02481
    /4

    $9,250,000 New Construction

    • 7 Beds
    • 9 Baths
    • 11,124 Sq Ft

    52 Valley Rd, Wellesley Hills, MA 02481

    Coveted Wellesley Farms w/ rarely available new construction on most special 1 acre lot! One of Wellesley's premier builders has designed an elegant stone & shingle style home w/ an option for a pool & cabana. Spacious first floor w/ large open kitchen family room filled w/ oversized windows & southern exposure. Double pantry spaces- food pantry plus butler's pantry. Gallery inspired foyer

    Melissa Dailey Coldwell Banker Realty - Wellesley

    52 Valley Rd, Wellesley Hills, MA 02481
  • 201 Lowell Rd, Wellesley Hills, MA 02481
    201 Lowell Rd, Wellesley Hills, MA 02481
    /2

    $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

Showing Results 1 - 40, Page 1 of 2

Massachusetts Norfolk County Wellesley

Houses for Sale in Wellesley, MA

Why Live in Wellesley

Wellesley, Massachusetts, is a peaceful academic town located approximately 15 miles from Boston. Known for its upscale residential community, Wellesley features stately homes, including spacious colonial-inspired properties, ranch-style homes, Cape Cods, and raised ranches. The town's housing inventory includes single-family homes, townhouses, and condominiums, with well-landscaped yards ranging from a quarter-acre to 1 acre in size. The town is home to Wellesley College and Babson College, and boasts one of the best public school systems in the state, including Wellesley Public Schools, Wellesley High School, and the prestigious Dana Hall School. Residents enjoy nearly 50 miles of trails, sports fields, playgrounds, and parks, with popular spots like Warren Park and Morses Pond offering recreational activities such as boating, fishing, and swimming. Wellesley Square serves as the main shopping district, featuring chain grocery stores, local restaurants, cafes, boutiques, and businesses. The town is accessible via Massachusetts State Route 9 and Interstate 95, with three MBTA commuter rail stations providing rail service to Boston. Logan International Airport is approximately 20 miles east. Community celebrations include seasonal festivals and Wellesley’s Wonderful Weekend, featuring a Veterans parade, fireworks, and various family-friendly activities. While violent crimes decreased in 2023, property crimes saw a slight increase compared to 2022.

Learn more about living in Wellesley

Home Trends in Wellesley, MA

On average, homes in Wellesley, MA sell after 24 days on the market compared to the national average of 70 days. The median sale price for homes in Wellesley, MA over the last 12 months is $2,539,900, up 30% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,539,900
Median Single Family Sale Price
$2,795,000
Median Townhouse Sale Price
$775,000
Median 2 Bedroom Sale Price
$2,539,900
Median 1 Bedroom Sale Price
$1,025,150
Average Price Per Sq Ft
$880
Number of Homes for Sale
4
Last 12 months Home Sales
53
Months of Supply
0.90
Median List Price
$2,667,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
30%
How to Buy a Home How to Finance a Home How to Sell a Home

In Wellesley, there are currently 44 houses for sale, offering an array of options for potential buyers. With houses priced between $765,000 to $9,250,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Wellesley is $2,667,450, while the average sale price is $2,572,057, offering insights into the local housing market. On average, houses spend 24 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Wellesley, MA and find the perfect place to call home.

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