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Colonial Homes for Sale in Wellesley, MA

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  • /42

    $3,150,000

    $300K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,200 Sq Ft

    35 Marshall Rd, Wellesley, MA 02482

    Exceptional 2016 construction in one of Wellesley’s most sought-after neighborhoods near town, top-rated schools, scenic trails, and Morses Pond. Built by a premier local builder known for superior craftsmanship and elevated building standards, this sun-filled 4-bedroom home offers thoughtful open design and custom details throughout. Elegant living room with tray ceiling and bay window, spacious

    Janet Wu Cook Keller Williams Elite

    35 Marshall Rd, Wellesley, MA 02482
  • /39

    $2,885,000

    $110K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,110 Sq Ft

    100 Albion Rd, Wellesley Hills, MA 02481

    Located on one of Wellesley’s most coveted roads in Cliff Estates, 100 Albion is a beautifully appointed pillared white Colonial set on .77 acres of professionally landscaped grounds. Blending timeless architecture with modern living, the main level offers a gracious fireplaced living room with a large picture window, an elegant dining room, a private office, and an expansive kitchen centered

    Debi Benoit William Raveis R.E. & Home Services

    100 Albion Rd, Wellesley Hills, MA 02481
  • /42

    $4,870,000

    • 6 Beds
    • 8 Baths
    • 7,197 Sq Ft

    179 Oakland St, Wellesley Hills, MA 02481

    Overlooking the sweeping 18-hole vistas of Wellesley Country Club, this exceptional Colonial estate blends timeless New England elegance with refined modern living. Thoughtfully redesigned over a two-year collaboration with a premier design team, every detail — from the architecture and lighting to the soft blue-gray palette — was carefully curated to complement the surrounding landscape and

    Lin Shi Phoenix Real Estate

    179 Oakland St, Wellesley Hills, MA 02481
  • /26

    $6,665,000

    • 6 Beds
    • 8 Baths
    • 8,093 Sq Ft

    222 Grove St, Wellesley, MA 02482

    Exceptional new construction with a fresh take on transitional luxury, blending incredible design with warm, livable spaces. Bathed in natural light, this beautifully built home features soaring ceilings, and has layers of impeccable detail. The stunning chef's kitchen serves as the centerpiece of the home, showcasing custom white oak cabinetry, stunning exposed wood beams, top appliances, and an

    Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

    222 Grove St, Wellesley, MA 02482
  • /2

    $4,295,000

    • 5 Beds
    • 5.5 Baths
    • 5,210 Sq Ft

    17 Midland Rd, Wellesley, MA 02482

    Coveted in town/Dana Hall location! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room with private study and large mudroom with built-ins

    Melissa Dailey Coldwell Banker Realty - Wellesley

    17 Midland Rd, Wellesley, MA 02482
  • /30

    $6,950,000

    $2M PRICE DROP
    • 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
  • /33

    $2,495,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,201 Sq Ft

    283 Walnut St, Wellesley Hills, MA 02481

    Full gut renovation & addition to this 4 bedroom home in the Poet's corner neighborhood. Fabulous open floor plan with 11' ceilings and filled with windows and sunshine. High end kitchen opens to dining room and spacious family room with built-ins. Huge walk-in food and appliance pantry. Living room with gas fireplace perfect for entertaining. First floor private office. Cozy dining nook plus

    Melissa Dailey Coldwell Banker Realty - Wellesley

    283 Walnut St, Wellesley Hills, MA 02481
  • /40

    $2,295,000

    $54K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,776 Sq Ft

    38 Upwey Rd, Wellesley Hills, MA 02481

    Beautifully maintained 4 bedroom, 3.5 bath Colonial offering 3,776 square feet of versatile living space in a highly desirable Wellesley location. Built in 1993, this home combines timeless design with the flexibility today's buyers seek. The thoughtfully designed floor plan features spacious living and entertaining areas, a dedicated home office ideal for remote work with generous natural light

    Erica Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

    38 Upwey Rd, Wellesley Hills, MA 02481
  • /20

    $5,695,000

    New Construction
    • 5 Beds
    • 6.5 Baths
    • 9,400 Sq Ft

    196 Pond Rd, Wellesley, MA 02482

    Once in a lifetime opportunity to own in Wellesley's most coveted premier historic location, Pond Road. Featuring the finest custom craftsmanship throughout, professionally engineered mechanical systems, smart house and professionally designed ultra high end finishes. Over 9400 sq ft of living space on 3 floors. The floor plan everybody wants with a 1200 sq ft great room and over 10 foot

    Melissa Dailey Coldwell Banker Realty - Wellesley

    196 Pond Rd, Wellesley, MA 02482
  • /41

    $3,695,000

    Open Thu 4PM - 5:30PM $1M PRICE DROP
    • 6 Beds
    • 5 Baths
    • 6,990 Sq Ft

    151 Oakland St, Wellesley Hills, MA 02481

    Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovated in 2022, this home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room, sophisticated library, dining

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • /10

    $2,200,000

    • 3 Beds
    • 1.5 Baths
    • 1,595 Sq Ft

    53 Elmwood Rd, Wellesley Hills, MA 02481

    Fabulous opportunity to build your dream home or renovate the existing home in the coveted Bates neighborhood. This expansive 40,000 square foot lot is steps to the elementary school, Boulder Brook conservation land, hiking trails & tennis courts. Buyer & buyers agent to do their own due diligence.

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    53 Elmwood Rd, Wellesley Hills, MA 02481
  • /37

    $1,275,000

    • 3 Beds
    • 3 Baths
    • 1,848 Sq Ft

    22 Cedar St, Wellesley Hills, MA 02481

    Classic charm meets modern luxury in this beautifully updated 3-bedroom, 3-bathroom 1920's Colonial. The main level welcomes you with high ceilings, an open concept layout and an abundance of natural light throughout. Flexible space for living and dining as well as generous family room. Gorgeous modern eat in kitchen with stainless steel appliances and gas cooking. Step outside to your private

    The Shulkin Wilk Group Compass

    22 Cedar St, Wellesley Hills, MA 02481
  • /41

    $5,100,000

    $495K PRICE DROP
    • 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
  • /21

    $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
  • /26

    $3,800,000

    $195K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 6,511 Sq Ft

    11 Skyline Dr, Wellesley, MA 02482

    Stunning new construction offering exceptional design and modern living. Entertaining is elevated with this open-concept layout featuring a chef’s kitchen, living room, dining area, and fireplaced family room—seamlessly leading to a private deck with a built-in stone gas grill. No detail is overlooked; the walls boast custom woodwork and high-end finishes throughout. This thoughtfully crafted

    Christine Norcross William Raveis R.E. & Home Services

    11 Skyline Dr, Wellesley, MA 02482
  • /32

    $3,398,500

    • 6 Beds
    • 5.5 Baths
    • 5,080 Sq Ft

    28 Parker Rd, Wellesley, MA 02482

    Incredible opportunity to own this exceptional new construction home in one of Wellesley’s most sought-after neighborhoods. Crafted by a respected local builder, this home showcases quality craftsmanship and thoughtful design throughout. The sun-filled first floor features a private office or guest room with full bath, elegant dining room, cozy den, and a stunning chef’s kitchen designed for

    Gabby Cefalo Coldwell Banker Realty - Wellesley

    28 Parker Rd, Wellesley, MA 02482
  • /42

    $5,497,000

    $463K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 6,377 Sq Ft

    48 Marshall Rd, Wellesley, MA 02482

    A rare standard of craftsmanship in Wellesley's coveted Generals neighborhood. This custom Neoclassical Colonial — completed in 2017, 6,300+ SF across four elevator-served levels — was built without compromise: whole-house radiant heat, grain-matched white oak floors, bespoke millwork, and soaring 9-foot ceilings throughout including the lower level. The chef's kitchen anchors the home with

    Team Coyle Compass

    48 Marshall Rd, Wellesley, MA 02482
  • /37

    $2,865,000

    Open Thu 4PM - 5PM
    • 5 Beds
    • 5.5 Baths
    • 5,172 Sq Ft

    265 Weston Rd, Wellesley, MA 02482

    Exceptional opportunity to own 5,100+ sq. ft. of luxury 2024 construction offering outstanding value in one of Wellesley's most convenient in-town locations. Just steps to Hardy Elementary, Morse's Pond, Fells Library, Wellesley Center & commuter rail. Thoughtfully designed for modern living, this sun-filled home features soaring ceilings, exceptional craftsmanship & four finished levels.

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    265 Weston Rd, Wellesley, MA 02482
  • /39

    $4,999,000

    • 6 Beds
    • 8 Baths
    • 8,729 Sq Ft

    12 Winding River Cir, Wellesley, MA 02482

    Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from

    Christine Lawrence Rutledge Properties

    12 Winding River Cir, Wellesley, MA 02482
  • /39

    $1,799,999

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,643 Sq Ft

    7 Garden Rd, Wellesley Hills, MA 02481

    Welcome to Wellesley Farms!! Situated in a highly sought-after neighborhood, this beautifully renovated, energy-efficient home is set back from the street and enhanced with new windows and system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect for both everyday living and entertaining. A stunning great room features custom built-ins and a

    Timothy Driscoll South Shore Sotheby's International Realty

    7 Garden Rd, Wellesley Hills, MA 02481
  • /30

    $1,399,000

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    10 Wilde Rd, Wellesley Hills, MA 02481

    **** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room,

    Moira Lown Coldwell Banker Realty - Wellesley

    10 Wilde Rd, Wellesley Hills, MA 02481
  • /19

    $1,299,000

    • 4 Beds
    • 2 Baths
    • 2,233 Sq Ft

    31 Lantern Ln, Wellesley Hills, MA 02481

    Wonderful opportunity! Don’t miss this charming Wellesley home located in a desirable neighborhood. This flexible property is currently configured as a two-family residence, making it an excellent starter home with the added benefit of rental income to offset your mortgage. It can also be easily converted back into a spacious single-family dwelling, perfect for accommodating an extended family.

    Ned Mahoney eXp Realty LLC - Corporate Office

    31 Lantern Ln, Wellesley Hills, MA 02481
  • /42

    $2,899,000

    $96K PRICE DROP
    • 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
  • /42

    $5,995,000

    • 6 Beds
    • 6 Baths
    • 7,738 Sq Ft

    43 Monadnock Rd, Wellesley Hills, MA 02481

    One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/

    Melissa Dailey Coldwell Banker Realty - Wellesley

    43 Monadnock Rd, Wellesley Hills, MA 02481
  • /21

    $3,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,105 Sq Ft

    18 Rockland St, Wellesley Hills, MA 02481

    This exceptional new construction home is the perfect blend of transitional elegance and modern design. It is crafted with impeccable attention to detail. Warm, rich white oak accents, custom millwork, and designer finishes create an inviting atmosphere throughout. A show stopping chef’s kitchen features sleek custom cabinetry, quartz countertops, a massive center island. The kitchen flows

    Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

    18 Rockland St, Wellesley Hills, MA 02481
  • /37

    $2,380,000

    Open Sat 11AM - 1PM $218K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    37 Oakland St, Wellesley, MA 02481

    STUNNING NEW-CONSTRUCTION-QUALITY RENOVATION! Completely gut-renovated 5BR/4.5BA home featuring an open, sun-filled floor plan, designer finishes, and a chef’s kitchen with premium appliances. Bright sunroom, spacious living areas, and a fully finished lower level ideal for a family room, gym, or guest space. A professionally installed perimeter French drain system ensures a dry basement. Enjoy

    John Saleh Centre Realty Group

    37 Oakland St, Wellesley, MA 02481
  • /42

    $1,699,000

    $151K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,267 Sq Ft

    29 Cottage St, Wellesley, MA 02482

    Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday

    James Gulden Redfin Corp.

    29 Cottage St, Wellesley, MA 02482
  • /30

    $1,799,000

    $100K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,791 Sq Ft

    98 Brook St, Wellesley, MA 02482

    Home. Location. Land. Four bedroom colonial on a half acre lot with a short distance to town, train and Hunnewell School! Kitchen opens to an oversized family room with fireplace and bar area for entertaining. Kitchen with stainless appliances and breakfast bar plus room for dining table with access to deck. Front to back living room with 2nd fireplace. Formal dining room with built-ins for

    Melissa Dailey Coldwell Banker Realty - Wellesley

    98 Brook St, Wellesley, MA 02482
  • /39

    $2,150,000

    • 5 Beds
    • 3.5 Baths
    • 3,704 Sq Ft

    77 Cedar St, Wellesley Hills, MA 02481

    Young & beautifully crafted, this exceptional home offers the perfect blend of modern luxury & everyday convenience. Designed for effortless living and entertaining, the sun-filled open floor plan is anchored by a stunning chef’s kitchen featuring high end appliances, walk in pantry & expansive countertops with generous gathering spaces that flow seamlessly into the inviting family room, LR &

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    77 Cedar St, Wellesley Hills, MA 02481
  • /42

    $3,795,000

    New Construction $700K PRICE DROP
    • 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
  • /28

    $1,625,000

    • 3 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    20 Shaw Rd, Wellesley Hills, MA 02481

    Come see the perfect blend of sophisticated design and everyday comfort in this stunning 3-bedroom, 2.5-bathroom brick home situated on a picturesque, tree-lined street. The inviting open floor plan is bathed in natural light, accentuating the gleaming hardwood floor running throughout the entire home. A chef’s kitchen on the first floor featuring high-end appliances, custom cabinets, and ample

    Anita Sung Shea Realty Group

    20 Shaw Rd, Wellesley Hills, MA 02481
  • /35

    $1,198,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,813 Sq Ft

    296 Linden St, Wellesley Hills, MA 02481

    Location, Location, Location! Lovingly maintained Victorian home on a beautifully landscaped, fenced, level yard. First floor offers bright and inviting living room, dining room with French doors that lead to a large private brick patio, expanded and updated eat-in kitchen, and a large updated half bathroom. Three bedrooms and an updated full bath are located on the second floor. Additionally,

    Mariam Priestley Berkshire Hathaway HomeServices Town and Country Real Estate

    296 Linden St, Wellesley Hills, MA 02481
  • /41

    $3,195,000

    Open Thu 4PM - 5:30PM $300K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,936 Sq Ft

    7 Massasoit Rd, Wellesley Hills, MA 02481

    Crafted in 2022 by one of Wellesley's most coveted builders, this stunning 5-bedroom Colonial sits in one of Wellesley's most sought-after pockets, east of Weston and north of Route 9, quiet and tucked away yet minutes to highway access, close to top schools, playgrounds, and nature walks. Thoughtfully designed living space boasts exquisite finishings throughout. The chef's kitchen with gas

    Donna Scott Group Coldwell Banker Realty - Wellesley

    7 Massasoit Rd, Wellesley Hills, MA 02481
  • /29

    $3,299,000

    • 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 2025-26 renovation + expansion of a classic NE 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. Anchored

    Elisabeth Preis Compass

    209 Bristol Rd, Wellesley Hills, MA 02481
  • /42

    $3,245,000

    $150K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,416 Sq Ft

    38 Parker Rd, Wellesley, MA 02482

    Incredible new construction opportunity in one of Wellesley’s most sought-after neighborhoods, ideally located within walking distance to the newly built John D. Hardy Elementary School and nearby Perrin Park. This exceptional home offers a fabulous floor plan featuring soaring ceilings, exquisite millwork, abundant natural light, and designer fixtures and finishes throughout. The first floor

    William Natoli Serhant

    38 Parker Rd, Wellesley, MA 02482
  • /2

    $3,500,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,800 Sq Ft

    144 Washington St, Wellesley Hills, MA 02481

    Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch & enhanced driveway w/cobblestones sets the tone of the home's warmth & craftsmanship. It's 5,800 sq.ft. of living over 4 levels. No detail has been overlooked, from the layout, custom built-ins, coffered ceiling & shiplap accents. The Chef's kitchen has Thermador appliances, large center island and

    Patricia Bradley Rutledge Properties

    144 Washington St, Wellesley Hills, MA 02481
  • /37

    $3,595,000

    • 6 Beds
    • 6.5 Baths
    • 4,216 Sq Ft

    470 Quinobequin Rd, Waban, MA 02468

    Just completed stunning, impeccably crafted & lavishly appointed Waban home, ideally set on a private level lot with nature views front & back.A 20' high foyer leads to the open layout w/oversized windows, 10' ceilings & top tier finishes throughout.The expansive dining rm connects to a spectacular chef’s kitchen w/Italian custom cabinetry, Wolf/Sub-Zero professional grade appliances, stone

    Natasha Roberts Hammond Residential Real Estate

    470 Quinobequin Rd, Waban, MA 02468
  • /42

    $3,195,000

    $200K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 5,048 Sq Ft

    24 Radcliff Rd, Newton, MA 02468

    Classic Georgian Colonial Waban home offering stunning water views throughout. Set on beautifully landscaped 3/4 of an acre, this elegant home blends timeless craftsmanship with refined living. Front-to-back living room with fireplace, flows to a sunroom. Custom kitchen with island connects to formal dining, den & deck overlooking the water—perfect for seamless indoor-outdoor entertaining.

    Barbara Lietzke William Raveis R.E. & Home Services

    24 Radcliff Rd, Newton, MA 02468
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