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Wellesley, MA Homes for Sale

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  • 100 Albion Rd, Wellesley Hills, MA 02481
    100 Albion Rd, Wellesley Hills, MA 02481
    100 Albion Rd, Wellesley Hills, MA 02481
    /36

    $2,995,000 Open Sun 1:30PM - 3PM

    • 5 Beds
    • 4.5 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
  • 25 Longmeadow Rd, Wellesley, MA 02482
    25 Longmeadow Rd, Wellesley, MA 02482
    25 Longmeadow Rd, Wellesley, MA 02482
    /39

    $3,250,000 Open Sun 1:30PM - 2:30PM

    • 5 Beds
    • 4.5 Baths
    • 4,582 Sq Ft

    25 Longmeadow Rd, Wellesley, MA 02482

    This enchanting stone-front Colonial with a beautiful renovation by renowned architect Patrick Ahearn, is ideally located in a sought-after Dana Hall neighborhood. Privately set on serene grounds, this home offers an open, expansive floor plan designed for comfortable living and easy entertaining. The living room features a classic New England oversized fireplace and beamed ceiling, opening to a

    Debi Benoit William Raveis R.E. & Home Services

    25 Longmeadow Rd, Wellesley, MA 02482
  • 365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    /36

    $2,799,000 Open Sun 12PM - 1PM

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

    365 Worcester St, Wellesley, MA 02481

    Welcome to a luxurious, expansive 2026 new construction-a classic brick-front New England colonial in a 3-home subdivision! High-end developer provides opportunity to meet buyer customizations. A stunning double-storey staircase leads you to a family room full of windows w/natural sunlight & a private backyard. Designed to entertain-a large Chef's kitchen w/custom built cabinets, quartz waterfall

    Shahani Real Estate Team Compass

    365 Worcester St, Wellesley, MA 02481
  • 22 Plymouth Rd, Wellesley Hills, MA 02481
    22 Plymouth Rd, Wellesley Hills, MA 02481
    22 Plymouth Rd, Wellesley Hills, MA 02481
    /38

    $4,350,000

    • 6 Beds
    • 7 Baths
    • 8,038 Sq Ft

    22 Plymouth Rd, Wellesley Hills, MA 02481

    Prestigious Cliff Estates home w/ over 8000 sq ft of high ceilings & spectacular finishes throughout. Enter the beautiful foyer w/ herringbone floors & striking bridal staircase, leading to stunning living & dining rooms w/coffered ceilings, wainscoting & adjacent fireplaces. Butler's pantry w/2nd dishwasher leads to fabulous chef's kitchen w/large breakfast area w/ patio access to expansive

    Melissa Dailey Coldwell Banker Realty - Wellesley

    22 Plymouth Rd, Wellesley Hills, MA 02481
  • 11 Fisher Ave, Wellesley, MA 02482
    11 Fisher Ave, Wellesley, MA 02482
    11 Fisher Ave, Wellesley, MA 02482
    /35

    $3,200,000

    • 5 Beds
    • 4.5 Baths
    • 5,384 Sq Ft

    11 Fisher Ave, Wellesley, MA 02482

    Fabulous custom home with Waterworks fixtures, designer wallpapers, lighting & hardware. Great opportunity to enjoy luxurious living in a coveted double cul-de-sac neighborhood close to new Hardy School, Morses Pond, Fells Market & exceptional restaurants/ shops. Well-designed space, featuring 10-foot ceilings, gourmet chef kitchen w/walk-in pantry & marble counters leads to beautiful dining &

    Melissa Dailey Coldwell Banker Realty - Wellesley

    11 Fisher Ave, Wellesley, MA 02482
  • 23 Inverness Rd, Wellesley Hills, MA 02481
    23 Inverness Rd, Wellesley Hills, MA 02481
    23 Inverness Rd, Wellesley Hills, MA 02481
    /38

    $4,950,000

    • 6 Beds
    • 8 Baths
    • 9,523 Sq Ft

    23 Inverness Rd, Wellesley Hills, MA 02481

    Welcome to 23 Inverness Road, an exceptional home in Wellesley’s coveted Country Club neighborhood. The first floor is designed for both everyday living and entertaining, anchored by a stunning Bulthaup kitchen with double islands, Miele and Sub-Zero appliances, appliance garage, integrated dining table, and a wood-burning fireplace, seamlessly flowing into the dining room, living room, formal

    Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    23 Inverness 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
    /40

    $5,250,000 Open Sun 2PM - 3:30PM

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

    12 Winding River Cir, Wellesley, MA 02482

    Exceptional property on the Charles River! 2.89 acres of manicured lawn rolls down to the river giving you unobstructed views & private use of a nature lover's paradise. Gorgeous stone patios, multiple decks, & sun-filled rooms w/French Doors are all designed to maximize your enjoyment of this incredible retreat. Privately nestled on a quiet cul-de-sac, this stunning Cape is beautiful in all

    Betsy Kessler Rutledge Properties

    12 Winding River Cir, Wellesley, MA 02482
  • 17 Midland Rd, Wellesley, MA 02482
    17 Midland Rd, Wellesley, MA 02482
    /2

    $4,295,000

    • 6 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
  • 49 Whittier Rd, Wellesley Hills, MA 02481
    49 Whittier Rd, Wellesley Hills, MA 02481
    49 Whittier Rd, Wellesley Hills, MA 02481
    /42

    $3,195,000

    • 5 Beds
    • 3.5 Baths
    • 4,364 Sq Ft

    49 Whittier Rd, Wellesley Hills, MA 02481

    Magnificent Tudor set on an oversized lot in the coveted Poet’s Neighborhood. Thoughtfully reimagined and expanded, this home seamlessly blends timeless architectural detail with modern luxury. An impeccably designed kitchen serves as a true centerpiece featuring a handsome island, custom cabinetry, and an ideal layout for everyday living and entertaining. A sun-filled family room with walls of

    Susan Sullivan Coldwell Banker Realty - Wellesley

    49 Whittier Rd, Wellesley Hills, MA 02481
  • 8 Oakdale Ave, Wellesley, MA 02482
    8 Oakdale Ave, Wellesley, MA 02482
    8 Oakdale Ave, Wellesley, MA 02482
    /37

    $3,350,000 Open Sun 12PM - 1:30PM

    • 5 Beds
    • 6 Baths
    • 5,073 Sq Ft

    8 Oakdale Ave, Wellesley, MA 02482

    Experience the epitome of luxury in this stunning new Colonial masterpiece in Wellesley, nestled on a serene dead-end street. With 5 bedrooms and 5 baths sprawled over 5,000 sq. ft., every inch exudes elegance. Experience gleaming hardwood floors beneath soaring 9’ ceilings, embraced by sunlit spaces. The first floor boasts refined living and dining areas, a chef’s eat-in kitchen with bespoke

    Donahue Maley & Burns Team Compass

    8 Oakdale Ave, Wellesley, MA 02482
  • 8 Tennyson Rd, Wellesley Hills, MA 02481
    8 Tennyson Rd, Wellesley Hills, MA 02481
    8 Tennyson Rd, Wellesley Hills, MA 02481
    /36

    $2,690,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,515 Sq Ft

    8 Tennyson Rd, Wellesley Hills, MA 02481

    A rare offering in one of Wellesley’s most coveted neighborhoods, this beautifully renovated home captures the perfect balance of elegance, comfort, and lifestyle. Natural light fills the living spaces, highlighting soaring ceilings, beautiful hardwood floors, and thoughtfully designed rooms that feel both refined and welcoming. The expansive family room, anchored by a striking fireplace with

    Christine Norcross William Raveis R.E. & Home Services

    8 Tennyson Rd, 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

    $2,899,000

    • 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
  • 41 Chesterton Rd, Wellesley Hills, MA 02481
    41 Chesterton Rd, Wellesley Hills, MA 02481
    41 Chesterton Rd, Wellesley Hills, MA 02481
    /42

    $3,295,000 Open Sat 1:30PM - 3PM

    • 6 Beds
    • 5.5 Baths
    • 5,999 Sq Ft

    41 Chesterton Rd, Wellesley Hills, MA 02481

    Beautifully sited in one of Wellesley’s most coveted neighborhoods, this exceptional Colonial offers over 5,500 sq ft of refined living space, defined by elegance and timeless detail. Designed for elevated living, the home features a gracious foyer, sophisticated living room with fireplace, formal dining room, and a private first-floor office. The spacious white chef’s kitchen, with expansive

    Debi Benoit William Raveis R.E. & Home Services

    41 Chesterton Rd, Wellesley Hills, MA 02481
  • 265 Weston Rd, Wellesley, MA 02482
    265 Weston Rd, Wellesley, MA 02482
    265 Weston Rd, Wellesley, MA 02482
    /42

    $2,890,000

    • 5 Beds
    • 5.5 Baths
    • 5,172 Sq Ft

    265 Weston Rd, Wellesley, MA 02482

    Exquisite 2024 built 5BR home in highly convenient location just steps to Hardy Elementary, scenic Morse’s Pond & short stroll to Wellesley Center w/ shops, restaurants & commuter rail. Sun-drenched w/ soaring ceilings & meticulously crafted living spaces, the open 1st floor plan is ideal for both everyday living & entertaining. Chef’s kitchen w/ huge island & high-end appliances flows seamlessly

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    265 Weston Rd, Wellesley, MA 02482
  • 117 Forest St, Wellesley Hills, MA 02481
    117 Forest St, Wellesley Hills, MA 02481
    117 Forest St, Wellesley Hills, MA 02481
    /42

    $3,295,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,738 Sq Ft

    117 Forest St, Wellesley Hills, MA 02481

    Welcome to 117 Forest Street in the heart of the coveted Country Club neighborhood—where thoughtful design and elevated finishes meet everyday comfort. Sunlight pours through a dramatic oversized picture window, brightening the elegant formal living room, while a gracious dining room is set across the foyer. At the heart of the home, a chef’s kitchen with an oversized island flows seamlessly into

    Bell Petrini Group Coldwell Banker Realty - Wellesley

    117 Forest St, Wellesley Hills, MA 02481
  • 37 Wall St, Wellesley Hills, MA 02481
    37 Wall St, Wellesley Hills, MA 02481
    37 Wall St, Wellesley Hills, MA 02481
    /39

    $2,898,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 5 Baths
    • 4,800 Sq Ft

    37 Wall St, Wellesley Hills, MA 02481

    2011 Colonial in one of Wellesley’s sought-after neighborhoods. This expansive multi-level home offers approx. 4,800 sqft of living area. The main level features a fireplaced family room with cathedral ceiling and skylight, a refined living room with detailed millwork, an elegant dining room, a private office with French doors, and a spacious gourmet kitchen with custom cabinetry, stone counters,

    Dan Li Keller Williams Realty

    37 Wall St, Wellesley Hills, MA 02481
  • 38 Parker Rd, Wellesley, MA 02482
    38 Parker Rd, Wellesley, MA 02482
    38 Parker Rd, Wellesley, MA 02482
    /42

    $3,295,000 Open Sun 12:30PM - 1:30PM

    • 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 Compass

    38 Parker Rd, Wellesley, MA 02482
  • 470 Quinobequin Rd, Waban, MA 02468
    470 Quinobequin Rd, Waban, MA 02468
    470 Quinobequin Rd, Waban, MA 02468
    /37

    $3,595,000 Open Sat 2PM - 3:30PM

    • 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 w/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 counters

    Natasha Roberts Hammond Residential Real Estate

    470 Quinobequin Rd, Waban, MA 02468
  • 24 Radcliff Rd, Newton, MA 02468
    24 Radcliff Rd, Newton, MA 02468
    24 Radcliff Rd, Newton, MA 02468
    /41

    $3,395,000 Open Sun 12PM - 1:30PM

    • 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, ideal for intimate gatherings. Custom kitchen with island connects to formal dining, den & rear deck overlooking the water—perfect for seamless

    Barbara Lietzke William Raveis R.E. & Home Services

    24 Radcliff Rd, Newton, MA 02468
  • 14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    /24

    $6,980,000 Open Sun 1:30PM - 3PM

    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    14 Greylock Rd, Wellesley Hills, MA 02481

    Exceptional Peirce Estates residence offering over 10,000 sq ft of refined living on a level 0.85-acre lot with room for a pool. Renovated and expanded in 2006–07, the home features 16 rooms, including 6 ensuite bedrooms and 3 half baths. The expansive chef’s kitchen with dual refrigerators and dishwashers, walk-in pantry and breakfast area opens to a sun-filled family room with double-sided

    Bobby Morgenstern Gibson Sotheby's International Realty

    14 Greylock Rd, Wellesley Hills, MA 02481
  • 16 Stearns Rd Unit 207, Wellesley, MA 02482
    16 Stearns Rd Unit 207, Wellesley, MA 02482
    16 Stearns Rd Unit 207, Wellesley, MA 02482
    /15

    $1,420,575 Open Sat 3PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,457 Sq Ft

    16 Stearns Rd Unit 207, Wellesley, MA 02482

    2 garage spots included if offers by 5/31!!! New Construction! Stunning 3-bedroom, 2-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 207, Wellesley, MA 02482
  • 30 S River St, Wellesley, MA 02482
    30 S River St, Wellesley, MA 02482
    30 S River St, Wellesley, MA 02482
    /29

    $1,675,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 3,012 Sq Ft

    30 S River St, Wellesley, MA 02482

    A rare riverfront sanctuary with a front-row seat to nature’s quiet beauty. This unique home is set among lush perennial gardens offering abundant privacy and a peaceful natural backdrop. Built in 1862, the home has been thoughtfully expanded over the years while preserving its original character. River views can be enjoyed from nearly every room and are especially striking from the expansive

    Amy Jacobson William Raveis R.E. & Home Services

    30 S River St, Wellesley, MA 02482
  • 16 Oak St, Wellesley, MA 02482
    16 Oak St, Wellesley, MA 02482
    16 Oak St, Wellesley, MA 02482
    /33

    $2,645,000 Open Sun 11:30AM - 1PM

    • 5 Beds
    • 5 Baths
    • 4,200 Sq Ft

    16 Oak St, Wellesley, MA 02482

    Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef’s kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a

    Joseph Fleming JT Fleming & Company

    16 Oak St, Wellesley, MA 02482
  • 32 Lantern Ln, Wellesley Hills, MA 02481
    32 Lantern Ln, Wellesley Hills, MA 02481
    32 Lantern Ln, Wellesley Hills, MA 02481
    /41

    $2,298,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,404 Sq Ft

    32 Lantern Ln, Wellesley Hills, MA 02481

    A stunning 2022 custom built home offering over 4,400 square feet designed from the ground up for exceptional interior quiet. Step inside and the outside world falls away.The open layout features nine and a half foot ceilings, expansive windows, and a chef's kitchen with built-in refrigerator, double ovens, commercial cooktop, farmhouse sink, and oversized island. The living room includes a

    Jay Terada Coldwell Banker Realty - Brookline

    32 Lantern Ln, Wellesley Hills, MA 02481
  • 12 Leighton Rd, Wellesley, MA 02482
    12 Leighton Rd, Wellesley, MA 02482
    12 Leighton Rd, Wellesley, MA 02482
    /34

    $2,400,000

    • 8 Beds
    • 4 Baths
    • 3,994 Sq Ft

    12 Leighton Rd, Wellesley, MA 02482

    Proudly presenting this breathtaking fourteen-room home, where timeless elegance meets exceptional opportunity in one of Wellesley’s most desirable Dana Hall neighborhoods. W/ its charming curb appeal, this home exudes history, grace, & character—evoking memories of a bygone era. Rich in original details, leaded glass windows, inviting front & back porches, fire-placed living rooms, soaring

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    12 Leighton Rd, Wellesley, MA 02482
  • 23 Thackeray Rd, Wellesley Hills, MA 02481
    23 Thackeray Rd, Wellesley Hills, MA 02481
    23 Thackeray Rd, Wellesley Hills, MA 02481
    /23

    $1,795,000

    • 4 Beds
    • 3 Baths
    • 2,332 Sq Ft

    23 Thackeray Rd, Wellesley Hills, MA 02481

    A quintessential sun-filled Colonial in the coveted Poets Corner neighborhood blends timeless New England charm with effortless everyday living. Set along a tree-lined street this beautifully maintained home welcomes you with classic symmetry, hardwood floors, and abundant natural light streaming through. Gracious formal rooms flow seamlessly into a bright kitchen with breakfast nook and cozy

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    23 Thackeray Rd, Wellesley Hills, MA 02481
  • 200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    /30

    $7,495,000

    • 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
  • 48 Scotch Pine Rd, Wellesley Hills, MA 02481
    48 Scotch Pine Rd, Wellesley Hills, MA 02481
    48 Scotch Pine Rd, Wellesley Hills, MA 02481
    /34

    $5,200,000

    • 5 Beds
    • 4.5 Baths
    • 7,345 Sq Ft

    48 Scotch Pine Rd, Wellesley Hills, MA 02481

    Incredible custom renovated 5 bedroom home that has undergone significant upgrades making this one of Wellelsey's sought after properties. White washed brick face exterior with pea stone drive and parking court all trimmed in cobblestone creates a gorgeous approach. Stunning 2 story foyer with herring bone floors greets you into this welcoming 7300 sq ft space on nearly one acre of flat and

    Melissa Dailey Coldwell Banker Realty - Wellesley

    48 Scotch Pine Rd, Wellesley Hills, MA 02481
  • 31 College Rd, Wellesley, MA 02482
    31 College Rd, Wellesley, MA 02482
    31 College Rd, Wellesley, MA 02482
    /38

    $2,299,000

    • 5 Beds
    • 3.5 Baths
    • 3,398 Sq Ft

    31 College Rd, Wellesley, MA 02482

    5 bedroom home on Morses Pond with the most incredible water views. Swim, paddle board, kayak or fish from your own backyard. Large open kitchen family room with full picture windows offering stunning views of the pond. Kitchen with stainless appliances and large island. Dining room/sunroom with access to deck with more water views. Living room with fireplace and built-ins. First floor den. Main

    Melissa Dailey Coldwell Banker Realty - Wellesley

    31 College Rd, Wellesley, MA 02482
  • 33 Boulder Rd, Wellesley, MA 02481
    33 Boulder Rd, Wellesley, MA 02481
    33 Boulder Rd, Wellesley, MA 02481
    /6

    $1,895,000

    • Land
    • 22,215 Sq Ft
    • $3,715,686 per Acre

    33 Boulder Rd, Wellesley, MA 02481

    OPEN BUILDING LOT in exclusive Wellesley Farms! Bring your dreams and ideas and get started on designing and building your custom home in one of the finest neighborhoods in Wellesley. Conforming, flat and fenced 22,388 sq ft lot with no existing structure. Town water, sewer, electricity and gas at street. 20,000 SF zoning, 170' of frontage. Geotechinical Data Report completed. SHOVEL READY!

    Laura Wurster Rutledge Properties

    33 Boulder Rd, Wellesley, MA 02481
  • 642 Worcester St, Wellesley, MA 02482
    642 Worcester St, Wellesley, MA 02482
    642 Worcester St, Wellesley, MA 02482
    /31

    $1,325,000 Open Sun 12:30PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 3,129 Sq Ft

    642 Worcester St, Wellesley, MA 02482

    A historic gem full of charm! Soaring high ceilings, oversized windows that flood every room with light, and classic character around every corner make this a truly special home. The spacious first floor is designed for both everyday living and easy entertaining. The formal living room, anchored by a fireplace, sets a warm and welcoming tone. The oversized family room leads into the sunny

    Heather Steele Rutledge Properties

    642 Worcester St, Wellesley, MA 02482
  • 63 Garden Rd Unit G2, Wellesley, MA 02481
    63 Garden Rd Unit G2, Wellesley, MA 02481
    63 Garden Rd Unit G2, Wellesley, MA 02481
    /22

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    63 Garden Rd Unit G2, Wellesley, MA 02481

    Sophisticated "Beacon Hill" condo in Wellesley Farms. Elegant architectural detail, dramatic high ceilings and tall windows. Galley kitchen opens to dining area. Oversized Living Room. Main bedroom with en suite bath and private terrace. Additional 2nd bedroom or study with full bath. First floor corner unit fills this home with sunlight. One parking space directly outside the unit and another

    Melissa Dailey Coldwell Banker Realty - Wellesley

    63 Garden Rd Unit G2, Wellesley, MA 02481
  • 6 Willow St, Wellesley, MA 02481
    6 Willow St, Wellesley, MA 02481
    6 Willow St, Wellesley, MA 02481
    /37

    $1,198,000

    • 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 fireplace living areas as well as a dining room and bedroom/office with hardwood floors throughout. The updated kitchen boasts granite countertops, stainless appliances, ample storage and

    Frank Celeste Gibson Sotheby's International Realty

    6 Willow St, Wellesley, MA 02481
  • 196 Pond Rd, Wellesley, MA 02482
    196 Pond Rd, Wellesley, MA 02482
    196 Pond Rd, Wellesley, MA 02482
    /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
  • 279 Oakland St, Wellesley Hills, MA 02481
    279 Oakland St, Wellesley Hills, MA 02481
    279 Oakland St, Wellesley Hills, MA 02481
    /35

    $2,495,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 4,227 Sq Ft

    279 Oakland St, Wellesley Hills, MA 02481

    Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family

    Christine Norcross William Raveis R.E. & Home Services

    279 Oakland St, Wellesley Hills, MA 02481
  • 151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    /42

    $4,195,000 Open Sun 12PM - 1:30PM

    • 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. Renovations 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,

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • 11 Sterling Rd, Wellesley, MA 02482
    11 Sterling Rd, Wellesley, MA 02482
    11 Sterling Rd, Wellesley, MA 02482
    /42

    $2,325,000 Open Sun 11:30AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    11 Sterling Rd, Wellesley, MA 02482

    Set in Wellesley’s sought after Dana Hall neighborhood, 11 Sterling Road blends timeless charm with modern living on .57 acres of private, beautifully landscaped grounds. This 5-bedroom home offers 3 full baths and 1 half bath, with an open floor plan tailored for today’s lifestyle. Sun-filled interiors feature a fireplace living room, formal dining room with large picture windows, and a

    Debi Benoit William Raveis R.E. & Home Services

    11 Sterling Rd, Wellesley, MA 02482
  • 64 Albion Rd, Wellesley Hills, MA 02481
    64 Albion Rd, Wellesley Hills, MA 02481
    64 Albion Rd, Wellesley Hills, MA 02481
    /26

    $6,495,000

    • 5 Beds
    • 6 Baths
    • 6,203 Sq Ft

    64 Albion Rd, Wellesley Hills, MA 02481

    Nestled in the heart of the highly coveted Cliff Estates, this much-admired residence presents a rare opportunity to own a completely renovated home on over an acre of land—an exceptional offering in one of the area’s most desirable neighborhoods. Thoughtfully redesigned with today’s lifestyle in mind, the home features 5 generously sized bedrooms and 4 beautifully appointed bathrooms, blending

    Donahue Maley & Burns Team Compass

    64 Albion Rd, Wellesley Hills, MA 02481
  • 65 Woodcliff Rd, Wellesley Hills, MA 02481
    65 Woodcliff Rd, Wellesley Hills, MA 02481
    65 Woodcliff Rd, Wellesley Hills, MA 02481
    /39

    $5,125,000 Open Sun 1:30PM - 3PM

    • 7 Beds
    • 8 Baths
    • 8,840 Sq Ft

    65 Woodcliff Rd, Wellesley Hills, MA 02481

    Spectacular Cliff Estates Colonial set on a majestic, private 3⁄4 acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a

    Beyond Boston Properties Group Compass

    65 Woodcliff 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
    /21

    $3,595,000 Open Sat 1:30PM - 3PM

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

    11 Scotch Pine Cir, Wellesley Hills, MA 02481

    Set at the end of a picturesque cul-de-sac on nearly an acre in one of Wellesley’s most coveted neighborhoods, this elegant Colonial offers the perfect balance of timeless design and modern comfort. A beautifully appointed chef’s kitchen with Christopher Peacock cabinetry and premium appliances opens to a bright, inviting breakfast area—ideal for everyday living. The show-stopping two-story

    The Shulkin Wilk Group Compass

    11 Scotch Pine Cir, Wellesley Hills, MA 02481

Showing Results 1 - 40, Page 1 of 3

Massachusetts Norfolk County Wellesley

Real Estate & Homes 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

Frequently Asked Questions

What is the average home price in Wellesley, MA?
Homes for sale in Wellesley, MA have an average home price of $2,262,250.
How many homes have sold over the last 12 months in Wellesley, MA?
82 homes have sold in Wellesley, MA over the last 12 months.
Is Wellesley, MA a safe city?
In general, the safest neighborhoods in Wellesley, MA with lower crime scores are Cliff Estates, Wellesley Square, Wellesley Farms, Dana Hall and Wellesley Hills.
What are the most popular zip codes in Wellesley, MA?
The most popular zip codes in Wellesley, MA include 02481, 02482, 02492, 02494 and 02493.
What are the most popular neighborhoods in Wellesley, MA?
The most popular neighborhoods in Wellesley, MA with the most homes for sale are Cliff Estates, Wellesley Square, Wellesley Farms, Dana Hall and Wellesley Hills.
How much do you need to make to afford a house in Wellesley?
The median home price in Wellesley is $1,948,000. If you put a 20% down payment of $389,600 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $9,650 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $414K a year to afford the median home price in Wellesley. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Wellesley, MA?
Wellesley, MA has highly rated public and private schools. Some of the best schools in Wellesley based on Niche Grades are Country Elementary School, Dana Hall School and Dover-Sherborn Regional High School. The neighborhoods in Wellesley with the highest rated schools are Cliff Estates, Wellesley Square and Wellesley Farms. Browse all the schools in Wellesley, MA to learn more.

Home Trends in Wellesley, MA

On average, homes in Wellesley, MA sell after 30 days on the market compared to the national average of 57 days. The median sale price for homes in Wellesley, MA over the last 12 months is $1,965,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,965,000
Median Single Family Sale Price
$2,405,000
Median Townhouse Sale Price
$1,700,000
Median 2 Bedroom Sale Price
$1,300,000
Median 1 Bedroom Sale Price
$1,125,000
Average Price Per Sq Ft
$784
Number of Homes for Sale
19
Last 12 months Home Sales
82
Months of Supply
2.80
Median List Price
$1,948,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
1%
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