73

Wellesley, MA Homes for Sale

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  • 35 Marshall Rd, Wellesley, MA 02482
    35 Marshall Rd, Wellesley, MA 02482
    35 Marshall Rd, Wellesley, MA 02482
    /42

    $3,450,000

    • 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
  • 320 Quinobequin Rd, Waban, MA 02468
    320 Quinobequin Rd, Waban, MA 02468
    320 Quinobequin Rd, Waban, MA 02468
    /37

    $1,395,000

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

    320 Quinobequin Rd, Waban, MA 02468

    Great house to start suburban life in the Wonderful Waban. Gracious columns and a 33x12 covered Porch welcome you to this lovely Cape/Colonial home with 3 floors of living space plus a great yard & grounds. A Livingroom w/ a fireplace opens to a screened porch. An eat-in kitchen with separate breakfast area and pantry connecting a formal dinning room. 3 bedrooms (incl. a master suite) plus an

    David-Daili Xiao Engel & Volkers Newton

    320 Quinobequin Rd, Waban, MA 02468
  • 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

    • 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
  • 25 Longmeadow Rd, Wellesley, MA 02482
    25 Longmeadow Rd, Wellesley, MA 02482
    25 Longmeadow Rd, Wellesley, MA 02482
    /39

    $3,250,000

    $135K PRICE DROP
    • 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
  • 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
  • 12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    /40

    $4,999,000

    $251K PRICE DROP
    • 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

    • 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
  • 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

    $295K PRICE DROP
    • 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
  • 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
  • 8 Oakdale Ave, Wellesley, MA 02482
    8 Oakdale Ave, Wellesley, MA 02482
    8 Oakdale Ave, Wellesley, MA 02482
    /37

    $3,350,000

    $130K PRICE DROP
    • 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
  • 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

    • 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
  • 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

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

    $3,150,000

    $145K PRICE DROP
    • 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

    $85K PRICE DROP
    • 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
  • 7 Massasoit Rd, Wellesley Hills, MA 02481
    7 Massasoit Rd, Wellesley Hills, MA 02481
    7 Massasoit Rd, Wellesley Hills, MA 02481
    /42

    $3,495,000

    • 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 delivers thoughtfully designed living space with exquisite custom finishings throughout. The chef's kitchen with pantry and second sink flows into a fire-placed family room. A formal living room, first-floor study, and custom built-ins throughout round out the main level beautifully. Upstairs, the

    Donna Scott Group Coldwell Banker Realty - Wellesley

    7 Massasoit Rd, 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

    $100K 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 Compass

    38 Parker Rd, Wellesley, MA 02482
  • 144 Washington St, Wellesley Hills, MA 02481
    144 Washington St, Wellesley Hills, MA 02481
    /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
  • 470 Quinobequin Rd, Waban, MA 02468
    470 Quinobequin Rd, Waban, MA 02468
    470 Quinobequin Rd, Waban, MA 02468
    /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 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
  • 389 Grove St, Needham, MA 02492
    389 Grove St, Needham, MA 02492
    389 Grove St, Needham, MA 02492
    /40

    $3,625,000

    $570K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,519 Sq Ft

    389 Grove St, Needham, MA 02492

    Set on exceptionally private acreage along the coveted Needham–Wellesley line, this reimagined estate offers rare scale, serenity, and sophistication. A comprehensive 2021 renovation transformed the home into a luxurious yet welcoming retreat, designed for both everyday living and refined entertaining. The heart of the home is the true chef’s kitchen with intentional, top-of-the-line finishes,

    Berlin Levin Team Coldwell Banker Realty - Wellesley

    389 Grove St, Needham, MA 02492
  • 24 Radcliff Rd, Newton, MA 02468
    24 Radcliff Rd, Newton, MA 02468
    24 Radcliff Rd, Newton, MA 02468
    /41

    $3,395,000

    • 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

    $1M PRICE DROP
    • 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

    $1,398,000

    $23K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,457 Sq Ft

    16 Stearns Rd Unit 207, Wellesley, MA 02482

    WELCOME TO THE ALBION! 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

    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

    • 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
  • 365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    /36

    $2,799,000

    • 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
  • 16 Oak St, Wellesley, MA 02482
    16 Oak St, Wellesley, MA 02482
    16 Oak St, Wellesley, MA 02482
    /33

    $2,645,000

    $50K PRICE DROP
    • 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

    $52K PRICE DROP
    • 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
  • 286 Linden St Unit 286, Wellesley, MA 02482
    286 Linden St Unit 286, Wellesley, MA 02482
    286 Linden St Unit 286, Wellesley, MA 02482
    /11

    $1,195,000

    • 2 Beds
    • 2.5 Baths
    • 1,909 Sq Ft

    286 Linden St Unit 286, Wellesley, MA 02482

    Updated townhome in Linden Square offering energy-efficient systems and a convenient Wellesley location. Recent improvements include a high-efficiency HVAC with hyper-heat (2025), upgraded electrical, and smart-home features with switches, thermostats, locks, shades, and a universal EV charger. Ethernet wiring and multiple Wi-Fi access points provide strong connectivity throughout the home. The

    Teri Adler MGS Group Real Estate LTD - Wellesley

    286 Linden St Unit 286, Wellesley, MA 02482
  • 200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    200 Pond 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 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

    $1,299,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,129 Sq Ft

    642 Worcester St, Wellesley, MA 02482

    Come see the Best of Everything! Over 3000 sq ft, soaring ceilings, 2 staircases, gracious formal and casual living & dining, updated light-filled kitchen, butler’s pantry, first floor laundry, up to five sleeping spaces, tranquil primary ensuite, beautiful hardwood floors, period details thru-out. Two porches, mature plantings, 2 car garage and EV charging station complete this classic gem, just

    Heather Steele Rutledge Properties

    642 Worcester St, Wellesley, MA 02482
  • 368 Worcester St, Wellesley Hills, MA 02481
    368 Worcester St, Wellesley Hills, MA 02481
    368 Worcester St, Wellesley Hills, MA 02481
    /20

    $2,598,000

    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    368 Worcester St, Wellesley Hills, MA 02481

    Beautifully gut-renovated 5-bedroom, 4.5-bath home in one of Wellesley’s most desirable locations. Completely renovated inside and out, with everything brand new, this move-in-ready home features sun-filled living spaces, a brand-new kitchen with all-new appliances, a bright sunroom, generously sized bedrooms, and 4.5 updated baths. Enjoy outdoor living with a large deck and fenced-in backyard

    John Saleh Centre Realty Group

    368 Worcester St, Wellesley Hills, MA 02481
  • 560 Worcester St, Wellesley Hills, MA 02481
    560 Worcester St, Wellesley Hills, MA 02481
    560 Worcester St, Wellesley Hills, MA 02481
    /29

    $1,399,000

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    560 Worcester St, Wellesley Hills, MA 02481

    This stunning renovated four bedroom Colonial offers timeless appeal, comfortable living spaces & exceptional commuter convenience. Filled with natural light, the home features a welcoming living room with fireplace, formal dining room & an exceptional updated gourmet chef's kitchen with top of the line Thermador appliance for easy everyday living. Upstairs, a beautiful primary bedroom with

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    560 Worcester St, Wellesley Hills, MA 02481
  • 16 Stearns Rd Unit 203, Wellesley, MA 02482
    16 Stearns Rd Unit 203, Wellesley, MA 02482
    16 Stearns Rd Unit 203, Wellesley, MA 02482
    /19

    $1,498,000

    $26K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    16 Stearns Rd Unit 203, Wellesley, MA 02482

    Welcome to the ALBION! New Construction! Stunning 2-bedroom, 2.5-bath condo featuring an open floor plan and soaring 9' ceilings. Enjoy beautiful views overlooking Sprague Field in this boutique 24-unit association. This unit includes two garage parking space, plus ample guest parking.The top-of-the-line kitchen boasts high-end appliances, a center island, and sleek finishes—perfect for cooking

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 203, Wellesley, MA 02482
  • 279 Oakland St, Wellesley Hills, MA 02481
    279 Oakland St, Wellesley Hills, MA 02481
    279 Oakland St, Wellesley Hills, MA 02481
    /36

    $2,495,000

    • 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

    $3,995,000

    $955K 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. 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
  • 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

    $270K PRICE DROP
    • 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
  • 53 Elmwood Rd, Wellesley Hills, MA 02481
    53 Elmwood Rd, Wellesley Hills, MA 02481
    53 Elmwood Rd, 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
  • 16 Stearns Rd Unit 106, Wellesley, MA 02482
    16 Stearns Rd Unit 106, Wellesley, MA 02482
    16 Stearns Rd Unit 106, Wellesley, MA 02482
    /12

    $1,348,050

    • 2 Beds
    • 2.5 Baths
    • 1,419 Sq Ft

    16 Stearns Rd Unit 106, Wellesley, MA 02482

    WELCOME TO THE ALBION! 2 garage spots included if offers by 5\31!!!!!! New Construction! Stunning 2-bedroom, 2.5-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

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 106, Wellesley, MA 02482
  • 200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff Rd, Wellesley Hills, MA 02481
    /41

    $5,350,000

    $245K 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

Showing Results 1 - 40, Page 1 of 2

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 $2,321,893.
How many homes have sold over the last 12 months in Wellesley, MA?
77 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 02482, 02481, 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 $1,897,000. If you put a 20% down payment of $379,400 and had a 30-year fixed mortgage with an interest rate of 6.36%, your estimated principal and interest payment would be $9,450 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $405K 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 37 days on the market compared to the national average of 58 days. The median sale price for homes in Wellesley, MA over the last 12 months is $1,951,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,951,000
Median Single Family Sale Price
$2,487,500
Median Townhouse Sale Price
$1,700,000
Median 2 Bedroom Sale Price
$1,368,750
Median 1 Bedroom Sale Price
$1,100,000
Average Price Per Sq Ft
$785
Number of Homes for Sale
13
Last 12 months Home Sales
77
Months of Supply
2.00
Median List Price
$1,897,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
0%
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