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Wellesley, MA Homes for Sale

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  • 23 Priscilla Cir, Wellesley Hills, MA 02481
    23 Priscilla Cir, Wellesley Hills, MA 02481
    23 Priscilla Cir, Wellesley Hills, MA 02481
    /21

    $3,675,000 New Construction

    • 6 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    23 Priscilla Cir, Wellesley Hills, MA 02481

    Experience the best of Wellesley living at 23 Priscilla Circle! This stunning new construction offers 6 bedrooms and 4 1/2 luxurious baths. Perfectly designed for modern life. Sun filled rooms, open-concept layout and high-end finishes throughout create a warm and inviting atmosphere. The chef's kitchen, elegant master suite, and expansive living space make entertaining effortless. Nestled on a

    Liza Adib Berkshire Hathaway HomeServices Town and Country Real Estate

    23 Priscilla Cir, Wellesley Hills, MA 02481
  • 10 Lanark Rd, Wellesley Hills, MA 02481
    10 Lanark Rd, Wellesley Hills, MA 02481
    10 Lanark Rd, Wellesley Hills, MA 02481
    /40

    $4,695,000 Open Sat 12PM - 1:30PM

    • 6 Beds
    • 3.5 Baths
    • 7,404 Sq Ft

    10 Lanark Rd, Wellesley Hills, MA 02481

    Welcome to 10 Lanark Road, a beautifully reimagined home that seamlessly blends historic charm with modern living. Sun-drenched living spaces highlight timeless architectural details alongside both a traditional and flexible layout for today’s discerning buyers. Generous bedrooms, elegant entertaining areas, and curated design touches create a home that feels both sophisticated and welcoming.

    Bell Petrini Group Coldwell Banker Realty - Wellesley

    10 Lanark Rd, Wellesley Hills, MA 02481
  • 10 Clark Rd, Wellesley Hills, MA 02481
    10 Clark Rd, Wellesley Hills, MA 02481
    10 Clark Rd, Wellesley Hills, MA 02481
    /21

    $4,995,000 Open Sat 11:30AM - 1PM

    • 6 Beds
    • 8 Baths
    • 6,148 Sq Ft

    10 Clark Rd, Wellesley Hills, MA 02481

    Renovated 6+ bedroom, 6 full & 2 half bath brick Georgian colonial style home! Situated on a magnificent & lushly landscaped .52 ac lot designed by Dan Gordon offering a beautiful in ground heated pool & pool house, multi level terrace with grilling station, fire pit, and large level back yard. Located on a quiet cut-de-sac close to the town center and Wellesley Country Club this elegant home has

    Michael Harper Coldwell Banker Realty - Boston

    10 Clark Rd, Wellesley Hills, MA 02481
  • 25 Longmeadow Rd, Wellesley, MA 02482
    25 Longmeadow Rd, Wellesley, MA 02482
    25 Longmeadow Rd, Wellesley, MA 02482
    /42

    $3,385,000

    • 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 - 1:15PM

    • 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
  • 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

    • 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
  • 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 Open Sat 12PM - 2PM

    • 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

    • 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
    /38

    $2,890,000 Open Sat 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

    $2,995,000

    • 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 Fri 4PM - 5:30PM

    • 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

    $2,975,000

    • 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
  • 27 Radcliffe Rd, Wellesley, MA 02482
    27 Radcliffe Rd, Wellesley, MA 02482
    27 Radcliffe Rd, Wellesley, MA 02482
    /38

    $3,495,000 Open Fri 3PM - 4:30PM

    • 5 Beds
    • 6 Baths
    • 6,037 Sq Ft

    27 Radcliffe Rd, Wellesley, MA 02482

    Nestled in the sought-after Dana Hall neighborhood, this pristine Colonial offers the perfect blend of timeless elegance & sophistication. This beautiful residence showcases refined craftsmanship & thoughtfully designed living spaces. A light-filled foyer welcomes you into an expansive 1st floor, offering living & dining rooms, an office, a stunning kitchen w/ custom cabinetry, center island &

    Beyond Boston Properties Group Compass

    27 Radcliffe Rd, Wellesley, MA 02482
  • 38 Parker Rd, Wellesley, MA 02482
    38 Parker Rd, Wellesley, MA 02482
    38 Parker Rd, Wellesley, MA 02482
    /42

    $3,295,000 Open Sat 12PM - 2PM

    • 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
  • 16 Wiswall Cir, Wellesley, MA 02482
    16 Wiswall Cir, Wellesley, MA 02482
    16 Wiswall Cir, Wellesley, MA 02482
    /20

    $1,195,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft

    16 Wiswall Cir, Wellesley, MA 02482

    Welcome to 16 Wiswall Circle, a beautifully appointed townhouse in the heart of Wellesley Center. This spacious residence offers over 1,700 square feet of thoughtfully designed living space, including three bedrooms and two-and-a-half baths. The open-concept living room, dining area, and kitchen create a seamless setting for both everyday comfort and effortless entertaining. Step outside to a

    Jennifer Madden Coldwell Banker Realty - Wellesley

    16 Wiswall Cir, Wellesley, MA 02482
  • 7 Bemis Rd, Wellesley Hills, MA 02481
    7 Bemis Rd, Wellesley Hills, MA 02481
    7 Bemis Rd, Wellesley Hills, MA 02481
    /36

    $2,399,900

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

    7 Bemis Rd, Wellesley Hills, MA 02481

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

    Dream Team Dreamega International Realty LLC

    7 Bemis Rd, Wellesley Hills, MA 02481
  • 85 Grove St Unit 306, Wellesley, MA 02482
    85 Grove St Unit 306, Wellesley, MA 02482
    85 Grove St Unit 306, Wellesley, MA 02482
    /24

    $1,325,000

    • 2 Beds
    • 2 Baths
    • 1,528 Sq Ft

    85 Grove St Unit 306, Wellesley, MA 02482

    Elegant 2bed/2bath unit is now available at Wellesley Green! This thoughtfully designed home is filled with natural light and offers comfortable living and dining spaces, ideal for both everyday living and entertaining. The efficiently designed kitchen features newly replaced appliances. A stylish dining area flows seamlessly into the living room, where large balcony windows frame lovely,

    Meghan Sutherland MGS Group Real Estate LTD - Wellesley

    85 Grove St Unit 306, Wellesley, MA 02482
  • 14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    /24

    $7,995,000 Open Sat 3PM - 4:30PM

    • 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 11AM - 12:30PM

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

    16 Stearns Rd Unit 207, Wellesley, MA 02482

    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 highlighted by a cozy fireplace. The spacious

    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 Sat 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

    $2,695,000 Open Sun 12PM - 1:30PM

    • 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
    /40

    $2,349,999 Open Sat 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
  • 92 Woodlawn Ave, Wellesley Hills, MA 02481
    92 Woodlawn Ave, Wellesley Hills, MA 02481
    92 Woodlawn Ave, Wellesley Hills, MA 02481
    /36

    $1,900,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,627 Sq Ft

    92 Woodlawn Ave, Wellesley Hills, MA 02481

    Bright and inviting 4 BR, 2.5 BA Wellesley Farms Colonial blends today’s conveniences with yesterday’s charm. Every detail has been carefully curated for a seamless combination of style and function. The welcoming foyer leads to a spacious living room with a fireplace and built-ins; a sun-drenched den opens to a professionally landscaped backyard ideal for entertaining and play. The

    Heather Spence ERA Key Realty Services- Fram

    92 Woodlawn Ave, 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
  • 11 Springdale Ave, Wellesley Hills, MA 02481
    11 Springdale Ave, Wellesley Hills, MA 02481
    11 Springdale Ave, Wellesley Hills, MA 02481
    /33

    $1,250,000 Open Sat 12:30PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,079 Sq Ft

    11 Springdale Ave, Wellesley Hills, MA 02481

    Tucked away on a quiet street just moments from the Farms train, Warren park, and Lower Falls restaurants, and set on a beautiful lot, this property is lush, private, and perfect for indoor/outdoor living. Renovated in 2010, the home features an open concept kitchen/dining area and family room with gas fireplace, seamlessly connecting to a deck that overlooks a nature surrounded backyard. Two

    The Wilson Group Compass

    11 Springdale Ave, Wellesley Hills, MA 02481
  • 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

    $5,495,000

    • 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 Open Sat 10:30AM - 11:30AM

    • 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
  • 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 Open Sat 12PM - 1PM

    • 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
  • 121 Livingston Rd, Wellesley, MA 02482
    121 Livingston Rd, Wellesley, MA 02482
    121 Livingston Rd, Wellesley, MA 02482
    /38

    $6,995,000

    • 6 Beds
    • 10 Baths
    • 10,090 Sq Ft

    121 Livingston Rd, Wellesley, MA 02482

    Set on nearly two acres with direct access to the Charles River and surrounded by conservation land, this custom-built Colonial offers a rare combination of privacy, scale, and waterfront living in Wellesley’s coveted Dana Hall neighborhood. Thoughtfully designed and crafted, the home delivers enduring quality and a lifestyle that is increasingly rare.A gracious foyer introduces formal living and

    Ying Sun Compass

    121 Livingston Rd, Wellesley, MA 02482
  • 345 Linden St, Wellesley Hills, MA 02481
    345 Linden St, Wellesley Hills, MA 02481
    345 Linden St, Wellesley Hills, MA 02481
    /41

    $2,695,000 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 4,016 Sq Ft

    345 Linden St, Wellesley Hills, MA 02481

    Stunning new construction in one of Wellesley’s most sought-after neighborhoods, just moments to Wellesley Middle & High School, Linden Square, and the commuter rail. Thoughtfully designed for modern living, the main level features a chef’s kitchen with professional-grade appliances and an oversized center island, seamlessly opening to sun-filled living and entertaining spaces. A formal dining

    Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    345 Linden 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

    $4,495,000 Open Sat 11:30AM - 1PM

    • 6 Beds
    • 5 Baths
    • 6,990 Sq Ft

    151 Oakland St, Wellesley Hills, MA 02481

    A rare Wellesley gem set on 1.15 acres, overlooking the 15th hole & 16th tee of Wellesley Country Club with sweeping scenic golf course views. Fully renovated in 2022, this distinguished 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 great room, sophisticated

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • 241 Lowell Rd, Wellesley Hills, MA 02481
    241 Lowell Rd, Wellesley Hills, MA 02481
    241 Lowell Rd, Wellesley Hills, MA 02481
    /42

    $3,950,000

    • 6 Beds
    • 5.5 Baths
    • 7,034 Sq Ft

    241 Lowell Rd, Wellesley Hills, MA 02481

    Exceptional Opportunity In Wellesley’s Highly Desirable Cliff Estates. Situated On A Large, Level Lot Offering Excellent Privacy, This Elegant Residence Provides Over 7,000 Sq Ft Of Beautifully Designed Living Space With 6 Bedrooms And 5.5 Bathrooms. Sun-Filled Interiors Feature High Ceilings, Oversized Windows, And Refined Finishes Throughout. A Grand Foyer Opens To Spacious Living Areas Ideal

    Alpha Group Compass

    241 Lowell 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
    /40

    $5,395,000 Open Sat 11:30AM - 1PM

    • 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 Open Sat 11AM - 12:30PM

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

    16 Stearns Rd Unit 106, Wellesley, MA 02482

    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 and inviting living room is highlighted by a cozy fireplace. The

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 106, Wellesley, MA 02482

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 $2,278,686.
How many homes have sold over the last 12 months in Wellesley, MA?
89 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 6.46%, your estimated principal and interest payment would be $9,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $420K 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 36 days on the market compared to the national average of 55 days. The median sale price for homes in Wellesley, MA over the last 12 months is $1,970,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,970,000
Median Single Family Sale Price
$2,487,500
Median Townhouse Sale Price
$1,812,500
Median 2 Bedroom Sale Price
$1,316,000
Median 1 Bedroom Sale Price
$1,445,000
Average Price Per Sq Ft
$787
Number of Homes for Sale
12
Last 12 months Home Sales
89
Months of Supply
1.60
Median List Price
$1,948,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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