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Homes for Sale in 02481

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  • /29

    $1,399,000

    Open Sun 11AM - 12:30PM
    • 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
  • /20

    $2,598,000

    Open Sun 1:30PM - 3:30PM
    • 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
  • /40

    $1,599,000

    Open Sun 11:15AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    127 Prospect St, Wellesley Hills, MA 02481

    Beautifully updated 4 bedroom 2.5 Bath center-entrance Garrison has been meticulously maintained. Updates include a new heating/cooling system, kitchen and bathrooms, The main level offers an oversize living room with fireplace, and a formal dining room. The kitchen has new appliances, cabinets and quartz countertop. Just off the kitchen is a large family room with access to the back yard. The

    Seema Layne Keller Williams Realty

    127 Prospect St, Wellesley Hills, MA 02481
  • /40

    $3,495,000

    Open Sun 11AM - 1PM
    • 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
  • /30

    $1,075,000

    Open Sun 11AM - 12:30PM
    • 1 Bed
    • 1.5 Baths
    • 1,205 Sq Ft

    63 Garden Rd Unit C5, Wellesley, MA 02481

    Rarely available corner residence at Garden Close in this sought-after neighborhood in Wellesley Farms. Offering timeless style, exceptional natural light, and a serene setting, this meticulously maintained condominium features high ceilings, elegant architectural detail, hardwood floors and a bright open layout. The sun-filled living and dining area showcases walls of windows, fireplace and an

    Michael Stein Redfin Corp.

    63 Garden Rd Unit C5, Wellesley, MA 02481
  • /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
  • /39

    $1,899,999

    • 5 Beds
    • 3.5 Baths
    • 4,643 Sq Ft

    7 Garden Rd, Wellesley Hills, MA 02481

    Welcome to Wellesley Farms!! Situated in a highly sought-after neighborhood, this beautifully renovated, energy-efficient home is set back from the street and enhanced with new soundproof windows and 2024 system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect for both everyday living and entertaining. A stunning great room features custom

    Timothy Driscoll South Shore Sotheby's International Realty

    7 Garden Rd, Wellesley Hills, MA 02481
  • /36

    $2,495,000

    Open Sun 12PM - 1:30PM
    • 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
  • /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
  • /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
  • /36

    $2,995,000

    Open Sun 1PM - 2:30PM
    • 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
  • /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
  • /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
  • /31

    $1,299,000

    Open Sun 11:30AM - 1PM $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
  • /9

    $825,000

    Open Sun 12PM - 1PM
    • 1 Bed
    • 1 Bath
    • 1,230 Sq Ft

    202 Washington St Unit A, Wellesley, MA 02481

    Beautifully rebuilt and expanded 1+ bedroom residence in a newly converted two-unit property, offering sophisticated, contemporary living in a premier Wellesley Hills commuter location just moments from the Wellesley Hills Branch Library. This thoughtfully designed home features a chef’s kitchen with custom shaker cabinetry, quartz/stone countertops, and high-end finishes, opening to a dramatic

    Rjp Sells Coldwell Banker Realty - Brookline

    202 Washington St Unit A, Wellesley, 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
  • /36

    $2,799,000

    Open Sun 11:30AM - 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
  • /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
  • /7

    $4,850,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 7,157 Sq Ft

    206 Bristol Rd, Wellesley Hills, MA 02481

    Cliff Estates new construction! One of Boston's premier builders has created this incredible home with the perfect floor plan. 4 full floors of living with time for a buyer to customize the interiors. Large open concept giving the kitchen and family room full southern exposure. Big island and walk-in food pantry with top of the line custom cabinetry and appliances. Family room with fireplace and

    Melissa Dailey Coldwell Banker Realty - Wellesley

    206 Bristol 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
  • /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
  • /39

    $5,125,000

    Open Sun 2PM - 3:30PM $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
  • /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
  • /27

    $1,470,000

    Open Sun 12PM - 1:30PM $29K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,728 Sq Ft

    18 Eaton Ct, Wellesley Hills, MA 02481

    This attached single-family townhome combines the best of in-town living with the privacy and independence of a single-family home. Tastefully renovated throughout, it preserves period character and millwork while introducing today’s modern comforts, including tall ceilings, light-filled rooms, Carrara marble baths, central air, and 200 AMP electrical service. The spacious and flexible floor plan

    Susan Lyman Douglas Elliman Real Estate - Wellesley

    18 Eaton Ct, Wellesley Hills, MA 02481
  • /32

    $2,295,000

    Open Sun 11AM - 12:30PM $55K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,200 Sq Ft

    6 Intervale Rd, Wellesley Hills, MA 02481

    Completely gut-renovated from top to bottom, this stunning 5-bedroom, 3-bath home offers modern design and exceptional craftsmanship throughout. Renovated by a premier builder using top-quality materials, the home features a bright open-concept layout ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, creating an inviting

    Donahue Maley & Burns Team Compass

    6 Intervale 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
  • /42

    $3,995,000

    Open Sun 11AM - 12:30PM $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
  • /42

    $3,995,000

    New Construction Open Sun 12:30PM - 2PM $500K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 7,047 Sq Ft

    201 Lowell Rd, Wellesley Hills, MA 02481

    New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with another fireplace and dining room both with custom millwork. Mudroom with cubbies and closet.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    201 Lowell Rd, Wellesley Hills, MA 02481
  • /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
  • /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
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