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Homes for Sale in 02481

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  • /42

    $1,529,000

    Open Fri 4:30PM - 6PM
    • 4 Beds
    • 3 Baths
    • 2,218 Sq Ft

    32 Bobolink Rd, Wellesley Hills, MA 02481

    Meticulously updated and turnkey move in!32 Bobolink Rd combines classic charm with modern conveniences. Recent improvements including a new roof, updated HVAC systems & interior upgrades,unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes.Bright and spacious raise ranch house which located on a quiet street. Gleaming hardwood floors , open concept

    Key Kuen Ho Blue Ocean Realty, LLC

    32 Bobolink Rd, Wellesley Hills, MA 02481
  • /17

    $1,088,000

    Open Sun 12PM - 1:30PM
    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    6 Oakland Cir, Wellesley Hills, MA 02481

    Nestled on a quiet side street in Wellesley, this charming residence offers the perfect blend of timeless elegance, comfort, and convenience. A great opportunity to enjoy one of Greater Boston's most desirable communities at an attractive price point. Enjoy close proximity to top-ranked Wellesley schools, vibrant shopping & dining, area amenities and it's located less than 1 mile from Wellesley

    Chang Zeng East West Real Estate, LLC

    6 Oakland Cir, Wellesley Hills, MA 02481
  • /21

    $3,295,000

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

    18 Rockland St, Wellesley Hills, MA 02481

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

    Teri Adler MGS Group Real Estate LTD - Wellesley

    18 Rockland St, Wellesley Hills, MA 02481
  • /29

    $3,299,000

    • 6 Beds
    • 4.5 Baths
    • 4,424 Sq Ft

    209 Bristol Rd, Wellesley Hills, MA 02481

    Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware. Anchored

    Elisabeth Preis Compass

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

    $5,350,000

    Pre-Foreclosure
    • 5 Beds
    • 7 Baths
    • 5,230 Sq Ft

    14 Bristol Rd, Wellesley Hills, MA 02481

    Nestled in the heart of Wellesley’s coveted Cliff Estates, this exquisite custom-built residence by a highly regarded builder blends timeless elegance w exceptional craftsmanship. Built in 2013, the home welcomes you w a sun-drenched two-story foyer, formal fireplaced livingroom, sophisticated dining room and a private first-floor office. The expansive family room flows seamlessly into the chef’s

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    14 Bristol Rd, Wellesley Hills, MA 02481
  • /39

    $4,395,000

    • 6 Beds
    • 6.5 Baths
    • 6,975 Sq Ft

    8 Valley Rd, Wellesley Hills, MA 02481

    Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom

    Dean Poritzky Engel & Völkers Wellesley

    8 Valley Rd, Wellesley Hills, MA 02481
  • /34

    $10,995,000

    • 5 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    45 White Oak Rd, Wellesley Hills, MA 02481

    Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    45 White Oak Rd, Wellesley Hills, MA 02481
  • /29

    $2,895,000

    • 5 Beds
    • 4.5 Baths
    • 5,055 Sq Ft

    59 Cleveland Rd, Wellesley Hills, MA 02481

    Your new home awaits! Move right into this picture perfect younger colonial in Bates School district. Spacious living room with coffered ceiling and gas fireplace opens to dining room. Huge kitchen family room open concept along the entire back of the home. Center island with seating. High end stainless appliances plus eating area. Family room with 2nd fireplace, large built-in and coffered

    Melissa Dailey Coldwell Banker Realty - Wellesley

    59 Cleveland Rd, Wellesley Hills, MA 02481
  • /20

    $1,299,000

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

    31 Lantern Ln, Wellesley Hills, MA 02481

    Wonderful opportunity to own an affordable two-family home in Wellesley. Don't miss this charming two-family home nestled in a desirable neighborhood setting — rich in character and architectural detail with a stunning wrap-around porch that sets it apart. Each unit offers 2 bedrooms, updated electrical service, and a large detached 2-car garage adds exceptional value. Commuters will love the

    Ned Mahoney eXp Realty LLC - Corporate Office

    31 Lantern Ln, Wellesley Hills, MA 02481
  • /38

    $1,925,000

    • 4 Beds
    • 2.5 Baths
    • 2,896 Sq Ft

    40 Kimlo Rd, Wellesley, MA 02481

    Presenting this extraordinary, beautifully updated 1800s modern farmhouse in highly convenient Wellesley Hills. Privately set on a tucked-away lane w/ minimal traffic yet just a short walk to the train, shops & restaurants, this unique home features high ceilings, lovely appointments & a wonderful sense of connection throughout. A welcoming front porch & foyer open to sun-filled living spaces

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    40 Kimlo Rd, Wellesley, MA 02481
  • /32

    $3,195,000

    • 5 Beds
    • 6 Baths
    • 5,735 Sq Ft

    31 Alba Rd, Wellesley Hills, MA 02481

    Completely reimagined, this exceptional 5,700+ sq ft residence is ideally situated on a quiet residential loop just steps from top-ranked Wellesley schools, Linden Square, commuter rail, Whole Foods, and parks. Designed for modern living, the home features sun-filled open-concept spaces, seamless indoor-outdoor flow, and beautifully connected kitchen, wet bar, and family room overlooking a level

    Agent Photo

    ZhiChao Chen

    Space Realty

    31 Alba Rd, Wellesley Hills, MA 02481
  • /30

    $2,599,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 5,428 Sq Ft

    22 Tanglewood Rd, Wellesley Hills, MA 02481

    Located in the coveted Cliff Estates, this beautifully expanded 13-room, 5,428 sq ft Garrison Colonial with contemporary addition is ideally set on a quiet cul-de-sac and surrounded by nature. The thoughtfully designed first floor features an updated kitchen with oversized island, pantry, abundant storage, and seamless flow into the spacious family room with custom windows and built-ins. Formal

    Christine Norcross William Raveis R.E. & Home Services

    22 Tanglewood Rd, Wellesley Hills, MA 02481
  • /37

    $2,480,000

    $118K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    37 Oakland St, Wellesley, MA 02481

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

    John Saleh Centre Realty Group

    37 Oakland St, Wellesley, MA 02481
  • /39

    $2,150,000

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

    77 Cedar St, Wellesley Hills, MA 02481

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

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

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

    $4,870,000

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

    179 Oakland St, Wellesley Hills, MA 02481

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

    Lin Shi Phoenix Real Estate

    179 Oakland St, Wellesley Hills, MA 02481
  • /21

    $1,348,000

    $50K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,384 Sq Ft

    41 Hunnewell St, Wellesley Hills, MA 02481

    Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous

    Christine Norcross William Raveis R.E. & Home Services

    41 Hunnewell 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
  • /40

    $1,599,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    127 Prospect St, Wellesley Hills, MA 02481

    Wellesley, known for its top-ranked public schools, vibrant town center, parks, and exceptional quality of life. Beautifully updated 4-bedroom, 2.5-bath center-entrance home in one of Wellesley’s most sought-after neighborhoods. Recent updates include a new heating/cooling system, renovated kitchen and bathrooms, making this home truly move-in ready. The main level features an oversized living

    Seema Layne Keller Williams Realty

    127 Prospect St, 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 sits in one of Wellesley's most sought-after pockets, east of Weston and north of Route 9, quiet and tucked away yet minutes to highway access, close to top schools, playgrounds, and nature walks. Thoughtfully designed living space boasts exquisite finishings throughout. The chef's kitchen with gas

    Donna Scott Group Coldwell Banker Realty - Wellesley

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

    $1,075,000

    • 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 windows and system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect for both everyday living and entertaining. A stunning great room features custom built-ins and a

    Timothy Driscoll South Shore Sotheby's International Realty

    7 Garden Rd, Wellesley Hills, MA 02481
  • /39

    $2,885,000

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

    100 Albion Rd, Wellesley Hills, MA 02481

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

    Debi Benoit William Raveis R.E. & Home Services

    100 Albion Rd, Wellesley Hills, MA 02481
  • /37

    $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
  • /34

    $1,239,000

    $86K 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

    $795,000

    $30K PRICE DROP
    • 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
  • /37

    $1,100,000

    $98K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,165 Sq Ft

    6 Willow St, Wellesley, MA 02481

    A great opportunity for a buyer who understands the value of sweat equity and is willing to make some improvements! This delightfully charming Cape style home offers a versatile open concept floor plan. The first floor flows seamlessly to two separate fireplace living areas as well as a dining room with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless

    Frank Celeste Gibson Sotheby's International Realty

    6 Willow St, Wellesley, 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
  • /40

    $4,950,000

    $445K 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
  • /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
  • /42

    $3,995,000

    New Construction $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

    $5,100,000

    $495K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 7,262 Sq Ft

    200 Cliff Rd, Wellesley Hills, MA 02481

    Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living

    Donahue Maley & Burns Team Compass

    200 Cliff Rd, Wellesley Hills, MA 02481
  • /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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