32

Homes for Sale in 02481

Section Image
  • /29

    $2,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,815 Sq Ft

    45 Windsor Rd, Wellesley Hills, MA 02481

    Set on a spectacular 34,000 sq. ft. lot with a lush lawn and mature trees, this classic Colonial offers an exceptional setting in one of Wellesley’s most desirable neighborhoods. The spacious front-to-back living room with a fireplace opens to a charming screened porch, perfect for relaxing or entertaining. A formal dining room and a bright white kitchen with granite countertops flow seamlessly

    Patricia Bradley Rutledge Properties

    45 Windsor Rd, Wellesley Hills, MA 02481
  • /32

    $4,695,000

    • 6 Beds
    • 6.5 Baths
    • 7,962 Sq Ft

    18 Sprague Rd, Wellesley Hills, MA 02481

    A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on 1⁄2 acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level with gym and guest suite create the perfect balance of comfort and style. The beautifully landscaped

    Catherine Bassick Douglas Elliman Real Estate - Park Plaza

    18 Sprague Rd, Wellesley Hills, MA 02481
  • /39

    $3,249,000 Open Sat 12PM - 1PM

    • 5 Beds
    • 5.5 Baths
    • 4,886 Sq Ft

    19 Northgate Rd, Wellesley Hills, MA 02481

    Incredible new construction by one of Wellesley's premier builders! The perfect location & floor plan. Large open kitchen with custom cabinets, natural gas cooking and designer lighting opens to family room with fireplace. Living room with picture windows plus private office/study on the first floor. Mudroom with cubbies off of 2 car garage. Main bedroom with spa-like bath & radiant heat floors

    Melissa Dailey Coldwell Banker Realty - Wellesley

    19 Northgate Rd, Wellesley Hills, MA 02481
  • /41

    $3,395,000

    • 6 Beds
    • 5.5 Baths
    • 5,993 Sq Ft

    310 Oakland St, Wellesley Hills, MA 02481

    NEW CONSTRUCTION! This exquisite 6BR/5.5BA colonial showcases the perfect blend of timeless elegance & modern design, crafted to the highest standards of quality & detail. Featuring an exceptional floor plan w/soaring ceilings, natural light & designer fixtures, this home is truly one-of-a-kind. The main level offers a grand chef's kitchen w/ Thermador appliances, fire-placed living room, butlers

    Heather McKay Artemis Realty

    310 Oakland St, Wellesley Hills, MA 02481
  • /35

    $3,295,000

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

    20 Oakland Street Front, Wellesley, MA 02481

    This magnificent brick-front classic New England colonial is part of a 3-home subdivision located at 20 Oakland St in Wellesley, new construction! You are greeted by a grand entrance, stunning staircase, huge windows & soaring ceilings, closets galore. Luxurious, Spacious, Affordable - this pre construction 2025 built home checks all the boxes: a family room with a wall of large windows brings in

    Shahani Real Estate Team Compass

    20 Oakland Street Front, Wellesley, MA 02481
  • /32

    $4,398,000

    • 5 Beds
    • 6.5 Baths
    • 7,461 Sq Ft

    39 Audubon Rd, Wellesley, MA 02481

    Fantastic New Construction, thoughtfully designed & beautifully appointed, this home offers modern luxury w/timeless elegance. A gracious, sun-filled two-story foyer opens to a formal living room w/fireplace & banquet-size dining room complete w/butler's pantry. The sleek chef's kitchen features high-end appliances, a quartz waterfall island, walk-in pantry, sunny breakfast nook, & stylish wet

    Patricia Bradley Rutledge Properties

    39 Audubon Rd, Wellesley, MA 02481
  • /28

    $3,445,000

    • 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 renovation and expansion of a classic New England 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.

    Elisabeth Preis Compass

    209 Bristol Rd, Wellesley Hills, MA 02481
  • /33

    $5,495,000

    • 5 Beds
    • 8 Baths
    • 7,720 Sq Ft

    3 Ravine Rd, Wellesley Hills, MA 02481

    Nestled in the heart of coveted Wellesley Farms, this chic sun-filled brick colonial seamlessly blends timeless elegance with modern comfort. Set on a beautifully landscaped private lot, the home welcomes with classic curb appeal and a gracious entry. Sunlight pours into the well-appointed formal living and dining rooms, creating inviting spaces ideal for entertaining. The thoughtful layout flows

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    3 Ravine Rd, Wellesley Hills, MA 02481
  • /22

    $5,395,000

    • 6 Beds
    • 7 Baths
    • 7,287 Sq Ft

    99 Old Colony Rd, Wellesley Hills, MA 02481

    Custom built by high-end builder, this Cliff Estates masterpiece fuses timeless and classic design with the newer systems and finishes found in a young home to create a truly unique offering. Nestled on over a half acre of park like grounds & with wonderful curb appeal, there is over 7200 square feet of luxurious living spaces. Upon entry into the grand foyer, you sense the soaring 10' ceilings,

    The Shulkin Wilk Group Compass

    99 Old Colony Rd, Wellesley Hills, MA 02481
  • /42

    $3,895,000

    • 5 Beds
    • 5.5 Baths
    • 5,833 Sq Ft

    10 Bird Hill Ave, Wellesley Hills, MA 02481

    One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand

    Donahue Maley & Burns Team Compass

    10 Bird Hill Ave, 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
  • /8

    $1,395,000

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    32 Wall St, Wellesley Hills, MA 02481

    Reimagine a classic colonial or build your dream home in a coveted Wellesley Neighborhood! An exceptional opportunity awaits on this spacious 10,000 sq. ft. lot in one of Wellesley’s most desirable, walk-to-town neighborhoods. Whether you choose to update this classic center-entrance colonial to fit your needs or build your dream home from the ground up, the possibilities are endless. The level,

    Beyond Boston Properties Group Compass

    32 Wall St, Wellesley Hills, MA 02481
  • /35

    $2,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,774 Sq Ft

    7 Cliff Rd, Wellesley Hills, MA 02481

    Beautifully renovated home on one of Wellesley’s most prestigious streets. This beautiful carriage house residence offers ten rooms, including five bedrooms and three and a half bathrooms. The sought after first-floor primary bedroom provides convenience and comfort. An amazing kitchen any chef would envy, all stainless steel appliances and generous counter space. Three full baths and one half

    Liza Adib Berkshire Hathaway HomeServices Town and Country Real Estate

    7 Cliff Rd, Wellesley Hills, MA 02481
  • /26

    $1,750,000

    • 4 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    54 Colburn Rd, Wellesley Hills, MA 02481

    This timeless Gambrel Colonial, set in Wellesley Farms, combines classic New England charm with modern comfort. The home’s distinctive roofline, cedar shingle accents, and welcoming entry are framed by mature landscaping and a brick walkway. Step into the interior, where a sun-filled foyer leads to a living room with a fireplace and an open dining room, both featuring French doors that open to

    Susan Bevilacqua Douglas Elliman Real Estate - Wellesley

    54 Colburn Rd, Wellesley Hills, MA 02481
  • /14

    $2,149,000

    • 4 Beds
    • 4.5 Baths
    • 3,272 Sq Ft

    32 Kingsbury St Unit A, Wellesley Hills, MA 02481

    Don’t miss your last opportunity to own a brand-new luxury townhome in the sought-after Linden Square area of Wellesley! This exceptional attached home offers over 3,272sf of thoughtfully designed living space, featuring 4+ bedrooms & 4.5 baths across three spacious levels. Enjoy a modern open-concept layout perfect for today’s lifestyle, highlighted by a custom designed kitchen & a welcoming

    Rjp Sells Coldwell Banker Realty - Brookline

    32 Kingsbury St Unit A, Wellesley Hills, MA 02481
  • /3

    $895,000

    • Land
    • 0.34 Acre
    • $2,632,353 per Acre

    29 Rockland St, Wellesley, MA 02481

    This lot has been approved by the Town of Wellesley as an SR10 buildable lot. Ready to go! We make no additional representations, buyers to do their own due diligence.Rockland st is an ideal location being a short distance to schools, train, shopping and more.

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    29 Rockland St, Wellesley, MA 02481
  • /41

    $2,590,000

    • 5 Beds
    • 4.5 Baths
    • 5,261 Sq Ft

    1 Clock Tower Dr, Wellesley Hills, MA 02481

    Perched on a serene hilltop, this elegant colonial home boasts a stunning façade inspired by the Wellesley Clock Tower. Just minutes from the Issac Sprague Memorial Clock Tower and Elm Park, this sunlit residence features soaring ceilings and oversized windows that bathe the interiors in natural light. The gourmet kitchen, designed for the avid cook, opens to an exquisite breakfast nook with

    Dream Team Dreamega International Realty LLC

    1 Clock Tower Dr, Wellesley Hills, MA 02481
  • /32

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,664 Sq Ft

    2 Longfellow Rd, Wellesley Hills, MA 02481

    Welcome to 2 Longfellow Road, this move-in ready gem is an exceptional opportunity to enjoy Wellesley living at its best. The newly renovated kitchen is the heart of the home, featuring white cabinetry, quartz countertops, and stainless steel appliances. With seamless flow into the dining room and direct access to the deck and private grounds, this space is perfect for entertaining family and

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    2 Longfellow Rd, Wellesley Hills, MA 02481
  • /42

    $2,150,000

    • 5 Beds
    • 4.5 Baths
    • 4,043 Sq Ft

    78 Hunnewell St, Wellesley Hills, MA 02481

    Your dream home awaits! This beautiful, 2013-built colonial sits on over half an acre abutting Sudbury Path and offers an expansive, timeless layout with 3 levels of living. The first floor features a dramatic entryway, front-to-back formal living & dining spaces, half bath, and a chef’s kitchen with breakfast nook that opens to a gracious step-down family room with gas fireplace – all

    Fleet Homes Group Keller Williams Realty

    78 Hunnewell St, Wellesley Hills, MA 02481
  • /15

    $1,195,000

    • 2 Beds
    • 2.5 Baths
    • 1,906 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
  • /35

    $2,550,000 Open Sat 12PM - 1PM

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

    93 Seaver St, Wellesley, MA 02481

    Incredible value for luxury new construction in the Hunnewell school district. Ideally located close to Wellesley Center + just minutes from the High School, this 5 bed, 5 bath Colonial impresses with its luxurious finishes, soaring ceilings and abundant natural light. The 1st floor offers a chef’s kitchen w/stainless appliances, walk-in pantry, quartz countertops and white cabinetry w/white oak

    Beyond Boston Properties Group Compass

    93 Seaver St, Wellesley, MA 02481
  • /39

    $2,650,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,705 Sq Ft

    46 Lincoln Rd, Wellesley Hills, MA 02481

    Love at first sight! Highly coveted brick Colonial in superb country club neighborhood! This much admired residence has exquisite curb appeal & seamlessly blends traditional charm with modern day conveniences for everyday living. Beautiful front to back living room showcases a gorgeous oversized fireplace with custom built-ins & moldings. The formal dining room provides a warm space for

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    46 Lincoln Rd, Wellesley Hills, MA 02481
  • /31

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,580 Sq Ft

    25 Shaw Rd, Wellesley Hills, MA 02481

    Welcome to where luxury meets modern living in this stunning new construction home. Designed with a unique transitional aesthetic, this 5-bedroom, 4.5-bathroom residence offers an impeccable blend of timeless elegance and contemporary flair. Step inside to find a spacious open-concept layout, highlighted by a gourmet kitchen featuring high-end appliances, custom cabinetry, and an oversized island

    Vanessa Duguerre Coldwell Banker Realty - Easton

    25 Shaw Rd, Wellesley Hills, MA 02481
  • /42

    $5,499,995

    • 6 Beds
    • 7.5 Baths
    • 9,494 Sq Ft

    33 Royalston Rd, Wellesley, MA 02481

    Welcome to 33 Royalston Road! A rare standout in the neighborhood, this newly constructed home offers four levels of luxury living with top-tier finishes and flexible spaces. The main floor features two dramatic living areas: a fireplace accompanied family room and a stunning great room with cathedral ceilings, custom trim, oversized windows, a wet bar, and access to a covered patio. The chef’s

    George Sariego Boston One Realty Group Inc

    33 Royalston Rd, Wellesley, MA 02481
  • /38

    $3,895,000

    • 5 Beds
    • 5.5 Baths
    • 5,833 Sq Ft

    12 Bird Hill Ave, Wellesley, MA 02481

    One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand

    Donahue Maley & Burns Team Compass

    12 Bird Hill Ave, Wellesley, MA 02481
  • /10

    $1,190,000

    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    6 Oakland Cir, Wellesley Hills, MA 02481

    Welcome to this amazing single family situated on over 10,000 square foot flat landscaped lot. This charming property offers amenities and picturesque views, featuring an open concept design, the home boasts natural light and spacious living area. The kitchen featuring granite counters and stainless steel appliances. Tiled bathrooms. Fresh paint, refinished hardwood floors and new light

    Henry Lee Patriot International Realty

    6 Oakland Cir, Wellesley Hills, MA 02481
  • /5

    $3,250,000

    • Land
    • 0.8 Acre
    • $4,062,500 per Acre

    35 Albion Rd, Wellesley Hills, MA 02481

    COMPELLING BUILDING LOT in the heart of exclusive Cliff Estates! Bring your dreams and ideas and get started on designing and building your custom home at one of the finest addresses in Wellesley. At the corner of Woodcliff Rd and Albion Rd, this oversized 34,750 sq ft lot is ready to go! Prior home has been demolished and removed. Water, sewer, electricity, gas in street. No waiting on demo

    Christine Lawrence Rutledge Properties

    35 Albion Rd, Wellesley Hills, MA 02481
  • /42

    $5,450,000

    • 6 Beds
    • 10 Baths
    • 9,116 Sq Ft

    43 Bristol Rd, Wellesley Hills, MA 02481

    Stately brick Colonial in sought after Cliff Estates is beautifully sited on a magnificent private corner lot. The exquisite two story foyer welcomes you into this spectacular property. Elegant living room with fireplace, built-ins and grand dining room with floor to ceiling windows and butler's pantry are perfectly suited for entertaining. Bright chef's kitchen with oversize center island, white

    Debi Benoit William Raveis R.E. & Home Services

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

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 2,165 Sq Ft

    6 Willow St, Wellesley, MA 02481

    A delightfully charming Cape style home with a versatile floor plan on a large, level yard filled with mature plantings for privacy. The first floor offers an open floor plan with great flow to two separate living areas, both with fireplaces, as well as a dining room and bedroom/office with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless appliances, an

    Frank Celeste Gibson Sotheby's International Realty

    6 Willow St, Wellesley, MA 02481
  • /41

    $5,350,000

    • 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
  • /2

    $2,795,000

    • 4 Beds
    • 3.5 Baths
    • 4,102 Sq Ft

    23 Pilgrim Rd, Wellesley Hills, MA 02481

    New Construction tucked away in the extremely popular Bates neighborhood! Premium luxury finishes and high ceilings throughout. Chef’s kitchen offers Thermador appliances, quartz counters, huge center island & custom cabinetry, opening to a bright family room with fireplace. 2nd level includes 4BR & 2BA, highlighted by a primary suite w/spa-like bath & walk-in closet. Lower level features a

    Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

    23 Pilgrim Rd, Wellesley Hills, MA 02481
  • /35

    $4,495,000 Open Sat 1:15PM - 2:15PM

    • 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
How to Buy a Home How to Finance a Home How to Sell a Home