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Homes for Sale in 02481

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  • /38

    $2,890,000

    • 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
  • /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
  • /41

    $2,695,000

    • 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
  • /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
  • /36

    $1,945,000

    • 4 Beds
    • 3.5 Baths
    • 2,953 Sq Ft

    2 Woodlawn Oval, Wellesley Hills, MA 02481

    This charming 1937 Colonial is perfectly situated on a quiet cul-de-sac just moments from shops, restaurants, major highways, and the commuter rail, offering both convenience and neighborhood charm. With four finished levels of living space, this beautifully maintained home features nine spacious rooms, including four bedrooms, three full baths, and one half bath. The updated kitchen opens

    Jennifer Madden Coldwell Banker Realty - Wellesley

    2 Woodlawn Oval, Wellesley Hills, MA 02481
  • /24

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,127 Sq Ft

    16 Intervale Rd, Wellesley Hills, MA 02481

    Charming Farm House Colonial in desirable Wellesley Farms neighborhood. High ceilings and lots of light! Formal living room with fireplace connects to dining room. Family room addition gives you an open floorplan. First floor sunroom perfect also as a home office. Main bedroom with great walk -in closet and large private bath. 2 additional beds with full bath completes the 2nd floor, Expansive

    Melissa Dailey Coldwell Banker Realty - Wellesley

    16 Intervale Rd, Wellesley Hills, MA 02481
  • /20

    $899,000

    • 4 Beds
    • 1.5 Baths
    • 1,932 Sq Ft

    851 Worcester St, Wellesley Hills, MA 02481

    This beautifully maintained 4-bedroom home blends timeless character with modern functionality. Ideally located in a convenient area of Wellesley—known for its excellent schools, vibrant shopping, and dining—the home features an open floor plan that seamlessly connects living, dining, and entertaining spaces. A first-floor office offers flexibility for today’s lifestyle, while a bright sunroom

    Susan Lyman Douglas Elliman Real Estate - Wellesley

    851 Worcester St, 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
  • /40

    $4,895,000

    • 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
  • /40

    $5,395,000

    • 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
  • /31

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,808 Sq Ft

    12 Wareland Rd, Wellesley Hills, MA 02481

    Charming residence set on just under a half-acre in the coveted Wellesley Hills neighborhood on a dead-end street. Offering 3+ bedrooms and 3 renovated baths, this light-filled home features an open, thoughtfully designed layout with seamless indoor-outdoor living and exceptional expansion potential. Hardwood floors run throughout the main level. The eat-in kitchen is appointed with stainless

    Lia Bonoli Coldwell Banker Realty - Boston

    12 Wareland 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
  • /14

    $2,890,000

    • 4 Beds
    • 3.5 Baths
    • 3,334 Sq Ft

    162 Hampshire Rd, Wellesley Hills, MA 02481

    Incredible opportunity to own a rare, conforming one-acre lot in the heart of Cliff Estates! This 4-bedroom, 4-bath home offers exceptional potential and is ready for its next chapter. Bring your vision and reimagine the possibilities in this highly desirable location. Easy to show!

    Gabby Cefalo Coldwell Banker Realty - Wellesley

    162 Hampshire Rd, Wellesley Hills, MA 02481
  • /6

    $1,995,000

    • Land
    • 0.51 Acre
    • $3,911,765 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
  • /27

    $1,499,000

    • 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

    $2,350,000

    • 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
  • /37

    $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
  • /24

    $7,995,000

    • 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

    $1,549,000

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

    560 Worcester St, Wellesley Hills, MA 02481

    Experience the pinnacle of Wellesley Hills living at 560 Worcester St, a distinguished location in the highly sought-after community of Wellesley. This classic center entrance colonial is sun drenched and updated throughout, offering a premier location with exceptional visibility and accessibility. Situated along one of the town’s primary streets and walkable to schools, parks, library, post

    Team ROVI Real Broker MA, LLC

    560 Worcester St, Wellesley Hills, MA 02481
  • /24

    $5,294,500

    • 6 Beds
    • 7 Baths
    • 8,100 Sq Ft

    99 Old Colony Rd, Wellesley Hills, MA 02481

    Exceptional craftsmanship in this custom-built home by a premier high-end builder, located in the sought-after Cliff Estates. This stunning 6-bedroom, 5 full bath, offers an expansive open floor plan. The main level features 10 ft. ceilings with a sophisticated living room, formal dining room, spacious family room along with a beautifully appointed private office. At the heart of the home is a

    Elizabeth Derenzo J. Derenzo & Associates, LLC

    99 Old Colony Rd, Wellesley Hills, MA 02481
  • /2

    $5,790,000 New Construction

    • 6 Beds
    • 7 Baths
    • 7,777 Sq Ft

    78 Suffolk Rd, Wellesley Hills, MA 02481

    Ready for the summer! This stately 6 bed colonial sits in the heart of Cliff Estates with a large flat lot. Spacious foyer opens to both a private office and living room. Butler pantry with wet bar leads to dining room with custom moldings. The entire back of home is a great open space for everyday living with south/west sun exposure. Family room with fireplace has picture windows and access to a

    Melissa Dailey Coldwell Banker Realty - Wellesley

    78 Suffolk Rd, Wellesley Hills, MA 02481
  • /38

    $12,250,000

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

    45 White Oak Rd, Wellesley Hills, MA 02481

    A one-of-one, architect-led residence pairing timeless New England architecture with modern high-performance construction. This home was built as a fully realized home, not a speculative project. Every decision from proportion to materials, systems, and detailing was made to enhance daily living, long-term comfort, and architectural clarity. Behind its masonry exterior is a rigorously executed

    Megann Schiffer Northeast Development & Investment, Inc.

    45 White Oak Rd, Wellesley Hills, MA 02481
  • /30

    $2,745,000

    • 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 School 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 is highlighted by the primary suite w/spa-like bath & walk-in closet. Lower level features a large flex

    Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

    23 Pilgrim Rd, Wellesley Hills, MA 02481
  • /37

    $2,899,000

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

    365 Worcester St, Wellesley, MA 02481

    Welcome to a luxurious,expansive 2026 new construction-a classic brick-front New England colonial in a 3 home subdivision! High end developer provides opportunity to meet buyer customizations. A stunning double storey staircase leads you to a family room full of windows w/natural sunlight & a private backyard. Designed to entertain-a large Chef's kitchen w/custom built cabinets,quartz waterfall

    Shahani Real Estate Team Compass

    365 Worcester St, Wellesley, MA 02481
  • /42

    $4,495,000

    • 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
  • /34

    $5,250,000

    • 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
  • /42

    $3,795,000

    • 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
  • /41

    $4,295,000 New Construction

    • 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

    • 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

    $2,995,000

    • 6 Beds
    • 6 Baths
    • 5,806 Sq Ft

    42 Edmunds Rd, Wellesley Hills, MA 02481

    TEMPORARILY WITHDRAWN - STILL AVAILABLE TO SHOW. 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

    Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    42 Edmunds Rd, Wellesley Hills, MA 02481
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