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Wellesley, MA Homes for Sale

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  • 29 Cottage St, Wellesley, MA 02482
    29 Cottage St, Wellesley, MA 02482
    29 Cottage St, Wellesley, MA 02482
    /42

    $1,850,000

    • 5 Beds
    • 4 Baths
    • 2,267 Sq Ft

    29 Cottage St, Wellesley, MA 02482

    Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday

    James Gulden Redfin Corp.

    29 Cottage St, Wellesley, MA 02482
  • 35 Albion Rd, Wellesley Hills, MA 02481
    35 Albion Rd, Wellesley Hills, MA 02481
    35 Albion Rd, 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
  • 63 Linden St Unit 1, Wellesley, MA 02482
    63 Linden St Unit 1, Wellesley, MA 02482
    63 Linden St Unit 1, Wellesley, MA 02482
    /22

    $715,000

    • 2 Beds
    • 1.5 Baths
    • 1,464 Sq Ft

    63 Linden St Unit 1, Wellesley, MA 02482

    Imagine the lifestyle!!!! Located in the heart of Wellesley Square, this inviting condo is completely remodeled with gleaming hardwood floors and has been freshly painted throughout ! Bright! Light ! The warm entertaining space is open to a dining room and steps to the kitchen. Corner unit offers so many windows with new designer shades. Brand new heating system! The lower level is perfect for in

    Nancy Virta The Firm

    63 Linden St Unit 1, Wellesley, MA 02482
  • 55 Ridge Hill Farm Rd, Wellesley, MA 02482
    55 Ridge Hill Farm Rd, Wellesley, MA 02482
    55 Ridge Hill Farm Rd, Wellesley, MA 02482
    /42

    $5,350,000

    • 5 Beds
    • 8 Baths
    • 8,700 Sq Ft

    55 Ridge Hill Farm Rd, Wellesley, MA 02482

    Situated in the desirable Dana Hall neighborhood, this stunning colonial home has been reimagined into a true oasis. Renovated by Flavin Architects and Ken Vona Construction, this property has been elevated to the highest standards of craftsmanship. The bright two-story foyer greets you with walls of windows which stream sunlight. The quarter-sawn oak floors lead to a formal dining room with

    Debi Benoit William Raveis R.E. & Home Services

    55 Ridge Hill Farm Rd, Wellesley, MA 02482
  • 200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    /30

    $7,995,000

    • 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
  • 25 Shaw Rd, Wellesley Hills, MA 02481
    25 Shaw Rd, Wellesley Hills, MA 02481
    25 Shaw Rd, Wellesley Hills, MA 02481
    /28

    $1,995,000 Open Sat 12PM - 1:30PM

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

    25 Shaw Rd, Wellesley Hills, MA 02481

    Stunning home in a highly sought-after Wellesley neighborhood. This beautifully crafted home blends timeless design with a fresh transitional aesthetic. The open-concept first floor features a gourmet kitchen with high-end appliances, custom cabinetry, and an oversized island flowing into a sun-filled family room. The private primary suite includes a spa-like bath and generous walk-in closet,

    Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    25 Shaw Rd, Wellesley Hills, MA 02481
  • 19 Northgate Rd, Wellesley Hills, MA 02481
    19 Northgate Rd, Wellesley Hills, MA 02481
    19 Northgate Rd, Wellesley Hills, MA 02481
    /39

    $3,249,000

    • 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
  • 33 Avon Rd, Wellesley, MA 02482
    33 Avon Rd, Wellesley, MA 02482
    33 Avon Rd, Wellesley, MA 02482
    /35

    $1,459,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,694 Sq Ft

    33 Avon Rd, Wellesley, MA 02482

    Picture-perfect New England Colonial on a sunny corner lot in desirable College Heights. This beautifully maintained home blends 1920s charm with modern updates, including a renovated kitchen and baths (2023) and nearly all newer windows throughout the home (2023), plus a Radon Mitigation System. The first floor offers a bright living room, formal dining room with bow window, updated kitchen with

    Keystone Homes Group Keller Williams Realty Boston Northwest

    33 Avon Rd, Wellesley, MA 02482
  • 39 Audubon Rd, Wellesley, MA 02481
    39 Audubon Rd, Wellesley, MA 02481
    39 Audubon Rd, 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
  • 18 Sprague Rd, Wellesley Hills, MA 02481
    18 Sprague Rd, Wellesley Hills, MA 02481
    18 Sprague Rd, Wellesley Hills, MA 02481
    /32

    $4,695,000 Open Sun 11AM - 1PM

    • 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
  • 16 Stearns Rd Unit 101, Wellesley, MA 02482
    16 Stearns Rd Unit 101, Wellesley, MA 02482
    16 Stearns Rd Unit 101, Wellesley, MA 02482
    /18

    $1,710,950 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16 Stearns Rd Unit 101, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom, with generous den, features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 101, Wellesley, MA 02482
  • 3 Bacon St, Wellesley, MA 02482
    3 Bacon St, Wellesley, MA 02482
    3 Bacon St, Wellesley, MA 02482
    /7

    $1,275,000

    • Land
    • 0.54 Acre
    • $2,361,111 per Acre

    3 Bacon St, Wellesley, MA 02482

    Waterfront property here in Wellesley, situated on a wooded 1⁄2 acre, with 140 feet of frontage on Wellesley’s gem, scenic Morses Pond, right at your front door with spectacular views. Prime attention to Builders/Contractors/Renovators or an end user seeking an opportunity to renovate or redevelop and make this rare waterfront location your own. Renovate the existing home or build the home of

    Royall Switzler Switzler REALTORS®

    3 Bacon St, Wellesley, MA 02482
  • 9 Hampden St, Wellesley, MA 02482
    9 Hampden St, Wellesley, MA 02482
    9 Hampden St, Wellesley, MA 02482
    /37

    $2,495,000

    • 8 Beds
    • 6 Baths
    • 5,559 Sq Ft

    9 Hampden St, Wellesley, MA 02482

    Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally

    Jill Boudreau eXp Realty

    9 Hampden St, Wellesley, MA 02482
  • 209 Bristol Rd, Wellesley Hills, MA 02481
    209 Bristol Rd, Wellesley Hills, MA 02481
    209 Bristol Rd, Wellesley Hills, 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
  • 200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff 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
  • 12 Bird Hill Ave, Wellesley, MA 02481
    12 Bird Hill Ave, Wellesley, MA 02481
    12 Bird Hill Ave, Wellesley, MA 02481
    /38

    $3,895,000 Open Sun 12PM - 1:30PM

    • 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
  • 84 Royalston Rd, Wellesley Hills, MA 02481
    84 Royalston Rd, Wellesley Hills, MA 02481
    84 Royalston Rd, Wellesley Hills, MA 02481
    /40

    $3,995,000 Open Sun 11:30AM - 1PM

    • 6 Beds
    • 5.5 Baths
    • 6,406 Sq Ft

    84 Royalston Rd, Wellesley Hills, MA 02481

    A rare offering in Wellesley—this nearly one-acre private, park-like property features quality outdoor living and an elegant brick-front colonial. Professionally landscaped grounds frame a spacious patio, sweeping lawn, and year-round heated pool, creating a true backyard sanctuary. Inside, the home showcases a classic formal fire placed living room and dining room. Luxurious open-concept kitchen

    William Montero Gibson Sotheby's International Realty

    84 Royalston Rd, Wellesley Hills, MA 02481
  • 100 Linden St Unit 111, Wellesley, MA 02482
    100 Linden St Unit 111, Wellesley, MA 02482
    100 Linden St Unit 111, Wellesley, MA 02482
    /30

    $1,550,000

    • 1 Bed
    • 1.5 Baths
    • 1,036 Sq Ft

    100 Linden St Unit 111, Wellesley, MA 02482

    Exceptionally located just a 5-min stroll from both Linden & Wellesley Squares, & steps from the Wellesley Square Commuter Rail station, this home with a courtyard view also includes garage parking for 2 cars, soaring 9’ ceilings & floor-to-ceiling windows, powder room, white oak floors that deliver a warm and timeless sophistication. The gourmet kitchen features Sub-Zero refrigeration & Wolf

    Mary Beth Canova JD Advisors, Inc

    100 Linden St Unit 111, Wellesley, MA 02482
  • 310 Oakland St, Wellesley Hills, MA 02481
    310 Oakland St, Wellesley Hills, MA 02481
    310 Oakland St, Wellesley Hills, MA 02481
    /41

    $3,245,000 Open Sat 11AM - 2:30PM

    • 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
  • 16 Oak St, Wellesley, MA 02482
    16 Oak St, Wellesley, MA 02482
    16 Oak St, Wellesley, MA 02482
    /33

    $2,850,000

    • 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
  • 148 Weston Rd Unit 208, Wellesley, MA 02482
    148 Weston Rd Unit 208, Wellesley, MA 02482
    148 Weston Rd Unit 208, Wellesley, MA 02482
    /29

    $3,425,000

    • 2 Beds
    • 2.5 Baths
    • 2,270 Sq Ft

    148 Weston Rd Unit 208, Wellesley, MA 02482

    Experience unparalleled luxury living at The Bristol in the heart of Wellesley. 23 unit condo community in concierge building designed for buyers seeking maintenance-free living and every modern convenience. Corner unit boasts 9 ft ceilings and white oak floors. Seating for four at waterfall island. Seamless walnut and glass cabinetry and handmade subway tile backsplash creates a crisp,

    The Bauman Group Gibson Sotheby's International Realty

    148 Weston Rd Unit 208, Wellesley, MA 02482
  • 182 Winding River Rd, Wellesley, MA 02482
    182 Winding River Rd, Wellesley, MA 02482
    182 Winding River Rd, Wellesley, MA 02482
    /40

    $5,895,000

    • 6 Beds
    • 8 Baths
    • 9,848 Sq Ft

    182 Winding River Rd, Wellesley, MA 02482

    Custom home on the Charles River. Incredible views of the river and conservation land beyond plus a dock for kayaks, paddleboards & small electric boats! 2006 new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for entertaining. NEWLY renovated white kitchen w/ center island,

    Melissa Dailey Coldwell Banker Realty - Wellesley

    182 Winding River Rd, Wellesley, MA 02482
  • 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 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    16 Stearns Rd Unit 207, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This three bedroom, 2.5 bathroom residence features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 207, Wellesley, MA 02482
  • 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
  • 23 Pilgrim Rd, Wellesley Hills, MA 02481
    23 Pilgrim 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 large

    Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

    23 Pilgrim Rd, Wellesley Hills, MA 02481
  • 16 Stearns Rd Unit 301, Wellesley, MA 02482
    16 Stearns Rd Unit 301, Wellesley, MA 02482
    16 Stearns Rd Unit 301, Wellesley, MA 02482
    /20

    $1,832,634 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16 Stearns Rd Unit 301, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom, with generous den, features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 301, Wellesley, MA 02482
  • 16 Stearns Rd Unit 103, Wellesley, MA 02482
    16 Stearns Rd Unit 103, Wellesley, MA 02482
    16 Stearns Rd Unit 103, Wellesley, MA 02482
    /6

    $1,523,800 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,599 Sq Ft

    16 Stearns Rd Unit 103, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & boardering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom residence features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 103, Wellesley, MA 02482
  • 8 Oakdale Ave, Wellesley, MA 02482
    8 Oakdale Ave, Wellesley, MA 02482
    8 Oakdale Ave, Wellesley, MA 02482
    /35

    $3,480,000 Open Sun 12PM - 1:30PM

    • 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
  • 100 Linden St Unit 103, Wellesley, MA 02482
    100 Linden St Unit 103, Wellesley, MA 02482
    100 Linden St Unit 103, Wellesley, MA 02482
    /30

    $2,249,900

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    100 Linden St Unit 103, Wellesley, MA 02482

    Move In Ready, New Construction! Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom residence is meticulously designed to maximize both style

    Janice Dumont JD Advisors, Inc

    100 Linden St Unit 103, Wellesley, MA 02482
  • 94 Rice St, Wellesley, MA 02482
    94 Rice St, Wellesley, MA 02482
    94 Rice St, Wellesley, MA 02482
    /37

    $1,825,000

    • 4 Beds
    • 3 Baths
    • 2,854 Sq Ft

    94 Rice St, Wellesley, MA 02482

    Welcome to 94 Rice Street! This well partitioned home has a beautiful flow for the modern family. Set off the road with a spacious front yard, this home offers privacy and tranquility. The kitchen has a sleek look thanks to the French style cabinets. Refinished hardwood floors in almost every room make the home feel clean and special. Private first floor office work at home or home study. Family

    matt heisler Vanderbilt Properties, LLC

    94 Rice St, Wellesley, MA 02482
  • 192 Pond Rd, Wellesley, MA 02482
    192 Pond Rd, Wellesley, MA 02482
    192 Pond Rd, Wellesley, MA 02482
    /41

    $5,595,000

    • 5 Beds
    • 6.5 Baths
    • 9,995 Sq Ft

    192 Pond Rd, Wellesley, MA 02482

    Beautiful home with 1/2 court basketball in the lower level!! Over 9200 sq ft of living space on 4 floors w/ one acre of land. Enter into a stunning 3 story foyer w/ white oak herringbone floors and over 10 foot ceilings. Incredible kitchen with oversized island opens into great room (1200 sq ft) with fireplace and filled with windows! Oversized mudroom & walk-in food pantry. Private

    Melissa Dailey Coldwell Banker Realty - Wellesley

    192 Pond Rd, Wellesley, MA 02482
  • 7 Cliff Rd, Wellesley Hills, MA 02481
    7 Cliff Rd, Wellesley Hills, MA 02481
    7 Cliff Rd, Wellesley Hills, MA 02481
    /35

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

    • 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
  • 12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    /42

    $5,675,000

    • 6 Beds
    • 9 Baths
    • 9,036 Sq Ft

    12 Winding River Cir, Wellesley, MA 02482

    Welcome to 12 Winding River Circle. Move right in! This stunning retreat is set on nearly three acres along the picturesque Charles River. Renovated and designed by renowned architect Patrick Ahearn, this exquisite home seamlessly blends timeless elegance with modern luxury. This residence, tucked on a cul-de-sac, offers over 7700 square feet of beautifully designed living space. Sun-filled

    Debi Benoit William Raveis R.E. & Home Services

    12 Winding River Cir, Wellesley, MA 02482
  • 5 Abbott St, Wellesley, MA 02482
    5 Abbott St, Wellesley, MA 02482
    5 Abbott St, Wellesley, MA 02482
    /28

    $3,900,000

    • 10 Beds
    • 9 Baths
    • 10,318 Sq Ft

    5 Abbott St, Wellesley, MA 02482

    Rare Investment Opportunity in the Heart of Wellesley Square! Offered for the first time in almost 80 years, this exceptional TWO BUILDING/multi-family property is a rare find in one of Metro Boston’s most desirable communities. Situated on a quiet street just steps from vibrant Wellesley Square, this unique offering includes two buildings with a total of 7/8 units, providing excellent long-term

    Linda Glennon Conway - Hanover

    5 Abbott St, Wellesley, MA 02482
  • 99 Old Colony Rd, Wellesley Hills, MA 02481
    99 Old Colony Rd, Wellesley Hills, MA 02481
    99 Old Colony Rd, Wellesley Hills, MA 02481
    /22

    $5,395,000 Open Sat 11AM - 12:30PM

    • 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
  • 2 Longfellow Rd, Wellesley Hills, MA 02481
    2 Longfellow Rd, Wellesley Hills, MA 02481
    2 Longfellow Rd, 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
  • 201 Lowell Rd, Wellesley Hills, MA 02481
    201 Lowell Rd, Wellesley Hills, MA 02481
    201 Lowell Rd, Wellesley Hills, MA 02481
    /41

    $4,495,000 Open Sun 11AM - 12PM

    • 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
  • 148 Weston Rd Unit 207, Wellesley, MA 02482
    148 Weston Rd Unit 207, Wellesley, MA 02482
    148 Weston Rd Unit 207, Wellesley, MA 02482
    /25

    $3,375,000

    • 3 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    148 Weston Rd Unit 207, Wellesley, MA 02482

    The Bristol sets a new standard for elite concierge condominium living, offering discerning residents a rare blend of sophistication, style, and ease located in the heart of Wellesley. These thoughtfully designed residences showcase a truly carefree lifestyle, combining modern design with the charm of Wellesley offering a sophisticated lifestyle just moments from the vibrant town center. Inside,

    Debi Benoit William Raveis R.E. & Home Services

    148 Weston Rd Unit 207, Wellesley, MA 02482
  • 6 Nantucket Rd, Wellesley, MA 02481
    6 Nantucket Rd, Wellesley, MA 02481
    6 Nantucket Rd, Wellesley, MA 02481
    /6

    $6,150,000

    • 6 Beds
    • 8 Baths
    • 7,560 Sq Ft

    6 Nantucket Rd, Wellesley, MA 02481

    Introducing 6 Nantucket Road in the Cliff Estates! Framing has just begun on this gorgeous new construction Shingle Style Colonial. Well respected and established Wellesley Builder and Design Team welcome your wish list and will work with you to build your dream house with your custom choices. Our plan is specifically designed to compliment the neighborhood and lot with a classic warm exterior

    Christine Lawrence Rutledge Properties

    6 Nantucket Rd, Wellesley, MA 02481
  • 20 Oakland Street Front, Wellesley, MA 02481
    20 Oakland Street Front, Wellesley, MA 02481
    20 Oakland Street Front, Wellesley, MA 02481
    /35

    $3,295,000 Open Sun 11:45AM - 1PM

    • 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

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 $2,381,179.
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 Wellesley Square, Dana Hall, Wellesley Farms, Cliff Estates and Wellesley Hills.
What are the most popular zip codes in Wellesley, MA?
The most popular zip codes in Wellesley, MA include 02481, 02482, 02494, 02492 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 Wellesley Square, Dana Hall, Wellesley Farms, Cliff Estates and Wellesley Hills.
How much do you need to make to afford a house in Wellesley?
The median home price in Wellesley is $1,995,000. If you put a 20% down payment of $399,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $9,800 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 Wellesley Square, Dana Hall 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 26 days on the market compared to the national average of 53 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
$2,405,000
Median Townhouse Sale Price
$1,925,000
Median 2 Bedroom Sale Price
$1,568,000
Median 1 Bedroom Sale Price
$1,445,000
Average Price Per Sq Ft
$795
Number of Homes for Sale
12
Last 12 months Home Sales
89
Months of Supply
1.60
Median List Price
$1,995,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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