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Wellesley, MA Homes for Sale

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  • 29 Water St, Natick, MA 01760
    29 Water St, Natick, MA 01760
    29 Water St, Natick, MA 01760
    /42

    $1,645,000

    • 5 Beds
    • 2.5 Baths
    • 3,422 Sq Ft

    29 Water St, Natick, MA 01760

    Set along the banks of the Charles River, this stunning home blends luxury, function, and an idyllic natural setting. Behind its modest façade, the interior unfolds as a custom contemporary retreat. Sweeping river views and frequent wildlife sightings keep you connected to nature. The 2nd-floor primary suite is a sanctuary with vaulted ceilings, a private balcony, and spa-like bath w/radiant heat

    Agent Photo

    Barbara Wales

    Engel & Volkers Newton

    (508) 290-6426

    29 Water St, Natick, MA 01760
  • 29 Cottage St, Wellesley, MA 02482
    29 Cottage St, Wellesley, MA 02482
    29 Cottage St, Wellesley, MA 02482
    /42

    $1,850,000 Open Sat 10:30AM - 12PM

    • 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
  • 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
  • 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
  • 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
  • 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
  • 16 Stearns Rd Unit 304, Wellesley, MA 02482
    16 Stearns Rd Unit 304, Wellesley, MA 02482
    16 Stearns Rd Unit 304, Wellesley, MA 02482
    /21

    $1,618,047 Open Sat 12:30PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,571 Sq Ft

    16 Stearns Rd Unit 304, 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 bathroom, features 9 foot high ceilings, hardwood floors, quartz countertops, in unit

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 304, Wellesley, MA 02482
  • 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 12:30PM - 2PM

    • 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 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 Sun 1PM - 2:30PM

    • 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
  • 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 Open Sat 1:30PM - 2:30PM

    • 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
  • 310 Oakland St, Wellesley Hills, MA 02481
    310 Oakland St, Wellesley Hills, MA 02481
    310 Oakland St, 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
  • 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 1PM - 2PM

    • 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
  • 16 Stearns Rd Unit 108, Wellesley, MA 02482
    16 Stearns Rd Unit 108, Wellesley, MA 02482
    16 Stearns Rd Unit 108, Wellesley, MA 02482
    /22

    $1,714,750 Open Sun 1PM - 2:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,807 Sq Ft

    16 Stearns Rd Unit 108, Wellesley, MA 02482

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

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 108, 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 Open Sun 11AM - 12:30PM

    • 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
  • 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 11:30AM - 1PM

    • 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
  • 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
  • 873 Chestnut St, Waban, MA 02468
    873 Chestnut St, Waban, MA 02468
    873 Chestnut St, Waban, MA 02468
    /22

    $3,995,000

    • 5 Beds
    • 5.5 Baths
    • 6,378 Sq Ft

    873 Chestnut St, Waban, MA 02468

    Exceptional new construction by Arco Design + Build, a highly regarded builder known for exceptional craftsmanship and design.. This over 6,000 SF residence offers refined living with serene pond views and a thoughtfully designed layout across three spacious levels. The main floor features a stunning chef’s kitchen with custom cabinetry, high-end appliances, and a dramatic waterfall island,

    Antonio Khoury Compass

    873 Chestnut St, Waban, MA 02468
  • 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 Sun 12:30PM - 2PM

    • 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
  • 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
  • 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
  • 3 Sunnyside Ave, Wellesley, MA 02482
    3 Sunnyside Ave, Wellesley, MA 02482
    3 Sunnyside Ave, Wellesley, MA 02482
    /13

    $1,149,000

    • 3 Beds
    • 2.5 Baths
    • 2,388 Sq Ft

    3 Sunnyside Ave, Wellesley, MA 02482

    *Black Friday special* Why buy old when you can buy almost new for LESS? Why buy on Rt 9 or next to RR tracks when you can buy this house on a cul-de-sac? Aggressively priced 200-300K- below market/comparable sales even after accounting for the majority of the backyard being conservation land. The lot next door sold in 2022 for 799K (also conservation land). Newly updated and energy-efficient

    Constantine Iliev Brilliant Solution, Inc.

    3 Sunnyside Ave, Wellesley, MA 02482
  • 46 Royalston Rd, Wellesley Hills, MA 02481
    46 Royalston Rd, Wellesley Hills, MA 02481
    46 Royalston Rd, Wellesley Hills, MA 02481
    /6

    $8,495,000

    • 6 Beds
    • 9 Baths
    • 9,365 Sq Ft

    46 Royalston Rd, Wellesley Hills, MA 02481

    Introducing a commanding new-construction estate in Wellesley’s coveted Peirce Estates. Masterfully envisioned by one of Wellesley's premier builders, 46 Royalston Road is a showcase of scale, sophistication, and exceptional craftsmanship. Six ensuite bedrooms and 6 full/3 half baths are complemented by a luminous kitchen and family room, formal living and dining rooms, and a richly appointed

    Jake Farrell Keller Williams Realty

    46 Royalston Rd, Wellesley Hills, MA 02481
  • 63 Oak St Unit B, Wellesley, MA 02482
    63 Oak St Unit B, Wellesley, MA 02482
    63 Oak St Unit B, Wellesley, MA 02482
    /26

    $1,995,000

    • 3 Beds
    • 3.5 Baths
    • 2,377 Sq Ft

    63 Oak St Unit B, Wellesley, MA 02482

    Perfection! This townhome functions as a single family while offering the ultimate in luxury, size and convenience. Large open floor plan with designer kitchen, large dining space and huge living area. Second floor main bedroom with large custom closet and gorgeous full bathroom with double sink. Two additional bedrooms with full bath. Laundry completes the second floor. Fully finished lower

    Melissa Dailey Coldwell Banker Realty - Wellesley

    63 Oak St Unit B, 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
  • 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
  • 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
  • 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 Sun 1PM - 2:30PM

    • 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
  • 94 Rice St, Wellesley, MA 02482
    94 Rice St, Wellesley, MA 02482
    94 Rice St, Wellesley, MA 02482
    /37

    $1,825,000 Open Sun 12PM - 2PM

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

    $2,850,000 Open Sun 11:30AM - 1PM

    • 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
  • 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
  • 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
  • 32 Kingsbury St Unit A, Wellesley Hills, MA 02481
    32 Kingsbury St Unit A, Wellesley Hills, MA 02481
    32 Kingsbury St Unit A, 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
  • 29 Rockland St, Wellesley, MA 02481
    29 Rockland St, Wellesley, MA 02481
    29 Rockland St, Wellesley, 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
  • 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
  • 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 12:30PM - 2PM

    • 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
  • 39 Audubon Rd, Wellesley, MA 02481
    39 Audubon Rd, Wellesley, MA 02481
    39 Audubon Rd, Wellesley, MA 02481
    /32

    $4,398,000 Open Sat 12PM - 1:30PM

    • 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
  • 26B Pleasant St Unit B, Wellesley, MA 02482
    26B Pleasant St Unit B, Wellesley, MA 02482
    26B Pleasant St Unit B, Wellesley, MA 02482
    /27

    $1,129,000

    • 2 Beds
    • 2 Baths
    • 1,739 Sq Ft

    26B Pleasant St Unit B, Wellesley, MA 02482

    This bright end-unit townhouse offers four levels of comfortable living in a prime location, just a short stroll to Linden Square’s shops, dining, and the train to Boston. The home features hardwood floors throughout, central AC and heating, two bedrooms, two bathrooms, and a versatile bonus room on the third floor. The modern granite kitchen flows into a dining area that opens to a private

    Zhen Guo Coldwell Banker Realty - Brookline

    26B Pleasant St Unit B, 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
  • 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
  • 3 Ravine Rd, Wellesley Hills, MA 02481
    3 Ravine Rd, Wellesley Hills, MA 02481
    3 Ravine 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

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 $2,359,541.
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 $1,985,000. If you put a 20% down payment of $397,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $9,720 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $417K 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
$2,384,750
Median Townhouse Sale Price
$1,812,500
Median 2 Bedroom Sale Price
$1,340,000
Median 1 Bedroom Sale Price
$1,445,000
Average Price Per Sq Ft
$784
Number of Homes for Sale
13
Last 12 months Home Sales
89
Months of Supply
1.80
Median List Price
$1,985,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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