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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

    $1,740,000

    • 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 facade, 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
  • 32 S Woodside Ave, Wellesley, MA 02482
    32 S Woodside Ave, Wellesley, MA 02482
    32 S Woodside Ave, Wellesley, MA 02482
    /42

    $3,295,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,612 Sq Ft

    32 S Woodside Ave, Wellesley, MA 02482

    Luxury new construction near the Weston line offers over 4600 sq ft of refined living on a quiet street near Perrin Park and Overbrook Reservation. Features include a chef’s kitchen with Thermador appliances, custom inset cabinetry, oversized island, walk-in butler’s pantry and designated eat-in area. The kitchen opens to a sun-filled great room with fireplace overlooking a covered deck, patio,

    The Walsh Team And Partners William Raveis R.E. & Home Services

    32 S Woodside Ave, Wellesley, MA 02482
  • 1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, 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 facade 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
  • 157 Edmunds Rd, Wellesley Hills, MA 02481
    157 Edmunds Rd, Wellesley Hills, MA 02481
    157 Edmunds Rd, Wellesley Hills, MA 02481
    /30

    $5,375,000

    • 6 Beds
    • 8 Baths
    • 7,129 Sq Ft

    157 Edmunds Rd, Wellesley Hills, MA 02481

    Timeless elegance and classic architectural details entice you at 157 Edmunds Road, situated in a prime Cliff Estates neighborhood with lush landscaping and a serene setting. Approach the whitewashed brick exterior with slate roof and circular drive and experience the grandeur of this residence. Step into the generous foyer to access gracious living spaces including a stunning eat-in gourmet

    The Shulkin Wilk Group Compass

    157 Edmunds Rd, Wellesley Hills, MA 02481
  • 209 Bristol Rd, Wellesley Hills, MA 02481
    209 Bristol Rd, Wellesley Hills, MA 02481
    209 Bristol Rd, Wellesley Hills, MA 02481
    /28

    $3,495,000

    • 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
  • 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
  • 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
  • 85 Monadnock Rd, Wellesley Hills, MA 02481
    85 Monadnock Rd, Wellesley Hills, MA 02481
    85 Monadnock Rd, Wellesley Hills, MA 02481
    /42

    $4,295,000

    • 6 Beds
    • 7.5 Baths
    • 7,240 Sq Ft

    85 Monadnock Rd, Wellesley Hills, MA 02481

    Welcome to this inviting and thoughtfully designed home in the Pierce Estates neighborhood of Wellesley. With generous living areas and well-planned spaces throughout, this property is ideal for both everyday life and entertaining.As you step inside, you're welcomed by a striking two-story foyer that sets the stage for the rest of the home. The main level includes a quiet home office, perfect for

    Alina Wang Coldwell Banker Realty - Lexington

    85 Monadnock Rd, Wellesley Hills, MA 02481
  • 7 Mountview Rd, Wellesley Hills, MA 02481
    7 Mountview Rd, Wellesley Hills, MA 02481
    7 Mountview Rd, Wellesley Hills, MA 02481
    /34

    $6,500,000

    • 6 Beds
    • 7 Baths
    • 7,400 Sq Ft

    7 Mountview Rd, Wellesley Hills, MA 02481

    Ready to Welcome you Home! Stunning New Construction Colonial w everything on your wish list. Exceptional sunny and private backyard - check! Quiet cul de sac - check! Prestigious Cliff Estates location - check! 10’ ceilings - check! GAS heat, cooking, and fireplaces - check! Open concept kitchen, family room, breakfast room - check! Beautiful formal rooms - check! Ensuite baths - check! Rec room

    Christine Lawrence Rutledge Properties

    7 Mountview Rd, Wellesley Hills, MA 02481
  • 9 Hampden St, Wellesley, MA 02482
    9 Hampden St, Wellesley, MA 02482
    9 Hampden St, Wellesley, MA 02482
    /37

    $2,700,000 Open Sat 12:30PM - 2PM

    • 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
  • 93 Seaver St, Wellesley, MA 02481
    93 Seaver St, Wellesley, MA 02481
    93 Seaver St, Wellesley, MA 02481
    /35

    $2,695,000

    • 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
  • 46 Lincoln Rd, Wellesley Hills, MA 02481
    46 Lincoln Rd, Wellesley Hills, MA 02481
    46 Lincoln Rd, Wellesley Hills, MA 02481
    /39

    $2,795,000

    • 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
  • 18 Patton Rd, Wellesley, MA 02482
    18 Patton Rd, Wellesley, MA 02482
    18 Patton Rd, Wellesley, MA 02482
    /39

    $2,995,000

    • 6 Beds
    • 6.5 Baths
    • 5,985 Sq Ft

    18 Patton Rd, Wellesley, MA 02482

    Exceptional 6-bedroom, 6.5-bath, Colonial, in Wellesley’s desirable Woodlands neighborhood. Bathed in natural light, this home offers elegance, comfort, and modern convenience. At the heart of the home is a chef’s kitchen with stone countertops, center island, and premium appliances. The kitchen flows seamlessly into a formal dining room and spacious family room with coffered ceiling and gas

    Jinyang Zhang Coldwell Banker Realty - Weston

    18 Patton Rd, Wellesley, MA 02482
  • 16 Stearns Rd Unit 106, Wellesley, MA 02482
    16 Stearns Rd Unit 106, Wellesley, MA 02482
    16 Stearns Rd Unit 106, Wellesley, MA 02482
    /5

    $1,488,000

    • 2 Beds
    • 2.5 Baths
    • 1,457 Sq Ft

    16 Stearns Rd Unit 106, 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 106, Wellesley, MA 02482
  • 2 Summit Rd, Wellesley, MA 02482
    2 Summit Rd, Wellesley, MA 02482
    2 Summit Rd, Wellesley, MA 02482
    /34

    $2,675,000

    • 4 Beds
    • 4.5 Baths
    • 3,693 Sq Ft

    2 Summit Rd, Wellesley, MA 02482

    History curated with modern simplicity in this newly renovated and expanded home. No surface has been left untouched. Living room, dining room and grand foyer offer elegant modern space. Chef's kitchen includes 48" Sub Zero fridge, 36" Wolf induction range and Bosch dishwasher. Direct access to granite patio and private yard. Half bath, breakfast nook, mudroom and oversized 2 car garage complete

    James Mealey Defining Real Estate

    2 Summit Rd, 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
    /5

    $1,748,800

    • 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 & 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 101, Wellesley, MA 02482
  • 32 Twitchell St, Wellesley, MA 02482
    32 Twitchell St, Wellesley, MA 02482
    32 Twitchell St, Wellesley, MA 02482
    /42

    $3,495,000

    • 6 Beds
    • 6 Baths
    • 6,364 Sq Ft

    32 Twitchell St, Wellesley, MA 02482

    This stunning custom-designed home perfectly balances elegance and everyday comfort. It combines all the best features of a home – location, style, luxury, comfort, space, and usability. A distinctive stone turret adds architectural charm, creating a unique circular dining room and a cozy retreat in the spacious primary suite. Sunlight floods the home through generous windows, enhancing its warm

    Hui Zou StartPoint Realty

    32 Twitchell St, 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 modern 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
  • 94 Rice St, Wellesley, MA 02482
    94 Rice St, Wellesley, MA 02482
    94 Rice St, Wellesley, MA 02482
    /24

    $1,975,000

    • 5 Beds
    • 4 Baths
    • 3,500 Sq Ft

    94 Rice St, Wellesley, MA 02482

    Welcome to 94 Rice Street! Renovated and move-in ready, this home is just steps from Wellesley High School and Washington Street’s shops and cafes. A grand foyer opens to a dining room, living room, and family room with a double-sided fireplace and deck access. The bright eat-in kitchen features stainless steel appliances, granite counters, and a farmer’s porch. A main-floor office/guest room and

    Shelley Chhabra Senne

    94 Rice St, Wellesley, MA 02482
  • 206 Cedar St, Wellesley Hills, MA 02481
    206 Cedar St, Wellesley Hills, MA 02481
    206 Cedar St, Wellesley Hills, MA 02481
    /13

    $1,275,000

    • 3 Beds
    • 2 Baths
    • 2,421 Sq Ft

    206 Cedar St, Wellesley Hills, MA 02481

    Sitting quietly on a private road is this lovely home—offering a peaceful retreat with enhanced privacy. This beautiful property boasts many recent updates that have a fresh and bright decor. Gleaming hardwood floors flow throughout. The formal living room is centered by a stunning fireplace, and the kitchen sparkles with granite countertops, stainless appliances and ample cabinet space. Adjacent

    Teri Adler MGS Group Real Estate LTD - Wellesley

    206 Cedar St, Wellesley Hills, 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
  • 53 Mayo Rd, Wellesley, MA 02482
    53 Mayo Rd, Wellesley, MA 02482
    53 Mayo Rd, Wellesley, MA 02482
    /26

    $1,950,000

    • 4 Beds
    • 3.5 Baths
    • 2,993 Sq Ft

    53 Mayo Rd, Wellesley, MA 02482

    Discover refined living in this exquisitely renovated Cape, ideally located in the most beloved of neighborhoods. Bathed in natural light, the open-concept floorplan showcases impeccable design and effortless sophistication. The chef’s kitchen stuns with marble countertops, custom cabinetry and a statement island—perfect for busy mornings and entertaining. The dining area opens to the beautiful,

    Lindsey Fay Kisielius Rutledge Properties

    53 Mayo Rd, Wellesley, MA 02482
  • 30 Southgate Rd, Wellesley, MA 02482
    30 Southgate Rd, Wellesley, MA 02482
    30 Southgate Rd, Wellesley, MA 02482
    /36

    $2,395,000

    • 4 Beds
    • 2.5 Baths
    • 3,144 Sq Ft

    30 Southgate Rd, Wellesley, MA 02482

    Beautifully sited in one of Wellesley's most desirable neighborhoods, this classic Colonial offers easy access to the Brook Path, commuter rail to Boston, top-rated schools, playgrounds, and Wellesley's vibrant downtown. The expansive kitchen features a generous center island & sunny breakfast area with French doors leading to the stunning patio with built-in grill and refrigerator. The dining &

    Jane Collinson Advisors Living - Wellesley

    30 Southgate Rd, Wellesley, MA 02482
  • 50 Upson Rd, Wellesley, MA 02482
    50 Upson Rd, Wellesley, MA 02482
    50 Upson Rd, Wellesley, MA 02482
    /24

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,524 Sq Ft

    50 Upson Rd, Wellesley, MA 02482

    Nestled in Wellesley’s most upbeat neighborhood, this architect built residence offers elegant lifestyle within a vibrant community. Upon entry the flow of natural light, flawless floor plan, & master craftsmanship provides a seamless blend of comfort & practicality. 1st floor incl. a spacious living room w/ box beam ceilings, holiday sized formal dining room, stunning gourmet eat-in kitchen w/

    The Shulkin Wilk Group Compass

    50 Upson Rd, Wellesley, MA 02482
  • 8 Old Town Rd, Wellesley Hills, MA 02481
    8 Old Town Rd, Wellesley Hills, MA 02481
    8 Old Town Rd, Wellesley Hills, MA 02481
    /18

    $2,250,000

    • 5 Beds
    • 5 Baths
    • 2,614 Sq Ft

    8 Old Town Rd, Wellesley Hills, MA 02481

    Welcome to this Wellesley Farms Colonial, brimming with charm and maintained in excellent condition. Spacious dining and living rooms greet you on the first floor, flanked by an updated kitchen and bright sun room, respectively. In addition to the large primary and two additional bedrooms, the second floor boasts charming built-in bookshelves and a cozy office overlooking the front yard. Fourth

    Brian McMahon Rutledge Properties

    8 Old Town Rd, Wellesley Hills, MA 02481
  • 39 Twitchell St, Wellesley, MA 02482
    39 Twitchell St, Wellesley, MA 02482
    39 Twitchell St, Wellesley, MA 02482
    /37

    $1,995,000

    • 4 Beds
    • 3 Baths
    • 2,475 Sq Ft

    39 Twitchell St, Wellesley, MA 02482

    Truly unique home in fabulous walk to everything location! Wonderful 1930’s Victorian Farmhouse loaded with charm and potential. Welcoming and large front porch, terrific high ceilings, original fir hardwood floors, plenty of sunshine and a natural open flow connecting all the living areas. Lovely entrance hall, wide open dining room and great room, and white eat-in kitchen. 4 bedrooms - with 3

    Christine Lawrence Rutledge Properties

    39 Twitchell St, Wellesley, MA 02482
  • 98 Great Plain Ave, Wellesley, MA 02482
    98 Great Plain Ave, Wellesley, MA 02482
    98 Great Plain Ave, Wellesley, MA 02482
    /33

    $2,499,000

    • 4 Beds
    • 4 Baths
    • 4,304 Sq Ft

    98 Great Plain Ave, Wellesley, MA 02482

    Step into 98 Great Plain Avenue—a newly transformed residence where modern sophistication meets classic appeal. Flooded with natural light, this exceptional home features soaring ceilings and a thoughtfully designed open-concept layout tailored to contemporary living. Rich hardwood floors and premium finishes define every inch of the interior, creating a refined yet welcoming ambiance. The chef’s

    Prudence Hay Rutledge Properties

    98 Great Plain Ave, 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

    $1,995,000

    • 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
  • 9 Ravine Rd, Wellesley Hills, MA 02481
    9 Ravine Rd, Wellesley Hills, MA 02481
    9 Ravine Rd, Wellesley Hills, MA 02481
    /42

    $8,490,000

    • 6 Beds
    • 11 Baths
    • 11,686 Sq Ft

    9 Ravine Rd, Wellesley Hills, MA 02481

    Discover the private compound you thought you'd never find - a hidden treasure in Wellesley Farms. This elusive signature property, with luxury amenities & a prime location, includes an exquisite primary residence, and an indoor outdoor clubhouse/sports complex, with state of the art facilities. Set amidst over an acre and a half of lush landscaped manicured grounds, including patios, putting

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    9 Ravine Rd, Wellesley Hills, MA 02481
  • 39 College Rd, Wellesley, MA 02482
    39 College Rd, Wellesley, MA 02482
    39 College Rd, Wellesley, MA 02482
    /15

    $1,650,000

    • Land
    • 0.35 Acre
    • $4,714,286 per Acre

    39 College Rd, Wellesley, MA 02482

    Build your dream waterfront home in Wellesley's coveted Hunnewell neighborhood. Building plans by renowned AD Design 100 architect, Michael Kim is designed for a sophisticated 4/5 bedroom home. Set on a cul-de-sac, this rare property offers stunning views of Morses Pond,100 acres of natural beauty with a swimming beach. Enjoy a private boat launch and easy access to Lake Waban walking trails.

    Mizner+ Montero Gibson Sotheby's International Realty

    39 College Rd, Wellesley, MA 02482
  • 87 Hundreds Rd, Wellesley, MA 02481
    87 Hundreds Rd, Wellesley, MA 02481
    87 Hundreds Rd, Wellesley, MA 02481
    /4

    $6,250,000

    • Land
    • 2.06 Acres
    • $3,033,981 per Acre

    87 Hundreds Rd, Wellesley, MA 02481

    2+ACRE LOT in the heart of exclusive Wellesley Farms! Bring your dreams and ideas and get started on designing and building your custom home at one of the finest addresses in Wellesley. Plenty of room for anything you can dream up. Provided here as inspiration is a custom 10,000 TLAG home designed by renowned architecture firm Catalano Associates. Let our team help you get started or bring your

    Betsy Kessler Rutledge Properties

    87 Hundreds Rd, Wellesley, 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

    $3,475,000

    • 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
  • 12 Russell Rd Unit 303, Wellesley, MA 02482
    12 Russell Rd Unit 303, Wellesley, MA 02482
    12 Russell Rd Unit 303, Wellesley, MA 02482
    /29

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,215 Sq Ft

    12 Russell Rd Unit 303, Wellesley, MA 02482

    1 car garage! Luxury living in a premier 55+ community! This bright, 3rd floor, end unit, offers the comfort of single floor living in a secure elevator building. The oversized family & dining areas feature hardwood floors, crown molding, and access to a private covered balcony – perfect to catch fresh air without leaving home. The open-concept kitchen has a double pantry and great storage.

    The Murphy Group Lexington William Raveis R.E. & Home Services

    12 Russell Rd Unit 303, Wellesley, MA 02482
  • 6 Southgate Rd, Wellesley, MA 02482
    6 Southgate Rd, Wellesley, MA 02482
    6 Southgate Rd, Wellesley, MA 02482
    /40

    $4,895,000

    • 6 Beds
    • 9 Baths
    • 7,500 Sq Ft

    6 Southgate Rd, Wellesley, MA 02482

    Stunning New Construction in one of Wellesley’s most desirable Dana Hall neighborhoods. This sun-splashed home features 7 bedrooms, 6 full bathrooms, and 3 half bathrooms. The home sits majestically on a large, level lot, providing outstanding space for outdoor activities, entertaining, or the addition of a pool. This home checks all the boxes: a custom mudroom, 2 offices, butler's pantry, pantry

    Joseph Fleming JT Fleming & Company

    6 Southgate Rd, Wellesley, MA 02482
  • 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
  • 286 Linden St Unit 286, Wellesley, MA 02482
    286 Linden St Unit 286, Wellesley, MA 02482
    286 Linden St Unit 286, Wellesley, MA 02482
    /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
  • 15 Essex Rd, Wellesley Hills, MA 02481
    15 Essex Rd, Wellesley Hills, MA 02481
    15 Essex Rd, Wellesley Hills, MA 02481
    /40

    $4,595,000

    • 6 Beds
    • 8 Baths
    • 7,577 Sq Ft

    15 Essex Rd, Wellesley Hills, MA 02481

    Experience luxury in this exquisite 6-bedroom Colonial in Cliff Estates. Impeccable craftsmanship and high-end upgrades blend elegance with comfort. The open-concept kitchen flows into a cozy family room with custom built-ins, while sophisticated living and dining areas set the stage for refined entertaining. A striking wrap-around mahogany bar extends to the outdoor patio, featuring a saltwater

    Allison David Poirier Coldwell Banker Realty - Wellesley

    15 Essex Rd, Wellesley Hills, MA 02481
  • 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

    $5,850,000

    • 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
  • 100 Linden St Unit 105, Wellesley, MA 02482
    100 Linden St Unit 105, Wellesley, MA 02482
    100 Linden St Unit 105, Wellesley, MA 02482
    /34

    $2,149,000

    • 2 Beds
    • 2 Baths
    • 1,378 Sq Ft

    100 Linden St Unit 105, Wellesley, MA 02482

    RARE OPPORTUNITY... sophisticated & contemporary design w/priv balcony. 2-bed 2-bath residence meticulously cared for by owners who live in MA for 6 mos/yr. Wolf/Sub-Zero appliances, LG W&D, white cabinetry, honed granite countertops, porcelain tile backsplash. New wood floors: Villa Borghese Aged French Oak. Open living, 9’ ceilings, gas f/p, floor to ceiling windows offering an abundance of

    Mary Beth Canova JD Advisors, Inc

    100 Linden St Unit 105, Wellesley, MA 02482
  • 78 Hunnewell St, Wellesley Hills, MA 02481
    78 Hunnewell St, Wellesley Hills, MA 02481
    78 Hunnewell St, Wellesley Hills, MA 02481
    /42

    $2,200,000

    • 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

Showing Results 1 - 40, Page 1 of 3

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 $2,207,299.
How many homes have sold over the last 12 months in Wellesley, MA?
126 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 Fells and Wellesley Farms.
What are the most popular zip codes in Wellesley, MA?
The most popular zip codes in Wellesley, MA include 02481, 02482, 02492, 02494 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 Fells, Linden Square, Wellesley Farms, Wellesley Hills and Cliff Estates.
How much do you need to make to afford a house in Wellesley?
The median home price in Wellesley is $1,950,000. If you put a 20% down payment of $390,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $9,710 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $416K a year to afford the median home price in Wellesley.
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 Fells, Woodlands and Wellesley Square. Browse all the schools in Wellesley, MA to learn more.

Home Trends in Wellesley, MA

On average, homes in Wellesley, MA sell after 28 days on the market compared to the national average of 52 days. The median sale price for homes in Wellesley, MA over the last 12 months is $1,982,500, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,982,500
Median Single Family Sale Price
$2,150,000
Median Townhouse Sale Price
$1,599,900
Median 2 Bedroom Sale Price
$1,427,500
Median 1 Bedroom Sale Price
$1,125,000
Average Price Per Sq Ft
$749
Number of Homes for Sale
27
Last 12 months Home Sales
126
Months of Supply
2.60
Median List Price
$1,950,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
9%
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