9,710

Wellesley, MA Homes

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  • /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
  • /21

    $4,500 per month plus fees

    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • House for Rent

    2 Marigold Ave, Wellesley, MA 02482

    Top condition 4 bed room, single family, 1.5 bath on the corner of a cul-de- sac. Great location with easy access to Routes 9, 16 & 30. Updated kitchen and baths. Insulated windows Finished basement with large laundry/storage room. Available Now

    Bill Gath Realty Executives Boston West

    2 Marigold Ave, Wellesley, MA 02482
  • /29

    $1,155,000 Sold Aug 01, 2025

    • 2,304 Sq Ft
    • $501/SF
    • 84 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1887

    3 Rockland St, Wellesley Hills, MA 02481

    This charming 3-bedroom, 2 full bathroom home effortlessly combines modern elegance with timeless appeal. Recently renovated, it has brand-new windows, new roof bathroom, updated kitchen, and a newly finished walk-out basement which offers versatile space, perfect for a family room or play area. The updated kitchen, featuring sleek countertops and new cabinets and oven opens up to a deck great

    Allison David Poirier Coldwell Banker Realty - Wellesley

    3 Rockland St, Wellesley Hills, MA 02481
    • /33

      Est $2,409,616 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,286 Sq Ft

      61 Beechwood Rd, Wellesley, MA 02482

      61 Beechwood Rd, 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
  • /15

    $4,600 per month plus fees

    • 3 Beds
    • 2 Baths
    • Apartment for Rent

    24 State St Unit 2, Wellesley, MA 02482

    Terrific location! Walk to commuter rail. Whole Foods, restaurants shopping and more! The Wellesley Brook path is steps away. This is the second and third floor of a 3 family home. New carpeting in hallways. Recently remodeled kitchen overlooking the family room, stainless steel refrigerator, microwave, stove, plenty of cabinets. Open floor plan; front to back living & dining room. Bonus room,

    Jodie Zinna Coldwell Banker Realty - Wellesley

    24 State St Unit 2, Wellesley, MA 02482
  • /34

    $3,475,000 Sold Jul 31, 2025

    • 5,359 Sq Ft
    • $648/SF
    • 12 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1935

    36 Old Farm Rd, Wellesley Hills, MA 02481

    Stunning New England Cape in superb Wellesley Farms neighborhood! This much admired property with spectacular curb appeal is beautifully positioned on an oversized 2/3 acre lot with gorgeously landscaped private grounds. Expanded and updated, this home has all the charming details intact. The first floor has plenty of formal and informal spaces including LR with spectacular fireplace, banquet

    Christine Lawrence Rutledge Properties

    36 Old Farm Rd, Wellesley Hills, MA 02481
    • /42

      Est $2,609,607 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,184 Sq Ft

      19 Brookdale Ave, Wellesley, MA 02482

      19 Brookdale Ave, 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
  • /16

    $8,500 per month plus fees

    • 4 Beds
    • 3.5 Baths
    • 3,878 Sq Ft
    • House for Rent

    15 Edgemoor Cir, Wellesley, MA 02482

    SHORT TERM LEASE AVAILABLE.This sun-splashed young Colonial blends elegance with everyday ease. 4 bedrooms, 3.5 baths, and flowing, open-concept living. The chef’s kitchen wows with a large island, high-end stainless appliances, and seamless flow to the family room—gas fireplace aglow—plus a Juliette balcony overlooking a tranquil brook. Upstairs: a luxurious Primary EnSuite with “His” & “Her”

    Kerry Sullivan William Raveis R.E. & Home Services

    15 Edgemoor Cir, Wellesley, MA 02482
  • /23

    $2,240,000 Sold Jul 31, 2025

    • 2,856 Sq Ft
    • $784/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1927

    19 Whittier Rd, Wellesley Hills, MA 02481

    Welcome to this beautifully maintained 4-bed, 3.5-bath home in the sought-after Poets neighborhood of Wellesley. Set on a professionally landscaped lot, this move-in-ready property offers ideal indoor/outdoor living. The bright main level features a spacious layout and an updated kitchen that flows into a cozy family room—perfect for daily life and entertaining. Upstairs includes four bedrooms,

    Parker & Sammut Gibson Sotheby's International Realty

    19 Whittier Rd, Wellesley Hills, MA 02481
    • /18

      Est $1,435,754 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,965 Sq Ft

      12 Durant Rd, Wellesley, MA 02482

      12 Durant Rd, Wellesley, MA 02482
  • /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
  • /39

    $7,500 per month plus fees

    • 5 Beds
    • 3.5 Baths
    • 2,383 Sq Ft
    • House for Rent

    35 Old Colony Rd, Wellesley Hills, MA 02481

    Located in Wellesley's prestigious Cliff Estates, this property offers timeless charm and spacious living in a well maintained Colonial home. With 5 bedrooms and 3.5 bathrooms, this classic residence features hardwood floors throughout, a sun-filled formal living room with fireplace, and a floorplan offering separate dining and family rooms ideal for both entertaining and everyday living. The

    Debi Benoit William Raveis R.E. & Home Services

    35 Old Colony Rd, Wellesley Hills, MA 02481
  • /30

    $2,015,000 Sold Jul 31, 2025

    • 3,054 Sq Ft
    • $660/SF
    • 29 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1956

    234 Lowell Rd, Wellesley Hills, MA 02481

    PRICE IMPROVEMENT! Welcome home to this charming Garrison colonial on a quiet dead-end street in one of Wellesley’s most desirable neighborhoods. This well-maintained 4-bedroom, 3-bath home features a traditional layout with formal living and dining rooms, hardwood floors, and detailed millwork throughout. The kitchen includes, stainless steel appliances, and a casual dining area that opens to a

    Berkowitz Team Gibson Sotheby's International Realty

    234 Lowell Rd, Wellesley Hills, MA 02481
    • /26

      Est $1,745,068 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,568 Sq Ft

      20 Bryn Mawr Rd, Wellesley, MA 02482

      20 Bryn Mawr Rd, Wellesley, MA 02482
  • /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
  • /32

    $7,200 per month plus fees

    • 6 Beds
    • 3 Baths
    • 3,400 Sq Ft
    • House for Rent

    14 Lilac Cir, Wellesley, MA 02482

    Fabulous location! Close to town center & train! Mint move-in condition large home on a cul-de-sac. Living room, dining room, kitchen/breakfast area, 4 bedrooms, two full baths (one with master) on first level. Beautiful walk-out lower level with family room, 2/3 bedrooms, office, full bath. French doors leading onto deck overlooking beautiful fenced yard. Central air. 2-car garage with direct

    Jodie Zinna Coldwell Banker Realty - Wellesley

    14 Lilac Cir, Wellesley, MA 02482
  • /40

    $2,850,000 Sold Jul 31, 2025

    • 4,467 Sq Ft
    • $638/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1956

    45 Stanford Rd, Wellesley Hills, MA 02481

    Sited on a private half acre abutting Boulder Brook Reservation and 2 blocks from Bates School, this inviting colonial was expanded and redesigned to capture beautiful views from light-filled rooms, deck, 2 patios, and porch. The floor plan is perfect for family living, entertaining, and working from home.The traditional living room with large bay window connects to the spectacular

    Patricia O'Sullivan Coldwell Banker Realty - Wellesley

    45 Stanford Rd, Wellesley Hills, MA 02481
    • /76

      Est $1,449,276 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,420 Sq Ft

      2 Brookdale Ave, Wellesley, MA 02482

      2 Brookdale Ave, Wellesley, MA 02482
  • /34

    $1,998,000

    • 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
  • /19

    $5,300 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Apartment for Rent

    680 Worcester St Unit 201, Wellesley, MA 02482

    New construction apartments! Highland Park offers a refined community where sophistication meets modern comfort. Our residences provide an exclusive living experience with only 20 units in the building ensuring an intimate and elegant atmosphere. Light and bright units with 9' ceilings, open concept living, contemporary design with clean lines. The kitchen has stainless steel appliances, soft

    Stephanie Parkhurst J. Derenzo & Associates, LLC

    680 Worcester St Unit 201, Wellesley, MA 02482
  • /34

    $1,850,000 Sold Jul 31, 2025

    • 3,346 Sq Ft
    • $553/SF
    • 65 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1993

    33 Upwey Rd, Wellesley Hills, MA 02481

    Nestled in a fabulous neighborhood, this young brick Colonial offers chic and modern sophistication. The home boasts an inviting open floor plan ideal for both relaxing and entertaining. The sun-drenched formal spaces feature gleaming hardwood floors, oversized windows & French doors. The beautifully renovated kitchen is equipped with quartz countertops, a large peninsula, and stainless steel

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    33 Upwey Rd, Wellesley Hills, MA 02481
    • /32

      Est $2,569,412 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,743 Sq Ft

      20 Manor Ave, Wellesley, MA 02482

      20 Manor Ave, Wellesley, MA 02482
  • /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
  • /2

    $2,926 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Apartment for Rent

    978 Worcester St Unit 303, Wellesley, MA 02482

    AFFORDABLE HOUSING- Experience boutique living in this modern, elevator building in a spacious two-bedroom, two-bathroom apartment. Thoughtfully designed, enjoy the comfort of central air conditioning and the convenience of in-unit laundry. Step outside onto your private balcony, perfect for relaxing or entertaining. Each apartment includes one assigned indoor parking garage space, with heat and

    The Donna Scott Group Advisors Living - Wellesley

    978 Worcester St Unit 303, Wellesley, MA 02482
  • /34

    $2,350,000 Sold Jul 30, 2025

    • 4,300 Sq Ft
    • $547/SF
    • 7 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2019

    40 Carver Rd, Wellesley Hills, MA 02481

    Welcome to this stunning 2019 new construction nestled on a charming dead end street in Wellesley Hills! This beautifully designed home boasts an open concept layout that begins with a show stopping kitchen featuring an oversized island, then an inviting family room with a cozy fireplace, and a gracious dining area perfect for gatherings. The separate office, also with a fireplace, offers privacy

    Bell Petrini Group Coldwell Banker Realty - Boston

    40 Carver Rd, Wellesley Hills, MA 02481
    • /26

      Est $1,693,553 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,646 Sq Ft

      31 Woodfield Rd, Wellesley, MA 02482

      31 Woodfield Rd, Wellesley, MA 02482
  • /40

    $3,895,000

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

    10 Bird Hill Ave, Wellesley Hills, MA 02481

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

    Donahue Maley & Burns Team Compass

    10 Bird Hill Ave, Wellesley Hills, MA 02481
  • /24

    $1,275,000 Sold Jul 30, 2025

    • 1,774 Sq Ft
    • $719/SF
    • 34 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1955

    35 Windemere Rd, Wellesley Hills, MA 02481

    The neighborhood everyone craves! This quiet cul de sac is tucked away yet super accessible. Catch the train at Hills or Square. Coffee at Nero or Starbucks! All are a comfortable walk from this 3 bedroom home on a professionally landscaped lot. Every school from K through 12 is close by. The main floor entertaining spaces are open for great circular flow. The kitchen is updated and features a

    Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

    35 Windemere Rd, Wellesley Hills, MA 02481
    • /39

      Est $1,291,757 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,648 Sq Ft

      63 Russell Rd, Wellesley, MA 02482

      63 Russell Rd, Wellesley, MA 02482
  • /39

    $5,200,000

    • 6 Beds
    • 9 Baths
    • 7,000 Sq Ft

    56 Ledgeways St, Wellesley, MA 02481

    An extraordinary home in Wellesley Farms! A stunning staircase sets the stage for 3 floors of elegant living designed by award winning architect Jan Glysteen and constructed by a premier Wellesley builder .Renovated with incredible attention to detail, custom moldings, wainscoting and coffered ceilings. Amenities include radiant heated floors, heated driveway and patios. Lovely fireplaced living

    Gail Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

    56 Ledgeways St, Wellesley, MA 02481
  • /35

    $2,800,000 Sold Jul 29, 2025

    • 3,541 Sq Ft
    • $791/SF
    • 14 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1910

    24 Hampden St, Wellesley, MA 02482

    Discover this charming fully renovated village colonial, ideally located near Hunnewell School and downtown Wellesley. This freshly renovated home offers the allure of new construction while retaining the character of a classic home. The first floor features a chef's kitchen with high-end appliances, a double-sided fireplace connecting the family and dining rooms, an office or bedroom, a full

    Donahue Maley & Burns Team Compass

    24 Hampden St, Wellesley, MA 02482
    • /16

      Est $590,101 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 821 Sq Ft

      12 Russell Rd Unit 304, Wellesley, MA 02482

      12 Russell Rd Unit 304, Wellesley, MA 02482
  • /12

    $1,700,000

    • 4 Beds
    • 2.5 Baths
    • 2,956 Sq Ft

    29 Denton Rd, Wellesley, MA 02482

    Nestled in the charming town of Wellesley, Massachusetts, discover the timeless elegance of 29 Denton Road, a single-family residence that presents an exceptional opportunity. This residence stands as a testament to enduring quality and craftsmanship. The generous layout of this home includes four bedrooms, offering ample space for rest and relaxation. Two full bathrooms and one half bathroom are

    Elisabeth LeBlanc Jack Gately Real Estate, LLC

    29 Denton Rd, Wellesley, MA 02482
  • /33

    $2,735,000 Sold Jul 28, 2025

    • 3,868 Sq Ft
    • $707/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1957

    16 Nantucket Rd, Wellesley Hills, MA 02481

    Located in the coveted Cliff Estates, this renovated Colonial offers a harmonious blend of elegant design & modern conveniences. A welcoming foyer leads to a generous, fireplaced living room & a grand dining room. The eat-in kitchen features stainless appliances, a large center island & an adjoining family room - perfect for enjoying family & entertaining. French doors open to a serene stone

    Beyond Boston Properties Group Compass

    16 Nantucket Rd, Wellesley Hills, MA 02481
    • /18

      Est $651,037 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,002 Sq Ft

      12 Russell Rd Unit 207, Wellesley, MA 02482

      12 Russell Rd Unit 207, Wellesley, MA 02482
  • /30

    $1,599,900

    • 5 Beds
    • 3.5 Baths
    • 2,558 Sq Ft

    428 Weston Rd, Wellesley, MA 02482

    Captivating Stone-Front Colonial with Versatile Layout offers a flexible floor plan featuring five spacious bedrooms including a first-floor suite with private full bath ideal for guests, in-laws or a Home Office. The sun filled main level is ideal for entertaining, offering generous spaces filled with natural light. The Kitchen features freshly painted Cabinets (2025) & newer Appliances.

    Rachel Bodner Coldwell Banker Realty - Sudbury

    428 Weston Rd, Wellesley, MA 02482
  • /30

    $2,925,000 Sold Jul 25, 2025

    • 2,160 Sq Ft
    • $1,354/SF
    • 9 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    100 Linden St Unit 101, Wellesley, MA 02482

    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 plus Den residence is meticulously designed to maximize both style and function featuring

    Janice Dumont JD Advisors, Inc

    100 Linden St Unit 101, Wellesley, MA 02482
    • /34

      Est $717,220 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,208 Sq Ft

      12 Russell Rd Unit 203, Wellesley, MA 02482

      12 Russell Rd Unit 203, Wellesley, MA 02482

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