1,780

Wellesley Hills Homes

Section Image
  • /42

    $2,200,000 Open Sun 11AM - 12:30PM

    • 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
  • /13

    $2,500 per month plus fees

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    324 Washington St Unit 301, Wellesley Hills, MA 02481

    Welcome to Phillips Park Apartments, a bright and inviting one-bedroom, one-bathroom apartment perfectly located in the heart of Wellesley Hills. This apartment features hardwood floors, large windows that fill the space with natural light, and a comfortable layout designed for everyday living. The full kitchen provides everything you need to cook and entertain, while the full bathroom and ample

    Paige Johnston I Heart Real Estate Services, Inc.

    324 Washington St Unit 301, Wellesley Hills, MA 02481
  • /21

    $1,850,000 Sold Jul 10, 2025

    • 2,585 Sq Ft
    • $716/SF
    • 10 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1926

    8 Heckle St, Wellesley Hills, MA 02481

    Charming, spacious, and perfectly located—this Wellesley Hills colonial has it all! Enjoy morning coffee on the welcoming front porch before stepping into a bright, character-filled interior featuring a fireplaced living room, oversized family room with fireplace, high ceilings, and a cheerful eat-in kitchen. Upstairs offers three bedrooms, a nursery, and a bonus office nook. The private primary

    Betsy Kessler Rutledge Properties

    8 Heckle St, Wellesley Hills, MA 02481
    • /34

      Est $5,365,688 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 7,555 Sq Ft

      117 Abbott Rd, Wellesley Hills, MA 02481

      117 Abbott Rd, Wellesley Hills, MA 02481
  • /10

    $1,190,000 Open Sat 12PM - 2:30PM

    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    6 Oakland Cir, Wellesley Hills, MA 02481

    Welcome to this amazing single family situated on over 10,000 square foot flat landscaped lot. This charming property offers amenities and picturesque views, featuring an open concept design, the home boasts natural light and spacious living area. The kitchen featuring granite counters and stainless steel appliances. Tiled bathrooms. Fresh paint, refinished hardwood floors and new light

    Henry Lee Patriot International Realty

    6 Oakland Cir, Wellesley Hills, MA 02481
  • /20

    $6,500 per month plus fees

    • 4 Beds
    • 2.5 Baths
    • 2,061 Sq Ft
    • House for Rent

    33 Jackson Rd, Wellesley Hills, MA 02481

    Inviting and spacious colonial has an idyllic setting in the Sheridan Estates. 2022 Improvements include an updated kitchen with new countertops/floor and updated 2.5 bathrooms, new windows, new lighting, freshly painted throughout, refinished oak flooring on the 1st floor and new washer/dryer in the lower level. Large living room with a wood burning fireplace, dining room with built in cabinet,

    Mary Ann Figoni Centre Realty Group

    33 Jackson Rd, Wellesley Hills, MA 02481
  • /37

    $1,600,000 Sold Jul 02, 2025

    • 3,272 Sq Ft
    • $489/SF
    • 21 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1951

    6 Willow Park, Wellesley Hills, MA 02481

    Priced to sell! Best value in Wellesley. This expansive 5 beds 4 baths Colonial offers the perfect blend of space, style, & location-just a short walk to Fiske Elementary with easy access to highways, town center, and parks.The main level features a front-to-back layout with a formal dining room and fireplace, updated kitchen with stainless steel appliances, sunny sunroom, & large deck, ideal for

    Bonnie Lai RE/MAX Real Estate Center

    6 Willow Park, Wellesley Hills, MA 02481
    • /32

      Est $2,657,900 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,852 Sq Ft

      67 Maugus Ave, Wellesley Hills, MA 02481

      67 Maugus Ave, Wellesley Hills, MA 02481
  • /39

    $1,295,000 Open Sat 11AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,165 Sq Ft

    6 Willow St, Wellesley, MA 02481

    A delightfully charming Cape style home with a versatile floor plan on a large, level yard filled with mature plantings for privacy. The first floor offers an open floor plan with great flow to two separate living areas, both with fireplaces, as well as a dining room and bedroom/office with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless appliances, an

    Frank Celeste Gibson Sotheby's International Realty

    6 Willow St, Wellesley, MA 02481
  • /14

    $3,500 per month plus fees

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    324 Washington St Unit 304, Wellesley Hills, MA 02481

    Wellesley Philips Park Apartment - once was an Old Wellesley High School. This 2 bed 1 bath Penthouse unit come with private outdoor space and one parking available for rent now. Primary bedroom ensuite with large walk-in closet. Private outdoor balcony with tone of nature sunlight all day long with unobstructed park view. Recent updated new hardwood flooring throughout the entire unit, all brand

    Alex Wong Coldwell Banker Realty - Boston

    324 Washington St Unit 304, Wellesley Hills, MA 02481
  • /8

    $2,270,000 Sold Jul 01, 2025

    • 4,695 Sq Ft
    • $483/SF
    • 8 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1988

    49 Longfellow Rd, Wellesley Hills, MA 02481

    This exceptional Colonial-style home in desirable Poet’s Corner offers soaring ceilings and a layout perfect for everyday living and entertaining. A striking double staircase frames the grand foyer with stunning millwork, dramatic ceilings, and fine craftsmanship throughout. Inside, you'll find large rooms filled with natural light and upscale finishes. The gourmet kitchen features a center

    Debi Benoit William Raveis R.E. & Home Services

    49 Longfellow Rd, Wellesley Hills, MA 02481
    • /37

      Est $1,234,099 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,505 Sq Ft

      15 Cunningham Rd, Wellesley Hills, MA 02481

      15 Cunningham Rd, Wellesley Hills, MA 02481
  • /21

    $3,450 per month plus fees

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Apartment for Rent

    7 Bethel Rd Unit 3, Wellesley Hills, MA 02481

    Clean and updated with stainless kitchen appliances. This 3 story townhouse features 2 bedrooms and 1 1/2 baths with an open floor plan and walk out green space. 1 car garage with storage on entry level. Stacked washer / dryer in utility/storage space. Convenient to Lower Falls, Newton Wellesley Hospital, Woodland Station, Routes 16, 9 and 95!

    Bobby Morgenstern Advisors Living - Wellesley

    7 Bethel Rd Unit 3, Wellesley Hills, MA 02481
  • /23

    $1,300,000 Sold Jun 30, 2025

    • 2,601 Sq Ft
    • $500/SF
    • 9 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1927

    31 Bancroft Rd, Wellesley Hills, MA 02481

    Nestled in the heart of picturesque Wellesley Hills, this classic Colonial offers timeless charm and exceptional potential. Set on a generous 19,000+sqft lot with mature landscaping and a peaceful neighborhood feel, this home presents a rare opportunity to restore and reimagine a beloved gem or create a new home in a commuters dream location. Close to highways and a quick walk to Wellesley Farms

    Gail Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

    31 Bancroft Rd, Wellesley Hills, MA 02481
    • /16

      Est $2,596,216 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,904 Sq Ft

      35 Grantland Rd, Wellesley Hills, MA 02481

      35 Grantland Rd, Wellesley Hills, MA 02481
  • /18

    $1,660,000 Sold Jun 25, 2025

    • 2,514 Sq Ft
    • $660/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1952

    53 Madison Rd, Wellesley Hills, MA 02481

    Classic charm blends with an open concept floor plan and tasteful renovations to create a wonderful place to call home. Situated on a desirable 0.44 acre cul de sac lot with close proximity to Fiske Elementary. Step into a generously sized great room which houses the living area with fireplace, dining area and the remodeled kitchen featuring white cabinetry, massive island, farmers sink and wall

    The Shulkin Wilk Group Compass

    53 Madison Rd, Wellesley Hills, MA 02481
    • /42

      Est $2,369,363 Not Listed For Sale

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

      39 Grantland Rd, Wellesley Hills, MA 02481

      39 Grantland Rd, Wellesley Hills, MA 02481
  • /31

    $1,350,000 Sold Jun 16, 2025

    • 2,354 Sq Ft
    • $573/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1875

    3 Bobolink Rd, Wellesley Hills, MA 02481

    This stylish farmhouse blends classic charm with modern updates in a sought after Wellesley neighborhood. The bright kitchen opens to a spacious family room, with a mudroom, bright living room with built-ins, dining room, first-floor bedroom, and full updated bath. Upstairs, the private primary suite includes a spacious en-suite bath, plus two bedrooms and another full updated bath. Enjoy a

    Elke Cardella Compass

    3 Bobolink Rd, Wellesley Hills, MA 02481
    • /20

      Est $2,158,780 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,555 Sq Ft

      14 Oakland Cir, Wellesley Hills, MA 02481

      14 Oakland Cir, Wellesley Hills, MA 02481
  • /36

    $3,585,000 Sold Jun 16, 2025

    • 5,317 Sq Ft
    • $674/SF
    • 4 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2013

    24 Jackson Rd, Wellesley Hills, MA 02481

    Welcome to this stunning, like-new 6-bedroom colonial, where exceptional craftsmanship and thoughtful design shine throughout. The open-concept layout features fireplaced living and family rooms, a formal dining room with a Butler’s Pantry, and gourmet kitchen with a center island, spacious dining area, and walk-in pantry. The luxurious fireplaced primary suite boasts two walk-in closets,

    Betsy Kessler Rutledge Properties

    24 Jackson Rd, Wellesley Hills, MA 02481
    • /29

      Est $2,045,697 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,919 Sq Ft

      200 Washington St, Wellesley Hills, MA 02481

      200 Washington St, Wellesley Hills, MA 02481
  • /39

    $2,255,000 Sold Jun 16, 2025

    • 3,350 Sq Ft
    • $673/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1992

    86 Whittier Rd, Wellesley Hills, MA 02481

    Welcome to 86 Whittier, ideally located on .5 acres at the end of a cul-de-sac in the sought-after Poet’s neighborhood! This charming center-entrance colonial is nestled among mature trees and beautiful homes. Upon entry, the spacious foyer and nearly 9-foot ceilings enhance the open feel of the main level. The formal living room with a fireplace flows into the dining room. The kitchen offers

    Bell Petrini Group Coldwell Banker Realty - Boston

    86 Whittier Rd, Wellesley Hills, MA 02481
    • /42

      Est $3,542,158 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,150 Sq Ft

      196 Washington St, Wellesley Hills, MA 02481

      196 Washington St, Wellesley Hills, MA 02481
  • /27

    $1,680,000 Sold Jun 09, 2025

    • 2,028 Sq Ft
    • $828/SF
    • 22 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1941

    7 Madison Rd, Wellesley Hills, MA 02481

    The most delightful home! Surprise 5 bedroom cape colonial tucked away in wonderful neighborhood near Fiske School. The interior is absolutely brimming with beautiful natural light, hardwood floors, lovely white kitchen, updated baths, and charming details. A spacious fireplaced LR open to DR and the sunny eat-in kitchen with inviting family space which will charm you with its efficient set up,

    Christine Lawrence Rutledge Properties

    7 Madison Rd, Wellesley Hills, MA 02481
    • /27

      Est $1,672,449 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,461 Sq Ft

      17 Oakland St, Wellesley Hills, MA 02481

      17 Oakland St, Wellesley Hills, MA 02481
  • /29

    $2,410,000 Sold May 28, 2025

    • 2,522 Sq Ft
    • $956/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2011

    32 Standish Cir, Wellesley Hills, MA 02481

    Welcome to this charming 2-bed, 2-bath home, conveniently located in Wellesley Hills & nestled in a peaceful cul-de-sac. Offering a perfect blend of comfort & convenience, the open floor plan creates a seamless flow between the living, & kitchen areas, with plenty of natural light filling the space. The gorgeous kitchen is designed with modern appliances & stylish finishes, making it a true focal

    Dalgiza Barros Keller Williams Realty Signature Properties

    32 Standish Cir, Wellesley Hills, MA 02481
    • /42

      Est $2,862,270 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,382 Sq Ft

      10 Oakland St, Wellesley Hills, MA 02481

      10 Oakland St, Wellesley Hills, MA 02481
  • /21

    $2,058,000 Sold May 28, 2025

    • 3,820 Sq Ft
    • $539/SF
    • 56 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    155 Cedar St, Wellesley Hills, MA 02481

    Welcome to this stunning newly crafted home in Wellesley. The property is sun filled with a focus on modern elegance and sleek design. The open-concept first floor features a spacious and inviting kitchen, seamlessly flowing into the living-family room and study, ideal for both everyday living and entertaining. Light hardwood floors enhance the bright and airy feel, complemented by tall ceilings

    Teri Adler MGS Group Real Estate LTD - Wellesley

    155 Cedar St, Wellesley Hills, MA 02481
    • /22

      Est $1,135,686 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,178 Sq Ft

      6 Oakland St, Wellesley Hills, MA 02481

      6 Oakland St, Wellesley Hills, MA 02481
  • /39

    $1,200,000 Sold May 21, 2025

    • 1,859 Sq Ft
    • $646/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1937

    282 Oakland St, Wellesley Hills, MA 02481

    Step into this beautifully preserved and expanded Arts & Crafts Colonial Bungalow from the inviting front porch with classic craftsmanship to the front entry, inside boasts comfort and traditional beauty. Nestled in the award-winning Fiske School neighborhood, this charming house holds a stunning living room addition with wood fireplace and French doors to the Bluestone patio ideal for gatherings

    Anne Casner Gibson Sotheby's International Realty

    282 Oakland St, Wellesley Hills, MA 02481
    • /26

      Est $1,219,929 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,006 Sq Ft

      373 Worcester St, Wellesley Hills, MA 02481

      373 Worcester St, Wellesley Hills, MA 02481
  • /41

    $1,500,000 Sold May 19, 2025

    • 1,584 Sq Ft
    • $947/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1925

    6 Saunders Terrace, Wellesley Hills, MA 02481

    Amazing opportunity to own this lovingly maintained Colonial in a fantastic location on cul-de-sac! This move-in ready home boasts a new custom kitchen with high end finishes and appliances. Extensive update list from current owner that include all new Lochinvar heating system, hot water tank, exterior and interior improvements. The first floor has an easy flowing floor plan with flexible

    Myra George Gibson Sotheby's International Realty

    6 Saunders Terrace, Wellesley Hills, MA 02481
    • /19

      Est $1,648,874 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,963 Sq Ft

      27 Heckle St, Wellesley Hills, MA 02481

      27 Heckle St, Wellesley Hills, MA 02481
  • /35

    $2,350,000 Sold May 13, 2025

    • 3,656 Sq Ft
    • $643/SF
    • 15 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1910

    12 Longfellow Rd, Wellesley Hills, MA 02481

    Welcome to this sun-filled Arts & Crafts gem in Wellesley’s coveted Poets' Corner. Nestled on a private 0.78-acre lot, this 4-bed, 3.5-bath home blends classic charm with modern comfort. A grand floor-to-ceiling stone fireplace anchors the living room, while the chef’s kitchen features granite counters and stainless steel appliances. The spacious dining room, family room with wet bar, and

    Dan Li Keller Williams Realty

    12 Longfellow Rd, Wellesley Hills, MA 02481
    • /42

      Est $2,083,306 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,038 Sq Ft

      28 Bancroft Rd, Wellesley Hills, MA 02481

      28 Bancroft Rd, Wellesley Hills, MA 02481
  • /34

    $1,425,000 Sold May 02, 2025

    • 1,539 Sq Ft
    • $926/SF
    • 137 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1957

    23 Priscilla Cir, Wellesley Hills, MA 02481

    Custom built in 1957 this well-maintained Tennessee marbled home sits at the entrance to Priscilla Circle. Situated on an expansive, elegant corner. This home features a lovely sunroom, newer eat in kitchen with good flow to dining and living rooms. 3 good -sized bedrooms, primary can easily accommodate a king-size bed. The lower level contains a spacious laundry room and cedar storage closets,

    Danielle Guigli MGS Group Real Estate LTD - Wellesley

    23 Priscilla Cir, Wellesley Hills, MA 02481
    • /20

      Est $1,230,928 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,899 Sq Ft

      1 Bancroft Rd, Wellesley Hills, MA 02481

      1 Bancroft Rd, Wellesley Hills, MA 02481
  • /17

    $1,349,888 Sold Apr 24, 2025

    • 1,700 Sq Ft
    • $794/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1955

    15 Oriole Rd, Wellesley Hills, MA 02481

    Truly delightful updated single family house located in a quite neighborhood. When you step into this home, you will immediately experience the bright and cozy atmosphere. The newly updated windows, two fireplaces and calm flow will soothe you on chilly winter days. This home has many other recent updates including kitchen with new granite counter tops, stainless steel appliances and new floor,

    JULIE CREMIN William Raveis R.E. & Home Services

    15 Oriole Rd, Wellesley Hills, MA 02481
    • /41

      Est $3,202,852 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 5,057 Sq Ft

      10 Longfellow Rd, Wellesley Hills, MA 02481

      10 Longfellow Rd, Wellesley Hills, MA 02481
  • /30

    $1,260,000 Sold Apr 21, 2025

    • 3,005 Sq Ft
    • $419/SF
    • 4 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1920

    368 Worcester St, Wellesley Hills, MA 02481

    Incredible Contractor Special in Wellesley – Prime Location! This spacious 6-bed, 3.5-bath home offers endless possibilities to bring your vision to life. Set in a highly sought-after location, this property is just minutes from top-notch restaurants, shopping, and boasts easy access to the Mass Pike for a quick 20-minute drive to downtown Boston. Featuring a bright sunroom and a fenced-in

    Peggy Perkins Lamacchia Realty, Inc.

    368 Worcester St, Wellesley Hills, MA 02481

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home