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Recently Sold Wellesley Hills Homes

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  • 9 Oakland St, Wellesley Hills, MA 02481
    9 Oakland St, Wellesley Hills, MA 02481
    9 Oakland St, Wellesley Hills, MA 02481
    /25

    $2,380,000 Sold Jul 22, 2025

    • 3,317 Sq Ft
    • $718/SF
    • 3 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1907

    9 Oakland St, Wellesley Hills, MA 02481

    Timeless elegance marries modern design. Fantastic colonial offers captivating curb appeal. STUNNING light-filled kitchen, ideal for entertaining, features Italian marble island with seating for six, farmer's sink, dual dishwashers/ovens, and custom cabinetry. Adjacent is the prep kitchen that boasts a wine fridge and butler's pantry that leads to the dining room. Tall ceilings and rich hardwood

    Teri Adler MGS Group Real Estate LTD - Wellesley

    9 Oakland St, Wellesley Hills, MA 02481
  • 23 Wareland Rd, Wellesley Hills, MA 02481
    23 Wareland Rd, Wellesley Hills, MA 02481
    23 Wareland Rd, Wellesley Hills, MA 02481
    /28

    $1,360,000 Sold Jul 14, 2025

    • 2,896 Sq Ft
    • $470/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1959

    23 Wareland Rd, Wellesley Hills, MA 02481

    Nestled on nearly half an acre, this charming Cape offers the perfect blend of comfort and convenience. With eight rooms, including three spacious bedrooms and two full baths, this home is thoughtfully designed for modern living. The updated kitchen, complete with a cozy dining area, seamlessly flows into a sun-drenched three-season porch, ideal for relaxing or entertaining. A fireplaced living

    Jennifer Madden Coldwell Banker Realty - Wellesley

    23 Wareland Rd, Wellesley Hills, MA 02481
  • 8 Heckle St, Wellesley Hills, MA 02481
    8 Heckle St, Wellesley Hills, MA 02481
    8 Heckle St, 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
  • 6 Willow Park, Wellesley Hills, MA 02481
    6 Willow Park, Wellesley Hills, MA 02481
    6 Willow Park, 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
  • 49 Longfellow Rd, Wellesley Hills, MA 02481
    49 Longfellow Rd, Wellesley Hills, MA 02481
    49 Longfellow Rd, Wellesley Hills, MA 02481
    /40

    $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
  • 31 Bancroft Rd, Wellesley Hills, MA 02481
    31 Bancroft Rd, Wellesley Hills, MA 02481
    31 Bancroft Rd, 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
  • 53 Madison Rd, Wellesley Hills, MA 02481
    53 Madison Rd, Wellesley Hills, MA 02481
    53 Madison 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
  • 3 Bobolink Rd, Wellesley Hills, MA 02481
    3 Bobolink Rd, Wellesley Hills, MA 02481
    3 Bobolink 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
  • 24 Jackson Rd, Wellesley Hills, MA 02481
    24 Jackson Rd, Wellesley Hills, MA 02481
    24 Jackson Rd, 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
  • 86 Whittier Rd, Wellesley Hills, MA 02481
    86 Whittier Rd, Wellesley Hills, MA 02481
    86 Whittier Rd, 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
  • 7 Madison Rd, Wellesley Hills, MA 02481
    7 Madison Rd, Wellesley Hills, MA 02481
    7 Madison Rd, 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
  • 32 Standish Cir, Wellesley Hills, MA 02481
    32 Standish Cir, Wellesley Hills, MA 02481
    32 Standish Cir, 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
  • 155 Cedar St, Wellesley Hills, MA 02481
    155 Cedar St, Wellesley Hills, MA 02481
    155 Cedar 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
  • 282 Oakland St, Wellesley Hills, MA 02481
    282 Oakland St, Wellesley Hills, MA 02481
    282 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
  • 6 Saunders Terrace, Wellesley Hills, MA 02481
    6 Saunders Terrace, Wellesley Hills, MA 02481
    6 Saunders Terrace, 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
  • 12 Longfellow Rd, Wellesley Hills, MA 02481
    12 Longfellow Rd, Wellesley Hills, MA 02481
    12 Longfellow Rd, 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
  • 23 Priscilla Cir, Wellesley Hills, MA 02481
    23 Priscilla Cir, Wellesley Hills, MA 02481
    23 Priscilla Cir, 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
  • 15 Oriole Rd, Wellesley Hills, MA 02481
    15 Oriole Rd, Wellesley Hills, MA 02481
    15 Oriole 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
  • 368 Worcester St, Wellesley Hills, MA 02481
    368 Worcester St, Wellesley Hills, MA 02481
    368 Worcester St, 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
  • 33 Maugus Hill Rd, Wellesley Hills, MA 02481
    33 Maugus Hill Rd, Wellesley Hills, MA 02481
    33 Maugus Hill Rd, Wellesley Hills, MA 02481
    /34

    $3,380,000 Sold Apr 15, 2025

    • 6,213 Sq Ft
    • $544/SF
    • 3 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2020

    33 Maugus Hill Rd, Wellesley Hills, MA 02481

    Stunning light filled 2020 colonial on cul-de-sac w/1/2 acre & panoramic views. Unique architecture w/exceptional finish work throughout. Enter from front stone porch into stunning entry way that flows seamlessly to living rm w/coffered ceiling, dining rm w/tray ceiling both connecting to amazing family rm & chef kitchen w/ ss appliances, custom cabinets, quartz island, pantry & stunning views

    Melissa Dailey Coldwell Banker Realty - Wellesley

    33 Maugus Hill Rd, Wellesley Hills, MA 02481
  • 59 Madison Rd, Wellesley Hills, MA 02481
    59 Madison Rd, Wellesley Hills, MA 02481
    59 Madison Rd, Wellesley Hills, MA 02481
    /37

    $2,535,000 Sold Apr 03, 2025

    • 4,258 Sq Ft
    • $595/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1999

    59 Madison Rd, Wellesley Hills, MA 02481

    This meticulously maintained elegant 4-bedroom, 3.5-bathroom home situated on a quiet cul-de-sac in Wellesley. This home offers a beautiful Chef’s kitchen with custom cabinetry and high-end appliances. Perfect for cooking enthusiasts. The welcoming family room features a charming fireplace which opens to an expansive deck overlooking a beautifully landscaped backyard. The home office, and formal

    Christine Norcross William Raveis R.E. & Home Services

    59 Madison Rd, Wellesley Hills, MA 02481
  • 75 Maugus Ave, Wellesley Hills, MA 02481
    75 Maugus Ave, Wellesley Hills, MA 02481
    75 Maugus Ave, Wellesley Hills, MA 02481
    /42

    $2,175,000 Sold Mar 24, 2025

    • 5,267 Sq Ft
    • $413/SF
    • 17 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1957

    75 Maugus Ave, Wellesley Hills, MA 02481

    This is a rare opportunity to purchase a 1950s California ranch in Wellesley Hills. It offers the most incredible sunsets every day—expansive One-floor living with large windows overlooking the unobstructed views of conservation land. You will find hardwood floors, beautifully scaled large rooms, five bedrooms, and four and a half baths. The floor plan was mindfully created with a large living

    David Ferrini Coldwell Banker Realty - Sudbury

    75 Maugus Ave, Wellesley Hills, MA 02481
  • 40 Cedar St, Wellesley Hills, MA 02481
    40 Cedar St, Wellesley Hills, MA 02481
    40 Cedar St, Wellesley Hills, MA 02481
    /19

    $675,000 Sold Mar 10, 2025

    • 840 Sq Ft
    • $804/SF
    • 80 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1870

    40 Cedar St, Wellesley Hills, MA 02481

    Attention contractors, renovators, and end-users: unlock the potential of this fixer-upper nestled in the heart of Wellesley. This property is now ready for a visionary owner to breathe new life into its classic appeal. This four-room farmhouse presents an exceptional opportunity for those eager to create their dream residence. The spacious backyard further elevates the overall appeal.

    Krongel & Paul Hammond Residential Real Estate

    40 Cedar St, Wellesley Hills, MA 02481
  • 86 Abbott Rd, Wellesley Hills, MA 02481
    86 Abbott Rd, Wellesley Hills, MA 02481
    86 Abbott Rd, Wellesley Hills, MA 02481
    /40

    $2,185,000 Sold Feb 20, 2025

    • 2,801 Sq Ft
    • $780/SF
    • 42 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1911

    86 Abbott Rd, Wellesley Hills, MA 02481

    Stunning Carriage House in the heart of Country Club on over 1/2 acre! This one is just incredible! Gorgeous renovated kitchen with large white oak island that opens into family room with fireplace. Huge sunken living room filled with sunlight and a wall full of custom built-ins. Banquet size dining room. First floor bedroom with full bath that can serve as a main bedroom. Second floor with large

    Melissa Dailey Coldwell Banker Realty - Wellesley

    86 Abbott Rd, Wellesley Hills, MA 02481
  • 19 Abbott Rd, Wellesley Hills, MA 02481
    19 Abbott Rd, Wellesley Hills, MA 02481
    19 Abbott Rd, Wellesley Hills, MA 02481
    /38

    $3,400,000 Sold Feb 18, 2025

    • 5,100 Sq Ft
    • $667/SF
    • 2 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1895

    19 Abbott Rd, Wellesley Hills, MA 02481

    OFFER ACCEPTED!!! Open House CANCELED! Located in the heart of Wellesley Hills, this pristine Colonial is a meticulous blend of old-world charm and thoughtful, luxurious updates throughout. Extensively renovated in 2017 by a renowned developer, this classic property, in one of Wellesley's most convenient locations, is spectacular. The main level features a grand foyer that opens to a light-filled

    Beyond Boston Properties Group Compass

    19 Abbott Rd, Wellesley Hills, MA 02481
  • 8 Hastings St, Wellesley Hills, MA 02481
    8 Hastings St, Wellesley Hills, MA 02481
    8 Hastings St, Wellesley Hills, MA 02481
    /28

    $1,225,000 Sold Feb 14, 2025

    • 1,871 Sq Ft
    • $655/SF
    • 9 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    8 Hastings St, Wellesley Hills, MA 02481

    Discover the charm of this delightful antique home, featuring high ceilings, hardwood floors, and period details throughout. The first floor includes an enclosed front porch, a living room with custom built-ins, an elegant dining room, and an updated kitchen. On the second floor, you'll find three bedrooms and a renovated hall bathroom. The third floor offers high ceilings and flexible space for

    Donahue Maley & Burns Team Compass

    8 Hastings St, Wellesley Hills, MA 02481
  • 71 Maugus Ave, Wellesley Hills, MA 02481
    71 Maugus Ave, Wellesley Hills, MA 02481
    71 Maugus Ave, Wellesley Hills, MA 02481
    /42

    $2,460,000 Sold Jan 15, 2025

    • 4,540 Sq Ft
    • $542/SF
    • 49 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1962

    71 Maugus Ave, Wellesley Hills, MA 02481

    You must see this welcoming yet sprawling home to appreciate all it has to offer! Set on a private 1.1-acre lot on a cul-de-sac it is surrounded by mature trees, & abuts conservation land. Conveniently located, this home is just minutes from shops, restaurants, the commuter rail, & highways. The cozy entry leads through to the bright kitchen & vaulted ceiling family room with gas fireplace &

    Kelly Morales Peridot Properties LLC

    71 Maugus Ave, Wellesley Hills, MA 02481
  • 287 Oakland St, Wellesley Hills, MA 02481
    287 Oakland St, Wellesley Hills, MA 02481
    287 Oakland St, Wellesley Hills, MA 02481
    /42

    $2,350,000 Sold Jan 10, 2025

    • 4,800 Sq Ft
    • $490/SF
    • 20 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2024

    287 Oakland St, Wellesley Hills, MA 02481

    Stunning New Modern Colonial Home ! The windows and the doors are big and beautiful - so the home is filled with natural light..Open floor plan w/ an entry leading to a formal dining room & spacious living room, each with wainscoting and crown moldings. The bright kitchen is a chef's delight w/ a center island, pantry cabinets, stainless appliances, including a gas range, beverage frig, and pot

    Michael Quinn Realty Associates

    287 Oakland St, Wellesley Hills, MA 02481
  • 19 Sheridan Rd, Wellesley Hills, MA 02481
    19 Sheridan Rd, Wellesley Hills, MA 02481
    19 Sheridan Rd, Wellesley Hills, MA 02481
    /42

    $3,725,000 Sold Nov 26, 2024

    • 6,240 Sq Ft
    • $597/SF
    • 5 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2013

    19 Sheridan Rd, Wellesley Hills, MA 02481

    Impeccable Colonial on fabulous lot in great neighborhood. Over 6000 square feet of living on 4 levels with impressive proportions, high ceilings, quality finishes & natural sunlight throughout. An elegant living room with fireplace, banquet-sized dining room with butler's pantry, large & well outfitted kitchen with sunny breakfast room which opens to family room with fireplace, built-ins &

    Christine Lawrence Rutledge Properties

    19 Sheridan Rd, Wellesley Hills, MA 02481
  • 33 Thackeray Rd, Wellesley Hills, MA 02481
    33 Thackeray Rd, Wellesley Hills, MA 02481
    33 Thackeray Rd, Wellesley Hills, MA 02481
    /20

    $1,895,000 Sold Nov 19, 2024

    • 2,657 Sq Ft
    • $713/SF
    • 26 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1939

    33 Thackeray Rd, Wellesley Hills, MA 02481

    Welcome to this charming 1939 slate roof home in Poet's Corner--a classic beauty with timeless appeal. This spacious residence boasts five bedrooms and a host of elegant features, including stunning picture frame molding and a convenient back staircase. The heart of the home is the large open kitchen with double ovens and plenty of counter space, seamlessly connecting to a dining room and

    Betsy Kessler Rutledge Properties

    33 Thackeray Rd, Wellesley Hills, MA 02481
  • 44 Whittier Rd, Wellesley Hills, MA 02481
    44 Whittier Rd, Wellesley Hills, MA 02481
    44 Whittier Rd, Wellesley Hills, MA 02481
    /34

    $1,975,000 Sold Nov 08, 2024

    • 3,563 Sq Ft
    • $554/SF
    • 21 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1933

    44 Whittier Rd, Wellesley Hills, MA 02481

    Bring your offers! Fabulous home in heart of Wellesley Poet's Corner. Classic 1933 center colonial w/front & rear stairs & plenty of period detail. Spacious light filled kitchen w/sky light, SS appliances, granite counters & island w/eating area that opens to family rm w/ fireplace, skylight & vaulted ceiling both w/ access to beautiful deck & level fenced stunning private yard & bonus shed.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    44 Whittier Rd, Wellesley Hills, MA 02481
  • 7 Hastings St, Wellesley Hills, MA 02481
    7 Hastings St, Wellesley Hills, MA 02481
    7 Hastings St, Wellesley Hills, MA 02481
    /24

    $1,330,000 Sold Oct 28, 2024

    • 1,967 Sq Ft
    • $676/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1920

    7 Hastings St, Wellesley Hills, MA 02481

    Great time to buy! Incredible VALUE! Step into unparalleled luxury at 7 Hastings Street, located in the heart of Wellesley, MA. This spectacular property offers the perfect blend of classic New England charm & modern elegance, making it the ideal residence for those seeking both comfort & style. Situated on a beautifully landscaped lot, this home features expansive living spaces filled w/ natural

    Melissa Dailey Coldwell Banker Realty - Wellesley

    7 Hastings St, Wellesley Hills, MA 02481
  • 10 Fife Rd, Wellesley Hills, MA 02481
    10 Fife Rd, Wellesley Hills, MA 02481
    10 Fife Rd, Wellesley Hills, MA 02481
    /13

    $965,000 Sold Oct 25, 2024

    • 1,344 Sq Ft
    • $718/SF
    • 1 Day On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    10 Fife Rd, Wellesley Hills, MA 02481

    Attention builders, contractors and developers. The property has been surveyed and has a ARCHITECT drawing. Demolition permit has been applied. Ready to build your own dream house in Wellesley town. Beautiful and level SR15 zoned land with approximately 100' of frontage. Services include gas and town water/sewer. Ideal commuting location with easy access to Rte 9 and less than a mile from Rte 95.

    Michael Lissack The Virtual Realty Group

    10 Fife Rd, Wellesley Hills, MA 02481
  • 26 Harris Ave, Wellesley Hills, MA 02481
    26 Harris Ave, Wellesley Hills, MA 02481
    26 Harris Ave, Wellesley Hills, MA 02481
    /42

    $2,150,000 Sold Oct 03, 2024

    • 4,351 Sq Ft
    • $494/SF
    • 77 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1960

    26 Harris Ave, Wellesley Hills, MA 02481

    Perfectly situated in Wellesley with easy access to 9 & 95, this fully renovated home has a prime location on the end of a cul de sac,while adjacent conservation land ensures year-round privacy. Enjoy the large, flat, fenced back yard with accent lighting and twolarge patios, including an exquisite Bluestone patio off the deck. The expanded and fully renovated interior features an open

    Rose Hall Blue Ocean Realty, LLC

    26 Harris Ave, Wellesley Hills, MA 02481
  • 19 Wareland Rd, Wellesley Hills, MA 02481
    19 Wareland Rd, Wellesley Hills, MA 02481
    19 Wareland Rd, Wellesley Hills, MA 02481
    /39

    $1,110,000 Sold Oct 01, 2024

    • 2,020 Sq Ft
    • $550/SF
    • 20 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1952

    19 Wareland Rd, Wellesley Hills, MA 02481

    Welcome to your dream home in Wellesley Hills, situated on a serene cul-de-sac with direct access to a scenic walking trail leading to Centennial Park. The park features Lake Watauga, an arts activity center, a sunken garden, a band shell, an event shelter, a dog park, an exercise trail, and more! This charming home boasts gleaming hardwood floors throughout, 4 bedrooms, and 2 full baths, with 2

    Candor Realty Group Four Points Real Estate, LLC

    19 Wareland Rd, Wellesley Hills, MA 02481
  • 85 Cedar St, Wellesley Hills, MA 02481
    85 Cedar St, Wellesley Hills, MA 02481
    85 Cedar St, Wellesley Hills, MA 02481
    /8

    $975,000 Sold Sep 23, 2024

    • 1,161 Sq Ft
    • $840/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    85 Cedar St, Wellesley Hills, MA 02481

    Amazing opportunity to renovate or build your dream home in Wellesley! Superb corner lot in sought after neighborhood located minutes to everything Wellesley has to offer. Sold as-is.

    James Brasco III William Raveis R.E. & Home Services

    85 Cedar St, Wellesley Hills, MA 02481
  • 7 Kipling Rd, Wellesley Hills, MA 02481
    7 Kipling Rd, Wellesley Hills, MA 02481
    /2

    $3,360,000 Sold Aug 22, 2024

    • 6,161 Sq Ft
    • $545/SF
    • 3 Days On Market
    • 7 Beds
    • 6.5 Baths
    • Built 1925

    7 Kipling Rd, Wellesley Hills, MA 02481

    Welcome to 7 Kipling, an elegant 4-story colonial in sought-after Poet's Corner.Upon entering, be greeted by an open layout with formal dining & living.The gourmet, eat-in kitchen with butler's pantry blends with the sunlit family area, offering ample entertaining space.Relax in the sunroom displaying cathedral ceilings & large windows.A home office with custom built-ins & spacious mudroom

    Laura Wurster Rutledge Properties

    7 Kipling Rd, Wellesley Hills, MA 02481
  • 24 Forest St, Wellesley Hills, MA 02481
    24 Forest St, Wellesley Hills, MA 02481
    24 Forest St, Wellesley Hills, MA 02481
    /38

    $2,115,000 Sold Aug 16, 2024

    • 4,096 Sq Ft
    • $516/SF
    • 54 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1996

    24 Forest St, Wellesley Hills, MA 02481

    Nestled in the Wellesley's desirable Country Club neighborhood, this picture-perfect Colonial home is a true gem. Boasting 5 bedrooms and 3.5 baths, this home offers a blend of elegance and comfort. Step inside and be greeted by a spacious foyer that leads to a cozy, fireplaced living room, perfect for relaxing or entertaining guests. The spacious eat-in kitchen features updated appliances and

    Christine Norcross William Raveis R.E. & Home Services

    24 Forest St, Wellesley Hills, MA 02481
  • 6 Spruce Park, Wellesley Hills, MA 02481
    6 Spruce Park, Wellesley Hills, MA 02481
    6 Spruce Park, Wellesley Hills, MA 02481
    /31

    $1,905,000 Sold Aug 15, 2024

    • 2,423 Sq Ft
    • $786/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1936

    6 Spruce Park, Wellesley Hills, MA 02481

    Welcome to this meticulously maintained 3-bedroom, 2.5-bath Cape located on a quiet cul-de-sac in a highly desirable location. The main level features a gourmet kitchen with high-end appliances and Pietra Cardosa countertops, dining room, beautiful living room with fireplace, family room with custom-built shelving, office, and a half bath, complete this sophisticated main level. Upstairs, you

    Christine Norcross William Raveis R.E. & Home Services

    6 Spruce Park, Wellesley Hills, MA 02481
  • 3 Dudley Rd, Wellesley Hills, MA 02481
    3 Dudley Rd, Wellesley Hills, MA 02481
    3 Dudley Rd, Wellesley Hills, MA 02481
    /25

    $1,925,000 Sold Aug 14, 2024

    • 3,135 Sq Ft
    • $614/SF
    • 3 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1950

    3 Dudley Rd, Wellesley Hills, MA 02481

    Welcome home to this renovated Colonial in one of Wellesley's favorite neighborhoods. The first floor offers formal LR w/FP, formal dining area, oversized family room w/FP and updated kitchen with SS appliances & island. Through the kitchen there is a sun splashed playroom with exterior access, 1/2 BA & mudroom which leads to 2 car garage. A bedroom, office and updated full bathroom on opposite

    Susan Gear Coldwell Banker Realty - Wellesley

    3 Dudley Rd, Wellesley Hills, MA 02481

Showing Results 1 - 40, Page 1 of 2

Massachusetts Wellesley Wellesley Hills

Recently Sold Real Estate & Homes in Wellesley Hills, Wellesley

Learn more about living in Wellesley Hills

Frequently Asked Questions

What is the average time to sell a house in Wellesley Hills, MA?
The houses for sale in Wellesley Hills, MA spend an average of 62 days on the market.
What is the number of active homes for sale in Wellesley Hills, MA?
There are 10 active homes for sale in Wellesley Hills, MA.

Home Trends in Wellesley Hills, MA

On average, homes in Wellesley Hills, Wellesley sell after 62 days on the market compared to the national average of 70 days. The median sale price for homes in Wellesley Hills, Wellesley over the last 12 months is $405,500, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$405,500
Median Single Family Sale Price
$426,000
Median Townhouse Sale Price
$850,000
Median 2 Bedroom Sale Price
$504,500
Median 1 Bedroom Sale Price
$845,000
Average Price Per Sq Ft
$488
Number of Homes for Sale
10
Last 12 months Home Sales
24
Months of Supply
5.00
Median List Price
$510,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
11%
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