1,772

Wellesley Hills Homes

Section Image
    • 24 Standish Rd, Wellesley Hills, MA 02481
      24 Standish Rd, Wellesley Hills, MA 02481
      24 Standish Rd, Wellesley Hills, MA 02481
      /42

      Est $2,024,413 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,103 Sq Ft

      24 Standish Rd, Wellesley Hills, MA 02481

      24 Standish Rd, 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
    • 22 Standish Rd, Wellesley Hills, MA 02481
      22 Standish Rd, Wellesley Hills, MA 02481
      22 Standish Rd, Wellesley Hills, MA 02481
      /23

      Est $1,528,874 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,020 Sq Ft

      22 Standish Rd, Wellesley Hills, MA 02481

      22 Standish 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
    • 59 Standish Rd, Wellesley Hills, MA 02481
      59 Standish Rd, Wellesley Hills, MA 02481
      59 Standish Rd, Wellesley Hills, MA 02481
      /31

      Est $2,374,504 Not Listed For Sale

      • 7 Beds
      • 6.5 Baths
      • 5,914 Sq Ft

      59 Standish Rd, Wellesley Hills, MA 02481

      59 Standish 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
    • 29 Tennyson Rd, Wellesley Hills, MA 02481
      29 Tennyson Rd, Wellesley Hills, MA 02481
      29 Tennyson Rd, Wellesley Hills, MA 02481
      /42

      Est $3,290,763 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,428 Sq Ft

      29 Tennyson Rd, Wellesley Hills, MA 02481

      29 Tennyson Rd, 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
    • 12 Tennyson Rd, Wellesley Hills, MA 02481
      12 Tennyson Rd, Wellesley Hills, MA 02481
      12 Tennyson Rd, Wellesley Hills, MA 02481
      /41

      Est $2,818,169 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,063 Sq Ft

      12 Tennyson Rd, Wellesley Hills, MA 02481

      12 Tennyson Rd, 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
    • 3 Dudley Rd, Wellesley Hills, MA 02481
      3 Dudley Rd, Wellesley Hills, MA 02481
      3 Dudley Rd, Wellesley Hills, MA 02481
      /25

      Est $2,014,337 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,135 Sq Ft

      3 Dudley Rd, Wellesley Hills, MA 02481

      3 Dudley Rd, 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
    • 60 Damien Rd, Wellesley Hills, MA 02481
      60 Damien Rd, Wellesley Hills, MA 02481
      60 Damien Rd, Wellesley Hills, MA 02481
      /36

      Est $3,558,820 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 5,596 Sq Ft

      60 Damien Rd, Wellesley Hills, MA 02481

      60 Damien 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
    • 46 Fiske Rd, Wellesley Hills, MA 02481
      46 Fiske Rd, Wellesley Hills, MA 02481
      46 Fiske Rd, Wellesley Hills, MA 02481
      /35

      Est $2,431,467 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,660 Sq Ft

      46 Fiske Rd, Wellesley Hills, MA 02481

      46 Fiske 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
    • 9 Hunting St, Wellesley Hills, MA 02481
      9 Hunting St, Wellesley Hills, MA 02481
      9 Hunting St, Wellesley Hills, MA 02481
      /25

      Est $1,744,645 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,214 Sq Ft

      9 Hunting St, Wellesley Hills, MA 02481

      9 Hunting St, 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
    • 164 Walnut St, Wellesley Hills, MA 02481
      164 Walnut St, Wellesley Hills, MA 02481
      164 Walnut St, Wellesley Hills, MA 02481
      /27

      Est $1,282,145 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,876 Sq Ft

      164 Walnut St, Wellesley Hills, MA 02481

      164 Walnut 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
    • 6 Walnut Place, Wellesley Hills, MA 02481
      6 Walnut Place, Wellesley Hills, MA 02481
      6 Walnut Place, Wellesley Hills, MA 02481
      /32

      Est $1,102,528 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,674 Sq Ft

      6 Walnut Place, Wellesley Hills, MA 02481

      6 Walnut Place, 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
    • 9 Damien Rd, Wellesley Hills, MA 02481
      9 Damien Rd, Wellesley Hills, MA 02481
      9 Damien Rd, Wellesley Hills, MA 02481
      /39

      Est $1,430,803 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,005 Sq Ft

      9 Damien Rd, Wellesley Hills, MA 02481

      9 Damien Rd, 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
    • 33 Damien Rd, Wellesley Hills, MA 02481
      33 Damien Rd, Wellesley Hills, MA 02481
      33 Damien Rd, Wellesley Hills, MA 02481
      /41

      Est $2,636,746 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,405 Sq Ft

      33 Damien Rd, Wellesley Hills, MA 02481

      33 Damien 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
    • 29 Sheridan Rd, Wellesley Hills, MA 02481
      29 Sheridan Rd, Wellesley Hills, MA 02481
      29 Sheridan Rd, Wellesley Hills, MA 02481
      /32

      Est $1,989,650 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,815 Sq Ft

      29 Sheridan Rd, Wellesley Hills, MA 02481

      29 Sheridan Rd, Wellesley Hills, MA 02481
  • 23 Mclean St, Wellesley Hills, MA 02481
    23 Mclean St, Wellesley Hills, MA 02481
    /2

    $2,300,000 Sold Oct 25, 2024

    • 3,875 Sq Ft
    • $594/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2017

    23 Mclean St, Wellesley Hills, MA 02481

    Prepare to be impressed by this pristine, recently built Wellesley home! The inviting covered front porch leads into a spacious open concept main level. The living room, complete with a cozy fireplace, flows seamlessly into the dining area and a modern kitchen featuring modern white cabinetry, island seating, and a walk-in pantry. Enjoy easy access to the patio and fenced-in yard, perfect for

    Robert Ticktin Hawthorn Properties

    23 Mclean St, Wellesley Hills, MA 02481
    • 36 Sheridan Rd, Wellesley Hills, MA 02481
      36 Sheridan Rd, Wellesley Hills, MA 02481
      36 Sheridan Rd, Wellesley Hills, MA 02481
      /11

      Est $3,376,980 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,496 Sq Ft

      36 Sheridan Rd, Wellesley Hills, MA 02481

      36 Sheridan Rd, Wellesley Hills, MA 02481
    • 48 Jackson Rd, Wellesley Hills, MA 02481
      48 Jackson Rd, Wellesley Hills, MA 02481
      48 Jackson Rd, Wellesley Hills, MA 02481
      /20

      Est $2,281,322 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,674 Sq Ft

      48 Jackson Rd, Wellesley Hills, MA 02481

      48 Jackson Rd, Wellesley Hills, MA 02481
    • 37 River Ridge, Wellesley Hills, MA 02481
      37 River Ridge, Wellesley Hills, MA 02481
      37 River Ridge, Wellesley Hills, MA 02481
      /33

      Est $1,410,092 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,309 Sq Ft

      37 River Ridge, Wellesley Hills, MA 02481

      37 River Ridge, Wellesley Hills, MA 02481
    • 15 Cedar St, Wellesley Hills, MA 02481
      15 Cedar St, Wellesley Hills, MA 02481
      15 Cedar St, Wellesley Hills, MA 02481
      /40

      Est $1,629,188 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,516 Sq Ft

      15 Cedar St, Wellesley Hills, MA 02481

      15 Cedar St, Wellesley Hills, MA 02481
    • 20 Hunnewell St, Wellesley Hills, MA 02481
      20 Hunnewell St, Wellesley Hills, MA 02481
      20 Hunnewell St, Wellesley Hills, MA 02481
      /3

      Est $2,713,808 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,550 Sq Ft

      20 Hunnewell St, Wellesley Hills, MA 02481

      20 Hunnewell St, Wellesley Hills, MA 02481
    • 21 Madison Rd, Wellesley Hills, MA 02481
      21 Madison Rd, Wellesley Hills, MA 02481
      21 Madison Rd, Wellesley Hills, MA 02481
      /26

      Est $1,821,892 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,684 Sq Ft

      21 Madison Rd, Wellesley Hills, MA 02481

      21 Madison Rd, Wellesley Hills, MA 02481
    • 6 Redwing Rd, Wellesley Hills, MA 02481
      6 Redwing Rd, Wellesley Hills, MA 02481
      6 Redwing Rd, Wellesley Hills, MA 02481
      /32

      Est $1,218,961 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,823 Sq Ft

      6 Redwing Rd, Wellesley Hills, MA 02481

      6 Redwing Rd, Wellesley Hills, MA 02481
    • 31 Charles St, Wellesley Hills, MA 02481
      31 Charles St, Wellesley Hills, MA 02481
      31 Charles St, Wellesley Hills, MA 02481
      /41

      Est $1,117,246 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,866 Sq Ft

      31 Charles St, Wellesley Hills, MA 02481

      31 Charles St, Wellesley Hills, MA 02481
    • 11 Fife Rd, Wellesley Hills, MA 02481
      11 Fife Rd, Wellesley Hills, MA 02481
      11 Fife Rd, Wellesley Hills, MA 02481
      /42

      Est $2,272,948 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,602 Sq Ft

      11 Fife Rd, Wellesley Hills, MA 02481

      11 Fife Rd, Wellesley Hills, MA 02481
    • 19 Dunedin Rd, Wellesley Hills, MA 02481
      19 Dunedin Rd, Wellesley Hills, MA 02481
      19 Dunedin Rd, Wellesley Hills, MA 02481
      /38

      Est $2,518,124 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,000 Sq Ft

      19 Dunedin Rd, Wellesley Hills, MA 02481

      19 Dunedin Rd, Wellesley Hills, MA 02481
    • 19 Harris Ave, Wellesley Hills, MA 02481
      19 Harris Ave, Wellesley Hills, MA 02481
      19 Harris Ave, Wellesley Hills, MA 02481
      /21

      Est $1,322,809 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,829 Sq Ft

      19 Harris Ave, Wellesley Hills, MA 02481

      19 Harris Ave, Wellesley Hills, MA 02481
    • 28 Lantern Ln, Wellesley Hills, MA 02481
      28 Lantern Ln, Wellesley Hills, MA 02481
      28 Lantern Ln, Wellesley Hills, MA 02481
      /39

      Est $1,655,650 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,450 Sq Ft

      28 Lantern Ln, Wellesley Hills, MA 02481

      28 Lantern Ln, Wellesley Hills, MA 02481

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