5,742

Wayland, MA Homes

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    • /14

      Est $634,357 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,216 Sq Ft

      4 School St, Wayland, MA 01778

      4 School St, Wayland, MA 01778
  • /37

    $1,375,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,184 Sq Ft

    11 Grove St, Wayland, MA 01778

    Tucked away on a beautifully wooded 1.4-acre lot, this spacious 4-bedroom, 2.5-bath Colonial offers the perfect blend of charm, comfort, and natural beauty. Thoughtfully expanded over the years and lovingly maintained by just two owners, this home is a rare find. Step into a bright and inviting formal living room, beautiful office with pocket doors and built ins the stunningkitchen features

    Kathleen Newton Gibson Sotheby's International Realty

    11 Grove St, Wayland, MA 01778
  • /29

    $1,050,000 Sold Sep 24, 2025

    • 2,790 Sq Ft
    • $376/SF
    • 21 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1965

    27 Alden Rd, Wayland, MA 01778

    Retreat to this elegantly updated 4-bedroom, 3-bath split-level nestled on a private, 1.16-acre wooded sanctuary in Wayland. Thoughtfully designed with echoes of the iconic Acorn Deck House style, this home features clean architectural lines, warm wood accents, and walls of glass that invite the outdoors in—offering a harmonious blend of modern design and natural surroundings. The primary suite

    Adams & Co. Team Real Broker MA, LLC

    27 Alden Rd, Wayland, MA 01778
    • /42

      Est $833,859 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,130 Sq Ft

      387 Commonwealth Rd, Wayland, MA 01778

      387 Commonwealth Rd, Wayland, MA 01778
  • /25

    $1,275,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    5 Brook Trail Rd, Wayland, MA 01778

    Imagine waking up each morning surrounded by the quiet rustle of trees, light streaming through walls of glass, and the sense that you’re tucked away in your own private retreat. Life at 5 Brook Trail Road feels like living in a modern treehouse—soaring ceilings and dramatic architecture frame every view of nature. Spacious and thoughtfully designed, the home flows effortlessly from room to room,

    Peace Nguyen Engel & Völkers Wellesley

    5 Brook Trail Rd, Wayland, MA 01778
  • /31

    $975,000 Sold Sep 09, 2025

    • 2,598 Sq Ft
    • $375/SF
    • 32 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    50 Barney Hill Rd, Wayland, MA 01778

    Nestled among mature trees in the desirable Country Corners neighborhood, this Mid-CenturyModern “Sleeping Beauty” is Waiting For Your 21st Century Updates. This rare home blends timeless design with versatile living across four levels. A welcoming foyer opens to a Sunken Living Room with Vaulted Ceilings, a Fireplace, and a Wall Of Windows overlooking the Lush Front Yard. The Dining Room and

    Kerry Sullivan William Raveis R.E. & Home Services

    50 Barney Hill Rd, Wayland, MA 01778
    • /24

      Est $908,172 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,716 Sq Ft

      11 Oak St, Wayland, MA 01778

      11 Oak St, Wayland, MA 01778
  • /39

    $1,150,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,182 Sq Ft

    142 Pelham Island Rd, Wayland, MA 01778

    Nature lover's dream property in Wayland! Sited on over an acre with direct access to miles of protected land and the scenic Sudbury River this home offers nature's beauty up close. Classic 1910 Colonial with inviting farmer’s porch boasts 3 bedrooms, 2.5 baths and 3000 sq ft on lushly landscaped grounds. Idyllic red barn garage for two-cars, a workshop and storage. The gracious foyer with 8’

    Leah Hart Coldwell Banker Realty - Weston

    142 Pelham Island Rd, Wayland, MA 01778
  • /20

    $1,400,000 Sold Sep 08, 2025

    • 3,007 Sq Ft
    • $466/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1956

    46 High Rock Rd, Wayland, MA 01778

    Hidden Two Acre Gem at the end of a cul-de-sac. This picture-perfect 4-bedroom, 2-bath Cape-style home is light and bright featuring terraced flowering gardens and privacy. The main level welcomes you with a spacious living room with fireplace, an inviting dining area, an eat-in kitchen, a full bath, and a sun-drenched three-season sunroom. The first-floor primary bedroom offers views of the

    Nikki Milott McCay Gibson Sotheby's International Realty

    46 High Rock Rd, Wayland, MA 01778
    • /31

      Est $2,392,107 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,751 Sq Ft

      20 Dean Rd, Wayland, MA 01778

      20 Dean Rd, Wayland, MA 01778
  • /38

    $1,199,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    28 Joyce Rd, Wayland, MA 01778

    Nestled in Wayland's most coveted neighborhood, this meticulously reimagined midcentury modern home offers a unique living experience with clean lines and abundant natural light. Spanning approximately 2,000 sq ft., this 3-bedroom, 2.5-bathroom residence perfectly blends modern sophistication with midcentury charm. The heart of this home is an open-concept living space, anchored by a stylish,

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    28 Joyce Rd, Wayland, MA 01778
  • /8

    $975,000 Sold Sep 05, 2025

    • 1,774 Sq Ft
    • $550/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    51 Moore Rd, Wayland, MA 01778

    Sophisticated and beautifully maintained three-bedroom, two-bath expanded Cape nestled on a generous 1.5-acre lot in one of the area’s most desirable neighborhoods. The stunning updated kitchen with an open floor plan and breakfast bar flows effortlessly into the dining and living areas. The first floor has a spacious mudroom with laundry area, first floor bedroom and renovated full bath that

    Tanimoto Owens Team Gibson Sotheby's International Realty

    51 Moore Rd, Wayland, MA 01778
    • /41

      Est $910,014 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,164 Sq Ft

      66 Dean Rd, Wayland, MA 01778

      66 Dean Rd, Wayland, MA 01778
  • /29

    $1,149,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,745 Sq Ft

    260 Cochituate Rd, Wayland, MA 01778

    Discover this stunning contemporary home located in the heart of Wayland! The 1st floor features a spectacular great room with walls of windows, soaring ceilings, skylights, and a cozy fireplace, filling the space with natural light. The renovated kitchen with granite counters, modern cabinets, & SS appliances opens to the formal dining room—perfect for entertaining. The spacious primary bedroom

    Emily Gan Boston Value Realty

    260 Cochituate Rd, Wayland, MA 01778
  • /31

    $2,575,000 Sold Sep 05, 2025

    • 4,904 Sq Ft
    • $525/SF
    • 21 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2015

    27 Covered Bridge Ln, Wayland, MA 01778

    A rare offering in one of Wayland's prettiest cul-de-sac neighborhoods! Better than new, take your breath away stonefront colonial is moments from the scenic trails of Hamlen Woods & Mainstone Farm, yet minutes to major highways for an effortless commute. Living & Dining rms are elevated by hardwood floors, bay windows, wainscotting & coffered ceilings. Stunning & spacious family room w/gas

    The Bauman Group Gibson Sotheby's International Realty

    27 Covered Bridge Ln, Wayland, MA 01778
    • /41

      Est $783,933 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,556 Sq Ft

      62 Dean Rd, Wayland, MA 01778

      62 Dean Rd, Wayland, MA 01778
  • /41

    $1,275,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,707 Sq Ft

    96 Lakeshore Dr, Wayland, MA 01778

    Experience the rare opportunity to own your own island on beautiful Dudley Pond! This stunning post-and-beam bungalow offers 360 water views and an unmatched sense of privacy. Enter via a cobblestone driveway featuring an antique millstone centerpiece. Inside you'll discover wide-plank pine floors and yellow pine beams dating from the 1700s. The chef's kitchen boasts an oversized quartz island,

    Jane Miller BURNHAM GOLD REAL ESTATE, LLC

    96 Lakeshore Dr, Wayland, MA 01778
  • /42

    $1,920,000 Sold Aug 29, 2025

    • 4,439 Sq Ft
    • $433/SF
    • 5 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2003

    7 Spencer Cir, Wayland, MA 01778

    Nestled at the end of a quiet cul-de-sac in Wayland’s sought-after south side, this beautiful and spacious young Colonial offers the perfect blend of elegance and comfort. Soaring ceilings and a thoughtfully designed semi-open floor plan create a light-filled, modern layout ideal for today’s lifestyle. Meticulously maintained and thoughtfully upgraded by its original owners, this home showcases

    The Ridick Revis Group Compass

    7 Spencer Cir, Wayland, MA 01778
    • /16

      Est $788,204 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,236 Sq Ft

      44 Dean Rd, Wayland, MA 01778

      44 Dean Rd, Wayland, MA 01778
  • /42

    $1,275,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,707 Sq Ft

    96 Lake Shore Dr, Wayland, MA 01778

    Experience the rare opportunity to own your own island on beautiful Dudley Pond! This stunning post-and-beam bungalow offers 360 water views and an unmatched sense of privacy. Enter via a cobblestone driveway featuring an antique millstone centerpiece. Inside you’ll discover wide-plank pine floors and yellow pine beams dating from the 1700s. The chef’s kitchen boasts an oversized quartz island,

    Jane Miller Burnham Gold Real Estate, LLC

    96 Lake Shore Dr, Wayland, MA 01778
  • /37

    $1,030,000 Sold Aug 28, 2025

    • 2,310 Sq Ft
    • $446/SF
    • 70 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1920

    38 Lakeshore Dr, Wayland, MA 01778

    Waterfront on beautiful Dudley Pond! Rare opportunity to own a waterfront peninsula with private dock in Wayland. The Bungalow home features stunning views with walls of windows and a spacious deck to enjoy the pond and its wildlife. Featuring a flexible floor plan, including a large sun room & family room with water views and convenient first floor home office. The sunny breakfast nook flanks a

    Gordon Smith Northstar Properties Group, LLC

    38 Lakeshore Dr, Wayland, MA 01778
    • /29

      Est $608,493 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,219 Sq Ft

      16 Willard St Unit B, Wayland, MA 01778

      16 Willard St Unit B, Wayland, MA 01778
  • /34

    $1,250,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,131 Sq Ft

    3 Tally Ho Ln, Wayland, MA 01778

    Stunning, gut renovated ranch style house is ready for its new owners! As you enter the property, you will feel at home in the open-concept living room with cozy fireplace that flows seamlessly into a spacious dining room - perfect for entertaining. The kitchen is a culinary centerpiece, thoughtfully designed with both form and function in mind, provides seamless access to the large deck and

    Michael Lord Capital Realty Group

    3 Tally Ho Ln, Wayland, MA 01778
  • /42

    $1,250,000 Sold Aug 26, 2025

    • 2,605 Sq Ft
    • $480/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1964

    37 Alden Rd, Wayland, MA 01778

    For those who see architecture as art, this Mid-Century Contemporary home is a rare find. Tucked into a quiet, wooded enclave, this beauty is a celebration of form, function & timeless design that blends with modern sophistication delivering warmth, charm & effortless style.Indoor-outdoor harmony with a plethora of windows throughout provides natural lighting & invites the outdoors in.

    Leah Burke William Raveis R.E. & Home Services

    37 Alden Rd, Wayland, MA 01778
    • /34

      Est $761,537 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,174 Sq Ft

      14 French Ave, Wayland, MA 01778

      14 French Ave, Wayland, MA 01778
  • /38

    $1,249,000

    • 2 Beds
    • 3.5 Baths
    • 3,498 Sq Ft

    17 Hastings Way Unit 17, Wayland, MA 01778

    Turnkey unit featuring one of the community’s most desirable floor plans with sought-after one-floor living.The main level offers a dramatic vaulted great room with gas fireplace, abundant natural light, and custom built-ins, a formal dining room with French slider to a lovely deck, and a bright kitchen with stainless-steel appliances.The first-floor primary suite includes an ensuite bath,

    Eileen Balicki Gibson Sotheby's International Realty

    17 Hastings Way Unit 17, Wayland, MA 01778
  • /24

    $1,090,000 Sold Aug 25, 2025

    • 2,402 Sq Ft
    • $454/SF
    • 91 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1959

    214 Glezen Ln, Wayland, MA 01778

    Opportunity to join the Wayland Swim & Tennis Club without a waitlist! Private 1.39-acre lot in desirable North Wayland. Pride of ownership shines in this sunny, bright, move-in ready home. Many updates throughout, it offers 4 bedrooms and 2 full baths, including a convenient first-floor bedroom.The open, flexible floor plan features gleaming hardwood floors, a formal living room with fireplace

    Nikki Milott McCay Gibson Sotheby's International Realty

    214 Glezen Ln, Wayland, MA 01778
    • /10

      Est $1,501,948 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,240 Sq Ft

      2 Gage Rd, Wayland, MA 01778

      2 Gage Rd, Wayland, MA 01778
  • /42

    $638,777

    • 2 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    12 Astra, Wayland, MA 01778

    Nestled in tranquil Turkey Hill Village, this end-unit townhouse offers the comfort and privacy of a single-family home with the ease of condo living. Surrounded by woods and beautifully landscaped grounds, it provides a true suburban oasis just minutes from MA-90, I-95, and Routes 30 & 9, where Wayland’s natural beauty, New England charm, and top-rated schools meet everyday convenience. Inside,

    The Good Life Real Estate Group Realty One Group Nest

    12 Astra, Wayland, MA 01778
  • /30

    $1,139,000 Sold Aug 21, 2025

    • 2,196 Sq Ft
    • $519/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1959

    12 Rolling Ln, Wayland, MA 01778

    Welcome home to this immaculate and fully renovated 3BR, 3 Bth gem nestled in a sought-after neighborhood. Thoughtfully updated throughout, this home features a stylish, open-concept layout perfect for both entertaining and everyday living.The beautifully renovated kitchen with stainless appliances and granite counters open to a spacious family room addition, offering wonderful views of the

    Tanimoto Owens Team Gibson Sotheby's International Realty

    12 Rolling Ln, Wayland, MA 01778
    • /35

      Est $707,418 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,406 Sq Ft

      19 Shawmut Avenue Extension, Wayland, MA 01778

      19 Shawmut Avenue Extension, Wayland, MA 01778
  • /29

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft

    353 Old Connecticut Path, Wayland, MA 01778

    Set back from the road in a sought-after location this beautifully updated three-bedroom home offers easy living and fantastic space inside and out. The open floor plan features a renovated kitchen w/stainless appliances and quartz counters, open to large bright living room. Three good size bedrooms and full bath complete the first floor. The finished lower level adds wonderful flexibility with a

    Tanimoto Owens Team Gibson Sotheby's International Realty

    353 Old Connecticut Path, Wayland, MA 01778
  • /19

    $900,000 Sold Aug 21, 2025

    • 1,569 Sq Ft
    • $574/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1942

    3 White Rd, Wayland, MA 01778

    Rare opportunity to break into Wayland! This turn-key Cape style home, in the Claypit Hill neighborhood of North Wayland, is nestled on a beautiful street. The expansive, professionally landscaped lot of more than 1/2 acre has been artfully created. Space on all four sides of the house offers a private oasis that you won't want to leave. Enjoy several seating areas, lovely front and rear lawns,

    Bill Aibel Coldwell Banker Realty - Cambridge

    3 White Rd, Wayland, MA 01778
    • /7

      Est $1,291,006 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,746 Sq Ft

      26 Pemberton Rd, Wayland, MA 01778

      26 Pemberton Rd, Wayland, MA 01778
  • /18

    $635,000

    • Land
    • 0.85 Acre
    • $747,059 per Acre

    108 Dudley Rd, Wayland, MA 01778

    Approved .85 ACRE buildable lot(s) overlooking Dudley Pond. Spectacular 360 degree sweeping water views, with deeded direct water access and private dock rights. Made up of 12 original building lots from the original Dudley Pond subdivision. Approval for one home, although potential exists for additional development or possibly condos. Deeded rights to build a storage building to store all your

    Michael Gurtler Pendleton Properties

    108 Dudley Rd, Wayland, MA 01778
  • /20

    $2,225,000 Sold Aug 20, 2025

    • 5,106 Sq Ft
    • $436/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1973

    8 Poets Path, Wayland, MA 01778

    Mid-Century Modern Gem with Spectacular Views in Wayland. At the end of a quiet cul-de-sac and next to Hamlin Estates trails, this architect-designed ranch offers panoramic hilltop views and unforgettable sunsets. Renovated by Workshop/APD, the home features a walnut kitchen, oak floors, limestone tile, and a glass-walled courtyard entrance. The main level includes 3 bedrooms, 2.5 baths, and an

    Gina Anderson MGS Group Real Estate LTD - Wellesley

    8 Poets Path, Wayland, MA 01778
    • /23

      Est $918,324 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,962 Sq Ft

      21 Shawmut Ave, Wayland, MA 01778

      21 Shawmut Ave, Wayland, MA 01778
  • /36

    $1,025,000

    • 4 Beds
    • 4 Baths
    • 1,988 Sq Ft

    10 Hayward Rd, Wayland, MA 01778

    Nicely maintained Colonial featuring 4 bedrooms, 4 full baths, and a 2-car garage, set in a leafy, sought-after neighborhood with exceptional convenience. Freshly painted interior throughout the home. The first floor offers a spacious living room with a wood stove, a dining room, and a large family room with direct access to the deck. The updated kitchen, with granite countertops and contemporary

    Patricia Baker Keller Williams Realty

    10 Hayward Rd, Wayland, MA 01778
  • /26

    $865,000 Sold Aug 15, 2025

    • 1,400 Sq Ft
    • $618/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1924

    31 Mathews Dr, Wayland, MA 01778

    Rare opportunity with 2 houses steps from the water in beautiful Wayland MA! 31 Mathews Dr is an updated 2 bed 1 bath and 33 Mathews is a separate house with its own driveway and lawn sitting on the same .44 acres of gorgeous landscape. Investors look no further the studio house alone has consistently averaged over 6k per month over the past 10 plus years on its own! Owner also did short term

    Lisa Berry Simply Sell Realty

    31 Mathews Dr, Wayland, MA 01778
    • /26

      Est $1,435,620 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,108 Sq Ft

      20 Harrison St, Wayland, MA 01778

      20 Harrison St, Wayland, MA 01778

Showing Results 41 - 80, Page 2 of 18

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