5,775

Wayland, MA Homes

Section Image
    • /39

      Est $931,850

      Not Listed For Sale

      14 Hill St, Wayland, MA 01778

      • 3 Beds
      • 2 Baths
      • 2,592 Sq Ft
      • Built 1970
      14 Hill St, Wayland, MA 01778

      Last Sold Summary

      • 1 Day On Market

  • /30

    $739,900

    Pending
    • 2 Beds
    • 2.5 Baths
    • 2,079 Sq Ft

    18 Indian Dawn Unit 18D, Wayland, MA 01778

    Tucked into a peaceful and private setting, 18 Indian Dawn offers comfortable living surrounded by mature trees, landscaped plantings, and beautiful garden spaces. This inviting home features three levels of finished living space designed for flexibility & everyday enjoyment. The modern kitchen includes SS appliances and granite counters with slider access to a newly painted deck, creating

    Scott Driscoll Redfin Corp.

    18 Indian Dawn Unit 18D, Wayland, MA 01778
  • /42

    $1,600,000

    Sold Mar 09, 2026

    1 Winthrop Terrace, Wayland, MA 01778

    • 4 Beds
    • 3.5 Baths
    • 3,986 Sq Ft
    • Built 1939

    Last Sold Summary

    • 2% Above List Price
    • $401/SF
    • 5 Days On Market

    Current Estimated Value $1,601,773

    Last Listing Agent Tanimoto Owens Team Gibson Sotheby's International Realty

    1 Winthrop Terrace, Wayland, MA 01778
    • /19

      Est $558,824

      Not Listed For Sale

      5 Melville Place, Wayland, MA 01778

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1950
      5 Melville Place, Wayland, MA 01778

      Last Sold Summary

      • 6 Days On Market

  • /22

    $1,695,000

    $54K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,631 Sq Ft

    41 York Rd, Wayland, MA 01778

    Welcome to this beautifully maintained 4-bedroom, 2.5 half-bath center-entrance Colonial, ideally set on a private 1+acre lot in a picturesque neighborhood. A dramatic 2-story foyer creates a striking first impression and sets the tone for the home’s thoughtful design and exceptional flow.The spacious, open-concept kitchen features updated finishes and a sun-filled, skylight-lit dining area that

    Tanimoto Owens Team Gibson Sotheby's International Realty

    41 York Rd, Wayland, MA 01778
  • /25

    $1,165,000

    Sold May 20, 2026

    8 Hobbs Rd, Wayland, MA 01778

    • 4 Beds
    • 2.5 Baths
    • 3,359 Sq Ft
    • Built 1968

    Last Sold Summary

    • 9% Below List Price
    • $347/SF
    • 21 Days On Market

    Current Estimated Value $1,219,453

    Last Listing Agent Nikki Milott McCay Gibson Sotheby's International Realty

    8 Hobbs Rd, Wayland, MA 01778
    • /33

      Est $1,001,750

      Not Listed For Sale

      90 W Plain St, Wayland, MA 01778

      • 3 Beds
      • 1.5 Baths
      • 2,188 Sq Ft
      • Built 1948
      90 W Plain St, Wayland, MA 01778

      Last Sold Summary

      • 5 Days On Market

  • /18

    $635,000

    • Land
    • 37,026 Sq Ft
    • $747,059 per Acre

    108 Dudley Rd, Wayland, MA 01778

    Rare Dudley Pond opportunity — now confirmed buildable by the Wayland Building Commissioner. This approved .85-acre parcel offers unobstructed 360-degree water views, deeded direct water access, and private dock rights on a lot assembled from 12 original subdivision parcels. In January 2026, a formal written determination confirmed 108 Dudley Road is buildable for a single-family home without

    Michael Gurtler Pendleton Properties

    108 Dudley Rd, Wayland, MA 01778
  • /35

    $1,650,000

    Sold Nov 25, 2025

    11 White Pine Knoll Rd, Wayland, MA 01778

    • 5 Beds
    • 3 Baths
    • 3,293 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $501/SF
    • 7 Days On Market

    Current Estimated Value $1,653,779

    Last Listing Agent Tanimoto Owens Team Gibson Sotheby's International Realty

    11 White Pine Knoll Rd, Wayland, MA 01778
    • /34

      Est $1,473,851

      Not Listed For Sale

      27 Pleasant St, Wayland, MA 01778

      • 5 Beds
      • 3.5 Baths
      • 3,072 Sq Ft
      • Built 2020
      27 Pleasant St, Wayland, MA 01778

      Last Sold Summary

      • 4 Days On Market

  • /31

    $999,000

    • 4 Beds
    • 2 Baths
    • 1,925 Sq Ft

    9 Stonebridge Rd, Wayland, MA 01778

    Beautifully updated and move-in ready, this legal 4-bedroom, 2-bath Cape offers comfort, efficiency, and convenience in a sought-after Wayland location. Ideally situated with sidewalk access to Wayland High School and Happy Hollow Elementary School, and just moments from Dudley Pond, recreation, shopping, dining, and commuter routes. Recent improvements include freshly painted interiors,

    Peace Nguyen Engel & Völkers Wellesley

    9 Stonebridge Rd, Wayland, MA 01778
  • /35

    $810,000

    Sold Apr 17, 2026

    13 Rich Valley Rd, Wayland, MA 01778

    • 2 Beds
    • 1 Bath
    • 2,028 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Above List Price
    • $399/SF
    • 5 Days On Market

    Current Estimated Value $821,267

    Last Listing Agent Eileen Balicki Gibson Sotheby's International Realty

    13 Rich Valley Rd, Wayland, MA 01778
    • /36

      Est $1,039,987

      Not Listed For Sale

      18 Pleasant St, Wayland, MA 01778

      • 6 Beds
      • 2 Baths
      • 2,213 Sq Ft
      • Built 1873
      18 Pleasant St, Wayland, MA 01778

      Last Sold Summary

      • 28 Days On Market

  • /32

    $1,325,000

    Open Sun 2:30PM - 4PM
    • 2 Beds
    • 2.5 Baths
    • 2,534 Sq Ft

    11 Lillian Way Unit 11, Wayland, MA 01778

    Filled with natural light from its desirable corner location, this thoughtfully designed end-unit townhome features an open and inviting floor plan with beautiful finishes throughout. The main level offers effortless everyday living with a spacious kitchen featuring gas cooking, walk in pantry, formal dining room, and a sun-filled living room perfect for relaxing or entertaining. Upstairs, you’ll

    Danielle Meade Compass

    11 Lillian Way Unit 11, Wayland, MA 01778
  • /42

    $1,665,000

    Sold Nov 17, 2025

    15 Parkridge Rd, Wayland, MA 01778

    • 4 Beds
    • 4.5 Baths
    • 3,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $476/SF
    • 21 Days On Market

    Current Estimated Value $1,604,896

    Last Listing Agent Mg Group Century 21 North East

    15 Parkridge Rd, Wayland, MA 01778
    • /29

      Est $910,145

      Not Listed For Sale

      5 Pleasant St, Wayland, MA 01778

      • 4 Beds
      • 2 Baths
      • 2,496 Sq Ft
      • Built 1900
      5 Pleasant St, Wayland, MA 01778

      Last Sold Summary

      • 13 Days On Market

  • /24

    $849,000

    $30K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 3,327 Sq Ft

    16 Indian Dawn Unit 16, Wayland, MA 01778

    Surrounded by acres of conservation land, this meticulously maintained end-unit 2 Bedrooms+Den+2.5 Bathrooms townhome offers privacy and beautiful wooded views from many rooms. Beautifully upgraded kitchen with lovely granite counters, stainless appliances, custom cabinetry and a breakfast area. The open concept floor plan is perfect for entertaining and everyday living. Spacious living and

    Weidong Li WINN Real Estate & Consulting

    16 Indian Dawn Unit 16, Wayland, MA 01778
  • /42

    $1,350,000

    Sold Oct 15, 2025

    40 Hillside Dr, Wayland, MA 01778

    • 3 Beds
    • 2.5 Baths
    • 2,151 Sq Ft
    • Built 1990

    Last Sold Summary

    • 14% Above List Price
    • $628/SF
    • 1 Day On Market

    Current Estimated Value $1,200,564

    Last Listing Agent Chaplin Partners Compass

    40 Hillside Dr, Wayland, MA 01778
    • /30

      Est $966,870

      Not Listed For Sale

      12 Morrill Dr, Wayland, MA 01778

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 1963
      12 Morrill Dr, Wayland, MA 01778

      Last Sold Summary

      • 3 Days On Market

  • /41

    $2,295,000

    Open Sun 11AM - 12:30PM $100K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 5,818 Sq Ft

    55 Glezen Ln, Wayland, MA 01778

    Set on 3.5 picturesque acres, this exceptional 5,800+ sq. ft. estate offers a rare opportunity for multigenerational living. The flexible floor plan includes 6 bedrooms, 5.5 baths, 2 kitchens, 2 laundry areas, and a legally permitted accessory dwelling unit with private entrance. A thoughtfully designed ~2,000 sq. ft. single-level addition is ideal for aging parents, extended family, caregivers,

    Peace Nguyen Engel & Völkers Wellesley

    55 Glezen Ln, Wayland, MA 01778
  • /16

    $1,550,000

    Sold Jul 15, 2025

    32 Overlook Rd, Wayland, MA 01778

    • 4 Beds
    • 3.5 Baths
    • 3,878 Sq Ft
    • Built 2009

    Last Sold Summary

    • $400/SF
    • 13 Days On Market

    Current Estimated Value $1,550,868

    Last Listing Agent Tanimoto Owens Team Gibson Sotheby's International Realty

    32 Overlook Rd, Wayland, MA 01778
    • /29

      Est $823,000

      Not Listed For Sale

      23 Lake Rd, Wayland, MA 01778

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1937
      23 Lake Rd, Wayland, MA 01778

      Last Sold Summary

      • 28 Days On Market

  • /38

    $675,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,496 Sq Ft

    9 Keith Rd, Wayland, MA 01778

    Best and final offers due Sunday 14th at 6:00 pm. Please make offers valid unil 9:00 pm. Welcome home to this classic 3-bedroom Split-Entry nestled in one of Wayland’s most desirable neighborhoods! Brimming w/ potential & awaiting your personal touch, the main level features a bright living room anchored by a large bay window, HW floors, & a cozy wood fireplace that flows seamlessly into the

    Martha Convers Lamacchia Realty, Inc.

    9 Keith Rd, Wayland, MA 01778
  • /20

    $1,400,000

    Sold Sep 08, 2025

    46 High Rock Rd, Wayland, MA 01778

    • 4 Beds
    • 2 Baths
    • 3,007 Sq Ft
    • Built 1956

    Last Sold Summary

    • 8% Above List Price
    • $466/SF
    • 4 Days On Market

    Current Estimated Value $1,440,413

    Last Listing Agent Nikki Milott McCay Gibson Sotheby's International Realty

    46 High Rock Rd, Wayland, MA 01778
    • /28

      Est $1,650,403

      Not Listed For Sale

      53 Fuller Rd, Wayland, MA 01778

      • 4 Beds
      • 3.5 Baths
      • 4,010 Sq Ft
      • Built 2010
      53 Fuller Rd, Wayland, MA 01778

      Last Sold Summary

      • 6 Days On Market

  • /33

    $724,900

    $24K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,232 Sq Ft

    30 Stonebridge Rd, Wayland, MA 01778

    Welcome to 30 Stonebridge Rd, a charming bungalow-style single-family home set back from the road in sought-after Wayland. Ideally located within walking distance to both the elementary and high school. This home features 4 bedrooms and 1 full bath, a versatile layout to accommodate your lifestyle needs. A 4-bedroom septic system allows for future expansion potential. Hardwood flooring adds

    Heidi Sharry Compass

    30 Stonebridge Rd, Wayland, MA 01778
  • /31

    $705,000

    Sold Nov 13, 2025

    35 Wallace Rd, Wayland, MA 01778

    • 3 Beds
    • 2 Baths
    • 2,202 Sq Ft
    • Built 1963

    Last Sold Summary

    • 21% Below List Price
    • $320/SF
    • 151 Days On Market

    Current Estimated Value $898,051

    Last Listing Agent Joanne Berry Coldwell Banker Realty - Weston

    35 Wallace Rd, Wayland, MA 01778
    • /38

      Est $942,932

      Not Listed For Sale

      48 Fuller Rd, Wayland, MA 01778

      • 4 Beds
      • 2 Baths
      • 2,399 Sq Ft
      • Built 1962
      48 Fuller Rd, Wayland, MA 01778

      Last Sold Summary

      • 159 Days On Market

  • /22

    $1,100,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,476 Sq Ft

    69 Plain Rd, Wayland, MA 01778

    Rare opportunity to own a sun-drenched ranch on a beautiful level lot in Wayland’s coveted Claypit Hill neighborhood. This move-in ready home features a modern open-concept layout where the updated kitchen and dining areas flow seamlessly into the living room. Additional highlights include a family room, functional mudroom, and an attached two-car garage. Enjoy peaceful mornings in the large

    Nikki Milott McCay Gibson Sotheby's International Realty

    69 Plain Rd, Wayland, MA 01778
  • /25

    $1,858,000

    Sold Jul 17, 2025

    22 Forest Hill Rd, Wayland, MA 01778

    • 5 Beds
    • 3.5 Baths
    • 5,090 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $365/SF
    • 41 Days On Market

    Current Estimated Value $1,970,904

    Last Listing Agent Debby Belt Hammond Residential Real Estate

    22 Forest Hill Rd, Wayland, MA 01778
    • /41

      Est $1,546,598

      Not Listed For Sale

      42 Rice Rd, Wayland, MA 01778

      • 4 Beds
      • 2.5 Baths
      • 2,644 Sq Ft
      • Built 2001
      42 Rice Rd, Wayland, MA 01778

      Last Sold Summary

      • 4 Days On Market

  • /38

    $779,000

    Open Sat 2:30PM - 4PM
    • 1 Bed
    • 2.5 Baths
    • 1,520 Sq Ft

    21 Hillside Dr Unit 21, Wayland, MA 01778

    Highly unique opportunity for a fully renovated, 3-floor townhouse condo, lives like a 2-bedroom in Wayland’s much sought-after, amenities-rich community. Top floor: 1 bedroom suite, over-size walk-in closet, and stunning European-inspired-tub/shower/2-sink bathroom. Mid-level: Open living/dining room/tiled fireplace/kitchen/office/ bathroom. New all-white kitchen/stone counter tops. Soaring

    Sheryl Simon Gibson Sotheby's International Realty

    21 Hillside Dr Unit 21, Wayland, MA 01778
  • /11

    $830,000

    Sold Dec 30, 2025

    3 Keith Rd, Wayland, MA 01778

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Below List Price
    • $434/SF
    • 62 Days On Market

    Current Estimated Value $861,758

    Last Listing Agent Tanimoto Owens Team Gibson Sotheby's International Realty

    3 Keith Rd, Wayland, MA 01778
    • /14

      Est $1,442,097

      Not Listed For Sale

      57 Clubhouse Ln, Wayland, MA 01778

      • 3 Beds
      • 3.5 Baths
      • 2,221 Sq Ft
      • Built 1964
      57 Clubhouse Ln, Wayland, MA 01778

      Last Sold Summary

      • 5 Days On Market

  • /24

    $2,595,000

    Pending
    • 4 Beds
    • 4 Baths
    • 4,439 Sq Ft

    41 Grove St, Wayland, MA 01778

    Impeccable custom-built contemporary (2006) set on 1.5 acres with sweeping views of the Sudbury River, tucked on a quiet cul-de-sac in one of Wayland’s most sought-after locations. Thoughtfully designed with a versatile, modern layout, this home seamlessly blends striking architecture with comfortable living. Dramatic walls of windows flood the living spaces with natural light, highlighting clean

    Gina Anderson MGS Group Real Estate LTD - Wellesley

    41 Grove St, Wayland, MA 01778
  • /34

    $1,200,000

    Sold Jun 24, 2026

    17 Glezen Ln, Wayland, MA 01778

    • 4 Beds
    • 2.5 Baths
    • 2,342 Sq Ft
    • Built 1938

    Last Sold Summary

    • 52% Below List Price
    • $512/SF
    • 227 Days On Market

    Current Estimated Value $1,385,924

    Last Listing Agent Hans Brings Coldwell Banker Realty - Waltham

    17 Glezen Ln, Wayland, MA 01778
    • /25

      Est $1,170,608

      Not Listed For Sale

      94 School St, Wayland, MA 01778

      • 3 Beds
      • 2.5 Baths
      • 2,294 Sq Ft
      • Built 1966
      94 School St, Wayland, MA 01778

      Last Sold Summary

      • 5 Days On Market

  • /23

    $675,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,480 Sq Ft

    60 Riverview Cir, Wayland, MA 01778

    Move right in to this sun-filled ranch in a quaint neighborhood! This thoughtfully updated home offers an efficient single-level layout featuring an updated kitchen, bright and open dining and living area, sunroom with generous skylights, and three comfortable bedrooms. Recent kitchen upgrades include quartz countertops, new appliances, tile flooring, and backsplash. The updated bath features new

    Nicolette Mascari

    60 Riverview Cir, Wayland, MA 01778
  • /40

    $1,800,000

    Sold May 15, 2026

    127 Glezen Ln, Wayland, MA 01778

    • 4 Beds
    • 4.5 Baths
    • 4,420 Sq Ft
    • Built 2002

    Last Sold Summary

    • 9% Below List Price
    • $407/SF
    • 25 Days On Market

    Current Estimated Value $1,784,484

    Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

    127 Glezen Ln, Wayland, MA 01778
    • /41

      Est $916,518

      Not Listed For Sale

      25 Aqueduct Rd, Wayland, MA 01778

      • 3 Beds
      • 1.5 Baths
      • 1,915 Sq Ft
      • Built 1957
      25 Aqueduct Rd, Wayland, MA 01778

      Last Sold Summary

      • 10 Days On Market

Showing Results 121 - 160, Page 4 of 18

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