5,140

Medway, MA Homes

Section Image
    • 17 Broken Tree Rd, Medway, MA 02053
      17 Broken Tree Rd, Medway, MA 02053
      17 Broken Tree Rd, Medway, MA 02053
      /40

      Est $1,265,355 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,446 Sq Ft

      17 Broken Tree Rd, Medway, MA 02053

      17 Broken Tree Rd, Medway, MA 02053
  • 106 Holliston St, Medway, MA 02053
    106 Holliston St, Medway, MA 02053
    106 Holliston St, Medway, MA 02053
    /38

    $650,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,418 Sq Ft

    106 Holliston St, Medway, MA 02053

    This beautiful antique home flawlessly combines modern conveniences with thoughtfully preserved historic charm. Spend evenings relaxing by the fireplace in your cozy family room with built in bookshelves. Enjoy entertaining? The eat-in kitchen with direct access to the outside allows for ideal indoor/outdoor entertaining and the large dining room is a perfect space for hosting the holidays. The

    Team Rice REMAX Executive Realty

    106 Holliston St, Medway, MA 02053
  • 1 Walnut Ln, Medway, MA 02053
    1 Walnut Ln, Medway, MA 02053
    1 Walnut Ln, Medway, MA 02053
    /42

    $990,000 Sold Jan 29, 2026

    1 Walnut Ln, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 3,585 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $276/SF
    • 11 Days On Market

    Last Listing Agent Paul Rao Berkshire Hathaway HomeServices Page Realty

    1 Walnut Ln, Medway, MA 02053
    • 31 Broken Tree Rd, Medway, MA 02053
      31 Broken Tree Rd, Medway, MA 02053
      31 Broken Tree Rd, Medway, MA 02053
      /35

      Est $1,148,658 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,307 Sq Ft

      31 Broken Tree Rd, Medway, MA 02053

      31 Broken Tree Rd, Medway, MA 02053
  • 4 Shaw St, Medway, MA 02053
    4 Shaw St, Medway, MA 02053
    4 Shaw St, Medway, MA 02053
    /42

    $579,000 Pending

    • 3 Beds
    • 1 Bath
    • 2,217 Sq Ft

    4 Shaw St, Medway, MA 02053

    Charming 1870 antique Colonial thoughtfully expanded and updated, offering 2,200+ sq ft with a long, open floor plan. The kitchen is the heart of the home, featuring vaulted beamed ceilings, granite counters, stainless appliances, and a large island perfect for gathering. Set along the Charles River, enjoy peaceful water views from the deck and daily opportunities to watch wildlife. Flexible

    Team Rice REMAX Executive Realty

    4 Shaw St, Medway, MA 02053
  • 3 Howe St, Medway, MA 02053
    3 Howe St, Medway, MA 02053
    3 Howe St, Medway, MA 02053
    /30

    $755,000 Sold Jul 30, 2025

    3 Howe St, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 1978

    Last Sold Summary

    • 1% Above List Price
    • $323/SF
    • 19 Days On Market

    Current Estimated Value $772,045

    Last Listing Agent Betsy Conlon Berkshire Hathaway HomeServices Page Realty

    3 Howe St, Medway, MA 02053
    • 33 Broken Tree Rd, Medway, MA 02053
      33 Broken Tree Rd, Medway, MA 02053
      33 Broken Tree Rd, Medway, MA 02053
      /42

      Est $1,608,036 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,949 Sq Ft

      33 Broken Tree Rd, Medway, MA 02053

      33 Broken Tree Rd, Medway, MA 02053
  • 20 Broad St Unit 4, Medway, MA 02053
    20 Broad St Unit 4, Medway, MA 02053
    20 Broad St Unit 4, Medway, MA 02053
    /10

    $599,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,690 Sq Ft

    20 Broad St Unit 4, Medway, MA 02053

    Brand-new 3-bed townhome in Medway’s town center. Unit 6 offers approx. 1,420 sq ft across three levels with an open kitchen featuring a large island, pantry, and stainless appliances, plus a bright living/dining area. The first floor includes a full bath and laundry. The second floor offers two bedrooms. The private top-floor primary suite includes a full bath. Tall ceilings, modern finishes,

    The Commonwealth Group Coldwell Banker Realty - Waltham

    20 Broad St Unit 4, Medway, MA 02053
  • 19 Azalea Dr, Medway, MA 02053
    19 Azalea Dr, Medway, MA 02053
    19 Azalea Dr, Medway, MA 02053
    /42

    $958,000 Sold Jul 29, 2025

    19 Azalea Dr, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,560 Sq Ft
    • Built 1992

    Last Sold Summary

    • 8% Above List Price
    • $374/SF
    • 2 Days On Market

    Current Estimated Value $943,920

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    19 Azalea Dr, Medway, MA 02053
    • 28 Broken Tree Rd, Medway, MA 02053
      28 Broken Tree Rd, Medway, MA 02053
      28 Broken Tree Rd, Medway, MA 02053
      /42

      Est $1,207,317 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,335 Sq Ft

      28 Broken Tree Rd, Medway, MA 02053

      28 Broken Tree Rd, Medway, MA 02053
  • 6 Kingson Ln Unit 2, Medway, MA 02053
    6 Kingson Ln Unit 2, Medway, MA 02053
    6 Kingson Ln Unit 2, Medway, MA 02053
    /42

    $594,900 Pending

    • 3 Beds
    • 4 Baths
    • 3,590 Sq Ft

    6 Kingson Ln Unit 2, Medway, MA 02053

    Bright, sunny, gorgeous 3 Bedroom Townhouse at Woodside Condominiums is one of the largest units in the complex, with 3 levels of living and 3,500 sq ft of living! It has 2 master suites, one on the 1st floor and one on the 2nd floor! Many updates include roof and deck. Beautiful cherry cabinet kitchen and corian counter tops opens to a lovely, spacious dining room, gas log fireplaced living room

    Jerry Bluhm REMAX Executive Realty

    6 Kingson Ln Unit 2, Medway, MA 02053
  • 15 Sycamore Way Unit Lot 42, Medway, MA 02053
    15 Sycamore Way Unit Lot 42, Medway, MA 02053
    15 Sycamore Way Unit Lot 42, Medway, MA 02053
    /33

    $1,077,920 Sold May 29, 2025

    15 Sycamore Way Unit Lot 42, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 2,605 Sq Ft
    • Built 2024

    Last Sold Summary

    • $414/SF
    • 9 Days On Market

    Last Listing Agent Guimares Group Conway - Hanover

    15 Sycamore Way Unit Lot 42, Medway, MA 02053
    • 11 Puddingstone Ln, Medway, MA 02053
      11 Puddingstone Ln, Medway, MA 02053
      11 Puddingstone Ln, Medway, MA 02053
      /40

      Est $797,420 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,696 Sq Ft

      11 Puddingstone Ln, Medway, MA 02053

      11 Puddingstone Ln, Medway, MA 02053
  • 14 Sanford St Unit 15, Medway, MA 02053
    14 Sanford St Unit 15, Medway, MA 02053
    14 Sanford St Unit 15, Medway, MA 02053
    /30

    $373,900 Pending

    • 2 Beds
    • 1.5 Baths
    • 830 Sq Ft

    14 Sanford St Unit 15, Medway, MA 02053

    Welcome to 14 Sanford Street, Unit 15 — a stunning corner unit in the historic Sanford Mill building, beautifully set along the Charles River. Originally built in 1890 and thoughtfully converted, this unique condo blends timeless character with modern comfort. This light-filled unit features an open-concept layout with soaring ceilings, exposed brick, and oversized windows that capture the home’s

    Kim Zogalis NorthStar Real Estate, LLC

    14 Sanford St Unit 15, Medway, MA 02053
  • 14 Sanford St Unit 21, Medway, MA 02053
    14 Sanford St Unit 21, Medway, MA 02053
    14 Sanford St Unit 21, Medway, MA 02053
    /24

    $420,000 Sold Jul 30, 2025

    14 Sanford St Unit 21, Medway, MA 02053

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Built 1890

    Last Sold Summary

    • 7% Below List Price
    • $420/SF
    • 19 Days On Market

    Current Estimated Value $425,996

    Last Listing Agent Adam Sinewitz 29 Realty Group, Inc.

    14 Sanford St Unit 21, Medway, MA 02053
    • 22 Puddingstone Ln, Medway, MA 02053
      22 Puddingstone Ln, Medway, MA 02053
      22 Puddingstone Ln, Medway, MA 02053
      /32

      Est $719,234 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,033 Sq Ft

      22 Puddingstone Ln, Medway, MA 02053

      22 Puddingstone Ln, Medway, MA 02053
  • 2 Mechanic St Unit 1, Medway, MA 02053
    2 Mechanic St Unit 1, Medway, MA 02053
    2 Mechanic St Unit 1, Medway, MA 02053
    /32

    $585,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    2 Mechanic St Unit 1, Medway, MA 02053

    Welcome to this beautifully maintained 2BD/2.5BA townhouse built in 2019, located in a desirable Medway neighborhood. This modern home offers an open-concept layout with stylish finishes, perfect for both everyday living and entertaining. The first floor features a kitchen with contemporary cabinetry, sleek countertops, and stainless steel appliances, flowing seamlessly into the dining and living

    Michael Stein Redfin Corp.

    2 Mechanic St Unit 1, Medway, MA 02053
  • 8 Sandstone Dr Unit 8, Medway, MA 02053
    8 Sandstone Dr Unit 8, Medway, MA 02053
    8 Sandstone Dr Unit 8, Medway, MA 02053
    /38

    $765,000 Sold Aug 28, 2025

    8 Sandstone Dr Unit 8, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft
    • Built 2015

    Last Sold Summary

    • 4% Below List Price
    • $301/SF
    • 8 Days On Market

    Current Estimated Value $799,406

    Last Listing Agent Rachel Stocker Rutledge Properties

    8 Sandstone Dr Unit 8, Medway, MA 02053
    • 14 Puddingstone Ln, Medway, MA 02053
      14 Puddingstone Ln, Medway, MA 02053
      14 Puddingstone Ln, Medway, MA 02053
      /39

      Est $759,811 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,353 Sq Ft

      14 Puddingstone Ln, Medway, MA 02053

      14 Puddingstone Ln, Medway, MA 02053
  • 11 Fairway Ln, Medway, MA 02053
    11 Fairway Ln, Medway, MA 02053
    11 Fairway Ln, Medway, MA 02053
    /41

    $949,900 Pending

    • 4 Beds
    • 3 Baths
    • 3,056 Sq Ft

    11 Fairway Ln, Medway, MA 02053

    Nestled in a beautiful and desirable acre+ lot, this single family home presents itself with a blend of comfort and space. Plenty of natural light throughout. Double glass French doors opens to oversized sun room overlooking the beautifully maintained backyard with a stone patio and wood fire pit. Large mudroom with full bathroom off the garage entrance with tile floor.Well appointed kitchen with

    Elaine Bigdeliazari The Firm

    11 Fairway Ln, Medway, MA 02053
  • 36 Lovering St, Medway, MA 02053
    36 Lovering St, Medway, MA 02053
    36 Lovering St, Medway, MA 02053
    /29

    $585,000 Sold Jan 07, 2026

    36 Lovering St, Medway, MA 02053

    • 4 Beds
    • 2 Baths
    • 1,542 Sq Ft
    • Built 1945

    Last Sold Summary

    • 1% Below List Price
    • $379/SF
    • 38 Days On Market

    Last Listing Agent Shannon Hurley Century 21 Custom Home Realty

    36 Lovering St, Medway, MA 02053
    • 28 Causeway St, Medway, MA 02053
      28 Causeway St, Medway, MA 02053
      28 Causeway St, Medway, MA 02053
      /25

      Est $604,704 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft

      28 Causeway St, Medway, MA 02053

      28 Causeway St, Medway, MA 02053
  • 6 Norfolk Ave, Medway, MA 02053
    6 Norfolk Ave, Medway, MA 02053
    6 Norfolk Ave, Medway, MA 02053
    /37

    $545,000 Sold Oct 30, 2025

    6 Norfolk Ave, Medway, MA 02053

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft
    • Built 1910

    Last Sold Summary

    • 5% Above List Price
    • $336/SF
    • 6 Days On Market

    Current Estimated Value $543,413

    Last Listing Agent Sherrilynn Lombard New Homes Marketing

    6 Norfolk Ave, Medway, MA 02053
    • 3 Causeway St, Medway, MA 02053
      3 Causeway St, Medway, MA 02053
      3 Causeway St, Medway, MA 02053
      /28

      Est $702,659 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,642 Sq Ft

      3 Causeway St, Medway, MA 02053

      3 Causeway St, Medway, MA 02053
  • 52 Main St, Medway, MA 02053
    52 Main St, Medway, MA 02053
    52 Main St, Medway, MA 02053
    /26

    $510,000 Sold Jun 17, 2025

    52 Main St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 909 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Above List Price
    • $561/SF
    • 15 Days On Market

    Current Estimated Value $513,916

    Last Listing Agent Mark LaLond Berkshire Hathaway HomeServices Page Realty

    52 Main St, Medway, MA 02053
    • 11 Causeway St, Medway, MA 02053
      11 Causeway St, Medway, MA 02053
      11 Causeway St, Medway, MA 02053
      /33

      Est $775,201 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,500 Sq Ft

      11 Causeway St, Medway, MA 02053

      11 Causeway St, Medway, MA 02053
  • 172 Holliston St, Medway, MA 02053
    172 Holliston St, Medway, MA 02053
    /2

    $599,900 Sold Jul 09, 2025

    172 Holliston St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,650 Sq Ft
    • Built 1945

    Last Sold Summary

    • $364/SF
    • 0 Days On Market

    Current Estimated Value $601,856

    Last Listing Agent Kyle Seyboth Century 21 Limitless

    172 Holliston St, Medway, MA 02053
    • 42 Hill St, Medway, MA 02053
      42 Hill St, Medway, MA 02053
      42 Hill St, Medway, MA 02053
      /30

      Est $959,575 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,643 Sq Ft

      42 Hill St, Medway, MA 02053

      42 Hill St, Medway, MA 02053
  • 17 Farm St, Medway, MA 02053
    17 Farm St, Medway, MA 02053
    17 Farm St, Medway, MA 02053
    /37

    $580,000 Sold Nov 24, 2025

    17 Farm St, Medway, MA 02053

    • 4 Beds
    • 1.5 Baths
    • 1,728 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $336/SF
    • 24 Days On Market

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    17 Farm St, Medway, MA 02053
    • 4 Curtis Ln, Medway, MA 02053
      4 Curtis Ln, Medway, MA 02053
      4 Curtis Ln, Medway, MA 02053
      /42

      Est $904,276 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,671 Sq Ft

      4 Curtis Ln, Medway, MA 02053

      4 Curtis Ln, Medway, MA 02053
  • 24 Vernon Rd, Medway, MA 02053
    24 Vernon Rd, Medway, MA 02053
    24 Vernon Rd, Medway, MA 02053
    /5

    $365,000 Sold Oct 31, 2025

    24 Vernon Rd, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Below List Price
    • $400/SF
    • 40 Days On Market

    Current Estimated Value $389,268

    Last Listing Agent Cynthia Owens-Nix Century 21 The Real Estate Group

    24 Vernon Rd, Medway, MA 02053
    • 2 Curtis Ln, Medway, MA 02053
      2 Curtis Ln, Medway, MA 02053
      2 Curtis Ln, Medway, MA 02053
      /39

      Est $782,198 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,262 Sq Ft

      2 Curtis Ln, Medway, MA 02053

      2 Curtis Ln, Medway, MA 02053
  • 116 Winthrop St, Medway, MA 02053
    116 Winthrop St, Medway, MA 02053
    116 Winthrop St, Medway, MA 02053
    /42

    $1,288,000 Sold Jul 14, 2025

    116 Winthrop St, Medway, MA 02053

    • 4 Beds
    • 3.5 Baths
    • 4,668 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $276/SF
    • 41 Days On Market

    Current Estimated Value $558,000

    Last Listing Agent Team Rice REMAX Executive Realty

    116 Winthrop St, Medway, MA 02053
    • 2 Skyline Dr, Medway, MA 02053
      2 Skyline Dr, Medway, MA 02053
      2 Skyline Dr, Medway, MA 02053
      /39

      Est $742,623 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,344 Sq Ft

      2 Skyline Dr, Medway, MA 02053

      2 Skyline Dr, Medway, MA 02053
  • 6 Fox Run Rd, Medway, MA 02053
    6 Fox Run Rd, Medway, MA 02053
    6 Fox Run Rd, Medway, MA 02053
    /29

    $910,000 Sold Apr 18, 2025

    6 Fox Run Rd, Medway, MA 02053

    • 5 Beds
    • 3.5 Baths
    • 4,258 Sq Ft
    • Built 1988

    Last Sold Summary

    • 15% Below List Price
    • $214/SF
    • 103 Days On Market

    Current Estimated Value $970,964

    Last Listing Agent Britta Reissfelder Coldwell Banker Realty - Canton

    6 Fox Run Rd, Medway, MA 02053
    • 16 Skyline Dr, Medway, MA 02053
      16 Skyline Dr, Medway, MA 02053
      16 Skyline Dr, Medway, MA 02053
      /42

      Est $769,267 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,079 Sq Ft

      16 Skyline Dr, Medway, MA 02053

      16 Skyline Dr, Medway, MA 02053
  • 46 Main St, Medway, MA 02053
    46 Main St, Medway, MA 02053
    46 Main St, Medway, MA 02053
    /27

    $560,000 Sold May 23, 2025

    46 Main St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,537 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Below List Price
    • $364/SF
    • 21 Days On Market

    Current Estimated Value $565,426

    Last Listing Agent Erin Herrick MAssachusetts Real Estate Group

    46 Main St, Medway, MA 02053
    • 15 Skyline Dr, Medway, MA 02053
      15 Skyline Dr, Medway, MA 02053
      15 Skyline Dr, Medway, MA 02053
      /42

      Est $844,470 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,960 Sq Ft

      15 Skyline Dr, Medway, MA 02053

      15 Skyline Dr, Medway, MA 02053
  • 220 Main St Unit 220, Medway, MA 02053
    220 Main St Unit 220, Medway, MA 02053
    220 Main St Unit 220, Medway, MA 02053
    /38

    $545,000 Sold Dec 30, 2025

    220 Main St Unit 220, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft
    • Built 1840

    Last Sold Summary

    • 4% Below List Price
    • $311/SF
    • 32 Days On Market

    Last Listing Agent Jocelyne Fauerbach ERA Key Realty Services- Milf

    220 Main St Unit 220, Medway, MA 02053
    • 10 Fairway Ln, Medway, MA 02053
      10 Fairway Ln, Medway, MA 02053
      10 Fairway Ln, Medway, MA 02053
      /34

      Est $1,177,075 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,064 Sq Ft

      10 Fairway Ln, Medway, MA 02053

      10 Fairway Ln, Medway, MA 02053

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