5,139

Medway, MA Homes

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  • 12 Lovering St, Medway, MA 02053
    12 Lovering St, Medway, MA 02053
    12 Lovering St, Medway, MA 02053
    /23

    $550,000 Sold Dec 17, 2025

    12 Lovering St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,159 Sq Ft
    • Built 1940

    Last Sold Summary

    • 10% Below List Price
    • $475/SF
    • 96 Days On Market

    Last Listing Agent Kris Lippi Get Listed Realty, LLC

    12 Lovering St, Medway, MA 02053
    • 160 Lovering St, Medway, MA 02053
      160 Lovering St, Medway, MA 02053
      160 Lovering St, Medway, MA 02053
      /36

      Est $914,355 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,865 Sq Ft

      160 Lovering St, Medway, MA 02053

      160 Lovering St, Medway, MA 02053
  • 5 Richardson St, Medway, MA 02053
    5 Richardson St, Medway, MA 02053
    5 Richardson St, Medway, MA 02053
    /28

    $632,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,206 Sq Ft

    5 Richardson St, Medway, MA 02053

    Welcome Home! Take a look at this hidden gem in Medway, located in a desirable family neighborhood. This beautiful Colonial is tucked away on a quiet street and offers almost an acre of land. Inside, the inviting foyer opens to a spacious family room on the left with custom built-ins. To the right, is a large living room with a cozy fireplace that flows seamlessly into the dining room, complete

    Margaret Andersen Keller Williams Realty Signature Properties

    5 Richardson St, Medway, MA 02053
  • 25 Willow Pond Cir Unit 25, Medway, MA 02053
    25 Willow Pond Cir Unit 25, Medway, MA 02053
    25 Willow Pond Cir Unit 25, Medway, MA 02053
    /6

    $681,716 Sold Sep 18, 2025

    25 Willow Pond Cir Unit 25, Medway, MA 02053

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $304/SF
    • 1 Day On Market

    Last Listing Agent The Kattman Team ERA Key Realty Services-Bay State Group

    25 Willow Pond Cir Unit 25, Medway, MA 02053
    • 4 Stephanie Rd, Medway, MA 02053
      4 Stephanie Rd, Medway, MA 02053
      4 Stephanie Rd, Medway, MA 02053
      /42

      Est $972,651 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,730 Sq Ft

      4 Stephanie Rd, Medway, MA 02053

      4 Stephanie Rd, Medway, MA 02053
  • 23 North St, Medway, MA 02053
    23 North St, Medway, MA 02053
    23 North St, Medway, MA 02053
    /36

    $499,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,534 Sq Ft

    23 North St, Medway, MA 02053

    Uncover exceptional value at 23 North Street in charming Medway Village! This inviting 3-bedroom home offers an incredible opportunity to own in a desirable community without stretching your budget. Inside, you'll find a cozy, well-designed layout that’s ideal for both relaxing and hosting. The kitchen boasts a brand-new stove, and major updates like an updated roof and an on-demand furnace to

    The Shulkin Wilk Group Compass

    23 North St, Medway, MA 02053
  • 17 Stable Way, Medway, MA 02053
    17 Stable Way, Medway, MA 02053
    17 Stable Way, Medway, MA 02053
    /38

    $1,050,000 Sold Sep 05, 2025

    17 Stable Way, Medway, MA 02053

    • 5 Beds
    • 3.5 Baths
    • 4,232 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $248/SF
    • 27 Days On Market

    Current Estimated Value $1,084,012

    Last Listing Agent Lisa Paulette Coldwell Banker Realty - Framingham

    17 Stable Way, Medway, MA 02053
    • 4 Kimberly Dr, Medway, MA 02053
      4 Kimberly Dr, Medway, MA 02053
      4 Kimberly Dr, Medway, MA 02053
      /42

      Est $861,187 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,282 Sq Ft

      4 Kimberly Dr, Medway, MA 02053

      4 Kimberly Dr, Medway, MA 02053
  • 204 Village St, Medway, MA 02053
    204 Village St, Medway, MA 02053
    204 Village St, Medway, MA 02053
    /42

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 4,636 Sq Ft

    204 Village St, Medway, MA 02053

    Known historically as the Julius C. Hurd House, this remarkable 1845 Colonial is one of Medway’s true legacy homes. Set back on 1.27 acres like a private estate, it offers over 4,600 sq ft where historic craftsmanship and modern updates come together seamlessly. The home features five bedrooms, four and a half baths, nine fireplaces, a gracious double parlor, original wide plank floors, and

    Team ROVI Real Broker MA, LLC

    204 Village St, Medway, MA 02053
  • 3 Wildwood Dr, Medway, MA 02053
    3 Wildwood Dr, Medway, MA 02053
    3 Wildwood Dr, Medway, MA 02053
    /41

    $780,000 Sold Aug 26, 2025

    3 Wildwood Dr, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,693 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Above List Price
    • $290/SF
    • 6 Days On Market

    Current Estimated Value $783,527

    Last Listing Agent Esposito Group eXp Realty

    3 Wildwood Dr, Medway, MA 02053
    • 5 Alexsandria Dr, Medway, MA 02053
      5 Alexsandria Dr, Medway, MA 02053
      5 Alexsandria Dr, Medway, MA 02053
      /36

      Est $1,000,869 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,950 Sq Ft

      5 Alexsandria Dr, Medway, MA 02053

      5 Alexsandria Dr, Medway, MA 02053
  • 50 Main St, Medway, MA 02053
    50 Main St, Medway, MA 02053
    50 Main St, Medway, MA 02053
    /23

    $659,900

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    50 Main St, Medway, MA 02053

    NEW PRICE! Charming ranch-style home on a desirable corner lot with a fully fenced yard! Recent updates include newer central air, heating, windows, and a 2018 roof. Gorgeous new hardwood finishes and recessed lighting throughout create a warm, modern feel. The bright living and dining areas flow into an updated kitchen featuring stainless steel appliances and generous storage. With three

    Arleuza Maia Pablo Maia Realty

    50 Main St, Medway, MA 02053
  • 7 Tulip Way, Medway, MA 02053
    7 Tulip Way, Medway, MA 02053
    7 Tulip Way, Medway, MA 02053
    /42

    $1,059,000 Sold Jul 30, 2025

    7 Tulip Way, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $324/SF
    • 6 Days On Market

    Current Estimated Value $1,070,407

    Last Listing Agent Linda Dumouchel Realty Executives Boston West

    7 Tulip Way, Medway, MA 02053
    • 15 Alexsandria Dr, Medway, MA 02053
      15 Alexsandria Dr, Medway, MA 02053
      15 Alexsandria Dr, Medway, MA 02053
      /42

      Est $979,756 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,966 Sq Ft

      15 Alexsandria Dr, Medway, MA 02053

      15 Alexsandria Dr, Medway, MA 02053
  • 20 Broad St Unit 1, Medway, MA 02053
    20 Broad St Unit 1, Medway, MA 02053
    20 Broad St Unit 1, Medway, MA 02053
    /13

    $619,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,576 Sq Ft

    20 Broad St Unit 1, Medway, MA 02053

    Brand new townhome offering refined living in the heart of Medway, just moments from local shops, dining, and local amenities. This elegant 3-bedroom, 3-bath residence is part of an exclusive six-unit enclave at the re-imagined 20 Broad Street. The newly constructed buildings were thoughtfully designed to echo the timeless architectural presence of the historic structure that once occupied the

    The Commonwealth Group Coldwell Banker Realty - Waltham

    20 Broad St Unit 1, Medway, MA 02053
  • 6 Thayer Rd, Medway, MA 02053
    6 Thayer Rd, Medway, MA 02053
    6 Thayer Rd, Medway, MA 02053
    /39

    $708,000 Sold Aug 29, 2025

    6 Thayer Rd, Medway, MA 02053

    • 3 Beds
    • 1.5 Baths
    • 2,102 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Above List Price
    • $337/SF
    • 3 Days On Market

    Current Estimated Value $708,477

    Last Listing Agent Lynn Rossini REMAX Executive Realty

    6 Thayer Rd, Medway, MA 02053
    • 10 Alexsandria Dr, Medway, MA 02053
      10 Alexsandria Dr, Medway, MA 02053
      10 Alexsandria Dr, Medway, MA 02053
      /36

      Est $912,854 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,276 Sq Ft

      10 Alexsandria Dr, Medway, MA 02053

      10 Alexsandria Dr, Medway, MA 02053
  • 33 Gorwin Dr, Medway, MA 02053
    33 Gorwin Dr, Medway, MA 02053
    33 Gorwin Dr, Medway, MA 02053
    /37

    $514,999 Pending

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    33 Gorwin Dr, Medway, MA 02053

    Sparkling home in the desirable Brentwood neighborhood featuring an open, airy layout with cathedral ceilings in the foyer, living room, dining room, and updated kitchen with skylight. Hardwood floors in main living areas and new Pergo flooring in the primary bedroom. Central air and ceiling fans throughout the upper level. Finished lower level offers a bright, windowed playroom or home office.

    Mati Alcantara Century 21 XSELL REALTY

    33 Gorwin Dr, Medway, MA 02053
  • 9 Tulip Way, Medway, MA 02053
    9 Tulip Way, Medway, MA 02053
    9 Tulip Way, Medway, MA 02053
    /42

    $1,251,900 Sold Jan 07, 2026

    9 Tulip Way, Medway, MA 02053

    • 4 Beds
    • 3.5 Baths
    • 5,600 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $224/SF
    • 90 Days On Market

    Last Listing Agent Linda Dumouchel Realty Executives Boston West

    9 Tulip Way, Medway, MA 02053
    • 13 Hill St, Medway, MA 02053
      13 Hill St, Medway, MA 02053
      13 Hill St, Medway, MA 02053
      /24

      Est $712,872 Not Listed For Sale

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

      13 Hill St, Medway, MA 02053

      13 Hill St, Medway, MA 02053
  • 39 West St, Medway, MA 02053
    39 West St, Medway, MA 02053
    /2

    $1,400,000

    • Land
    • 1.47 Acres
    • $952,381 per Acre

    39 West St, Medway, MA 02053

    Bret O'Brien Greater Boston Commercial Properties, Inc.

    39 West St, Medway, MA 02053
  • 8 Overlook Dr, Medway, MA 02053
    8 Overlook Dr, Medway, MA 02053
    8 Overlook Dr, Medway, MA 02053
    /40

    $721,000 Sold Apr 30, 2025

    8 Overlook Dr, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $258/SF
    • 5 Days On Market

    Current Estimated Value $733,454

    Last Listing Agent Nancy Antonio Keller Williams Boston MetroWest

    8 Overlook Dr, Medway, MA 02053
    • 15 Hill St, Medway, MA 02053
      15 Hill St, Medway, MA 02053
      15 Hill St, Medway, MA 02053
      /42

      Est $712,872 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,320 Sq Ft

      15 Hill St, Medway, MA 02053

      15 Hill St, Medway, MA 02053
  • 20 Broad St Unit 6, Medway, MA 02053
    20 Broad St Unit 6, Medway, MA 02053
    20 Broad St Unit 6, Medway, MA 02053
    /8

    $549,999

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    20 Broad St Unit 6, Medway, MA 02053

    Welcome to 20 Broad Street, Unit 6—a brand-new, three-level townhouse offering modern comfort and effortless style in the heart of Medway. With three bedrooms and three full baths across roughly 1,420 sq ft, this home balances space, light, and smart design.The main level features a beautiful open floor plan with a designer kitchen, quartz countertops, island seating, and a spacious living and

    The Commonwealth Group Coldwell Banker Realty - Waltham

    20 Broad St Unit 6, Medway, MA 02053
  • 1 Main St, Medway, MA 02053
    1 Main St, Medway, MA 02053
    1 Main St, Medway, MA 02053
    /40

    $699,000 Sold Apr 25, 2025

    1 Main St, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,740 Sq Ft
    • Built 1895

    Last Sold Summary

    • 2% Above List Price
    • $255/SF
    • 5 Days On Market

    Current Estimated Value $708,278

    Last Listing Agent Dana Sanderson Coldwell Banker Realty - Waltham

    1 Main St, Medway, MA 02053
    • 2 Homestead Dr, Medway, MA 02053
      2 Homestead Dr, Medway, MA 02053
      2 Homestead Dr, Medway, MA 02053
      /38

      Est $1,076,353 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,102 Sq Ft

      2 Homestead Dr, Medway, MA 02053

      2 Homestead Dr, Medway, MA 02053
  • 10 Franklin St, Medway, MA 02053
    10 Franklin St, Medway, MA 02053
    10 Franklin St, Medway, MA 02053
    /40

    $650,000 Pending

    • 6 Beds
    • 2 Baths
    • 2,658 Sq Ft

    10 Franklin St, Medway, MA 02053

    Perfect investment opportunity with flexible living options—live in one unit and rent the other, or maximize income by renting both! This well-maintained two-family home features a welcoming covered front porch with separate private entrances for each unit. The first-floor unit offers a sun-filled living room with access to an enclosed 3 season porch, an eat-in kitchen accented by a stylish barn

    Cyndi Deshaies Lamacchia Realty, Inc.

    10 Franklin St, Medway, MA 02053
  • 32 Maple St, Medway, MA 02053
    32 Maple St, Medway, MA 02053
    32 Maple St, Medway, MA 02053
    /37

    $513,000 Sold Sep 02, 2025

    32 Maple St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,520 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Above List Price
    • $338/SF
    • 7 Days On Market

    Current Estimated Value $501,307

    Last Listing Agent Team ROVI Real Broker MA, LLC

    32 Maple St, Medway, MA 02053
    • 27 Fairway Ln, Medway, MA 02053
      27 Fairway Ln, Medway, MA 02053
      27 Fairway Ln, Medway, MA 02053
      /36

      Est $1,264,619 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,500 Sq Ft

      27 Fairway Ln, Medway, MA 02053

      27 Fairway Ln, Medway, MA 02053
  • 10 Prospect St, Medway, MA 02053
    10 Prospect St, Medway, MA 02053
    10 Prospect St, Medway, MA 02053
    /32

    $449,900 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    10 Prospect St, Medway, MA 02053

    Discover the charm of this beautiful antique Colonial, ideally situated on a corner lot in a peaceful, quaint neighborhood. Enjoy the unparalleled convenience of being moments from the middle school, local shopping, and vibrant Downtown! Step inside the spacious living room, featuring a cozy fireplace, stunning hardwood floors, and an abundance of natural light streaming through multiple windows.

    Joleen Rose ERA Key Realty Services-Bay State Group

    10 Prospect St, Medway, MA 02053
  • 193 Main St, Medway, MA 02053
    193 Main St, Medway, MA 02053
    193 Main St, Medway, MA 02053
    /37

    $710,000 Sold Aug 25, 2025

    193 Main St, Medway, MA 02053

    • 4 Beds
    • 1.5 Baths
    • 2,981 Sq Ft
    • Built 1832

    Last Sold Summary

    • 5% Below List Price
    • $238/SF
    • 30 Days On Market

    Current Estimated Value $718,062

    Last Listing Agent Michelle O'mara MAssachusetts Real Estate Group

    193 Main St, Medway, MA 02053
    • 25 Fairway Ln, Medway, MA 02053
      25 Fairway Ln, Medway, MA 02053
      25 Fairway Ln, Medway, MA 02053
      /42

      Est $1,177,058 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,316 Sq Ft

      25 Fairway Ln, Medway, MA 02053

      25 Fairway Ln, Medway, MA 02053
  • 20 Broad St Unit A, Medway, MA 02053
    20 Broad St Unit A, Medway, MA 02053
    /2

    $649,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    20 Broad St Unit A, Medway, MA 02053

    Brand New Townhome in the heart of Medway! In close proximity to many of the amenities and attractions of this quaint New England town, we are proud to present an elegant, charming and captivating 3 beds, 3 bathrooms home in a small 6-unit complex. These two newly constructed buildings were designed to replicate the timeless architecture of the imposing building that existed there before and,

    The Commonwealth Group Coldwell Banker Realty - Waltham

    20 Broad St Unit A, Medway, MA 02053
  • 3 Meryl St, Medway, MA 02053
    3 Meryl St, Medway, MA 02053
    3 Meryl St, Medway, MA 02053
    /31

    $530,001 Sold Dec 18, 2025

    3 Meryl St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,172 Sq Ft
    • Built 1961

    Last Sold Summary

    • $452/SF
    • 6 Days On Market

    Last Listing Agent Kathleen Craig ERA Key Realty Services

    3 Meryl St, Medway, MA 02053
    • 4 Woodland Rd, Medway, MA 02053
      4 Woodland Rd, Medway, MA 02053
      4 Woodland Rd, Medway, MA 02053
      /36

      Est $946,168 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,825 Sq Ft

      4 Woodland Rd, Medway, MA 02053

      4 Woodland Rd, Medway, MA 02053
  • 23 Clark St, Medway, MA 02053
    23 Clark St, Medway, MA 02053
    23 Clark St, Medway, MA 02053
    /11

    $429,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,120 Sq Ft

    23 Clark St, Medway, MA 02053

    Discover a home with distinctive character located in Medway, MA. This single-family residence sits on 3.77-acre lot, offering a rare opportunity to own a piece of Medway’s history. The home features 2 bedrooms, 2 full bathrooms, and along with 1,120 sq ft of comfortable living space. The expansive 1.01 acres lot provides exceptional outdoor potential for gardening, hobby farming, or recreation.

    Ana Loja Afonso Real Estate

    23 Clark St, Medway, MA 02053
  • 85 Fisher St, Medway, MA 02053
    85 Fisher St, Medway, MA 02053
    85 Fisher St, Medway, MA 02053
    /29

    $660,000 Sold Jan 23, 2026

    85 Fisher St, Medway, MA 02053

    • 3 Beds
    • 2 Baths
    • 2,728 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Above List Price
    • $242/SF
    • 11 Days On Market

    Last Listing Agent Beth Rossi Coldwell Banker Realty - Franklin

    85 Fisher St, Medway, MA 02053
    • 6 Walnut Ln, Medway, MA 02053
      6 Walnut Ln, Medway, MA 02053
      6 Walnut Ln, Medway, MA 02053
      /42

      Est $1,069,322 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,006 Sq Ft

      6 Walnut Ln, Medway, MA 02053

      6 Walnut Ln, Medway, MA 02053
  • 176 Main St Unit 3, Medway, MA 02053
    176 Main St Unit 3, Medway, MA 02053
    176 Main St Unit 3, Medway, MA 02053
    /26

    $575,000

    • 2 Beds
    • 3 Baths
    • 2,140 Sq Ft

    176 Main St Unit 3, Medway, MA 02053

    This MINT-condition, three-level townhome HAS BEEN HARDLY EVER LIVED IN—truly move-in ready! Enter through the garage into a welcoming MARBLE FOYER with a convenient half bath and flexible space, perfect for a home office or exercise room. The main level offers an IMPRESSIVE open floor plan with sun-drenched hardwood floors, a spacious living room, and a GORGEOUS KITCHEN featuring high-end GE

    Nancy Miles eXp Realty

    176 Main St Unit 3, Medway, MA 02053
  • 7 King Phillip St, Medway, MA 02053
    7 King Phillip St, Medway, MA 02053
    7 King Phillip St, Medway, MA 02053
    /38

    $510,200 Sold Apr 18, 2025

    7 King Phillip St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,452 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Above List Price
    • $351/SF
    • 3 Days On Market

    Current Estimated Value $528,574

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    7 King Phillip St, Medway, MA 02053

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