5,117

Medway, MA Homes

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  • /25

    $629,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,033 Sq Ft

    141 Holliston St, Medway, MA 02053

    Bring your vision to this well-loved Medway Cape. Four bedrooms, two full baths, and a first-floor office create a flexible layout with two bedrooms on each level. Hardwood floors, stained wood trim, and built-ins give the home real character, while the family room and breezeway with wood stove add living space most Capes don’t offer. An attached garage and a large, level 0.82-acre yard with

    Stephen Coukos Berkshire Hathaway Home Services Commonwealth Real Estate

    141 Holliston St, Medway, MA 02053
  • /39

    $530,000

    Sold May 20, 2026

    371 Village St, Medway, MA 02053

    • 3 Beds
    • 1.5 Baths
    • 1,979 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Above List Price
    • $268/SF
    • 5 Days On Market

    Current Estimated Value $529,240

    Last Listing Agent Faina Shapiro Berkshire Hathaway Home Services Commonwealth Real Estate

    371 Village St, Medway, MA 02053
    • /38

      Est $1,031,372

      Not Listed For Sale

      2 Homestead Dr, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 3,102 Sq Ft
      • Built 2001
      2 Homestead Dr, Medway, MA 02053

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Lisa Giunta Conway - Walpole

  • /38

    $799,000

    Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 2,916 Sq Ft

    14 Waterside Run Unit 14, Medway, MA 02053

    Welcome Home to this beautifully maintained townhouse in Medway's Premier 55+ community offering the perfect combination of modern style, spacious living, and everyday convenience. A welcoming front porch sets the tone as you enter this thoughtfully designed home featuring an open floor plan ideal for both comfortable living and entertaining. The gourmet kitchen is the heart of the home,

    Kulesza Mercuri Real Estate Team RE/MAX Real Estate Center

    14 Waterside Run Unit 14, 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

    Current Estimated Value $541,190

    Last Listing Agent Kathleen Craig ERA Key Realty Services

    3 Meryl St, Medway, MA 02053
    • /42

      Est $1,125,849

      Not Listed For Sale

      25 Fairway Ln, Medway, MA 02053

      • 4 Beds
      • 3.5 Baths
      • 4,316 Sq Ft
      • Built 2000
      25 Fairway Ln, Medway, MA 02053

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Laina Kaplan Realty Executives Boston West

  • /2

    $489,900

    Coming Soon
    • 5 Beds
    • 1.5 Baths
    • 1,993 Sq Ft

    30 Cottage St, Medway, MA 02053

    Fantastic opportunity to own a 5-bedroom home in desirable Medway at an incredible price! Lovingly owned by the same family for over 60 years, this spacious home offers over 1,900 square feet of living space, 1½ baths, and plenty of room for everyone. Set on over half an acre, the property features a beautiful yard and two sheds providing plenty of storage. The family room was added in 1965, with

    Patricia McLernon Fathom Realty MA

    30 Cottage St, Medway, MA 02053
  • /40

    $529,900

    Sold May 15, 2026

    236 Village St, Medway, MA 02053

    • 3 Beds
    • 1.5 Baths
    • 1,496 Sq Ft
    • Built 1956

    Last Sold Summary

    • $354/SF
    • 5 Days On Market

    Current Estimated Value $534,726

    Last Listing Agent Linda Dumouchel Realty Executives Boston West

    236 Village St, Medway, MA 02053
    • /22

      Est $616,180

      Not Listed For Sale

      124 Winthrop St, Medway, MA 02053

      • 3 Beds
      • 2 Baths
      • 1,736 Sq Ft
      • Built 1977
      124 Winthrop St, Medway, MA 02053

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kim Correia Coldwell Banker Realty - Franklin

  • /18

    $600,000

    Pending
    • 2 Beds
    • 1 Bath
    • 3,200 Sq Ft

    42 Fisher St, Medway, MA 02053

    This property is a must for horse lovers or builders looking for land. This 2 bedroom house with an attached 1 car garage sits on 4.28 Acres and has a large detached barn with 3 horse stalls and a second floor for hay or other storage. This quiet serine property abuts 11 acres of beautiful woods behind it which will be listed separately. Located close to Rt. 495 and just off of Rt. 109 makes this

    Lee Rolls REMAX Executive Realty

    42 Fisher St, Medway, MA 02053
  • /40

    $559,000

    Sold Mar 23, 2026

    8 Winthrop St, Medway, MA 02053

    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft
    • Built 1847

    Last Sold Summary

    • 14% Above List Price
    • $325/SF
    • 5 Days On Market

    Current Estimated Value $545,766

    Last Listing Agent Tammy Todaro REMAX Executive Realty

    8 Winthrop St, Medway, MA 02053
    • /36

      Est $956,800

      Not Listed For Sale

      4 Woodland Rd, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 2,825 Sq Ft
      • Built 1977
      4 Woodland Rd, Medway, MA 02053

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Kathleen Burns Coldwell Banker Realty - Worcester

  • /42

    $599,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,587 Sq Ft

    94 West St, Medway, MA 02053

    Tucked away on a country road just one mile from I-495, this inviting raised ranch offers the perfect blend of privacy and convenience. Sunlight fills the welcoming living room through an oversized bay window, creating a bright and comfortable space that flows into the dining area and kitchen. The main level features a spacious primary bedroom with direct access to the full bath, plus a second

    Team Rice REMAX Executive Realty

    94 West St, Medway, MA 02053
  • /2

    $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

    Current Estimated Value $1,011,487

    Last Listing Agent Paul Rao Berkshire Hathaway HomeServices Page Realty

    1 Walnut Ln, Medway, MA 02053
    • /42

      Est $1,081,649

      Not Listed For Sale

      6 Walnut Ln, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 4,006 Sq Ft
      • Built 1999
      6 Walnut Ln, Medway, MA 02053

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jodi Kairit Berkshire Hathaway Home Services Commonwealth Real Estate

  • /37

    $719,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,696 Sq Ft

    2 Harmony Way Unit 2, Medway, MA 02053

    Welcome to this gorgeous, sun-filled end-unit condo where modern style meets comfort, space, and exceptional flexibility. Built in 2022, this thoughtfully designed home features an open-concept layout with gleaming hardwood floors, a cozy gas fireplace, and a stunning white shaker-style kitchen with a spacious center island—perfect for casual meals and entertaining. The highly sought-after

    Jocelyne Fauerbach ERA Key Realty Services- Milf

    2 Harmony Way Unit 2, Medway, MA 02053
  • /24

    $337,900

    Sold Aug 13, 2026

    280 Village St Unit D2, Medway, MA 02053

    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft
    • Built 1918

    Last Sold Summary

    • 2% Above List Price
    • $357/SF
    • 1 Day On Market

    Current Estimated Value $439,496

    Last Listing Agent Dennis Folan Coldwell Banker Realty - Westwood

    280 Village St Unit D2, Medway, MA 02053
    • /40

      Est $1,188,186

      Not Listed For Sale

      17 Broken Tree Rd, Medway, MA 02053

      • 4 Beds
      • 3.5 Baths
      • 4,446 Sq Ft
      • Built 2001
      17 Broken Tree Rd, Medway, MA 02053

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Kandi Pitrus Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /24

    $700,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    58 Adams St, Medway, MA 02053

    This first floor primary bedroom contemporary cape is nestled on a wooded lot on a rural street. This home was built and completed in 2022 which Includes 3 large bedrooms and 2.5 baths. This home offers a very versatile floor plan. Enjoy cooking in your gorgeous eat in kitchen with custom cabinetry, granite counters, & stainless appliances. Dining area with bay window and slider to deck

    Brendan Monteiro CM Realty Associates

    58 Adams St, Medway, MA 02053
  • /42

    $750,000

    Sold Sep 21, 2026

    52 Lovering St, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 2,108 Sq Ft
    • Built 1965

    Last Sold Summary

    • 11% Above List Price
    • $356/SF
    • 4 Days On Market

    Current Estimated Value $673,953

    Last Listing Agent Robin Fay Berkshire Hathaway HomeServices Commonwealth Real Estate

    52 Lovering St, Medway, MA 02053
    • /42

      Est $1,527,293

      Not Listed For Sale

      33 Broken Tree Rd, Medway, MA 02053

      • 6 Beds
      • 3.5 Baths
      • 4,949 Sq Ft
      • Built 2000
      33 Broken Tree Rd, Medway, MA 02053

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Mark Miklavic Berkshire Hathaway HomeServices Robert Paul Properties

  • /37

    $699,900

    $89K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    328 Village St Unit 328, Medway, MA 02053

    Welcome to 328 Village Street, a beautifully designed 3-bedroom, 2.5-bath condex that offers the feel of a single-family home with NO HOA FEES. Built in 2022, this home features 2,408 square feet of living space, with the only shared expense being an annual master insurance bill.The open-concept floor plan includes pre-finished hardwood flooring throughout, making it ideal for everyday living and

    Faina Shapiro Berkshire Hathaway Home Services Commonwealth Real Estate

    328 Village St Unit 328, Medway, MA 02053
  • /39

    $900,000

    Sold Aug 27, 2026

    5 Diane Dr, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 3,287 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $274/SF
    • 28 Days On Market

    Current Estimated Value $988,397

    Last Listing Agent Megan Gadelha Gibson Sotheby's International Realty

    5 Diane Dr, Medway, MA 02053
    • /42

      Est $1,166,371

      Not Listed For Sale

      28 Broken Tree Rd, Medway, MA 02053

      • 4 Beds
      • 4 Baths
      • 4,335 Sq Ft
      • Built 1998
      28 Broken Tree Rd, Medway, MA 02053

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Linda Dumouchel Realty Executives Boston West

  • /12

    $445,000

    $35K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,110 Sq Ft

    37 North St, Medway, MA 02053

    Motivated Seller Alert! Take advantage of a remarkable $10,000 seller credit to significantly lower your upfront closing costs or secure an interest rate buydown. Nestled in a peaceful, private cul-de-sac within Medway’s coveted historic village, this 3-bedroom home perfectly blends classic character with functional modern living. Step inside to a bright, efficient floor plan featuring a spacious

    The Ponte Group Keller Williams South Watuppa

    37 North 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

    Current Estimated Value $583,478

    Last Listing Agent Shannon Hurley Century 21 Custom Home Realty

    36 Lovering St, Medway, MA 02053
    • /42

      Est $1,220,944

      Not Listed For Sale

      3 Hickory Dr, Medway, MA 02053

      • 4 Beds
      • 3.5 Baths
      • 4,333 Sq Ft
      • Built 1998
      3 Hickory Dr, Medway, MA 02053

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Laina Kaplan Realty Executives Boston West

  • /25

    $759,000

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    13 Delmar Rd, Medway, MA 02053

    Beautifully renovated from top to bottom. Have you been looking for one level living? Well look no longer. You will fall in love with this 3 bedroom ,2full baths Ranch style home offering a newly added family room with an abundance of windows viewing the large deck and yard ,an open floor plan with access to the spacious kitchen, plenty of cabinets including a center island and pantry, all

    Karen Sherlock Deruseau Real Estate

    13 Delmar Rd, Medway, MA 02053
  • /34

    $1,050,000

    Sold May 29, 2026

    6 Freedom Trail, Medway, MA 02053

    • 4 Beds
    • 4 Baths
    • 3,629 Sq Ft
    • Built 2006

    Last Sold Summary

    • 16% Below List Price
    • $289/SF
    • 259 Days On Market

    Current Estimated Value $1,050,475

    Last Listing Agent Paul Yorkis Patriot Real Estate, Inc.

    6 Freedom Trail, Medway, MA 02053
    • /32

      Est $1,119,646

      Not Listed For Sale

      7 Birch Bark Rd, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 3,817 Sq Ft
      • Built 1997
      7 Birch Bark Rd, Medway, MA 02053

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Amy Weitzman Commonwealth Standard Realty Advisors

  • /17

    $499,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,089 Sq Ft

    17 Cutler St, Medway, MA 02053

    **Offers due Monday Aug 31 by 1pm**Tucked away at the end of a quiet cul-de-sac, this charming home offers a bright and welcoming feel with tons of natural light. Gleaming hardwood floors flow throughout leading into the updated kitchen featuring granite countertops and stainless steel appliances. The sun-drenched dining room is the perfect spot to gather and entertain. Upstairs, you’ll find two

    Kyle Falcetta Old Colony Property Services, Inc.

    17 Cutler St, Medway, MA 02053
  • /42

    $608,000

    Sold Apr 24, 2026

    84 Winthrop St, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,920 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Above List Price
    • $317/SF
    • 6 Days On Market

    Current Estimated Value $599,264

    Last Listing Agent Modern Nest Group Modern Nest Group

    84 Winthrop St, Medway, MA 02053
    • /42

      Est $1,201,742

      Not Listed For Sale

      8 Hickory Dr, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 3,480 Sq Ft
      • Built 1998
      8 Hickory Dr, Medway, MA 02053

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Laina Kaplan Realty Executives Boston West

  • /2

    $200,000

    $100K PRICE DROP Pending
    • Land
    • 11.64 Acres
    • $17,182 per Acre

    28 Fisher St, Medway, MA 02053

    Contractors, Investors 11 acres 1.4 miles from Rt. 495 and just off busy Rt. 109 in Medway. There is a right of way from Fisher Street.This land abuts 4 .23 acres at 42 Fisher St which is also for sale. Zoned AR-1. All offers are due by Tuesday March 24, 2026 at 5 pm.

    Lee Rolls REMAX Executive Realty

    28 Fisher St, 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 $565,185

    Last Listing Agent Sherrilynn Lombard New Homes Marketing

    6 Norfolk Ave, Medway, MA 02053
    • /35

      Est $698,577

      Not Listed For Sale

      4 Causeway St, Medway, MA 02053

      • 3 Beds
      • 1.5 Baths
      • 1,740 Sq Ft
      • Built 1977
      4 Causeway St, Medway, MA 02053

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Christo Genchev eXp Realty LLC - Corporate Office

  • /25

    $599,000

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

    20 Broad St Unit 5, Medway, MA 02053

    Brand New Townhome in the heart of Medway! Loaded with upgrades, this home makes a statement! Offering 3 levels of living, let's start at the large gourmet inspired kitchen, it has an spacious island and a sizeable pantry, it integrates seamlessly into the dining/living room in this open concept design, perfect for entertaining! A beautiful powder room and a deep coats closet complete the floor.

    The Commonwealth Group Coldwell Banker Realty - Waltham

    20 Broad St Unit 5, 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

    Current Estimated Value $717,765

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    17 Farm St, Medway, MA 02053
    • /25

      Est $579,602

      Not Listed For Sale

      174 Holliston St, Medway, MA 02053

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1948
      174 Holliston St, Medway, MA 02053

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Trinity Group Mega Realty Services

  • /37

    $425,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    4 Virginia Rd, Medway, MA 02053

    Opportunity knocks in Medway! This 3-bedroom, 1-bath ranch offers an exciting chance to own in a fantastic community for an incredible price point. Located in a neighborhood setting close to the center of town, this 1,152 sq. ft. home sits on 0.23 acres and is ready for your vision. The home needs updating, but the possibilities are here to create a space that truly reflects your style and make

    Team Rice REMAX Executive Realty

    4 Virginia Rd, Medway, MA 02053

Showing Results 81 - 120, Page 3 of 18

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