5,130

Medway, MA Homes

Section Image
  • /42

    $900,000

    Sold Apr 06, 2026

    8 Liberty Rd, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,757 Sq Ft
    • Built 1996

    Last Sold Summary

    • 8% Above List Price
    • $326/SF
    • 3 Days On Market

    Current Estimated Value $888,229

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    8 Liberty Rd, Medway, MA 02053
    • /39

      Est $1,047,947

      Not Listed For Sale

      7 Wildebrook Rd, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 3,054 Sq Ft
      • Built 1997
      7 Wildebrook Rd, Medway, MA 02053

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Benjamin Montenegro Andrew J. Abu Inc., REALTORS®

  • /39

    $900,000

    $115K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,287 Sq Ft

    5 Diane Dr, Medway, MA 02053

    Classic center-hall Colonial with subtle Tudor-inspired character, beautifully sited on a private acre+ lot in one of Medway's most desirable neighborhoods. Offering over 3,200 sq. ft., this spacious home features generous room sizes, hardwood floors, two fireplaces, a sun-filled family room, and a light-filled sunroom overlooking peaceful grounds. The primary suite is a true retreat with a

    Megan Gadelha Gibson Sotheby's International Realty

    5 Diane Dr, 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

    Current Estimated Value $562,145

    Last Listing Agent Kris Lippi Get Listed Realty, LLC

    12 Lovering St, Medway, MA 02053
    • /27

      Est $856,836

      Not Listed For Sale

      153 Summer St, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 2,437 Sq Ft
      • Built 1996
      153 Summer St, Medway, MA 02053

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Dina Oliver REMAX Executive Realty

  • /32

    $599,000

    Open Sat 11AM - 12:30PM
    • 4 Beds
    • 1 Bath
    • 1,632 Sq Ft

    14 Richard Rd, Medway, MA 02053

    Welcome to 14 Richard Rd in Medway! Use your own inspiration to bring this immaculate raised ranch to life. This home is set on a desirable corner lot in the sought-after Brentwood neighborhood. Featuring a spacious and versatile floor plan, this 4-bedroom home has been thoughtfully updated with newer windows, hardwood flooring, a heating system, central air, a water heater, and more. The sunny,

    Zahra Zoglauer Coldwell Banker Realty - Boston

    14 Richard Rd, 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
    • /42

      Est $880,579

      Not Listed For Sale

      2 Harding Rd, Medway, MA 02053

      • 3 Beds
      • 2.5 Baths
      • 2,936 Sq Ft
      • Built 1981
      2 Harding Rd, Medway, MA 02053

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Laina Kaplan Realty Executives Boston West

  • /39

    $349,000

    $21K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,244 Sq Ft

    252 Main St, Medway, MA 02053

    Contractor Special! Fantastic opportunity for investors, contractors, flippers, or buyers looking to build equity. This well-located single-family home offers 3 bedrooms and sits on a large lot with tremendous potential for renovation, expansion, or redevelopment possibilities (buyer to perform all due diligence). The property requires significant repairs and updates and will not qualify for FHA,

    Jose Natal Goncalves Mega Realty Services

    252 Main St, 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 $1,130,637

    Last Listing Agent Lisa Paulette Coldwell Banker Realty - Framingham

    17 Stable Way, Medway, MA 02053
    • /36

      Est $886,090

      Not Listed For Sale

      160 Lovering St, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 2,865 Sq Ft
      • Built 1988
      160 Lovering St, Medway, MA 02053

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Debbie Chase Coldwell Banker Realty - Framingham

  • /3

    $200,000

    • Land
    • 25,264 Sq Ft
    • $344,828 per Acre

    21 Summer St, Medway, MA 02053

    Opportunity to build your own home in Medway! Lot conveniently located a few minutes from Route 495 - perfect for commuters. Survey & Perc Test responsible by buyer to determine if a lot is buildable with wetlands in back of lot.

    Team Rice REMAX Executive Realty

    21 Summer St, 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 $825,484

    Last Listing Agent Esposito Group eXp Realty LLC

    3 Wildwood Dr, Medway, MA 02053
    • /42

      Est $942,710

      Not Listed For Sale

      4 Stephanie Rd, Medway, MA 02053

      • 4 Beds
      • 3.5 Baths
      • 2,730 Sq Ft
      • Built 1981
      4 Stephanie Rd, Medway, MA 02053

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Joseph Barnes Keller Williams Realty Boston-Metro | Back Bay

  • /24

    $549,900

    Pre-Foreclosure
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    13 Center St, Medway, MA 02053

    Welcome to this beautifully refreshed 3-bedroom, 1-bath home nestled on just under a half-acre in a peaceful Medway neighborhood. Thoughtfully refinished throughout, the home showcases beautifully restored hardwood floors, brand-new countertops, and stylish light fixtures that create a warm, inviting feel. The spacious layout offers comfortable everyday living, while the full basement with both

    The Ponte Group Keller Williams South Watuppa

    13 Center St, Medway, MA 02053
  • /41

    $845,000

    Sold Aug 03, 2026

    13 Candlewood Dr, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,053 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Above List Price
    • $412/SF
    • 7 Days On Market

    Current Estimated Value $800,937

    Last Listing Agent Linda Dumouchel Realty Executives Boston West

    13 Candlewood Dr, Medway, MA 02053
    • /42

      Est $845,853

      Not Listed For Sale

      4 Kimberly Dr, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 2,282 Sq Ft
      • Built 1977
      4 Kimberly Dr, Medway, MA 02053

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kim Ferrari Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /42

    $725,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,880 Sq Ft

    4 Mallard Dr, Medway, MA 02053

    Welcome home to 4 Mallard Drive, where quiet cul-de-sac living, a sought-after neighborhood, and over an acre of beautiful land create the perfect setting. From the welcoming front porch to the sun-filled living spaces, this home feels warm and inviting from the moment you arrive. At the heart of the home, the spacious kitchen is designed for everyday living and effortless entertaining, featuring

    Team Rice REMAX Executive Realty

    4 Mallard Dr, 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 $753,206

    Last Listing Agent Lynn Rossini REMAX Executive Realty

    6 Thayer Rd, Medway, MA 02053
    • /36

      Est $982,715

      Not Listed For Sale

      5 Alexsandria Dr, Medway, MA 02053

      • 4 Beds
      • 3.5 Baths
      • 2,950 Sq Ft
      • Built 1985
      5 Alexsandria Dr, Medway, MA 02053

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Makenzie Bridges Better Living Real Estate, LLC

  • /42

    $739,000

    $56K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,469 Sq Ft

    199 Main St, Medway, MA 02053

    Centrally located in the heart of Medway, the historic Old Parish House offers convenient access to schools, parks, trails, dining and everyday amenities, yet feels remarkably private and surprisingly quiet inside. Built using timbers from Medway’s original 1749 meetinghouse, this exceptional home has been masterfully restored to honor its remarkable history while providing the comfort, space and

    Sarah Myles-Lennox MerryFox Realty

    199 Main St, 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

    Current Estimated Value $1,282,925

    Last Listing Agent Linda Dumouchel Realty Executives Boston West

    9 Tulip Way, Medway, MA 02053
    • /42

      Est $973,575

      Not Listed For Sale

      15 Alexsandria Dr, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 2,966 Sq Ft
      • Built 1985
      15 Alexsandria Dr, Medway, MA 02053

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Olga Guerrero Keller Williams Elite

  • /27

    $899,900

    Open Fri 6PM - 7:30PM
    • 3 Beds
    • 2.5 Baths
    • 3,024 Sq Ft

    35 Milford St, Medway, MA 02053

    Almost an acre — fenced, gated, and wrapped in trees. Built in 2021. You don't find this in a subdivision. Fruit trees, a storage shed, and room for a garden, a workshop, or whatever you've been waiting for space to do. Inside it's barely broken in: 9' ceilings, hardwood throughout, and an open kitchen with quartz counters, a center island and stainless appliances. The living room has a gas

    Joshua Shalin ERA Key Realty Services-Bay State Group

    35 Milford St, Medway, MA 02053
  • 40 Timber Crest Dr, Medway, MA 02053

    $905,000

    Sold Jul 23, 2026

    40 Timber Crest Dr, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 3,034 Sq Ft
    • Built 2022

    Last Sold Summary

    • 9% Below List Price
    • $298/SF
    • 135 Days On Market

    Current Estimated Value $908,512

    Last Listing Agent Brian O'keefe Redfin Corp.

    40 Timber Crest Dr, Medway, MA 02053
    • /36

      Est $885,486

      Not Listed For Sale

      10 Alexsandria Dr, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 2,276 Sq Ft
      • Built 1985
      10 Alexsandria Dr, Medway, MA 02053

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Linda Dumouchel Realty Executives Boston West

  • /34

    $949,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,918 Sq Ft

    13 Fairway Ln, Medway, MA 02053

    The covered front porch welcomes you into this beautifully updated Colonial on 1.1 acres in one of Medway’s most sought-after neighborhoods. A brand new kitchen features white Shaker-Style perimeter cabinetry with a complimentary sage green island, quartz countertops, tile flooring, stainless appliances and subway tile backsplash. Refinished hardwood floors, new carpet, and fresh paint create a

    Kulesza Mercuri Real Estate Team RE/MAX Real Estate Center

    13 Fairway Ln, Medway, MA 02053
  • /40

    $715,000

    Sold Jun 29, 2026

    38 Oakland St, Medway, MA 02053

    • 4 Beds
    • 3 Baths
    • 3,566 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $201/SF
    • 40 Days On Market

    Current Estimated Value $744,628

    Last Listing Agent The Rao Team Berkshire Hathaway Home Services Commonwealth Real Estate

    38 Oakland St, Medway, MA 02053
    • /42

      Est $728,570

      Not Listed For Sale

      15 Hill St, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 3,320 Sq Ft
      • Built 1996
      15 Hill St, Medway, MA 02053

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Marilyn Freedman Coldwell Banker Realty - Westwood

  • /26

    $659,900

    $20K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,818 Sq Ft

    23 Williamsburg Way Unit 23, Medway, MA 02053

    Fantastic, private end unit location in one of Medway's most desirable communities. Spacious first floor features hardwood floors, fireplaced living room, dining room with patio door to deck and 1/2 bath. First floor laundry room. Kitchen has newer stainless steel appliances, granite counters and maple cabinetry. Generous primary bedroom with walk in closet & full bath with soaking tub and tiled

    Linda Mossman Realty Executives Boston West

    23 Williamsburg Way Unit 23, Medway, MA 02053
  • /23

    $1,075,000

    Sold Mar 16, 2026

    19 Sycamore Way, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $336/SF
    • 46 Days On Market

    Current Estimated Value $1,087,969

    Last Listing Agent Guimares Group Conway - Hanover

    19 Sycamore Way, 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

  • /39

    $779,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,747 Sq Ft

    73 Lovering St, Medway, MA 02053

    Original owner has lovingly taken care of this spacious 4-bedroom Colonial offering everything you need, with beautiful country views, abundant wildlife, and a convenient location within walking distance of the elementary school and Choate Park.The traditional first-floor layout is ideal for both everyday living and entertaining, featuring formal living and dining rooms, a cozy fireside family

    Lynn Rossini REMAX Executive Realty

    73 Lovering St, Medway, MA 02053
  • /37

    $740,000

    Sold Feb 12, 2026

    7 Hill St, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,069 Sq Ft
    • Built 1977

    Last Sold Summary

    • 1% Below List Price
    • $358/SF
    • 5 Days On Market

    Current Estimated Value $763,535

    Last Listing Agent Lisa Paulette Coldwell Banker Realty - Framingham

    7 Hill 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

  • /34

    $529,900

    • 3 Beds
    • 1 Bath
    • 1,416 Sq Ft

    7 Hemlock Dr, Medway, MA 02053

    SPACIOUS 3 BEDROOM RANCH LOCATED IN A VERY DESIRABLE NEIGHBORHOOD OFFERS A LOT OF POTENTIAL FOR A NEW HOME OWNER. UPDATED ROOF - Vinyl windows , Hardwood in the main house- Dining Room, Living Room, Hall and Bedrooms - Attached family room/sun room off the rear of the house extends the living area. Some cosmetic updates will be needed but a great solid home! TOWN WATER - TOWN SEWER - SHOWINGS

    Molla Realty Team Costello Realty

    7 Hemlock Dr, 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 $549,376

    Last Listing Agent Team ROVI Real Broker MA, LLC

    32 Maple 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

  • /42

    $1,100,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,266 Sq Ft

    85 Fisher St, Medway, MA 02053

    Equestrian/Farm & Residential..Own a Piece of History!This historic landmark, once known as Kampersal Dairy Farm, is currently a working animal and produce farm where the charm of the old blends seamlessly with today's modern conveniences.The main house recently underwent a 1,000+ sq. ft. addition featuring an oversized 2 car garage w/ hydraulic lift. Kitchen, Bathrooms, MF Primary Bedroom,

    Meeghan Ford Berkshire Hathaway HomeServices Commonwealth Real Estate

    85 Fisher St, Medway, MA 02053
  • /41

    $605,000

    Sold Apr 24, 2026

    22 Milford St, Medway, MA 02053

    • 5 Beds
    • 2 Baths
    • 2,346 Sq Ft
    • Built 1780

    Last Sold Summary

    • 15% Above List Price
    • $258/SF
    • 6 Days On Market

    Current Estimated Value $598,237

    Last Listing Agent Amber Cadorette Keller Williams Elite

    22 Milford St, Medway, MA 02053

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home