5,135

Medway, MA Homes

Section Image
  • 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

    $557,000 Pending

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

    220 Main St Unit 220, Medway, MA 02053

    Welcome to this fully renovated 3BR, 2.5BA home - an antique colonial completely rebuilt inside & out about three years ago, including new roof, windows, systems, and finishes. Offering the privacy of a standalone residence within a six-unit HOA, it truly lives like new construction while preserving subtle historic charm. The bright, open layout features a stunning white kitchen with quartz

    Jocelyne Fauerbach ERA Key Realty Services- Milf

    220 Main St Unit 220, 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
    • 7 Wildebrook Rd, Medway, MA 02053
      7 Wildebrook Rd, Medway, MA 02053
      7 Wildebrook Rd, Medway, MA 02053
      /39

      Est $1,062,917 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,054 Sq Ft

      7 Wildebrook Rd, Medway, MA 02053

      7 Wildebrook Rd, 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

    • 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
  • 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 $1,079,162

    Last Listing Agent Lisa Paulette Coldwell Banker Realty - Framingham

    17 Stable Way, Medway, MA 02053
    • 157 Summer St, Medway, MA 02053
      157 Summer St, Medway, MA 02053
      157 Summer St, Medway, MA 02053
      /35

      Est $884,058 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,219 Sq Ft

      157 Summer St, Medway, MA 02053

      157 Summer 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
  • 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 $780,037

    Last Listing Agent Esposito Group eXp Realty

    3 Wildwood Dr, Medway, MA 02053
    • 153 Summer St, Medway, MA 02053
      153 Summer St, Medway, MA 02053
      153 Summer St, Medway, MA 02053
      /27

      Est $861,403 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,437 Sq Ft

      153 Summer St, Medway, MA 02053

      153 Summer 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
  • 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 $1,069,956

    Last Listing Agent Linda Dumouchel Realty Executives Boston West

    7 Tulip Way, Medway, MA 02053
    • 160 Lovering St, Medway, MA 02053
      160 Lovering St, Medway, MA 02053
      160 Lovering St, Medway, MA 02053
      /36

      Est $918,615 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
  • 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
  • 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 $709,064

    Last Listing Agent Lynn Rossini REMAX Executive Realty

    6 Thayer Rd, Medway, MA 02053
    • 4 Stephanie Rd, Medway, MA 02053
      4 Stephanie Rd, Medway, MA 02053
      4 Stephanie Rd, Medway, MA 02053
      /42

      Est $980,060 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
  • 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
  • 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 $732,711

    Last Listing Agent Nancy Antonio Keller Williams Boston MetroWest

    8 Overlook Dr, Medway, MA 02053
    • 4 Kimberly Dr, Medway, MA 02053
      4 Kimberly Dr, Medway, MA 02053
      4 Kimberly Dr, Medway, MA 02053
      /42

      Est $845,428 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
  • 5 Fales St, Medway, MA 02053
    5 Fales St, Medway, MA 02053
    5 Fales St, Medway, MA 02053
    /39

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,364 Sq Ft

    5 Fales St, Medway, MA 02053

    Step inside this beautifully maintained 4-bedroom, 2.5-bath Colonial that perfectly blends comfort, style, and outdoor enjoyment. Located on a cul-de-sac with over a half acre, the bright, inviting layout with spacious living areas ideal for both relaxing and entertaining. The updated kitchen offers plenty of counter space, modern appliances, and an easy flow to the dining and family rooms.

    Janet Childs Century 21 Custom Home Realty

    5 Fales St, 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 $705,361

    Last Listing Agent Dana Sanderson Coldwell Banker Realty - Waltham

    1 Main St, Medway, MA 02053
    • 5 Alexsandria Dr, Medway, MA 02053
      5 Alexsandria Dr, Medway, MA 02053
      5 Alexsandria Dr, Medway, MA 02053
      /36

      Est $1,005,439 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
  • 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

    $590,000

    • 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
  • 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 $504,444

    Last Listing Agent Team ROVI Real Broker MA, LLC

    32 Maple St, Medway, MA 02053
    • 15 Alexsandria Dr, Medway, MA 02053
      15 Alexsandria Dr, Medway, MA 02053
      15 Alexsandria Dr, Medway, MA 02053
      /42

      Est $1,001,979 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
  • 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
  • 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 $714,862

    Last Listing Agent Michelle O'mara MAssachusetts Real Estate Group

    193 Main St, Medway, MA 02053
    • 10 Alexsandria Dr, Medway, MA 02053
      10 Alexsandria Dr, Medway, MA 02053
      10 Alexsandria Dr, Medway, MA 02053
      /36

      Est $922,876 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
  • 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 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
    • 13 Hill St, Medway, MA 02053
      13 Hill St, Medway, MA 02053
      13 Hill St, Medway, MA 02053
      /24

      Est $709,263 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
  • 30 Broken Tree Rd, Medway, MA 02053
    30 Broken Tree Rd, Medway, MA 02053
    30 Broken Tree Rd, Medway, MA 02053
    /40

    $950,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft

    30 Broken Tree Rd, Medway, MA 02053

    This east facing colonial is oriented to maximize privacy on a beautiful Ellis Farms cul-de-sac lot. The spacious foyer opens to a fireplaced living room. A bright kitchen with stainless appliances and quartz island flows into a separate dining area with sliders leading to the patio and fully fenced backyard. A versatile adjoining room serves as formal dining space or comfortable family room, and

    Victoria Keith The Agency Boston

    30 Broken Tree Rd, 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 $528,569

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    7 King Phillip St, Medway, MA 02053
    • 15 Hill St, Medway, MA 02053
      15 Hill St, Medway, MA 02053
      15 Hill St, Medway, MA 02053
      /42

      Est $709,263 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 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
  • 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 $771,073

    Last Listing Agent Betsy Conlon Berkshire Hathaway HomeServices Page Realty

    3 Howe St, Medway, MA 02053
    • 2 Homestead Dr, Medway, MA 02053
      2 Homestead Dr, Medway, MA 02053
      2 Homestead Dr, Medway, MA 02053
      /38

      Est $1,071,434 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
  • 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
  • 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 $940,753

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    19 Azalea Dr, Medway, MA 02053
    • 27 Fairway Ln, Medway, MA 02053
      27 Fairway Ln, Medway, MA 02053
      27 Fairway Ln, Medway, MA 02053
      /36

      Est $1,273,672 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
  • 9 Sanford St, Medway, MA 02053
    9 Sanford St, Medway, MA 02053
    9 Sanford St, Medway, MA 02053
    /33

    $429,999 Pending

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft

    9 Sanford St, Medway, MA 02053

    This isn't just a beautiful home—it's your next chapter! Refined Charm in the Heart of Medway Village, Discover timeless character and modern comfort in this updated 3-bedroom residence, ideally located near Medway’s top-rated schools, local shops, dining, and commuter access to Rte. 109, 495, and the rail. The home features a spacious, light-filled living room, updated kitchen, and beautifully

    Markese Daise Stony Brook & Lennox Realty Advisors

    9 Sanford St, Medway, MA 02053

Showing Results 41 - 80, Page 2 of 18

Massachusetts Norfolk County Medway

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group