5,126

Medway, MA Homes

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  • /23

    $1,114,096 New Construction

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

    19 Sycamore Way Unit L40, Medway, MA 02053

    5yr Home Warranty Included!! Ready to move-in. Includes a 650+/-sf walk-out finished basement w/ 9' ceilings!! LAST 1 LEFT! Ready for you to claim your spot in this thoughtfully designed community. The most private retreat lot, and on a Cul-de-sac! The STOWE is centered around an open floor plan w/ gracious space between the K, dining & FR where you will spend much of your time w/ family &

    Agent Photo

    Michael Guimares Jr

    Conway - Hanover

    (508) 216-7817

    19 Sycamore Way Unit L40, Medway, MA 02053
  • /39

    $2,279 - $13,997 total monthly price

    Hathon

    1 - 3 Beds

    39 Main St, Medway, MA 02053

    Welcome to Hathon, a community of luxury apartments in Medway, MA, where traditional charm meets contemporary sophistication. Designed to offer a fresh and inviting atmosphere, Hathon blends intimacy and energy, creating a space that feels both modern and welcoming. This vibrant community celebrates the best of Medway, offering residents unparalleled comfort, luxury, and convenience.

    39 Main St, Medway, MA 02053
  • /25

    $515,000 Sold Oct 31, 2025

    • 1,012 Sq Ft
    • $509/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    12 Gorwin Dr, Medway, MA 02053

    Location! Location! Ranch style home situated in desirable Brentwood residential neighborhood in Medway close to schools, shopping, restaurants, driving range, Urgent Care Facility, daycare, fitness studios, major roads and more! As you enter you find fresh interior paint, gleaming hardwood flooring throughout, 3 bedrooms, dining room w/ slider to deck, kitchen with stainless steel appliances,

    Jodi Kairit Berkshire Hathaway HomeServices Page Realty

    12 Gorwin Dr, Medway, MA 02053
    • /41

      Est $1,356,789 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,000 Sq Ft

      1 Applegate Rd, Medway, MA 02053

      1 Applegate Rd, Medway, MA 02053
  • /42

    $874,900

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    56 Fisher St, Medway, MA 02053

    *Motivated Seller offers $5,000 concession* Welcome to 56 Fisher Street! The best of farmhouse & colonial comforts mixed with the latest in modern conveniences. Oversized 3,000 sq.ft. Saltbox Colonial boasts huge rooms, 3 fireplaces, along with central air conditioning & smart house capabilities. The eat-in kitchen equipped w/ SS double wall smart ovens, new SS dishwasher, Chef’s 5-burner gas

    Cynthia Owens-Nix Century 21 The Real Estate Group

    56 Fisher St, Medway, MA 02053
  • /19

    $2,750 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    1 West St, Medway, MA 02053

    Charming Single-Family Rental in Medway! Welcome to 1 West St, a beautifully maintained 2-bedroom, 2-bath home offering comfort, convenience, and space.Enjoy an open-concept living and kitchen area perfect for entertaining, along with a large yard and spacious deck ideal for outdoor activities. There is a full bath and small bedroom in the first level. The second level has a large bedroom with

    Darlene & Company Lamacchia Realty, Inc.

    1 West St, Medway, MA 02053
  • /37

    $545,000 Sold Oct 30, 2025

    • 1,622 Sq Ft
    • $336/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    6 Norfolk Ave, Medway, MA 02053

    Discover a charming colonial-style home featuring three bedrooms, two full baths, and a detached garage, nestled in the highly sought-after town of Medway. This residence showcases the timeless beauty of a classic colonial, enhanced by recent upgrades such as a new roof and elegant quartz countertops with a tile backsplash. With a walk-up attic offering potential for future expansion and a

    Sherrilynn Lombard New Homes Marketing

    6 Norfolk Ave, Medway, MA 02053
    • /11

      Est $1,115,277 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,250 Sq Ft

      95 Winthrop St, Medway, MA 02053

      95 Winthrop St, Medway, MA 02053
  • /42

    $1,250,000

    • 5 Beds
    • 4 Baths
    • 4,145 Sq Ft

    116 Winthrop St, Medway, MA 02053

    Are you tired of cookie-cutter new homes? It feels like every builder is churning out the same generic designs with no personality. At 116 Winthrop Street, a renowned local builder has masterfully blended historic charm with modern elegance, creating a home that stands out. From the exposed beams in the gourmet chef’s kitchen to the opulent marble finishes in all four full bathrooms, every detail

    Michael Gilbert Stuart St James, Inc.

    116 Winthrop St, Medway, MA 02053
  • /42

    $4,000 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft
    • House for Rent

    123 Summer St, Medway, MA 02053

    Nestled at 123 Summer Street, Medway, MA, this single-family residence offers an unparalleled opportunity to embrace a lifestyle of comfort and tranquility. The property presents an inviting canvas, ready to be personalized to reflect your unique vision and aspirations. With a generous 2840 square feet of living space, the home provides ample room for both relaxation and entertainment. The

    ZAHIDUL ISLAM Cameron Prestige, LLC

    123 Summer St, Medway, MA 02053
  • /18

    $610,000 Sold Oct 28, 2025

    • 2,656 Sq Ft
    • $230/SF
    • 3 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1987

    12 Alder St, Medway, MA 02053

    What a great opportunity__FIRST FLOOR BEDROOM__ in this FIVE bedroom & 2 1/2 Baths custom built Classic New England Colonial on a beautiful half acre lot on a tree-lined street. Needs TLC - but it's beauty can be recaptured... Two car garage. In Ground Pool.. ... CABINET-PACKED Kitchen___FIRST FLOOR BEDROOM__ Lots of closet space and storage space.. First floor has a nice open flooring plan..

    Paul Harkey Paul Harkey Real Estate

    12 Alder St, Medway, MA 02053
    • /40

      Est $997,728 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,892 Sq Ft

      3 Independence Ln, Medway, MA 02053

      3 Independence Ln, Medway, MA 02053
  • /42

    $975,000

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

    30 Broken Tree Rd, Medway, MA 02053

    Privately set on a quiet Ellis Farms cul-de-sac, this timeless colonial blends sophistication with everyday comfort. The foyer opens to a fireplaced living room and a bright kitchen with stainless appliances and quartz island opens to a separate dining area with sliders leading to the patio and fully fenced backyard. A versatile adjoining room can serve as a formal dining space or comfortable

    Victoria Keith The Agency Boston

    30 Broken Tree Rd, Medway, MA 02053
  • /13

    $2,200 total monthly price

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    146 Village St Unit 3, Medway, MA 02053

    Spacious and beautifully updated apartment located in a prime downtown location! This large unit offers a modern and comfortable living space just steps away from restaurants, shops, and public transportation. Enjoy the convenience of off-street parking and the comfort of having heat, hot water, and water included in the rent. The apartment features bright rooms, updated finishes, and ample

    Rodrigo Azevedo Pablo Maia Realty

    146 Village St Unit 3, Medway, MA 02053
  • /35

    $750,000 Sold Oct 21, 2025

    • 2,622 Sq Ft
    • $286/SF
    • 50 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1957

    37 Maple St, Medway, MA 02053

    Lovingly maintained, 5/6 bedroom Colonial. The entire second floor added in 2002, along with siding, and windows throughout home. 1st floor has wonderful open floor plan, living room, kitchen and dining room, 2 bedrooms and a bathroom with shower. Second floor boasts all brand new hardwood flooring, 3 bedrooms plus a bonus room which could be a 6th bedroom and recent 2025 bathroom remodel. The

    Darla Prentice Prentice Realty Group

    37 Maple St, Medway, MA 02053
    • /10

      Est $388,426 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 736 Sq Ft

      243 Village St, Medway, MA 02053

      243 Village St, Medway, MA 02053
  • /42

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,762 Sq Ft

    26 Timber Crest Dr, Medway, MA 02053

    "Immaculate" is an understatement. This 2yr old, EAST facing HUGHES model shows as new. The 2-story open foyer welcomes all guests & highlights how light & bright the space is. Open concept design has an expanded kitchen & dining area overlooking an oversized FR w/ gas fireplace. Kitchen offers custom cabinetry, SS appliances, double pantry cabinets, quartz counters, tile backsplash & gas

    Guimares Group Conway - Hanover

    26 Timber Crest Dr, Medway, MA 02053
  • /10

    $2,300 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    3 Church St Unit F, Medway, MA 02053

    Welcome to 3 Church Street, Unit F! This updated two-bedroom, one-and-a-half-bath apartment blends comfort with modern style in the heart of Medway. The first floor showcases an inviting open layout, where a sleek kitchen with granite counters, stainless steel appliances, and rich hardwood flooring flows seamlessly into the spacious living area, creating the perfect setting for everyday living or

    Janet Childs Century 21 Custom Home Realty

    3 Church St Unit F, Medway, MA 02053
  • /25

    $462,000 Sold Oct 20, 2025

    • 1,531 Sq Ft
    • $302/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    12 Kelley St, Medway, MA 02053

    This charming Cape-style single-family home is brimming with potential & perfect for investors seeking a flip or buyers looking to build equity through renovations. Nestled in a peaceful neighborhood on a large, level lot, the property offers a prime commuter location close to shopping, dining, and just a short walk to the Middle School, ball fields, and tennis courts. The first floor features a

    Faina Shapiro Berkshire Hathaway HomeServices Page Realty

    12 Kelley St, Medway, MA 02053
    • /31

      Est $798,150 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,211 Sq Ft

      1 High St, Medway, MA 02053

      1 High St, Medway, MA 02053
  • /20

    $765,000

    • 4 Beds
    • 3 Baths
    • 2,302 Sq Ft

    22 Sunset Dr, Medway, MA 02053

    ****PRICE TO SELL!!!**** A beautiful updated home located within a desirable established neighborhood. Close to /easy access to the town center for dining, shopping & the McGovern Elementary school. Offering a spacious large family room, a tranquil vaulted sunroom & an extra-large entertainment room. Renovated kitchen, vaulted ceiling sunroom, dining room, living room, walk-out brick patio w/

    David White OwnerEntry.com

    22 Sunset Dr, Medway, MA 02053
  • /42

    $1,810,000 Sold Oct 20, 2025

    • 7,410 Sq Ft
    • $244/SF
    • 93 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2008

    3 Newton Ln, Medway, MA 02053

    Luxury dream home! This custom 7,410 sq ft estate on a private 1.29-acre lot offers 3 finished levels, 5 beds & 5.5 baths. Open floor plan w/soaring ceilings,hardwoods, extensive crown molding, and exquisite custom woodwork throughout. Gourmet kitchen features high-end appliances, large island, eat-in bay & 3 beverage fridges. Grand Family Rm w/fireplace, coffered ceilings & 2-story windows, plus

    Linda Dumouchel Realty Executives Boston West

    3 Newton Ln, Medway, MA 02053
    • /35

      Est $683,940 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,274 Sq Ft

      4 Pine Ridge Dr Unit 3, Medway, MA 02053

      4 Pine Ridge Dr Unit 3, Medway, MA 02053
  • /41

    $1,150,000

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

    6 Freedom Trail, Medway, MA 02053

    Exceptional home in one of Medway's premier neighborhoods. Inside features top quality custom kitchen and bathroom cabinets. Granite counter tops in kitchen and full baths. Pedestal sinks in both half baths. All window treatments included. All kitchen and laundry appliances included. All bedrooms and laundry located on second floor. Farmers porch across the front of this home and a screen porch

    Paul Yorkis Patriot Real Estate, Inc.

    6 Freedom Trail, Medway, MA 02053
  • /40

    $555,000 Sold Oct 17, 2025

    • 1,632 Sq Ft
    • $340/SF
    • 10 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1960

    14 Richard Rd, Medway, MA 02053

    Welcome to 14 Richard Rd in Medway! This immaculate raised ranch 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, flooring, heating system, central air, water heater and more. The sunny and bright cathedral ceiling living room flows seamlessly into the

    Faina Shapiro Berkshire Hathaway HomeServices Page Realty

    14 Richard Rd, Medway, MA 02053
    • /35

      Est $801,654 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,188 Sq Ft

      4 Bullard Cir, Medway, MA 02053

      4 Bullard Cir, Medway, MA 02053
  • /31

    $529,900

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

    3 Meryl St, Medway, MA 02053

    Your new home is waiting for you! Living room with bay window gives you lots of natural light.Beautiful hardwood floors throughout. Bright and sunny kitchen with eat in area opens to your cozy sun room. Three bedrooms and full bath complete the first floor. The lower level offers lots of space for storage and a bonus room that has so many possibilities. Enjoy the deck and patio with a fully

    Kathleen Craig ERA Key Realty Services

    3 Meryl St, Medway, MA 02053
  • /29

    $489,900 Sold Oct 10, 2025

    • 1,400 Sq Ft
    • $350/SF
    • 62 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    1 John St, Medway, MA 02053

    Fully renovated in 2020, this beautiful home offers natural stained hardwood flooring, recessed lighting, and modern touches throughout. This meticulous renovation includes: new gas heating system, new electrical, new roof, new plumbing, central air, new paved driveway, and new private deck. The first floor is flooded with natural sunlight and offers an elegant, open living area. The living room

    Michele Forester EXIT Premier Real Estate

    1 John St, Medway, MA 02053
    • /39

      Est $1,073,521 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
  • /42

    $567,000

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

    220 Main St Unit 220, Medway, MA 02053

    Welcome to this beautifully remodeled single-family style condo in desirable Medway! Part of a small six-unit HOA, this 3BR, 2.5 bath home offers the privacy of a standalone residence with the ease of condo living. Thoughtfully renovated from top to bottom, it feels more like new construction, featuring modern systems, finishes, and design while preserving a touch of historic charm. The bright,

    Jocelyne Fauerbach ERA Key Realty Services- Milf

    220 Main St Unit 220, Medway, MA 02053
  • /33

    $685,000 Sold Oct 09, 2025

    • 2,209 Sq Ft
    • $310/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    14 Millstone Dr Unit 14, Medway, MA 02053

    Discover your new home in this desirable 55+ community. Millstone Village is a picturesque 80-unit complex with meticulously maintained grounds, a charming gazebo, and scenic walking trails. This open-concept townhome offers comfortable one-level living with a spacious first-floor primary suite featuring a large en-suite bathroom. The main level is bright and inviting with hardwood floors, a

    Laura Lowe The Agency Marblehead

    14 Millstone Dr Unit 14, Medway, MA 02053
    • /35

      Est $883,942 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
  • /26

    $600,000

    • 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
  • /42

    $901,000 Sold Oct 09, 2025

    • 3,248 Sq Ft
    • $277/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1997

    16 Gray Squirrel Cir, Medway, MA 02053

    Welcome home to 16 Gray Squirrel Circle, a private summer retreat you’ll love year-round, set back on a 4-acre priv lot abutting woods! The Beautifully maintained 4BR, 2.5BA Colonial has an updated eat-in kitchen (2020) features quartz countertops w/tiled backsplash, a pantry, & opens to a vaulted great rm with views of the fenced backyard oasis-complete w/an inground pool, hot tub, patio, fire

    Linda Dumouchel Realty Executives Boston West

    16 Gray Squirrel Cir, Medway, MA 02053
    • /27

      Est $868,309 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
  • /35

    $458,900

    • 2 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    14 Heritage Dr, Medway, MA 02053

    Welcome to Colonial Park Estates! This beautifully updated end-unit townhouse combines comfort, style, and convenience—all just minutes from downtown shops, restaurants, Choate Park, and walking trails. You’ll love the bright, open layout featuring a modern kitchen with stainless steel appliances, granite countertops, and Brazilian cherry hardwood floors that flow through the main level and up

    Team Rice RE/MAX Executive Realty

    14 Heritage Dr, Medway, MA 02053
  • /41

    $941,675 Sold Oct 09, 2025

    • 4,675 Sq Ft
    • $201/SF
    • 81 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1983

    5 Deerfield Rd, Medway, MA 02053

    MUST SEE! Nestled on a wooded lot in desirable neighborhood, this home offers: SOLAR, CENTRAL AIR, NEW SEPTIC, INDOOR HEATED POOL WITH SPA. Gourmet-sized kitchen w/ double ovens. Bright year-round solarium for entertaining off dining room. Four generous bedrooms – including primary w/ en suite full bath - and four additional bathrooms. First-floor office. Lower Level houses large family room with

    Deb Costa On the Move Real Estate

    5 Deerfield Rd, Medway, MA 02053
    • /36

      Est $918,065 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
  • /29

    $589,900

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

    36 Lovering St, Medway, MA 02053

    Welcome to 36 Lovering Street, a beautifully maintained 4 bedroom, 2 bath Cape that blends timeless charm with today’s design trends. The inviting interior features warm hardwood floors, a cozy fireplace, and moody coastal vibes that make every space feel relaxed and stylish. The kitchen exudes timeless appeal with design choices that feel fresh and current, plus a delightful built-in that adds

    Shannon Hurley Century 21 Custom Home Realty

    36 Lovering St, Medway, MA 02053
  • /39

    $734,500 Sold Oct 07, 2025

    • 2,550 Sq Ft
    • $288/SF
    • 35 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1860

    18 Norfolk Ave, Medway, MA 02053

    Don't miss this opportunity to own this unique, beautiful property in Medway. Whether you are looking to move in and rent one unit, or are an investor planning on renting both units, this home is for you! Tucked on a beautiful side street yet close proximity to all the amenities you could ask for! Upon entering the front door, you will enter the hallway separating the two units. On the first

    The Allain Group Compass

    18 Norfolk Ave, Medway, MA 02053

Showing Results 1 - 40, Page 1 of 18

Home Trends in Medway, MA

Housing Trends

Median Sale Price
$712,500
Median Single Family Sale Price
$740,000
Median Townhouse Sale Price
$722,500
Median 2 Bedroom Sale Price
$580,000
Median 1 Bedroom Sale Price
$312,000
Average Price Per Sq Ft
$341
Number of Homes for Sale
21
Last 12 months Home Sales
154
Months of Supply
1.60
Median List Price
$700,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
3%
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