5,127

Medway, MA Homes

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  • 11 Cottonwood Ln Unit Lot 34, Medway, MA 02053
    11 Cottonwood Ln Unit Lot 34, Medway, MA 02053
    11 Cottonwood Ln Unit Lot 34, Medway, MA 02053
    /3

    $933,960 Sold Jun 25, 2025

    • 2,193 Sq Ft
    • $426/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    11 Cottonwood Ln Unit Lot 34, Medway, MA 02053

    Construction has started in Timber Crest Estates-Medway for The HAWTHORNE in Phase 3. An open concept design w/ an oversized 17x24 FR perfect for entertaining. Custom kitchen w/ soft-close cabinetry, Stainless steel appliances, pantry & granite counters provide all you expect in new construction. Easy access to your 12x10 rear deck & private back yard where you can take in the natural

    Guimares Group Conway - Hanover

    11 Cottonwood Ln Unit Lot 34, Medway, MA 02053
    • 58 Holliston St, Medway, MA 02053
      58 Holliston St, Medway, MA 02053
      58 Holliston St, Medway, MA 02053
      /36

      Est $669,941 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,880 Sq Ft

      58 Holliston St, Medway, MA 02053

      58 Holliston St, Medway, MA 02053
  • 4 Wildwood Dr, Medway, MA 02053
    4 Wildwood Dr, Medway, MA 02053
    4 Wildwood Dr, Medway, MA 02053
    /41

    $923,000 Sold Jun 23, 2025

    • 2,353 Sq Ft
    • $392/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    4 Wildwood Dr, Medway, MA 02053

    A Room for Everyone! This well maintained 4 BR, 2.5-BA Colonial is perfectly designed for modern family living. The expansive floor plan features a sun-splashed, eat-in granite kitchen & dining area. Sliders lead to a fantastic 3-season sunroom, opening to a patio overlooking a backyard oasis. This outdoor retreat includes a heated in-ground salt water pool, spacious patio, fire pit area, &

    Linda Dumouchel Realty Executives Boston West

    4 Wildwood Dr, Medway, MA 02053
    • 103 Holliston St, Medway, MA 02053
      103 Holliston St, Medway, MA 02053
      103 Holliston St, Medway, MA 02053
      /39

      Est $612,289 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,172 Sq Ft

      103 Holliston St, Medway, MA 02053

      103 Holliston St, Medway, MA 02053
  • 142 Holliston St, Medway, MA 02053
    142 Holliston St, Medway, MA 02053
    142 Holliston St, Medway, MA 02053
    /42

    $740,000 Sold Jun 20, 2025

    • 2,552 Sq Ft
    • $290/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1968

    142 Holliston St, Medway, MA 02053

    Set back from the street on a beautifully landscaped half-acre lot, this thoughtfully updated raised ranch offers the perfect balance of comfort, privacy, and convenience. Featuring hardwood floors throughout, the main level includes four bedrooms and two full bathrooms, along with a bright, open kitchen and dining area, a spacious living room, and a tranquil four season sunroom tucked at the

    Peter Loftus William Raveis R.E. & Home Services

    142 Holliston St, Medway, MA 02053
    • 3 Willow Crest Way, Medway, MA 02053
      3 Willow Crest Way, Medway, MA 02053
      3 Willow Crest Way, Medway, MA 02053
      /30

      Est $869,499 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,764 Sq Ft

      3 Willow Crest Way, Medway, MA 02053

      3 Willow Crest Way, Medway, MA 02053
  • 53 Holliston St, Medway, MA 02053
    53 Holliston St, Medway, MA 02053
    53 Holliston St, Medway, MA 02053
    /39

    $655,000 Sold Jun 20, 2025

    • 3,263 Sq Ft
    • $201/SF
    • 33 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1820

    53 Holliston St, Medway, MA 02053

    Discover this beautifully updated 11-room home offering over 3,200 sq ft of flexible living space. The first floor features a fireplaced living room, den, sunroom, updated eat-in kitchen, half bath with laundry, and a spacious family room. Upstairs, you’ll find 5 bedrooms, 2 full baths, and a large game room over the two-car garage. Recent updates include the furnace, water heater, two bathrooms,

    Laina Kaplan Realty Executives Boston West

    53 Holliston St, Medway, MA 02053
    • 27 Sunset Dr, Medway, MA 02053
      27 Sunset Dr, Medway, MA 02053
      27 Sunset Dr, Medway, MA 02053
      /39

      Est $581,944 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,220 Sq Ft

      27 Sunset Dr, Medway, MA 02053

      27 Sunset Dr, Medway, MA 02053
  • 1 Daffodil Ln, Medway, MA 02053
    1 Daffodil Ln, Medway, MA 02053
    1 Daffodil Ln, Medway, MA 02053
    /42

    $1,160,000 Sold Jun 20, 2025

    • 4,366 Sq Ft
    • $266/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    1 Daffodil Ln, Medway, MA 02053

    Experience refined luxury in a private cul-de-sac oasis at Granite Estates. This exquisite 3-story 4 bedrm custom Colonial offers over 4,000 square feet of artfully designed living space on a 0.52-acre lot. Elegant interiors include a gourmet chef’s kitchen w/a center island, a spacious LG walk-in pantry rm, formal living & dining areas. A sunlit fireplaced family rm & custom built-ins redefines

    Linda Dumouchel Realty Executives Boston West

    1 Daffodil Ln, Medway, MA 02053
    • 7 Robin Cir, Medway, MA 02053
      7 Robin Cir, Medway, MA 02053
      7 Robin Cir, Medway, MA 02053
      /11

      Est $531,409 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 931 Sq Ft

      7 Robin Cir, Medway, MA 02053

      7 Robin Cir, Medway, MA 02053
  • 88 Lovering St, Medway, MA 02053
    88 Lovering St, Medway, MA 02053
    88 Lovering St, Medway, MA 02053
    /37

    $751,000 Sold Jun 17, 2025

    • 2,256 Sq Ft
    • $333/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1975

    88 Lovering St, Medway, MA 02053

    Welcome to this beautifully updated 4-bedroom, 2-bathroom Colonial nestled on nearly 2 acres in the sought-after town of Medway! This spacious home boasts a full first-floor renovation that includes a stunning family room with LVP flooring and wood burning fireplace, a convenient laundry room, a full bath with tiled glass shower, and a private bedroom—perfect for guests or flexible living space.

    Team Rice RE/MAX Executive Realty

    88 Lovering St, Medway, MA 02053
    • 6 Gorwin Dr, Medway, MA 02053
      6 Gorwin Dr, Medway, MA 02053
      6 Gorwin Dr, Medway, MA 02053
      /32

      Est $648,915 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,003 Sq Ft

      6 Gorwin Dr, Medway, MA 02053

      6 Gorwin Dr, Medway, MA 02053
  • 52 Main St, Medway, MA 02053
    52 Main St, Medway, MA 02053
    52 Main St, Medway, MA 02053
    /26

    $510,000 Sold Jun 17, 2025

    • 909 Sq Ft
    • $561/SF
    • 15 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    52 Main St, Medway, MA 02053

    This inviting and well-maintained ranch style home offers comfortable one level living with three bedrooms. Thoughtfully cared for and updated, the bright living spaces have hardwood flooring and energy efficient windows that bring in plenty of natural light. Downstairs there are two partially finished rooms that offer another 300 plus square feet of living space, there is also a separate

    Mark LaLond Berkshire Hathaway HomeServices Page Realty

    52 Main St, Medway, MA 02053
    • 2 Richard Rd, Medway, MA 02053
      2 Richard Rd, Medway, MA 02053
      2 Richard Rd, Medway, MA 02053
      /29

      Est $552,159 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      2 Richard Rd, Medway, MA 02053

      2 Richard Rd, Medway, MA 02053
  • 7 Appleton Way, Medway, MA 02053
    7 Appleton Way, Medway, MA 02053
    7 Appleton Way, Medway, MA 02053
    /42

    $929,000 Sold Jun 16, 2025

    • 3,118 Sq Ft
    • $298/SF
    • 71 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    7 Appleton Way, Medway, MA 02053

    Nothing to do but move in to this young, sunny and picture perfect colonial located at the end of a cul-de-sac in a sought after Medway neighborhood. Upon entering this home, you are welcomed by open concept living, hardwood flooring, a working fireplace and an updated kitchen with granite countertops, tile backsplash and stainless appliances. First floor is complete with a half bathroom,

    Michael Lord Capital Realty Group

    7 Appleton Way, Medway, MA 02053
    • 38 Gorwin Dr, Medway, MA 02053
      38 Gorwin Dr, Medway, MA 02053
      38 Gorwin Dr, Medway, MA 02053
      /20

      Est $591,686 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft

      38 Gorwin Dr, Medway, MA 02053

      38 Gorwin Dr, Medway, MA 02053
  • 114 Milford St, Medway, MA 02053
    114 Milford St, Medway, MA 02053
    114 Milford St, Medway, MA 02053
    /30

    $339,000 Sold Jun 12, 2025

    • 1,584 Sq Ft
    • $214/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    114 Milford St, Medway, MA 02053

    Medway!! Attention Investors, Flippers, or if you're a future homeowner looking to move into this community and not afraid of putting in the work, you have found it here! This will not qualify for standard financing. This property is being sold in "AS IS" WHERE IS" Condition. Cash Buyers Only! All potential buyers and agents are responsible for conducting their own due diligence. New Septic

    David Consigli Century 21 The Real Estate Group

    114 Milford St, Medway, MA 02053
    • 48 Main St, Medway, MA 02053
      48 Main St, Medway, MA 02053
      48 Main St, Medway, MA 02053
      /39

      Est $596,699 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,518 Sq Ft

      48 Main St, Medway, MA 02053

      48 Main St, Medway, MA 02053
  • 5 Vernon Rd, Medway, MA 02053
    5 Vernon Rd, Medway, MA 02053
    5 Vernon Rd, Medway, MA 02053
    /20

    $540,000 Sold Jun 11, 2025

    • 1,104 Sq Ft
    • $489/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    5 Vernon Rd, Medway, MA 02053

    Open House Sunday May 18th 11am-1pm. Enjoy Single Level Living in this wonderful cul-de-sac neighborhood Ranch offering 3 Bedrooms and a renovated full bath with a large level yard perfect for outdoor fun and entertaining. Upon entering the home, the bright yet cozy picture window living room with gleaming hardwood flooring & wood-burning fireplace greets you warmly. The space opens up to the

    Brian Hickox Keller Williams Elite

    5 Vernon Rd, Medway, MA 02053
    • 30 Coffee St, Medway, MA 02053
      30 Coffee St, Medway, MA 02053
      30 Coffee St, Medway, MA 02053
      /40

      Est $592,702 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,500 Sq Ft

      30 Coffee St, Medway, MA 02053

      30 Coffee St, Medway, MA 02053
  • 15 Cottage St, Medway, MA 02053
    15 Cottage St, Medway, MA 02053
    15 Cottage St, Medway, MA 02053
    /28

    $675,000 Sold Jun 06, 2025

    • 1,984 Sq Ft
    • $340/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1973

    15 Cottage St, Medway, MA 02053

    Set back from the road and close to numerous amenities, this 4-bedroom, 2 bathroom raised ranch style home offers both privacy & convenience. Enjoy spending time in your cozy living room - whether hosting guests or just spending time with the family. Updated kitchen featuring granite countertops, ss appliances, and eat-in dining area. Large sunroom off the back with ample natural light provides

    Team Rice RE/MAX Executive Realty

    15 Cottage St, Medway, MA 02053
    • 41 Gorwin Dr, Medway, MA 02053
      41 Gorwin Dr, Medway, MA 02053
      41 Gorwin Dr, Medway, MA 02053
      /37

      Est $636,632 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,722 Sq Ft

      41 Gorwin Dr, Medway, MA 02053

      41 Gorwin Dr, Medway, MA 02053
  • 19 Kenney Dr, Medway, MA 02053
    19 Kenney Dr, Medway, MA 02053
    19 Kenney Dr, Medway, MA 02053
    /40

    $870,000 Sold Jun 05, 2025

    • 2,836 Sq Ft
    • $307/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2010

    19 Kenney Dr, Medway, MA 02053

    Thoughtfully designed with both style and functionality in mind, this home is a must-see. The spacious dining room seamlessly connects to a private patio, creating the perfect setting for outdoor dining, grilling, and summer gatherings. The beautifully updated kitchen features sleek granite countertops, upgraded cabinetry, and a built-in wine fridge for effortless entertaining. Soaring vaulted

    Team Rice RE/MAX Executive Realty

    19 Kenney Dr, Medway, MA 02053
    • 5 Virginia Rd, Medway, MA 02053
      5 Virginia Rd, Medway, MA 02053
      5 Virginia Rd, Medway, MA 02053
      /29

      Est $625,256 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,743 Sq Ft

      5 Virginia Rd, Medway, MA 02053

      5 Virginia Rd, Medway, MA 02053
  • 139 Main St, Medway, MA 02053
    139 Main St, Medway, MA 02053
    139 Main St, Medway, MA 02053
    /30

    $673,000 Sold May 30, 2025

    • 3,032 Sq Ft
    • $222/SF
    • 25 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1881

    139 Main St, Medway, MA 02053

    Attention investors! Welcome to this beautifully renovated two family home on large corner lot. Separate driveway /entrances and utilities. New heating, electric and hot water system. Town water and town sewer. New appliances. Close to downtown Medway, Route 495, Franklin commuter rail station, schools, shopping, bankings and restaurants. This home is move-in ready, won't last long!

    Ildete Da Silva Mega Realty Services

    139 Main St, Medway, MA 02053
    • 2 Villa Dr, Medway, MA 02053
      2 Villa Dr, Medway, MA 02053
      2 Villa Dr, Medway, MA 02053
      /32

      Est $979,542 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,816 Sq Ft

      2 Villa Dr, Medway, MA 02053

      2 Villa Dr, Medway, MA 02053
  • 18 Milford St, Medway, MA 02053
    18 Milford St, Medway, MA 02053
    18 Milford St, Medway, MA 02053
    /35

    $580,000 Sold May 30, 2025

    • 1,766 Sq Ft
    • $328/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1850

    18 Milford St, Medway, MA 02053

    Offers, if any, due Tuesday, April 8th, 2 PM. Handsome Federal style colonial home on a large lot with beautiful stonework. The home faces southward enjoying abundant natural light. Enter into a spacious living room with hardwood floors, recessed lighting, and a corner fireplace. The dining room is graced with four windows and a beamed cathedral ceiling. It flows naturally into a large, renovated

    Mark O'Donnell William Raveis R.E. & Home Services

    18 Milford St, Medway, MA 02053
    • 9 Elm St, Medway, MA 02053
      9 Elm St, Medway, MA 02053
      9 Elm St, Medway, MA 02053
      /13

      Est $596,420 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,550 Sq Ft

      9 Elm St, Medway, MA 02053

      9 Elm St, Medway, MA 02053
  • 5 Shamrock Ln, Medway, MA 02053
    5 Shamrock Ln, Medway, MA 02053
    5 Shamrock Ln, Medway, MA 02053
    /33

    $1,150,000 Sold May 30, 2025

    • 3,975 Sq Ft
    • $289/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    5 Shamrock Ln, Medway, MA 02053

    WELCOME to this beautifully designed 4 bedroom Colonial. This home is a perfect blend of modern upgrades and timeless elegance. Gourmet custom kitchen with upgraded cabinets, farmhouse sink, island with microwave and beverage/wine fridge. Inviting living space with Kitchen open to cathedral ceiling Family Room with fieldstone fireplace with mounted TV. First floor boasts 9 ft ceilings, hardwood

    Kathy Gruttadauria ERA Key Realty Services-Bay State Group

    5 Shamrock Ln, Medway, MA 02053
    • 13 Hemlock Dr, Medway, MA 02053
      13 Hemlock Dr, Medway, MA 02053
      13 Hemlock Dr, Medway, MA 02053
      /30

      Est $647,675 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,191 Sq Ft

      13 Hemlock Dr, Medway, MA 02053

      13 Hemlock Dr, Medway, MA 02053
  • 3 Gable Way, Medway, MA 02053
    3 Gable Way, Medway, MA 02053
    3 Gable Way, Medway, MA 02053
    /20

    $775,000 Sold May 30, 2025

    • 2,279 Sq Ft
    • $340/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1993

    3 Gable Way, Medway, MA 02053

    Nestled into one of Medway's finest wonderful walking neighborhoods (with sidewalks), yet conveniently adjacent to Medway's treasured Elementary and Middle Schools, this 4 bedroom colonial provides plenty of space from the open floor plan fireplaced family room to the large eat-in kitchen with extra breakfast bar. Formal living room flows into the dining room with gleaming hardwood floors and

    Brian Hickox Keller Williams Elite

    3 Gable Way, Medway, MA 02053
    • 110 Lovering St, Medway, MA 02053
      110 Lovering St, Medway, MA 02053
      110 Lovering St, Medway, MA 02053
      /42

      Est $594,976 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft

      110 Lovering St, Medway, MA 02053

      110 Lovering St, Medway, MA 02053
  • 15 Pine St, Medway, MA 02053
    15 Pine St, Medway, MA 02053
    15 Pine St, Medway, MA 02053
    /40

    $584,500 Sold May 29, 2025

    • 1,415 Sq Ft
    • $413/SF
    • 9 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1830

    15 Pine St, Medway, MA 02053

    ** Offers due Thursday 4/10 @ Noon***Wait until the flowers are in Bloom! But don't wait to see this Charming 4 bed 1.5 bath home! 1st showings start Sunday April 6th @ the Open House 12-2pm! This home is nestled on a corner lot that is minutes from shopping, parks and the area amenities. The eat in kitchen is updated (2021) and attaches to the screened porch in the back and the formal Dining

    Lynda Dragsbaek Keller Williams Elite

    15 Pine St, Medway, MA 02053
    • 138 Lovering St, Medway, MA 02053
      138 Lovering St, Medway, MA 02053
      138 Lovering St, Medway, MA 02053
      /42

      Est $627,616 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,726 Sq Ft

      138 Lovering St, Medway, MA 02053

      138 Lovering St, Medway, MA 02053
  • 19 Stanley Rd, Medway, MA 02053
    19 Stanley Rd, Medway, MA 02053
    19 Stanley Rd, Medway, MA 02053
    /41

    $715,000 Sold May 29, 2025

    • 1,863 Sq Ft
    • $384/SF
    • 18 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1986

    19 Stanley Rd, Medway, MA 02053

    Welcome to this charming 4-bedroom, 3-full-bath home in a desirable neighborhood. The sun-drenched open floor plan is perfect for entertaining, featuring a cathedral-ceilinged, fireplaced family room, a dining room, and an updated kitchen with plenty of cabinet space. The primary bedroom suite boasts a renovated full bath and a private balcony. Two additional bedrooms and a main bath complete the

    Laina Kaplan Realty Executives Boston West

    19 Stanley Rd, Medway, MA 02053
    • 4 Newton Ln, Medway, MA 02053
      4 Newton Ln, Medway, MA 02053
      4 Newton Ln, Medway, MA 02053
      /42

      Est $1,409,979 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,220 Sq Ft

      4 Newton Ln, Medway, MA 02053

      4 Newton Ln, Medway, MA 02053
  • 15 Sycamore Way Unit Lot 42, Medway, MA 02053
    15 Sycamore Way Unit Lot 42, Medway, MA 02053
    15 Sycamore Way Unit Lot 42, Medway, MA 02053
    /33

    $1,077,920 Sold May 29, 2025

    • 2,605 Sq Ft
    • $414/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    15 Sycamore Way Unit Lot 42, Medway, MA 02053

    Can be ready for EOM May! Construction underway in Timber Crest Estates-Medway for The JACKSON in Phase 3. Open concept design w/ 9' 1st floor ceilings, an expanded kitchen/dining area overlooking an oversized, fireplaced FR with HW floors. Custom cabinetry, SS appliances, island and granite counters in the kitchen with easy access to your 12x10 rear deck and private back yard where you can take

    Guimares Group Conway - Hanover

    15 Sycamore Way Unit Lot 42, Medway, MA 02053
    • 6 Newton Ln, Medway, MA 02053
      6 Newton Ln, Medway, MA 02053
      6 Newton Ln, Medway, MA 02053
      /42

      Est $1,369,862 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 6,100 Sq Ft

      6 Newton Ln, Medway, MA 02053

      6 Newton Ln, Medway, MA 02053
  • 372 Village St, Medway, MA 02053
    372 Village St, Medway, MA 02053
    372 Village St, Medway, MA 02053
    /35

    $845,000 Sold May 27, 2025

    • 3,266 Sq Ft
    • $259/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1989

    372 Village St, Medway, MA 02053

    Move right in to this beautiful custom-built Cape that lives like a Colonial! This immaculate home sits on almost an acre of land & offers multiple floor plan options to fit your needs, custom cabinetry & woodwork throughout, incredible sunlight & an abundance of storage. Enjoy a spacious kitchen w/large center island, convenient pantry, eat-in area w/custom curved glass bay window & french doors

    The Allain Group Compass

    372 Village St, Medway, MA 02053
    • 172 Main St, Medway, MA 02053
      172 Main St, Medway, MA 02053
      172 Main St, Medway, MA 02053
      /26

      Est $540,218 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,956 Sq Ft

      172 Main St, Medway, MA 02053

      172 Main St, Medway, MA 02053

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