5,127

Medway, MA Homes

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  • 21 Willow Pond Cir Unit 21, Medway, MA 02053
    21 Willow Pond Cir Unit 21, Medway, MA 02053
    21 Willow Pond Cir Unit 21, Medway, MA 02053
    /28

    $732,839 Sold Dec 03, 2024

    • 2,245 Sq Ft
    • $326/SF
    • 0 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    21 Willow Pond Cir Unit 21, Medway, MA 02053

    Your search is over with the introduction of our newest floor plan; the Bluebird at Willowside Medway. Get Excited for Medway's Newest 55+ Homes! This new community of 54 inspiring townhomes for active adults is alongside the winding banks of the Charles River. From front & rear decks, first floor owner suite & laundry, 2nd floor bonus & flex rooms, Willowside has everything you are looking for

    StreamLine Communities Streamline Communities - Mendon

    21 Willow Pond Cir Unit 21, Medway, MA 02053
    • 280 Village St Unit K2, Medway, MA 02053
      280 Village St Unit K2, Medway, MA 02053
      280 Village St Unit K2, Medway, MA 02053
      /24

      Est $363,419 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,089 Sq Ft

      280 Village St Unit K2, Medway, MA 02053

      280 Village St Unit K2, Medway, MA 02053
  • 14 Sanford St Unit 22, Medway, MA 02053
    14 Sanford St Unit 22, Medway, MA 02053
    14 Sanford St Unit 22, Medway, MA 02053
    /29

    $521,000 Sold Dec 02, 2024

    • 1,030 Sq Ft
    • $506/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1890

    14 Sanford St Unit 22, Medway, MA 02053

    Welcome to your dream home in the historic Sanford Mill! This stunning one-level condominium features soaring 11-foot ceilings and floor-to-ceiling windows, natural light floods the interior, showcasing breathtaking views of the river and dam. Unit 22 boasts exposed brick walls and original beams adding character and charm to this incredible space. Upon entering you will immediately be taken by

    Jennifer Bradbury Coldwell Banker Realty - Westwood

    14 Sanford St Unit 22, Medway, MA 02053
    • 280 Village St Unit D1, Medway, MA 02053
      280 Village St Unit D1, Medway, MA 02053
      280 Village St Unit D1, Medway, MA 02053
      /17

      Est $327,863 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 928 Sq Ft

      280 Village St Unit D1, Medway, MA 02053

      280 Village St Unit D1, Medway, MA 02053
  • 1 Winthrop St, Medway, MA 02053
    1 Winthrop St, Medway, MA 02053
    1 Winthrop St, Medway, MA 02053
    /29

    $599,500 Sold Nov 26, 2024

    • 2,262 Sq Ft
    • $265/SF
    • 29 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1975

    1 Winthrop St, Medway, MA 02053

    *PRICE HAS BEEN REDUCED* This well-loved 3-bedroom, 1.5-bathroom home has been well maintained by the same family for two generations. Nestled in a prime location within walking distance to beautiful Choate Park, this property offers the perfect balance of peaceful living and convenient amenities. Inside, you'll find versatile spaces that can easily adapt to your needs. Whether you're looking for

    Alex Fronduto Real Broker MA, LLC

    1 Winthrop St, Medway, MA 02053
    • 280 Village St Unit A2, Medway, MA 02053
      280 Village St Unit A2, Medway, MA 02053
      280 Village St Unit A2, Medway, MA 02053
      /21

      Est $342,486 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,040 Sq Ft

      280 Village St Unit A2, Medway, MA 02053

      280 Village St Unit A2, Medway, MA 02053
  • 8 Virginia Rd, Medway, MA 02053
    8 Virginia Rd, Medway, MA 02053
    8 Virginia Rd, Medway, MA 02053
    /36

    $555,100 Sold Nov 25, 2024

    • 1,152 Sq Ft
    • $482/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    8 Virginia Rd, Medway, MA 02053

    CUTE - AS - A - BUTTON! Seriously.... Let the pictures tell the story. This wonderful 3 bdrm, 1 bath ranch is situated on a .24 acre level lot in a sought after neighborhood just minutes from shopping, restaurants and commuter rail. Open concept floor plan ties the LR (w/ wood burning FP & bump out bay window) & kitchen together which will make family gatherings a lot more fun. New barn door

    Susan Morrison RE/MAX Executive Realty

    8 Virginia Rd, Medway, MA 02053
    • 301 Village St, Medway, MA 02053
      301 Village St, Medway, MA 02053
      301 Village St, Medway, MA 02053
      /40

      Est $612,292 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,755 Sq Ft

      301 Village St, Medway, MA 02053

      301 Village St, Medway, MA 02053
  • 8 Highland St, Medway, MA 02053
    8 Highland St, Medway, MA 02053
    8 Highland St, Medway, MA 02053
    /41

    $650,000 Sold Nov 22, 2024

    • 3,040 Sq Ft
    • $214/SF
    • 17 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1840

    8 Highland St, Medway, MA 02053

    Open house cancelled. Welcome to a timeless treasure, where classic elegance meets modern comfort. This exquisite antique home, offers 3,000+ square feet, boasts 4 spacious bedrooms and 3 beautifully appointed bathrooms, making it the perfect blend of historic charm and modern convenience. Original wood floors and intricate moldings complement the sun-drenched windows, creating an inviting and

    Henney + Beecher Team Berkshire Hathaway HomeServices Page Realty

    8 Highland St, Medway, MA 02053
    • 7 Charles St, Medway, MA 02053
      7 Charles St, Medway, MA 02053
      7 Charles St, Medway, MA 02053
      /41

      Est $780,005 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,896 Sq Ft

      7 Charles St, Medway, MA 02053

      7 Charles St, Medway, MA 02053
  • 14 Buttercup Ln, Medway, MA 02053
    14 Buttercup Ln, Medway, MA 02053
    14 Buttercup Ln, Medway, MA 02053
    /33

    $553,000 Sold Nov 21, 2024

    • 1,044 Sq Ft
    • $530/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    14 Buttercup Ln, Medway, MA 02053

    *** OPEN HOUSE CANCELLED***This delightful 3 bedroom, 1 bath ranch style home is nestled in a popular, established neighborhood, Welcome to a bright and airy home that feels very warm and inviting. The heart of the home includes an updated kitchen, ideal for preparing family meals or entertaining friends, open to the eat in area and living room with cozy fireplace. Three generously sized bedrooms

    The Semple and Hettrich Team Coldwell Banker Realty - Sudbury

    14 Buttercup Ln, Medway, MA 02053
    • 21 Charles St, Medway, MA 02053
      21 Charles St, Medway, MA 02053
      21 Charles St, Medway, MA 02053
      /39

      Est $554,517 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,726 Sq Ft

      21 Charles St, Medway, MA 02053

      21 Charles St, Medway, MA 02053
  • 100 Lovering St, Medway, MA 02053
    100 Lovering St, Medway, MA 02053
    100 Lovering St, Medway, MA 02053
    /40

    $549,900 Sold Nov 21, 2024

    • 1,360 Sq Ft
    • $404/SF
    • 20 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1964

    100 Lovering St, Medway, MA 02053

    Lovely, 3 BR 1.5 BA split entry on a half-acre corner lot is located in one of Medway's most desirable neighborhoods and is move-in ready! Enter through the sunny and inviting front entrance, or through the convenient side entrance from the carport to step into an open living and dining area with vaulted ceiling w/wood beam, and an immaculate kitchen featuring two-tier granite countertops, cherry

    Diane Coffey Chaput Berkshire Hathaway HomeServices Commonwealth Real Estate

    100 Lovering St, Medway, MA 02053
    • 21 Lincoln St, Medway, MA 02053
      21 Lincoln St, Medway, MA 02053
      21 Lincoln St, Medway, MA 02053
      /27

      Est $555,458 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,402 Sq Ft

      21 Lincoln St, Medway, MA 02053

      21 Lincoln St, Medway, MA 02053
  • 8 Ohlson Cir, Medway, MA 02053
    8 Ohlson Cir, Medway, MA 02053
    8 Ohlson Cir, Medway, MA 02053
    /42

    $690,000 Sold Nov 19, 2024

    • 1,778 Sq Ft
    • $388/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    8 Ohlson Cir, Medway, MA 02053

    A meticulously maintained, cared for, and updated single-family home is now on the market for the first time since being built nearly 50 years ago! Welcome to 8 Ohlson Circle, Medway, Massachusetts. This delightful three-bedroom, one-and-a-half-bathroom house is a true gem waiting to be discovered. Nestled in a great cul-de-sac neighborhood, this property offers the perfect blend of comfort and

    Michael Giannone The Aland Realty Group LLC

    8 Ohlson Cir, Medway, MA 02053
    • 316 Village St, Medway, MA 02053
      316 Village St, Medway, MA 02053
      316 Village St, Medway, MA 02053
      /38

      Est $1,047,553 Not Listed For Sale

      • 7 Beds
      • 4.5 Baths
      • 3,818 Sq Ft

      316 Village St, Medway, MA 02053

      316 Village St, Medway, MA 02053
  • 23 Willow Pond Cir Unit 23, Medway, MA 02053
    23 Willow Pond Cir Unit 23, Medway, MA 02053
    23 Willow Pond Cir Unit 23, Medway, MA 02053
    /28

    $777,579 Sold Nov 12, 2024

    • 2,245 Sq Ft
    • $346/SF
    • 0 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    23 Willow Pond Cir Unit 23, Medway, MA 02053

    Your search is over with the introduction of our newest floor plan; the Bluebird at Willowside Medway. Get Excited for Medway's Newest 55+ Homes! This new community of 54 inspiring townhomes for active adults is alongside the winding banks of the Charles River. From front & rear decks, first floor owner suite & laundry, 2nd floor bonus & flex rooms, Willowside has everything you are looking for

    StreamLine Communities Streamline Communities - Mendon

    23 Willow Pond Cir Unit 23, Medway, MA 02053
    • 5 Wellington St, Medway, MA 02053
      5 Wellington St, Medway, MA 02053
      5 Wellington St, Medway, MA 02053
      /37

      Est $506,286 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,378 Sq Ft

      5 Wellington St, Medway, MA 02053

      5 Wellington St, Medway, MA 02053
  • 11 Puddingstone Ln, Medway, MA 02053
    11 Puddingstone Ln, Medway, MA 02053
    11 Puddingstone Ln, Medway, MA 02053
    /40

    $800,000 Sold Nov 07, 2024

    • 1,696 Sq Ft
    • $472/SF
    • 3 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1978

    11 Puddingstone Ln, Medway, MA 02053

    Move right in to this completely updated and meticulously maintained colonial with the perfect yard for entertaining. Inground pool in private backyard leaves plenty of space on this one acre lot. Recently renovated kitchen with stainless steel appliances and granite countertops. Hardwood floors throughout. Hollywood bath off master. New three season porch opens to pool area. Finished den and

    Derek Greene The Greene Realty Group

    11 Puddingstone Ln, Medway, MA 02053
    • 35 Cottage St, Medway, MA 02053
      35 Cottage St, Medway, MA 02053
      35 Cottage St, Medway, MA 02053
      /42

      Est $696,645 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,498 Sq Ft

      35 Cottage St, Medway, MA 02053

      35 Cottage St, Medway, MA 02053
  • 177 Holliston St, Medway, MA 02053
    177 Holliston St, Medway, MA 02053
    177 Holliston St, Medway, MA 02053
    /42

    $770,000 Sold Nov 06, 2024

    • 2,400 Sq Ft
    • $321/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2001

    177 Holliston St, Medway, MA 02053

    METICULOUS, EXPANSIVE, YOUNG, 3 BEDROOM, 3.5 BATH CAPE, 2 car garage, built 2001.Gleaming hardwoods, freshly refinished(2024)throughout the home.Warm + inviting granite kitchen,stainless appliances. Entertain utilizing the lovely breakfast bar island w/lots of storage underneath w/seating included!. Bright + open fireplaced family room which opens via a 6 foot slider to the new composite

    Lisa Shestack Keller Williams Elite

    177 Holliston St, Medway, MA 02053
    • 31 Cottage St, Medway, MA 02053
      31 Cottage St, Medway, MA 02053
      31 Cottage St, Medway, MA 02053
      /25

      Est $556,923 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,167 Sq Ft

      31 Cottage St, Medway, MA 02053

      31 Cottage St, Medway, MA 02053
  • 9 Karen Ave, Medway, MA 02053
    9 Karen Ave, Medway, MA 02053
    /2

    $850,000 Sold Jul 29, 2025

    • 2,184 Sq Ft
    • $389/SF
    • 2 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1960

    9 Karen Ave, Medway, MA 02053

    New Construction - Split Entry Home with a light and bright modern open floor plan. The main level offers a spacious Living Room w/Gas Fireplace, open to a Dining Room with a slider and a beautiful custom Kitchen, all with hardwood flooring and cathedral ceiling. There are 3 spacious Bedooms on the main level and 2 full Baths. The finished lower level has a Family Room with a slider to the yard,

    Joshua Lioce LPT Realty - Lioce Properties Group

    9 Karen Ave, Medway, MA 02053
    • 9 Country Ln, Medway, MA 02053
      9 Country Ln, Medway, MA 02053
      9 Country Ln, Medway, MA 02053
      /19

      Est $492,530 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,108 Sq Ft

      9 Country Ln, Medway, MA 02053

      9 Country Ln, Medway, MA 02053
  • 79 Winthrop St, Medway, MA 02053
    79 Winthrop St, Medway, MA 02053
    /2

    $1,000,000 Sold Jul 11, 2025

    • 3,078 Sq Ft
    • $325/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2022

    79 Winthrop St, Medway, MA 02053

    Hard pressed to find another home with such a well thought out floor plan & quality appointments. Only 2 years young, set over 100 ft from road. Starts with a welcoming front porch. Enter into a beautiful entry way with 5" oak hardwood flooring throughout the first floor, your most frequently used entry from the garage keeps home cleaner with a coveted step down mud room. Work comfortably in your

    Maria Varrichione RE/MAX Executive Realty

    79 Winthrop St, Medway, MA 02053
    • 402 Village St, Medway, MA 02053
      402 Village St, Medway, MA 02053
      402 Village St, Medway, MA 02053
      /24

      Est $541,063 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,128 Sq Ft

      402 Village St, Medway, MA 02053

      402 Village St, Medway, MA 02053
  • 172 Holliston St, Medway, MA 02053
    172 Holliston St, Medway, MA 02053
    /2

    $599,900 Sold Jul 09, 2025

    • 1,650 Sq Ft
    • $364/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1945

    172 Holliston St, Medway, MA 02053

    Sold before print.

    Kyle Seyboth Century 21 Limitless

    172 Holliston St, Medway, MA 02053
    • 253 Main St, Medway, MA 02053
      253 Main St, Medway, MA 02053
      253 Main St, Medway, MA 02053
      /17

      Est $479,265 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,308 Sq Ft

      253 Main St, Medway, MA 02053

      253 Main St, Medway, MA 02053
  • 22 Sycamore Way Unit Lot 37, Medway, MA 02053
    22 Sycamore Way Unit Lot 37, Medway, MA 02053
    /2

    $1,162,703 Sold Nov 26, 2024

    • 2,963 Sq Ft
    • $392/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    22 Sycamore Way Unit Lot 37, Medway, MA 02053

    You don't want to miss this DICKINSON model in Phase 3, on a cul-de-sac. Open concept design w/ an expanded kitchen/dining area overlooking an oversized great room. Custom cabinetry, pantry, Stainless steel appliances and granite counters in the kitchen with easy access to your 12x10 rear deck and private back yard where you can take in the natural surroundings. Formal Dining, and 1st floor

    Guimares Group Conway - Hanover

    22 Sycamore Way Unit Lot 37, Medway, MA 02053
    • 388 Village St, Medway, MA 02053
      388 Village St, Medway, MA 02053
      388 Village St, Medway, MA 02053
      /28

      Est $731,800 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,840 Sq Ft

      388 Village St, Medway, MA 02053

      388 Village St, Medway, MA 02053
  • 3 Wild Turkey Run, Medway, MA 02053
    3 Wild Turkey Run, Medway, MA 02053
    /2

    $1,225,000 Sold Nov 14, 2024

    • 3,953 Sq Ft
    • $310/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2004

    3 Wild Turkey Run, Medway, MA 02053

    Nestled in a peaceful wooded cul-de-sac, this exquisite 4 bedroom, 4.5 bath Colonial offers a rare opportunity to enjoy refined living in one of Medway’s most sought-after neighborhoods blending indoor elegance & outdoor splendor wooded w/mature plantings,a fish pond waterfall, stunning patio complete w/a hot tub & outdoor chimney FP. Serene surroundings, set on over an acre of beautifully

    Linda Dumouchel Realty Executives Boston West

    3 Wild Turkey Run, Medway, MA 02053
    • 256 Main St, Medway, MA 02053
      256 Main St, Medway, MA 02053
      256 Main St, Medway, MA 02053
      /40

      Est $611,230 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,740 Sq Ft

      256 Main St, Medway, MA 02053

      256 Main St, Medway, MA 02053
    • 260 Main St, Medway, MA 02053
      260 Main St, Medway, MA 02053
      260 Main St, Medway, MA 02053
      /42

      Est $692,963 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,252 Sq Ft

      260 Main St, Medway, MA 02053

      260 Main St, Medway, MA 02053
    • 20 Holbrook St, Medway, MA 02053
      20 Holbrook St, Medway, MA 02053
      20 Holbrook St, Medway, MA 02053
      /42

      Est $1,026,299 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,481 Sq Ft

      20 Holbrook St, Medway, MA 02053

      20 Holbrook St, Medway, MA 02053
    • 7 Millbrook Rd, Medway, MA 02053
      7 Millbrook Rd, Medway, MA 02053
      7 Millbrook Rd, Medway, MA 02053
      /41

      Est $1,000,987 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,084 Sq Ft

      7 Millbrook Rd, Medway, MA 02053

      7 Millbrook Rd, Medway, MA 02053
    • 10 Waterview Dr, Medway, MA 02053
      10 Waterview Dr, Medway, MA 02053
      10 Waterview Dr, Medway, MA 02053
      /18

      Est $861,724 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,400 Sq Ft

      10 Waterview Dr, Medway, MA 02053

      10 Waterview Dr, Medway, MA 02053
    • 235 Main St, Medway, MA 02053
      235 Main St, Medway, MA 02053
      235 Main St, Medway, MA 02053
      /39

      Est $484,966 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft

      235 Main St, Medway, MA 02053

      235 Main St, Medway, MA 02053
    • 8 King Phillip St, Medway, MA 02053
      8 King Phillip St, Medway, MA 02053
      8 King Phillip St, Medway, MA 02053
      /40

      Est $574,578 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,795 Sq Ft

      8 King Phillip St, Medway, MA 02053

      8 King Phillip St, Medway, MA 02053
    • 3 Cole Ave, Medway, MA 02053
      3 Cole Ave, Medway, MA 02053
      3 Cole Ave, Medway, MA 02053
      /30

      Est $598,784 Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 1,714 Sq Ft

      3 Cole Ave, Medway, MA 02053

      3 Cole Ave, Medway, MA 02053
    • 6 Legion Ave, Medway, MA 02053
      6 Legion Ave, Medway, MA 02053
      6 Legion Ave, Medway, MA 02053
      /30

      Est $658,919 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,102 Sq Ft

      6 Legion Ave, Medway, MA 02053

      6 Legion Ave, Medway, MA 02053

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