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Medway, MA Homes for Sale

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  • 29 Willow Pond Cir Unit 29, Medway, MA 02053
    29 Willow Pond Cir Unit 29, Medway, MA 02053
    29 Willow Pond Cir Unit 29, Medway, MA 02053
    /38

    $674,900 Open Thu 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    29 Willow Pond Cir Unit 29, Medway, MA 02053

    Ready Now! Just 2 left at this amazing new price! Welcome home to the Bluebird Model at Willowside Medway - the town's most popular 55+ community featuring 54 townhomes located along the scenic Charles River! This free-standing Model home features luxury materials and 2,200+ square feet of amazing space easily adaptable to your own personal decor and lifestyle. From a welcoming front porch, enter

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    (508) 715-8946

    29 Willow Pond Cir Unit 29, Medway, MA 02053
  • 19 Sycamore Way, Medway, MA 02053
    19 Sycamore Way, Medway, MA 02053
    19 Sycamore Way, Medway, MA 02053
    /23

    $1,114,096 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    19 Sycamore Way, Medway, MA 02053

    Ready to go - close now! Ask us about the special mortgage program available - fixed at 5.5% for 30yrs. LAST HOME 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 & GR where you will spend much of your time w/ family & friends.

    Agent Photo

    Michael Guimares Jr

    Conway - Hanover

    (508) 794-8274

    19 Sycamore Way, Medway, MA 02053
  • 0 Pond Unit 24285018, Franklin, MA 02038
    0 Pond Unit 24285018, Franklin, MA 02038
    0 Pond Unit 24285018, Franklin, MA 02038
    /16

    $52,000

    • Land
    • 3.35 Acres
    • $15,522 per Acre

    0 Pond Unit 24285018, Franklin, MA 02038

    Interested in this property? Call, text, or email us today for more details!(540) 824-3372 Feel free to visit the property any time, no need to set up an appointment, this property has no address.Subscribe to email alerts by texting your e-mail address to (541) 375-0012 and be the first to know when we get a great deal in.By texting (541) 375-0012 you authorize Country Land

    Luke Harris

    0 Pond Unit 24285018, Franklin, MA 02038
  • 16 Gray Squirrel Cir, Medway, MA 02053
    16 Gray Squirrel Cir, Medway, MA 02053
    16 Gray Squirrel Cir, Medway, MA 02053
    /42

    $879,000

    • 4 Beds
    • 2.5 Baths
    • 3,248 Sq Ft

    16 Gray Squirrel Cir, Medway, MA 02053

    Welcome home to 16 Gray Squirrel Circle! A private summer retreat you’ll love year-round, is 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, and opens to a vaulted great room with views of the fenced backyard oasis-complete w/an inground pool, hot tub, patio,

    Linda Dumouchel Realty Executives Boston West

    16 Gray Squirrel Cir, Medway, MA 02053
  • 37 Maple St, Medway, MA 02053
    37 Maple St, Medway, MA 02053
    37 Maple St, Medway, MA 02053
    /38

    $824,900 Open Sat 11AM - 1:30PM

    • 5 Beds
    • 2.5 Baths
    • 2,622 Sq Ft

    37 Maple St, Medway, MA 02053

    Lovingly maintained, first pubic offering. 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

    Darla Prentice Prentice Realty Group

    37 Maple St, Medway, MA 02053
  • 4 Bullard Cir, Medway, MA 02053
    4 Bullard Cir, Medway, MA 02053
    4 Bullard Cir, Medway, MA 02053
    /34

    $819,000 Open Sun 11AM - 1PM

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

    4 Bullard Cir, Medway, MA 02053

    WOW! This flawlessly remodeled home is the one you’ve been waiting for! Every inch has been thoughtfully redesigned to offer modern style, comfort, and versatility. Step inside to a sun-drenched open floor plan featuring a gorgeous brand-new kitchen with quartz countertops, stainless steel appliances, custom cabinetry, and an inviting dining area. The main level boasts three spacious bedrooms, a

    Sylvia Makarios Coldwell Banker Realty - Westwood

    4 Bullard Cir, Medway, MA 02053
  • 10 Longmeadow Ln, Medway, MA 02053
    10 Longmeadow Ln, Medway, MA 02053
    10 Longmeadow Ln, Medway, MA 02053
    /42

    $835,000 Open Sat 11AM - 12PM

    • 4 Beds
    • 2 Baths
    • 3,354 Sq Ft

    10 Longmeadow Ln, Medway, MA 02053

    Experience your own private retreat. Set over 300 feet off the road, this stunning, fully updated home is nestled on 3.77 secluded acres, accessed by a winding, tree-lined drive. Inside, vaulted ceilings, exposed wood beams, and an open floor plan create a warm and inviting space filled with natural light. The updated kitchen is a showstopper, featuring gleaming quartz countertops, classic white

    Team Rice RE/MAX Executive Realty

    10 Longmeadow Ln, Medway, MA 02053
  • 5 Deerfield Rd, Medway, MA 02053
    5 Deerfield Rd, Medway, MA 02053
    5 Deerfield Rd, Medway, MA 02053
    /41

    $1,050,000

    • 4 Beds
    • 5 Baths
    • 4,675 Sq Ft

    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
  • 123 Summer St, Medway, MA 02053
    123 Summer St, Medway, MA 02053
    123 Summer St, Medway, MA 02053
    /42

    $839,000

    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    123 Summer St, Medway, MA 02053

    Situated in the desirable tree-lined Medway Corner of Broad Acres neighborhood, this home is minutes from top-rated Medway schools, historic sites, and the vibrant town center. Enjoy easy access to shopping, dining, and recreational facilities, as well as convenient commuting options to Boston and surrounding areas. This well maintained 4-bedroom home offers the perfect blend of comfort and

    ZAHIDUL ISLAM Cameron Prestige, LLC

    123 Summer St, Medway, MA 02053
  • 242 Farm St, Millis, MA 02054
    242 Farm St, Millis, MA 02054
    242 Farm St, Millis, MA 02054
    /26

    $850,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    242 Farm St, Millis, MA 02054

    Serene setting for this lovely updated Colonial. The inviting kitchen features granite counters with ceramic tile backsplash, peninsula with seating, built in oven and microwave, dining area, recessed lighting and sliding glass door leading to the composite deck. The light-filled and spacious family room showcases a gas fireplace with custom mantel, built-ins with lighting on either side, and

    Anne Marie Smith Coldwell Banker Realty - Westwood

    242 Farm St, Millis, MA 02054
  • 9 Sanford St, Medway, MA 02053
    9 Sanford St, Medway, MA 02053
    9 Sanford St, Medway, MA 02053
    /33

    $445,000

    • 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
  • 19 Village St, Medway, MA 02053
    19 Village St, Medway, MA 02053
    19 Village St, Medway, MA 02053
    /42

    $669,000 Open Thu 4PM - 6PM

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft

    19 Village St, Medway, MA 02053

    Welcome Home! This well maintained & oversized raised ranch offers incredible space & versatility. The updated kitchen features quartz countertops, SS appliances & an eat-in dining that opens to an expansive addition w/ family/dining area & adjacent primary suite w/ a full bath offering flexibility to serve as an in-law suite. A 2nd living room w/ a working FP, 3 more bedrooms & another full bath

    Susan Marzo Equine Homes Real Estate, LLC

    19 Village St, Medway, MA 02053
  • 2 King Phillip St, Medway, MA 02053
    2 King Phillip St, Medway, MA 02053
    2 King Phillip St, Medway, MA 02053
    /17

    $499,900

    • 3 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    2 King Phillip St, Medway, MA 02053

    Nestled on a corner lot at 2-A King Phillip St, Medway, MA, this single-family residence presents an inviting location. The living room defined by its vaulted ceiling, where the fireplace, hardwood floors and bow window completes the picture. The eat in kitchen opens to the screened in porch, creating a serene environment for enjoyment The deck provides an extension of the living space,

    Michelle O'mara MAssachusetts Real Estate Group

    2 King Phillip St, Medway, MA 02053
  • 9 Tulip Way, Medway, MA 02053
    9 Tulip Way, Medway, MA 02053
    9 Tulip Way, Medway, MA 02053
    /42

    $1,279,900 Open Sat 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 5,600 Sq Ft

    9 Tulip Way, Medway, MA 02053

    Discover unmatched luxury in this 4+-bedroom, 3.5-BA Colonial, situated on an acre+, serene cul-de-sac. With 5600 sqft of craftsmanship, this home blends indoor elegance and outdoor splendor, featuring a stunning heated inground saltwater pool. Inside, a 2-story foyer introduces a sunlit space w/custom woodwork, crown molding,& 9-foot ceilings. Illuminated by large windows, the fireplaced Family

    Linda Dumouchel Realty Executives Boston West

    9 Tulip Way, Medway, MA 02053
  • 1 John St, Medway, MA 02053
    1 John St, Medway, MA 02053
    1 John St, Medway, MA 02053
    /29

    $499,900 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    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
  • 3 Newton Ln, Medway, MA 02053
    3 Newton Ln, Medway, MA 02053
    3 Newton Ln, Medway, MA 02053
    /42

    $1,879,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 8 Baths
    • 7,410 Sq Ft

    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
  • 27 Willow Pond Cir Unit 27, Medway, MA 02053
    27 Willow Pond Cir Unit 27, Medway, MA 02053
    27 Willow Pond Cir Unit 27, Medway, MA 02053
    /40

    $674,900 Open Thu 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    27 Willow Pond Cir Unit 27, Medway, MA 02053

    AMAZING NEW PRICE! -- Hurry Just 2 left at this price! Welcome to the fabulous free-standing Blue Bird Model at Willowside Medway nearing completion & ready for occupancy soon! Enjoy a distinctive townhouse with 2,200+ square feet of great space easily adaptable to your decor & lifestyle. From a welcoming front porch, enter a foyer with custom moldings & closet open to a spacious open floor plan

    The Kattman Team ERA Key Realty Services-Bay State Group

    27 Willow Pond Cir Unit 27, 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
  • 229 Bent St, Franklin, MA 02038
    229 Bent St, Franklin, MA 02038
    229 Bent St, Franklin, MA 02038
    /26

    $485,000

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    229 Bent St, Franklin, MA 02038

    "Old style" single family near Medway line. Solid starter home/condo alternative in desirable Franklin. Carpeted living room w/ windows & direct exterior access. Formal dining room w/ hardwood floors. Eat in kitchen w/ refrigerator, electric range & newer stainless steel dishwasher & access to yard. Newer cabinets & laminate countertops. Full bathroom & dedicated laundry area w/ washer/dryer

    Fay Wong Keller Williams Boston MetroWest

    229 Bent St, Franklin, MA 02038
  • 0 Hill St, Holliston, MA 01746
    0 Hill St, Holliston, MA 01746
    /2

    $450,000

    • Land
    • 10 Acres
    • $45,872 per Acre

    0 Hill St, Holliston, MA 01746

    9+ Acre Parcel in Holliston, MA – Endless Possibilities.Discover the perfect opportunity to own over 9 acres of beautiful, versatile land in the highly sought-after town of Holliston. Nestled in a quiet, scenic setting with mature trees and natural landscapes, this expansive parcel offers the ideal canvas for your vision—whether it's a private estate, equestrian retreat, or potential development

    Fahd Khan Keller Williams Realty Boston South West

    0 Hill St, Holliston, MA 01746
Massachusetts Norfolk County Medway

Real Estate & Homes for Sale in Medway, MA

Why Live in Medway

Medway, Massachusetts, is a suburb located midway between Boston, Worcester, and Providence. Known for its charming and quaint atmosphere, Medway offers a variety of home styles, including colonial craftsman-style homes, Garrison-style homes, Dutch colonials, ranch-style houses, and condominiums. The town is served by highly-rated Medway Public Schools, with McGovern Elementary School, Burke-Memorial Elementary, Medway Middle School, and Medway High School all earning high marks. Local highlights include Choate Park, which features a playground, splash area, pond, and pavilion for events like treasure hikes and photography classes. The Medway Public Library offers toddler music classes and the Unicorn Club for tweens and teens. Dining options include the Muffin House Café, Restaurant 45, and PJ’s Smoke “N” Grill, while residents can shop at Shaw’s in Medway Commons, which also houses Starbucks, Subway, and CVS. For those looking for things to do, Medway provides a blend of outdoor and indoor activities. With a low crime risk compared to the national average, Medway is a practical choice for those seeking a suburb with strong schools and recreational options, and it is approximately 35 miles from Boston.

Learn more about living in Medway

Frequently Asked Questions

What is the average home price in Medway, MA?
Homes for sale in Medway, MA have an average home price of $797,487.
Are home prices dropping in Medway?
Yes, home prices in Medway are down 4% in the last 12 months.
How many homes have sold over the last 12 months in Medway, MA?
36 homes have sold in Medway, MA over the last 12 months.
What are the most popular zip codes in Medway, MA?
The most popular zip codes in Medway, MA include 02053, 02038, 01746, 02019 and 02054.
How much do you need to make to afford a house in Medway?
The median home price in Medway is $650,000. If you put a 20% down payment of $130,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,360 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $144K a year to afford the median home price in Medway.
How are the schools in Medway, MA?
Medway, MA has highly rated public and private schools. Some of the best schools in Medway based on Niche Grades are John F. Kennedy Memorial School, Robert H. Adams Middle School and Franklin High School. Browse all the schools in Medway, MA to learn more.

Home Trends in Medway, MA

On average, homes in Medway, MA sell after 18 days on the market compared to the national average of 70 days. The median sale price for homes in Medway, MA over the last 12 months is $642,500, down 27% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$642,500
Median Single Family Sale Price
$1,004,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
0
Last 12 months Home Sales
36
Months of Supply
0.00
Median List Price
$650,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-27%
How to Buy a Home How to Finance a Home How to Sell a Home

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