Find your home in Medway, MA!

Why Buy a Home in Medway, MA?

Medway blends small-town New England charm with a strong sense of progress and community pride. Located along the Charles River, this historic Norfolk County town is known for its highly regarded school system, welcoming neighborhoods, and an accessible lifestyle that appeals to first-time buyers and growing families alike. The heart of the town, Choate Park, serves as a hub for year-round family activities and community gatherings, reinforcing the town's commitment to maintaining a friendly, connected atmosphere.

 

Easy Commuter Access

Medway is strategically located for commuters, offering excellent access to major regional arteries. Situated near Route 109 and Route 126, residents have efficient routes to I-495 and the Mass Pike, simplifying travel to both Boston and the broader MetroWest employment centers. For those preferring public transit, the nearby Franklin and Norfolk Commuter Rail stations on the Franklin Line provide a reliable and smooth ride into Boston's South Station.

 

Outdoor Lifestyle and Recreation

Medway offers a wonderful variety of outdoor spaces for residents of all ages. Choate Park is the center of the community, featuring a swimming pond, playgrounds, and picnic areas that are favorites during the summer months. Beyond the park, the town boasts extensive trails along the Charles River, ideal for walking, biking, and wildlife viewing. The town's commitment to its park system ensures that whether you are looking for a weekend hike or a casual stroll, nature is always just around the corner.

 

Medway Real Estate Market Insights

Medway's housing market offers a healthy mix of options that makes it one of the more attainable communities in the region. The market features a blend of classic New England colonials, spacious newer construction, and well-maintained ranches and capes. Because of its family-friendly reputation and accessible price points compared to towns closer to Boston, Medway sees steady demand from buyers who want quality schools and a strong sense of community.

 

Ready to explore homes in Medway? Contact the realinsyghts group today at (508) 686-0940.

Select any listing for more information

$1,199,000
4 Beds ⋅ 4 Baths ⋅ 73571139 MLS
Discover a distinguished completely renovated single-family residence at 14 Cider Mill Road. This stunning home is located in a beautiful neighborhood, at the end of a Cul-de-sac. 3,387 square feet of refined living space which presents an exceptional opportunity for those seeking an established home designed for both comfort and sophisticated living. The residence features an expansive custom kitchen with large island, new stainless-steel appliances, Quartz counter tops, designer back splash and a bright and sunny dining area that opens up to a huge private backyard. Both heating & HVAC systems are new! The fireplaced Livingroom with custom bookshelves and cabinets is oversized and a great space for entertaining. Second floor offers four well-proportioned bedrooms including the primary ensuite with double walk in closets and a luxurious bath with beautiful tiled shower and soaking tub. There are also two additional full bathrooms and a half bathroom. Further enhancing the property's appeal is an integrated two-car garage with exterior access providing secure parking and additional storage solutions. The finished basement offers an office space, large family room and full bath. The expansive 44,606 square foot lot offers a substantial outdoor environment which is professionally landscaped allowing opportunities for personal enjoyment and family gatherings! Great commuter location, top rated schools, dining and more! Solar panels to convey with property.

14 Cider Mill Rd, Medway

Listing courtesy of Listing Agent: Deborah Mansour Dawson from Listing Office: Berkshire Realty Group, LLC.
$970,000
4 Beds ⋅ 3 Baths ⋅ 73568257 MLS
Meticulously maintained Colonial on just over an acre at the end of a peaceful cul-de-sac. Nearly 3,000 sq ft with 4 beds/2.5 baths and an open layout connecting the renovated kitchen to a fireplaced living room and an expansive step-up great room. Kitchen updates include painted cabinetry, modern backsplash, smart appliances, and updated smart lighting. Sliders lead to a screened-in porch with an exterior hot tub underneath; the step-up great room features vaulted ceilings and opens to a large deck overlooking the inground pool. First floor offers a private office, formal living room, formal dining room, and half bath. Upstairs: 4 bedrooms including a generous primary suite with walk-in closet, upgraded flooring, solar-powered blinds, and a European toilet. Finished basement with poolside walkout. Smart home features include EV charger, smart locks, and 4 Nest thermostats. Leased solar panels, plus solar-powered exterior security cameras. Recently replaced boiler, heat pump & water tank. Brand new septic Aug 2024. Irrigation, central A/C & 2 car garage. Welcome Home!

16 Jasmine Rd, Medway

Listing courtesy of Listing Agent: Shelly A. Armstrong from Listing Office: Redfin Corp..
$949,000
4 Beds ⋅ 4 Baths ⋅ 73552558 MLS
Rare turnkey, carefree luxury living at Charles River Village. Discover the perfect blend of sophistication, comfort &maintenance-free living in this exclusive enclave. Detached SF-Condo style energy-efficient home showcases soaring ceilings, rich hwd flrs, designer finishes & an open-concept ideal for both everyday living & elegant entertaining. The spacious designer chef's kitchen, w/premium amenities, is custom built, w/private retreat deck access. The sun filledfireplaced LR & adjoining dining space are exquisite. A luxurious main level en suite bdrm/office boasts a walk-in closet,a spa-inspired BA w/updated tiled shower & radiant heated flrs. Upstairs offers a voluminous primary ensuite and an expansive ensuite guest BR, and 2nd flr laundry rm for exceptional comfort. Gorgeous walkout LL in-law suite adds substantial flex-bonus space & versatileliving area. Outdoor living shines w/lush mature plantings,atranquil koi pond, expansive patio, and picturesque fenced yd

10 Charles View Lane, Medway

Listing courtesy of Listing Agent: Linda Dumouchel from Listing Office: Realty Executives Boston West.
$949,000
4 Beds ⋅ 4 Baths ⋅ 73551026 MLS ⋅ ['Charles River Village'] BLDG.
Rare turnkey, carefree luxury living at Charles River Village. Discover the perfect blend of sophistication, comfort &maintenance-free living in this exclusive enclave. Detached SF-Condo style energy-efficient home showcases soaringceilings, rich hwd flrs, designer finishes & an open-concept ideal for both everyday living & elegant entertaining. Thespacious designer chef's kitchen, w/premium amenities, is custom built, w/private retreat deck access. The sun filledfireplaced LR & adjoining dining space are exquisite. A luxurious main level en suite bdrm/office boasts a walk-in closet,a spa-inspired BA w/updated tiled shower & radiant heated flrs. Upstairs offers a voluminous primary ensuite and an expansive ensuite guest BR, and 2ndflr laundry rm for exceptional comfort. Gorgeous walkout LL in-law suite adds substantial flex-bonus space & versatileliving area. Outdoor living shines w/lush mature plantings,atranquil koi pond, expansive patio, and picturesque fenced yd

10 Charles View Ln Unit 10, Medway

Listing courtesy of Listing Agent: Linda Dumouchel from Listing Office: Realty Executives Boston West.
$899,900
3 Beds ⋅ 3 Baths ⋅ 73562881 MLS
Almost an acre — fenced, gated, and wrapped in trees. Built in 2021. You don't find this in a subdivision. Fruit trees, a storage shed, and room for a garden, a workshop, or whatever you've been waiting for space to do. Inside it's barely broken in: 9' ceilings, hardwood throughout, and an open kitchen with quartz counters, a center island and stainless appliances. The living room has a gas fireplace, custom built-ins and a slider to the deck. Upstairs, the primary suite offers a walk-in closet and double-vanity bath, plus two more bedrooms and second-floor laundry. The finished lower level adds 849 sq ft and a wood stove. What you can't see matters most: spray foam insulation, Pella windows, natural gas heat, central air, 200-amp service, two-car garage — and a whole-house generator transfer switch already wired in. Plug in a generator and the house takes care of itself. Five years old, and you could not rebuild it today for this number.

35 Milford St, Medway

Listing courtesy of Listing Agent: Joshua Shalin from Listing Office: ERA Key Realty Services-Bay State Group.
$789,900
2 Beds ⋅ 2 Baths ⋅ 73572052 MLS
Beautifully renovated from top to bottom. Have you been looking for one level living? Well look no longer. You will fall in love with this Ranch style home offering a newly added family room with an abundance of windows viewing the large deck and yard ,an open floor plan with access to the spacious kitchen, plenty of cabinets including a center island and pantry, all appliances purchased in 2026,open to the kitchen is the dining room boasting a beautiful electric fireplace, 2 rooms were converted to one big master bedroom, tiled full bath,2nd bedroom on main level. lower level is finished family room with full bath w/walk in shower. Renovations include heating, central air, electrical, kitchen ,baths, flooring, additions and so much more all located in a desirable neighborhood with easy access to major routes.

13 Delmar Rd., Medway

Listing courtesy of Listing Agent: Karen Sherlock from Listing Office: Deruseau Real Estate.
$789,000
5 Beds ⋅ 4 Baths ⋅ 73574632 MLS ⋅ ['William Wallace Village'] BLDG.
Welcome to 4 Sterling Circle, where the ease of condo living comes with the flexibility of a home built for today’s lifestyle. Built in 2021, this thoughtfully designed property features an inviting open floor plan with seamless flow between the kitchen, dining, and living areas—ideal for both everyday living and entertaining. Five bedrooms and 3 full and 1 half baths include the rare convenience of both a first-floor and second-floor primary suite, offering flexibility for guests, multigenerational living, or a private retreat. With over 3,200 sq. ft. of living space, a 2-car garage, and a private back patio, there’s plenty of room to live, work, and gather. Set in desirable Medway, known for its welcoming community, excellent schools, and charming New England setting, this home offers a wonderful place to put down roots. Come see why 4 Sterling Circle could be the perfect fit for your next chapter!

4 Sterling Circle Unit 4, Medway

Listing courtesy of Listing Agent: Team Rice from Listing Office: REMAX Executive Realty.
$729,900
3 Beds ⋅ 3 Baths ⋅ 73504749 MLS ⋅ ['Harmony Village Condominiums'] BLDG.
Those seeking an exceptional condominium with all the bells and whistles in absolutely move in condition will want to see this spacious unit. First floor main bedroom with tile shower. Open first floor with hardwood floors and gas fireplace. Expansive second floor with two bedrooms, large loft, laundry, office, and full bath. Professionally finished basement with two large rooms and plenty of storage. Large paver patio with lots of privacy. All kitchen and laundry appliances included. All window treatments included. Easy access to shopping, interstate 495, and MBTA commuter rail to Boston.

3 Harmony Way Unit 3, Medway

Listing courtesy of Listing Agent: Paul G. Yorkis from Listing Office: Patriot Real Estate, Inc..
$719,900
3 Beds ⋅ 3 Baths ⋅ 73552163 MLS ⋅ ['Harmony Village'] BLDG.
Welcome to this gorgeous, sun-filled end-unit condo where modern style meets comfort, space, and exceptional flexibility. Built in 2022, this thoughtfully designed home features an open-concept layout with gleaming hardwood floors, a cozy gas fireplace, and a stunning white shaker-style kitchen with a spacious center island—perfect for casual meals and entertaining. The highly sought-after first-floor primary suite offers exceptional versatility for single-level living, aging in place, or multigenerational needs. Upstairs, discover two additional bedrooms, a full bath with double vanity, inviting family room, flexible office space, and convenient laundry. Step outside to your private backyard patio to relax or enjoy your morning coffee. Generous room sizes, town water and sewer, energy-efficient gas heating, and a desirable Medway location near shopping, dining, and major highways complete the package. Now offered at a compelling new price, this is an opportunity to enjoy the space and privacy of a home with the ease of maintenance-free condo living. Don't miss your chance—schedule your private showing today!

2 Harmony Way Unit 2, Medway

Listing courtesy of Listing Agent: Jocelyne Fauerbach from Listing Office: ERA Key Realty Services- Milf.
$700,000
3 Beds ⋅ 3 Baths ⋅ 73544926 MLS
This first floor primary bedroom contemporary cape is nestled on a wooded lot on a rural street. This home was built and completed in 2022 which Includes 3 large bedrooms and 2.5 baths. This home offers a very versatile floor plan. Enjoy cooking in your gorgeous eat in kitchen with custom cabinetry, granite counters, & stainless appliances. Dining area with bay window and slider to deck overlooking your serene wooded lot. Loft area - perfect for an at home office - overlooks the warm fireside living room with vaulted ceiling. Two bedrooms and full bath on the second floor. Connects to town trails. A minute away from the high school and ball fields. Oversize one car garage under.

58 Adams St, Medway

Listing courtesy of Listing Agent: Brendan Monteiro from Listing Office: CM Realty Associates.
$699,999
3 Beds ⋅ 3 Baths ⋅ 73573826 MLS ⋅ ['The Village At Pine Ridge'] BLDG.
Welcome to The Village at Pine Ridge—an exclusive enclave of 20 luxury townhomes tucked in a serene, wooded cul-de-sac. Offering ~2,500 sq. ft., this sophisticated 3-bed, 2.5-bath residence blends contemporary flair with ultimate comfort. The beautiful kitchen features rich Maple-finish cabinetry, double ovens, extensive pantry storage, and a premium Bosch refrigerator. Relax by the cozy gas fireplace, or take in tranquil surroundings from your extended deck. Upstairs, discover a versatile loft, dual-sink vanities in both full baths, and incredible storage—including three walk-in bedroom closets and a dedicated cedar closet! The expansive, high-ceiling walk-out basement provides endless potential for expansion. Unmatched upgrades include central air, central vac, an alarm system, water filtration, and a Honda generator for total peace of mind. Connected to town utilities and natural gas. Maintenance-free luxury living awaits—welcome home!

1 Pine Ridge Dr Unit 2, Medway

Listing courtesy of Listing Agent: Shelly A. Armstrong from Listing Office: Redfin Corp..
$699,900
3 Beds ⋅ 3 Baths ⋅ 73535163 MLS
Welcome to 328 Village Street, a beautifully designed 3-bedroom, 2.5-bath condex that offers the feel of a single-family home with NO HOA FEES. Built in 2022, this home features 2,408 square feet of living space, with the only shared expense being an annual master insurance bill.The open-concept floor plan includes pre-finished hardwood flooring throughout, making it ideal for everyday living and entertaining. The stunning kitchen showcases quartz countertops, stainless steel appliances, and abundant cabinetry, flowing seamlessly into the dining and living areas. The spacious primary suite serves as a spa-like retreat, offering dual walk-in closets and a luxurious en-suite bath with a double vanity. Two additional generously sized bedrooms, a second-floor laundry room, central air, a two-car garage, and an unfinished basement with over 900 sqft allow for future expansion. Outside, the fully fenced backyard is perfect for pets and outdoor entertaining, all while being conveniently located near local amenities.

328 Village St Unit 328, Medway

Listing courtesy of Listing Agent: Faina Shapiro from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.
$679,000
4 Beds ⋅ 1 Baths ⋅ 73549353 MLS
**Motivated Seller will provide $10,000 towards the buyer's closing costs OR towards adding an additional bathroom on the second floor.** Enjoy your morning coffee with breathtaking panoramic views of the Charles River from your deck and backyard in this beautifully updated 1870 Colonial, where historic charm meets modern comfort. Perfectly positioned along the waterfront, the property wraps around the Charles River, offering exceptional river frontage, tremendous water views, and a front-row seat to abundant wildlife. Offering over 2,200 sq ft, this home features a bright, open layout designed for comfortable living and effortless entertaining. The impressive kitchen showcases vaulted beamed ceilings, granite countertops, stainless steel appliances, and a large center island overlooking the main living area. Step outside and unwind as the river becomes your backyard. A flexible floor plan offers 4 bedrooms and a walk-up attic ready to be finished for additional living space. Set on a private ¾-acre lot with mature landscaping and convenient access to top-rated Medway schools, shopping, dining, and major routes to Boston, Worcester, and Providence.

4 Shaw St, Medway

Listing courtesy of Listing Agent: The Varano Realty Group from Listing Office: Keller Williams Realty.
$629,900
4 Beds ⋅ 2 Baths ⋅ 73553381 MLS
Bring your vision to this well-loved Medway Cape. Four bedrooms, two full baths, and a first-floor office create a flexible layout with two bedrooms on each level. Hardwood floors, stained wood trim, and built-ins give the home real character, while the family room and breezeway with wood stove add living space most Capes don’t offer. An attached garage and a large, level 0.82-acre yard with mature plantings are ready for gardening, play, and outdoor living. A framed, sided, and roofed expansion off the primary bedroom is already in place for extra living space when you choose to open the wall. Title V is in hand, and a one-year AHS home warranty (renewable) is offered to the buyer. Close to downtown Medway, schools, shopping, and restaurants—livable today, with room to update on your timeline and add real value.

141 Holliston St, Medway

Listing courtesy of Listing Agent: Stephen Coukos from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.
$599,000
4 Beds ⋅ 1 Baths ⋅ 73562230 MLS
Welcome to 14 Richard Rd in Medway! Use your own inspiration to bring this immaculate raised ranch to life. This home 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, hardwood flooring, a heating system, central air, a water heater, and more. The sunny, bright cathedral-ceilinged living room flows into the open-concept eat-in kitchen, with direct access to an expansive deck and flat backyard, perfect for entertaining or everyday living. The walkout lower level includes a large family room, a bedroom and a small office, a laundry area, and ample storage. Enjoy the convenience of this prime location, close to the new urgent care facility, shops, Daycare, and restaurants. Great location ready for a new buyer; you don't want to miss it.

14 Richard Rd, Medway

Listing courtesy of Listing Agent: Zahra Zoglauer from Listing Office: Coldwell Banker Realty - Boston.
$599,000
3 Beds ⋅ 3 Baths ⋅ 73506700 MLS
Brand New Townhome in the heart of Medway! Loaded with upgrades, this home makes a statement! Offering 3 levels of living, let's start at the large gourmet inspired kitchen, it has an spacious island and a sizeable pantry, it integrates seamlessly into the dining/living room in this open concept design, perfect for entertaining! A beautiful powder room and a deep coats closet complete the floor. Head up the stairs to find an spacious primary bedroom sporting a sleek bath with walk-in shower, glass doors and double vanities. Next to it a second bedroom (or den, or office) is served by the common bathroom outfitted with laundry hook-ups. Up in the 3rd floor we have another spacious bedroom with a large walk-in closet. A full, unfinished, wide-open walk-out basement offers ample storage or future expansion possibilities and leads out to a grassy and peaceful backyard. Fine living is at reach in Medway! Come before it's gone!

20 Broad St Unit 5, Medway

Listing courtesy of Listing Agent: The Commonwealth Group from Listing Office: Coldwell Banker Realty - Waltham.
$599,000
3 Beds ⋅ 3 Baths ⋅ 73506650 MLS
Brand new LUXURY townhome offering refined, affordable living in the heart of Medway..Thoughtfully designed across 3 levels, the open-concept first floor sports a gourmet kitchen with farmer's sink, quartz counters, stainless appliances, a large island, with seating, that flows seamlessly into the dining/living area. The second floor houses 2 roomy bedrooms and a stylish bathroom with laundry hook-ups. Walk up the stairs to the primary to find an en-suite bath and deep, double closets. A semi-finished basement adds ample storage and future expansion potential.This is the only unit to have a private, deeded, backyaryard for added privacy and convenience. Features include high ceilings, quartz countertops, ductless heat and air conditioning (mini splits), wood floors, harvey windows, recessed lighting, electric car charger, fire alarm/supression system. Pictures are of a similar unit in the complex.

20 Broad St Unit 3, Medway

Listing courtesy of Listing Agent: The Commonwealth Group from Listing Office: Coldwell Banker Realty - Waltham.
$549,900
3 Beds ⋅ 1 Baths ⋅ 73562925 MLS
Welcome to this beautifully refreshed 3-bedroom, 1-bath home nestled on just under a half-acre in a peaceful Medway neighborhood. Thoughtfully refinished throughout, the home showcases beautifully restored hardwood floors, brand-new countertops, and stylish light fixtures that create a warm, inviting feel. The spacious layout offers comfortable everyday living, while the full basement with both interior and exterior access provides abundant storage and flexible space to suit your needs. Off-street parking adds everyday convenience, and the generous yard offers plenty of room to relax, entertain, or enjoy the outdoors. Combining tasteful updates with a quiet setting, this move-in-ready home is a wonderful opportunity to enjoy all that Medway has to offer.

13 Center St, Medway

Listing courtesy of Listing Agent: The Ponte Group from Listing Office: Keller Williams South Watuppa.
$499,000
2 Beds ⋅ 1 Baths ⋅ 73568149 MLS
**Offers due Monday Aug 31 by 1pm**Tucked away at the end of a quiet cul-de-sac, this charming home offers a bright and welcoming feel with tons of natural light. Gleaming hardwood floors flow throughout leading into the updated kitchen featuring granite countertops and stainless steel appliances. The sun-drenched dining room is the perfect spot to gather and entertain. Upstairs, you’ll find two bedrooms and a bathroom. The finished basement offers even more living space and opens out to a private yard. A newer roof and heating system adds peace of mind, and the location is hard to beat—just a short walk to beautiful Choate Park. Move right in and enjoy all this home has to offer. Open House Saturday Aug 29 from 11-1 and Sunday Aug 30 from 11-1.

17 Cutler St, Medway

Listing courtesy of Listing Agent: Kyle Falcetta from Listing Office: Old Colony Property Services, Inc..
$445,000
3 Beds ⋅ 1 Baths ⋅ 73501497 MLS
Motivated Seller Alert! Take advantage of a remarkable $10,000 seller credit to significantly lower your upfront closing costs or secure an interest rate buydown. Nestled in a peaceful, private cul-de-sac within Medway’s coveted historic village, this 3-bedroom home perfectly blends classic character with functional modern living. Step inside to a bright, efficient floor plan featuring a spacious main level that flows effortlessly out to a brand-new custom deck—your private oasis for outdoor dining and weekend entertaining. Upstairs, the second floor hosts three bedrooms, including a primary retreat complete with a sought-after walk-in closet. The third bedroom offers ultimate flexibility, serving as the perfect high-speed home office, nursery, or creative studio. Enjoy the ultimate balance of privacy and convenience with quick access to local boutiques, dining, top-rated schools, and major commuter routes. Bonus: hassle-free New England winters thanks to an established neighborhood arrangement for cul-de-sac snow plowing. Don't miss this high-value opportunity to keep more cash in your pocket at closing!

37 North, Medway

Listing courtesy of Listing Agent: The Ponte Group from Listing Office: Keller Williams South Watuppa.
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