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$789,000
3 Beds 3 Baths 73464217 MLS
Open House Cancelled. Welcome to this beautifully updated home offering a versatile layout with multiple living spaces. The main level features a bright, updated kitchen with abundant cabinetry, quartz countertops and a new slider leading to a new composite deck, perfect for entertaining. Spacious family room, three bedrooms, and a newly renovated full bath complete the main level. The lower level offers additional living space with a family room, newly renovated half bath with washer and dryer, and a separate guest suite featuring its own newly renovated kitchen and full bath—ideal for extended family or in-law potential. Recent updates include new flooring throughout, three new garage doors, 2014 septic system, new filter for well, new recessed lighting throughout, and an approximately 8-year-old roof. Great opportunity and unique home in a desirable location—don’t miss it!

4 Bullard Circle, Medway

Listing courtesy of Listing Agent: Sylvia Makarios from Listing Office: Coldwell Banker Realty - Westwood.

$550,000
3 Beds 2 Baths 73454478 MLS
Welcome to 20 Broad Street, Unit 6—a brand-new, three-level townhouse offering modern comfort and effortless style in the heart of Medway. With three bedrooms and three full baths across roughly 1,420 sq ft, this home balances space, light, and smart design.The main level features a beautiful open floor plan with a designer kitchen, quartz countertops, island seating, and a spacious living and dining area. Upstairs, two comfortable bedrooms share a full bath. The top floor serves as a private primary suite with its own full bath, perfect for a quiet retreat or home office.Enjoy energy-efficient systems, central AC, and town water and sewer. All part of a professionally managed six-unit community just minutes from Medway’s shops, schools, and parks. A perfect blend of convenience and modern living, nothing to do but move in!

20 Broad St Unit 6, Medway

Listing courtesy of Listing Agent: The Commonwealth Group from Listing Office: Coldwell Banker Realty - Waltham.

$727,500
3 Beds 3 Baths 73482530 MLS
Welcome to this spacious and sun-filled home set on a beautiful acre + lot, nestled in a desired neighborhood, boasting a flexible floor plan. The inviting foyer leads to the expansive main level. Its cozy fireplaced living room with hardwood flooring opens to an updated dining area and eat-in kitchen w/sliders that lead to a 3 season sunroom overlooking a large private backyard. Relax outdoors and entertain on the updated deck, patio and firepit area. The main ensuite bedroom has an updated bath with a walk-in shower. Two additional generously sized bedrooms and a full bath complete the main level. The finished LL boasts a family rm w/wood stove,a bonus rm perfect for a home office, play room, a workshop area & extra storage. Check out the attached features and improvements list w/many upgrades. Gutter guards, ice dam heaters, spacious shed & 1 car garage. Newly painted rms. Medway Top Schools! Excellent commuter location, minutes to HWY & Franklin Rail. A room for everyone!

3 Thayer Rd, Medway

Listing courtesy of Listing Agent: Linda Dumouchel from Listing Office: Realty Executives Boston West.

$979,000
4 Beds 3 Baths 73475795 MLS
Nestled in one of Medway's most desirable neighborhoods, this home offers privacy, charm, and easy access to I-495, top-rated schools, and great shopping—perfect for putting down roots.The 20x26 family room wows with cathedral ceilings, a gas fireplace, and seamless flow into the kitchen, complete with a coffee bar and pantry. Hardwood floors run throughout, leading to four bedrooms, 2.5 baths, and a finished basement with a fridge, sink, office space, and room for a gym. Need more? The walk-up attic provides storage or future potential. The primary suite boasts custom closets and a stunningly remodeled en-suite bath.Step outside to a double-tiered mahogany deck, brick patio, and firepit, perfect for entertaining or starlit relaxation. Updates include fresh exterior paint (2023), new A/C and heat pump (2025), an electric fence (2024), and a kitchen beverage cooler (2025).This home isn’t just a place to live—it’s a lifestyle. Come see for yourself!

23 Cedar Farms Rd, Medway

Listing courtesy of Listing Agent: Laura Manning from Listing Office: Kinlin Grover Compass.

$900,000
4 Beds 3 Baths 73476578 MLS
Welcome to this meticulously maintained 10 room Custom Colonial, proudly offered by the original owners. Designed for comfortable living and easy entertaining, this home features a fireplaced family room, first-floor laundry/mudroom, and recently installed luxury vinyl plank flooring throughout the main level. Programmable thermostats add modern efficiency. The spacious primary suite offers a private retreat with full bath and walk-in closet, while three additional generously sized bedrooms share a main full bath. A versatile bonus room over the two-car garage with vaulted ceiling and skylights provides endless possibilities for a home office, playroom, or guest space. The unfinished basement offers excellent expansion potential. Set on a beautiful wooded one-acre lot near walking trails, this home also boasts a prime commuter location with easy access to Route 495, the Mass Pike, and commuter rail. Showings begin at the Open House Saturday 11–1.

8 Liberty Road, Medway

Listing courtesy of Listing Agent: Laina Kaplan from Listing Office: Realty Executives Boston West.

$1,750
1 Beds 1 Baths 73480072 MLS
Charming and well-maintained 1-bedroom, 1-bath rental offering comfortable living in a convenient location! This bright and inviting apartment features a spacious living area, an efficient kitchen with ample cabinet storage, and a generously sized bedroom with great closet space. The full bath is clean and updated for everyday ease. Enjoy the added benefit of off-street parking, providing both convenience and peace of mind. Ideal for commuters, this home is close to local shops, restaurants, and major routes while still offering a private, residential feel. Perfect for those seeking low-maintenance living with all the essentials. Don’t miss this opportunity to enjoy a well-cared-for apartment!

1 Church Unit A, Medway

Listing courtesy of Listing Agent: Janet Childs from Listing Office: Century 21 Custom Home Realty.

$1,875
1 Beds 2 Baths 73480073 MLS
This modern One Bedroom, One and one half bathroom apartment offers the perfect blend of comfort, convenience and contemporary living at an affordable price. Located in the heart of Medway, it's ideal for those seeking a trendy and accessible lifestyle. The main level features a spacious, well-designed living room, perfect for relaxation and entertaining guests and kitchen equipped with range, hood, dishwasher and refrigerator. On the upper level you'll find the bedroom with full bath and generous walk-in closet. This unit comes with an in-unit washer and dryer making laundry days a breeze. This prime suburban location offers easy access to highways and area amenities.

1 Church Street Unit C, Medway

Listing courtesy of Listing Agent: Janet Childs from Listing Office: Century 21 Custom Home Realty.

$3,600
3 Beds 4 Baths 73473403 MLS
Modern, sunny, and bright end unit offering 3 bedrooms, 2 full baths and 2 half bath condo rental in a desirable Medway location. This home features an open-concept kitchen with modern appliances, granite countertops, an eat-in dining area, and seamless flow into the living room. Beautiful hardwood floors run throughout, complemented by ample custom closets and storage space, plus additional custom storage in the garage. Also offering a home office for work from home opportunity. Enjoy the convenience of an in-unit washer and dryer, on-demand hot water heater, forced hot air, and central A/C. Ideal commuter location close to the MBTA train station, Route 495, and nearby shopping and restaurants. No smoking. References and credit check and background checks required. Move-in ready and available 3/1/26. Schedule a showing today.

176 Main Street Unit 1, Medway

Listing courtesy of Listing Agent: Jason Tominsky from Listing Office: .

$690,000
6 Beds 2 Baths 73470464 MLS
Perfect investment opportunity with flexible living options—live in one unit and rent the other, or maximize income by renting both! This well-maintained two-family home features a welcoming covered front porch with separate private entrances for each unit. The first-floor unit offers a sun-filled living room with access to an enclosed 3 season porch, an eat-in kitchen accented by a stylish barn door, a full bath, a dedicated laundry room, and three bedrooms with hardwood floors. The second-floor unit includes a bright living room with hardwood floors, a spacious eat-in kitchen with a large picture window and access to a back deck, a full bath, and three generously sized bedrooms with ample closet space. Outside, enjoy a spacious yard with a fenced-in area, storage shed, and a two-car garage. Seller needs to find suitable housing. OFFER DEADLINE - JANUARY 28TH- 4:00 PM - PLEASE GIVE 24 HOURS TO RESPOND!

10 Franklin St, Medway

Listing courtesy of Listing Agent: Cyndi Deshaies from Listing Office: Lamacchia Realty, Inc..

$930,000
4 Beds 3 Baths 73469697 MLS
Nestled in a beautiful and desirable acre+ lot, this single family home presents itself with a blend of comfort and space. Plenty of natural light throughout. Double glass French doors opens to oversized sun room overlooking the beautifully maintained backyard with a stone patio and wood fire pit. Large mudroom with full bathroom off the garage entrance with tile floor.Well appointed kitchen with large center island and SS appliances. An ideal space to host your next gathering. Relax in the family room in front of a wood fire place.Beautiful study off the front entrance for those who work from home and want a private spot to work. Spacious 4 bedrooms and 2 full bathrooms are on the second floor. The private primary suite has a newly renovated en-suite with a marble counter top,glass shower door and walk in closet. Part.finished basement with a separate room dedicated for exercise.Outside area boasts plenty of extras like a lighted paved1/2 basketball court, outdoor shower and generator

11 Fairway Ln, Medway

Listing courtesy of Listing Agent: Elaine Bigdeliazari from Listing Office: The Firm.

$580,000
3 Beds 1 Baths 73454268 MLS
* PRICE IMPROVEMENT! * Location, privacy, & natural beauty in this charming Medway home! Nestled on a picturesque 1 acre lot, this multi-level 3-bedroom, 1-bath home offers possibilities for expansion. Freshly painted, wood flooring, bright eat-in kitchen with Corian countertops, new dishwasher, plumbing & lighting upgrades, a double closet & slider to the deck. Updates to increase energy efficiency done by Mass Save. The home also comes complete with a separate laundry room w/ washer and dryer, tiled floor, storage area, & exterior access to the patio with fireplace, the shed, & the upgraded deck.With its multi-level layout and 4 separate entrances, this home offers much opportunity for additional living space. Conveniently located near Routes 495 and 109, you’ll be just minutes from shopping, schools, and all that Medway has to offer. Enjoy serene surroundings, modern updates, room to grow—this property is a rare find

22 Granite Street, Medway

Listing courtesy of Listing Agent: Jodi Kairit from Listing Office: Berkshire Hathaway HomeServices Page Realty.

$495,000
3 Beds 3 Baths 73479113 MLS
The essence of refined living is captured within this attractive condominium, located at 19 Evergreen Street U:A, Medway, MA, United States, presented in great condition. The kitchen, designed for both culinary artistry and social gatherings, boasts elegant shaker cabinets complemented by sophisticated stone countertops. A prominent large kitchen island provides extensive space for meal preparation, while the thoughtfully integrated kitchen bar and kitchen peninsula offer versatile areas for casual dining or entertaining. The tasteful backsplash adds a refined finishing touch to this central space. The living room offers a welcoming ambiance, enhanced by elegant crown molding that frames the space with architectural distinction. A charming fireplace serves as a focal point, providing warmth and comfort for quiet evenings or convivial gatherings.

19 Evergreen Street Unit A, Medway

Listing courtesy of Listing Agent: Herland Cabrera from Listing Office: Westcott Properties.

$720,000
4 Beds 2 Baths 73480583 MLS
Welcome to 58 Holliston St in Medway, MA—a thoughtfully updated home that blends efficiency, comfort, and flexibility. An owned 10.6 kW solar energy system with microinverters conveys free and clear, delivering meaningful operating cost savings through 1:1 net metering. Capital improvements include a new architectural shingle roof installed August 2023 with a transferable warranty. The finished lower level expands usable space with a versatile office/den, fitness or flex area, convenient mudroom-style entry, and dedicated utility and storage rooms. Interior updates create a cohesive look, featuring neutral repainting, new LVP flooring in main living areas, refreshed kitchen finishes, and updated bathroom fixtures. Set on approximately 0.33 acres, the lot offers fencing and privacy for outdoor enjoyment, complemented by a 2-car attached garage. A well-rounded property with smart upgrades and adaptable living spaces in a desirable Medway location.

58 Holliston St, Medway

Listing courtesy of Listing Agent: Ann Marie Silva from Listing Office: Redfin Corp..

$559,000
3 Beds 2 Baths 73476590 MLS
Circa-registered antique home built in 1847, offering approx. 1,721 sqft on just over a half-acre in a convenient in-town location. The original portion includes a dining room, library or living room with built-in shelving, first-floor bedroom, and full bath, along with a heated family room featuring wide-plank wood floors and a wood-burning fireplace. Upstairs are two spacious bedrooms and a second full bath. The kitchen addition offers an eat-in kitchen with pantry, first-floor laundry, and cathedral ceiling with saloon doors at the entry to the laundry area, and connects the former detached wood storage structure, now the family room, to the main house. The attached garage with original sliding barn doors provides multiple rooms including a workshop space, and a second-floor loft. Built-ins and closet space found throughout. Major systems updated, including plumbing, electrical service, furnace, and oil tank. Replacement windows and roof approx. 20 years. Oil-fired steam heat.

8 Winthrop St, Medway

Listing courtesy of Listing Agent: The Todaro Team from Listing Office: REMAX Executive Realty.

$3,600
3 Beds 3 Baths 73473193 MLS
We are excited to offer brand new, modern 6-townhouse units located in the heart of Medway, available for lease starting in July. These spacious and beautifully designed units feature an open-concept living area, perfect for both relaxation and entertaining. Each townhouse offers 3 bedrooms with plenty of closet space and forced air A/C.An office—ideal for working from home or additional living space,2.5 bathrooms with modern finishes. The kitchen is luxurious and fully equipped with top-of-the-line stainless steel appliances, including a brand-new washer and dryer. Free, fast internet is included with the lease. Convenient walking distance to Choate Park, perfect for outdoor recreation. Each unit has an electric charger and free Wi-Fi. The proximity to Medway's excellent school system is a major benefit for families. Easy access to Route 495, just minutes away for quick commuting. Don't miss out on this incredible opportunity to lease a brand-new townhouse in one of Medway's most

192 Main St Unit C, Medway

Listing courtesy of Listing Agent: Sam Takla from Listing Office: Coldwell Banker Realty - Framingham.

$1,075,000
3 Beds 3 Baths 73461388 MLS
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 & friends. SS appliances & quartz counters in the kitchen, along w/ a lg pantry area tucked away. The Dining Area also provides direct access to the outdoor 12x16 deck to take in the natural surroundings. A flex/office area can be used for almost any purpose. The 2 car garage delivers you to your mudroom to keep your outdoor gear organized. The upstairs level provides 3 large BRs, incl the vaulted primary BR w/ walk-in closet & full bathroom. An add'l bathroom & spacious 2nd floor laundry. So many options included-see list provided. Ask us about the special mortgage program - 5.5%/30yrs fixed.

(Lot 40) 19 Sycamore Way, Medway

Listing courtesy of Listing Agent: Guimares Group from Listing Office: Conway - Hanover.

$615,000
3 Beds 4 Baths 73471509 MLS ['Woodside Condominiums'] BLDG.
Bright, sunny, gorgeous 3 Bedroom Townhouse at Woodside Condominiums is one of the largest units in the complex, with 3 levels of living and 3,500 sq ft of living! It has 2 master suites, one on the 1st floor and one on the 2nd floor! Many updates include roof and deck. Beautiful cherry cabinet kitchen and corian counter tops opens to a lovely, spacious dining room, gas log fireplaced living room with triple sliders to a huge deck and lovely yard. All stainless steel appliances, 5 burner gas stove for the cooking enthusiasts and 1st floor laundry. It has vaulted ceilings, skylights, cathedral ceiling, a library, 2nd floor office loft, nice cedar closet walk out family room and 3rd BR on the lower level! Energy saving natural gas heat, hot water and clothes dryer. It has a 1 car garage w/direct entry and so much more! The special assessment for the new roofs and decks will be paid in full at closing by the seller! Mins. To Rts 495 & Mass Pike! Come see this huge townhouse today.

6 Kingson Lane Unit 2, Medway

Listing courtesy of Listing Agent: Jerry Bluhm from Listing Office: REMAX Executive Realty.

$822,000
3 Beds 3 Baths 73467143 MLS
Bathed in natural light, this beautiful custom 3-bedroom, 2.5-bath attached home is designed for modern living and entertaining. Step onto the private deck overlooking 1.5+ acres of serene open and wooded land, perfect for outdoor enjoyment. Inside, the main level impresses with 9-foot ceilings, hardwood floors, a chef’s kitchen with quartz countertops, custom cabinetry, stainless appliances, walk-in pantry, gas fireplace, half bath, and built-in foyer seating with smart storage. Upstairs, a spacious primary suite features dual walk-in closets, a double vanity, and a tiled shower, accompanied by two additional well-appointed bedrooms. The finished walk-out lower level offers high ceilings and a sliding glass door to the backyard, creating a versatile space ideal for a home gym, media room, game room, or extra living area. An oversized garage completes this exceptional home.

79 Lovering St Unit B, Medway

Listing courtesy of Listing Agent: Noel Awad from Listing Office: Venture.

$612,500
4 Beds 2 Baths 73461267 MLS
Welcome Home! Take a look at this hidden gem in Medway, located in a desirable family neighborhood. This beautiful Colonial is tucked away on a quiet street and offers almost an acre of land. Inside, the inviting foyer opens to a spacious family room on the left with custom built-ins. To the right, is a large living room with a cozy fireplace that flows seamlessly into the dining room, complete with two built-in hutches. The kitchen features stunning cabinetry, a center island, granite countertops, and brand-new stainless steel appliances. Upstairs, you’ll find three bedrooms plus an additional room that can be used as a home office or fourth bedroom. A walk-up attic with tons of storage space, a full partially finished basement, and hardwood flooring throughout provide plenty of space and versatility. This home truly offers a perfect blend of charm, functionality, and comfort. Bring your vision and a little TLC to make this home uniquely yours. OPEN HOUSE SUNDAY DEC 21ST from 12 -1:30

5 Richardson St., Medway

Listing courtesy of Listing Agent: Margaret Cimetta from Listing Office: Keller Williams Realty Signature Properties.

$540,000
3 Beds 1 Baths 73456032 MLS
Charming 1870 antique Colonial thoughtfully expanded and updated, offering 2,200+ sq ft with a long, open floor plan. The kitchen is the heart of the home, featuring vaulted beamed ceilings, granite counters, stainless appliances, and a large island perfect for gathering. Set along the Charles River, enjoy peaceful water views from the deck and daily opportunities to watch wildlife. Flexible layout with 3–4 bedrooms and a full bath. Walk-up attic, walk-out basement, and a large shed provide excellent storage. The ¾-acre lot offers river frontage, lush landscaping, and privacy hedges. All in family-friendly Medway, known for great public schools and convenient access to Boston, Worcester, and Providence.

4 Shaw Street, Medway

Listing courtesy of Listing Agent: Team Rice from Listing Office: REMAX Executive Realty.

$1,150,000
5 Beds 4 Baths 73479021 MLS
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 shines. The top-floor primary suite, with dual walk-in closets, will leave you in awe. Situated on 1.58 acres and bordering protected conservation land, the property offers unspoiled views, unmatched privacy, and a spacious patio and deck overlooking the serene landscape. This residence perfectly embodies New England’s timeless charm, blending classic colonial accents with modern sophistication. Come tour this extraordinary home at our open house this Sunday!

116 Winthrop St, Medway

Listing courtesy of Listing Agent: Michael Gilbert from Listing Office: Stuart St James, Inc..

$900,000
3 Beds 3 Baths 73455347 MLS
Nestled in a quiet, tranquil Medway neighborhood, this 4-year-old Colonial offers modern comfort and thoughtful design throughout. With approximately 2,950 sq. ft. of living space above/below ground, the home features soaring 9-ft ceilings, an attached 2-car garage, and a beautifully crafted private patio that opens to a new 10-person hot tub—perfect for relaxing or entertaining! Inside, enjoy cozy evenings by the charming gas fireplace and efficient propane heat, along with central air to keep summers cool. The stunning kitchen boasts a farmhouse sink, double oven, large island, and an open floor plan flowing seamlessly into the living room, making it an entertainer’s dream! Solar panels help keep electricity costs low, while a versatile fourth bonus room upstairs offers the ideal space for an office, nursery, or playroom. Added peace of mind comes with security cameras covering the front yard, driveway, and backyard. This home truly has it all, you won't want to miss this one!!

78-A Fisher St, Medway

Listing courtesy of Listing Agent: Andrew Spas from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$553,000
3 Beds 1 Baths 73464220 MLS
Sparkling home in the desirable Brentwood neighborhood featuring an open, airy layout with cathedral ceilings in the foyer, living room, dining room, and updated kitchen with skylight. Hardwood floors in main living areas and new Pergo flooring in the primary bedroom. Central air and ceiling fans throughout the upper level. Finished lower level offers a bright, windowed playroom or home office. Fully fenced, level backyard ideal for kids and pets with mature privacy shrubs. Enjoy outdoor living on the 14x16 deck off the kitchen or two patios. Storage shed with new roof and window. Converted 12x24 garage with ample storage. Convenient to top schools, shopping, and major commuting routes.

33 Gorwin Drive, Medway

Listing courtesy of Listing Agent: Andrea Beth Castinetti from Listing Office: Castinetti Realty Group.

$525,000
3 Beds 2 Baths 73466069 MLS
Uncover exceptional value at 23 North Street in charming Medway Village! This inviting 3-bedroom home offers an incredible opportunity to own in a desirable community without stretching your budget. Inside, you'll find a cozy, well-designed layout that’s ideal for both relaxing and hosting. The kitchen boasts a brand-new stove, and major updates like an updated roof and an on-demand furnace to ensure efficiency and ease of living. With these upgrades already taken care of, all that’s left to do is settle in and make it your own. Perfectly located near local shops, parks, and convenient commuter routes, this home provides a wonderful mix of charm and access to top-rated Medway schools. Whether you’re a first-time buyer, looking to downsize, or simply searching for a home that offers lasting value, this is an opportunity you don’t want to miss. Act quickly—this Medway gem won’t be available for long!

23 North St, Medway

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$610,000
3 Beds 3 Baths 73438157 MLS
This beautiful antique home flawlessly combines modern conveniences with thoughtfully preserved historic charm. Spend evenings relaxing by the fireplace in your cozy family room with built in bookshelves. Enjoy entertaining? The eat-in kitchen with direct access to the outside allows for ideal indoor/outdoor entertaining and the large dining room is a perfect space for hosting the holidays. The family room, half bath, and den finish off the first floor. Three generously sized bedrooms on the second level, including the expansive primary suite with a spacious bathroom, ample closet space, and french doors that open up to the balcony overlooking your serene backyard. Additional full bathroom and office or nursery complete the second floor. Hardwood floors under most carpeted rooms. Boiler (2020), Roof (approx 7 years), updated electrical, recently painted exterior. Close to schools, restaurants, shops, & more. Don't miss your chance to own a piece of Medway's history!

106 Holliston St, Medway

Listing courtesy of Listing Agent: Team Rice from Listing Office: REMAX Executive Realty.

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