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21 High Street Unit A, Medway
$539,900
2 Beds ⋅ 2 Baths ⋅ 73596453 MLS
Fully renovated Medway condo in 2022. Enjoy all the charm of years gone by with the added security of extensive renovations for care free living. You will love the newer kitchen with stainless steel appliances, granite counter tops, and white cabinets. First floor bathroom has a new tiled shower and laundry. Spiral staircase in front entrance, additional staircase off kitchen. Two large bedrooms upstairs. Also has a second floor bonus room.. Walk up attic. Need a 1st floor bedroom and bath? This condo has it, you can easily have a 3rd bedroom! Gleaming hardwood floors. Newer on demand hot water heater. Plumbing and electrical upgrades. Exterior upgrades include roof, siding and gutters and all vinyl windows Town water, sewer and natural gas heating. Low condo fee! Quick closing possible.

21 High Street Unit A, Medway

16 Meryl St, Medway
$669,900
3 Beds ⋅ 2 Baths ⋅ 73596400 MLS
Welcome Home! This inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and versatile living space in a desirable neighborhood just a short distance from town. Whether you're purchasing your first home, looking to simplify, or searching for a home with room to enjoy your favorite hobbies, this property has so much to offer! Step inside to discover gleaming hardwood floors and vaulted ceilings that create an open, airy feel throughout the main living area. The attached, year-round sunroom provides a wonderful space to relax with backyard views. Need additional room to spread out? The lower level offers even more flexible living space, complete with a gas stove, making it a cozy spot for entertaining, hobbies, office or workout space. Plus, laundry, half bath, cedar closet and utility room with walkout access to the yard. Car enthusiasts, hobbyists, and anyone in need of extra workspace will appreciate the heated, oversized two-car garage, offering plenty of room for vehicles, tools, and projects. Outside, enjoy the partially fenced yard, along with a deck and patio that provide great options for outdoor entertaining, summer barbecues, gardening, or simply relaxing in your own outdoor space. Enjoy added peace of mind with several important updates already completed, including a brand-new roof being installed, heating system, central air conditioning and a hot water heater all updated within the last three years. Freshly painted interior and newer windows, installed in 2019, are more valuable improvement. With its comfortable layout, additional living space, fantastic garage, outdoor amenities, and major updates already taken care of, this home is ready for its next chapter. Conveniently located near town while offering a welcoming neighborhood setting, it's an opportunity you won't want to miss. Whether you're just starting out or ready to downsize without giving up space and convenience, this home is waiting for you.

16 Meryl St, Medway

1 Alder St, Medway
$524,900
4 Beds ⋅ 2 Baths ⋅ 73594296 MLS
Offers due Monday, October 26th at 5pm. Fall in love with this beautiful, turnkey 4-bedroom, 2-full-bath home, fully renovated and thoughtfully redesigned with extensive interior and exterior improvements.The sellers have prioritized maintaining a healthy home environment through regular upkeep, proactive maintenance, and quality upgrades. Exterior improvements completed within the past five years include a new roof (2026), an upgraded front entry, and an enhanced patio, walkway, and fire pit area. The sun-filled family room leads seamlessly into the updated eat-in kitchen, which features upgraded cabinetry, granite countertops, newer stainless steel appliances, and a dedicated coffee and beverage station. The kitchen opens to a private backyard with a patio and fire pit, ideal for outdoor dining and entertainment. The main level also includes a beautifully redesigned full bathroom with a walk-in shower. Inside, fresh paint and new hardwood flooring throughout create a bright, cohesive flow. For added convenience, the laundry room was strategically relocated to the main level. A private flex room on the first floor can easily serve as a 4th bedroom and also suitable for a buyer requiring single-level living. The basement provides over 800 sq ft of additional storage space with convenient walk-out access to the private backyard. Conveniently located close to schools, shopping, dining, and commuter routes, this move-in ready home is ready for its next chapter.

1 Alder St, Medway

14 Sanford St Unit 17, Medway
$370,000
2 Beds ⋅ 2 Baths ⋅ 73591398 MLS ⋅ ['Sanford Mill Condo'] BLDG.
Gorgeous open loft condo in historic mill building invites you to take advantage of all this home has to offer. Inviting plan with open kitchen through eating area and into the living room. The space is adorned with huge windows and a ton of natural light making the main level pop! A half bathroom completes this space and makes it perfect for relaxing - or entertaining and more. The lower level shows off more large windows in each of the two bedrooms, while also providing you with your full bathroom and laundry room - so you don't have to go up or downstairs from your bedroom to those! Closets and nooks and foyer space allow for some creative storage - two parking spots makes it easy to come and go. The mill is directly on the Charles River and has a great picnic area out back. Just beyond is the entrance to the Medway Amphitheater - a 4.5 acre open space site allowing for direct access of kayaks, fishing, walking trails and so much more. All of this, just outside your windows - it is truly a location to be!!

14 Sanford St Unit 17, Medway

10 Village Street, Medway
$685,000
4 Beds ⋅ 2 Baths ⋅ 73590400 MLS
Welcome home to this beautifully updated Raised Ranch with a full in-law suite!! This home was fully renovated in 2016 and offering a versatile layout with plenty of space for comfortable living. The main level features an inviting open floor plan that seamlessly connects the living room, kitchen, and dining area, creating a wonderful space for everyday living and entertaining. Three generously sized bedrooms and a full bath with a double vanity complete the main level. The bathroom offers convenient access from both the hallway and the primary bedroom. The lower level features a spacious, full in-law suite complete with a large kitchen, comfortable family room, bedroom, and full bath. With its own direct access from the driveway, this separate living space is ideal for extended family, guests, or added flexibility to suit your needs. Situated on a large, level lot with an expansive driveway offering ample off-street parking, this home combines versatility, convenience, and plenty of room to enjoy!

10 Village Street, Medway

172 Holliston St, Medway
$650,000
3 Beds ⋅ 1 Baths ⋅ 73589771 MLS
Looking for a move-in ready ranch? This might just be the one! Completely updated inside in 2024, this contemporary 3-bedroom, 1-bath home sits on a private 0.79-acre lot. The spacious living room features a vaulted ceiling, bay windows that fill the space with natural light, and a decorative fireplace, with room for a dining area if desired. The updated kitchen offers new cabinets, stainless-steel appliances, and an eat-in dining space, while an updated bathroom and new luxury vinyl flooring throughout complete the refresh. The generously sized bedrooms offer ample closet space, with one currently set up as a home office. Stay comfortable year-round with an energy-efficient heat pump for heating and cooling, plus a propane forced hot air system as backup. Outside, enjoy a fenced backyard, a patio for relaxing or entertaining, and a circular driveway with ample parking. All just minutes from downtown Medway, shopping, and a variety of restaurants. Don't wait to see this one-level gem!

172 Holliston St, Medway

25 Oakview Cir, Medway
$649,900
4 Beds ⋅ 2 Baths ⋅ 73587672 MLS
Welcome to 25 Oakview Circle! This beautiful L-shaped ranch sits on a side street in Medway near a public park and Next Venture Farm. Once owned by the same family for many years, the home holds a special piece of its past, with family history inscribed on its main beam. Freshly painted and move-in ready, the main level features hardwood floors, a fireplaced living room open to an eat-in kitchen, a separate dining room, and a sunroom/family room leading to a deck and beautiful backyard. Three bedrooms and a full bath complete this level. The partially finished lower level offers a recreation room, an additional bedroom, and a full bath with shower, plus laundry, storage, and utility areas. Outside, enjoy a level lot of nearly 16,000 sq. ft., a circular driveway, a detached one-car garage with a high ceiling and extra storage, and a separate shed. Three-zone hot-water baseboard heat and an AC unit add comfort to this inviting home.

25 Oakview Cir, Medway

281 Village Street, Medway
$675,000
4 Beds ⋅ 3 Baths ⋅ 73585746 MLS
**Open House Canceled - Offer Accepted** Welcoming, sunlit, and full of possibilities, this expanded ranch has been in the same family since 1973, evolving to meet their changing and aging needs and now offering your family that same flexibility. There's more to discover here than meets the eye. Entertaining flows through the home's oversized kitchen, formal dining room, and living room. Generous closets, hardwood floors, picture windows, and skylights create bright, comfortable spaces. Its 4 bedrooms and 3 full baths occupy three areas: a main-level bedroom, currently a home office, with a nearby full bath; an upstairs primary bedroom and full bath; and a private wing a few steps down with two bedrooms, a bonus room, and full bath. With its own entrance, kitchenette, and separation from the main house, this wing suits in-law or multigenerational living, yet can easily return to its original layout. Central air, natural gas, and owned solar panels provide comfort and efficiency. Outside, a patio, garden space and fenced backyard offer space for relaxing and entertaining, complemented by a one-car garage and ample parking. Modernize and personalize to suit your family's needs.

281 Village Street, Medway

30 Cottage St, Medway
$489,900
5 Beds ⋅ 2 Baths ⋅ 73582521 MLS
Fantastic opportunity to own a 5-bedroom home in desirable Medway at an incredible price! Lovingly owned by the same family for over 70 years, this spacious home offers over 2000 square feet of living space, 1 & ½ baths, and plenty of room for everyone. Set on over half an acre, the property features a beautiful yard and two sheds providing plenty of storage. The family room was added in 1965, with the front room added in 1970, providing additional space and character. A four-year-young pellet stove offers an additional heat source and an opportunity to help offset oil heating costs. Many newer updates include the washer and dryer, stove, refrigerator, furnace, and water heater. The main portion of the roof is approximately 15–20 years old, and most windows have been replaced within the past 15 years, with the exception of windows in the additions. Bring your vision and ideas to make this home your own and unlock its full potential. With generous living space, a large lot, a desirable Medway location, and many newer updates, this home is ready for its next chapter!

30 Cottage St, Medway

50 Main St., Medway
$615,000
3 Beds ⋅ 2 Baths ⋅ 73580054 MLS
Discover the charm of suburban living at this wonderful updated ranch. Offering 1712 square feet of thoughtfully designed living space, this home is ready to welcome its next chapter. The house provides three comfortable bedrooms, offering flexible arrangements for rest and personalization. An updated kitchen and two updated bathrooms ensure convenience and comfort for daily routines. An enclosed 3-season porch overlooks an outdoor patio and ample outdoor space for leisure and potential gardening projects. The property also includes a one-car garage, providing secure parking and additional storage. This address presents an opportunity to create your ideal home. Envision your future at 50 Main St. Medway, MA.

50 Main St., Medway

13 Delmar Rd., Medway
$739,500
3 Beds ⋅ 2 Baths ⋅ 73572052 MLS
REDUCED SELLERS SAY SELL You can be in by Thanksgiving 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 3 bedroom ,2full baths 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 bedroom, tiled full bath,2nd bedroom on main level. lower level was recently finished offer a master bedroom suite bed with full bath w/walk in shower and large lounging area .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

17 Cutler St, Medway
$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

13 Center St, Medway
$524,900
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

14 Richard Rd, Medway
$579,000
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

141 Holliston St, Medway
$619,900
4 Beds ⋅ 2 Baths ⋅ 73553381 MLS
Price reduced 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

252 Main St, Medway
$349,000
3 Beds ⋅ 1 Baths ⋅ 73532423 MLS
Contractor Special! Fantastic opportunity for investors, contractors, flippers, or buyers looking to build equity. This well-located single-family home offers 3 bedrooms and sits on a large lot with tremendous potential for renovation, expansion, or redevelopment possibilities (buyer to perform all due diligence). The property requires significant repairs and updates and will not qualify for FHA, VA, or conventional financing. Cash, hard money, or renovation loan buyers are encouraged. Conveniently located near major routes, shopping, restaurants, schools, and local amenities. Bring your vision and unlock the full potential of this property. Sold strictly AS-IS. Seller has never occupied the property and makes no representations or warranties.

252 Main St, Medway

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