Medway MA Real Estate, Homes, Condos for Sale

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

$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

$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

$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

$879,900

4 Beds ⋅ 3 Baths ⋅ 73569621 MLS

Welcome to 17 Fox Run Road, where classic New England charm, generous living space and a wonderful Medway location come together. A gorgeous front farmer’s porch creates an unforgettable first impression and the perfect place to enjoy your morning coffee or unwind at the end of the day. Beautifully set on a spacious wooded lot in the desirable Fox Run neighborhood, this 4-bedroom, 2.5-bath Colonial offers more than 2,500 square feet designed for both everyday living and memorable gatherings.Inside, an inviting fireplaced family room is complemented by a spacious eat-in kitchen and elegant formal living and dining room. Upstairs, four generously sized bedrooms provide comfortable private retreats, including a primary suite with walk-in closet and private bath. A screened porch and deck extend the living space outdoors, creating a wonderful setting for summer dinners, entertaining and peaceful evenings surrounded by nature.First-floor laundry, a full basement, abundant storage and an attached two-car garage add everyday convenience. Beyond the home, enjoy everything that makes Medway such a desirable community, including its highly regarded schools, welcoming small-town atmosphere, recreation and convenient access to major routes. Ideally situated for travel to Boston, Providence and Worcester, 17 Fox Run Road offers a rare combination of space, setting, character and location. Welcome home!Pictures coming Monday.

17 Fox Run Road, Medway

$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

$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

$599,900

2 Beds ⋅ 3 Baths ⋅ 73566999 MLS

A rare opportunity to find a spacious end unit with 2 car garage in beautifully maintained Woodside Condominiums. The minute you enter you feel a relaxed comfort w/ a refined style. The functional floor plan is enhanced with dramatic ceilings and natural light streaming through the many oversize windows. A bright cabinet packed kitchen offers granite countertops and inviting breakfast nook. There is a 1st floor primary w/ walk in closet and bath. 2nd floor offers a potential 2nd primary opportunity with full bath; and an office/guest space and a loft overlooking the fireside dining/living spaces. 2 floor hosts laundry room w/ additional storage. The basement is full walkout w/windows and door to lush landscaped yard. 2 zone central air; recent heating system. Large, new composite deck. The community is inviting; offering casual get togethers and a community garden if one wishes to participate. Conveniently located just a short distance to shopping, highways and Boston commuter rail.

4 Kingson Ln Unit 1, Medway

$675,000

3 Beds ⋅ 3 Baths ⋅ 73563357 MLS

Spectacularly remodeled, from stem to stern, in 2018 with addition of first floor primary suite, 2 car garage and finished second floor. Turn-key 2108 sq ft Cape style home with 3 bedrooms, 2.5 baths and first floor primary suite. Hardwood flooring and ceramic tile flooring throughout first and second floors. Vinyl planking in lower level. Oversized 2 car attached garage with multiple closets and storage offering access to first floor and lower level. Beautiful cabinetry and granite countertops throughout. Bring your most discriminating buyer. First floor primary suite with upscale full bath, walk-in closet and french doors to patio area. Attractive Kitchen with stainless appliances and peninsula countertop for additional dining area. Huge Living Room with wood burning fireplace. Front porch to admire the beautiful landscaping in front yard. Large, level lot with professional landscaping throughout including firepit and beautiful night lighting. Fabulous workshop and utility area in lower level along with Playroom and Exercise Room. Two spacious bedrooms on second floor with Full Bath. Nothing to do but move right in. Generator and 3 mounted wall tv's included. Showings begin at Open House on Saturday, August, 15th from 12-2pm. A second Open House with be hosted on Sunday, August 16th from 12-2 pm. Don't miss out... this is an exceptional property!!!

52 Lovering Street, Medway

$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

$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

$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

$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

$779,900

4 Beds ⋅ 3 Baths ⋅ 73556901 MLS

Original owner has lovingly taken care of this spacious 4-bedroom Colonial offering everything you need, with beautiful country views, abundant wildlife, and a convenient location within walking distance of the elementary school and Choate Park.The traditional first-floor layout is ideal for both everyday living and entertaining, featuring formal living and dining rooms, a cozy fireside family room open to the eat-in kitchen featuring tile flooring and granite countertops, and a convenient half bath with first-floor laundry. Upstairs, you'll find a spacious primary suite with a private bath, three additional generously sized bedrooms, and a full hall bath. The finished lower-level bonus room provides flexible space for a home office, playroom, gym, or media room. Enjoy peace of mind with major updates already completed, including the heating and hot water systems, central air conditioning, roof, and Andersen windows. Refinished hardwood floors add warmth and character. Step outside to enjoy the deck overlooking a fenced backyard with an above-ground pool, perfect for summer fun. A huge side yard provides endless possibilities, whether you're hosting pickup games, creating gardens, or simply enjoying the open space. Medway has so much to offer—from charming local shops and great restaurants to convenient access to major highways. Discover everything this welcoming community has to offer.

73 Lovering St, Medway

$529,900

3 Beds ⋅ 1 Baths ⋅ 73555696 MLS

SPACIOUS 3 BEDROOM RANCH LOCATED IN A VERY DESIRABLE NEIGHBORHOOD OFFERS A LOT OF POTENTIAL FOR A NEW HOME OWNER. UPDATED ROOF - Vinyl windows , Hardwood in the main house- Dining Room, Living Room, Hall and Bedrooms - Attached family room/sun room off the rear of the house extends the living area. Some cosmetic updates will be needed but a great solid home! TOWN WATER - TOWN SEWER - SHOWINGS WILL BEGIN IMMEDIATELY - EASY TO SHOW - QUICK CLOSING POSSIBLE

7 Hemlock Dr, Medway

$700,000

4 Beds ⋅ 3 Baths ⋅ 73553918 MLS

Love is in the Details! Welcome to 92 Lovering, a fabulous updated 4 bedroom home. Step into a tranquil retreat where luxury and easy living meet effortless entertaining. Picture morning coffee on the screened porch, sunlight pouring through the walls of windows in the cathedral ceiling great room, and quiet evening gatherings gazing up at the stars around the firepit. Bright white kitchen, with stainless steel appliances, granite counters & pendant lighting, makes everyday cooking feel special and holiday hosting a breeze. Upstairs, gleaming hardwood floors lead to three bedrooms sharing a well-appointed family bath, giving everyone their own corner to unwind.Downstairs, the lower-level primary suite offers endless possibilities: a private sanctuary for you, a cozy guest retreat for visiting family, or a multi-generational haven for extended living, complete with its own ensuite bath, walk-in closet & private exterior access. Curl up by the wood-burning fireplace in the adjoining family room on movie nights, or claim the dedicated work area for quiet focus days when you need to get things done at home. Laundry and half bath along with secret office. Lots of love is shown in the updates done. Five-zone heating, 200-amp electric, a 50-year architectural roof, low-maintenance vinyl siding, Reeds Ferry shed & a whole-house propane generator keep life running smoothly through every season. Tucked near Medway's beloved schools, shopping, dining & major routes, this is easy living at its finest.

92 Lovering Street, Medway

$945,000

4 Beds ⋅ 4 Baths ⋅ 73553907 MLS

Nestled at the end of a quiet cul-de-sac, come see all this beautifully maintained 4-bedroom Colonial has to offer with a perfect blend of classic charm, modern updates, and everyday convenience. The inviting floorplan offers both relaxed everyday living and entertaining. The oversized family room features a cathedral ceiling and a cozy stone fireplace to create warm space for gatherings or quiet evenings at home. The eat-in kitchen comes complete with all appliances and a coffee bar area, granite countertops, island for additional seating with sliders leading to a spacious deck overlooking the peaceful, fenced-in backyard—complete with an electric dog fence for added ease. A formal dining room and flexible living room provide space to suit your lifestyle, with the living room easily transitioning into a first-floor home office. A convenient first-floor laundry adds to the home's thoughtful layout. Upstairs, you’ll find four spacious bedrooms, including a generous primary suite complete with a private full bath and jetted tub for unwinding at the end of the day. The finished lower level expands your living space even further, offering a home gym, recreation area, media space, or guest retreat, complete with an additional bathroom. Recent upgrades include a newer heating system and efficient gas heat, along with the reliability of town water and sewer. This location adds even more appeal: enjoy the convenience of walking to a favorite local restaurant and daycare, while shopping, amenities, and quick access to Route 495 are just minutes away. This home delivers comfort, convenience, and a lifestyle you’ll love coming home to.

15 Little Tree Rd, Medway

$799,000

4 Beds ⋅ 3 Baths ⋅ 73543934 MLS

Nestled on one of Medway's picturesque New England roads, this beautifully maintained property combines warmth, space, and versatility. Framed by a classic stone wall, the main home offers approx 2,200 square feet of living space, including four bedrooms and one full bathroom upstairs; and an eat-in kitchen, living room, family room, laundry room, and 3/4 bathroom on the first floor. A standout feature is the additional 676-square-foot bonus space above the garage with a separate entrance, kitchenette, and 3/4 bathroom - ideal for a guest room, home office, recreation room, craft room, or potential future in-law apartment/ADU. Outside, enjoy your private oasis featuring an in-ground swimming pool, hot tub, and plenty of space for entertaining and outdoor activities. Additional highlights include a two-car garage and a convenient location close to shopping, Route 109, Interstate 495, Medway's Choate Park, and Holliston's Stoddard Park on beautiful Lake Winthrop. Some photos are digitally staged.

10 Ellis St, Medway

$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

$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

$200,000

73551030 MLS

Opportunity to build your own home in Medway! Lot conveniently located a few minutes from Route 495 - perfect for commuters. Survey & Perc Test responsible by buyer to determine if a lot is buildable with wetlands in back of lot.

21 Summer St, Medway

$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

$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

$599,000

3 Beds ⋅ 2 Baths ⋅ 73546967 MLS

Tucked away on a country road just one mile from I-495, this inviting raised ranch offers the perfect blend of privacy and convenience. Sunlight fills the welcoming living room through an oversized bay window, creating a bright and comfortable space that flows into the dining area and kitchen. The main level features a spacious primary bedroom with direct access to the full bath, plus a second bedroom. The finished lower level offers exceptional flexibility with a fireplaced family room, third bedroom, half bath, and laundry room as well as a garage-converted bonus room with exterior access perfect for home office, gym or game room. Recessed lighting adds a modern touch throughout. Outside, enjoy a fully fenced backyard with mature fruit trees, a spacious composite deck, and an impressive outdoor kitchen—perfect for entertaining, relaxing, or making memories with family and friends. Welcome home!

94 West Street, Medway

$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

$725,000

3 Beds ⋅ 2 Baths ⋅ 73544720 MLS

Welcome to this beautifully updated Colonial offering over 1,750 sq. ft. of turnkey living on more than half an acre of tree-lined land, providing exceptional privacy and a peaceful setting. This move-in ready home features 3 spacious bedrooms, including a large primary with a walk-in closet. The beautifully renovated bathrooms, refinished hardwood floors, fresh interior paint, quartz countertops, oversized center island, and new stainless steel appliances create a stylish, modern feel throughout. The heating system was updated in 2015, adding peace of mind. Blending classic charm with thoughtful updates, this home offers the perfect combination of comfort, space, and serenity—ready for you to move in and enjoy.

17 Farm St, Medway

$739,000

4 Beds ⋅ 4 Baths ⋅ 73542151 MLS

OPEN HOUSE IS CANCELLED!! Centrally located in the heart of Medway, the historic Old Parish House offers convenient access to schools, parks, trails, dining and everyday amenities, yet feels remarkably private and surprisingly quiet inside. Built using timbers from Medway’s original 1749 meetinghouse, this exceptional home has been masterfully restored to honor its remarkable history while providing the comfort, space and functionality of modern living. Magnificent exposed stone walls, original architectural details and timeless character are complemented by spacious rooms, thoughtful updates and a versatile layout across four finished levels. The welcoming foyer opens to formal living and dining rooms, while the family room features a wood-burning fireplace and flows into the chef’s kitchen with custom European cabinetry, slate countertops, stainless steel appliances, a new 60-inch Thor professional-style gas range, two Fisher & Paykel dishwashers and a pantry. A convenient half bath with laundry completes the main level. The second floor features a spacious primary suite with a walk-in closet and private bath with an oversized double shower, along with two additional generously sized bedrooms and a full bath. The top floor offers another large bedroom and a separate office, providing flexible space for working from home, hobbies or additional living space. The finished lower level adds exceptional versatility with a large open area, separate flex room, 3/4 bath, second laundry area and abundant storage, making it ideal for extended-stay guests, multigenerational living or recreation. Outside, the fully fenced backyard offers a peaceful, low-maintenance retreat with a custom stone patio, gazebo, decorative lighting, shed, designated dog run and convenient dog door, creating an ideal setting for relaxing, entertaining and pets. With parking for five vehicles, extensive finished space and a rare combination of privacy, convenience, history and modern comfort, the Old Parish House is truly one of Medway’s most distinctive homes.

199 Main St, Medway

$1,025,000

3 Beds ⋅ 3 Baths ⋅ 73538924 MLS

Beautifully maintained 3-yr YOUNG, EAST-facing upgraded home has a 2-story foyer w/ natural light throughout. A spacious open-concept 1st floor w/ 9' ceiling. Kitchen flows into the dining area and oversized family room, anchored by a gas fireplace. The kitchen features custom cabinetry, ss appliances, quartz countertops, a designer tile backsplash, double pantry cabinets & gas stove. Indoor-outdoor living with an 8' sliding glass door leading to a 12x10’ deck overlooking the backyard. A flex 1st floor room could be a home office, formal dining room, living room, or sitting room. The 2nd floor offers 3 generously sized BR, primary suite w/ 10'5" vaulted ceiling, walk-in closet, tiled shower & adjoining bonus room for a nursery, extra closet, home office, reading nook, or dressing area. Full guest bath & 2nd-floor laundry. 2-car garage, car charger, mudroom entry with 1/2 bath, full basement w/ radon system, separate heating & cooling zone, offers future potential for a furnished space.

26 Timber Crest Drive, Medway

$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

$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

$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

$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

$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

$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

$200,000

73488640 MLS

Contractors, Investors 11 acres 1.4 miles from Rt. 495 and just off busy Rt. 109 in Medway. There is a right of way from Fisher Street.This land abuts 4 .23 acres at 42 Fisher St which is also for sale. Zoned AR-1. All offers are due by Tuesday March 24, 2026 at 5 pm.

28 Fisher St, Medway

$600,000

2 Beds ⋅ 1 Baths ⋅ 73487960 MLS

This property is a must for horse lovers or builders looking for land. This 2 bedroom house with an attached 1 car garage sits on 4.28 Acres and has a large detached barn with 3 horse stalls and a second floor for hay or other storage. This quiet serine property abuts 11 acres of beautiful woods behind it which will be listed separately. Located close to Rt. 495 and just off of Rt. 109 makes this the perfect house to start a new adventure. Property is being sold as is. First showing Open House 3/21 Saturday 11 am-2 pm . All offers are due by Tuesday March 24, 2026 at 5 pm. Use showtime after 3 pm Sunday March 22, 2026.Seller reserves the right to accept offer when presented.

42 Fisher St, Medway

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