Medway, MA Real Estate | Medway, MA Just Listed Homes for Sale

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

Listing courtesy of Listing Agent: Faina Shapiro from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.

$1,900

2 Beds ⋅ 1 Baths ⋅ 73594056 MLS

Good sized 2 bedroom apartment in Medway ~ Fully renovated with updated kitchen cabinets, granite counter tops, paneled doors, tiled bathroom, built-in microwave and newer appliances ~ NO PETS OR ANIMALS AT ALL ~ NO SMOKERS (inside or outside) NO SMOKERS ~ Heat, hot water and gas for cooking included in the rent ~ Large LR with built-in A/C and access to a private balcony ~ eat-in kitchen with gas stove, fridge, dishwasher, brand new disposal and pantry ~ 2 closets in hallway ~ Large closets in both bedrooms ~ laminate flooring in kitchen ~ Coin-op laundry and private storage closet in lower level ~ Off street parking for 2 vehicles, not assigned ~ NO PETS OR ANIMALS AT ALL ~ NO SMOKERS - We offer an allergy free apartment for those with respiratory issues ~ 1st and last to move in ~ Available now

1 Cassidy Lane Unit 9, Medway

Listing courtesy of Listing Agent: David Moniz from Listing Office: North Atlantic Realty Group, Inc..

$2,150

2 Beds ⋅ 1 Baths ⋅ 73592162 MLS

Townhouse style apartment ~ Hardwood floors in LR, DR and both bedrooms ~ Energy efficient replacement windows and entrance doors ~ brand new appliances (electric stove and refrigerator ~ New vanity, sink, faucet, medicine cabinet and vanity lighting ~ Large, unfinished basement with laundry hookups (washer and dryer included from last tenant) new tenants must maintain the laundry units ~ Gas forced hot-air heat ~ Professionally managed small complex of 20 apartments close to many restaurants, shopping, banking and easy access to Rte 495. Rent fee covers: water, sewer, general maintenance, lawn care, snow removal and trash removal. No Pets Allowed. No Smokers Entire apartment has been freshly painted and hardwood floors refreshed ~ New lighting in kitchen, bathroom and upper hallway

9 Cottage St. Unit 3, Medway

Listing courtesy of Listing Agent: David Moniz from Listing Office: North Atlantic Realty Group, Inc..

$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

Listing courtesy of Listing Agent: Brian O'Neill from Listing Office: Heritage & Main Real Estate Inc..

$679,900

3 Beds ⋅ 2 Baths ⋅ 73591058 MLS

A Private Nature Retreat with Contemporary Flair, Distinctive style, room to breathe, and a connection to the outdoors. Set on 2.3 private acres, this one-of-a-kind contemporary home offers a refreshing blend of architectural character, inviting living spaces, and a tranquil, sylvan-framed haven—all with the convenience of nearby amenities. Inside, vaulted wood ceilings and warm wood floors create an airy, welcoming atmosphere. The spacious, open-concept kitchen is truly the heart of the home, featuring stainless steel appliances, a cozy fireplace, and an expansive dining area perfect for gathering and entertaining. An adjoining office or den provides a versatile space for working from home or simply unwinding, with both areas opening to an outdoor balcony and an expansive entertaining deck. The family room offers its own inviting space, highlighted by vaulted wood ceilings, bamboo flooring, and direct access to yet another deck—creating multiple opportunities to relax, entertain, and enjoy the surrounding natural beauty. The flexible bedroom layout includes a vaulted third bedroom and two additional bedrooms, highlighted by a spacious primary and generous walk-in closet. Sliding glass doors in both the primary and secondary bedrooms invite serene backyard views of the outdoors. Two full bathrooms provide everyday comfort and convenience. Additional features include central air conditioning, abundant recessed lighting, brand-new roof and freshly painted exterior. Private, peaceful, and full of personality, this distinctive home offers a lifestyle that feels a world away from the ordinary while keeping everyday conveniences close at hand. If you're looking for space, character, and a special connection to nature, this inviting contemporary is ready to surprise you. Showings begin immediately, Open House Saturday 10/17 from 11:00 - 1:00

4 Hill St, Medway

Listing courtesy of Listing Agent: Lynn Rossini from Listing Office: REMAX Executive Realty.

$739,900

4 Beds ⋅ 3 Baths ⋅ 73590576 MLS

Set on an expansive 1.23-acre lot in Medway, this impressive four-bedroom Colonial offers a fantastic blend of space, style, and outdoor enjoyment! The main living room features a cozy fireplace, while the formal living room flows seamlessly into the dining room, creating an ideal setting for entertaining. At the heart of the home, the chef’s kitchen showcases modern stainless steel appliances, a center island, and a comfortable dining area with direct access to the back deck. A half bathroom with convenient first-floor laundry completes the main level. Upstairs, you’ll find four spacious bedrooms, including a primary suite with two closets and its own private full bathroom. An additional full bathroom is located just off the hallway. Outside, the back deck overlooks a patio and firepit area surrounded by a wooded yard, offering ample room to relax, gather, and enjoy the peaceful setting. Valuable updates include a roof replaced in 2022, plus custom front and rear doors installed within the last two years. With its classic Colonial layout, generous lot, and thoughtful improvements, this Medway home is ready to impress!

26 Hooksett Circle, Medway

Listing courtesy of Listing Agent: AJ Bruce from Listing Office: Lamacchia Realty, Inc..

$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

Listing courtesy of Listing Agent: Lisa Iantosca from Listing Office: Donahue Real Estate Co..

$4,500

3 Beds ⋅ 2 Baths ⋅ 73590304 MLS

Welcome to 25 Oakview Circle! This inviting L-shaped ranch rental sits on a side street in Medway near a public park and Next Venture Farm. Freshly painted and move-in ready, the main level features hardwood floors, a fireplaced living room open to an eat-in kitchen with electric cooking, 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. 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 oil-fired hot-water baseboard heating and an AC unit provide seasonal comfort. Tenant is responsible for all utilities, snow removal, and lawn service.

25 Oakview Cir, Medway

Listing courtesy of Listing Agent: The Cobi Team from Listing Office: William Raveis R. E. & Home Services.

$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

Listing courtesy of Listing Agent: Eileen A. Mason from Listing Office: REMAX Executive Realty.

$399,000

3 Beds ⋅ 2 Baths ⋅ 73588414 MLS

This beautifully appointed two-story townhouse condo offers three bedrooms and two full baths, with a bright, welcoming layout and inviting outdoor space. Cathedral ceilings and an open-concept design enhance the main level, featuring a spacious living room, dining area, eat-in kitchen, and generously sized bedroom. The lower level adds exceptional versatility with a comfortable family room, two additional bedrooms, a laundry room, and pantry. Step outside to a private deck and expansive backyard—perfect for relaxing or entertaining. Ideally situated just minutes from the highway and Franklin commuter rail, with convenient access to shopping, dining, the town park, and elementary school.

48 Lovering St Unit 8, Medway

Listing courtesy of Listing Agent: Gerald Mullen from Listing Office: NextHome Signature Realty.

$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

Listing courtesy of Listing Agent: The Cobi Team from Listing Office: William Raveis R. E. & Home Services.

$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

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

$859,900

4 Beds ⋅ 3 Baths ⋅ 73585553 MLS

Set at the end of a cul-de-sac, this inviting colonial enjoys a beautiful private setting on 1.83 acres, surrounded by mature trees and peaceful pastoral views. Whether relaxing on the large composite deck, gathering on the adjoining patio or enjoying a quiet morning listening to the birds, the property makes it easy to spend time outdoors. While offering exceptional privacy, shopping, dining, recreation and access to Rte 495 are just minutes away. Nearby favorites, including the Milford Upper Charles Trail, Choate Park, Medway Community Farm, the seasonal Farmers Market and Medway Porchfest, add even more to enjoy close to home.Inside, the home feels warm and welcoming, with comfortable spaces to gather and unwind. Hardwood floors extend throughout the first and second levels, while the fireplaced family room features wide pine floors that add warmth and character. Upstairs, generously sized bedrooms include a spacious primary suite with two closets and a beautifully updated en-suite bath. Views toward the Charles River can be enjoyed from the second floor, with seasonal views from the deck and backyard.The finished lower level offers additional flexibility for a playroom, home office, media room or guest space, with new carpeting, recessed lighting, generous closets and ample storage. Thoughtful updates include refinished hardwood floors, ductless mini-splits, a new heating system, refreshed baths, granite kitchen countertops and recessed lighting. A new composite deck and patio extend the living outdoors, while a Tesla charger, oversized two-car garage with direct yard access and outdoor shed provide added convenience and storage.With its natural beauty and peaceful surroundings, this is a home where the setting is every bit as enjoyable as the space inside.

26 Waterview Drive, Medway

Listing courtesy of Listing Agent: Danielle Rochefort from Listing Office: Coldwell Banker Realty - Westwood.

$279,000

1 Beds ⋅ 1 Baths ⋅ 73585406 MLS ⋅ ['Clark Partridge Condominium'] BLDG.

Cheaper than rent!! Wait until you see this perfect little one bedroom condo. Centrally located in the center of Medway with easy access to everything. Known as the Clark Partridge House condominiums this converted antique is the perfect opportunity to own for less than rent. All on the second floor, above a commercial space. Eat in kitchen complete with refrigerator. No need to hit the laundromat, this unit comes with its own washer and dryer. Large walk in closet. Freshly cleaned carpets, and paint touch up. Central A/C. Two parking spaces. Condo fee covers water and sewer. Pets allowed with restrictions. Quick close possible. Be in before the holidays.

166 Village St Unit 202, Medway

Listing courtesy of Listing Agent: Jeannie Leombruno from Listing Office: Century 21 Custom Home Realty.

$879,900

4 Beds ⋅ 3 Baths ⋅ 73585137 MLS

Welcome home to this meticulously maintained Custom Colonial, lovingly cared for by its original owners. Set on a beautiful wooded 1.47 acre lot in an established neighborhood, this spacious 10 room, 4 bedroom, 2.5 bath home offers comfort, privacy and room to grow. Sun filled interiors feature oversized windows, a kitchen with granite countertops, stainless steel appliances and island, first floor laundry, and a cozy family room with wood burning fireplace. French doors connect the dining room to living room. Upstairs the primary suite offers an updated full bath and walk-in closet, plus 3 additional bedrooms and a full bath. The finished walk out lower level offers a versatile bonus room, office and utility room with full size windows. Enjoy the picturesque backyard from the deck or stone patio surrounded by mature trees and large well maintained side yard. Attached 2 car garage. High efficiency tankless gas boiler and a/c installed 2021. Roof replaced 2019. Convenient commuter location with easy access to commuter rail, Route 495 and Mass Pike. Desirable school system. Come see all this special home has to offer!

12 Jasmine Rd, Medway

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

$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

Listing courtesy of Listing Agent: Patricia McLernon from Listing Office: Fathom Realty MA.

$3,100

2 Beds ⋅ 2 Baths ⋅ 73581618 MLS

The unit everyone wants! Historic charm meets modern comfort at Sanford Mill, a beautifully converted 1890s mill set along the Charles River. This spacious and desirable first floor unit offers 2-bedrooms and 2-full-baths with beautiful water views from every window, including views of the waterfall. Exposed brick, soaring beamed ceilings, hardwood floors, and oversized windows bring incredible character and natural light to the open-concept living and dining space with central air. Everything is conveniently located on one level, including a fully applianced kitchen and in-unit laundry. This unit offers easy access and two parking spaces, including a convenient space directly in front of the door. Step outside to the shared riverside common area, launch a canoe or kayak, or simply enjoy the tranquil sounds of the waterfall. Water/sewer, trash, snow removal, and grounds maintenance included. Conveniently located minutes from Route 109, shopping, dining, walking trails, and commuter rail. Application, first/last month’s rent, and security deposit required.

14 Sanford St Unit 5, Medway

Listing courtesy of Listing Agent: Anne St. Vrain from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.

$1,249,000

5 Beds ⋅ 4 Baths ⋅ 73579593 MLS

NEW PRICE - Exceptional value in one of Medway's most beautiful homes! This five-bedroom home combines more than 4,000 square feet of beautifully finished living space with an extraordinary backyard designed for everyday enjoyment and entertaining. The outdoor space is the showpiece, with a saltwater in-ground pool, raised spillover spa, expansive travertine terrace, pergola lounge area, natural-stone fire pit, open lawn, dedicated sport court, mature landscaping, privacy fencing, and large storage shed. Whether it's pool days, games on the court, dinner under the pergola, coffee on the deck, or evenings around the fire, the backyard offers a private resort-like setting that is truly unique. Inside, the layout is warm, open, and highly functional. The kitchen features a large center island with seating, generous cabinetry, and a beverage station with wine storage and a beverage/wine cooler. The dining area and sun-filled family room connect comfortably, with hardwood floors, and a gas fireplace, while the two-story foyer adds a bright and welcoming entry. Upstairs, the spacious primary suite includes a walk-in closet and spa-style bath with soaking tub, double vanity, and glass-enclosed tiled shower with dual shower-heads. A guest ensuite, three additional bedrooms, and second-floor laundry provide flexibility for family and guests.The main level includes a home office with French doors and a mudroom with built-ins. The finished basement offers additional flexible living space for a home gym, media room, playroom, guest space or second office. Recent updates include a newer roof with transferable warranty, updated HVAC, new pool liner, recently installed whole-house water filter, washer and dryer replaced in 2025, new upstairs carpeting and stair runner, newly epoxied garage floor, and freshly sealed driveway. A rare opportunity to own a home that brings together space, condition, flexibility and an exceptional indoor-outdoor lifestyle in one complete package! Buyers and Buyers agents to verify.

5 Wildebrook Rd, Medway

Listing courtesy of Listing Agent: Alison Steeves from Listing Office: Jack Conway Cape Cod - Sandwich.

$799,000

2 Beds ⋅ 3 Baths ⋅ 73580425 MLS ⋅ ['Willowside Medway'] BLDG.

OPEN HOUSES CANCELED-OFFER ACCEPTED Welcome Home to this beautifully maintained townhouse in Medway's Premier 55+ community offering the perfect combination of modern style, spacious living, and everyday convenience. A welcoming front porch sets the tone as you enter this thoughtfully designed home featuring an open floor plan ideal for both comfortable living and entertaining. The gourmet kitchen is the heart of the home, showcasing a large center island with plenty of space for meal preparation, casual dining, and gathering with family and friends. The kitchen flows seamlessly into the dining and living areas, where a gas fireplace creates a warm and inviting atmosphere. Step directly from the living room onto the private deck, the perfect place to enjoy your morning coffee, unwind at the end of the day, or entertain outdoors. The FIRST-FLOOR PRIMARY SUITE provides the ease of main-level living and features a private ensuite bath, creating a comfortable retreat. Two dedicated office spaces offer exceptional flexibility for working from home, hobbies, a study, or additional guest space. The second level features a comfortable additional bedroom and an expansive loft, offering versatile space for a family room,, fitness space, or relaxing retreat. The walk-out basement provides even more possibilities for future finished living space, recreation, storage, or a home gym while offering convenient access to the outdoors. With its modern design, flexible floor plan, front porch, private deck, and numerous community amenities to enjoy, this exceptional townhouse offers low-maintenance living without sacrificing space, comfort, or style. Move right in and enjoy everything this beautiful home and community have to offer!

14 Waterside Run Unit 14, Medway

Listing courtesy of Listing Agent: Kulesza Mercuri Real Estate Team from Listing Office: RE/MAX Real Estate Center.

$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

Listing courtesy of Listing Agent: Kevin Cheng from Listing Office: Gibson Sotheby's International Realty.

$749,900

5 Beds ⋅ 4 Baths ⋅ 73578732 MLS

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! **see MLS# 73574632 for official condo listing**

4 Sterling Circle Unit 4, Medway

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

$824,900

4 Beds ⋅ 3 Baths ⋅ 73578538 MLS

Welcome to 23 Oak Street—a spacious four-bedroom Colonial where comfort meets convenience. A half-circle driveway welcomes you home, providing easy access and ample parking. Ideally located in a desirable Medway neighborhood, this property is close to Choate Park, schools, restaurants, shops, and major routes. Inside, the bright, open floor plan creates a warm and inviting atmosphere. The spacious living room features new oak flooring, a soaring cathedral ceiling, a cozy gas fireplace, and large windows that fill the space with natural light. At the heart of the home, the expansive kitchen offers abundant cabinetry and newer stainless-steel appliances—ideal for both everyday living and entertaining. The adjoining dining area opens to a fully furnished three-season porch, providing a peaceful space to enjoy the outdoors. The recently updated finished walkout basement, offers additional flexible living space suitable for a home office, playroom, gym, or media room. Upstairs, four generously sized bedrooms provide comfortable retreats. The primary suite features a walk-in closet and an en-suite bathroom with an attractive wood-burning fireplace serving as a charming focal point. An additional full bathroom and half bath offer convenience for family and guests. Many updates including Roof & A/C, plus highlights include a two-car garage, first-floor laundry, and a convenient location near shopping, dining, schools, parks, and major commuter routes. 23 Oak Street perfectly blends classic Colonial charm with modern comfort and everyday practicality.

23 Oak St, Medway

Listing courtesy of Listing Agent: Faina Shapiro from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.

$1,199,000

4 Beds ⋅ 4 Baths ⋅ 73577435 MLS

Just reduced! Exceptional Outdoor Living in Medway! Discover this impressive custom-built, approximately 4,430-square-foot residence featuring 4 bedrooms, 3.5 bathrooms, and outstanding indoor and outdoor living spaces. The inviting kitchen offers stainless steel appliances, stone countertops, and a center island, flowing into a welcoming family room with a fireplace. Architectural details and soaring ceilings enhance the home's spacious feel. The outdoor entertaining areas are a standout, featuring an outdoor kitchen, deck and patio, fireplace, multiple fire tables, and a fire pit—perfect for gatherings throughout the seasons. Outdoor furniture is included. The finished lower level with a full bathroom offers additional flexible living space for recreation, a home office, or guests. A three-car garage, central air conditioning, and location within the Medway public school district add to the appeal. Convenient access to major highways and commuter rail options completes this opportunity to enjoy spacious living, exceptional entertaining, and a desirable suburban setting. This distinguished property offers an unparalleled living experience, inviting discerning buyers to discover its refined elegance. Conveniently located close to top rated public schools.

4 Iarussi Way, Medway

Listing courtesy of Listing Agent: H.M. Karriem Van Leesten lV from Listing Office: eXp Realty LLC.

$2,375

2 Beds ⋅ 1 Baths ⋅ 73577349 MLS

Beautifully updated unit- entire upper level of house, centrally located in the heart of Medway close to everything! Fresh Paint, Beaming Hardwood Flooring and Abundant Natural light throughout. Unit features 2 spacious bedrooms, updated kitchen and appliances and in-unit washer and dryer. Located on a large lot with driveway parking, plenty of outdoor space and new composite decking. Extra storage included in basement.

13 Populatic Street Unit B, Medway

Listing courtesy of Listing Agent: Lauren Moore from Listing Office: Century 21 Custom Home Realty.

$749,900

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.

$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

Listing courtesy of Listing Agent: Karen Sherlock from Listing Office: Deruseau Real Estate.

$1,174,000

4 Beds ⋅ 4 Baths ⋅ 73571139 MLS

Discover a distinguished 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, which backs up to the Hoag Woods conservation area! 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 a great office space and large family room with 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.

$945,000

4 Beds ⋅ 3 Baths ⋅ 73568257 MLS

***Seller will provide a closing cost credit toward buyer’s 3-2-1 temporary mortgage interest-rate buydown, subject to lender approval***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 leads 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..

$2,550

2 Beds ⋅ 2 Baths ⋅ 73567812 MLS

This spacious freshly painted 2-bed, 2-bath apartment features exposed brick, soaring beamed ceilings, and oversized windows that flood the bedrooms and the open-concept living/dining space with natural light. Fully applianced kitchen, two bedrooms and two full baths all sit on one easy single level - ideal for a family, roommates or guests. Enjoy hardwood floors, central air, in-unit laundry, and two parking spaces. Step outside to a shared riverside common area - ready your canoe or kayak and take in the tranquil sounds of Sanford Dam. All-electric and low-maintenance, with water/sewer, trash, snow removal, and grounds maintenance included. Minutes to Route 109 and commuter rail, shops, dining, walking trails, parks and river. Application, first month and security deposit required.

14 Sanford Unit 41, Medway

Listing courtesy of Listing Agent: Karina Demurchyan from Listing Office: Real Broker MA, LLC.

$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. 2nd floor hosts laundry room w/ additional storage. The basement is full walkout w/windows and door to lush landscaped yard. 2 zone central air . 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

Listing courtesy of Listing Agent: Palmieri - Mussi Team from Listing Office: REMAX Executive Realty.

$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

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

$899,400

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.

$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

Listing courtesy of Listing Agent: Zahra Zoglauer from Listing Office: Coldwell Banker Realty - Boston.

$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

Listing courtesy of Listing Agent: Stephen Coukos from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.

$695,000

3 Beds ⋅ 3 Baths ⋅ 73552163 MLS ⋅ ['Harmony Village'] BLDG.

A Fresh Opportunity at $695,000! Your next chapter starts here...where space, flexibility and easy condo living come together in this beautifully maintained end-unit built in 2022. The FIRST FLOOR PRIMARY SUITE is a standout feature, offering the convenience of single-level living today while providing flexibility for aging in place, guests, or multigenerational living. The open-concept main level features gleaming hardwood floors, a cozy gas fireplace, and a beautiful white shaker-style kitchen with a center island—ideal for everyday living and entertaining. Filled with natural light, this thoughtfully designed home offers the feel and functionality of a single-family home with the convenience of low maintenance condo living. Upstairs,you'll find two spacious bedrooms, a full bath with double vanity, comfortable family room, flexible office space, and convenient laundry. The end-unit location provides added privacy. Additional highlights include generous room sizes, attached two car garage, town water and sewer, efficient gas heating, and a convenient Medway location close to shopping, dining, recreation, and major highways. If you're looking for newer construction, abundant living space, and the flexibility to accommodate changing needs, this home deserves a closer look! Schedule your private showing today and make this beautiful home yours just in time to celebrate the holiday season!

2 Harmony Way Unit 2, Medway

Listing courtesy of Listing Agent: Jocelyne Fauerbach from Listing Office: ERA Key Realty Services- Milf.

$690,000

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.

$695,900

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.

$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.

$685,000

3 Beds ⋅ 3 Baths ⋅ 73504749 MLS ⋅ ['Harmony Village Condominiums'] BLDG.

3 Harmony Way, Unit 3, in Medway, Massachusetts, offers a sophisticated residential experience within a 3,204-square-foot condominium. Completed in 2022, this three-story traditional residence remains in great condition, providing a refined balance of modern architecture and functional design. The kitchen serves as a central hub for culinary activity, equipped with stainless steel appliances and stone counters. An expansive island provides a functional workspace, complemented by the convenience of a built-in microwave. The living room serves as the heart of the home, defined by rich hardwood flooring and a fireplace that anchors the space, creating a setting suited for quiet evenings or hosting guests. The principal bedroom provides a private retreat, featuring hardwood flooring and the organizational ease of a walk-in closet. The attached ensuite bathroom is designed for comfort, offering a double vanity and a walk-in shower. This property incorporates thoughtful conveniences including a built-in garage with two parking spaces and a private patio for outdoor relaxation. With its combination of contemporary finishes and a traditional structure on a substantial 54,450-square-foot lot, this condominium represents a significant opportunity for those seeking a modern, low-maintenance lifestyle. You are invited to schedule a private showing to experience the exceptional quality and design. Seller to pay one year of condo fees to the association at closing. Sellers will pay one year of condo fees to condo association at closing.

3 Harmony Way Unit 3, Medway

Listing courtesy of Listing Agent: Paul G. Yorkis from Listing Office: Patriot Real Estate, Inc..

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