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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

4 Lewis Drive, Medway
$839,900
4 Beds ⋅ 3 Baths ⋅ 73596227 MLS
Welcome to this beautifully maintained 9-room Colonial, lovingly cared for by its original owner and tucked away in a desirable cul-de-sac neighborhood! Offering a wonderful blend of classic charm, thoughtful updates, and inviting living spaces, this home is ready to welcome its next owners. The custom-designed kitchen is a standout, featuring gorgeous custom cabinetry, stainless steel and black appliances and attractive pendant lighting. Just off the kitchen, the sun-filled four-season room is surrounded by windows and crowned by a skylight, creating a bright and relaxing space to enjoy throughout the year. Step outside onto the private deck overlooking a spacious, wooded backyard, offering a peaceful setting for morning coffee, outdoor entertaining, or simply unwinding at the end of the day. The comfortable family room features newer hardwood flooring and a fireplace with a charming brick hearth, providing a cozy gathering place on cooler evenings. Conveniently located just off the family room, the first-floor bath and laundry area add everyday practicality. The living and dining rooms showcase refinished hardwood floors, while classic chair rail detailing adds timeless appeal. With nine rooms offering flexibility for everyday living, entertaining, working from home, or accommodating guests, there is room to suit a variety of lifestyles. Upstairs, you'll find four generously sized bedrooms and a full guest bath. The primary suite offers dual closets and a private bath featuring a newer vanity and walk-in shower. Additional highlights include a two-car attached garage and a full basement with excellent potential for future finishing, additional living space, or recreation. All windows and doors have been replaced. Comfort and efficiency are enhanced by a high-efficiency Buderus boiler, heat pump, and A/C, providing versatile heating and cooling options. Ideally situated for commuters, this home offers convenient access to major routes and is approximately 3 miles from the commuter rail. Boston and Providence are each approximately 25 miles away. A wonderful opportunity to own a lovingly maintained Colonial in a sought-after cul-de-sac setting, with inviting indoor spaces, a private wooded backyard, and the opportunity to make it your own. Come see all this special home has to offer!

4 Lewis Drive, 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

4 Hill St, Medway
$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

10 Kings Lane, Medway
$749,900
4 Beds ⋅ 3 Baths ⋅ 73587580 MLS
Welcome to 10 Kings Lane, Medway! Set in a desirable cul-de-sac neighborhood, this spacious 2,254 square foot Colonial offers a wonderful combination of comfort, functionality, and inviting living spaces. Thoughtfully updated and well cared for this move-in ready home offers charm as well as a modern appeal. The open-feeling first floor features a family room with a fireplace and a living room that flows into the dining room, perfect for holidays and entertaining. The dining room showcases hardwood flooring and a walk-out bay window, filling the space with natural light. Don't miss the spacious kitchen with updated finishes, stainless appliances, ample cabinet space and a convenient peninsula for casual dining. A door from the kitchen leads to a screened porch overlooking the fenced backyard—perfect for relaxing, entertaining, gardening, or enjoying the outdoors. The backyard also includes a garden and storage shed. Upstairs, you'll find four spacious bedrooms, including a comfortable primary suite. There are two full baths both featuring double-sink vanities and tile flooring. A first-floor half bath with laundry adds everyday convenience. Recent improvements include an updated propane heating system, updated appliances, fresh interior paint, and new carpeting in the living room and family room. Central Air, and a two-car garage add to the home's comfort and practicality. Ideally located just minutes to the Medway Middle School, Burke Elementary School, shopping & restaurants. This well-maintained Colonial offers generous room sizes, a great floor plan, and a desirable neighborhood setting. A wonderful opportunity to make this welcoming Medway home your own!

10 Kings Lane, Medway

26 Waterview Drive, Medway
$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, heating system, updated primary bath, 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

6 Carriage House Way, Medway
$1,079,000
4 Beds ⋅ 3 Baths ⋅ 73581943 MLS
Exceptional 4+BR, 2.5BA Custom Colonial in sought-after Claybrook Farm Estates, offering refined style, everyday comfort & exceptional outdoor living. Beautifully landscaped grounds create a private summer retreat featuring a composite deck, heated inground pool, extended patio with fire-pit area and newly installed privacy fencing. A true highlight is the spacious outdoor cabana, an inviting gathering place for watching TV, relaxing poolside and hosting outdoor celebrations. A charming shabby-chic pool house completes this exceptional backyard setting. The open floor plan features 9’ ceilings, gleaming hardwoods & custom millwork.The bespoke chef’s kitchen offers custom cabinetry, an oversized island and a casual dining area, flowing seamlessly into the sun-filled family room. Elegant formal living and dining rooms, along with gracious entry spaces, provide flexibility for comfortable family living and effortless entertaining. A conveniently located first-floor laundry area adds to the home’s thoughtful design.The upper level features a spacious primary suite with a spa-like bath with quartz countertops, marble shower flooring, radiant heat and a built-in bench. An oversized walk-in closet is outfitted with extensive custom built-ins and its own private laundry area. Three additional generously sized bedrooms complete the upper level. The finished lower level features three separate rooms, offering a flexible layout that can easily adapt to suit a variety of needs, including work-from-home space, a media or game room, fitness area, playroom, hobby room or comfortable accommodations for overnight guests. Top-rated schools & convenient access to highways and commuter rail. Move-in ready and designed for making memories, this remarkable home offers a private retreat for every season.

6 Carriage House Way, Medway

5 Wildebrook Rd, Medway
$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

14 Waterside Run Unit 14, Medway
$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

23 Oak St, Medway
$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

14 Iarussi Way, Medway
$1,185,000
4 Beds ⋅ 3 Baths ⋅ 73577693 MLS
Welcome to your own castle at 14 Iarussi Way, located in prestigious Evergreen Meadows on a private wooded cul-de-sac abutting conservation land. This exceptional, stunning partial-stone-front Colonial blends luxury, craftsmanship, and livability. A dramatic 2-story foyer, soaring ceilings, French doors, gleaming hardwoods, custom blinds, and exquisite custom millwork makes an impressive first impression, setting the tone for quality workmanship throughout.The gourmet chef’s kitchen features custom cabinetry, granite countertops, premium appliances, oversized island, walk-in pantry, and beverage fridge. An adjoining mudroom with separate entrance and direct access to the 3-car garage adds convenience, along with a first-floor laundry and half bath, flowing seamlessly into a spectacular stone fireplaced 2-story family room, ideal for everyday living and entertaining. Elegant Formal living and Dining rooms and a private French-door study offer comfort, flexibility, and versatility. The luxurious primary suite is a private sanctuary complemented by a spa-inspired bath, inviting sitting area and expansive walk-in closet. Three additional carpeted bedrooms and a beautifully updated guest bath provide comfortable accommodations. The lower level provides flexible space for media, a gym, or recreation space. Outdoors, beautifully landscaped grounds unfold to a generously proportioned composite deck, custom fire pit —ideal for effortless entertaining and enjoying the peaceful setting w/a spacious storage shed. Energy-efficient geothermal heating and cooling provides year-round comfort and exceptional energy performance. Convenient to top-rate schools, minutes to highways, and the commuter rail — a truly special home with room for everyone.

14 Iarussi Way, Medway

14 Cider Mill Rd, Medway
$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

3 Harmony Way Unit 3, Medway
$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

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