Colonial Homes for Sale on the South Shore

MLS Number 73585058

• Residential
• Next Open House: Sun 10/4 1:00 pm. to 2:30 pm.
• Bedrooms 7
• Bathroom 8
• Square Feet 7,226

Ideally situated in one of Winchester's most serene neighborhoods, this exceptional residence offers impressive scale, thoughtful design, and remarkable versatility in a quiet, peaceful setting. It also represents one of Winchester's best values, with tremendous square footage and an au-pair/in-law apartment. Surrounded by beautiful homes and a sense of established elegance, this is a property designed to feel both private and welcoming. Thoughtfully expanded and beautifully built, the home offers 7 bedrooms and 7.5 baths, with generous living spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, a stunning chef's kitchen opens seamlessly to a dramatic fireplaced living room with soaring cathedral ceilings, creating a warm and inviting gathering space filled with natural light. There is also a family room, also with a fireplace and large picture windows, allowing for an abundance of sunlight. Explore further and you'll find a huge butler's pantry, a must-have feature in today's homes. There is also a wet bar with a beverage fridge. This is a home that has been very thoughtfully designed for how today's buyers actually live, but what truly distinguishes it is the flexibility of design. A private two-bedroom suite offers its own living area, office, wet bar, and full bath, providing an exceptional option for an au pair, extended stays, guests, returning college students or a more private living arrangement. The finished lower level adds even more space for recreation, fitness, entertaining, or simply spreading out. Beautifully proportioned rooms, exceptional functionality, and a serene neighborhood setting come together to create a home that feels substantial yet comfortable, sophisticated yet wonderfully livable. The natural light is exceptional, and outside, an oversized lot offers plenty of play space and a deck to hang out on. Just moments from Mullen Field, close to the town center and trains and an easy trip to Lexington or Cambridge, 1 Plymouth offers a rare opportunity to enjoy exceptional space and privacy in one of Winchester's most sought-after neighborhoods.

Listed by The Pallotta Group and Nancy S. Pallotta of Gibson Sotheby's International Realty

MLS Number 73585052

• Residential
• Next Open House: Sun 10/4 11:30 am. to 1:00 pm.
• Bedrooms 2
• Bathroom 3
• Square Feet 2,166

Tucked away on a quiet cul-de-sac in The Village in Medfield, this beautifully landscaped Colonial offers a relaxed lifestyle in a 55+ community close to the heart of town. Beautiful moldings and hardwood flooring add character and elegance to the welcoming and open first floor, where a spacious white kitchen with stainless steel appliances flows into the fireplaced dining room, and then to a comfortable, sun-filled living room. From the dining room, a slider opens to a generous composite deck overlooking a lush, private backyard that abuts conservation land. The powder room completes the main level. Upstairs are two spacious bedrooms with en suite bathrooms and a convenient second-floor laundry. The walk-out finished lower level offers flexible living-perhaps as a family room, home office, exercise room, or hobby space. The attached two-car garage and HOA snow removal add to the ease of living here. Follow the sidewalks into Medfield's town center, where restaurants, charming shops, the library, Starbucks, Brothers Marketplace and Medfield's Public Safety Building are all a short walk or drive away.

Listed by Kandi Pitrus of Berkshire Hathaway HomeServices Commonwealth Real Estate

MLS Number 73582908

• Residential
• Next Open House: Sun 10/4 12:30 pm. to 2:00 pm.
• Bedrooms 4
• Bathroom 3
• Square Feet 2,680

Some homes shine on paper. Others shine through a screen. This one makes its real impression the moment you walk through the door. Tucked back on a private retreat lot surrounded by mature landscaping, this 4-bedroom, 3-bath home sits within a hidden-gem Kingston neighborhood that branches into three cul-de-sacs, just off Route 3A and less than a mile from Route 3. The location makes commuting easy and everyday living convenient, but you'd never know it from the backyard. Inside, the layout is spacious, functional and designed for the way families actually live. An addition expanded the home exactly where it counts, creating a custom family room and a primary suite with its own bath without sacrificing the natural flow of the original floor plan. The kitchen offers custom cabinetry, beautiful flooring and plenty of opportunity for the next owner to make it their own. And then there's everything you won't see in the photos. The fourth bedroom or office has direct access to a heated attic, currently used as additional space but ready for whatever comes next. Then there's the oversized garage with a working second kitchen and a workshop that deserves to be seen in person. Add in the parking and storage to actually accommodate the boats, trailers, projects and gear that come with enjoying life in New England. There's room here to live, work, host, create and grow AND still more of this property to discover when you arrive. These photos will give you a reason to look. The showing might just give you a reason to start your next chapter here and make this house, home. Schedule your showing today! Buyer to verify all information.

Listed by Jessica Catapano of Real Broker MA,LLC

MLS Number 73582926

• Residential
• Next Open House: Sun 10/4 11:30 am. to 1:30 pm.
• Bedrooms 4
• Bathroom 3
• Square Feet 3,563

Welcome to this beautifully maintained and extensively updated Hopkinton home, ideally located near Hopkinton Country Club, commuter rail and major highways. Set on a beautiful, private 2-acre lot, this mint-conditioned home combines thoughtful renovations, wonderful living spaces and exceptional outdoor living. At the heart of the home is the recently remodeled gourmet kitchen, exquisite and highly functional, featuring a Wolf 6-burner gas range, Sub-Zero paneled refrigerator, soapstone counters, Miele paneled dishwasher, steam oven, custom floor-to-ceiling cabinetry & butler's pantry. The first floor offers an inviting flow with two great spaces to relax and gather - a fireplaced living room with deck access and dramatic family/TV & game room - plus a bright office with built-ins and elegant dining room. Mudroom features radiant flooring and custom shoe closet. Refinished hardwood floors throughout most of the home add warmth as well as updated lighting. Upstairs, the spacious primary suite features a cathedral ceiling, generous walk-in closet and remodeled ('24) lavish primary bath w/ soaking tub, walk-in glass shower, custom floor to ceiling cabinetry, 113-inch vanity & warm natural lighting including a skylight. Three additional bedrooms are spacious and enjoy a lovely remodeled ('24) custom main bath. The 2nd home office space, with amazing sunset views, tops off this spacious second level of living space.The outdoor setting is equally special. A spacious deck overlooks the expansive private yard, creating the perfect backdrop for entertaining, relaxing, or imagining your own staycation retreat. Generous 2-acre setting offers privacy & room to create something truly exceptional.Numerous important improvements include full water filtration system, Architectural shingles, Mass Save sealed attic for energy efficiency, complete electrical panel ('25), water heater ('26), 1 new attic air handler /1 new central air unit ('25), and other recent improvements/ongoing maintenance. 3 car garage offers great space w/additional walk-up attic space.A comprehensive list of updates and improvements is available for buyers to review. With its exceptional location, beautiful setting, extensive renovations & move-in-ready condition, this home is designed to enjoy for years to come. Enhanced by Hopkinton's top ranked schools.

Listed by Sandy Lucchesi of REMAX Executive Realty

MLS Number 73585038

• Residential
• Next Open House: Sun 10/4 1:00 pm. to 3:00 pm.
• Bedrooms 3
• Bathroom 2
• Square Feet 2,028

Highly desirable Canton Highlands! Meticulously maintained and beautifully updated, this exceptional 8-room, 3-bedroom, 1½-bath center-entrance Gambrel Colonial combines classic charm with modern updates and wonderful indoor and outdoor living spaces. From the moment you arrive, you'll appreciate the pride of ownership throughout this inviting home. The custom kitchen features crisp white cabinetry, granite countertops and stainless-steel appliances, with a seamless transition to the spacious sunroom. Double sliders open to a gorgeous paver patio overlooking a spectacular, beautifully landscaped and fully fenced backyard oasis, complete with wonderful gathering areas including cozy firepit spot - an ideal setting for summer entertaining, outdoor dining, gardening, gathering around the fire or simply relaxing. The main level offers a comfortable and versatile floor plan with a formal living room, formal dining room, oversized fireplaced family room and convenient half bath. Upstairs are three generously sized bedrooms, including a spacious primary bedroom with double closets, two additional bedrooms and a beautiful full bath. The large basement, with its high ceilings, provides tremendous potential for additional living space and is ready to be finished to suit your needs-ideal for a recreation room, home office, gym or future in-law/ADU-style space. Additional highlights include central A/C, hardwood and laminate flooring, a 2-car attached garage, large driveway, irrigation system and a Kohler whole-house backup generator. Numerous additional updates and improvements have been completed - please see the attached update sheet for details. Enjoy all that Canton Highlands has to offer, including HOA amenities such as a swimming pool, tennis courts and more. A wonderful opportunity to own a beautifully cared-for home in a sought-after neighborhood, with space, privacy, amenities and plenty of potential for the future. Showings begin at Open House on Sunday, 10/4/26, 1:00-3:00 PM. Offers due on Tuesday, 10/6/26 at 2:00 PM.

Listed by John R. Bethoney of Discover Properties

MLS Number 73585034

• Residential
• Next Open House: Sun 10/4 12:30 pm. to 2:00 pm.
• Bedrooms 2
• Bathroom 2
• Square Feet 1,289

11 Byron St. is a single-family gem with an extraordinary backyard oasis and prime Wakefield location. This turn-key home features a convenient floorplan and charming highlights such as hardwood floors, rich exposed brick and beautiful newel posts, alongside thoughtful updates like custom closet built-ins and recessed lighting. The first floor features a large living room, a convenient half bath, and a large updated kitchen with stone countertops, and a large island with seating and storage. Adjacent to the kitchen is a formal dining room with a large glass door that leads to an expansive rear deck overlooking a beautiful rear yard featuring a multi-level patio, mature trees that provide options of shade and sun, and thoughtful landscaping. Beyond the yard you have direct, unique access to a sprawling, open park right from your own backyard-an incredible extension of space beyond your property. A useful deep driveway comfortably holds four vehicles and leads to a versatile detached garage ideal for hobbyists, woodworkers, or storage. All of this while being less than a half-mile from the commuter rail, under a mile from picturesque Lake Quannapowitt and the Common District with local dining, cafes and boutique shopping, and offering quick access to major routes (I-93 and I-95). Move-in ready, character-rich, and set in a location that offers the best of suburban convenience and natural beauty.

Listed by Tom Sheehan of Compass

MLS Number 73585031

• Residential
• Next Open House: Sun 10/4 1:00 pm. to 2:30 pm.
• Bedrooms 3
• Bathroom 3
• Square Feet 3,391

Nestled on the peaceful heights of Moss Hill, this meticulously renovated Colonial is where modern living meets timeless warmth and charm. As you step inside, you're drawn into a space designed for connection and comfort. The first floor is all about gathering: game nights, movie marathons, or cozy evenings by the fireplace with family and friends. The capacious living room is at its heart, where life is well-lived and memories are made, while the adjoining sunroom glows with natural light. The dining room, with its adjacent alcove, is perfect for long meals and lively conversation. The kitchen is a chef's dream, blending rich maple and stone with a 6-burner stove, a center island, and custom breakfast nook ideal for casual dining. The private backyard with a flagstone patio & terraced gardens creates an easy flow to the natural world. Upstairs, discover the primary suite, a serene retreat of two spacious rooms, abundant closets, and a luxurious 4-piece tiled bath with laundry. Two additional bedrooms provide flexibility for family or guests, and a hidden atelier offers a creative escape on the top floor. Downstairs, the lower level is practical and versatile, a room for work or play, laundry, plentiful storage, and a deep two-car garage. The lush and inviting grounds that surround the house are a private sanctuary of yards and gardens, with distinctive plantings including a grape arbor and raised vegetable beds for the avid gardener. Beautiful stone walls and paths, front and back, are at once welcoming and private year-round. Between Jamaica Pond and the Arnold Arboretum, you're nearby the green spaces Jamaica Plain is noted for, with the energy of the city never too far off. This home is designed for the moments and years that matter most.

Listed by Janet Deegan and Constance Cervone of Coldwell Banker Realty - Boston

MLS Number 73585030

• Residential
• Next Open House: Sun 10/4 10:00 am. to 12:00 pm.
• Bedrooms 4
• Bathroom 2
• Square Feet 2,304

Welcome to 263 Edgewater Drive, a spacious 4-bedroom, 2-bath Garrison Colonial set in a desirable, established North Pembroke neighborhood. Built in 1984 and lovingly maintained by its original owner, this home offers plenty of room for everyday living and entertaining. The first floor features a living room, fireplaced family room, dining room, and updated kitchen with granite countertops and generous workspace. An inviting three-season room extends the living space and opens to a newer 18' x 12' deck overlooking the in-ground pool, perfect for summer gatherings, morning coffee, or relaxing at the end of the day. Hardwood floors, central air, updated windows and sliders, generously sized rooms and a two-car garage add to the home's appeal. Upstairs are four bedrooms and a full bath, while the walkout lower level includes finished space offering additional flexibility. A new septic system was installed in 2020. A new hot water tank was installed in July 2026. Convenient to shopping, restaurants, schools and Route 3, this well-loved home offers space, location and a wonderful setting to make your own.

Listed by Linda MacDonald of Keller Williams Realty Colonial Partners

MLS Number 73585022

• Residential
• Next Open House: Sun 10/4 11:00 am. to 1:00 pm.
• Bedrooms 5
• Bathroom 5
• Square Feet 4,847

Impressive new construction on a desirable corner lot offering 5 bedrooms, 4.5 baths and a thoughtfully designed floor plan with exceptional space and flexibility. Quality craftsmanship is evident throughout with gorgeous oak hardwood floors, custom millwork, dining room wainscoting and beautiful finishes. The spacious open-concept kitchen features quartz countertops, abundant cabinetry, a butler's pantry and upgraded Thermador appliances, and flows seamlessly into the vaulted family room with a custom fireplace wall, creating the perfect space for everyday living and entertaining. A first-floor wet bar with cabinetry, sink and beverage refrigerator adds to the home's entertaining space. Generously sized bedrooms offer plenty of closet space, including a beautiful primary suite with a custom closet complete with built-in drawers and hanging storage, along with an upgraded bath featuring a multi-head shower. A first-floor bedroom with full bath and tiled shower is ideal for guests, an au pair, extended family or multigenerational living. The expansive finished walkout lower level with 8' ceilings, full bath and second wet bar offers incredible flexibility for a family room, home gym, office, guest space or additional entertaining area. Outdoor living is equally impressive, with upgraded landscaping creating a beautiful backyard oasis complemented by paver walkways, a paver patio and a Trex composite deck off the family room, offering an inviting setting for relaxing and entertaining. Adding even more potential, the unfinished walk-up attic, approximately 37' x 24', features subflooring already in place and offers an exceptional opportunity for future expansion and finishing. With a covered front porch, EV wiring, full irrigation and energy-efficient features including spray foam insulation, three-zone heating and cooling and an ERV fresh-air system, this thoughtfully designed new construction is ready to welcome you home.

Listed by David Metzdorf of Austin Realty Group

MLS Number 73585019

• Residential
• Next Open House: Sun 10/4 12:30 pm. to 2:30 pm.
• Bedrooms 4
• Bathroom 3
• Square Feet 1,786

118 Oakdale Road. This inviting single-family home offers a versatile layout with 4 bedrooms and 3 full bathrooms, providing ample space for comfortable living, entertaining, and everyday life. Set on a desirable residential street in Newton, this home combines the appeal of a neighborhood setting with convenient access to the city's many amenities. Enjoy close proximity to Newton's highly regarded public schools, neighborhood parks, shopping, dining, and everyday conveniences. The surrounding area offers easy access to the vibrant areas of Newton Centre and Newton Highlands where you'll find a variety of restaurants, cafs, boutiques, grocery stores, and local services. Convenient transportation options and access to major routes further enhance the location. With its generous bedroom count, three full baths, and sought-after Newton location, this property presents an excellent opportunity to enjoy the space and convenience of a single-family home in a well-established community. Virtual Tour is Available.

Listed by Sanford Lui and Sanford Lui Group of Giant Realty

MLS Number 73585008

• Residential
• Next Open House: Sun 10/4 1:00 pm. to 3:00 pm.
• Bedrooms 3
• Bathroom 3
• Square Feet 2,430

Welcome to this gorgeous Northside Yarmouth Port colonial, Located on a quiet dead-end lane where privacy and tranquility abound. This impeccable 3-bedroom, 3-bath residence offers a first-floor primary suite featuring a brand-new luxury bath - a true spa-like escape. At the heart of the home, a chef's gourmet kitchen awaits, custom-designed for both effortless everyday living and elegant entertaining. Rich hardwood floors flow throughout, while two beautifully appointed gas fireplaces lend warmth to cooler Cape Cod evenings. The wall of windows opens to a private deck with glass balusters, offering serene views over your own lush backyard and views of the 9th hole of Kings Way Golf Course. It's walk out basement is expansive with more possibilities for extra space. A two-car garage provides attic storage above and convenience. This well-cared-for home has the features everyone wants: Central air conditioning, efficient gas heat, and a full backup generator to ensure comfort and peace of mind in every season. This is Cape Cod living at its finest - a rare offering in one of Yarmouth Port's best loved areas. Offered furnished with some exceptions, making moving in a breeze.

Listed by Terri Gordon of Fathom Realty MA