Colonial Homes for Sale on the South Shore

MLS Number 73578443

• Residential
• Bedrooms 6
• Bathroom 4
• Square Feet 3,534

RARE WATERFRONT OPPORTUNITY on Upper Mystic Lake with spectacular sunset views! Tucked away on Lakeview Terrace, this special 1910 home offers a combination rarely found in Winchester: waterfront living, privacy, beautiful southwest light and exceptional convenience. Gracious rooms, period details and quality craftsmanship give the home wonderful character, while its generous layout offers an exciting opportunity to update and create something truly special. The home features 5-6 bedrooms, a home office and expansive living spaces designed to take advantage of the lake views. The kitchen, renovated some years ago, was thoughtfully positioned so the view can be enjoyed while preparing meals. An unfinished lower level with high ceilings offers additional possibilities. Just steps from Wedgemere Commuter Rail Station, 1/2 mile to Shannon Beach and less than a mile to Winchester Center via the Tri-Community Bikeway. A remarkable setting, beautiful sunsets and an opportunity that may not come again for years. Don't delay your visit!

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

MLS Number 73578434

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 2,114
• High School Stoneham Middle

Charming updated 1920s Dutch Colonial nestled on a corner lot in a desirable Robin Hood School neighborhood. Full of natural light and featuring classic architectural details with modern updates. Beautiful HW floors & south-facing exposure fill the home w/natural light. The 1st floor features a spacious, updated kitchen w/new maple cabinetry & quartz countertop, opening directly to a sunny dining room. A front-to-back LR with a fireplace offers a cozy retreat; an updated half bath and spacious family room add to the home's versatility. The family room features vaulted ceilings, wonderful views of both the front & back yards, and a door leading directly to the patio. Upstairs includes three bedrooms, one being the primary with two closets, and a full bath. The lower level provides additional flexible living space for a playroom, home office, hobby space, or media room. The attached two-car garage offers direct access into the house. Outside, the large yard is almost completely fenced & offers room for pets, grilling, gardening, play structures & outdoor gatherings. A patio extends the living space out back, and a beautiful canopy of Japanese maple trees enhances the front. The location is excellent for commuters, with Routes 93, 95, 128 close by, and Stoneham Square is a short trip away. This special home is ready to welcome new owners!

Listed by Leeman & Gately, Lorraine Gately and Jill Leeman of Compass

MLS Number 73578430

• Residential
• Bedrooms 4
• Bathroom 8
• Square Feet 6,054
• High School Cchs

A winding driveway gradually reveals this exceptional property, privately set on 3.25 bucolic acres overlooking picturesque, Vermont-like meadows framed by classic stone walls. Mature plantings & established landscaping create a beautiful sense of place, while inside, thoughtful design & exceptional craftsmanship come together in a home where simple elegance and understated sophistication feel entirely at home.Thoughtfully transformed through 3 quality- and precision-driven renovations, the home offers a gracious, welcoming interior w an effortless sense of flow. More than 6,000 SF provides plenty of room to gather, relax & entertain, while expansive kitchen & living areas connect naturally to the outdoors & open directly to over 1,500 SF of bluestone & brick terraces, where sweeping views of rolling meadows create a beautiful backdrop for everyday living & entertaining. Wraparound patios, a dedicated dining area & beautifully landscaped grounds make outdoor living especially natural.Inside, craftsmanship is quietly evident throughout, with details that feel refined without ever feeling overstated. Rift- and quarter-sawn oak floors, intricate wainscoting, high coffered ceilings, fine millwork and custom doors lend warmth, character and permanence. Modern comforts are seamlessly integrated, including geothermal & radiant, a heated exterior courtyard and advanced smart-home technology. Four bedrooms are each ensuite, with their own marble baths. The first-floor primary suite is particularly inviting, with fireplace, wet bar, two walk-in closets and direct access outdoors. Upstairs, a charming gallery with a reading area provides a comfortable transition to the bedroom level.A heated 3-car garage w EV charger and half bath adds everyday convenience, while the professionally cultivated grounds & integrated hardscape complete the setting. And then there is the location. Concord Center is an easy walk through North Bridge National Park, while nearby Great Meadows Wildlife Refuge offers wonderful opportunities for walking, running & x-c skiing. The property embraces so much of what makes Concord special-its history, natural beauty, trails, meadows and strong sense of community-along with excellent public & private schools and the convenience of private jet service just six miles away.Ultimately, 55 Estabrook is a home where simple elegance, thoughtful design & an extraordinary connection to nature come together to create an exceptional quality of life experience.

Listed by Barrett & Comeau Group and Amy Barrett of Barrett Sotheby's International Realty

MLS Number 73578422

• Residential
• Bedrooms 6
• Bathroom 2
• Square Feet 4,819

Nestled within the highly sought-after Ashmont Hill neighborhood, this magnificent Grand Dame of the 1800s is a rare offering, rich in history, character, and architectural splendor. Dripping with timeless charm and exquisite period details, this extraordinary residence seamlessly blends gracious elegance with an abundance of living space across four impressive levels.A grand foyer sets the tone, welcoming guests with soaring ceilings, intricate millwork, and a sense of arrival rarely found today. The stately library provides a sophisticated retreat, while gracious formal and informal living spaces are designed for both grand-scale entertaining and comfortable everyday living. Front and back staircases add to the home's historic character and functionality, creating a flowing floor plan that invites exploration. Throughout, you'll discover stunning original details, expansive rooms, rich craftsmanship, and an atmosphere that reflects a bygone era of elegance. Four floors of living offer endless possibilities for gathering, working, relaxing, and accommodating today's lifestyles. Perfectly positioned in one of Dorchester's most coveted neighborhoods, this remarkable home presents a rare opportunity to own a true architectural treasure where history, space, and charm come together in unforgettable fashion. A once-in-a-generation residence for those who appreciate the beauty and grandeur of a classic Ashmont Hill masterpiece.

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

MLS Number 73578376

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 3,850
• High School Wellesley High

Located in Wellesley's highly desirable Generals neighborhood, this distinguished Colonial welcomes you with an elegant foyer, spectacular three-story staircase, and beautiful hardwood floors throughout. The thoughtfully designed floor plan features five bedrooms, three full baths, one half bath, and a convenient second-floor laundry room. At the heart of the home is a spacious open-concept kitchen and living area, creating a warm and inviting setting for everyday living and entertaining. A comfortable den and formal dining room provide additional spaces for relaxing and gathering. The home also offers two versatile bonus rooms, currently used as a home gym and TV room, providing flexible space for a home office, playroom, media room, exercise space, or other needs. The deck extends the living space outdoors and is ideal for relaxing or entertaining. A two-car garage provides convenient parking and additional storage, while the unfinished basement offers substantial storage and potential for future use. The location is a standout feature, just minutes from Hardy Elementary School, Wellesley Middle School and Wellesley High School. The home is also conveniently located near the Wellesley commuter rail station, providing easy access for Boston-area commuters. Combining classic Colonial character, generous living space, flexible bonus rooms, and a convenient location in one of Wellesley's established neighborhoods, this home offers a wonderful opportunity to enjoy all that Wellesley has to offer.

Listed by Cynthia Hatch of William Raveis R.E. & Home Services, Melissa Sullivan of William Raveis R.E. & Home Services