Homes for Sale - Middlesex County, MA

Welcome to 25 Bennett Street, a truly special Manchester-by-the-Sea home where character, comfort, light, and location come together.

Up here, it is all about light, height and the mountains. Set on the top floor of Greylock WORKS, Loft 403 is a 1,805 SF one-bedroom + study residence with soaring 16-foot ceilings, south-facing Berkshire mountain views and a private balcony above the historic mill campus.

Some spaces change the way you imagine living. Loft 306 at Greylock WORKS is one of them: 1,985 SF inside, another 1,615 SF of private terrace outside, and sweeping south-facing Berkshire mountain views. There is room here for long summer dinners, a garden in pots, friends for the weekend and morning coffee under a very big Berkshire sky.

Perfectly positioned in the heart of Back Bay, this updated, elegant one-bedroom, one-bathroom condo blends timeless architectural detail with everyday comfort. Soaring ceilings with intricate crown molding, a beautiful fireplace, oversized windows that fill the home with natural light, rich hardwood floors, abundant storage, and central air create a warm and refined living environment.

Located on a serene, tree-lined cul-de-sac and overlooking picturesque Sparrow Park with sweeping views of the Back Bay skyline, 68 W Rutland Square offers an elegant and expansive single-family residence boasting over 5,000 square feet of beautifully designed living space.

Location, convenience and comfort. In a highly desirable central location within the Sumner Hill neighborhood, this condo sits in a thoughtfully renovated and converted building—the historic former Jamaica Plain High School. The stunning two bed / one bath condo seamlessly blends timeless character with a modern lifestyle.

There is something wonderfully easy about Loft 209 at Greylock WORKS. Soft north light, restored wood floors, exposed brick and original mill columns give this 1,345 SF one-bedroom + study residence its character, while a thoughtful layout makes it exceptionally comfortable to live in.

Set on 1.4 acres in a desirable, established neighborhood, this three-bedroom, 2.5-bath, custom-built, one-owner Colonial offers exceptional space, privacy, thoughtful details, and timeless character. The inviting living room features hardwood floors and a fireplace, while the elegant dining room showcases custom moldings and French doors opening to a private deck.

Updated spacious 1 bedroom. Experience the best of Back Bay in this sun-drenched residence featuring soaring ceilings and refinished hardwood floors. The living area is anchored by a classic fireplace, custom built-ins, and oversized windows that flood this home with natural light. A modern kitchen with granite countertops and stainless steel appliances completes the interior.

Space to live, work, entertain and make your own, all under one roof. Welcome to 45 Stoddard Ave, a beautifully updated 4-bedroom home offering over 2,000 square feet of living space with room for just about everything. Renovated just a few years ago and featuring a freshly painted interior, this home is move in ready with a floor plan designed for flexibility.

Welcome to 57 Hillcrest Street, an exceptional Colonial offering a bright, thoughtfully designed interior with an open layout, breakfast-bar seating, and seamless access to a private rear deck framed by a wooded backdrop. Three bedrooms, a versatile lower-level bonus space, generous storage, multiple outdoor areas and two off-street parking spaces provide comfort and flexibility.

Welcome home! Now available this 1 bedroom, 1 bath unit just ready for you to come make this home your own. Morning light fills the living room, where the slider open directly to a private patio, fully renovated last year! Then later in the day the warm afternoon sun fills the bedroom where you will also find custom California Closets® that make use of every square inch of space.