Gutter Services Brookline
Gutter Services Brookline
With Brookline’s tree-lined streets, historic homes, and year-round weather swings, maintaining your gutters isn’t just seasonal upkeep—it’s essential property protection. From spring downpours to winter snowmelt, a functioning gutter system helps prevent structural damage, mold growth, and basement flooding. That’s why Gutter Services Brookline is a must-have for homeowners and businesses looking to safeguard their properties. Whether you’re located in Coolidge Corner, near Washington Square, or along Beacon Street, reliable gutters are key to keeping your building dry and intact.
Brookline’s urban forest canopy—especially dense in areas like Chestnut Hill, Corey Hill, and South Brookline—means that leaves and debris quickly build up in gutters, causing clogs and overflows. This is particularly challenging for older homes with slate roofs, intricate fascia designs, and original copper or wood gutters. Many properties around Longwood or Aspinwall Hill were constructed decades ago, which makes proactive maintenance and modern upgrades even more important. Gutter Services Brookline addresses these issues head-on by offering specialized solutions for both contemporary and historical properties. Our work helps reduce ice dams, foundation cracks, and landscape erosion caused by poor water management.

We begin with a thorough inspection of your home’s drainage system, evaluating the pitch, seams, fasteners, and flow performance. Whether we’re cleaning out years of buildup or installing a brand-new seamless aluminum system, every project is tailored to your home’s structure and aesthetic. For homeowners concerned with appearance and longevity, we offer custom-fit gutters in a range of colors and materials. We use vacuum systems, stabilizer-equipped ladders, and advanced safety measures to perform all work efficiently and without damaging your siding or trim. Gutter Services Brookline also includes gutter guard installations to help reduce frequent cleanouts in tree-heavy areas like Jamaica Road and Reservoir Road.
What sets us apart is our local understanding and commitment to doing the job right the first time. At True Measure Construction, our team brings years of experience working throughout Norfolk County—especially Brookline, where architectural charm meets complex drainage needs. From brownstones near St. Mary’s Street to three-story homes on Tappan Street, we’ve earned the trust of property owners who want expert service without the hassle. Every job comes with clear pricing, prompt scheduling, and a satisfaction guarantee that keeps our clients coming back.
Don’t wait for water damage to become visible. Whether you need a simple cleaning or a full system replacement, Gutter Services Brookline is here to help. Call now to book your free inspection, and we’ll provide honest recommendations tailored to your property and goals. Protect your home, preserve your investment, and partner with a local team that understands the needs of Brookline residents—season after season.
Our Service Area & Beyond
Worcester County
- Worcester
- Fitchburg
- Leominster
- Shrewsbury
- West Boylston
Franklin County
- Greenfield
- Montague
- Orange
- Deerfield
- Shelburne
Hampshire County
- Northampton
- Amherst
- Easthampton
- Hadley
- Southampton
Hampden County
- Springfield
- Chicopee
- Westfield
- Holyoke
- Longmeadow
Middlesex County
- Cambridge
- Lowell
- Newton
- Framingham
- Waltham
Norfolk County
- Quincy
- Brookline
- Weymouth
- Dedham
- Milton
Bristol County
- Fall River
- New Bedford
- Taunton
- Attleboro
- Somerset
Plymouth County
- Brockton
- Plymouth
- Kingston
- Abington
- Pembroke
Providence County
- Providence
- Pawtucket
- Cranston
- East Providence
- Woonsocket
Our Clients’ Satisfaction Means Everything to Us
Our top priority is customer satisfaction, and we work closely with clients to understand their unique needs and goals.
Contact Us Today For a Free Estimate or to Schedule Your Next Service!
774-615-9623