Graphic showing gutter cleaning starting price from $105 in Chesapeake, VA Starting from $105

Gutter Cleaning in Chesapeake, Virginia

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4.8/5 from 1,209,255+ completed jobs
56 local companies available
12 minutes avg quote time
309 recent jobs
4.8/5 from 1,209,255+ completed jobs

Based on recent GreenPal activity in Chesapeake

56 local companies available
12 minutes avg quote time
309 recent jobs

How GreenPal helps you find gutter cleaning in Chesapeake

Tell us about your project, compare quotes from local pros, and book the service that best fits your needs-all in one place.

  1. Create your request free

    Share details about your home, gutter condition, and any additional services you need.

  2. Receive quotes from local pros

    Get quotes from nearby gutter cleaning professionals serving your area.

  3. Compare your options

    Review pricing, ratings, availability, and what's included before making a decision.

  4. Book with confidence

    Choose the pro that fits your needs and schedule your gutter cleaning service online.

  5. Review your completed work

    Leave a review and help other homeowners find trusted local professionals.

A local pro clearing leaves and debris from a home's gutters in Chesapeake, VA
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4.8 out of 5 stars from 2,914 GreenPal customer reviews

Real Experiences From GreenPal Chesapeake Users

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Do your gutters need cleaning?

Take our quick 1-minute assessment to identify potential risks to your home's foundation.

Gutter cleaning technician in safety gear clearing a rooftop gutter in Chesapeake, VA

Common Gutter Clog Culprits in Chesapeake, VA

From the abundant oak and pine trees to the humid climate and frequent storms, Chesapeake gutters face unique challenges that demand regular attention.

Hardwood Leaf Drop

Chesapeake's plentiful oak, maple, and sweetgum trees shed vast amounts of leaves, especially in fall, quickly filling gutters and downspouts.

Spring Tree Debris

Beyond leaves, spring brings a shower of oak tassels, maple seeds, and other tree debris that can form dense clogs, particularly around neighborhoods like Butts Station.

Shingle Granules & Wind-Blown Grit

Over time, asphalt shingles shed granules. Combined with wind-blown dirt and debris, this fine grit accumulates, creating a sludgy base for other clogs.

Heavy Rains & Storm Washout

Chesapeake experiences frequent thunderstorms and tropical storm remnants. Intense rainfall washes large volumes of leaves, twigs, and debris directly into gutters.

Persistent Pine Needles

With numerous pine trees across the region, their fine, resilient needles can pack tightly, forming stubborn clogs that prevent water flow, especially in Great Bridge areas.

Humidity-Fueled Algae & Moss

Chesapeake's humid subtropical climate encourages algae and moss growth on roofs. This organic matter detaches and creates slimy, obstructive sludge in your gutters.

What a gutter cleaning quote should include

Standard scope varies by pro — review each quote carefully

Gutter debris removal

Intense rainfall can wash debris from roofs and quickly overwhelm clogged gutter systems.

Downspout check

Testing water flow through downspouts to ensure they're not clogged.

Roof valley debris

Removing debris from roof valleys where leaves and debris accumulate.

Gutter guard handling

Cleaning around or under gutter guards if your home has them installed.

Cleanup after job

Removing debris from your property and leaving the area clean.

Photo proof

Before and after photos showing the work completed.

Note: Each pro sets their own scope. Review the quote to confirm whether downspouts, gutter guards, roof valleys, and debris removal are included.

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Gutter cleaning pro scooping wet leaves from a roofline gutter in Chesapeake, VA

How Much Does Gutter Cleaning Cost in Chesapeake?

Gutter cleaning costs in Chesapeake, VA, depend on factors unique to your home, such as roof height, gutter length, and the specific types of debris common in neighborhoods like Greenbrier West. Homes with mature oaks or pines often require more intensive cleaning.

Worker removing wet leaves from a clogged roof gutter in Chesapeake, VA
Small Home Average Cost: $85 - $120
Medium Home Average Cost: $120 - $215
Large Home Average Cost: $215 - $345

Pros on GreenPal offer transparent pricing based on your home's specific needs, ensuring fair and competitive rates for Chesapeake homeowners.

Factors Affecting Cost

  • Home Size

    Larger homes typically require more time and labor.

  • Gutter Length

    More linear feet means a higher cleaning cost.

  • Number of Stories

    Two-story and taller homes often cost more.

  • Debris Buildup

    Heavy leaves, pine needles, and clogged downspouts increase cleaning time.

  • Gutter Guards

    Removing and reinstalling guards may affect pricing.

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How much does gutter cleaning cost in Chesapeake?

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$116 $215

Estimated average gutter cleaning cost

Based on recent GreenPal quotes in this area.

Most people hear back in under 12 minutes.

Most homeowners hear back in about 12 minutes.

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Pro pulling packed leaves out of a roofline gutter by hand in Chesapeake, VA

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Your Chesapeake Gutter Cleaning Schedule

Understanding the local climate and tree cycles helps maintain clear gutters year-round.

Mar – May

Post-Winter & Spring Bloom

Clear out any lingering winter debris and the heavy drop of seed pods, oak tassels, and early pollen from Chesapeake's abundant trees.

Sep – Nov

Peak Leaf Drop & Storm Season

Essential for removing the massive influx of hardwood leaves and pine needles. Crucial before potential late-season storms and winter moisture.

Dec – Feb

Winter Prep & Rain

Address any remaining late-fall debris and ensure gutters are clear for winter rains and occasional freezing conditions, preventing backups.

Pro Tip

Consider an extra cleaning after severe weather events, common during Chesapeake's storm season, to prevent immediate blockages.

Gutter cleaning services near Chesapeake

Top available gutter cleaning pros right now. Compare reviews, typical pricing, and availability.

Top available pros right now in Chesapeake Area
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J&R Lawn And Landsca offering gutter cleaning in Chesapeake, VA

J&R Lawn And Landsca

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Rated 4.7 out of 5 stars 4.7 (4,512 reviews)
$121 – $209
Typical price:
On-time rate: 80% Avg. Response Time: 22 Min Availability: Today Jobs completed: 1,390

Services offered

Areas Served: Western Branch South, Greenbrier West, South Norfolk

  • Recurring service
  • Two-Story Homes
  • Downspout Check
See My Price
Cuttasquad Lawn Care offering gutter cleaning in Chesapeake, VA

Cuttasquad Lawn Care

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Rated 4.9 out of 5 stars 4.9 (1,786 reviews)
$116 – $201
Typical price:
On-time rate: 84% Avg. Response Time: 23 Min Availability: Today Jobs completed: 658

Services offered

Areas Served: Greenbrier East, Indian River, Northside

  • Downspout Check
  • Gutter Guards
  • Roof valley cleanup
See My Price
Poetry In Motion Llc offering gutter cleaning in Chesapeake, VA

Poetry In Motion Llc

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Rated 4.9 out of 5 stars 4.9 (1,017 reviews)
$121 – $210
Typical price:
On-time rate: 74% Avg. Response Time: 18 Min Availability: Tomorrow

Services offered

Areas Served: Petersburg

  • Two-Story Homes
  • Gutter Guards
  • Roof valley cleanup
See My Price
Longview Lawns Llc offering gutter cleaning in Chesapeake, VA

Longview Lawns Llc

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Rated 4.8 out of 5 stars 4.8 (816 reviews)
$130 – $227
Typical price:
On-time rate: 84% Avg. Response Time: 21 Min Availability: Tomorrow Jobs completed: 149

Services offered

Areas Served: Greenbrier West, Deep Creek South, Greenbrier East

  • Roof valley cleanup
  • Gutter Guards
  • Photo proof
See My Price
Premier Lawn Mainten offering gutter cleaning in Chesapeake, VA

Premier Lawn Mainten

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Rated 4.8 out of 5 stars 4.8 (724 reviews)
$118 – $204
Typical price:
On-time rate: 78% Avg. Response Time: 48 Min Availability: Today

Services offered

Areas Served: Poquoson

  • Two-Story Homes
  • Gutter Guards
  • Photo proof
See My Price
El Ameen Conglomerat offering gutter cleaning in Chesapeake, VA

El Ameen Conglomerat

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Rated 4.9 out of 5 stars 4.9 (612 reviews)
$124 – $215
Typical price:
On-time rate: 83% Avg. Response Time: 25 Min Availability: Today

Services offered

Areas Served: Wythe

  • Photo proof
  • Two-Story Homes
  • Recurring service
See My Price
Chesapeake Mowing offering gutter cleaning in Chesapeake, VA

Chesapeake Mowing

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Rated 4.9 out of 5 stars 4.9 (431 reviews)
$118 – $204
Typical price:
On-time rate: 86% Avg. Response Time: 24 Min Availability: Tomorrow Jobs completed: 346

Services offered

Areas Served: Great Bridge, Greenbrier East, South Norfolk

  • Gutter Guards
  • Two-Story Homes
  • Downspout Check
See My Price
Slimmyslim offering gutter cleaning in Chesapeake, VA

Slimmyslim

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Rated 4.8 out of 5 stars 4.8 (425 reviews)
$127 – $221
Typical price:
On-time rate: 77% Avg. Response Time: 54 Min Availability: Today Jobs completed: 182

Services offered

Areas Served: Deep Creek South, South Norfolk, Western Branch North

  • Gutter Guards
  • Roof valley cleanup
  • Downspout Check
See My Price
L Jay's Lawn Care offering gutter cleaning in Chesapeake, VA

L Jay's Lawn Care

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Rated 4.7 out of 5 stars 4.7 (306 reviews)
$116 – $200
Typical price:
On-time rate: 72% Avg. Response Time: 17 Min Availability: Today Jobs completed: 82

Services offered

Areas Served: Greenbrier West, South Norfolk, Great Bridge

  • Photo proof
  • Gutter Guards
  • Downspout Check
See My Price
G&M Lawn Care offering gutter cleaning in Chesapeake, VA

G&M Lawn Care

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Rated 4.8 out of 5 stars 4.8 (295 reviews)
$116 – $200
Typical price:
On-time rate: 68% Avg. Response Time: 16 Min Availability: Tomorrow Jobs completed: 55

Services offered

Areas Served: Indian River, South Norfolk, Greenbrier East

  • Gutter Guards
  • Photo proof
  • Two-Story Homes
See My Price
Mi Familia Landscape offering gutter cleaning in Chesapeake, VA

Mi Familia Landscape

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Rated 4.9 out of 5 stars 4.9 (189 reviews)
$132 – $230
Typical price:
On-time rate: 71% Avg. Response Time: 20 Min Availability: Today Jobs completed: 23

Services offered

Areas Served: Norfolk

  • Recurring service
  • Roof valley cleanup
  • Gutter Guards
See My Price
Growth Lawn offering gutter cleaning in Chesapeake, VA

Growth Lawn

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Rated 4.8 out of 5 stars 4.8 (189 reviews)
$118 – $204
Typical price:
On-time rate: 88% Avg. Response Time: 15 Min Availability: Tomorrow Jobs completed: 66

Services offered

Areas Served: Deep Creek South, South Norfolk, Indian River

  • Downspout Check
  • Recurring service
  • Photo proof
See My Price
Greenpriority Lawn S offering gutter cleaning in Chesapeake, VA

Greenpriority Lawn S

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Rated 4.9 out of 5 stars 4.9 (166 reviews)
$118 – $205
Typical price:
On-time rate: 70% Avg. Response Time: 19 Min Availability: Tomorrow

Services offered

Areas Served: Chesterfield

  • Recurring service
  • Photo proof
  • Two-Story Homes
See My Price
Karisma Landscaping offering gutter cleaning in Chesapeake, VA

Karisma Landscaping

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Rated 4.8 out of 5 stars 4.8 (145 reviews)
$123 – $213
Typical price:
On-time rate: 75% Avg. Response Time: 18 Min Availability: Today Jobs completed: 42

Services offered

Areas Served: Deep Creek South, Great Bridge, Great Bridge East

  • Two-Story Homes
  • Roof valley cleanup
  • Photo proof
See My Price
Sld Affordable Lawn  offering gutter cleaning in Chesapeake, VA

Sld Affordable Lawn

GreenPal verified company badge Verified by GreenPal
Rated 4.9 out of 5 stars 4.9 (123 reviews)
$124 – $215
Typical price:
On-time rate: 86% Avg. Response Time: 21 Min Availability: Tomorrow Jobs completed: 51

Services offered

Areas Served: Western Branch South, Deep Creek West, Western Branch North

  • Two-Story Homes
  • Roof valley cleanup
  • Recurring service
See My Price
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Recent gutter cleaning jobs near Chesapeake

Quick look at pricing and availability by neighborhood. Tap one to see pros who serve that area.

Based on recent GreenPal activity in the Chesapeake area.

Do gutter guards still need cleaning?

Even when gutters are free of leaves and debris, a blocked downspout can prevent water from draining properly.

What gutter guards block:

  • Large leaves
  • Twigs and branches
  • Larger debris

Important for Chesapeake homeowners

Gutter guards reduce large debris, but small debris, roof grit, seed pods, pine needles, moss, and sludge can still build up. If guards need to be lifted or removed, that may affect the quote.

Tell Pros You Have Gutter Guards
Pine needles, moss, and roof grit built up on top of gutter guards in Chesapeake, VA

What still gets through:

  • Pine needles and small debris
  • Roof grit and shingle particles
  • Seed pods and oak tassels
  • Moss and organic buildup

Gutter Cleaning Services for Every Property Type

From single-family homes to commercial buildings and HOA communities, find trusted local professionals for your gutter cleaning needs.

Get Local Gutter Cleaning Quotes
Professional cleaning gutters on a single-family home in Chesapeake, VA

Residential Gutter Cleaning

Keep your home's gutters free of leaves, debris, and clogs to protect your roof, siding, and foundation.

WWorker cleaning gutters on a commercial building in Chesapeake, VA

Commercial Gutter Cleaning

Connect with professionals experienced in maintaining gutters for offices, retail buildings, and commercial properties.

Gutter cleaning crew servicing a multi-unit community building in Chesapeake, VA

HOA & Community Gutter Cleaning

Find gutter cleaning services for homeowner associations, apartment communities, and multi-property developments.

A clean gutter can still fail if the downspout is blocked

Even when gutters are free of leaves and debris, a clogged downspout can prevent water from draining properly, causing water to back up and overflow.

A clean gutter flowing freely on a home in Chesapeake, VA

Gutter is clean

A downspout blocked with packed leaves and debris in Chesapeake, VA

Downspout is blocked

Rainwater backing up in a clogged gutter in Chesapeake, VA

Water backs up

Rainwater overflowing from a clogged gutter onto a yard in Chesapeake, VA

Overflow starts

A quote should clearly say whether the pro checks, flushes, or clears downspouts. Some pros include this. Some may price it separately.

DIY gutter cleaning vs hiring a pro

Some homeowners prefer to clean their own gutters, while others choose to hire a professional. Here's how the two options compare.

Homeowner cleaning roof gutters from a ladder in Chesapeake, VA

DIY Gutter Cleaning

Supplies: $25–$100

  • Lower upfront cost
  • Work on your own schedule
  • Suitable for small one-story homes
  • Several hours of work
  • Ladder setup required
  • Wet leaves can be heavy
  • One Story
  • Debris disposal is your responsibility
Best for: Small, accessible gutter jobs
Professional clearing the gutters of a two-story home in Chesapeake, VA

Hire a Professional

Average pricing: $116–$215 per job

  • Saves time
  • No ladder climbing
  • Equipment provided
  • Debris removal included
  • Visible issues may be identified
  • Photo proof available
  • Common choice for two-story homes
  • Faster completion
Best for: Multi-story homes and busy homeowners

What clean gutters help protect

Roof Edge

Helps prevent water backup and roof damage.

Fascia Boards

Reduces moisture exposure that can lead to rot.

Siding

Directs water away from exterior walls.

Foundation

Helps reduce pooling water near your home's foundation.

Walkways

Helps prevent water runoff and slippery surfaces.

Landscaping Beds

Protects mulch, plants, and flower beds from erosion.

Driveways

Helps control water flow and reduce washout.

Ice Dam Prevention

Clear gutters can help reduce ice buildup during winter in colder climates.

Frequently Asked Questions

Everything you need to know about Gutter Cleaning in Chesapeake

How often should gutters be cleaned in Chesapeake, VA?

For most homes in Chesapeake, especially those surrounded by mature deciduous and pine trees, at least two to three cleanings per year are recommended. A spring cleaning addresses seed pods and early debris, while one or two fall cleanings are crucial for heavy leaf drop and before winter rains.

What are the risks of neglecting gutter cleaning in Chesapeake's climate?

Clogged gutters in Chesapeake can lead to significant problems. During heavy rain, common here, overflowing water can damage your home's foundation, landscaping, and fascia. The constant humidity also increases the risk of mold and mildew growth in stagnant debris.

Can GreenPal connect me with pros experienced with Chesapeake's unique tree types?

Yes, GreenPal connects you with local gutter cleaning pros who are familiar with the specific challenges posed by Chesapeake's diverse tree canopy, including abundant oak leaves, maple seeds, and persistent pine needles.

Do Chesapeake's frequent storms impact gutter cleaning needs?

Absolutely. Chesapeake's susceptibility to frequent thunderstorms and tropical system remnants means gutters can quickly fill with debris washed off the roof. Regular cleaning is vital to ensure proper drainage and protect your home during these events.

Is gutter cleaning necessary even if my home in Greenbrier East doesn't have many trees nearby?

Even if your immediate property lacks trees, wind can carry leaves, pine needles, and shingle grit from neighboring properties or nearby natural areas into your gutters. Regular checks are still advisable to prevent unexpected clogs.

What should I look for in a gutter cleaning pro in Chesapeake?

Look for pros who are insured, have positive local reviews, and understand the specific debris challenges of the Chesapeake area. GreenPal helps you compare bids from qualified local pros, making it easy to find the right fit for your home.

Ready to get your gutters cleaned in Chesapeake?

Compare local quotes, check what's included, and book the pro that fits your home.